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$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
$240,000
2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. Welcome to Lake Maitland Terrace, where lakeside living meets modern style! This beautifully updated first-floor condo offers comfort and convenience in one of Maitland’s most sought-after communities. Inside, you’ll find brand-new upgrades completed in 2025, including fresh flooring, a new water heater, and a new in-unit washer and dryer. The kitchen is a true highlight, featuring stainless steel appliances, quartz countertops, white shaker cabinets, a stylish backsplash, a center island, and a cozy breakfast nook that’s perfect for enjoying your morning coffee. Lake Maitland Terrace is all about lifestyle. Residents enjoy a lakefront pool and sundeck with stunning views of Lake Maitland, a clubhouse with Wi-Fi, a fully stocked kitchen, and a coffee bar. The community also offers a large dock for fishing or simply relaxing, boat slips for rent, kayak and paddleboard racks, shuffleboard, a putting green, and an enclosed bicycle garage. Additional conveniences include designated parking, gas grills by the pool, a car wash area, and on-site laundry facilities. Perfectly located, this condo is just minutes from local favorites like Eden Bar and the Enzian Theater, Luke’s Kitchen and Francesco’s, along with the Shoppes at Maitland and all the dining and boutiques of nearby Park Avenue. With its modern upgrades, resort-style amenities, and unbeatable location, this home is the perfect blend of comfort and Florida lakefront living. Don’t miss your chance to make it yours, schedule your private showing today!

1140 S Orlando Avenue Unit F2, Maitland
$552,000
4 Beds ⋅ 4 Baths ⋅ Dommerich Hills Fifth Add SubDv. ⋅ 32751 Zip Code
Distinctive Dommerich Hills Home with Flexible Floor Plan and Modern Upgrades. Welcome to this truly unique residence in the highly desirable Dommerich Hills neighborhood, where character, thoughtful updates, and a versatile layout come together to create the ideal setting for modern living. Perfectly situated just minutes from Winter Park and Maitland—and zoned for Dommerich Elementary, Maitland Middle, and Winter Park High—this home combines charm with convenience in one of Central Florida’s most sought-after locations. The spacious two-story design features four bedrooms plus a flexible bonus room, two full bathrooms, and two half baths. The main-level primary suite offers both privacy and comfort, complete with direct access to the backyard retreat. Upstairs, dual staircases provide easy flow to additional bedrooms and extensive hidden storage that spans the length of the home. The bonus room, outfitted with a Murphy bed and an adjacent half bath, is perfect for guests, a home office, or a fifth bedroom option. At the heart of the home, the chef’s kitchen is as functional as it is stylish, boasting gas appliances, butcher block counters with pop-up outlets, spice and oil niches, appliance hideaways, a pet nook, and a convenient pass-through window to the outdoor entertaining space. A butler’s pantry with beer and wine fridge, commercial-grade washer and dryer, and built-in bar elevate both everyday living and entertaining. Recent updates bring peace of mind: new roof (2022), HVAC (2019), windows (2021), garage door, tankless gas water heater, water softener, and new city sewer connection. Gas lines for the dryer, grill, or generator add extra efficiency. Outdoors, enjoy the Florida lifestyle in a private setting with a deck, gazebo, outdoor shower, and pergola-covered seating area. A private well feeds the irrigation system, keeping the landscaping lush year-round, while a cedar façade enhances curb appeal and architectural detail. This is not a cookie-cutter home—it’s a property designed for those who appreciate creativity, comfort, and functionality. With its top-rated schools, prime location, and a floor plan built for today’s needs, this Dommerich Hills treasure is a rare opportunity. Schedule your private showing today—homes like this don’t come along often.

1135 Thunder Trail, Maitland
$236,000
3 Beds ⋅ 2 Baths ⋅ Park Lake Villas Condo Cb 2/52 SubDv. ⋅ 32751 Zip Code
PRICE REDUCED!!! Rare opportunity for a "Jewel of Park Lake" spacious 3 bedroom, 2 bath villa with beautiful wooded view in the desirable Park Lake community of Maitland. MOVE-IN READY!!! Assigned/dedicated Parking. Close to major transportation routes, employment centers, Park Avenue/Winter Park, Altamonte Springs and downtown Orlando. HVAC replaced in 2021. NEW Appliances flooring and paint in 2025. Exterior painted and replaced roof in 2024 and newly paved in 2025. Primary Suite with en suite bathroom. Private Courtyard accessible from Primary Suite and bedroom #2. Room features too numerous to mention but include window treatments, kitchen to dining pass-through, ceiling fans, stainless appliances, granite counter-tops, walk-in closets, bathroom exhaust fans, vent fans, recessed lighting, rain shower, etc. See floor plan for layout and dimensions (NO WARRANTIES AS TO ACCURACY - CONFIRM FOR BUYER). Recent re-roof, exterior paint and fences by Condo Association. MUST SEE!!!

1503 Grove Street Unit 559, Maitland
$361,200
4 Beds ⋅ 3 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
Discover potential in this spacious four-bedroom, three-bathroom home in the desirable English Estates area of Maitland. With original terrazzo floors hidden under the carpeting, a large living-dining room combination, and an updated kitchen that opens to the family room, featuring sliding glass doors to the covered patio and screened-in swimming pool, this property offers ample opportunity for a fresh new look. The large lot measures 75’ x 120’. Assigned public schools are English Estate Elementary, South Seminole Middle, and Lake Howell High School. This is truly a dream home for someone with the vision to transform it with care, or a savvy flipper seeking their next exciting project.

2570 Derbyshire Road, Maitland
$150,000
1 Beds ⋅ 1 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code
This third floor, 1 bedroom, 1 bathroom condo is located in the gated community of Visconti in Maitland near local shops, restaurants, schools, Maitland Boulevard, and I-4. Features include a spacious living room with vaulted ceilings, a lovely kitchen, a large bedroom with walk-in closet, laundry room, and balcony with a storage room. The Visconti community offers a variety of amenities to include a resort style swimming pool, clubhouse with business center, gym, basketball and tennis courts, a playground, and a car wash area.

1125 Lake Shadow Circle Unit 5305, Maitland
$825,000
4 Beds ⋅ 3 Baths ⋅ Wellington SubDv. ⋅ 32751 Zip Code
Welcome to your dream home in the friendly community of Wellington in Maitland. This impressive 4-bedroom, 3-bathroom residence spans 3,853 square feet and sits on a spacious 0.34-acre lot, perfect for family gatherings and entertaining. Step inside to discover an open layout filled with natural light. High ceilings and porcelain tile floors create an inviting atmosphere. The heart of the home, a gourmet kitchen, is equipped with stainless steel KitchenAid appliances, granite countertops, and a breakfast bar for casual dining. You'll love the convenience of two large pantries for all your cooking needs. The cozy family room has a beautiful fireplace and is open to the kitchen. The downstairs also includes a bedroom and bathroom perfect for in laws to stay the weekend! The upstairs includes the master suite, 2 additional bedrooms, another bathroom, a multi-function room perfect for movie night or workouts, and a well appointed laundry room. The master suite is a true retreat, showcasing a walk-in closet and a spa-like ensuite with a deep soaking tub and a spacious walk-in shower. It also features a large walk in closet, and an extra nook area for an office or nursery. Enjoy evenings on the sprawling patio, or cozy up by the fireplace indoors. Your outdoor oasis features a saltwater heated pool, a covered entertainment area, and a fire pit for memorable nights under the stars. The lush yard provides plenty of space for gardening and outdoor activities. Located near Kewannee Park, enjoy nature trails, playgrounds, and more, all within a quick bike ride. The nearby downtown Winter Park offers delightful dining and shopping. With easy access to I-4 and local attractions, this home is perfectly positioned for convenience. This family-friendly property includes SMART home features, energy-efficient windows, solar panels, and ample parking for your boat or RV. Come see how this spacious home can elevate your lifestyle.

1888 Derbyshire Road, Maitland
$995,000
3 Beds ⋅ 3 Baths ⋅ Dommerich Woods SubDv. ⋅ 32751 Zip Code
BACK ON THE MARKET!! Welcome to 1630 Chinook Trail, a fully renovated custom patio-style home making its market debut. Designed by builder Phil Kerr and architect Alan Berman, this home features French doors from nearly every room opening to a sparkling pool. Inside you’ll find 3 bedrooms plus a den, guest suite with walk-in closet and ensuite bath, and a 4th bedroom converted into a spacious master closet that can easily be re-converted. The open floor plan boasts a chef’s kitchen with a 10-ft island, 2 dishwashers, double-wide fridge, double ovens with convection, pot filler, and gas range. Additional highlights include a gas fireplace, Nuvo sound system, tankless water heater, energy-efficient windows, and a 2-car garage with workshop space. Outdoors enjoy a travertine front patio, fenced backyard with deck and tree fort, and a resort-style pool with travertine decking and water feature. This home has deeded lake access and a private boat ramp into Lake Minnehaha and walking distance to top-rated schools and Maitland Community Park.

1630 Chinook Trail, Maitland
$230,000
4 Beds ⋅ 2 Baths ⋅ Visconti West Condominium SubDv. ⋅ 32751 Zip Code
This rare 4-bedroom, 2-bath first-floor end-unit condo presents an exceptional opportunity in the gated community of Visconti West in Maitland, Florida—perfect timing for holiday-season buyers. Offering true resort-style living with the convenience of ground-floor access, this light-filled home features an open, functional floor plan designed for comfort and flexibility. Inside, you’ll find luxury vinyl plank flooring, 5-inch baseboards, and freshly painted interiors that create a clean, modern feel throughout. The updated kitchen includes newer countertops, sink, and disposal, while the primary bathroom has been tastefully refreshed with a modern vanity, classic subway tile, updated lighting, and a new toilet—making this condo truly move-in ready. Enjoy low-maintenance living with outstanding community amenities just steps away, including a resort-style swimming pool, scenic walking paths with tranquil lake views, a fully equipped fitness center, tennis courts, and basketball courts. Whether you’re starting your day with a walk by the water or unwinding poolside, Visconti West offers a lifestyle that feels like a vacation year-round. Ideally located in Maitland, this condo is minutes from shopping, dining, major roadways, and everything Central Florida has to offer. With its rare 4-bedroom layout, first-floor end-unit location, recent upgrades, and new attractive price, this home is an excellent option for a primary residence, second home, or investment property. Schedule your private showing today and take advantage of this value-packed opportunity before the holidays pass.

1460 Lake Shadow Circle Unit 7107, Maitland
$939,000
5 Beds ⋅ 4 Baths ⋅ Dommerich Woods SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. Discover a rare opportunity in Dommerich Woods, a distinguished and established Maitland neighborhood celebrated for its rich heritage. Situated on .33 acre of lushly landscaped grounds, this remarkable property welcomes with paver drive and enjoys a tranquil setting along a peaceful creek connecting Lake Minnehaha and Lake of the Woods - creating an atmosphere of natural elegance and privacy. Re-roofed in 2023, this expansive 5 bedroom, 3 1/2 bath residence offers 4,144 HSF, and WHOLE HOUSE WATER SOFTNER, showcases a versatile TWO-LEVEL design, perfectly suited for refined living and gracious entertaining. The main level opens with a foyer leading into a bright, open living and dining area, where CEILING FANS throughout the main level add comfort and elegance. From here, step out onto the COVERED UPPER DECK with sweeping views of the SCREENED POOL, TROPICAL GARDEN, and serene backyard retreat - an ideal setting for morning coffee or evening gatherings. At the heart of the home, the GOURMET KITCHEN blends style and functionality with SOLID WOOD CABINETRY, a built-in WINE REFRIGERATOR and WINE RACK, granite countertops, and a CENTER ISLAND with SEATING, and REVERSE OSMOSIS WATER SYSTEM under the DOUBLE SINK. The adjacent laundry room offers exceptional storage, keeping household essentials organized. For added convenience , a two-car garage with built-in cabinets and workshop area, adjoins the spacious laundry room that has granite counters and washer and dryer. Also on the main level , adjacent to the primary bedroom with en-suite bath, a bedroom has been thoughtfully converted into a large closet featuring a CUSTOM CLOSET system, providing abundant space for wardrobe organization. Both levels feature inviting WOOD-BURNING FIREPLACES that add ambiance to the living spaces. On the lower level, a spacious family room, kitchenette, study/library/office, two bedrooms, full bath and half bath provide the perfect complement to easy living. Along the hallway, built-in wood shelving creates a refined showcase for books, art, or personal collections. While one bedroom includes a custom built in desk- ideal for work or study, a second bedroom adds flexibility for creative projects. This level opens onto the screened pool and patio area, designed for seamless indoor-outdoor living. Outside, tropical plantings, METERED IRRIGATION, and a winding private walkway leads along the soft murmur of the BORDERING CREEK. An added bonus is the storage room located below the kitchen which is approximately 375 sq.ft. Whether hosting guests or enjoying a quiet evening, this private oasis offers the ultimate backdrop for relaxed Florida living. Enjoy the opportunity to join the Dommerich Beach Civic Association with membership options including access to a private picnic area, boat ramp, canoe and kayak storage, and unforgettable evening sunsets. With its rare combination of design, flexible spaces, and an idyllic setting , this residence presents a unique opportunity to experience the very best of Maitland and Central Florida living. All this is convenient to some of Central Florida's finest schools, shopping, restaurants, parks, entertainment, businesses and more!

791 Sequoia Trail, 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
$352,500
3 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 32751 Zip Code
+++ AMAZING REHAB OPPORTUNITY IN MAITLAND WITH DEEDED LAKE ACCESS +++ HERE IS A GREAT CHANCE TO OWN IN BEAUTIFUL MAITLAND ON A STREET WITH ONLY 9 HOUSES, NO HOA, AND A BOAT RAMP (FOR RESIDENTS ONLY) ONTO 58 ACRE LAKE SEMINARY! PRICED WITH NEEDED RENOVATIONS IN MIND, THIS SOLID BLOCK HOME IS WAITING TO BE RETURNED TO PRISTINE CONDITION. MANY OF THE HOMES ON THIS STREET HAVE BEEN COMPLETELY RENOVATED. THIS HOME HAS 3 BEDROOM AND 2 FULL BATHS. THE KITCHEN AND UTILITY ROOM ARE LARGE AND ALL BEDROOMS ARE GOOD SIZE. THE LARGE FAMILY ROOM BOASTS A BRICK WOOD BURNING FIREPLACE. THE BACKYARD HAS A BEAUTIFUL IN-GROUND GUNITE AND CONCRETE POOL WITH THE ORIGINAL BRICK PAVER PATIO! HOME IS LOCATED MINUTES TO DOWNTOWN WINTER PARK AND I-4 RAMP.

106 Oakwood 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
$220,000
2 Beds ⋅ 2 Baths ⋅ Visconti East SubDv. ⋅ 32751 Zip Code
GATED RESORT STYLE LIVING AT ITS BEST ~ MOVE IN READY ~ NO NEED TO LOOK FURTHER. THIS CONDO IS READY FOR ITS NEW OWNER. IMMACULATE TWO BEDROOM TWO BATH WITH OFFICE/DEN AND FULL TWO CAR GARAGE! THIS CONDO UNIT FEELS MUCH BIGGER THAN ITS 1280 SQ FT OF LIVING SPACE. OPEN FLOOR CONCEPT ON MAIN LEVEL. NEW TILE ROOF, WINDOW SCREENS, FLOORING, QUARTZ COUNTERTOPS, SUBWAY BACKSPLASH, STAINLESS STEEL KITCHEN SINK, UNDER COUNTER LIGHTING, MICROWAVE (2024), UPDATED BATHROOMS WITH NEW KOHLER TOILETS, VANITIES/FAUCETS/SHOWER FIXTURES, UPDATED BLACK HARDWARE ON DOORS, NEW CEILING AIR VENTS. LIVE LIKE YOU'RE ON VACATION IN THIS BEAUTIFUL RESORT STYLE CONDO COMMUNITY. STATE OF THE ART CLUBHOUSE AND POOL, FITNESS CENTER, PLAYGROUND, PARK, TENNIS COURTS, PEST CONTROL, CAR WASHING STATION, HOA INCLUDES DAILY TRASH PICK UP, WATER/SEWER, SECURITY AND GATED ACCESS. ~ON SITE MANAGEMENT~ DON'T WAIT, CALL FOR YOUR PRIVATE TOUR TODAY!

3006 Legacy Villas Drive Unit 3006, 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
$206,000
2 Beds ⋅ 2 Baths ⋅ Visconti East SubDv. ⋅ 32751 Zip Code
Unbelievable! HURRY - Priced to SELL. Located in Gated Community of Visconti, this Adorable 3 Story Condo with 2 Bedrooms, 2 Bathrooms PLUS Office PLUS 2 Car Garage is ready to move in. Grab it Now. Good size kitchen on second floor with Living room and Dining area, and the Office for quiet working. Master Bedroom with walk-in-closet on third floor with second Bedroom plus second Bathroom. Close to just about everything, shopping, restaurants, I-4 highway, major roads, RDV Sportplex, major offices, minutes to Downtown Orlando, Orlando International Airport and more. Visconti Community includes, Swimming Pools, Fitness Center, Play Ground, Tennis Courts and more. Tiled roof is being replaced in all the buildings.

3106 Legacy Lake Drive Unit 3106, Maitland
$2,475,000
6 Beds ⋅ 6 Baths ⋅ Packwoods Plan/Maitland SubDv. ⋅ 32751 Zip Code
The Winter Park Chain is the context; the shoreline of Lake Minnehaha is the setting. A three-story, columned home opens with an honest, crafted tone: new low-profile concrete tile roof, operable cypress shutters with hand-forged hardware, Chippendale balustrades, and a beveled front door offering almost 6,200 sq. ft. curated for light, views, and everyday lake living. Inside, the home is bright and airy—sunlight does the work here. A direct foyer sightline leads you to a rear wall of French doors that draw in a calm, even glow of natural light across heart-of-pine floors and disciplined millwork: raised-panel wainscot, multi-step crown molding, and architectural beams. Those doors open to a full-length covered lanai; beyond, a heated saltwater pool and spa step down to a deep backyard and a private dock with a covered boat slip and adjoining lounge deck. The kitchen is built to perform so life feels easy. Morning coffee, weeknight pasta, Saturday crowds, it handles all of it. Sub-Zero refrigeration with additional refrigerator drawers, a Thermador six-burner gas range, two dishwashers, and a warming drawer. Granite counters surround a prep island with rinse sink; the peninsula takes the laptops and late plates. A dry bar with wine cooler ties to the dining room for effortless pours and keeps glassware close at hand. Just off the family room, the primary suite claims a quiet corner and opens to the lanai; coffee at sunrise, warm light at day’s end. A large custom walk-in closet answers storage; the bath finishes the suite with tumbled marble, Kohler fixtures, and a cast-iron vintage tub. At the center of the first floor, a deliberate service run keeps daily life organized: powder bath, temperature-controlled wine cellar, a straight sightline to the first of two laundry rooms and the garage entry ending at a private interior stair to a secluded in-law/guest suite with its own full bath. It’s independent, quiet, and ideal for long stays or live-in support. The main stair brings you to a second level arranged with intent. One wing holds three bedrooms around a shared bath. An office corridor carries you to the lake-view great room under a coffered ceiling; triple French doors open to the full-length upper veranda. Another bedroom on this wing enjoys its own veranda access with a full bath close by. Above it all, the third floor is a generous, flexible loft fit for a screening room, billiards or game lounge, studio, gym, or a collector’s library with practical storage tucked to the edges. Quiet systems match the craft: Cat-5 wiring, surround sound, central vacuum, and two laundry rooms. Recent updates keep the essentials current: new HVACs (2020, 2021) and a new dock (2024). Zoned for Maitland Middle and Winter Park High, this home is tuned to everyday rhythm: water out back, light throughout, spaces that work the way you live. From lanai shade to the last light on the lake, it delivers on its promise—an honest, crafted place where the architecture serves the life it keeps.

604 Minnehaha Lane, Maitland
$160,500
1 Beds ⋅ 1 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code
Wake up to views of the gentle shimmer of Lake Shadow in this beautifully refreshed 1-bedroom, 1-bath top-floor condominium in the desirable GATED COMMUNITY of Visconti West. Tucked away on the 3rd (top) floor, this home offers a PEACEFUL RETREAT with no neighbors above and sweeping water views from both the bedroom and your PRIVATE BALCONY. Step inside to a fresh, airy interior with BRAND NEW CARPET and an open floor plan designed for both relaxation and entertaining. The Kitchen is a modern delight, featuring STAINLESS STEEL APPLIANCES, solid surface countertops, a sleek backsplash, and a breakfast bar—perfect for lingering over morning coffee or casual meals with friends. Just off the Kitchen, a separate Laundry Room with washer and dryer adds convenience. The Living Room flows naturally to the COVERED, SCREENED-IN BALCONY, where the lake provides a tranquil backdrop to your morning routine or evening unwind. Enjoy the added bonus of a STORAGE CLOSET on the balcony, perfect for keeping seasonal decor or outdoor gear. The spacious Bedroom with a generous WALK-IN CLOSET, feels like a personal sanctuary with a large window framing the water and soft natural light filling the space. Life at Visconti West means RESORT-STYLE AMENITIES at your doorstep—swim in the sparkling pool, stay active in the fitness center, meet friends at the clubhouse, or enjoy the playground and sports courts. Water service and VALET TRASH are included in your HOA, giving you more time to enjoy the things you love. Perfectly situated near I-4 and SR-414, you’re minutes from DOWNTOWN MAITLAND, the charm of WINTER PARK VILLAGE, scenic CRANES ROOST PARK, and the dining and shopping of UPTOWN ALTAMONTE. With Downtown Orlando just 15 minutes away, you’ll have the best of both worlds—serene lakefront living and vibrant city access. Don’t miss this opportunity for TOP-FLOOR PRIVACY, gorgeous lake views, and a vibrant community—schedule your private showing today!

1400 Lake Shadow Circle Unit 10306, Maitland
$705,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Hills 1st Add SubDv. ⋅ 32751 Zip Code
Situated on a lush corner lot in the highly sought-after Dommerich neighborhood, this spacious pool home welcomes you with an open foyer and bamboo flooring throughout the formal living areas. To the left, a large formal living room with exposed beams and large windows flows into the dining room, which leads through a doorway to the kitchen. Or, head straight from the foyer into the expansive eat-in kitchen featuring white cabinetry, stone countertops, stainless steel appliances, and a striking island topped with reclaimed Southern oak pine sourced from a vintage bowling alley. The kitchen opens to a breakfast nook and family room with tile flooring, a half bath, French doors to the backyard, and abundant natural light. Down the hall, two generously sized bedrooms feature wood-look tile, and a third bedroom—currently used as an office—offers a walk-in closet and glass doors to the family room. The oversized primary suite, rare for this neighborhood, includes backyard access, a huge walk-in closet, and a spa-style bathroom with double vanities, soaking tub, and large walk-in shower. Outside, the fenced yard is private and lush with mature landscaping, a pool, and a pavered patio. The home was renovated in 2014 down to the studs, including new windows, bamboo flooring in the formal areas, roof, electrical, and plumbing. The AC was replaced in 2020. Located within the neighborhood and zoned for top-rated schools—Dommerich Elementary, Maitland Middle, and Winter Park High—this home offers the convenience of walking or biking to school, and a short drive to downtown Winter Park as well as easy access to all that Maitland has to offer.

2501 Mohawk Trail, Maitland
$765,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Hills First Add SubDv. ⋅ 32751 Zip Code
This beautifully updated 4 bedroom, 3 bathroom home offers a perfect blend of modern upgrades and charm, situated in the highly sought-after Dommerich neighborhood. No detail has been overlooked in this move-in ready property, with all major systems having been replaced, including: 2023 AC, 2019 roof, replumbed with PVC, new hot water heater, & upgraded electric panel. The open floor plan has a spacious master suite addition by NuDesign, created for ultimate comfort. The renovated kitchen has white cabinetry, sleek GE stainless steel appliances, and granite countertops that seamlessly complement the oversized pantry wall. The kitchen flows into a versatile family room (currently used as a dining room by the owners). The heart of the home is the formal living room featuring a brick wood-burning fireplace and French doors that lead out to the covered patio and screened saltwater pool—ideal for relaxing or entertaining year-round. Enjoy a spacious deck with pavers and plenty of room for lounging. The floor plan includes the original 3-bedroom, 2-bath layout + master suite expansion, offering a sitting space, large walk-in closet, and a spacious bathroom with glass shower. French doors lead out to the pool area, extending the living space to the outdoors. Additional features include wood flooring in all bedrooms plus living/family rooms, updated tile in the kitchen/dining rooms, hurricane shutters and plantation shutters, new double-paned windows, and freshly painted exterior in 2023. This home is connected to sewer, and the cast iron waste lines were coated in 2023 with a lifetime, transferrable warranty for the new owner. Great, convenient location, walking distance to Dommerich Elementary and Maitland Middle School, and zoned for Winter Park High School.

808 Ponca Trail, Maitland
$2,770,000
5 Beds ⋅ 6 Baths ⋅ Poors Add SubDv. ⋅ 32751 Zip Code
Exquisite Lakeview pool home, built in 2021, combines modern elegance and timeless style. Located in the heart of Maitland, with front-row seats to unforgettable sunsets over Lake Sybelia! This Five bedroom, Five and a half bath residence boasts 4,697 square feet of tastefully designed living space. Inside you’re met by a grand foyer and airy layout flooded with natural light, soaring ceilings, wide-plank hardwood floors, custom window treatments, and designer finishes throughout. The gourmet kitchen is an entertainer's delight-equipped with top-of-the-line Wolf and Sub-zero appliances, Taj Mahal quartzite, stunning 12-foot waterfall island, 48” 8 burner gas range with pot filler, large walk-in pantry, with butler’s pantry adjoining the kitchen and dining— the open concept design is perfect for both entertaining and every day living. The living room’s quartz-accented fireplace and sleek glass folding doors provide a seamless flow between indoor and outdoor living. Retreat to the primary suite's spa-inspired bathroom with custom designed walk-in closet, dual vanities, soaking tub and double walk-through shower. A sleek cable railing staircase leads to four generously sized Bedrooms-three with ensuite baths, four bathrooms, a designated Office and versatile Loft/Flex space. Enjoy breathtaking lake views whether working or unwinding! Equally impressive is the beautifully landscaped outdoor living space, with expansive covered lanai, multiple lounge areas, fully equipped summer kitchen, gas fire pit and luxurious salt-water pool and spa. Property features smart home technology, custom closets systems, remote controlled window treatments, surround sound, full-house generator, 500 lb propane tank, 3 car garage with epoxy flooring and so much more! A short walk to Lake Lily and the Maitland Farmers Market, and minutes to Winter Park and I-4. This exceptional home combines refined luxury with an unbeatable location. Don’t miss out on this rare find!

216 N Lake Sybelia Drive, 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
$508,000
3 Beds ⋅ 2 Baths ⋅ English Estates Unit 1 SubDv. ⋅ 32751 Zip Code
Prepare to be captivated by this fully renovated gem located in the highly sought after English Estates neighborhood. Offering 1,798 square feet of meticulously designed living space, this three bedroom, two bathroom home blends timeless charm with modern luxury. Every inch has been thoughtfully updated, including a brand new air conditioning system, new thermostat, and a newer roof. The home features an open layout with custom details such as designer sconces, a fluted accent wall, and an abundance of natural light throughout. The spacious primary suite includes a spa inspired bathroom designed to feel like a private retreat. Step outside to a fully fenced backyard oasis complete with a sparkling pool and outdoor shower, perfect for entertaining or relaxing in total privacy. Located in a no flood zone, this property offers peace of mind and lifestyle convenience. Just minutes from I-4, the Altamonte Mall, and a short walk or bike ride to the scenic Kawannee Trail, this location provides easy access to everything Orlando has to offer. This is a rare opportunity to own a stunning home in a well established neighborhood. Schedule your private showing today.

1231 Sidcup Road, Maitland
$190,000
3 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code
OWNER MOTIVATED! PRICED TO SELL!! Resort style living in this sought after gated community located near the Maitland Exchange. A rare find to have a 3 bedroom with Dual Master suites, 2 full baths located on the 2nd floor in Building 7 just steps away from the 2 Lakefront Pools, Fitness Room and a well appointed Clubhouse for special events. This unit features a fully equipped kitchen with granite countertops, all the appliances, a dedicated pantry and a separate closet with a full size Washer/Dryer. This spacious Floor plan features two Master Suites with ceiling fans and generous sized Walk-in Closets. The Living Room has built -in shelves, ceiling fan and sliding glass doors to access the screened in balcony. There is also a separate storage closet located on the balcony. Monthly fees include: Water, Sewer, Valet trash pick-up just outside your front door, Pest control, Termite Bond & Building insurance which takes care of the roof and exterior maintenance. The many amenities include: a car wash kiosk, lighted tennis and basketball courts, playground, Clubhouse, Fitness room and 2 Resort style pools surrounded by Tropical Landscaping. This is a pet friendly community! See attachments for more info on Visconti West. Prime location with easy access to I-4 for a quick commute downtown or to the beaches, convenient to the RDV Sports Complex, Restaurants, Shopping and more. Call and schedule your private showing today!

1460 Lake Shadow Circle Unit 7204, Maitland
$269,500
2 Beds ⋅ 2 Baths ⋅ Sun Bay Club Condo SubDv. ⋅ 32751 Zip Code
MOVE-IN READY FIRST-FLOOR OASIS AT SUN BAY CLUB! Discover luxury living in this beautifully remodeled 2-bedroom, 2-bath condo featuring a charming front courtyard and semi-private entrance. Step into an open, light-filled living space anchored by a cozy wood-burning fireplace and elegant dry bar - perfect for entertaining. The spacious dining room showcases a stunning new chandelier, while the completely updated kitchen boasts custom European cabinetry pulls and gleaming stainless steel appliances. The primary suite is your personal retreat with a walk-in closet, dual-sink en suite bathroom, and sliding doors opening to a screened patio overlooking a tranquil pond. The second bedroom offers generous space with built-in double closets, while new ceiling fans and lighting throughout create the perfect ambiance. Located in the resort-style Sun Bay Club gated community, you'll enjoy exclusive access to the pool, tennis courts, lake, and clubhouse. The HOA covers cable, internet, trash, and community amenities, while the pet-friendly policy welcomes furry friends up to 100 lbs. Investment opportunity available with 8-month minimum rental terms. Nestled in desirable Maitland, you're minutes from Winter Park's shopping and dining, major highways, and Orlando's attractions. This rare first-floor gem with courtyard entry won't last long at $279,000.

1000 Winderley Place Unit 122, Maitland
$395,000
3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code
One or more photos was virtually staged. Welcome to this generously sized home offering a rare opportunity to create the space you’ve always dreamed of. Situated in a desirable Maitland neighborhood, this property features 3 bedrooms, 2 bathrooms, a 2-car garage, and a private pool — all on a fully fenced lot with NO HOA. Inside, you’ll find a traditional layout with a formal living and dining room, a cozy family room, and an oversized bonus room perfect for a home office, game room, or guest space. The guest bathroom has already been beautifully updated, and the windows have been replaced for added efficiency and comfort. While the home does need updating — the solid bones, spacious layout, and prime location make this a great opportunity for buyers with vision. Whether you're looking to renovate and make it your own or invest in a property with strong potential, this Maitland pool home is a must-see.

637 Magnolia Drive, Maitland
$450,000
4 Beds ⋅ 2 Baths ⋅ Forest Brook 5th Sec SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. Huge Price Reduction!!!!! - Motivated Seller!! Welcome to this beautifully maintained 4-bedroom, 2-bathroom pool home nestled in the heart of Maitland, within sought-after Seminole County. Offering over 1,600 square feet of bright and open living space, this home is designed for comfort and functionality. The sun-filled floor plan features an inviting layout with large windows that bathe the interior in natural light throughout the day. The kitchen is open and functional, seamlessly flowing into the dining and living areas—ideal for entertaining or simply enjoying everyday life. With ample cabinetry and sleek stainless steel appliances, it’s both stylish and practical for modern living. Each of the four bedrooms offers comfort, flexibility, and generous space. The primary suite is a private retreat, complete with its own spa-like bathroom featuring dual vanities, a soaking tub, and a walk-in shower. The remaining three bedrooms are equally spacious and well-lit, perfect for guest accommodations, children’s rooms, or home offices—offering a layout that easily adapts to your lifestyle needs. Step outside to your own private oasis, where a sparkling pool and expansive backyard provide the perfect setting for relaxing weekends, gatherings, or outdoor fun. Located just minutes from top-rated schools, parks, shopping, and dining, this home blends comfort, convenience, and Florida charm. Don’t miss this opportunity to make it yours!

736 Forest Glen Court, Maitland
$1,920,000
4 Beds ⋅ 3 Baths ⋅ Maitland Isle SubDv. ⋅ 32751 Zip Code
Experience the ultimate in lake lifestyle living with this beautifully renovated four-bedroom, three-bath home located on the canal to Lake Maitland — one of the most desirable lakes on the Winter Park Chain-of-Lakes. Tucked away on a quiet cul-de-sac just one house from open water, this home offers the perfect blend of waterfront serenity and access to vibrant city amenities. Inside, the residence has been thoughtfully updated over the past six years, preserving its character while incorporating modern finishes. Refinished original hardwood floors flow through the main living areas, and the remodeled kitchen features quartz countertops, a glass backsplash, a Wolf gas cooktop, and opens to a bright, sunlit family room with three sets of French doors that lead to the pool, side deck, and expansive outdoor living areas. The spacious living room and a stylish media/den with a striking marble accent wall provide comfortable spaces to relax or entertain. The primary suite features French doors to the pool and a luxurious en-suite bath with a soaking tub, large glass shower, dual sinks, and a showstopping glass walk-in closet. Two additional bedrooms share a Jack-and-Jill bath, and a fourth bedroom with a full bath adds flexibility. Outdoor living takes center stage with a completely renovated pool featuring a HeatWave heating and cooling system and a sand-blasted marble deck. A generous covered lanai offers plenty of space to relax, grill, and entertain, and includes a 20x15-foot SunSetter motorized awning with LED lighting for shade and ambiance. Enjoy canal-front lounging on the WearDeck composite deck, or hop on your boat or Jet Ski from the covered boathouse with hoist lift and floating dock. Recent upgrades include a new Bosch A/C system (2024) with 10-year warranty and a new roof (2019) with transferrable warranty. Located minutes from Park Avenue in downtown Winter Park, this home also offers quick access to Maitland’s cultural corridor with its growing list of restaurants, Lake Lily Park, the Maitland Public Library, and the popular Lake Lily Farmers’ Market. This is a rare opportunity to enjoy the best of waterfront living in an unbeatable Central Florida location.

210 Shell Point W, Maitland
$580,000
4 Beds ⋅ 3 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. You know it is your house as you walk on your brick pavers to your front porch. As you enter the wide double doors they beckon you inside. This is your Rutenberg style floorplan home which is designed for both comfort and style. Heart of the Home: The Kitchen is at the center of the home and has been thoughtfully updated with solid wood cabinets, a functional working island, ample drawer space, and a spacious pantry. The cozy eat-in nook overlooks your brick paver-surrounded, screened-in pool, creating a perfect spot for morning coffee or casual meals. Living Spaces: The family room opens easily, featuring a charming brick fireplace with an electric crackle for ambiance. Three additional bedrooms are thoughtfully arranged, including a pool-planned bathroom and a secondary ensuite bath for guests or family. Formal Living & Dining An L-shaped formal living and dining room divides the home, offering elegant spaces for entertaining or relaxing. Primary Suite Retreat The updated primary suite is a true retreat, featuring a private water closet, step-in shower, double sinks, and double closets. Wide doors throughout make movement easy and accessible. Convenience & Extras Laundry facilities are conveniently located on the way to the two-car garage, where you’ll also find a carbonated water filter just outside the door for fresh, sparkling water. Outdoor Living For those who love the outdoors, the large cobblestone deck wraps around the screened-in pool, providing plenty of space for entertaining year-round. There’s a fire pit in the backyard to enjoy. We are proud to offer reality staging and reality renovations with stage, style & design by dakini.

2318 Castlewood Road, Maitland
$275,000
2 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code
Stunning first-floor 2-bedroom, 2-bathroom condo with lake view in Maitland! Fully renovated and upgraded, this unit also includes a dedicated carport space. Located in the beautiful, gated community of Visconti West, this open floor plan features a modern kitchen seamlessly connected to the great room, split bedrooms, an interior laundry closet, and a screened-in patio overlooking Lake Shadow. Enjoy an abundance of natural light, stylish shutters, new ceiling fans, and wood-look porcelain plank tile flooring throughout. Additional upgrades include all new stainless-steel appliances, granite countertops, new soft close cabinets, a new AC unit, a new water heater, updated bathroom tub tile, new toilets, new lighting, and fresh paint. This like-new condo is ideally situated with access to fantastic community amenities, including a community pool, walking trail, clubhouse, picnic areas, playground and more! Move-in ready and waiting for you!

1440 Lake Shadow Circle Unit 8102, Maitland