Displaying: For Sale
Location: Longwood
Property Type(s): Single Family
Living Area Square Feet: 2500 to 2999
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Longwood - 32 properties found
148 WISTERIA DR, LONGWOOD, FL 32779
$725,0001 Day on yellowkey MLS ID: O6417383
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2662 Built: 1995Monthly Fee: $229 Tax: $4,978 (2025)Community: Springs The Deerwood EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,978
Elementary School: Sabal Point Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Pro pics coming but dont wait to see this incredible home...Welcome to The Springs, one of Central Florida’s most sought-after guard-gated communities, where towering oak canopies, winding roads, and unmatched natural beauty create a lifestyle unlike anything else in Seminole County. With 24/7 guarded entry and an extraordinary park-like setting, The Springs offers a rare blend of privacy, serenity, and convenience. Situated on a premium oversized homesite with no rear neighbors, this beautifully maintained one-story home enjoys exceptional curb appeal enhanced by mature landscaping that seamlessly blends into the surrounding natural environment. The private backyard and expansive screened lanai provide the perfect setting for relaxing, entertaining, or simply enjoying peaceful Florida living. Inside, the timeless floor plan features soaring ceilings, abundant natural light, and generous living spaces designed for both everyday comfort and entertaining. A rare and highly desirable feature, the home offers two primary suites, making it ideal for multigenerational living, guests, or anyone seeking additional flexibility. Steam shower in 2nd primary is great feature as well. Spacious formal living and dining rooms complement the inviting family room and bright open kitchen, creating a layout that lives beautifully. Ample storage throughout this well designed floor plan is another huge plus. Major updates have already been completed, offering peace of mind for years to come. A new roof and HVAC system were installed in 2020, while the home was completely replumbed and received a new water heater in 2019, providing true move-in-ready convenience and low-maintenance ownership. Residents of The Springs enjoy an unmatched lifestyle centered around nature and community. Century-old live oaks, scenic walking and jogging trails, horse stables, a clubhouse, community pool, THE ONLY PRIVATELY OWNED SPRING IN FLORIDA and year-round events create an atmosphere that feels more like a private retreat than a neighborhood. Native Florida woodlands and abundant wildlife are part of everyday life. Families appreciate access to highly rated Seminole County schools, while commuters enjoy exceptional convenience with I-4 less than one mile away. Downtown Lake Mary, Altamonte Springs, Winter Park, Cranes Roost Park, farmers markets, shopping, dining, and entertainment are all within easy reach. Orlando’s world-famous attractions and Florida’s east coast beaches are also just a short drive away. Rarely does an opportunity present itself to own a spacious one-story home with two primary suites, no rear neighbors, major system updates, and the unmatched lifestyle offered by The Springs. Experience the privacy, beauty, and timeless charm that make this exceptional Longwood community one of Central Florida’s hidden gems.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
108 S TIMBERCOVE, LONGWOOD, FL 32779
$565,0002 Days on yellowkey MLS ID: O6418714
0 Days Off yellowkey (back on 6/23/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2831 Built: 1971Monthly Fee: $104 Tax: $3,011 (2025)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$3,011
High School: Lake Brantley High
Remarks: Fantastic investor opportunity in desirable Sweetwater Oaks! This concrete block 4-bedroom, 3-bath screened pool home offers endless potential for investors, flippers, or buyers looking to remodel and create their dream home. HVAC 2025! Located in a top-rated Seminole County school district, the community features private access to Lake Brantley, pickleball and tennis courts, playgrounds, parks, and picnic areas. Conveniently located near I-4 with easy access to Downtown Orlando, Lake Mary, Historic Sanford, Mount Dora, two international airports, shopping, dining, and world-famous attractions. Bring your vision and unlock the potential of this exceptional property. Opportunity awaits!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Joseph Pacholski (407-761-5901)
884 CUTLER RD, LONGWOOD, FL 32779
$599,00082 Days on yellowkey MLS ID: O6396152
REDUCED by $16,000 (2.6%) on 06/03/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2601 Built: 1973 Tax: $5,101 (2025)Community: Cutler CoveSpa: NoSingle Family
Taxes:$5,101
Remarks: One or more photo(s) has been virtually staged. - Price Improvement - Welcome to this beautifully updated 5-bedroom, 3-bathroom home nestled on a quiet street in Longwood's sought-after 32779 zip code, just steps from the top-rated Sabal Point Elementary and minutes from everything the Lake Brantley area has to offer. With 2,601 square feet of thoughtfully designed living space on a generous 0.30-acre corner lot, this home delivers on space, style, and location, with no HOA and the freedom to make it truly your own. A large private driveway leads you home, complemented by an oversized 2-car garage with ample storage. Step inside and you're greeted by an expansive open floor plan filled with natural light from large front windows, creating a bright and inviting atmosphere throughout. At the heart of the home, the kitchen is built for both everyday living and effortless entertaining. White shaker cabinets, a large island with stunning quartz countertops and waterfall edges, and stainless steel appliances. The open floor plan flows seamlessly into the living and dining areas — a layout that brings people together naturally. Peace of mind comes built in with major updates already done for you — a new roof in 2021, new AC in 2021, water heater in 2022, upgraded double-pane windows, and new LVP flooring throughout installed in 2021. The large primary suite offers a comfortable retreat complete with a double vanity and walk-in shower, while the additional bedrooms and bathrooms provide all the flexibility a modern family needs. Outside, a large covered and screened patio overlooks a fully fenced backyard with beautiful pavers — perfect for morning coffee, weekend entertaining, or simply unwinding. A 7-zone irrigation system keeps everything green with ease, and with plenty of room to add the pool of your dreams, the backyard is a blank canvas ready for your vision. Located in one of Seminole County's most desirable family-friendly communities with easy access to parks, nature, shopping, dining, and major commuter routes — this move-in-ready home is an exceptional opportunity. Corner lot. No HOA. Top-rated schools. Come see it before it’s gone.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Tyler Deans (407-319-2493)
210 E SWEETWATER CREEK DR, LONGWOOD, FL 32779
$629,00059 Days on yellowkey MLS ID: O6402314
REDUCED by $21,000 (3.2%) on 06/23/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2500 Built: 1974Monthly Fee: $54 Tax: $2,485 (2025)Community: Sweetwater Oaks Sec 05Spa: NoSingle Family
Taxes:$2,485
Remarks: One or more photo(s) has been virtually staged. Beautifully maintained 4-bedroom, 2-bath pool home in the highly desirable Sweetwater Oaks community of Longwood. This home showcases pride of ownership throughout, starting with light-toned engineered hardwood flooring covering all living areas and bedrooms for a seamless, updated look. *All new interior paint in 4 bedrooms, living room and dining room * June 2026 * HOA has approved NEW ROOF * Scheduled for July 2026 * The home features a formal living room with custom built-in cabinetry and shelving, complemented by large windows that frame peaceful views of the tree-lined street. A separate formal dining room with chair rail detailing provides an elegant space for hosting gatherings. The remodeled kitchen is thoughtfully designed with white cabinetry (including glass-front accents), custom backsplash, granite countertops, stainless steel appliances, and a convenient breakfast bar. The adjacent family room impresses with vaulted ceilings, skylights, and a striking stone fireplace, creating a warm and inviting atmosphere. A bright sunroom and breakfast nook with built-in cabinetry overlook the private backyard oasis, complete with a sparkling pool and lush landscaping—ideal for indoor-outdoor living and entertaining. The primary suite serves as a true retreat, featuring a walk-in closet and a beautifully renovated en-suite bath with granite countertops, elevated vanities, and an oversized walk-in shower. The split floor plan offers added privacy, with three additional spacious bedrooms. The fourth bedroom includes a versatile bonus area perfect for a home office, nursery, storage, or potential third bath conversion. Additional highlights include an indoor utility room with washer and dryer, leading to a 2-car garage equipped with a custom workshop and built-in cabinetry. Situated on just under half an acre, the property also features energy-efficient windows and a new A/C system installed in 2021. Residents of Sweetwater Oaks enjoy exclusive access to Sweetwater Beach on Lake Brantley, to enjoy swimming, boating, fishing, a pavilion, playground, basketball court, sand volleyball, boat dock and a boat ramp. Riverbend Park provides direct access to the Wekiva River with canoe and kayak launches, along with tennis courts, sports fields, playground, hiking trails and picnic areas. The community also features a clubhouse and pickleball courts. Zoned for top-rated Seminole County schools and conveniently located near Wekiva Springs State Park, Wekiva Island, shopping, dining, and major roadways. This home offers a rare opportunity to enjoy a serene, established neighborhood with exceptional leisure amenities in one of Longwood’s premier communities. Schedule your private showing today!
Listing is courtesy of: DON ASHER & ASSOCIATES, INC. (407-425-4561)
Listing Agent: Elizabeth Petters (407-683-3941)
2271 SPRINGS LANDING BLVD, LONGWOOD, FL 32779
$895,00040 Days on yellowkey MLS ID: O6408106
REDUCED by $30,000 (3.2%) on 06/18/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2702 Built: 1982Monthly Fee: $50 Tax: $3,798 (2024)Community: Springs Landing Unit 3Single Family
Taxes:$3,798
Elementary School: Woodlands Elementary
Tax Year: 2024
Remarks: Welcome to 2271 Springs Landing Boulevard, a stunningly reimagined modern residence in the highly sought-after Springs Landing community of Longwood. This fully renovated 5-bedroom, 3-bathroom pool home spans 2,702 square feet, blending elevated contemporary design with timeless luxury finishes throughout. From the moment you arrive, the home’s striking curb appeal makes a lasting impression with all-new paver driveways, lush landscaping, and a completely updated sprinkler system. Inside, the home has been thoughtfully redesigned from top to bottom with porcelain tile flooring throughout, contemporary baseboards and doors, and recessed can lighting added throughout the home to create a bright, sophisticated atmosphere. The heart of the home is the breathtaking kitchen, featuring custom shaker cabinetry, Taj Mahal granite and quartz countertops, designer tile backsplash, under-cabinet lighting, a wine refrigerator, and a massive walk-in custom pantry. The layout flows seamlessly into the living areas, centered around a custom stacked-stone fireplace with Taj Mahal granite hearth, creating the perfect blend of warmth and modern elegance. This thoughtfully designed floorplan includes two luxurious primary suites, ideal for multigenerational living or hosting guests. The main primary retreat features a custom luxury walk-in closet, individual vanities, and a spa-inspired bathroom complete with a soaking tub and designer-level finishes. An additional bedroom offers flexibility as a home office, gym, or flex space. Indoor and outdoor living merge effortlessly through all-new sliding glass doors leading to the screened-in pool and outdoor entertaining spaces. The resurfaced pool, updated tile border, and expansive screened deck create a private backyard retreat perfect for entertaining year-round. Every space throughout inside and out has been beautifully renovated with elevated finishes, including a pool bath featuring a double vanity and custom storage shelving. Major system updates provide complete peace of mind, including a new roof (2024), new windows, new water heater (2026), new HVAC system (2026), electrical panel updates (2025), and plumbing updates (2025). Located in the desirable Springs Landing community off Markham Woods Road, residents enjoy proximity to Wekiwa Springs State Park, the Seminole Wekiva Trail, and top-rated Seminole County schools. If you're looking for that "Old Florida" feel while still being centrally located, then this is the home for you! Don't blink - this home is a rare opportunity to own a truly turnkey luxury home with resort-style amenities in the heart of Longwood.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Abby Greenberg (407-484-2689)
432 WILDERNESS DR, LONGWOOD, FL 32779
$639,00091 Days on yellowkey MLS ID: O6393288
REDUCED by $31,000 (4.6%) on 06/23/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2832 Built: 1981Monthly Fee: $46 Tax: $6,626 (2024)Community: Cypress Landing At Sabal PointSpa: NoSingle Family
Taxes:$6,626
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged for visual inspiration. MOTIVATED SELLER!!! PRICE REDUCED!! Welcome to your dream home in the highly sought-after Sable Point community of Longwood, Florida—where charm, space, and thoughtful upgrades come together in all the right ways. This beautifully maintained four-bedroom, with bonus pass through bedroom attached to the primary three-bath brick home sits proudly on a spacious corner lot, surrounded by mature trees and the kind of peaceful, established neighborhood setting buyers are always hoping to find. From the moment you arrive, you’ll feel that warm, inviting “this is the one” energy. Inside, you’re greeted with timeless finishes including granite countertops, plantation shutters, a farmhouse sink, rich wood flooring, and elegant wainscoting that flows throughout the main living areas and front bedrooms—adding just the right touch of character and sophistication. The kitchen is fully equipped with upgraded LG appliances, blending style and function for everyday living and effortless entertaining. The layout is thoughtfully designed for real life—whether you're hosting family gatherings, raising a busy household, or planning for multi-generational living. A standout feature is the private primary suite addition, offering his and hers walk-in closets, its own ensuite bath with a garden soaking tub, walk-in shower, attached room could make great nursery, office or workout room, direct access to the screened outdoor pool, and separation from the main living areas—perfect for next-gen living, guests, or simply a quiet retreat at the end of the day. Natural light pours in through skylights, brightening the spacious living areas, while the family den steals the show with its soaring cathedral ceilings, exposed beams, and a cozy wood-burning fireplace—creating a warm, inviting space that feels like the heart of the home. Upstairs, you’ll find a fun bonus room over the garage—ideal for a teen hangout, game room, or creative escape. Practical features haven’t been overlooked either, with a generously sized laundry room designed to keep things running smoothly behind the scenes with the third bath, and yes—there’s even a built-in doggy shower, because every member of the family deserves a little luxury. Step outside and you’ve got your own Florida oasis. The screened-in pool has been recently resurfaced, and the pool deck features a durable shark coating—ready for sunny afternoons and weekend get-togethers. The large yard on this corner lot gives you plenty of room to spread out, play, or entertain. This home is not just charming—it’s smart, too. Enjoy energy savings with solar panels which means this all electric home will come with minimal utility expenses, a water softener system, a whole-home generator that will convey, and the peace of mind that comes with a brand-new roof completed within the past year. Located just minutes from Wekiwa Springs State Park, you’ll have easy access to kayaking, scenic trails, and some of Central Florida’s most beautiful natural surroundings—perfect for those who love an active, outdoor lifestyle. Along with top-rated schools, nearby parks, and tree-lined streets, this home offers that rare blend of comfort, convenience, and character. If you’ve been searching for space, flexibility, and a home that truly grows with you… this one is ready to welcome you home.
Listing is courtesy of: REALTY ONE GROUP MAGIC CITY (407-589-9080)
Listing Agent: Jory Williams (501-951-0799)
1902 LONG POND DR, LONGWOOD, FL 32779
$900,0002 Days on yellowkey MLS ID: O6418285
0 Days Off yellowkey (back on 6/22/2026)
Bed: 6 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2750 Built: 1987 Tax: $7,814 (2025)Community: Mandarin Sec 7Single Family
Taxes:$7,814
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Situated on more than an acre of fully fenced land with no HOA, this completely reimagined Longwood estate offers a rare combination of privacy, luxury, and modern convenience. Thoughtfully renovated from top to bottom, the home showcases exceptional craftsmanship and extensive improvements including a new roof, new windows, complete repiping, a new water heater, resurfaced pool, updated lighting, and fresh landscaping with new sod throughout the property. Inside, soaring vaulted ceilings with exposed beams create a dramatic first impression, while expansive living spaces filled with natural light offer the perfect balance of sophistication and comfort. The designer kitchen serves as the centerpiece of the home, featuring custom cabinetry, quartz countertops, premium finishes, and seamless flow into the surrounding living and dining areas. Every detail has been carefully curated to deliver a truly turnkey living experience. The primary suite provides a private retreat, while beautifully updated secondary bedrooms and baths offer comfort and flexibility for family and guests. Walls of glass invite the outdoors in, overlooking the resort-style backyard designed for year-round enjoyment. Outside, the resurfaced pool is surrounded by sprawling grounds that provide exceptional privacy and endless possibilities. Whether hosting gatherings, storing recreational vehicles, creating a garden oasis, or simply enjoying the freedom that comes with owning over an acre of land, this property offers a lifestyle rarely found in today's market. Fully fenced and free from HOA restrictions, the estate delivers the space, privacy, and flexibility discerning buyers desire without sacrificing convenience to top-rated Seminole County schools, dining, shopping, and major commuter routes. A rare turnkey estate offering where every major improvement has already been completed, allowing the next owner to simply move in and enjoy.
Listing Agent: Chase Tate, Pllc (217-899-2619)
358 BRANTLEY CLUB PL, LONGWOOD, FL 32779
$679,0006 Days on yellowkey MLS ID: O6418032
1 Days Off yellowkey (back on 6/22/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2657 Built: 1985Monthly Fee: $75 Tax: $7,101 (2025)Community: Lake Brantley Club Ph 1Single Family
Taxes:$7,101
Remarks: Under contract-accepting backup offers. Welcome to 358 Brantley Club Place, a beautifully updated 4-bedroom, 3-bathroom pool home offering 2,657 square feet of thoughtfully designed living space in one of Longwood's most desirable communities. With deeded access to Lake Brantley and the convenience of being within walking distance to Lake Brantley High School, this home offers the ideal blend of lifestyle, location, and peace of mind for families looking to put down roots and enjoy all that Central Florida has to offer. Step inside and you're immediately greeted by soaring ceilings, abundant natural light, and beautifully refinished hardwood floors that create a warm and welcoming atmosphere throughout. The spacious open floor plan is centered around a charming brick fireplace, creating the perfect gathering place for family and friends. The kitchen seamlessly flows into the living room and features a cozy breakfast nook overlooking the backyard, while a separate dining room offers additional space for entertaining and hosting holidays. The home's split-bedroom floor plan provides privacy and functionality, with the spacious primary suite tucked away on one side of the home. The completely remodeled primary bathroom is a true retreat, showcasing a beautifully tiled walk-in shower, elegant brass fixtures, modern finishes, and thoughtfully designed built-in closet storage. The remaining three bedrooms are generously sized and located on the opposite side of the home, making this layout ideal for growing families, guests, or home office needs. Step outside and discover your own private oasis. The large, fully fenced backyard surrounds a beautifully resurfaced swimming pool, offering endless opportunities for entertaining, playing, or simply relaxing under the Florida sun. Updated landscaping and mature surroundings create a serene setting, while the spacious outdoor area offers plenty of room for pets, gardening, and future memories. This home has undergone extensive recent improvements, allowing buyers to move in with confidence. Major updates include a new roof (2025), new windows, full exterior paint, HVAC (2024), water heater (2022), electrical panel (2025), updated plumbing, and updated fencing. The hard work has already been done, leaving nothing for the next owners to do except unpack and enjoy. Beyond the home itself, residents enjoy easy access to Lake Brantley for boating and watersports, nearby Wekiwa Springs State Park, the Seminole Wekiva Trail, premier shopping and dining in Heathrow, Lake Mary, and Altamonte Springs, and convenient access to I-4 and SR-429. This is a rare opportunity to own a move-in ready pool home with lake access in one of Seminole County's most sought-after locations.
910 BEARDED OAKS TER, LONGWOOD, FL 32779
$799,00013 Days on yellowkey MLS ID: O6416276
0 Days Off yellowkey (back on 6/15/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2516 Built: 1987Monthly Fee: $205 Tax: $3,455 (2025)Community: Sweetwater SpringsSpa: NoSingle Family
Taxes:$3,455
Remarks: Welcome to an exceptional residence in the highly sought-after gated community of Sweetwater Springs, where luxury living meets an unparalleled outdoor lifestyle. Residents enjoy exclusive access to the pristine, spring-fed waters of Lake Brantley, complete with a private beach, park, basketball court, pavilion, and a residents-only concrete boat launch. Outdoor enthusiasts will also appreciate the community's riverfront park on the Wekiva River, featuring kayak and canoe storage just steps from the water and private launch access. Additional neighborhood amenities include a clubhouse, recently renovated tennis and pickleball courts, parks and playgrounds. Exquisitely maintained and thoughtfully updated, this stunning 4-bedroom, 2.5-bath residence showcases timeless elegance, exceptional craftsmanship, and bespoke finishes throughout. The desirable split-bedroom floor plan offers privacy and functionality, while soaring ceilings and abundant natural light create an inviting atmosphere. At the heart of the home, the spacious family room features dramatic volume ceilings and a striking double-sided wood-burning fireplace that creates a warm ambiance in both the family and dining rooms. The beautifully remodeled eat-in kitchen is a chef's dream, boasting granite countertops, quality cabinetry, and stylish finishes. The expanded primary suite serves as a true retreat, enhanced by a sun-filled sitting room complete with an electric fireplace and French doors opening to the screened lanai and heated pool. The luxurious primary bath has been fully renovated with elegant marble tile, a frameless glass shower enclosure, and dual shower heads for a spa-like experience. Quality details abound throughout the home, including plantation shutters, crown molding, custom built-ins, and beautifully remodeled bathrooms. Recent improvements provide peace of mind and modern efficiency, including a new HVAC system installed in March 2025, a new heat-pump pool heater, and an impressive $65,000 solar energy system designed to significantly reduce utility costs. Step outside to your private screened pool oasis, perfect for entertaining or relaxing year-round. The cul-de-sac location and large .29-acre lot make this a prime location within the community. The new irrigation system keeps the finely manicured lawn and hedges looking "yard of the month" perfect! Combining refined elegance, thoughtful upgrades, and access to some of Central Florida's most coveted recreational amenities, this extraordinary Sweetwater Springs home offers a lifestyle that is truly second to none.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Kelly Hildebrand (407-310-5035)
1722 MARKHAM GLEN CIR, LONGWOOD, FL 32779
$795,00013 Days on yellowkey MLS ID: O6414162
REDUCED by $54,000 (6.4%) on 06/22/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2726 Built: 1997Monthly Fee: $100 Tax: $6,817 (2025)Community: Markham GlenSingle Family
Taxes:$6,817
Remarks: REDUCED PRICE FOR QUICK SALE! With over 4,400 sq. ft. under roof, this gorgeous 4 bedroom, 3 full bath pool home with over $75k in just finished upgrades has it all! Situated on a full acre estate lot in one of the most desirable neighborhoods along Markham Woods Road, you'll enjoy all the best North Orlando has to offer and top notch Seminole County schools. At home, enjoy the privacy and serenity of being surrounded by lush greenery and sounds of nature. Within minutes, be in town with easy access to I-4 putting you at the doorstep of some of the most sought-after and exciting dining, shopping, and entertainment venues. This home boasts a new roof (2026), new plumbing (2026), new heat pump AC system (2026), newly re-tiled and refinished pool (2026), and re-screened pool enclosure (2026), and newer water heater (2024). Additional peace of mind comes from its concrete block construction and updated gutter system. The open concept living space allows for flexible use options and the extra large glass doors leading out to the 52 foot wide covered lanai make the space feel even more expansive. The lanai has a wet bar pre-wired with 220V for a cooking appliance, making a true outdoor kitchen well within reach. The sparkling pool dazzles from the main living areas, which is made even more impressive by the depth of the backyard. There's plenty of room to add an ADU with appropriate approvals. The Seminole Wekiva Trail runs directly behind the lot. Easily jump onto the trail for your morning walk or evening bike ride. High ceilings with knockdown finish (no popcorn) throughout. All 4 bedrooms feature wood laminate flooring and large closets. The ensuite primary bedroom has ample space for an office setup or seating area. The extra large 825 sq. ft. 3-car garage has a BMW EV charger (which works with other brands) conveniently located between the two garage doors for easy charging access on both sides. Solid across all 4 points (new roof / new AC / newer electrical panel / new plumbing) for insurability purposes and more manageable premium, this home's overall costs of ownership can be kept in check - especially since there is no sewer bill to pay. A central vacuum system adds to ease of maintenance. Call today for a private showing of this exquisite home!
Listing is courtesy of: DEGREE REALTY LLC (407-310-5456)
Listing Agent: Brandy Hill (407-310-5456)
1652 RUTLEDGE RD, LONGWOOD, FL 32779
$699,99960 Days on yellowkey MLS ID: V4948735
REDUCED by $9,001 (1.3%) on 06/17/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2760 Built: 1982 Tax: $2,994 (2024)Community: Mandarin Sec 2Single Family
Taxes:$2,994
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: Making its debut on the market in the sought-after Markham Woods area, 1652 Rutledge Road in Longwood is a charming one-owner home with much to offer. Sitting on one full acre, this spacious 5-bedroom, 3-bath pool home welcomes you with gorgeous pool views as you step through the front double doors. Sunlight fills the rooms and the family room’s stone-front wood-burning fireplace offers a cozy touch. It also overlooks the kitchen which is ideal for entertaining. The kitchen features stainless steel appliances, generous counter space, and a closet pantry. Large sliders in both the family room and living room lead to the fully fenced yard, a screen-enclosed porch, and a paver-lined pool area. Other perks include an indoor laundry room with washer and dryer, a storage shed, and a freshly paved driveway with ample parking. Roof replaced in April 2026. AC (Del-Air) replaced in 2021. No HOA. Horses welcome, and the property borders the Seminole Wekiva Bike Trail. Another bonus feature is that there is a whole house generator offering additional peace of mind during those Florida storms. Zoned for Lake Mary High School—Go Rams!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Melissa Stalzer (386-405-3457)
478 SABAL TRAIL CIR, LONGWOOD, FL 32779
$599,50057 Days on yellowkey MLS ID: O6403175
REDUCED by $10,500 (1.7%) on 06/15/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2529 Built: 1984Monthly Fee: $85 Tax: $6,601 (2025)Community: Sabal Point Sabal Trail AtSpa: NoSingle Family
Taxes:$6,601
Remarks: NEW PRICE: As Of 6/15 : Welcome to the desirable Sabal Point community! Located at 478 Sabal Trail Circle in Longwood, this well-maintained home sits on a nearly one-third acre lot, offering a spacious front yard and one of the larger rear yards in the neighborhood. The home features a split-bedroom floor plan and an open layout with both a large living room and separate family room, providing flexibility for everyday living or entertaining. The living room can easily be utilized as a spacious home office. The expansive covered rear porch overlooks a screened-in pool and deck, along with a large open patio area—ideal for enjoying Florida outdoor living. Interior features include solid wood cabinetry in the kitchen and bathrooms, solid surface countertops, and quality laminate flooring throughout the main living areas and bedrooms. Major updates include a full re-plumb with PEX piping, an upgraded HVAC system, a new roof installed in 2024, and a new pool heat pump added in 2022. Electric vehicle charging hookup in garage. Conveniently located near major roadways, shopping, dining, and zoned for great schools, this property offers space, functionality, and key upgrades within an established Longwood community.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Daniel Araque (321-276-0747)
342 COBLE DR, LONGWOOD, FL 32779
$520,000141 Days on yellowkey MLS ID: O6379074
REDUCED by $10,000 (1.9%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2596 Built: 1978Monthly Fee: $23 Tax: $2,766 (2024)Community: Wekiva Hills Sec 04Spa: NoSingle Family
Taxes:$2,766
Elementary School: Wekiva Elementary
Middle School: Teague Middle
Remarks: One or more photo(s) has been virtually staged. Major price appeal meets lifestyle living in Wekiva Hills! This three-bedroom, two-bath pool home stands out with dramatic ceilings, skylights, and a stunning stone fireplace that anchors the bright and open living space. Entertain with ease in the elevated dining area overlooking the living room, while the updated kitchen offers modern finishes, a large walk-in pantry, and a cheerful breakfast nook. The upstairs primary suite is filled with natural light and features a bonus sitting area, spacious closet, and refreshed bath. Out back, enjoy a screened patio and your private pool surrounded by mature landscaping. A rear gate opens directly to a peaceful walking trail—perfect for morning walks or evening relaxation. Light-filled, updated, and priced to move—don’t miss this Wekiva Hills opportunity.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Veronica Parker (407-718-6983)
114 STONEY RIDGE CT, LONGWOOD, FL 32750
$499,90025 Days on yellowkey MLS ID: O6407522
0 Days Off yellowkey (back on 6/14/2026)
REDUCED by $25,000 (4.8%) on 06/13/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2803 Built: 1971Monthly Fee: $8 Tax: $2,188 (2024)Community: Woodlands TheSingle Family
Taxes:$2,188
Remarks: Under contract-accepting backup offers. Some photos Virtually staged. Welcome to this spacious and inviting 4-bedroom, 2-bath split-plan home, nestled on a quiet cul-de-sac in the established Woodlands community of Longwood. With more than 2,800 square feet of living space, this home offers the perfect blend of comfort, flexibility, and room to grow. Situated on an oversized .27-acre lot, you'll find generous living areas, spacious bedrooms, and abundant natural light throughout. The versatile floor plan includes multiple gathering spaces that can easily adapt to your needs—whether you're envisioning a home office, playroom, dressing room, fitness space, or cozy lounge area. Step outside and discover a private backyard with plenty of room to create your own outdoor oasis, ideal for relaxing, gardening, or entertaining family and friends. A dedicated workshop adds even more possibilities for hobbyists, DIY enthusiasts, or extra storage. Conveniently located in the heart of Seminole County, this home offers easy access to I-4, shopping, dining, parks, and top-rated schools, while still providing the peaceful feel of a well-established neighborhood with beautiful mature landscaping. Whether you're ready to move right in or excited to add your own personal touches over time, this home presents a wonderful opportunity to enjoy space, flexibility, and a sought-after Longwood location. Come see all the possibilities this welcoming home has to offer!
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Jim Ruddy (407-718-0984)
2151 JUDITH PL, LONGWOOD, FL 32779
$799,000233 Days on yellowkey MLS ID: FC313733
1 Days Off yellowkey (back on 2/1/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2800 Built: 1988 Tax: $2,499 (2024)Community: Mandarin Sec 8Single Family
Taxes:$2,499
Remarks: Under contract-accepting backup offers. Your dream home just hit the market! Tucked away at the end of a quiet cul-de-sac, this stunning 5-bedroom, 3-bath retreat sits on an incredible 1.5+ acre lot—one of the most unique in the area! With a new roof and gutters (2025), HVAC (2023), and fully paid-off solar panels, this home blends comfort, efficiency, and peace of mind. Step inside to a freshly painted exterior, a cozy wood-burning fireplace, and a recently renovated owner's suite designed for pure relaxation. The open, light-filled layout invites connection and comfort, while the sprawling lot offers endless possibilities—build a second home, garden, or create your private backyard paradise. Plus, with no mandatory HOA, you have the freedom to make it truly yours. Enjoy the perfect blend of modern updates, space, and serenity—a one-of-a-kind Florida retreat ready to welcome you home.
Listing is courtesy of: WATSON REALTY CORP (386-246-9222)
Listing Agent: Sherron Skibo (301-526-1772)
375 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$668,00080 Days on yellowkey MLS ID: O6396065
1 Days Off yellowkey (back on 6/18/2026)
INCREASED by $19,000 (2.9%) on 06/17/2026
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
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: Under contract-accepting backup offers. Price REDUCED for a quick sale! Welcome to 375 Brentwood Club Cove, a beautifully maintained residence tucked within the gated community of Brentwood Cove in desirable Longwood. This immaculate five-bedroom (one is an ideal office), three-bath home offers 3,000 square feet of thoughtfully designed living space, blending comfort, style, and true move in readiness. From the moment you arrive, the home makes a striking impression with its brick paver driveway and pristine presentation. Every detail has been meticulously cared for, with the exterior freshly pressure washed and the carpets professionally cleaned, the space is spotless and inviting. Inside, expansive living areas flow effortlessly, offering both functionality and elegance for everyday living and entertaining. Outside is your private outdoor retreat, where a sparkling blue pool is surrounded by a beautiful brick paver deck and enclosed within a screened lanai, delivering the ultimate Florida lifestyle. The large yard with perimeter vinyl fencing provides exceptional space for recreation, pets and outdoor enjoyment. Additional highlights include a spacious two car garage, a newer roof installed in 2019, kitchen exhaust to exterior behind microwave, fans and light fixtures in all rooms including garage, blinds for all windows and sliding doors, separate irrigation line and faucets in front and rear, plus a termite bond already paid for the year, offering valuable peace of mind. Ideally located, Brentwood Cove places you just moments from major highways, premier shopping, dining and leading regional hospitals. The property is also zoned for some of the most sought-after schools serving both Longwood and nearby Lake Mary, adding exceptional long-term value and appeal. This is a turnkey opportunity to enjoy refined Florida living in a home that is as impressive as it is welcoming.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
1833 CROWLEY CIR, LONGWOOD, FL 32779
$550,000160 Days on yellowkey MLS ID: O6369834
REDUCED by $10,000 (1.8%) on 06/15/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2742 Built: 1985 Tax: $5,474 (2024)Community: Mandarin Sec 5Single Family
Taxes:$5,474
Remarks: Virtually Staged. Welcome to 1833 Crowley Circle, a beautifully maintained POOL home offering comfort, freedom, and an unbeatable location — with NO HOA! This inviting property features a private backyard oasis with a lovely pool, perfect for Florida living and entertaining year-round. Enjoy peace of mind knowing the home has been thoughtfully updated, including a full replumb completed 4 years ago, new breaker boxes 4 years, a new pool pump 4 years, and an AC compressor replaced approximately 5 years ago. Stunning fireplace featured in living room to keep the whole family cozy. Enjoy the amazing kitchen in the heart of the home with serving window, breakfast bar area, and extra pull out pantry space! Ideally situated just one mile from the Seminole Wekiva Trail, this home is perfect for outdoor enthusiasts who love biking, walking, and nature, while still being close to everyday conveniences. Near major roadways including I4 making commute to theme parks, downtown, Orlando or Sandford International airports, beaches, and so much more! Whether you’re relaxing poolside, hosting friends, or enjoying nearby trails, 1833 Crowley Circle delivers the perfect blend of lifestyle, location, and long-term value. Don’t miss this opportunity to own a move-in-ready pool home! Easy to show so come see today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Christina Rampersad (407-995-6788)
1000 CROOKED OAK COURT, LONGWOOD, FL 32779
$599,900133 Days on yellowkey MLS ID: O6378220
1 Days Off yellowkey (back on 6/14/2026)
REDUCED by $20,000 (3.2%) on 04/30/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2808 Built: 1974Monthly Fee: $54 Tax: $6,597 (2024)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$6,597
Remarks: Virtually Staged. Updated Sweetwater Oaks! 4-bedroom, 3-bath retreat, 2,808 sq ft **open tropical pool**, **screened lanai**comfortable living on an expansive Thoughtfully modernized this. Set on a Cul-de-sac street, the property enjoys a unique presence with 2 front entrances, enhancing both convenience and curb appeal. Open-concept single story with a lot natural light. Superb family room with a cozy fireplace, Large, Bright, & Beautiful Kitchen with Stainless steel appliances and an eat-in nook. **oversized living room** and a **spacious dining room** ideal for hosting. Recent upgrades elevate the home’s **to "new flooring in 3 bedrooms, and new porcelain tile flooring in Florida room". (2026)**, a **new roof (Dec 2025)**, **new AC compressor (2024)**, **new pool pump (2024)**, and a **pool resurfacing (2019)**. Throughout the home, **laminate and tile flooring** offers durability and style., **fenced yard**, and **sun-splashed patio** serene backdrop for relaxation, play, and outdoor entertaining. Sought-after community amenities, enjoy access to a **playground, tennis courts, basketball court, volleyball court, covered picnic area**, and exclusive **lake access to Lake Brantley**, complete with a sandy beach area. **Wekiva River access** Move in ready! Hurry! Won't last!
Listing Agent: Caroline Moffitt Lawton (407-670-9797)
208 ORANGE RIDGE CIR, LONGWOOD, FL 32779
$759,90072 Days on yellowkey MLS ID: O6394394
1 Days Off yellowkey (back on 6/2/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2847 Built: 1984 Tax: $4,035 (2024)Community: Orange Ridge FarmsSpa: YesSingle Family
Taxes:$4,035
Remarks: Under contract-accepting backup offers. Tucked away on over 1.3 acres beneath a canopy of majestic trees, this exceptional residence offers a rare blend of refined living, privacy, and timeless elegance—without the constraints of HOA living. Ideally located off Long Pond Road and Markham Woods Road, this is Central Florida luxury at its most serene The property offers a 4-bedroom, 2.5-bath split floor plan, an oversized two-car garage, and an additional detached garage/workshop. The spacious kitchen features modern wood cabinetry and granite countertops. Amenities include a heated saltwater pool with spa, a Florida room adjacent to the family area complete with custom built-in bookcases (currently serving as a large office with panoramic backyard views), cathedral ceilings with recessed lighting throughout, and a brick wood-burning fireplace in the great room. A separate stand-alone building with water access and partial electrical infrastructure provides potential for conversion into in-law quarters or income property. Additional upgrades comprise a new roof (2019), solar panels-fully paid (2019), Tesla Power Wall (2025) for continuous electricity supply, double-pane storm-rated windows and doors (2020), new A/C unit (2014), upgraded flooring (2024), Hardy Plank siding (2026), and other enhancements. The grounds feature mature oak trees on a generous 1.3+ acre lot. No HOA dues. Perfectly positioned just minutes from the Seminole/Wekiva Trail and zoned for top-rated Heathrow/Lake Mary schools, this residence offers both exclusivity and convenience. A rare offering where space, sophistication, and lifestyle converge.
Listing is courtesy of: PARKER REALTY GROUP (407-845-0333)
Listing Agent: Ed Parker (407-617-0356)
204 BLUE LAKE DR, LONGWOOD, FL 32779
$719,000191 Days on yellowkey MLS ID: S5140226
REDUCED by $10,000 (1.4%) on 05/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2914 Built: 1973Monthly Fee: $56 Tax: $3,204 (2024)Community: Sweetwater Oaks Sec 04Spa: NoSingle Family
Taxes:$3,204
Remarks: Virtually Staged. This 4 bedroom, 3.5 bathroom pool home is the kind of home that makes outdoor lovers feel like they finally found their place. Set on over half an acre with peaceful pond frontage and wide-open water views, this property delivers the serenity of lake living with the convenience of Seminole County’s most coveted amenities. Whether your ideal afternoon is launching a boat, paddling the Wekiva River, or unwinding while deer stroll through the yard, this address puts nature at your doorstep. The home has been thoughtfully updated to support a low-maintenance lifestyle. Fresh 2025 interior and exterior paint, a newer roof 2022, upgraded windows and doors installed in 2024, and a paver driveway and pool deck added in 2020 create a clean, modern feel. Inside, newer appliances and a 2019 AC system support comfort year-round. Two master suites provide flexibility, including the option for a mother-in-law suite or multi-generational living. A massive picture window frames the water perfectly, giving the living spaces a tranquil, postcard-worthy backdrop. Your oversized pool comes heated, with a pool heater installed 2024. The neighborhood is a rare gem for active residents. Enjoy three community parks, private Wekiva River access, members-only Lake Brantley beach and boat ramp, and more than ten tennis and pickleball courts. With Wekiva Springs State Park just moments away, adventure comes standard. For buyers who crave space, privacy, and a lifestyle built around the outdoors, this home is the invitation you have been waiting for.
Listing Agent: Simone Wickham (407-283-5275)
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