Displaying: For Sale
Location: Longwood
Property Type(s): Single Family
Price: $500,000 to $599,000
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Longwood - 35 properties found
700 BLUE LAKE DR, LONGWOOD, FL 32779
$550,00016 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,522
Elementary School: Sabal Point Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Rock Lake Middle
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)
108 S TIMBERCOVE, LONGWOOD, FL 32779
$565,0002 Days on yellowkey MLS ID: O6418714
0 Days Off yellowkey (back on 6/23/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2831 Built: 1971Monthly Fee: $104 Tax: $3,011 (2025)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$3,011
Remarks: Fantastic investor opportunity in desirable Sweetwater Oaks! This concrete block 4-bedroom, 3-bath screened pool home offers endless potential for investors, flippers, or buyers looking to remodel and create their dream home. HVAC 2025! Located in a top-rated Seminole County school district, the community features private access to Lake Brantley, pickleball and tennis courts, playgrounds, parks, and picnic areas. Conveniently located near I-4 with easy access to Downtown Orlando, Lake Mary, Historic Sanford, Mount Dora, two international airports, shopping, dining, and world-famous attractions. Bring your vision and unlock the potential of this exceptional property. Opportunity awaits!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Joseph Pacholski (407-761-5901)
105 E COTTESMORE CIR, LONGWOOD, FL 32779
$539,00054 Days on yellowkey MLS ID: O6403980
REDUCED by $11,000 (2.0%) on 05/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2244 Built: 1977Monthly Fee: $23 Tax: $3,894 (2024)Community: Wekiva Hunt Club 3 Fox Hunt Sec 3Single Family
Taxes:$3,894
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Sought after Wekiva home located off Hunt Club. This is a 4 bedroom, 2 bath home with an extra bonus room right off the prime bedroom. Spacious house that is well maintained, all stainless steel appliances, working fireplace, shutters in windows. Back yard has access to the wekiva trail for walking and running. Paved pool patio, pool. Two parks with in walking distance. This house comes with an electrical disconnect for a generator in case a power outage. Beautifully maintained home featuring ceramic tile throughout—no carpet anywhere. Elegant crown molding enhances the living room, dining room, and primary bedroom, while custom interior shutters add timeless style to every window. Enjoy the bright Florida room for additional living space and a large private bonus room directly off the primary suite, perfect for an office, nursery, fitness room, or retreat. Step outside to your own backyard oasis with a saltwater pool featuring a brand-new Hayward salt cell, a premium hardwired hot tub with newer cover and pressure switch, covered patio, and private cabana. The fully fenced yard is surrounded by mature landscaping and illuminated by hardwired outdoor lighting, creating the perfect setting for relaxing or entertaining. Direct access to scenic walking trails behind the home adds even more appeal. Additional upgrades include a new A/C condenser, complete irrigation system for easy lawn maintenance, and a generator inlet box for quick emergency power connection. This home offers the perfect combination of comfort, convenience, and resort-style outdoor living.
Listing is courtesy of: PRIMAC GROUP, INC (407-889-7075)
Listing Agent: Andre Diaz (407-252-8533)
884 CUTLER RD, LONGWOOD, FL 32779
$599,00082 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 on space, style, and location, 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.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Tyler Deans (407-319-2493)
105 CEDAR OAK TRL, LONGWOOD, FL 32750
$599,00056 Days on yellowkey MLS ID: O6403317
REDUCED by $1,000 (0.2%) on 06/19/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2212 Built: 1973 Tax: $2,305 (2024)Community: Woodlands Sec 4Spa: YesSingle Family
Taxes:$2,305
Remarks: Absolutely Everything You’ve Been Looking For — in the Sought-After Woodlands Community of Longwood! This lovingly maintained home has been cherished by the same owners for 39 years and is now ready to welcome new memories. With an ideal multigenerational floor plan, in-law suite, sparkling pool with natural gas heater, and huge yard, this home truly has it all. Key Features Spacious Layout: Bright, open floor plan with flexible living spaces — perfect for entertaining or quiet family living. Gourmet Kitchen: A chef’s dream with an abundance of rich wood cabinetry featuring 42" cabinets, soft-close drawers, granite countertops and backsplash, stainless appliances featuring double ovens with convection, 5 burner gas cooktop, microwave, and ample amounts of counter space. A large window overlooks the pool, and the breakfast bar is ideal for casual meals. Comfortable Gathering Spaces: The kitchen opens to a large family room with French doors leading to a massive 30-foot screened lanai with gorgeous wood ceiling and huge paddle fans, perfect for summer barbecues and poolside relaxation. A separate dining area features elegant built-in cabinetry. Versatile Living Room: A huge formal living room (or flex space) features a gorgeous gas fireplace surrounded by beautiful stone and framed by custom shelving—ideal for a game room, home theater, or play area. Private Primary Suite: The spacious primary retreat includes French doors overlooking the pool, dual closets, and an ensuite bath with double sinks and walk-in shower. Large Bedrooms: Spacious secondary bedrooms with large closets and conveniently located near full bath with pool access. In-Law Suite: Thoughtfully designed newer addition with its own private entrance, full bath, dual sinks, walk-in shower, and a generous 23’ x 12’ living space—perfect for guests or multigenerational living. Outdoor Oasis: Enjoy the 8-foot-deep screened pool and spa with natural gas heater for year-round swimming. The 30’ x 17’ lanai has a natural gas hookup for grilling and entertaining. Despite the large pool, there’s still ample green space on your .29-acre yard for gardening. Seller added a separate Well for Irrigation System to keep your plants lush and green and watering costs low!. Bonus size indoor laundry room, extra storage closets throughout and large two car garage. Updates include: Brand-new plumbing, new electrical panels, 2020 roof, replaced windows, Kitchen update, bathroom showers retiled, pool resurfaced within last 10 years, exterior paint and freshly painted living areas. Four-point inspection available. Location & Lifestyle In the heart of Seminole County, zoned for top-rated schools and just minutes from I-4, world-famous attractions, dining, and shopping. This home blends classic character with modern comfort in one of Longwood’s most desirable neighborhoods. Come see why this home truly has everything you’ve been searching for—and more!
Listing Agent: Mindy Machock (407-461-1866)
901 CUTLER RD, LONGWOOD, FL 32779
$538,50018 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)
247 N MOUNTS BAY CT, LONGWOOD, FL 32779
$560,00044 Days on yellowkey MLS ID: O6405504
1 Days Off yellowkey (back on 6/23/2026)
REDUCED by $15,000 (2.6%) on 05/28/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2287 Built: 1989Monthly Fee: $23 Tax: $3,159 (2024)Community: Wekiva Hills Sec 10Spa: NoSingle Family
Taxes:$3,159
Elementary School: Wekiva Elementary
Middle School: Teague Middle
Remarks: Under contract-accepting backup offers. Spacious Pool Home on a Private Corner Lot - Perfect for Entertaining!! Welcome to this beautifully maintained 4-bedroom, 2.5 bath home offering the perfect blend of space, comfort, and Florida-style living. Situated on a private corner lot, this property provides added privacy, a fully usable yard, and excellent curb appeal in a highly desirable setting. Inside, you'll find a bright and open floor plan filled with natural light-perfect for entertaining. The home features formal living and dining rooms for hosting guests, along with a welcoming family room and kitchen combination with a cozy fireplace, creating an inviting space for both everyday living and gatherings. The kitchen offers ample cabinetry and generous counter space, designed for both functionality and ease of use. The single-story layout provides convenience and accessibility, with four spacious bedrooms, including a relaxing primary suite complete with a private en-suite bath and plenty of closet space. Additional bedrooms offer flexibility for family, guests, or a home office. Step outside to your own private retreat - a large, screened lanai with a sparkling pool, perfect for entertaining or enjoying Florida's year-round outdoor lifestyle. The yard is fully fenced (2019), offering added privacy, security, and space for pets or play. Additional highlights include: - Rood replaced in 2020 - Partial window replacement 2018 for improved efficiency - 2-car steel hurricane-rated garage door - Steel entry door into the home from the garage Ideally located close to golf courses, shopping, and dining, this home offers the perfect combination of lifestyle, convenience, and location. Don't miss your opportunity to own this exceptional single-story pool home - schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: James Begor (407-221-9134)
76 SWEETBRIAR BR, LONGWOOD, FL 32750
$575,000112 Days on yellowkey MLS ID: O6387478
REDUCED by $5,000 (0.9%) on 05/05/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2186 Built: 1973 Tax: $6,141 (2024)Community: Woodlands Sec 3Single Family
Taxes:$6,141
Elementary School: Woodlands Elementary
High School: Lyman High
Remarks: SOLAR PAID OFF AT CLOSING WITH FULL PRICE OFFER!! Say goodbye to electricity bills!!!Welcome to your Florida sanctuary, where lakefront living reaches its finest expression. Nestled within the coveted Woodlands community, this exceptional residence invites you to embrace the quintessentially Floridian lifestyle—just bring your kayak or canoe and step into a world of tranquil waterside serenity. Boasting four generously proportioned bedrooms and three full bathrooms, this thoughtfully designed open-concept home radiates pride of ownership and meticulous care. Recent updates include a roof less than seven years old, a beautifully appointed kitchen, was reimagined in 2021 with custom cabinetry, gleaming quartz countertops, a new dishwasher, and a gas range crafted to inspire the inner chef. Step outside to your private oasis: a welcoming inground pool featuring a newly installed liner in 2021, all enveloped by a screened porch where you can linger as the evening light dances across the expansive backyard and tranquil lake. If saving money is more of your style, trade in most of your electricity bill for the newly installed solar panels. There is even a generator for stormy weather! Only a brisk walk to Rock Lake Elementary makes school transportation a breeze. Whether hosting lively gatherings or savoring quiet moments, the seamless flow between indoor and outdoor spaces creates an unparalleled setting for both relaxation and entertainment. This is more than a home—it is your invitation to claim a piece of paradise and experience the highly sought-after Florida lifestyle in all its splendor. Come, preview the life that awaits you.
Listing is courtesy of: MAVREALTY (727-314-3942)
Listing Agent: Robert Kirkwood, Iv (321-297-6489)
1653 WINDY BLUFF PT, LONGWOOD, FL 32750
$580,0007 Days on yellowkey MLS ID: O6417754
0 Days Off yellowkey (back on 6/21/2026)
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
High School: Lake Mary High
Remarks: MULTIPLE OFFERS, PLEASE SUBMIT HIGHEST & BEST OFFER BY 5:00 p.m. on JUNE 21. Absolutely stunning, fully updated 3-bedroom, 2.5-bath pool home located in the highly sought-after Northridge community of Longwood! Located on a quiet cul-de-sac, you're going to love everything this home has to offer. 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)
309 HICKORY DR, LONGWOOD, FL 32779
$520,00019 Days on yellowkey MLS ID: O6413953
0 Days Off yellowkey (back on 6/20/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1852 Built: 1976Monthly Fee: $54 Tax: $3,232 (2025)Community: Sweetwater Oaks Sec 06Single Family
Taxes:$3,232
Remarks: Virtually Staged. NEW ROOF Prior to closing on this Move-In Ready Pool Home in Sweetwater Oaks and with the SELLERS WILLING TO CONTRIBUTE TOWARDS BUYER'S CLOSING COSTS, it provides added flexibility and value for purchasers! Welcome to highly desirable Sweetwater Oaks, where this beautifully maintained 4-bedroom, 2-bathroom home offers the perfect blend of space, and comfort, with RECENT UPGRADES. The functional floor plan features separate living, dining, and family rooms, an eat-in kitchen, utility room, and walk-in pantry. Enjoy Florida living at its best with a large screened pool and covered lanai, ideal for relaxing or entertaining. The fully fenced backyard also features a new storage shed added in 2024. Major recent updates, all within the last year, provide peace of mind, including a new HVAC system, electrical panel, water heater, and microwave, plus a new dishwasher, flooring and baseboards in the living and dining rooms, fresh interior paint, painted pool deck, new blinds, updated lighting, and new electrical outlets and switches throughout. Additional improvements include a new pool patio roof and pool light (2020). With the new roof being installed prior to closing, this home offers peace of mind with all the recent improvements. Sweetwater Oaks residents enjoy deeded access to skiable Lake Brantley with a boat ramp, tennis and pickleball courts, picnic pavilion, and access to the Wekiva River, parks, and playgrounds. Conveniently located near top-rated Seminole County schools, shopping, dining, and major highways, this move-in-ready home is one you won't want to miss.
Listing is courtesy of: CHAMBERLAIN REALTY LLC (407-542-3033)
Listing Agent: Carol Pennington (407-335-0907)
342 COBLE DR, LONGWOOD, FL 32779
$520,000141 Days on yellowkey MLS ID: O6379074
REDUCED by $10,000 (1.9%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2596 Built: 1978Monthly Fee: $23 Tax: $2,766 (2024)Community: Wekiva Hills Sec 04Spa: NoSingle Family
Taxes:$2,766
Remarks: One or more photo(s) has been virtually staged. Major price appeal meets lifestyle living in Wekiva Hills! This three-bedroom, two-bath pool home stands out with dramatic ceilings, skylights, and a stunning stone fireplace that anchors the bright and open living space. Entertain with ease in the elevated dining area overlooking the living room, while the updated kitchen offers modern finishes, a large walk-in pantry, and a cheerful breakfast nook. The upstairs primary suite is filled with natural light and features a bonus sitting area, spacious closet, and refreshed bath. Out back, enjoy a screened patio and your private pool surrounded by mature landscaping. A rear gate opens directly to a peaceful walking trail—perfect for morning walks or evening relaxation. Light-filled, updated, and priced to move—don’t miss this Wekiva Hills opportunity.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Veronica Parker (407-718-6983)
1931 LOST SPRING CT, LONGWOOD, FL 32779
$500,00013 Days on yellowkey MLS ID: O6416262
REDUCED by $10,000 (2.0%) on 06/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1792 Built: 2002Monthly Fee: $229 Tax: $5,455 (2025)Community: The SpringsSingle Family
Taxes:$5,455
Remarks: The Springs, a Gated Community with Manned Security and Patrol, Walk to the Residents Only Park with a Spring Fed Lake, Community Pool, Clubhouse, Gazebo, Tennis Courts, Basketball Court and Playground. Beautiful Oak Trees are all over the Neighborhood, Truly a Special Place to Live. Engineered Hardwood Flooring throughout the downstairs, Kitchen has Shaker Cabinetry, Stainless Steel Appliances, The Floor Plan is Open Concept with the Great Room, Kitchen and Dining Room all Open. Great Room has a 20' Ceiling with a Balcony open from the upstairs. The Primary Suite is Spacious with a Whirlpool Tub, Separate Shower and Walk in Closet. Bed Room 2 and 3 have Large Windows and Generous Closets. The Inside Downstairs Laundry Room has built in Cabinets and Storage. Roof was installed 6/2021. Close Proximity to I-4, Shopping, Sanford, New Smyrna Beach, Disney, Seaworld and Advent Health Hospital and Orlando Health Lake Mary Hospital. A beautiful Home ready for a new family.
Listing is courtesy of: RCI REAL ESTATE INC. (407-256-0123)
Listing Agent: Devin Greene (407-236-2380)
923 OXFORD ST, LONGWOOD, FL 32750
$595,0005 Days on yellowkey MLS ID: O6418326
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1036 Built: 1900 Tax: $3,151 (2025)Community: Wildmere AmdSingle Family
Taxes:$3,151
Remarks: Great for an investor! Property already has a tenant in place and is being sold with the other 2 properties on the same premises of which one also has a tenant in place and one needs some TLC. Combined all 3 properties Lot size is over 1 acre. Great news, No HOA!!. This property was fully renovated 2 years ago and is very cozy and spacious with 2-bedroom/1 bath with lake view in the lovely Wildmere Community. Property features quartz counter top, stainless steel appliances, shaker cabinets and pantry, lots of natural light throughout the home, luxury vinyl flooring and ceiling fans and updated light fixtures. The 2 bedrooms have large closet space and the laundry room has washer and dryer for your convenience. The home is nestled between 2 lakes and conservation with a large backyard that allows for lots of privacy. Close to major highways, shopping and restaurants. If you need peace, quiet and a place to relax from the daily stress of everyday life to come home to, this one is just waiting for you!!
Listing is courtesy of: EATON REALTY SERVICES (800-630-1990)
Listing Agent: Arlene Cowan (800-630-1990)
521 GRANADA WAY, LONGWOOD, FL 32750
$579,00075 Days on yellowkey MLS ID: O6397339
REDUCED by $20,000 (3.3%) on 06/18/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2117 Built: 1980Monthly Fee: $25 Tax: $6,550 (2025)Community: Columbus HarborSingle Family
Taxes:$6,550
Elementary School: Longwood Elementary
Middle School: Milwee Middle
Remarks: Recent contract fell through. Lakeview Chateau Charm Meets Modern Luxury in Columbus Harbor. Discover the perfect blend of architectural character and modern peace of mind in this gorgeous 2000+ square foot, custom-designed 3-bedroom, 2.5-bathroom split-plan home. Tucked away on a quiet cul-de-sac, this lakeview retreat offers breathtaking views of Lake Fairy from nearly every corner of the house. Step through the sizeable foyer into a space defined by craftsmanship can be used as an extra sitting area. The "A-frame" great room serves as a true showstopper, featuring soaring vaulted ceilings, exposed cedar beams, and a floor-to-ceiling wood-burning stone fireplace. Professional custom wood trim and elegant wainscoting flow through the great room, dining area, and hallways, creating a warm, sophisticated atmosphere. For a unique touch, ascend the beautiful wood spiral staircase to a versatile loft. With its large picture window overlooking the grounds, it’s the ideal spot for a home office, playroom, or cozy reading nook. This home has been well maintained and updated for its next owner. Freshly Transformed (2025-2026). Full interior and exterior paint, plus professional new landscaping for instant curb appeal. The secondary bath was a total 2026 remodel (new tub, vanity, tile, and flooring), while the primary suite received a stylish 2026 refresh. The kitchen features premium stainless-steel appliances (2024) and durable luxury vinyl flooring (2022). New roof (2025) updated electrical with recessed lighting (2025), and a brand-new 2.5-ton HVAC unit (2024). Whether you’re enjoying the lake views from the secondary and primary bedrooms or hosting a dinner in the dining room, the water is always in sight. Relax on the large screened-in back porch or head out to the yard to soak in the Florida sunsets. As a resident of Columbus Harbor, you’ll enjoy private access to Lake Fairy for swimming, boating, and fishing, along with a community dock and boat ramp. Active living is easy with on-site tennis, pickleball, and basketball court. Plus, join in the fun with the neighborhood’s legendary annual Halloween and Christmas events! Schedule your private tour today to experience this one-of-a-kind lakeside lifestyle.
Listing is courtesy of: JERRY MCGEE REALTY, LLC (407-765-9147)
Listing Agent: Jerry Mcgee, Jr (407-765-9147)
207 LONESOME PINE DR, LONGWOOD, FL 32779
$559,90012 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)
1833 CROWLEY CIR, LONGWOOD, FL 32779
$550,000160 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
Middle School: Markham Woods Middle
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)
116 WINDMILL WAY, LONGWOOD, FL 32750
$596,00082 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)
302 TIMBERCOVE CIR, LONGWOOD, FL 32779
$599,00089 Days on yellowkey MLS ID: O6393377
0 Days Off yellowkey (back on 6/14/2026)
REDUCED by $1,000 (0.2%) on 05/11/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2199 Built: 1972Monthly Fee: $54 Tax: $6,163 (2025)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$6,163
Remarks: Under contract-accepting backup offers. Back on the market after significant updates completed for your peace of mind. The pool has just been refinished with beautiful new tile (June 2026), while a new roof and HVAC system were installed in 2025. With these major improvements already taken care of, this home is truly move-in ready. Now professionally staged and showing better than ever, this exceptional Sweetwater Oaks home is ready to impress its next owner. Located in the highly desirable Sweetwater Oaks community, this inviting residence blends timeless character with modern upgrades and smart-home convenience. With fresh furnishings thoughtfully showcasing each space, buyers can now truly experience the home’s layout, flow, and potential. The open-concept floor plan is filled with natural light, enhanced by recessed lighting and brand-new luxury vinyl plank flooring throughout. The inviting living area features a cozy wood-burning fireplace and flows effortlessly into the beautifully renovated kitchen. The kitchen is a true centerpiece, featuring a spacious island with a dramatic waterfall edge, quartz countertops, and abundant cabinetry. High-end smart appliances include a ceiling-mounted recessed range hood with remote control and a built-in oven and microwave combo with touchscreen functionality. Upgraded smart digital faucets with temperature-sensitive controls add a sleek, modern touch throughout the home. The primary suite offers a generous walk-in closet and a fully renovated en-suite bathroom. The guest bathroom includes a skylight for natural light and convenient direct access to the pool. Step outside to a spacious screened-in porch overlooking the pool — the ideal space for relaxing or entertaining. Additional highlights include a laundry room with a utility sink and pool access, plus an oversized side-entry garage with an extended driveway for ample parking. Sweetwater Oaks offers an exceptional lifestyle with amenities including tennis courts, playgrounds, private beach access, and Lake Brantley access for boating, fishing, and water sports. Just minutes from Wekiwa Springs State Park, you’ll enjoy nature trails, canoeing, and more. Zoned for top-rated Seminole County schools, including Lake Brantley High School. If you’ve seen this home before, it’s worth another look—you won’t want to miss how it feels now.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Cheryl Geluso (407-792-9796)
1861 CROWLEY CIR E, LONGWOOD, FL 32779
$555,90020 Days on yellowkey MLS ID: O6413487
REDUCED by $10,000 (1.8%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1986 Built: 1985 Tax: $2,254 (2025)Community: Mandarin Sec 5Spa: NoSingle Family
Taxes:$2,254
Remarks: MOVE IN READY!! Welcome to your dream home! This spacious & updated 3-bedroom, 2-bathroom, 1.10 acre property located off Markham Woods Road in Mandarin Estates offers everything you desire for comfortable and luxurious living. Step into the beautiful foyer and be greeted by an expansive living space filled with natural light pouring in through large windows. The split foyer & large formal living & dining rooms seamlessly flow into the family room w/ beautiful stone fireplace and kitchen creating an inviting atmosphere, perfect for entertaining guests or enjoying family time. The updated kitchen is a chef’s delight, boasting modern appliances, and plenty of storage for all your culinary needs. Luxurious granite kitchen counter tops add both functionality and style, providing additional workspace and a casual dining spot. Three generously sized split-plan bedrooms provide laminate flooring, ceiling fans, and large closets for all your storage needs. The primary suite is a true sanctuary, complete with a new, luxurious ensuite bath featuring a beautiful walk-in shower, and dual vanity sinks.The true highlight of this home lies outdoors. Step outside to discover your own private backyard w/ plenty of room to add a pool & featuring a large screened attached 1031 square foot covered Lanai perfect for family gatherings. The expansive backyard, includes a 20'x64' fenced in area next to the garage, & provides plenty of space for outdoor activities or your pets. The home also includes flooring updates & a brand new 50-year-steel roof. Located in a quiet and family-friendly neighborhood with no HOA; bring your boats, RVs work vehicles, or build accessory garages, workshops for your toys, or an accessory dwelling unit (ADU)...this home offers the perfect blend of tranquility and convenience. With easy access to shopping, dining, top-rated schools, and the Seminole County Trail runs thru he neighborhood, you'll have everything you need right at your fingertips. Don't miss your chance to experience luxury living at its finest. Schedule a showing today and make this stunning home your own!
Listing Agent: Rob Breese, Iii (321-436-8813)
102 STEVENAGE CT, LONGWOOD, FL 32779
$544,90022 Days on yellowkey MLS ID: O6413080
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2090 Built: 1980Monthly Fee: $23 Tax: $2,850 (2025)Community: Wekiva Hills Sec 09Single Family
Taxes:$2,850
Remarks: Welcome to 102 Stevenage Ct in Longwood’s Wekiva community. This 4 bedroom, 2 bath pool home offers 2,090 square feet of living space, a 2-car garage, and a screened, solar-heated pool. The floor plan provides multiple living and dining areas, generous natural light, and a functional layout with space for everyday living, entertaining, or a home office setup. The screened pool area extends the living space outdoors and offers a comfortable setting for Florida outdoor living. Major updates include roof 2023, water heater 2022, full home replumb 2022, pool pump 2020, and pool solar 2019. Located in the Lake Brantley school district, the home also offers access to Wekiva community amenities including parks, the Wekiva trail system, pickleball courts, tennis courts, racquetball, community center, soccer field, and baseball field. With its established Longwood location, community amenities, screened pool, and recent major system updates, this home is ready for its next owner.
Listing is courtesy of: EXIT GLOBAL REALTY (407-725-7180)
Listing Agent: Wendy Wagner (407-947-6879)
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