Location: Longwood
Do Not Show Listings
814 MIAMI SPRINGS DR, LONGWOOD, FL 32779
$1,050,00081 Days on yellowkey MLS ID: O6390329
REDUCED by $35,000 (3.2%) on 05/15/2026
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3706 Built: 2002 Tax: $5,468 (2024)Community: Highland EstatesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,468
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to 814 Miami Springs Drive, an exceptional private estate nestled in one of Longwood’s most desirable locations near the Wekiva River and Wekiva Island. Positioned on a beautifully landscaped homesite backing to a tranquil natural preserve, this residence offers a rare blend of elegance, privacy, and resort-style living with no HOA restrictions. This impressive five-bedroom, five-bathroom residence with a loft was thoughtfully designed with both comfort and sophistication in mind. From the moment you enter, the home showcases soaring ceilings, expansive living spaces, and refined architectural details that create an inviting yet grand atmosphere. The main living areas flow effortlessly, providing an ideal setting for both everyday living and entertaining. The spacious chef’s kitchen features a large center island, generous cabinetry, and seamless connection to the surrounding living and dining areas, allowing gatherings to feel both open and intimate. The primary suite serves as a private retreat, offering a luxurious bathroom complete with dual vanities, a soaking tub, walk-in shower, and generous closet space designed for comfort and functionality. Upstairs, a versatile loft space provides endless possibilities and could function beautifully as a media room, executive home office, or additional lounge area. Outside, the home transforms into a private outdoor sanctuary. A screen-enclosed resort-style pool and spa are framed by an expansive covered lanai, creating a perfect setting for relaxation and entertaining while overlooking the lush preserve beyond. With no rear neighbors, the backyard delivers a level of privacy that is increasingly rare while still being moments from everyday conveniences. The home offers five spacious bedrooms, five bathrooms, and a flexible loft layout, all complemented by grand ceiling heights, elegant architectural detailing, and thoughtfully designed living areas. The preserve backdrop enhances the sense of tranquility, while the screened pool and outdoor living space allow you to fully embrace the Florida lifestyle. Located just minutes from Wekiva Island, Wekiva Springs State Park, scenic trails, dining, and shopping, this property offers a lifestyle centered around nature, privacy, and refined living. A rare opportunity to own a luxury estate near the Wekiva River where space, tranquility, and convenience come together seamlessly.
Listing is courtesy of: PRIMEFIT PROPERTIES LLC (407-305-2284)
Listing Agent: Nick Vaseloff (407-305-2284)
486 N PIN OAK PL #308, LONGWOOD, FL 32779
$179,900113 Days on yellowkey MLS ID: O6381034
3 Days Off yellowkey (back on 6/1/2026)
REDUCED by $5,000 (2.7%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1991 Tax: $2,066 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$2,066
Elementary School: Sabal Point Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Recently remodeled 2-bedroom, 2-bath condo in Longwood with over $20,000 in upgrades. This move-in-ready home features a brand-new HVAC system, luxury vinyl plank flooring throughout (no carpet), fresh interior paint, and newly reglazed tubs and showers. Located in the desirable Windsor at Sabal Walk community, this Longwood condo offers a bright, open floor plan with a spacious living room, dining area, and sliding glass doors leading to a screened-in balcony. The split-bedroom floor plan provides privacy, with two generously sized bedrooms, each featuring walk-in closets and its own full bathroom. The kitchen includes ample cabinet storage, a breakfast bar, and open views into the main living space. A full-size laundry room adds everyday convenience rarely found in condo living. Residents of this amenity-rich condo community enjoy a resort-style swimming pool, fitness center, clubhouse, and beautifully maintained walking paths. The location is just minutes from Wekiva Springs, Uptown Altamonte, Lake Mary, and I-4. Ideal for a first-time buyer, downsizing, or a low-maintenance investment property. Call today to schedule a private tour.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
661 N WILDFLOWER CT, LONGWOOD, FL 32750
$295,90062 Days on yellowkey MLS ID: O6395227
REDUCED by $14,100 (4.5%) on 06/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1266 Built: 1984 Tax: $3,772 (2024)Community: Meadow RidgeHalf Duplex
Taxes:$3,772
Remarks: Welcome home! This beautifully renovated residence sits in a lovely cul de sac street which offers great schools, easy access to I-4 expressway to get anywhere in no time, and a low-crime area. Inside, you’ll find the perfect blend of style, comfort, and modern updates. Major systems—including HVAC, water heater, and roof—all under 3 years old provide peace of mind. This spacious home features two generously sized bedrooms, two bathrooms, and stunning luxury vinyl plank floors throughout the main living areas. The updated kitchen offers stylish finishes and ample space, making it ideal for both everyday living and entertaining. Natural light fills the home, creating a warm and inviting atmosphere. This is the perfect home for a first-time home-buyer, senior couple looking to downsize, or investor looking for a great addition to a portfolio. Schedule your showing today and make it yours!
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (904-447-8922)
3996 RADLEY CT #3996, LONGWOOD, FL 32779
$225,000202 Days on yellowkey MLS ID: O6358122
REDUCED by $10,000 (4.3%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1427 Built: 1988Monthly Fee: $522 Tax: $2,453 (2025)Community: Wekiva Hunt Club CondoCondo
Taxes:$2,453
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: One or more photo(s) has been virtually staged. Do not miss this excellent opportunity to buy the best priced unit in nicest condo complex in Wekiva! Light and bright 2 bedroom, 2 bath condo in the highly desirable Wekiva Hunt Club community is now available. This second floor unit overlooks the lush gardens and welcoming pool. The view from the screened porch is both private and serene. This condo neighborhood is unique with its landscaped courtyards and private staircases to the upstairs condos. All gives a welcoming feeling of a vacation resort! Come inside to an open and spacious floorplan with vaulted ceilings. The great room includes a wood burning fireplace for those winter evenings, along with a built in wet bar for entertaining. A well designed split plan places the bedrooms with ultimate privacy in mind. All appliances stay including the washer and dryer. Parking is no problem here with a private garage for each unit and guest parking just across the courtyard. For those who want an easy lifestyle, the HOA covers the pool, lawn, exterior maintenance along with your cable TV. Wekiva is a picturesque and beautiful area of Longwood with 23 miles of wooded trails, a golf course, pickle ball courts, tennis courts and a community center. Wekiva Springs State Park is close by as well. Excellent Schools too! Come and embrace the easy Florida lifestyle of Wekiva Hunt Club!
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)
Listing Agent: Dee Morgan (407-616-5526)
4 WOODEN SHOE LN, LONGWOOD, FL 32750
$350,000200 Days on yellowkey MLS ID: O6360634
0 Days Off yellowkey (back on 11/17/2025)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2682 Built: 1974Monthly Fee: $25 Tax: $7,731 (2024)Community: Sleepy Hollow 1St AddSingle Family
Taxes:$7,731
Elementary School: Altamonte Elementary
Remarks: Under contract-accepting backup offers. Short Sale. Must See 4 bed, 2 bath home in the established community of Sleepy Hollow. This spacious residence sits quietly at the end of a cul de sac where mature trees and wide lawns create a sense of privacy. Inside, the layout unfolds with generous gathering spaces including a family room large enough for game nights and holiday celebrations, a living room anchored by a wood burning fireplace, and a kitchen that keeps everyone connected with its easy flow to the dining area. Skylights draw in natural light and the split bedroom design offers comfort with a private primary suite featuring dual walk in closets and its own full bathroom. Step outside to a deep backyard designed for relaxed Florida living. A screened and covered rear-porch overlooks the lush lawn, creating a great place for morning coffee, weekend barbecues, or quiet afternoons at home. The large homesite offers room to play and the community adds even more with nearby parks, sports courts, and walking paths. With 2,682 square feet of living space, an attached two-car garage and a prime Longwood location near top rated Seminole County schools this home offers a chance to create the lifestyle you envision. This is a short sale and an excellent opportunity for buyers or investors who appreciate space character and potential.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Cristina Porretto (407-264-1870)
226 W CUMBERLAND CIR, LONGWOOD, FL 32779
$419,00014 Days on yellowkey MLS ID: O6408998
0 Days Off yellowkey (back on 6/1/2026)
REDUCED by $10,000 (2.3%) on 05/27/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1829 Built: 1977Monthly Fee: $22 Tax: $1,938 (2025)Community: Wekiva Hunt Club 3 Fox Hunt Sec 3Spa: NoSingle Family
Taxes:$1,938
Remarks: Exceptional opportunity in the highly desirable Wekiva Hunt Club! This spacious pool home offers a versatile split floor plan, abundant natural light, and beautiful pool views from the kitchen, living room, and primary suite. Expansive sliding glass doors create a seamless indoor-outdoor living experience, perfect for entertaining. Features include a spacious kitchen with large pantry and side-by-side refrigerator, oversized laundry room, 2-car garage with built-in shelving, stone fireplace, newer roof, custom-made fencing, alarm system, and a stunning private curved pool with built-in seating and multi-color rotating pool light. The flexible bonus space off the primary suite is ideal for a home office, gym, or sitting area. Located in one of Longwood’s most established and sought-after communities, close to shopping, dining, parks, and major roadways. A fantastic opportunity to own a home with space, character, and endless possibilities in a prime location!
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Diana Osorio (407-748-5884)
885 WOODGATE TRL, LONGWOOD, FL 32750
$419,90011 Days on yellowkey MLS ID: O6408514
1 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1625 Built: 1980 Tax: $1,745 (2025)Community: WoodgateSingle Family
Taxes:$1,745
Elementary School: Woodlands Elementary
Remarks: Under contract-accepting backup offers. Modern comfort meets effortless Florida living in this beautifully maintained 3-bedroom, 2-bath pool home—updated throughout and truly move-in ready. Inside, fresh paint and wood-look tile flow through the main living areas, with fresh new carpet in the bedrooms for added comfort. The remodeled kitchen impresses with white Shaker cabinetry, new hardware, Caesarstone countertops, a glass-tile backsplash, and a full suite of stainless steel appliances—including oven, microwave, refrigerator, dishwasher, and range with matching hood. The spacious living room showcases elevated ceilings, a cozy wood-burning fireplace, and clerestory windows that bathe the space in natural light. A bright Florida room offers the perfect spot for hobbies, a home office, or a quiet place to unwind. Guests will appreciate the fully updated bathroom with new flooring, tub/shower, fixtures, vanity, and countertops. Pride of ownership shows at every turn, supported by smart system upgrades: a new gas water heater, updated electrical, and a 2022 AC for peace of mind. Step outside to your private, screened-in pool retreat, featuring a covered patio ideal for lounging or entertaining. The pool surface is in great condition, and the pool pump was replaced around 2024. The fenced backyard provides green space plus a storage shed, while the garage’s retractable screen expands your options for projects or breezy outdoor enjoyment. With modern finishes, thoughtful upgrades, and inviting indoor-outdoor living, this home delivers comfort and convenience—minutes from the SunRail station, I-4, parks, and shopping. Schedule your showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Erica Rosenberger (407-908-2789)
322 N SHADOWBAY BLVD, LONGWOOD, FL 32779
$499,900473 Days on yellowkey MLS ID: O6280309
REDUCED by $25,100 (4.8%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1599 Built: 1993 Tax: $2,483 (2025)Community: Lake Vista At ShadowbaySpa: NoSingle Family
Taxes:$2,483
Remarks: Back on the Market! Welcome to Lake Vista at Shadowbay, a highly desirable community with NO HOA and NO restrictions! This beautifully maintained 3-bedroom, 2-bath home with a spacious 2-car garage offers 1,599 square feet of thoughtfully designed living space. Filled with natural light, the open and airy floor plan features vaulted ceilings, wood flooring and tile throughout, along with unique architectural details and built-in niches that add warmth and character. Enjoy both formal and casual living spaces, including an elegant dining room, inviting living room, and additional flexible areas that flow seamlessly together, perfect for everyday living and entertaining alike. Step outside to your oversized screened-in patio retreat, complete with vaulted ceilings, two wood ceiling fans, customizable lighting with three settings, and dual remote controls. This tranquil outdoor space overlooks a peaceful pond, wooded conservation area, and in a beautiful Lake front Community, creating the perfect setting for relaxing or hosting guests in a private natural environment. Residents enjoy access to Ski Lake Brantley and exclusive community amenities, including a private gated beach, fishing area, picnic space, boat ramp, tennis courts, basketball courts, and more. Ideally located just minutes from I-4 and top-rated Seminole County schools, with the elementary school nearby. Recent Updates Include: HVAC (2022), Updated electrical (2022), Updated plumbing (2022), Tankless water heater (2022), Roof (2013), Covered front porch (2022), Oversized screened back patio (2022), Fenced backyard with dedicated K-9 run for added privacy (2022). This exceptional property combines comfort, functionality, and an unbeatable location — a true must-see! Your Dream Lifestyle starts here. Make this home your own.
Listing Agent: Diane Melody Goglas (407-690-1959)
498 N PIN OAK PL #306, LONGWOOD, FL 32779
$150,00047 Days on yellowkey MLS ID: O6399772
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 823 Built: 1991 Tax: $179 (2024)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$179
Remarks: Short Sale. This bright and airy 1-bedroom, 1-bath condo sits on the 3rd floor, giving you the advantage of higher ceilings that make the space feel open, spacious, and full of natural light. Inside, you’ll find a comfortable layout that’s perfect for low-maintenance living—whether you’re a first-time buyer, downsizing, or looking for a great investment. The elevated position offers added privacy and a quieter atmosphere, making it a perfect place to unwind at the end of the day on your own private balcony. Step outside your front door and enjoy a community designed for lifestyle. Take a refreshing dip in the pool, stay active in the fitness center, or meet neighbors and friends at the clubhouse. All of this set within the desirable Wekiva Springs area, known for its natural beauty, parks, and convenient access to shopping, dining, and major roadways.
Listing is courtesy of: YOU HAVE REALTY LLC (407-707-9557)
Listing Agent: Viv Lehman (407-733-4700)
601 JOYFUL BLOSSOM PL, LONGWOOD, FL 32750
$322,000106 Days on yellowkey MLS ID: O6382698
REDUCED by $5,000 (1.5%) on 05/07/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1369 Built: 2013Monthly Fee: $163 Tax: $3,462 (2024)Community: Hanover Pointe Rep - RepTownhouse
Taxes:$3,462
Elementary School: Longwood Elementary
High School: Lake Mary High
Middle School: Greenwood Lakes Middle
Remarks: "Rare find! Premier corner lot location, last home on a dead end street with no rear neighbors. This home is uniquely positioned with a wooded buffer on the side and a completely clear, quiet park-like view behind you. A rare opportunity to enjoy nature's beauty from your own home! With an open-concept kitchen, dining and living space , this home offers the best of both worlds: a tranquil retreat and a top-notch location.The GATED Hanover Pointe community is ideally situated in Longwood, just minutes from Lake Mary. The interior has been meticulously maintained and features UPGRADED HERRINGBONE-PATTERN CARPET on the stairs and throughout the upper level. All three bedrooms are located upstairs, including the spacious primary suite. One secondary bedroom is currently used as an office and includes built-in shelving that will remain. Newer washer and dryer are included, surround sound wiring is installed (not currently in use), and the kitchen is enhanced with new LED light fixture and stainless steel appliances, granite countertops, an under mount sink, and a side-by-side refrigerator. The HOA provides exceptional peace of mind with termite bonds, roof replacement coordination, exterior painting, and full landscaping services, along with access to the community pool and common areas. Conveniently located near I-4, 17-92, SR 434, Ronald Reagan Blvd, Lake Mary Blvd, the Cross Seminole Trail, and both the Lake Mary and Longwood SunRail stations. Zoned for Greenwood Lakes Middle School and Lake Mary High School , all SEMINOLE COUNTY Schools!. This townhome combines low-maintenance living, privacy, and an unbeatable location—truly move-in ready.
Listing is courtesy of: RED BIRD REALTY OF FLORIDA INC (407-222-8339)
Listing Agent: Marion Thacker (321-662-7550)
2165 BLUE IRIS PL, LONGWOOD, FL 32779
$900,00067 Days on yellowkey MLS ID: O6392949
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2951 Built: 1987Monthly Fee: $68 Tax: $4,316 (2024)Community: Whispering WindsSingle Family
Taxes:$4,316
Middle School: Markham Woods Middle
Remarks: Under contract-accepting backup offers. This well-thought-out custom home is situated on a beautiful lot with over 1.25 acres in the Whispering Winds neighborhood. As you enter the home you are greeted with loads of natural light in the entryway complete with a coat closet. The living room is right off the entryway and looks out the sparkling screened-in pool and covered patio and has 2 skylights. The large dining room leads in to the kitchen which provides a closet pantry with pull out drawers, granite counter tops, breakfast bar, built-in desk and eat-in area. The pool and patio area can be accessed directly from the eat-in area of the kitchen. Directly off the kitchen is the ample-sized family room featuring a gorgeous tongue and groove ceiling with 2 skylights. The family room includes a wood burning fireplace and French doors leading out to the backyard oasis. The large primary retreat features French doors leading to the patio and pool, walk-in closet, soaking tub, separate shower and two vanity areas. On the same side as the primary bedroom is another bedroom with its own hallway bathroom. On the other side of the home are 2 additional bedrooms which share a hallway bathroom that also provides access to the pool. The 3rd bedroom provides a built-in desk and beautiful wooden bookcases. The 4th bedroom includes a walk-in closet with a closet system and a window seat with storage. The 3-car garage has loads of storage and workbench space. The sparkling enclosed pool has plenty of room to for Florida sun fun. The covered pavered patio is raised from the pool deck and provides the perfect spot to enjoy a meal or visit with family and friends. Beyond the pool is ample green space. This custom home has been well cared for and has easy access to many shops and restaurants via the Markham Woods corridor. This home comes with 2 HVAC systems and a transferrable termite bond. Welcome home!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Beth Logullo (772-633-0670)
236 DUNCAN TRL, LONGWOOD, FL 32779
$395,00060 Days on yellowkey MLS ID: C7524258
REDUCED by $5,000 (1.3%) on 05/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1853 Built: 1979Monthly Fee: $23 Tax: $5,495 (2025)Community: Wekiva Hills Sec 08Single Family
Taxes:$5,495
Remarks: Discover this spacious 3 bedroom, 2 bathroom home offering 1,853 sq ft of comfortable living space. The well-designed layout features generous living and dining areas that flow seamlessly into the kitchen, creating a great space for everyday living and entertaining. The primary suite includes a private bathroom and ample 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 residential neighborhood, this move-in ready home is easy to show and ready for its next owner.
Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)
Listing Agent: Raul Pino (305-662-1502)
3147 TALA LOOP, LONGWOOD, FL 32779
$3,700,0007 Days on yellowkey MLS ID: O6408606
Bed: 7 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 7313 Built: 1994Monthly Fee: $347 Tax: $13,711 (2025)Community: Alaqua Ph 3Spa: YesSingle Family
Taxes:$13,711
Remarks: Renovated, remodeled & reimagined with breathtaking water views in Alaqua. An incredible opportunity to own a turn-key masterpiece nestled on a one-acre homesite in Seminole County's premier luxury 24-hour guard-gated neighborhood. Skip the construction timeline and step directly into your dream home, ideally positioned within an established golf community. A brand-new brick-paver driveway and elegant porte-cochère set the tone for the extraordinary experience that awaits inside. Towering 24-foot ceilings in the grand foyer and living room invite an abundance of natural light while framing breathtaking views of the sparkling pool and tranquil, tree-lined pond beyond. Meticulously redesigned and crafted with uncompromising attention to detail, this exceptional residence seamlessly blends luxury, comfort, and functionality at every turn. Upon entry, the basket-woven solid oak flooring blends with porcelain tile and hints at the seemingly never-ending upgrades found throughout the home. At the heart of the home lies a showpiece kitchen worthy of a Michelin-star setting, featuring an expansive center island, hidden walk-in pantry, and a curated collection of premier appliances, including a Wolf 36” six-burner vented gas range, oven, steam oven, microwave, Sub-Zero built-in refrigerator, Cove dual dishwashers, and Perlick ice maker. Dining becomes an experience unto itself at 3147 Tala Loop. A dramatic custom light fixture anchors the dining room, complemented by a temperature-controlled walk-in wine cellar on one side and an intimate cocktail lounge with panoramic water views on the other. Privately situated on the main level, the primary suite is a retreat of unrivaled sophistication, offering dual spa-inspired bathrooms and two expansive custom walk-in closets designed for ultimate privacy and convenience. Outdoor living reaches resort-level perfection with over 1,000 square feet of covered lanai space showcasing a tongue-and-groove ceiling, brand-new summer kitchen, dedicated cabana-style pool bath, and outdoor shower—all overlooking a shimmering pool accented by three dramatic fire bowls. Even the utility spaces exude elegance, as the designer's laundry room features decorative cross beams, chandelier lighting, oversized utility sink, steam closet, and extensive custom storage. Upstairs, a spacious loft offers exceptional versatility and opens onto a 400+ square-foot balcony with sleek glass railings and uninterrupted water views. Four additional bedrooms, three full bathrooms, and a secondary laundry room provide exceptional comfort and convenience for family and guests alike. An ideal in-law or guest suite is privately tucked away on the main level, complete with its own bath, kitchenette, and sitting area. Completing this remarkable estate are an oversized four-car garage, basketball court, playground, and expansive fenced backyard—offering a rare combination of luxury, recreation, and everyday livability. All this and more with incredible proximity to major highways, world-class shopping, dining, attractions, and great schools. This property may be under audio/visual surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Frank Benevento (407-492-5153)
101 CHERRY HILL CIR, LONGWOOD, FL 32779
$699,00011 Days on yellowkey MLS ID: O6410123
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2359 Built: 1977Monthly Fee: $29 Tax: $6,170 (2025)Community: Brantley Hall EstatesSpa: NoSingle Family
Taxes:$6,170
Elementary School: Forest City Elementary
Remarks: This 4 bedrooms/3 bathrooms home is ideal for families and those who enjoy entertaining. Recently renovated with a contemporary modern luxurious feel, this home offers both character and timeless appeal. Situated in the heart of Longwood, on a spacious half-acre lot with deeded boat ramp access to Lake Brantley, this home provides ample room for outdoor activities with a large pool deck, gardening, or simply relaxing in a private, tranquil setting. Inside, you'll be greeted by a fresh, modern ambiance, featuring Newly installed 2025 Roof, windows and doors, new plumbing and electrical fixtures, and newer appliances. The luxurious quartz countertops add a touch of elegance to the space with lots of cabinets. The generously sized bedrooms ensure comfort and privacy with a split plan, while the standout lagoon-style pool transforms your backyard into a resort-like retreat. A screened-in patio lit the rear of the house overlooks the pool, making it the perfect for large gatherings. The property is convenience to grocery stores, shops, and hospitals. Its proximity to major highways also facilitates easy commuting. This home presents a rare opportunity to enjoy a blend of comfort, style, and modern luxury with its classic charm, with its newly updated interior, and an inviting outdoor area, it's ready for you to create lasting memories. Schedule your showing today.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Susan Dering (407-497-5231)
230 HUNTERS TRL, LONGWOOD, FL 32779
$749,0006 Days on yellowkey MLS ID: O6411144
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3180 Built: 1980Monthly Fee: $44 Tax: $3,493 (2025)Community: Markham PlaceSpa: YesSingle Family
Taxes:$3,493
Remarks: Opportunity in Markham Place! Situated on a premier corner lot just off Longwood’s highly sought-after Markham Woods corridor, this timeless two-story brick residence offers the perfect blend of warmth, elegance, and functionality. Designed for both entertaining and everyday living, the expansive 4-bedroom, 3-bath floorplan welcomes you with a grand foyer and sweeping staircase. Rich architectural details including crown molding, wainscoting, and chair rail accents create a classic, refined ambiance throughout. The kitchen features maple cabinetry, updated stainless-steel appliances, brick flooring, and a spacious breakfast nook with French doors opening to a newly enclosed, air-conditioned lanai overlooking the sparkling pool and spa. Formal living and dining rooms showcase oversized bay windows and abundant natural light, while the family room offers a cozy wood-burning fireplace and seamless access to the outdoor living areas. Upstairs, generously sized bedrooms feature beautiful wood flooring, while the luxurious primary suite includes its own fireplace, remodeled bath, and French doors leading to a private screened sun deck. Completing the home is an oversized 20’ x 40’ resurfaced pool and spa, creating the ultimate private retreat. All this with a reasonable HOA fee, and incredible proximity to world-class attractions, restaurants, shopping, and great schools. This property may be under audio/visual surveillance.
335 GOLFSIDE CV, LONGWOOD, FL 32779
$310,00047 Days on yellowkey MLS ID: O6399625
REDUCED by $10,000 (3.1%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1648 Built: 1984Monthly Fee: $23 Tax: $2,417 (2024)Community: Wekiva Villas On The Green 2Condo
Taxes:$2,417
Remarks: Welcome home to this beautiful 3 bed / 2 bath single story condo, across the street and steps away from a relaxing, community pool. Vaulted 16' ceilings with plenty of natural light, greet you with an open floor plan, providing a feeling of comfort and space. Private brick courtyard in the front. Updated kitchen counters in quartz and plenty of storage. Newer appliances including an induction cook top and a built-in air fryer in the oven! Wonderful wooden blinds decorate the back windows. Washer and Dryer included, located in the garage. An enclosed Sunroom extends living area; perfect for relaxing, reading or just enjoying the nature views. The Primary Bedroom has an Ensuite Bathroom and walk-in closet. The community features a pool, walking trails throughout Wekiva, 18-hole golf course nearby, clubhouse, playground, and tennis courts are available. Wekiva Elementary School is less than a 5-minute drive. Seller providing an Assurant Enhanced Plan Home Warranty with the property. Schedule a showing today, as this property and community look forward to welcoming you home!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Douglas Yannucci, Pa (407-454-3494)
986 GRAND WILDMERE CV, LONGWOOD, FL 32750
$415,0006 Days on yellowkey MLS ID: O6411035
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1743 Built: 2020Monthly Fee: $390Community: Grandview At Lake WildmereSpa: NoTownhouse
Taxes:$0
Elementary School: Winter Springs Elementary
Middle School: Milwee Middle
Remarks: Welcome to 986 Grand Wildmere Cove located in Grandview at Lake Wildmere, a private, gated community situated on the shores of Lake Wildmere. This stunning three bedroom, two and a half bath townhome is ready to welcome its next owner. Upon entering you will experience complete open concept living at its finest with a generously sized living room and dining room. The adjoining warm and inviting kitchen offers plenty of granite countertop space, a large walk-in pantry, and comes complete with stainless steel appliances. A powder room is located downstairs for guest convenience and sliding glass doors open up to outdoor living. Upstairs to the right you will find the spacious main suite with large walk-in closet and ensuite with dual vanities and a walk-in shower. To the left are two secondary bedrooms and a shared bathroom. The second floor also provides a loft, perfect for a home office, reading nook, or hang out space. Whatever your needs might be. A laundry closet (washer and dryer included) is situated on the second floor, so no hauling laundry up and down the stairs in this home! Residents of Grand View at Lake Wildmere also have access to the community pool, a fishing dock, and beautiful views of Lake Wildmere. Don't miss out on the opportunity to own this beautiful home in Grand View at Lake Wildmere.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Patti Fairhurst (407-717-4427)
145 STENHOUSE LN, LONGWOOD, FL 32779
$334,90032 Days on yellowkey MLS ID: O6403064
REDUCED by $4,600 (1.4%) on 05/09/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1472 Built: 2010Monthly Fee: $310 Tax: $4,261 (2024)Community: Wekiva LandingsTownhouse
Taxes:$4,261
Remarks: Welcome to this gorgeous 3-bedroom, 2.5-bath townhome located in the desirable Wekiva Landings community, overlooking the 16th green of the Wekiva Golf Club. This beautifully maintained two-story home offers 1,472 sq ft of comfortable living space with soaring vaulted ceilings on the main floor. The fully equipped kitchen features stainless steel appliances and granite countertops, and flows into a bright dining and living area with wood flooring. A convenient half bath is also located on the main floor. Bedrooms are carpeted for comfort. The en suite master bath boasts a walk-in shower and granite countertops, and the full hall bath on the second floor also features granite countertops. Step outside to your screened-in patio and soak in the peaceful, manicured golf course views. Additional highlights include a washer and dryer in a dedicated inside laundry room, and a two-car garage. Ideally situated in the heart of the Wekiva/Sweetwater Corridor, Wekiva Landings offers the perfect blend of nature and convenience. The Wekiva Golf Club, a public course, is right in your backyard, and the breathtaking Wekiva Springs State Park is just minutes away — perfect for hiking, kayaking, and enjoying Florida's natural beauty. Shopping, dining, and everyday conveniences are all within a couple of miles, making this location as practical as it is picturesque. Schedule your showing today-this one won't last long!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Thomas Siciliano (321-303-3401)
470 FREEMAN ST, LONGWOOD, FL 32750
$475,00033 Days on yellowkey MLS ID: O6403714
REDUCED by $15,000 (3.1%) on 05/20/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2261 Built: 1998Monthly Fee: $51 Tax: $4,198 (2024)Community: Longwood PlantationSingle Family
Taxes:$4,198
Remarks: Set on an oversized lot with Water VIEWS in the desirable Longwood Plantation community, 470 Freeman Street offers a rare combination of privacy, functionality, and scenic backyard views with no rear neighbors, a peaceful conservation backdrop, and a pond just beyond your fence line. This single-story 4-bedroom, 2-bath home features an open, light-filled layout with high ceilings and seamless flow between the main living spaces, creating an ideal setup for both everyday living and entertaining. The kitchen is well-appointed with granite countertops, wood cabinetry, stainless steel appliances, and an island with additional seating, all overlooking the main living areas and backyard. The spacious primary suite includes dual vanities, a soaking tub, and a separate shower, while the additional bedrooms offer flexibility for guests, family, or a home office. Step outside to a large covered and screened lanai that extends your living space year-round, opening to a fully fenced backyard with plenty of room to add a pool, a storage shed for added convenience, and unobstructed views that are hard to find at this price point. With a 2017 roof, 2020 HVAC system, and an updated electrical panel already in place, this home delivers both comfort and long-term peace of mind, all within a well-maintained neighborhood with low HOA fees and access to top-rated Seminole County schools, shopping, dining, and major roadways.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Chase Tate, Pllc (217-899-2619)
1405 CRICKET CT, LONGWOOD, FL 32750
$315,00051 Days on yellowkey MLS ID: O6397641
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1372 Built: 1984Monthly Fee: $68 Tax: $3,994 (2024)Community: Westlake Manor Unit 2BTownhouse
Taxes:$3,994
Remarks: BACK ON MARKET BUT TO YOUR BENEFIT. Ask about CREDIT FOR DECK REPLACEMENT for buyer. Wake up to tranquil lake views in this beautifully updated Coventry home, where comfort meets effortless elegance. This 3-bedroom, 2-bath residence offers a spacious design and a 2-car garage, complemented by thoughtful upgrades throughout. At the heart of the home, newer luxury vinyl plank flooring in living, dining and kitchen in addition to a fully remodeled kitchen that shines with quartz countertops, custom cabinetry, new appliances, and refined finishes—perfect for both quiet mornings and stylish entertaining. Recent improvements, including a new A/C and water heater (2023), add lasting peace of mind. Set within a well-kept community featuring a pool, tennis, and basketball courts, this home delivers a rare blend of scenery, sophistication, and value. Buyer and buyer agent to verify all data/measurements.
Listing is courtesy of: CFRP REALTY LLC (407-682-8686)
Listing Agent: Tonya Giddens (321-277-3291)
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