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$529,500
4 Beds 2 Baths Greenwood Gardens Sec 01 SubDv. 32751 Zip Code
Welcome to one of Maitland’s most unique and captivating pool homes — perfectly positioned just steps from downtown Maitland and Lake Lily Park. This stunning 4-bedroom, 2-bath residence combines architectural character with everyday livability. Soaring vaulted ceilings and expansive windows flood the home with natural light, creating a sun-drenched family room that feels both grand and inviting. The open layout flows effortlessly, ideal for entertaining or relaxed Florida living. Step outside and you’ll discover a true backyard oasis. Surrounded by lush, mature Florida foliage, the oversized pool becomes your private retreat. A dramatic grotto-style waterfall spa adds resort-level ambiance — the kind of feature guests won’t stop talking about..... Condition? New Roof 2024, New A/C condenser and compressor 2025, Tankless Gas Hot Water heater, New Electrical panel, 2022. Pool was added in 2006 - inspected & verified in good condition Dec. 2025.... Location? It doesn’t get better. Enjoy walking distance to: • Downtown Maitland • Lake Lily Park • Maitland Public Library • The Maitland Bike Path • Maitland Center SunRail Station • Parks, schools, and local favorites • And yes — Whole Foods and Trader joes are just down the street. This is more than a home — it’s a lifestyle property in one of Central Florida’s most charming communities.

721 Gamewell Avenue, Maitland

$600,000
4 Beds 2 Baths English Estates Unit 3 SubDv. 32751 Zip Code
Conveniently located in the established subdivision of English Estates, this updated and upgraded 4 bed, 2 Bath pool home is sure to please. From the moment you drive down the tree lined street you will sense the pride in this charming neighborhood. Come home and relax in the fully fenced in back yard that was transformed into a personal outdoor haven complete with a sparkling 33 x 13.5 ft pool, freshly painted pool deck, new pool pump, recently installed artificial green spaces/ dog run, stone pavers, fire pit, hot tub and golf putting green. Whether you're relaxing by yourself or entertaining guest for a BBQ this outdoor oasis is in a class above the rest. Inside you will immediately be greeted by a transitional modern foyer highlighted by exposed brick with visible mortar joints; stunning. New energy efficient windows were installed throughout as well as tasteful LVP flooring. The living floor-plan has very functional spaces, so no guessing where everything goes. Those rooms include a living room, family room, kitchen, and off kitchen dining area. The kitchen was fully renovated recently with plumbing, shaker style cabinets, quarts counter tops, appliances and a backsplash. The kitchen also boast a dry bar for versatility. The family room is highlighted by high ceilings, a custom wood accent wall that really draws all eyes to it, 2 ceiling fans, sky lights, and the perfect amount of natural light coming through the French doors leading to the patio. The living room is a perfect spot for some extra couches and chairs and a coffee table. Ideal for hosting additional guest, reading a book, etc. The master quarters is the largest bedroom in the home and has high ceilings, double French door to the Florida room, 2 closets (1 walk in and one built in), ensuite bathroom, dual sink stone counter top vanity, separate make-up vanity with stone countertop, and a walk in shower. Bedroom 2, 3, and 4 gives homeowners many possibilities of their choosing. Bathroom 2 boast a bath with shower head, dual sink vanity, and extra storage cabinets. Transitioning between the main home and the outdoor retreat you will find a long versatile 40 x 10 Florida room under air (wall unit) that is completely covered, enclosed, new luxury laminate flooring, and complete with all new windows. An additional storage area was built for the pool equipment and outdoor necessities. Major system updates are as follows: Roof: 2021. HVAC: 2015 Plumbing: Partially re-plumbed in 2022. Electrical: New panel added in 2022 (in addition to the older one). English Estates is a very popular and convenient location close to a lot of popular areas. Commute quickly to areas such as Winter Park, Baldwin Park, Audubon Park, Oviedo, Casselberry, Altamonte Springs, Full Sail University, UCF, I-4, 417, 429, Shopping, restaurants, and more. A hidden gem in the area is Kewannee Park; home to Kewannee trail a 1.9 mile paved 2 lane loop. Amenities include a basketball court, pond, pier, and playground. Schedule your showing today before it's too late. Don't let this home pass you by.

2462 Markingham Road, Maitland

$212,000
2 Beds 2 Baths Visconti East SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. LIMITED TIME ONLY THROUGH MAY 11! Seller is offering a $5,000 contribution towards buyer’s closing costs. Move-In Ready Maitland Condo with Rare 2-Car Garage & Flexible Work-From-Home Layout Welcome to this beautifully updated three-level condo in a gated Maitland community—offering the space, flexibility, and low-maintenance lifestyle today’s buyers are looking for. This 2-bedroom, 2-bath home features a versatile office/flex room, ideal for working from home, a guest space, gym, or creative studio. Soaring ceilings, abundant natural light, and a smart multi-level layout create a bright and open feel throughout. Recent 2026 upgrades include fresh interior paint, brand-new carpet, updated bathrooms, new window blinds, and stainless steel appliances (refrigerator 2024), along with a full-size in-unit washer and dryer—making this home truly move-in ready. One of the standout features is the rare 2-car garage—hard to find in this area—offering added convenience and storage. Enjoy a low-maintenance lifestyle with HOA coverage that includes exterior maintenance, landscaping, valet trash, water, sewer, and pest control. The community offers resort-style amenities including two pools, fitness center, clubhouse, tennis and basketball courts, and playground. Ideally located just minutes from I-4, shopping, dining, and daily conveniences, this home offers both comfort and connectivity. Home includes a warranty and is available for immediate occupancy.

2837 Shadow View Circle Unit 2837, Maitland

$692,000
3 Beds 2 Baths Oakland Shores SubDv. 32751 Zip Code
Welcome to this beautifully remodeled single-story home in a perfect location---offering no stairs and effortless open living. This truly move-in ready residence features soaring ceilings and beautiful custom energy-efficient windows allowing an abundance of natural light. The modern chef's kitchen is the heart of the home with its bright eat-in area, built-in pantry, high-end cabinets and plenty of gorgeous counter space. This home boasts three spacious bedrooms with huge custom closets, two completely renovated bathrooms, a dedicated office space and an additional expansive family room---ideal for entertaining or flexible living. Step outside to your private backyard oasis with a sparkling pool, lush landscaping, and a brick privacy fence creating a peaceful resort-style setting. Through the Primary suite's door, there's another separate outside retreat with a charming peek at the lake. For extra peace of mind, all of the important big-ticket items of this immaculate home have already been updated or replaced---roof(2021), dual A/C system(2021), pool re-surfaced and painted(2021), pool pump(2025), new septic system(2022), irrigation(2022), landscaping(2022), a hot water heater(2025), and a security system(2022). Also, a nice two-car garage with epoxy flooring includes a renovated garage door opener, additional storage, a hard-wired outlet for charging electrical vehicles, and a new exterior door for added convenience. Don't miss your chance to own this dream home, ideally located in one of Maitland's most sought-after neighborhoods. Schedule your private Showing today!

514 W Faith Terrace, Maitland

$1,199,500
5 Beds 4 Baths Wellington SubDv. 32751 Zip Code
Welcome home to one of the best-kept Maitland secrets, the neighborhood of Wellington. This lakefront home enjoys over 125 feet of linear frontage on Lake of Woods, a spring-fed skiable lake. Home is nearly 3,200 square feet, four bedrooms, three baths with incredible sunset views. Home is spacious with a first-floor primary suite and other bedrooms upstairs with generous flex space. Living space features a wood-burning fireplace with a vaulted ceiling and wood beam architectural accents. Two separate covered porches and screened pool make entertaining a breeze. Other features include solar power energy system (paid in full), newer roof, 2024 air conditioner, updated Hardie board siding, new windows, leaf guard gutter system, replumbed and more. This location is pristine close to many amenities and major roadways. This is a unique opportunity to enjoy lake life at its best.

1232 Wellington Terrace, Maitland

$897,000
4 Beds 2 Baths Dommerich Woods SubDv. 32751 Zip Code
LOCATION! LOCATION! LOCATION! SERENE HOME in beautiful Dommerich Woods. Located on a quiet cul-de-sac, this unique .28+ acre property offers a single story, 4 bedroom + flex room split plan surrounded by peaceful nature. Brick driveway invites you to a gated courtyard leading to front door & fenced property offering complete privacy including pool, tranquil haven overlooking lush preserve & side yards for garden/play. Step inside to experience spacious foyer & living room with wood burning fireplace & wall of windows to front courtyard. The primary suite boasts a flex room perfect for home gym, office or nursery leading to 21x 14 primary bedroom!! Bright kitchen overlooks sparkling pool & family room leading to additional three bedrooms & guest/pool bath. This delightful home offers so much natural light, great closet space, hardwood floors, 2 car garage, new roof, gutters, AC, ductwork 2018, NO HOA!, Dommerich Elementary, Maitland Middle & Winter Park High & access to boat ramp on Lake Minnehaha leading to the Winter Park Chain of Lakes. WELCOME HOME!

821 Woods Court, Maitland

$230,000
2 Beds 2 Baths Ultra Vista Condo SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. This beautiful condo in the heart of Maitland—just minutes from Winter Park, Altamonte Springs, and more—truly has it all! Featuring new floors, a new roof, new windows, new HVAC, new plumbing, fresh interior and exterior paint, new fixtures, and new vanities, this home offers years of worry-free living with everything already taken care of. Outside, enjoy a private parking space, a crystal-blue community pool surrounded by stunning mature trees, and the most welcoming neighbors. Inside, you’ll love the soaring ceilings in the main living space filled with abundant natural light, plantation shutters throughout that elevate every room, beautifully remodeled bathrooms, and a shopper’s dream primary closet—fully walk-in and wraparound. The open living area leads to a screened patio, perfect for relaxing or entertaining, while the primary bedroom even has its own private patio. And you can cozy up by the wood-burning fireplace in the cooler months. With FHA and VA approval, along with conventional and cash options, this move-in-ready condo is accessible to a wide range of buyers. Schedule your private showing today and see for yourself what makes this home so special!

551 Finchley Road Unit 551, Maitland

$525,000
4 Beds 2 Baths Dommerich Hills First Add SubDv. 32751 Zip Code
Discover the charm of Mid-Century Modern living in this beautifully maintained 4-bedroom, 2-bath home located in one of Maitland’s most desirable neighborhoods. This single-story residence offers a bright and inviting layout with clean architectural lines, abundant natural light, and generous living spaces perfect for both everyday comfort and entertaining. Under the carpet is beautiful preserved grey and white terrazzo flooring just waiting to be refinished!! The kitchen and spacious dining and living areas flow seamlessly to the outdoors, where mature landscaping and an oversized yard create a sense of privacy and tranquility. The living room and dining room combo off the kitchen makes meal time easy and with an additional family room off the other side of the kitchen there is plenty of space for all to gather, watch TV etc... The sliding doors that open up to the screened in porch provide additional entertaining space!! Home has four spacious bedrooms with ample closet space. Plenty of driveway parking, the two car carport provides additional covered parking and parking is allowed on the street. Ideally situated near top-rated schools - Dommerich, Maitland Middle and Winter Park High School. Winter Park, Maitland City Centre, Lake Sybelia, local parks, and major commuter routes are all convenient. This home blends timeless style with modern convenience. With its prime location and distinctive Mid-Century character, this Maitland gem is ready to welcome its next owner.

620 Chickapee Trail, Maitland

$458,000
4 Beds 3 Baths Winfield SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Discover this move-in ready gem in the heart of Maitland! This home offers a stylish open floorplan with VAULTED CEILINGS, abundant natural light, and thoughtfully updated finishes throughout. The RENOVATED KITCHEN features new stainless steel appliances, a deep farmhouse sink, white subway tile backsplash, and modern fixtures. Both bathrooms have also been recently renovated, giving the home a fresh, elevated feel. The spacious primary suite includes a true WALK-IN CLOSET with custom built-ins and a luxurious en-suite bath complete with a double vanity, oversized glass-enclosed shower, and dual showerheads. Both the living area and bedroom open directly onto the outdoor deck, creating a seamless indoor-outdoor flow. Step outside to your FULLY FENCED backyard—perfect for entertaining or relaxing. The yard features BRICK PAVERS, a custom FIREPIT, and a full IRRIGATION SYSTEM for easy maintenance. Located in one of Central Florida’s most desirable areas, this home offers top-rated schools, boutique shopping, and local dining just minutes away. Enjoy quick access to Maitland City Centre, Lake Sybelia, Winter Park, downtown Orlando, and major roadways including I-4, 434, and 414. This one checks every box—don’t miss it & schedule a private showing today!

2133 Falkner Road, Maitland

$335,000
2 Beds 2 Baths Sierra Condominiums SubDv. 32751 Zip Code
Price improved! CONDO WITH PRIVATE GARAGE - JUST REPLUMBED WITH WARRANTY! Discover the perfect blend of comfort, elegance, and convenience in this beautifully updated 2-bedroom, 2-bath condominium in the highly sought-after Sierra Condominiums of Maitland. This move-in ready condo welcomes you with a screened front porch and an inviting living room with a wood-burning fireplace with an electric insert. The bonus room can be used as a television room, as a Florida room (offering a sunny spot to enjoy morning coffee while watching butterflies in the garden), or as a hobby room; leaving the living room free for formal entertaining. The upgraded kitchen features quartz countertops, under-cabinet lighting, new appliances, and accessible cupboards for easy access. A versatile breakfast nook (which is currently used as an office), includes a beautiful built-in cabinet perfect for dishes, collectibles or files. Tile floors in the kitchen and baths complement attractive laminate flooring throughout the living areas. Double-pane windows with plantation shutters, a new front door, gas heat, and a gas water heater provide comfort and efficiency year-round. Surrounded by mature trees and lush landscaping, this friendly, walkable neighborhood (with no traffic going through it), offers a warm community feel. Sierra residents enjoy a sparkling pool, tennis/pickleball court, and a welcoming clubhouse. HOA fees cover exterior maintenance, reserves for roofs, painting, roadway and pool upkeep, lawn care and cable television. A wonderful opportunity for those looking to downsize while maintaining an independent lifestyle – or an ideal first home with a coveted Maitland location!

2344 Sierra Lane, Maitland

$375,000
3 Beds 3 Baths Ultra Vista Condo SubDv. 32751 Zip Code
Stunning, renovated condo in Maitland’s Ultra Vista community with attached one-car garage. Expect to be impressed as you enter this luxury residence boasting vaulted ceilings which fill the home with natural light! Fall in love with this remodeled kitchen with a butcher block island, 42-inch white cabinetry, soft-close drawers, pantry, tile flooring, and stainless-steel appliances. Wonderful great room with wood-burning fireplace, dining room, and sliding doors leading to the enclosed outdoor porch, perfect for entertaining! Gorgeous wood flooring brings warmth to the home. Retreat to the primary suite with an impressive, updated bath featuring stone counters, walk-in closet, and spacious walk-in shower. The 2nd bedroom is bright and spacious with an updated en-suite bath with soaking tub. The downstairs bedroom with updated en-suite bath is perfectly positioned for a guest suite, home office or den. Enjoy the privacy outdoors with the stone patio and beautiful landscaping overlooking a conservation area. Updates include a new roof (2024), new electrical panel (2024), replumbed, AC (2016) and new exterior paint coming soon. This private community offers a sparkling swimming pool and dog park for its residence. Incredible location, minutes to Winter Park’s Park Ave for shopping and dining. This is the one you have been waiting for!

1990 Kenaston Road Unit 1990, 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

$455,000
3 Beds 2 Baths Greenwood Gardens Sec 01 SubDv. 32751 Zip Code
Step into this delightful 3-bedroom, 2-bath split plan home, perfectly nestled in one of Maitland's best-kept secret neighborhoods. As you approach, a spacious front porch welcomes you—the perfect spot to enjoy your morning coffee or an evening unwind. Inside, you'll find a home that's been thoughtfully updated and is ready for its new owners. Freshly painted walls and brand-new bedroom carpets create a clean, inviting canvas. The main living areas feature beautiful saltillo tile, a stylish and durable foundation just waiting for your personal touch. The home's open floor plan is anchored by a kitchen that was remodeled in 2013, complete with a cozy eating area that's ideal for casual meals or gatherings. The spacious living room is the heart of the home, boasting vaulted ceilings, with two skylights, and a charming wood-burning fireplace that adds warmth and character. One of the standout features is the incredible backyard, a true entertainer's paradise. A 500-square-foot patio with a wooden pergola provides a fantastic space for relaxing or hosting get-togethers. The generously sized, fully fenced yard offers plenty of room for outdoor fun and games. Plus, a versatile outdoor shed is ready to be transformed into your dream workshop, a tranquil "he/she shed," or even an outdoor kitchen. This home offers the perfect balance of privacy and convenience. Key updates include a new roof (2022) and a complete repipe (2016), giving you peace of mind. Its prime location puts you just minutes from local favorites like the Enzian theater, Publix, Kappy's Subs, the Sunrail station, and the vibrant dining and shopping scene of Winter Park and Lake Lily. Ready to see this Maitland gem for yourself? Let me know if you'd like to schedule a showing!

741 Robinhood Drive, Maitland

$899,000
4 Beds 3 Baths Maitland Isle SubDv. 32751 Zip Code
This beautifully updated residence, nestled on a desirable corner lot in the tranquil Maitland Isle Subdivision, offers nearly 2,900 square feet of refined living with four bedrooms and two and a half baths. The home enjoys private lake access to Lake Maitland on the Winter Park Chain of Lakes, combining natural beauty with everyday convenience. Designed with a split, open floor plan filled with abundant natural light, it showcases a completely renovated kitchen (2020) featuring a large island with granite countertops, wood cabinetry and stainless steel appliances. Upstairs, the spacious primary suite is a private retreat with its own balcony overlooking the pool and backyard, while the lushly landscaped grounds include mango, avocado and tangerine trees, creating a serene tropical escape. Recent updates elevate this home’s appeal, including new carpet (2025), a pool cleaner (2025), one A/C unit (2025), plantation shutters (2025), dishwasher (2025), new windows (2024), a car charger installation (2024), washing machine (2024) and attic insulation (2022). Additional enhancements include renovated baths, luxury vinyl plank flooring, updated exterior doors, outdoor fencing and energy-efficient solar panels (2018) that provide approximately $250 per month in electricity savings. The roof, pool equipment, and more have also been thoughtfully upgraded for peace of mind. Perfectly positioned within an excellent school district—Lake Sybelia Elementary, Maitland Middle and Winter Park High—this home is close to Maitland City Center, Park Avenue, and local dining, parks and recreation. Combining comfort, modern updates and an exceptional location, this Maitland Isle property is an outstanding opportunity in one of the area’s most sought-after neighborhoods.

121 Mariner Way, Maitland

$285,000
3 Beds 2 Baths Hamlet At Maitland SubDv. 32751 Zip Code
Welcome to 1073 Hamlet Drive—an updated 3-bedroom, 2-bathroom block home with over 1,000 square feet of comfortable living space, a 1-car garage, and a prime location in the highly sought-after community of Hamlet at Maitland. From the moment you step inside, you'll be greeted by vaulted ceilings, an abundance of natural light, and an open floor plan that’s ideal for entertaining. The spacious living room flows effortlessly to a sliding glass door that leads out to a cozy patio—perfect for summer BBQs and enjoying the Florida sunshine. The kitchen is well-appointed with stainless steel appliances, granite countertops, shaker-style cabinetry, and a dedicated food pantry for extra storage. The large owner’s suite offers a true retreat with its walk-in closet and en-suite bathroom featuring a dual-sink vanity with granite countertops, an oversized, well-lit mirror, and a garden tub with shower—perfect for soaking the day away. The home also includes a full guest bathroom and two additional guest bedrooms, one of which includes a walk-in closet. Situated in a friendly, owner-occupied community with a low HOA fee, Hamlet at Maitland places you near top-rated schools like Dommerich Elementary and Maitland Middle and just minutes from the best dining, shopping, and amenities of both Maitland and Winter Park. Schedule your private showing today—this one won't last!

1073 Hamlet Drive, Maitland

$579,000
4 Beds 2 Baths English Estates Unit 3 SubDv. 32751 Zip Code
Welcome to 1434 Winston Road, located in Seminole County’s desirable English Estates neighborhood. This beautifully maintained midcentury modern–inspired 4-bedroom, 2-bathroom pool home offers 2,312 square feet of bright and functional living space, filled with natural light and thoughtful updates throughout. Step inside to discover a warm, inviting layout with bamboo wood and tile flooring in all the main living areas and freshly painted interiors that create a crisp, modern feel. The kitchen features a peninsula with seamless flow to the dining and living rooms, along with an updated backsplash that highlights the home’s timeless design and provides a perfect gathering spot for family and friends. The primary suite features a spacious bathroom with a new vanity, walk in shower and a dreamy walk-in closet with plenty of natural light. A generously sized Florida room overlooks the pool area and has been recently equipped with a new split AC system—perfect for lounging, working out, or working from home all year long. Recent upgrades include a roof (2022), new HVAC system (2025), and full repiping with an updated electrical panel (2022). Additional improvements include hurricane-rated smart garage doors and openers (2023), dual-pane windows for energy efficiency, and a new pool pump and filter tank (2024). The backyard is fully fenced and showcases lush, mature landscaping, creating a private and serene outdoor escape. Exterior maintenance is a breeze with recently installed gutters and a new front yard smart irrigation system. Bonus—this home sits on a conservation lot! No rear neighbors!! With its midcentury charm, modern updates, and major systems already in place, this move-in-ready home is the perfect blend of style and function. Just minutes from parks such as Kewannee, shopping, and top-rated schools, it offers the best of Maitland and Seminole County living. <iframe src="https://www.zillow.com/view-imx/ca9004b4-036a-46c6-adbf-3df42117962d?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard" width="100%" height="790px" frameBorder="0" style="border: 0;"></iframe><br>Brought to you by <a href="" target="_blank">The A List</a>

1434 Winston Road, Maitland

$855,000
4 Beds 3 Baths Versailles SubDv. 32751 Zip Code
Welcome to Versailles, where timeless architecture meets everyday ease just steps from the shimmering waters of Lake Minnehaha. This beautifully updated home offers peace of mind with a NEWER ROOF, 4-year-old HVAC, NEW IRRIGATION SYSTEM and APPLIANCES approximately 5 years old. Inside, the thoughtfully designed split floor plan ensures privacy for the primary suite, while elegant formal living and dining rooms create the perfect setting for entertaining. At the heart of the home, the chef’s kitchen boasts an island overlooking the inviting family room with custom built-in shelving. Enjoy the screened in lanai located off of the kitchen and family room with plenty of space for multiple seating areas. The versatile 5th bedroom currently serves as a sophisticated study. The private primary retreat features a spacious walk-in closet and a spa-inspired bath with double vanity, separate shower, and soaking tub. Updated secondary bathrooms add to the home’s refined appeal. Beyond the home, enjoy private neighborhood access to Lake Minnehaha—ideal for paddle boating, kayaking, or simply taking in golden-hour sunsets on the PRIVATE DOCK over the water. With Lake Minnehaha visible just across the street, the location is second to none. You’ll also appreciate being zoned for TOP RATED schools and just minutes from Maitland Blvd, I-4, 436, and the area’s best shopping, dining, parks, and recreation. An optional HOA adds flexibility to enjoy the community your way.

939 Versailles Circle, Maitland

$1,153,000
4 Beds 3 Baths Lake Colony Ph 01 Rep SubDv. 32751 Zip Code
Welcome to this custom-built 4 bedroom, 3 bathroom home located in the gated community of Lake Colony Estates. This beautifully remodeled property includes an enclosed private mother-in-law suite or office, perfect for extended family, guests, or remote work. Enjoy a breathtaking courtyard view from the expansive formal living area, featuring an open and airy layout surrounded by manicured landscaping for total privacy and tranquility. This meticulously maintained home includes numerous recent upgrades which include a newer tile roof (2019), two replaced AC units, two replaced water heaters, newer double pane windows, triple-stranded bamboo flooring, newer screened in pool enclosure, brand-new above ground spa, a private putting course and more. The gourmet kitchen is outfitted with updated GE Monogram appliances, a new Bosch dishwasher, and opens seamlessly to a brand-new outdoor kitchen and grilling area. A new Samsung washer and dryer are also included for added convenience. This home is being offered furnished aside from a few personal items and a couple items with sentimental value —just bring your suitcase and move right in. This home is rare find in one of the area’s most exclusive communities. Schedule your private showing today!

1353 W Lake Colony Drive, 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

$410,000
4 Beds 2 Baths Winfield SubDv. 32751 Zip Code
Welcome to this beautifully maintained 4-bedroom, 2-bath gem nestled in the heart of Maitland! Thoughtfully designed with both style and functionality in mind, this home offers a versatile floor plan featuring vaulted high ceilings, split bedrooms, both formal living and family rooms, perfect for entertaining or quiet evenings at home. The fourth bedroom, adorned with elegant French doors, makes an ideal home office or creative studio space. Step inside to discover warm engineered wood floors in the main living spaces, creating a cozy and inviting ambiance. The kitchen overlooks the family room, with it's own eating area, making it the true heart of the home . Enjoy year-round comfort with a 2021 A/C system, a new roof 2017, new water heater 2025 and the peace of mind that comes with new windows and sliding door to large lanai. The brick paver driveway adds charm and curb appeal to this well-maintained property. The backyard is fully fenced, ideal for pets, play, or weekend gatherings. As a bonus, the garage refrigerator conveys with the home! Conveniently located near RDV Sportsplex/Genesis Health Club, I-4, Winter Park, Trader Joes, Whole Foods and a variety of great shopping and dining options.

2132 Tortoise Shell Drive, Maitland

$476,500
4 Beds 2 Baths Stonewood SubDv. 32751 Zip Code
“Back on the market due to buyer financing. No fault of the seller.” STONEWOOD. This desirable community is located in Maitland, Seminole County City limits. This four bedroom, two bath, beatiful lakefront home awaits you! Do not miss out on this wonderful opportunity. Stonewood subdivision is a beautiful area under beautiful mature oak trees with a well kept yard. The home sits high above with the view of the lake. In addition, the home has vaulted ceilings and a wood burning fireplace. Two of the rooms are walled with Pella windows looking over the lake. The kitchen and dining area are adjacent to one another and have Pella doors leading to the outside deck. The floors are a combination of carpet, large light tiles, and Bruce wood floors. This home is located near churches, schools, the Maitland Center and I4, all conviently located in Central Florida. Make this home your very own to enjoy!

449 Forestwood Lane, Maitland

$1,100,000
4 Beds 3 Baths Versailles SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer & this property qualifies for a credit up to $17,250 through the seller's preferred lender | Welcome to Versailles, where timeless style meets a top to bottom 2025 RENOVATION that redefines luxury living! Taken down to the studs and rebuilt with intention, this private POOL HOME is the one you have been waiting for. Major mechanical updates include: FULL REWIRE & ELECTRICAL (2025) | ALL NEW PLUMBING (2025) | WATER HEATER (2025) | Most windows replaced with HIGH END SLIDING GLASS DOORS (2025) | FRESH EXTERIOR PAINT (2025) | NEW ROOF (2023) | A/C (2014). Inside, the layout is bright, open and effortlessly liveable evidenced in the soaring ceilings and architectural details – including wood beam accents, a dramatic floor to ceiling fireplace, and a catwalk style second floor that creates an elevated yet inviting vibe. The great room connects the family room, kitchen, and dining areas, all with views to the pool and backyard thanks to an entire back wall of windows and sliding doors. OPTIONAL 4TH BEDROOM IS THE FORMAL LIVING ROOM AND CAN BE ENCLOSED AS THE BUYER DESIRES FOR OFFICE/ 4TH BEDROOM NEEDS. The magazine worthy kitchen is equal parts chic and functional featuring solid wood two-tone cabinetry, an OVERSIZED ISLAND WITH BAR SEATING, high end appliances (including an INDUCTION COOKTOP!), and a CUSTOM WALK-IN PANTRY for all your storage needs. Just off the dining area, a cozy sunken living room adds additional versatile space for everyday living or entertaining. Your MAIN FLOOR OWNER’S SUITE is a spectacular retreat; light filled and spacious with a CUSTOM DESIGNED WALK-IN CLOSET and spa-caliber bathroom delivering ZERO ENTRY DUAL MOEN SHOWERS with digital temperature and pressure controls, and sleek finishes throughout. Upstairs, two generous bedrooms and a large guest bath with a free standing acrylic soaking tub and separate shower offer comfort and style for family or guests. Also noteworthy; your laundry room is outfitted with smart, space saving solutions that include a state of the art combination washer/dryer and abundant storage. Outside, your PRIVATE BACKYARD OASIS awaits – a large open air pool with brand new pavers and lush landscaping, all fully fenced on a .30 ACRE LOT with a covered lanai – plus mature trees, a convenient circular driveway and endless curb appeal to round out the exterior. Additional highlights; light-toned ENGINEERED HARDWARD FLOORS and UPGRADED TILE THROUGHOUT, ideal split bedroom layout, attic storage in the garage, an optional HOA and you are ZONED FOR TOP-RATED SCHOOLS. Lake Minnehaha is visible just across the street and you are only minutes from Maitland Blvd, I-4, 436 and the area’s best shopping, dining, several parks and tons of recreation. Style, substance and location, this home is the total package. Schedule your tour today and come experience quiet luxury with a modern edge in your new Maitland pool home!

941 Versailles Circle, Maitland

$550,000
3 Beds 2 Baths Stonewood SubDv. 32751 Zip Code
Welcome to the highly sought after subdivision of Stonewood where this beautiful home is ready for new owners! This home has been well maintained and meticulously cared for with pride for the past 30 years by the same owner. As you pull up, you'll notice the stunning curb appeal complete with colorful landscaping, fresh exterior paint, mature oak trees, and brand new roof (2025)! As you step inside, you'll be greeted by an abundance of natural light and an inviting floor plan perfect for any family. The interior has been updated with brand new carpet and vinyl flooring in all of the living areas, fresh paint throughout, and new light fixtures! The kitchen is at the heart of the home and is bright, spacious, and connects to the living room, which is perfect for entertaining! The bedrooms are on a split floor plan ideal for quiet and privacy. The primary bedroom is large and fully equipped with multiple walk in closets and a spacious en suite. Step outside through the french doors into your large screened-in porch so you can enjoy all that Florida has to offer. The backyard is fenced and shaded by the mature oak trees, perfect for a swing set or enjoying time with friends and family. Stonewood is a beautiful, established neighborhood in the heart of Maitland. It has great school options nearby and is also conveniently located near shopping, dining, and major roads allowing for easy commute around town. Don't wait on this one; schedule your showing today!

444 Stonewood Lane, Maitland

$500,000
3 Beds 2 Baths Oakland Shores 1st Add SubDv. 32751 Zip Code
Step into this meticulously maintained, move-in ready mid-century modern beauty, nestled in the heart of the higly sought-after Oakland Shores neighborhood in Maitland, Florida. Situated on an elevated lot, this home boasts all new landscaping, a newly painted exterior, and exceptional curb appeal. The solid block construction offers both durability and timeless style, with three spacious bedrooms and two full bathrooms Enjoy vaulted ceilings and a cozy brick wood-burning fireplace in the spacious living room, with elevated windows that flood the space with natural light. The seamless flow from living to dining creates a perfect setting for both everyday living and entertaining. The kitchen featuring sleek granite countertops, stainless steel appliances, and pull-out storage in the cabinets and pantry. A large window above the sink offers a view of the lush backyard, while the adjacent eat-in nook provides a charming spot for casual meals. Newer laminate flooring flows throughout the home, with tile accents in the kitchen, dining room, nook, and bathrooms. Both bathrooms have been thoughtfully updated, with the primary bath receiving a luxurious remodel in 2022—complete with a thermostat-controlled floor warming system for extra comfort. The primary bedroom is a true retreat, filled with natural light and featuring a custom walk-in closet. The secondary bedrooms are generously sized, with one offering two large closets, providing ample storage space. Recent Upgrades: This home has received over $30K in all new landscaping both in the front as well as the backyard. New walkways have been added, all new irrigation, and PVC fencing in the backyard. Other updates include a new garage door, exterior paint, shutters, and fresh hardware on interior doors. HVAC air handler (2022), and a new septic tank and drain field (2022). Home has double pained windows and Aug 2025 new tankless water heater. Relax and unwind on the large 33’ screened porch, perfect for enjoying the Florida weather at any time of day. The beautifully landscaped backyard is complete with a fire pit, ideal for cozy evenings with family and friends. This home’s location couldn’t be better—close to shopping, restaurants, grocery stores, and with easy access to I-4. Plus, there’s no HOA to worry about! Whether you’re commuting or enjoying local amenities, this property offers the best of both worlds. This is a rare opportunity to own a beautifully updated mid-century home in one of Maitland's most desirable neighborhoods. Schedule your showing today and start imagining your new life here!

632 Magnolia Drive, 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

$970,000
4 Beds 2 Baths Minnehaha Shores SubDv. 32751 Zip Code
An exceptional four-bedroom two-bath home rests on over 1/3 of an acre, corner lot, in the established community of Minnehaha Shores in Maitland. Lake views and across from the private deeded neighborhood lake lot which provides access to Lake Minnehaha and the Winter Park Chain of Lakes. This home offers generous living spaces spanning over 2,826 square feet with open kitchen into family room, dedicated dining and sitting rooms, Florida room and bonus/office space that transitions through seamless sliding glass doors to backyard that brings in the outside. Neutral finishes endure with gorgeous blonde oak wood floors throughout, custom kitchen that showcases custom cabinetry, stainless appliances, marble counters, a large center island with bar seating, and a peek through opening over an undermount sink to the greenery of the outside landscape. Additionally, home highlights include vaulted ceilings in living and flex room. The Florida room is flanked with windows allowing soft natural light into the space. A back flex space has tongue and groove ceiling detail and vaulted, all overlooking back paved patio ideal for entertaining with room to grow. The primary suite is spacious with a large walk-in closet and bath includes modern style with floating cabinetry, double sinks, and walk-in shower with seamless glass enclosure and chic tile selections. The secondary bath is fully renovated with stylish marble graphic tile, double herringbone subway tile and double sinks. The three secondary bedrooms feature recessed lights and ceiling fans, spacious walk-in closets with organization systems and plush carpet. Home includes the function of a large indoor laundry with ample storage and drop zone from oversized two-car garage. Every detail accounted for, improvements include new exterior and interior paint, refinished front door, HVAC with whole house dehumidifier (2024), HVAC ducts and seven returns replaced (2019), foam insulation, water heater (2024), plumbing (2020), electrical panel (2019) generator plug installed, roof (2015) and RO filter system under kitchen sink. Professional landscaping package includes lighting, zoned irrigation well system, designer window treatments, exterior driveway and patio pavers, epoxy floor in garage, EV charger plug ready, designer lighting and electrical fixtures, windows and doors replaced (2015), recessed lighting and more. Minnehaha Shores is pristine with access to Maitland Social, and Minnehaha Park connects to the community with tennis courts and playground, and a deeded lake lot includes fishing pier and boat ramp. Schools are fantastic, zoned for Lake Sybelia, Maitland Middle and Winter Park High School. Maitland is home to the Enzian, Lake Lily, fantastic restaurants and shopping, and close to all major roadways. This home is a rare find, meticulously renovated.

91 Minnehaha Circle, Maitland

$343,500
3 Beds 2 Baths Branch Tree SubDv. 32751 Zip Code
Beautifully renovated and ideally located on the Maitland/Winter Park border, this 3-bedroom, 2-bath oasis is ready to welcome you home. Spacious rooms meet modern styling throughout the nearly 1,300-square-foot space, which boasts a desirable split layout, luxury vinyl plank flooring, and a host of upgrades, including a new roof, water heater, garbage disposal, and AC. The expansive living area features vaulted ceilings with artfully designed skylights and a white-brick fireplace, while a fully remodeled kitchen beckons home chefs and entertainers alike with all new stainless-steel appliances, ample countertop space, and generous cabinetry. Featuring two large custom-designed closets, the primary suite opens into an ensuite bath and walk-in shower. Two more bedrooms—one of which is perfectly suited as an office—plus a modern guest bath with classic subway tile round out the inviting home. A new washer and dryer are located inside the spacious one-car garage. Enclosed with new fencing, the backyard is your blank canvas—a swath of land just awaiting the right touch. Put in that pool you’ve always dreamed of or design a sprawling garden to rival Martha Stewart’s—whatever your vision, this sprawling space can bring it to life. Whether you’re relaxing in the spacious living area, whipping up your favorite dinner in the new kitchen, or retreating for a quiet night in the primary suite, your new home offers a living experience that maximizes comfort and exudes style.

1980 Water Lane, Maitland

$515,000
2 Beds 2 Baths Moorings On Lake Maitland Condo SubDv. 32751 Zip Code
Here's your chance to own an amazing penthouse condo in the sought after community, "The Moorings on Lake Maitland". Stunning high-end updates to this corner unit with vaulted ceilings and breath taking lake views include, wood floors, custom moldings and millwork, plantation shutters, completely updated kitchen (which has been redesigned to expand into the living space), solid wood cabinetry, Australian quartzite counters, mosaic backsplash, GE Profile SS appliances and an eat-in nook. The glassed-in lanai adds even more to the living space with gorgeous views of the early morning sunrise and evening moonrise over Lake Maitland, part the Winter Park Chain of Lakes. Split bedroom plan provides maximum privacy. Primary suite which opens to the lanai has fully updated bath, dual sinks, step-in shower and a spacious walk-in closet. Fully equipped laundry room, and updated spacious guest bath. So many wonderful details including lots of storage in the custom designed closets throughout and a storage room just outside the unit on the landing, within close proximity to the elevator. New AC in 2021, Reroof 2021, Structural Weatherproofing 2022, Assigned Covered Parking Space, Pool, Spa & Club House Updates. ALL THIS & walkabililty to countless restaurants and shopping!! Schedule a showing now! This one won't last!

204 Quayside Circle Unit 601, Maitland

$971,000
5 Beds 4 Baths Woodstream SubDv. 32751 Zip Code
Welcome to 111 Woodstream Court, an impeccably maintained 5-bedroom, 4-bathroom pool home tucked away on a quiet cul-de-sac in the heart of Maitland. This spacious single-story residence offers nearly 3,000 square feet of thoughtfully designed living space and is situated on a beautifully landscaped 0.29-acre lot. The newly upgraded kitchen features a large center island, walk in pantry, and premium appliances including a built-in double oven, electric cooktop, wine refrigerator, and remote activated cabinet lighting. The expansive primary bedroom offers over 500 square feet of space, complete with two walk-in closets and a luxurious ensuite bath featuring dual vanities, a hydro massage tub, separate shower, and a private toilet room with a lockable door. Four additional bedrooms are generously sized, making them ideal for family, guests, or home office use. The elegant joint dining and living room serves as a great entertaining space, highlighted by dimmable lighting fixtures and a cozy fireplace. The fireplace connects to the impressive family room, which boasts vaulted wood ceilings, skylights, and ample space for relaxation and gatherings. Step outside to your private backyard sanctuary, where a 37,000-gallon saltwater pool awaits. This outdoor oasis also features a removable child safety fence, extra-large ceiling fans, an outdoor kitchen, and a covered screened patio—perfect for Florida living. Additional exterior highlights include French doors, a brick façade, rain gutters, and a vinyl fenced backyard. The home also offers a two-car garage, ample driveway parking, and no HOA. Zoned for top rated Orange County schools and conveniently located just minutes from downtown Maitland, Winter Park, and major highways, this home is the perfect combination of comfort, style, and location.

111 Woodstream Ct Court, Maitland

$435,000
4 Beds 2 Baths English Estates Unit 3 SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Opportunity is knocking in the heart of Maitland’s sought-after English Estates community! This 4-bedroom, 2-bath POOL HOME sits on a spacious .24 ACRE LOT and offers the perfect combination of space, convenience and potential. With an OPEN FLOOR PLAN and two versatile living areas that flow seamlessly into the dining area and large kitchen, there is room for everyone to spread out and settle in. The comfortable kitchen features desirable STAINLESS STEEL APPLIANCES – GRANITE COUNTERTOPS – a LARGE ISLAND with wrap around breakfast bar seating and pantry storage – ready for everyday meals or entertaining friends and family. Step outside to the expansive SCREENED LANAI and enjoy indoor/outdoor Florida living year round by your open air pool. The VINYL PRIVACY FENCE (new in 2024!) with DUAL ACCESS GATES surrounds the backyard, making it ideal for relaxing or hosting weekend cookouts. This BLOCK CONSTRUCTION home with a classic stone exterior also boasts a large covered front entry and with a little TLC the curb appeal will shine. Recent updates include a NEW POOL PUMP (2023), roof and A/C in 2016 and double pane windows, also 2016, offering added value and peace of mind. Located near major roadways—436, 414, I-4, and Red Bug Lake Road—you will enjoy easy access to neighboring Winter Park, Casselberry, and beyond. Shopping, dining, and daily conveniences are also just minutes away. With a low/optional HOA and situated in Seminole County, this home is a rare find! Whether you are looking to move right in or update and personalize, there is endless potential to make this home your own – call today to schedule a tour!

1470 Winston Road, Maitland