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464 Elmwood Circle, Lake Mary
$789,999
5 Beds ⋅ 3 Baths ⋅ Lake Mary Woods SubDv. ⋅ 32746 Zip Code
Welcome home to this incredible custom property situated on an expansive .35-acre corner lot in a quiet cul-de-sac right in Lake Mary Woods! Inside, the home has a warm, inviting feel with durable wood-look flooring throughout the main areas and not just one, but TWO fireplaces to gather around. The main living room features a gorgeous floor-to-ceiling stacked stone fireplace with a rustic wood mantle, sitting right next to French doors that overlook to the pool. If you work from home, the private office is ready to go with high-end built-in desks, lots of storage cabinets, and great natural light through the arched window. The kitchen is truly the heart of this house, finished with custom painted cabinetry, ornate molding, granite countertops, a tumbled stone backsplash, and a gas range cooktop with built-in wall ovens. The center island under the pendant lights makes prepping dinner or hosting friends super easy! The primary suite is your own private getaway. You'll love the huge dual walk-in closets with built-in shelving systems on both sides. The primary bathroom feels like a luxury hotel, complete with a garden soaking tub, a crystal chandelier, plantation shutters, a frameless glass shower, and a custom double vanity with granite tops. Step out back into an outdoor setup made for Florida living! The screened-in pool and spillover spa are surrounded by a spacious covered lanai with high vaulted ceilings, plenty of lounging room, and a full outdoor bar and grill station for weekend BBQs. There's even a dedicated full bath with direct pool access, so guests never have to walk through the house with wet feet. Other great touches include a fully updated laundry and mudroom area with butcher block tops, an undermount utility sink, and a built-in bench. You're zoned for top Seminole County schools and just minutes from everything Lake Mary has to offer - from shops and restaurants to I-4 and 417.

464 Elmwood Circle, Lake Mary
3891 Grassland Loop, Lake Mary
$1,425,000
4 Beds ⋅ 4 Baths ⋅ Steeple Chase Rep 2b SubDv. ⋅ 32746 Zip Code
Refined luxury meets effortless Florida living in this beautifully appointed Monte Carlo residence in Lake Mary’s desirable gated Steeple Chase community. Situated on a generous 0.28-acre homesite, this nearly 3,500-square-foot, single-story home offers four bedrooms, four bathrooms, a private study, and exceptional indoor-outdoor living. At the heart of the home, a gourmet kitchen showcases a premium Sub-Zero and Wolf appliance package, an impressive oversized island, and seamless flow into the spacious main living areas. Soaring ceilings and abundant natural light create an inviting atmosphere, while wood flooring in the bedrooms and wood-look ceramic tile throughout the main living spaces add warmth and sophistication to the space. French doors from the formal dining room open to a charming open-air courtyard, creating a distinctive setting for intimate gatherings and entertaining. The private backyard retreat captures the essence of luxury Florida living, featuring a sparkling heated saltwater pool and expansive covered lanai with a fully equipped outdoor kitchen, including a built-in gas grill, refrigerator, and sink. A remote-controlled retractable screen encloses the lanai’s dining and kitchen areas at the touch of a button, offering comfort and versatility. Set on one of the community’s larger homesites, the property retains generous green space beyond the pool, providing an exceptional balance of resort-style amenities and usable lawn. The privately situated owner’s suite offers a dedicated sitting area, elegant ensuite bath, and spacious walk-in closet with a custom organization system. Three additional bedrooms and a private study provide flexibility for family and guests. The third garage bay has been thoughtfully converted into a versatile gym, family room, or recreation space with its own ductless mini-split climate control system, while two garage bays remain available for parking. Steeple Chase offers gated privacy, beautifully landscaped surroundings, and convenient access to the Seminole Wekiva Trail. Ideally located near I-4, Colonial TownPark, upscale shopping and dining, and Lake Mary’s major employment centers, with easy connectivity to downtown Orlando and Central Florida’s attractions. Select furniture available for separate purchase upon request. Please inquire with Agent for details.

3891 Grassland Loop, Lake Mary
319 Oakwood Court, Lake Mary
$750,000
4 Beds ⋅ 3 Baths ⋅ Lake Mary Woods SubDv. ⋅ 32746 Zip Code
NEW PHOTOS COMING SOON! Welcome to 319 Oakwood Court, a beautifully upgraded 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 gem delivers space, privacy, thoughtful upgrades, and an outstanding indoor-outdoor lifestyle. Schedule your private showing today!

319 Oakwood Court, Lake Mary
2246 Soaring Eagle Place, Lake Mary
$1,525,000
4 Beds ⋅ 5 Baths ⋅ Acuera SubDv. ⋅ 32746 Zip Code
Luxury, privacy and exceptional outdoor living come together in this beautifully maintained Lake Mary home with a highly customized floor plan designed to stand apart. Situated on a conservation homesite within a gated luxury community of just 38 residences, this beautifully maintained 4-bedroom, 4.5-bath home offers 4,031 square feet with an oversized primary suite and two additional bedrooms on the main level, plus a private upstairs fourth bedroom, full bath and bonus/media room. The gourmet kitchen is designed to impress with a large island, solid wood cabinetry, granite countertops, double ovens, gas cooktop, pot filler and designer backsplash, plus an expansive butler’s pantry with wine refrigerator. A dedicated office, separate dining room, wood floors, plantation shutters and custom draperies complete the beautifully appointed interior. Outside, enjoy a heated pool and spa, outdoor kitchen and expansive covered paver patio overlooking conservation. Retractable screening creates a seamless indoor-outdoor connection, while a private pavered retreat with landscape lighting and tiki torches provides another inviting space to entertain or unwind. Additional features include a tile roof, two 2024 HVAC systems, freshly painted exterior, owned whole-house water filtration, whole-house Ethernet, Sonos audio throughout nearly every room, abundant storage, fully fenced yard, side-entry 3-car garage and circular drive. Homes offering this combination of privacy, flexible living space and exceptional outdoor living are difficult to duplicate. Schedule your private showing and experience this Lake Mary home for yourself.

2246 Soaring Eagle Place, Lake Mary
635 Chocktaw Street, Lake Mary
$725,000
4 Beds ⋅ 3 Baths ⋅ Timacuan - Premier Association Managemen SubDv. ⋅ 32746 Zip Code
THE BEST VALUE ON THE TIMACUAN GOLF COURSE! Enjoy an incredible opportunity to own a golf course home at an exceptional value. Welcome to this beautiful 4-bedroom, 2.5-bath pool home with an office, oversized 3-car garage and an exceptional golf course setting in Lake Dawson Estates. Sitting on an extra-large lot with manicured landscaping, mature palms and a welcoming front porch, this home makes a great first impression before you even walk through the double entry doors. Inside, vaulted ceilings and a spacious formal living room create an impressive entry, with natural light throughout the home. The oversized primary suite is privately positioned at the front of the home and features a comfortable sitting area, abundant natural light and direct access to the pool area. The primary bath offers a large walk-in shower, generous vanity storage, a separate makeup vanity area and two walk-in closets. Across from the living room, a spacious flex room with French doors and vaulted ceiling is currently being used as an office but could serve as a formal dining room. An updated powder bath is conveniently located nearby for guests. The heart of the home is the kitchen, featuring white cabinetry, a breakfast bar, center island and newer stainless-steel appliances, including built-in double ovens. A bright eat-in area overlooks the backyard and opens to the spacious family room, where large windows and sliding doors bring in plenty of natural light. The wood-burning fireplace adds warmth and character to the room and creates a great gathering space for entertainment. A separate bedroom wing offers three generously sized bedrooms and an updated hall bath with double vanities. The bathroom also serves as the pool bath, making it convenient when entertaining outdoors. The indoor laundry room includes additional cabinetry and a utility sink for extra storage and functionality. Outside is where this property really shines. The spacious covered lanai provides plenty of room for dining and lounging and includes an outdoor kitchen, while the oversized screened pool area overlooks the golf course and offers plenty of room to enjoy the Florida lifestyle. A second screened patio, outdoor shower and separate fire pit area give you even more space to entertain or unwind while taking in the views. With golf course frontage and thoughtfully maintained landscaping, the backyard feels both open and private. The home has been freshly painted and offers an oversized 3-car garage with an installed Tesla charger, plus additional parking on the driveway. With its spacious floor plan, generous lot, beautiful pool and outdoor living spaces, and golf course views from both the front and rear of the property, this is a home that offers plenty of room to live, entertain and enjoy all that Central Florida has to offer. Major updates include a 2025 pool renovation, PEX re-piping in 2024, HVAC updated in 2022, roof replaced in 2018, and a 200-amp electrical system with copper wiring. Call today to schedule your private showing!

635 Chocktaw Street, Lake Mary
300 Dublin Drive, 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
1738 Brackenhurst Place, 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
3857 S Stillwood Lane, Lake Mary
$6,000,000
5 Beds ⋅ 8 Baths ⋅ Waterside Ii SubDv. ⋅ 32746 Zip Code
Virtually Staged. 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. PLEASE NOTE: Renovations are currently in progress. All images are AI-generated/3D renderings provided for illustrative purposes only and represent the anticipated design and finishes. Some pictures are virtually staged. 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
1417 Oil Lamp Cove, Lake Mary
$1,199,500
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. Since its purchase in 2024, approximately $150,000 has been invested in thoughtfully selected enhancements and upgrades, creating a beautifully appointed residence that 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. Just off the dining room, a beautifully appointed butler’s pantry adds both style and convenience. 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 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 a 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
1351 Via Markham Court, 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
600 Chocktaw Street, 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
1657 Enclave Cove, 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

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