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$208,000
3 Beds ⋅ 2 Baths ⋅ O6395105 MLS
Under contract-accepting backup offers. Virtually Staged. One or more photos have been Virtually Staged. Discover Serenity in The Forest. Nestled on a quiet cul-de-sac street, this beautiful 3-bedroom, 2-bathroom home offers the perfect blend of relaxation and recreation. Located in the highly coveted 55+ community of The Forest, you’ll enjoy tree-lined streets and a neighborly atmosphere in Lake Mary—consistently ranked as one of Money Magazine’s "Top 100 Best Places to Live." Whether you’re looking to stay active with pickleball, tennis, and water aerobics, or prefer a quiet afternoon in the library or billiards room, this community has it all. Plus, enjoy the rare perk of free RV and boat storage. Well-maintained and close to every local amenity, this is an opportunity you won’t want to miss.

406 N Plantation Boulevard, Lake Mary
$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
$395,000
4 Beds ⋅ 2 Baths ⋅ C7524260 MLS
Discover this well maintained 4 bedroom, 2 bathroom home offering 1,895 sq ft of comfortable living space. The home features a functional layout with spacious living and dining areas that flow into the kitchen, creating an ideal setup for everyday living and entertaining. The primary suite includes a private bathroom and generous closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a nicely sized yard with room to relax or personalize. Located in a quiet gated neighborhood, this move-in ready home is easy to show and ready for its next owner.

3053 Egrets Landing Drive, Lake Mary
$565,000
3 Beds ⋅ 3 Baths ⋅ O6392884 MLS
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 or study—perfect for working from home. Upstairs, a versatile loft overlooks the foyer and includes an additional study area, ideal for homework, hobbies, or a second workspace. 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
$210,000
1 Beds ⋅ 1 Baths ⋅ O6391289 MLS ⋅ 9 BLDG.
Welcome to your beautifully updated, fully furnished condo in the heart of Lake Mary. This move-in-ready home features modern finishes, updated flooring, and a bright, open layout designed for easy, comfortable living. Enjoy peace of mind with a new HVAC, water heater, washer & dryer, and dishwasher—all the big-ticket items already taken care of. The upgraded kitchen shines with sleek countertops, stainless steel appliances, and stylish cabinetry, while the furnished living space is perfect for relaxing or entertaining. Just bring your suitcase—everything else is ready for you. Conveniently located near shopping, dining, and major highways with access to great community amenities. Fully furnished. Fully updated. Truly move-in ready.

114 Vista Verdi Circle Unit 116, Lake Mary
$145,000
1 Beds ⋅ 1 Baths ⋅ O6386360 MLS ⋅ 2569 BLDG.
WATER VIEWS ~ FANTASTIC AMENITIES ~ AND FRESH UPDATES – this adorable second-floor condo in the Regency Park at Lake Mary community offers the perfect combination of convenience and low-maintenance living in one of Lake Mary’s most desirable locations! ****Major updates include a NEW A/C (2025) for peace of mind, along with LUXURY VINYL PLANK FLOORING throughout (2023), INTERIOR PAINT (2023), and UPDATED LIGHT FIXTURES and shower fixtures that give the space a modern, move-in ready feel. The OPEN CONCEPT layout creates an easy flow between the living, dining, and kitchen areas, making the home feel bright and inviting. Sliding glass doors lead to a private BALCONY with peaceful WATER VIEWS, the perfect spot for morning coffee or relaxing evenings. Even better, the balcony is accessible from both the living room and the bedroom, allowing you to enjoy the water views from multiple spaces. Set within the waterfront community of Regency Park at Lake Mary on Greenwood Lake, residents enjoy a beautifully landscaped, park-like setting with mature trees and exceptional amenities. This GATED COMMUNITY features TWO POOLS, a fitness center, tennis courts, playground, laundry facilities, dock on Greenwood Lake and at Reflection Park, a COMMUNITY BOAT RAMP, and more – offering plenty of opportunities for recreation and relaxation just steps from your front door. The central Lake Mary location places you close to everything with easy access to I-4, plus a wide variety of nearby shopping and dining options. Whether you are looking for a first home, investment property, or a low-maintenance Florida lifestyle, this charming condo delivers comfort, convenience, and beautiful water views all in one. Call today to schedule a tour! **Seller may consider buyer concessions if made in an offer**

2569 Grassy Point Drive Unit 207, Lake Mary
$390,000
4 Beds ⋅ 4 Baths ⋅ O6388323 MLS ⋅ 940 BLDG.
One or more of the photo(s) have been virtually staged. NEW PRICE IMPROVEMENT!! Welcome to this beautiful property located in the guard-gated community of Fountain Parke in Lake Mary. From the moment you walk in, the layout feels open with lots of light. This three-story townhouse offers 4 bedrooms and 3.5 bathrooms with over 2,100 square feet of well-designed space. The main living area sits on the second floor, where the kitchen, dining, and living spaces come together around an oversized island, granite countertops, and stainless steel appliances. The primary bedroom and additional bedrooms are located upstairs. On the first floor, a separate bedroom and bathroom has a flexible space for guests, working from home, or multi-generational living with its own separate entrance and exit. A two-car garage and low-maintenance exterior make day-to-day living simple. Residents enjoy access to a resort-style pool, fitness center, tennis courts, dog park, pickleball and 24-hour guard-gated entry. Conveniently located near I-4, shopping, dining, and top-rated Seminole County schools. Showings available upon request.

940 Lobelia Drive, 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
$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
$748,900
4 Beds ⋅ 4 Baths ⋅ O6363645 MLS
PRICED ADJUSTMENT IN Time for new School Year. Very Best Buy in all Lake Mary per sq ft. Location Location in Lake Mary upscale Golf Community with Driving Range, Carts and Club House, close to all major roads. Water Lakes and Pond views through out Sub Division. Florida is calling with 1/4 acre lot on Cul-De-Sac Dead End Road plus 4000 sq. ft. + that features large rooms of opened space 4 Bedrooms, 4 Baths, Exceptional Kitchen, fabulous Down Stairs Large Master Bedroom with exceptional large Bathroom. Bedroom 24 X 13 plus 19 X 13 Bath Room with Walk In Closet and Office. Separate Dining Room WITH UPGRADES, LIVING ROOM WITH FIREPLACE, PLUS LARGE FAMILY ROOM. Other 3 Bedrooms are Upstairs with Bonus Room. 3 Car Garage oversized 672 sq. ft. with door to outside plus one 21 x 8 Screen Room plus 16 x 8 2nd Opened Porch with roof covering. Inside features large rooms for living comfort. Some furniture items may be available. Put on list to see if you are moving to sought after Lake Mary with excellent schools and close to all attractions, Orlando and the Ocean. Snow all gone up North, Move in Time for start of New School Year, Sun Shine is waiting to welcomes you to Great State of Florida. Contact us for any details or questions.

552 Teton Street, Lake Mary
$179,900
3 Beds ⋅ 2 Baths ⋅ O6353267 MLS ⋅ 2548/ Unit 202 BLDG.
Virtually Staged. Fantastic price for this cute 3-bedroom, 2 bath, 2nd floor condo in the heart of Lake Mary. Great for first time home buyers or investors. Unit features a near the entrance laundry area. Spacious floor plan, large bedrooms with walk-in closets, a balcony and more. Valet trash service also included. Enjoy the resort style pools and hot tub, club house with a sundeck and a state-of-the-art fitness and cardio center. Freshwater lake for canoeing and a fishing pier, tennis courts, gazebo grill area and picnic station, shuffleboard and a playground for the little ones. This gated community also has an on-site carwash and laundry facility. Conveniently located near schools, shopping, dining, area attractions, beaches & easy access to I-4 and other major roads and highways. WORTH A LOOK! Schedule a private showing TODAY. **All information is deemed reliable but not guaranteed, buyer and agent are advised to verify any and all info, taxes, HOA fees, all restrictions, room sizes, square footage, and unit size. SOLD AS IS.

2548 Grassy Point Drive Unit 202, Lake Mary
$235,900
3 Beds ⋅ 2 Baths ⋅ O6361196 MLS ⋅ 5001 BLDG.
Under contract-accepting backup offers. Seller assistance with closing costs & home warranty! Well-maintained 3/2 condo with beautiful upgrades can be your new home! NEW HVAC 9/2025, new carpeting 9/2024. This popular open floor plan offers plenty of space for family and friends to gather in the kitchen/ family room combo. The cook in the family will love the well-appointed kitchen with granite counter tops, wood cabinets and nice appliances. The master bedroom is spacious and bright. Step out the sliding doors onto your private screened patio to enjoy your morning coffee. The two additional bedrooms are opposite from the master and share a full bath with tub/shower combo. Laundry room is on the same level as the living area. Entrance to condo is downstairs and all living space is on the second level. Attached one car garage is convenient and offers additional storage options to the owner. No neighbors above or behind you! One of the lowest HOA fees in the Lake Mary area. The neighborhood offers a community pool, playground, and nicely landscaped grounds.

5001 Kirkland Way Unit 5001, Lake Mary
$170,000
2 Beds ⋅ 2 Baths ⋅ G5103306 MLS ⋅ Building 2 BLDG.
MOTIVATED SELLER – BRING ALL OFFERS! Major price improvement! The seller is ready to make a deal, making this an incredible opportunity to own a beautifully updated, move-in-ready second-floor condo in the highly sought-after Notting Hill community. This meticulously maintained 2-bedroom, 2-bathroom condo features numerous recent updates, including a new HVAC system and fresh interior paint in 2025, along with extensive 2021 improvements including flooring, granite countertops, stainless steel appliances, water heater, washer, dryer, and more. The open-concept floor plan offers a spacious living and dining area with sliding glass doors leading to a large private balcony. The kitchen is appointed with granite countertops, stainless steel appliances, and slate tile flooring. The primary suite features two oversized walk-in closets and an updated en-suite bathroom, while the second bedroom and full bath provide flexibility for guests, a home office, or additional living space. A spacious laundry room with newer washer and dryer, plus a private storage room, adds everyday convenience. Residents enjoy exceptional community amenities, including two swimming pools, a fitness center, clubhouse, tennis and pickleball courts, playground, and on-site management. HOA dues include water, sewer, daily valet trash service, secure key-code building access, and access to all community amenities. Community improvements include roof replacements completed in 2022, updated building and unit smoke alarm and sprinkler systems in 2025, strong HOA reserves, and reduced HOA dues in 2024. Conveniently located near shopping, dining, entertainment, major roadways, and the Seminole-Wekiva Trail, this turnkey condo offers outstanding value in one of the area's most desirable communities. The seller is highly motivated and ready to sell quickly. Schedule your private showing today!

103 Vista Verdi Circle Unit 229, Lake Mary
$417,400
3 Beds ⋅ 2 Baths ⋅ O6330769 MLS
NEW ROOF installed May 21, 2026! Discover a beautifully reimagined residence in the heart of Lake Mary, where thoughtful renovations meet timeless design. 605 Whittingham Place unveils a bright, open-concept layout adorned with exquisite new finishes throughout. From the warmth of luxury vinyl plank flooring to the designer-curated kitchen and elegantly updated baths, every detail speaks to modern sophistication. Soaring vaulted ceilings elevate the great room and kitchen, while an expansive picture window frames serene views of the sparkling pool and private, fenced backyard, an ideal setting for relaxation and entertaining. Comfort and peace of mind come effortlessly with a brand new HVAC system, complemented by updated plumbing. Ideally within Lake Mary’s desired school district, this turnkey home offers access to top-rated education from elementary through high school. A rare opportunity to experience refined living in one of Central Florida’s desirable communities. This prime location places you just moments from boutique shopping, fine dining, top-tier hospitals and major highways, ensuring seamless access to downtown Orlando, world-renowned attractions, pristine beaches and multiple airports.

605 Whittingham Place, Lake Mary