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$3,193,000
5 Beds 5 Baths Northshore Estates SubDv. 32751 Zip Code
Welcome to this charming stately lakefront estate, a true gem straight from the pages of Southern Living—just minutes from Winter Park and the finest dining in Maitland, all on the serene shores of Lake Sybelia. From the moment you arrive, the large, inviting porch with it's charming swing beckons you into a home flooded with natural light and warm wood floors and a thoughtfully designed layout. The heart of this home is the expansive kitchen, seamlessly flowing into the family room and offering French doors that lead to a picturesque backyard. The downstairs primary suite provides a luxurious retreat, featuring large walk-in closets and a beautifully remodeled bathroom with a soaking tub and dual vanities. A private guest suite is conveniently located off the family room, offering its own entrance and separation from the rest of the home. Upstairs, you'll discover three generously-sized secondary bedrooms, a dedicated theater room, a private study, and a spacious bonus room complete with custom built-ins—perfect for play, work, or relaxation. Move right in as this home has not only been freshly repainted but all bathrooms have been remodeled and refreshed. Step outside to your personal private oasis, with no rear neighbors, where a newly remodeled pool with a sun shelf, stunning decking, and fire bowls set the perfect ambiance for both relaxation and entertaining. The lush side yard enhances the home's charm, while the boat dock provides the perfect spot to watch breathtaking sunsets or enjoy water sports on Lake Sybelia. This exceptional property offers the perfect blend of comfort, style, and lakeside living. Don’t miss the opportunity to make it your own!

571 N Lake Sybelia Drive, 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

$2,850,000
5 Beds 4 Baths Long Branch Sub SubDv. 32751 Zip Code
PRICE IMPROVEMENT!! New Construction with Winter Park Chain of Lakes Access!! You'll be stunned by this gorgeous coastal style home on a private canal that leads to Lake Maitland. This magnificent residence features 5 bedrooms, a bonus room, pool with a relaxing spa and brand new covered boat dock. Your journey begins in the grand two-story foyer featuring elegant lighting choices which are sure to impress. On the left is your study or flex space which can be used as a an additional bedroom as well. As you step into the generous and open grand room to your left is the elegant wine room. The open kitchen is a chef's dream featuring GE Cafe appliances , including a 36" freestanding range as well an Advantium oven and convection wall oven. Elegant slim shaker cabinetry and a large gathering island for entertaining complete this wonderful space. Off the kitchen is a scullery and laundry area with additional dishwasher and refrigerator for preparing grand holiday spreads. The dining room features an additional bar area with beverage refrigeration and overlooks the pool and canal so you can enjoy the views as you share a meal. Summers by the pool will be filled with grilling on the porch as you enjoy the lanai and days on the famed chain of lakes to beat the heat. The primary suite is off the living area and includes a sizable custom closet with everything you could need along with a spa-like bathroom to enjoy a relaxing evening before bed. Upstairs are the additional bedrooms which are generously sized for all of your occupants needs including a large bonus room. There's also a second laundry up to for extra convenience! This wonderful home also included a 12 x 30 Boat dock and sling style lift as well as landscape lighting. Energy savings will be yours with LED Lighting, tankless hot water heaters and spray foam insulation. You also have top rated schools and access to all the shopping, dining and entertainment this wonderful neighborhood offers. This beautiful home is completed and ready to move in- so make an appointment today to view this stunning new home and make it yours.

640 Old Horatio Avenue, Maitland

$670,000
4 Beds 3 Baths Dommerich Estates 4th Add SubDv. 32751 Zip Code
Charming Dommerich Estates pool home with many recent updates and great flex space. Beautifully renovated kitchen with granite counters, stainless steel appliances, double ovens, side cabinets with lighted glass uppers, bar seating, and adjacent multi-purpose nook. The kitchen opens to family room with fireplace, and to sunporch with picture windows overlooking the pool. The downstairs houses three bedrooms (including original master bedroom) and two bathrooms. Addition upstairs created a primary suite with full bathroom and walk-in closet. Features include gleaming terrazzo floors and Pella energy-star windows throughout the downstairs, French doors, and a large screened porch. The backyard has a pool, a side brick patio, and pavered walkway. Improvements include AC 2023, electric panel & main breaker panel outside 2023, hot water heater 2023 and replumbed. Four Point Inspection report available. Amazing location, walking distance to Dommerich Elementary and Maitland Middle School, as well as one block to Maitland Community Park boardwalk. Dommerich Estates community lake access on Dommerich Drive.

1821 Mohican Trail, Maitland

$570,000
3 Beds 2 Baths Dommerich Hills SubDv. 32751 Zip Code
Mid-Century Charm with Modern Comforts in Dommerich Hills! This classic 1961 single-family home in Dommerich Hills, Maitland, showcases mid-century architectural appeal with a spacious single-story layout spanning 1,736 sq. ft. The block construction ensures durability, while the gabled composition shingle roof (replaced in 2017) enhances the home’s timeless aesthetic. Designed for both functionality and comfort, the home features three bedrooms and two bathrooms, with an inviting plaster interior and BRAND NEW tile flooring. A fireplace in the main living area adds warmth and character, while large windows (installed in 2024) allow for ample natural light. Outdoor spaces include a finished open porch, a screened-in porch, and a patio, providing multiple options for relaxation and entertaining. The attached 525 sq. ft. garage offers ample storage and parking. Additionally, a private pool enhances the backyard, creating a tranquil retreat. The home includes a 2022 AC system and a 2023 hot water heater for added efficiency and comfort. The city is currently in the process of installing a sewer system. Seller has already paid sewer connection fee and will pay the municipality fees with acceptable offer. With central cooling and forced-air electric heating, this home balances mid-century charm with modern convenience, making it an ideal choice for those seeking classic design and comfortable living.

2251 Chippewa Trail, Maitland

$1,575,000
5 Beds 5 Baths Maddon Cove 47/24 SubDv. 32751 Zip Code
ACTIVE on the Market – Enhanced and Priced to Sell! Custom built in 2003 and secluded in an exclusive enclave of only six exquisite luxury homes, this 5-bedroom, 4.5-bath Mediterranean-style residence offers privacy, elegance, and an exceptional indoor-outdoor lifestyle. Designed around a stunning courtyard with sparkling pool, tropical landscaping, and outdoor lighting, almost every room on the main level has a door opening directly to this stunning outdoor space. The home delivers resort-style living every day. The main level features the primary suite with an extraordinary custom-built walk-thru closet, a separate nanny/in-law bedroom, a dedicated library/office with custom built-in bookcase, & an expansive laundry and storage room. Upstairs, you’ll find two more bedrooms connected by a jack-and-jill bath, and a separate bath ensuite bedroom, plus a versatile loft/flex space perfect for games, study hub, or media. Rich wood floors, a tile roof, owned solar panels, whole-house generator, irrigation well, and privacy fencing add comfort and efficiency to this remarkable home. The open gourmet kitchen and family room living spaces flow effortlessly to the pool and patio, ideal for both relaxed evenings and festive gatherings. Located on a quiet cul-de-sac with no through traffic, this home offers seclusion yet remains close to premier shopping, dining, and top-rated schools. Don't miss the chance to own this distinctive Central Florida retreat! Call today for your private showing.

135 James Place, Maitland

$2,150,000
5 Beds 6 Baths Sheridan Place SubDv. 32751 Zip Code
This stunning contemporary lakefront residence, completed in 2019, offers almost 6,000 square feet of refined living space with magnificent elevated views of Lake Catherine. Thoughtfully designed with elegant finishes, this two-story, five-bedroom, 5.5-bath residence, plus office/media room and open flex/lounge area that showcases a bright/open floor plan enjoying expansive walls of glass windows/doors that frame the serene waterfront setting. The main level features sleek porcelain tile flooring, soaring ceilings, and sun-drenched interiors. Two separate back-to-back fireplaces connect the formal dining area and living room, while the spacious family room is bathed in natural light. The modern kitchen boasts a large island, high-end appliances, a hidden pantry and laundry room, and a built-in coffee maker. The first-floor primary suite offers lake views, a custom walk-in closet and a spa-like bath with dual sinks, a walk-in shower and a jetted soaking tub. A versatile flex space adjacent to the suite is ideal for a fitness area, office or private retreat. A floating staircase leads to the second level, where a generous bonus room/game room, two additional bedroom suites with walk-in closets and en-suite baths, and another flex room await. The expansive second-floor balcony overlooks the sleek glass-railed pool and provides uninterrupted lake views. A separate parcel across the street includes a private covered dock on the 21-acre Lake Catherine, ideal for kayaking and paddleboarding. The two-car garage, accessed through a gated rear entry, adds convenience and security. In a tranquil, private setting, yet minutes from Maitland’s cultural corridor as well as the vibrant shopping and dining of Park Avenue, this exceptional property seamlessly blends contemporary luxury with lakeside tranquility.

641 Lake Catherine Drive, Maitland

$210,000
3 Beds 3 Baths Park Lake Grove Condo SubDv. 32751 Zip Code
SELLER MOTIVATED, REDUCED! Rare opportunity for spacious condo with beautiful lake, pool and open space view condo in the desirable Park Lake community of Maitland. Close to major transportation routes, employment centers, Park Avenue/Winter Park, Alt. Spgs. and downtown Orlando. Freshly painted. 3/3 with TWO PRIMARY SUITES on 2nd floor with EN-SUITE bathrooms, one of which has a walk-in whirlpool tub and private balcony overlooking greenspace, pool and lake. Downstairs bedroom with adjacent full bath can also be used as den, office or mother-in-law bedroom and has sliding glass door to private courtyard. Great for any generation(s). Many recent bath and kitchen upgrades as well as relatively recent AC, water heater and dishwasher. All rooms have ceiling fans and all bathrooms have exhaust fans. Freshly painted. New circuit breaker panels. Recent re-roof, paint and fences by Condo Association. SEE FLOOR PLAN FOR LAYOUT AND DIMENSIONS (No warranties as to accuracy- confirm for Buyer) MUST SEE !!!

607 Waverly Lane Unit 403, Maitland

$1,150,000
4 Beds 5 Baths Dixie Terrace SubDv. 32751 Zip Code
Experience unparalleled luxury in this stunning Mediterranean home, custom-built by Dave Cahill on a prime corner lot. The entrance exudes Old World charm, greeting you with a unique solid wood door and archways true to style. The MAIN home (2,820 sqft) features 3 spacious bedrooms, all with en-suite bathrooms and walk-in closets. Above the 2-car garage, accessible from a private entrance off the driveway, sits a guest/in-law apartment (1 bed/1bath with 448sqft) complete with a spacious bedroom suite, separate living space with a kitchenette, and a laundry closet. Inside the main house, the modern space is anchored by rich, timeless hardwood floors, with luxury finishes throughout including crown molding, Anderson windows and doors, elegant lighting, and custom cabinetry. The open floorplan is ideal for entertaining, with an expansive family/dining/kitchen combo accented by tall windows and high ceilings. Wooden beams and a custom brick wall add style and charm. The gourmet kitchen is well-equipped, boasting a 6-burner gas range with a pot filler and double ovens, a dry bar with a wine fridge, an expansive island with breakfast bar seating, and even a hidden pantry. Just past the kitchen sits a cozy living space with a gas fireplace for warmth, and a first-floor bedroom suite with a full bathroom that is perfect for guests. Upstairs you’ll find the oversized primary suite, where a separate sitting area with pocket doors makes a great private office or lounge. A 3rd bedroom suite, bonus living area, large laundry room with a sink and storage cabinets, and powder room complete the 2nd floor. Downstairs, French doors off the family room open to a covered brick patio for lounging and dining outdoors, with a grill, beverage fridge, and remote-powered phantom screens to keep bugs away, plus a private courtyard beyond offers open space and a small putting green for practice. Situated just 2 blocks from the upscale shops and eateries of Park Avenue, and zoned for great schools including Dommerich Elementary, discover the optimal blend of elegance, comfort, and convenience in this extraordinary home.

1700 Lyndale Boulevard, Maitland

$1,920,000
5 Beds 4 Baths Maitland Club SubDv. 32751 Zip Code
Lake Sybelia is calling. This gracious home is on a private spring-fed skiable lake and tucked away on a tree-lined brick street, offering a lifestyle that is unparalleled. On about three quarters of an acre and almost 120 feet of linear lake frontage, it is a wide view of this pristine waterway. A covered boat dock is updated with an electronic lift and new cradle cabling. An open deck with all-weather planks runs along the waterfront and sandy shore to capture all the lake offers. Abundant lakeside green space makes entertaining simple. This one-story home features five bedrooms and four baths with an additional guest house and has been completely reimagined while keeping the charm of vintage Maitland. The main house includes a split four-bedroom plan for privacy with open living spaces that seamlessly blend into one another. Gorgeous warm European white oak wood floors that ground the spaces and walls are crisp and clean with level five drywall finish. Handcrafted European white oak custom built-ins in dining and living spaces add to the style of this comfortable California-inspired ranch. Dining room custom bar adds function and flair with reflecting mirror back that elegantly finishes this appointment. Tumbled limestone floors in the kitchen, front entry and dining area are neutral toned and add character to the timeless finishes. Custom kitchen is renovated with 42-inch cabinetry, Bosch appliances, Rohl faucets, RH hardware, two porcelain farmhouse sinks with European white oak center island all adorned with imported Dolomite counters and backsplash. The kitchen window above the farmhouse sink brings in the lush greenery of the back courtyard. Loads of storage in the utility, pantry and laundry combination, finished with imported handmade Italian tiles, all designed to make daily functions a breeze and beautiful! An independent guest house completes the home with vaulted ceilings with wood beams, original wood floors, spacious living, efficiency kitchen, full bath and bedroom nook. This multi-functional space is versatile and includes an office area but certainly can be used for what fits your lifestyle. Other enhancements include fully renovated baths consistent with the elevated finishes and selections of overall home, and features European white oak built-in cabinets, imported Spanish and Moroccan tile, in common with architectural lighting. Also, all trim, doors, hardware and moldings were replaced, new roofs on all three structures in 2025, RH linen drapes in living and primary, serviced and operational fireplaces and fresh landscaping. Every detail is accounted for and in pristine location. Visit downtown Maitland, enjoy Lake Lily, community events and weekly farmers market, award-winning restaurants and great community parks. Don’t miss the opportunity of a lifetime to own a lakefront in Florida which continues to be a growing investment.

1100 S Lake Sybelia Drive, Maitland

$902,000
3 Beds 3 Baths Dommerich Woods SubDv. 32751 Zip Code
Location, charm, and timeless style define this stunning 3-bedroom, 3-bath home in the highly sought-after Dommerich Estates of Maitland. Situated on an expansive corner lot and cul de-sac, this beautiful residence offers an exceptional blend of modern luxury and classic character. Step inside to rich wood floors, crown molding, and plantation shutters adorning every window. The spacious family room features a wood-burning fireplace, custom built-in bookshelves, and is wired for surround sound—perfect for cozy nights or entertaining guests. A sunroom/reading nook offers a bright and serene retreat and a bar area that seamlessly flows into the living space. The kitchen boasts granite countertops, and newly upgraded LG & Frigidaire Gallery stainless steel appliances (2023). French doors lead to your private backyard oasis, where a newly renovated pool and paved patio provide a perfect setting for outdoor entertaining. The expansive master suite offers a large walk-in closet and a sunken spa-inspired bath, ensuring a perfect escape at the end of the day. Additional recent upgrades include fresh interior and exterior paint. Newer windows, HVAC 2017 with 10-year warranty, updated plumbing lines, electrical panel updated 2023, and roof was installed 2010, making this home move-in ready. Outside, you'll find a front circular driveway with new pavers for added curb appeal and convenience, plus a rear cul-de-sac location that enhances privacy, accessibility, and outdoor fun for families. The location is unparalleled, close to shopping, restaurants, parks and major roadways. Located just 0.6 miles from Dommerich Elementary, this Dommerich Estates home is also zoned for Winter Park High School. Neighborhood amenities include lake access to Lake Minnehaha. Enjoy nearby attractions/ restaurants, Maitland Community Park, Minnehaha Park and downtown Maitland. This is more than just a home; it’s a lifestyle. Don't miss your chance to own in one of Maitland’s most coveted communities! Schedule your private tour today. *Info recorded in the MLS is intended to be accurate, but NOT GUARANTEED. Home square footage, room sizes and lot size should be independently verified. *

1591 Chippewa Trail, 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

$240,000
2 Beds 2 Baths Sun Bay Club Condo SubDv. 32751 Zip Code
Welcome to Sun Bay Club, a hidden gem in the heart of Maitland. This spacious, Bright and Airy 2/2 is move in ready as is, or add your personal touches. Through the Double-Door entry you will find the foyer with a handy Storage Closet. The Foyer overlooks the sunken Living Room with a Wood Burning Fireplace flanked by a niche and Wet Bar, and Sliders to the 21' x 6' Enclosed All Season Patio overlooking the serene Pond outside with a soothing Fountain. The spacious Dining Area is Nestled in the corner. To the right of the Foyer is the Kitchen that offers lots of Counter and Storage Space and opens to the Dining Area. Down the hall you will find the Spacious Primary Bedroom that has Sliders to the Enclosed Patio, an En-Suite Bathroom with Dual Sinks, Art Deco inspired Curved Shower with Glass Block and a Large Walk-in Closet. Head down the hall and find the Laundry Closet (Washer/Dryer INCLUDED) and the Guest Bath with Tub/Shower combo with access to Bedroom 2, another spacious room with lots of closet space and Sliders overlooking the Private Entry. A/C Compressor and Water Heater replaced 2024. Sun Bay is Maitland’s best kept secret on the shores of Lake Destiny. Amenities include, CABLE TV and INTERNET INCLUDED in the fees, a Lakefront Pool & Spa, Community Boat Ramp, Tennis Courts, Car Wash Spot and Dog Park. BRAND NEW TILE ROOFS and GUTTERS were just installed. This community offers a luxurious feel with its many ponds and fountains. Located near Maitland Office Park with easy access to I-4, 414 Maitland Exchange, RDV Sportsplex, Hospitals, Shopping and so much more! Reach out today to set up a showing.

1000 Winderley Place Unit 122, Maitland

$1,700,000
9 Beds 7 Baths Stonehill SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Short Sale. This home needs love ...Located on the private 57-acre ski lake, Lake Seminary, this 8-bedroom, 7-bathroom home offers breathtaking views and quick access to Winter Park, I-4, and Maitland Town Center. Featuring two master suites and a flexible use suite with a separate entrance, the home boasts a grand entry with double staircases and soaring 24-foot ceilings. The chef’s kitchen is designed for entertaining, complete with granite counters, three dishwashers, double ovens, a warming drawer, and a hidden butler’s pantry. The living room showcases coffered ceilings, a gas fireplace, and sliding glass doors that open to the screened outdoor space. Built with foam-insulated concrete tilt-wall construction, this home includes Smart House technology, a Cat-5E LAN system, audio-visual wiring, a four-zoned TRANE HVAC system. Additional highlights include a theater room with a wet bar, designed as a hurricane-safe room, and multiple laundry rooms for convenience. Outside, the covered pool area features a 30x39 ft pool and heated spa all overlooking the lake.

125 Stone Hill Drive, Maitland

$585,000
4 Beds 4 Baths Enclave/Maitland A-F SubDv. 32751 Zip Code
Welcome to your dream home in the exclusive gated community of The Enclave at Maitland, affectionately known as Montacino. This meticulously maintained Spanish-style town-home offers a harmonious blend of elegance and comfort, designed to cater to your every need. As you enter this large, 4BR 3.5BA home you step through the inviting Foyer where you're greeted by an expansive open floor plan bathed in natural light. The Living Room, adorned with large windows, flows effortlessly into the spacious Dining Room, creating an ideal space for both relaxation and entertaining. Culinary enthusiasts will delight in the beautifully appointed Kitchen, featuring 42-inch cabinets with intricate rope crown molding, gleaming granite counter tops, a convenient breakfast bar, and stainless steel appliances. The diagonally laid tile floor adds a touch of sophistication to this culinary haven. Imagine starting your day in the cozy Breakfast Nook, savoring your morning coffee while overlooking the charming pavered courtyard—a serene spot to enjoy the morning sun. One of the home's standout features is the Primary Bedroom conveniently located on the main floor. This tranquil retreat offers views of the Courtyard and boasts a luxurious en-suite bathroom complete with a spacious soaking tub and comfort-height vanities topped with granite. Venture upstairs to discover a Second Primary Bedroom, equally impressive, featuring its own en-suite bathroom with similar upscale finishes. Two additional well-appointed Bedrooms provide flexibility and comfort, each offering picturesque views of Lake Charity. A full bathroom with a tub-shower combination serves these bedrooms, ensuring convenience for family or guests. For added ease, the Laundry Room is thoughtfully situated on the second floor, streamlining your daily routines. Car enthusiasts and hobbyists will appreciate the oversized two-car attached garage, offering an extra five feet of space perfect for storage or a workshop area. As a resident of this exceptional community, you'll have access to a sparkling resort-style pool nestled by the serene shores of Lake Charity. With easy access to Maitland Boulevard and I-4, as well as a plethora of local shopping, offices, and dining options, this location offers the perfect blend of convenience and tranquility. The added security of a gated community provides peace of mind, allowing you to fully enjoy your surroundings. Don't miss the opportunity to make this exquisite town-home your own. Experience the perfect fusion of luxury, comfort, and convenience in the heart of Maitland.

1161 Charming Street, Maitland

$885,000
4 Beds 3 Baths Hidden Estates Unit 3 SubDv. 32751 Zip Code
If you’ve been searching for more space without sacrificing location, this is the home you’ve been waiting for. Situated on a sprawling .7-acre corner lot, this fully remodeled 4-bedroom, 2.5-bath gem offers the perfect balance of tranquility and convenience where modern upgrades meet timeless charm. The heart of the home is the brand-new kitchen, a chef’s dream with sleek cabinetry, ample storage, sparkling countertops, and stainless steel appliances – the perfect space for preparing and sharing meals with family and friends. New flooring throughout all the living areas adds a fresh, modern touch, while new windows and exterior doors flood the home with natural light and seamlessly connect indoor and outdoor living. Whether you’re celebrating holidays in one of the two indoor living spaces, gathering loved ones around the dining table, or enjoying summer afternoons by the pool, this home is designed for creating lifelong memories. The primary suite offers a private retreat with a luxurious en-suite bathroom and walk-in closet, while additional bedrooms provide plenty of space for family, guests, or a home office. Outside, your oasis awaits. Picture hosting backyard barbecues on the large paver patio, splashing with the kids in the in-ground pool, or savoring quiet evenings on the covered and screened-in back patio. The expansive lot offers endless possibilities, from gardening to creating the ultimate play space, all while being centrally located near local amenities, schools, and parks, this home offers the perfect balance of space, style, and location.

222 Flame Avenue, Maitland

$619,000
4 Beds 2 Baths Highland Park Estates First Add SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Welcome to this beautifully updated 4 Bedroom, 2 Bathroom pool home nestled in Maitland's Dommerich enclave. This stunning property blends comfortable elegance with modern appointments. This well-built home offers exceptional value with possibilities abounding to make it your own! Step inside the stately double front doors to be greeted by fresh interior paint and laminate floors throughout, creating a cozy and cohesive atmosphere. The heart of the home is the remodeled kitchen, featuring stainless steel appliances, elegant quartz countertops, and soft-close cabinetry. Just off the kitchen is the first living area anchored by a brick fireplace and large window. Updates continue in the stylish primary bath, remodeled in 2021, and the guest bath, renovated in 2022, both featuring new tile floors, expanded storage in new cabinetry, and quartz countertops. From the spacious family room, guests have views of the low-maintenance backyard and sparkling pool. The outdoor areas have also been carefully maintained with the oversized pool benefiting from a new filter installed in 2021. The large, screened patio overlooks all this outdoor beauty as the perfect space for entertaining or enjoying quiet moments. Additional recent updates include a new roof (2024), an updated HVAC system (2015), replumbing of the home, and a new main exterior electrical panel (2023), providing peace of mind for years to come.This home is located in the sought-after Dommerich area, known for its beautiful parks and proximity to exceptional schools, including Dommerich Elementary, Maitland Middle, and Winter Park High. Enjoy easy access to the celebrated shopping, dining, and cultural attractions of Winter Park, just minutes away. This is more than just a home; it’s a lifestyle. Don’t miss out on the opportunity to own this gem in one of Maitland’s most coveted neighborhoods!

2231 Deloraine Trail, Maitland

$485,000
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

$235,000
2 Beds 2 Baths Lake Maitland Terrace Apts SubDv. 32751 Zip Code
This is the only Lake Maitland Terrace condo available with multi-million $$$ Lake Maitland LAKEFRONT views from both bedrooms!!! And partial lakefront view from front screened-in porch! This updated condo offers stunning lakefront views at the iconic Lake Maitland Terrace! Located on the second floor, this corner unit is situated in the last building down by the lake. The screened-in front porch is ideal for relaxing while overlooking the expansive lakefront campus, which includes a beautiful pool, fishing dock, putting green, and shuffleboard courts. Upon entering, you will be welcomed by a newly painted interior and brand new carpet in the secondary bedroom. The common areas feature luxury vinyl plank flooring. The living room boasts two large windows that allow plenty of natural light and opens up to the dining area and the adjacent kitchen, which is equipped with neutral cabinets and white tile floors & backsplash. The owner's suite includes a walk-in closet and an attached renovated half bath, along with a lovely view of the lake. The second bedroom also offers a lake view and includes a closet with a stackable washer and dryer. There is 1 designated parking spot, and additional guest parking as needed. New roof 2023/24. The community also has an enclosed bicycle garage, convenient laundry facilities, and kayak and paddleboard racks. Super convenient location – walk to Enzian and Lake Lily, 5-minute drive to Winter Park’s downtown, and easy access to I-4.

1140 S Orlando Avenue Unit K15, Maitland

$650,000
4 Beds 2 Baths Dommerich Ests 1st Add SubDv. 32751 Zip Code
This spacious block home in Dommerich Estates sits on a 0.29-acre lot and offers endless potential for renovation or a complete rebuild. Built by Charlie Clayton, the home features a brick exterior, an oversized two-car garage, and a versatile layout. The original eat-in kitchen connects to a great room that leads to a large Florida room with windows overlooking the pool and a generously sized backyard. The master suite includes terrazzo floors, a walk-in closet, and a shared bathroom that connects to an office, which then leads to a fourth bedroom with its own walk-in closet. Two additional bedrooms, both generously sized, share a second bathroom. A separate family room boasts a brick fireplace, exposed beams, and built-in seating with storage. The backyard offers plenty of space alongside the pool, perfect for entertaining or enjoying the outdoors. Located within walking distance to Dommerich Elementary and Maitland Middle and zoned for Winter Park High School, this property is also near Maitland Community Boardwalk Park and offers optional access to Lake Minnehaha, part of the Winter Park Chain of Lakes, for a nominal annual fee.

1720 Algonquin Trail, Maitland

$312,000
2 Beds 2 Baths Sun Bay Club Condo SubDv. 32751 Zip Code
Totally updated gorgeous condo. Once inside you will see a designer inspired beautiful home! This light and bright home is ready to move into with too many upgrades to list. The Kitchen is a gourmet's delight featuring 42-inch cabinets, a center island, built in oven, built in cook top and stone counters. Don't worry when you entertain as this kitchen opens up to the dining and family room, making it perfect for entertaining. The family room features a vaulted ceiling, a wood burning fireplace, wood floors and plenty of light! The enclosed patio gives you even more space for entertaining and has a beautiful view of the fountain and water. The guest bedroom (currently being used as a den) Is large and spacious featuring a large closet as well. The adjoining guest bath is totally updated in beautiful neutral colors. The primary bedroom is just off from the family room and is large and spacious. Once you enter into the primary ensuite you will feel as though you have walked into a spa. Double vanities and the Shower has got to be seen to be believed Imagine a large walk-in shower with a skylight? You may never want to leave the peace and tranquility of this ensuite bath. A very large walk-in closet will give you plenty of space. Sun Bay club located in the heart of Maitland and has got to be one of the best kept secrets in Maitland. The HOA fee includes all the exterior maintenance, roof, common areas, pool, cable as well as high speed internet and wi-fi. Conveniently located near Maitland Center, I-4, the 414 and is close to medical, shopping, restaurants and much more. Make your appointment today to see this gorgeous home!

1000 Winderley Place Unit 241, Maitland

$855,000
3 Beds 2 Baths Dommerich Estates 4th Add SubDv. 32751 Zip Code
Professionally renovated by local interior design firm in 2024, this 3 bedroom / 2 bath home is in a great location within the desirable Dommerich Estates community. Located on a quiet street and walking distance to the A+ rated schools Dommerich Elementary and Maitland Middle School. A short walk across the Maitland Community Park boardwalk takes you to hiking trails, tennis and basketball courts, and playgrounds. The community lakefront lot has a boat ramp and access to the Winter Park Chain of Lakes. Complete with designer finishes and appliances. Oak, wide plank flooring throughout. Marble tile bathrooms. Cafe appliances in spacious kitchen. Recessed lighting in all rooms. Saltwater pool with depths reaching 9 feet in private backyard and mature landscaping plenty of space for entertaining friends and family.

1750 Thunderbird Trail, Maitland

$278,000
2 Beds 1 Baths Lake Maitland Terrace Apts SubDv. 32751 Zip Code
Rare and incredible opportunity to live on the Winter Park/Chain of Lakes in the desirable Lake Maitland Terrace community. This 2 bedroom 1 bath LAKEVIEW condo offers amazing updates along with its own BOSCH (2017) washer/dryer (included) in bedroom 1. This resort style property offers privacy, tranquil lake views and serene opportunities keeping you busy on or off the water. As you enter you are greeted with LVP flooring, brand NEW INTERIOR paint (2024) throughout, newer BOSCH (2017)mini dishwasher, updated galley kitchen with granite counters, and new lighting. The bathroom has an updated vanity, granite counters and tub/shower combo. Additional upgrades to the condo include ELECTRICAL PANEL (2017) and HOT WATER HEATER (2021) DOUBLE PANED windows, ROOF (2023) & the A/C is 2014. Just sit a spell by the lake in the Adirondack chairs listening to the wildlife, watching boaters or waiting on the sunset. Opportunity awaits with paddle boarding or kayaking on this lake too. With ample storage for kayaks, this condo even includes a KAYAK for your enjoyment on the lake. So many amenities in the community, so don't forget just a short walk across the street is Lake Lily for a peaceful walk along the boardwalk, Sunday markets, or festivals galore. Additionally the community offers a gorgeous pool, clubhouse with wrap around porch, a community gas grill, a putting green, shuffleboard courts, car wash area, and enclosed bicycle storage. With convenient location to many shops and restaurants, minutes away from Park Avenue and easy access to travel. Professionally managed by First Service Residential, with a full-time Community Manager and full-time Community Maintenance person. H.O.A. includes Water, Sewer, and Valet Community Garbage Collection. Convenient direct unit mail delivery through your own door mail slot. You may also obtain a permit for an electric car charger for your unit parking space. Service animals or ESA are allowed with documentation. Don’t miss the hidden gem of a community!

1140 S Orlando Avenue Unit K17, Maitland

$525,000
3 Beds 2 Baths Brittany Gardens SubDv. 32751 Zip Code
Imagine standing on the banks of a tranquil creek where the gentle sound of flowing water creates a soothing symphony. This unique waterfront brick home is located in the Gated Community of Brittany Gardens. Surrounded by lush landscaping with breathtaking views of Howell Creek. A Nature Lovers Paradise. A split floor plan with 3 Bedrooms and 2 Full Bathrooms, Foyer, Living Room, Dining Room, Open Kitchen, Laundry Room and Two Car Garage. An Architecturally pleasing front porch leads you into a Bright and Airy Open Floor Plan, Featuring High Ceilings, Custom built cabinetry and floor to ceiling brick accented fireplace. This home has been freshly painted and textured on the interior ceiling and walls. The Primary Suite includes Private access to the deck that overlooks the creek as well as a walk-in closet an ensuite bathroom featuring a soaking tub, dual sinks and a separate shower. Each additional bedroom offers ample space and comfort. Step outside to your private backyard oasis complete with Lanai, Screened Porch, Deck and BBQ Grill. Pause, breathe deeply and connect with nature, this home offers an escape from the hustle and bustle of everyday life. Mechanical updates include: Re-pipe 2024, Roof 2021, HVAC 2019, Hot Water Heater 2016. Just minutes to Park Avenue in Winter Park, Maitland City Centre and Lake Lilly where you can enjoy Local Dining, Kelly's Ice Cream, 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.

2642 Ultra Vista Drive, Maitland

$1,520,000
6 Beds 6 Baths Metes & Bounds SubDv. 32751 Zip Code
Tucked away on over half an acre, this beautifully maintained lakefront home on Lake Sybelia blends modern updates with timeless charm, making it an ideal retreat for those seeking space, comfort, and privacy. Available for the first time in over 45 years, the home has been thoughtfully renovated and expanded over time, resulting in a highly functional layout featuring 6 bedrooms + an office, an elevator, and spacious, sun-filled entertainment areas. The floor plan includes several rooms with lake views, such as the formal dining room, a separate living room, the upstairs owner's suite, and a screened-in front porch. A 2006 addition to the back of the house introduced a new kitchen complete with an island, wood floors, double ovens, two dishwashers, a natural gas cooktop, and a walk-in pantry, which flows into a bright, open-concept great room with a two-story ceiling, large windows overlooking the pool, and custom built-ins. The addition also houses a sizable laundry room and a full pool bath. The other wing of the downstairs features three bedrooms, including the original primary bedroom, along with two bathrooms. Access to the second floor is available via one of two staircases or the elevator, and it consists of three large bedroom suites, including the owner's suite addition with sweeping lake views, as well as an office. Features include beautiful wood floors, crown molding, and custom built-ins, including library bookshelves along the second-story loft. The front exterior offers a picturesque view of the lake and private boat dock, while the backyard features a covered patio with a brick deck, a pool, and a grassy area perfect for outdoor entertaining. Modern systems include three A/C units (less than 10 years old), a brand-new roof installed in 2023, and instant hot tankless water heaters. Additional amenities include a two-car garage and a long circular driveway with extra parking. Located within walking distance of Maitland Farmers Market, Lake Lily, fine restaurants, and just a short drive to Park Avenue, shopping, I-4, and Downtown Orlando. See the neighboring parcel with 0.23 acre lot for sale at 294 Macarthur Place, MLS # O6255723 . Both properties can be purchased together for combined dry land lot size of approximately 0.83 acres.

400 S Lake Sybelia Drive, Maitland

$400,000
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

$239,000
3 Beds 3 Baths Visconti East SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Welcome to this stylish 3-bedroom 2.5 bath condo in the desirable Visconti East subdivision complete with a 2-car garage. The home features fresh new carpeting throughout the living areas and sleek tile flooring in the kitchen and baths. The open kitchen shines with modern track lighting, seamlessly flowing into the dining space perfect for gathering. Upstairs you'll find the laundry hookup with close access for the weekly wash. The large master suite offers dual closets, dual vanity sinks, and a contemporary stone tile finish. With 9-ft ceilings and abundant natural lighting, the home is bright and airy. Located in a gated community with top-notch amenities. Enjoy the resort-style swimming pool, fitness center, clubhouse, car wash area, and scenic water and wooded views. Centrally located with easy access to everything Orlando offers. Just a 30-minute drive to the world-famous Central Florida theme parks, the Orlando International Airport, and a 15-minute drive from downtown Orlando with plenty of shopping and dining options. Don't miss this exceptional opportunity! Schedule your showing today!

1711 Shadow View Circle Unit 1711, Maitland