Location: Lake Mary
Do Not Show Listings
1396 CHESSINGTON CIR, LAKE MARY, FL 32746
$640,0005 Days on yellowkey MLS ID: O6418287
0 Days Off yellowkey (back on 6/22/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2294 Built: 1998Monthly Fee: $75 Tax: $7,150 (2025)Community: Heathrow / KeenwickeSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,150
Elementary School: Heathrow Elementary
High School: Seminole High
Tax Year: 2025
Middle School: Markham Woods Middle
Remarks: Virtually Staged. Fantastic pool home in the highly sought-after neighborhood of Keenwicke withing the gated community of Heathrow in Seminole County! This is a 4 bedroom, 3 bathroom + flex space home which features a wood burning fireplace and screened in private pool. One of the best floorplans available. Formal Living Room (with Fireplace), Dining Room, Family Room, Breakfast Nook and an open flex space off the hallway - perfect for study area/playroom/exercise room. The split plan features a very large Primary Bedroom with ensuite bathroom complete with shower, tub, sinks and walk in closet. The secondary bedrooms are located off the kitchen area. Bedroom 2 has a private bathroom. Bedrooms 3 and 4 share the pool bathroom. Laundry is located in a laundry room off the kitchen exiting to the 2 car garage. Here is one of the best parts: walk out the pool area and walk into the Heathrow Community park area! This is a great location. Heathrow is a Guard Gated community. The amenities for all residents include large playground, full size basketball court, mini complete basketball court, baseball field, soccer field, picnic pavilions, and community room. Sawyer Lake is a freshwater lake with fishing pier. The Country Club is available to join which can include golf, tennis, swim club, exercise room and dining. Buyer is responsible for a Master Association Transfer fee of $1,848 and a neighborhood association transfer fee of $500.
Listing is courtesy of: ORLANDO REAL ESTATE LLC (321-217-8572)
Listing Agent: Rodger Marty (321-217-8572)
104 HALLMARK CT, LAKE MARY, FL 32746
$465,000242 Days on yellowkey MLS ID: O6355112
REDUCED by $25,000 (5.1%) on 06/22/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2588 Built: 1981Monthly Fee: $50 Tax: $4,457 (2024)Community: Volchko Sub RepSingle Family
Taxes:$4,457
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to 104 Hallmark Ct, Lake Mary, FL 32746 — a well designed 3-bedroom, 3-bathroom home perfectly situated on a cul-de-sac. Step inside and be greeted by the kitchen featuring stone countertops, stainless steel appliances, a center island, and an eat-in kitchenette. The kitchen flows seamlessly into the dining area and opens into the inviting living room—ideal for both everyday living and entertaining guests. The primary suite, privately tucked away at the rear of the home, offers a walk-in closet and a bathroom with a stand-alone shower. Also on the first floor is a second bedroom and a full bathroom with a tub/shower combo, providing flexibility for guests or multi-generational living. Upstairs, you’ll find an open loft, perfect for a home office or den, along with a guest bedroom and an additional full bathroom. Enjoy the benefits of a low annual HOA while living close to everything Lake Mary has to offer. This home is close to top-rated Seminole County schools and conveniently located near Colonial Town Park, the Seminole Wekiva Trail for biking and jogging, and offers easy access to I-4 and SR 417 for smooth commuting. Don’t miss the opportunity to call this Lake Mary gem your new home!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Veronica Figueroa (407-519-3980)
132 VISTA VERDI CIR #136, LAKE MARY, FL 32746
$185,500117 Days on yellowkey MLS ID: O6385786
4 Days Off yellowkey (back on 6/22/2026)
REDUCED by $14,500 (7.3%) on 06/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1242 Built: 2000 Tax: $2,152 (2024)Community: Notting Hill A CondoCondo
Taxes:$2,152
High School: Lake Mary High
Remarks: Under contract-accepting backup offers. MOTIVATED SELLER, BRING ALL OFFERS!! Cozy and UPDATED, FIRST FLOOR 2 bedroom, 2 bathroom condo. TILE throughout and NEWER carpet in the bedrooms. As you enter, you will notice the beautiful mosaic tile in the foyer and the large living room with BUILT IN shelving. An area for the dining room and breakfast bar off the kitchen. The kitchen features NEWER APPLIANCES, TILE backsplash, GRANITE countertops and cabinets with pull out drawers. INSIDE laundry that INCLUDES the washer and dryer. NEW HVAC and NEW FREON LINE, light fixtures and outlet covers. Primary bedroom has a walk in closet and an UPDATED en suite bathroom. Newly painted inside throughout. You can relax on your porch and watch the birds fly by! A lockable STORAGE closet also included on the porch. The RESORT style community has two pools, hot tub, playground, dog area, a two-story modern gym, billiard room, aerobic/yoga studio, tennis courts, outdoor grilling areas. The HOA covers water, sewer, daily valet trash service and the amenities. Roof was replaced in 2022. Located in beautiful Lake Mary, it is close to the Seminole County trail and five minutes from shopping, restaurants and highways. This home has it all!! Don't wait to schedule your appointment today!!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Heather Pryor (321-303-5393)
2504 GRASSY POINT DR #308, LAKE MARY, FL 32746
$122,50085 Days on yellowkey MLS ID: O6393153
REDUCED by $2,500 (2.0%) on 06/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 701 Built: 1994Monthly Fee: $395 Tax: $1,699 (2024)Community: Regency Park At Lake Mary A CondoCondo
Taxes:$1,699
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: Welcome to this move-in ready 3rd floor unit. This cozy unit features: 1bedroom, 1bathroom, 701 heated living square feet, an updated kitchen with wood cabinets, granite countertops, stainless steel appliances, attached laundry room with storage space, and separate dining and living rooms. When you want to relax outside step onto your 11 x 7 covered porch overlooking the fitness room, pool and spa. Staying active in this amazing community will not be a problem as it offers great amenities as: state of the are fitness facilities, two tennis courts, two pools and spas, lake access and a well appointed clubhouse. Major components: A/C unit 2021 and electric hot water heater 2020.
Listing is courtesy of: VICARI REALTY CORP (407-415-4401)
Listing Agent: Tony Vicari (407-415-4401)
506 OAKLAND TER, LAKE MARY, FL 32746
$549,00061 Days on yellowkey MLS ID: V4948701
REDUCED by $96,000 (14.9%) on 06/08/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2612 Built: 1988 Tax: $6,244 (2024)Community: Lake Bingham Woods EastSingle Family
Taxes:$6,244
Remarks: List price is the starting auction price only — seller will review Highest & Best offers next Monday 12PM. Don’t miss this incredible opportunity! This property is being offered in an auction-style sale with all offers submitted as “Highest & Best” by next Monday. Whether you’re an investor, first-time buyer, or looking for your next project, this is your chance to secure a great property at a competitive price. Featuring strong potential, desirable location, and endless possibilities, this home is ready for its next owner to make it their own. Buyers are encouraged to complete all inspections and due diligence prior to submitting offers. Key Details: Auction-style sale Highest & Best offers due next Monday 12PM Seller reserves the right to accept a contract prior to deadline List price is opening bid price only Property sold as-is Schedule your showing today and submit your strongest bid before the deadline! STEP INTO THIS BEAUTIFULLY RENOVATED, MOVE-IN READY HOME featuring 4 SPACIOUS BEDROOMS AND 2.5 BATHROOMS, thoughtfully updated to deliver MODERN STYLE AND EVERYDAY COMFORT. Enjoy peace of mind with a BRAND-NEW ROOF, complemented by ALL-NEW VINYL FLOORING THROUGHOUT, UPDATED KITCHEN CABINETRY, and SLEEK, MODERN BATHROOM VANITIES—creating a FRESH, CONTEMPORARY FEEL FROM THE MOMENT YOU WALK IN. Designed for true Florida living, step outside to your NEWLY RESURFACED SCREENED-IN POOL, allows for RELAXING, ENTERTAINING, AND ENJOYING YEAR-ROUND OUTDOOR LIVING. Situated on a LARGE LOT WITH AMPLE SPACE AND PRIVACY, this home has the ideal balance of OPEN OUTDOOR LIVING AND QUIET SECLUSION. Tucked away in a PRIVATE CUL-DE-SAC, you’ll enjoy a LOW-TRAFFIC, PEACEFUL SETTING that’s hard to find. Location is everything—this home is just minutes from LAKE MARY’S TOP-RATED SCHOOLS, SHOPPING, DINING, AND MAJOR HIGHWAYS, making daily living both CONVENIENT AND CONNECTED. DON’T MISS THIS OPPORTUNITY TO OWN A FULLY UPDATED HOME THAT COMBINES STYLE, VALUE, AND LOCATION—ALL IN ONE.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Ricardo Adames (407-279-0018)
241 MEADOW BAY CT, LAKE MARY, FL 32746
$650,0005 Days on yellowkey MLS ID: O6417683
0 Days Off yellowkey (back on 6/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2636 Built: 1993Monthly Fee: $110 Tax: $4,366 (2025)Community: Meadow BrookeSingle Family
Taxes:$4,366
Remarks: Wow…half an acre in Lake Mary featuring 3 bedrooms/3 full baths and a separate dedicated office complete with office furniture (or 4th bedroom), is waiting for the buyers who want to bring their own style and vision to a solid, well maintained property. The popular Florida “split plan” with two bedrooms on one side and the primary retreat and office on the other side allows for privacy galore. Guests enter the front door to a spacious living area that overlooks a sparkling screened pool. Hard surface flooring throughout most of the home allows for easy maintenance. An open kitchen with granite counters overlooks a large family room that features a wood burning fireplace for those cooler months. French doors lead out to the lanai and pool area from all the main living areas and there is a pool door in the guest bathroom to allow swimmers inside access without going through the main areas. Brand new roof (2026), new exterior painting (2026) and new water heater (2026) will all keep property insurance in check.. Don’t miss this once in a lifetime deal.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Margaret Summers (407-782-6065)
2728 LOBELIA DR, LAKE MARY, FL 32746
$439,00055 Days on yellowkey MLS ID: O6402555
0 Days Off yellowkey (back on 6/11/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2191 Built: 2017Monthly Fee: $575 Tax: $3,896 (2025)Community: Fountain Parke At Lake Mary Ph 2Townhouse
Taxes:$3,896
Elementary School: Crystal Lake Elementary
Middle School: Millennium Middle
Remarks: Welcome to resort-style living in the guard-gated community of Fountain Parke in Lake Mary, where this well-positioned 3-bedroom, 3.5-bath townhome offers no rear neighbors, creating a rare sense of privacy and tranquility with peaceful conservation views. The thoughtfully designed open-concept floor plan is ideal for both everyday living and entertaining, featuring a beautifully appointed kitchen with upgraded cabinetry, stainless steel appliances, and a large island with breakfast bar that seamlessly connects to the breakfast nook, spacious family room, and private outdoor patio—creating a natural flow for gatherings. The primary suite is generously sized and features an ensuite bathroom with dual vanities and a glass-enclosed shower, offering both comfort and functionality. Beyond the home itself, the lifestyle is what truly sets this property apart—just a short walk to the resort-style pool, spa, fitness center, tennis and pickleball courts, clubhouse, and dog park, making daily living feel like a vacation. Fountain Parke is known for its Mediterranean-inspired architecture, 24-hour guard gate, and one of the most amenity-rich environments in Central Florida. Located in the heart of Lake Mary, you are minutes from premier dining, shopping, and entertainment, as well as the Seminole Wekiva Trail, with convenient access to I-4 and SR 417 and zoning for top-rated Seminole County schools. This is a unique opportunity to combine low-maintenance living with privacy, convenience, and a true resort lifestyle.
Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)
Listing Agent: James Clark (407-575-7011)
541 CLUB CT, LAKE MARY, FL 32746
$189,000116 Days on yellowkey MLS ID: O6384912
3 Days Off yellowkey (back on 6/22/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1978Monthly Fee: $236 Tax: $272 (2025)Community: The ForestManufactured Home
Taxes:$272
Remarks: Under contract-accepting backup offers. Welcome to 541 Club Court, nestled on a quiet cul-de-sac in The Forest, one of Lake Mary’s best-kept secrets and premier GATED 55+ communities. Known for its tree-lined streets, friendly neighbors, active social calendar, and outstanding amenities, The Forest offers the perfect blend of privacy, connection, and resort-style living in an unbeatable location. Just minutes from Publix, Orlando Health Hospital, Timacuan Golf Course, Seminole Wekiva Trail, Top Golf and endless shopping and dining making daily errands and casual outings effortless. Life at The Forest feels like a year-round retreat. Residents enjoy two pools (including one heated year-round), a hot tub, men’s and women’s saunas, tennis and pickleball courts, shuffleboard, billiards, card and craft rooms, a library, laundry center, and a stunning two-story clubhouse with picturesque windows overlooking the pool area. The clubhouse hosts monthly gatherings, meetings, parties, yoga classes, and countless social events—all supported by a full calendar of activities designed to keep you as active and engaged as you choose to be. This freshly painted 2-bedroom, 2-bath home with a 2025 AC & roof and newly built deck offers approximately 1,344 square feet of comfortable living space with a desirable split floor plan featuring two private master suites—ideal for guests or shared living. The spacious great room is thoughtfully designed to accommodate multiple seating areas plus a second living area creating a flexible and inviting layout for everyday living and entertaining. The monthly HOA fee includes cable, internet, and trash service for simplified budgeting. Boat and RV parking may be available in a designated area (based on availability). And yes—bring your golf cart and truly embrace the good life! Don’t miss this opportunity to own a home in one of Lake Mary’s most desirable gated 55+ communities. Resort-style living, incredible amenities, and a prime location!
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Hannah True (407-923-9330)
2238 SOARING EAGLE PL, LAKE MARY, FL 32746
$1,595,00012 Days on yellowkey MLS ID: O6415658
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4538 Built: 2015Monthly Fee: $308 Tax: $10,782 (2025)Community: AcueraSingle Family
Taxes:$10,782
Remarks: Impeccably maintained and beautifully presented, this exceptional residence within the gated community of Acuera offers approximately 4,500 square feet of refined living space with 5 bedrooms, 4.5 bathrooms, and a seamless blend of luxurious design, everyday comfort, and exceptional indoor-outdoor living. Filled with natural light and enhanced by tall ceilings, the home showcases wood-style plank tile flooring throughout the main living areas, creating a cohesive flow between gathering, dining, and entertaining spaces. Designed for both everyday living and hosting, the floor plan balances spaciousness with warmth and functionality. At the heart of the home, a recently renovated kitchen serves as a stunning centerpiece, featuring an expansive island, light cabinetry, elegant countertops, and abundant workspace. A wet bar and butler's pantry provide added convenience while enhancing the home's entertaining capabilities. The main level is anchored by a spacious primary suite with dual walk-in closets and a luxurious bath. A dedicated office offers an ideal work-from-home setting, while two secondary bedrooms share a Jack and Jill bath and a fourth bedroom enjoys a walk-in closet and private ensuite. Upstairs, a large game room wired for theater-quality sound creates the perfect setting for movie nights and gatherings. An additional bonus room offers flexibility for a fitness studio, media room, playroom, or additional living space. Outdoor living is equally impressive. Backing to peaceful conservation views, the private backyard features a resort-style pool and spa, a newly completed summer kitchen with custom stone detailing and Green Egg-style cooking station, covered entertaining areas, and a spacious fire pit gathering space designed for year-round enjoyment. Behind the gates of Acuera, residents enjoy picturesque brick streets, a private community dock on the Wekiva River, and immediate access just outside the community entrance to the Seminole Wekiva Trail and Markham Woods Trail systems. Combining impeccable condition, recent updates, exceptional entertaining spaces, and a unique natural setting, this residence offers one of Lake Mary's most distinctive lifestyles.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
1657 ENCLAVE CV, LAKE MARY, FL 32746
$2,449,00067 Days on yellowkey MLS ID: O6393897
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 4997 Built: 2026Monthly Fee: $167 Tax: $4,032 (2024)Community: Markham Woods EnclaveSingle Family
Taxes:$4,032
Remarks: — TO BE BUILT — Welcome to an extraordinary opportunity within the exclusive, gated community of Enclave — where vision meets craftsmanship and every detail is yours to define. This is your chance to own a stunning custom residence, set on a premier homesite within one of the area's most sought-after addresses. Designed in a grand Mediterranean-inspired style, this 4,997 SF masterpiece will feature an elegant two-story facade, soaring arched entryways, a lavish pool, and lush professional landscaping. The possibilities to personalize are truly endless — optional upgrades and additions could include a summer kitchen and covered lanai, sport court, pickleball or paddle court, mini putting green, bonus room, private home theater, study/office/den, wine cellar, casita/guest suite, elevator, rooftop terrace, smart home automation, whole-home generator, and fully custom build-out packages. Pricing reflects the current base configuration at 4,997 SF. Any modifications to square footage, layout, or upgrade selections may affect the final purchase price. Whether you're envisioning a private retreat, an entertainer's paradise, or a legacy estate, this lot and build package delivers the canvas. Opportunities like this in Lake Mary are rare. Call today to know more about how to begin designing the home you've always imagined.
Listing is courtesy of: ALPHA EQUITY REALTY & MANAGEMENT INC (407-789-1002)
Listing Agent: Abbas Sultanali (407-435-9596)
827 CHATFIELD WAY, LAKE MARY, FL 32746
$779,00076 Days on yellowkey MLS ID: O6395880
1 Days Off yellowkey (back on 6/22/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2563 Built: 1994Monthly Fee: $92 Tax: $4,230 (2025)Community: HeathrowSingle Family
Taxes:$4,230
Remarks: 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!
Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
Listing Agent: Gary Berkson (407-920-0206)
3880 GRASSLAND LOOP, LAKE MARY, FL 32746
$1,475,00045 Days on yellowkey MLS ID: O6405938
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3496 Built: 2018Monthly Fee: $220 Tax: $15,056 (2024)Community: Steeple Chase Rep 2BSpa: YesSingle Family
Taxes:$15,056
Elementary School: Woodlands Elementary
Remarks: A rare offering in Lake Mary's coveted Steeplechase community. Behind a barrel-tile roof, warm stucco facade, and arched window detailing, this Mediterranean-inspired residence distinguishes itself from the moment you arrive, mature date palms, manicured rose-and-hedge landscaping, and a paver driveway leading to a 3-car garage configuration. Pass through the wrought iron gate into a private walled courtyard, a true Mediterranean villa moment with paver flooring, decorative iron accents, and string-lit ambiance. The arched entry opens to a foyer with soaring tray ceilings, sculptural chandelier, crown molding, and continuous wood-plank tile throughout. A light-filled formal sitting room with coffered tray ceiling and crystal chandelier serves equally as a refined dining or music room. The home opens dramatically into an expansive great room with deep tray ceilings and triple sliders framing the resort-style pool beyond. The chef's kitchen is the heart of the home: raised-panel cream cabinetry with glazed detailing, leathered granite counters, full-height shimmering mosaic backsplash, and a professional stainless suite, French-door refrigerator, gas cooktop with separate induction surface, double wall ovens, vented range hood, and farmhouse apron sink. Dual built-in wine refrigerators flank the cabinetry. An oversized island seats six beneath glass bell pendants, while a gold sputnik chandelier crowns the bay-window breakfast nook overlooking the pool. The owner's retreat is a sanctuary, an oversized suite with dual tray ceilings, matching brass sputnik chandeliers, a dedicated sitting room, and private lanai access. The spa-inspired primary bath delivers five-star luxury: dual espresso vanities with granite tops, an oversized garden tub wrapped in dark mosaic tile, frameless walk-in shower with dual rainfall heads, and a custom California Closets-style walk-in with floor-to-ceiling cabinetry. Three spacious secondary bedrooms and three full baths are all appointed with the same elevated finish package, granite vanities, espresso shaker cabinetry, oil-rubbed bronze fixtures, stone-look tile showers, so no space feels secondary. A dedicated home office sits behind glass-paneled French doors. A Jack-and-Jill bath connects two secondary bedrooms. The fourth bedroom functions as a true junior suite with its own en-suite. A pool bath with direct lanai access keeps wet feet out of the main living areas. The third-car garage has been converted into a climate-controlled home gym with mini-split A/C, epoxy flooring, and arched windows, easily restored to a garage at any time. Outside, an oversized panoramic screen enclosure with cathedral peaks shelters a custom freeform PebbleTec pool with dual sheer-descent waterfalls, color-changing LED lighting, raised spa with stacked stone spillover, and dual fire-and-water bowls flanking a Buddha centerpiece. The covered lanai features a fully equipped outdoor kitchen, built-in gas grill, professional vent hood, granite counters, beverage refrigerator, undermount sink, alongside alfresco dining and lounge seating. A separate pergola cabana with retractable shade canopy creates a third distinct outdoor "room" with fire pit conversation area. Mature privacy hedges ensure complete seclusion. Other upgrades include whole-home surround sound, smart mobile pool controls, fire bowls all app-managed. A private resort behind a Mediterranean facade in one of Lake Mary's most desirable enclaves.
789 GREYBULL RUN, LAKE MARY, FL 32746
$489,9003 Days on yellowkey MLS ID: O6418667
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1989 Built: 2014Monthly Fee: $258 Tax: $4,987 (2025)Community: Grande Oaks At HeathrowTownhouse
Taxes:$4,987
Remarks: Former builder model end-unit with gorgeous finishes and water view! Live the maintenance-free luxury lifestyle in the ideal location close to everything. This picture-perfect townhouse has been immaculately maintained and it shows. Kolter "Evergreen" model with all the bells and whistles! Enjoy the relaxing water view of the serene community pond from your front fenced courtyard or second floor balcony located just off the living room. The first floor includes a handsome foyer, mudroom and a private, spacious bedroom with ensuite bath. Durable wood-look plank tile can be found throughout the first floor and stairs leading up to the living area. The impressive living area features large porcelain tile flooring, stylish decorative framing on the walls, trey ceilings and an abundance of windows with custom window treatments. The living room is open to the kitchen and dining area, offering a bright and airy feeling. The stylish kitchen features clean lines and a contemporary feel, with a sprawling island and breakfast bar, built-in oven and cooktop and quartz countertops. The beautiful dining room is light and bright with trey ceilings. Leading up the stairs and into the remaining bedrooms, you'll find comfy, high-quality designer carpet. The spacious primary bedroom is a retreat, including trey ceilings and window treatments. The swoon-worthy ensuite bath has a large walk-in shower, dual sinks and a generously-sized walk-in closet. The third bedroom has is own ensuite bath for ulitimate privacy. Laundry is conveniently on the third floor. This beautiful community has recently been revamped with new exteriors & fencing. Upgrades were completed on this building within the last year and include new roofs, balconies, energy-efficient windows, stucco and exterior paint! This highly-desired gated community is just steps from Colonial TownPark, the Seminole County Trail and features a community pool, gym, clubhouse and "pocket parks" scattered throughout the community. The reasonable HOA dues include high-speed fiber internet! Live just steps to a plethora of wonderful dining, shopping and even a movie theater!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Jen King (407-310-6174)
246 VILLA DI ESTE TER #200, LAKE MARY, FL 32746
$230,000197 Days on yellowkey MLS ID: O6346585
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1182 Built: 2000Monthly Fee: $374 Tax: $2,778 (2024)Community: Notting Hill A CondoCondo
Taxes:$2,778
Remarks: Welcome to this exquisite 2 bedroom, 2 bathroom condo nestled in the gated & highly desirable Notting Hill community of Lake Mary. This stunning unit offers a perfect blend of elegance and modernity, with luxurious finishes throughout. As you step inside, you'll be greeted by a spacious and inviting living area that seamlessly flows into a well-appointed dining space. The living room opens up to a beautiful balcony, where you can enjoy a refreshing breeze while enjoying your morning coffee. The kitchen is equipped with elegant granite countertops, stainless steel appliances, and plenty of cabinet space for all your cooking needs. The master bedroom is a private sanctuary, complete with an en-suite bathroom featuring the same luxurious granite countertops and double vanity sinks complemented by large-sized vanity mirrors. The master suite also offers a generous walk-in closet, a rare find for a living space! From the moment you step into the community. you'll be enveloped in a sense of relaxation and luxury. Neighborhood amenities include a pristine swimming pool, jacuzzi, a well-equipped fitness center, tennis courts, playground and meticulously landscaped grounds. With access to local parks, the Seminole Trail, shopping & fitness centers, and awesome local dining options, you're gonna love living here! Easy access to vibrant downtown Orlando & picturesque Daytona beaches via I4 and 417 highways. Be in Downtown Orlando in 25 minutes; Daytona & New Smyrna Beach as well as Disney, Seaworld, & Universal Studios in less than hour! Schedule your tour today!
1125 BOLTON PL, LAKE MARY, FL 32746
$440,000119 Days on yellowkey MLS ID: O6384803
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2423 Built: 2007Monthly Fee: $258 Tax: $3,922 (2024)Community: Grande Oaks At HeathrowTownhouse
Taxes:$3,922
Elementary School: Wilson Elementary School
Middle School: Sanford Middle
Remarks: Welcome to 1125 Bolton Place, a beautifully positioned residence in the heart of Lake Mary, a previous Model home, located within a well-maintained, amenity-rich community known for its tranquil water features, mature landscaping, and resort-style atmosphere just minutes from major medical centers, shopping, dining, and commuter routes. Brand new paint (2026) and brand new carpets (2026), This thoughtfully designed home immediately impresses with its expansive main living area highlighted by an elegant coffered ceiling with recessed lighting, creating a refined yet welcoming centerpiece that seamlessly connects to the open-concept kitchen. Large sliding glass doors fill the space with natural light and lead to a private covered balcony, extending the living area outdoors and offering a peaceful, tree-lined setting perfect for morning coffee or evening relaxation. The kitchen is beautifully appointed with rich wood cabinetry accented by crown molding, granite countertops, stainless steel appliances, and a functional center island that provides additional prep space and gathering potential, all enhanced by tray ceiling details and recessed lighting. The primary suite offers wood flooring, tray ceilings, generous closet space, and convenient access to an ensuite bath, while secondary bedrooms feature neutral finishes, ceiling fans, and abundant natural light, providing flexibility for guests or a home office. The bathrooms showcase solid-surface countertops, warm wood cabinetry, tiled tub/shower detailing, and upgraded bronze fixtures, along with a convenient guest powder room. In addition to the balcony, the home features a private ground-level patio surrounded by lush landscaping and shaded greenery, creating a peaceful outdoor retreat and offering rare versatility with both elevated and ground-level outdoor living spaces. Combining architectural detail, functional layout, and an exceptional location within one of Central Florida’s most desirable communities, 1125 Bolton Place presents a move-in-ready opportunity that delivers comfort, style, and long-term value.
934 WILD DATE LN, LAKE MARY, FL 32746
$419,90046 Days on yellowkey MLS ID: O6405500
REDUCED by $5,100 (1.2%) on 06/13/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1612 Built: 2020Monthly Fee: $304 Tax: $4,132 (2024)Community: Griffin Park Ph 2Townhouse
Taxes:$4,132
Elementary School: Lake Mary Elementary
Remarks: Welcome to this beautifully maintained 3-bedroom, 2.5 bath townhome in the highly sought-after community of Griffin Park in Lake Mary. From the charming exterior with board-and-batten accents, dormer windows, and a private wrought iron-fenced front yard, this home delivers curb appeal and modern style from the moment you arrive. Step inside to a versatile front sitting/living area featuring a stunning stacked stone accent wall, linear electric fireplace, and plantation shutters that bathe the space in natural light. Just beyond, the open-concept main living area showcases a chef-inspired kitchen with white shaker cabinetry, granite countertops, stainless steel appliances, a gray subway tile backsplash, walk-in pantry, and an oversized center island with seating for three, all flowing seamlessly into the dining and great room with a second feature wall, perfect for entertaining. Luxury vinyl flooring runs throughout the entire first floor, and a convenient half bath serves guests. Upstairs, retreat to the spacious primary suite featuring a large walk-in closet with built-in shelving and a spa-like ensuite with dual sink vanity, white quartz counters, and an oversized walk-in tile shower with dual showerheads and frameless glass enclosure. Two additional generously sized bedrooms with plantation shutters share a full bath, offering plenty of flexibility for family, guests, or a home office. Residents of Griffin Park enjoy resort-style amenities including a sparkling community pool with cabanas, lounge areas, and lush tropical landscaping backing to a wooded preserve. Ideally located in the heart of Lake Mary with top-rated Seminole County schools, easy access to I-4 and the 417, and minutes from Colonial TownPark, premier shopping, dining, and entertainment. Move-in ready and meticulously cared for, this is the lifestyle you've been waiting for.
344 ALDRUP WAY, LAKE MARY, FL 32746
$369,99936 Days on yellowkey MLS ID: O6408642
REDUCED by $15,000 (3.9%) on 06/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1740 Built: 1998Monthly Fee: $25 Tax: $1,374 (2025)Community: Chase Groves Unit 5ASingle Family
Taxes:$1,374
Remarks: Welcome Home Warm and Cozy 3/2 SF Home with 2 Car Garage. Low HOA Zoned for Top Rated Seminole County Schools, Newer Roof 2018, Water Heater 2023, Air Handler 2025, Ext Paint 2025 Minutes to I-4, 417, Sunrail, Parks, Trails, Golf Courses Much much Dinning and Shopping. Farmers Market on Saturdays Thinking or a Dedicated Pickle Player must SEE New Pickleball Court Looking for Convenience and Comfort in 32746 Welcome Home Schedule your appointment today. Sellers Motivated
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: May Lee (407-314-9388)
4113 MESSINA DR, LAKE MARY, FL 32746
$500,000199 Days on yellowkey MLS ID: O6365554
0 Days Off yellowkey (back on 6/21/2026)
REDUCED by $25,000 (4.8%) on 04/01/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2388 Built: 2007Monthly Fee: $575 Tax: $5,819 (2024)Community: Fountain Parke At Lake MaryTownhouse
Taxes:$5,819
Elementary School: Wicklow Elementary
Remarks: Under contract-accepting backup offers. TIME IS OF THE ESSENCE, and Seller is willing to contribute towards Buyer's closing costs, escrow, and pre-paids with an acceptable offer! Private ELEVATOR plus rooftop summer kitchen meets effortless convenience in the exclusive 24-hour guard-gated community of Fountain Park at Lake Mary. This exceptional four-story Mediterranean-inspired townhome blends timeless elegance, modern comfort, and low-maintenance luxury living—complete with a private elevator servicing every floor, a rare and highly desirable feature. From the moment you arrive, the home’s charming stucco exterior, terracotta-tile roof, and inviting front patio, framed by lush, mature landscaping, create an unforgettable first impression. Inside, recent upgrades including new HVAC (2026), fresh interior paint, newer engineered hardwood flooring, and plantation shutters throughout provide a bright, refined, move-in-ready feel. The first level welcomes guests with a spacious foyer and a private guest suite featuring a full bath with a walk-in shower—perfect for visitors, multigenerational living, or a private home office setup. This level also offers direct access to the oversized two-car garage, complete with custom-built-in storage and an EV charging station for your electric vehicle. Designed with entertaining in mind, the second floor showcases expansive open-concept living and dining areas highlighted by soaring arched windows that fill the home with natural light. The beautifully appointed kitchen features granite countertops, 42-inch cabinetry, and newer stainless steel Samsung appliances. Retreat to the third floor, where you’ll find an additional secondary bedroom with generous closet space and peaceful views, a private balcony with exterior storage creates the perfect spot to enjoy morning coffee or unwind in the evening. The luxurious primary suite is spacious and the primary bath offers dual vanities, a soaking tub, walk-in shower, and two custom-designed closets that combine comfort with exceptional functionality. The fourth floor offers an incredible flex space ideal for a media room, game room, fitness studio, executive office, or additional guest retreat. From here, step outside to a second balcony and expansive rooftop terrace designed for unforgettable entertaining. Complete with a summer kitchen, wet bar, and built-in grill area, this one-of-a-kind outdoor living space delivers the ultimate Florida lifestyle rarely found in townhome living. Residents of Fountain Park enjoy access to resort-style amenities, including a luxurious pool and spa, tennis and pickleball courts, putting green, dog park, clubhouse, and fitness center. Ideally located near major highways, upscale shopping and dining, golf courses, and Central Florida attractions, this home offers the perfect combination of location, lifestyle, and luxury. Schedule your private showing today and experience elevated townhome living at its finest. Time is of the essence, and Seller is willing to contribute towards Buyer's closing costs, escrow, and pre-paids with an acceptable offer. Video and/or audio surveillance with recording capability may be in use on the premises.
Listing Agent: Heather Mcguckin (407-758-6962)
873 PICKFAIR TER, LAKE MARY, FL 32746
$714,900100 Days on yellowkey MLS ID: O6389470
REDUCED by $7,000 (1.0%) on 05/27/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3017 Built: 2001Monthly Fee: $105 Tax: $7,967 (2025)Community: Woodbridge Lakes Unit 2CSpa: NoSingle Family
Taxes:$7,967
Elementary School: Bentley Elementary
Remarks: **PRICE IMPROVEMENT** MOTIVATED SELLER!! Wow! Step into this beautiful meticulously maintained home with stunning views of LAKE DAWSON, Timucuan golf course and moss in the large oaks swaying in the breeze from the lake. The breeze off the lake provides the perfect Zen atmosphere to enjoy reading a book or taking a nap. This 4-bedroom 3 bath, 3 car garage home located in sought after-gated Woodbridge Lakes is in the heart of Lake Mary. The area is the hub of new medical facilities including the newly built Orlando Health Hospital, multiple ER facilities and all medical professions needed. The 3017sq.ft. home features wood floors in the living, dining, family, primary bedroom with 10x10 sitting room and stairs.Travertine in the kitchen and breakfast nook, updated kitchen with custom warm wood cabinets and room for 2 cooks, island, storage galore and granite counter tops. Enjoy your morning coffee and the beautiful lake view sitting in the breakfast nook and looking through the bay window. The oversized family room opened to the kitchen features French doors leading the 29x16 screened porch or watch TV surrounded by the custom-built entertainment center. Upstairs and through the double door entry find the huge primary suite with more stunning views of the lake. The 12x12 sitting area offers so many possibilities such as using it as a sitting area, personal library, office, nursery or close in the partial wall and add a door for a 5th bedroom. After passing the 2 separate spacious closets with California closet systems you enter the luxurious primary en-suite with a jetted garden tub to relax after a hard day, a separate shower, water closet and a wall of custom cabinets for tons of storage. There are 3 other generously sized secondary bedrooms and a bath with granite counters. Bedroom 4 offers more of those stunning lake views. A hallway off the family room leads to the 3rd bathroom, the laundry room and the door leading to the 3rd car garage. All of this plus the community offers a community area including a playground, bathrooms, relaxing areas and breezes from the lake. Minutes to I-4, 417, Heathrow Business Park, shopping, fantastic dining, 30 minutes to Daytona Beach or quick trips to the attractions via the new SR429. Everything you want located in a community friendly Florida suburb. The is the perfect place to call home!!
Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
Listing Agent: Cheryl Waybright (407-467-9348)
232 WIMBLEDON CIR #232, LAKE MARY, FL 32746
$390,000140 Days on yellowkey MLS ID: O6378743
REDUCED by $5,000 (1.3%) on 06/20/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1260 Built: 1987 Tax: $1,096 (2024)Community: Racquet Club VillasSpa: NoCondo
Taxes:$1,096
Remarks: 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.
Listing Agent: Michelle O'Callaghan (407-221-4745)
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