Lake Mary Real Estate Search – Century 21-(407) 636-4637

4 Beds ⋅ 2 Baths ⋅ The Cove SubDv. ⋅ 32746 Zip Code

**Never before offered for sale**, this extraordinary six-acre lakefront estate presents a once-in-a-generation opportunity to acquire one of Lake Mary's most remarkable legacy properties. Set behind the private gates of The Cove, yet uniquely exempt from the community's HOA, the estate is hidden at the end of a long, tree-lined private drive where the landscape unfolds dramatically to reveal more than 800 feet of pristine Crystal Lake shoreline. Spectacular sunset views, abundant wildlife, and the timeless beauty of Old Florida create a setting that has become exceedingly rare. High and dry with an expansive homesite overlooking the water, the property offers exceptional flexibility for those envisioning a custom waterfront estate unlike anything else in the area. Whether designing a grand primary residence with a guest house, resort-inspired outdoor living, expansive garages, or recreational amenities, the scale, privacy, and extraordinary waterfront frontage provide an unparalleled foundation for a truly exceptional estate. The existing century-old home reflects the property's rich history, while a detached two-car garage with an attached bonus room and a separate four-car garage complete with a workshop and expansive storage room provide immediate functionality while future plans take shape. What truly distinguishes this offering is the rare balance of privacy and convenience. Enjoy the exclusivity and security of a gated community without the limitations of HOA restrictions, an increasingly uncommon advantage for luxury buyers seeking the freedom to create a deeply personalized estate. Located just minutes from Lake Mary's thriving Midtown district, residents enjoy an exceptional collection of acclaimed restaurants, boutique shopping, cafés, entertainment, fitness studios, and community events, while nearby Interstate 4, SR 417, and the Wekiva Parkway provide effortless access to downtown Orlando, area airports, world-famous attractions, pristine beaches, and the very best of Central Florida. Properties of this significance are rarely available, especially those remaining in the same family and offered to the public for the very first time. Combining more than 800 feet of Crystal Lake shoreline, six picturesque acres, remarkable privacy, spectacular sunsets, and one of Lake Mary's most desirable locations, 2636 Reagan Trail presents a once-in-a-generation opportunity to create a waterfront estate that will be cherished for generations to come.

2636 Reagan Trail, Lake Mary

$748,500

5 Beds ⋅ 3 Baths ⋅ Cherry Ridge SubDv. ⋅ 32746 Zip Code

Virtually Staged. Welcome to 1526 Cherry Lake Way, a waterfront pool home in Cherry Ridge at Heathrow, one of Lake Mary’s most established guard-gated communities. This 5-bedroom, 2.5-bath residence presents a rare opportunity to own in a premier Lake Mary location with water views, a screened pool and lanai, and a refreshed interior ready for its next chapter. The home opens with soaring ceilings, large arched windows, and a bright interior palette that gives the main living areas a clean, elevated feel. The floor plan offers generous living and dining spaces, all bedrooms on the main level, and an upstairs loft/flex room that works well as a media room, office, playroom, or secondary lounge. The primary suite is privately positioned and offers direct access to the main living areas and pool side of the home. The kitchen features solid surface countertops, stainless appliances, light cabinetry, a pantry, and an eat-in area overlooking the lanai. Multiple gathering spaces create flexibility for entertaining, working from home, or creating defined formal and casual living areas. Outdoors, the screened pool and lanai are the centerpiece of the property. The pool deck has been newly painted, the covered lanai offers space for shaded seating, and the waterfront rear setting adds a peaceful backdrop for everyday living and entertaining. The exterior will be fully repainted prior to closing, further enhancing the property’s presentation. Cherry Ridge is part of the Heathrow master-planned community, known for its guard-gated entrance, mature landscaping, sidewalks, parks, playground areas, and proximity to Heathrow Country Club, Seminole County trails, shopping, dining, medical offices, business centers, I-4, SR 417, and the best of Lake Mary and Sanford. This is a strong opportunity to purchase a waterfront pool home in one of Central Florida’s most recognized residential communities.

1526 Cherry Lake Way, Lake Mary

$750,000

4 Beds ⋅ 3 Baths ⋅ Woldunn Rep SubDv. ⋅ 32746 Zip Code

Virtually Staged. Welcome to this beautifully updated 4-bedroom, 3-bathroom home nestled in one of Lake Mary's most coveted and quiet neighborhoods. Designed for both everyday living and effortless entertaining, this exceptional residence features a stunning gourmet kitchen with premium finishes, abundant cabinetry, and generous workspace that will delight any home chef. Thoughtfully designed custom closets provide exceptional organization throughout the home, while spacious living areas are filled with natural light and offer a warm, inviting atmosphere. Step outside to your own private backyard retreat, complete with a sparkling pool surrounded by mature landscaping that creates both beauty and privacy. Whether you're hosting family and friends or enjoying a peaceful evening at home, this outdoor oasis is the perfect place to relax and unwind. Ideally located just minutes from premier shopping, dining, parks, and major commuter routes, this home also offers access to Lake Mary's highly rated schools. Combining timeless style, thoughtful updates, and an unbeatable location, this is a rare opportunity to own a truly exceptional home in one of Central Florida's most desirable communities.

365 Woldunn Circle, Lake Mary

$1,749,000

4 Beds ⋅ 4 Baths ⋅ Magnolia Plantation SubDv. ⋅ 32746 Zip Code

Welcome to this exceptional luxury residence in the guard-gated community of Magnolia Plantation, where timeless architecture, thoughtful design, and a private 1.11-acre homesite create the perfect place to call home. Elegant French-paned double doors open to a light-filled foyer. To the right, a spacious private office and adjacent guest bath provide an ideal work-from-home retreat, while the formal dining room sits to the left. Straight ahead, expansive sliding glass doors frame views of the screened lanai, sparkling pool and spa, lush conservation, and the beautifully private backyard. Designed for both everyday living and entertaining, the main living area features soaring ceilings, crown molding, rich wood architectural details, a gas fireplace, and thoughtfully placed half walls that define conversation spaces while maintaining an open layout. Oversized disappearing sliding glass doors in both the living and family rooms fully retract, creating seamless indoor-outdoor living. A butler's pantry with sink connects the dining room to the chef's kitchen, which offers a large center island, abundant cabinetry, built-in oven and microwave, cooktop, Bosch refrigerator, and generous workspace. The kitchen overlooks the breakfast area and spacious family room featuring custom built-ins, shiplap, crown molding, oversized windows, and direct access to the lanai through disappearing sliders. Privately situated from the secondary bedrooms, the owner's suite offers a sitting area, dual walk-in closets, and a luxurious bath with separate vanities, a garden tub, and walk-in shower. Bedroom two includes a walk-in closet and private en-suite bath, while bedrooms three and four share a beautifully appointed bath with a walk-in shower. A standout feature is the spectacular bonus gathering room designed for entertaining, showcasing soaring ceilings with a dramatic wood beam, a gas fireplace, built-in wet bar, and oversized glass doors leading to the outdoor fire pit. Outdoor living is equally impressive with an expansive screened lanai featuring two covered seating areas, a built-in KitchenAid grill with vent hood, and ample space for dining and relaxing. The PebbleTec pool offers a sun shelf and spa overlooking tranquil conservation with no rear neighbors, while the expansive backyard provides room for lawn games, entertaining, or simply enjoying the peaceful setting. Additional highlights include a well-appointed laundry room with utility sink and built-in cabinetry, a three-car garage, and an oversized circular driveway with abundant guest parking. Situated on a private 1.11-acre homesite with no rear neighbors and a generous side yard, this exceptional property offers a rare combination of privacy, luxury, and functional outdoor living. Magnolia Plantation residents enjoy tennis courts, open recreation fields, a playground, and a premier Lake Mary location convenient to top-rated schools, shopping, dining, and major roadways. This remarkable estate blends elegant living, exceptional entertaining spaces, and resort-style outdoor amenities to create an extraordinary place to call home. Cameras may be present on the property.

657 Shadowmoss Circle, Lake Mary

$749,911

4 Beds ⋅ 3 Baths ⋅ Lake Mary Woods Ph 4 SubDv. ⋅ 32746 Zip Code

Welcome to 700 W Pinewood Court, an extraordinarily reimagined contemporary residence tucked away at the end of a quiet cul-de-sac on a private conservation homesite. Offering 4 bedrooms, 3 bathrooms, and just under 3,000 square feet, this exceptional pool home has been transformed with luxurious finishes and modern design. From the moment you step inside, soaring vaulted ceilings and abundant natural light create a lasting first impression. The open floor plan is anchored by a stunning double-sided fireplace that beautifully connects the living room with a versatile office or flex space, creating warmth and architectural character from every angle. Brand new flooring, interior doors, trim, designer lighting, and fresh contemporary finishes flow seamlessly throughout the home. The kitchen is designed for both entertaining and everyday living, featuring elegant quartz countertops, a large center island, premium modern appliances, porcelain tile accents, generous storage, and a casual eat-in dining area. Just beyond, the fully enclosed (and air conditioned!) Florida room provides an additional year-round living space that overlooks the sparkling pool and offers endless flexibility as a lounge, game room, or entertaining space. Occupying its own private wing of the home, the expansive primary suite serves as a luxurious retreat. The primary bathroom showcases dual vanities, a freestanding soaking tub, oversized glass-enclosed shower, premium fixtures, and thoughtfully designed finishes that rival a luxury resort. Outside, the pool enclosure features brand-new screens with updated pool equipment to keep maintenance simple. Fresh sod blankets the entire property, complemented by an updated irrigation system and peaceful conservation views. Adding even more appeal, the property is located within a deed-restricted community while NOT being subject to HOA rules, offering the character and consistency of an established neighborhood with added flexibility for homeowners. The extensive list of improvements provides tremendous peace of mind for years to come, including plumbing updates (2026), electrical updates (2026), water heater (2026), all new windows, and more. Plus, the septic system was evaluated and pumped in 2026, and features a newly installed septic alarm system. Perfectly positioned in one of Lake Mary's most desirable locations, you'll enjoy quick access to Historic Downtown Lake Mary, Timacuan Golf & Country Club, Trailblazer Park, and Lake Mary Sports Complex. Luxury, privacy, modern design, and complete peace of mind come together in this exceptional Lake Mary residence.

700 W Pinewood Court, Lake Mary

$500,000

4 Beds ⋅ 3 Baths ⋅ Greenwood Lakes Unit D-3b 2nd Add SubDv. ⋅ 32746 Zip Code

Virtually Staged. Step into this thoughtfully renovated home in one of the area’s most inviting neighborhoods, offering highly rated schools and a layout designed for effortless living and entertaining. The interior has been freshly painted, with brand-new luxury vinyl flooring downstairs and new carpeting upstairs for a clean, move-in-ready feel. The kitchen is a true standout, featuring sparkling new quartz countertops along with a brand-new stainless-steel stove, microwave, and dishwasher, and the refrigerator, washer, and dryer all convey in good working order. The half bath has been renovated with a new vanity, flooring, lighting and mirror that adds a modern, updated touch. The floorplan shines with several defined living and dining spaces on the main level—perfect for hosting gatherings or enjoying everyday comfort. Upstairs, all bedrooms are thoughtfully arranged in a split layout, offering privacy and flexibility for residents or guests. With modern updates throughout and a warm neighborhood setting, this home delivers the ideal blend of style, function, and location. In addition to the modern cosmetic updates, the home has also had many solid mechanical updates, including a 2022 roof, 2017 HVAC, and 2019 water heater. Schedule your showing today!

648 Birgham Place, Lake Mary

$699,000

3 Beds ⋅ 3 Baths ⋅ Griffin Park SubDv. ⋅ 32746 Zip Code

Welcome to exquisite resort style living in the private GATED COMMUNITY of Griffin Park in Lake Mary. This immaculate 3 bedroom, 2.5 bath + bonus room, home sits on a premium lot with sweeping conservation and pond views where you can wake up to Florida native wildlife including deer, otters, ducks and turtles. Designed for effortless indoor/outdoor living, the open floor plan flows seamlessly from a gourmet kitchen boasting quartz countertops, gas stovetop, stainless steel appliances, farmhouse sink, endless cabinetry and a countertop island with seating into an expansive family room highlighted by floor to ceiling wainscoting around the fireplace. Glass doors lead to an outdoor entertainer oasis featuring a PAVED and FULLY FENCED patio, podocarpus privacy hedges, a fruiting avocado tree and a 30k summer kitchen complete with a Big Green Egg and outdoor fridge. This property also boasts the exclusive distinction of being the only home permitted for side yard artificial turf. Upstairs, retreat to the massive primary suite offering a sitting area, water views and a spa inspired bath featuring marble ceramic tile, white cabinetry with dark designer hardware, dual sinks, granite countertops, separate soaking tub, shower and an expansive his and hers walk-in closet. A generous bonus room offers the perfect secondary entertaining space or home office, accompanied by spacious guest bedrooms and a convenient upstairs laundry room with a built-in utility sink. Additional interior highlights include all new interior paint 7/2026, designated coat closet, mudroom drop zone, 2 car-high capacity garage hanging storage and designer ceiling fans. Major updates bring complete peace of mind with a brand new 2026 4-ton and 2-zone A/C system backed by a 10 year warranty, alongside a 2019 roof and 2019 tankless hot water heater. Custom family room tv surround and outdoor summer kitchen. Residents enjoy a maintenance free lifestyle with access to a heated resort style pool, community fire pit, rentable clubhouse, walking paths and a dog park located less than a block away. Perfectly situated within walking distance to top rated A- rated Seminole County schools including Lake Mary High School and Greenwood Lakes Middle School, you are also steps from Griffin Farm at Midtown restaurants, boutiques, grocery shopping and fitness centers. With fast access to I-4, the 417 and SunRail, this move-in ready sanctuary offers the ultimate Central Florida lifestyle. HOA takes care of the yard. Family room tv and washer and dryer may convey. Extra neighborhood parking available. Home priced well under market value. Owners did not apply for homestead exemption so new owners will have additional tax savings if they apply. Priced for a quick sale!

570 Wishbone Lane, Lake Mary

$429,000

4 Beds ⋅ 2 Baths ⋅ Greenwood Lakes SubDv. ⋅ 32746 Zip Code

Welcome home to 521 Lakeshore Cir, a beautifully upgraded one-story retreat in the heart of desirable Lake Mary, zoned for top-rated Seminole County schools. This spacious 4 bedroom, 2 bathroom home offers 2,032 square feet of thoughtfully updated living space on a generous 0.21-acre lot, blending comfort, character, and everyday functionality. Step inside to find gorgeous porcelain wood-look tile flooring flowing throughout the home, setting a warm and cohesive tone from room to room. The kitchen has been beautifully upgraded with granite countertops, gorgeous cabinetry, and stainless steel appliances, creating a bright and inviting space to cook and gather. The versatile floor plan includes a converted 4th bedroom in the former garage space, complete with an oversized walk-in closet, perfect for a guest suite, home office, or growing family. Major updates provide peace of mind, including a new roof (2020) and a new AC unit (2019). Step outside to your private backyard oasis, where a charming gazebo and pergola set the scene over a paver patio connecting the outdoor living areas, ideal for relaxing or entertaining. Enjoy a fenced yard, offering privacy and room to enjoy the Florida sunshine. Ideally located in the heart of Lake Mary, this home offers easy access to I-4, Lake Emma Road, and Greenwood Blvd, putting shopping, dining, and top-rated schools just minutes away. Don't miss this rare opportunity to own a beautifully upgraded home in one of Seminole County's most sought-after communities.

521 Lakeshore Circle, Lake Mary

$445,000

3 Beds ⋅ 4 Baths ⋅ Grande Oaks At Heathrow SubDv. ⋅ 32746 Zip Code

Welcome to 817 Greybull Run, a beautifully maintained corner-unit townhome offering 3 bedrooms, 3.5 bathrooms, and a thoughtfully designed three-story floor plan that seamlessly blends comfort, functionality, and modern style. With abundant natural light, added privacy, and numerous recent updates, this move-in-ready home offers the perfect combination of convenience and low-maintenance living. As you arrive, you'll appreciate the charming front porch and the added privacy that comes with this desirable corner homesite. Step inside to a welcoming foyer where you'll find a private first-floor bedroom complete with its own full bathroom—an ideal setup for guests, a home office, or a quiet retreat. Just off the attached two-car garage, a convenient mudroom/drop zone provides the perfect place to organize shoes, backpacks, and everyday essentials. The second floor serves as the heart of the home, where an open-concept design creates an inviting space for everyday living and entertaining. The spacious living room flows effortlessly into the dining area and beautifully appointed kitchen, complete with white cabinetry, granite countertops, stainless steel appliances, a large center island with bar seating, pantry storage, and ample cabinet space. Whether you're preparing dinner, gathering with family, or hosting friends, this space was designed to bring everyone together. A convenient half bathroom is also located on this level, making entertaining even more functional. Step outside onto the private balcony to enjoy your morning coffee or unwind at the end of the day. The third floor is dedicated to the home's private living spaces. The spacious primary suite features tray ceilings, large windows, a custom walk-in closet, and an en-suite bathroom with dual vanities, generous storage, and a beautifully tiled walk-in shower. An additional bedroom with its own private bathroom provides comfort and privacy for family members or guests. The laundry area is conveniently located on the third floor, making everyday chores more efficient and accessible. This home has been thoughtfully updated for peace of mind, including a new roof (2024), new second- and third-floor windows (2024), and a new HVAC system installed in December 2025, allowing the next owner to enjoy years of worry-free ownership. Located within a gated community, residents enjoy an impressive array of amenities, including a resort-style swimming pool, clubhouse, fitness center, playground, scenic pond views, and beautifully maintained common areas. Ideally situated in one of Lake Mary's most desirable locations, you'll be just minutes from shopping, dining, parks, top-rated Seminole County schools, and convenient access to I-4 and SR 417, making commuting throughout Central Florida a breeze. From its flexible three-level layout and stylish finishes to its major system upgrades, gated community amenities, and unbeatable location, 817 Greybull Run offers the perfect balance of comfort, convenience, and low-maintenance living. This is one you won't want to miss!

817 Greybull Run, Lake Mary

$435,000

4 Beds ⋅ 2 Baths ⋅ Huntington Pointe Ph 1 SubDv. ⋅ 32746 Zip Code

Opportunity awaits in the desirable Huntington Pointe community of Lake Mary! This 4-bedroom, 2-bath home with a 2-car garage offers more than 1,900 square feet of functional living space for buyers ready to add their own personal style. The spacious kitchen features a center island, closet pantry, and eat-in space, all opening to the large living room for easy everyday living and entertaining. A separate formal dining room provides the perfect setting for family dinners and special occasions. The primary suite offers two closets and a private ensuite bath with a walk-in shower, while three additional bedrooms provide flexibility for family, guests, or a home office. With no carpet throughout, this home offers a great foundation for your personal touch. Step outside to the screened lanai overlooking a large, shaded, fully fenced backyard—perfect for relaxing, entertaining, gardening, or giving pets plenty of room to roam. With its desirable split-bedroom floor plan, spacious living areas, and prime location, this home is an exceptional opportunity to create the home you've always wanted. Conveniently located near top-rated Seminole County schools, shopping, dining, parks, golf courses, and major roadways including I-4 and SR 417, Huntington Pointe offers easy access to downtown Lake Mary, Orlando, area attractions, and Florida's beautiful beaches. Move in ready, this home offers an exceptional combination of space, location, and value in one of Lake Mary's most sought-after communities.

266 Hanging Moss Circle, Lake Mary

Lake Mary Real Estate for Sale

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