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$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
$499,000
4 Beds ⋅ 2 Baths ⋅ O6387332 MLS
Virtually Staged. Priced to allow for updates, this is a rare opportunity to customize a home in one of Lake Mary’s most established and desirable neighborhoods just minutes from downtown Lake Mary and major commuter routes. This spacious 4-bedroom, 2-bath home offers a functional split, open floor plan with generous living areas and wonderful potential to make it your own. Highlights include no rear neighbors, a large screened patio and outdoor deck for entertaining, HVAC installed in 2020, water heater replaced in 2022, and a recent 4-point inspection upon request for serious buyer inquiries. Enjoy Florida living on the screened patio and expansive outdoor deck, perfect for relaxing or entertaining while overlooking the private backyard. The location is exceptional. Just a short walk away is the Lake Mary Tennis Center featuring seven Har-Tru clay courts, along with the nearby Lake Mary Sports Complex offering little league baseball and softball fields, an 8,000-square-foot lighted skate park, playground, splash pad, and covered pavilion. Downtown Lake Mary is only one mile away, where you can enjoy local restaurants, boutique shopping, the popular weekend farmers market, and a new pickleball facility. For commuters, the home is ideally situated less than two miles from the intersection of I-4, SR-417, and SR-429, providing convenient access throughout Central Florida, Orlando, the theme parks, and the beaches. Opportunities to purchase in Country Club Oaks are limited, making this a great chance to create your own vision in one of Lake Mary’s most desirable neighborhoods.

108 Oak View Circle, Lake Mary
$399,999
2 Beds ⋅ 2 Baths ⋅ O6382265 MLS ⋅ 149 BLDG.
One or more photo(s) has been virtually staged. Pre-Construction. To be built. Pre-Construction! New downtown Lake Mary luxury condominiums, only $399,999! 2-bedroom/2-bathroom condos for sale on the corner of 4th Street and W Wilbur Ave. 1,103 square feet of luxury and convenience. Affordable HOA only $285 a month. Minutes from the Pickleball Court on Country Club, Central Park, the Farmer's Market, and your favorite bars, restaurants, and retail in Downtown Lake Mary on 4th Street, Lakeview Ave, and N Country Club Rd. Minutes from the Lake Mary SunRail Station, Advent Health, and Orlando Health Lake Mary. These condos are estimated to be completed around January/February 2027. Schedule your sales consultation now!

149 W Wilbur Avenue Unit 201, Lake Mary
$399,999
2 Beds ⋅ 2 Baths ⋅ O6382261 MLS ⋅ 149 BLDG.
Under contract-accepting backup offers. Virtually Staged. Pre-Construction. To be built. Pre-Construction! New downtown Lake Mary luxury condominiums, only $399,999! 2-bedroom/2-bathroom condos for sale on the corner of 4th Street and W Wilbur Ave. 1,103 square feet of luxury and convenience. Affordable HOA only $285 a month. Minutes from the Pickleball Court on Country Club, Central Park, the Farmer's Market, and your favorite bars, restaurants, and retail in Downtown Lake Mary on 4th Street, Lakeview Ave, and N Country Club Rd. Minutes from the Lake Mary SunRail Station, Advent Health, and Orlando Health Lake Mary. These condos are estimated to be completed around January/February 2027. Schedule your sales consultation now!

149 W Wilbur Avenue Unit 205, Lake Mary
$399,999
2 Beds ⋅ 2 Baths ⋅ O6382258 MLS ⋅ 149 BLDG.
One or more photo(s) has been virtually staged. Pre-Construction. To be built. Pre-Construction! New downtown Lake Mary luxury condominiums, only $399,999! 2-bedroom/2-bathroom condos for sale on the corner of 4th Street and W Wilbur Ave. 1,103 square feet of luxury and convenience. Affordable HOA only $285 a month. Minutes from the Pickleball Court on Country Club, Central Park, the Farmer's Market, and your favorite bars, restaurants, and retail in Downtown Lake Mary on 4th Street, Lakeview Ave, and N Country Club Rd. Minutes from the Lake Mary SunRail Station, Advent Health, and Orlando Health Lake Mary. These condos are estimated to be completed around January/February 2027. Schedule your sales consultation now!

149 W Wilbur Avenue Unit 101, Lake Mary
$399,999
2 Beds ⋅ 2 Baths ⋅ O6382256 MLS ⋅ 149 BLDG.
One or more photo(s) has been virtually staged. Pre-Construction. To be built. Pre-Construction! New downtown Lake Mary luxury condominiums, only $399,999! 2-bedroom/2-bathroom condos for sale on the corner of 4th Street and W Wilbur Ave. 1,103 square feet of luxury and convenience. Affordable HOA only $285 a month. Minutes from the Pickleball Court on Country Club, Central Park, the Farmer's Market, and your favorite bars, restaurants, and retail in Downtown Lake Mary on 4th Street, Lakeview Ave, and N Country Club Rd. Minutes from the Lake Mary SunRail Station, Advent Health, and Orlando Health Lake Mary. These condos are estimated to be completed around January/February 2027. Schedule your sales consultation now!

149 W Wilbur Avenue Unit 105, Lake Mary
$489,000
3 Beds ⋅ 6 Baths ⋅ O6379886 MLS ⋅ 4600 BLDG.
Come see one of the most desirable units in Fountain Park. With only a handful built, this 4 story unit features 3 private terraces for sitting outside and looking over the beautiful grounds and the surrounding area. A feature rarely found in condo's or townhomes. And if you're not into walking up stairs, no worries, each floor can be accessed by your own private elevator. Recently inspected, this units elevator has been full serviced and is completely updated to be safe and dependable. If a beautiful Kitchen is your wish, this one is not to be missed. Recently remodeled, it features all Stainless appliances, dark elegant wood cabinets all accented with a marble backsplash set behind the Quartz counter tops. You'll also find a large Island that comfortably seats 4 and provides extra storage and the pull out microwave. The living room is next to the kitchen which makes for a great entertaining space. Crown Molding and Hard wood floors are used in the main areas of the house with Tile for the floors and granite counter tops in the 4.5 baths rooms. Designed to allow for flexible and or multi generational living, the floor plan a ground floor bedroom with ensuite bath can also be used as an in-law suite or as an office. The bonus room on the upper level also has a full bath and 2 of the terraces are adjoining. The larger rear terrace has power and water that could be used for a summer kitchen. If it's amenities and easy of living you're after, Fountain Park might be for you. With a large Clubhouse, on site management, guarded entry front gate, resort style pool, fitness gym, walking trails, Dog Walk park, tennis and Pickleball, and more, you'll find something for almost everyone. Located in the heart of Central Florida, you're within an hour of the theme parks, the beach, and many more local attractions. And not to be forgotten are our 3 hospitals within 10 minutes of your front gate. So if you're looking for a luxury life style, you need to come see 4516 Messina Dr.

4516 Messina Drive, Lake Mary
$449,999
3 Beds ⋅ 2 Baths ⋅ O6379525 MLS ⋅ 149 BLDG.
Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Pre-Construction. To be built. WOW! New downtown Lake Mary luxury condominium to be built! THREE-BEDROOM DOWNSTAIRS END UNIT on the corner of 4th Street, available now. Two blocks from the shops and restaurants on 4th Street, Lakeview Ave, and Country Club Rd. Enjoy easy access to the weekend Farmers ' Market, events in Central Park, and City Hall. Your home is one block from the Pickleball Court on Country Club, Events Center, and the new Playground. Quick drive to Sanford International Airport, local hospital systems, and the business districts of International Parkway at Heathrow and Colonial TownPark. SunRail is a few blocks away, no car needed. This condo is 1,396 square feet and comes standard with luxury finishes, kitchen appliances, windows with blinds in the glass, an optional butler pantry, an optional wine bar or coffee station, a French hood, a side covered patio, and a private storage closet for easy access to bikes and holiday decorations. Assigned parking, a park-like setting, and EV charging are available. Upgrade your interior aesthetic - three different curated interiors designed by Madison Snyder Design Co. She has crafted custom paint palettes, creating a modern, fresh feel, with beautiful light fixtures, undercabinet lighting, and options for flooring that include herringbone wood floors, wide vinyl planks, and ceramic tiles. Coordinate your kitchen cabinets with beautiful solid-slab granite, herringbone tile, or natural stone backsplashes. Our signature oversized kitchen islands feature extended overhangs and pedestal legs, designed for island-top dining. The oversized walk-in primary shower features an optional ombre mosaic tile, toiletry niches, and dual showerheads for a spa-like experience. Upgrade the walk-in primary closet with an optional closet system. Extra windows provide a beautiful sundrenched environment, and the second-floor units have private balconies overlooking the treetops, and the first-floor homes have covered patios. Delivery estimated for around December 2026. Call to schedule your private sales consultation today.

149 W Wilbur Avenue Unit 109, Lake Mary
$385,000
2 Beds ⋅ 2 Baths ⋅ O6378743 MLS ⋅ 232 BLDG.
Welcome to Heathrow and this rare opportunity to own a One Story Villa featuring 2 Bedrooms, 2 Bathrooms, and a 2 Car Garage. Private location in the front of Heathrow with a screened patio and landscaped yard. Great room open plan with split bedrooms and private bathrooms. Gourmet Kitchen with Granite countertops and all newer appliances that will convey. Updates to the Villa include: New Roof 2022, Skylights 2022, Exterior Paint, Updated landscaping 2025, New Stones and Mulch 2026, Newer Trane HVAC 2023, Newer Hot Water Heater, Garage floor painted, Replumbed, and with washer and dryer hookup. The HOA fees include Spectrum basic cable and Wifi, the mowing, trimming, including hedges, maintenance of the roof and exterior building. Heathrow is a gated golf course community with 24 hour manned gate and roaming patrol. The Heathrow Country Club offers additional optional memberships to social, pool, tennis, and golf memberships. This Villa may be under audio and video surveillance. Centrally located and close to restaurants, shopping, I-4 and 417 Access.

232 Wimbledon Circle Unit 232, Lake Mary
$479,000
4 Beds ⋅ 5 Baths ⋅ O6375762 MLS ⋅ 3913 Messina BLDG.
NEW PRICE! Move-in-ready luxury elevator townhome in the guard-gated community of Fountain Parke. Offering the space of a single-family home with the convenience of low-maintenance living, this beautifully maintained 4-bedroom, 4.5-bath residence features four levels of flexible living space, private rooftop terraces, and elevator access to every floor. A private first-floor bedroom with its own ensuite provides a comfortable space for guests or extended stays, while the main living level features an open layout filled with natural light, bamboo flooring, a convenient laundry room, and a half bath. The kitchen is equipped with stainless steel appliances including a new microwave and newer refrigerator and offers a center island and separate coffee/bar area for everyday use or casual entertaining. Upstairs, the primary retreat offers dual closets and a spacious bath with separate sinks, a walk-in shower, and a soaking garden tub. A nearby guest room, currently used as an office, opens to a private balcony and has access to a full hall bath. The upper level creates a true retreat, featuring a newly enclosed suite with a full bath and built-in closet that can function as a fourth bedroom or a second living area; this space opens directly to two rooftop patios, offering a quiet place to relax, entertain, or enjoy outdoor living without the maintenance of a single-family home. Fresh interior paint throughout and improved HVAC efficiency and airflow from the enclosed top floor enhance everyday comfort. Elevator access to all levels makes daily living simple and convenient. Fountain Parke residents enjoy 24-hour guard-gated security and resort-style amenities including a pool, fitness center, clubhouse, tennis, pickleball, and playground, along with easy access to I-4, FL-417, dining, and shopping.

3913 Messina Drive, Lake Mary
$150,000
2 Beds ⋅ 1 Baths ⋅ O6359514 MLS ⋅ 26 BLDG.
MOVE IN NOW with ALL FURNITURE INCLUDED! This FIRST FLOOR WATERFRONT condo in Lake Mary is move-in ready now, and all furniture (except the primary bedroom) can be included for a truly effortless move! Featuring a spacious 851 sq ft SPLIT FLOOR PLAN with 2 bedrooms and 1 full bath, this home offers an open kitchen and a peaceful screened porch overlooking Greenwood Lake—perfect for relaxing and enjoying the tranquil views. Interior highlights include tile floors, raised panel cabinets, GRANITE COUNTERS, and all appliances, plus a WASHER AND DRYER. Recent updates include NEW EXTERIOR WINDOWS (2025), a newer microwave, and a Nest thermostat for energy efficiency. Located in the desirable gated community of Regency Park at Lake Mary, residents enjoy resort-style amenities such as a community pool, clubhouse with onsite management, fitness center, tennis and basketball courts, playground, fishing dock, car wash station, and trash compactor. Community improvements include new siding (2025), new exterior paint, stairs, and railings (2023), and a new roof (2020). Best of all, the ASSESSMENT HAS BEEN PAID in full by the seller—making this the perfect turnkey opportunity to enjoy lakefront living in Lake Mary!

2577 Grassy Point Drive Unit 107, Lake Mary
$310,000
4 Beds ⋅ 4 Baths ⋅ O6327625 MLS ⋅ 668 BLDG.
Under contract-accepting backup offers. Short Sale. Looking for an affordable 4-BEDROOM home zoned for excellent Seminole County schools and located near all the amenities that make life convenient and enjoyable? This Timacuan Park townhome, located at the entrance to Timacuan Golf Club, checks those boxes. Awaiting you inside, just off the home’s foyer, sits a FLEX SPACE that can be used as a bedroom (it has a built-in closet), home office, or other type of bonus room. The convenience of a half bath on the first floor goes hand-in-hand with the versatility of the room. On the second floor you’ll find a lovely open floor plan space filled with beautiful NATURAL LIGHT. Adjacent to the living room is a kitchen built for gathering, thanks to its long BREAKFAST BAR that can easily accommodate four or more bar stools. The kitchen space offers stainless steel appliances, stone counters, and a GENEROUS PANTRY. A pass-through bar to the FORMAL DINING ROOM makes meal time or entertaining a breeze. The functionality of the space is further enhanced by a DRY BAR with additional storage space. The second floor is completed by a half bath and a PRIVATE BALCONY that overlooks tree tops, inviting relaxation and quiet time. Finally, the third floor is home to the primary bedroom with its own private balcony and an amazing, large walk-in closet outfitted with a wonderful CLOSET SYSTEM. Its bathroom includes a long vanity, shower, and separate water closet. The top floor also features two other bedrooms and another full bathroom, as well as a laundry closet housing a GE WASHER/DRYER SET that conveys with purchase. You’ll appreciate the home’s rear-access, OVERSIZED 2-CAR GARAGE and its two STORAGE closets that are large enough to hold your hobby equipment, tools, and seasonal decorations. A community pool, landscaping, and full-time management are part of your Timacuan lifestyle experience. Located in the heart of Lake Mary, access to I-4, the 417, and the 429 Wekiva Pkwy is a mere five minutes away. Publix is close enough to walk to it. A jaunt to the Sanford Int’l Airport takes 20 minutes, the Lake Mary SunRail station, 10 minutes, and an Orlando Health hospital is only 3 minutes away. The Timacuan community is also mere minutes from upscale retail boutiques and dining. Timacuan residents walk, run and bike year-round as the community connects to several county-wide TRAIL SYSTEMS. Timacuan Golf & Country Club offers a platinum membership, MILLENNIAL MEMBERSHIP, or GEN Z MEMBERSHIP; however, the club is semi-private and also allows bookings by non-members. Come see this very AFFORDABLE townhome that is need of some TLC, but has so much to offer. ROOF: July 2025. Seller will give CREDIT for new carpet.

668 Pensacola Lane, 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