Location: Longwood
Do Not Show Listings
975 CROSS CUT WAY, LONGWOOD, FL 32750
$494,00036 Days on yellowkey MLS ID: O6405290
REDUCED by $5,000 (1.0%) on 06/05/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2289 Built: 1987Monthly Fee: $43 Tax: $7,021 (2025)Community: Hidden Oak EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,021
Elementary School: Longwood Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Greenwood Lakes Middle
Remarks: One or more photo(s) has been virtually staged. Tucked away on a quiet cul-de-sac in the sought-after Hidden Oak Estates community of Longwood, this wonderful four-bedroom, 2.5-bath home has a primary bedroom upstairs and another downstairs. Both have huge closets. The spacious floor plan offers formal living and dining rooms that are all open to the family room, perfect for everyday living and entertaining alike. The spacious eat-in kitchen has a great layout and a cozy view of the family room with its wood-burning fireplace. New water heater and new plumbing throughout. The seller has a quote and will credit the buyer for the cost of roof replacement at closing. Main living areas have new luxury vinyl tile floors, vaulted ceilings and French doors. All naturally light and bright with tons of windows. Along the back of the house is a glassed-in (with screens) covered porch with a wet bar and plenty of space for play, ping pong or homeschooling. The backyard is quite large with plenty of room to add a pool. Ideally in the heart of Longwood, this home is just minutes from top-rated Seminole County schools, Orlando Health South Seminole Hospital, AdventHealth Hospital, shopping and dining and the lovely Historic Downtown Longwood. Close-by recreation includes Reiter, Big Tree and Wekiva Springs Parks and the Aiguille Rock Climbing Center. Commuters will appreciate being only five minutes from the SunRail station and about 10 minutes to State Road 417 and Interstate 4. Start your next chapter in this lovely home!
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Jan Walker (407-718-9644)
204 W RIDGEWOOD CT, LONGWOOD, FL 32779
$449,0009 Days on yellowkey MLS ID: TB8515106
0 Days Off yellowkey (back on 6/5/2026)
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
Elementary School: None
High School: None
Middle School: None
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)
1860 MARLEY PL, LONGWOOD, FL 32750
$425,00024 Days on yellowkey MLS ID: O6409046
REDUCED by $10,000 (2.3%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2060 Built: 1998Monthly Fee: $39 Tax: $2,132 (2025)Community: Chelsea PlaceSingle Family
Taxes:$2,132
Elementary School: Highlands Elementary
High School: Lake Mary High
Remarks: Under contract-accepting backup offers. Welcome home to Chelsea Place — where comfort, style, and everyday living come together beautifully. This exceptional 3-bedroom, 2-bath home at 1860 Marley Place offers an inviting blend of warmth, functionality, and energy efficiency in one of Longwood’s most desirable and convenient locations. From the moment you walk through the front door, you’ll be captivated by the open, light-filled design featuring soaring 9’3” ceilings, elegant architectural details, decorative arches, built-ins, and plant shelves that create a sense of charm and character throughout the home. Designed with both entertaining and daily living in mind, the spacious kitchen is truly the centerpiece of the home, offering a center island, breakfast bar, pantry, cozy breakfast nook, and abundant cabinetry and storage space. Just beyond, the adjoining family room creates the perfect gathering place for family and friends, highlighted by a custom built-in entertainment center that accommodates up to a 63” TV and includes premium electronics such as a subwoofer, 12 in. wall speakers, sound bar, and Sony receiver — creating an incredible atmosphere for movie nights, holidays, and unforgettable game day celebrations. Recent Updates Include: ROOF 2020, A/C 2021, WATER HEATER 2018, and SOLAR PANEL SYSTEM 2020 which adds even greater value. The home features a whole-house solar panel system designed to provide impressive energy efficiency, low monthly electric bills, and long-term savings — allowing you to enjoy comfort with peace of mind. Current owner will payoff current solar panel system at closing. The private primary suite offers a relaxing retreat at the end of the day. The 4th bedroom/bonus room is a flexible, open space ideally suited for a home office, fitness space, or creative studio. The other 2 bedrooms are perfect for accommodating family, guests, or a private home office. Step outside and unwind on the inviting porch, perfect for morning coffee or quiet evenings, while the 2-car garage and expansive attic storage with floor decking provide exceptional space for organization and convenience. Take a peek in the lighted attic and be amazed at the temperate climate created by enhanced foam insulation which makes the house and attic cooler, further contributing to energy efficiency. Seven ceiling fans throughout the home create an atmosphere of cool comfort. Perfectly situated near healthcare facilities, shopping, restaurants, parks, and major conveniences, this home offers more than just a place to live — it offers a lifestyle of comfort, connection, and ease. Opportunities like this in Chelsea Place don’t come along often. Come experience all that this Longwood gem has to offer and imagine yourself finally feeling at home.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Jeff Singletary (407-383-1933)
216 THISTLEWOOD CIR, LONGWOOD, FL 32779
$619,90036 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
Taxes:$6,425
Elementary School: Sabal Point Elementary
Tax Year: 2024
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)
375 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$668,00069 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
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)
470 FREEMAN ST, LONGWOOD, FL 32750
$475,00044 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)
3206 CLUBSIDE DRIVE #3206, LONGWOOD, FL 32779
$250,0009 Days 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
$289,9009 Days 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)
318 VALLEY DR, LONGWOOD, FL 32779
$715,00050 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
High School: Lake Brantley High
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)
1805 MEADOWBEND DR, LONGWOOD, FL 32750
$1,400,00082 Days on yellowkey MLS ID: O6392482
Bed: 5 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4000 Built: 1985Monthly Fee: $25 Tax: $7,684 (2024)Community: Meadowlands 5 Acre DevSpa: YesSingle Family
Taxes:$7,684
Remarks: Priced below appraisal. Welcome to 1805 Meadowbend Dr, a small gated enclave of 6 estate homes. This impressive property offers a unique blend of country living within city limits. Spanning over 4,000 sq ft on a sprawling 5-acre lot, this residence is priced at $1,400,000. The home showcases a downstairs master bedroom complete with a sitting area. The master suite features double California closets and an ensuite bath equipped with a soaking tub, separate shower and vanity with double sinks. Additionally, it provides direct access to the pool area for added convenience. There are 4 additonal bedrooms and 3 additional baths with one recently updated to be ADA compliant. The common areas are designed for comfort and entertaining. A combined living-dining room boasts a gas fireplace and large sliders providing picturesque views of the pool. The light-filled chef's kitchen is fitted with double ovens and extensive counters, opening up to the breakfast nook and family room. More than just functional spaces, these rooms exude charm through details such as built-in bookshelves, big screen TV and surround sound system in the family room. A large bonus room offers further flexibility while leading out to the pool and outdoor covered patio featuring a built-in grill. Outdoor amenities include a screened pool, spa and porch overlooking the lovely yard and stables. Equine enthusiasts will appreciate the five-stall stable with tack room, corral, and pasture. Additional structures include multiple sheds and outbuildings spread across the property. The garage features a sleek look with cabinets for storage and parking that can accommodate four cars. Sports lovers can enjoy their own lighted tennis court that also includes a basketball hoop. The entire compound benefits from dusk-to-dawn lighting along with an extensive sprinkler system for easy maintenance. Efficiency has been prioritized in this home’s design with minimal running costs ensured by an installed $30k 11.7 KW peak solar system controlled by an app. Other recent updates include new doors & windows (2020) and metal roof installation (2020). Water heater exchange system. Water supply comes from a well equipped with water softener, chlorinator and carbon filter ensuring quality supply throughout the house. Safety is prioritized with a monitored security system and a gated community setting. Longwood, FL offers a plethora of amenities. Enjoy easy access to quality schools, shopping centers, health facilities, recreational parks, and dining options. Its location also provides convenient commute times to nearby cities. Every aspect of this home has been thoughtfully designed and meticulously maintained to create a truly unique living experience. You are invited to step into this world of comfort and luxury at 1805 Meadowbend Dr. Termite Bond in effect. Items that do not convey: Big Cranes and Bear in Garden and Tesla Charger in Garage.
Listing is courtesy of: PERFECT FIT PROPERTIES (407-310-3878)
Listing Agent: Christy Fauquher (407-310-3878)
351 W HORNBEAM DR, LONGWOOD, FL 32779
$750,00053 Days on yellowkey MLS ID: O6400662
0 Days Off yellowkey (back on 4/21/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2778 Built: 2026Monthly Fee: $49 Tax: $2,578 (2024)Community: Sabal Point AmdSingle Family
Taxes:$2,578
Remarks: Under Construction. Welcome to one of the most exciting new builds to hit Longwood's coveted Sabal Woods subdivision in years. This stunning 4-bedroom, 3-bathroom home with a spacious office/flex room is a rare opportunity — block construction offering superior durability, energy efficiency, and long-term peace of mind backed by a comprehensive 2/10 Builder's Warranty. From the moment you arrive, the curb appeal speaks for itself. A canopy of mature oaks lines the road leading to the home, where brick exterior accents and cedar shake detailing set an impressive first impression on a generous .32-acre lot. Step inside and discover a thoughtful floor plan designed with purpose and flow in mind — ideal for growing families or those who work from home. The large dedicated office/flex room provides the versatility today's buyers demand. Soaring coffered ceilings in the master suite add a touch of elegance, while the oversized walk-in shower and enormous walk-in closet make every day feel like a retreat. At the heart of the home, the kitchen is thoughtfully designed with crisp white shaker-style cabinets, stunning quartz countertops, designer gold hardware, and a sleek timeless backsplash — a combination that anchors the home with both style and sophistication. Brand-new energy-efficient double-pane windows keep utility costs down while flooding every room with natural light. Stainless steel appliances complete this kitchen built to impress. LVP flooring flows throughout the main living areas, with plush carpet in the bedrooms for added comfort underfoot. The oversized 2-car garage offers ample storage and parking, and the expansive backyard is a blank canvas with serious upside. The previous pool has been fully removed, meaning there are zero obstacles for future pool construction or backyard customization — just bring your vision!
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Tyler Deans (407-319-2493)
301 MAGNOLIA LAKE, LONGWOOD, FL 32779
$1,449,000207 Days on yellowkey MLS ID: O6360515
1 Days Off yellowkey (back on 6/4/2026)
Bed: 6 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 6550 Built: 1981Monthly Fee: $367 Tax: $293 (2025)Community: Sweetwater ClubSpa: NoSingle Family
Taxes:$293
Remarks: Almost a $1,000,000 of asking is an assumable loan at 4.75. Dream home with beautiful environment galore. Flowing open floor plan with high ceilings and crown molding throughout. Theater room, Florida room with indoors grill, 2 wood burning fireplaces, beautiful sought after community, gated with guards 24/7, wide large lots. Must see this picturesque environment filled with wealth and luxury. Priced to sell quickly, don't miss this once in a lifetime opportunity!
Listing is courtesy of: DOVER INTERNATIONAL CO., INC. (407-333-0711)
Listing Agent: Leslie Golliday (269-325-7816)
413 WILLOWBROOK LN, LONGWOOD, FL 32779
$549,99938 Days on yellowkey MLS ID: O6405037
2 Days Off yellowkey (back on 5/29/2026)
REDUCED by $15,000 (2.7%) on 05/22/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2211 Built: 1981Monthly Fee: $46 Tax: $4,171 (2024)Community: Cypress Landing At Sabal PointSingle Family
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Located in the highly sought-after Sabal Point community in Longwood, Florida, this beautifully maintained pool home delivers the lifestyle buyers are chasing right now. Surrounded by mature tree-lined streets in one of Central Florida’s most established communities, Sabal Point is known for its scenic nature trails, strong community feel, top-rated Seminole County schools, and unbeatable access to shopping, dining, and everyday conveniences, all just minutes from Wekiwa Springs State Park. Inside, you’ll find over 2,000 square feet of thoughtfully designed living space featuring soaring ceilings, multiple skylights, hardwood floors and a bright open layout built for both everyday living and entertaining. The flexible floor plan includes 4 bedrooms, 2 bathrooms, a flex room and a two-car garage with its own mini split AC system. Step outside to your oversized fully fenced backyard with a private pool and plenty of room to entertain, relax, and enjoy Florida living year-round. Opportunities to own a move-in ready pool home with this combination of space, flexibility, location, and lifestyle in Sabal Point rarely come available, schedule your showing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
637 PASADENA AVE, LONGWOOD, FL 32750
$465,00010 Days on yellowkey MLS ID: S5149312
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2167 Built: 1957 Tax: $700 (2024)Community: Lake Wayman HeightsSingle Family
Taxes:$700
Remarks: Beautifully renovated home offering over 2,000 square feet of living space in a quiet, well-located residential neighborhood near major roadways, shopping, dining, and everyday conveniences. This spacious 4-bedroom, 2-bath property features new luxury vinyl flooring throughout, updated bathrooms, a large family room, living room, and multiple extra spaces throughout the home for added flexibility and comfort. The property also includes an additional room that can easily be used as a studio, office, storage space, hobby room, or anything that fits your needs. A separate laundry room adds extra convenience. Outside, you’ll find a large rear carport with plenty of space for vehicles, boats, equipment, or additional storage, plus extra storage space in the backyard. Perfect for first-time homebuyers or investors seeking strong income potential, the home offers two separate entrance doors, creating the possibility for flexible living arrangements or rental opportunities. Schedule your private showing today!
Listing is courtesy of: RESILIENT MIND REALTY GROUP (407-922-4428)
Listing Agent: Thay Barrera Troya (689-278-5059)
513 E WILDMERE AVE, LONGWOOD, FL 32750
$650,00010 Days on yellowkey MLS ID: O6412877
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2030 Built: 1984 Tax: $6,383 (2024)Community: West WildmereSingle Family
Taxes:$6,383
Middle School: Milwee Middle
Remarks: Motivated Seller! This beautifully remodeled, move-in ready home sits on over half an acre of landscaped land, offering plenty of space, privacy, and comfort. With an extensive list of updates throughout, this is a home you truly need to see in person to fully appreciate. From the moment you arrive, the extended paver driveway gives the home a welcoming feel and adds to the sense of privacy. Inside, you’ll find a bright, open floor plan with high ceilings, fresh interior paint, new porcelain flooring, and modern finishes throughout. The layout feels spacious and inviting, making it ideal for both everyday living and entertaining. The remodeled gourmet kitchen, completed in 2023, is one of the highlights of the home. It features top of the line LG appliances, sleek countertops, and a beautiful waterfall island that opens directly into the main living areas. The home also includes a dedicated office with French doors, giving you a great space for working from home, hobbies, or flexible use. Major updates include a new roof in 2023, gutters with LeafFilter guards in 2023, new interior doors in 2023, new porcelain flooring in 2023, fresh interior paint, and a new pool pump in 2026. Step outside and enjoy the screened in lanai, LED-lit pool, and massive backyard with room to relax, entertain, or even park an RV. The property also includes an 8x10 hurricane-rated storage shed, adding extra storage and peace of mind. Located in a convenient Longwood location with no HOA or CDD fees, this home offers flexibility and value that can be hard to find. You’ll be just minutes from local favorites like Hourglass Brewing and Papa Bees Chicken Wings, along with everyday conveniences including Publix, Target, CVS, Walgreens, Home Depot, Wawa, Lowe’s, Altamonte Mall, Walmart, Whole Foods, and easy access to I-4. Orlando Health South Seminole Hospital is approximately 5 minutes away, and AdventHealth Altamonte Springs is about 10 minutes away. With thoughtful updates, a spacious lot, a private backyard, and a highly convenient location, this home is a rare opportunity in Longwood. Schedule your private tour today!
Listing is courtesy of: VALSTAR REALTY LLC (407-925-1567)
Listing Agent: Teresa Valdes (407-925-1567)
884 CUTLER RD, LONGWOOD, FL 32779
$599,00071 Days on yellowkey MLS ID: O6396152
REDUCED by $16,000 (2.6%) on 06/03/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2601 Built: 1973 Tax: $5,101 (2025)Community: Cutler CoveSpa: NoSingle Family
Taxes:$5,101
Remarks: One or more photo(s) has been virtually staged. ***Price Improvement*** Welcome to this beautifully updated 5-bedroom, 3-bathroom home nestled on a quiet street in Longwood's sought-after 32779 zip code, just steps from the top-rated Sabal Point Elementary and minutes from everything the Lake Brantley area has to offer. With 2,601 square feet of thoughtfully designed living space on a generous 0.30-acre corner lot, this home delivers the space, style, and location today's buyers are searching for, with no HOA and the freedom to make it truly your own. A large private driveway leads you home, complemented by an oversized 2-car garage with ample storage. Step inside and you're greeted by an expansive open floor plan filled with natural light from large front windows, creating a bright and inviting atmosphere throughout. At the heart of the home, the kitchen is built for both everyday living and effortless entertaining. White shaker cabinets, a large island with stunning quartz countertops and waterfall edges, and stainless steel appliances. The open floor plan flows seamlessly into the living and dining areas — a layout that brings people together naturally. Peace of mind comes built in with major updates already done for you — a new roof in 2021, new AC in 2021, water heater in 2022, upgraded double-pane windows, and new LVP flooring throughout installed in 2021. The large primary suite offers a comfortable retreat complete with a double vanity and walk-in shower, while the additional bedrooms and bathrooms provide all the flexibility a modern family needs. Outside, a large covered and screened patio overlooks a fully fenced backyard with beautiful pavers — perfect for morning coffee, weekend entertaining, or simply unwinding. A 7-zone irrigation system keeps everything green with ease, and with plenty of room to add the pool of your dreams, the backyard is a blank canvas ready for your vision. Located in one of Seminole County's most desirable family-friendly communities with easy access to parks, nature, shopping, dining, and major commuter routes — this move-in-ready home is an exceptional opportunity. Corner lot. No HOA. Top-rated schools. Come see it before it’s gone.
217 TOMOKA TRL #217, LONGWOOD, FL 32779
$240,000133 Days on yellowkey MLS ID: O6376759
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1599 Built: 1974Monthly Fee: $722 Tax: $2,614 (2024)Community: Wekiva Villas CondoCondo
Taxes:$2,614
Remarks: Welcome to the tropical paradise of the Springs! This beautiful 2 bedroom 2 bath second story condominium has been up-dated and is ready for its new owner. Once you enter this home you will be swept away by its soaring ceilings and light and bright windows. This beautifully decorated home feels so much larger than it is. Enjoy your up-dated kitchen with plenty of storage and work space; great for entertaining friends and family. The dining area is open and bright, and adjoins the family room featuring a built-in fireplace with vaulted ceilings and natural light, and leads to your private one-of-a-kind balcony. The primary bedroom with its vaulted ceiling is spacious and can accomodate large furniture. The ensuite bath features a walk-in closet, two vanities and a shower/tub combo. The primary bedroom also opens up to a private balcony; perfect for that morning cup of coffee. The large guest bedroom is spacious and is perfect for guests or even a roommate! A separate bath is just off the guest room. The guest room features an adjoining balcony. There is a large second story loft that would make a great office space, television room or even another bedroom. The possibilities are endless. The piece of resistance of this beautiful condo is living in the Springs; one of Longwood's premiere guard-gated communities. Your monthly HOA includes :Exterior Maintence, including roofs, grounds, pool, Water, Sewer and Trash. The Springs HOA also includes 24 hour gated security,and community access, Private nature trails, Access to the horse stables, The yearly event of the springs concerts and so much more. You will soon be living in a lush tropical paradise, that is close to everything including: Restaurants, Shopping, Medical and so much more! Call today to schedule your private showing.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Tim Swanson (321-356-7246)
1735 TIMOCUAN WAY, LONGWOOD, FL 32750
$550,00028 Days on yellowkey MLS ID: S5150078
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1708 Built: 1982 Tax: $4,446 (2025)Community: Spring HammockSpa: NoApartment
Taxes:$4,446
Remarks: Rare 3.39-Acre Income-Producing Estate in Sought-After Seminole County Discover an exceptional opportunity where wide-open freedom meets unbeatable value on this 3.39-acre property in one of Central Florida's most desirable locations. Built in 1982, this versatile estate seamlessly blends modern comfort with rural charm — providing a lifestyle that's increasingly hard to find. Turnkey Income Generation This is more than a home — it's a smart investment. The property generates $3,200 monthly in rental income from a fully tenanted duplex featuring a 2-bedroom unit and a 1-bedroom unit, both with a newly renovated kitchen and modern appliances. With financials already in place, buyers need only a down payment — the rental income takes care of the rest. (Detailed financial analytics available upon request.) Endless Possibilities Zoned with flexibility in mind, this property is a rare blank canvas: Homestead your dream lifestyle with room to grow Launch a boutique farm — farm animals are welcome Develop commercially — strong rezoning potential for industrial or office use Open a Farm to Table Gourmet Restaurant Location That Has It All Nestled alongside the iconic Big Tree Park, you'll enjoy the tranquility of nature while remaining moments from city conveniences. Just minutes to Ronald Reagan Boulevard and Lake Mary Boulevard, with quick access to: Longwood SunRail Station — 4 min Lake Mary SunRail Station — 7 min Altamonte Springs — 10 min Orlando Sanford International Airport — 16 min Orlando International Airport — 39 min Lake Mary and Altamonte Springs Shopping Malls — 7-10 minutes away A Lifestyle, Not Just a Listing Owners are relocating, creating a rare window of opportunity for the right buyer. Whether you're an investor, entrepreneur, homesteader, or developer — opportunities of this caliber rarely come to market. How to Submit Your Interest With strong interest anticipated, buyers are encouraged to submit their highest and best interest using an escalation addendum. All interests will be reviewed no later than May 30th, 2026. Serene country living. Strong rental income. Commercial upside. All just minutes from the heart of the city.
Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)
Listing Agent: Sukumar Haldar (516-508-0791)
222 W COTTESMORE CIR, LONGWOOD, FL 32779
$459,00046 Days on yellowkey MLS ID: O6402708
0 Days Off yellowkey (back on 6/3/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1891 Built: 1977Monthly Fee: $23 Tax: $5,117 (2024)Community: Wekiva Hunt Club 3 Fox Hunt Sec 3Spa: YesSingle Family
Taxes:$5,117
Elementary School: Wekiva Elementary
Middle School: Teague Middle
Remarks: Under contract-accepting backup offers. Upgraded & Updated, lovely move-in ready, 3 bed, 2 bath, pool home in desirable Wekiva Hunt Club neighborhood. NEW ROOF being put on by seller before closing. Upgraded paver driveway and walkway set the tone as you approach the double front doors and step inside this beautiful abode. Large ceramic tile leads you into the living room with wood burning fireplace and travertine tile accent wall, while a double set of French doors brings in light from the covered and screened back porch. Through the large separate dining room, the well-appointed renovated kitchen is sure to please. With solid wood cabinets, granite countertops, and stainless-steel appliances, a charming bay window makes the perfect breakfast nook for your morning coffee. Offering a split bedroom plan, the spacious primary suite with wood floors has a large walk-in closet, ensuite bathroom with granite topped vanity, and tiled shower. On the other side of the home are 2 large secondary bedrooms (both with NEW carpeting) and hall bathroom with tub/shower combo. Inside laundry room (washer/dryer stay) is on the way to the oversized 2 car garage. The covered screened back porch is the perfect place to sit and enjoy the peaceful fully fenced backyard with a private pool, separate hot tub, and still plenty of room for pets and kids to play in the grassy area. Home updates include: new roof being put on 2026; new carpeting in bedrooms 2026; HVAC 2019; total kitchen and bath remodels, double pane windows, electrical panel and replumb to CPVC 2015. Come live the active community lifestyle with walking and bike trails, community center, pickleball and tennis courts, and parks and playgrounds. Wekiva Golf Club is only 1.2 miles away and the stunning greens run through the community. Sought after and highly rated schools too: Wekiva Elementary, Teague Middle and Lake Brantley High.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Steven Ritz (321-277-8271)
204 GREEN LAKE CIR, LONGWOOD, FL 32779
$775,000425 Days on yellowkey MLS ID: O6299404
REDUCED by $10,000 (1.3%) on 05/14/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3496 Built: 1978Monthly Fee: $54 Tax: $4,254 (2024)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$4,254
Remarks: Welcome to this great Sweetwater Oaks home!! This expansive 4 bedroom, 3 and a 1/2 bathroom home has so much to enjoy!! The home is located on a quiet street and surrounded by beautiful tropical landscaping on the private .55 acre low maintenance lot! The interior of this home features split plan bedrooms, 3 full bathrooms, a pool bathroom, a private bathroom shared between two bedrooms(Jack and Jill) a convenient and classy half bathroom, soaring ceilings, an amazing wood burning fireplace in the main room, the spacious home office is private and quiet with French Doors, the room sizes are huge and storage space is abundant! The upstairs loft currently is a great hideaway but could be a game room/office/study/5th bedroom/hobby room/etc!! The kitchen is ready to go with a very nice banquette and built in appliances! The back porch is one of the largest in the community and perfect for relaxing by the giant solar heated lagoon pool or hosting the largest gathering! The side entry garage is oversized and measures 576 square feet, room for cars and toys!! The home was just replumbed, the AC units are newer, the roof was replaced in 2020, the solar pool heating system replaced in 2021. The home is carpet free, low maintenance ceramic tile and laminate flooring makes life easier!! 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, 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!!
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