32751 Zip Code Real Estate &amp; Homes - Between $400,000 - $500,000

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Welcome to Montacino at Enclave, Maitland—a peaceful, gated oasis where style, comfort, and convenience come together. This move-in-ready 3-bedroom, 2.5-bath townhome showcases timeless character, quality craftsmanship, and a premium location with no rear neighbors, offering tranquil, private views. The A/C system is less than one year old, providing added peace of mind. Inside, the open-concept living, dining, and kitchen area is perfect for entertaining, featuring beautiful ceramic tile flooring, elegant crown molding, and an abundance of natural light. Designer upgrades throughout—including updated lighting, mirrors, and hardware—create a refined, modern feel. Just off the kitchen, a covered rear patio overlooks a spacious, tree-lined green space that is fully maintained by the HOA, allowing you to enjoy the outdoors without the upkeep. The welcoming foyer is flanked by a convenient half bath on one side and access to the attached one-car garage on the other. Upstairs, the spacious primary suite has elegant wood flooring and features a private balcony, a generous walk-in closet, and a well-appointed en-suite bath. Two additional bedrooms, a full bathroom, and a laundry closet with built-in storage shelves complete the second floor, offering comfort and functionality for everyday living. Perfectly located just minutes from Downtown Orlando and Winter Park, this home offers the best of both worlds—easy access to shopping, dining, and entertainment while nestled in a serene lakeside community. Residents enjoy a resort-style pool, scenic sidewalks overlooking Lake Charity, and the security and convenience of low-maintenance living in a beautifully maintained gated neighborhood. This is your opportunity to enjoy resort-style living in one of Maitland's most desirable gated communities. (Attached to pics is additional info on HOA amount)

1395 Benevolent Street, Maitland

$494,500

3 Beds ⋅ 2 Baths ⋅ Druid Hills Park SubDv. ⋅ 32751 Zip Code

Welcome to 370 Sultana Lane, a beautifully reimagined residence nestled within the highly sought after Druid Hills community of Maitland. Thoughtfully renovated from top to bottom with more than $60,000 in improvements, this move-in ready home delivers the perfect combination of modern design, energy efficiency, and long-term value. Step inside to discover a completely redesigned open floor plan filled with natural light streaming through energy-efficient double-pane vinyl windows. New flooring, upgraded lighting, custom blinds, & elegant crown molding is just the start of all that's been done to this home! The showstopper of the home is the stunning, fully renovated kitchen, complete with modern cabinetry, updated appliances, & an contemporary oversized sink. The spacious family room is anchored by a timeless brick wood-burning fireplace, creating the perfect setting for cozy evenings or gatherings with family and friends. At the front of the home, a flexible living room provides endless possibilities as a home office, media room, playroom, fitness space, or additional living area. Beyond its impressive cosmetic renovations, this home offers exceptional peace of mind with major system updates already completed, including a 2020 roof, newer HVAC system, newer water heater, upgraded electrical panel, PEX plumbing, water softener, and energy-efficient double-pane windows. Outside, fresh exterior paint, new sod, and refreshed landscaping create inviting curb appeal while providing the perfect canvas for your own outdoor oasis. Best of all, there is no HOA, giving homeowners added flexibility and freedom. Perfectly positioned in one of Maitland's most convenient locations, the home is less than a mile from Orangewood Christian School and within two miles of Genesis Sportsplex. Plus, it's only minutes away from Enzian Theater, Lake Lily Park, and the SunRail station. With designer finishes, significant capital improvements, fully paid solar panels, and an exceptional location, 370 Sultana Lane offers a rare opportunity to own a truly move-in ready home where every major detail has already been thoughtfully completed.

370 Sultana Lane, Maitland

2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

Welcome to Lake Maitland Terrace, where this beautifully renovated condominium offers a rare opportunity to enjoy Chain of Lakes living. Included with the property is a leased boat dock on the Winter Park Chain of Lakes, paid through 7/31/2027, with the lease transferable to the new owner and renewable. This stunning 2-bedroom, 1.5-bath residence features picturesque lake views from both bedrooms as well as the screened front porch. The screened-in front porch is the perfect place to relax while overlooking the expansive lakefront campus, complete with a sparkling pool, fishing dock, putting green, and shuffleboard courts. From the moment you step inside, you'll appreciate the exceptional quality of the modern renovation, thoughtfully designed with both style and function in mind. The beautifully updated kitchen is ideal for entertaining, featuring premium finishes, generous workspace, and a party-size ice maker. It flows seamlessly into the dining area, where abundant built-in storage provides both convenience and organization. The spacious primary suite serves as a private retreat, complete with a walk-in closet, an updated half bath, and tranquil lake views to wake up to each morning. Whether you're looking for a full-time residence or a weekend escape, this move-in-ready home offers an exceptional lifestyle in one of Winter Park's most desirable waterfront communities. This is a rare opportunity you won't want to miss.

1140 S Orlando Avenue Unit K15, Maitland

$429,900

3 Beds ⋅ 2 Baths ⋅ Villas Lake Destiny SubDv. ⋅ 32751 Zip Code

This beautifully positioned residence offers an open and inviting layout designed for easy living and entertaining. Enjoy peaceful water views of Lake Destiny with no rear neighbors, creating a private backdrop and a rare sense of space and tranquility. Whether relaxing indoors or stepping outside, the serene setting delivers a true sense of comfort and escape. The home also features a spacious 2-car garage, providing convenience and additional storage. Thoughtfully updated and move-in ready, this home offers valuable recent improvements including a new A/C unit (2022), water heater (2022), tile roof replacement (2022), updated paint and modern light fixtures (2023), and both bathrooms beautifully renovated in 2021. The kitchen is complemented by newer appliances, adding both style and functionality. Step outside and enjoy even more value with the outdoor deck currently being replaced, creating an enhanced outdoor living space to take in the beautiful lake setting. Residents enjoy access to exceptional community amenities including a pool, tennis courts, and access to Lake Destiny, all within a dog-friendly community designed to support an active and enjoyable lifestyle. Ideally located with quick access to major highways, dining, shopping, business centers, and everything Maitland and the greater Orlando area have to offer, this property delivers the perfect blend of lifestyle and accessibility. Whether enjoying your morning coffee overlooking Lake Destiny or coming home after a busy day, this residence offers the privacy, views, updates, and location today’s buyers are searching for.

1010 Winderley Place Unit 149, Maitland

$419,900

2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

Virtually Staged. RARE LAKEFRONT opportunity to Live right on LAKE MAITLAND! Sip your morning coffee with one of the most premier views in the entire community! BONUS: It's on the main FIRST floor, so NO STAIRS! Just a pure unencumbered view of Lake Maitland right from your living room! And only a few steps to the dock or community pool!! This unit has the EXTRA HALF BATHROOM and has been tastefully updated to accentuate it's incredible mid century modern original features, that are in immaculate condition! There may never be another unit quite like this one! The high end plantation shutters offer privacy when needed, but can stay wide open for that view! Enjoy the remodeled Community POOL & Clubhouse all on the stunning water front of Lake Maitland which is also connected to the Winter Park Chain of Lakes. Plenty of fishing, fun and relaxing to be had on the community dock, shuffleboard and putting green! So many amenities nestled amongst the towering shade trees and mature landscaping. The Mid Century Modern architecture is about as timeless of a look that you can find that fits the Maitland/Winter Park lifestyle. You couldn't ask for a better location at just minutes from downtown Winter Park, Park Ave, SunRail station and all the restaurants surrounding the 17/92 Maitland/Winter Park Corridor. All Units recently had metal roof replacement in 2025 and were just freshly painted as well. It's completely move in ready with all New Luxury Vinyl Plank Flooring, Kitchen and bathroom updates,. This unit has not been available for many years, so don't miss out on this view!

1140 S Orlando Avenue Unit H3, Maitland

$440,000

3 Beds ⋅ 2 Baths ⋅ Pindar Sub SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Inside, the home opens into a bright and airy open-concept living space highlighted by high tray ceilings, recessed lighting, oversized glossy tile flooring, and an abundance of natural light. The seamless flow between the living, dining, and kitchen areas creates the perfect setting for both entertaining and everyday luxury living.

206 Moseley Avenue, Maitland

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Virtually Staged. HUGE PRICE IMPROVEMENT!!! Move-In Ready Maitland Gem in English Estates! Welcome home to this charming 3-bedroom, 2-bath residence offering convenient one-story living in the highly desirable English Estates community. Blending modern updates with a touch of mid-century modern character, this home is truly turnkey. Step inside to find luxury vinyl plank and ceramic tile flooring throughout—no carpet anywhere. The updated kitchen features granite countertops, 42-inch cabinetry, stainless steel appliances, and a breakfast bar perfect for casual dining and entertaining. The spacious living room flows seamlessly into the dining area, creating an open and inviting atmosphere. The private primary suite includes an en-suite bathroom, while the generously sized secondary bedrooms provide flexibility for family, guests, or a home office. A separate den/family room offers additional living space and opens to a covered, screened porch overlooking the expansive fenced backyard—ideal for outdoor gatherings, pets, and play. Major updates provide peace of mind, including New Roof (2024) HVAC System (2021) Whole-House Repipe (2021) Irrigation System (2022) Septic Drain Field (2018) Double-Pane Windows, New Sod (2026) Additional features include a 2-car garage, paver driveway, covered front porch, and fresh paint. Conveniently located near shopping, dining, parks, and major roadways, with easy access to Winter Park and surrounding Central Florida attractions. Plus, enjoy the benefit of highly regarded Seminole County Public Schools. Beautifully updated, exceptionally maintained, and truly move-in ready—this is a home you won't want to miss!

1291 Oxford Road, Maitland

$484,000

3 Beds ⋅ 2 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code

Welcome to 2155 Fennell Street, a beautifully renovated pool home nestled in the desirable Maitland community. This move-in ready residence has undergone an extensive transformation, offering the perfect blend of modern elegance, functionality, and Florida lifestyle living. From the moment you arrive, you'll appreciate the brand-new roof, new driveway, fresh exterior paint, and impressive curb appeal. Inside, soaring vaulted ceilings and abundant natural light create a bright and inviting atmosphere. The open-concept floor plan features luxury vinyl plank flooring throughout, designer lighting, and fresh interior paint. The fully remodeled kitchen is the heart of the home, showcasing quartz countertops, custom cabinetry, stainless steel appliances, and a spacious breakfast bar overlooking the main living areas. The primary suite offers a private retreat with a beautifully updated ensuite bath featuring dual vanities, designer finishes, and a stunning walk-in shower. Additional bathrooms have been tastefully renovated with modern fixtures and custom tile work. Step outside to your private backyard oasis complete with a resurfaced swimming pool, screened lanai, and fully fenced yard—perfect for entertaining, relaxing, and enjoying year-round Florida sunshine. Conveniently located near shopping, dining, parks, major highways, and top area amenities, this exceptional property offers the rare opportunity to own a truly turnkey home in one of Maitland's most sought-after locations. Schedule your private showing today and experience this stunning home.

2155 Fennell Street, Maitland

4 Beds ⋅ 2 Baths ⋅ Indian Hills Unit 1 Rep SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Discover a beautifully transformed 4-bedroom, 2-bath Maitland gem, a turnkey showpiece that blends modern style, smart upgrades, and undeniable curb appeal. The home greets you with a fresh look, mature landscaping, manicured hedges, and a custom front deck with modern horizontal railing, creating a welcoming entry and the perfect spot to enjoy your morning coffee. Step inside to an open and airy layout with abundant natural light, wood-look flooring, updated lighting fixtures, and multiple living areas ideal for both everyday living and entertaining. The renovated kitchen features white shaker cabinetry, modern countertops, stylish backsplash details, stainless steel appliances, and ample cabinet space. The dishwasher and oven were recently updated between 2022 and 2024. The kitchen flows seamlessly into the dining and living areas, creating a functional and inviting layout. The home offers spacious bedrooms along with versatile flex spaces perfect for a home office, guest room, or additional living area. The primary suite includes an updated ensuite bathroom with a glass-enclosed walk-in shower and a custom-designed primary closet with built-in organization. Out back, enjoy a fully refreshed backyard featuring brand new sod, a brand new paver patio, and a covered, screened back porch ideal for relaxing or entertaining year-round. Additional upgrades include a brand new driveway, solar panels for energy efficiency (to be paid off in full by the sellers at closing upon an accepted offer), smart home features, updated bathrooms, and modern finishes throughout. Adding to the appeal, HOA membership is optional, offering buyers the freedom of homeownership without mandatory HOA dues or restrictions. Conveniently located near shopping, dining, parks, and major roadways, this beautifully maintained Maitland home combines comfort, functionality, and contemporary style in one of Central Florida's most desirable communities.

1327 Chipola Trail, Maitland

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

Welcome to this beautifully maintained lakefront townhome in a highly desirable gated community in Maitland with almost 1900 square feet of thoughtfully designed living space. This 3-bedroom, 2.5-bath residence combines comfort, functionality, and picturesque lake views. Enjoy serene views of Lake Charity from the charming front porch, formal dining room, and two upstairs bedrooms. Soaring ceilings and abundant natural light create an airy, inviting atmosphere throughout the home. The spacious open-concept kitchen overlooks the family room and features ample counter seating for barstools, generous cabinetry, and a nice pantry. A private courtyard provides a welcoming outdoor retreat and leads to the oversized 2-car garage with abundant attic storage above. The separate dining room offers a perfect setting for entertaining while enjoying tranquil lake views. A convenient guest bathroom is located on the first floor as well. Upstairs, the massive Primary suite serves as a true retreat, featuring a custom walk-in closet and a spa-inspired en-suite bath with a soaking tub, separate shower, and dual vanities. Two additional bedrooms have stunning views of the lake. One includes a Murphy bed with beautiful built-ins and a custom closet. Another full bath, and a spacious laundry room with plenty of storage complete the second floor. The reasonable HOA fee includes use of the sparkling pool, the secure gate, all landscaping, all maintenance of the exterior of this townhome including the roof, repairs, and paint, and high-speed internet with cable TV, through Spectrum. Offering exceptional space, beautiful water views, and a sought-after gated location, this townhome is the ideal place to call home. *A complimentary complete one-year Home Warranty is provided for extra peace of mind. (A recent Lender's appraisal is also available.)

1106 Charming Street, Maitland

3 Beds ⋅ 2 Baths ⋅ Pindar Sub SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Every detail of this home was thoughtfully curated to offer timeless beauty, upscale finishes, and modern functionality. This exceptional property blends contemporary design with everyday comfort, creating the perfect living experiences. The oversized walk-in shower creates a true resort-style experience with floor-to-ceiling marble-inspired tile, frameless glass enclosure, rainfall showerhead, and designer pebble stone flooring that adds texture and tranquility. Natural light pours through the window, enhancing the bright, airy atmosphere while highlighting the glossy porcelain tile floors that flow seamlessly throughout the space. lastly this home has the perfect blend of modern elegance and functionality in this beautifully designed gourmet kitchen. Featuring stunning granite countertops, sleek custom gray shaker cabinetry, and premium stainless-steel appliances, this space was crafted with both style and everyday living in mind.

200 Moseley Avenue, Maitland

$405,000

3 Beds ⋅ 3 Baths ⋅ Enclave At Maitland SubDv. ⋅ 32751 Zip Code

Nestled within the exclusive gated lakeside community of Montacino, this impeccably maintained Spanish/Mediterranean-inspired townhome offers refined living surrounded by serene natural beauty. The sought-after two-story Barclay model features an elegant open-concept design, seamlessly blending the spacious great room, dining area, and well-appointed kitchen—thoughtfully designed for both everyday comfort and effortless entertaining. The chef-inspired kitchen showcases rich wood cabinetry, stainless steel appliances with upgraded microwave and dishwasher. The refrigerator and oven to be replaced with Stainless steel appliances by the sellers prior to closing. Expansive windows invite in abundant natural light while framing picturesque views of the lush green space beyond. Step outside to the covered rear patio and enjoy the rare privacy and tranquility of the only Barclay unit in the community backing directly onto this beautiful preserve-like setting, enhanced by custom patio pavers added in 2024. Thoughtful updates throughout the home create a move-in-ready experience. The interior was refreshed with modern gray paint, kitchen and bathroom cabinetry were updated. The Stone countertops were updated with a beautiful Carrera style epoxy in the kitchen and baths, and the primary shower frame was refinished. Smart-home enhancements include Alexa-compatible light switches in the kitchen and primary bedroom, an upgraded alarm system, and a Ring doorbell. All three toilets have been upgraded, along with updated bathroom fixtures including shower rods and accessories. Enhancing the home’s elevated design, the entire first floor features stunning premium oversized luxury vinyl plank flooring, offering both timeless style and durability. Upstairs, the expansive primary suite serves as a peaceful retreat, complete with a generous walk-in closet and a charming private balcony overlooking the greenery beyond. The luxurious en-suite bath features dual vanities and ample room to unwind. Two additional bedrooms, a full secondary bath, and a conveniently located laundry closet complete the second level. Additional highlights include a newer HVAC system, crown molding throughout, engineered hardwood flooring across the second floor, and a one-car garage. Residents of Montacino enjoy access to a sparkling resort-style pool and the scenic beauty of Lake Charity, all while being ideally located just minutes from I-4, premier dining, shopping, and the very best of Orlando living.

1295 Blessing Street, Maitland

$439,000

3 Beds ⋅ 3 Baths ⋅ Brittany Gardens SubDv. ⋅ 32751 Zip Code

Location, Location, Location. Welcome to your new home in Maitland! This conviently located gated community home is a charming dwelling place featuring a cozy fireplace to uplift the ambiance of your living space. The home benefits from a tasteful neutral color paint scheme throughout, providing a welcoming canvas for your interior design aspirations. The kitchen is a cook's paradise, complete with a natural gas range, a stunning accent backsplash that truly makes the room pop and new applicances. Enjoy the luxury of a generous walk-in closet in the primary bedroom, perfect for all your storage needs. The primary bathroom offers the convenience of double sinks, making morning routines smooth and efficient. The shower in the primary bathroom add an opulent touch to your personal spa-like retreat. Relax or entertain with ease with a patio for outdoor gatherings. The fenced-in backyard promises privacy for all your outdoor activities. The home benefits from a newer roof, new AC, new hot water tank, ensuring peace of mind for years to come. The appeal of the property is enhanced by fresh interior paint and fresh exterior paint to the entire home. The comfort features continue with new flooring throughout, ensuring all areas of the home are updated. Take advantage of this home's remarkable attributes and turn this dwelling place into your personal sanctuary. Some pictures virtually staged.

499 Julian Lane, Maitland

3 Beds ⋅ 2 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code

Welcome to this meticulously maintained, one-owner home on a quiet corner lot bordering Fennell Park in Winfield. This 3-bedroom, 2-bath split floor plan features a freshly painted interior and new luxury vinyl plank flooring throughout the main areas. Recent upgrades include a 2021 HVAC for peace of mind going into summer. Relax in the oversized family room or retreat to the private primary suite with access to the back patio. Step through sliding glass doors to a fully fenced backyard oasis, complete with mature landscaping and a custom outdoor kitchen featuring granite counters and a built-in grill—perfect for hosting. Located in a family-friendly community with a low HOA, you'll enjoy top-rated schools and a prime location near the Maitland Business Center and Downtown Orlando. This home is situated near shopping, dining, entertainment, and key Central Florida roadways. Tranquility meets total convenience; schedule your private showing today!

2154 Fennell Street, Maitland

$495,000

4 Beds ⋅ 2 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code

Big vibes and even bigger possibilities! Say Hello to easy Florida living! This stylish 4-bedroom, 2-bath Maitland home delivers bright natural light, functional living spaces, and room for everyone to spread out. Whether you’re hosting game nights, working from home, or enjoying quiet mornings with coffee on the patio, this home checks all the boxes. A backyard perfect for entertaining and soaking up the sunshine! Prime location close to everything Central Florida has to offer! This one is ready to impress!

1905 Poinsetta Lane, Maitland

$436,000

3 Beds ⋅ 2 Baths ⋅ Oakland Shores 1st Add SubDv. ⋅ 32751 Zip Code

Welcome to life in one of Maitland’s most desirable established neighborhoods, located in Seminole County and known for its strong schools, friendly community, and convenient access to everything Central Florida. Just minutes from beautiful lakes, local restaurants, shopping, and the interstate for an easy commute, this home offers the perfect blend of comfort, connection, and lifestyle. Step inside to an inviting open-concept layout filled with natural light, creating a bright and airy feel throughout. The heart of the home is a brand new custom-designed gourmet kitchen, thoughtfully finished and ideal for both everyday living and entertaining. Bamboo flooring and stunning terrazzo details gives the home a timeless mid-century modern feel with warmth and character. Enjoy the added flexibility of a Florida room, perfect for a home office, playroom, or additional living space. A garage and a carport, along with abundant storage throughout maximizes the space. The outdoor area is designed for hosting and gathering, featuring new sod and plenty of room to relax or entertain. Major updates include a 2024 HVAC, 2025 water heater, and new piping. Schedule your private showing today! This one won’t last long.

628 Woodley Road, Maitland

$469,450

4 Beds ⋅ 2 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code

A rare Maitland find that combines a spacious 4-bedroom layout. Enjoy the freedom of a non-flood zone and no HOA fees or restrictions. The "Big Three" are already done: Roof (2022), HVAC (2023), and Water Heater (2024). Bonus: Original windows successfully passed all 4-point and wind mitigation inspections. Inside, a wide-open interior is flooded with natural light, featuring newly installed recessed lighting and a newer refrigerator (1 year old). Relax on the large screened-in porch overlooking a private, fully fenced backyard. Steps from Aldi and minutes from Trader Joe's and Whole Foods in Winter Park. Ideally situated near both the Winter Park Library and the Seminole Casselberry Library. Major updates, prime location, and zero HOA. Buy with total confidence: A pre-listing home inspection was completed last week, and the reports (4 Point and WM) are available at no cost! Schedule your private tour today! Note: Some interior photos feature previous owner-occupant staging to highlight design potential. Property is tenant-occupied until June 30th.

1928 South Boulevard, Maitland

$424,000

3 Beds ⋅ 2 Baths ⋅ Forest Brook 5th Sec SubDv. ⋅ 32751 Zip Code

Welcome to 775 Woodside Road, ideally situated on a quiet cul-de-sac just minutes from Maitland and Winter Park’s most popular destinations. This beautifully updated three-bedroom, two-bath home offers an open floor plan filled with inviting living spaces and abundant natural light. Luxury vinyl flooring was installed throughout the home in 2023, while plantation shutters in the living room and bedrooms add both style and privacy. Sliding glass doors from the dining area and primary bedroom open to the spacious backyard, offering plenty of green space and room for a future pool. The kitchen is both functional and welcoming, featuring soft-close cabinetry, quartz countertops, stainless steel appliances, a designer backsplash, farmhouse sink, and a breakfast bar perfect for casual dining or entertaining. All three bedrooms offer generous closet space, complemented by two additional hallway linen closets. The spacious primary suite includes a walk-in closet and an updated bath with a large glass-enclosed shower and dual-sink vanity. The guest bath features a shower/tub combination and an updated vanity. Recent improvements provide peace of mind and include a newer water heater (2019), HVAC system (2020), roof (2021), and a partial re-pipe to reroute the main sewer line (2021).

775 Woodside Road, Maitland

$495,000

4 Beds ⋅ 2 Baths ⋅ Forest Brook 3rd Sec SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Seller Motivated. Location, Location, Welcome to your new 4 BED 2 BATH home tucked away on a quiet cul-de-sac street in the desirable Maitland community of "Forest Brook" This one-of-a-kind home offers the perfect blend of charm, space, and functionality. Lovingly maintained, the home welcomes you with a grand Foyer, Formal Living and Dinng rooms, open family room, ideal for gatherings. A new updated Chef's Kitchen, complete with a gas range, beautiful Cherry cabinets, new appliances, and new Quartz countertops. The spacious Florida Room has a fun step up bar with pass through access to the kitchen. Perfect for entertaining and offers its own AC/Heater unit. Step outside to the large wrap around Deck. Tons of space for outdoor entertaining. No neighbors behind you, just tons of conservation space. Additional upgrades include Roof-2021, AC-2023-Fl Room, AC-2025, Gas Water Heater-2010, Kitchen appliances 2023, Electrical panel- 2024. This home is ideally located just minutes from Winter Park, Casselberry, Winter Springs, Easy access to shopping, dining, and major commuter routes. Start living your Best Life.

653 Green Meadow Avenue, Maitland

3 Beds ⋅ 3 Baths ⋅ Moorings On Lake Maitland Condo Bldg 04 SubDv. ⋅ 32751 Zip Code

Welcome to The Moorings on Lake Maitland, one of the most in-demand communities in the area. Consider this unit, 3-bedrooms and 2-1/2 baths, approximately 1700 square feet of living space with a 1-car garage, and overlooking the beautiful peaceful courtyard, to be your blank slate. Gleaming wood floors and fresh painted throughout, it is just waiting for you to make it your own. You'll love this comfortable living space, and there is so much to work with! From the entry foyer you'll find the eat-in kitchen immediately on your right. Head through the kitchen to the spacious dining room, and into the living room with vaulted ceiling and zen garden view. Half-bath and inviting screened lanai complete the ground floor living space. Upstairs you'll find the large primary suite, also overlooking the courtyard, and two more bedrooms, both front-facing, and a full bath in the hallway. The laundry room with washer, dryer and utility sink is in the garage. The grounds, pool and club house are maintained by the community, so all you have to so is enjoy the ambiance of the beautiful grounds and the lakefront. The many advantages to this convenient location include being on Lake Maitland, and, easy access to necessities like grocery and drug stores, and restaurants within walking distance. This one is priced to sell, so don't miss this opportunity!

245 Quayside Circle, Maitland

$498,000

3 Beds ⋅ 2 Baths ⋅ Forest Brook 3rd Sec SubDv. ⋅ 32751 Zip Code

Welcome to a home that doesn’t just check boxes — it supports your lifestyle. Tucked into one of Maitland’s beloved neighborhoods, Forest Brook, this delightful property blends comfort, practicality, and a little everyday serenity. *Lots of new since 2023: Whole house generator, 20’x12’ shed, front and back sod (just completed 4/2026), renovated driveway, gutters, vinyl fence in backyard & so much more!!* Home oozes charm showcasing a sunny yellow exterior with shutter details, white columns on covered front porch, fresh Florida style landscaping, finished concrete driveway, all leading you to covered front entry with pretty leaded glass front door. Step inside to tiled foyer entry and you’ll find a split floor plan offering privacy, flow, and room to spread out — whether you’re hosting, working from home, or simply enjoying a quiet morning. Separate formal dining room complete with sparkling chandelier and French door to patio has yard views. Generous living room has wood floors, new ceiling fan and wall of windows with double French doors to patio plus Plantation shutters. Inviting kitchen is a true gathering spot with a large island with seating on both sides, not to mention all the counter space, white cabinetry, complete stainless steel appliance package and new window above sink. Dedicated office/bonus space has ceiling fan and French door to patio with Plantation shutters. Spacious primary suite flaunts Plantation shutters, new ceiling fan, a walk-in closet plus an en-suite bath with adult height dual vanities, private commode and tiled shower stall. Two guest bedrooms on the other side of the home share updated bath with stylish modern vanity, dual sinks, decorative framed mirrors, chic light and a tub/shower combo. Unwind out back on the oversized covered and screened patio with dual ceiling fans offering lots of gathering space. Every room on the backside of the home contains a French door making it the perfect opportunity for that indoor-outdoor feel. Oversized backyard is fully fenced, freshly sodded and creates the perfect lush, green space ready for play, pets, gardening or gatherings. 20’x12’ shed is a dream for storage lovers or anyone who needs extra space – double doors, tons of room and endless possibilities. No power outages here! A whole house generator keeps life running smoothly no matter the weather. No scrambling, no stress — just uninterrupted comfort and security. Tree lined streets and quick access to parks, major connectors like 436, 414, N Orlando Avenue, Howell Branch Rd/Horatio, Red Bug Rd plus the YMCA, Advent Health and endless dining and shopping options like the Maitland City Center, Downtown Winter Park and so much more— it’s the kind of place where life feels a little easier and a lot more enjoyable!

612 Green Meadow Avenue, Maitland

$467,000

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo SubDv. ⋅ 32751 Zip Code

Updated 2 bedroom 2 bathroom located on the second floor of sought after Moorings Lakefront Community with spectacular views of Lake Maitland of the Winter Park Chain of Lakes. The condo offers a large screened-in balcony overlooking Lake Maitland. The open floorpan offers a split plan with a generous size master retreat with a private door to the balcony and a secondary ensuite. The updated spacious kitchen features stainless steel appliances and a breakfast nook situated in a bay window. The dining living room combo is very spacious making it perfect for relaxing or entertaining. The condo offers washer and dryer in the unit as well as a private storage closet on the same floor just across the hall. The Moorings Lakefront community offers an amazing recently updated pool and spa area along a large clubhouse. Whether you're looking for a primary residence or a low-maintenance lakefront retreat, this condo and community offers an amazing combination of comfort and convenience.

204 Quayside Circle Unit 201, Maitland

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

Welcome to this beautiful Mediterranean-style townhome in the exclusive, gated community of Montacino in Maitland, Florida. Updated 3 bedroom, 2.5 bath home overlooking Lake Charity. Expansive views of the lake are seen from the front porch, two bedrooms and the dining room. Separate dining room with tons of natural light. Open concept kitchen with updated cabinets and stainless steel appliances. The large family room is open to the kitchen for ease of entertaining. Situated between the garage and your back door is an open air, private courtyard. Enjoy a two and a half car garage with full attic for additional storage. The second floor includes three bedrooms, finished laundry with closets that have been professionally customized. Secondary bedroom boasts a Murphy bed for guests with build-in storage. You will enjoy resort style living with the sparkling community pool and tranquil walks along the shores of Lake Charity. Extra guest parking is located just outside the garage. Internet/TV package and lawn care included. Located just 1/4 mile from I-4 and the Maitland Boulevard exchange with easy access to Winter Park, downtown Orlando and Altamonte Springs. Close by is Trelago Market where the new Trader Joes is being built. A must see property.

1106 Charming Street, Maitland

$500,000

4 Beds ⋅ 3 Baths ⋅ Northwood Heights SubDv. ⋅ 32751 Zip Code

Virtually Staged. NEW ROOF 2022 - NEW AC 2022 - NEW ELECTRICAL PANELS 2022 - REPLUMB 2022 - NEW SEPTIC 2023 - Seperate detached GUEST HOUSE offering built-in monthly income potential. Previously rented under market value at $900/month, the guesthouse is currently vacant and ready for a new tenant, a private space for adult children, or a comfortable in-law suite. Endless possibilities to maximize value and flexibility! The spacious single-level layout features 3 bedrooms, 2 bathrooms in the main house, plus an updated guest suite. Enjoy an open living and dining area with a stone fireplace, designer lighting, and luxury vinyl plank flooring. The upgraded kitchen includes wood cabinets, granite countertops, penny tile backsplash, and new stainless appliances. A bright family room leads to two outdoor seating areas, including a brick courtyard with a second fireplace. The oversized primary suite and additional bedrooms feature new plush carpet, while the bathrooms have been fully updated. The detached guest suite offers 1 bedroom, 1 bath, a sitting area, and a wet bar. Additional features include a washer and dryer, security cameras, and a Google/Nest doorbell, all conveying with the home. Double carport, oversized driveway, and a private lot on a quiet street. Conveniently located near downtown Maitland with easy access to I-4.

140 E Faith Terrace, Maitland

2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

Experience turn-key living at its best in this beautifully renovated, designer-owned, lakefront condo, conveniently located in the sought-after Lake Maitland Terrace community on the Winter Park Chain of Lakes. This stunning 2-bedroom, 1-bath residence was thoughtfully redesigned with high-end finishes and an open, modern layout that maximizes both style and functionality. FURNITURE IS NEGOTIABLE! The completely updated interior features luxury “wood-like” vinyl plank flooring throughout, for enhanced durability. Enjoy a stylish kitchen with custom cabinetry, quartz countertops, tile backsplash, and newer appliances, and a beautifully remodeled bath with marble herringbone tile and designer fixtures. Additional upgrades include all new electrical, recessed lighting with dimmers, updated plumbing, custom closets, shiplap accents, new interior doors and trim, high-end Emtek door knobs throughout, and sound-reducing flooring underlayment for added comfort. Lake Maitland Terrace offers a true lakefront lifestyle, with private access to Lake Maitland, the largest lake on the Winter Park Chain. Residents enjoy a community dock and fishing pier, kayak & paddleboard racks, a sparkling pool, a clubhouse with lake views, shuffleboard courts, bike storage, and convenient on-site laundry....but this unit has it's OWN Washer and Dryer! Ideally located near shopping, dining, theaters, and just minutes from Park Avenue in Winter Park, this fresh and modern move-in ready condo offers effortless living in one of Maitland’s most desirable waterfront communities. Don't forget.... the FURNITURE IS NEGOTIABLE!

1140 S Orlando Avenue Unit H-13, Maitland

$403,000

4 Beds ⋅ 3 Baths ⋅ English Estates Unit 1 SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Spacious one-story home featuring 4 bedrooms and 2.5 bathrooms with a functional, open layout. The kitchen offers a convenient breakfast bar overlooking the dining area. Step outside to enjoy the screened-in back porch and private in-ground pool, perfect for relaxing or hosting gatherings. The wood-fenced backyard provides added privacy, and the 2-car garage offers ample storage and parking. A fantastic opportunity with great indoor and outdoor living space!

1404 Stratford Road, Maitland

$427,400

2 Beds ⋅ 1 Baths ⋅ Sunset Ridge SubDv. ⋅ 32751 Zip Code

Opportunity in the Maitland / Winter Park area! This one-owner home, held by the same family since the 1960s, is ideally located near shopping, dining, parks, and major roadways, providing convenient access throughout Central Florida. The property offers potential for renovation, expansion, or redevelopment, with a lot that provides space for future improvements. Ideal for homeowners, builders, or investors seeking a property in a desirable and established area. The adjacent property to the west (210 Alpine) is also available for purchase. Contact the listing agent for additional information and pricing on the neighboring parcel.

220 Alpine Drive, Maitland

$448,500

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo SubDv. ⋅ 32751 Zip Code

Seller to pay up to one year of HOA! Wake up to shimmering lake views and unwind each evening with breathtaking Florida sunsets in this beautifully refreshed 2-bedroom, 2-bathroom condo. From the moment you step off the elevator, you’re welcomed into a light-filled, open-concept living space highlighted by oversized glass sliding doors that lead to a private enclosed patio—seamlessly blending indoor and outdoor living. The kitchen is both bright and inviting, featuring upgraded cabinetry, a spacious eat-in area, and a large island designed for effortless entertaining. Thoughtful updates throughout include upgraded flooring, brand-new carpet installed just six months ago, and a newer AC unit replaced two years ago for added comfort and peace of mind. Custom-tailored curtains complete the space with a refined, polished finish. cThe primary suite offers a quiet, private retreat with its own bath, while the split-bedroom layout ensures comfort and privacy for guests. Life at The Moorings is centered around a relaxed, lakeside lifestyle—complete with a community pool, heated spa, clubhouse, lushly landscaped grounds, and direct access to Lake Maitland on the Winter Park Chain of Lakes. Spend your days on the lakefront dock or hosting poolside gatherings, then enjoy the convenience of walking to local favorites like Luke’s and Antonio’s or exploring Maitland’s newly designed downtown with green spaces, farmers markets, and vibrant community events.

204 Quayside Circle Unit 504, Maitland

3 Beds ⋅ 3 Baths ⋅ Maitland Village SubDv. ⋅ 32751 Zip Code

Beautifully maintained 3-bedroom, 2-bathroom home offering 2,167 square feet of heated living space, located at 2004 Michael Tiago Circle in the heart of Maitland within the gated community of Maitland Village. This inviting property features a spacious and functional layout filled with abundant natural light, generous living areas, and comfortable bedrooms designed for both everyday living and entertaining. The home is equipped with an ADT security system already in place, providing added peace of mind. The kitchen offers ample cabinet and counter space and opens seamlessly to the main living areas, creating a warm and welcoming atmosphere perfect for gathering with family and friends. Upstairs, a versatile loft provides the ideal space for a second living area, media room, home office, or playroom — giving you flexibility to suit your lifestyle. The primary suite serves as a private retreat, complete with a walk-in closet and a relaxing garden bath in the en-suite bathroom. Additional bedrooms are well-sized and provide comfortable accommodations for family, guests, or workspace needs. Step outside to the rear patio, perfect for enjoying Florida evenings, grilling, or hosting gatherings in your private backyard setting. The garage is pre-wired for electric vehicle charging, offering convenience for today’s modern homeowner. Maitland Village is ideally located next to the city’s new fire station and police station, adding an extra layer of convenience and security to this already desirable gated community. Conveniently situated near major roadways, shopping, dining, parks, and top-rated schools, this home offers both comfort and accessibility in one of Maitland’s most sought-after neighborhoods. Showings are by appointment only. Schedule your private tour today through ShowingTime and experience everything this exceptional home has to offer!

2004 Michael Tiago Circle, Maitland

$485,500

3 Beds ⋅ 2 Baths ⋅ Lakewood Shores 2nd Add SubDv. ⋅ 32751 Zip Code

Welcome to 150 Cherrywood Drive in the heart of Maitland, Florida. This inviting 3-bedroom, 2-bath home sits on a large lot in a quiet, established neighborhood and offers a layout that truly lives well. The updated kitchen features stone countertops and opens seamlessly to the main living areas, creating an easy, natural flow that’s perfect for both everyday living and entertaining. The thoughtfully designed floorplan allows each space to connect effortlessly while still offering comfort and functionality. The primary suite provides a relaxing retreat with a remodeled master bathroom, showcasing updated finishes and a fresh, modern feel. Two additional bedrooms offer flexibility for guests, family, or a home office. Outside, the spacious lot offers plenty of room to enjoy outdoor living, with endless possibilities for entertaining, play, or future enhancements. Ideally located near top-rated schools, shopping, dining, parks, and major roadways, this Maitland home combines convenience, charm, and move-in-ready appeal. 150 Cherrywood Drive is a must-see.

150 Cherrywood Drive, Maitland

$475,000

2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

Take advantage of a rare opportunity to own one of only five double units at Lake Maitland Terrace, perfectly situated on the Winter Park chain of lakes. This 1,224-square-foot ground-floor residence offers 2 bedrooms and 2 baths and has been fully reimagined and renovated with designer finishes, luxury appointments, and thoughtful accessibility features, creating a home that effortlessly blends elegance, comfort, and modern convenience. Bright and inviting, this one-of-a-kind unit features custom cabinetry and lighting, shiplap walls, tongue-and-groove ceilings, wood-grain ceramic tile flooring, and bespoke window treatments throughout. The primary suite includes an ensuite bathroom with a roll-in shower and floating vanity. The gourmet eat-in kitchen comfortably seats eight and boasts a walk-in pantry and built-in appliances. Prewired for Smart-Home technology, this home allows for effortless voice activated control of the AC, lighting, TV, music, and front door locks. A dedicated laundry area completes the thoughtful design. Owners will also enjoy a front patio, accessible parking, and the convenience of walking to Lake Lily, the Enzian Theater, nearby shops and restaurants, as well as direct access to the lakes. This is a rare opportunity to own a fully renovated, one-of-a-kind residence that combines style, sophistication, and independence. Call today to schedule your showing.

1140 S Orlando Avenue Unit C2, Maitland

$443,000

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 1 SubDv. ⋅ 32751 Zip Code

Beautifully renovated and move-in ready, this 3-bedroom, 2-bath home offers modern design in a .24 acre lots, solid upgrades, and comfortable living in a prime Maitland location. Featuring an open-concept layout filled with abundant natural light, the home delivers a warm and inviting atmosphere from the moment you enter. The updated kitchen serves as the heart of the home, showcasing sleek cabinetry, a spacious island, and a full suite of stainless steel appliances, including refrigerator, stove, microwave, dishwasher, washer, dryer, and range hood—ideal for both everyday living and entertaining. Contemporary flooring flows seamlessly throughout, enhancing the home’s clean and modern aesthetic. Major systems have been thoughtfully updated, providing peace of mind to the next owner: roof replaced in 2021, A/C updated in 2019, and water heater installed in 2020. The home features copper electrical wiring and durable plumbing with cross-linked polyethylene inside walls and PVC piping beneath, reflecting quality construction and modernization. Spacious living areas delivers comfort and functionality, while the backyard provides a versatile outdoor space ready for relaxation, entertaining, or personalization. The property includes a 2-car garage and is located in a community with NO HOA and NO CDD, offering flexibility and lower ownership costs. Conveniently situated near major roads, shopping, dining, and everyday amenities, this home presents an excellent opportunity for buyers seeking style, reliability, and location in one complete package.

2065 Derbyshire Road, Maitland

$525,000

4 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Welcome to this completely reimagined 4 bedroom, 2 bath, single story home in Maitland's English Estates. 1220 Winston Road features a completely open kitchen with beautiful granite counter tops, 42" cabinets, marble backsplash, newer kitchen appliances, and a breakfast bar. From here you have views to the living room and the gorgeous custom accent wall with built-in lighting. Two generous sized bedrooms to the right share a jack-n-jill bathroom, and have fantastic storage and natural light. The master bedroom is a suite of its own and hosts TWO walk-in closets and an oversized primary bathroom with dual sinks. The 4th bedroom is across the primary bedroom and would make a great den, office, nursery, or guest room. Just off the kitchen, you’ll find an adorable mudroom with newer washer and dryer, pantry storage, and a built-in wooden bench—because real life deserves smart design. Outside, the fully fenced backyard provides plenty of room to relax or entertain, while a separate paved parking pad offers space for an additional vehicle, boat, or future shed. English Estates is known for its strong sense of community and low turnover, with an optional HOA that hosts neighborhood events like the annual fall festival. The location is hard to beat: quick access to 436, 17-92, Red Bug Lake Road, and the I-4 Express Lanes via the Maitland Boulevard exit makes commuting to Downtown Orlando smooth, even during rush hour. Bottom line: this is one of those homes that checks the boxes and feels good the moment you walk in.

1220 Winston Road, Maitland

$458,000

4 Beds ⋅ 3 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Discover this move-in ready gem in the heart of Maitland! This home offers a stylish open floorplan with VAULTED CEILINGS, abundant natural light, and thoughtfully updated finishes throughout. The RENOVATED KITCHEN features new stainless steel appliances, a deep farmhouse sink, white subway tile backsplash, and modern fixtures. Both bathrooms have also been recently renovated, giving the home a fresh, elevated feel. The spacious primary suite includes a true WALK-IN CLOSET with custom built-ins and a luxurious en-suite bath complete with a double vanity, oversized glass-enclosed shower, and dual showerheads. Both the living area and bedroom open directly onto the outdoor deck, creating a seamless indoor-outdoor flow. Step outside to your FULLY FENCED backyard—perfect for entertaining or relaxing. The yard features BRICK PAVERS, a custom FIREPIT, and a full IRRIGATION SYSTEM for easy maintenance. Located in one of Central Florida’s most desirable areas, this home offers top-rated schools, boutique shopping, and local dining just minutes away. Enjoy quick access to Maitland City Centre, Lake Sybelia, Winter Park, downtown Orlando, and major roadways including I-4, 434, and 414. This one checks every box—don’t miss it & schedule a private showing today!

2133 Falkner Road, Maitland

$359,706

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Auction Property. Welcome to this inviting home offering comfortable living spaces and a thoughtful, functional layout. The residence features practical amenities and well-appointed rooms designed for everyday convenience and relaxation. This three-bedroom, two-bathroom property in the sought-after English Estates community presents excellent investment potential with no HOA restrictions. The eat-in kitchen, open-flow design, and convenient garage laundry provide ease of living, while the generous lot in this established suburban neighborhood allows ample opportunity for future enhancements or expansion. Ideally located just seven minutes from Super Walmart and with quick access to Highway 436, residents will appreciate the close proximity to shopping, dining, and daily necessities. Whether you’re looking to renovate, update, or reposition the home, this property offers the flexibility to tailor it to your vision and long-term investment goals. With its desirable location, solid structure, and versatile potential, this home provides a strong foundation for creating value through strategic improvements in a well-positioned suburban setting. Schedule your private showing today and discover the comfort, convenience, and opportunity this wonderful home has to offer.

2464 Derbyshire Road, Maitland

3 Beds ⋅ 2 Baths ⋅ Lake Eulalia Heights SubDv. ⋅ 32751 Zip Code

Step into timeless style with this completely updated mid-century modern home tucked away on a quiet Maitland cul-de-sac. This 3-bedroom, 2-bath residence offers 1,521 sq ft of thoughtfully designed living space featuring refinished terrazzo floors, brand-new windows, and abundant natural light. The modern kitchen shines with new cabinets, stone countertops, and stainless-steel appliances, while both bathrooms have been beautifully remodeled with contemporary finishes. Fresh interior and exterior paint, new lighting and ceiling fans throughout, and lush new landscaping make this home truly move-in ready. Enjoy the best of Central Florida living—just steps from Maitland’s shops and restaurants and minutes from charming downtown Winter Park

6 Barnard Court, Maitland

$385,000

3 Beds ⋅ 2 Baths ⋅ Druid Hills Park SubDv. ⋅ 32751 Zip Code

Experience Modern Florida Living at Its Finest Step inside this fully remodeled 3-bedroom, 2-bathroom residence and discover a seamless blend of sophistication, comfort, and everyday functionality. With a spacious 2-car garage, a welcoming front porch, and a large screened-in patio, this home offers the ideal balance of indoor elegance and outdoor tranquility. From the moment you enter, natural light fills the open-concept living and dining areas, highlighting the exquisite craftsmanship and premium finishes throughout. The gourmet chef’s kitchen is the true centerpiece — boasting custom cabinetry, sleek quartz countertops, a designer tile backsplash, and top-of-the-line stainless steel appliances. Whether you’re preparing weekday meals or hosting a dinner party, this kitchen delivers style and performance in perfect harmony. The home’s layout is thoughtfully designed for both comfort and connection. The living spaces flow effortlessly toward the screened-in patio, creating an inviting atmosphere for entertaining, relaxing, or enjoying quiet evenings in your own private retreat. Each of the two spa-inspired bathrooms has been completely transformed with luxury tile, contemporary vanities, and premium fixtures — evoking the serenity of a high-end resort. The primary suite serves as a peaceful haven, featuring generous space, soft natural light, and a modern ensuite designed for relaxation and rejuvenation. Step outside and enjoy the Florida lifestyle from your oversized screened patio, ideal for morning coffee, weekend gatherings, or simply unwinding under the stars. The 2-car garage provides plenty of room for vehicles and storage, adding convenience to your daily routine. Perfectly situated with easy access to major highways, this home offers unbeatable proximity to fine dining, upscale shopping, and world-famous theme parks. Whether you’re commuting, exploring, or entertaining, you’ll find yourself at the center of it all — without sacrificing peace and privacy at home. Every element of this remodel has been thoughtfully chosen to create a residence that feels brand new, yet instantly welcoming. From the modern finishes to the open layout and outdoor living space, this property captures the essence of effortless Florida living. Come experience the perfect combination of design, comfort, and location — and fall in love with the home you’ve been waiting for.

314 Banyan Drive, Maitland

2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code

Breathtaking views of Lake Maitland, the largest lake of the desirable Winter Park Chain of Lakes. Enjoy sunrises across the lake from the privacy of your balcony overlooking the pool. This 2-bedroom, 2-bath condo within West Cove Condos is centrally located in close proximity to a variety of restaurants, Lake Lily Park, Enzian Theater and easy access to I-4 and Maitland Blvd. Your association fees include access to the lakefront docks (boat slips assigned on availability basis and free of charge), work out room, lobby area for entertaining, heated swimming pool and spa, grilling area with sitting space, storage racks for canoes, kayaks and paddleboards, assigned and guest parking, laundry room on each floor, cable and internet through Spectrum, plus water, sewer and trash. Elevator has secured access to your floor.

1100 S Orlando Avenue Unit 208, Maitland

$455,000

3 Beds ⋅ 2 Baths ⋅ Greenwood Gardens Sec 01 SubDv. ⋅ 32751 Zip Code

Step into this delightful 3-bedroom, 2-bath split plan home, perfectly nestled in one of Maitland's best-kept secret neighborhoods. As you approach, a spacious front porch welcomes you—the perfect spot to enjoy your morning coffee or an evening unwind. Inside, you'll find a home that's been thoughtfully updated and is ready for its new owners. Freshly painted walls and brand-new bedroom carpets create a clean, inviting canvas. The main living areas feature beautiful saltillo tile, a stylish and durable foundation just waiting for your personal touch. The home's open floor plan is anchored by a kitchen that was remodeled in 2013, complete with a cozy eating area that's ideal for casual meals or gatherings. The spacious living room is the heart of the home, boasting vaulted ceilings, with two skylights, and a charming wood-burning fireplace that adds warmth and character. One of the standout features is the incredible backyard, a true entertainer's paradise. A 500-square-foot patio with a wooden pergola provides a fantastic space for relaxing or hosting get-togethers. The generously sized, fully fenced yard offers plenty of room for outdoor fun and games. Plus, a versatile outdoor shed is ready to be transformed into your dream workshop, a tranquil "he/she shed," or even an outdoor kitchen. This home offers the perfect balance of privacy and convenience. Key updates include a new roof (2022) and a complete repipe (2016), giving you peace of mind. Its prime location puts you just minutes from local favorites like the Enzian theater, Publix, Kappy's Subs, the Sunrail station, and the vibrant dining and shopping scene of Winter Park and Lake Lily. Ready to see this Maitland gem for yourself? Let me know if you'd like to schedule a showing!

741 Robinhood Drive, Maitland

$475,000

4 Beds ⋅ 3 Baths ⋅ Maitland Village SubDv. ⋅ 32751 Zip Code

Charming and Spacious Townhome in Maitland! Welcome to 1938 Michael Tiago a beautifully maintained 4-bedroom, 2.5 bathroom home located in the desirable Maitland Village Community with a POND VIEW and END UNIT. This stunning property offers a perfect blend of classic charm and modern convenience, making it an ideal place to call home. As you approach this inviting residence, you’ll notice the lush landscaping and curb appeal that instantly sets the tone for what’s inside. Step into the spacious living area, where natural light pours in through large windows, creating a warm and inviting atmosphere. The open-concept floor plan seamlessly flows into the dining area and kitchen, making this space perfect for both everyday living and entertaining guests. Crown molding enhances the rooms adding just that right touch! Custom Plantation Shutters adorn all the windows downstairs & upstairs. The kitchen is a chef's dream, featuring stainless steel appliances, granite countertops, and ample cabinet space for all your culinary needs. A walk in panty is another feature of the kitchen. Whether you're preparing a weeknight meal or hosting a dinner party, this kitchen will exceed your expectations. The primary suite is generously sized and offers a peaceful retreat, complete with a private en-suite bathroom featuring a dual vanity, soaking tub, and a separate walk-in shower. Two additional well-appointed bedrooms provide plenty of space for family. The fourth bedroom featuring French Doors is located downsttairs...it can also be used as an office if needed. The Loft upstairs is light & bright and would make a great office or home school area. The Tile Roof brings long lasting peace of mind. This is an End Unit which allows for more light to filter thru from outside. Hot Water Heater is new. New Stainless Steel Dishwasher & Disposal are being installed. HOA fees cover exterior maintenance, 500 Mbps internet, 250 channel cable, water, sewer, trash, lawn care, sprinklers, streetlights, community pool, clubhouse, gate access and management services. Your low HOA fee takes care of all the yard work so you can enjoy the Community Pool. This makes living here "totally carefree living at its best". Other highlights include tile & engineered wood flooring throughout downstairs, a covered porch with a pond view, no neighbor on one side and a 2-car garage that has 2-car EV-ready. Located just minutes from shopping, dining, and major roadways, this home offers the convenience of being close to everything while providing a quiet, serene neighborhood feel. Don't miss your chance to own this charming Maitland home. Schedule a showing today and make 1938 Michael Tioga your new address!

1938 Michael Tiago Court, Maitland

$390,000

3 Beds ⋅ 2 Baths ⋅ Bucher Hgts SubDv. ⋅ 32751 Zip Code

Welcome! This well-maintained ranch-style home features a functional single-level design with a newer roof (2024) encompassing 1,523 square feet of living space, with an additional 255 square feet of expanded living space in the enclosed Florida Room to enjoy. The main living area includes three bedrooms and one and a half baths. a stunning kitchen (remodeled 2025), open floor plan, cozy Florida Room, and vinyl fenced backyard provide the perfect background to enjoy every day and a versatile space to accommodate your needs, and ideal for entertaining guests. Additional updates include a new HVAC system (2023), along with complete electrical rewiring featuring updated boxes, outlets, switches and fixtures. Location is a key advantage where convenience defines this neighborhood. Lake Sybelia Elementary is one block away, and primary services and a variety of shopping plazas are just minutes away, ensuring quick access to all your daily needs. For outdoor adventures, the Sandspur Bike Trail is also one block away, while Lake Sybelia and many other parks are close by, while Downtown Winter Park and the surrounding areas offer many quality choices for dining, entertainment, and shopping, providing a list of places to explore within a short distance. Quick access to I-4 makes commuting effortless, whether for work or exploring the greater Orlando area. This combination of recent improvements, desirable features, and prime location creates a prime opportunity just waiting for you. Schedule your private showing today to experience all that this beautiful home and location have to offer.

731 Bucher Road, Maitland

$507,200

3 Beds ⋅ 2 Baths ⋅ Coffins Sub SubDv. ⋅ 32751 Zip Code

Build Your Dream Home in Prime Maitland Location! A rare opportunity awaits at 1550 Ridgewood Avenue — located just steps from the Enzian Theater, Park Maitland School, and minutes from Whole Foods Market. Zoned for highly sought-after Dommerich Elementary, Maitland Middle, and Winter Park High School, this property offers the perfect foundation for your next custom build. With a lot size of 77' x 111' (and the potential to extend to 77' x 136'), this site provides flexibility and vision. Collect rental income from the existing home as you plan your future project. Whether you envision a luxury single-family residence or a high-end duplex, the possibilities are endless. This property is also listed as a pre-construction opportunity, with a preferred builder and architect already designing a one-of-a-kind custom home concept tailored for this parcel. Don’t miss the chance to create something exceptional in one of Central Florida’s most desirable locations.

1550 Ridgewood Avenue, Maitland

$361,200

4 Beds ⋅ 3 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Discover potential in this spacious four-bedroom, three-bathroom home in the desirable English Estates area of Maitland. With original terrazzo floors hidden under the carpeting, a large living-dining room combination, and an updated kitchen that opens to the family room, featuring sliding glass doors to the covered patio and screened-in swimming pool, this property offers ample opportunity for a fresh new look. The large lot measures 75’ x 120’. Assigned public schools are English Estate Elementary, South Seminole Middle, and Lake Howell High School. This is truly a dream home for someone with the vision to transform it with care, or a savvy flipper seeking their next exciting project.

2570 Derbyshire Road, Maitland

$375,125

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Welcome to 1241 Manchester Road, a spacious 3-bedroom, 2-bath home with over 2,000 sq ft of living space in the heart of Maitland. This solid block construction home, situated on a corner lot, offers incredible potential for new owners to bring their vision to life and make it their own. Inside, you’ll find generous living areas, a glassed Florida room, a breakfast nook adjacent the kitchen, a separate formal dining, family, and living/great room. Create the layout that suits your lifestyle best. With a newer roof and AC, much of the heavy lifting has already been done, leaving you free to focus on adding your personal touch. A quiet street in the desirable English Estates community, this property is ideal for those seeking a family home with character, comfort, and room to grow. An optional Homeowner’s Association offers a sense of community without the hefty fee. Don't miss the chance to transform this Maitland gem into your dream home!

1241 Manchester Rd, Maitland

3 Beds ⋅ 2 Baths ⋅ Druid Hills Park SubDv. ⋅ 32751 Zip Code

Charming 3BR/2BA Home with Updated Interior This move-in ready home features 3 bedrooms, 2 bathrooms, and a bright open layout with stylish updates throughout. Enjoy fresh interior paint, updated flooring, and modern touches in both the kitchen and baths. The timeless exterior offers great curb appeal with fresh paint, dark shutters, and stone accents. A spacious backyard provides plenty of room for entertaining, gardening, or play, while the oversized driveway and attached two-car garage add convenience. Ideally located near schools, shopping, and local amenities, this home is perfect for first-time buyers or those looking to downsize but still want their privacy.

380 Banyan Drive, Maitland

$470,000

4 Beds ⋅ 2 Baths ⋅ Dommerich Hills First Add SubDv. ⋅ 32751 Zip Code

Sold Entry Only

2506 Chinook Trail, Maitland

$508,000

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 1 SubDv. ⋅ 32751 Zip Code

Prepare to be captivated by this fully renovated gem located in the highly sought after English Estates neighborhood. Offering 1,798 square feet of meticulously designed living space, this three bedroom, two bathroom home blends timeless charm with modern luxury. Every inch has been thoughtfully updated, including a brand new air conditioning system, new thermostat, and a newer roof. The home features an open layout with custom details such as designer sconces, a fluted accent wall, and an abundance of natural light throughout. The spacious primary suite includes a spa inspired bathroom designed to feel like a private retreat. Step outside to a fully fenced backyard oasis complete with a sparkling pool and outdoor shower, perfect for entertaining or relaxing in total privacy. Located in a no flood zone, this property offers peace of mind and lifestyle convenience. Just minutes from I-4, the Altamonte Mall, and a short walk or bike ride to the scenic Kawannee Trail, this location provides easy access to everything Orlando has to offer. This is a rare opportunity to own a stunning home in a well established neighborhood. Schedule your private showing today.

1231 Sidcup Road, Maitland

$395,000

3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code

One or more photos was virtually staged. Welcome to this generously sized home offering a rare opportunity to create the space you’ve always dreamed of. Situated in a desirable Maitland neighborhood, this property features 3 bedrooms, 2 bathrooms, a 2-car garage, and a private pool — all on a fully fenced lot with NO HOA. Inside, you’ll find a traditional layout with a formal living and dining room, a cozy family room, and an oversized bonus room perfect for a home office, game room, or guest space. The guest bathroom has already been beautifully updated, and the windows have been replaced for added efficiency and comfort. While the home does need updating — the solid bones, spacious layout, and prime location make this a great opportunity for buyers with vision. Whether you're looking to renovate and make it your own or invest in a property with strong potential, this Maitland pool home is a must-see.

637 Magnolia Drive, Maitland

$450,000

4 Beds ⋅ 2 Baths ⋅ Forest Brook 5th Sec SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Huge Price Reduction!!!!! - Motivated Seller!! Welcome to this beautifully maintained 4-bedroom, 2-bathroom pool home nestled in the heart of Maitland, within sought-after Seminole County. Offering over 1,600 square feet of bright and open living space, this home is designed for comfort and functionality. The sun-filled floor plan features an inviting layout with large windows that bathe the interior in natural light throughout the day. The kitchen is open and functional, seamlessly flowing into the dining and living areas—ideal for entertaining or simply enjoying everyday life. With ample cabinetry and sleek stainless steel appliances, it’s both stylish and practical for modern living. Each of the four bedrooms offers comfort, flexibility, and generous space. The primary suite is a private retreat, complete with its own spa-like bathroom featuring dual vanities, a soaking tub, and a walk-in shower. The remaining three bedrooms are equally spacious and well-lit, perfect for guest accommodations, children’s rooms, or home offices—offering a layout that easily adapts to your lifestyle needs. Step outside to your own private oasis, where a sparkling pool and expansive backyard provide the perfect setting for relaxing weekends, gatherings, or outdoor fun. Located just minutes from top-rated schools, parks, shopping, and dining, this home blends comfort, convenience, and Florida charm. Don’t miss this opportunity to make it yours!

736 Forest Glen Court, Maitland

4 Beds ⋅ 2 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code

Welcome to this beautifully maintained 4-bedroom, 2-bath gem nestled in the heart of Maitland! Thoughtfully designed with both style and functionality in mind, this home offers a versatile floor plan featuring vaulted high ceilings, split bedrooms, both formal living and family rooms, perfect for entertaining or quiet evenings at home. The fourth bedroom, adorned with elegant French doors, makes an ideal home office or creative studio space. Step inside to discover warm engineered wood floors in the main living spaces, creating a cozy and inviting ambiance. The kitchen overlooks the family room, with it's own eating area, making it the true heart of the home . Enjoy year-round comfort with a 2021 A/C system, a new roof 2017, new water heater 2025 and the peace of mind that comes with new windows and sliding door to large lanai. The brick paver driveway adds charm and curb appeal to this well-maintained property. The backyard is fully fenced, ideal for pets, play, or weekend gatherings. As a bonus, the garage refrigerator conveys with the home! Conveniently located near RDV Sportsplex/Genesis Health Club, I-4, Winter Park, Trader Joes, Whole Foods and a variety of great shopping and dining options.

2132 Tortoise Shell Drive, Maitland

$447,000

4 Beds ⋅ 2 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code

Discover your ideal residence at 1941 South St. in charming Maitland! This meticulously maintained four-bedroom, two-bathroom pool home is ready for you to move in and enjoy. Upon entry, you'll be greeted by a spacious split floor plan that balances privacy with openness. The kitchen stands out, boasting modern granite countertops, recessed lighting, an elegant backsplash, and sleek stainless steel appliances. Its design flows effortlessly into the family room, making it an excellent space for hosting gatherings. Each of the 3 bedrooms features fresh new carpeting, contributing to a warm and inviting ambiance throughout the home. Master bedroom includes hardwood flooring. Both the interior and exterior have been recently refreshed with new paint, enhancing its visual appeal. Step out to the back screened in patio, where new carpeting awaits, along with a sparkling pool that was resurfaced in 2025—ideal for relaxing on warm days. The patio roof was replaced in 2024, adding to the home's charm. The backyard is surrounded by vinyl fencing, providing a secluded area for kids and pets to play safely. Additionally, the air conditioning unit and roof were installed in 2016, ensuring durability and comfort for years ahead. Located in a desirable neighborhood, this home not only offers a wonderful living space but also a vibrant community. Don't let this opportunity pass you by—book your viewing today and explore everything this remarkable property has to offer!

1941 South Boulevard, Maitland

2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code

Wake up to every sunrise from your bedroom window looking straight down the long view of Lake Maitland, the largest lake of the desirable Winter Park & Maitland Chain of Lakes. This 2-bedroom, 2-bath condo within West Cove Condos is centrally located in close proximity to a variety of restaurants, Lake Lily Park, Enzian Theater and easy access to Interstate-4 from Lee Road or Maitland Blvd. The primary bedroom looks out to the lake, has a spacious walk-in closet and offers an ensuite bath complete with tub and shower combo. The guest bedroom has built-ins within the closet, a shelf above the bed, and an adjacent bath with shower. In the hallway is a ventless washer & dryer. The kitchen is fully equipped with GE appliances (fridge, microwave, range, dishwasher), solid wood cabinets with both doors and drawers, and a pass-through to the dining area for entertaining. The dining and living areas create an open great room with views of the lake through the 8’ slider doors. This unit is being sold As-Is and is move-in ready except for replacing the carpet, but it is priced to give you the opportunity to renovate as you wish as this is the most sought after lakefront condominium complexes in the area. Note that the schools are Dommerich Elementary, Maitland Middle and Winter Park High. The monthly association fee (lower than most lakefront complexes) includes access to the lakefront docks (boat slips assigned based on availability), work out room, lobby area for entertaining, heated swimming pool and spa, grilling area with sitting space, storage racks for canoes, kayaks and paddleboards, laundry room on each floor, cable and internet through Spectrum, assigned and guest parking, secured elevator access, dog walking path, plus water, sewer and trash. Best of all are the views off your spacious lakeview balcony of the Space Coast rocket launches, fireworks and sunrises. This complex is financially sound with the SIRS completed and reserves fully funded, the roof was replaced in 2024, the Milestone Inspection and all repairs were completed in 2025, and the renovation of the pool & spa will be completed in July.

1100 S Orlando Avenue Unit 206, Maitland

Bel Air Estates SubDv. ⋅ 32751 Zip Code

Don't miss this opportunity to purchase a 6-bedroom, 2 and a half bath duplex right next to downtown Maitland, FL. This home was converted into a duplex, making it a great investment property. The rooms are large with an open layout, and several updates have been made to the property. Enjoy having a low energy bill with newly installed solar panels that sit on a two-year-old roof, making insurance easy to obtain and affordable. Call to schedule a showing or for more information.

14 Bel Air Street, Maitland

$435,000

4 Beds ⋅ 2 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Opportunity is knocking in the heart of Maitland’s sought-after English Estates community! This 4-bedroom, 2-bath POOL HOME sits on a spacious .24 ACRE LOT and offers the perfect combination of space, convenience and potential. With an OPEN FLOOR PLAN and two versatile living areas that flow seamlessly into the dining area and large kitchen, there is room for everyone to spread out and settle in. The comfortable kitchen features desirable STAINLESS STEEL APPLIANCES – GRANITE COUNTERTOPS – a LARGE ISLAND with wrap around breakfast bar seating and pantry storage – ready for everyday meals or entertaining friends and family. Step outside to the expansive SCREENED LANAI and enjoy indoor/outdoor Florida living year round by your open air pool. The VINYL PRIVACY FENCE (new in 2024!) with DUAL ACCESS GATES surrounds the backyard, making it ideal for relaxing or hosting weekend cookouts. This BLOCK CONSTRUCTION home with a classic stone exterior also boasts a large covered front entry and with a little TLC the curb appeal will shine. Recent updates include a NEW POOL PUMP (2023), roof and A/C in 2016 and double pane windows, also 2016, offering added value and peace of mind. Located near major roadways—436, 414, I-4, and Red Bug Lake Road—you will enjoy easy access to neighboring Winter Park, Casselberry, and beyond. Shopping, dining, and daily conveniences are also just minutes away. With a low/optional HOA and situated in Seminole County, this home is a rare find! Whether you are looking to move right in or update and personalize, there is endless potential to make this home your own – call today to schedule a tour!

1470 Winston Road, Maitland

$465,000

4 Beds ⋅ 3 Baths ⋅ Maitland Village SubDv. ⋅ 32751 Zip Code

Luxury Townhome located in Maitland within the gated community of Maitland Village Townhomes. This 4 Bedroom 2.5 Bath two story Townhome is original owner since built in 2012. This Townhome features Granite counters throughout to include the spacious kitchen and in all baths, Crown Molding throughout, inside laundry room and has a first floor Primary Bedroom with Primary bath and a private Lanai. For guests, the first floor also includes a half bath for convenience. The second floor includes 3 additional bedrooms, a full bath and a spacious loft. Off to the side of the loft is a small private office to maintain your personal bill paying and record keeping. Beautiful paver driveway and a 2 car garage. HOA Fee includes 250-channel cable television, 500 Mbps internet, water, sewer, trash, recycling, landscaping, streetlights, community pool, clubhouse, gate access and management services. Call today to and not miss this great opportunity to own a maintenance free living Townhome in a quiet area of Maitland!

1970 Michael Tiago Circle, Maitland

3 Beds ⋅ 2 Baths ⋅ Indian Hills Unit 9 SubDv. ⋅ 32751 Zip Code

Classic Indian Hills Florida ranch pool home now available for your personal touches! Handsome exterior with towering oaks and traditional foyer welcome you to formal LR/DR, with built in shelving. Split plan, primary suite with vanity plus private shower/toilet, dual closets. Kitchen at the heart of the home, wood cabinetry. 2 sunny bedrooms with ample closets and hall bath with tub/shower. Large enclosed Florida/bonus room overlooking sparking pool and large backyard. 2 car garage with workspace and utility area. Laminate floors, 2023 roof. Top location at the quiet east end of Derbyshire, centrally located for quick access to 436, Horatio, 17-92. Make this your forever home!

2666 Derbyshire Road, Maitland

$526,000

3 Beds ⋅ 2 Baths ⋅ Lake Eulalia Heights SubDv. ⋅ 32751 Zip Code

Lakefront Maitland Home in the Desirable Lake Eulalia Heights Community! Experience lakefront living at its finest in this charming home located in a peaceful and sought-after Maitland neighborhood. Recent upgrades include a new roof and a new dock ideal for relaxing or entertaining by the water. Enjoy serene lake views from the spacious, open porch perfect for your morning coffee or evening unwind. This home offers a tranquil setting while still being incredibly convenient for I-4 commuters and just minutes from grocery stores, downtown Maitland retail centers, Winter Park, and downtown Orlando. This is one you do not want to miss!

Maitland

$435,000

4 Beds ⋅ 2 Baths ⋅ Indian Hills Unit 1 Rep SubDv. ⋅ 32751 Zip Code

This your opportunity to move into the charming neighborhood of "Indian Hills" in Maitland. It is a 4 bedroom 2 bath home with a screened-in pool and is on a corner lot. The home has been freshly painted inside and out. New kitchen cabinets, countertops with a chef's sink. The roof was replaced in 2023, A/C unit replaced in 2022, Replumbed 10 yrs ago. This home is conveniently located near SR 436 and 17/92, close to restaurants and shopping in a verity of local businesses. The Altamonte Mall and Advent Health Hospital/Medical center is just minutes away. If you're not familiar with the neighborhood, this is your chance to discover this established, tranquil area.

2632 Derbyshire Road, Maitland

3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Step into timeless style and everyday comfort in this lovingly maintained mid-century charmer, nestled on a generous 0.27-acre lot in the heart of Maitland. With 3 spacious bedrooms, 2 full baths, and a light-filled floor plan, this home blends classic character with smart updates ideal for today’s stylish professional. Inside, you’ll find original hardwood floors, a freshly painted interior, and artful touches like an original screen door and deco-inspired built-in shelving. The updated kitchen comes fully equipped with stainless steel appliances, while the spacious indoor laundry room adds daily convenience. A Nest thermostat system and ADT security bring peace of mind and modern control. Step outside into your private backyard oasis—complete with new wood fencing, fresh landscaping, paver patio, and a charming brick firepit—perfect for outdoor dining, relaxing, or entertaining under the stars. The sleek mid-century elevation is framed by a 2-car carport and mature trees, offering both curb appeal and practicality. Located just minutes from the lakes, parks, top-rated schools, shopping, dining, and with easy access to I-4, this home offers a true blend of character, convenience, and community. Don’t miss this rare Maitland gem!

504 W Faith Terrace, Maitland

3 Beds ⋅ 3 Baths ⋅ Maitland Village SubDv. ⋅ 32751 Zip Code

Charming Mediterranean-Style Townhouse in Gated Community located in Maitland Village. This beautiful 2-story townhouse featuring 3 bedrooms, 2/1 bathrooms with 2 car private garage. This home showcases classic Mediterranean architecture with elegant roof tiles with an inviting curb appeal. The kitchen offers an open plan with granite counter tops and stainless steal appliances, The sliding glass doors takes you to a great view of the pond and the fountain. Enjoy access to premium community amenities, including a pool and BB area for entertaining, family and guess creating memories for special occasions and holidays. Ideally situated near major roads and popular shopping centers, only few minutes from Downtown Orlando; this home offers both convenience and comfort. Don’t miss this opportunity to live in a vibrant and well-connected neighborhood!.

1942 Michael Tiago Circle, Maitland

$396,000

3 Beds ⋅ 3 Baths ⋅ Enclave At Maitland SubDv. ⋅ 32751 Zip Code

Welcome to Montacino—a peaceful, gated oasis where style meets convenience. This 3-bedroom, 2.5-bath townhome offers timeless character and solid craftsmanship, with no rear neighbors and tranquil rear exposure. Designed with enduring finishes, the home features granite countertops, stainless steel appliances, and classic crown molding throughout the main living areas. Enjoy a functional layout with an open-concept living and dining space, a convenient downstairs powder room, and a covered back porch that provides a quiet retreat with peaceful views. Upstairs, the spacious primary suite offers a private balcony, generous closet space, and an en-suite bath. The upstairs laundry closet adds ease to daily routines. Perfectly situated just minutes from Downtown Orlando and the dining and culture of Winter Park, yet tucked away in a serene lakeside setting. The community features a resort-style pool and beautifully landscaped grounds, offering low-maintenance living in a truly charming location. Don’t miss the chance to own in one of the area's most desirable gated communities!

1379 Benevolent Street, Maitland

$432,500

3 Beds ⋅ 2 Baths ⋅ Oakland Shores 3rd Add Rep SubDv. ⋅ 32751 Zip Code

*New roof is scheduled to be installed May 2025.* Welcome to this charming home located in the highly desired Oakland Shores neighborhood. This 3 bedroom, 2 bathroom home boasts comfort and tranquility inside and out. Stepping through the front door you are immediately greeted by the vast family room, featuring luxury vinyl plank flooring and beautiful tall ceilings. Lying just off the family room is a perfectly placed kitchen, featuring granite countertops, solid wood cabinetry, and stainless steel appliances. The spacious dining room accompanies the kitchen providing for wonderful entertainment space. Venturing down the center hallway you'll find one full bathroom and 3 bedrooms, all featuring beautifully maintained terrazzo flooring. The Master Bedroom lies at the end of the hallway providing the perfect space for you to relax in comfort. Leading your way to the lustrous backyard and porch area, you'll escape to your very own tropical oasis. The covered porch overlooks the beautiful pool, all featuring paver decking. There is a 16x12 shed located to the rear of the property, offering great storage or private office space, featuring electricity and AC. Additionally, the home features updated plumbing (2020), vinyl fencing (2021), new windows (2022), and new AC (2024). The covered carport provides ample space to park your vehicles to protect them from the elements. Attached to the carport is your interior laundry room and utility. Conveniently located providing access to Downtown Maitland, local restaurants and establishments, along with quick and easy access to and from I-4, this beautiful home awaits your presence!

605 Oranole Road, Maitland

$474,900

4 Beds ⋅ 3 Baths ⋅ Maitland Village SubDv. ⋅ 32751 Zip Code

Welcome to this 4bed/2.5bath exquisite oversized, Mediterranean-style END-UNIT townhome nestled in the gated luxury community of Maitland Village, located less than 1 mile from I-4 and Maitland Blvd! This two-story gem offers 4 spacious bedrooms and 2.5 baths, featuring a thoughtfully designed open floor plan. The heart of the home is the modern kitchen, boasting stainless steel appliances, granite countertops, 42" cabinetry, a breakfast bar, and a generously sized walk-in pantry. The family room flows seamlessly into a covered outdoor lanai, creating additional living space perfect for entertaining or relaxation. The downstairs bedroom, adorned with bright corner windows and French doors, offers versatility as an office or guest room and has direct wired internet access. Upstairs, a spacious loft provides an ideal flex space for a play area or home office. The oversized master suite boasts a deluxe bath, dual vanity with granite countertops, a garden tub and shower, and an oversized walk-in closet. The second bedroom offers a walk-in closet and direct access to the second bathroom while the third bedroom offers a huge walk-in closet with a window. Enjoy maintenance-free living with amenities that include a barrel tile roof, double-pane windows, energy-efficient Carrier heat pump, R-30 roof insulation, and pre-wired security and surround sound systems. HOA fees cover exterior maintenance, 500 Mbps internet, 250 channel cable, water, sewer, trash, lawn care, and sprinklers. This beautiful, gated community features a pool, clubhouse, and convenient access to Genesis Health Club (Former RDV), Winter Park, Downtown Orlando, and local favorites like Lake Lily Farmers Market or Uptown Altamonte & Altamonte Mall. This gem is near amazing jobs in the Maitland corporate and commerce centers. Discover modern living at its finest—comfort, style, and convenience awaits you at this beautiful END-UNIT townhouse.

1998 Michael Tiago Circle, Maitland

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

Welcome to turnkey, modern living in the gated community of Montacino (Enclave at Maitland)! This upscale townhome has been beautifully renovated, with a stylish kitchen offering newer top-of-the-line GE Café appliances (2022) including an induction range, a brand-new dishwasher, and gorgeous white quartz countertops, plus neutral wood-like LVP flooring for durability (up the stairway and throughout the 2nd floor)…NO carpet! The open floorplan is ideal for entertaining, with a fresh and airy living/dining/kitchen combo enhanced by bright, custom Benjamin Moore paint. Upgraded lighting, mirrors, and hardware throughout add a luxurious, designer feel. Off the kitchen, a covered rear patio faces an expansive lawn wrapped in trees, providing outdoor enjoyment and completely maintained by the HOA. Upstairs, the spacious Primary Retreat awaits, with a large sitting area (also great for a desk or an exercise bike!), a balcony overlooking the lawn below, a custom walk-in closet by California Closets, and a modern en-suite bath featuring dual sinks and an upgraded TOTO Washlet bidet. Down the hall sits 2 more bedrooms, a full bath, and a laundry closet with storage shelves over the newer Whirlpool washer & dryer. Turnkey living is enhanced by the convenience of multiple storage closets, a downstairs powder room, and a 1-car garage with built-in cabinets and storage racks, plus plenty of guest parking right outside. Walk to the expansive resort-style pool or along the sidewalk overlooking Lake Charity, and drive just 10 minutes to the vibrant shops and eateries of downtown Winter Park or downtown Orlando. Experience the perfect blend of low-maintenance, luxury living in this charming, Montacino home!

1342 Benevolent Street, Maitland

$480,000

4 Beds ⋅ 3 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code

This charming home features 4 bedrooms, 2 1/2 bathrooms, and a spacious garage that accommodates two vehicles. It offers a comfortable and stylish living space, perfect for families or those seeking additional space. The well-designed layout ensures both functionality and comfort, with ample storage and modern finishes throughout. This amazing property is located in the highly desirable Maitland area, a tranquil and family-friendly community known for its beautiful tree-lined streets and excellent schools. Maitland is a prime location offering easy access to major highways, shopping centers, and dining options. With nearby parks and recreational areas, residents can enjoy outdoor activities and a peaceful suburban lifestyle. The proximity to downtown Orlando provides added convenience for those who enjoy the vibrant city atmosphere while retreating to a quiet neighborhood at the end of the day. The area offers a perfect balance of suburban charm and urban convenience, making it an ideal place to call home.

2110 Korat Lane, Maitland

$422,000

3 Beds ⋅ 2 Baths ⋅ Poors 2nd Add SubDv. ⋅ 32751 Zip Code

The seller is ready to move quickly – this is a great opportunity for buyers! LOCATION! LOCATION! LOCATION! Nestled on a generous lot with beautiful mature landscaping, this charming Maitland home offers endless potential to create the modern living space you are looking for. Homes in this area move FAST, and with this unbeatable combination of location, convenience, and potential—this one won’t last long. Relax in the shaded backyard or take a leisurely walk to the lively weekend farmers market in downtown Maitland—just minutes away! Conveniently located near schools, parks, shopping, easy access to major highways, and a short walk to the Sunrail Station, it’s easy to see why this property is so desirable and sure to sell fast! Whether you’re craving a night out in Downtown Winter Park or catching a weekday game in Downtown Orlando, convenience is at your doorstep. The home also boasts a recently replaced roof (2018), and a standout feature you won’t find just anywhere—a 200 sq ft, air-conditioned, sound proof insulated office/studio space. So don't miss out—Schedule your private tour today before it’s gone!

410 Sandspur Road N, Maitland

$468,000

3 Beds ⋅ 2 Baths ⋅ Greenwood Gardens Sec 01 SubDv. ⋅ 32751 Zip Code

Tucked away in one of Maitland's hidden gem neighborhoods, this charming home blends convenience and comfort effortlessly. Just a short stroll away, you'll find favorites like Publix, Kappy's Subs, and the Brightline station, while Luke’s Kitchen, Lake Lilly Farmer’s Market, and vibrant Winter Park are mere minutes from your doorstep. Easy access to I-4 ensures your daily commute or weekend adventures are hassle-free. Inside, the home boasts an inviting open floor plan highlighted by a spacious kitchen complete with a cozy eating area, ideal for casual breakfasts or entertaining friends. The large family room is bathed in natural light, creating a warm and welcoming atmosphere for everyday living. Relax or host gatherings on the screened patio overlooking a generously sized, fully fenced backyard, perfect for outdoor enjoyment or play. A spacious master suite offers a peaceful retreat to unwind at day's end. This home truly offers the ideal balance of privacy, convenience, and comfort in the heart of Maitland. The home has a brand new HVAC and new roof in 2017!

651 Robinhood Drive, Maitland

$390,000

2 Beds ⋅ 2 Baths ⋅ Maitland Harbour Apts SubDv. ⋅ 32751 Zip Code

This charming move in ready furnished (furniture valued at approx. $7,500) first-floor unit is situated in the highly desirable Maitland Harbour condominium complex, nestled in the heart of Maitland. This intimate and picturesque community is ideally located on Lake Maitland and offers access to the entire Winter Park Chain of Lakes. Recently fully remodeled, the unit features stylish décor, abundant natural light, and stunning views of the community pool and Lake Maitland. Every detail, from the fixtures to the window treatments, has been thoughtfully chosen to make this a truly move-in-ready home. The complex is beautifully landscaped with lush tropical foliage and oak trees, complemented by a refreshing lake breeze. Enjoy afternoons on the lake, where you can indulge in water skiing, fishing, kayaking. The unit also benefits from a new roof, a completed milestone inspection, and an up-to-date reserve study. Conveniently located, this property is adjacent to Fort Maitland Park, across from Lake Lily, and just a short distance from downtown Maitland, where you can enjoy the weekend farmers market. It is also minutes from Rollins College, the University of Central Florida, Full Sail University, and the vibrant historic district of Winter Park, known for its fine dining and boutique shopping along Park Avenue.

1000 S Orlando Avenue Unit 4, Maitland

$448,000

3 Beds ⋅ 2 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code

Welcome to the desired community of Northgate, located in the heart of Maitland. This meticulously well-maintained pool home offers 3 bedrooms 2 updated bathrooms and a BRAND-NEW ROOF that was recently installed in February of 2025. When entering this 1-level charmer, you’ll be greeted by a spacious living space, perfect for families or individuals seeking a blend of style and convenience. The well-appointed kitchen will be ideal for entertaining and boasts 18” tile, granite countertops, and stainless steel appliances. You’ll love this home’s floor plan, including a lavish master bedroom with his and her custom walk-in closet and a spa-like bathroom suite featuring dual vanities and an updated walk-in shower. The two additional bedrooms are ideally situated near the guest bathroom, complete with dual granite countertops and a shower and tub combo. Let’s not forget your private pool oasis in your fully fenced-in backyard that can be accessed from the screened-in patio. This home also offers brand new gutters (2025), a brand new storage shed (2024) a newer AC unit, a newer tankless water heater, newer windows, an updated electrical panel, smart locks, updated interior doors, updated landscaping, new sod, a brand new well pump (Irrigation on well), updated exterior stone, and was just freshly painted inside and out. This home offers an ideal location just minutes away from 17/92, Fl-414, Orlando Health, shopping, Orlando attractions, and recreational opportunities. Contact us now for more information or to book your private showing!

1925 Poinsetta Lane, Maitland

4 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. In the heart of Maitland’s sought-after English Estates, this timeless ranch-style home seamlessly blends mid-century modern design with thoughtful updates. Built in 1965 by Clayton Homes and meticulously maintained by its original owners, the four-bedroom, two-bath residence spans 2,050 square feet of air-conditioned space, 3,098 total square feet, on a .22-acre lot. A striking double-door entry leads into a welcoming foyer, with a well-planned layout that offers privacy and connection. To the left, four bedrooms and two baths provide a private retreat, while the main living areas extend straight ahead. A sunken family room, complemented by a wood-burning fireplace and a built-in brick planter divider, highlights the home’s distinctive mid-century character. Terrazzo flooring in the living room, family room and secondary bedrooms reinforces the home’s architectural integrity, while tile flooring in the foyer, kitchen and baths adds durability and style. Designed for effortless indoor-outdoor living, an attached covered screen porch with exposed beams enhances the home’s inviting ambiance, ideal for year-round relaxation and entertaining. A landscaped privacy barrier creates a welcoming curb appeal, while the spacious backyard offers additional room to enjoy the Florida lifestyle. The oversized 28-foot-wide garage, accessible directly from the family room, provides ample space for utility needs, a workshop or even potential extensions to the living area. Modern updates ensure lasting comfort and efficiency, including a new electrical panel in 2025, HVAC system in 2024, full-home re-piping in 2022, and an architectural shingle roof in 2019. Just minutes from downtown Maitland, Winter Park’s Park Avenue and top-rated schools, this exceptional home offers a balance of suburban tranquility and city convenience. With mature tree-lined streets, an optional HOA and proximity to parks, lakes and cultural attractions, English Estates embodies the best of classic Florida living. Schedule your private showing today.

2459 Hunterfield Road, Maitland

$465,000

2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code

Luxury Corner Unit with Stunning Lake Views – Fully Remodeled Experience breathtaking lake views from this fully remodeled, 2-bedroom, 2-bathroom luxury corner unit in the heart of Maitland. With 1,248 sq. ft. of beautifully designed space, this home is flooded with natural light from multiple exposures, setting it apart from other units in the building. Property Features: - Exclusive Corner Unit: Enjoy more privacy and an abundance of natural light from extra windows. - Complete Luxury Renovation: Every detail has been upgraded with high-end materials, from designer flooring to custom cabinetry and quartz countertops. - Stunning Lake Views: Take in expansive waterfront views from your private balcony and living room. - Spacious Open Layout: Floor-to-ceiling windows create an airy, inviting atmosphere with tons of natural light. - Gourmet Kitchen: Features top-of-the-line stainless steel appliances, a stylish backsplash, and a modern waterfall island, perfect for entertaining. - Spa-Inspired Bathrooms: High-end vanities, marble finishes, and a glass-enclosed rain shower create a retreat-like feel. - Large Primary Closet: The primary bedroom features a spacious closet, providing ample storage without compromising space. - Peaceful Retreat: While the primary bedroom does not have a lake view, it offers a quiet and private atmosphere for ultimate relaxation. Thriving Community & Growing Investment Potential: - Booming Development: Maitland is experiencing rapid growth with new construction, shopping centers, and supermarkets, making it an ideal place to invest. - Increasing Property Values: As the area continues to develop, property values are steadily rising, offering a great long-term investment opportunity. - Resort-Style Amenities: Enjoy access to a pool, fitness center, clubhouse, and beautifully maintained landscaping. - Prime Location: Just minutes from Park Avenue in Winter Park, offering world-class dining, shopping, and entertainment. - Top-Rated Schools: Zoned for Dommerich Elementary (9/10) and Winter Park High (7/10). Convenient & Connected: Close to major highways, downtown Orlando, and Orlando International Airport. **Updates & Maintenance:** - Brand-New Water Heater and newer AC in the unit. - The roof of the community has just been replaced, and the entire building has been fully painted, adding to the appeal of this well-maintained property. This rare corner unit offers unmatched lakefront views, natural light, and is located in a high-growth area with rising value. Schedule your private showing today!

1100 S Orlando Avenue Unit 301, Maitland

$412,500

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo Bldg 03 SubDv. ⋅ 32751 Zip Code

Welcome to The Moorings. This 4th-floor condo in the rarely available Moorings community is located directly across from Lake Lily. This spacious 2-bedroom, 2-bathroom unit offers breathtaking views of Lake Maitland from the living room and screened-in balcony. Step inside to discover a bright and airy living area with updated flooring, perfect for entertaining or relaxing. The kitchen and bathrooms retain their original 1980's charm, offering a unique opportunity for customization. The primary suite features a walk-in closet and an en-suite bathroom with a tub and separate shower. Enjoy the convenience of an in-unit laundry room with a washer and dryer. The building is equipped with an elevator and stairs for easy access. The Moorings offers fantastic amenities, including a sparkling community pool, boat docks, a pier with a sitting area. fitness center, and clubhouse. Conveniently located near shopping, dining, and entertainment options, this condo is perfect for those seeking a vibrant lifestyle with easy access to all that Maitland and Winter Park has to offer. This condo is available immediately.

206 Quayside Circle Unit 404, Maitland

$407,000

3 Beds ⋅ 2 Baths ⋅ Sun Bay Club SubDv. ⋅ 32751 Zip Code

LAKEFRONT 3-BED / 2-BATH / 2-CAR GARAGE Condo in GATED COMMUNITY of SUNBAY CLUB! This condominium is by far the finest in the entire Sun Bay Community and feels/functions more like a townhouse: SINGLE-STORY / END-UNIT FLOORPLAN with volume ceilings and only one attached neighbor! The home’s layout offers PRISTINE VIEWS of LAKE DESTINY, a private 29-acre lake, from the living areas, owner’s suite and screen/covered porch. HOME HAS BEEN FULLY-RENOVATED with the finest choices possible. THE KITCHEN: Re-envisioned as a smart open-plan remodel with a large center island, built-in pantry, recessed refrigerator & microwave and a coffee-bar / butler’s station with cushioned seating/bench storage. TIMELESS & BEAUTIFUL LEVEL-II GRANITE exceeds your highest expectation. Upgraded cabinetry, shiplap detailing, crown molding, stainless steel apron sink, modern hardware and matching slate-finish LG appliance package. ENTIRE DWELLING: Neutral & modern laminate flooring reaches every corner of the home (no "transition strips” between rooms!). Every window includes remote-operated SOMFY SMART SHADE window coverings throughout the entire home, controlled with the touch of a button! Stone accent walls in the living & dining areas create a perfectly intimate mood, day or night. Vaulted ceilings with 7 skylights fill the home with beautiful daylight (NEW-2024). Corner set fireplace with stone and shiplap detailing. Large owner’s suite connects to screened & covered patio all with peaceful LAKE VIEWS. Extensive renovations continue in the owner’s bath, guest bath, dedicated laundry area, and brick paved entry walk. HIGH-END UPGRADES INCLUDE: lighting, ceiling fans, door hardware, 5¼” baseboards, outlets & rocker panel switches all which make this modern & immaculate home your MOVE-IN READY choice. SUNBAY CLUB: This small enclave of 68 condominiums offers a uniquely private living experience. Behind the iconic blue gates, you will find a beautiful community enhanced with fountains, open grassy areas, a tennis court, lakefront swimming pool and a boat launch perfect for your paddleboard. Sunbay Club replaced all tile roofs, gutters/downspouts, skylights in 2024. Monthly condo fee includes CABLE & HIGH-SPEED INTERNET (Spectrum). Fee also covers: Exterior Maintenance (building/roof), Common-Area/Gate, Landscaping/Irrigation, Lighting/Ponds Maintenance, Pool/Clubhouse Upkeep. Combined, these community services reduce your ownership costs tremendously!! LOCATION: Access within minutes Worldclass “RDV Sportsplex” (Genesis HealthClub), Interstate-4 (Express), Publix, shopping & dining options. Downtown Maitland, Winter Park and Orlando are only a minutes away. Come see why this is the address you will want to call YOUR NEXT HOME!

1000 Winderley Place Unit 152, Maitland

4 Beds ⋅ 2 Baths ⋅ Winfield Unit 02 SubDv. ⋅ 32751 Zip Code

Completely remodeled - Super clean and move in ready, just for you! 4 Bedroom / 2 Bath split plan home with new carpet and wood throughout. New granite countertops in the kitchen and in both bathrooms, with all new sinks, faucets and fixtures. All stainless appliances in the kitchen. Newly landscaped in front and back yard with sprinkler system.

2121 Falkner Road, Maitland

$440,000

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code

Nestled in a serene neighborhood, this charming single-family home offers the perfect blend of comfort and functionality. With three spacious bedrooms, it caters to both relaxation and privacy for the entire family. The heart of the home is its open-concept kitchen, which seamlessly overlooks the inviting dining room/family room, making it an ideal space for entertaining and daily interactions. Living room features an abundance of built-ins for books, collectibles and more. Connecting the indoors with the beauty of the outdoors, a screened patio provides a tranquil retreat for enjoying a morning coffee or evening breeze without the intrusion of bugs. Additionally, the rear deck extends the living space, offering a perfect spot for summer barbecues or simply soaking up the sun. The backyard offers peach, plum and loquat trees, pineapples and raised beds for gardening. The fire pit is a great place to entertain on those chilly Florida nights. Fresh exterior paint and landscaping give this home an abundance of curb appeal. This home is a harmonious blend of warmth, convenience, and outdoor allure. Other updates include a newer roof, new exterior paint and new landscaping. Don't delay, schedule your showing today!

2460 Worthington Rd, Maitland

3 Beds ⋅ 2 Baths ⋅ Dommerich Woods Unit 1 SubDv. ⋅ 32751 Zip Code

Don't miss out on this AMAZING Maitland home for under $450k! NEW roof in 2023 and HVAC 2019. Welcome home to this gardener's paradise in Maitland! This 3 bedroom, 2 bathroom, plus office home sits on a lush lot in a cul-de-sac. The open concept main space allows you to entertain large parties with visibility throughout. The expansive fireplace makes a statement alongside the vaulted ceilings. The backyard offers a swim spa and outdoor kitchen. Come and make this your next dream home! List of full seller upgrades available.

1221 Thunder Trail, Maitland

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 1 SubDv. ⋅ 32751 Zip Code

Welcome to 1220 Cheshire Dr, a beautiful home in Maitland's sought-after English Estates neighborhood. This inviting 3-bedroom, 2-bathroom home boasts new flooring, a new roof, new appliances, a new water heater, a new St. Augustine lawn, and more. Enjoy abundant natural light in the expansive sunroom, providing the perfect spot to relax or entertain. The oversized living room features a wood-burning fireplace, creating a warm and inviting atmosphere. The cozy kitchen includes a dining area with an additional wood-burning fireplace. The spacious patio overlooks the sparkling pool and lush backyard, offering plenty of room for outdoor gatherings and relaxation. With plenty of closet and storage space, you'll find everything you need to make this house your home. The 2-car garage has a large workbench and storage space. This home is nestled within a peaceful neighborhood with an optional HOA. Located just minutes from vibrant downtown Maitland and the iconic Park Avenue in Winter Park, this home offers the best suburban tranquility and city convenience. It’s also close to major Orlando destinations and easy access to I-4 for a seamless commute. Families will appreciate the proximity to excellent K-12 schools, as well as top universities like UCF and Full Sail. Don’t miss out on this stunning property – schedule a tour today!

1220 Cheshire Road, Maitland

3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code

Charming Maitland Gem with Lake View and Unlimited Renovation Potential - Don’t miss this opportunity to make this mid-century Florida ranch-style home your own! Located in a peaceful, tree-lined neighborhood, this home exudes timeless character and offers the perfect canvas to create your dream living space. Renovate, Renovate, Renovate... Lovingly owned by the same family for 42 years, it’s ready to begin its next chapter—yours! Key Features: * 3 Bedrooms, 2 Bathrooms + Bonus Room: Flexible spaces filled with natural light and a welcoming ambiance, ideal for your lifestyle needs. * Lake View: Enjoy tranquil view of Lake Faith right from your living room. Situated on a spacious lot across the street from the lake, this home provides a serene setting with year-round breezes. * Open Interior Layout: The living room features new flooring (2024) that creates a warm and airy atmosphere, perfect for relaxing or entertaining. The kitchen offers generous counter space and flows seamlessly into the Florida room, which connects beautifully to the outdoor area. * Outdoor Living Potential: The lot invites endless possibilities—envision a custom outdoor kitchen, dining area, or a lush garden retreat. This home is an entertainer’s dream! Recent Updates: * Living Room Flooring (2024) * AC System (2024) * Roof (2022) * Water Heater (2022) * Garage Door (2022) * Plumbing (2020) * Electrical upgrades over the years This home has received many updates and is primed for a buyer with the vision and creativity to elevate it to its full potential. Prime Location:?Conveniently situated near Maitland’s vibrant new downtown, you’ll enjoy easy access to parks, popular restaurants, and shopping. This property perfectly blends tranquil suburban living with urban convenience. Whether you’re ready to move in or eager to add your personal renovation touches, this Maitland gem offers unmatched potential. Act quickly—homes like this don’t last long! Schedule your private showing today and take the first step toward your next chapter in this charming home. All measurements must be independently verified by the buyer and buyer's agent.

505 Lake Shore Drive, Maitland

3 Beds ⋅ 2 Baths ⋅ Magerstadt Sub SubDv. ⋅ 32751 Zip Code

This stunning 3-bedroom, 2-bathroom home, built in 2019, is a modern gem ready for you to call home! This home has an open-concept design featuring gray-tone tile floors, a gorgeous kitchen with shaker-style cabinets, upgraded stainless steel appliances, a large center island, and a closet pantry. The split-bedroom layout offers a serene primary suite with crown molding, a walk-in closet, and an en-suite bath boasting dual sinks and a custom-tiled shower with dual showerheads. Two additional spacious bedrooms share a modern full bath. All bedrooms have brand new carpets installed. The covered lanai and fully fenced backyard with two gates and mature trees provide the perfect space for relaxation or entertaining. Conveniently situated minutes from I-4 and 17/92, this home is zoned for great schools, including Maitland Middle and Edgewater High, and is close to the community events in Maitland and Eatonville.

1910 Rogers Avenue, Maitland

3 Beds ⋅ 3 Baths ⋅ Park Maitland Villas SubDv. ⋅ 32751 Zip Code

Stunning 3-bedroom, 2 and ½-Bath townhome located in the highly sought-after Park Maitland community. This spacious residents features an open floor plan including 42 inch maple cabinets in the kitchen, maple wood flooring in the main living area, elegant finishes like stainless steel appliances, and abundant natural light throughout. The oversized master suite offers a private retreat, while the beautiful fenced in backyard with a covered walkway from the 2-car garage to the main home provides ample space for outdoor entertainment. Ideally located near top-rated schools, shopping, and dining, this home combines convenience with comfort. Don’t miss out on the opportunity to make this property your own! Schedule a viewing today.

2250 Park Maitland Court, Maitland

4 Beds ⋅ 2 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code

ROOF|2017| HVAC |2021| Re-Piped 2021| This fully renovated 4-bedroom, 2-bathroom home in the heart of Maitland showcases modern design and thoughtful upgrades, offering a perfect blend of style, comfort, and functionality. The open-concept floor plan allows for an abundance of natural light, highlighting a chef’s kitchen that features a large farmhouse sink, panel matched dishwasher, a massive island with ample storage, hidden trash and microwave compartments, built-in outlets, and a seating area, making it an entertainer’s dream. Custom-built cabinets and shelving, along with French doors, add a touch of elegance, while a pocket door creates a private retreat for the secondary bedrooms and bathroom—ideal for multigenerational living or older children. The dining room is thoughtfully positioned near large picture windows and includes a built-in buffet, making hosting holidays or parties a breeze. Recent 2024 upgrades include fresh interior and exterior paint, a Mossy Oak vinyl privacy fence with irrigated privacy landscaping in the front and back that will grow into a lush natural barrier - your Maitland oasis. Breath easy with recently cleaned AC ducts plus a NEW UV filtration system to ensure superior air quality. The bathrooms have been updated with new toilets, and the home has been fully repiped with durable PEX piping for added peace of mind. The roof, re-roofed with a permitted project in 2017, has ample remaining life, and the HVAC system was permitted and installed in 2021. Avoid insurance hassles and high premiums by purchasing this upgraded, turn-key property. The outdoor space is equally impressive, featuring a spacious covered patio with a pergola that invites you to relax or entertain year-round. The expansive backyard offers endless possibilities, from gardening to play, and includes a convenient storage shed and a large playset, if desired. At nearly 1/4 acre, this oversized lot offers ample space for potential additions, a pool, or even the possibility of an accessory dwelling unit (ADU), subject to buyer verification and local zoning regulations. A two-car garage provides ample room for vehicles and storage, while the neighborhood’s sidewalks, scheduled for enhancement and additional installation in Spring 2025, further accentuate the community’s charm and walkability. Located just minutes from Central Florida’s top private schools, including Trinity Preparatory School, St. Mary Magdalen Catholic School, and Park Maitland School, this home is perfectly positioned for families seeking quality public or private education options. The English Estates community is renowned for its charming character and well-maintained homes, which retain their timeless appeal and offer architectural diversity. Residents enjoy a prime location close to shopping centers, restaurants, and major highways, making commutes to downtown Orlando or nearby Winter Park effortless. Outdoor enthusiasts will love the proximity to Kewannee Park, which offers walking and biking trails, playgrounds, a basketball court, and picnic areas. The quiet streets and friendly neighbors create an inviting environment for households of all types. This home presents a rare opportunity to enjoy a lifestyle of comfort and convenience without the hassle of costly, messy, or time-consuming renovations. Schedule your private showing today!

1509 Oxford Road, Maitland

$475,000

2 Beds ⋅ 2 Baths ⋅ Maitland Harbour Apts SubDv. ⋅ 32751 Zip Code

Stunning multi-million $$$ lake front property. Maitland Harbour is a tiny, private 38-unit resort style community nestled on Lake Maitland with the best views and breezes on the entire lake. This 1st floor end-unit is lake front & may be the last one of the six end-units to be for sale for a long time to come. Don't miss out! A gorgeous home, tastefully decorated with elegant southern charm. Upgrades include: "real" hardwood floors, custom cabinetry, granite counters, crown molding, beautiful paint colors, fabulous fixtures & window treatments, rounded walls, newer windows/sliding door, & updated bathrooms. Private back patio deck surrounded by lush tropical landscaping mixed with swaying oak trees, and the gentle breeze of the lake! Enjoy your screened front porch with pool & lake views. Watch the sun & moon rise from inside/outside your home. Maitland Harbour features a lovely courtyard, pool, kayak racks, multiple boat slips and a boat dock with benches, plus covered parking. New roof, milestone inspection and structural integrity reserve study completed. Located next to historic Fort Maitland Park, across from Lake Lily, the heart of Maitland's Culture Corridor with festivals, farmers market, & fireworks. Walk to Enzian’s Florida Film Festival & local restaurants. Only minutes to Park Avenue shopping, restaurants, museums, farmers market, hometown holiday parades, Rollins College and the famous Winter Park art festival. Some light fixtures do not convey.

1000 S Orlando Avenue Unit 6, Maitland

$480,000

3 Beds ⋅ 2 Baths ⋅ Greenwood Gardens Sec 01 SubDv. ⋅ 32751 Zip Code

Come and see this updated open floor plan and move in ready 3 bedroom, 2 bath, split floor plan home in Greenwood Gardens. If you want to live in walking distance to Downtown Maitland, Maitland Sunrail Station, Maitland bike path, Library, Parks, Schools, and Publix, this house is for you! Come and see it today!

636 Gamewell Avenue, Maitland

3 Beds ⋅ 2 Baths ⋅ Greenwood Gardens Sec 02 Rep 01 SubDv. ⋅ 32751 Zip Code

Diamond in the rough!! Solid block construction with 3 bedrooms and 2 baths plus a 2-car garage. Kitchen features lovely Corian countertop. Huge Florida room in the back with air-conditioning which is not included in the square footage. Garage installed with work benches on both sides. Enjoy the beautiful weather in the large shaded yard or relax in the air-conditioned Florida room. There is a boathouse as well as a shed in the backyard, even a compost bin. Lot is over 1/4 of an acre for extra parking from families and friends. Owner has lived in this house for 46 years with much love and care. Use your creativity and diligence to make this home a special gem. Two blocks to Maitland Publix and train station, and close to Lake Lily Park, as well as Wholefood and Trader Joe in Winter Park. In the middle of all major arteries of 414, 17-92 and I-4, yet Greenwood Gardens Subdivision is situated in a country setting with friendly neighbors. No HOA. Don't wait and lose this rare opportunity!

940 Gamewell Avenue, Maitland

$470,000

3 Beds ⋅ 2 Baths ⋅ Brittany Gardens SubDv. ⋅ 32751 Zip Code

This charming home has recently been updated with a new HVAC system (Ac system), New Hot Water Heater, New Epoxy Garage Flooring and Fresh Paint. Located in Brittany Gardens a Gated Community in Maitland featuring Florida Style homes built in the Mid 1990's on quaint lots. Highly sought after due to its' mature landscaping, manicured lawns, and architechtural style.....This home is ideal for Nesters, Snow Birds, Downsizers, First Time Buyers and Professionals. Meticulously maintained this single story residence in Maitland offers a split floor plan with 3 bedrooms, 2 full bathrooms, foyer, formal dining room, living room, open kitchen, laundry room and expansive screened porch. Take advantage of this remarkable homes attributes and turn this dwelling place into a personal sanctuary. Throughout the home you will find wood flooring in all the entertaining areas, high ceilings, ample counter-top, cabinet and storage space, an abundance of natural light. Nestled on a cozy lot with a low maintenance yard and lush landscaping. The screened porch overlooks a manicured fenced yard with beautiful plantings, slate pathway that includes an outdoor firepit. Just minutes to Park Avenue in Winter Park, Maitland City Centre and Lake Lily where you can enjoy Local Dining, Boutique Shopping, Farmer's Markets and Parks. Interlachen Country Club, The Racquet Club, WP9 are easily accessible. I-4, 417, Maitland Exchange and all the daily living needs such as Publix, Walgreens and CVS are within reach. Brittany Gardens Residents enjoy beautiful Common Areas that include Access to Howell Creek from the shore for fishing or non motor boat adventures and Brittany Park.

2657 Queen Mary Place, Maitland

$483,000

5 Beds ⋅ 3 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Fully Remodeled. The property is masterfully designed with a split floor plan creating two private master bedroom suites beautifully appointed with walk in closet, his and hers closet, modern design brand-new showers tiled to the ceiling with frameless glass shower doors, double vanities with quartz countertops, Bluetooth ceiling fans with speakers for musical soothing while in the shower or getting dressed and LED mirrors. Open floor plan boasting formal living and dining room, a total of 2399 square feet under air. Brand new modern kitchen showcasing 42” white shakers kitchen cabinets with a floor to ceiling pantry and an 8 feet island. Matching quartz countertops, glass backsplash, floating shelves not forgetting the stunning waterfall edge. Sommerville luxury vinyl plank covering the expansive floors throughout. An additional 3 bedrooms with comfortable floor space each has its own closet located to the west end of the property. These bedrooms have the close reach of a new and cozy tub shower tiled to the ceiling with its own Bluetooth ceiling fan and speaker combo along with a LED mirror. A private side west entrance into the spacious mud and laundry room. Fully renovated with permits, went under intensive construction and upgrades with mechanical completed in 2021, complete re-roof in 2023, electrical in 2024, a complete re-pipe using PEX-A in 2024, adding a bathroom to make it a 5/3 in 2024 and white vinyl fence in 2024 for privacy and security. WON’T LAST, SCHEDULE A SHOWING TODAY!

1925 Blossom Lane, Maitland

$417,500

3 Beds ⋅ 3 Baths ⋅ Park Maitland Villas SubDv. ⋅ 32751 Zip Code

Price Improvement!! This is your chance to own an AMAZING three bedroom, two and half bath town home in Park Maitland Villas. Park Maitland Villas is an exclusive, highly desirable community of 70 town homes located only a couple minutes from Winter Park and super convenient to both the Sanford and Orlando airports. When you live in this exclusive community, you have access to many amenities, including a community pool and the pool house, a large fenced in dog park, a large green space with beautiful & mature magnolia trees and oak trees. Having family or friends over? There is plenty of parking for everyone as street parking is allowed. Each town home has a rear 2 car garage accessible by a back alley street. This immaculate home boasts over 1,700 SF of wide open living space and has an HUGE court yard area out back, perfect for taking in the sun, reading a book and even gardening. Don't miss your opportunity to own a gem like this, in an AMAZING community. Call today to schedule your private showing.

2295 Park Maitland Court, Maitland

$430,000

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

Masterfully designed townhome delivers unparalleled lakefront living in the distinguished gated resort-style community of Montacino, Enclave at Maitland. You will love this stylish, Mediterranean-style townhome featuring three bedrooms and 2.5 baths, and brimming with high-end finishings throughout. The first floor features a spacious great room, kitchen, dining room, half bath and exterior private terrace leading to the two-car garage. A lovely covered front patio with views of Lake Charity greets visitors. Enter through the solid core door that opens into the dining area with views of the lake. The high-end kitchen comes equipped with stainless steel appliances, including bar seating, pantry, granite countertops, wood cabinetry, and overlooks the great room and terrace. Grill and dine alfresco in the enclosed courtyard terrace, a setting for outdoor entertaining, lounging or additional living spaces. The upstairs primary bedroom suite has a large walk-in closet with built-ins and spa-like en suite with soaking tub, and glass shower enclosure. Upstairs are two additional bedrooms and a bath. This desirable community offers residents ease of maintenance-free living. Solid block construction on both levels! HOA covers landscaping, building maintenance and roof, gated security and resort-style pool. Conveniently within minutes to Interstate 4, Maitland Center Parkway, Maitland City Center, and Winter Park shopping and dining.

1114 Charming Street, Maitland

$474,900

3 Beds ⋅ 2 Baths ⋅ Dommerich Hills SubDv. ⋅ 32751 Zip Code

Welcome to 2148 Chippewa Trail, a charming mid-century modern gem adorned with a newer roof, nestled in the heart of Maitland’s lovely Dommerich Hills neighborhood. This beautifully updated 3-bedroom, 2-bathroom home offers 1,665 square feet of living space with a huge, screened patio and pool area, perfectly blending modern amenities with timeless appeal. Step inside to discover a flowing, open-concept layout featuring vaulted ceilings connecting all of the main living spaces including a stunning kitchen boasting granite countertops, elegant lighting, and a spacious island/breakfast bar waiting for you in the heart of the home. The cozy dining room resides just off of the kitchen, complete with a fireplace and floor-to-ceiling windows inviting an abundance of natural light along with French doors leading you to a serene backyard oasis. The backyard comes complete with two large, covered lanais, a sparkling pool, and fenced yard—ideal for both relaxing and entertaining. Located less than 20 minutes from Downtown Orlando, Downtown Winter Park, Wekiwa Springs, primary services, local schools, and so much, this home offers convenient access to all that Central Florida has to offer. Don’t miss the opportunity to make this home yours!

2148 Chippewa Trail, Maitland

$438,750

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. One for more photos are virtually staged. LAKEFRONT! Move-in Ready 3 bedroom, 2 ½ bath townhome in the GATED community of Montacino located just minutes to I-4. Enjoy the UNOBSTRUCTED DIRECT LAKEFRONT VIEWS of Lake Charity. 2022 new laminate FLOORS THROUGHOUT THE UPSTAIRS. DUAL ZONE A/C installed in 2021. Newly painted OPEN CONCEPT living room, dining room and kitchen featuring 42 inch CUSTOM CABINENTS, stone backsplash and granite countertops. Enjoy Florida weather on your PRIVATE COURTYARD with beautiful brick pavers and covered walkway to you own 2 CAR GARAGE and. The Garage even has a 220 p; pug for your electric vehicle. Enjoy RESORT STYLE POOL and beautiful landscaping all maintained by the HOA. All bedrooms are located upstairs. The large primary bedroom features a walk in closet and privet en-suite complete with DUAL VANITIES, under cabinet lighting, shower and soaking tub. Convenient SECOND STORY LAUNDRY with WASHER/DRYER INCLUDED. Interior Features include pre-wired Cat 5 for surround sound, fire sprinklers throughout house, underlit sinks, GFI protected outlets, and more!

1176 Charming St, Maitland

$423,000

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code

NO STORM DAMAGE! This is the home you don’t want to pass up! If "good bones" had a definition, it would be this house. Lovingly maintained by the same family for decades, she’s now ready for her next long-term relationship. Let’s dive into what makes her so special: brand new HVAC (installed 9/2024), a sturdy metal roof (2010), a complete re-pipe (2020), and updated electrical—covering all your 4-point inspection needs. Only two blocks from an A+ rated school!! Want lower bills? You will love the energy efficiency of this home. Motived seller! But there's even more! A new water heater (2020), extra blown-in insulation (2015), updated ductwork (2009), updated double paned windows and gutters, and a resurfaced pool (2009) mean all the heavy lifting has been done. This home exudes classic charm with a layout that flows effortlessly. Step into a welcoming foyer that opens into a spacious living room to the left. To the right you'll find a split floor plan with two well-sized bedrooms and a shared bath. The primary suite is tucked away at the back, offering serene pool views. This home is made for entertaining! The kitchen features a pass-through window to the screened porch, perfect for serving up drinks and snacks poolside. The cozy eat-in dining space is ideal for intimate meals, and there’s ample laundry and storage space. The oversized 2-car garage includes a workbench for hobbyists and DIY lovers. Outside, the backyard is fully enclosed with a brand-new vinyl fence, providing privacy and peace of mind. The sparkling pool? A true Florida dream—just bring your sunscreen and lounge chairs. This home promises not to disappoint—come see for yourself!

2330 Carolton Road, Maitland

$465,000

3 Beds ⋅ 2 Baths ⋅ Indian Hills Unit 1 Rep SubDv. ⋅ 32751 Zip Code

Escape to your waterfront oasis with this 3-bedroom, 2-bath home, perfectly blending style and functionality. Enjoy the Florida lifestyle year-round with a private pool, screened rear porch, and a charming covered front porch. Keep your kayak, canoe or non-motorized fishing boat right in the back yard. Relish the large, private backyard and sunsets with the undeveloped, wooded and natural shore across the lake. The split bedroom plan offers privacy, while all-tile flooring throughout adds a modern touch. Cooking enthusiasts will love the gas cooktop and in-wall oven. Additional features include a 2-car attached garage, a new electrical panel, and a roof updated in 2016. Don't miss this opportunity to own a private lakefront retreat! Steps away from Kewannee Park with a pavilion, 2 playgrounds, basketball court, walking trails and a fishing dock. Wheelchair accessible, hiking, bike trail, picnic tables and restrooms! Plus dogs are allowed!

2631 Falmouth Road, Maitland

4 Beds ⋅ 2 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code

Welcome to 1521 Oxford Rd - here's your opportunity to own a move in ready corner lot property in the English Estates community of Maitland. Situated on .28 Acres. Over 1900 Sqft of living space with 4 bedrooms and 2 baths the floorplan entails an entry foyer tracing to the formal living room, formal dining room, and into the family room adjacent to the kitchen. Enjoy ample cabinetry at the kitchen with granite and eat-in counter space for meals. A large screened lanai outdoors to entertain with views of the large in ground pool for summer fun. Conveniently located in the heart of Maitland near major shopping, restaurants, and highways. Walking distance, across the street from English estate elementary school. Schedule your showing and come by today!

1521 Oxford Road, Maitland