Location: Longwood
Do Not Show Listings
119 MEADOWFIELD LN, LONGWOOD, FL 32779
$365,00011 Days on yellowkey MLS ID: G5112577
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1200 Built: 1974 Tax: $3,811 (2025)Community: Meredith Manor Golf View Estates SecSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,811
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to an amazing opportunity in Longwood! Situated on an oversized lot with no HOA, this pool home offers the space, major updates, and flexibility buyers are looking for while still leaving room for a new owner to add their own personal touches and style over time. The fully fenced backyard is designed for enjoying Florida living year-round, featuring a saltwater pool resurfaced just three years ago, fruit trees that add to the outdoor charm, and plenty of space to relax or entertain. Inside, you’ll find no carpet throughout, with vinyl flooring running through most of the home along with tile in select areas, updated bathrooms, and a fully enclosed Florida room under AC that creates valuable flex space ideal for a second living area, home office, gym, or playroom, along with an additional screened porch for even more functional living space. Major improvements include ROOF 2020, HVAC 2018, WATER HEATER 2021, updated windows, new gutters, updated duct work and insulation, and more, helping provide peace of mind for the next owner. Conveniently located just off 434 with easy access to shopping, dining, and everyday conveniences, this home combines comfort, functionality, and outdoor living in the heart of Longwood. Easy to show! *Aerial photo property lines are an estimate and to be verified by buyer.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Brandie Mathison-Klein (407-488-3446)
105 E COTTESMORE CIR, LONGWOOD, FL 32779
$539,00029 Days on yellowkey MLS ID: O6403980
REDUCED by $11,000 (2.0%) on 05/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2244 Built: 1977Monthly Fee: $23 Tax: $3,894 (2024)Community: Wekiva Hunt Club 3 Fox Hunt Sec 3Single Family
Taxes:$3,894
Tax Year: 2024
Remarks: Sought after Wekiva home located off Hunt Club. This is a 4 bedroom, 2 bath home with an extra bonus room right off the prime bedroom. Spacious house that is well maintained, all stainless steel appliances, working fireplace, shutters in windows. Back yard has access to the wekiva trail for walking and running. Paved pool patio, pool. Two parks with in walking distance. This house comes with an electrical disconnect for a generator in case a power outage.
Listing is courtesy of: PRIMAC GROUP, INC (407-889-7075)
Listing Agent: Andre Diaz (407-252-8533)
4 WOODEN SHOE LN, LONGWOOD, FL 32750
$350,000197 Days on yellowkey MLS ID: O6360634
0 Days Off yellowkey (back on 11/17/2025)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2682 Built: 1974Monthly Fee: $25 Tax: $7,731 (2024)Community: Sleepy Hollow 1St AddSingle Family
Taxes:$7,731
Elementary School: Altamonte Elementary
High School: Lyman High
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Short Sale. Must See 4 bed, 2 bath home in the established community of Sleepy Hollow. This spacious residence sits quietly at the end of a cul de sac where mature trees and wide lawns create a sense of privacy. Inside, the layout unfolds with generous gathering spaces including a family room large enough for game nights and holiday celebrations, a living room anchored by a wood burning fireplace, and a kitchen that keeps everyone connected with its easy flow to the dining area. Skylights draw in natural light and the split bedroom design offers comfort with a private primary suite featuring dual walk in closets and its own full bathroom. Step outside to a deep backyard designed for relaxed Florida living. A screened and covered rear-porch overlooks the lush lawn, creating a great place for morning coffee, weekend barbecues, or quiet afternoons at home. The large homesite offers room to play and the community adds even more with nearby parks, sports courts, and walking paths. With 2,682 square feet of living space, an attached two-car garage and a prime Longwood location near top rated Seminole County schools this home offers a chance to create the lifestyle you envision. This is a short sale and an excellent opportunity for buyers or investors who appreciate space character and potential.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Cristina Porretto (407-264-1870)
342 COBLE DR, LONGWOOD, FL 32779
$535,000116 Days on yellowkey MLS ID: O6379074
REDUCED by $10,000 (1.8%) on 04/30/2026
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
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: One or more photo(s) has been virtually staged. Perfect for Summer! Welcome to your new POOL home in the heart of Wekiva Hills! This stunning 3 bedroom, 2 full bath home delivers soaring ceilings, skylights flooding the interior in natural light, and a dramatic stone fireplace that anchors the living area with warmth and charm. The formal dining room overlooks the living room, creating the perfect backdrop for effortless entertaining. The beautifully updated kitchen blends style and function with modern finishes, a spacious walk-in pantry, and a bright, cheerful breakfast nook. Upstairs, the airy primary suite feels like a retreat—complete with additional skylights, versatile sitting area, lovely walk in closet, and an updated ensuite bath. Just outside the french doors is the SCREENED patio and the sparkling private pool surrounded by beautiful landscaping for all gardeners to appreciate. A generous side yard and private rear gate leads directly to a serene walking trail—ideal for morning strolls, evening unwinding, or simply enjoying nature right from your backyard. Roof 2016. AC 2020. Electrical 2024. Pool equipment 2023. Flooring 2023. Kitchen remodeled 2016. Fence 2023. Nature is nearby... conveniently located near Wekiwa State Park's natural springs, hiking trails and the popular Wekiva Island, ideal for picnics, kayaking, paddelboarding, swimming and canoeing. Thoughtfully updated, open layout, generous square footage, and a peaceful setting all designed to grow with your family AND in an ideally located well-established community with sought-after schools = A place to call HOME! A Must See.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Veronica Parker (407-718-6983)
230 HUNTERS TRL, LONGWOOD, FL 32779
$749,0003 Days on yellowkey MLS ID: O6411144
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3180 Built: 1980Monthly Fee: $44 Tax: $3,493 (2025)Community: Markham PlaceSpa: YesSingle Family
Taxes:$3,493
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: Under contract-accepting backup offers. Opportunity in Markham Place! Situated on a premier corner lot just off Longwood’s highly sought-after Markham Woods corridor, this timeless two-story brick residence offers the perfect blend of warmth, elegance, and functionality. Designed for both entertaining and everyday living, the expansive 4-bedroom, 3-bath floorplan welcomes you with a grand foyer and sweeping staircase. Rich architectural details including crown molding, wainscoting, and chair rail accents create a classic, refined ambiance throughout. The kitchen features maple cabinetry, updated stainless-steel appliances, brick flooring, and a spacious breakfast nook with French doors opening to a newly enclosed, air-conditioned lanai overlooking the sparkling pool and spa. Formal living and dining rooms showcase oversized bay windows and abundant natural light, while the family room offers a cozy wood-burning fireplace and seamless access to the outdoor living areas. Upstairs, generously sized bedrooms feature beautiful wood flooring, while the luxurious primary suite includes its own fireplace, remodeled bath, and French doors leading to a private screened sun deck. Completing the home is an oversized 20’ x 40’ resurfaced pool and spa, creating the ultimate private retreat. All this with a reasonable HOA fee, and incredible proximity to world-class attractions, restaurants, shopping, and great schools. This property may be under audio/visual surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Frank Benevento (407-492-5153)
320 FERDINAND DR, LONGWOOD, FL 32750
$445,00074 Days on yellowkey MLS ID: O6391269
REDUCED by $5,000 (1.1%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1852 Built: 1979Monthly Fee: $29 Tax: $3,988 (2025)Community: Columbus HarborSpa: NoSingle Family
Taxes:$3,988
Elementary School: Longwood Elementary
Middle School: Milwee Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 2-bathroom home located in the highly desirable Columbus Harbor community in Longwood. Known for its friendly atmosphere and vibrant neighborhood events, residents enjoy access to pickleball courts, a private boat ramp, and unforgettable holiday gatherings that make this community truly special. Inside, the home features beautiful tile flooring throughout and a spacious open-concept living and dining area that is perfect for entertaining or relaxing with family. The kitchen offers an inviting eat-in space, granite countertops, and elegant crown molding, creating both style and functionality. A dedicated laundry room adds convenience to everyday living. The generous primary suite provides a peaceful retreat and features French doors that open directly to the large back patio. Step outside to enjoy the screened-in pool—perfect for year-round Florida living. The expansive backyard offers plenty of space for pets, play, or even a future playground. With its welcoming layout, wonderful outdoor space, and location in a sought-after community, this Longwood home is a fantastic opportunity to enjoy comfort, convenience, and neighborhood charm.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Joanne Otero (407-310-0856)
952 MOSS TREE PL, LONGWOOD, FL 32750
$580,0009 Days on yellowkey MLS ID: O6409376
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2578 Built: 1998Monthly Fee: $112 Tax: $4,172 (2025)Community: Longwood ClubSpa: NoSingle Family
Taxes:$4,172
Remarks: Welcome home to this beautifully maintained 4-bedroom, 3-bathroom pool home located in the highly desirable gated community of Longwood Club! Perfectly positioned on a quiet cul-de-sac next to a vacant HOA-owned lot, this property offers added privacy and a peaceful setting. From the moment you enter through the stunning large double doors, you are greeted by views of the solar-heated saltwater pool through the expansive living room windows, truly capturing Florida living. Laminate and tile flooring run throughout the home with no carpet in sight. The spacious kitchen features appliances updated in 2020, 42-inch wood cabinetry, a breakfast bar, center island, and abundant counter space, all opening to the family room with a built-in entertainment center. Triple stacking sliding glass doors lead to the spacious covered patio and pool area, creating the perfect indoor-outdoor entertaining space. The primary suite offers a relaxing sitting area along with an updated en suite bath featuring dual vanities, a garden tub, walk-in shower, and two large walk-in closets. Two additional bedrooms are tucked away down their own private hallway. A separate en suite with a bedroom and bathroom is off the living area with both space and privacy for guests, multigenerational living, or even potential rental opportunities, complete with its own access door to the patio and pool. Additional highlights include surround sound speakers throughout the home and patio ready to be wired and re-activated, a newly rebuilt pool pump, freshly installed garage door springs, AC less than 2 years old, water heater replaced in November 2020, and a storage shed, ideal for storing pool and lawn equipment. Conveniently located with easy access to I-4, nearby hospitals, shopping, dining, and just minutes from Reiter Park, this home has comfort, functionality, and an unbeatable location wrapped in one exceptional package.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Veronica Figueroa (407-519-3980)
413 WILLOWBROOK LN, LONGWOOD, FL 32779
$549,99924 Days on yellowkey MLS ID: O6405037
2 Days Off yellowkey (back on 5/29/2026)
REDUCED by $15,000 (2.7%) on 05/22/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2211 Built: 1981Monthly Fee: $46 Tax: $4,171 (2024)Community: Cypress Landing At Sabal PointSingle Family
Taxes:$4,171
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Located in the highly sought-after Sabal Point community in Longwood, Florida, this beautifully maintained pool home delivers the lifestyle buyers are chasing right now. Surrounded by mature tree-lined streets in one of Central Florida’s most established communities, Sabal Point is known for its scenic nature trails, strong community feel, top-rated Seminole County schools, and unbeatable access to shopping, dining, and everyday conveniences, all just minutes from Wekiwa Springs State Park. Inside, you’ll find over 2,000 square feet of thoughtfully designed living space featuring soaring ceilings, multiple skylights, hardwood floors and a bright open layout built for both everyday living and entertaining. The flexible floor plan includes 4 bedrooms, 2 bathrooms, a flex room and a two-car garage with its own mini split AC system. Step outside to your oversized fully fenced backyard with a private pool and plenty of room to entertain, relax, and enjoy Florida living year-round. Opportunities to own a move-in ready pool home with this combination of space, flexibility, location, and lifestyle in Sabal Point rarely come available, schedule your showing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
605 WATER OAK LN, LONGWOOD, FL 32779
$499,00017 Days on yellowkey MLS ID: S5149703
REDUCED by $10,000 (2.0%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1831 Built: 1977Monthly Fee: $42 Tax: $4,720 (2024)Community: Sabal Point AmdSingle Family
Taxes:$4,720
Elementary School: Sabal Point Elementary
Remarks: Florida Dream Home on Over Half an Acre in One of Longwood’s Most Desirable Neighborhoods! Seller motivate Don’t miss this incredible opportunity to own a beautifully updated home in a quiet, established community, while still being just minutes from shopping, dining, top-rated schools, and major highways. Located only 3 miles from Wekiwa Springs, Rock Springs, and King’s Landing, you’ll enjoy easy access to some of Florida’s most breathtaking natural attractions, famous for kayaking, outdoor adventures, and crystal-clear 72-degree mineral springs year-round. This spacious property offers endless possibilities with plenty of room to build your dream pool, create an outdoor oasis, or expand in the future. The home has been recently remodeled with major updates already completed, including a newer roof, gutters, and French drains (approximately 2 years old), updated AC, water heater, plumbing, and fresh exterior paint. Enjoy the perfect combination of privacy, modern comfort, and an unbeatable location close to everything Central Florida. This rare Longwood gem truly combines lifestyle, location, and value — schedule your private showing today before it’s gone! (Some photos have been virtually staged for visualization purposes.)
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Diana Sanchez (321-947-0107)
307 COBLE DR, LONGWOOD, FL 32779
$475,000101 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
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)
3946 VILLAS GREEN CIR, LONGWOOD, FL 32779
$434,50024 Days on yellowkey MLS ID: O6402630
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1967 Built: 1993Monthly Fee: $175 Tax: $2,296 (2025)Community: Wekiva VillasSingle Family
Taxes:$2,296
Remarks: One or more photo(s) has been virtually staged. Seminole County, where "Old Florida" charm mixes with modern suburban convenience, and this Wekiva golf course home on the 9th hole is no exception. This beautiful Wekiva area is away from the hustle, but minutes to grocery stores, restaurants & home improvement options. Well cared for throughout the years with only one owner. The home underwent a 2020 makeover that included the kitchen & appliances, all 3 bathrooms, and the water heater. The roof was replaced in 2022 and reinspected this year. Wekiva offers some of the best schools in Seminole County, with "The Natural Choice" being one of the best Counties to live in the state of Florida. Convenient to all the expressways to get around Central Florida. Do not miss the amenities that Weikva offers: the continual sidewalks, local playground, tennis courts & pickleball courts, and a community center. 3946 Villas Green Cir is your next stop to homeownership!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Karen Pfannerstill (407-947-5717)
3301 SUNSET RIDGE CT, LONGWOOD, FL 32779
$1,990,00033 Days on yellowkey MLS ID: O6402005
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5962 Built: 2009Monthly Fee: $50 Tax: $13,177 (2025)Community: Sandy Lane Reserve Phase 2Spa: YesSingle Family
Taxes:$13,177
Remarks: Under contract-accepting backup offers. Situated on a privately fenced .50-acre corner homesite within Sandy Lane Reserve, an enclave of 24 custom-built homes near Lk Brantley & Markham Woods corridor, this one-owner, METICULOUSLY DETAILED estate offers just under 6,000sf of refined LUXURY LIVING. SOARING CEILINGS are enhanced by LAYERED ARCHITECTURAL DETAILS including COFFERED & tray designs, while rich, warm cabinetry, WOOD FLOORING & travertine carried throughout the main living areas establish a cohesive & elevated interior. Multiple sets of RETRACTABLE SLIDERS & French doors extend the primary living spaces to a lanai spanning the entire rear elevation, creating a SEAMLESS INDOOR/OUTDOOR experience. DESIGNER LIGHTING from Buster & Punch of England & Hubbardton Forge introduce a refined presence. Upon entry through ARCHITECTURALLY CRAFTED wood doors, a masterpiece unfolds beginning w/ the formal living room, anchored by a gas fireplace w/ custom tile surround & built-in cabinetry, while adjoining gathering spaces transition effortlessly into the stately dining room & grand kitchen. A dual-sided butler’s pantry welcomes you w/ glass-accented cabinetry & Sub-Zero wine refrigeration. A well-appointed kitchen is centered around an expansive island, supported by a hidden walk-in pantry & extensively refined cabinetry. A high-end appliance package including WOLF convection & steam ovens & steamer, THERMADOR refrigerator, DACOR 6-burner gas cooktop, pot filler, BOSCH dishwasher, warming drawer, dual sinks & eat-in bar, artfully complimented w/ striking stone countertops. Steps beyond a Tuscan WINE CELLAR, you'll find a stunning OFFICE w/ rich cabinetry & dual workstations. The primary is a retreat w/ picturesque wall of windows, captivating chandelier, ample sitting area & direct access to pool & lanai. Beyond the stately his/hers custom closets, the primary bath features travertine flooring, custom cabinetry, dual vanities, jetted tub & walk-in travertine shower. A MAIN-LEVEL MOTHER-IN-LAW SUITE offers multi-family convenience w/ en-suite bath, complimented w/ a walk-in shower, oversized closet, SAUNA & direct access to the limitless lanai. Beyond a striking winding staircase are 2 generously sized upstairs bedrooms featuring full baths & walk-in custom closets, a SPACIOUS LOFT & 2 ample storage/tech custom closets. The main-level THEATRE ROOM experience is unmatched, offering automated seating & movie-quality surround sound. CRESTRON AUTOMATION provides ONE-TOUCH lighting, audio, alarm & security control while pool & MOTORIZED window treatments are also smart-controlled. The outdoor living component is showstopping w/ a FULL-WIDTH LANAI featuring TRAVERTINE flooring, double-sided GAS FIREPLACE, 6 RETRACTABLE SCREENS, hand-painted mural & multiple seating. The SUMMER KITCHEN includes commercial-grade grill, sink, beverage refrigeration, custom cabinetry & media. A travertine pool deck surrounds a resort-style pool w/ sun shelf, spillover fountains, fire bowls, spa & fire pit all set within newly landscaped grounds. Addt'l features: WHOLE-HOUSE GENERATOR, SALTLESS WATER FILTRATION, hurricane windows, 2 tankless water heaters, 4 HVAC units, oversized 3-car garage w/ epoxy flooring, extensive cabinetry & attic storage. Ideally located w/ convenient access to top-rated public & private schools, dining, shopping & all thoroughfares. With its level of finishes and IMPECCABLE execution, this MASTERPIECE reflects a standard of living rarely found!
Listing Agent: Penney Lawrence (407-353-7019)
1652 RUTLEDGE RD, LONGWOOD, FL 32779
$709,00035 Days on yellowkey MLS ID: V4948735
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
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 Agent: Melissa Stalzer (386-405-3457)
272 W WARREN AVE, LONGWOOD, FL 32750
$395,000219 Days on yellowkey MLS ID: O6354921
REDUCED by $4,500 (1.1%) on 05/04/2026
Bed: 4 Bath: 1.0 Liv Area Sq Ft: 1386 Built: 1927 Tax: $3,245 (2024)Community: LongwoodSingle Family
Taxes:$3,245
Middle School: Greenwood Lakes Middle
Remarks: Welcome to a truly unique opportunity in the heart of Historic Downtown Longwood, where charm, flexibility, and location come together in one exceptional property. Whether you're seeking a distinctive residence, a live/work lifestyle, or an investment with future potential, this historically designated property offers endless possibilities. Situated on an oversized lot with ample private parking, the property features four spacious rooms that can function as bedrooms, offices, creative studios, or flex spaces, along with a convenient kitchenette, half bath, handicap-accessible ramp, and excellent visibility near a prominent corner location. Recent improvements include a newer roof, newer HVAC system, and a transferable termite protection plan for added peace of mind. Zoned for residential, commercial, or mixed-use applications—including offices, boutique retail, bed and breakfast, professional services, and more—this property offers rare versatility in one of Seminole County's most desirable downtown districts. Enjoy a vibrant, walkable lifestyle just steps from Reiter Park, SunRail, local restaurants, shops, community events, and municipal buildings. With no HOA, potential for expansion, and a location rich in history and community character, this is a rare opportunity to live, work, invest, or create something truly special in Historic Longwood. Schedule your private showing today and discover the possibilities.
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Sarita Cabrera (321-438-4479)
378 FOREST PARK CIR, LONGWOOD, FL 32779
$569,00019 Days on yellowkey MLS ID: O6401867
REDUCED by $20,000 (3.4%) on 05/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2524 Built: 1980Monthly Fee: $21 Tax: $3,258 (2024)Community: Forest Park Estates Sec 2Single Family
Taxes:$3,258
Remarks: Welcome to this beautiful four bedroom two bath split plan pool home in one of the most sought-after neighborhoods in the Lake Brantley school district. With over 2500 sq ft of thoughtfully designed living space, this property welcomes you with an open floor plan featuring vaulted ceilings, skylights, plenty of natural light and beautiful pool views. The kitchen, with gas range, overlooks the dining and living rooms, making it perfect for gatherings. The primary suite offers a private retreat with a spacious layout, walk-in closet and en-suite bathroom with separate tub and shower. The three additional bedrooms provide flexibility for guests, a home office or hobbies, all bright with ample storage. Outside, enjoy a fully fenced backyard with a screened in pool and covered patio. This well cared-for home is also equipped with a 20kW generator with transfer switch. Additional highlights include a large dedicated laundry/mud room, an updated electrical panel, irrigation system, new roof 2015, re-plumb 2022. This home is spacious with funcionality. Don't miss it! Buyer to verify measurements. This home is being sold AS-IS.
Listing is courtesy of: CARDI REALTY INC (321-263-5834)
Listing Agent: Diana Ardolina (407-448-9953)
216 THISTLEWOOD CIR, LONGWOOD, FL 32779
$624,90022 Days on yellowkey MLS ID: O6406059
REDUCED by $5,000 (0.8%) on 05/29/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2272 Built: 1980Monthly Fee: $54 Tax: $6,425 (2024)Community: Sweetwater Oaks Sec 12Single Family
Taxes:$6,425
Remarks: Nestled within the coveted community of Sweetwater Oaks, this exceptional lake-access residence offers the perfect blend of refined luxury, timeless design, and resort-style living. Situated on a beautifully landscaped and fully fenced .32-acre homesite, this meticulously updated 4-bedroom, 2.5-bath pool home with a spacious 2-car garage makes an unforgettable first impression with its striking curb appeal and lush tropical surroundings. Inside, an airy open-concept floorplan is enhanced by wide-plank luxury vinyl flooring, abundant natural light, and thoughtfully curated finishes throughout. Designed with both entertaining and everyday comfort in mind, the chef-inspired kitchen features sleek quartz countertops, stainless steel appliances, generous cabinetry, and picturesque views overlooking the sparkling pool and outdoor living spaces. The spacious primary suite serves as a private sanctuary, complete with a spa-caliber ensuite bath showcasing an oversized designer-tiled walk-in shower with dual shower heads for a true retreat experience. Additional bedrooms are generously sized and filled with natural light, creating warm and inviting spaces for family and guests alike. Expansive sliding glass doors seamlessly connect the indoor living areas to a screened lanai and private backyard oasis. Whether hosting gatherings, relaxing poolside, or enjoying peaceful Florida evenings, the outdoor setting delivers the ultimate backdrop for year-round enjoyment. Residents of Sweetwater Oaks enjoy an unmatched lifestyle centered around private access to Lake Brantley and the exclusive Sweetwater Beach park. Community amenities include boating, skiing, sailing, kayaking, fishing, tennis courts, pickleball courts, sand volleyball, playgrounds, and a vibrant community center hosting events throughout the year. Nearby, Riverbend Park offers additional outdoor recreation with scenic nature trails, sports fields, kayaking and canoe launches, and direct access to the beautiful Wekiva River. Ideally located within the highly sought-after school district for Sabal Point Elementary School, Rock Lake Middle School, and Lake Brantley High School, this remarkable home presents a rare opportunity to experience elevated living in one of Central Florida’s most established and desirable communities.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Julian Jackson (301-272-4192)
936 CITRUS WOOD CT, LONGWOOD, FL 32750
$474,90056 Days on yellowkey MLS ID: O6396324
REDUCED by $10,000 (2.1%) on 05/28/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1833 Built: 1983Monthly Fee: $33 Tax: $4,859 (2024)Community: Woodlands EastSpa: NoSingle Family
Taxes:$4,859
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated 4-bedroom, 2-bath pool home tucked away on a quiet cul-de-sac in desirable Longwood. Situated on a fully fenced lot, this property offers privacy, safety, and the perfect setting for outdoor living—ideal for pets, play, and entertaining. Step inside to discover a spacious and functional split floor plan with soaring vaulted ceilings that create an open, airy feel throughout. The home features separate living, dining, and family rooms—giving you flexibility for both formal entertaining and everyday living. Whether you're hosting guests in the formal spaces or relaxing by the fireplace in the family room, this layout truly adapts to your lifestyle. The heart of the home is the brand-new kitchen, thoughtfully redesigned with modern quartz countertops, sleek cabinetry, and brand-new stainless steel appliances—perfect for cooking, gathering, and creating lasting memories. Out back, enjoy your own private oasis featuring a large screened-in pool and an expansive covered lanai—offering year-round outdoor enjoyment, shaded relaxation, and plenty of space for entertaining family and friends. The oversized fenced backyard adds even more room to play, garden, or simply unwind. Additional features include an interior laundry room, a spacious 2-car garage, and recent updates including fresh interior paint and new carpet. Located within the highly sought-after Seminole County Public Schools district, known for its top-rated schools, this home also offers unbeatable convenience with easy access to SR-434, Lake Mary Blvd, shopping, dining, and major highways—making commuting and daily errands a breeze. This is the perfect combination of location, layout, and lifestyle—don’t miss your opportunity to call it home.
Listing is courtesy of: ASSIST 2 SELL FOUTZ REALTY (407-330-4343)
Listing Agent: Robert Foutz (407-227-0321)
891 MARKHAM WOODS RD, LONGWOOD, FL 32779
$998,00036 Days on yellowkey MLS ID: O6401694
REDUCED by $97,000 (8.9%) on 05/28/2026
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4891 Built: 1970 Tax: $6,764 (2024)Community: Des Pinar AcresSingle Family
Taxes:$6,764
Remarks: Privately situated on 1.7 acres along one of the sought-after corridors of Markham Woods Road in Longwood, this exceptional property presents a rare opportunity to enjoy space, flexibility and modern upgrades without restrictions of an HOA. Tucked behind private entry gates at the front and rear of the property, the estate offers a unique sense of privacy and convenience while remaining just moments from the boutique shopping, dining and everyday conveniences of Longwood and Lake Mary. With immediate access to Interstate 4 and the 417/429 beltways, downtown Orlando, regional hospitals, area attractions and beaches are all within easy reach. Significantly renovated and thoughtfully improved since 2021, the property combines peace of mind with modern comfort. The main residence spans five bedrooms and three and a half baths and has been extensively updated with all new plumbing, new flooring throughout, fresh interior and exterior paint completed in 2025, and stylish new sinks, fixtures and lighting throughout. The kitchen is complemented by all new appliances, while two new high-efficiency HVAC systems installed in 2026, and a 2022 roof further enhance the home’s long-term value and efficiency. Beyond the main residence is a detached, nearly 1,000-square-foot guest house that provides versatility for multigenerational living, visiting guests, a separate office for running a business or extended stay accommodations. Outdoors, the expansive grounds offer a remarkable amount of parking and storage potential, including room for recreational vehicles, boats, trailers, or car collections, complemented by a dedicated 30-amp RV outlet. The oversized property also provides ample room to create a future resort-style pool and outdoor entertaining environment tailored to your vision. Rarely does a property combine acreage, extensive renovations, gated privacy, guest accommodations and a premier Markham Woods Road address with such exceptional connectivity to Central Florida’s desirable destinations in one compelling offering.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
247 N MOUNTS BAY CT, LONGWOOD, FL 32779
$560,00019 Days on yellowkey MLS ID: O6405504
REDUCED by $15,000 (2.6%) on 05/28/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2287 Built: 1989Monthly Fee: $23 Tax: $3,159 (2024)Community: Wekiva Hills Sec 10Spa: NoSingle Family
Taxes:$3,159
Remarks: Spacious Pool Home on a Private Corner Lot - Perfect for Entertaining!! Welcome to this beautifully maintained 4-bedroom, 2.5 bath home offering the perfect blend of space, comfort, and Florida-style living. Situated on a private corner lot, this property provides added privacy, a fully usable yard, and excellent curb appeal in a highly desirable setting. Inside, you'll find a bright and open floor plan filled with natural light-perfect for entertaining. The home features formal living and dining rooms for hosting guests, along with a welcoming family room and kitchen combination with a cozy fireplace, creating an inviting space for both everyday living and gatherings. The kitchen offers ample cabinetry and generous counter space, designed for both functionality and ease of use. The single-story layout provides convenience and accessibility, with four spacious bedrooms, including a relaxing primary suite complete with a private en-suite bath and plenty of closet space. Additional bedrooms offer flexibility for family, guests, or a home office. Step outside to your own private retreat - a large, screened lanai with a sparkling pool, perfect for entertaining or enjoying Florida's year-round outdoor lifestyle. The yard is fully fenced (2019), offering added privacy, security, and space for pets or play. Additional highlights include: - Rood replaced in 2020 - Partial window replacement 2018 for improved efficiency - 2-car steel hurricane-rated garage door - Steel entry door into the home from the garage Ideally located close to golf courses, shopping, and dining, this home offers the perfect combination of lifestyle, convenience, and location. Don't miss your opportunity to own this exceptional single-story pool home - schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: James Begor (407-221-9134)
808 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$3,799,000246 Days on yellowkey MLS ID: O6339805
Bed: 7 Bath: 8.0 Gar: 5 Liv Area Sq Ft: 14801 Built: 1977Monthly Fee: $370 Tax: $29,413 (2024)Community: Sweetwater Club Unit 1-ASpa: NoSingle Family
Taxes:$29,413
Remarks: Behind the guarded gates of the prestigious Sweetwater Club, on over three acres of manicured grounds, lies an extraordinary fully remodeled 14,000+ square foot estate that redefines grandeur and sophistication. A sweeping double-entry driveway framed by mature, curated landscaping guides you to the stately façade, where timeless architecture meets meticulous design, including a new roof (2022) and freshly refined exterior finishes. At the heart of the home, the grand family room captivates with its soaring ceilings, bespoke millwork, and custom illuminated built-ins with LED underlighting. Expansive windows invite natural light while framing serene views of the pool courtyard, ensuring every moment feels cinematic. The chef’s kitchen is a true culinary masterpiece. Exquisite quartz countertops and professional-grade stainless appliances stand ready for both intimate family dinners and grand-scale entertaining. A generous island doubles as a culinary stage and social hub, while the adjoining formal dining room, finished with refined detailing and natural light, offers the perfect backdrop for soirées and celebratory dinners. The primary is truly a room of palatial scale; the suite is wrapped in floor-to-ceiling glass overlooking the shimmering courtyard pool. The spa-inspired bath rivals the finest resorts, featuring an expansive walk-in shower with multiple rain showerheads, a freestanding soaking tub, and a spacious dressing walk-in closet. Each secondary bedroom has been designed with equal attention to luxury, spacious in proportion, each with its own walk-in closet. This estate was created for living large and entertaining even larger. The bar and lounge area, complete with its own island, is perfect for entertaining. Outdoor living unfolds as a true resort with a screened courtyard pool, expansive travertine decking for grand entertaining, and a fully appointed summer kitchen pavilion complete with a pizza oven, built-in seating, and shaded dining space that create an atmosphere of Mediterranean resort living. Steps away, your newly resurfaced private tennis courts extend the estate’s leisure amenities, providing the perfect stage for recreation. For the automobile enthusiast, the five-car garage and sprawling motor court make a dramatic statement seamlessly integrated into the estate’s unrivaled design. Fully gated and meticulously upgraded, this estate is not just a home but an irreplaceable lifestyle, offering unparalleled privacy, scale, and elegance in one of Central Florida’s most distinguished communities. Beyond the estate, life in Sweetwater Club offers unparalleled exclusivity, you have access to tennis/pickleball courts, a basketball court, and your in a secure, guard-gated setting. Opportunities like this rarely come along, don’t miss the chance to make this estate yours.
Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)
Listing Agent: Christopher Christensen (407-312-8003)
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