Location: Longwood
Do Not Show Listings
216 THISTLEWOOD CIR, LONGWOOD, FL 32779
$619,90029 Days on yellowkey MLS ID: O6406059
REDUCED by $5,000 (0.8%) on 06/05/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2272 Built: 1980Monthly Fee: $54 Tax: $6,425 (2024)Community: Sweetwater Oaks Sec 12Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,425
Elementary School: Sabal Point Elementary
High School: None
Tax Year: 2024
Middle School: None
Remarks: Nestled within the coveted community of Sweetwater Oaks, this exceptional lake-access residence offers the perfect blend of refined luxury, timeless design, and resort-style living. Situated on a beautifully landscaped and fully fenced .32-acre homesite, this meticulously updated 4-bedroom, 2.5-bath pool home with a spacious 2-car garage makes an unforgettable first impression with its striking curb appeal and lush tropical surroundings. Inside, an airy open-concept floorplan is enhanced by wide-plank luxury vinyl flooring, abundant natural light, and thoughtfully curated finishes throughout. Designed with both entertaining and everyday comfort in mind, the chef-inspired kitchen features sleek quartz countertops, stainless steel appliances, generous cabinetry, and picturesque views overlooking the sparkling pool and outdoor living spaces. The spacious primary suite serves as a private sanctuary, complete with a spa-caliber ensuite bath showcasing an oversized designer-tiled walk-in shower with dual shower heads for a true retreat experience. Additional bedrooms are generously sized and filled with natural light, creating warm and inviting spaces for family and guests alike. Expansive sliding glass doors seamlessly connect the indoor living areas to a screened lanai and private backyard oasis. Whether hosting gatherings, relaxing poolside, or enjoying peaceful Florida evenings, the outdoor setting delivers the ultimate backdrop for year-round enjoyment. Residents of Sweetwater Oaks enjoy an unmatched lifestyle centered around private access to Lake Brantley and the exclusive Sweetwater Beach park. Community amenities include boating, skiing, sailing, kayaking, fishing, tennis courts, pickleball courts, sand volleyball, playgrounds, and a vibrant community center hosting events throughout the year. Nearby, Riverbend Park offers additional outdoor recreation with scenic nature trails, sports fields, kayaking and canoe launches, and direct access to the beautiful Wekiva River. Ideally located within the highly sought-after school district for Sabal Point Elementary School, Rock Lake Middle School, and Lake Brantley High School, this remarkable home presents a rare opportunity to experience elevated living in one of Central Florida’s most established and desirable communities.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Julian Jackson (301-272-4192)
1111 NORTH ST, LONGWOOD, FL 32750
$429,000Listed 06/05/2026 4:59AM MLS ID: O6412839
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1661 Built: 1984 Tax: $4,084 (2025)Community: SanlandoSingle Family
Taxes:$4,084
Elementary School: Altamonte Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Milwee Middle
Remarks: Welcome into a beautifully updated home featuring soaring ceilings, clerestory windows near the ceiling flood the room with abundant natural light, making the space feel fresh, inviting, and even more spacious, revealing warm modern finishes throughout. The stunning great room showcases a dramatic floor-to-ceiling rustic stone fireplace, creating a cozy focal point while enhancing the home’s open, airy feel. Light wood luxury vinyl flooring flows seamlessly throughout the living spaces, adding warmth and sophistication. The thoughtfully designed kitchen offers bright open shelving, modern finishes, ample prep space, and a charming dining nook bathed in sunlight. Beautifully updated bathrooms featuring designer finishes, stylish vanities, and thoughtfully curated details. The master bedroom’s bathroom offers a clean, modern retreat with a warm, spa-like feel and wooden dual-sink vanity, sleek fixtures, and a glass-enclosed walk-in shower, dark geometric flooring adding depth and designer appeal. The secondary bath offers timeless charm with elevated finishes, a dual-sink vanity in a soft muted sage tone is complemented by gold hardware and elegant arched mirrors, creating warmth and character. The home’s inviting exterior blends timeless stone accents with fresh landscaping, delivering curb appeal and character, a newer roof replaced in 2020 and in a community with no HOA. With expansive living spaces, natural textures, and an effortless blend of comfort and style, this home is perfect for both everyday living and entertaining.
Listing is courtesy of: THE BRAHMIN GROUP (407-463-9477)
Listing Agent: Kishan Brahmin (407-690-3666)
375 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$668,00062 Days on yellowkey MLS ID: O6396065
REDUCED by $20,000 (2.9%) on 06/05/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2997 Built: 2006Monthly Fee: $148 Tax: $4,171 (2024)Community: Brentwood ClubSingle Family
Taxes:$4,171
Elementary School: Longwood Elementary
High School: Lake Mary High
Middle School: Greenwood Lakes Middle
Remarks: Price REDUCED for a quick sale! Welcome to 375 Brentwood Club Cove, a beautifully maintained residence tucked within the gated community of Brentwood Cove in desirable Longwood. This immaculate five-bedroom (one is an ideal office), three-bath home offers 3,000 square feet of thoughtfully designed living space, blending comfort, style, and true move in readiness. From the moment you arrive, the home makes a striking impression with its brick paver driveway and pristine presentation. Every detail has been meticulously cared for, with the exterior freshly pressure washed and the carpets professionally cleaned, the space is spotless and inviting. Inside, expansive living areas flow effortlessly, offering both functionality and elegance for everyday living and entertaining. Outside is your private outdoor retreat, where a sparkling blue pool is surrounded by a beautiful brick paver deck and enclosed within a screened lanai, delivering the ultimate Florida lifestyle. The large yard with perimeter vinyl fencing provides exceptional space for recreation, pets and outdoor enjoyment. Additional highlights include a spacious two car garage, a newer roof installed in 2019, kitchen exhaust to exterior behind microwave, fans and light fixtures in all rooms including garage, blinds for all windows and sliding doors, separate irrigation line and faucets in front and rear, plus a termite bond already paid for the year, offering valuable peace of mind. Ideally located, Brentwood Cove places you just moments from major highways, premier shopping, dining and leading regional hospitals. The property is also zoned for some of the most sought-after schools serving both Longwood and nearby Lake Mary, adding exceptional long-term value and appeal. This is a turnkey opportunity to enjoy refined Florida living in a home that is as impressive as it is welcoming.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
231 RUTH BLVD, LONGWOOD, FL 32750
$339,000Listed 06/05/2026 12:06PM MLS ID: O6414044
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1334 Built: 1983 Tax: $540 (2025)Community: Longwood ParkSingle Family
Taxes:$540
Remarks: One or more photo(s) has been virtually staged. Welcome to this well-maintained 3-bedroom, 2-bathroom home located in the desirable Longwood Park community. This property offers a spacious fenced backyard, a two-car garage, and an additional covered carport—providing plenty of room for vehicles, recreational equipment, or additional parking flexibility. Inside, the home features a freshly painted living and dining area with French doors leading to a large, screened-in covered lanai—perfect for year-round outdoor enjoyment. The updated eat-in kitchen offers modern convenience, while the primary bedroom includes its own set of French doors opening to the lanai, creating a private and relaxing retreat. Outdoors, you’ll find a hand-built wooden storage shed, ideal for tools, hobbies, or additional workspace. The front of the home also features a painted concrete area that can easily be set up as an inviting outdoor seating space—perfect for enjoying the neighborhood and connecting with neighbors. Ideally situated near the Cross Seminole Trail, offering miles of paved paths perfect for biking, walking, and outdoor recreation, and just minutes from downtown Lake Mary, where you’ll find local shops, restaurants, and a popular weekend farmers market. Zoned for top-rated Seminole County schools and within walking distance to the YMCA, Lake Mary High School, Greenwood Lakes Middle School, and the Seminole County Public Library, this location offers both convenience and a relaxed, practical lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Carmen Quintana (407-340-3932)
1861 CROWLEY CIR E, LONGWOOD, FL 32779
$565,9001 Day on yellowkey MLS ID: O6413487
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1986 Built: 1985 Tax: $2,254 (2025)Community: Mandarin Sec 5Spa: NoSingle Family
Taxes:$2,254
Elementary School: Woodlands Elementary
Middle School: Markham Woods Middle
Remarks: MOVE IN READY!! Welcome to your dream home! This spacious 3-bedroom, 2-bathroom, 1.10 acre property located off Markham Woods Road in Mandarin Estates offers everything you desire for comfortable and luxurious living. Step into the beautiful foyer and be greeted by an expansive living space filled with natural light pouring in through large windows. The seamlessly connected living room, dining area, family room w/ beautiful stone fireplace and kitchen create an inviting atmosphere, perfect for entertaining guests or enjoying family time. The renovated kitchen is a chef’s delight, boasting modern appliances, and plenty of storage for all your culinary needs. Luxurious granite kitchen counter tops add both functionality and style, providing additional workspace and a casual dining spot. Three generously sized split-plan bedrooms offer laminate flooring, ceiling fans, and large closets for all your storage needs. The primary suite is a true sanctuary, complete with a new, luxurious bathroom featuring a beautiful shower, and dual vanity sinks.The true highlight of this home lies outdoors. Step outside to discover your own private backyard w/ plenty of room to add a pool & featuring a large screened 1031 square foot patio perfect for cooling off on hot summer days. The expansive backyard, includes a 20'x64' fenced in area next to the garage, & provides plenty of space for outdoor activities or your pets. The home also includes flooring updates & a brand new 50-year-steel roof. Located in a quiet and family-friendly neighborhood with no HOA; bring your boats, RVs work vehicles, or build accessory garages, workshops for your toys, or an accessory dwelling unit (ADU)...this home offers the perfect blend of tranquility and convenience. With easy access to shopping, dining, top-rated schools, and the Seminole County Trail runs thru he neighborhood, you'll have everything you need right at your fingertips. Don't miss your chance to experience luxury living at its finest. Schedule a showing today and make this stunning home your own!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Rob Breese, Iii (321-436-8813)
2201 CAMELLIA DR, LONGWOOD, FL 32779
$389,9001 Day on yellowkey MLS ID: O6408749
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1964 Tax: $2,281 (2025)Community: Lake Brantley Isles 2Nd AddSingle Family
Taxes:$2,281
Elementary School: None
Remarks: Welcome home to this beautifully updated 3-bedroom, 2-bath residence located in one of Longwood's most desirable communities. Zoned for highly rated Wekiva Elementary and Lake Brantley High School, this home offers an exceptional combination of location, comfort, and convenience. Inside, you'll find updated tile flooring throughout the entire home—no carpet anywhere—creating a modern look that's both stylish and easy to maintain. The spacious layout is complemented by a roof that is less than two years old, offering added peace of mind for the new owner. Situated on an oversized lot, the property features a fully fenced backyard with plenty of space for pets, play, gardening, or future outdoor living enhancements. Enjoy life in a well-established neighborhood with access to Lake Brantley and the flexibility of no mandatory HOA. Conveniently located near popular restaurants, shopping, parks, and major commuter routes, you'll have everything you need just minutes from your doorstep.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Adam Allegroe (407-227-2831)
1508 CANARY ST, LONGWOOD, FL 32750
$329,00036 Days on yellowkey MLS ID: O6402841
REDUCED by $16,000 (4.6%) on 06/05/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1595 Built: 1973 Tax: $1,210 (2025)Community: Sky Lark SubSingle Family
Taxes:$1,210
Elementary School: Highlands Elementary
High School: Winter Springs High
Remarks: One or more photo(s) has been virtually staged. Welcome to 1508 Canary Street in Longwood! This charming 4-bedroom, 2-bath home features a desirable split floorplan, offering both privacy and functionality for everyday living. With no HOA, you’ll enjoy the freedom to truly make this property your own. Step outside to a spacious, fully fenced backyard with mature trees, perfect for relaxing, entertaining, or letting pets roam freely. Whether you're hosting gatherings or simply enjoying a quiet evening at home, this outdoor space offers endless possibilities. Air conditioning, water heater, electric and plumbing have been updated. Conveniently located near shopping, dining, and major roadways, this home is a great opportunity to enjoy comfortable living in the heart of Longwood.
Listing Agent: Dawn Grigsby (407-970-9051)
577 S LONGVIEW PL, LONGWOOD, FL 32779
$745,0001 Day on yellowkey MLS ID: O6412489
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2755 Built: 1987Monthly Fee: $80 Tax: $7,112 (2025)Community: Sabal Point Sabal View AtSpa: NoSingle Family
Taxes:$7,112
Remarks: Welcome to this beautiful pool home in the highly sought-after SABAL PALMS community of Longwood. Featuring a desirable 2-way split floor plan, this move-in-ready residence offers the perfect blend of privacy, functionality, and modern Florida living. From the moment you step inside, you'll be captivated by the abundance of natural light streaming through the newer energy-efficient WINDOWS (2020) and expansive multi-panel sliding glass doors that seamlessly connect the indoor and outdoor living spaces. The open-concept design creates an ideal setting for entertaining, with spacious living areas that flow effortlessly into the heart of the home. Elegant hardwood flooring extends throughout the main living areas and primary suite, while durable luxury vinyl plank flooring enhances the secondary bedrooms. Major updates provide peace of mind, including a NEW ROOF installed in 2023. ADT house alarm system installed at all entry points. Zoned in ceiling speaker system in the great room, dining room and back patio. All new hardware, lights, fans and paint throughout. NEW STOVE May 2026 and Microwave July 2025. Step outside to your private backyard retreat, where a sparkling PebbleTec pool, covered lanai, and fully FENCED IN YARD create the ultimate outdoor oasis. Whether hosting gatherings, enjoying family time, having fun on the BASKETBALL PAD or simply relaxing after a long day, this home was designed to embrace the Florida lifestyle. Located in one of Longwood's most desirable neighborhoods, Sabal Palms offers convenient access to TOP-RATED Seminole County schools, shopping, dining, parks, MINUTES FROM WEKIVA ISLAND and major commuter routes. Rarely does a home with this combination of updates, natural light, open living spaces, and resort-style outdoor amenities become available.
Listing is courtesy of: REAL PROPERTY INTERNATIONAL (407-909-8000)
Listing Agent: Pamela Porazzo (804-840-4447)
470 FREEMAN ST, LONGWOOD, FL 32750
$475,00037 Days on yellowkey MLS ID: O6403714
1 Days Off yellowkey (back on 6/5/2026)
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: Under contract-accepting backup offers. 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)
121 CROWN POINT CIR #121, LONGWOOD, FL 32779
$294,90021 Days on yellowkey MLS ID: O6408433
REDUCED by $3,000 (1.0%) on 06/05/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1616 Built: 1982 Tax: $754 (2024)Community: Crown Point By The SpgsSpa: NoCondo
Taxes:$754
Remarks: Welcome home to this beautifully renovated 2 story, 3 bedroom, 2 1/2 bath condo in the sought out community of Crown Point By The Springs!! Lovingly cared for and meticulously maintained, this condo exudes pride of ownership. This home offers a spacious kitchen with beautiful travertine flooring, newer stainless steel appliances, ample wood cabinetry and generous counter space. Slide the charming barn door to reveal the conveniently tucked away washer and dryer. Flowing seamlessly from the kitchen is a bright, inviting dining room with effortless care luxury vinyl flooring. French doors open to your private fenced pavered patio, the perfect spot to relax and unwind. The living room features a charming wood burning fireplace and elegant plantation shutters on the windows, creating a warm and elegant atmosphere. A half bath is also located conveniently on the first floor. Upstairs, a built-in bookshelf accents the hallway, leading to three bedrooms and a guest bath. The spacious primary suite has a walk in closet and sliders that lead out to the balcony, which provides a luxurious view of the surrounding trees for peaceful enjoyment. The primary bath boasts a soothing, spa-inspired design. This condo has been updated with a re-pipe, electric panel and water heater (2022). Enjoy the community pool which is a short walk away. Just 3 miles from Wekiva State Park with the famous Wekiva Island! Enjoy shopping and a variety of restaurants within a short walk. Centrally located, just a few miles from Seminole College and I-4, with easy access to Orlando's world famous theme parks and beaches. You will not want to miss out on this lovely gem so make your appointment today for a private showing!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Cheryl Browning (321-960-9619)
682 JOYFUL BLOSSOM PL, LONGWOOD, FL 32750
$309,50066 Days on yellowkey MLS ID: O6395303
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1284 Built: 2014Monthly Fee: $194 Tax: $3,718 (2025)Community: Hanover Pointe Replat - ReplatTownhouse
Taxes:$3,718
Remarks: **BUYER INCENTIVE AVAILABLE!! Preferred Lender is offering a COMPLIMENTARY TEMPORARY RATE BUY DOWN for qualified buyers on new loan locks completed on or before 6/30/26!!** Welcome to this 2-bedroom, 2½-bath townhome in the gated community of Hanover Pointe. This townhome offers a light and bright open floor with elevated finishes throughout. Upstairs you’ll find a generous sized guest bedrooms, guest bathrooms and laundry closet for ultimate convenience. The Primary Suite offers a beautiful trey ceiling, walk-in closet, and ensuite bathroom featuring dual vanities and an oversized tub/shower combo. Downstairs, the kitchen anchors the living space with a breakfast bar overlooking the living room, 36-inch cabinets, and stainless-steel appliances. Neutral ceramic tile flows through the kitchen, foyer, baths and laundry, while a spacious living room and open floor plan works seamlessly for entertaining. Step outside to an open-air patio overlooking a lush green space and brick privacy wall—no rear neighbors! The property also boasts a stone-paver driveway, stone exterior accents and a vibrant color palette that adds to the curb appeal. This townhome is in an unbeatable location near downtown Longwood’s restaurants and shops, the Sun Rail station, major hospitals and I-4 access, and top-rated Seminole County schools.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-585-0500)
Listing Agent: Tiffany Vazquez (407-720-7490)
3206 CLUBSIDE DRIVE #3206, LONGWOOD, FL 32779
$250,0001 Day on yellowkey MLS ID: O6413918
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984 Tax: $2,537 (2025)Community: Clubside At Sabal Point A CondoCondo
Taxes:$2,537
Middle School: Rock Lake Middle
Remarks: Welcome to Clubside at Sabal Point, one of Longwood’s most sought-after communities, where comfort, tranquility, and quality of life come together in perfect harmony. This charming condominium has been meticulously maintained and offers a rare combination of privacy, functionality, and beautiful views of nature and the water. Featuring 2 spacious primary suites, 2 full bathrooms, and an additional half bath, the thoughtfully designed floor plan provides comfortable living spaces ideal for both everyday life and entertaining family and friends. As you step inside, you are welcomed by a bright and inviting open-concept living and dining area filled with natural light, creating a warm and welcoming atmosphere. Large sliding glass doors connect the interior to a private screened lanai, the perfect place to enjoy peaceful lake views, admire the surrounding greenery, sip your morning coffee, or unwind at the end of the day in a serene setting. The kitchen offers excellent functionality with ample wood cabinetry, generous storage space, a pantry, and a cozy breakfast area, making it both practical and inviting for daily living and family gatherings. Both spacious suites provide comfort and privacy, featuring walk-in closets and en-suite bathrooms. The additional half bath offers extra convenience for guests, a highly desirable feature rarely found in similar properties. Beyond the residence itself, residents of Clubside at Sabal Point enjoy outstanding community amenities, including a swimming pool, fitness center, clubhouse, and beautifully maintained grounds surrounded by mature landscaping and a peaceful atmosphere that makes this one of the area's most desirable communities. The location is truly exceptional. Situated in one of Longwood’s most desirable areas, the property is just minutes from Wekiwa Springs State Park, excellent restaurants, shopping centers, grocery stores, schools, hospitals, and Altamonte Mall. It also offers convenient access to major roadways, including Interstate 4, providing easy access to Orlando and everything Central Florida. Whether you are looking for a primary residence, an investment opportunity, or a Florida retreat, this is a unique opportunity to own a home in an established community surrounded by nature, featuring tranquil water views and close proximity to everything you need. A welcoming home in a prime location, ready to provide comfort, convenience, and an exceptional Florida lifestyle. Currently, the apartment is leased, and the tenant will be moving out on July 31, 2026. The lease will not be renewed.
Listing is courtesy of: ALVES AND HOWELL REALTY (407-750-2171)
Listing Agent: Renato Alves (407-808-1878)
273 S OLEANDER ST, LONGWOOD, FL 32750
$289,9001 Day on yellowkey MLS ID: V4949394
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 984 Built: 1959 Tax: $2,920 (2025)Community: LongwoodSingle Family
Taxes:$2,920
Remarks: Completely remodeled & move-in ready! This 3/1 concrete block home offers peace of mind with major updates including a 2020 roof, 2023 HVAC system, full repipe, updated electrical, new windows & sliding glass door in 2024, plus all exterior doors replaced. Step onto the inviting front porch and into a bright interior featuring tile, terrazzo & luxury vinyl plank flooring throughout. The beautifully updated kitchen boasts new cabinetry, countertops, hood vent, and modern finishes. Enjoy updated lighting, fixtures, and a renovated bathroom. The spacious screened rear porch provides the perfect spot for relaxing or entertaining while overlooking the large backyard with plenty of room for pets, play, gardening, or future improvements. Complete with a 1-car garage and conveniently located near shopping, dining, parks, SunRail, major highways, and everything Longwood has to offer. This turnkey home is ready for its new owner!
Listing is courtesy of: LANDSHARK REALTY (321-567-7992)
Listing Agent: Cody Spaur (321-501-6951)
110 WHITLEY BAY LN, LONGWOOD, FL 32779
$500,0001 Day on yellowkey MLS ID: O6413710
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1645 Built: 1984Monthly Fee: $125 Tax: $2,352 (2025)Community: Wekiva Cove Ph 2Single Family
Taxes:$2,352
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: Nestled on a quiet cul-de-sac in the highly sought-after Wekiva Cove community, 110 Whitley Bay Lane offers something truly special—spectacular views of Sand Lake and unforgettable sunsets, without the premium price tag of direct lakefront ownership. Lovingly updated and meticulously maintained, this charming 3-bedroom, 2-bath home combines comfort, character, and one of the most picturesque settings in the neighborhood. From the moment you arrive, you'll appreciate the pride of ownership and inviting atmosphere that make this home feel instantly welcoming. Inside, natural light fills the living spaces, creating a warm and airy feel throughout. Thoughtful updates and careful maintenance mean you can move right in and start enjoying everything this exceptional home has to offer. The real magic happens outdoors. Step onto the spacious deck or relax on the patio as you take in breathtaking views across Sand Lake. Whether you're enjoying a peaceful morning coffee, hosting friends for an evening gathering, or simply unwinding after a long day, the backdrop is nothing short of stunning. Every evening brings a front-row seat to some of the most beautiful sunsets Central Florida has to offer. One of the home's most unique advantages is its incredible proximity to Wekiva Cove's resort-style amenities. Just beyond your backyard, you'll enjoy a short walk to the community pool, playground, clubhouse, tennis courts, and walking trails—giving you all the benefits of these amenities without the cost, maintenance, or responsibility of caring for them yourself. Imagine spending your weekends enjoying the pool instead of cleaning one. Zoned for highly desirable Lake Brantley schools and conveniently located near shopping, dining, parks, and major roadways, this home offers the perfect blend of natural beauty, convenience, and community. If you've been dreaming of lake views, stunning sunsets, a beautifully maintained home, and a lifestyle that feels like a retreat every day, this is a rare opportunity to enjoy the best of Wekiva Cove—without the lakefront price tag. Schedule your private showing today!
Listing Agent: Tiffany Yates (321-684-2399)
204 W RIDGEWOOD CT, LONGWOOD, FL 32779
$449,0001 Day on yellowkey MLS ID: TB8515106
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2383 Built: 1979Monthly Fee: $54 Tax: $6,632 (2025)Community: Sweetwater Oaks Sec 10Single Family
Taxes:$6,632
Remarks: Investor special. Home needs a full remodel. Sold AS-IS, CASH or conventional ONLY. Seller is a corporation and has never occupied the home. Seller does not disclose. It is Buyer and Buyers brokers responsibility to verify all information, HOA fees, restrictions and approval process. Seller chooses Mainstay National Title. 5 day inspection period max. Closing date on or before 45days from effective date.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Ryan Sack (813-351-9598)
1865 NORTH ST, LONGWOOD, FL 32750
$719,00087 Days on yellowkey MLS ID: S5145602
REDUCED by $10,000 (1.4%) on 06/05/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2337 Built: 1964 Tax: $6,574 (2024)Community: Sanlando SpgsSingle Family
Taxes:$6,574
Remarks: PRICE IMPROVED Rare opportunity to own one of Longwood’s most architecturally distinctive residences. This fully renovated mid-century modern home sits on an exceptional 0.64-acre corner homesite comprising four original platted lots in the heart of Sanlando Springs — a configuration that is increasingly difficult to find in today’s market. A dramatic 20' x 12' wall of floor-to-ceiling windows frames panoramic views of the pond and the future Rolling Hills Community Park, a major Seminole County redevelopment already under active construction directly across the street. Planned features include boardwalks, water features, trails, recreational amenities, and expansive green spaces, creating a rare opportunity to live directly across from one of Seminole County’s most significant new park developments. Inside, every detail has been thoughtfully curated while preserving the home’s mid-century character. Soaring vaulted ceilings with decorative wood beams, a floor-to-ceiling brick wood-burning fireplace, custom built-ins, skylights, recessed lighting, and designer finishes create a home that is both timeless and functional. The designer kitchen features a quartz waterfall island, stacked 24" cabinetry, concealed dishwasher, integrated controls, and abundant storage. The primary suite offers a spacious rain shower and French doors opening directly to the backyard. A secondary bedroom also features direct backyard access, while two bedrooms include walk-in closets and share a beautifully updated Jack-and-Jill bathroom with a freestanding soaking tub. The outdoor space is equally impressive. The oversized fully fenced homesite offers a circular front driveway, private rear driveway, RV parking with dedicated hookups, 50-amp EV charging, covered screened patio, vegetable garden, storage shed, and ample room to enjoy Florida living without HOA restrictions. Major improvements include a late-2022 roof replacement, whole-home water softener system, reverse osmosis filtration system, upgraded electrical and plumbing fixtures, custom front entry, decorative stone accents, and extensive high-end renovations throughout. No HOA. No CDD. Flood Zone X — no flood insurance typically required by lenders.
Listing is courtesy of: NORTHGROUP REAL ESTATE, INC (561-222-1850)
Listing Agent: Kimary Carrero (407-617-4695)
322 N SHADOWBAY BLVD, LONGWOOD, FL 32779
$499,900477 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)
318 VALLEY DR, LONGWOOD, FL 32779
$715,00043 Days on yellowkey MLS ID: O6401622
0 Days Off yellowkey (back on 6/4/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2424 Built: 1974Monthly Fee: $54 Tax: $3,373 (2024)Community: Sweetwater OaksSpa: YesSingle Family
Taxes:$3,373
Remarks: Welcome to 318 Valley Drive! This must see home has been meticulously cared for, the improvements are very nice, this home is a must see!! This great 4 bedroom, 2 and a half bath home boasts 2424 square feet of living space, a large back porch and pool area as well as an oversized side entry garage! This amazing home has had so many extremely nice improvements! Beautiful wide plank Brazilian Cherry floors, fantastic and updated bathrooms, the high end kitchen is ready for entertaining, there are fantastic shutters at most windows of this great home! The kitchen features beautiful cabinets(as does the entire home), granite counter tops, upgraded Viking and Bosch appliances, a beautiful backsplash and just a warm and graceful feeling! The main bedroom suite feels very relaxing and welcoming, the main bathroom feels like it is from a great spa hotel! The three other cozy bedrooms are well appointed, one has wood floors that match the rest of the home, another has a convenient Murphy style bed!! This home has a 24KW Generac generator that is almost new, this system is powered by on site propane tanks and will last for many days to take away any worry of the infrequent power outages! There is a super convenient EV outlet in the garage! This home has been replumbed, the roof was installed in 2021, all of the systems are in great condition and nearly new! The back of the home is very private and has a very large and cozy back porch, a relaxing tropical screened pool, a separate spa, and more! This home is on an almost half acre(.47 acre) well landscaped property and is on a quiet side street! The lawn and landscaping are irrigated with a deep well providing clean and inexpensive water to keep everything very fresh looking! Come home and enjoy all the unique and wonderful Sweetwater Oaks amenities all with low annual HOA dues!! These amenities include access to Sweetwater Beach at Lake Brantley which offers a beautiful park and beach as well as a covered pavilion for gatherings, boating, water skiing, fishing, sailing, kayaking and fun! Eight tennis courts, 8 pickle ball courts, sand volleyball at Sweetwater Beach (right around the corner), many parks, multiple playgrounds, a beautiful community center and many community events for everyone!! Access to the Wekiva River is right down the street at Riverbend Park, enjoy soccer, baseball, kayaking, canoeing, fishing, the picnic and party pavilion, or nature walks and much more! The schools are the best in the area; Sabal Point Elementary School, Rock Lake Middle School and nationally ranked and highly regarded Lake Brantley High School!! The location, quality and condition are right, call today to see this great home!!
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Mark Humphreys (407-310-5765)
714 WEST CT, LONGWOOD, FL 32750
$324,90071 Days on yellowkey MLS ID: O6394329
REDUCED by $4,500 (1.4%) on 06/04/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1413 Built: 1972 Tax: $3,448 (2024)Community: Longwood NorthSingle Family
Taxes:$3,448
Remarks: Just reduced!!! Charming and beautifully maintained 4-bedroom, 3-bath home offering both comfort and efficiency. Enjoy significant energy savings with a fully installed solar system, while major upgrades—including a complete home re-pipe and conversion from septic to city sewer—provide peace of mind for years to come. The property features a spacious corner lot with a partially fenced backyard, perfect for both privacy and outdoor enjoyment. A well-maintained irrigation system keeps the yard lush and green, and a large, high-quality shed offers excellent additional storage. Relax year-round on the inviting screened porch, ideal for entertaining or unwinding in comfort. This thoughtfully updated, move-in-ready home combines modern improvements with everyday convenience—an exceptional opportunity you won’t want to miss.
Listing is courtesy of: PARK PLACE REAL ESTATE (407-504-1110)
Listing Agent: Pat Glenn (407-504-1110)
114 STONEY RIDGE CT, LONGWOOD, FL 32750
$524,9007 Days on yellowkey MLS ID: O6407522
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2803 Built: 1971Monthly Fee: $8 Tax: $2,188 (2024)Community: Woodlands TheSingle Family
Taxes:$2,188
Remarks: Some photos Virtually staged. Welcome to this spacious and inviting 4-bedroom, 2-bath split-plan home, nestled on a quiet cul-de-sac in the established Woodlands community of Longwood. With more than 2,800 square feet of living space, this home offers the perfect blend of comfort, flexibility, and room to grow. Situated on an oversized .27-acre lot, you'll find generous living areas, spacious bedrooms, and abundant natural light throughout. The versatile floor plan includes multiple gathering spaces that can easily adapt to your needs—whether you're envisioning a home office, playroom, dressing room, fitness space, or cozy lounge area. Step outside and discover a private backyard with plenty of room to create your own outdoor oasis, ideal for relaxing, gardening, or entertaining family and friends. A dedicated workshop adds even more possibilities for hobbyists, DIY enthusiasts, or extra storage. Conveniently located in the heart of Seminole County, this home offers easy access to I-4, shopping, dining, parks, and top-rated schools, while still providing the peaceful feel of a well-established neighborhood with beautiful mature landscaping. Whether you're ready to move right in or excited to add your own personal touches over time, this home presents a wonderful opportunity to enjoy space, flexibility, and a sought-after Longwood location. Come see all the possibilities this welcoming home has to offer!
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Jim Ruddy (407-718-0984)
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