Waterfront Homes for Sale in Lake Mary, FL

5 Beds ⋅ 7 Baths ⋅ The Cove SubDv. ⋅ 32746 Zip Code

Pre-Construction. To be built. Generational ownership property is now available to new owners! This six-acre lakefront property presents a rare opportunity to own one of Lake Mary’s true legacy estates. Set behind the private gates of The Cove, yet uniquely exempt from the community’s HOA, the property is reached by a long, tree-lined private drive that opens to more than 800 feet of shoreline along Crystal Lake. Here, the lake becomes part of everyday life, offering endless opportunities for boating, waterskiing, fishing, swimming and kayaking, while western sunsets, abundant wildlife and the natural beauty of the waterfront create a sense of privacy and place that is increasingly hard to find. Planned for the site is a Transitional Modern estate to be built by Konkol Custom Homes, one of Central Florida’s premier luxury homebuilders. With approximately 7,768 square feet under air and 10,790 total square feet, the residence is designed to take full advantage of the waterfront setting while offering the comfort, scale and flexibility expected of a custom luxury home. The floor plan includes five bedrooms, five full and two half baths, along with four garage spaces arranged as two separate two-car garages. Inside, expansive living areas are defined by dramatic open-to-below spaces and an easy connection between the home’s main gathering areas. The great room is centered around a fireplace and flows naturally into the dining area and kitchen, where a large island and separate scullery create a layout equally suited for everyday living and entertaining. The primary suite is privately positioned in its own wing with generous walk-in closets, a spacious bath and an adjacent yoga room or flex space. A separate guest or multigenerational suite includes its own en-suite bath and walk-in closet, providing privacy and comfort for extended stays. A dedicated gym with a dry sauna creates a private wellness space at home, while upstairs an open loft, two private offices, additional storage, a covered balcony and open overlooks add versatility. An elevator provides convenient access between levels. The outdoor spaces are designed to feel like an extension of the home. A generous covered living area and summer kitchen open to the pool, deck and expansive grounds, with the lake always part of the view. Beyond the backyard, more than 800 feet of shoreline, a private dock and a boathouse make it easy to enjoy Crystal Lake, whether heading out on the boat, spending an afternoon on the water or settling in to watch the sunset. Lake Mary’s dining, shopping, entertainment and everyday conveniences are only minutes away, while Interstate 4, SR 417 and the Wekiva Parkway provide easy access throughout Central Florida. (Illustrations are renderings and subject to change by buyer or builder).

2636 Reagan Trail, 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

$3,880,000

Smart Office Lake Mary SubDv. ⋅ 32746 Zip Code

7 CAP - NNN Lease - Longstanding Tenant This premier office investment offering in Lake Mary, Florida presents a rare opportunity to acquire a high-quality office building ideally located near Downtown Lake Mary and the SunRail Station, the property combines strong visibility, walkability, and long-term growth potential. This 10,592-square-foot office building sits on a 1.1 -acre site and is thoughtfully designed. The building is configured with six separately metered office suites, providing flexibility for future multi-tenant use. Interior finishes include six modern kitchenettes with quartz countertops and stainless steel appliances, multiple interior stairwells, an elevator, and a secure access control system. Additional highlights include ample parking, EV charging stations, and crown signage on two sides for enhanced branding. Second-floor offices enjoy scenic views of Lake Mary, further elevating the work environment. This property represents a turnkey investment opportunity in one of Central Florida’s most desirable office submarkets.

131 S Country Club Road, 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

$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

$2,475,000

6 Beds ⋅ 5 Baths ⋅ Reserve 2 At Heathrow SubDv. ⋅ 32746 Zip Code

An extraordinary offering within the guard-gated golf community of Heathrow, this 4,600-square-foot residence pairs a fully renovated interior with a rare amenity found nowhere else in the neighborhood: 2.5 private acre backyard, configured across two additional lots, complete with two ponds, impeccable landscaping, full irrigation and privacy fencing. Inside, six bedrooms and five bathrooms unfold across tall ceilings, classic crown molding, and a neutral palette washed in natural light. The layout includes a primary suite, a second-floor suite, and four additional bedrooms, currently arranged as a home gym and private office among them, offering flexibility for however the next owner chooses to live. The home was fully redesigned in 2021 by Erica Stone Interiors, a transformation described by the designer as "where design meets storytelling," blending modern flair with Mediterranean charm through warm turquoise and coral accents. A gas fireplace anchors what was once an unused sitting room, its mantle crafted from reclaimed barn wood by a local artisan, while a pale blue tray ceiling echoes the rug below, tying the space together into what the homeowners now call one of the most-used rooms in the home. The true distinction of this property, however, lies beyond the walls. The 2.5-acre backyard, secured by a 10-foot privacy fence and two electronic gates, is unmatched in scale and configuration anywhere in Heathrow. Two of the three lots sit outside the community's boundary altogether, free of HOA dues or restrictions, opening the door to RV parking, work vehicle storage, and a separate 1,000-square-foot guest home, ideal for visiting family or rental income, along with a dedicated storage garage. Additional updates since the 2021 renovation include fresh interior and exterior paint, a new limestone pool deck, whole-house water treatment, upgraded appliances, and electrical service expanded to 400 amps to support multiple electric vehicle chargers. This is a rare convergence of two lifestyles rarely found under one address: the security, amenities, and social fabric of a guard-gated golf community, paired with the freedom and space of private acreage. Life at Henley Downs Place is not simply a home; it is a legacy property, one-of-a-kind in Heathrow not to be replicated again.

1063 Henley Downs Place, Lake Mary

$2,000,000

Hanover Woods SubDv. ⋅ 32746 Zip Code

BRING YOUR BUILDER! Approx. 5 ACRE LAKEFRONT BUILDABLE LOT IN THE MARKHAM HEATHROW AREA. This Beautiful One Of A Kind 5 Acre Lakefront Property Overlooks Lake Marietta And Heathrow, There Is Approx. 749 Feet Of Waterfront Shoreline With Close To 20 Acres Of Preserved Property Surrounding This Lovely Location. Hanover Woods Is A Tranquil Community Right Off Of Markham Woods Road Featuring Luxury Custom Homes On Large Acreage Parcels. This Is Your Chance To Build An Impressive Lakefront Estate Home In A Highly Desirable Area, With Views Of The Lake On Almost Every Angle. Orlando’s Heathrow - Lake Mary Area Is One Of The Location For Home Buyers Seeking Privacy And Luxury. This Neighborhood Is Surrounded By Natural Beauty And Has Convenient Access To Top-Ranked Seminole County Schools, Lake Mary Shops And Services. Enjoy Hiking, Cycling And Jogging The Seminole Wekiva Nature Trail, A 14-Mile Recreation Trail, That Is Part Of The Florida National Scenic Route And Wekiva Preserve, With 45,000 Acres Of Natural Preserve And An Abundance Of Wildlife. All This, Plus An Easy Commute To Downtown Orlando And To The Local Attractions Like Disney And Universal Studios. Local Beaches Are Just A 45 Minute Drive From This Location. Because The Demand For New Homes In Lake Mary Is High, You Can Now Own, Create And Build Your Perfect Lakefront Home. This Property Does Not Have A Timeline To Build. Land Survey And Soil Sample Information Is Availble. Check Out The Video Tour And See What You Are Missing, This Could Be Yours.

116 E Greentree Lane, Lake Mary

$1,999,999

32746 Zip Code

NEGOTIABLE ! 694 FEET OF FRONTAGE ON LONGWOOD LAKE MARY RD, IN THE HEART OF LAKE MARY! WITH DAVID WEEKLY'S GRIFFIN FARMS & OVER 1 MILLION SQ FT OF RETAIL LESS THAN A MILE AWAY, DON'T MISS AN OPPORTUNITY TO OWN 20 ACRES OF LAND IN SEMINOLE COUNTY'S MOST DESIRABLE CITY! CLOSE TO MAJOR HIGHWAYS, RESTAURANTS, SHOPPING CENTERS & RESIDENTIAL. THIS PARTICULAR PARCEL IS ZONED FOR ONE OF THE BEST SCHOOLS IN LAKE MARY, HUNDREDS OF FEET AWAY. 7 ACRES ARE HIGH AND DRY, ENOUGH FOR A PUD. CITY OF LAKE MARY DOESN'T ALLOW FOR MITIGATION. CONTACT LAND USE ATTORNEY TO PETITION COUNTY FOR DENSITY. PERFECT FOR ASSISTED LIVING FACILITY (ALF), DAYCARE, PROFESSIONAL OFFICE, PLENTY OF OTHER USES! PLEASE SEE ATTACHED NOTES!

400 LONGWOOD Lake Mary Road, Lake Mary

$1,749,900

4 Beds ⋅ 3 Baths ⋅ Crystal Lake SubDv. ⋅ 32746 Zip Code

A truly rare offering in the heart of Lake Mary—this updated 4BR / 2.5BA / 2,716 sq ft home sits on just under 9 acres of private, usable land with direct frontage on Crystal Lake. Enjoy a lakefront lifestyle with access to additional connected lakes, launch directly from your own dock. The home has been thoughtfully modernized throughout, featuring new flooring, updated kitchen cabinetry, quartz countertops, new appliances, and upgraded fixtures. Bathrooms have been fully renovated with new tile, vanities, shower tile, and fixtures, creating a clean and contemporary feel. Additional improvements include updated windows, a resurfaced pool, new pool pavers, and an updated roof, offering long term peace of mind. The property’s expansive acreage provides exceptional privacy and flexibility—ideal for recreation, future expansion, or simply enjoying the open space. A detached barn adds valuable storage or workshop potential. Located in a golf cart friendly neighborhood, the home is close to downtown Lake Mary’s shops, restaurants, and community events, blending acreage living with true in town convenience. Opportunities combining this level of land, lakefront access, updates, and walkability are exceptionally limited—this property stands alone in today’s market.

401 N 1st Street, Lake Mary

$1,650,000

4 Beds ⋅ 3 Baths ⋅ Evansdale 4 SubDv. ⋅ 32746 Zip Code

Welcome to your Lake Mary lakefront oasis. Situated on one of the most spectacular, prime waterfront lots on Lake Mary with over 170 feet of shoreline, this impeccably maintained 4-bedroom, 3-bathroom pool home offers the ultimate Florida lifestyle. Complete with a private dock, covered boat storage, and direct access to swimming, fishing, and water skiing, this property feels like a private wildlife sanctuary where you can watch sandhill cranes and herons against breathtaking sunset backdrops. The outdoor entertainment spaces are unmatched, featuring a resurfaced, propane-heated pool and spa alongside an expansive 30 x 12 covered porch perfect for al fresco dining. Inside, the home is equally impressive, framing panoramic lake views from the primary suite, living areas, kitchen, and breakfast room. Gleaming hardwood floors and an updated exterior elevation elevate the home's curb appeal and interior aesthetic. The thoughtful floor plan includes oversized rooms throughout, highlighted by a unique dual primary suite arrangement that provides luxury accommodations for guests or multi-generational living. The main primary suite features dual walk-in closets, French doors to the screened patio, and an en-suite bath with a jetted tub overlooking the water. A dedicated office provides excellent flex space for a den, nursery, or remote work. Outside, a grand circular driveway offers ample parking and leads to the oversized 2-car garage. The flow of the home is designed for seamless entertaining, starting from the foyer where you are immediately greeted by stunning lake views. The large, open gathering space anchors the home with a cozy brick fireplace, built-in bookshelves, and French doors leading out to your backyard paradise. A separate formal dining room connects effortlessly to the kitchen and a sunlit breakfast room. Location is everything, and this serene paradise sits within close proximity to Lake Mary Elementary and the SunRail station. Residents can easily walk or bike to downtown shops, restaurants, the local farmers market, pickleball courts, and excellent community parks, while enjoying zoning for highly-rated Greenwood Lakes Middle and Lake Mary High School. A rare combination of prime location and lakefront luxury— this is the one you have been waiting for.

284 Evansdale Road, Lake Mary

$1,599,000

4 Beds ⋅ 4 Baths ⋅ Steeple Chase SubDv. ⋅ 32746 Zip Code

A private resort in the heart of Lake Mary, where luxury outdoor living and exceptional entertaining take center stage. Located within the highly sought-after gated community of Steeple Chase, this exceptional 4-bedroom, 3.5-bath estate offers a lifestyle rarely found in Central Florida. Designed around outdoor living and entertaining, the backyard is a true showpiece. Surrounded by mature palms, lush podocarpus hedges, and professional landscape lighting, the resort-style outdoor retreat centers around a spectacular heated saltwater pool featuring a swim-up bar, elegant fountains, a spacious sun deck, and an expansive spa with therapeutic air-jet features. Advanced pool automation provides effortless control of temperature, lighting, and water features, while programmable LED lighting allows the pool and spa to be customized with an array of colors to create the perfect ambiance for entertaining or relaxing. The spacious covered lanai with retractable screens and fully equipped summer kitchen creates an ideal setting for gatherings large and small. Whether enjoying a quiet evening by the water or hosting guests, the outdoor spaces deliver a private luxury resort experience every day. Golf enthusiasts will appreciate the home’s location just minutes from several premier golf courses, complementing the active and upscale lifestyle this community offers. Inside, soaring ceilings, abundant natural light, and a thoughtfully designed open floor plan create an immediate sense of elegance and sophistication. At the heart of the home, the gourmet chef’s kitchen showcases a premium Wolf appliance package, Sub-Zero refrigeration, natural gas cooking, custom cabinetry, an apron-front sink, and an oversized quartz island designed for both everyday living and effortless entertaining The dramatic two-story family room flows seamlessly from the kitchen and overlooks the backyard oasis, creating an inviting environment for everyday living and entertaining. A butler’s pantry and bar area connect to the formal dining room, while a dedicated office/den offers privacy and flexibility with its own staircase leading to an upstairs loft or flex space. Motorized window treatments throughout the home provide effortless comfort, privacy, and light control. The first-floor primary suite serves as a luxurious retreat, featuring tray ceilings, resort-style pool views, oversized dual walk-in closets, and a spa-inspired bath with separate vanities, an oversized walk-in shower, and a soaking tub. Upstairs, you’ll find an expansive media room or home gym featuring premium in-ceiling speakers, creating an immersive environment for workouts, movies, sports, or entertainment. A spacious game room offers dedicated wine storage and a built-in cigar humidor display, while three generously sized bedrooms are served by additional full baths. Additional highlights include an oversized laundry room with utility sink and full-size refrigerator, as well as a three-car garage. Residents of Steeple Chase enjoy the privacy and security of a gated community while remaining just minutes from top-rated schools, upscale shopping, fine dining, major highways, downtown Lake Mary, Winter Park, downtown Orlando, area beaches, and world-renowned attractions. Luxury, privacy, recreation, and resort-style living converge in one of Lake Mary’s most desirable communities. This home us a must see !! Seize the opportunity to own this slice of paradise by scheduling your private tour today!

3851 Grassland Loop, Lake Mary

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