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$400,000
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

$535,000
2 Beds 2 Baths Moorings On Lake Maitland Condo SubDv. 32751 Zip Code
RARE OPPORTUNITY – Enjoy lakefront living with a PRIVATE BOAT SLIP on the Winter Park chain of lakes in this top-floor penthouse condo. The Moorings on Lake Maitland, one of Central Florida’s most coveted waterfront communities. This spacious 2-bedroom, 2-bath residence offers soaring vaulted ceilings, breathtaking lake views, and your own assigned private boat slip—a rare find on the Winter Park Chain of Lakes. Step inside to an abundance of natural light and a thoughtfully designed floor plan with no upstairs neighbors, ensuring maximum privacy and quiet. The large living area opens to a glass-enclosed sunroom with panoramic views of Lake Maitland—perfect for morning coffee or relaxing at sunset. The kitchen is bright and functional, featuring a breakfast nook and walk-in pantry. The split-bedroom layout offers privacy and flexibility. The primary suite includes a handicap-accessible bath, generous closet space, and tranquil lake views. The guest bedroom and full second bath are perfect for visitors or a home office. The laundry is conveniently located tucked off the main hall, and with custom closets in both bedrooms the amount of storage is great. For larger items the unit includes a locking storage closet on the landing, and is perfect for bikes, golf clubs, holiday decorations etc. The unit comes with one reserved covered parking space and plenty of guest parking. The complex has a newly renovated pool, hot tub & clubhouse. Whether you're looking for a primary residence or a low-maintenance lakefront retreat, this rare top-floor condo offers an unbeatable combination of comfort, convenience, and waterfront access. Live the Florida lake lifestyle—schedule your private showing today!

202 Quayside Circle Unit 404, Maitland

$765,000
4 Beds 3 Baths Maitland Grove SubDv. 32751 Zip Code
A fantastic 4-bedroom, 2.5-bath home with an office/flex space, located on a prime interior lot in the established Maitland Groves neighborhood. Major systems updated with a 40-year architectural roof (2013), Plumbing Re-pipe (2019); New windows and sliding doors (2023); Newer carpet in bedrooms; HVAC/AC (2006 with New Air Handler Blower Motor (Sept. 2025)), water heater (2008), and a whole-house generator (2008). Highlights include an open floorplan, cathedral ceilings, a cozy fireplace, and a spacious, updated island kitchen, white cabinetry with a breakfast nook. The large laundry/mudroom conveniently connects to an oversized side-entry 2-car garage, perfect for groceries and kids. A flex space overlooking the backyard offers great potential as an office, fitness area, or playroom. Both bathrooms feature double sink vanities, and the primary suite has sliding door access and views of the backyard. The property is landscaped for privacy, featuring a partially covered front entry courtyard and both open and covered patios in the backyard. Located in a top school district near Lake Sybelia Elementary, with easy access to parks, sport courts, bike paths, shopping, restaurants, a hospital, and the I-4 corridor.

380 White Oak Cir, Maitland

$1,655,000
5 Beds 5 Baths Lake Colony Ph 01 Rep SubDv. 32751 Zip Code
Showpiece Charles Clayton Home in Gated Lake Colony Estates Every detail of this 5-bedroom, 4.5-bath plus office residence was designed to impress, including a full in-law apartment and an outdoor living space that feels like a private resort. Set on a prime corner lot, this home combines timeless craftsmanship with modern finishes: tile roof, travertine downstairs, hardwood upstairs, sleek wrought iron staircase, coffered ceilings, plantation shutters, and designer lighting. The chef’s kitchen is built for both cooking and entertaining—gas stove, double ovens, custom cabinetry, granite counters, oversized breakfast bar, and sunny dining nook. A two-sided stone fireplace connects the office and family room, adding warmth and character. The primary suite is a retreat of its own: spa-style shower with six body sprayers and dual rain heads, a private tankless water heater, and a two-story custom closet built for a true collection. Guests enjoy privacy with a separate stairway leading to a full in-law apartment complete with family room. Step outside to the ultimate backyard: screened, gas-heated pool, tongue-and-groove ceiling patio, outdoor kitchen with grill, sink, granite workspace, storage, TV, and built-in keg fridge. Additional highlights: spotless 3-car epoxy garage with workshop, built-in office cabinetry, 12-foot ceilings, beadboard accents, and a dog run. And the best part? All of this is in close proximity to Orangewood Christian School and just minutes from Winter Park, top-rated dining, and shopping. A rare opportunity to own a true Maitland showpiece.

104 E Lake Colony Drive, Maitland

$1,035,000
4 Beds 4 Baths Maitland Club Rep SubDv. 32751 Zip Code
A truly unique opportunity in the Maitland / Winter Park area, the Maitland Club community features a 24/7 guard-gated entrance for this executive home! This 4 BR, 3.5 BA home has all the features of a dream home, including a downstairs guest/in-law suite with private entry, a large front den for a home office, and a versatile bonus room ideal for a second office, gym, wine room, or hobby space. The renovated chef’s kitchen boasts wood cabinetry, granite counters, stainless steel appliances, an above-range pot filler, island seating, and a 6' x 6' walk-in pantry with custom shelving. Elegant finishes include wood floors throughout, plantation shutters, crown molding, and upgraded millwork. The family room features a cozy fireplace and offers beautiful views of the pool and mature backyard landscaping. The large primary suite showcases a seating area, custom walk-in closet, and remodeled bath with double vanities, beautiful tile work, new cabinetry, and even a window seat. The guest bedrooms on the second floor are generously sized with an updated Jack-and-Jill bath and custom storage solutions built into the closets. Enjoy a private backyard retreat with a resurfaced and heated pool featuring custom lighting, decorative tile, and a relaxing water feature, plus a covered patio and no rear neighbors. Upgrades are countless in this loved home, including ceiling storage and tool cabinets in the oversized 3-car garage, a new roof (2023), replumbed (2022), HVAC replacement (2022), new wood floors, custom closet built-ins, and even fresh paint. Community amenities include tennis, basketball, playground, and proximity to Orangewood PreK-12th grade School with quick access to Winter Park, I-4 Express, and all of Central Florida! Don't miss your chance to claim this dream custom home as your own!

904 Brightwater Circle, Maitland

$529,900
3 Beds 2 Baths Brittany Gardens SubDv. 32751 Zip Code
Zero maintenance with a gated community for peace of mind when traveling, enjoying your friends, hobbies and family! This open plan home with 3 bedrooms plus office is immaculately cared for and ready for a new owner! The home’s foyer welcomes everyone with high ceilings, crown molding, Brazilian oak flooring and an abundance of natural lighting plus window coverings throughout. The updated chef kitchen has an eat-in area with picturesque views, granite counters, extensive custom cabinetry and a bar for sitting and observing the chef! Newer appliances include Bosch dishwasher and natural gas for cooking! This open plan is ideal for living and entertaining as the kitchen overlooks the dining and the family room beyond! Bedrooms have privacy off the family room and enjoy updated baths. The spacious primary bedroom has a walk-in closet, dual vanities, garden tub, large glass shower and separate toilet area. additional bedrooms have landscaped views, ceiling fans and large closets. An additional den, office or flex space with a French door leads outside to the extended, covered, paver patio overlooking the green space- perfect spot to relax with your favorite beverage or fire up the grill! A large laundry room with Samsung washer/dryer is near the oversized 2-car garage with additional shelving and refrigerator/freezer. Roof-2015, Trane 4 ton HVAC 4-2023, Gas Water Heater-2017 and Termite Bond. Ideal location just minutes from downtown Winter Park, Maitland, 2 Publix's nearby and more! Plus easy access to 436, 408, 417 and I-4! Best location for enjoying Central Orlando and beyond.

2636 Queen Mary Place, Maitland

$285,000
3 Beds 1 Baths Thompson Sub SubDv. 32751 Zip Code
Come see this beautifully remodeled 3-bedroom, 1-bath home near the heart of Maitland! This home features a New roof, New a/c, New luxury vinyl plank flooring throughout, New granite countertops, New cabinets, New appliances, New bathroom vanites, fresh interior and exterior paint, and more! The sizable fenced backyard is ideal for cookouts and entertaining, or just letting the pets roam! Situated near the end of the street in a secluded section of the neighborhood across from the lakes, with no neighbors to the rear or right side of the home. Close to I-4 access, and within minutes of all that downtown Maitland has to offer ... including shops and dining! This truly home is a gem! See it while it lasts!

711 Thompson Avenue, Maitland

$319,900
3 Beds 3 Baths Branch Tree SubDv. 32751 Zip Code
Welcome to 479 Citrus Lane in beautiful Maitland, Florida—a rare find at an incredible price! This spacious half-duplex offers just under 1,500 square feet of comfortable living with 3 bedrooms and 2 bathrooms, including a convenient first-floor master bedroom. Enjoy the peace of mind that comes with a recently installed HVAC system and the bonus of a 2-car garage. Step outside to a screened-in patio overlooking a fully fenced backyard—perfect for relaxing or entertaining. Located in a well-maintained community just minutes from downtown Winter Park, this home combines unbeatable location with SUPER LOW HOA fees. It’s clean, move-in ready, and waiting for its new owners to make it their own!

479 Citrus Lane, Maitland

$385,900
3 Beds 2 Baths Oakland Shores 3rd Add Rep SubDv. 32751 Zip Code
Back on the market with renewed momentum. Nestled in one of Maitland's most sought-after neighborhoods, this fully renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and timeless charm, ideal for families ready to make new memories. From the moment you step inside, you're greeted by an abundance of natural light and an open, airy layout that instantly feels like home. The heart of the house, the newly renovated kitchen features sleek stone countertops and new appliances, making it perfect for family meals and holiday gatherings. Step outside to the screened-in patio and picture slow mornings with coffee in hand, or peaceful evenings unwinding from a long day in the spacious backyard. Whether hosting a barbecue or enjoying a quiet night under the stars, this outdoor space is made for relaxation! Located just minutes from top-rated schools, grocery stores, dining, and major highways and less than 10 miles from the natural beauty of Wekiwa Springs State Park. This home offers the convenience you need and the lifestyle you've been dreaming of. Don't miss this opportunity to plant roots and grow in a home that has it all. Schedule your private tour today and discover the warmth, space, and charm waiting for your family.

601 Oranole Road, Maitland

$510,000
4 Beds 2 Baths English Estates Unit 1 SubDv. 32751 Zip Code
Welcome to 2220 Derbyshire Road, located in the highly desirable English Estates neighborhood. This spacious residence offers nearly 2,200 square feet of living space with four bedrooms, two bathrooms, and a quarter-acre lot complete with a large Florida-style pool and spa. This home has been maintained and thoughtfully upgraded, and now features a brand-new roof, a new HVAC system, updated fencing, and added gutters. From the moment you step through the glass front door, you'll be greeted by a large foyer with high ceilings and wood flooring that flows through the main living spaces. The oversized formal dining room, complete with crown molding and wainscoting, is perfect for hosting gatherings. The formal living area transitions seamlessly into a family room with built-ins and space overlooking the kitchen and the covered patio. This set up creates an easy and inviting layout for both everyday living and entertaining. The kitchen boasts solid wood cabinetry, stone countertops, stainless steel appliances, and a tile flooring. A large eat-in area and breakfast nook complete the space. The glass sliding doors open to a spacious covered patio with vaulted ceilings and fans, overlooking the expansive backyard pool and spa. Inside, the home offers three bedrooms plus a versatile fourth room, which functions well as a guest room, home office, home gym or playroom. The primary bedroom is situated at the back right of the home, with its own sliding glass door out to the backyard and pool area. Situated in the heart of Seminole County and zoned for some of Central Florida’s top-rated schools, this home is just minutes from Maitland City Center, Kewannee Park, SunRail, and major roadways including 436, 414, and I-4—putting Winter Park, Casselberry, and downtown Orlando all within easy reach. This home offers location, space, and upgrades. Call today to schedule a private tour.

2220 Derbyshire Road, Maitland

$980,000
4 Beds 3 Baths Maitland Woods Third Add SubDv. 32751 Zip Code
HIGHEST AND BEST BY SUNDAY 6.29.25 12:00 PM …..Welcome to this stunning, fully upgraded 4-bedroom, 3-bathroom home with a versatile bonus room/den—perfect for a home office, playroom, or guest space. Tucked away in one of Maitland’s most desirable neighborhoods, this home blends upscale finishes with effortless comfort. Step inside and immediately feel the difference. The open-concept layout features wide luxury vinyl plank flooring throughout the main living areas, a custom-lit built-in bookshelf for your favorite reads or collectibles, and an oversized Pella sliding door that fills the space with natural light and invites you to the backyard retreat. The chef’s kitchen is a true centerpiece—designed to impress and built to perform. It boasts a large quartz island, custom white oak shaker cabinetry, sleek new high-end appliances, and an oversized walk-in pantry ready to accommodate all your storage needs. The private primary suite offers a true escape, with a spa-inspired en suite bathroom featuring dual quartz vanities, a soaking tub, dual showerheads, and beautiful white oak cabinetry—every detail designed with relaxation in mind. Step outside to your very own resort-style backyard oasis. Mature Sylvester palm trees sway over lush landscaping, beach-entry garden boxes surround a sparkling pool, and a custom garden fountain adds the perfect serene touch. The PVC privacy fencing ensures seclusion while you unwind or entertain. Every inch of this home has been thoughtfully curated with timeless finishes, quality craftsmanship, and modern design. A rare opportunity to own a turn-key luxury residence in one of Central Florida’s most established communities.

1191 Banbury Trail, Maitland

$1,075,000
5 Beds 5 Baths Lake Colony Ph 01 Rep SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Accepted offer with home sale contingency. Seller will consider backup offers. Nestled in the heart of gated, sought-after Lake Colony Estates, this luxurious 5-bedroom, 5-bathroom pool home offers unparalleled elegance, space, and resort-style living. Meticulously crafted with custom designer details, this property boasts soaring 14’ ceilings, coffered and crown molding, wainscoting, and maple cabinetry—blending timeless sophistication with modern comfort. Exquisite Interior Features: Sprawling open floor plan with oversized rooms, perfect for grand-scale entertaining and everyday living. Gourmet kitchen with solid-surface counters, premium appliances, and abundant custom cabinetry. Grand family room with custom built-ins and a fireplace, bathed in natural light. Downstairs primary retreat featuring dual vanities, a soaking tub, walk-in closets, and a lavish shower. First-floor guest suite plus three additional bedrooms upstairs, including a huge bonus room ideal for a media lounge or playroom. Elegant office/den with custom built-in shelving, perfect for remote work or a private library. Outdoor Oasis & Location Perks: Sparkling pool surrounded by a paver deck and lush, mature landscaping—your private sanctuary for relaxation. Tree-lined streets with sidewalks in a premier gated community, just minutes to top-rated schools, shopping, and dining. Unbeatable convenience: Close to everything that you would need including restaurants, shops, highways and minutes to Park Avenue. Walkable to Orangewood School, 5 min to Maitland Blvd & I-4 Express Lanes (20 min to downtown Orlando, 30 min to airports) <1 hour to Florida’s beaches. Why This Home Stands Out: Lowest-priced estate in Lake Colony Estates—offering exceptional value for a custom-built luxury home. Prime interior lot on a quiet, desirable street in the middle of the block. Don’t miss this rare opportunity to own one of Lake Colony’s finest properties—a perfect blend of luxury, location, and lifestyle.

307 Running Wind Lane, Maitland

$678,500
4 Beds 3 Baths Windsor Park SubDv. 32751 Zip Code
This beautifully maintained 4-bedroom, 3-bath home offers a timeless layout with a rare and convenient pool bath, perfect for indoor-outdoor living. Bright and airy throughout, the home boasts generously sized rooms, including a spacious 16x12 primary suite with a well-appointed ensuite bath. The thoughtfully designed kitchen opens seamlessly into an expansive 28x13 family room—ideal for both relaxed everyday living and effortless entertaining. Additional highlights include an indoor laundry room and a large screened-in porch that overlooks the deep 80x130 lot, offering plenty of room to enjoy the outdoors. Located on a quiet, low-traffic street and zoned for top-rated schools—Dommerich Elementary, Maitland Middle, and Winter Park High—this is a rare opportunity to own in one of Maitland’s most sought-after neighborhoods!

1921 Geronimo Trail, Maitland

$609,900
3 Beds 3 Baths Highland Park Estates SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. NEWLY sanded and stained Hardwood flooring, New Kitchen Flooring, freshly painted and ready to Welcome you to 2020 Geronimo Trail—an inviting 3-bedroom, 2.5-bath mid-century ranch-style pool home nestled in one of Maitland’s most beloved neighborhoods. Built in 1961, this home has been lovingly cared for by just three owners in its entire lifetime—a true testament to pride of ownership. Set on a .22-acre lot with mature trees and a spacious backyard, the home is ideally located just blocks from A-rated Dommerich Elementary and Maitland Middle, and zoned for Winter Park High School. A covered front porch welcomes you with classic charm, perfect for morning coffee or evening conversations in rocking chairs. Inside, you’ll find original hardwood floors, a bright living room with wainscoting, a dining room with French doors that open to the backyard, and an eat-in kitchen featuring solid wood Amish cabinetry—handcrafted in Indiana with extra-deep storage. A spacious laundry room with a half bath and backyard access makes for an ideal pool bath setup. The oversized garage offers high ceilings and attic storage, adding everyday functionality. The primary suite includes dual closets and an ensuite bath, while two additional bedrooms and a full hallway bath complete the thoughtfully designed floor plan. Additional features include multiple storage closets, a sparkling swimming pool, and a host of recent upgrades: new electrical panel, new plumbing, upgraded AC duct insulation, and a newer HVAC system. Located just minutes from the shops, dining, and cultural scene of downtown Winter Park, this home blends timeless architecture with modern comforts in a location that continues to grow in value and desirability. Don’t miss this rare opportunity to own a piece of Maitland history on a great street. Schedule your showing today!

2020 Geronimo Trail, Maitland

$977,500
5 Beds 3 Baths Highland Park Estates SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Situated on one of the most desirable streets in Dommerich is this magnificent 5 Bed|3 Bath estate updated to offer the perfect blend of space & style! A gracious front porch accented with soft blue shutters against fresh paint provides a peek of what a treasure this home is. The foyer opens to 2 functional, yet distinct living areas. At the front is the living & dining combo that features handscraped hardwood floors, plantation shutters on new windows, recessed lighting, and best of all, an open flow into the kitchen featuring a renovated footprint. Connecting the entertaining & cooking spaces is a massive island with a bar sink, built-in seating, & additional meal prep areas! The kitchen flows seamlessly into the back family room that is anchored by a cozy fireplace flanked by built-in shelving. Because this home is a true 3-way split plan, each wing is genuinely private! The primary suite has an elegant feel with wood floors plus new plantation shutters that open to the meditation garden, but be prepared to be amazed at the luxuriousness. Enormous walk-in dual closets are the first surprise. At the rear of the primary suite, overlooking the tropical gardens of the backyard, is the renovated bathroom featuring a double vanity, walk-in shower, soaking tub, added storage with built-in cabinetry, & a private water closet. The beauty of this home continues in the front wing, which features 2 generously sized guest bedrooms plus a spacious bathroom and more storage in the hall closet. At the rear of the home is the final wing, again featuring 2 spacious bedrooms, storage closets, plus a large bathroom with dual sinks that cleverly serves as a pool bath. Even more living space is found in the Bonus Room! The most impressive area of this property is the magic the owner created through years of lovingly expanding the multiple garden areas of the backyard. In addition to the mediation garden, there are 4 separate gardens to be discovered. The focal point is the sparkling 20,000-gallon pool that has been resurfaced & updated with a new paver patio. Enjoy a dip in the cooling waters and then use the outdoor shower before grabbing a beverage at the new Tiki Bar! Just beyond the pool is a garden of native plants that create beauty with ease since they are drought-tolerant & low-maintenance. When fall arrives, this is the house to retreat to! Tucked behind the Florida garden is a newly constructed fire pit hideaway with seating encased by reclaimed wood & covered with a charming metal roof, plus electric hookup. This area must be experienced to be appreciated! Additional gardens include a pineapple grove & an enclosed garden with raised beds ready to produce crops of herbs, vegetables, or beautiful bouquets. The backyard is so spacious that a double gate was added off the driveway to provide additional parking for an RV or boat! This meticulous homeowner added peace of mind with New Windows & Doors in 2025; New Roof 2022; updated Plumbing and Electrical Systems; a new HVAC system in 2018; fresh paint; new landscaping, & more! Although you might never want to leave home, this retreat is walking distance to Dommerich Elementary & Maitland Middle via new sidewalks and minutes from exciting dining and entertainment venues at Maitland Social & Maitland City Centre. The zoned high school, WPHS, is easily accessible, as well as the celebrated shopping & dining of neighboring Winter Park. Don’t miss your chance to create your dream Maitland home!

2450 Mcintosh Way, Maitland

$870,000
3 Beds 3 Baths Maitland Manor Subdivision SubDv. 32751 Zip Code
This beautiful home on a corner lot in Maitland features a new pool and a large backyard. Inside and out, it’s the perfect home to entertain friends and family. The home’s split floor plan and design maximize functionality. The living room, dining room and kitchen are all large spaces, and so are the three bedrooms. An extra room serves as a perfect office or nursery space. The primary suite boasts a huge closet and bathroom. Two driveways, and plenty of room for boat or RV parking add convenience. The meticulously designed landscaping adds beauty. Recent updates throughout, including a new roof, make this home move-in ready with flexible living and extra space inside and out. And it’s desirable, convenient location in a friendly, no HOA neighborhood make it the perfect place to call home.

446 Piney Croft Lane, Maitland

$1,820,000
4 Beds 3 Baths Delroy Park SubDv. 32751 Zip Code
Stunning Lakefront Pool Home on the Winter Park Chain of Lakes Welcome to your private oasis on the highly sought-after Winter Park Chain of Lakes. This beautifully updated home is nestled on a full acre along the tranquil shores of Lake Nina, ideally located between Lake Maitland and Lake Minnehaha. Nearly every room in the home offers panoramic lake views and spectacular sunsets, creating a peaceful and luxurious waterfront lifestyle. The light-filled interior features four bedrooms, two and one-half baths, a formal living room, a cozy breakfast room, and a spacious family room that opens into a separate game or playroom complete with a wet bar—perfect for entertaining. The recently updated kitchen is both elegant and functional, with a large granite island, farmhouse sink, classic subway tile backsplash, a gas range, and an LG stainless steel refrigerator. The master suite is a serene retreat with a tastefully remodeled bathroom that boasts marble countertops, dual sinks, and an impressive wet room that combines a soaking tub and walk-in shower. Throughout the home, you'll find rich hardwood and slate flooring, plantation shutters, insulated casement windows, and cathedral ceilings. Practical upgrades include a new HVAC system and roof installed in 2016, along with a tankless water heater. Step outside to enjoy the stunning backyard, complete with a resort-style pool area and two expansive decks—one just off the kitchen and another directly on the lake. The lush landscape includes four mature fruit trees: avocado, mango, lemon, and lime, adding to the tropical charm. For those who love the water, the refurbished boathouse and dock deck are ready for all your boating and waterfront activities. This home is a rare opportunity to live on the Winter Park Chain of Lakes with all the modern amenities and timeless style you could hope for. Located in a quiet, welcoming neighborhood, yet just minutes from downtown Winter Park’s boutique shops, top-rated restaurants, and highly regarded schools. Bonus: Be sure to ask about the owners’ expansion plans—an exceptional chance to personalize and enhance this already stunning lakefront gem.

251 W Trotters Drive, Maitland

$979,000
4 Beds 3 Baths Dommerich Woods SubDv. 32751 Zip Code
Welcome to this stunning move-in ready pool home in the highly sought after Dommerich neighborhood, known for its top-rated schools and wonderful community. Nestled on an over-sized corner lot in a quiet cul-de-sac, this beautifully maintained home boasts 4 bedrooms, 2 full bathrooms, plus a convenient half bath. The lush landscaping professionally designed by a certified Landscape Designer, exudes gorgeous curb appeal and surrounds the backyard pool and heated spa, creating a private oasis. A separate screened-in porch is connected by pavers providing another quiet retreat. Step inside to find a light-filled interior with elegant finishes and plenty of room to entertain. The heart of the home is the expansive chef's kitchen with modern appliances featuring a double oven, 2 gorgeous islands with plenty of barstool seating, room for a full dining table, plus an abundance of storage and pantry space. There are 2 large separate living rooms with gorgeous wood flooring and a full bedroom on the first floor, which also makes a perfect office. Upstairs is the huge Primary bedroom and walk-in closet with its completely renovated (2023) en-suite bathroom with quartz countertops, a lovely step-in shower and another closet for additional storage. There are 2 more beautiful bedrooms with good sized closets, another full bright bathroom with double sinks, and a huge laundry room. This worry free home makes getting insurance a breeze with a brand new A/C (2024) complete new roof installation, Hardie Board siding, and an in-ground pool and spa (all in 2015), plus a full home security system with pool security alarms on all of the downstairs doors. This perfectly located home allows for walking to Maitland Community Park, riding bikes to the A-rated public schools, and driving minutes to downtown Maitland with its restaurants, shops and grocery stores. Don't miss your chance to live in this fabulous home and join this welcoming community. Schedule your private showing today!

1621 Chippewa Trail, Maitland

$387,000
2 Beds 2 Baths Moorings On Lake Maitland Condo Bldg 03 SubDv. 32751 Zip Code
Sunny and bright 5th floor condo in the coveted Moorings on Lake Maitland is now available! With lake views from both the living room and breezy lanai, this condo is a wonderful opportunity for those seeking the relaxing Florida lifestyle. This 2 bedroom, 2 bath condo has an inviting master suite with an elegant, recently remodeled en suite bath featuring a walk in rain shower and custom vanity. Wood floors and a roomy walk in closet completes the suite. A secondary bedroom also has its own updated bath for plenty of privacy for your guests. A spacious and welcoming great room has a view of Lake Maitland from the tree tops. Open to the kitchen, the great room has plenty of room for both a living and dining room. One of the best features of this condo is the expansive lanai to sit and read, entertain or simply relax. Additional recent additions and updates include sunny new windows, a new stove and microwave. The association recently installed a new roof as well in 2023. The washer and dryer are conveniently tucked in the unit. This condo also includes a large storage closet in the hall across from the unit for all the extras! The Moorings is one of the favorite condo developments in the area with beautiful landscaped grounds and direct access to Lake Maitland with 150 feet of waterfront, an easy access walking path, a large dock and boat slips. A recently renovated, community pool adds to the luxury of Florida living. The Moorings is directly across from Lake Lily and a quick walk to many delicious Maitland restaurants. Stroll over to Lake Lily for the Maitland Art Festival, the Maitland library and Sundays at the Farmer’s Market. In addition, Winter Park is just 10 minutes away with golfing, shopping and dining on Park Ave. Some furniture is available for purchase as well. Cats only on upper floors. Move in ready for a quick close! This peaceful, private and serene condo is just what you are looking for! Please schedule your appointment today!

206 Quayside Circle Unit 504, Maitland

$485,000
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

$1,000,000
4 Beds 4 Baths Oaks Maitland SubDv. 32751 Zip Code
Reduced $200K to help with remodeling if desired!! One owner custom built modern contemporary nestled in a secluded area in The Oaks of Maitland! Spacious home offers a soaring vaulted cedar beamed ceiling in family room with wet bar and floor to ceiling wood burning stone fireplace. Located on a cul-de-sac lot with a circular paved driveway and oversized side entry garage, the backyard includes a putting green and creek running 170ft. along back boundary. 1/2 acre + lot includes azaleas, camelias, lilies, hibiscus, staghorn ferns, copper plants, magnolia tree, tabebuia trees, fig tree, etc. Deeded access to the Winter Park chain of lakes thru the neighborhood HOA boat ramp with access to Lake Minnehaha available with a yearly fee. Walking distance to Maitland Community Park with playground, exercise paths, tennis courts, picnic grounds and more! New roof and newer front double hung insulated windows! Cherry kitchen cabinets, granite countertops, sink hot water dispenser and beautiful 8 panel interior wood doors throughout home! The entire 2nd floor is a primary suite including a large walk-thru closet, bathroom, and den/study/exercise room! Three bedrooms on first floor with one that could be a primary bedroom if steps cause a problem. Two other 1st floor bedrooms share a tub-shower with each having their own toilet and vanity.

1606 The Oaks 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

$1,575,000
5 Beds 4 Baths Dommerich Brook SubDv. 32751 Zip Code
Tucked away in a quiet cul-de-sac in the heart of Dommerich, this breathtaking modern farmhouse, built by Keith Groninger in 2014, is set on a serene nature-preserve lot just blocks from A-rated Dommerich Elementary. With over 3,900 square feet of thoughtfully designed living space, this home offers 5 bedrooms (including a spacious oversized loft), 4 bathrooms, an office, a bonus room, and an open-concept great room with stunning views of the surrounding greenery. Designer details such as shiplap accent walls, vaulted ceilings, and wood plank tile floors complement luxurious upgrades throughout. Oversized sliding doors fill the home with natural light and open to a covered patio with motorized screens and a composite-wood deck, perfectly positioned to overlook the saltwater pool and preserve. An outdoor shower adds a touch of resort-style convenience, perfect for rinsing off after a swim or enjoying a refreshing start to the day. Home recently This lifestyle-focused home is ideally located near top-rated schools, major transportation routes, charming Maitland downtown, vibrant Winter Park, and an array of parks, restaurants, and shopping destinations. Energy efficiency and smart living take center stage with features like a 22kW whole-house backup generator (warranty through Q1 2026), radon mitigation and UV systems for the HVAC, Nest smart smoke/carbon monoxide detectors, high-voltage EV charging, solar panels for the water heater, and a solar-heated saltwater pool, and a Florida Green Certified 56 HERS rating. Additional conveniences include French drains, gutter guards, a backyard shed, smart thermostats, and a security system wired for both ADP and Central Alarm. With expansive storage, a dedicated organization hub for a drop zone or study area, and a seamless blend of style, functionality, and sustainability, this home is an exceptional offering that truly stands out.

2131 Dyan Way, 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

$535,000
4 Beds 2 Baths Brittany Gardens SubDv. 32751 Zip Code
Welcome to 2648 Queen Mary Place, a beautifully maintained 4-bedroom, 2-bathroom home in a sought-after gated community of Brittany Gardens in Maitland, Florida. With over 2,200 square feet of thoughtfully designed living space, this home features a perfectly SPLIT FLOOR PLAN with a separate formal dining room, great-sized rooms, and a LARGE master bathroom for ultimate comfort. Recent updates include a ROOF INSTALLED 2018, brand-new TANKLESS WATER HEATER, and durable LUXURY VYNIL PLANK (LVP) flooring throughout, ensuring modern convenience and style. The screened-in patio offers a serene space to enjoy Florida’s year-round sunshine, while the super cute curb appeal welcomes you home. Residents of Brittany Gardens can enjoy access to Howell Creek and fishing from the shore. Located just minutes from downtown Winter Park’s dining, shopping, and cultural attractions, this home combines prime location with exceptional features, making it the perfect place to call home. Schedule your private showing today!

2648 Queen Mary Place, 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

$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