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$399,900
4 Beds ⋅ 2 Baths ⋅ Chase Groves Unit 5b SubDv. ⋅ 32746 Zip Code
Great price and excellent value in Lake Mary/Seminole County! This home features many recent upgrades including a new A/C (2025-includes a 10-year warranty), water heater (2025), full re-pipe (2024), whole-house water softener (2023), impact-rated double-pane windows (2022), and a 200-amp electrical service. The roof was replaced in 2015 as well so you can move in with piece of mind that all major updates have been completed. This 4-bedroom, 2-bathroom home is tucked away on a quiet cul-de-sac in desirable Lake Mary. From the moment you enter the foyer, you’re greeted by soaring ceilings and a bright, open-concept layout that feels both spacious and inviting. The floor plan offers effortless flow, featuring a spacious family room and a formal dining space – ideal for both everyday living and hosting gatherings. The kitchen is designed to impress, showcasing elegant granite countertops, rich wood cabinetry, and a cozy dinette ideal for more casual dining. Each bedroom is well-proportioned, offering flexibility for family, guests, or a home office setup. The primary suite provides a peaceful retreat with an ensuite bath that includes dual vanities, a relaxing jetted garden tub, a separate shower, and a private water closet. Enjoy outdoor living on the screened-in patio—an ideal space to unwind or entertain year-round. The community enhances your lifestyle with amenities such as a park and tennis courts. Conveniently located with quick access to I-4 (4 miles) and 417 (less than 1/2 mile), you’re just minutes from Orlando, Sanford, and the airport, as well as a wide range of shopping and dining options. Zoned for highly rated Seminole County schools, this home offers both comfort and convenience. A truly exceptional place to call home.

2679 Alamosa Place, Lake Mary
$209,900
2 Beds ⋅ 2 Baths ⋅ Regency Park At Lake Mary A Condo SubDv. ⋅ 32746 Zip Code
Price Adjustment and Preferred Lender Credit Available. Welcome home to your updated first floor condo located in the highly desirable gated community of Regency Park at Lake Mary. Updates from 2025 to this 2-bedroom, 2-bath unit include a new 2 ½ ton Goodman HVAC system, new exterior and interior paint and new exterior siding. Other key updates include roof replaced in 2020 and water heater replaced in 2023. The Renovated Kitchen and Bathrooms feature matching Granite counters and Espresso wood cabinets. Split floor plan with interior utility room, easy guest access to second bath from hallway and a large screened-in porch. With a strong rental history and meticulous maintenance, this unit provides an exceptional opportunity for an Owner Occupant or Investment. Enjoy the resort lifestyle complete with two Gated entrances, Fully equipped Fitness Center, Two Crystal Clear Swimming Pools, a Hot tub, and Two Tennis Courts. Additional Community Amenities include Basketball courts, Playgrounds, Clubhouse, Daily Trash Valet, EV Charging Stations, Car Washing Stations and a Peaceful Fishing Pier and Activities on beautiful Greenwood Lake.

2501 Grassy Point Drive Unit 103, Lake Mary
$565,000
3 Beds ⋅ 3 Baths ⋅ Woodbridge Lakes Unit 2b SubDv. ⋅ 32746 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2.5-bath lakefront home in the gated community of Woodbridge Lakes in Lake Mary, ideally situated on scenic Lake Dawson—perfect for canoeing, kayaking, and paddleboarding right from your backyard. This light-filled, open-concept floor plan features soaring 10-foot ceilings, rich bamboo flooring across the main living areas, and a desirable first-floor primary suite. The home offers multiple living spaces, including a formal living room, a spacious family room, and a dedicated office/ flex space- perfect for working from home or converted to a 4th bedroom. Upstairs, a versatile loft overlooks the foyer and includes an additional study area, ideal for homework, hobbies, or a second office space. Designed with both comfort and entertaining in mind, the kitchen boasts abundant counter space, granite countertops, stainless steel appliances, a breakfast bar, and a convenient pass-through to the family room. An eat-in dining area completes the space, making it the true heart of the home. Enjoy serene lake views from both the family room and primary suite, each featuring 8-foot sliding glass doors that open to a covered patio—perfect for relaxing mornings or evening gatherings. The spacious primary retreat offers a peaceful escape with dual vanities, a walk-in shower, garden tub, and a large walk-in closet. Upstairs, you’ll find two generously sized bedrooms and a full bath with dual sinks, providing comfort and privacy for family or guests. Ideally located, this home offers easy access to premier shopping, dining, and the scenic Seminole Wekiva Trail for walking and biking. Commuting is a breeze with nearby access to I-4 and 417, and the property is zoned for highly rated Seminole County schools. This is lakefront living at its finest—combining comfort, style, and an unbeatable location. Additional items to note: newer AC units (2019 & 2022), Nest thermostats, MyQ smart garage door opener, Wyze Smart WiFi sprinkler controller, Ring doorbell

949 Pickfair Terrace, Lake Mary
$274,999
2 Beds ⋅ 2 Baths ⋅ Feather Edge SubDv. ⋅ 32746 Zip Code
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
$760,000
4 Beds ⋅ 3 Baths ⋅ Timacuan Unit 15 SubDv. ⋅ 32746 Zip Code
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 ⋅ Country Club Oaks SubDv. ⋅ 32746 Zip Code
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 ⋅ Crystal Lake Condominium SubDv. ⋅ 32746 Zip Code
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 ⋅ Crystal Lake Condominium SubDv. ⋅ 32746 Zip Code
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 ⋅ Crystal Lake Condominium SubDv. ⋅ 32746 Zip Code
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 ⋅ Fountain Parke At Lake Mary SubDv. ⋅ 32746 Zip Code
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
$385,000
2 Beds ⋅ 2 Baths ⋅ Heathrow SubDv. ⋅ 32746 Zip Code
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 ⋅ Fountain Parke At Lake Mary SubDv. ⋅ 32746 Zip Code
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
$1,289,000
4 Beds ⋅ 3 Baths ⋅ Heathrow SubDv. ⋅ 32746 Zip Code
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