Location: Longwood , 32779
Do Not Show Listings
105 KILKENNY CT, LONGWOOD, FL 32779
$435,000Listed 04/02/2026 6:22PM MLS ID: O6387619
0 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1562 Built: 1975Monthly Fee: $23 Tax: $4,048 (2024)Community: Wekiva Hunt Club 1 Fox Hunt Sec 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,048
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Tax Year: 2024
Middle School: Teague Middle
Remarks: Welcome to 105 Kilkenny Ct and this beautifully updated Wekiva home nestled on a quiet cul-de-sac. Step inside this 3 bedroom 2 bath home with tile flooring, lots of natural lighting, cozy fireplace in the family room and a remodeled kitchen with new appliances and breakfast bar. Recent upgrades include: 2024 kitchen remodel, 2022 new roof, 2022 new A/C, 2022 new electrical panel, 2025 new sod and plants in the front and irrigation updated. Wekiva is known for it's location and lifestyle and is zoned for all the top rated Seminole County Schools. Wonderful Golf Community with a low HOA and the community offers tennis/pickleball courts, playgrounds and a community room. Central Florida living at its best with easy access to I-4, 436 and Wekiva Springs State Park. Call for your private showing today!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Jackie Hopkins (407-970-5170)
432 STANTON PL, LONGWOOD, FL 32779
$305,00014 Days on yellowkey MLS ID: O6388641
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1484 Built: 1983Monthly Fee: $510 Tax: $2,359 (2025)Community: Governors Point Ph 1Townhouse
Taxes:$2,359
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Set within the highly sought-after Governors Point community in Longwood’s desirable Wekiva area, this charming 3-bedroom, 2-bath, single story residence offers 1,484 square feet of comfortable living space and incredible potential to make it your own. Featuring a blend of laminate, tile, and carpet flooring, the home showcases thoughtful UPDATES including a 2021 ROOF and A/C, 2020 WATER HEATER, 2021 WASHER and DRYER (included), a 2021 UPDATED PRIMARY EN-SUITE SHOWER, NEW PRIMARY BATH SINKS in 2022, and REFRESHED KITCHEN ENHANCEMENTS with NEW COUNTERS, SINKS, REFRIGERATOR, AND DISHWASHER BETWEEN 2023–2025. The spacious kitchen opens seamlessly to the living areas, while the screened-in back patio provides a peaceful retreat with serene backyard views—perfect for morning coffee or evening relaxation. With great bones and a welcoming layout, this home is ready for your personal touch. Enjoy low-maintenance living with an HOA that covers exterior maintenance, lawn and grounds care, irrigation (including water), termite bond, Spectrum TV and internet package, and access to a community pool, tennis and pickleball courts, and more. Ideally located near top-rated schools, shopping, dining, major roadways, Wekiva Golf Club, Wekiva Island, and spectacular Wekiwa Springs State Park where you can swim, canoe, kayak, explore scenic walking trails and more! This is an exceptional opportunity to create your dream home in one of Central Florida’s most beloved communities—SCHEDULE YOUR PRIVATE SHOWING TODAY AND EXPERIENCE IT FOR YOURSELF.
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Sherre Fatula (407-375-7721)
1700 ALVARADO CT, LONGWOOD, FL 32779
$1,450,00038 Days on yellowkey MLS ID: O6385125
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 6348 Built: 2002Monthly Fee: $85 Tax: $13,583 (2025)Community: Wingfield Reserve Ph 1Single Family
Taxes:$13,583
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: Welcome to this EXQUISITE, one-of-a-kind estate nestled within the highly regarded community of WINGFIELD RESERVE. Set on a sprawling 1.4-ACRE LOT in one of Longwood’s most sought-after enclaves, this STELLAR 6,300+ SQ. FT. home offers unparalleled grandeur and privacy. The journey begins as you traverse a FULLY PAVED CIRCULAR DRIVEWAY, framed by towering mature trees and meticulously manicured landscaping that creates a STUNNING approach to the home’s entryway. With a NEW ROOF INSTALLED IN 2019, this property seamlessly blends timeless elegance with modern peace of mind. **The wonderful property has been recently improved with a RAPID ELECTRIC CAR CHARGER, NEW POOL HEATER, NEW BURIED PROPANE TANK, and LANDSCAPE IMPROVEMENTS!** You’ll also love the PICTURESQUE WATER VIEWS from your backyard! Upon entering through the grand DOUBLE GLASS DOORS, you are greeted by an OVERSIZED FOYER that showcases PRISTINE MARBLE AND TRAVERTINE flooring. The WINDOWS HAVE BEEN REPLACED WITH ENERGY-SAVING VINYL FRAMED WINDOWS. A magnificent HARDWOOD STAIRCASE, accented by BLACK WROUGHT IRON BALUSTERS, leads you to the sanctuary of the PRIMARY BEDROOM SUITE. This private retreat is a masterclass in luxury, featuring HARDWOOD FLOORS, HIGH CEILINGS with CRISP RECESSED LIGHTING, and a cozy GAS FIREPLACE for quiet evenings. The PRIMARY BATH offers a true spa experience with a SPA SOAKING TUB and an OVERSIZED STEAM SHOWER with FRAMELESS GLASS DOORS, leading to a LARGE WALK-IN CLOSET with CUSTOM CABINETRY and a convenient LAUNDRY CHUTE. The heart of the home is a GOURMET KITCHEN designed for the culinary enthusiast. It features a massive 8-FOOT GRANITE KITCHEN ISLAND with integrated storage, CUSTOM CABINETS WITH GLASS INSERTS, and a suite of professional-grade STAINLESS STEEL APPLIANCES, including a SUB-ZERO REFRIGERATOR, 2 BOSCH DISHWASHERS, and a 5-BURNER GAS STOVE. Adjacent to the kitchen, a substantial WALK-IN PANTRY provides a STAND-UP FREEZER and additional granite workspace. For entertaining, the opposite wing of the house boasts a SUBSTANTIAL GAME AND ENTERTAINING ROOM complete with a WET BAR, BAR FRIDGE, and fireplace, while the upstairs offers a LARGE EXERCISE ROOM and an OVERSIZED MULTI-PURPOSE ROOM featuring a VERY INTERESTING FEATURE that must be seen in person to be fully appreciated. The luxury extends to the outdoor oasis, where a SALTWATER POOL AND SPA serve as the centerpiece of a LARGE AREA LANAI. Hosting is made effortless by the INCREDIBLE RUSTIC STONED OUTDOOR GOURMET KITCHEN, equipped with a high-performance SOLAIRE INFRARED GRILL. Residents of WINGFIELD RESERVE also benefit from the community's reputation for privacy and its proximity to the natural beauty of the WEKIVA RIVER buffer and TOP-RATED SEMINOLE COUNTY SCHOOLS. 1700 ALVARADO is an EXCEPTIONAL property and a true must-see. Call today to schedule a visit!
Listing is courtesy of: EXP REALTY LLC (407-706-5000)
Listing Agent: Daniel Betancourt (407-375-9142)
216 THISTLEWOOD CIR, LONGWOOD, FL 32779
$689,9007 Days on yellowkey MLS ID: O6394238
REDUCED by $10,000 (1.4%) on 04/02/2026
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: None
High School: None
Middle School: None
Remarks: Located in the highly desirable Sweetwater Oaks neighborhood of Longwood with Lake Access. This beautifully renovated 4-bedroom, 2.5-bath Pool home sits on an expansive .32-acre fenced lot and features a spacious 2-car garage. From the moment you arrive, the home’s exceptional curb appeal, lush manicured landscaping, and inviting presence set the tone for what awaits inside. Step through the front door to discover luxury vinyl flooring and a bright, open-concept layout designed for both comfort and elegant living. The beautifully updated kitchen showcases stainless steel appliances, quartz countertops, and overlooks the pool area, creating the perfect setting for entertaining or enjoying everyday moments at home. Each bedroom is thoughtfully designed with ceiling fans, large windows, and abundant natural light. The primary suite provides a private retreat, highlighted by a spacious spa-inspired bathroom featuring a large tile-lined shower with dual shower heads. Sliding glass doors from the living area open to a screened-in pool patio and expansive backyard, providing an ideal outdoor space for entertaining, relaxing poolside, or enjoying Florida’s stunning sunsets in your own private oasis. Residents of Sweetwater Oaks enjoy access to an exceptional array of community amenities that make the neighborhood truly special. The community features private access to Sweetwater Beach on Lake Brantley, where residents can enjoy a lakeside park, sandy beach area, and opportunities for boating, water skiing, sailing, kayaking, and fishing. The neighborhood also comes with multiple recreational facilities including tennis courts, pickleball courts, sand volleyball, playgrounds, and a community center that hosts events and gatherings throughout the year. Just nearby, Riverbend Park provides additional outdoor recreation with access to the Wekiva River, sports fields, kayaking and canoeing launches, fishing spots, and scenic nature trails. The home is also located within the boundaries of highly regarded schools, including Sabal Point Elementary, Rock Lake Middle School, and Lake Brantley High School.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
203 PALMETTO CONCOURSE, LONGWOOD, FL 32779
$699,9997 Days on yellowkey MLS ID: O6391473
0 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2209 Built: 1973Monthly Fee: $54 Tax: $2,781 (2025)Community: Sweetwater Oaks Sec 04ASingle Family
Taxes:$2,781
Elementary School: Sabal Point Elementary
Remarks: Under contract-accepting backup offers. Welcome to a beautifully updated home that blends timeless curb appeal with the modern, open-concept living today’s buyers crave. From the moment you arrive, the white-washed brick exterior, freshly painted accents, and meticulous new landscaping create an unforgettable first impression. Inside, warm casual elegance defines every space. Thoughtful designer touches, abundant natural light, all-new double-paned windows, and plantation shutters in the Great Room make this home feel both refined and welcoming. At the center of it all is the spectacular renovated Kitchen, anchored by a massive center island where everyone naturally gathers. Warm alabaster cabinetry offers exceptional storage and flows seamlessly into a fully equipped Butler’s Pantry, perfect for a coffee bar, wine bar, or both, because balance is important. The true heart of the home is the stunning Kitchen/Great Room/Dining Room combination, designed for effortless everyday living and easy entertaining. The inviting wood-burning fireplace adds warmth and character, while a fabulous wall-to-wall built-in provides stylish space for electronics, television, and storage. The split-bedroom layout offers privacy and function. The Primary Suite is tucked away from the secondary bedrooms and features a walk-in closet plus an updated bath with a beautifully designed tiled shower. Three additional bedrooms offer generous closet space and share an updated hall bath that also serves as a convenient pool bath with direct access to the paved, screened lanai. And then there’s the backyard. Truly the cherry on top. The shaded outdoor gazebo is ready to become everyone’s favorite gathering spot, complete with room for family and friends, a massive flat-screen TV, and that unforgettable oversized fan keeping things cool while the big game is on. From there, wander over to the firepit area for evening cocktails, then challenge your guests to a match on the newly turfed bocce court, which also doubles as a fun putting practice area. This is more than a backyard. It’s a lifestyle. Located in highly sought-after Sweetwater Oaks, this home is zoned for incredible schools and is within walking distance of highly regarded Sabal Point Elementary. Residents enjoy exceptional community amenities, including access to Lake Brantley, visible from the front porch, and nearby Brantley Beach, offering a swim area, fishing dock, community boat ramp, sand volleyball, covered picnic gazebo, grilling area, tot lot, and basketball court. It’s the perfect setting for outdoor fun, neighborhood gatherings, and making lifelong friends. This isn’t just a home. It’s a lifestyle upgrade. And yes, the phone is already ringing, so HURRY!
Listing Agent: Kristin Mazza (407-435-1185)
121 GOLF CLUB DR, LONGWOOD, FL 32779
$375,0002 Days on yellowkey MLS ID: O6395212
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2107 Built: 1983Monthly Fee: $622 Tax: $2,778 (2024)Community: Wekiva Country ClubCondo
Taxes:$2,778
Remarks: Discover the perfect blend of space, style, and location in this beautifully updated townhome-style condominium featuring an oversized garage and a highly desirable first-floor primary suite. Soaring ceilings create an airy, open feel, enhanced by a dramatic floor-to-ceiling fireplace and a striking mirror accent wall, while the enclosed lanai adds additional living space to relax or entertain. The versatile loft offers endless possibilities for a home office, library or fitness nook. Enjoy stainless steel appliances, a charming front patio perfect for morning coffee, and access to a refreshing community pool. Ideally situated within walking distance to shopping, dining, and the Seminole County Public Library West Branch, and just minutes from outdoor adventures at Wekiwa Springs State Park and golf at Wekiva Golf Club, this home offers the lifestyle you’ve been looking for in one of the area’s most sought-after communities.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: John Muccigrosso, Pa (407-234-6330)
450 LONGMEADOW LN, LONGWOOD, FL 32779
$559,00021 Days on yellowkey MLS ID: O6390534
REDUCED by $16,000 (2.8%) on 04/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2623 Built: 1987Monthly Fee: $77 Tax: $3,398 (2024)Community: Sabal Point Sabal View AtSingle Family
Taxes:$3,398
Remarks: Excellent opportunity in Sabal Point. POOL house with two NEW HVACs. 4 bedrooms, 3.5 bathrooms with office. Master on first floor.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Laura Hilton, Pa (407-718-2291)
1446 VIVALDI PL, LONGWOOD, FL 32779
$855,00077 Days on yellowkey MLS ID: A4678437
REDUCED by $14,900 (1.7%) on 04/02/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3310 Built: 2011Monthly Fee: $122 Tax: $7,442 (2025)Community: Bella VistaSingle Family
Taxes:$7,442
Remarks: *** MOTIVATED SELLER *** Gated Bella Vista elegant move in perfect 4bdr, 3ba, Pool Home + 3 car gar + Bonus Room. Gourmet Chef’s Kitchen and 3 Bathrooms completely remodeled in 2025 including soft close cabinets & drawers, quartz counter-tops throughout with large waterfall island with pendant lighting, and new tile backsplash. All new tile floor installed in 2025 as well. In addition, home features include extensive stone front elevation, tile roof, and brick pavers on driveway, both porches, and pool deck. Designed to impress & great for entertaining w/formal living, dining, and family rooms, extensive custom millwork including crown molding, chair rail, wainscoting, & custom wood trimmed windows, front door, and master entry. Open floor plan w/10’ ceilings and lots of natural light. Chef’s delight kitchen is open to the family room for large entertaining space. 120gallon propane tank, gas stove, and plumbed and wired for full house generator. Split bedroom layout features roomy master retreat w/ luxurious bath & custom closet; split side bedrooms are larger than normal w/oversized closets & features a custom workspace nook for hobbies or homework. Enormous bonus room / flex space game room / media room perfect for family entertaining. High-end Pool Table Included. Home is extremely energy efficient w/nest system thermostat and newer A/C system & hybrid hot water heater. Spray foam attic insulation & concrete block insulated voids & low E Thermal double pane hurricane glass windows. Sprinkler on metered grey water system for lower water bills. Great fenced completely private outdoor tropical oasis w/covered lanai, brick pavers, & inviting sparkling pool w/stone scape aggregate long life pool finish, new saltwater system, waterfall. Zoned for top rated Seminole County schools & nestled in desirable cul-de-sac / corner lot location adjacent to expansive community park w/abundant greenspaces… is like an extension of your yard! Convenient to all South Seminole County has to offer. This Home has it all.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
1742 FIFESHIRE CT, LONGWOOD, FL 32779
$1,275,00080 Days on yellowkey MLS ID: O6372386
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 4053 Built: 1993Monthly Fee: $65 Tax: $10,135 (2024)Community: Markham MeadowsSingle Family
Taxes:$10,135
Remarks: Welcome home to your own immaculate sparkling screened in pool home nestled in a cul-de-sac in desirable Markham Meadows. This spectacular over one acre, 5 bedroom, 6 bathroom home features 2 master bedrooms. separate office. wet bar, 3 wood burning fireplaces located in the family room, living room and one master bedroom. Home has all tile and hardwood throughout, and an oversized 3 car garage. Numerous updates were made including installation of solar panels for low monthly utility cost, remodeled master bathroom and 2 guest bathrooms, installed exterior pool bathroom, remodeled the outdoor kitchen, and replaced the patio, pool deck, and porch tiles. A MUST SEE - GUEST/MOTHER-IN-LAW SUITE WITH KITCHENETTE, BATHROOM, WITH PRIVATE INTERIOR & EXTERIOR ENTRANCES. A great home for entertaining. A must see to appreciate.
Listing is courtesy of: TRUSTHOME PROPERTIES INC (407-250-4800)
Listing Agent: Melissa Dietz Levering (321-388-4268)
175 CROWN POINT CIR #175, LONGWOOD, FL 32779
$220,00057 Days on yellowkey MLS ID: O6371436
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1581 Built: 1985 Tax: $2,678 (2024)Community: Crown Point By The SpgsCondo
Taxes:$2,678
Remarks: Now available and priced with today’s condo market in mind, this is a strong value opportunity in a highly convenient Seminole County location. Welcome to 175 Crown Point Circle, located in the established Crown Point community of Longwood. This clean, move-in ready condo offers a functional and flexible layout, featuring two bedrooms upstairs and one downstairs—ideal for guests, a home office, or multi-generational living. The main living area is bright and comfortable, with an easy flow into the kitchen that supports both everyday living and casual gatherings. Well-proportioned bedrooms provide comfortable living space, while the primary suite offers privacy and ample storage. The home presents a great opportunity to move in as-is while allowing room to personalize over time. Enjoy outdoor space for relaxing or entertaining, all within close proximity to shopping, dining, parks, and major roadways—making day-to-day living simple and accessible. A great opportunity for buyers seeking location, functionality, and long-term value in the 32779 area.
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Darryl Dziedzic (407-446-3791)
342 COBLE DR, LONGWOOD, FL 32779
$548,00059 Days on yellowkey MLS ID: O6379074
REDUCED by $1,000 (0.2%) on 04/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2596 Built: 1978Monthly Fee: $23 Tax: $2,766 (2024)Community: Wekiva Hills Sec 04Single Family
Taxes:$2,766
Remarks: One or more photo(s) has been virtually staged. Welcome to your own private poolside oasis in the heart of Wekiva Hills! This stunning 3BR/2BA home delivers immediate wow-factor with soaring ceilings, skylights that bathe the interior in natural light, and a dramatic stone fireplace that anchors the living space with warmth and character. The charming formal dining room overlooks the living room, creating the perfect backdrop for memorable dinners and effortless entertaining. The beautifully updated kitchen blends style and function with modern finishes, a spacious walk-in pantry, and a bright, cheerful breakfast nook. Upstairs, the airy primary suite feels like a retreat—complete with additional skylights, a versatile sitting area, generous closet space, and an updated ensuite bath. Step outside and the magic continues. A delightful screened patio opens to your sparkling private pool surrounded by lush landscaping. A private rear gate leads directly to a serene walking trail—ideal for morning strolls, evening unwinding, or simply enjoying nature right from your backyard. Roof 2016. AC 2020. Electrical 2024. Pool equipment 2023. New Flooring 2023. Kitchen fully remodeled 2016. Fence installed 2023. With thoughtful updates, open design, and peaceful setting, this Wekiva Hills gem offers the true Florida lifestyle. Don’t miss your chance—schedule your private tour today!
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Veronica Parker (407-718-6983)
601 FOX VALLEY DR, LONGWOOD, FL 32779
$568,0007 Days on yellowkey MLS ID: O6394368
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 1974Monthly Fee: $54 Tax: $2,374 (2025)Community: Sweetwater Oaks Sec 06Single Family
Taxes:$2,374
Remarks: Welcome to 601 Fox Valley Drive & please view the Walk-Thru video. The home is ideally situated on a wide, tree-lined street in the highly sought-after Sweetwater Oaks community. Nestled on a lush, oversized corner homesite with abundant native landscaping, this property offers exceptional privacy and curb appeal. This handsome 4-bedroom, 2-bath pool home features an oversized garage and a wide brick-paver driveway, providing ample parking and storage. Designed with both comfort and functionality in mind, the home offers two inviting front entrances connected by charming brick-paver walkways. A covered front porch entry leads directly to the spacious utility room and kitchen, while the formal entry opens to a tiled foyer that flows seamlessly into the living room, complete with vaulted ceilings and French doors leading to the pool and covered lanai. The foyer also connects to a cozy family room with a corner wood-burning fireplace, as well as a dining room—each space featuring rich wood flooring and elegant plantation shutters. The thoughtfully designed floorplan provides a natural flow ideal for both everyday living and entertaining. The updated island kitchen is a standout, showcasing granite countertops, abundant cabinetry, tile backsplash, under-cabinet lighting, and stainless steel appliances. Enjoy flexible dining options with breakfast nook, formal dining room, or the expansive screened lanai accessible thru glass sliders from kitchen—perfect for morning coffee while overlooking the pool, serene natural views, and the soothing sounds of an outdoor water fountain. Step outside to your private backyard retreat, where a recently resurfaced pool with a deep end invites endless fun and relaxation. The bedroom wing is conveniently located off the kitchen and garage, offering four spacious bedrooms and a large hall bath that also serves as a pool bath. The primary suite features an ensuite bath with a stunning oversized shower and a unique atrium-style design with a glass wall and private planting area, creating a spa-like outdoor ambiance. Additional highlights include energy-efficient windows and doors, carpeted bedrooms, tiled baths, and plantation shutters throughout. Enjoy the unmatched lifestyle of Sweetwater Oaks, offering exclusive resident amenities including tennis and pickleball courts, basketball courts, playgrounds, covered pavilions, a sandy beach on Lake Brantley, sand volleyball, fishing dock, soccer and baseball fields, kayaking on the Wekiva River, and a private boat ramp to skiable Lake Brantley. Conveniently located near top-rated Seminole County schools and just minutes from Altamonte Mall, hospitals, restaurants, and Wekiva Springs State Park—this home truly has it all. WELCOME HOME!!!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Rob Breese, Iii (321-436-8813)
1000 CROOKED OAK COURT, LONGWOOD, FL 32779
$639,90051 Days on yellowkey MLS ID: O6378220
REDUCED by $19,100 (2.9%) on 04/02/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2808 Built: 1974Monthly Fee: $54 Tax: $6,597 (2024)Community: Sweetwater OaksSingle Family
Taxes:$6,597
Remarks: One or more photo(s) has been virtually staged. Sweetwater Oaks!! Outstanding 4BD 3 FULL Baths! Tropical Pool. Open concept, single-story home with plenty of natural light. Large, Bright, & Beautiful Kitchen with Stainless steel appliances and an eat-in nook. New Flooring in 3 bedrooms (2026), New Roof (Dec 2025), New Pool pump (2024), New AC Compressor (2024).Pool Resurfaced (2019).Laminate & Tile flooring throughout. Superb Family Room with Fireplace. Oversized Living & Spacious Dining Room! Corner lot on over 1/2 acre. On a quiet double cul-de-sac. Large fenced backyard, move-in ready. Enjoy the Sweetwater Oaks amenities, with included access to Lake Brantley. Great Seminole County schools!! Hurry! Won't last!
Listing Agent: Caroline Moffitt Lawton (407-670-9797)
739 RIVERBEND BLVD, LONGWOOD, FL 32779
$625,0001 Day on yellowkey MLS ID: O6395450
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2382 Built: 1981Monthly Fee: $54 Tax: $3,115 (2024)Community: Sweetwater Oaks Sec 18Single Family
Taxes:$3,115
Remarks: Welcome to 739 Riverbend Blvd, a rare Sweetwater Oaks offering where space, setting, and lifestyle come together effortlessly. Set on an expansive half-acre homesite along a peaceful freshwater canal with direct connection to the Wekiva River, this beautifully updated pool home captures the essence of what makes Sweetwater Oaks so special. Privacy, nature, and everyday livability. Mornings begin with breathtaking sunrises over the water, often accompanied by birds and deer just beyond your backyard, creating a peaceful, almost retreat-like setting. From the moment you arrive, the home’s presence is felt. Lush, mature landscaping, a welcoming approach, and a quiet street that reflects the character and pride of this established community. Inside, the layout strikes a thoughtful balance between openness and defined spaces, ideal for both entertaining and everyday living. Tile flooring flows throughout, including Italian porcelain driftwood tile in all bedrooms, offering both durability and a cohesive, elevated aesthetic. At the heart of the home, the kitchen is designed to gather, featuring granite countertops, stainless steel appliances, a breakfast bar, and a dedicated wine bar with refrigerator. It seamlessly connects to both formal and casual living spaces, as well as an enclosed Florida room lined with glass doors that open to the pool and patio, allowing for effortless indoor-outdoor living. The family room is warm and inviting, highlighted by soaring ceilings with exposed beams and a striking coral rock wood burning fireplace with a granite hearth that echoes the kitchen finishes, creating a cohesive and comfortable space for relaxing or hosting. The primary suite offers a true retreat, with direct access to the screened pool deck and tranquil water views. The en suite bath is well appointed with tiled walls, a glass enclosed shower, and convenient pool access, while the custom walk in closet provides both function and organization. Three additional bedrooms are generously sized and share a well designed bath with dual sinks and a tub. Step outside to your private backyard oasis. The screened pool and expansive patio provide ample space for entertaining, while a separate pavered fire pit area invites evenings under the stars. The canal backdrop adds a rare sense of calm and connection to nature. A fully fenced dog run with direct access from the pool area, additional paver paths, citrus trees, and thoughtfully placed seating areas complete the outdoor experience. Beyond the property itself, Sweetwater Oaks offers a lifestyle that is hard to replicate, private access to Lake Brantley with a resident only beach and boat ramp, tennis and pickleball courts, parks and playgrounds, a community center, and direct access to the Wekiva River for kayaking and outdoor adventure. All of this is paired with top rated Seminole County schools and a location that keeps you close to everything while still feeling tucked away. This is more than a home. It is a setting, a lifestyle, and an opportunity to live in one of Longwood’s most sought after communities. Schedule your private viewing today.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Tiffany Yates (321-684-2399)
114 COUNTRYSIDE DR, LONGWOOD, FL 32779
$639,999154 Days on yellowkey MLS ID: O6356704
REDUCED by $10,000 (1.5%) on 04/01/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2823 Built: 1972Monthly Fee: $54 Tax: $6,890 (2025)Community: Sweetwater Oaks Sec 02Single Family
Taxes:$6,890
Remarks: Need more space? Look no further! Your new home is move-in ready in the desirable Sweetwater Oaks neighborhood! This is a two-story home with over 2,800 square feet of solid block construction with five bedrooms upstairs, three large full bathrooms, and two bonus rooms. New roof, new carpet upstairs, new luxury vinyl plank flooring downstairs, wood-burning fireplace, and a large second-floor sun deck balcony. All appliances included. All five bedrooms are upstairs with a large living room and two bathrooms. The downstairs is built for summertime entertaining - there is enough room to have seating for everyone! There is a large living room overlooking the pool with a wood-burning stone fireplace. The updated, spacious kitchen flows into the formal dining room. A new sliding glass door opens to the backyard patio, fire pit, grill station, and pool. The oversized backyard trees have been trimmed, the grass is plush and green - plenty of space to start your own butterfly or vegetable garden. The second-floor deck overlooks your piece of paradise from the living room space upstairs, with new wooden stairs down to the backyard. Parking for six vehicles with the oversized driveway and two-car garage. Low HOA dues of $54 per month provide private access to Sweetwater Beach Park on Lake Brantley. Enjoy the beach-side pavilion for parties and picnics, use the boat launch, and sun and swim on the white-sand beach. There are also basketball and tennis courts. Conveniently located near 434, I-4, 436, and zoned for great schools, it checks all the boxes. Check out the measured floor plan and video tour, and schedule your showing today!
Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)
Listing Agent: Laura Diss (407-388-4103)
153 DUNCAN TRL, LONGWOOD, FL 32779
$515,00022 Days on yellowkey MLS ID: O6388268
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2596 Built: 1978Monthly Fee: $22 Tax: $4,477 (2024)Community: Wekiva Hills Sec 07Single Family
Taxes:$4,477
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! If you skipped this one due to flood zone...don’t. No history of flooding + low premium available, this one-of-a-kind home delivers exceptional value in one of Longwood’s most established and peaceful communities. Welcome to 153 Duncan Trail, your private retreat surrounded by nature with separation of space ideal for modern living. Situated on a generous ¼-acre lot with no rear neighbors. Not your typical Longwood home…From the moment you step inside, the home reveals its personality. The main living room is centered around a charming fireplace, creating a warm focal point before the space opens seamlessly to the backyard deck—perfect for both quiet evenings and entertaining. The remodeled kitchen (2017) flows comfortably alongside the dining area, where the elevated dining space overlooks the living areas below, adding architectural interest and a sense of openness. A spacious dinette and dedicated laundry room with washer and dryer enhance everyday convenience. The thoughtfully designed three-level layout creates natural separation between living and resting spaces. Two bedrooms are located on the lower level, while the oversized primary suite occupies the upper level, offering a true private retreat. This expansive space allows for a sitting area, workspace, or reading nook, and features a sliding door that opens to an elevated outdoor view above the covered porch an unexpected detail that brings in natural light and a peaceful connection to the outdoors. Step outside and continue the experience. An enclosed back porch with ample storage leads to an open deck surrounded by nature, ideal for morning coffee or evening relaxation. The backyard also features a dedicated fire-pit area and backs up to lush conservation, creating a tranquil natural backdrop. There is even potential to further enhance this connection by adding direct access from the patio area to the conservation behind the home. Major updates provide peace of mind, including a new architectural roof and gutters (2024), full PEX repiping (2024), Carrier A/C system (2022), water heater (2020), and recently serviced systems (summer 2025). Additional updates include remodeled bathrooms (2017) and fresh interior paint (2025). The two-car garage stands out with its epoxy flooring and built-in workbench—perfect for projects, storage, or an organized workspace. Homes like this delivers something truly rare: space, privacy, architectural character, and long-term value, now at an even more attractive price. Schedule your private showing and experience the difference for yourself.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Liliana Lamadrid Sierra (321-527-4357)
458 LONGMEADOW LN, LONGWOOD, FL 32779
$725,0006 Days on yellowkey MLS ID: O6394547
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2619 Built: 1987Monthly Fee: $88 Tax: $4,951 (2025)Community: Sabal Point Sabal View AtSingle Family
Taxes:$4,951
High School: Lyman High
Remarks: Under contract-accepting backup offers. Welcome to this beautifully reimagined 4-bedroom, 3.1-bath pool home with a dedicated office, tucked inside the highly sought-after Sabal Point community. With its light, airy feel, designer finishes, and thoughtful upgrades throughout, this home effortlessly blends modern farmhouse charm with everyday luxury. From the moment you step inside, you’re greeted by soaring ceilings, fresh interior paint, and rich engineered hardwood flooring that flows throughout the main living areas. The heart of the home is the stunning open-concept kitchen and living space—designed for gathering and making memories—featuring a massive granite island, abundant cabinetry, and seamless flow into the spacious family room anchored by a cozy wood-burning fireplace. The primary suite is a true retreat, offering a spa-like experience with a beautiful freestanding soaking tub, dual walk-in closets, and a serene, modern aesthetic that feels straight out of a designer magazine. Every detail has been thoughtfully updated, including a new roof (2022), brand new A/C (2026), new water heater, updated plumbing and electrical, and a freshly painted exterior (March 2026). Custom millwork and shiplap accent walls add warmth and character, while all bathrooms have been fully remodeled with granite counters and elevated finishes. The split-bedroom floorplan offers both functionality and privacy, with new carpet in two secondary bedrooms and a spacious laundry room complete with built-ins and a utility sink. Step outside and enjoy true Florida living with a screened-in pool, pavered lanai, and convenient pool access bath—perfect for entertaining or relaxing year-round. The fully irrigated yard has been freshly landscaped, and the home includes a termite bond for added peace of mind. A paver driveway and walkway, along with striking modern front doors, complete the home’s impressive curb appeal. Located just minutes from Wekiwa Springs State Park, as well as shopping and dining, Sabal Point offers beautiful parks, walking trails, and access to top-rated Seminole County schools. This is the kind of home that just feels right the moment you walk in—stylish, inviting, and completely move-in ready.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Kelly Hildebrand (407-310-5035)
302 TIMBERCOVE CIR, LONGWOOD, FL 32779
$660,0007 Days on yellowkey MLS ID: O6393377
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2199 Built: 1972Monthly Fee: $38 Tax: $6,163 (2025)Community: Sweetwater OaksSingle Family
Taxes:$6,163
Remarks: One or more photo(s) has been virtually staged. Located in desirable Sweetwater Oaks, your new home blends timeless character with modern upgrades and smart-home convenience. An open-concept floor plan is filled with natural light and 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. Your new kitchen showcases a spacious island with a dramatic waterfall edge, quartz countertops, and plenty of 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. Throughout the home, upgraded smart digital faucets with temperature-sensitive controls add both style and convenience. The primary suite offers a generous walk-in closet and a fully renovated en-suite bathroom. The guest bathroom features a skylight for added natural light and direct access to the pool. Step outside to enjoy a spacious screened-in porch overlooking the pool, perfect for relaxing or hosting guests. Additional highlights include a laundry room with pool access and utility sink, as well as a side-entry garage with an extended driveway providing ample parking. Major updates include a new HVAC system and roof (2025). Sweetwater Oaks offers an exceptional lifestyle with amenities such as tennis courts, playgrounds, private beach access, picnic area, Lake Brantley access for boating, fishing, and water sports as well as minutes from Wekiwa Springs State Park where you can enjoy nature trails, canoeing and more. Minutes from shopping and major thorough fares. Zoned for top-rated Seminole County schools, including Lake Brantley High School, this home truly has it all.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Cheryl Geluso (407-792-9796)
104 STONEBROOK CT, LONGWOOD, FL 32779
$895,00028 Days on yellowkey MLS ID: O6386029
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3575 Built: 1982Monthly Fee: $108 Tax: $9,000 (2025)Community: Sweetwater OaksSingle Family
Taxes:$9,000
Remarks: Come see this beautiful over 3500 square foot split level 5 bedroom, 3 bathroom Contemporary home in desirable Sweetwater Oaks community. The home features an open concept kitchen and family room combination with vaulted ceilings, granite countertops, island with sink, dishwasher, two level countertop, and eat-in kitchen breakfast nook. The family/great room features a custom stone fireplace with built-in shelving. It opens up to the screened pool area with three panel sliding glass pocket doors that slide into wall creating a larger opening. The living room and dining room open concept combination features vaulted ceilings, sliding glass door, multiple windows with a view overlooking the screened in pool. Three bedrooms with a loft and bathroom located on the second floor. Smart outdoor controlled lighting installed for security, special events, or holidays. Enjoy the outdoors in this beautiful tree lined neighborhood community with private lake access, boat dock, basketball court, playground, beach volleyball, and tennis courts.
Listing is courtesy of: JERRY MCGEE REALTY, LLC (407-765-9147)
Listing Agent: Jerry Mcgee, Jr (407-765-9147)
2010 E TRIANGLE DR, LONGWOOD, FL 32779
$339,800114 Days on yellowkey MLS ID: O6366631
3 Days Off yellowkey (back on 3/2/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1684 Built: 1985 Tax: $3,364 (2024)Community: Lake Brantley Isles 2Nd AddSingle Family
Taxes:$3,364
Remarks: Under contract-accepting backup offers. IMPORTANT NOTE: Current Flood insurance policy and elevation certificate attached to this listing under documents. Flood insurance is very affordable. Runs around $58 month and it is transferable to buyer. Step Inside Your Future Home! This beautiful 3-bedroom, 2-bath, 1,684 sq ft home has been fully renovated, blending original charm with modern finishes—move-in ready and designed to impress. Sitting on a generous 0.28-acre lot, it offers plenty of space for outdoor activities, gardening, or simply enjoying your own private oasis. Inside, you’ll find a modern kitchen, updated bathrooms, and a functional layout that maximizes light and space—perfect for families or entertaining. Every detail has been carefully renovated, so you can move in and enjoy without worry. Located just minutes from Lake Brantley and Wekiva Springs and approximately 30 minutes from Orlando’s world-famous theme parks, this property perfectly combines comfort, convenience, and lifestyle. Membership in the Civic Association of West Lake Brantley is optional, providing access to a boat ramp, beach park, and more—offering recreational options for the whole family. Don’t miss the opportunity to own a fully renovated home in a prime location. Schedule your showing today
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Gina Amorim (737-218-8475)
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