Location: Longwood
Do Not Show Listings
230 HUNTERS TRL, LONGWOOD, FL 32779
$749,00017 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,493
Elementary School: Woodlands Elementary
High School: Lake Mary High
Tax Year: 2025
Middle School: Markham Woods Middle
Remarks: 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)
119 MEADOWFIELD LN, LONGWOOD, FL 32779
$365,00025 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
Taxes:$3,811
Elementary School: None
High School: None
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)
3301 SUNSET RIDGE CT, LONGWOOD, FL 32779
$1,990,00047 Days on yellowkey MLS ID: O6402005
2 Days Off yellowkey (back on 5/29/2026)
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
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
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
$709,00049 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
Tax Year: 2024
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)
808 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$3,799,000260 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
Elementary School: Sabal Point Elementary
Middle School: Rock Lake Middle
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)
1950 ELKHORN CT, LONGWOOD, FL 32750
$824,85098 Days on yellowkey MLS ID: TB8482417
REDUCED by $25,050 (2.9%) on 05/27/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3422 Built: 2001Monthly Fee: $120 Tax: $5,359 (2024)Community: Hidden CoveSpa: YesSingle Family
Taxes:$5,359
Remarks: A rare opportunity to own in Hidden Cove, an intimate gated community of just 37 homes where privacy and exclusivity meet refined living. This beautifully maintained 5-bedroom (or 4-bedroom and study) plus upstairs bonus room, 4 full bathrooms and a 3-car garage home offers an impressive blend of comfort, thoughtful upgrades, and resort-style outdoor living. Set on a fully fenced lot, the home welcomes you with elegant interior finishes including a custom-built entertainment center in the family room with TV, plantation shutters, crown moulding, French doors, custom drapes, blinds, built-in speakers, and California Closets in every bedroom, creating a seamless balance of sophistication and functionality throughout. The spacious primary suite serves as a private retreat featuring an ensuite bath with a relaxing whirpool tub. Designed for both everyday comfort and entertaining, the home features a whole-house water filtration and softener system, generator hookup, and convenient attic ladder access. Professional outdoor lighting in both the front and back yard enhance the look of the home in the evenings. Step outside to your private backyard oasis. The beautifully designed saltwater pool and spa are enhanced by solar pool panels, a pool cover, and a safety alarm, offering both efficiency and peace of mind. A poolside kitchen setup makes outdoor entertaining effortless, while mature fruit trees bring a touch of tropical Florida living to your backyard. Recent updates add even more value, including a newer Lennox Elite series AC system (2022) and a separate Mitsubishi mini-split unit for the bonus room (2023). Ideally located, the home is zoned for highly rated Seminole County schools and offers convenient access to grocery shopping, restaurants and close proximity to world-famous amusement parks. This home is a short commute to Lake Mary, Orlando International Airport and Downtown Orlando, making both travel and entertainment easily accessible. Do not miss the opportunity to own this home, make an appointment today. All information and measurements deemed reliable, buyer to verify.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Marie Tomlinson (727-771-3609)
1000 CROOKED OAK COURT, LONGWOOD, FL 32779
$599,900122 Days on yellowkey MLS ID: O6378220
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: One or more photo(s) has been 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 is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Caroline Moffitt Lawton (407-670-9797)
3540 LEGACY HILLS CT, LONGWOOD, FL 32779
$4,499,00018 Days on yellowkey MLS ID: O6408704
Bed: 7 Bath: 8.5 Gar: 4 Liv Area Sq Ft: 12006 Built: 2005Monthly Fee: $885 Tax: $30,230 (2025)Community: Alaqua Lakes Ph 5BSpa: YesSingle Family
Taxes:$30,230
Remarks: A rare opportunity to own one of the most extraordinary estate residences in Alaqua Lakes. Privately positioned behind the exclusive gates of The Enclave at Alaqua Lakes on a 1.2 acre double lot, this exceptional 12,000-square-foot custom Dave Brewer estate offers unparalleled privacy, luxury, and time-honored craftsmanship throughout. A rare achievement for any builder is when their name becomes synonymous with exceptional quality, timeless design, and uncompromising integrity. In Central Florida, the Dave Brewer name on a custom residence represents exactly that distinction, and this estate is a flagship property of his vast portfolio. An astonishing 7 bedrooms(6 on the main level), and 7 full baths with 3 half baths, this residence is designed for both grand-scale entertaining and everyday living, and showcases an extensive list of high-end upgrades. Discover elegant travertine flooring, a professionally designed chef’s kitchen with double ovens, dual Sub-Zero built-in refrigerators, two dishwashers, a six-burner Dacor gas cooktop, an oversized center island with freezer drawers, and an expansive walk-in pantry/prep kitchen complete with additional refrigeration and prep space. The thoughtfully designed floor plan features a dedicated children’s wing with a private play area, an upstairs nanny or guest suite, and a luxurious owner’s retreat with a beverage center, spa-inspired bath, and extraordinary custom walk-in closets. A richly appointed executive office with dual custom workstations and adjoining storage rooms enhances the home’s functionality. Exceptional custom details continue throughout the residence, including extensive built-in cabinetry and a spectacular 1,000-gallon saltwater double-sided aquarium serving as a dramatic focal point within the family room and game room. The outdoor living experience is equally impressive, featuring a gated motor court leadng to an oversized 5 car garage, while the rear boasts a resort-style saltwater pool and spa, expansive pavered lanai and entertaining areas, custom summer kitchen, and lush professionally designed landscaping creating a truly private resort atmosphere. This is a one-of-a-kind luxury offering in one of Central Florida’s most sought-after golf and country club communities. Located just steps from the community’s exceptional amenities, residents of Alaqua Lakes enjoy access to a pavilion, 7-acre park, junior Olympic pool, Har-Tru tennis courts, beach volleyball, basketball courts, multipurpose fields, playground, and social events all within a natural gas community known for its exclusivity and lifestyle. All this and more with incredible proximity to major highways, world-class shopping, dining, attractions, and great schools. This property may be under audio/visual surveillance.
811 GREENSHIRE CT, LONGWOOD, FL 32779
$1,349,00057 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)
278 CASTLEFORD CT, LONGWOOD, FL 32779
$599,00023 Days on yellowkey MLS ID: O6407179
2 Days Off yellowkey (back on 5/26/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2637 Built: 1984Monthly Fee: $23 Tax: $3,705 (2024)Community: Wekiva Club Estates Sec 05Spa: NoSingle Family
Taxes:$3,705
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bathroom home tucked away on a quiet cul-de-sac in one of the area’s most desirable neighborhoods. Surrounded by mature trees and offering serene views of the 18th green of Wekiva Golf Club, this property combines comfort, privacy, and timeless appeal. Inside, you’ll find a spacious split floor plan designed for both comfort and functionality, complete with a wet bar and seamless flow to the outdoor living spaces. The large kitchen features stainless steel appliances, quartz countertops, and an abundance of cabinet space, making it ideal for both everyday living and hosting guests. The oversized screened pool and covered porch create the perfect setting for relaxing or entertaining year round. This home has been thoughtfully updated for peace of mind, including a full home re-pipe in 2022, hurricane-rated windows across the front of the home and all bedroom windows installed in 2024, and a new water heater added in late 2025. Dual central heat and air systems provide efficient climate control throughout the home, while the roof is only 8 years old. Conveniently located close to shopping, dining, major highways, and highly rated schools, this home offers the perfect balance of tranquility and accessibility. A rare opportunity to own a golf course view pool home located in a prime location.
Listing is courtesy of: SOUTHERN REALTY ENTERPRISES (407-869-0033)
Listing Agent: Kathy Hlinka (407-252-3385)
1040 ARDEN ST, LONGWOOD, FL 32750
$464,995254 Days on yellowkey MLS ID: O6349085
0 Days Off yellowkey (back on 5/26/2026)
INCREASED by $20,000 (4.5%) on 05/25/2026
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
High School: Lyman High
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)
136 WISTERIA DR, LONGWOOD, FL 32779
$799,00023 Days on yellowkey MLS ID: O6406374
1 Days Off yellowkey (back on 5/25/2026)
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3381 Built: 1980 Tax: $4,686 (2025)Community: Springs Willow Run Sec The SpringsSingle Family
Taxes:$4,686
Remarks: Under contract-accepting backup offers. Set on nearly an acre of mature landscaping and expansive outdoor living spaces, this distinctive custom ONE STORY pool home with a loft, offers a rare blend of architectural character, warmth, and functionality. Tucked back from the road behind a long circular driveway, this home provides a wonderful sense of privacy and intimacy within the premier guard gated community of The Springs. Inside, soaring ceilings, approximately 20 feet high, cedar beams, skylights, and walls of glass fill the home with natural light and character. The ONE-STORY layout features five bedrooms along with a unique upstairs LOFT connected to the primary suite and also accessible from the flex space below, an ideal retreat for a private office, studio, or additional lounge. A newer METAL ROOF (2025) adds peace of mind and timeless curb appeal. Expansive living spaces are anchored by a beautiful wood-burning fireplace and elevated by rich architectural details and exceptional craftsmanship. The backyard is a private retreat designed for both entertaining and relaxed everyday living. A stunning 20x40 PebbleTec pool is surrounded by expansive paver decking, lush landscaping, orange trees, and inviting gathering areas that create a tranquil, secluded setting. A covered screened lanai with seamless indoor-outdoor flow makes it easy to enjoy the best of Florida living year-round. The Springs is a community like no other, an immersive natural sanctuary where residents stroll beneath century old Live Oaks, walking and jogging paths, horse stables, a clubhouse, pool, and a full calendar of community events. Wildlife and native Florida woodlands are part of daily life here. The Springs is also prized for its highly desired top-rated schools, and is conveniently located less than 1 mile from I-4, with easy access to Altamonte Springs, Lake Mary, Winter Park, farmer’s markets, Crane's roost, shopping, dining, vibrant restaurants, the beaches and attractions. Longwood offers a small-town vibe while being just a short drive from all that Orlando is known for. A rare opportunity to enjoy space, privacy, and true Florida living.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Lisa Ratanasirintrawoot (407-448-0995)
1130 BROWNSHIRE CT, LONGWOOD, FL 32779
$1,600,00029 Days on yellowkey MLS ID: O6408467
0 Days Off yellowkey (back on 5/24/2026)
Bed: 4 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 7451 Built: 1984Monthly Fee: $367 Tax: $18,909 (2025)Community: Sweetwater Club Unit 3Single Family
Taxes:$18,909
Remarks: Under contract-accepting backup offers. Located within the exclusive Sweetwater Club Estates, this custom home sits at the head of a private cul-de-sac with sprawling grounds, circular driveway, and rear-entry garage. Step through the front doors to bright, open views of the private pool and outdoor entertaining area. The gourmet kitchen features a Viking six-burner range, multiple Sub-Zero refrigerators, center island, granite counters, and custom cabinetry. A butler’s pantry leads to the formal dining room, perfect for entertaining, along with a dedicated wine storage area. A second full kitchen with pass-through access to the outdoor patio overlooks the pool area. The split-bedroom floor plan offers privacy throughout the home. Upstairs, a spiral staircase leads to a loft ideal for a game room or library. The owner’s retreat includes a spacious primary bedroom, media room, spa-style bath with Jacuzzi tub, separate shower, bidet, and dual walk-in closet. Every detail of this one-of-a-kind property has been thoughtfully designed, creating a truly unforgettable home.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Joshua Hofle (407-637-6951)
1889 RANCHLAND TRL, LONGWOOD, FL 32750
$998,90046 Days on yellowkey MLS ID: V4948599
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2333 Built: 1998 Tax: $6,016 (2024)Community: MeadowlandsSingle Family
Taxes:$6,016
Remarks: Welcome to this beautifully renovated 4-bedroom, 3-bathroom pool home, perfectly situated on 2 acres of agricultural land in Longwood with Lake Mary city limits. Originally designed as an equestrian estate, this unique property offers the perfect blend of modern living and rural charm. The home was completely updated in 2022 and features a stylish kitchen with newer cabinetry, granite countertops, and ample space for entertaining. All bathrooms have been thoughtfully renovated with elegant ceramic tile, glass-enclosed showers, and LED mirrors, creating a sleek, contemporary feel. The spacious primary suite offers a comfortable retreat with a large walk-in closet, while the additional three bedrooms are generously sized and include built-in closets. Step outside to enjoy your private oasis—featuring a fully resurfaced pool and freshly painted pool deck, ideal for relaxing or hosting gatherings. The expansive property also includes approximately 8,000 square feet of installed pavers throughout the driveway and surrounding areas, adding both functionality and curb appeal. Equestrian enthusiasts will appreciate the well-equipped barn with 4 stalls, a feed room, and 4 shower poles—ready for your horses or farm animals. Additional upgrades include a new roof (2022), new well system and pump, tankless water heater, and an electric gated entrance for added privacy and security. This one-of-a-kind property offers space, upgrades, and versatility—don’t miss your opportunity to own a truly special estate. Schedule your private showing today!
Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
Listing Agent: Yanet Garcia, Pllc (214-574-0785)
1700 ALVARADO CT, LONGWOOD, FL 32779
$1,400,000109 Days on yellowkey MLS ID: O6385125
REDUCED by $50,000 (3.4%) on 05/15/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 6348 Built: 2002Monthly Fee: $85 Tax: $13,583 (2025)Community: Wingfield Reserve Ph 1Spa: YesSingle Family
Taxes:$13,583
Remarks: Motivated Seller. Welcome to this EXQUISITE, one-of-a-kind estate nestled within the highly regarded community of WINGFIELD RESERVE. Set on a sprawling 1.4-ACRE LOT in one of Longwood’s most sought-after enclaves, this STELLAR 6,300+ SQ. FT. home offers unparalleled grandeur and privacy. The journey begins as you traverse a FULLY PAVED CIRCULAR DRIVEWAY, framed by towering mature trees and meticulously manicured landscaping that creates a STUNNING approach to the home’s entryway. With a NEW ROOF INSTALLED IN 2019, this property seamlessly blends timeless elegance with modern peace of mind. **The wonderful property has been recently improved with a RAPID ELECTRIC CAR CHARGER, NEW POOL HEATER, NEW BURIED PROPANE TANK, and LANDSCAPE IMPROVEMENTS!** You’ll also love the PICTURESQUE WATER VIEWS from your backyard! Upon entering through the grand DOUBLE GLASS DOORS, you are greeted by an OVERSIZED FOYER that showcases PRISTINE MARBLE AND TRAVERTINE flooring. The WINDOWS HAVE BEEN REPLACED WITH ENERGY-SAVING VINYL FRAMED WINDOWS. A magnificent HARDWOOD STAIRCASE, accented by BLACK WROUGHT IRON BALUSTERS, leads you to the sanctuary of the PRIMARY BEDROOM SUITE. This private retreat is a masterclass in luxury, featuring HARDWOOD FLOORS, HIGH CEILINGS with CRISP RECESSED LIGHTING, and a cozy GAS FIREPLACE for quiet evenings. The PRIMARY BATH offers a true spa experience with a SPA SOAKING TUB and an OVERSIZED STEAM SHOWER with FRAMELESS GLASS DOORS, leading to a LARGE WALK-IN CLOSET with CUSTOM CABINETRY and a convenient LAUNDRY CHUTE. The heart of the home is a GOURMET KITCHEN designed for the culinary enthusiast. It features a massive 8-FOOT GRANITE KITCHEN ISLAND with integrated storage, CUSTOM CABINETS WITH GLASS INSERTS, and a suite of professional-grade STAINLESS STEEL APPLIANCES, including a SUB-ZERO REFRIGERATOR, 2 BOSCH DISHWASHERS, and a 5-BURNER GAS STOVE. Adjacent to the kitchen, a substantial WALK-IN PANTRY provides a STAND-UP FREEZER and additional granite workspace. For entertaining, the opposite wing of the house boasts a SUBSTANTIAL GAME AND ENTERTAINING ROOM complete with a WET BAR, BAR FRIDGE, and fireplace, while the upstairs offers a LARGE EXERCISE ROOM and an OVERSIZED MULTI-PURPOSE ROOM featuring a VERY INTERESTING FEATURE that must be seen in person to be fully appreciated. The luxury extends to the outdoor oasis, where a SALTWATER POOL AND SPA serve as the centerpiece of a LARGE AREA LANAI. Hosting is made effortless by the INCREDIBLE RUSTIC STONED OUTDOOR GOURMET KITCHEN, equipped with a high-performance SOLAIRE INFRARED GRILL. Residents of WINGFIELD RESERVE also benefit from the community's reputation for privacy and its proximity to the natural beauty of the WEKIVA RIVER buffer and TOP-RATED SEMINOLE COUNTY SCHOOLS. 1700 ALVARADO is an EXCEPTIONAL property and a true must-see. Call today to schedule a visit!
Listing is courtesy of: EXP REALTY LLC (407-706-5000)
Listing Agent: Daniel Betancourt (407-375-9142)
1446 VIVALDI PL, LONGWOOD, FL 32779
$825,000148 Days on yellowkey MLS ID: A4678437
0 Days Off yellowkey (back on 5/22/2026)
REDUCED by $24,900 (2.9%) on 04/28/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3310 Built: 2011Monthly Fee: $122 Tax: $7,442 (2025)Community: Bella VistaSpa: NoSingle Family
Taxes:$7,442
Remarks: *** MOTIVATED SELLER *** Gated Bella Vista elegant move in perfect 4bdr, 3ba, Pool Home + 3 car gar + Bonus Room. Gourmet Chef’s Kitchen and 3 Bathrooms completely remodeled in 2025 including soft close cabinets & drawers, quartz counter-tops throughout with large waterfall island with pendant lighting, and new tile backsplash. All new tile floor installed in 2025 as well. In addition, home features include extensive stone front elevation, tile roof, and brick pavers on driveway, both porches, and pool deck. Designed to impress & great for entertaining w/formal living, dining, and family rooms, extensive custom millwork including crown molding, chair rail, wainscoting, & custom wood trimmed windows, front door, and master entry. Open floor plan w/10’ ceilings and lots of natural light. Chef’s delight kitchen is open to the family room for large entertaining space. 120gallon propane tank, gas stove, and plumbed and wired for full house generator. Split bedroom layout features roomy master retreat w/ luxurious bath & custom closet; split side bedrooms are larger than normal w/oversized closets & features a custom workspace nook for hobbies or homework. Enormous bonus room / flex space game room / media room perfect for family entertaining. High-end Pool Table Included. Home is extremely energy efficient w/nest system thermostat and newer A/C system & hybrid hot water heater. Spray foam attic insulation & concrete block insulated voids & low E Thermal double pane hurricane glass windows. Sprinkler on metered grey water system for lower water bills. Great fenced completely private outdoor tropical oasis w/covered lanai, brick pavers, & inviting sparkling pool w/stone scape aggregate long life pool finish, new saltwater system, waterfall. Zoned for top rated Seminole County schools & nestled in desirable cul-de-sac / corner lot location adjacent to expansive community park w/abundant greenspaces… is like an extension of your yard! Convenient to all South Seminole County has to offer. This Home has it all.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
495 HOWARD AVE, LONGWOOD, FL 32750
$409,999279 Days on yellowkey MLS ID: O6342206
3 Days Off yellowkey (back on 5/22/2026)
REDUCED by $10,000 (2.4%) on 05/11/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1855 Built: 1979 Tax: $2,439 (2024)Community: Sanlando SpgsSingle Family
Taxes:$2,439
Remarks: Under contract-accepting backup offers. Back on market! Welcome home! This stunning 4-bedroom, 2-bathroom residence has been completely renovated from top to bottom. Step inside to discover porcelain tile flooring throughout, offering a sleek, modern look with easy maintenance. The open floor plan creates a spacious and inviting atmosphere, perfect for both entertaining and everyday living. The heart of the home is the beautifully updated chef’s kitchen, featuring quartz countertops, a massive island, and brand-new cabinetry – ideal for gatherings, meal prep, and casual dining. Both bathrooms have been thoughtfully updated with stylish fixtures and finishes, giving you a spa-like experience at home. Outside, enjoy a large yard with endless potential for outdoor living. For peace of mind a new drainfiel has been installed and all upgrades have passed county insepections! Located in a desirable Longwood neighborhood with convenient access to shopping, dining, top-rated schools, and major highways. Don’t miss your chance to make this house your home!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Nelson Folchini (617-775-3581)
2351 WESTWOOD DR, LONGWOOD, FL 32779
$840,00049 Days on yellowkey MLS ID: S5148634
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2983 Built: 1973 Tax: $11,202 (2025)Community: Lake Brantley Isles 2Nd AddSingle Family
Taxes:$11,202
Remarks: Discover the charm of this uniquely designed home in the sought-after Lake Brantley Isles community! Blending the best of two-story and split-level living, this home offers a versatile layout ideal for modern lifestyles. Upon entering, step up into a spacious formal dining area highlighted by a cozy brick wood-burning fireplace. The open-concept kitchen features a breakfast nook, center island, and flows seamlessly into the family room, where large windows frame picturesque views of the canal. To the right of the family room, step down into an L-shaped bonus room, complete with sliding glass doors leading to a screened patio with dual ceiling fans—perfect for indoor-outdoor entertaining. A full bathroom and an oversized fourth bedroom with a private entrance are conveniently located off the bonus room, offering additional flexibility. Upstairs, the second level boasts two bedrooms and a guest bathroom to the right, with the primary suite to the left. The primary retreat includes a luxurious, fully renovated ensuite with a stand-alone tub, a spacious two-person shower with dual controls and a bench, dual sinks, and abundant storage. Recessed LED lighting with a secondary night light feature enhances the upstairs hallway and bedrooms. The property sits on nearly an acre of land with two private docks and canal access to Lake Brantley, making it perfect for outdoor enthusiasts. The oversized detached garage includes workbenches, electricity, and an automatic door with a deadbolt feature for added convenience and security. The home has a new roof (April 2026) and has been freshly painted on the exterior (April 2026). Located near several major roadways, shopping, dining, and entertainment options, this home offers both privacy and accessibility. With its exceptional features and prime location, this home is a must-see! Located in the vibrant community of Longwood, Florida, this home offers access to a rich array of amenities and attractions within a 50-mile radius. Enjoy retail therapy at the nearby Altamonte Mall, featuring popular brands and entertainment options. For outdoor enthusiasts, Lake Brantley provides opportunities for water activities and scenic picnics. The locale boasts a diverse dining scene with destinations like Tibby's New Orleans Kitchen and The Melting Pot. Quick access to major highways, including Interstate 4, SR-434, and SR-436, ensures seamless commutes to major employers such as AdventHealth and the University of Central Florida. For family fun, visit the Central Florida Zoo or take a short drive to explore the attractions in Orlando, including Walt Disney World Resort and Universal Studios. This area offers a balanced lifestyle, combining convenience, leisure, and a sense of community.
Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)
Listing Agent: Kevin Johnson (321-351-2121)
604 E CHURCH AVE, LONGWOOD, FL 32750
$210,000128 Days on yellowkey MLS ID: O6379948
1 Days Off yellowkey (back on 5/22/2026)
REDUCED by $10,000 (4.5%) on 04/03/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 836 Built: 1959 Tax: $3,054 (2024)Community: WildmereSingle Family
Taxes:$3,054
Remarks: Under contract-accepting backup offers. *GO AND SHOW!* Huge Corner lot with NO HOA! Perfect opportunity for a first-time homebuyer! This charming 3-bedroom, 1-bath home is affordably priced and move-in ready with major updates already completed. Recent improvements include a brand-new roof (2023), new hot water heater, septic pumped and inspected 2026, and a newly installed fence for added privacy. The home features a functional layout with a dedicated private laundry room and no HOA restrictions. Conveniently located near major highways, shopping, and great dining options, this property offers both comfort and accessibility. Assistance programs may be available through local lenders, making homeownership more attainable than ever.
Listing is courtesy of: BING REALTY CO. (407-906-8886)
Listing Agent: Jasilyn Bing (407-906-8886)
102 HATFIELD CT, LONGWOOD, FL 32779
$359,90026 Days on yellowkey MLS ID: V4949155
0 Days Off yellowkey (back on 5/21/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1508 Built: 1974Monthly Fee: $23 Tax: $4,296 (2025)Community: Wekiva Hunt Club 1 Fox Hunt Sec 1Single Family
Taxes:$4,296
Remarks: Under contract-accepting backup offers. Welcome to Wekiva Hunt Club --- a well-established community in the heart of Longwood, conveniently located near shopping, dining, top-rated schools and golf courses. This 3-bedroom, 2-bathroom home sits on a spacious lot and offers incredible potential to make it your own. With a little updating, this charming property could easily become your forever home. The functional floor plan features low-maintenance tile flooring throughout, a combined living and dining area and a large family room with views of the fenced backyard - perfect for entertaining or relaxing with family and friends. Major updates have already been completed, including a new AC system installed in 2024, newer electrical panel, hot water heater and garage door - providing added value and peace of mind for the next owner. Residents of Wekiva Hunt Club enjoy an abundance of community amenities, including walking rails, parks, tennis courts, basketball courts, golf and more. Don't miss this opportunity to own a home in one of Longwood's most desirable neighborhoods - schedule a showing today.
Listing is courtesy of: SWANN REAL ESTATE INC (386-738-3688)
Listing Agent: J. Todd Swann (386-717-6479)
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