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570 Manor Road, Maitland
$11,300,000
6 Beds ⋅ 10 Baths ⋅ Lake Maitland Manor SubDv. ⋅ 32751 Zip Code
Welcome to Maison du Lac – a breathtaking lakefront estate that epitomizes unrivaled luxury, timeless elegance, and an extraordinary lifestyle. Situated on an expansive 2.7-acre lot along the prestigious Winter Park Chain of Lakes, this extraordinary residence showcases over 120 feet of pristine lakefront with sweeping panoramic views of the longest stretch of Lake Maitland. Blending classic Mediterranean architecture with state-of-the-art modern enhancements, Maison du Lac is a stunning fusion of enduring charm and contemporary sophistication. Originally constructed with timeless materials – including stucco exteriors and expansive windows – the home has been meticulously transformed into an 11,668-square-foot architectural masterpiece. Clean lines and open-concept living harmonize with rich textures and refined details, resulting in an environment that is both stately and smart. Upon entering through the grand 14-foot custom iron door, you are greeted by soaring dual staircases and exquisite finishes in marble, granite, and intricate moldings that reflect the home’s bespoke craftsmanship. A showstopping, $250,000 crystal chandelier—custom-designed and operable at the touch of a button—crowns the expansive great room, setting a dazzling tone for the professionally curated interiors. A private elevator adds convenience and accessibility across all levels of the home. The fully reimagined kitchen is a culinary showpiece, featuring top-of-the-line Wolf appliances, gleaming Cambria countertops, a large walk-in pantry, and expansive prep space ideal for entertaining at any scale. Whether hosting a lavish dinner or a relaxed brunch, the kitchen delivers both impeccable style and everyday functionality. The private master wing is an indulgent retreat, complete with a cozy fireplace, executive office, sauna, fitness room, and dual custom walk-in closets. Five additional en-suite bedrooms are thoughtfully positioned for maximum privacy, offering luxurious accommodations for family and guests. With seven full bathrooms and three half baths, the residence is ideally equipped for both refined daily living and grand-scale entertaining. For effortless indoor-outdoor living, multiple entertainment spaces flow seamlessly onto a sprawling lakefront patio. The outdoor summer kitchen, complete with a powered screen enclosure, provides the perfect setting for alfresco dining while enjoying sunset views over the water. A brand-new dock with a boat lift invites leisurely days spent boating, fishing, or simply relaxing on the lake. Outside, the estate continues to impress. Two serene fishponds with fountains create a tranquil sense of arrival, while the fully fenced and gated grounds ensure ultimate privacy. The residence is equipped with a full-home LUTRON smart system, offering intuitive control of lighting, ambiance, and automation. Additional features include a six-car garage, a resort-style swimming pool, newly updated landscaping, and custom exterior lighting. Maison du Lac is more than a home, it’s a lifestyle of distinction, privacy, and effortless sophistication. This is the lakefront living at its finest.

570 Manor Road, Maitland

1640 E Adams Drive, Maitland
$8,925,000
5 Beds ⋅ 8 Baths ⋅ Adams Grove SubDv. ⋅ 32751 Zip Code
Villa Serenata, a lakefront legacy on Lake Maitland. Behind private iron gates along the storied shores of Lake Maitland, Villa Serenata presents a rare opportunity to own a distinguished Mediterranean estate on the renowned Winter Park Chain of Lakes. On approximately two acres of meticulously curated grounds, this extraordinary residence feels less like a home and more like a private resort, crafted for those who appreciate timeless architecture, thoughtful design and elevated lakefront living. A sweeping circular driveway welcomes you beneath a canopy of soaring royal palms and majestic live oaks, immediately setting the tone for what lies beyond. As the automated gate opens, the property reveals itself as a serene sanctuary where elegance and privacy coexist in harmony. The 6,634-square-foot main residence showcases interiors by acclaimed designer Ted Maines, unfolding across two levels of refined sophistication. The Mizner-inspired living room commands attention with dramatic 24-foot wood-beamed ceilings and twin walls of arched French doors, one framing sweeping views of Lake Maitland’s shimmering waters, the other opening to a sun-dappled courtyard where mornings naturally begin with coffee and quiet reflection. The upper level is devoted entirely to the primary suite, creating a private retreat complete with a heatless gas fireplace, spa-caliber bath with soaking tub and steam shower, a bespoke dressing room with custom built-ins, and a rooftop terrace with glass railings offering remarkable lake views. Three additional bedroom suites, each with an en-suite bath and generous walk-in closet, provide comfort and privacy for family and guests alike. At the heart of the home, the chef’s kitchen is equipped with Sub-Zero and Wolf appliances, custom cabinetry, and an expansive prep island designed to transition seamlessly from intimate family meals to catered gatherings of 50. The formal dining room features a dramatic curved wall of windows, turning every meal into a lakefront experience, while the richly paneled library and office offer a quiet space for focused work or relaxed reading. Complementing the main residence is a thoughtfully designed guest compound totaling 1,540 square feet. A private media pavilion delivers a state-of-the-art theater and listening room for film enthusiasts and audiophiles, while the one-bedroom guest apartment above provides a fully appointed living space with kitchen, living area and private entry, ideal for extended family, visiting guests or live-in staff. Outdoor living is equally exceptional. Resort-style travertine surrounds the pool amid lush tropical landscaping, creating a tranquil setting for sun-filled afternoons. A covered lanai with full summer kitchen flows effortlessly from the family room, while an expansive open-air terrace extends from the great room, an inviting backdrop for sunset cocktails overlooking the lake. Villa Serenata is more than a residence, it is a legacy estate, offering privacy, architectural distinction, and a lifestyle centered on one of Winter Park’s treasured waterfront settings.

1640 E Adams Drive, Maitland

127 Whitecaps Circle, Maitland
$3,000,000
Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code
A rare opportunity to secure a Lake Maitland homesite on the desired Maitland–Winter Park Chain of Lakes, an increasingly limited offering as quality lakefront parcels continue to disappear. Along a quiet street with an exceptional sense of privacy, this property lends itself beautifully to a gated approach and captures expansive southern-facing water views, offering breathtaking light throughout the day, from early morning glow to sunset skies. With approximately 27,472 square feet of uplands, the site has been cleared and is poised for new construction. Preliminary estimates suggest the potential for a residence in the approximately 10,000-square-foot range (approximately 40% of the lot size), though all building parameters should be verified through the City of Maitland and your architect/builder during due diligence. Existing improvements include a seawall plus a covered boat lift and dock, delivering immediate enjoyment of the Chain-of-Lakes lifestyle with boating, fishing and watersports right from your backyard. Envision a multi-generational estate designed for life on the water including morning paddle rides, afternoons on the dock and evenings spent poolside watching boats drift by. From here, it’s easy to embrace the local lake culture, whether cruising across the water or heading into Winter Park for boutiques, dining and energy of Park Avenue, while enjoying convenient access to downtown Maitland amenities and major roadways. Additional opportunity of the neighboring lakefront parcel at 125 Whitecaps Circle (approximately 18,500 square feet/.42 acres) is also available, presenting an exceptional option to combine two side-by-side properties for a larger estate footprint or a shared family-and-friends compound. All measurements and development assumptions are provided as estimates and must be confirmed by appropriate governing authorities and your design/construction team.

127 Whitecaps Circle, Maitland

350 Northwind Road, Maitland
$2,850,000
5 Beds ⋅ 5 Baths ⋅ Lake Maitland Owl Preserve SubDv. ⋅ 32751 Zip Code
Nestled within the 9-acre Lake Maitland Owl Preserve, this striking contemporary residence—crafted by acclaimed green builder E2 Homes offers a rare blend of architectural distinction, privacy, and natural beauty. Surrounded by protected conservation land, the home delivers a serene retreat just minutes from the vibrant lifestyle of Winter Park. Designed by internationally recognized architect Jose Vengas, the home showcases dramatic ceiling heights, clean modern lines, and expansive glass walls that flood the interiors with natural light while blurring the line between indoor and outdoor living. The thoughtfully designed open-concept floor plan centers around a show-stopping chef’s kitchen featuring custom cabinetry, a statement marble backsplash, and a full suite of premium Sub-Zero and Wolf appliances perfect for both elevated entertaining and everyday living. Living and dining spaces flow effortlessly to a covered outdoor lounge with a fully equipped summer kitchen, overlooking a resort-style pool and spa designed for year-round enjoyment. Whether hosting guests or unwinding in private, this outdoor sanctuary is truly exceptional. All five bedrooms are generously sized private suites, each offering spa-inspired bathrooms with refined finishes and custom detailing. The primary suite is a true retreat, featuring a luxurious bath experience and expansive walk-in closets designed for both beauty and function. A first-floor owner’s suite provides exceptional flexibility for multi-generational living or guest accommodations, while the upper level reveals gallery-style walkways and an elegant terrace that highlights the home’s architectural artistry. With nearly 5,000 square feet of meticulously curated living space, this exceptional estate delivers modern sophistication in one of Central Florida’s most exclusive and private enclaves—just moments from Winter Park’s renowned dining, boutiques, and cultural destinations.

350 Northwind Road, Maitland

125 Whitecaps Circle, Maitland
$2,550,000
Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code
Wonderful lakefront lot opportunity to create a custom legacy estate on Lake Maitland, part of the Maitland-Winter Park Chain of Lakes. Lakefront homesites are becoming increasingly rare, and this offering is truly special. Tucked away on a quiet street, the property enjoys a very private setting with the ability to be gated, along with sweeping southern lake views that capture both sunrise and sunset in equal measure. Photos #9–#14 illustrate a thoughtfully conceived design concept created specifically to complement the lot’s dimensions and orientation, while maximizing panoramic lake views and indoor-outdoor living. With approximately 18,500 square feet of upland to be developed, there is potential to build a residence of approximately 7,500 square feet (roughly 40% of the lot size). The site has already been cleared and is ready for construction, allowing a future owner to move seamlessly from vision to reality. Property enhancements include a seawall, gated front entry drive, and a covered boat lift with dock—offering immediate access to boating, fishing, and water sports. This is a rare canvas for a multi-generational lakefront estate, where architectural distinction meets a lifestyle centered on the water. Days may be spent wakeboarding, casting a fishing line, or relaxing poolside as boats glide across the lake, while evenings invite effortless cruises across the water to the Winter Park Racquet Club for dinner, cocktails, and social gatherings. Nestled in a secluded enclave of Maitland, the property is just minutes from the boutiques and dining of Park Avenue, with convenient access to downtown Maitland, major roadways, and the greater Orlando area. Note: The adjacent lakefront property, 127 Whitecaps Circle (24,472 square feet, approximately 0.56 acres) is also listed for sale, presenting a rare opportunity to combine two neighboring lakefront parcels and create a private compound for family or friends. All building calculations and development potential to be confirmed with the City of Maitland and the buyer’s builder and architect during due diligence, as any referenced figures are preliminary and not officially verified.

125 Whitecaps Circle, Maitland

103 Whitecaps Circle, Maitland
$2,000,000
5 Beds ⋅ 5 Baths ⋅ Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code
Under Construction. A striking blend of refined luxury and sleek contemporary architecture, this exceptional new construction residence is set to be completed in July 2026. Designed for effortless living and elevated entertaining, the home showcases 5 well-proportioned bedrooms, 4.5 designer bathrooms, and approximately 3,695 square feet of thoughtfully curated interiors. From the moment you enter, you’ll experience a bright, open layout that flows seamlessly from one space to the next. At the heart of the home is a culinary-inspired kitchen, complete with premium appliances, custom cabinetry, quartz surfaces, and a generous island that invites gathering and conversation. The living and dining areas are ideal for hosting, framed by expansive windows that capture views of the outdoor retreat. The private primary suite feels like a personal spa, featuring a serene bath with dual vanities, a freestanding soaking tub, a walk-in shower, and a spacious wardrobe closet. Each additional bedroom offers comfort, style, and ample storage—perfect for family, guests, or a dedicated office. Outside, the property transforms into an outdoor sanctuary with a shimmering pool, a covered lanai designed for year-round enjoyment, and a fully equipped summer kitchen ready for unforgettable weekends. A rare opportunity to own a remarkable residence where modern design meets everyday livability—a home you’ll never want to leave.

103 Whitecaps Circle, Maitland

105 Tangelo Court, Maitland
$1,750,000
5 Beds ⋅ 5 Baths ⋅ Hollieanna Shores SubDv. ⋅ 32751 Zip Code
Under Construction. A masterpiece of luxury design by LUIH Luxury Homes, perfectly positioned in the prestigious neighborhood of Hollieanna Shores. As you arrive, a striking façade with an elegant arched entryway sets an unforgettable tone. Beyond the front door, soaring ceilings and designer finishes frame an expansive living room where glass sliders dissolve the boundary between indoor and outdoor living, creating a seamless transition to the lanai and resort-style backyard. At the heart of the home, a chef’s kitchen designed for both performance and beauty exceeds every expectation. Sleek quartz countertops, a full Thermador appliance suite, custom cabinetry, and an oversized walk-in pantry elevate culinary experiences to a professional standard. The primary suite is a private sanctuary intentionally crafted to evoke a spa-like retreat. A stunning bathroom showcases a freestanding tub, an expansive walk-in shower, dual vanities, and exquisite finishes, while a large boutique-style closet with custom built-ins ensures every piece has its place. The upstairs level offers a generous loft and beautifully appointed secondary bedrooms, creating the ideal separation of space for family or guests. Outdoor living is nothing short of extraordinary, featuring a huge covered lanai with a full summer kitchen overlooking a shimmering pool and expansive, fully fenced backyard. Situated in the sought-after Hollieanna Shores neighborhood, this residence places you moments from Maitland City Centre, local parks, the iconic Enzian Theatre, and Park Ave. shopping and dining. If you’re seeking a home that feels both artful and effortless, this is where elevated living becomes reality.

105 Tangelo Court, Maitland

221 Minnehaha Road, Maitland
$1,495,000
4 Beds ⋅ 3 Baths ⋅ Packwood Sub SubDv. ⋅ 32751 Zip Code
A rare opportunity on one of Maitland’s most coveted cul-de-sac streets, where custom estates line a quiet neighborhood bordering the Winter Park Chain of Lakes, this stunning Mediterranean estate offers the privacy of a secluded retreat while placing you just moments from Maitland City Centre, Publix & the area’s vibrant dining and shopping scene. Completely reimagined in 2007 w/ a 2,000+ SF addition, including a new façade, expansive covered front porch & 2-car garage, this 4-bedroom, 3-bath home offers 3,797 SF of beautifully renovated living space on a fully fenced 0.35-acre lot. A paver circular drive welcomes guests, while the arched covered entry sets the tone for the character found throughout. Inside, the foyer offers a gracious arrival w/ a custom built-in library, wood floors & a wood-burning fireplace w/ brick surround. The dining room flows seamlessly to a well-appointed butler’s pantry & wet bar with second dishwasher, beverage refrigerator & sink. Both the dining room and kitchen open to the spacious and comfortable family room, creating exceptional flow for everyday living & entertaining. The kitchen features a Dacor 6-burner professional gas cooktop, GE Monogram double wall ovens with warming drawer, honed oversized black granite countertops, 42” wood cabinetry, travertine floors, designer lighting & an oversized island with seating for four or more. A generously sized eat-in area provides comfortable casual dining, while the adjacent family room features tall ceilings, extensive millwork, decorative wood beams & French doors overlooking the backyard oasis. Privately positioned on the opposite side of the home, the primary suite is a true sanctuary w/ two organized walk-in closets, back porch access & a renovated spa bath featuring a freestanding soaking tub, frameless glass shower & beautifully appointed vanity. Located near the primary suite on the main level, a versatile second bedroom sits across the hall from a full bath and works well as a guest suite, office, nursery or fitness room. The first floor is further enhanced by an exceptional media room with platform theater-style seating & surround sound set up, along w/ a large laundry room featuring exceptional storage & a second-floor laundry chute. Upstairs, two generous bedrooms w/ decorative beamed ceilings & ample closets share a Jack-and-Jill bath w/ jetted tub, while the rear bedroom opens to a deep balcony overlooking the grounds. Outside, the fully fenced lot delivers a resort-like setting with sparkling pool, covered porch w/ a tongue and groove ceiling, open entertaining deck & mature landscaping designed for both privacy and enjoyment. A rear gate offers direct access to Maitland City Centre, the farmers market, restaurants, retail & grocery just three blocks away. New roof w/ skylight 2021. Three upgraded HVAC systems 2021–2023. Twenty-five new double-pane, Low-E, argon-filled window, double-strength glass currently in progress & expected to be completed by the end of May. Satisfactory 4-Point Inspection and professional measurement completed May 2026. Offering exceptional privacy, generous living spaces & a remarkably walkable location, this is your opportunity to own a beautifully updated home in one of Maitland’s most desirable neighborhoods, zoned for highly regarded Winter Park High School & convenient to Orlando Avenue, Minnehaha Park, Lake Lily, Fort Maitland, and less than ten minutes from the shops and restaurants of Winter Park's Park Avenue.

221 Minnehaha Road, Maitland

1460 Lyndale Boulevard, Maitland
$1,392,000
4 Beds ⋅ 3 Baths ⋅ Maitland Park South SubDv. ⋅ 32751 Zip Code
Welcome to 1460 Lyndale Boulevard, a beautifully renovated 4-bedroom, 2.5-bath pool home where timeless design meets everyday functionality. Perfectly situated just minutes from Park Avenue, the Enzian Theater, top-rated schools, and everything that makes this area one of Central Florida's most desirable places to call home, this move-in-ready residence has been thoughtfully updated with quality finishes throughout. Completely renovated, the home offers multiple living spaces designed for both entertaining and everyday living. A welcoming formal living room features wall paneling and a cozy wood-burning fireplace, while the formal dining room provides the perfect setting for gatherings. A dedicated office or flex space offers endless possibilities for working from home, a playroom, or additional living space. At the heart of the home is a stunning chef's kitchen featuring quartz countertops, a beautiful ceramic tile backsplash, Bosch stainless steel appliances, an induction cooktop, deep sink, pantry, and a refrigerator with filtered water. The kitchen opens seamlessly to the spacious family room, where abundant natural light pours in through large windows and sliding glass doors leading to the screened lanai and pool. The private primary suite is a true retreat, complete with French doors opening directly to the screened in porch, an oversized custom walk-in closet, and a beautifully renovated ensuite bathroom featuring dual vanities and a spacious walk-in shower. Three additional bedrooms each offer built-in closet systems, while the updated hall bath includes a tub/shower combination. A stylish powder bath is conveniently located for guests. Outside, enjoy Florida living year-round from the screened patio overlooking the sparkling pool and spacious backyard. Whether relaxing with family or entertaining friends, this outdoor space was designed to be enjoyed. Beyond its beautiful finishes, this home offers exceptional peace of mind with extensive updates including a 2023 roof, updated electrical, replumbed, new ductwork, Wi-Fi-enabled irrigation system, 220-volt EV charging, AT&T Fiber, and wood-look porcelain tile flooring throughout. Plantation shutters, blackout Roman shades in the secondary bedrooms, Schumacher wallpaper in the entry, and thoughtful custom details complete this truly turnkey home. Offering timeless style, quality updates, and an unbeatable location just moments from Park Avenue, the Enzian Theater, and Downtown Winter Park, this exceptional home is ready to welcome its next owners.

1460 Lyndale Boulevard, Maitland

541 Manor Road, Maitland
$1,385,000
5 Beds ⋅ 3 Baths ⋅ Ravndals Rep SubDv. ⋅ 32751 Zip Code
Tucked between the shores of Lake Nina and Lake Maitland, this beautifully reimagined California ranch blends modern design with effortless everyday living in one of Maitland’s most desirable locations. Completely remodeled in 2022, the home showcases a fresh, sophisticated aesthetic with thoughtfully curated finishes throughout. The light-filled interior offers seamless flow between living spaces, combining clean modern lines with warm, inviting character. The renovated kitchen features a brand-new range, oven, and microwave, creating a stylish and functional centerpiece for both entertaining and daily life. Custom closets throughout the home provide elevated organization and exceptional storage. In addition to the main living areas, a spacious bonus room offers incredible flexibility and can easily function as a second family room, home office, fitness studio, playroom, or media space to fit your lifestyle needs. Step outside to a private backyard retreat designed for entertaining, complete with a sparkling pool, expansive outdoor living space, and plenty of room for gatherings, dining, and relaxing under the Florida sunshine. The indoor-outdoor flow perfectly captures the essence of California-inspired living. Ideally positioned in a picturesque pocket of Maitland between two beautiful lakes, this home also benefits from zoning for top-rated schools while offering convenient access to dining, shopping, parks, and major roadways. A rare opportunity to enjoy modern California-inspired living in an exceptional location.

541 Manor Road, Maitland

255 W George Avenue, Maitland
$1,375,000
5 Beds ⋅ 4 Baths ⋅ Replat Blk B Poors Add SubDv. ⋅ 32751 Zip Code
A premier street offering an accessible lifestyle to Maitland’s vibrant downtown corridor, known for its community events, restaurants, Lake Lily Park, the beloved independent Enzian Theater and within view of Lake Sybelia. This custom home was completely rebuilt in 2007, adding significant square footage and incorporating a timeless transitional design. Five bedrooms, four baths, stretching across 4,814 square feet with bonus space, there are many ways to make it your own. Inspired by classic Charleston architecture with Florida influences, the exterior features French doors across the front and rear elevations, lantern-style lighting and a metal roof that enhance the home's charm while filling the interiors with natural light. Shutters and upper-level balconies at both sides of home complete the design. Enter inside to a sweeping staircase with elegant iron details, with neutral travertine flooring that flows throughout the main level and finished with volume ceilings. The kitchen, living and dining spaces blend seamlessly together, complemented by an additional sitting room with privacy doors that provide flexible living options. The kitchen features 42-inch custom cabinetry with glass-paneled doors, granite countertops, a farmhouse sink and high-end stainless-steel appliances. Generous laundry and pantry storage are bonus. The dining area showcases rich hardwood flooring, plantation shutters, built-in surround-sound speakers and direct access to outdoor living spaces. The first floor includes two bedrooms with a shared bath, along with an additional hallway guest bath. Upstairs, beautiful wood floors anchor the rooms, and the spacious primary retreat opens to a private balcony spanning across the back of home and with pool views. An expansive walk-in closet provides exceptional organization, while the primary bath features dual vanities, a rain shower with bench seating and a classic clawfoot tub. Additional upstairs laundry stack for convenience. Secondary bedrooms are spacious and full of light, and great closet storage and additional loft are a bonus. Outdoor living centers around a covered porch overlooking the pool, complete with travertine decking and dramatic fountain features. An additional pool house enhances the backyard and offers endless possibilities for guests, entertaining or a private workspace. Outdoor speaker system adds to the ambience. Additional improvements and features include a newer metal roof (2020), two HVACs (2021), water heater (tankless Rinnai installed by Maitland/Winter Park plumbing), plantation shutters throughout, a freshly painted interior, an extensive interior and exterior lighting package, and thoughtfully designed low-maintenance landscaping featuring front-yard turf, mature plantings and clean rock-bed borders. Exterior ceramic paint has a lifetime warranty. Main floor and primary suite have ceiling-installed concert speakers and outdoor speakers. Lower-floor speakers have individual room controls and are served by a pantry stereo system. This exceptional home offers a desirable location with convenient access to major roadways. Zoned for sought-after schools including Lake Sybelia Elementary, Maitland Middle School and Edgewater High School, a designated magnet school, Park Maitland elementary school, and JCC community center and school. A rare opportunity, this home is a standout in one of Maitland’s special neighborhoods.

255 W George Avenue, Maitland

1615 King Arthur Circle, Maitland
$1,225,000
4 Beds ⋅ 3 Baths ⋅ Kings Row SubDv. ⋅ 32751 Zip Code
New Price!! Owner Motivated!! Beautifully updated pool home in the sought-after King's Row, Maitland community. This home blends timeless character with modern finishes. The corner lot residence features a three wide driveway, freshly updated landscaping and a commercial grade in ground basketball goal. Exterior paint (2026) creates warm curb appeal. Inside, new wood floors throughout lead to an open living space anchored by an updated kitchen and a classic painted brick wall. The renovated kitchen features quartz countertops, custom cabinetry, pendent lighting, stainless appliances and an updated Fisher Paykel refrigerator. A large island provides seating for four makes entertaining quick and simple. An updated hall pool bath provides easy access for guests both inside and out. Steps away the multi tasked laundry/utility drop/zone is conveniently located off the rear double garage entrance. A commercial grade Speed Queen washer in the laundry/utility room assures your clothes will be clean. Also, an adjacent wall of cabinetry increases the incredible storage in the home. Not only in the front but in the back the corner lot offers an ample spaced backyard retreat. Added is a screened and covered lanai perfect for outdoor parties and gatherings as does the oversized in-ground pool. Zoysia grass/lush landscaping and lighting continue the resort feel. A newer, horizontal stained wood fence adds privacy while maintaining charm. Back inside the living room, a rattan light fixture adds to the ambiance of this bright natural light space. Next to the living space, an office that features a set of French doors lends a place for quiet conversation. The generously sized family room with the afore mentioned painted brick wall is complete with large windows overlooking the sparkling pool and views of three whimsical palms. Down the hallway the newly installed designer wood flooring continues to all bedrooms. Every bedroom just received fresh paint, as well as the newly installed wood floors. All closets feature custom built-ins that add to the level of sophistication/quality in this home. The primary bedroom features another custom painted brick wall with updated sconce lighting. Still another set of French doors lead out to the pool and lanai. The owner's bath features a double vanity with stone counter-tops and updated lighting and faucets. A Mitered frameless glass shower is a great addition to the richness of the space. Zoned for Dommerich Elementary, Maitland Middle, Ninth Grade Center and Winter Park High the schools are highly desirable. A quick and easy close can be the start of your next chapter. This Move-in ready home awaits......

1615 King Arthur Circle, Maitland

630 Live Oak Street, Maitland
$1,135,000
4 Beds ⋅ 4 Baths ⋅ Turner Properties SubDv. ⋅ 32751 Zip Code
Built by Silliman CitySide Homes, this Santa Barbara-inspired custom residence was the 2013 Parade of Homes Grand Award Winner! This  4 bedroom, 3-1/2 bath home offers 2,955 square feet of living area, a first-floor primary suite, upstairs bonus room, detached two-car garage, and private pool. Mediterranean architecture, a concrete tile roof, and courtyard-oriented design create a distinctive arrival. From the covered front entry, the foyer offers an open view through sliding glass doors to the lanai and pool. The kitchen, dining room, and main living area are located to the right and arranged around the rear courtyard. The spacious great room features tile flooring, 10-foot ceilings, crown molding, and a gas fireplace. Open to the living and dining areas, the kitchen is appointed with granite countertops, custom wood cabinetry, Bosch stainless steel appliances, a gas cooktop, center island, and a breakfast bar with substantial seating. Additional features include 42-inch upper cabinets, under-cabinet lighting, and a stainless undermount sink. Privately situated on the first floor and separated from the main living spaces, the primary suite features hardwood flooring, a generous walk-in closet, and views of the courtyard and pool. The primary bath includes a soaking tub, separate shower, and granite-topped vanity with dual sinks. Upstairs, three alternate bedrooms, two full baths, and a large bonus room offer flexible accommodations for guests, a home office, media room, or secondary living area. Two bedrooms share a Jack-and-Jill bath with dual sinks, a tub/shower combination, and a private water closet. The third bedroom has a dedicated bathroom. Outdoor living is central to the home’s design. The addition of the pool, travertine decking, and surrounding landscaping further enhances the original courtyard concept. Deep covered and open-air spaces provide room for dining, lounging, and entertaining. The detached two-car garage is accessed from the rear motor court, preserving the privacy of the outdoor living areas. Additional improvements include exterior shutters, awnings, exterior lighting, gutters, interior shutters and blinds, and customized garage storage. Beyond the visible finishes, Silliman’s original CitySide construction standards included insulated masonry walls, open-cell spray-foam insulation at the roof deck, high-performance windows, insulated sliding glass doors, and a concrete tile roof. Two newer HVAC systems were installed in 2022 and 2025. The home also features Rinnai tankless water heaters and a dedicated laundry room. Located in one of Maitland’s most walkable areas, the property offers convenient access to Lake Lily Park, the farmers market, neighborhood restaurants, shopping, and community activities. Winter Park’s Park Avenue, with its boutiques, restaurants, museums, and cultural attractions, is approximately a seven-minute drive away. Award-winning custom construction, a flexible floor plan, significant improvements, and a private pool courtyard come together in the heart of Maitland.

630 Live Oak Street, Maitland

873 Cranes Court, Maitland
$1,100,000
4 Beds ⋅ 4 Baths ⋅ Lake Sybelia Cove Ph 01 SubDv. ⋅ 32751 Zip Code
Now offered below recent appraised value, this exceptional residence combines luxury, location, and outstanding value in one of Maitland's most sought-after enclaves. Pride of ownership shines throughout this beautifully maintained original-owner home tucked away on a quiet cul-de-sac in the gated community of Sybelia Cove. Offering 4 bedrooms, 4 bathrooms, a side-entry 3-car garage, and 3,902 square feet, this spacious residence blends timeless design with thoughtful updates in one of Maitland’s most desirable locations. Inside, soaring ceilings and expansive windows fill the home with natural light, while the family room fireplace and wood flooring throughout the main entertaining spaces adds warmth and character. The functional floor plan features a private downstairs primary suite along with a dedicated office, creating flexibility for both everyday living and working from home. Upstairs, a spacious loft is accompanied by three additional bedrooms and bathrooms. Fresh carpeting in select areas enhances comfort throughout the home. The kitchen has been updated with refreshed cabinetry, countertops, and GE Café stainless steel appliances, flowing seamlessly into the main living spaces designed for entertaining and gathering. Step outside to a screened-in pool and outdoor living area designed for year-round enjoyment while taking advantage of breezes from nearby Lake Sybelia located just behind the home. A brand-new roof (2024) provides additional peace of mind. Located just moments from downtown Maitland’s shops, dining, and parks, this home offers the privacy of gated living with exceptional walkability and convenience. Call today for your private showing.

873 Cranes Court, Maitland

1911 Belford Court, Maitland
$1,095,000
4 Beds ⋅ 4 Baths ⋅ Maitland Club Rep SubDv. ⋅ 32751 Zip Code
This elegant Mediterranean-inspired one-story residence is in the gated community of Maitland Club overlooking a tranquil pond. A well maintained 4 bedroom, 4 bath Plus home office with recent updates that include a new roof, hot water heater, pool heater, and a re-pipe. The home features a soft neutral interior palette throughout with an elegant formal living room filled with natural light featuring soaring ceilings and a dramatic wall of arched windows and French doors overlooking the outdoor living area. The dining room and home office are just off the entry foyer. The home office offers a warm workspace with hard wood flooring, custom bookcases and cabinetry. This room could be a temporary guest room it features a closet and is adjacent to the pool bath. The kitchen offers generous workspaces with extensive cabinetry, solid surface countertops, a center island, and a breakfast bar overlooking the family room. The open concept includes a planning desk and a casual dining space overlooking the pool. The spacious family room is designed for comfortable everyday living and effortless entertaining, featuring high ceilings, recessed lighting, and a fireplace framed by custom built-in audio-visual cabinetry. An oversized primary suite with a dramatic tray ceiling and expansive sitting area creates a true retreat-like atmosphere with an en-suite attached that features a large double vanity with dressing table, a relaxing garden tub and a large walk-in shower. On the opposite side of the home find three generous sized guest rooms and two full baths, laundry and hall to three car garage. The sparkling pool with tiered entry steps is surrounded by an expansive covered patio offering multiple seating and dining areas, all overlooking a lovely pond. Roof, Garage Floor and Pool heater warranties are available upon request.

1911 Belford Court, Maitland

1256 Wellington Terrace, Maitland
$1,090,000
5 Beds ⋅ 5 Baths ⋅ Wellington SubDv. ⋅ 32751 Zip Code
HARD TO FIND SKI LAKEFRONT! Classic traditional beauty – ready for a lucky buyer to make home. Stunning water & sunset views over Lake of the Woods from most living areas. Enter into the impressive foyer with curved stairway; light & bright large formal rooms with French doors to wrap around covered porch; Large open kitchen, wood cabinets, granite tops, stainless appliances and breakfast nook to sip coffee and bird watch! Inviting family room with fireplace and custom built in surrounds. First level guest suite and full bath; elevator serves to 2nd level huge Master suite, with open deck and lake views; Master bath, dual vanities, Jacuzzi tub and shower, walk in closet. 2 additional large sunny bedrooms share Jack & Jill bath, 3rd upstairs bedroom is ensuite with a large walk in closet. Lovely landscape provides privacy and beauty. New boathouse and dock are ready for action! Super side entry 3 car garage, storage, huge utility room. Survey, pool plan available. Seminole County Schools PLUS excellent Private Schools within a few miles. Neutral colors, tile roof. Bring your water skis, knee boards, fishing poles & kayaks! Sold As-is; seller may consider decor credit with acceptable offer!

1256 Wellington Terrace, Maitland

766 Terra Place, Maitland
$1,065,000
4 Beds ⋅ 5 Baths ⋅ Terra Place SubDv. ⋅ 32751 Zip Code
Virtually Staged. Private Pool Retreat with Two Primary Suites in Terra Place. Nestled in Terra Place, one of Maitland’s best-kept-secret neighborhoods, where every street ends in a cul-de-sac and a community park is just steps away, this custom one-story pool home offers space, privacy, and functionality—with no mandatory HOA. Soaring cathedral ceilings, including in the kitchen, and an abundance of windows fill the home with natural light. The open-concept layout flows seamlessly between the kitchen, dining, and living spaces, making everyday living and entertaining effortless. At the center of the home, the spacious kitchen offers casual bar-top seating, stainless steel appliances including a GAS RANGE, and an abundance of storage and workspace for effortless everyday living and entertaining. The kitchen also enjoys direct views of the backyard, covered patio, and saltwater pool, offering the kind of sight lines families love and making hosting feel effortless. With TWO PRIMARY SUITES and a highly-desirable THREE-WAY SPLIT floor plan allowing for maximum privacy, EACH BEDROOM features its own ENSUITE BATH. The spacious primary retreat offers a spa-like bath experience with dual sinks, private water closet, a large shower and soaking tub under a perfectly placed window. Large-format tile and wood flooring throughout (no carpet), generous room sizes, and thoughtfully designed spaces provide a clean, timeless backdrop ready for your personal style. This north-facing property provides soft, steady natural light year-round to enjoy whether you're under the covered patio, playing with the pets in the fully fenced backyard, or posting up on the sun shelf in the saltwater pool. An oversized two-car garage with an epoxy floor and mini split AC unit, NEW ROOF (2026) and SMART HOME (All Lutron light switches/fans, smart thermostats, door locks, alarm, and cameras) features add even more value and peace of mind. Boat Parking on the right side of the home through the double gate can accommodate all of your recreational vehicles. Enjoy walking or biking to Maitland Community Park, a 25-acre wooded park with tennis courts, basketball courts, playgrounds, trails, and pavilions. Conveniently located just minutes from downtown Maitland, Park Avenue in Winter Park, downtown Orlando, major roadways, area hospitals, and both executive and international airports. Zoned for highly regarded Lake Sybelia Elementary, Maitland Middle, and Winter Park High School, this exceptional home is a rare opportunity in one of Maitland’s most secluded and desirable neighborhoods. Call today for your private showing.

766 Terra Place, Maitland

1610 Lyndale Boulevard, Maitland
$1,010,000
4 Beds ⋅ 4 Baths ⋅ Dixie Terrace SubDv. ⋅ 32751 Zip Code
PRICE REDUCTION, Incredible price for this property! LOCATION, LOCATION, LOCATION! Ideally situated just off Park Avenue in the highly desirable Maitland/Winter Park area, this beautifully maintained home offers the perfect blend of charm, functionality, and convenience. Featuring 4 bedrooms and 3.5 bathrooms, the home welcomes you with elegant formal living and dining spaces enhanced by detailed trim work, crown molding, and updated lighting. The spacious kitchen is designed for both everyday living and entertaining, showcasing a large quartz island and seamlessly overlooking the inviting family room, highlighted by a stunning fireplace. Step outside to a private backyard retreat complete with a spacious deck and covered patio—ideal for enjoying Florida’s outdoor lifestyle and hosting gatherings year-round. The primary suite, located on the second floor, offers a peaceful escape with its own private balcony—perfect for morning coffee or evening relaxation. The spa-like primary bathroom has been fully updated with a large walk-in shower, freestanding soaking tub, and modern finishes, along with an expansive walk-in closet featuring custom built-ins. Additional highlights include a freshly painted interior, a newer roof (2023), a fully fenced yard, large shed and beautifully landscaped grounds with irrigation and mature fruit trees. The extended driveway leads to a detached 2-car garage equipped with an electric vehicle charging station for modern convenience. Home is zoned for Winter Park Highs school and Dommerich Elementary. It is also conveniently located just minutes from Enzian Theater, Park Maitland School and the top shopping and dining destinations Winter Park has to offer, this move-in ready home delivers exceptional living in one of Central Florida’s most sought-after locations.

1610 Lyndale Boulevard, Maitland

1817 Braeloch Court, Maitland
$988,000
4 Beds ⋅ 3 Baths ⋅ Wellington SubDv. ⋅ 32751 Zip Code
Welcome to this stunning home in Maitland, located at 1817 Braeloch Ct. A welcoming foyer opens to elegant formal living and dining rooms featuring gorgeous fixtures, plantation shutters throughout, 5½-inch baseboards, and beautiful manufactured wood flooring. Vaulted ceilings and skylights fill the home with natural light, while a cozy wood-burning fireplace and stylish wet bar create the perfect setting for entertaining. The completely renovated kitchen by Braden Kitchens offers abundant cabinetry and storage, with even more storage available in the spacious laundry room. The luxurious primary suite has been fully updated and features a beautifully redone bathroom and a custom built-in closet system. Step outside to a private screened pool and an impressive redesigned porch with pavers, vaulted ceilings, and skylights—perfect for relaxing or hosting guests. The home also includes a convenient half bath, two additional bedrooms with walk-in closets, a second bathroom that serves as a pool bath with a shower and linen closet, and a third bedroom with French doors leading directly to the pool area. Additional highlights include a central vacuum system, an oversized two-car garage, a shingle roof installed in 2021, A/C (2018), and a newer water heater for peace of mind. Residents also enjoy HOA community access to a private boat ramp and dock on the lake, which features a private skiing and slalom course. Boat storage at the private dock may also be available for an additional $100 per year, offering even more convenience for enjoying the Florida waterfront lifestyle.

1817 Braeloch Court, Maitland

400 W Trotters Drive, Maitland
$985,000
4 Beds ⋅ 4 Baths ⋅ Delroy Park SubDv. ⋅ 32751 Zip Code
A rare find in one of Maitland's most sought-after neighborhoods—this stunning mid-century modern residence has been thoughtfully and comprehensively REIMAGINED from the studs out, preserving its iconic architectural sensibility while delivering every modern luxury a discerning buyer could want. Step inside and you're immediately welcomed by a living room that commands attention: a dramatic stacked-stone feature wall anchors custom cabinetry, floating shelves, and a SPEAKEASY STYLE dry bar with a built-in cabinetry — all concealed by a Secret/Hidden Door. On the opposite side, you'll find a custom built, beautifully designed full wet bar with a wine/beverage refrigerator and glass display cabinetry. This fully REDESIGNED home features 4 bedrooms-including 2 primary suites (1 upstairs and 1 downstairs) along with 4 custom, beautifully designed full bathrooms, spaciously laid out under 3389 sq ft of living space. A dedicated office sits just off the front room, and a brand-new 6' × 20' laundry and mudroom, fully insulated and air-conditioned with custom cabinetry, connects seamlessly to the garage. You have to see all the custom features to truly appreciate this wonderful home. The kitchen is a true SHOWPIECE — quartz countertops, a designer tile backsplash, custom cabinetry, and matte black hardware set the tone, while a built-in under-counter microwave and single-drawer dishwasher keep things sleek and functional. The walk-in, butler style, pantry offers custom floating shelves and base cabinetry, along with a designer, custom coffee bar—featuring a quartz top, blue herringbone tile, six soft-close drawers, and undercabinet lighting—making every morning feel curated. The home's bones are just as impressive as its finishes. Whole-house high-performance foam insulation replaces the old loose-fill; both mini-split AC units are new; a tankless water heater serves the entire home; and a whole-house water filtration and conditioning system — plus reverse-osmosis drinking water at the kitchen sink — ensures exceptional water quality throughout. Electrical is equally thorough: most wiring is brand new, with two new panels fed by 200-amp service, EV charging in the garage, generator inlets on both panels, and a custom network closet with structured cabling to every room. Interior finishes have been meticulously REFRESHED — fresh paint throughout, hardwood floors professionally sanded and sealed, crown molding in all common areas and the kitchen, custom plantation shutters throughout, and motorized blinds in the sunroom. New ceiling fans grace every bedroom, the living room, office, and sunroom. Outside, the fully relandscaped backyard features new drainage run to the street, fresh sod, and all-new plantings — a SERENE private retreat to match the sophistication within. As a final gesture of goodwill, the seller has pre-paid for the upstairs ensuite bathroom vanity replacement, allowing the buyer to work directly with the cabinetry contractor and personalize the design to their taste. LOCATION- All of this is near many of Maitland's greatest HOTSPOTS, allowing you to walk to restaurants, grab coffee at Foxtail in the mornings, or go boating at Lake Maitland or Lake Minnehaha Park. Wind down the week at a local Restaurant like Luke's, Francesco's or Antonio's, or stroll and dine on nearby Park Ave in Winter Park. Everything is within 5-10 minutes of your front door!

400 W Trotters Drive, Maitland

1424 Ridgewood Avenue, Maitland
$975,000
4 Beds ⋅ 4 Baths ⋅ Coffins Sub SubDv. ⋅ 32751 Zip Code
Built in 2020, this pristine townhome offers over 3,000 square feet of thoughtfully designed living space with NO HOA, two primary suites (one on each floor), 10-foot ceilings throughout, a private fully fenced backyard, and an unbeatable location just north of Park Avenue, tucked behind the Enzian Theater. Enjoy easy access to downtown Winter Park, Whole Foods, the recently revitalized Winter Park Village, Maitland, and Orlando. Designed for effortless, move-in-ready living, this modern 4-bedroom, 3.5-bath home features a spacious 2-car garage, abundant storage, and an ideal floor plan. The main level showcases distinctive stained and sealed concrete floors, while the open-concept living spaces are filled with natural light from 8-foot glass sliders overlooking the private backyard and patio. The beautifully appointed kitchen features white cabinetry extending to the 10-foot ceilings, granite countertops, a large center island, walk-in pantry, stainless steel appliances, a new Bosch dishwasher (Nov. 2024), a range, second built-in oven, and warming drawer. The adjoining dining and living areas are enhanced by a custom wood-plank accent wall and an open wood staircase. With over $60,000 in recent upgrades and improvements, this home has been thoughtfully enhanced with fresh interior paint, upgraded LED lighting and ceiling fans, custom accent walls, artificial turf, new gutters and drainage, UV window film, whole-house surge protection, an electric vehicle charging station, epoxy garage flooring, custom garage storage, and more. The first-floor primary suite offers two closets, including a walk-in closet and a second closet with washer/dryer hookups, plus a luxurious bath with a zero-entry glass shower and private water closet. Upstairs, a second primary suite features dual walk-in closets and a spacious bath, while two additional bedrooms, a full bath with dual sinks, a generous bonus room, and a large laundry room provide exceptional flexibility. Combining newer construction, quality upgrades, an exceptional floor plan, and a prime location, this move-in-ready home truly offers the best of low-maintenance living. Zoned for sought-after Dommerich Elementary, Maitland Middle School, and Winter Park High School.

1424 Ridgewood Avenue, Maitland

1421 Sunnyside Drive, Maitland
$975,000
4 Beds ⋅ 3 Baths ⋅ Maitland Park South SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. Priced below appraised value for a limited opportunity to capture instant equity. Welcome to 1421 Sunnyside Drive, Maitland, FL, a beautifully maintained 4-bedroom, 2.5-bath single-family home with a pool, located on a corner lot directly adjacent to Winter Park. While this home carries a Maitland address, it sits just steps from Winter Park homes, offering the best of both locations. This move-in-ready residence features thoughtfully designed indoor and outdoor living spaces and is zoned for the top-rated Dommerich Elementary School. From the moment you arrive, manicured landscaping and an inviting covered front porch create a warm first impression. Inside, natural light fills the home through skylights and bay windows, highlighting hardwood floors and a wood-burning fireplace. The open layout provides a seamless flow between living spaces, ideal for everyday living and entertaining. The chef’s kitchen serves as the heart of the home and features custom hardwood cabinetry, granite countertops, stainless steel appliances, a wine chiller, and a spacious breakfast island with ample seating. The kitchen opens to the main living areas, creating a functional and welcoming space. The primary suite offers a private retreat with wood floors and French doors leading directly to the porch. The ensuite bathroom includes an oversized shower with spa-style jets and customized storage. Three additional bedrooms and a full bathroom are located down a terrazzo-finished hallway and include custom upgrades. The dining area captures beautiful morning light through the bay window, while the living room features French doors that open to the outdoor living space. The private backyard oasis is designed for year-round enjoyment and includes a heated pool enclosed by a full screened deck and patio, creating a true indoor-outdoor lifestyle. Additional features include a custom built-in home office with abundant storage, a freshly refinished two-car garage, and an oversized driveway with a 30-amp electrical hookup for an RV or boat. The home has been freshly painted inside and out, includes new carpet, and reflects quality craftsmanship throughout. Enjoy quick access to Winter Park’s shops, dining, parks, and cultural offerings, along with the conveniences of Maitland living, making this home an exceptional opportunity in a highly desirable Central Florida location.

1421 Sunnyside Drive, Maitland

921 N Thistle Lane, Maitland
$973,600
4 Beds ⋅ 3 Baths ⋅ Highland Park Estates SubDv. ⋅ 32751 Zip Code
Fully renovated pool home in the heart of Dommerich featuring a rare dual-primary layout and a 2019-built owner’s suite addition—designed for modern living and effortless maintenance. Originally built in 1967 and completely reimagined in 2019, the home blends timeless character with major system upgrades including roof, HVAC, plumbing, electrical, windows, and doors—providing peace of mind rarely found in this area. The home is vacant and move-in ready. The open-concept living and dining areas flow seamlessly into a private, resort-style backyard featuring a screened-in pool, covered patio, and low-maintenance landscaping. With xeriscaped grounds, paver walkways, and perimeter planting beds, the outdoor space is designed to be enjoyed—not managed. The kitchen is built for both function and flow, offering extensive drawer-based cabinetry, a dedicated coffee bar, natural gas cooking, and direct access to the main living areas and garage. The home is equipped with natural gas, supporting the cooktop, dryer, tankless water heater, and pool/spa heater—providing enhanced efficiency, faster performance, and lower operating costs compared to all-electric homes. The 2019-built primary suite is a true retreat with vaulted ceilings, pool access, a custom walk-in closet, en-suite bath, and a dedicated laundry space. A second primary bedroom with en-suite bath also serves as a pool bath—ideal for guests, multigenerational living, or flexible use. Two additional bedrooms and a shared hall bath complete the layout. Located in one of Central Florida’s most established and sought-after neighborhoods, Dommerich offers top-rated schools, tree-lined streets, parks, and unmatched proximity to shopping, dining, and major roadways. Vacant and move-in ready. Homes with this layout and level of renovation in Dommerich rarely come available. And the price was recently repositioned to provide one of the best values among fully renovated pool homes in Dommerich.

921 N Thistle Lane, Maitland

1851 Huron Trail, Maitland
$970,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Estates 3rd Add Maitland SubDv. ⋅ 32751 Zip Code
Beautifully updated four-bedroom, 2.5-bath home in the heart of Dommerich Estates, one of Maitland’s loved neighborhoods known for its top-rated schools, tree-lined streets and access to the Winter Park Chain of Lakes. Just steps from the neighborhood lake lot and nearby Maitland Community Park, this home offers over 2,300 square feet with warm wood flooring, crisp light walls and thoughtful designer updates throughout. Formal living and dining spaces flow into an open kitchen and gathering area, with large sliding doors leading to the backyard for effortless indoor-outdoor entertaining. The kitchen features custom 42-inch cabinetry, quartz countertops, stainless steel appliances, peninsula seating and generous pantry and laundry space. The living room centers around a charming brick, wood-burning fireplace with expansive backyard views. Outside, enjoy a screened porch, a PebbleTec pool, a paver deck and additional green space perfect for relaxing or entertaining. The spacious primary suite includes double vanities, a walk-in shower and ample closet space. Major updates include a roof (2022), Trane XV19 variable-speed HVAC (2024), updated kitchen finishes (2022), a Pentair pool heater, a new pool pump, a Jandy iAquaLink automation system, recessed lighting, a Google Nest doorbell and Lutron Caseta smart home controls. Enjoy close proximity to Dommerich Elementary and Maitland Middle, zoned for Winter Park High, plus easy access to parks, Lake Lily, the Enzian Theater, restaurants and more.

1851 Huron Trail, Maitland

119 Hollie Court, Maitland
$960,000
Hollieanna Shores SubDv. ⋅ 32751 Zip Code
Rarely does a homesite like this surface in one of Maitland's most coveted pocket communities. Tucked at the end of a quiet cul-de-sac, 119 Hollie Ct offers a rare chance to build your dream home in an established neighborhood where lots almost never change hands. This secluded, private parcel gives you room to design exactly the home you've always pictured, all in a setting that blends peace and privacy with true Central Florida convenience. Zoned residential, the lot is a blank canvas waiting for your vision—whether that's a modern retreat, a classic family home, or something entirely your own. The real showstopper is what comes with it. Deeded access to the neighborhood boat ramp puts the renowned Chain of Lakes within easy reach, opening the door to boating, fishing, and lazy afternoons on the water whenever the mood strikes. That kind of waterfront recreation is a rare perk, and here it's part of everyday life. Beyond the community, everything you need sits close by. Shopping, restaurants, major roads, theme parks, and the airport are all just minutes away, giving you quiet suburban calm without giving up quick access to the rest of the region. Opportunities like this simply don't come along often. A private lot, lake access, and a premier Maitland address rarely align in a single offering. Bring your builder, bring your plans, and start turning your dream home into reality. Schedule your private showing today before this rare lot slips away!

119 Hollie Court, Maitland

119 Hollie Court, Maitland
$960,000
3 Beds ⋅ 3 Baths ⋅ Hollieanna Shores SubDv. ⋅ 32751 Zip Code
Located in a premier Maitland neighborhood, 119 Hollie Ct presents a rare opportunity to own a beautifully maintained home in an established pocket community where properties seldom come on the market. This secluded one-level residence sits on a private lot and includes deeded access to the neighborhood boat ramp and the renowned Chain of Lakes, bringing waterfront recreation within easy reach. Inside, you will find 2,192 square feet of bright and inviting living space across 3 bedrooms and 3 bathrooms. The kitchen opens directly into the gathering room, where a cozy fireplace creates a warm focal point for relaxing or hosting friends and family. An adjoining sunroom takes full advantage of the home's southern exposure, filling the interior with natural light throughout the day and adding a cheerful energy to everyday living. The split floor plan is designed with privacy in mind. The oversized primary suite occupies one side of the home and features a large ensuite bathroom with double sinks, a separate shower, and a soaking tub for those well-deserved moments of relaxation. On the opposite side, two additional bedroom suites provide comfortable and independent spaces for family members or visiting guests. A small bonus area adds welcome flexibility, serving nicely as a home office, hobby room, or creative studio. Outside, the backyard offers a true personal retreat. A sparkling pool and a terrace shaded by a beautiful pergola create the perfect setting for entertaining outdoors or simply unwinding in peace. The seamless blend of indoor and outdoor spaces makes this home ideal for the Florida lifestyle. Beyond the property itself, the location delivers everyday convenience with easy access to shopping, restaurants, theme parks, major roads, and the airport. You get the best of quiet suburban living without sacrificing proximity to everything Central Florida has to offer. Homes in this neighborhood rarely become available, making this a truly unique opportunity. Schedule your private showing today and see everything this special property has to offer before it is gone.

119 Hollie Court, Maitland

67 Cypress Lane, Maitland
$952,000
4 Beds ⋅ 3 Baths ⋅ Maitland Shores SubDv. ⋅ 32751 Zip Code
Welcome to 67 Cypress Lane, a stunning single-owner custom residence nestled among majestic Cypress and Oak trees across from Lake Maitland in one of the area's most coveted neighborhoods. This architectural gem, expertly crafted from Western Red Cedar, offers two stories of thoughtfully designed living space with 4 bedrooms and 3 full baths. Step inside to discover hardwood floors flowing throughout the first level, leading to a dramatic sunken living room and formal dining room perfect for entertaining. The heart of the home is the spectacular family room featuring soaring 17-foot ceilings, a wood-burning fireplace, and expansive windows that bathe the space in natural light. The well-appointed kitchen boasts granite countertops, a charming breakfast nook, and glass sliders opening to a covered side porch—ideal for morning coffee or evening relaxation. The main level also includes a convenient guest bedroom and full bath, separate living and dining rooms, plus an attached 2-car garage. Upstairs, retreat to the loft-style primary suite with private en suite bath, two additional guest bedrooms, a hall bath, and laundry facilities for ultimate convenience. Outdoor living shines here with a front deck off the family room and multiple porch spaces. The quiet, dead-end street ensures peace and privacy. For just $100/year, the optional HOA provides deeded park access to beautiful Lake Maitland directly across the street—feel the refreshing lake breeze from your front door! Just minutes from the Winter Park Racquet Club and all that downtown Winter Park and Maitland have to offer. Zoned for award-winning Dommerich Elementary, Maitland Middle, and Winter Park High School. Complete with Terminix termite bond for peace of mind. This tranquil neighborhood retreat offers a rare combination of custom quality, natural beauty, and an unbeatable location. Don't miss this exceptional opportunity!

67 Cypress Lane, Maitland

1001 Versailles Court, Maitland
$950,000
4 Beds ⋅ 3 Baths ⋅ Versailles SubDv. ⋅ 32751 Zip Code
Virtually Staged. NEW PRICE! Nestled within the quiet, established community of Versailles, this exceptional residence invites you to slow down and savor the good life. Offering over 3,600 sq. ft., this home features 4 spacious bedrooms and 3 full baths, with a layout that is both functional and flexible. The PRIMARY SUITE is conveniently located on the MAIN FLOOR and features an EXPANSIVE ATTACHED OFFICE, CRAFT ROOM OR SITTING ROOM—perfect for today’s lifestyle. This generous space also presents a unique opportunity for reconfiguration, allowing you to expand the primary bedroom and/or create a truly luxurious bath retreat tailored to your vision. Upstairs, three additional BEDROOMS ARE IMPRESSIVELY SIZED, offering plenty of room for family or guests. A STANDOUT FEATURE of the home is the BONUS ROOM with its own private entrance, located just off the rear garage—ideal for a game room, media lounge, or entertainment hub complete with space for a pool table, ping pong table, and a large-screen TV. At the heart of the home, the EXPANSIVE 23 x14 kitchen is filled with potential and already equipped with premium appliances, including a SubZero refrigerator, separate SubZero freezer, and a Viking cooktop. Built-in desk space and charming banquet seating create a welcoming spot for casual dining and everyday moments. The inviting family room is designed for cozy evenings, featuring a wood-burning fireplace, beverage fridge, ice maker, and sink—perfect for entertaining or unwinding. For larger gatherings, the expansive living room and adjacent dining area provide an elegant backdrop, whether hosting dinner parties, game nights, or enjoying music by a grand piano. Step outside to your private oasis, set on NEARLY HALF OF AN ACRE of beautifully landscaped grounds. The generous deck surrounds a stunning 10-foot-deep SWIMMING POOL offering endless possibilities for outdoor entertaining, relaxation, and recreation. Life in Versailles extends beyond your front door. HOA Residents can enjoy PRIVATE ACCESS TO LAKE Minnehaha, complete with a dock—perfect for paddleboarding, kayaking, or soaking in breathtaking sunset views. Just beyond the back gate, Maitland Community Park offers an array of AMENITIES including playgrounds, tennis courts, basketball, racquetball, and scenic fitness trails. A convenient paved path even connects you to nearby shopping and dining, including Publix. Ideally located with easy access to Maitland Boulevard, SR 414, I-4, and 436, SUNRAIL station is close and ZONED IN TOP RATED SCHOOLS, this home offers both tranquility and convenience. With an optional HOA, you have the freedom to enjoy the community on your terms. This is more than a home—it’s a lifestyle waiting to be embraced. Make your appointment today to view this lovely home!

1001 Versailles Court, Maitland

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