Lake Mary Real Estate

Homes for Sale with a Pool in Lake Mary, FL

Welcome to your dedicated resource for homes for sale with a pool in Lake Mary, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Lake Mary, FL agents, Zen Home Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in Lake Mary, FL

2636 Reagan Trail, Lake Mary
$7,095,000
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. This property is available as as-is without build (old home and structures remain). 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

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

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

3764 Farm Bell Place, Lake Mary
$1,825,000
5 Beds ⋅ 5 Baths ⋅ Steeple Chase SubDv. ⋅ 32746 Zip Code
Welcome to an exceptional private estate set on a full one-acre homesite in the exclusive gated community of Steeple Chase in Lake Mary, where refined elegance, modern comfort and serene natural beauty come together. From the moment you enter, dramatic 14- and 16-foot ceilings including cathedral, coffered and tray designs create an extraordinary sense of grandeur throughout the home. Elegant architectural arches, crown molding, rich wood flooring and expansive windows fill the interiors with natural light while framing peaceful views of Rice Lake and the protected conservation area, providing lasting privacy with no immediate rear neighbors. This remarkable residence offers five spacious bedrooms and five beautifully appointed bathrooms, along with a private executive office, a formal dining room, an impressive living room with a contemporary fireplace and a welcoming family room designed for everyday enjoyment and effortless entertaining. At the heart of the home, the gourmet kitchen features warm wood cabinetry, granite countertops, a generous center island, premium Sub-Zero and Wolf appliances, built-in ovens, a pot filler, mosaic backsplash and stylish pendant lighting, all seamlessly connected to the breakfast area and family room. Large sliding glass doors create a beautiful transition to the covered lanai and an outdoor oasis designed for the Florida lifestyle. The resort-style pool and integrated spa are surrounded by an expansive paver terrace, tropical landscaping and panoramic conservation views, providing a spectacular setting for relaxation, family gatherings and unforgettable sunsets. A fully equipped summer kitchen with a built-in grill, vented hood, sink and beverage refrigerator completes this remarkable outdoor entertaining space. Offering privacy, sophistication and exceptional indoor-outdoor living, this distinguished Steeple Chase residence is conveniently located near top-rated Seminole County schools, upscale dining, boutique shopping and major roadways an extraordinary place to call home.

3764 Farm Bell Place, Lake Mary

1063 Henley Downs Place, Lake Mary
$1,595,000
6 Beds ⋅ 5 Baths ⋅ Reserve 2 At Heathrow SubDv. ⋅ 32746 Zip Code
An extraordinary offering within the guard-gated golf community of Heathrow, this approximately 4,600-square-foot residence pairs a fully renovated interior with nearly half an acre of beautifully landscaped grounds, creating a private setting in one of Lake Mary's most established luxury communities. Inside, six bedrooms and five bathrooms unfold beneath tall ceilings, classic crown molding and a neutral palette filled with natural light. The layout includes a primary suite, a second-floor suite and four additional bedrooms, with spaces currently used as a home gym and private office, providing flexibility to adapt to the next owner's lifestyle. The home was comprehensively redesigned in 2021 by Erica Stone Interiors, bringing a fresh perspective to its Mediterranean architecture while creating interiors that feel warm, luxurious and inviting. Distinctive details give the home personality throughout, including a gas fireplace framed by a reclaimed barn wood mantle handcrafted by a local artisan and a pale blue tray ceiling that adds subtle color and character to the living space. Outdoor living continues the experience, with the home opening to a private pool surrounded by a limestone deck and beautifully maintained landscaping. Set on nearly half an acre, the grounds provide a sense of privacy and space while remaining connected to the lifestyle and amenities of Heathrow. Additional updates include two new air conditioning units installed in 2020, a new water heater installed in 2024, and, since the 2021 renovation, fresh interior and exterior paint, whole-house water treatment, updated appliances and electrical service expanded to 400 amps to accommodate multiple electric vehicle chargers. Adding another dimension to the opportunity, the adjoining approximately 2.5-acre property directly behind the residence is also available for separate purchase (MLS #6441899). Acquiring both properties would create an extraordinary approximately three-acre estate within the private gates of Heathrow, with the additional acreage and second residence situated outside the HOA boundary and therefore free from Heathrow HOA restrictions. The combination presents a rare opportunity to enjoy the security and lifestyle of one of Central Florida's premier gated golf communities while gaining a level of privacy, land and flexibility virtually impossible to replicate within Heathrow.

1063 Henley Downs Place, 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

170 Rolex Point, Lake Mary
$1,500,000
5 Beds ⋅ 5 Baths ⋅ Washington Estates SubDv. ⋅ 32746 Zip Code
First introduced to the market, this distinguished custom residence by Mecca Builders embodies a rare dialogue between timeless architecture and interiors, and an exceptional connection to the outdoors. Privately positioned on a pristine half-acre homesite at the end of a quiet cul-de-sac within coveted Washington Estates, the residence offers an elevated expression of luxury living, defined by scale, craftsmanship and privacy. A gracious pavered drive leads to the residence, framed by architectural columns and beautifully proportioned windows with classic shutters. A Juliet balcony presides above the entrance, while magnificent solid mahogany leaded-glass doors open to a dramatic two-story foyer. Beyond, formal living and dining spaces are distinguished by soaring ceilings, refined crown molding, an art niche, and exceptional statement lighting, all overlooking the shimmering waters of the resort-style pool. At the center of the residence, the circular gourmet kitchen is both visually compelling and designed for entertaining. Rich Cinnamon Spiced cabinetry with detailed crown molding surrounds a substantial center island with vegetable sink, complemented by double convection ovens and a beverage cooler. A beautifully appointed refreshment bar introduces an intimate walk-in wine room with dedicated cooling and dry storage. The kitchen flows effortlessly into the expansive family room, where an architectural ribbon fireplace is inset within a dramatic stacked-stone wall. Decorative ceilings and walls of glass dissolve the distinction between interior and exterior, drawing tranquil water views into the heart of the home. The first-floor primary suite is a private sanctuary with tray ceilings, crown molding, and a generous sitting area. The adjoining spa bath features a Cleopatra soaking tub framed by decorative windows, Roman-style walk-in shower, and separate vanities. A custom-fitted owner’s closet with extensive built-in organization adds exceptional refinement. Upstairs, three additional bedrooms and a spacious bonus room create a flexible private wing for family and guests. The outdoor living environment is the defining expression of this exceptional property. An extraordinary approximately $200,000 resort-style pool and entertaining environment creates the feeling of a private luxury retreat. Expansive travertine terraces and architectural columns surround a summer kitchen finished in stacked stone with granite countertops, generous cabinetry, and ample storage. The pool features a Jandy iAqualink saltwater system with electric pump, expansive sun shelf, LED lighting, luxurious pebble finish accented with glass tile, and a striking stainless-steel fountain with integrated deck jets and Bose speakers around pool area. A fully equipped outdoor kitchen with premium grill, bar and refrigerator makes alfresco entertaining effortless, while a gas fire pit beneath a graceful pergola creates an intimate setting for evenings with family and friends. Meticulously maintained and thoughtfully updated, this exceptional custom residence is a study in considered luxury. Its architectural presence, beautifully curated interiors, extraordinary outdoor living, and tranquil water setting create a home of uncommon distinction within one of the area’s most sought-after communities.

170 Rolex Point, Lake Mary

779 Stephens Pass Cove, Lake Mary
$1,499,000
4 Beds ⋅ 5 Baths ⋅ Island Club SubDv. ⋅ 32746 Zip Code
Waterside Living. This residence is offered fully furnished and move-in ready. Behind the gates of Island Club in prestigious Lake Mary/Heathrow, Casa del Lago occupies the finest lakefront setting in this private enclave. This custom Mediterranean estate pairs sweeping views of The Lake with designer interiors. The neighborhood is serene and quiet, yet minutes from major thoroughfares and less than an hour from Orlando, Disney, and Daytona Beach. The home makes its first impression before you reach the door. A bougainvillea-draped stone archway and beautiful fountain frame the entry. Beyond the iron front door, a soaring rotunda foyer opens directly into the gathering room, where floor-to-ceiling glass frames The Lake beyond. The main level is made for entertaining, 12 foot ceilings with an elegant formal dining room, a butler’s pantry and wet bar, and a chef’s kitchen appointed with a Wolf gas cooktop and wall oven, a Sub-Zero refrigerator, and a Kitchen-Aid dishwasher, all cabinetry is freshly painted in a soft, warm gray. Rich moldings, imported granite, and a blend of porcelain and wood flooring carry that quality throughout, and the entire home has just been repainted from top to bottom. Upstairs, the primary suite is the showpiece. French doors open onto a private balcony suspended directly over the water, an ideal spot for morning coffee or an evening glass of wine. The spa bath continues the retreat with a jetted soaking tub, dual vanities, and rich wood cabinetry. Three additional bedrooms each have a private en-suite bath and walk-in closet, all finished in brand-new luxury carpet, with updated lighting and sconces refreshing every bathroom. The gas-heated pool, with color-changing LED lights, is framed by the same lake views that define the home: a private resort for entertaining or quiet evenings by the water. Beneath its beauty, Casa del Lago has been thoughtfully renewed. Recent enhancements include a new tile roof, all-new mechanicals, dual A/C systems, two Level 2 EV charging stations, a new LG washer and dryer, an updated pool system, and an upgraded sound system that carries music through the main living spaces and outdoors. The home comes fully furnished and includes all interior furniture, televisions, and artwork(small personal accessories excluded). The Heathrow Legacy Club, with memberships available, is just two miles away. More than a home on The Lake, Casa del Lago is a gated retreat with the finest view on the water, and a lifestyle few properties can match.

779 Stephens Pass Cove, 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

672 Stonefield Loop, Lake Mary
$1,299,000
5 Beds ⋅ 4 Baths ⋅ Heathrow / Stonebridge SubDv. ⋅ 32746 Zip Code
Exceptional lakefront living in the exclusive, guard-gated community of Heathrow! Set on an expansive 0.49-acre homesite overlooking Lake Marietta, this impressive 5-bedroom, 4-bath residence offers 4,469 square feet of living space, a three-car side-entry garage, private pool and spa, and a spectacular waterfront setting that becomes the focal point of the home from the moment you step through the front doors. Beautiful mature landscaping and stately curb appeal introduce a home defined by dramatic architectural spaces, soaring ceilings and an extraordinary amount of natural light. Inside, a bright, open interior is enhanced by new large-format porcelain tile flooring throughout the entire first floor, a substantial recent improvement that gives the home a fresh, cohesive feel. From the entry, the eye is immediately drawn across the home to the lake through an impressive two-story wall of windows, creating a memorable sense of openness and bringing the waterfront setting directly into the living spaces. The home's multi-level design creates a distinctive floor plan with generous formal and casual living areas, architectural columns, open railings and multiple vantage points toward the water. Expansive windows throughout the rear of the home take full advantage of the views. The spacious kitchen features granite countertops, extensive wood cabinetry, a center island, gas cooktop and abundant storage, with large windows providing yet another beautiful view across the lake. The generous primary suite offers excellent privacy and includes a spacious bath with dual vanities, soaking tub and separate glass-enclosed shower. With five bedrooms and four full baths, the home provides tremendous flexibility for family, guests, home offices or additional living spaces. Outside is where this property becomes truly special. The large open-air pool and spa sit directly along the shoreline of Lake Marietta, creating a private resort-like setting surrounded by mature trees and wide-open water views. A substantial screened and covered outdoor living area provides additional space for relaxing and entertaining, while the nearly half-acre lot offers a degree of space, privacy and waterfront presence that is increasingly difficult to find. The current owner has completed two major capital improvements: a brand-new tile roof, along with all new large-format porcelain flooring throughout the main living area. Together, these improvements address two of the most significant components of the property while giving the next owner an outstanding foundation on which to personalize this remarkable home. Located within Heathrow, one of the Lake Mary area's most established and sought-after luxury communities, residents enjoy 24-hour manned gated security, highly rated schools, and an exceptional community lifestyle featuring parks and recreation. Golf, tennis, swimming, fitness and additional club amenities are also available within the Heathrow community - by joining Heathrow Country Club. Homes with this combination of size, architectural presence, nearly half an acre of land, private pool, three-car garage and a true lakefront setting are increasingly difficult to duplicate. With its major recent improvements already completed and an exceptional setting on Lake Marietta, 672 Stonefield Loop presents a rare opportunity to own a substantial waterfront residence in one of Central Florida's premier communities and make it uniquely your own.

672 Stonefield Loop, Lake Mary

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