Location: Longwood
Do Not Show Listings
381 CREEKSTONE CT, LONGWOOD, FL 32779
$745,00013 Days on yellowkey MLS ID: O6387817
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3289 Built: 1988Monthly Fee: $85 Tax: $4,458 (2025)Community: Sabal Point Sabal Creek AtSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,458
Elementary School: Sabal Point Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Virtually Staged. Tucked away on a quiet cul-de-sac in desirable Longwood, this beautifully maintained pool home offers a private, tree-lined setting on almost a half-acre. Designed for both comfort and entertaining, the home features a screened-in pool and expansive outdoor living space—ideal for enjoying Florida’s year-round lifestyle. Inside, a thoughtfully designed split floor plan showcases spacious living and dining areas, complemented by uniform flooring throughout. The heart of the home opens to an impressive Florida room filled with natural light and double sliders, complete with custom built-ins, a wet bar, and a fireplace, creating an inviting space for gatherings The kitchen offers both casual and functional dining with an eat-in area and bar seating, along with a built-in oven and microwave. Architectural details such as pocket doors, solid wood doors and transom windows add character and timeless appeal. The generously sized primary suite provides a relaxing retreat with a large walk-in closet, while one of the secondary baths features a walk-in shower and convenient access for pool use. Additional highlights include a new roof (2023), indoor laundry room with sink, newer washer and dryer, new plumbing (2023) New exterior doors and a spacious 3-car side-entry garage with extensive storage. A long driveway offers ample parking for guests. With its blend of space, privacy, and refined features, this home presents a rare opportunity in a sought-after Longwood location. Minutes from Wekiva Springs State Park, walking trails, dining, shopping and access to top-rated Seminole County schools.
Listing is courtesy of: RED BIRD REALTY OF FLORIDA INC (407-222-8339)
Listing Agent: Renee Killiri (407-222-8339)
1498 GRACE LAKE CIR, LONGWOOD, FL 32750
$649,990142 Days on yellowkey MLS ID: O6377495
1 Days Off yellowkey (back on 6/17/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2066 Built: 1982Monthly Fee: $42 Tax: $2,531 (2024)Community: North CoveSpa: NoSingle Family
Taxes:$2,531
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! BRING YOUR OFFERS. 4 Bedrooms | Pool | Fully Renovated | Low HOA - Only $500/Year. Completely Renovated Pool Home! Welcome to this beautifully renovated four-bedroom, pool home located in desirable Seminole County with a low HOA of just $500 per year. This home has been completely renovated from top to bottom, offering a modern, open layout designed for both everyday living and entertaining. The kitchen has been opened up and finished with high-quality materials, seamlessly flowing into the main living areas. Enjoy tile flooring throughout, a stunning brick fireplace, and timeless curb appeal with a classic brick exterior. Major systems have all been updated, providing peace of mind for years to come, including a brand-new roof, brand-new air conditioner, and brand-new pool screen enclosure. Step outside to your private backyard retreat featuring a sparkling pool, perfect for Florida living year-round. This home is truly move-in ready and offers an exceptional combination of quality, upgrades, and value in a sought-after Seminole County community. Schedule your private showing today—this is an absolute gem.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Chris Soucy (407-435-6491)
280 HUNTERS POINT TRL, LONGWOOD, FL 32779
$445,0001 Day on yellowkey MLS ID: O6416712
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1905 Built: 1978Monthly Fee: $23 Tax: $1,928 (2025)Community: Hunters PointSingle Family
Taxes:$1,928
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Markham Woods Middle
Remarks: Welcome to 280 Hunters Point Trail, a beautifully situated residence in the highly desirable Wekiva area of Seminole County, Florida. This home offers an exceptional opportunity to enjoy a peaceful residential setting while staying close to everything Central Florida has to offer. Architectursl Facts: Dramatic vaulted tongue and groove cedar ceilings with exposed beams, Large, open living area with excellent natural light; Updated tile flooring throughout; Renovated primary bath with contemporary finishes. Located within a well-established and sought-after neighborhood, this property benefits from a quiet, family-friendly atmosphere with tree-lined surroundings and a strong sense of community. Residents in this area appreciate the balance of suburban comfort with convenient access to major roadways, making commutes to downtown Orlando, Lake Mary, and surrounding employment hubs both simple and efficient. One of the standout advantages of this location is its access to Seminole County’s highly regarded school district, known for its strong academic programs, extracurricular opportunities, and commitment to student success. Families are drawn to this area for its educational reputation and long-term value. Everyday convenience is unmatched, with a wide selection of shopping centers, grocery stores, restaurants, and retail options just minutes away. Whether you’re running errands or enjoying a night out, everything you need is close by. In addition, residents benefit from proximity to top-tier medical care, including nearby hospitals and specialty physician offices, providing peace of mind and easy access to healthcare services. Outdoor enthusiasts will especially appreciate the close proximity to the stunning Wekiwa Springs area and surrounding parks, where residents can enjoy kayaking, canoeing, swimming, hiking, and exploring Florida’s natural springs and river systems. The nearby Wekiwa Springs State Park offers crystal-clear waters, scenic trails, and abundant wildlife, making it a true local treasure. A variety of waterfront dining and casual restaurants in the area also provide the perfect setting to unwind after a day on the water or exploring the outdoors. The Wekiva area is also known for its beautiful Golf Court and parks, nature trails, lakes, and recreational opportunities, offering an ideal Florida lifestyle. From weekend adventures to everyday relaxation, the surrounding environment supports an active and enjoyable way of life. Overall, 280 Hunters Point Trail presents a compelling blend of location, lifestyle, and livability—making it an excellent choice for buyers seeking comfort, convenience, and long-term value in one of Central Florida’s most established and desirable communities.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Ben Alonso (407-335-3434)
1707 GRANGE CIR, LONGWOOD, FL 32750
$468,00088 Days on yellowkey MLS ID: O6392182
REDUCED by $8,000 (1.7%) on 06/16/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1981 Built: 1987 Tax: $2,283 (2024)Community: Tiberon Hills Ph 3Spa: NoSingle Family
Taxes:$2,283
Elementary School: Longwood Elementary
High School: Lake Mary High
Middle School: Greenwood Lakes Middle
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath pool home Located in a desirable no-HOA community, this property offers the freedom and flexibility today’s homeowners are looking for. Sellers will put a Brand NEW roof (2026) with acceptable contract. This home has been lovingly cared for over the past 30 years and is now ready for its next chapter with a new family. Inside, you’ll find an updated kitchen with modern finishes, along with a well-maintained interior that reflects true pride of ownership. The newer roof and gutters provide added peace of mind, while the private pool creates the perfect setting for relaxing or entertaining in true Florida style. Conveniently situated, the home offers easy access to shopping, dining, entertainment, and major roadways, as well as nearby parks and scenic nature trails. This prime Longwood location combines everyday convenience with a peaceful neighborhood feel. Don’t miss your chance to own this incredible home—schedule your private showing today. You won’t be disappointed!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)
Listing Agent: Keith Brauman (407-421-8611)
320 FERDINAND DR, LONGWOOD, FL 32750
$445,00093 Days on yellowkey MLS ID: O6391269
1 Days Off yellowkey (back on 6/16/2026)
REDUCED by $5,000 (1.1%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1852 Built: 1979Monthly Fee: $25 Tax: $3,988 (2025)Community: Columbus HarborSpa: NoSingle Family
Taxes:$3,988
Middle School: Milwee Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this charming 3-bedroom, 2-bathroom home located in the highly desirable Columbus Harbor community in Longwood. Known for its friendly atmosphere and vibrant neighborhood events, residents enjoy access to pickleball courts, a private boat ramp, and unforgettable holiday gatherings that make this community truly special. Inside, the home features beautiful tile flooring throughout and a spacious open-concept living and dining area that is perfect for entertaining or relaxing with family. The kitchen offers an inviting eat-in space, granite countertops, and elegant crown molding, creating both style and functionality. A dedicated laundry room adds convenience to everyday living. The generous primary suite provides a peaceful retreat and features French doors that open directly to the large back patio. Step outside to enjoy the screened-in pool—perfect for year-round Florida living. The expansive backyard offers plenty of space for pets, play, or even a future playground. With its welcoming layout, wonderful outdoor space, and location in a sought-after community, this Longwood home is a fantastic opportunity to enjoy comfort, convenience, and neighborhood charm.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Joanne Otero (407-310-0856)
700 BLUE LAKE DR, LONGWOOD, FL 32779
$550,00010 Days on yellowkey MLS ID: O6411965
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1768 Built: 1975Monthly Fee: $54 Tax: $3,522 (2025)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$3,522
Remarks: Stunning WATERFONT POOL home on a premium .51-ACRE CORNER LOT located in one of Seminole County’s highly sought after communities – Sweetwater Oaks. This meticulously maintained and beautifully renovated 4 BEDROOM, 2 BATH HOME offers 1,768 square feet of refined living space and an EXTRAORDINARY BACKYARD, combining thoughtful design, modern comfort, & resort style living. The home features a semi-open floorplan with volume ceilings and an abundance of natural light, generous sized bedrooms, a timeless floor-to-ceiling STACKED STONE FIREPLACE, and these remarkable UPDATES in 2026: NEW ROOF, POOL RESURFACING and NEW POOL LIGHT, NEW SOFFITTS and GUTTERS, NEW FENCE, INTERIOR AND EXTERIOR PAINTING, NEW CROWN MOLDING, NEW CEILING TEXTURE, NEW CEILING FANS AND INTERIOR LIGHT FIXTURES, NEW BATHROOM VANITIES, NEW FLOORING in 2 BEDROOMS, NEW GARAGE DOOR, UPDATED IRRIGATION and LANDSCAPING. Step outside to a true BACKYARD OASIS with a screen-enclosed EXTENDED PATIO and an oversized backyard with a pool, mature landscaping and SERENE POND VIEWS—creating the perfect setting for relaxation, outdoor living, and entertaining. Located in the highly sought-after Sweetwater Oaks community, residents enjoy exclusive access to Lake Brantley, including a private beach, boat ramp, and fishing pier, as well as access to the Wekiva River for kayaking and outdoor adventures. Community amenities also include tennis courts, pickleball courts, basketball courts, parks, and playgrounds. Zoned for highly rated Seminole County schools—Sabal Point Elementary, Rock Lake Middle, and Lake Brantley High School—and conveniently located near shopping, dining, entertainment, and major Central Florida attractions, this home offers an exceptional combination of lifestyle and location. Experience the very best of Seminole County living—schedule your private showing today! **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
212 SOLDIERS CREEK PL, LONGWOOD, FL 32750
$475,0008 Days on yellowkey MLS ID: O6414805
2 Days Off yellowkey (back on 6/15/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1893 Built: 1993Monthly Fee: $33 Tax: $4,834 (2025)Community: Crystal Creek Unit 1Single Family
Taxes:$4,834
Elementary School: Highlands Elementary
Remarks: Under contract-accepting backup offers. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 212 Soldiers Creek Place in Longwood, a 4-bedroom, 2-bath home offering 1,893 sq ft of living space, a functional single-story layout, and a long list of thoughtful updates. Built in 1993 and well maintained over time, this home blends everyday comfort with practical improvements throughout the interior and exterior. Inside, the home features wood-laminate waterproof flooring installed in 2023, updated interior doors, hardware, and trim, along with new base trim for a clean, refreshed look. The living room includes a custom cabinet added in 2025, while plantation shutters in the dining room and den, plus custom blinds in the living room, add privacy and style. The layout offers flexible living areas for gathering, dining, working from home, or creating additional lifestyle spaces. The kitchen has been updated with a new backsplash, resealed granite countertops, custom cabinet organizers, a custom pantry organizer, and painted cabinetry with new hardware. Appliances include a Bosch induction range with convection oven, Bosch microwave, new refrigerator, and new dishwasher. The laundry area also benefits from painted cabinetry, updated hardware, and a new washer and dryer. The 4-bedroom, 2-bath layout provides room for residents, guests, a home office, or hobby space. The primary bedroom includes a Wi-Fi enabled ceiling fan and custom closet organizers, while the second bedroom also includes custom closet organization. The primary bathroom features a fully updated vanity, while the secondary bathroom includes painted cabinetry and updated hardware, contributing to the home's cohesive interior updates. Major system improvements add to the home's value and peace of mind, including a full replumb completed in November 2023, new water heater in 2024, Ecobee thermostat, portable generator transfer switch, roof from 2015, and a Wi-Fi enabled garage door opener installed in 2024. Exterior updates include full exterior paint in 2025, added rock border, French drains in the lawn, and irrigation/sprinkler replacement on the left side of the home in 2026. Lawn care is also prepaid through late 2026. Outdoor living is supported by a patio area with a patio TV installed in 2025, offering a comfortable setup for relaxing or entertaining. The yard provides usable outdoor space with low-maintenance improvements already in place, while still offering room for the next owner to personalize the setting over time. Located in Longwood, the home is set in an established Central Florida community with convenient access to parks, schools, shopping, dining, medical services, and major roadways. The location offers easy connections to Lake Mary, Altamonte Springs, Sanford, Winter Springs, and Orlando, making it a practical choice for buyers looking for a residential setting with everyday conveniences nearby.
1781 OAKBROOK DR, LONGWOOD, FL 32779
$2,050,0003 Days on yellowkey MLS ID: O6415988
0 Days Off yellowkey (back on 6/15/2026)
Bed: 4 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 5160 Built: 2001Monthly Fee: $353 Tax: $14,738 (2025)Community: Alaqua LakesSpa: YesSingle Family
Taxes:$14,738
Elementary School: Heathrow Elementary
Remarks: Under contract-accepting backup offers. Welcome to an extraordinary custom estate in sought-after Alaqua Lakes, masterfully built by renowned luxury builder Dave Brewer and extensively renovated in 2013. Ideally on a fully fenced, over half-acre homesite, this exceptional residence showcases breathtaking golf course and pond views, along with spectacular sunset vistas. Designed for luxurious everyday living and effortless entertaining, the home features four spacious bedrooms, a private office, and two versatile bonus rooms, providing incredible flexibility for work, recreation, fitness, media or guest accommodations. The gourmet kitchen is appointed with premium Wolf and Sub-Zero appliances, while a dedicated bar area includes a Sub-Zero wine refrigerator for the discerning collector. The expansive bonus room elevates entertaining with its full-service bar, complete with an ice machine, dual tap kegerator, dishwasher and refrigerator. Throughout the home, thoughtful upgrades and high-end finishes create a seamless blend of elegance and comfort. Major system improvements provide peace of mind, including HVAC replacements in 2017, 2022 and 2023, a new tank water heater in 2021, a tankless water heater serving the primary suite, a whole-home generator installed in 2022 and a whole-home water filtration system. Triple reverse osmosis drinking water systems serve the kitchen and bar areas. Outdoor living is equally impressive, featuring a signature Dave Brewer outdoor shower, expansive outdoor spaces, and stunning views of the golf course and tranquil pond beyond. Residents of Alaqua Lakes enjoy a premier gated lifestyle with a seven-acre community park, resort-style swimming pool, tennis and basketball courts, sand volleyball, playground and scenic recreational paths. The community surrounds a championship golf course, creating a beautiful setting throughout the neighborhood. This home is also zoned for highly regarded Seminole County schools, making it an exceptional choice for those seeking luxury living and access to top-rated educational opportunities. This rare offering combines timeless craftsmanship, extensive modern updates, exceptional entertaining amenities and one of Central Florida's desirable locations. A remarkable opportunity in Alaqua Lakes.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Kristen Wenderfer (973-868-9745)
96 HICKORY TREE RD, LONGWOOD, FL 32750
$450,00073 Days on yellowkey MLS ID: O6396626
0 Days Off yellowkey (back on 6/16/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1668 Built: 1975Monthly Fee: $8 Tax: $4,535 (2024)Community: Woodlands Sec 5 Rep Of Blk DSpa: NoSingle Family
Taxes:$4,535
Elementary School: Woodlands Elementary
Remarks: Under contract-accepting backup offers. FANTASTIC OPPORTUNITY IN THE HEART OF LONGWOOD! THIS 3/2 IMPECCABLE UPDATED HOME IN THE WOODLANDS IS MOVE-IN-READY! NEW ROOF 2026, PATIO 2016, HVAC 2011, WATER HEATER 2011, ELECTRICAL PANEL 2011, AND UPDATED PLUMBING! Plenty of space to make this home your own with generous size bedrooms ALL with walk-in closets! Neutral decor throughout with a newer modern feel and fresh laminate floors! REMODELED KITCHEN with granite counters, breakfast bar, ample cabinets, and appliance package! Inviting family room off kitchen with a wood burning fireplace and glass sliders that access the patio area! Relax in the evenings after a long day or entertain on your oversized covered screened in patio! Enjoy the HUGE LUSH fenced in backyard including a separate dog run and/or utility vehicle storage area along with a shed for added convenience! This oversized lot has tremendous potential! Exterior extras include: Garden bed, large 2 car garage with utility room and side access door, exterior lighting, rain gutters, and a transferable Termite Bond serviced by Massey! This home has been meticulously maintained! OTHER NOTABLE MENTIONS INCLUDE: NEW BLINDS AND GARAGE FLOOR PAINTED. Expect to be Impressed! Excellent area close to major highways, shopping, dining and ONLY 30 min to most major attractions! Amazing mature established neighborhood currently zoned for Woodlands Elementary, Rock Lake Middle and Lyman High! The OPTIONAL HOA makes this lovely home very affordable! Don't miss out on the chance to own this special home!
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Laura Toppin (407-489-0415)
808 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$3,799,000265 Days on yellowkey MLS ID: O6339805
Bed: 7 Bath: 8.0 Gar: 6 Liv Area Sq Ft: 14801 Built: 1977Monthly Fee: $370 Tax: $29,413 (2024)Community: Sweetwater Club Unit 1-ASpa: NoSingle Family
Taxes:$29,413
Remarks: Behind the guarded gates of the prestigious Sweetwater Club, on over three acres of manicured grounds, lies an extraordinary fully remodeled 14,000+ square foot estate that redefines grandeur and sophistication. A sweeping double-entry driveway framed by mature, curated landscaping guides you to the stately façade, where timeless architecture meets meticulous design, including a new roof (2022) and freshly refined exterior finishes. At the heart of the home, the grand family room captivates with its soaring ceilings, bespoke millwork, and custom illuminated built-ins with LED underlighting. Expansive windows invite natural light while framing serene views of the pool courtyard, ensuring every moment feels cinematic. The chef’s kitchen is a true culinary masterpiece. Exquisite quartz countertops and professional-grade stainless appliances stand ready for both intimate family dinners and grand-scale entertaining. A generous island doubles as a culinary stage and social hub, while the adjoining formal dining room, finished with refined detailing and natural light, offers the perfect backdrop for soirées and celebratory dinners. The primary is truly a room of palatial scale; the suite is wrapped in floor-to-ceiling glass overlooking the shimmering courtyard pool. The spa-inspired bath rivals the finest resorts, featuring an expansive walk-in shower with multiple rain showerheads, a freestanding soaking tub, and a spacious dressing walk-in closet. Each secondary bedroom has been designed with equal attention to luxury, spacious in proportion, each with its own walk-in closet. This estate was created for living large and entertaining even larger. The bar and lounge area, complete with its own island, is perfect for entertaining. Outdoor living unfolds as a true resort with a screened courtyard pool, expansive travertine decking for grand entertaining, and a fully appointed summer kitchen pavilion complete with a pizza oven, built-in seating, and shaded dining space that create an atmosphere of Mediterranean resort living. Steps away, your newly resurfaced private tennis courts extend the estate’s leisure amenities, providing the perfect stage for recreation. For the automobile enthusiast, the five-car garage and sprawling motor court make a dramatic statement seamlessly integrated into the estate’s unrivaled design. Fully gated and meticulously upgraded, this estate is not just a home but an irreplaceable lifestyle, offering unparalleled privacy, scale, and elegance in one of Central Florida’s most distinguished communities. Beyond the estate, life in Sweetwater Club offers unparalleled exclusivity, you have access to tennis/pickleball courts, a basketball court, and your in a secure, guard-gated setting. Opportunities like this rarely come along, don’t miss the chance to make this estate yours.
Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)
Listing Agent: Christopher Christensen (407-312-8003)
910 PARSON BROWN WAY, LONGWOOD, FL 32750
$364,900128 Days on yellowkey MLS ID: O6380478
0 Days Off yellowkey (back on 5/8/2026)
REDUCED by $13,100 (3.5%) on 05/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1407 Built: 1977 Tax: $4,167 (2025)Community: Lake Searcy ShoresSingle Family
Taxes:$4,167
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully maintained 3-bedroom split floorplan residence offering privacy, space, and modern comfort—all with NO HOA. Situated on a nearly ¼-acre fully fenced lot, this property is a rare find both inside and out. Step inside to discover all solid-surface flooring throughout—no carpet, complemented by fresh, updated interior paint and two fully renovated bathrooms. The galley-style kitchen features granite countertops, stainless steel appliance package, and efficient design, perfect for everyday living and entertaining alike. Outdoors is where this home truly shines. The gorgeous backyard oasis includes a gazebo, fire pit, pavered walkways, storage shed, and even a chicken run, offering endless possibilities for relaxation, hobbies, or entertaining guests. Ideally located near historic Longwood, Orlando Health, shopping, and dining, this home blends convenience with charm. Reiter Park—with its splash pad, playground, food trucks, and vibrant community events—is just a pleasant walk or bike ride away. This move-in-ready home delivers space, upgrades, and a lifestyle you’ll love—schedule your showing today.
Listing is courtesy of: WATSON REALTY CORP (407-359-2300)
Listing Agent: Virginia Bellhorn (407-580-7235)
102 EASTERN FRK, LONGWOOD, FL 32750
$389,0007 Days on yellowkey MLS ID: O6412608
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1666 Built: 1972 Tax: $4,433 (2025)Community: Woodlands Sec 3Single Family
Taxes:$4,433
Remarks: Under contract-accepting backup offers. WELCOME TO THE WOODLANDS, one of Longwood’s most established and desirable neighborhoods known for its mature trees, spacious homesites, and convenient Seminole County location. Offered for the first time since it was built, this original-owner home has been cared for by the same family for more than five decades and is ready for its next chapter. This 3-bedroom, 2-bath home offers 1,667 square feet of living space, a desirable single-story floor plan, and a spacious 2-car garage. Even better, the sellers will install a NEW ROOF prior to closing, helping provide peace of mind for years to come. Inside, you'll find a functional layout with generously sized rooms, including three bedrooms with walk-in closets and flexible living spaces that can accommodate everyday living, entertaining, hobbies, or a home office. The kitchen offers abundant cabinet and counter space and overlooks the main living areas, creating a comfortable flow throughout the home. Step outside to the covered and screened patio overlooking the fenced backyard. Whether you enjoy gardening, entertaining, spending time with pets, or simply relaxing outdoors, the backyard offers plenty of room to enjoy Florida living. A storage shed and additional utility area provide added convenience and functionality. For buyers looking to build equity through cosmetic improvements rather than paying a premium for someone else's renovations, this property presents a unique opportunity. With the roof being replaced prior to closing, one of the largest future expenses is already being addressed, allowing the next owner to focus on updates and personal touches that fit their own style and budget. Located just minutes from shopping, dining, parks, major highways, and everyday conveniences, this home offers the combination of location, space, and potential that is becoming increasingly difficult to find. Zoned for Woodlands Elementary, Rock Lake Middle School, and Lyman High School, and with an optional HOA, this is an outstanding opportunity to own a home in one of Longwood’s most sought-after established communities. Priced under $390,000, this is a rare chance to own an original-owner home in The Woodlands and create your own vision in a neighborhood where homes are often held for generations.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Will Lavalle (407-620-7785)
2208 COVE CT, LONGWOOD, FL 32779
$1,500,000258 Days on yellowkey MLS ID: O6348378
2 Days Off yellowkey (back on 1/30/2026)
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3404 Built: 2020 Tax: $11,004 (2024)Community: Lake Brantley Isles AmdSpa: YesSingle Family
Taxes:$11,004
Middle School: Teague Middle
Remarks: Under contract-accepting backup offers. This stunning Lake Brantley estate combines timeless design, cutting-edge systems, and a thoughtful layout ideal for both everyday living and entertaining. Built by Dakota Homes on nearly half an acre with 106 feet of private canal frontage, the residence offers seamless access to Lake Brantley, one of Central Florida’s most desirable private ski lakes. Inside, every detail reflects quality and craftsmanship. The home features two primary suites, one on the main level with spa-inspired bath and patio access, and a second upstairs with its own covered balcony and expansive rooftop terrace overlooking the water. The chef’s kitchen showcases solid maple cabinetry, GE Café appliances, granite countertops, and a large island that flows naturally into the open-concept living and dining areas. Upgraded systems include a Generac whole-house generator with 500-gallon buried propane tank, a private well with advanced filtration and softening, dual HVAC systems, and a natural gas tankless water heater. Thoughtful enhancements like motorized screens and shades, Closets by Design storage, and integrated smart home controls add modern convenience. Outdoor living shines with a resort-style pool and spa, travertine pavers, tropical landscaping, and permanent Gemstone LED lighting. The built-in outdoor kitchen, lighted patio, and upper-level terrace provide endless space to unwind or entertain. Zoned for top-rated Seminole County schools and minutes from Winter Park, Maitland, and Downtown Orlando, this property offers the perfect blend of privacy, luxury, and lakeside lifestyle.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Brandon Geers (941-928-5152)
289 WILMA ST, LONGWOOD, FL 32750
$274,9003 Days on yellowkey MLS ID: O6417204
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1277 Built: 1964 Tax: $4,247 (2025)Community: LongwoodSingle Family
Taxes:$4,247
Remarks: Property is zoned Urban for residential or commercial office space. In the heart of Downtown Longwood, this property is a clean slate for the potential vision you may have. Highly desirable area with plenty of parking for office space OR easily converted back to a Single Family Residence. Property is vacant and ready to be built out to your dreams. Roll down roof was replaced in 2021. Electrical Panel upgraded in 2024. Plumbing upgraded in 2025. Fully treated and Bonded termite treatment in 2025. Some interior drywall and painting in 2025. HVAC is 2010
Listing is courtesy of: KONA REALTY SERVICES LLC (407-960-6844)
Listing Agent: Alex Bogumil (407-616-0942)
1126 BROWNSHIRE CT, LONGWOOD, FL 32779
$2,598,0003 Days on yellowkey MLS ID: O6415357
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 8100 Built: 1984Monthly Fee: $367 Tax: $11,452 (2025)Community: Sweetwater Club Unit 3Single Family
Taxes:$11,452
Remarks: This majestic estate is a true masterpiece of elegance and timeless architecture, gracefully set among mature oak trees and lush, manicured gardens, blending clasic design with modern luxury, this residence offers an exceptional lifestyle defined by confort, sophistication and privacy. Featuring 5 spacious bedrooms, 7 bathrooms and a private mother-in-law suite. The home was thoughtfully designed with generous spaces and refined finishes throughout. The soaring high ceilings flood every room with natural light, creating a bright and airy atmosphere. Designed for both entertaining and relaxation, the property boast a custom-designed bar, a private home theater, a luxury sauna , and a fully equipped summer kitchen for outdoor gatherings. The sparkling saltwater pool is surrounded by lush landscaping, offering the perfect setting for tranquil retreats or elegant celebrations. Every detail reflects meticulous craftsmanship and timeless style, making this estate a true sanctuary of luxury living in a serene natural setting.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Gustavo Vargas (407-854-2161)
3382 FERNLAKE PL, LONGWOOD, FL 32779
$1,699,0003 Days on yellowkey MLS ID: O6413702
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4001 Built: 2004Monthly Fee: $340 Tax: $9,779 (2024)Community: Alaqua LakesSpa: YesSingle Family
Taxes:$9,779
Remarks: RENOVATED IN 2024 INCLUDING NEW TILE ROOF IN ALAQUA LAKES!! Discover this one level turn key home needs absolutely nothing! Nestled on a nearly half-acre homesite in sought-after 24-hour guard-gated Alaqua Lakes featuring tranquil water views, this home has it all. Arrive at a fully brick paver courtyard driveway, enter through double glass doors, and jaws will immediately drop upon first glance at the evident updates throughout. Boasting porcelain tile and wood throughout, a fully remodeled and renovated kitchen, master bath, family room built-in, and bonus room built-in! The primary suite is worthy of a 5-star hotel and showcases a MASSIVE ADDED-ON, extended walk-in closet, and a spa-quality brand new primary bath; all tucked privately away to one side of the home. Professional chefs and home cooks alike will appreciate the brand new kitchen with dramatic center island, new custom pendant lighting, and soft-close cabinetry. An open and airy floorplan is ideal for entertaining friends and family alike with a split bedroom plan, and extended rear covered patio area with summer kitchen. Never have a worry with storage at this home with its massively extended owner's suite closet and exterior pool-area storage; ALL 4 bedrooms feature a walk-in closet as well. Seemingly endless upgrades include custom built-ins nearly throughout, including a hallway full-size refrigerator built-in near the laundry room, Generac back-up generator(2021), resurfaced pool with new gas heater, replaced water heater for the home (2019), and much more; too much to list!! Residents of Alaqua Lakes can enjoy the amenities of a unique 7-acre community park, including an open-air pavilion, a multi-purpose field, tennis courts, and much more. All minutes from shopping, dining, business districts, and major highways. 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)
478 SABAL TRAIL CIR, LONGWOOD, FL 32779
$599,50051 Days on yellowkey MLS ID: O6403175
REDUCED by $10,500 (1.7%) on 06/15/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2529 Built: 1984Monthly Fee: $85 Tax: $6,601 (2025)Community: Sabal Point Sabal Trail AtSpa: NoSingle Family
Taxes:$6,601
Remarks: NEW PRICE: As Of 6/15 : Welcome to the desirable Sabal Point community! Located at 478 Sabal Trail Circle in Longwood, this well-maintained home sits on a nearly one-third acre lot, offering a spacious front yard and one of the larger rear yards in the neighborhood. The home features a split-bedroom floor plan and an open layout with both a large living room and separate family room, providing flexibility for everyday living or entertaining. The living room can easily be utilized as a spacious home office. The expansive covered rear porch overlooks a screened-in pool and deck, along with a large open patio area—ideal for enjoying Florida outdoor living. Interior features include solid wood cabinetry in the kitchen and bathrooms, solid surface countertops, and quality laminate flooring throughout the main living areas and bedrooms. Major updates include a full re-plumb with PEX piping, an upgraded HVAC system, a new roof installed in 2024, and a new pool heat pump added in 2022. Electric vehicle charging hookup in garage. Conveniently located near major roadways, shopping, dining, and zoned for great schools, this property offers space, functionality, and key upgrades within an established Longwood community.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Daniel Araque (321-276-0747)
450 E WARREN AVE, LONGWOOD, FL 32750
$265,0007 Days on yellowkey MLS ID: O6415957
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 888 Built: 1958 Tax: $3,920 (2025)Community: LongwoodSingle Family
Taxes:$3,920
High School: Winter Springs High
Remarks: Under contract-accepting backup offers. Situated on an oversized double lot in the heart of Longwood, this 2-bedroom, 1-bath home offers endless potential for homeowners and investors alike. Offering a spacious living room, a functional kitchen, and an updated bathroom with walk-in shower, the home also features tile flooring throughout the main living areas and carpet in the bedrooms, making it ready for someone to move in and make it their own. Just off the kitchen and dining area, a recently installed patio creates the perfect outdoor entertaining space, complete with corner posts ready for shade sails or a custom covered seating area. The large lot provides mature landscaping, beautiful shade trees, and ample space to park an RV, boat, or additional vehicles with no HOA restrictions. Additional features include a covered carport with separate laundry room and utility sink, an extra storage room at the rear of the home, and a detached storage shed with an attached covered storage area ideal for lawn equipment, tools, or outdoor gear. Roof replaced in 2015, water heater installed in 2022, New Washer & Dryer 2022, and connected to public sewer. Whether you're searching for your first home, a solid investment property, or a home with room to expand and make your own, this versatile property offers endless possibilities.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Kerry Stafford (407-821-8600)
116 WINDMILL WAY, LONGWOOD, FL 32750
$596,00076 Days on yellowkey MLS ID: O6396045
1 Days Off yellowkey (back on 6/15/2026)
REDUCED by $17,000 (2.8%) on 05/20/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3077 Built: 1973Monthly Fee: $25 Tax: $5,427 (2025)Community: Sleepy Hollow 1St AddSpa: YesSingle Family
Taxes:$5,427
Elementary School: Altamonte Elementary
Remarks: Under contract-accepting backup offers. Reduced price! Best value in the area! Beautiful, charming and spacious pool home on a nearly half-acre corner lot in the desirable Sleepy Hollow community of Longwood. This 4-bedroom residence offers over 3,000 square feet of living space with a functional split floor plan and generous living areas throughout. The ROOf IS NEW, only 2 years old, AC is 6 months old, and brand new insulation as well! The home features a beatiful pool with spa, and expansive outdoor space, perfect for entertaining, along with a large Florida room that provides additional flexible living space. Inside, you’ll find ceramic tile throughout, a welcoming family room with a stone fireplace, and a layout designed for both comfort and privacy. The primary suite includes dual closets, double vanities, and a walk-in shower. Additional highlights include a 2-car garage with extra storage and a fully fenced backyard with room for a boat or RV. Conveniently located near I-4, shopping, dining, and top-rated Seminole County schools.
Listing is courtesy of: URBAN CITY REALTY LLC (321-948-3411)
Listing Agent: Sandra Montano (321-948-3411)
605 WATER OAK LN, LONGWOOD, FL 32779
$499,00036 Days on yellowkey MLS ID: S5149703
REDUCED by $10,000 (2.0%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1831 Built: 1977Monthly Fee: $42 Tax: $4,720 (2024)Community: Sabal Point AmdSingle Family
Taxes:$4,720
Remarks: Florida Dream Home on Over Half an Acre in One of Longwood’s Most Desirable Neighborhoods! Seller motivate Don’t miss this incredible opportunity to own a beautifully updated home in a quiet, established community, while still being just minutes from shopping, dining, top-rated schools, and major highways. Located only 3 miles from Wekiwa Springs, Rock Springs, and King’s Landing, you’ll enjoy easy access to some of Florida’s most breathtaking natural attractions, famous for kayaking, outdoor adventures, and crystal-clear 72-degree mineral springs year-round. This spacious property offers endless possibilities with plenty of room to build your dream pool, create an outdoor oasis, or expand in the future. The home has been recently remodeled with major updates already completed, including a newer roof, gutters, and French drains (approximately 2 years old), updated AC, water heater, plumbing, and fresh exterior paint. Enjoy the perfect combination of privacy, modern comfort, and an unbeatable location close to everything Central Florida. This rare Longwood gem truly combines lifestyle, location, and value — schedule your private showing today before it’s gone! (Some photos have been virtually staged for visualization purposes.) Also option Available to LEASEDBACK . BUY NOW MOVE LATER
Listing Agent: Diana Sanchez (321-947-0107)
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