Location: Longwood , 32779
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100 COUNTRYSIDE DR, LONGWOOD, FL 32779
$650,00020 Days on yellowkey MLS ID: O6392628
0 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1848 Built: 1973Monthly Fee: $165 Tax: $5,456 (2025)Community: Sweetwater Oaks Sec 02Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,456
Elementary School: Sabal Point Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Welcome to the experience of high-end living at 100 Countryside Drive, a fully reimagined designer residence in the heart of Sweetwater Oaks. Recently completed by an interior designer, this four-bedroom, two-bath split-plan home delivers the best of modern luxury, with finishes and detail typically found in much higher-priced properties. Step inside to discover bright, open-concept living spaces filled with natural light from energy-efficient windows. Entertain or unwind around the modernized fireplace, formal dining area, or flexible family room—all centered on a D’Nook-designed gourmet kitchen featuring soft-close cabinetry, premium integrated appliances, a breakfast nook, custom lighting, and a signature architectural hood. The stone island serves as a stunning focal point, perfect for casual meals or elegant gatherings. Every surface reflects designer-level craftsmanship, from the custom countertops and high-grade luxury vinyl plank flooring to bespoke wood accents and cabinetry. The expansive owner’s suite brings spa-like serenity with dual sinks, a walk-in shower, freestanding tub, and a truly custom retreat atmosphere. Outside, enjoy nearly half an acre of outdoor living and a resurfaced sparkling pool with ample space for entertaining. Major updates ensure lasting peace of mind, including a newer roof (2023) and significant system upgrades completed in 2026. Style, charm, and substance converge here—this home is absolutely perfect. As a Sweetwater Oaks resident, you’ll enjoy private Lake Brantley access for boating, plus community tennis, pickleball, volleyball, and basketball courts, two playground parks, a private beach and clubhouse, and top-rated Seminole County schools. Ideally located just 20 minutes from Downtown Orlando and 40 minutes from Disney or the coast, this home defines refined Florida living at its best.
Listing is courtesy of: GALLERY PROPERTIES INTERNATIONAL (407-340-8487)
Listing Agent: Reynaldo Sanchez Bravo (814-852-8084)
100 E WYNDHAM CT, LONGWOOD, FL 32779
$395,000172 Days on yellowkey MLS ID: O6358179
5 Days Off yellowkey (back on 4/6/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1695 Built: 1977Monthly Fee: $23 Tax: $4,708 (2024)Community: Wekiva Hunt Club 1 Fox Hunt Sec 1Spa: NoSingle Family
Taxes:$4,708
Elementary School: Wekiva Elementary
Tax Year: 2024
Middle School: Teague Middle
Remarks: Under contract-accepting backup offers. Welcome to this spacious 4-bedroom, 2-bath home located just three streets from Top-Rated Wekiva Elementary in the highly desirable Wekiva community! Sitting proudly on a large corner lot, this home offers tons of potential for personalization with great bones and plenty of space for the whole family. Step inside to find two comfortable living areas, including a front living room and a cozy family room with a wood-burning fireplace—perfect for relaxing evenings. The large kitchen overlooks the backyard and features stainless steel appliances, lots of counter space, and a small pantry for extra storage. Both bathrooms are well designed—one with a tub and shower combo with direct access to the screened patio, ideal for backyard entertaining. All four bedrooms are generously sized, with the primary suite featuring a walk-in closet and private bath. Flooring features wood laminate in most living areas and bedrooms, complemented by fresh paint inside and out, for a clean feel. Enjoy outdoor living on the screened back porch or take a stroll along nearby walking trails leading to several parks and the Wekiva Golf Clubhouse (just 5 minutes away!). The Rain Bird sprinkler system, New Roof (2025), HVAC (2020), gutters, garage door pad entry, and freshly painted garage floor with Maytag washer and dryer add extra convenience. Easy access to great schools, golf, and nature, this Wekiva gem offers both privacy and proximity to everything Longwood has to provide. Bring your vision and make this home shine—it’s ready for its next chapter!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Danielle Pensala (407-529-5752)
8201 OLYMPIA CT #8201, LONGWOOD, FL 32779
$200,00054 Days on yellowkey MLS ID: O6385064
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $488 Tax: $2,537 (2025)Community: Clubside At Sabal Point A CondoCondo
Taxes:$2,537
High School: Lyman High
Remarks: Incredible opportunity to own in Clubside at Sabal Point in the Longwood Wekiva area. This gorgeous corner unit condo is located on the second floor with calming views of natural Florida from every window. This move in ready home features a split bedroom floor plan providing privacy and peace and quiet for everyone. Your kitchen has ample room for an island or a bistro table perfect for coffee, breakfast and catching up on the latest news of the day with your family. Your new living and dining rooms are open and bright, perfect for entertaining over the holidays or just hosting movie night on the couch. This home is not only beautiful but also easy to clean- all tile and luxury vinyl flooring throughout. And of course, the location simply can't be beat. Clubside at Sabal Point is in the heart of Longwood and just around the corner from Wekiva Island, Publix, Starbucks and so much more! Hop on 1-4 or 434 and be anywhere you want to be quickly- including Daytona and New Smyrna beaches and Downtown Orlando for an Orlando Magic game or show at the Dr.Phillips Center for the performing Arts. Seminole county really is the ideal blend of natural Florida and convenience to all things commerce. You don't have to settle- schedule your private viewing of this stunning condo today!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Christina Rordam (407-928-8294)
121 GOLF CLUB DR, LONGWOOD, FL 32779
$375,00026 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. Roof 2025, Exterior Painting scheduled for 2026, HVAC replaced 2020.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: John Muccigrosso, Pa (407-234-6330)
803 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$1,575,000126 Days on yellowkey MLS ID: O6369072
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5344 Built: 1979Monthly Fee: $367 Tax: $13,791 (2024)Community: Sweetwater Club Unit 1-ASingle Family
Taxes:$13,791
Remarks: One or more photo(s) has been virtually staged. In the heart of the coveted, gated Sweetwater Club an executive enclave long associated with legacy ownership and understated wealth rests this architecturally distinguished estate on a quiet, tree-lined street. Set on an extraordinary 1.45-acre homesite, the property unfolds like a private park, with mature canopy trees and a natural setting that feels both secluded and timeless. This custom-built residence offers a generous split-bedroom floor plan with 4 bedrooms and 5.1 baths, thoughtfully designed for both grand entertaining and everyday living encompassing over 6,200 sq. ft. Lovingly maintained by its owners, the home presents a rare opportunity for the discerning buyer who values space, architectural character, and the freedom to curate interiors to suit a modern lifestyle. A dramatic arrival begins through Old-World mahogany entry doors, opening to stately columns and a floating ceiling that sets an immediate tone of elegance. The formal living room is anchored by a wood-burning fireplace, a beverage bar, and four graceful arched doors that flood the space with natural light. Adjacent, the formal dining room is framed by marble flooring, wood-trimmed doorways and columns and a soft, neutral palette, offering a refined setting for memorable gatherings. The kitchen is richly appointed with natural wood-toned cabinetry, expansive preparation space, a center island, and stone countertops providing both functionality and a strong foundation for future enhancement. Overlooking the kitchen, the family room makes a striking impression with soaring ceilings, paneled walls, and an intimate stone-etched wood-burning fireplace that serves as a focal point of warmth and character. The primary suite is a true retreat, featuring vaulted ceilings, decorative stained-glass accent windows above the bed, laminate flooring, an oversized custom-fitted closet, a sunken soaking tub, and even a dedicated fitness area—an indulgent sanctuary within the home. Each of the four additional bedrooms is generously sized and privately appointed, offering en-suite baths and walk-in closets, ideal for family or guests. Outdoors, the property transforms into a private Florida oasis. The pool and lanai are surrounded by lush greenery, offering serene views beneath a canopy of mature trees and exceptional privacy. Adjacent to the pool is a secondary dwelling, 200 Sq Ft, complete with a living area, kitchenette, and bath perfect for guests, multigenerational living, or a private retreat. Recent improvements provide peace of mind while preserving the home’s character, including a new tile roof 2025, newer plumbing fixtures, tamper-proof outlets, updated switches, new bedroom flooring, and a refreshed interior palette. Completing the outdoor experience is a private pickleball court, an unexpected and coveted amenity rarely found in estates of this caliber. Residents of Sweetwater Club enjoy exclusive access to 285-acre, spring-fed Lake Brantley, nestled within the Wekiva watershed, along with an impressive array of amenities: 10 tennis courts, basketball courts, playgrounds, a fishing dock, boat ramp, and a sandy beach overlooking unspoiled waters and endless skies. This is not simply a home it is a canvas of enduring architecture, land, and location, awaiting thoughtful personalization.
Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
Listing Agent: Karen Arbutine (407-928-3788)
3996 RADLEY CT #3996, LONGWOOD, FL 32779
$245,000166 Days on yellowkey MLS ID: O6358122
REDUCED by $5,000 (2.0%) on 04/06/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1427 Built: 1988Monthly Fee: $522 Tax: $2,453 (2025)Community: Wekiva Hunt Club CondoCondo
Taxes:$2,453
Remarks: One or more photo(s) has been virtually staged. Do not miss this excellent opportunity to buy the best priced unit in nicest condo complex in Wekiva! Light and bright 2 bedroom, 2 bath condo in the highly desirable Wekiva Hunt Club community is now available. This second floor unit overlooks the lush gardens and welcoming pool. The view from the screened porch is both private and serene. This condo neighborhood is unique with its landscaped courtyards and private staircases to the upstairs condos. All gives a welcoming feeling of a vacation resort! Come inside to an open and spacious floorplan with vaulted ceilings. The great room includes a wood burning fireplace for those winter evenings, along with a built in wet bar for entertaining. A well designed split plan places the bedrooms with ultimate privacy in mind. All appliances stay including the washer and dryer. Parking is no problem here with a private garage for each unit and guest parking just across the courtyard. For those who want an easy lifestyle, the HOA covers the pool, lawn, exterior maintenance along with your cable TV. Wekiva is a picturesque and beautiful area of Longwood with 23 miles of wooded trails, a golf course, pickle ball courts, tennis courts and a community center. Wekiva Springs State Park is close by as well. Excellent Schools too! Come and embrace the easy Florida lifestyle of Wekiva Hunt Club!
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)
Listing Agent: Dee Morgan (407-616-5526)
214 THISTLEWOOD CIR, LONGWOOD, FL 32779
$825,00040 Days on yellowkey MLS ID: O6389369
14 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3434 Built: 1984Monthly Fee: $54 Tax: $5,572 (2024)Community: Sweetwater Oaks Sec 12Single Family
Taxes:$5,572
Remarks: Under contract-accepting backup offers. Welcome to 214 Thistlewood Circle, a beautifully maintained 4-bed, 3.5 bath pool home in Sweetwater Oaks offering space, flexibility, and a true indoor-outdoor lifestyle. Situated on a .34-acre fully fenced lot, this 3,434 square foot residence blends classic design with thoughtful updates including a 2022 roof with natural light tubes and fresh exterior paint completed in 2025. Inside, a bright foyer opens to a flexible office or formal sitting room. The formal living room features a stunning brick wood-burning fireplace, wet bar, and French doors that lead directly to your screened private pool oasis. Entertain effortlessly with a walk-in bar and wine fridge, while the spacious kitchen offers stainless steel appliances, granite countertops, a center island, and wraparound counters. The breakfast nook overlooks the pool, and the formal dining room is enhanced with crown molding and tray ceilings. The private residence wing includes a generous 15 x 25 primary suite with direct pool access, dual sinks, a walk-in shower, garden tub, and large walk-in closet. A second primary suite with its own bath and dual closets provides ideal flexibility. Two additional bedrooms share a well-appointed bathroom with dual vanity, plus a convenient half bath for guests. Outdoor living shines with a screened pool, tongue-and-groove wood ceiling lanai, and skylights that fill the space with natural light. Enjoy the lifestyle that makes Sweetwater Oaks stand out: private access to Lake Brantley with a beach, park, and water activities including boating, skiing, and kayaking. The community also features tennis, pickleball, sand volleyball, playgrounds, and a central gathering space for events. Nearby Riverbend Park adds even more outdoor options with river access, sports fields, and scenic trails. Zoned for Sabal Point Elementary, Rock Lake Middle, and Lake Brantley High School, this home offers both location and lifestyle. With its solid construction and incredible potential, this Sweetwater Oaks residence is ready to welcome its next owner. Call today to schedule your private tour and experience everything this home has can provide!
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
2745 NIGHT HAWK CT, LONGWOOD, FL 32779
$335,000280 Days on yellowkey MLS ID: O6324143
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1396 Built: 1984Monthly Fee: $310 Tax: $3,730 (2024)Community: Shadowbay Unit 2Townhouse
Taxes:$3,730
Remarks: Don’t miss out on this opportunity to own a 3 bedroom, 2 bath townhouse in Shadowbay Club. This move-in ready home offers an updated eat-in kitchen, dining room, spacious living room with soaring ceilings, primary bedroom on first floor with updated bath and walk-in closet, guest bedrooms and bath on second floor, fenced in rear patio, 2-car garage, Carpet only in bedrooms. Community features great school district and swimming pool within walking distance! Close to shopping, schools, churches, MORE!!
Listing is courtesy of: SOUTHERN REALTY ENTERPRISES (407-869-0033)
Listing Agent: Susan Aloisio, Pa (321-277-7926)
105 KILKENNY CT, LONGWOOD, FL 32779
$435,00025 Days on yellowkey 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
Taxes:$4,048
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 Agent: Jackie Hopkins (407-970-5170)
1700 ALVARADO CT, LONGWOOD, FL 32779
$1,450,00062 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)
203 PALMETTO CONCOURSE, LONGWOOD, FL 32779
$699,99931 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
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)
450 LONGMEADOW LN, LONGWOOD, FL 32779
$559,00045 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
Elementary School: None
High School: None
Middle School: None
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)
739 RIVERBEND BLVD, LONGWOOD, FL 32779
$625,00026 Days 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)
458 LONGMEADOW LN, LONGWOOD, FL 32779
$725,00030 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
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)
2010 E TRIANGLE DR, LONGWOOD, FL 32779
$339,800138 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)
408 SUMMIT RIDGE PL #210, LONGWOOD, FL 32779
$194,500299 Days on yellowkey MLS ID: O6323535
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1271 Built: 1996Monthly Fee: $483 Tax: $2,158 (2024)Community: Residences At Sabal Point A CondoCondo
Taxes:$2,158
Remarks: Welcome to The Residences at Sabal Point! This freshly updated second-floor condominium offers comfort, convenience, and a lifestyle full of amenities. Featuring brand new carpeting throughout the main living areas and bedrooms, fresh interior paint, and a newer HVAC system, this home is move-in ready. The kitchen boasts granite countertops, ceramic tile flooring, a closet pantry, and a spacious dining area with matching tile. Just off the kitchen is a utility room equipped with a washer, dryer, and additional space for storage. The bathroom also features granite countertops, private access to the primary bedroom, and full access for guests. Located in a pet-friendly, gated community, your monthly condo fees include fiber high-speed internet, water/sewer, trash, pest control, and access to incredible amenities: a clubhouse with kitchen and lounge area, a lakeside heated swimming pool, fitness center, tennis court, playground, car wash and vacuum station, and a picnic patio with grill—perfect for summer evenings. Enjoy peaceful walks through Sabal Point with its beautiful natural surroundings, or explore nearby Wekiwa Springs State Park and the 23-mile Cross Seminole Trail. This home is ideally situated in Longwood near great shopping, dining, and recreation. Whether you're a first-time buyer, downsizing, or looking for a fantastic investment opportunity, this condo is a wonderful place to call home.
Listing is courtesy of: SUNDIAL REAL ESTATE LLC (407-601-2200)
Listing Agent: Nicole Van Treese (407-462-9050)
5112 CLUBSIDE DR #5112, LONGWOOD, FL 32779
$240,00049 Days on yellowkey MLS ID: O6388927
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $488 Tax: $2,514 (2024)Community: Clubside At Sabal Point A CondoCondo
Taxes:$2,514
Remarks: This cozy ground-floor apartment is located in a quiet and desirable area of ??Longwood, offering comfort, convenience, and an excellent location. The unit features 2 bedrooms, 2 full bathrooms, and 1 powder room, as well as a pleasant living area with integrated living and dining rooms, creating a spacious and welcoming environment for everyday life or for entertaining guests. The property has laminate flooring in the main rooms, bringing elegance and ease of maintenance. The kitchen is functional and well-equipped, with wooden cabinets, granite countertops, stainless steel appliances, and a pantry, offering ample storage space. At the rear, a private balcony provides a perfect space to relax and enjoy quiet moments outdoors. The condominium offers excellent amenities for residents, including a clubhouse, a fully equipped gym, and a beautiful swimming pool, ideal for leisure and well-being. The location is a major advantage, with easy access to the main roads in the region and proximity to several points of interest, such as the Altamonte Mall, Wekiwa Springs State Park, and quick access to Interstate 4. The area also has supermarkets, restaurants, schools, and various service options that make daily life easier. An excellent opportunity for those seeking quality of life, convenience, and a great location in Longwood.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Rodrigo Santos De Alvarenga (347-484-7460)
449 WEKIVA COVE RD, LONGWOOD, FL 32779
$565,00033 Days on yellowkey MLS ID: O6391904
0 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2108 Built: 1984Monthly Fee: $125 Tax: $2,408 (2024)Community: Wekiva Cove Ph 3Single Family
Taxes:$2,408
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 4-bedroom, 2-bath POOL home in the highly sought-after Wekiva Cove community! Pride of ownership shines throughout. This spacious home offers a formal living and dining area, a separate family room, and a bright eat-in kitchen, perfect for both entertaining and everyday comfort. Step into the beautifully updated kitchen (2017) featuring stone countertops, porcelain tile, maple wood cabinetry with pull out shelves, and stainless steel appliances. The home offers stunning bamboo flooring, an inviting living area with a cozy gas fireplace, inside laundry room, and a 2-car garage for added convenience and storage. The primary suite includes a spacious walk-in closet and an en suite bath with a double vanity. All secondary bedrooms are generously sized and also feature bamboo wood floors. Additional highlights include blown-in attic insulation with a pull-down ladder providing extra storage. Major updates include: AC replaced in 2025, roof replaced in 2017, pool resurfaced in 2021, and an outdoor generator plug installed in 2019. Enjoy Florida living at its finest with a screened-in pool and patio area overlooking the fenced backyard—ideal for relaxing or hosting friends and family. Located in the desirable lake community of Wekiva Cove, residents enjoy walking paths, a rentable clubhouse, community pool with kiddie pool, playground, fishing pier, baseball field, and tennis courts. All of this just minutes from Wekiva Springs State Park, Wekiva Golf Course, the library, top-rated Seminole County schools, shopping, and countless dining options. Easy access to 429 Toll Road and I-4 makes commuting simple. Don’t miss this opportunity to own a beautifully cared-for home in one of the area’s most sought-after neighborhoods! This property may be under audio and video surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Shelly Rahe Pa (321-277-4100)
8311 OLYMPIA CT #8311, LONGWOOD, FL 32779
$195,99079 Days on yellowkey MLS ID: O6380695
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984 Tax: $1,985 (2024)Community: Clubside At Sabal Point A CondoCondo
Taxes:$1,985
Remarks: Don’t miss out on this opportunity!! This is a condo located in the beautiful Sabal Point community in Longwood. As you enter the front door the there is a laundry room and a half bath to the left and a large closet straight ahead. Featuring two well appointed primary bedrooms. The two primary bedrooms each feature ensuite bathrooms, one with a shower and one with a tub. Each bedroom also features large walk-in closets. No Carpet at all tile flooring throughout the unit. A balcony perfect to enjoy and relax every day. Unit is located like a 2nd floor because the first floor is underneath. HOA fee included, all exterior maintenance, pest control, water, trash, and landscaping. The community offers a well equipped clubhouse, fitness center and community pool. Nearby restaurants, shopping, park and outdoor recreation in Longwood for your convenience, and just minutes from I-4. Don’t miss out on this rare opportunity. Come see it today!
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Laura Ramos, Pa (786-308-0803)
140 W YORK CT, LONGWOOD, FL 32779
$454,000211 Days on yellowkey MLS ID: O6345743
3 Days Off yellowkey (back on 3/28/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2047 Built: 1981Monthly Fee: $22 Tax: $1,861 (2024)Community: Wekiva Golf Villas Sec 2Single Family
Taxes:$1,861
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to a home that feels like it was waiting for you. Tucked into a quiet corner lot beneath mature trees and golden afternoon light, this 4-bedroom, 2.5-bath retreat offers more than space—it offers serenity. Step inside and feel the warmth of a wood-burning fireplace anchoring the great room, where laughter echoes and memories unfold. The kitchen invites morning coffee in the breakfast nook, while the formal dining room sets the stage for holiday dinners and heartfelt conversations. Upstairs, the primary suite becomes your sanctuary—private, peaceful, and filled with soft natural light. Three additional bedrooms offer flexibility for growing families, creative spaces, or welcoming guests. Outside, pool and covered lanai create the perfect backdrop for weekend barbecues, quiet evenings, and everything in between. With over 2,000 square feet of living space, a finished two-car garage, and a location just steps from Wekiva Golf Club, this home blends comfort, charm, and convenience. And with its placement in a low-risk flood zone, you’ll enjoy peace of mind alongside everyday beauty. This isn’t just a house—it’s the next chapter of your story.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Nahed Georgy (407-951-2023)
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