Location: Longwood
Do Not Show Listings
308 SMOKERISE BLVD, LONGWOOD, FL 32779
$650,00044 Days on yellowkey MLS ID: O6387465
REDUCED by $39,000 (5.7%) on 03/31/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2352 Built: 1979Monthly Fee: $108 Tax: $5,564 (2025)Community: Sweetwater Oaks Sec 12Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,564
Elementary School: Sabal Point Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Welcome to 308 Smokerise Blvd., tucked away on a quiet corner lot within a cul-de-sac in the highly sought-after Sweetwater Oaks community of Longwood. Situated on an expansive .40-acre homesite framed by majestic oak trees and mature landscaping, this 4-bedroom, 2-bath residence offers 2,352 heated square feet of inviting, thoughtfully designed living space. From the moment you step inside, the home feels warm and welcoming. Skylights fill the space with natural light, and the split floor plan provides both privacy and comfortable gathering areas. At the heart of the home is the den — a cozy yet spacious retreat featuring a wood-burning fireplace and adjoining entertaining bar area. This inviting space is what originally captured the current owners’ hearts. It’s easy to imagine evenings gathered around the fire, hosting friends at the bar, or simply unwinding at the end of the day. It’s a room designed for connection. The primary suite offers its own private escape. The ensuite bath feels like a boutique resort spa, highlighted by distinctive, whimsical wallpaper that adds personality and charm — an unexpected and delightful design statement. Step outside to your screened pool oasis surrounded by brick pavers and lush greenery. With plenty of yard space on this oversized corner lot, outdoor living comes naturally here. The Blackstone grill conveys, making the backyard perfectly set up for sunset dinners and weekend gatherings. Major updates provide valuable peace of mind: • Brand new roof • A/C replaced in 2022 • Variable-speed pool pump (2025) • Water treatment system (2021) • Three updated electrical panels (2021) Sweetwater Oaks residents enjoy private lake access and boat ramps to Lake Brantley, along with multiple parks, tennis courts, pickleball courts, a clubhouse, and scenic community spaces. Located near Wekiva Springs State Park, major highways and toll roads, Orlando attractions, beaches, shopping, and dining, the community offers both tranquility and convenience. It is also golf cart friendly :-) This is more than just a home — it’s a place where memories are made, gatherings feel effortless, and everyday living feels just a little bit special...Property has a ASSUMMABLE VA mortgage in place at 2.25%!
Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)
Listing Agent: Ginny Peters (407-443-3965)
330 MARJORIE BLVD, LONGWOOD, FL 32750
$357,0009 Days on yellowkey MLS ID: O6398106
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1375 Built: 1972 Tax: $984 (2024)Community: Longwood ParkSingle Family
Taxes:$984
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Introducing 330 Marjorie Boulevard in Longwood — a stunning, fully renovated home that is truly a gem! This beautiful 3-bedroom, 2-bathroom property offers modern upgrades, thoughtful design, and a warm, inviting atmosphere in one of Longwood’s most desirable, nature-filled communities. As you step inside, you’re welcomed by a spacious open floor plan enhanced by recessed lighting and abundant natural light. The brand-new kitchen is a chef’s dream, featuring sparkling quartz countertops, sleek cabinetry, and new stainless steel appliances—perfect for both everyday living and entertaining. Luxury vinyl flooring runs seamlessly throughout the entire home, adding a modern and elegant touch. The primary suite is a private retreat, complete with sliding glass doors leading to the backyard, two spacious built-in closets, and a beautifully appointed en-suite bathroom. This home offers true peace of mind with major upgrades including a new roof, water heater, AC system, and electrical panel & a new well pump. Every room is also equipped with energy-efficient, remote-control ceiling fans for added comfort. The oversized garage is a rare find, with space for up to three vehicles and additional storage. Outside, enjoy a generously sized backyard featuring a fully cemented, covered gazebo with a finished ceiling—perfect for entertaining, relaxing, or enjoying Florida’s outdoor lifestyle. Surrounded by lush greenery, this property is located in a quiet, forest-like community rich in natural beauty. The home has been freshly painted inside and out, showcasing its modern appeal, and features a long driveway for ample parking. Conveniently located near top-rated Seminole County schools, including Longwood Elementary School, Milwee Middle School, and Lyman High School this home is ideal for families. It also offers excellent accessibility—just minutes from I-4, making commuting a breeze. You’re approximately 10 minutes from historic downtown Longwood, where you can enjoy local dining, shopping, and community events. Major highways and roadways are easily accessible, providing quick connections throughout Central Florida. With no HOA restrictions and a prime location near schools, shopping, and major routes, this home offers the perfect blend of comfort, style, and convenience. Don’t miss your opportunity to own this exceptional property—schedule your showing today!
Listing is courtesy of: NETWORTH REALTY OF ORLANDO, LLC (321-329-3127)
Listing Agent: Wendy Aldana Llc (510-316-6968)
147 SANDALWOOD WAY, LONGWOOD, FL 32750
$349,00021 Days on yellowkey MLS ID: O6388990
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1558 Built: 1978 Tax: $3,982 (2024)Community: SandalwoodSingle Family
Taxes:$3,982
Elementary School: Woodlands Elementary
High School: Lyman High
Remarks: SELLER WILL CONSIDER CONCESSIONS!! Discover the possibilities at 147 Sandalwood Way with a unique opportunity to own a 3-bedroom, 2-bath home plus a garage efficiency, all with NO HOA. **This house qualifies for a REDUCED RATE through the seller’s preferred lender. This is a lender-paid rate buydown to help reduce your monthly payment and/or closing costs.** Situated on a fully fenced 1/4-acre lot, this property is priced with its future potential in mind and is ready for your personal vision to truly make it shine. Inside, the home offers a split floor plan with cozy, functional living spaces. The family room flows directly into the kitchen, where you’ll find granite countertops, a small island, and ample cabinet space. The dining area was converted from the original porch, and an additional enclosed porch was added to create extra living space and flexibility. A portion of the garage has been converted into an efficiency with it's own entry access, giving you space to use as an additional room, office, or income potential. It includes a bathroom with a shower stall and a small kitchenette, all under central air. While it is not counted in heated square footage, it brings the total usable space to just under 2,000 square feet. If you’d prefer a traditional garage, the space can very easily be converted back. Major systems have already been addressed, with the roof and HVAC updated in 2013, and the plumbing and electrical systems up to code. A pre-inspection has been completed, and the home is expected to pass a 4-point inspection, adding peace of mind. Step outside to an oversized lot with no rear neighbors, backing up to a serene conservation area for added privacy. Located adjacent to Sandalwood Park, with a playground and basketball courts, you’ll enjoy easy access to recreation while still having a quiet, low-traffic setting. Built with durable concrete block construction and located in a highly rated Seminole County school district, this property offers solid bones in a prime location. Enjoy quick access to shopping, dining, and major highways, all while living in a neighborhood known for its charm and convenience. Bring your vision and cosmetic updates to make this home your own!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Melissa Maggio (407-592-5352)
4308 CLUBSIDE DR #4308, LONGWOOD, FL 32779
$189,90028 Days on yellowkey MLS ID: V4948046
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984 Tax: $2,300 (2024)Community: Clubside At Sabal Point A CondoCondo
Taxes:$2,300
Remarks: Large 2 bed 2 1/2 bath 3 story condo convenient to everything
Listing is courtesy of: BUYING PARADISE LLC (407-729-9849)
Listing Agent: Jim Mcfadzean, Jr (321-662-5337)
427 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$775,00090 Days on yellowkey MLS ID: O6373846
REDUCED by $24,999 (3.1%) on 04/16/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3510 Built: 2006Monthly Fee: $148 Tax: $6,401 (2025)Community: Brentwood ClubSpa: NoSingle Family
Taxes:$6,401
Elementary School: Longwood Elementary
High School: Lake Mary High
Middle School: Greenwood Lakes Middle
Remarks: Updated and fully renovated four-bedroom, three-bathroom home has a three-car garage, large paver driveway, and 3,510 square feet of living space. 427 Brentwood Club Cove is located in a small gated community off Lake Emma Road in Longwood, FL. This unique home features multiple flex spaces: a private office with French doors, a large private loft upstairs, a home gym, a living room, a formal dining room, AND a great room. The office and loft could easily be modified to create bedrooms five and six, and the gym room could double as a nursery, attached to the primary bedroom! All bedrooms are on the first floor. The thoughtfully designed split-bedroom floor plan places the primary suite in its own private wing, creating a true retreat with new wood flooring, double closets, a spa-style bathroom with soaking tub and separate shower, and a dedicated workout room featuring a Tonal wall fitness system. The heart of the home is the beautifully renovated kitchen with new cabinetry, countertops, ambient cabinet lighting, and new appliances. The kitchen has a large dining space and overlooks the great room—perfect for entertaining and everyday living. A hallway off the main living area leads to three additional bedrooms and two large bathrooms. Step outside to enjoy Florida living at its best with a newly built 15×32 custom pool, hot tub, and screened enclosure, plus a covered patio. There is plenty of parking, including a three-car garage and a large paver driveway that accommodates up to six vehicles. Recent improvements provide peace of mind, including a roof replacement in October 2021, both HVAC systems replaced less than five years ago, a new water heater, a fully renovated kitchen, new whole-house flooring, a new pool/pool deck/screen enclosure, a fenced backyard, and a beautiful paver patio in the backyard for cookouts and stargazing. This move-in-ready home combines space, modern updates, a convenient location, and top-rated Seminole County schools. Schedule your viewing today!
Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)
Listing Agent: Laura Diss (407-388-4103)
1040 ARDEN ST, LONGWOOD, FL 32750
$444,995199 Days on yellowkey MLS ID: O6349085
REDUCED by $4,905 (1.1%) on 04/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2374 Built: 1967 Tax: $1,954 (2024)Community: Sanlando SpgsSingle Family
Taxes:$1,954
Elementary School: Altamonte Elementary
Middle School: Milwee Middle
Remarks: One or more photo(s) has been virtually staged. If no HOA and outdoor space is what you are looking for, look no further! This spacious ranch-style home is located on a large lot with plenty of room for all of your toys. Inside, this home has 4 bedrooms (potential for 5) and 2 bathrooms. The main living room leads to a large dining area, an updated, bright and airy kitchen, and a large family room with a brick fireplace overlooking the expansive back yard. The interior laundry room leads to a two-car garage, a secluded 4th bedroom, and an additional flex room that would be perfect for a secluded home office or home gym. Outside, there is room for cars, boats, rv's, or whatever you need. The asphalt parking pad/sport court behind the double-gate privacy fence has a metal carport canopy for vehicles or a covered entertainment space. This home has a country feel right in the city, with no HOA. Come see it today!
Listing is courtesy of: CARLISLE REALTY, LLC (407-557-4024)
Listing Agent: James Rouadi (407-557-4024)
307 COBLE DR, LONGWOOD, FL 32779
$475,00060 Days on yellowkey MLS ID: O6380947
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1987 Built: 1978Monthly Fee: $23 Tax: $5,763 (2024)Community: Wekiva Hills Sec 04Single Family
Taxes:$5,763
Elementary School: Wekiva Elementary
Middle School: Teague Middle
Remarks: Some homes just feel right the moment you walk in… and 307 Coble Drive is one of them. Natural light pours through the living spaces, creating a warm and inviting atmosphere that instantly feels like home. The layout flows effortlessly—giving you the perfect balance of open gathering areas and private spaces to unwind. At the heart of the home, the kitchen connects seamlessly to the main living area, making everyday living easy and entertaining even better. Whether it’s a quiet morning coffee or hosting friends and family, this space was designed for real life. The primary suite offers a comfortable retreat—ideal for recharging at the end of the day—while the additional bedrooms provide flexibility for guests, a home office, or growing needs. Step outside and you’ll find a backyard with room to relax, entertain, or simply enjoy the Florida lifestyle. It’s the kind of space where weekends feel slower and evenings last a little longer. Located in the heart of Longwood, you’re surrounded by established neighborhoods, mature trees, and convenient access to everything Central Florida has to offer—from daily essentials to major roadways that make commuting simple. Enjoy unbeatable proximity to Wekiva Golf Club, Wekiva Island, and Wekiva Springs State Park, ideal for outdoor enthusiasts. Zoned for top rated Seminole County schools and conveniently close to Publix, local parks, dining, and shopping, this home offers an exceptional balance of lifestyle and location. As part of the Wekiva community, residents enjoy access to two parks, a community center, and 26 miles of walking trails surrounding the private Wekiva Golf Course. This home is ready for its next chapter. This home presents a unique opportunity to move into a desirable area and make it your own! If you’ve been waiting for a home that offers comfort, location, and potential… this is one you don’t want to miss.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
105 DURHAM PL #105, LONGWOOD, FL 32779
$250,00010 Days on yellowkey MLS ID: O6397452
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1427 Built: 1990 Tax: $3,559 (2024)Community: Wekiva Hunt Club CondoCondo
Taxes:$3,559
Remarks: Discover 105 Durham Place, a 2-bedroom, 2-bathroom condo in the sought-after Wekiva community, surrounded by the scenic Wekiva Golf Course and a wide range of amenities. This well-kept second-floor unit welcomes you with a covered front porch that opens into a bright foyer and an open layout with vaulted ceilings. The kitchen sits just off the entry and features stainless steel appliances, plantation shutters, and a sunny breakfast nook overlooking the courtyard, offering a calm and inviting start to your day. The spacious living and dining area includes a built-in bar and a wood-burning fireplace, creating a comfortable space for both relaxing and entertaining. Sliding glass doors lead to a private screened porch, perfect for morning coffee or evening downtime. The primary suite includes a large walk-in shower and direct access to the porch. The second bedroom, located at the front of the home, offers a walk-in closet and easy access to the second full bathroom. Condo fees include internet and cable, adding everyday convenience. Residents enjoy access to more than 145 acres of green space, with seven parks, 25 miles of walking and biking trails, tennis and pickleball courts, playgrounds, and scenic ponds. Zoned for highly rated schools including Wekiva Elementary School and Lake Brantley High School, this home offers a balanced lifestyle with comfort, recreation, and location all in one.
117 CROWN OAKS WAY #117, LONGWOOD, FL 32779
$149,900154 Days on yellowkey MLS ID: O6356320
REDUCED by $5,100 (3.3%) on 04/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1252 Built: 1974Monthly Fee: $847 Tax: $2,276 (2024)Community: The SpringsCondo
Taxes:$2,276
Remarks: Stunning, RENOVATED FIRST FLOOR CONDO WITH EXPANSIVE OUTDOOR PRIVATE PAVER PATIO in The Springs! Welcome home to this beautifully updated move-in–ready condo located in the highly sought-after, guard-gated community of The Springs in Longwood. This rare first-floor corner unit offers exceptional privacy, an expansive outdoor living area, and extensive upgrades throughout. Step inside to discover a bright, modern interior featuring fresh paint, crown molding, upgraded lighting, new modern doors and hardware. The spacious living area is enhanced by a brand new 4 Panel Double Insulated Sliding Door, opening to a New Extra Large Paver Patio perfect for relaxing or entertaining. A second private patio off the primary suite adds an additional outdoor retreat. The beautifully renovated kitchen features soft-close cabinetry, stainless steel appliance package, farmer’s sink, and updated finishes. The condo also includes a washer and dryer, with re-plumbing completed in 2022 for peace of mind. The luxurious primary suite offers dual closets, a barn-style door, and direct access to the private patio. Both bathrooms have been refreshed with new faucets, new toilets, and modern touches throughout. Major system upgrades include a 16 SEER Carrier A/C (2023), new water heater (2023), and lighting updates throughout. SPECIAL ASSESSMENTS HAVE BEEN PAID IN FULL BY THE SELLERS, making this a true turnkey opportunity. A covered carport with built-in storage is the finishing touch to this impressive condo. Centrally located to nearby shopping, dining and major expressways. Schedule your private showing today!
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Monique Sola, Pa (407-579-9946)
4102 CLUBSIDE DR ##4102, LONGWOOD, FL 32779
$222,000247 Days on yellowkey MLS ID: O6335868
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1380 Built: 1984Monthly Fee: $488 Tax: $1,976 (2024)Community: Clubside At Sabal Point A CondoCondo
Taxes:$1,976
Remarks: Spacious 2-Bedroom Corner Unit in Clubside at Sabal Point – Private, Updated & Move-In Ready! Welcome to this beautifully updated first-floor corner unit condo located in the highly sought-after Clubside at Sabal Point community in Longwood! This light-filled home offers the perfect blend of privacy, comfort, and convenience. Step inside to find a spacious open floor plan with new flooring and fresh interior paint throughout. The thoughtful split-bedroom layout features two generously sized master suites, each with its own private full bathroom and large walk-in closet—ideal for roommates, guests, or multi-generational living. Enjoy the serenity of having no rear neighbors and unwind in your private screened-in back porch, perfect for morning coffee or evening relaxation. 2019 HVAC system, ensuring year-round comfort. This home is truly move-in ready! Community amenities include a sparkling pool, tennis court, fitness center, clubhouse, and ground maintenance—all designed to enhance your lifestyle without the hassle. Conveniently located close to shopping centers, restaurants, top-rated schools, and just minutes from the natural beauty of Wekiva Springs State Park. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance lifestyle in a prime location, this condo has it all. Don’t miss out—schedule your private showing today
Listing is courtesy of: ALL REAL ESTATE & INVESTMENTS (407-917-8206)
Listing Agent: Kelsey Payton (407-718-2967)
3311 HORSESHOE BEND CT, LONGWOOD, FL 32779
$1,725,000106 Days on yellowkey MLS ID: O6370391
2 Days Off yellowkey (back on 4/18/2026)
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 6259 Built: 2002Monthly Fee: $353 Tax: $19,471 (2025)Community: Alaqua Lakes Ph 3Spa: YesSingle Family
Taxes:$19,471
Elementary School: Heathrow Elementary
Middle School: Markham Woods Middle
Remarks: One or more photo(s) has been virtually staged. Experience the pinnacle of luxury living in the guard-gated community of Alaqua Lakes, one of Longwood’s most coveted enclaves, ideally situated between Heathrow and Lake Mary, where Central Florida’s elite reside, work, and thrive. This two-story estate offers 5 bedrooms, 7 bathrooms, over 6,300 square feet, and is set on more than half an acre with exceptional privacy and curb appeal. A circular paver driveway, oversized three-car garage, and fully fenced backyard frame the home’s timeless elegance and grand scale. Meticulously maintained and extensively upgraded, recent improvements include over $28,000 in roof enhancements, three brand-new HVAC systems (2024) plus a newer fourth unit, Google Nest thermostats, whole-home surge protection and an Orbi mesh WiFi system providing strong, seamless coverage throughout. Inside, fresh designer paint, upgraded luxury vinyl flooring, and energy-efficient LED lighting enhance the home’s refined interiors. Formal living and dining rooms create an elegant setting for entertaining, while a dedicated private office offers a quiet workspace. The inviting family room features a gas fireplace and flows effortlessly into the expansive chef’s kitchen, complete with a large island, walk-in pantry, stone countertops, glass tile backsplash and updated cooking appliances—perfect for gatherings of any size. The primary suite is a true retreat, offering dual walk-in closets, private pool access, and a spa-inspired bath with soaking tub, split vanities, separate makeup area, and modern finishes. Upstairs, a private home theater provides an exceptional space for entertainment and relaxation. Step outside to a resort-style backyard oasis featuring a sparkling pool and spa, new pump and heater, stainless steel LED fixtures, refreshed pavers, and a fully equipped outdoor kitchen—all accented by custom LED lighting that automatically illuminates at dusk. A beautifully updated front fountain with a new underground reservoir adds a serene finishing touch to the home’s impressive curb appeal. Residents of Alaqua Lakes enjoy 24-hour guarded security and access to a 7-acre private park, resort-style pool, tennis courts, basketball court, playground, and more—along with proximity to top-rated Seminole County schools, championship golf, fine dining, and major highways. This move-in-ready estate seamlessly blends timeless sophistication with modern upgrades—offering exceptional indoor-outdoor Florida living in one of Central Florida’s premier luxury communities.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Hussein Kermalli (914-661-9646)
151 SPRINGWOOD CIR #C, LONGWOOD, FL 32750
$150,00010 Days on yellowkey MLS ID: O6397471
REDUCED by $10,000 (6.3%) on 04/18/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1020 Built: 1973 Tax: $2,122 (2024)Community: Springwood VillageCondo
Taxes:$2,122
Remarks: This updated 2-bedroom condo in Longwood near I-4 delivers a bright end-unit layout, stylish finishes, and peaceful wooded views in Springwood Village. Enjoy low-maintenance living with strong community amenities and quick access to major roads, shopping, and dining. This end unit features an open floor plan with modern upgrades throughout. The kitchen showcases white shaker wood cabinets with soft-close doors and drawers, quartz countertops, subway tile backsplash, stainless hardware, and a seeded glass light fixture. Appliances include glass-top self-cleaning stove dishwasher and refridgerator. Shiplap accent walls add character to the kitchen, dining area, and bathroom, complemented by upgraded baseboards. Luxury vinyl wood-look flooring runs through the main living areas, while both bedrooms offer plush carpeting with an extra thick moisture guard pad. The bathroom features a granite vanity top and glassed in shower and modern fixtures. Step outside to your private balcony overlooking a tranquil wooded alcove with mature pine trees, creating a peaceful setting to enjoy your morning coffee or unwind at the end of the day. Springwood Village offers an affordable HOA that includes water, garbage pickup, on-site management, maintenance, and security. Residents enjoy two swimming pools, a clubhouse with gym and party room, lighted tennis court, basketball half court, multiple laundry facilities, and bike storage.
601 FOX VALLEY DR, LONGWOOD, FL 32779
$554,80023 Days on yellowkey MLS ID: O6394368
0 Days Off yellowkey (back on 4/18/2026)
REDUCED by $13,200 (2.3%) on 04/13/2026
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: Under contract-accepting backup offers. Welcome to 601 Fox Valley Drive & & PLEASE VIEW THE DIGITAL WALK THRU VIDEO. This much loved home is ideally situated on a wide, tree-lined street in the highly sought-after Sweetwater Oaks community. Nestled on a lush, oversized fenced corner homesite with abundant native landscaping, this .41 acre 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 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 w/ sliders accessing the porch the rear porch. The beautiful dining room has crown molding & wood floors.—each space features 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. Step outside to your private backyard retreat, featuring a pool with long lasting Pebble Tec finish + a deep end for diving invites endless fun and relaxation. The bedroom wing is conveniently located off the kitchen, 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, electric service panel & breaker boxes replaced in 2026, roof replaced in Dec. 2017 & Trane A/C replaced in 2016, all baths & the rear covered porch have tile floors, and the home has plantation shutters throughout on all windows & kitchen & family room sliders. Enjoy the Low HOA dues offering the unmatched lifestyle of Sweetwater Oaks with exclusive resort style 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, canoeing & kayaking on the Wekiva River, and a private boat ramp to large & 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)
2228 EARLEAF CT, LONGWOOD, FL 32779
$2,785,0002 Days on yellowkey MLS ID: O6399964
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 7696 Built: 1990Monthly Fee: $104 Tax: $11,667 (2024)Community: Wingfield Reserve Ph 3Spa: YesSingle Family
Taxes:$11,667
Remarks: Set at the end of a quiet cul-de-sac and backing to the protected beauty of Wekiwa Springs State Park, this extraordinary waterfront estate offers a rare blend of privacy, scale, and natural serenity within the coveted Markham Woods Corridor. Fully fenced and positioned to capture sweeping conservation and water views, the setting alone places this residence in a category few can match. Impressive private gates and a brick paver circular drive introduces a dramatic arrival, where a grand porte cochere and expansive six-car motor court set the tone. Inside, the home has been completely reimagined through a comprehensive renovation, unveiling soaring ceilings, walls of glass, and abundant natural light. A striking five-foot by eight-foot pivot door opens to a refined foyer with porcelain tile and white oak flooring, immediately drawing the eye to the shimmering pool and tranquil pond beyond. Designed for both grand entertaining and effortless living, the main areas unfold in a seamless open-concept layout. With 14-foot ceilings and expansive living, dining, family, and kitchen spaces flowing together, the home offers impressive volume and connectivity. Anchoring the heart of the home, a dramatic double-sided wood-burning fireplace creates a warm focal point between the kitchen and family room. The chef’s kitchen is a true showpiece, featuring Wolf appliances, built-in refrigeration, and an oversized island with seating for six, finished with elegant waterfall-edge countertops. Outdoor living is equally captivating. A vast travertine lanai transitions to an oversized resort-style pool, all set against a breathtaking backdrop of water and untouched conservation. Nearly every room is oriented to capture these remarkable views, creating a constant connection to the landscape. The primary suite is a sanctuary of grand scale, offering serene water and wooded vistas. Its bespoke bath features leather-finished stone countertops, dual vanities, a soaking tub, and picture windows framing the natural setting. A spa-inspired steam shower with multiple shower heads and a built-in bench completes the experience. Dual custom walk-in closets elevate functionality, one with a center island and scenic window, the other concealing a hidden safe room. Versatility defines the additional spaces. A dedicated office with walk-in closet and direct bath access can serve as an additional bedroom. A generously sized bonus room is ideal for a home theater, library, or lounge, while a separate gym with luxury vinyl flooring can easily function as a second office. A thoughtfully positioned flex space between the main residence and guest quarters opens to the lanai and pool bath, ideal for a cabana lounge or wellness retreat. The guest quarters is a residence unto itself, featuring two bedrooms, two baths, a spacious great room, full kitchen with center island, separate motor court access, and its own laundry, offering exceptional accommodations for guests or multigenerational living. Homes of this caliber rarely come to market. The extensive renovation, remarkable scale, and exceptional attention to detail are perfectly paired with Seminole County’s most desirable locations. Zoned for top-rated schools and ideally positioned near Longwood and Lake Mary, with convenient access to major highways, regional hospitals, airports, beaches, and Central Florida’s world-renowned attractions, this is a legacy property that defines elevated Florida living.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
451 STANTON PL, LONGWOOD, FL 32779
$334,9004 Days on yellowkey MLS ID: O6398813
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1682 Built: 1983Monthly Fee: $510 Tax: $3,425 (2024)Community: Governors Point Ph 1Townhouse
Taxes:$3,425
Remarks: Welcome to Governor’s Point, a highly sought-after community in Wekiva, located in Longwood. This charming 3-bedroom, 2.5-bath home offers the perfect blend of style, comfort, and modern upgrades. The main living area features soaring ceilings, abundant natural light, a cozy wood burning fireplace for relaxing evenings, and luxury vinyl flooring throughout the downstairs. Roller shades have been installed on the first-floor sliding glass doors for added convenience and style. All bedrooms are equipped with plantation shutters and double-pane, hurricane-resistant windows. The kitchen offers ample storage cabinets and counter space making it both functional and inviting. Additional upgrades include a hurricane-resistant window in the living room, gutters installed at the front and back of the home, and a newer wood deck—perfect for outdoor enjoyment. Step outside to the private patio and enjoy the breeze and natural surroundings, ideal for entertaining family and friends. The roof was replaced in 2021, the A/C system in 2022, and both skylights feature 90% UV protection. This centrally located community is just a short drive to Wekiwa Springs State Park and minutes from shopping, dining, and major highways. The HOA provides exceptional value, covering exterior maintenance, irrigation, pest control, termite bond, cable, internet, and full access to amenities including a pool, tennis court, playground, and scenic trails. The home is zoned for top-rated schools, including Rock Lake Middle School and Lake Brantley High School. Rear deck hard wired flood light surveillance camera will convey. KITCHEN AND COMMUNITY AMENITIES PHOTOS TO FOLLOW. Private tours available—schedule yours today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Wanda Davila Gomez (210-323-5708)
411 N WAYMAN ST, LONGWOOD, FL 32750
$375,0002 Days on yellowkey MLS ID: O6399983
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1699 Built: 2005 Tax: $1,649 (2024)Community: Kincaid SubSingle Family
Taxes:$1,649
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully designed split floor plan home situated on an oversized 1/3-acre waterfront lot in the heart of Longwood, Florida. Built in 2005, this residence offers the feel of newer construction with the space and flexibility today’s buyers are looking for. Step inside to discover an open-concept layout featuring volume and vaulted ceilings throughout, creating a bright and airy atmosphere. The spacious living areas flow seamlessly, perfect for both everyday living and entertaining. Tile flooring runs throughout the entire home—no carpet anywhere—offering durability and easy maintenance. The kitchen is designed for gathering, complete with a breakfast bar, bay window, and dedicated dining area that fills the space with natural light. Ample cabinetry and storage throughout the home ensure everything has its place. The split-bedroom layout provides privacy and functionality, while the two-car garage adds convenience and additional storage options. Out back, the expansive waterfront yard offers endless potential. Whether you envision a pool, outdoor kitchen, garden retreat, or custom entertaining space, this property is ready for the next owner’s vision to bring it to life. Located just 0.5 miles from Reiter Park—known for weekend farmers markets, holiday events, and community gatherings—this home also enjoys proximity to excellent schools, shopping, and dining. Best of all, there are no HOA payments. Don’t miss this opportunity to own a spacious waterfront property in one of Longwood’s most desirable areas.
Listing Agent: Jeremy Mazza (407-574-9859)
102 N SILVER CLUSTER CT, LONGWOOD, FL 32750
$395,0002 Days on yellowkey MLS ID: O6399945
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1166 Built: 1975 Tax: $4,071 (2024)Community: Lake Searcy ShoresSpa: NoSingle Family
Taxes:$4,071
Remarks: Welcome to 102 Silver Cluster Ct N in Longwood, a beautifully maintained pool home under $400K offering comfort, value, and an unbeatable opportunity for first-time buyers or anyone looking for a great starter home in a desirable Seminole County location. Tucked away on a quiet dead-end street with no through traffic, this home provides both privacy and peace of mind. This solid concrete block home features a functional split floor plan with bright, open living spaces filled with natural light. The interior flows seamlessly, with French doors leading out to a screened-in patio that overlooks your private pool — perfect for relaxing weekends, entertaining friends, or enjoying Florida living year-round. The kitchen is updated with white shaker cabinets and offers a clean, modern feel, while the home’s layout makes everyday living easy and comfortable. Step outside to a fully fenced, oversized backyard complete with an irrigation system, providing plenty of space for pets, play, gardening, or future outdoor enhancements. Major updates include a new roof (2023), double-pane windows, and an HVAC system (2017), offering confidence and efficiency for years to come. The screened patio and pool area create a true backyard retreat, making this Longwood home absolutely stand out at this price point. Located in the heart of Longwood, you’re just minutes from Historic Downtown Longwood, Reiter Park, and the SunRail station, along with easy access to shopping, dining, and major roadways. Outdoor enthusiasts will enjoy nearby parks, trails, and recreational areas, while the home’s central location makes commuting throughout Central Florida simple and convenient. With its affordable price, thoughtful updates, private setting, and inviting pool, 102 Silver Cluster Ct N is a rare find and the perfect place to start your next chapter.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Abby Greenberg (407-484-2689)
6206 BAYHILL LN #6206, LONGWOOD, FL 32779
$235,0002 Days on yellowkey MLS ID: O6399633
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $532 Tax: $2,300 (2024)Community: Clubside At Sabal Point A CondoSpa: NoCondo
Remarks: Step into elevated living in this beautifully renovated 2-bedroom, 2.5-bathroom condo in Clubside at Sabal Point, offering 1,365 square feet of thoughtfully designed space. Located on the second floor, this unit includes a reserved parking spot right out front for everyday convenience. From the moment you walk in, the open layout feels bright, welcoming, and effortlessly functional. High-quality vinyl flooring runs throughout the main living areas, tying together the spacious living and dining rooms. A stylish wet bar adds a unique touch, making the space ideal for both relaxing and entertaining. The kitchen is a true standout, completely reimagined with all new electrical, plumbing, insulation, wallboard, and paint. It features premium KitchenMaid cabinetry with solid wood construction and soft-close hardware, paired with stunning Cambria quartz countertops and a full-height quartz backsplash that creates a clean, modern look. All appliances are in like-new condition, complementing the space with both style and reliability. Both bedrooms are generously sized and feature en suite bathrooms with dual vanities and walk-in closets. The primary suite offers a sleek walk-in shower, while the guest bath includes a tub and shower combination. Each bathroom has been tastefully updated with a fresh, modern feel. Step outside to the covered, screened-in lanai and enjoy peaceful views overlooking the tennis courts and lush surroundings. Ideally positioned near the community pool, gym, and tennis courts, this home also benefits from Sabal Point’s scenic setting with mature trees, sidewalks, and green space. With easy access to shopping, dining, parks, and I-4, everything you need is within reach. A move-in ready opportunity that blends style, comfort, and location in one exceptional package.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Rosanna Rivera (407-708-9747)
811 GREENSHIRE CT, LONGWOOD, FL 32779
$1,349,0002 Days on yellowkey MLS ID: O6399384
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4293 Built: 1989Monthly Fee: $367 Tax: $7,316 (2025)Community: Sweetwater Club Unit 7Spa: YesSingle Family
Taxes:$7,316
Remarks: Welcome to 811 Greenshire Ct, a rare opportunity to own a fully renovated private estate in the heart of Longwood, FL, where luxury, space, and multigenerational living come together on nearly 2 acres. Ideally located just minutes from Wekiva Island, Publix at Shoppes of Sweetwater, and top-rated Seminole County schools, this exceptional 5-bedroom, 4-bath residence offers 4,293 square feet of thoughtfully designed living space with no carpet throughout and a true move-in-ready feel. Designed for today’s lifestyle, this home delivers exactly what buyers are searching for—privacy, flexibility, and high-end upgrades—making it ideal for multigenerational living, extended stays, or long-term value. The standout feature is the approximately 800-square-foot attached multigenerational suite built in 2022, offering complete independence with its own full kitchen, living area, spacious bedroom, additional enclosed flex space with Murphy bed, ADA-compliant bathroom, wheelchair-accessible doors, separate septic system, private propane generator, and a dedicated washer and dryer—perfect for in-laws, guests, or private living quarters. Inside the main home, refinished travertine floors and new wood flooring in every bedroom create a seamless blend of elegance and warmth, complemented by an updated kitchen with refinished cabinetry and newer appliances, a luxurious primary suite with a spa-inspired bath and Roman tub, and a beautifully remodeled guest bath featuring a custom stained-glass window, new tile shower, and updated cabinetry. Hunter Douglas Roman shades are installed throughout, and all windows and doors were replaced between 2021 and 2022, adding both efficiency and peace of mind. The outdoor living experience is equally impressive, featuring a saltwater pool with a variable speed pump and computer-controlled lighting, an enclosed courtyard for added privacy, and an expansive fenced backyard with an additional cleared half-acre—ideal for entertaining, future expansion, or simply enjoying the space. A whole-home audio system extends to the pool, deck, and porch, creating a seamless indoor-outdoor lifestyle. Additional highlights include a heated and air-conditioned garage with epoxy flooring, smart sprinkler system, newer roof, dual-zone HVAC, and a full alarm system. Homes offering this level of land, upgrades, and true multigenerational flexibility in Longwood are rare, making this a standout opportunity for buyers seeking space, luxury, and long-term value. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Gina Hutchinson (386-793-4262)
375 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$705,00014 Days on yellowkey MLS ID: O6396065
REDUCED by $29,900 (4.1%) on 04/18/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2997 Built: 2006Monthly Fee: $148 Tax: $4,171 (2024)Community: Brentwood ClubSingle Family
Taxes:$4,171
Remarks: Welcome to 375 Brentwood Club Cove, a beautifully maintained residence tucked within the gated community of Brentwood Cove in desirable Longwood. This immaculate five-bedroom (one is an ideal office), three-bath home offers 3,000 square feet of thoughtfully designed living space, blending comfort, style, and true move in readiness. From the moment you arrive, the home makes a striking impression with its brick paver driveway and pristine presentation. Every detail has been meticulously cared for, with the exterior freshly pressure washed and the carpets professionally cleaned, the space is spotless and inviting. Inside, expansive living areas flow effortlessly, offering both functionality and elegance for everyday living and entertaining. Outside is your private outdoor retreat, where a sparkling blue pool is surrounded by a beautiful brick paver deck and enclosed within a screened lanai, delivering the ultimate Florida lifestyle. The large yard with perimeter vinyl fencing provides exceptional space for recreation, pets and outdoor enjoyment. Additional highlights include a spacious two car garage, a newer roof installed in 2019, kitchen exhaust to exterior behind microwave, fans and light fixtures in all rooms including garage, blinds for all windows and sliding doors, separate irrigation line and faucets in front and rear, plus a termite bond already paid for the year, offering valuable peace of mind. Ideally located, Brentwood Cove places you just moments from major highways, premier shopping, dining and leading regional hospitals. The property is also zoned for some of the most sought-after schools serving both Longwood and nearby Lake Mary, adding exceptional long-term value and appeal. This is a turnkey opportunity to enjoy refined Florida living in a home that is as impressive as it is welcoming.
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