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$1,395,000
5 Beds ⋅ 4 Baths ⋅ O6397402 MLS
Under contract-accepting backup offers. Welcome to Carisbrooke, an exclusive gated enclave of just 43 estates set on sprawling one-acre homesites within the sought-after Markham Woods Corridor. Surrounded by scenic walking trails, community parks and the refined charm of the Lake Mary lifestyle, this exceptional location offers effortless access to major interstates and beltways, placing world-class attractions, pristine beaches and top-tier regional hospitals all within easy reach. From the moment of arrival, a beautifully maintained landscape, fresh designer exterior paint and an elegant circular drive create a striking first impression, leading to grand custom double entry doors. Inside, a dramatic introduction unfolds as floor-to-ceiling windows to frame serene views of the lanai and resort-style pool, while rich travertine flooring and intricate applied moldings elevate the home’s architectural presence. The interior has been lavishly reimagined with uncompromising attention to detail. The chef’s kitchen is a showpiece, appointed with Sub-Zero and Thermador appliances, bespoke cabinetry and exotic granite surfaces. Distinctive design elements, including an Invisacook cooktop and a Waterstone copper faucet set above an impressive 42-inch sink, create both visual intrigue and functional excellence. The adjoining family room, anchored by a custom-built entertainment center, flows seamlessly to the outdoor living spaces. The primary suite is a private retreat, offering rich hardwood flooring and a beautifully renovated spa-inspired bath designed for relaxation and indulgence. The private office enjoys a built-in closet with the versatility of a possible fifth bedroom if desired. Two additional bedrooms are thoughtfully positioned on the main level and share a jack-and-jill bath, while the fourth bedroom and a generously sized bonus room upstairs provide exceptional flexibility for lifestyle, entertainment or leisure. Outdoors, the experience continues with a newly installed limestone paver pool deck overlooking an expansive, meticulously manicured backyard. A striking 10-foot granite fire pit and a custom pergola set the stage for unforgettable evenings under the stars. Completing the residence is an oversized three-car garage with extended driveway parking, along with new mechanical systems, updated designer fixtures and whole-house audio, delivering a turnkey, move-in-ready estate defined by luxury, comfort and incredible Florida lifestyle.

1811 Brackenhurst Place, Lake Mary
$779,000
5 Beds ⋅ 4 Baths ⋅ O6395880 MLS
This exceptional 5 bedroom, 3.5 bath residence is located in the guard gated community of Heathrow, where refined elegance meets resort style living. Perfectly positioned on a beautifully treed and landscaped corner homesite, this impressive residence offers a harmonious blend of sophistication, comfort and outdoor luxury. From the moment you arrived, the home's setting and curb appeal cr3eate a lasting impression. Inside, thoughtfully designed living spaces are enhanced by abundant natural light and a seamless flow ideal for both everyday living and upscale entertaining. The updated kitchen is a true centerpiece, showcasing stunning granite countertops, 42 inch custom cabinetry and an open design that flows effortlessly into the dinette area which overlooks the expansive lanai and pool. Step outside to a breathtaking resort-style outdoor retreat, featuring a sparkling swimming pool and spa accented by elegant pavers, a custom summer kitchen for effortless entertaining and a private outdoor shower - creating the ultimate Florida lifestyle experience. The spacious owner's suite provides a relaxing sanctuary, while 4 bedrooms offers flexibility for family, guests or home office needs. Resident enjoy a 24 hour gated security, championship golf, racquet club amenities, fitness center, scenic walking trails and convenient access to I-4, SR 417, top rated Seminole County schools, fine dining and premier shopping. A rare opportunity, don't miss this one!

827 Chatfield Way, Lake Mary
$499,571
4 Beds ⋅ 2 Baths ⋅ O6394984 MLS
Under contract-accepting backup offers. Rare opportunity to own a private corner lot pool home in one of Lake Mary's most desirable locations! **Seller is offering a $5,000 credit toward the buyer's closing costs, prepaid expenses, or interest rate buydown with a full-price offer**, making this exceptional home an even greater value. Surrounded by a 10-foot privacy hedge, this property offers a unique sense of seclusion while still being close to everything. Enjoy true Florida living with a screened-in pool and spacious outdoor area—perfect for relaxing or entertaining year-round. Inside, the open-concept layout is enhanced by cathedral ceilings, skylights, and a cozy fireplace, creating a bright and inviting atmosphere that lives larger than its footprint. Major updates include a brand-new roof (2026), updated HVAC, and a professionally replaced septic tank, providing peace of mind for years to come. Ideally located with quick access to Lake Mary's premier shopping, dining, I-4, and SR-417, commuting to Downtown Sanford and Orlando is fast and convenient. Offering an exceptional combination of privacy, thoughtful updates, lifestyle, and location, this move-in-ready home is one you won't want to miss.

487 Autumn Oaks Place, Lake Mary
$274,999
2 Beds ⋅ 2 Baths ⋅ O6385140 MLS ⋅ 106 BLDG.
READY FOR IMMEDIATE OCCUPANCY AND YOU CAN LIVE IN THE HEART OF LAKE MARY! Located in demand " Feather Edge Community" This beautiful Single Story spacious 2 BEDROOM, 2 BATH CONDO with a ATTACHED ONE CAR GARAGE on a quiet cul-de-sac and no neighbors above you or directly behind you. From the minute you walk in you will be impressed with this home! The FAMILY ROOM IS IDEAL FOR ENTERTAINING FAMILY AND FRIENDS! THE FAMILY ROOM HAS 17 FT VAULTED CEILINGS, FLOOR TO CEILING BRICK WOOD BURNING FIREPLACE, AND A WETBAR. From the family room it flows into the open dining area which overlooks a spacious landscaped park like setting and offers an ABUNDANCE OF NATURAL LIGHTING. Enjoy sitting in the large screened patio for your morning coffee. The Patio and includes two storage closets. If you enjoy cooking THIS IS YOUR PERFECT KITCHEN! This updated kitchen offers STAINLESS APPLIANCES, SPACIOUS GRANITE COUNTERTOPS, CUSTOM BUILT CABINETRY & PANTRY, DOUBLE SINKS, BREAKFAST BAR FOR SEATING, and MORE CABINETS THAN YOU CAN FILL. YOU WILL LOVE THE HOMES OPEN FLOOR PLAN. The PRIMARY BEDROOM & GUEST BEDROOM are both are approximately 15.5 x 11.5 and EACH BEDROOM HAS A WALK-IN CLOSET. THE OWNERS BATH HAS A SPACIOUS SHOWER WITH SITTING AREA, A VANITY WITH GRANITE COUNTERTOPS. The Full GUEST BATH HAS CORIAN COUNTERTOPS, SHOWER/TUB COMBINATION. THE WALK-IN LAUNDRY ROOM has plenty of CABINET STORAGE, THIS HOME IS JUST STEPS AWAY FROM THE COMMUNITY POOL AND CLUBHOUSE. If you work or visit nearby Medical Hospitals or Clinics THE NEW ORLANDO HEALTH HOSPITAL IS WALKING DISTANCE FROM THE CONDO (about 1 mile away)and THE NEW ADVENT HEALTH HOSPITAL IS APPROXIMATELY 2 MILES AWAY. along with Target, Publix, Home Goods, Walgreens, Many great Restaurants and shopping also within 2 miles. THIS BEAUTIFUL HOME IS MOVE-IN READY! Easy Access to I-4, Sr 417, SR 429 AND 45 MINUTES TO THE BEACHES . New Roof is 2021, A/C unit is 9 years old, Hot Water Heater is approximately 8 years old.

106 Carli Court Unit 106, Lake Mary
$550,000
3 Beds ⋅ 3 Baths ⋅ O6387930 MLS
Under contract-accepting backup offers. LAKE MARY POOL HOME WITH SPA - GATED - MAGIC LAKE VIEWS - PAID OFF TESLA PANELS - 2018 ROOF, 2026 WATER HEATER, 2026 AC! This charming home in Woodbridge Lakes features high ceilings and beautiful natural light. Upon entry, you will find the soaring ceilings and ample living room space. To your left is the dining space with views of the pool and Magic Lake, and to your left is the kitchen, featuring granite countertops, all stainless appliances, and two fridges (both included in sale.) Stepping outside to the pool area, you will find the heated pool (via gas or solar) and a heated, jetted spa! The views alone will make you want to stay outside all day and night! Back inside, this home features a true split floor plan, with the ensuite master bedroom on the first floor. The bedroom is spacious and the ensuite bath has been fully renovated, featuring a beautiful standalone tub and updated shower, doubly vanity and countertops. Back out through the living you will find, before going to the garage, the powder bath, and laundry area. Upstairs you will find a spacious den (or 4th bed/office,) as well as two other bedrooms, and the hallway bathroom. This home features a 3-car garage, freshly painted, fully paid off Tesla Panels, keeping your power bill very low and the seller has even received credits some months out of the year. This community is very conveniently located off of Rinehart Road, with easy access to Lake Mary Blvd and HE Thomas. Come see this gated community home today!

785 Pickfair Terrace, Lake Mary
$760,000
4 Beds ⋅ 3 Baths ⋅ O6388094 MLS
Under contract-accepting backup offers. MUST SEE! Welcome to Lake Dawson Estates in Timacuan, one of the most popular golf course communities in Lake Mary. This beautiful home sits in a quiet area with amazing golf course views. The front of the house looks over the 17th green, and the backyard faces the 18th tee box. The home has 4 bedrooms, 3 bathrooms, and 2,780 square feet of living space on a huge lot with plenty of room to enjoy both inside and outside. This well-maintained pool home has a bright and open layout with high ceilings that make the space feel large and welcoming. It’s perfect for relaxing with family or entertaining friends. You can also walk to the Pro Shop and easily access the community back gate and nearby sports fields. The primary bedroom feels like a private getaway, with its own sitting area, high ceilings, pool access, two large walk-in closets, and a spa-style bathroom with a makeup area. The kitchen has been updated with a new oven and sink (2025), refrigerator (2024), and dishwasher (2020). It opens to the main living area, where a modern electric fireplace creates a warm and cozy feel. Large windows and glass doors give you beautiful views of the pool, spa, and golf course. Major updates include: Pool resurfaced in 2025 New plumbing in 2024 HVAC system installed in 2020 and serviced in 2026 New water heater in 2025 The home also features tile floors in the main areas, wood floors in the bedrooms, pre-wiring for an intercom system, and a central vacuum system. Living here is also very convenient. You’re close to great schools, shopping, restaurants, parks, tennis courts, the Lake Mary Sports Complex, and medical centers like Orlando Health and AdventHealth. Major highways including I-4, 417, and 429 are nearby, making travel easy. This is a rare opportunity to own a beautiful golf course home in one of Timacuan’s best neighborhoods. Schedule your private showing today before it’s gone!

635 Chocktaw Street, Lake Mary
$159,000
1 Beds ⋅ 1 Baths ⋅ O6382868 MLS ⋅ Regency Park At Lake Mary BLDG.
Welcome to a beautifully upgraded first floor spacious 1-bedroom, 1-bath condo located in a 24-hour gated community, featuring unbeatable lake views from your private screened patio. The perfect place to unwind and enjoy the serenity of Greenwood Lake. Inside, you’ll find an upgraded kitchen with modern finishes, attractive tile flooring throughout, a new garbage disposal, and updated plumbing with improvements not found in all units. Enjoy with peace of mind a brand-new A/C system and water heater. The condo also includes a dedicated laundry room with a durable, energy-efficient premium washer and dryer, ideal for low-maintenance, long-term living. Valet trash service adds even more convenience. The community amenities truly set this property apart, offering a stunning clubhouse, two fully equipped fitness centers, multiple swimming pools, tennis courts, playground, car wash area, EV charging station, and on-site laundry facilities. Residents also enjoy direct access to the Greenwood Lake fishing dock. Whether it’s relaxing at home or taking advantage of the extensive amenities, this condo offers the perfect blend of comfort, convenience, and resort-style living. Located in a hear of Lake Mary just minutes to I-4, entertainment and shopping.

2513 Grassy Point Drive Unit 107, Lake Mary
$185,000
3 Beds ⋅ 2 Baths ⋅ V4946106 MLS ⋅ 712 BLDG.
Under contract-accepting backup offers. Welcome to this inviting and well-cared-for first-floor condo offering the perfect blend of comfort, convenience, and modern updates. This spacious unit features three generously sized bedrooms and two full bathrooms. It is ideal for families, downsizers, or anyone seeking single-level, first-floor living with no stairs and convenient access to outdoor spaces. Step inside to an open and airy layout, highlighted by a bright living area that flows seamlessly into the dining space and kitchen. The kitchen boasts brand-new appliances, providing a fresh and functional space for cooking and entertaining. Additional features include ample storage, in-unit laundry, and a well-kept community environment perfect for relaxing and everyday living. This charming condo is ready to welcome its next owner—schedule your showing today!

712 Secret Harbor Lane Unit 104, Lake Mary
$579,000
3 Beds ⋅ 2 Baths ⋅ O6354408 MLS
Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Great opportunity on this 3/2 with a pool in guard gated Heathrow. With its beautiful lakes and golf course, it's a perfect backdrop that showcases this home. The spacious plan has a formal dining room and eat-in kitchen. The screened in pool has a fun bed swing in the lanai. For your outdoor entertainment; you can putt or enjoy an outside firepit!

1756 Cherry Ridge Drive, Lake Mary
$450,000
3 Beds ⋅ 2 Baths ⋅ G5099567 MLS
Under contract-accepting backup offers. Short Sale. Short sale. Discover this immaculate three-bedroom, two-bath home in sought-after Hills of Lake Mary community. This meticulously maintained residence has been thoughtfully updated throughout, offering modern comfort and timeless appeal in one of the area's desirable neighborhoods. The spacious primary suite serves as a retreat, featuring a generously sized walk-in closet and an elegantly appointed bath complete with a luxurious glassed-in shower, relaxing standalone soaking tub, beautiful marble countertops, and dual sinks for added convenience. Both baths have been tastefully remodeled with stunning marble tops that add a touch of beauty to the home. The heart of the home showcases a large great room with soaring vaulted ceilings that create an impressive sense of space and openness, ensuring no area feels underutilized. The gourmet kitchen is a chef's dream, featuring gorgeous quartz countertops, top-of-the-line stainless steel Samsung appliances, and a functional breakfast bar that seamlessly flows into the expansive family room, making it ideal for everyday living and entertaining. The thoughtfully designed floor plan includes a step-down living room highlighted by an eye-catching subway-tiled fireplace, while large windows frame beautiful views of the private fenced backyard and sparkling pool. Throughout the home, elegant plantation shutters provide both privacy and light control while adding to the property's refined aesthetic. Additional features include a newer roof for peace of mind and superior protection. The home's prime location offers a balance of tranquil neighborhood living while providing quick access to Interstate 4 and major thoroughfares, plus proximity to excellent schools. This turnkey property represents an exceptional opportunity to own a beautifully updated home in one of Lake Mary's desired communities.

341 Pine Shadow Lane, Lake Mary
$1,289,000
4 Beds ⋅ 3 Baths ⋅ O6318052 MLS
Back on the market; buyer financing fell through. 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 spacious bedrooms, including an office, 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