Location: Longwood
Do Not Show Listings
2228 EARLEAF CT, LONGWOOD, FL 32779
$2,785,00046 Days on yellowkey MLS ID: O6399964
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 7696 Built: 1990Monthly Fee: $104 Tax: $11,667 (2024)Community: Wingfield Reserve Ph 3Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,667
Elementary School: Woodlands Elementary
High School: Lake Mary High
Tax Year: 2024
Middle School: Markham Woods Middle
Remarks: At the end of a quiet cul-de-sac and backing to the protected beauty of Wekiwa Springs State Park, this extraordinary waterfront estate offers a rare blend of privacy, scale and natural serenity in the desired Markham Woods Corridor. Fully fenced and positioned to capture sweeping conservation and water views, the setting alone places this residence in a category few can match. Impressive private gates and a brick paver circular drive introduce a dramatic arrival, where a grand porte-cochere and expansive six-car motor court set the tone. Inside, the home has been completely reimagined through a comprehensive renovation, unveiling soaring ceilings, walls of glass and abundant natural light. A striking 5-by-8-foot pivot door opens to a refined foyer with porcelain tile and white oak flooring, immediately drawing the eye to the shimmering pool and tranquil pond beyond. Designed for grand entertaining and effortless living, the main areas unfold in a seamless open-concept layout. With 14-foot ceilings and expansive living, dining, family and kitchen spaces flowing together, the home offers impressive volume and connectivity. Anchoring the heart of the home, a dramatic double-sided wood-burning fireplace creates a warm focal point between kitchen and family room. The chef’s kitchen is a showpiece, featuring Wolf appliances, built-in refrigeration and an oversized island with seating for six, finished with elegant waterfall-edge countertops. Outdoor living is equally captivating. A vast travertine lanai transitions to an oversized resort-style pool, all set against a breathtaking backdrop of water and untouched conservation. Nearly every room is oriented to capture these remarkable views, creating a constant connection to the landscape. The primary suite is a sanctuary of grand scale, offering serene water and wooded vistas. Its bespoke bath features leather-finished stone countertops, dual vanities, a soaking tub, and picture windows framing the natural setting. A spa-inspired steam shower with multiple shower heads and a built-in bench completes the experience. Dual custom walk-in closets elevate functionality, one with a center island and scenic window, the other concealing a hidden safe room. Versatility defines the additional spaces. A dedicated office with walk-in closet and direct bath access can serve as an additional bedroom. A generously sized bonus room is ideal for a home theater, library or lounge, while a separate gym with luxury vinyl flooring can easily function as a second office. A thoughtfully positioned flex space between the main residence and guest quarters opens to the lanai and pool bath, ideal for a cabana lounge or wellness retreat. The guest quarters is a residence unto itself, featuring two bedrooms, two baths, a spacious great room, full kitchen with center island, separate motor court access, and its laundry, offering exceptional accommodations for guests or multigenerational living. Homes of this caliber rarely come to market. The extensive renovation, remarkable scale, and exceptional attention to detail are paired with Seminole County’s desirable locations. Zoned for top-rated schools and ideally positioned near Longwood and Lake Mary, with convenient access to major highways, regional hospitals, airports, beaches and Central Florida’s world-renowned attractions, this is a legacy property that defines elevated Florida living.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
96 HICKORY TREE RD, LONGWOOD, FL 32750
$450,00057 Days on yellowkey MLS ID: O6396626
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1668 Built: 1975Monthly Fee: $8 Tax: $4,535 (2024)Community: Woodlands Sec 5 Rep Of Blk DSpa: NoSingle Family
Taxes:$4,535
High School: Lyman High
Middle School: Rock Lake Middle
Remarks: FANTASTIC OPPORTUNITY IN THE HEART OF LONGWOOD! THIS 3/2 IMPECCABLE UPDATED HOME IN THE WOODLANDS IS MOVE-IN-READY! NEW ROOF 2026, PATIO 2016, HVAC 2011, WATER HEATER 2011, ELECTRICAL PANEL 2011, AND UPDATED PLUMBING! Plenty of space to make this home your own with generous size bedrooms ALL with walk-in closets! Neutral decor throughout with a newer modern feel and fresh laminate floors! REMODELED KITCHEN with granite counters, breakfast bar, ample cabinets, and appliance package! Inviting family room off kitchen with a wood burning fireplace and glass sliders that access the patio area! Relax in the evenings after a long day or entertain on your oversized covered screened in patio! Enjoy the HUGE LUSH fenced in backyard including a separate dog run and/or utility vehicle storage area along with a shed for added convenience! This oversized lot has tremendous potential! Exterior extras include: Garden bed, large 2 car garage with utility room and side access door, exterior lighting, rain gutters, and a transferable Termite Bond serviced by Massey! This home has been meticulously maintained! OTHER NOTABLE MENTIONS INCLUDE: NEW CEILING FANS, NEW BLINDS AND GARAGE FLOOR PAINTED. Expect to be Impressed! Excellent area close to major highways, shopping, dining and ONLY 30 min to most major attractions! Amazing mature established neighborhood currently zoned for Woodlands Elementary, Rock Lake Middle and Lyman High! The OPTIONAL HOA makes this lovely home very affordable! Don't miss out on the chance to own this special home!
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Laura Toppin (407-489-0415)
1498 MARKHAM WOODS RD, LONGWOOD, FL 32779
$1,799,00044 Days on yellowkey MLS ID: O6399260
INCREASED by $49,000 (2.8%) on 05/30/2026
Bed: 8 Bath: 8.0 Gar: 3 Liv Area Sq Ft: 7675 Built: 1991Community: Markham Woods CorridorSingle Family
Taxes:$0
Tax Year: 2026
Remarks: One or more photo(s) has been virtually staged. Owner Financing Options Available...Call For Details. Looking for a private, multi-acre estate with the flexibility to expand, entertain, or create a true multi-generational compound? Welcome to the prestigious Markham Woods Corridor. Set on a cleared, high-and-dry 5+ acre homesite with no HOA restrictions, this property offers rare freedom and tranquility, feeling like your own private park complete with gorgeous mature oak trees, lush living privacy walls, and a dual-gated entrance. The beautifully renovated main residence spans nearly 5,600 square feet and has been meticulously updated within the last year to offer ultimate peace of mind. Major recent upgrades include completely brand-new plumbing throughout the entire home, four new HVAC units, and fully modernized bathrooms featuring pristine new tile, hardware, lighting, and vanities. Luxurious Main Residence Features include a Flexible Layout with up to 8 bedrooms (including 5 en-suites) and 8 bathrooms. Three spacious primary suites feature private baths and walk-in closets, plus a separate in-law suite with its own entrance, living area, kitchenette, and full bath. The Gourmet Kitchen is The heart of the home and boasts granite countertops, a massive center island, and premium appliances, including a Samsung 3-door refrigerator, Samsung dishwasher, and an Electrolux Icon dual oven/freezer stack. With Smart Home Technology; Enjoy automated luxury blinds on the main floor, smart-controlled exterior fountains, and customizable, color-changing boundary wall lighting. With Unrivaled Entertainment & Outdoor Living features include a separate Ballroom / Theater with a $30,000 state-of-the-art automated LED lighting system that transforms this exceptional space. Featuring smart-controlled curtains, an LG mini-beam short-throw projector, a dedicated stage, and eight surrounding screens, it is perfect for hosting large-scale events, weddings, yoga retreats, or epic movie nights. Outdoor Entertaining doesn't get any better than this. Step out onto +/- 4,000 square feet of luxury brick pavers. The outdoor summer kitchen area is a chef's dream, featuring a commercial Vulcan convection oven complete with a full-sized pizza stone for authentic, restaurant-quality entertaining. *BONUS*- Exclusive Custom Pool Opportunity: While the expansive grounds offer a blank canvas, the seller—a commercial pool contractor—is offering an exclusive buyer incentive to build a custom pool to your exact specifications at their direct cost, allowing you to design your dream oasis without the retail markup! The Detached Guest Quarters is Connected to the main home by a beautiful red-tiled covered breezeway. The massive two-story detached building offers a fully climate-controlled space. Upstairs features a 3-bedroom, 1-bath apartment with a spacious lounge. Downstairs boasts a beautiful stainless steel kitchen, a storage room, and a garage—ideal for guests, staff, or incredible income-producing potential. Zoned for horses and offering ample space for boats, RVs, and recreational vehicles, this estate is perfectly suited for a variety of uses. Conveniently located near Heathrow shopping, top-rated schools, area golf courses, and just 30 minutes from Orlando and the East Coast beaches. This is more than a home; it’s an investment in endless possibilities. Properties with this level of versatility, luxury, and land in this corridor rarely hit the market, and they never stay long. Call Today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: David Warren (407-928-3760)
1808 WINGFIELD DR, LONGWOOD, FL 32779
$799,9004 Days on yellowkey MLS ID: O6411497
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4440 Built: 1984Monthly Fee: $104 Tax: $11,518 (2025)Community: Wingfield Reserve Ph 1Spa: YesSingle Family
Taxes:$11,518
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Tucked away beneath a canopy of mature trees on an expansive homesite in one of Longwood's most established communities, this custom pool home offers a rare combination of privacy, character, and space. From the moment you arrive, the circular driveway, natural setting, and distinctive architecture create a memorable first impression. Inside, soaring wood-beamed ceilings, extensive hardwood flooring, and dramatic floor-to-ceiling stone fireplaces add warmth and architectural interest throughout the home. The spacious living areas are filled with natural light and designed for both everyday living and entertaining, with multiple gathering spaces and walls of glass overlooking the screened pool and lush backyard. The kitchen features abundant cabinetry, generous workspace, granite countertops, a center island, and a functional layout that flows seamlessly into the surrounding living areas. The primary suite offers a private retreat complete with a spa-inspired bath, oversized walk-in shower, soaking tub, and tranquil outdoor views. Step outside to enjoy the screened pool enclosure, expansive paver deck, and beautifully landscaped surroundings. The oversized lot provides exceptional privacy while still offering plenty of room to enjoy the outdoors. Conveniently located, this home offers easy access to Interstate 4, SR 434, shopping, dining, golf courses, and everyday conveniences. Residents enjoy proximity to popular destinations including Wekiwa Springs State Park, Cranes Roost Park, Altamonte Mall, and the shops and restaurants of Lake Mary. A unique opportunity to own a distinctive property with timeless architectural details, generous living spaces, and an exceptional Longwood location.
Listing is courtesy of: ACME REAL ESTATE FLORIDA LLC (407-601-4958)
Listing Agent: Heather Unger, Pa (407-810-6304)
284 ISLAND SOUND CT, LONGWOOD, FL 32779
$799,99935 Days on yellowkey MLS ID: O6401810
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2692 Built: 2021Monthly Fee: $159 Tax: $6,766 (2025)Community: Retreat At Lake BrantleySingle Family
Taxes:$6,766
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: Step into refined elegance and effortless sophistication in this nearly new Dockside masterpiece located within the exclusive, gated community of The Retreat at Lake Brantley. Offering 4 bedrooms, 3 bathrooms, and 3,755 total square feet, this expansive single-story estate is thoughtfully designed for the discerning buyer who values both luxury and livability. From the moment you arrive, the home makes a striking first impression with its upgraded designer front door and spacious 3-car garage—perfect for luxury vehicles and additional storage. Inside, a seamless open-concept floor plan unfolds, anchored by oversized designer tile flooring that flows throughout the main living spaces. At the heart of the home, the gourmet kitchen is a true showpiece—featuring gleaming granite countertops, custom cabinetry, premium stainless steel appliances, and an oversized island that invites both intimate gatherings and grand entertaining. Every detail has been curated to elevate both form and function. The owner’s suite is a private retreat, offering a serene escape with a spacious custom walk-in closet, spa-inspired walk-in shower with full-height tile, and dual vanities designed for everyday luxury. Secondary bedrooms are generously sized, including a private en-suite ideal for guests or multigenerational living. Expansive pocket sliding glass doors create a seamless indoor-outdoor experience, opening to a sunlit entertaining space perfect for hosting or relaxing in style. This home is enhanced with modern smart home features, delivering convenience and control at your fingertips. Beyond the home, residents enjoy exclusive access to a private community boat ramp on Lake Brantley, offering a lifestyle centered around recreation, relaxation, and waterfront living. Ideally located near top-rated Seminole County schools, including Lake Brantley High School, and with easy access to major highways, this residence perfectly balances tranquility and accessibility. This is more than a home—it’s a statement of lifestyle, comfort, and elevated living. Experience the pinnacle of luxury in The Retreat at Lake Brantley—your private lakeside sanctuary awaits.
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Verdelle Lambert Rice (407-242-3757)
710 EAST CT, LONGWOOD, FL 32750
$359,000222 Days on yellowkey MLS ID: S5137189
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1533 Built: 1971 Tax: $3,133 (2024)Community: Longwood NorthSingle Family
Taxes:$3,133
Elementary School: Longwood Elementary
High School: Winter Springs High
Middle School: Milwee Middle
Remarks: Welcome to this well-maintained property located in the heart of Longwood! This home offers a functional layout with comfortable living spaces, ideal for a variety of lifestyles. Conveniently situated near SunRail, major shopping centers, hospitals, and with easy access to Orlando International Airport, making daily commuting and travel simple and efficient. Enjoy the benefit of no HOA and low annual property taxes. Whether you're looking for a primary residence or a property with great long-term potential, this home is a must-see. Schedule your private showing today!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Celines Pomales (407-373-8250)
119 MEADOWFIELD LN, LONGWOOD, FL 32779
$365,00014 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
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)
320 FERDINAND DR, LONGWOOD, FL 32750
$445,00077 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
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
$580,00012 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
$549,99927 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
$499,00020 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
$475,000104 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
$434,50027 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
$1,990,00036 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 is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Penney Lawrence (407-353-7019)
1652 RUTLEDGE RD, LONGWOOD, FL 32779
$709,00038 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
$395,000222 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
$569,00022 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
$624,90025 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
$474,90059 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)
247 N MOUNTS BAY CT, LONGWOOD, FL 32779
$560,00022 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)
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