Refine Search
Sort by
$805,000
4 Beds 3 Baths Lake Mary Woods SubDv. 32746 Zip Code
Welcome to 319 Oakwood Court, a beautifully upgraded Longwood residence set on more than half an acre at the end of a private cul-de-sac. Designed for comfortable everyday living and effortless Florida entertaining, this move-in-ready home makes a memorable first impression with its striking entry door, soaring ceilings, abundant natural light, designer lighting, and gleaming tile floors throughout. The bright, open living spaces flow seamlessly to an exceptional outdoor retreat featuring a private swimming pool, fully fenced backyard, custom outdoor kitchen, spacious screened patio, built-in playground, and treehouse-creating the perfect setting for entertaining, relaxing, and making lasting memories. Inside, the light-filled primary suite offers a peaceful escape with generous space and natural light. Thoughtfully maintained and updated, the home also features a 2019 roof, a 2021 A/C system, remarkably low HOA fees, and a washer and dryer that convey with the sale. Conveniently located within highly regarded school zones, this turnkey property delivers space, privacy, thoughtful upgrades, and an outstanding indoor-outdoor lifestyle. Schedule your private showing today or explore the virtual tour for a closer look at everything this exceptional home has to offer.

319 Oakwood Court, Lake Mary

$430,000
3 Beds 2 Baths Greenwood Lakes Unit 1 SubDv. 32746 Zip Code
Virtually Staged. (Virtually Staged) Welcome to 300 Dublin Drive, a beautifully maintained Lake Mary home where comfort, style, and Florida living come together. Featuring 3 bedrooms, 2 bathrooms, and a versatile flex room perfect for a home office, guest room, or playroom, this move-in-ready home feels warm and inviting from the moment you step inside. Natural light fills the living spaces, while the updated kitchen with newer appliances makes everyday living and entertaining effortless. Step outside and discover the space that truly makes this home special. The large, fully fenced backyard feels like your own private retreat, complete with a covered patio and outdoor kitchen area. Imagine weekend BBQs with friends, family gatherings, morning coffee on the patio, or simply relaxing outside after a long day. Perfectly located in the desirable Greenwood Lakes area, you're just minutes from I-4, SunRail, shopping, dining, parks, and everything Lake Mary has to offer.

300 Dublin Drive, Lake Mary

$699,000
3 Beds 3 Baths Heathrow/Devon Green SubDv. 32746 Zip Code
Experience carefree luxury in in this Mediterranean home located in Devon Green. Built in 2013, this cul-de-sac showcases one of Heathrow's newest enclaves of 8 custom homes with exceptional craftsmanship. This home features 3 spacious bedrooms, a dedicated office, 2.5 baths, and an abundance of closet space. Energy efficiency is built-in with double-pane windows and a tile roof. The main level features the primary suite, an office, rich wood flooring, custom wood moldings, and premium shutters. A chef’s kitchen boasts stainless steel appliances, a premium induction cooktop, granite countertops, and a walk-in pantry. The kitchen flows seamlessly into a great room with a recessed stone feature wall, surround sound and a view of the private back yard. The outdoor oasis is designed for entertaining, featuring a built-in grill and beverage center, retractable screen enclosure, the garage fits two vehicles plus a golf cart, complete with insulated doors, smart openers, and porcelain tile floors. Devon Green provides fully inclusive lawn maintenance and irrigation. Residents enjoy 24-hour manned gated security and access to Sawyer Lake Park. Optional Heathrow Country Club membership offers premier golf, tennis, and pool facilities. Located minutes from I-4, 417, and Colonial Town Park, and a short drive to beaches and Disney.

1219 Glencrest Drive, Lake Mary

$1,350,000
4 Beds 4 Baths Carisbrooke SubDv. 32746 Zip Code
Virtually Staged. Welcome to an exceptional custom estate in the gated Carisbrooke community, ideally positioned along the sought-after Markham Woods corridor. Set on a private one-acre homesite, this 4,145-square-foot residence offers an uncommon combination of refined living, generous spaces, and a serene indoor-outdoor lifestyle. This residence has been thoughtfully maintained and enhanced, including a new tile roof, gutters, and screen enclosure in 2025, new landscape lighting in 2026, and a new garage floor. The thoughtfully designed floor plan features four bedrooms, three-and-a-half baths, an executive office, and a generous bonus room, all conveniently arranged on one level. At the center of the home, the gourmet kitchen features solid wood cabinetry, granite countertops, a large island, stainless steel appliances, and a gas cooktop, opening naturally to the family room and kitchen nook. A double-sided fireplace adds warmth and architectural interest, while expansive windows and glass doors bring abundant natural light into the living spaces and showcase the lushly landscaped backyard. The split-bedroom design provides privacy and flexibility. The primary suite enjoys its own peaceful wing, while two secondary bedrooms share a Jack-and-Jill bath and a fourth bedroom offers an ensuite bath. The executive office provides an ideal work-from-home setting, while the spacious bonus room offers endless possibilities for recreation, media, hobbies, or additional gathering space. Beyond the living spaces, the screened outdoor retreat is designed for effortless Florida entertaining. The heated pool and spa are surrounded by expansive paver decking and complemented by an outdoor kitchen, creating a private backyard oasis framed by mature landscaping and enhanced by professionally installed landscape lighting. A fully fenced backyard and pergola seating area adds to the home's privacy and appeal. Additional features include two HVAC systems replaced in 2022 and a whole-home water softener. With its gated setting, 1 acre lot, new roof and exceptional indoor-outdoor living, this Carisbrooke estate offers a sophisticated yet comfortable Florida lifestyle for years to come.

1738 Brackenhurst Place, Lake Mary

$6,000,000
5 Beds 8 Baths Waterside Ii SubDv. 32746 Zip Code
Completed in 2024, this striking contemporary estate offers 8,658 SQUARE FEET on NEARLY ONE ACRE in Lake Mary, with five bedrooms, seven full and one half baths, a detached guest house and a floor plan designed almost entirely on ONE LEVEL. The arrival makes an immediate statement. A symmetrical façade, soaring entry and reflecting pools lead to oversized contemporary doors and interiors defined by dramatic ceiling heights, abundant natural light and extensive CUSTOM WOODWORK AND MILLWORK. Wood-clad walls, architectural partitions, illuminated built-ins, large-format flooring and carefully selected stone bring warmth and dimension to the home’s clean contemporary architecture. The main living and entertaining spaces flow seamlessly through the first floor, including a formal dining room and a large contemporary kitchen designed for both everyday use and entertaining. Nearly every principal space—including the bedroom suites—remains on the MAIN LEVEL, with only a versatile flex room upstairs. Outside, the home transitions into a PRIVATE RESORT SETTING. An expansive POOL AND SPA are surrounded by covered and open-air entertaining areas, while the oversized SUMMER KITCHEN features extensive cabinetry, stone countertops and multiple preparation and serving areas designed to accommodate large gatherings. A DETACHED GUEST HOUSE adds another level of privacy and flexibility for visitors, extended family or longer stays. With 8,658 SQ. FT., NEARLY ONE ACRE, PREDOMINANTLY SINGLE-STORY LIVING AND A DETACHED GUEST HOUSE, 3857 S Stillwood Lane delivers something increasingly difficult to find: substantial scale without sacrificing functionality. Modern architecture. Exceptional entertaining. And a home designed to be as practical to live in as it is impressive to experience.

3857 S Stillwood Lane, Lake Mary

$4,250,000
7 Beds 13 Baths N/A SubDv. 32746 Zip Code
Virtually Staged. A rare opportunity to own one of Central Florida's premier private waterfront estates on the shores of Lake Mary. Privately tucked behind a custom entry gate, this magnificent estate welcomes guests with a grand circular drive, dramatic fountain, and elegant porte cochère, setting the stage for timeless architecture and exceptional craftsmanship. A breathtaking two story foyer with crystal chandelier introduces soaring ceilings, intricate travertine flooring with custom stone medallions, graceful arches, decorative columns, and exquisite millwork. Travertine extends throughout the main living areas, while hardwood flooring adds warmth to every bedroom. Expansive living spaces are designed for entertaining, including a family room with gas fireplace and spectacular lake views. The chef's kitchen features custom solid wood cabinetry, natural stone countertops, two Sub Zero 36 inch built in refrigerators, Viking Professional gas rangetop with integrated griddle and grill, custom range hood, pot filler, GE Monogram Advantium speed oven, convection wall oven, and adjoining butler's pantry. The main residence features two luxurious primary suites with spa inspired baths, Jacuzzi soaking tubs, oversized walk in showers, and dual vanities. One primary suite showcases an extraordinary boutique inspired dressing room with extensive custom wood cabinetry, floor to ceiling storage, glass front displays, abundant drawers and shelving, multiple hanging areas, center island with stone countertop, dedicated vanity, hardwood flooring, soaring ceilings, clerestory windows, and statement chandelier. Every bedroom features its own en suite bathroom. The fully detached Private Guest Residence & Executive Pavilion offers a private two bedroom, two bath residence upstairs and approximately 3,654 SqFt of additional climate controlled space below with executive offices, conference and gathering rooms, fitness room, kitchenette, and flexible living and work areas. An additional garden apartment provides another private dwelling, creating exceptional flexibility for extended family and guests. Resort style outdoor living includes an infinity edge pool and spa, expansive travertine terraces, covered summer kitchen with Viking Professional grill and Alfresco VersaPower side burner, lakeside gazebo, private covered dock with boat lift, and dedicated boat garage. A three bay garage provides additional vehicle storage. Other features include two custom built in aquariums, NuTone central vacuum, fire sprinkler system throughout the main residence, and two 22 kW Generac propane generators with a 1,000 gallon propane tank capable of powering the entire estate, including the air conditioning systems. Conveniently located near top rated Seminole County schools, championship golf, shopping, dining, Downtown Orlando, and Orlando International Airport. An extraordinary combination of luxury, privacy, waterfront living, and versatility. The estate's expansive formal and casual interiors flow effortlessly toward the lake, creating an exceptional setting for intimate gatherings and grand scale entertaining. From the resort inspired pool terrace to the private dock, gazebo, and boat garage, the property is thoughtfully designed to embrace the waterfront lifestyle. Multiple private living accommodations further distinguish this remarkable compound, offering rare versatility for multigenerational living, visiting guests, executive use, and extended stays. Simply exceptional.

1795 W Lake Mary Boulevard, Lake Mary

$1,265,000
4 Beds 3 Baths Steeple Chase SubDv. 32746 Zip Code
Virtually Staged. Welcome to luxury living in the exclusive gated Steeple Chase community, where timeless transitional Mediterranean design meets modern comfort and resort-style outdoor living. This beautifully appointed residence offers an impressive blend of sophistication, functionality, and high-end finishes throughout. From the moment you arrive, the tile roof, expansive paver driveway, manicured landscaping, grand covered entry, and split 3-car garage create exceptional curb appeal and a true estate-style presence. Inside, the thoughtfully designed floorplan is filled with natural light and elevated by soaring ceilings, designer lighting, elegant finishes, and a seamless flow ideal for both everyday living and entertaining. At the front of the home, a private office, formal dining room, versatile formal living room, and well-appointed laundry room provide both functionality and flexibility throughout the thoughtfully designed layout. Just off the dining room, a beautifully appointed butler’s pantry adds both style and functionality. The spacious family room serves as the centerpiece of the home, anchored by a dramatic custom modern feature wall with a sleek linear fireplace, creating a sophisticated yet inviting atmosphere. The chef’s kitchen is equally impressive with an oversized quartz island with seating, premium cabinetry, expansive counter space, a natural gas cooktop, and a high-end appliance package featuring Sub-Zero, Monogram, and Bosch appliances. Adjacent to the kitchen, the dinette area is enhanced by a beautifully designed built-in coffee station and beverage bar, creating the perfect everyday gathering space. The luxurious primary suite serves as a private retreat with a dramatic custom feature wall, spa-inspired bath with a glass enclosed shower with bench, soaking tub, dual vanities, and two custom walk-in closets with built-ins. This thoughtfully designed 3-way split floorplan features generously sized secondary bedrooms positioned for maximum privacy, including a separate guest suite with its own en-suite bath, while two additional bedrooms are thoughtfully situated in their own private wing with a full bath conveniently positioned between them. Step outside to your private backyard oasis showcasing a heated resort-style pool with water feature, expansive screened enclosure, extensive paver decking, and a covered outdoor living area complete with a fully equipped summer kitchen featuring grill station, side burner, vent hood, sink, and beverage refrigerator. Designed for effortless indoor-outdoor living, this home offers the perfect setting for relaxing evenings or entertaining on a grand scale. Residents of Steeple Chase enjoy a premier Lake Mary location convenient to top-rated Seminole County schools, upscale shopping and dining, golf, major roadways, and everything Central Florida has to offer while still enjoying the privacy and exclusivity of a gated luxury community.

1417 Oil Lamp Cove, Lake Mary

$2,695,000
5 Beds 5 Baths Orange & Markham SubDv. 32746 Zip Code
Virtually Staged. Under Construction. Introducing a rare opportunity to own a landmark new construction in Lake Mary's premier corridor — 5,117 sq ft of fully custom luxury designed by Catalyst Design, a 25-year firm and Parade of Homes judge across Naples, Daytona & Southwest Florida. Built to one standard with a collaboration with a boutique custom home builder, DaVinci Development, the highest one. 5 bed | 5 bath | office | media room | studio/gym | 3-car garage | pool | rooftop terrace. Step inside to soaring 12-ft ceilings on the first floor and 10-ft ceilings above, Level 5 drywall throughout, and real European oak engineered hardwood flowing through every common area. PGT impact windows and doors flood every room with natural light. Oak stairs and a custom railing corridor set the tone for the craftsmanship found at every turn. Smart home ready with full low-voltage wiring and two tankless gas water heaters built in. The chef's kitchen is built for serious cooking: Thermador 48" natural gas range, Thermador 48" integrated refrigerator and freezer, Asko dishwasher, 42" European cabinetry, and Taj Mahal quartzite countertops — a showpiece that performs as well as it presents. The primary suite is a private world — hand-stained solid European cabinetry, mitered-edge porcelain tile, frameless glass shower with dual showerheads and handheld, freestanding soaking tub, and a generous walk-in closet. Every bathroom holds the same uncompromising finish: full porcelain, bespoke cabinetry throughout. The dedicated media room, private office, and studio/gym ensure every dimension of modern life has its own space. Outside, the rooftop terrace with a covered balcony and full summer kitchen is a rare feature in this market. The private pool anchors a lush, oversized Zoysia backyard, fully sodded and professionally landscaped with an automatic sprinkler system — a true resort retreat behind your own walls. Set in the Lake Mary / Heathrow corridor — Florida's #1 public school district, multiple world-class golf courses including Heathrow Country Club, Legacy Club at Alaqua Lakes & Timacuan, Wekiva Springs minutes away, theme parks under 30 min, beaches under 1 hr, two international airports within 35 min. Schedule your private showing today.

1351 Via Markham Court, Lake Mary

$869,999
5 Beds 3 Baths Timacuan Unit 15 SubDv. 32746 Zip Code
Virtually Staged. Tucked away at the end of a quiet street with no neighbor on one side and golf course views behind, this home offers a rare combination of privacy, space, and resort-style living in the heart of Lake Mary. Inside, you'll find two living areas, two dining spaces, an oversized primary suite with floor-to-ceiling windows, dual walk-in closets, a jetted tub, and a steam shower. The kitchen opens to a breakfast nook with custom built-in seating and hidden storage, while an upstairs bedroom has been converted into a home theater with the projector and screen included. The screened back patio is made for entertaining, featuring a pool, spa, sauna, and a fully equipped outdoor kitchen with a grill, smoker, gas cooktop, sink, and bar seating. Fresh interior and exterior paint, three recently serviced A/C units, built-in garage storage, and a meticulously maintained interior complete this exceptional property.

600 Chocktaw Street, Lake Mary

$2,574,000
5 Beds 6 Baths Markham Woods Enclave SubDv. 32746 Zip Code
— TO BE BUILT — Welcome to an extraordinary opportunity within the exclusive, gated community of Enclave — where vision meets craftsmanship and every detail is yours to define. This is your chance to own a stunning custom residence, set on a premier homesite within one of the area's most sought-after addresses. Designed in a grand Mediterranean-inspired style, this 4,997 SF masterpiece will feature an elegant two-story facade, soaring arched entryways, a lavish pool, and lush professional landscaping. The possibilities to personalize are truly endless — optional upgrades and additions could include a summer kitchen and covered lanai, sport court, pickleball or paddle court, mini putting green, bonus room, private home theater, study/office/den, wine cellar, casita/guest suite, elevator, rooftop terrace, smart home automation, whole-home generator, and fully custom build-out packages. Pricing reflects the current base configuration at 4,997 SF. Any modifications to square footage, layout, or upgrade selections may affect the final purchase price. Whether you're envisioning a private retreat, an entertainer's paradise, or a legacy estate, this lot and build package delivers the canvas. Opportunities like this in Lake Mary are rare. Call today to know more about how to begin designing the home you've always imagined.

1657 Enclave Cove, Lake Mary

$1,180,000
4 Beds 3 Baths Heathrow SubDv. 32746 Zip Code
Exceptional Value — Newly Priced Below Appraised Value. Seller Motivated. Welcome to 1274 Prince Court—an elegant and thoughtfully renovated custom one-story pool home located in the exclusive gated community of Heathrow. Nestled at the end of a quiet cul-de-sac on a private lot, this beautifully updated residence offers 4 bedrooms, with one bedroom providing the flexibility to function as an office adjacent to the primary suite; along with 3 full bathrooms. Step through the striking glass and iron double doors into a grand foyer with brand-new carpet underfoot and soaring 22-foot cathedral ceilings that create an immediate sense of openness and sophistication. The living room provides stunning views of the newly painted saltwater pool and lush landscaping beyond, setting the tone for serene Florida living. To your right, a formal dining room is perfect for hosting, while the executive office to the left offers an ideal work-from-home setup. The renovated kitchen is a chef’s dream—featuring modern cabinetry, granite countertops, a center island, new stainless steel appliances, and an open flow into the spacious family room, ideal for entertaining. Enjoy newer porcelain tile in the main living areas, brand-new luxury vinyl plank flooring in the bedrooms, and remote-controlled curtains throughout the home for modern convenience. The expansive primary suite includes transom windows that flood the space with natural light, a large walk-in closet, and a beautifully updated en-suite bath with hand-cut tile details, dual granite-topped vanities, and a custom walk-in shower. Two additional bedrooms, each with their own fully renovated baths, are tucked away on the opposite side of the home for maximum privacy—perfect for guests or family members. Step outside to your private backyard oasis, where a rock waterfall spills into the sparkling saltwater spa and pool, all enclosed by a wrought-iron fence and surrounded by mature landscaping. The covered lanai includes a summer kitchen and generous seating areas, making it ideal for outdoor gatherings year-round. Additional features include a side-entry three-car garage, circular driveway, and freshly painted interiors. This home combines custom elegance with modern upgrades for truly turnkey living. Located within the highly desirable Heathrow community, residents enjoy access to an exclusive country club, an 18-hole championship golf course designed by Ron Garl, tennis courts, playgrounds, and walking trails—all within a top-rated school district. Don’t miss the opportunity to make this luxurious and move-in ready property your next home!

1274 Prince Court, Lake Mary