Location: Longwood
Do Not Show Listings
421 E BAY AVE, LONGWOOD, FL 32750
$339,0007 Days on yellowkey MLS ID: O6415931
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1048 Built: 1979 Tax: $1,311 (2025)Community: LongwoodSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,311
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: From modern finishes to classic comfort, this move-in-ready 3-bedroom, 2-bathroom Longwood gem has it all. Inside, the beautifully updated kitchen shines with granite countertops and stainless steel appliances, while both bathrooms have been thoughtfully refreshed. Enjoy ultimate peace of mind with major structural updates, including a brand-new AC installed in 2024 and roof replaced in 2022. An exceptional highlight of the property is the climate-controlled, multi-purpose bonus suite. Equipped with its own dedicated cooling system, this versatile space offers endless possibilities; it is currently curated as the ultimate game-day lounge, but easily adapts into a quiet executive home office, a private fitness sanctuary, or an inspiring creative studio for art and music. Step outside to find an oversized, fully fenced backyard—the perfect oasis for your pets to roam freely— as well as enhanced landscaping that provides incredible curb appeal. Perfectly positioned just moments from shopping, dining, the SunRail station, and the vibrant weekly farmer's market, this home blends contemporary charm with ultimate convenience!
Listing is courtesy of: PLATINUM REAL ESTATE (888-974-7253)
Listing Agent: Abby Chitty (407-766-5046)
1653 WINDY BLUFF PT, LONGWOOD, FL 32750
$580,000Listed 06/17/2026 3:37PM MLS ID: O6417754
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2061 Built: 1985Monthly Fee: $45 Tax: $2,686 (2025)Community: NorthridgeSpa: YesSingle Family
Taxes:$2,686
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Rock Lake Middle
Remarks: Absolutely stunning, fully updated 3-bedroom, 2.5-bath pool home located in the highly sought-after Northridge community of Longwood! From the moment you enter, you'll be impressed by the abundance of natural light, beautiful hardwood floors, and soaring cathedral ceilings that create an inviting and spacious atmosphere. The heart of the home is the beautifully remodeled kitchen, featuring granite countertops, custom cabinetry, stylish tile backsplash, a large center island, newer stainless steel appliances, and a picturesque window overlooking the sparkling pool. The adjacent family room boasts cathedral ceilings, a cozy wood-burning fireplace, and expansive views of the backyard oasis. The spacious primary suite with walk in closet, offers a beautifully updated en-suite bathroom with dual vanities, a bidet and walk in shower. The private office with entrance to the primary bedroom could easily serve as a nursery, sitting room, or flex space. Bedrooms two and three are conveniently located near the updated secondary bathroom. An interior laundry room and half bath with direct pool access add functionality and convenience. Designed for year-round Florida living, the fully fenced backyard is an entertainer's dream, featuring a large refinished pool, ample space for grilling, gatherings, and outdoor relaxation with no rear neighbors. The community amenities include a playground, pickle ball, tennis, and basketball courts. This is truly Florida living at it's finest! Major updates provide peace of mind, including: Roof (2022), Windows & Doors (2022), Gutters (2022), HVAC (2023), Exterior Paint (2023), Vinyl Fence (2023), Kitchen Appliances (2024), Water Heater (2021), Pool Refinish (2017), Pool Pump (2025), and Pool Deck Paint (2026).
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Randy Adams Pa (321-438-1027)
200 CROOKED OAK CT, LONGWOOD, FL 32779
$790,00015 Days on yellowkey MLS ID: O6412046
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3007 Built: 1974Monthly Fee: $54 Tax: $4,878 (2025)Community: Sweetwater Oaks Sec 03Single Family
Taxes:$4,878
Remarks: Are you looking for an affordable Multi-Generational home? This beautiful pool home offers the flexibility to have up to 5 bedrooms and 3 living spaces. There is a main living space and 3 bedrooms upstairs, a flex space in the basement with a living room and separate room that can be used as an office/bedroom, and a detached Guest House with 1 bedroom and 1 bath. The detached guest house has its own private entrance and full kitchen, ideal for multigenerational living, a private office, or potential income-producing use. You will love the size of the property, where you can enjoy the private pool and have plenty of green space for entertaining. Enjoy the convenience of a three-car garage and room for boat parking. Plenty of upgrades including Brazilian wood flooring & Butcher block countertops. Located close to Wekiwa Springs State Park in one of Longwood's most sought-after neighborhoods, this home has the beauty and flexibility that is rare to find. *All information is intended to be accurate but is not guaranteed.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Ryan Minadie (407-765-9990)
175 CROWN POINT CIR #175, LONGWOOD, FL 32779
$189,900133 Days on yellowkey MLS ID: O6371436
REDUCED by $16,600 (8.0%) on 06/17/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1581 Built: 1985 Tax: $2,678 (2024)Community: Crown Point By The SpgsCondo
Taxes:$2,678
Elementary School: Sabal Point Elementary
Tax Year: 2024
Remarks: **NOW PRICED TO SELL!** The market has spoken—and this home is priced accordingly. Freshly painted with brand-new carpet already completed, this 2-bedroom, 2-bath condo gives buyers the opportunity to finish the remaining updates to match their own style while building equity from day one. If you've been searching for a well priced Longwood location with solid potential, this is your opportunity. Rather than pricing for future renovations, the seller has aggressively positioned the property at **$189,900** to reflect its current condition. Located in the desirable Crown Point community, you'll enjoy convenient access to shopping, dining, major roadways, parks, and everything great about Longwood. If you've been waiting for the right value, don't wait any longer. Schedule your showing today before this opportunity is gone.
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Darryl Dziedzic (407-446-3791)
100 FAIRWAY DR #100, LONGWOOD, FL 32779
$160,000Listed 06/17/2026 9:23PM MLS ID: O6417535
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1140 Built: 1973 Tax: $2,750 (2025)Community: Fairway VillasCondo
Taxes:$2,750
High School: Lyman High
Remarks: The Springs lifestyle at an exceptional value. Discover the perfect blend of comfort, character, and convenience in this ground-floor end-unit condo located in the highly sought-after gated community of Fairway Villas in Longwood. More than just a place to live, this home offers a lifestyle defined by privacy, security, and resort-style amenities. Inside, the open-concept layout is highlighted by soaring wood-beamed ceilings that bring warmth and architectural charm, blending rustic character with modern appeal. Sliding glass doors open to an expansive private deck surrounded by mature trees - an ideal setting for morning coffee, quiet evenings, or entertaining guests. Thoughtful updates include refreshed counters, solid-surface finishes, and the ease of a primary suite conveniently located on the main floor. As an end unit, the home enjoys extra natural light and a greater sense of privacy than many other units. Living in The Springs means enjoying 24-hour gated security along with access to an impressive collection of amenities, including a private clubhouse, fitness center, tennis courts, community stables, and a natural spring for swimming. With all-inclusive maintenance fees covering water, exterior upkeep, 24/7 security, and recreational facilities, this property delivers outstanding value in one of Longwood’s most desirable communities. Opportunities like this in The Springs are rare - schedule your private showing and experience it for yourself.
Listing is courtesy of: DON HARKINS REALTY LLC (321-377-0341)
Listing Agent: Scott Major (407-697-9301)
2644 BENT HICKORY CIR, LONGWOOD, FL 32779
$429,000Listed 06/17/2026 3:06PM MLS ID: O6417103
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1833 Built: 1985Monthly Fee: $86 Tax: $4,445 (2025)Community: Sabal Point At Sabal GreenSingle Family
Taxes:$4,445
Remarks: Architectural Charm Reimagined for Modern Living! Tucked away on a quiet cul-de-sac and surrounded by lush greenery, this beautifully renovated residence offers a rare combination of architectural character, modern updates, and privacy. From the moment you arrive, the home's inviting courtyard entry, manicured landscaping, and distinctive rooflines create a memorable first impression. Upon entering, the dramatic sense of space is undeniable, with soaring smooth-finish ceilings, clerestory-style windows that fill the home with natural light, and wide-plank luxury vinyl flooring enhancing the spacious open-concept design. The expansive living and dining areas are anchored by a double-sided fireplace and framed by walls of French doors and oversized windows that draw the outdoors in, creating a bright and welcoming atmosphere throughout. Whether hosting friends or enjoying a quiet evening at home, the seamless flow between the living spaces makes everyday living effortless. The kitchen has been carefully crafted with a fresh design that blends style and functionality. All-new custom cabinetry in a sophisticated sage hue is paired with quartz countertops, brushed brass hardware, and stainless appliances, creating a warm yet refined aesthetic. Abundant cabinetry, generous prep space, and a dedicated pantry cabinet provide impressive storage, while the open connection to the great room and views of the surrounding greenery enhance the home's airy atmosphere, making everyday living and entertaining equally enjoyable. The generously sized primary suite is a true retreat, offering peaceful wooded views and a stunning reimagined bath complete with an oversized walk-in shower, furniture-style dual vanity, designer lighting, and a large picture window overlooking a private garden courtyard that fills the space with natural light. Bedroom 2 is both bright and versatile, featuring a skylight, ample closet storage, and plenty of room. Designed for productivity and organization, Bedroom 3 features vaulted ceilings and double French doors that provide both privacy and connection to the rest of the home. An ideal space for working from home, pursuing hobbies, or accommodating overnight guests. Guests will appreciate the beautifully remodeled 2nd bath featuring dual sinks, abundant storage, quartz surfaces, and a striking blue herringbone tile surround. Crisp finishes and thoughtful details create a fresh, inviting space that feels straight out of a design magazine. Outdoor living is a true highlight, with a newly installed wraparound brick-paver patio, creating a series of inviting outdoor vignettes designed for both intimate gatherings and larger-scale entertaining. Surrounded by mature landscaping and a lush, wooded backdrop, the setting offers an exceptional sense of privacy and seclusion. Whether enjoying morning coffee, dining al fresco with friends, or unwinding beneath the trees at day's end, the outdoor spaces feel like a peaceful extension of the home. Additional improvements include smooth-finish walls and ceilings throughout, a new HVAC (2025), roof (2020), updated electrical (2024), and a whole-house replumb (2025), providing peace of mind for years to come. Situated within desirable Sabal Green in Sabal Point, this home combines stylish renovations, impressive volume ceilings, architectural character, thoughtful improvements, abundant natural light, and a tranquil natural setting to create the ideal lifestyle.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Lisa Shear (407-721-9375)
814 MIAMI SPRINGS DR, LONGWOOD, FL 32779
$1,050,00097 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
Taxes:$5,468
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)
519 STANTON PL, LONGWOOD, FL 32779
$295,000169 Days on yellowkey MLS ID: S5140902
REDUCED by $15,000 (4.8%) on 05/03/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1289 Built: 1982Monthly Fee: $486 Tax: $3,380 (2024)Community: Governors Point Ph 1Townhouse
Taxes:$3,380
Remarks: Virtually Staged. Discover the charm of this inviting one-story townhome tucked away on a peaceful cul-de-sac—offering exceptional privacy, minimal traffic, and a true sense of retreat. Surrounded by mature, well-kept landscaping, the home sits within a beautifully maintained community that enhances both curb appeal and everyday comfort. Enjoy a serene screened-in porch, perfect for morning coffee, quiet evenings, or simply savoring Florida’s year-round outdoor living in comfort. Located just minutes from shopping, dining, and everyday conveniences, this home also provides effortless access to major roadways, making commuting and travel smooth and stress-free. Whether you're seeking a snowbird retreat, a vacation getaway, or a second home, this property is vacant and offers limitless possibilities. Its blend of comfort, convenience, and location makes it an exceptional opportunity for both personal enjoyment and long-term investment.
Listing is courtesy of: ELITE PERFORMANCE REALTY (407-694-3748)
Listing Agent: Pamela Ortiz (407-953-0214)
901 CUTLER RD, LONGWOOD, FL 32779
$538,50012 Days on yellowkey MLS ID: O6414587
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2226 Built: 1979Monthly Fee: $54 Tax: $5,799 (2025)Community: Cutler CoveSingle Family
Taxes:$5,799
Remarks: Pull over HONEY! This home is move it ready. Roof. 2023. AC 1 2020, AC 2 2022. Look at the cute swing in the front yard. That looks like a great home to relax in. Let's take a look. As you walk up to the home you are greeted by double doors making it feel like a grand entrance. Enchanted ivy grows to the left of the entrance. Immediately upon entering the home you can access the updated kitchen. To the right of the entry you have the huge living room which can take you to the laundry room and garage. The living room features a wood burning fireplace as well as being open to the kitchen. There is a nice spot for stools so you can eat a quick breakfast without going to the dining room. The kitchen is nicely appointed with white shaker cabinets and subway tile. Also off of the living room is a HUGE family room with vaulted ceilings and plenty of natural light from large sliding doors that leads to the back yard. Off of the family room is a nice area that would make a great little office space. Back through the kitchen and down the hall you will find all three bedrooms. The master is plenty spacious and the ensuite bathroom has lots of space. There is currently a nice long double vanity and large shower. The master bath has been updated! Quartz counters, double vanity with a spot for a stool to do you facial maintenance regimen. There is a door that leads to the back yard making it easy to clean up after playing or working in the back yard. The home has fresh paint inside and out. Luxury vinyl plank throughout the home makes maintenance a breeze. Come add your personal touches to really make this home shine! Lake Brantley Beach park with all amenities including boat ramp, volleyball sand court, playground, grills, basketball court and ability to rent pavilion. The same for Riverside park which also has tennis courts, ball fields, larger covered pavilion and nature trails. The clubhouse playground and tennis courts across Wekiva Springs Rd. Maintenance of all common areas including the path to the beach by our house. Several family events throughout the yr incl Halloween costume parade, egg hunts, Christmas parade, and parties with games, bounce houses, etc. Don't miss out. Contact us today!
Listing is courtesy of: TC ORLANDO HOMES LLC (407-960-6145)
Listing Agent: Eric Soto (407-394-5651)
210 W TIMBERCOVE CIR, LONGWOOD, FL 32779
$820,0001 Day on yellowkey MLS ID: O6417465
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3328 Built: 1971Monthly Fee: $54 Tax: $3,355 (2025)Community: Sweetwater OaksSpa: YesSingle Family
Taxes:$3,355
High School: Lake Brantley High
Remarks: Sweetwater Oaks Executive Pool Home, Open Floor Plan, Most Rooms have Pool Views, Beautifully Landscaped Pool Area, 6 Bed Rooms Split Floor Plan including a 2 Bed Room 1 Bath Guest House/Pool House ADU, Massive Beautiful Screened Pool, 80' x 49' Pool Deck and 40' Covered Porch all Screened in, Large Florida Room with Dining Table Seating 14, Massive Bar, Huge Fully Fenced Back Yard Plenty of Room for the Dogs, New Roof 12/2025, New PGT Casement Low E Double Pane Tinted Windows and 12' x 7-6" Sliding Stacking Doors 4/2023, New Plumbing Re-Pipe 10/2024, Beautiful Wood Plank Tile Flooring Throughout, Old Chicago Brick Wood Burning Fireplace, Huge Primary Suite has a Huge Walk in Closet with Custom Built ins, Primary Bath with His and Hers Vanities and Solarium for Yoga, Bed Rm 2 has Built in Book Shelves, Bed Rm 3 has a walk in closet, Bed Rm 4 has En Suite Bath 3 Pool Bath and Opens to the Pool, Bed Room 5 and 6 are in the ADU with Bath 4 all Open to the Pool, Circular Driveway with Front Porto Cochere. Pebble Tech Pool Interior Finish, Pool Sweep, Separate Whirlpool Spa, Large Garage 23' Wide x 23'-6" Deep, Sweetwater Oaks Lake Brantley Park, dock and boat launch. Some of the Best Seminole County Schools. Convenience to I-4, Schools, Shopping, Hospitals and Restaurants. A beautiful home ready for a new family to enjoy.
Listing is courtesy of: RCI REAL ESTATE INC. (407-256-0123)
Listing Agent: Devin Greene (407-236-2380)
106 SPRINGWOOD CIR #B, LONGWOOD, FL 32750
$148,00065 Days on yellowkey MLS ID: O6399098
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1020 Built: 1973 Tax: $666 (2024)Community: Springwood VillageCondo
Taxes:$666
Elementary School: Altamonte Elementary
Remarks: Virtually Staged. This darling condo is located in the Springwood community and offers wonderful natural light. The entry way flows right into the living room which provides sliding doors to the screened-in patio. The kitchen boasts granite counters, tile backsplash and eat-in area. The primary bedroom offers ample space. The primary and secondary bedroom share a hallway bathroom. The secondary bedroom is perfect for a guest room, office or craft room. The screened-in patio overlooks wonderful green space and includes a storage closet. This condo is close to many area restaurants and shops. Welcome Home!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Beth Logullo (772-633-0670)
375 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$668,00074 Days on yellowkey MLS ID: O6396065
INCREASED by $19,000 (2.9%) on 06/17/2026
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
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)
1351 N CLASSIC CT, LONGWOOD, FL 32779
$3,400,00055 Days on yellowkey MLS ID: O6399898
REDUCED by $100,000 (2.9%) on 06/17/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5012 Built: 1989Monthly Fee: $167 Tax: $11,952 (2024)Community: Brantley Cove NorthSpa: YesSingle Family
Taxes:$11,952
Remarks: CRUISING THE WATERWAYS of the MAJESTIC SPRING FED LAKE BRANTLEY await you. Stroll around your sculptured & manicured gardens. Elegant entry features include PORTE-COCHERE. Biltmore GAS LANTERNS, SHUTTERS, BALCONIES & TOWERING tree canopies as you approach this MEDITERRANEAN-RIVIERA style estate. The cultivated beauty of this "one-owner home". Impressive CUSTOM-BUILT SHOWPLACE is nestled back on a LUSH, PRIVATE ENCLAVE, oversized *4-Acre lot. *Over 1+ acre for residence. WATERFRONT LIVING at its' finest. 4/5 Bedrooms, 5.5 baths, pool home, 3 car garage, porte-cochere, pool/ spa, and dock with BONUS/FLEX space in the basement, perfect for a workout room. Over $380,000+ in updates & renovations. Majestic MAHOGANY entry doors welcome you, and once inside the seamless floor plan is OPEN w/ VOLUMINOUS ceilings (10-foot ceiling throughout, Primary bedroom 12 ft, other rooms 20 ft.). EXPANSIVE living/dining/kitchen/ family rm w/ PANORAMIC, BREATHTAKING WATER, VIEWS that engulf most rooms. SUN DRENCHED lighting pours in as it illuminates the CUSTOM-BUILT with HIGH-QUALITY finishes and fixtures that enhance the architectural elegance. Tongue & Groove Cedar ceilings in fam & breakfast rm, & porch. Interior solid core 4 panel wood doors throughout. Generous use of ST. LOUIS BRICK, WOOD flooring, WROUGHT IRON accents and 2 palatial wood burning fireplaces. EXCITE the CHEF with this dream kitchen while overlooking expansive water views! Create culinary masterpieces in style. An abundance of cabinetry, storage, island, massive dinette and a snack bar. STAINLESS STEEL appliances, GRANITE prep space & HIGH-END fixtures make this functional & impressive. Wet bar w/ GRANITE snack bar/cabinets sit under the upstairs LOFT area. 3-way split bedrooms with private baths, are perfectly situated around the living / family rm and dining space. All the bedrooms are roomy with large closet space; one even has a window seat. All bathrooms are situated near bedrooms which make it perfect for privacy and versatility. Library/ office with solid CHERRY WOOD finishes line the walls & solid wood beamed ceiling can be used for the 5th bedroom or nursery. Regal Master bedroom DOWNSTAIRS, with 12' ceilings, sitting room space & ensuite bath SPA like retreat. MARBLE galore! Step into the Roman tub, or roomy walk-in shower with private atrium. Dual sink cabinets, MARBLE counters & a BIDET and don't forget the enormous walk-in closet. Spiral wood and wrought iron staircase lead to LOFT with additional flex space & bathroom. Peak into the basement for additional BONUS space, with its own bathroom. So many possibles for this area. OPULENT OUTDOOR RESORT living OASIS w/ OUTDOOR KITCHEN, and your own private SANDY BEACH to build your own sand sculptures on. This is the perfect space for entertaining and making memories. Ride the waves, ski or boating & relax & watch the incredible SUNSETS over the lake. Wood dock leads to your private lift & covered space. Brand new Kohler Generator too! Relax and enjoy the ambiance. the sights and sounds of the rippling waters lapping around you and the tranquility of this one-of-a-kind residence. Spend a LAZY afternoon fishing/skiing the 288-acre Lk. with its PRISTINE waters & SANDY BEACH bottom. RELAX with a glass of wine, as you have reserved SUNSET seating as you watch the MOONLIGHT dance the night away. Desirable location that is close to all shopping, major roadways, restaurants and top schools.
Listing Agent: Suzanne Crudo (407-489-8953)
1890 LONG POND DR, LONGWOOD, FL 32779
$615,0007 Days on yellowkey MLS ID: O6415503
0 Days Off yellowkey (back on 6/17/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2448 Built: 1987 Tax: $6,777 (2025)Community: Mandarin Sec 7Spa: NoSingle Family
Taxes:$6,777
Middle School: Markham Woods Middle
Remarks: Move-In Ready 4 Bedroom 3 Bathroom Pool Home Located on an Oversized 1 Acre Corner Lot in the Quiet Mandarin Community with NO HOA. Home has a wonderful open floorplan with a formal living room, a separate dining room plus a family room with a wood burning fireplace as the centerpiece. The kitchen has plenty of countertop and cabinet space with a full set of stainless-steel appliances and features a breakfast room. Primary bedroom suite features a walk-in closet with a private bathroom. Home also features 3 additional bedrooms, a 2-car side entry garage, an interior laundry room w/washer & dryer, ceiling fans, blinds, plenty of storage, and pool views throughout the home. Exterior has a screened in pool with baby safety fence, covered lanai area perfect for cookouts or entertaining family and friends while the backyard is fenced perfect for the pets to play. Location is excellent just minutes from all daily necessities including shopping, grocery, restaurants, entertainment, excellent schools, SR-436, I-4 and 429. Please call to schedule a showing today!
Listing is courtesy of: MIGHTY REALTY INC (407-403-6540)
Listing Agent: Joann Bonilla (317-435-5235)
6206 BAYHILL LN #6206, LONGWOOD, FL 32779
$230,00062 Days on yellowkey MLS ID: O6399633
REDUCED by $5,000 (2.1%) on 05/15/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $532 Tax: $2,300 (2024)Community: Clubside At Sabal Point A CondoSpa: NoCondo
Taxes:$2,300
Remarks: SELLER OVER IMPROVED and it's in YOUR FAVOR!! Step into elevated living in this BEAUTIFULLY RENOVATED 2-bedroom, 2.5-bathroom condo in CLUBSIDE at Sabal Point, offering 1,365 square feet of thoughtfully designed space. Located on the SECOND FLOOR, this unit includes a RESERVED PARKING spot right out front for everyday convenience. From the moment you walk in, the OPEN LAYOUT feels bright, welcoming, and effortlessly functional. PREMIER-LUXURY VINYL FLOORING THROUGHOUT MAIN LIVIN AREAS, tying together the spacious living and dining rooms. The kitchen is a true standout, with ALL NEW ELECTRICAL,PLUMBING,INSULATION,WALLBOARD,ANDPAINT!! It features PREMIUM KITCHENMAID CABINETRY - solid wood construction and soft-close hardware, paired with STUNNING CAMBRIA QUARTZ COUNTERTOPS and a full-height QUARTZ BACKSPLASH that creates a clean, modern look. All APPLIANCE are in like-NEW CONDITION, complementing the space with both style and reliability. Both BEDROOMS are GENEROUSLY SIZED and feature en suite bathrooms with dual vanities and walk-in closets. The primary suite offers a sleek walk-in shower, while the guest bath includes a tub and shower combination. Each bathroom has been tastefully updated with a fresh, modern feel. Step outside to the COVERED, SCREENED IN LANAI and enjoy peaceful views overlooking the tennis courts and lush surroundings. Ideally positioned NEAR the COMMUNITY POOL, GYM, and tennis courts, this home also benefits from Sabal Point’s scenic setting with mature trees, sidewalks, and green space. With easy access to shopping, dining, parks, and I-4, everything you need is within reach. A MOVE-IN READY opportunity that blends style, comfort, and location in one exceptional package.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Rosanna Rivera (407-708-9747)
207 LONESOME PINE DR, LONGWOOD, FL 32779
$559,9006 Days on yellowkey MLS ID: O6416580
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1908 Built: 1977Monthly Fee: $54 Tax: $5,568 (2025)Community: Sweetwater Oaks Sec 08Spa: NoSingle Family
Taxes:$5,568
Remarks: FANTASTIC OPPORTUNITY IN SWEETWATER OAKS! Nestled under a canopy of mature trees in one of Longwood’s premier neighborhoods, this pristine 4-bedroom, 2-bathroom pool residence flawlessly showcases true pride of ownership! Exceptionally maintained: ROOF 2016, REPIPED w/PEX, NEWER ELECTRICAL PANEL & OUTLETS, REMODELED KITCHEN AND BATHS, NEWER GARAGE DOOR and Freshly Painted Pool Decking! PERFECT for both everyday living and grand-scale entertaining, the traditional floor plan offers a seamless flow, featuring spacious living areas, neutral decor throughout, soaring ceilings, a welcoming atmosphere, inviting wood burning fireplace and beautiful architectural touches! GOURMET kitchen with granite counters, convenient pass through window to patio, ample cabinets and SS appliance package (3 yrs new!). The heart of the home effortlessly transitions to a private backyard oasis with spacious covered patio and sparkling screen-enclosed pool serving as your personal Florida retreat. Enjoy the fenced in dog run/pet area with your 4 leg best friend(s). Home boasts a generous size corner lot at .32 acres with definite curb appeal along with convenient side facing garage and utility door access to garage! Beyond the property line lies the unparalleled lifestyle of Sweetwater Oaks, giving you exclusive access to the private Sweetwater Beach on Lake Brantley (for boating and skiing), tennis, playground/picnic area and Riverbend Park’s kayak launches onto the Wekiva River. Complete with top-tier Seminole County schools including Sabal Point Elementary, Rock Lake Middle, and Lake Brantley High, this MOVE-IN-READY gem offers the ultimate blend of timeless comfort and luxury community living. Incredible Longwood location with easy access to 434, 436, I4 plus close to multiple Publix, schools, shopping, dining, Wekiva Island, Wekiwa Springs Park, Uptown Altamonte, Orlando Health, Advent Health and so MUCH MORE!
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Laura Toppin (407-489-0415)
1715 SUNSET DR, LONGWOOD, FL 32750
$329,900Listed 06/17/2026 2:48PM MLS ID: O6412253
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1957 Tax: $2,814 (2025)Community: Pine ViewSingle Family
Taxes:$2,814
Remarks: Virtually Staged. Welcome to this inviting single-story home in Longwood, offering a bright layout, spacious rooms, and a large yard surrounded by mature trees. The HVAC was replaced in 2020 and the water heater was replaced in 2021, adding practical updates for peace of mind. From the moment you arrive, the fresh exterior, extended driveway, and peaceful setting create a sense of privacy and possibility. Inside, the home features tile flooring throughout the main living areas, neutral finishes, updated baseboards, arched entryways, ceiling fans, and abundant natural light. The living room offers a comfortable gathering space with large windows and an easy flow into the kitchen and bedroom areas. The kitchen features shaker-style cabinetry, granite countertops, generous storage, a built-in microwave, range, refrigerator, and a window over the sink that brings in natural light. The primary bedroom offers excellent space, a private bath, closet, ceiling fan, and flexible layout, while the additional bedrooms provide natural light, closet space, and options for guests, family, or a home office. Both bathrooms feature tiled finishes, with the primary bath offering a walk-in shower and the secondary bath offering a clean, functional layout. A standout feature is the oversized laundry room, offering impressive bonus space for storage, hobbies, utility needs, or future customization. Step outside and imagine the potential of the expansive backyard, with plenty of room to relax, entertain, garden, or create the outdoor space you have been wanting. Mature trees provide shade and character, while the large lot gives the home a sense of openness that is hard to find. Conveniently located near shopping, dining, schools, parks, and major roadways, this home offers comfort, flexibility, and everyday convenience in an established Longwood setting. Once you walk through it, you can easily see how this home could fit the way you want to live.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Carlos German (888-883-8509)
1833 CROWLEY CIR, LONGWOOD, FL 32779
$550,000154 Days on yellowkey MLS ID: O6369834
REDUCED by $10,000 (1.8%) on 06/15/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2742 Built: 1985 Tax: $5,474 (2024)Community: Mandarin Sec 5Single Family
Taxes:$5,474
Remarks: Virtually Staged. Welcome to 1833 Crowley Circle, a beautifully maintained POOL home offering comfort, freedom, and an unbeatable location — with NO HOA! This inviting property features a private backyard oasis with a lovely pool, perfect for Florida living and entertaining year-round. Enjoy peace of mind knowing the home has been thoughtfully updated, including a full replumb completed 4 years ago, new breaker boxes 4 years, a new pool pump 4 years, and an AC compressor replaced approximately 5 years ago. Stunning fireplace featured in living room to keep the whole family cozy. Enjoy the amazing kitchen in the heart of the home with serving window, breakfast bar area, and extra pull out pantry space! Ideally situated just one mile from the Seminole Wekiva Trail, this home is perfect for outdoor enthusiasts who love biking, walking, and nature, while still being close to everyday conveniences. Near major roadways including I4 making commute to theme parks, downtown, Orlando or Sandford International airports, beaches, and so much more! Whether you’re relaxing poolside, hosting friends, or enjoying nearby trails, 1833 Crowley Circle delivers the perfect blend of lifestyle, location, and long-term value. Don’t miss this opportunity to own a move-in-ready pool home! Easy to show so come see today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Christina Rampersad (407-995-6788)
3591 TERRA OAKS CT, LONGWOOD, FL 32779
$1,200,00027 Days on yellowkey MLS ID: NS1088208
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3810 Built: 2002Monthly Fee: $169 Tax: $5,617 (2024)Community: Terra OaksSpa: YesSingle Family
Taxes:$5,617
Elementary School: Forest City Elementary
Middle School: Teague Middle
Remarks: Tucked behind the gates of one of Longwood’s most desirable communities, this beautifully maintained four-bedroom, five-bath estate blends timeless elegance with modern luxury. From the moment you enter, soaring elevated ceilings, refined architectural details, and expansive living spaces create an immediate sense of sophistication and comfort. Designed for both everyday living and exceptional entertaining, the home features a thoughtfully crafted floor plan, upscale finishes throughout, and a stunning chef’s kitchen appointed with high-end appliances, custom cabinetry, and generous gathering space at the heart of the home. Includes a whole house generator and security system. The spacious primary suite offers a private retreat with spa-inspired amenities, while each additional bedroom provides comfort, privacy, and its own distinctive character. Multiple living and entertaining areas flow seamlessly to the outdoor oasis, where a sparkling pool and beautifully maintained surroundings invite year-round Florida living at its finest. Set within a secure gated neighborhood in the heart of Longwood, this exceptional residence delivers luxury, privacy, and convenience in one extraordinary offering.
Listing is courtesy of: ENGEL & VOLKERS NEW SMYRNA (386-213-6899)
Listing Agent: David Dell'Olio (407-228-4613)
121 CROWN POINT CIR #121, LONGWOOD, FL 32779
$294,90033 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)
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