Location: Longwood
Do Not Show Listings
315 MENASHE CT, LONGWOOD, FL 32779
$2,000,000163 Days on yellowkey MLS ID: O6378845
1 Days Off yellowkey (back on 7/16/2026)
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4982 Built: 1990Monthly Fee: $87 Tax: $10,731 (2025)Community: Lake Brantley Club Ph 2Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,731
Elementary School: Forest City Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Teague Middle
Remarks: Available for the first time, this exceptional estate is set on a rare peninsula lot surrounded by Lake Brantley on three sides and offers a level of privacy, tranquility, and presence that is truly unmatched. A long, private paver drive winds past the community tennis court and leads to a striking residence featuring a newly painted exterior in a light, timeless tone that enhances its overall appeal. Inside, soaring ceilings and dramatic walls of glass immediately draw your eye to the expansive lake views beyond, with nearly every room oriented to capture the scenery and create a constant connection to the outdoors. The main level is designed for both refined entertaining and everyday living, featuring formal living and dining rooms, an expansive kitchen overlooking the family room, and a sunken gathering space that adds depth and architectural character to the heart of the home. The primary suite is a true retreat, privately positioned on the first floor with serene lake views, a sitting area, an oversized walk-in closet, and a beautifully renovated bath featuring a soaking tub, dual sink vanity, and an expansive walk-in shower. A dedicated office with double door entry and closet offers flexibility as a fifth bedroom. Upstairs, three additional bedrooms include two connected by a Jack and Jill bath, one with its own en-suite, along with a loft-style catwalk and gathering space overlooking the main living area and framing stunning views through the two-story windows. A spacious laundry room and large storage room are located just off the three-car garage, which features a rare pass-through bay with front and rear access ideal for boat storage, plus an additional flex space for a workshop, hobbies, crafts, or storage. The screened pool area is designed for true indoor-outdoor living, complete with a built-in bar, expansive seating areas, and uninterrupted panoramic lake views that create a resort-style experience. The private boathouse with lift and a waterside sitting area, perfect for relaxing or fishing complete the property, offering direct lake access and a lifestyle centered around the water. Ideally located in Longwood, this is a rare opportunity to own a property defined by its extraordinary setting and timeless appeal.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Alex Vastardis (407-947-6264)
36 STONE GATE S, LONGWOOD, FL 32779
$1,075,00042 Days on yellowkey MLS ID: O6413256
0 Days Off yellowkey (back on 7/11/2026)
REDUCED by $25,000 (2.3%) on 07/06/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3443 Built: 1991Monthly Fee: $17 Tax: $10,594 (2025)Community: Ravensbrook 2Nd AddSpa: YesSingle Family
Taxes:$10,594
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Seller is offering up to $25,000 towards Buyer's closing costs with a full price offer! For the first time in 25 years, this exceptional Southern Traditional estate presents a rare opportunity to own one of Longwood's most distinguished residences. Originally designed as the builder’s personal model home, this home showcases timeless craftsmanship, architectural charm, and meticulous pride of ownership throughout. Nestled on a professionally landscaped 1.01-acre homesite within the coveted Ravensbrook community, an intimate enclave of nearly 80 custom homes, treasured for its spacious lots and tree-lined streets shaded by a mature canopy of oaks. Impressive curb appeal sets the tone from the moment of arrival. A welcoming front porch, framed by lush mature landscaping, creates an elegant first impression. Encompassing 3,443 square feet of thoughtfully designed living space, the home features 5-bedrooms, 4.5 bathrooms, and a highly desirable floor plan with both the primary suite and an additional bedroom located on the main level. A dramatic two-story entry welcomes guests with soaring 20-foot vaulted ceilings, marble tile floor, refined crown molding, Colonial trim details, raised-panel doors, plantation shutters, and exquisite beveled-glass transoms adorning every downstairs doorway. Designed for both everyday comfort and gracious entertaining, the heart of the home is highlighted by a stunning double-sided wood-burning fireplace, showcasing exceptional brick craftsmanship and engineered hardwood flooring. The kitchen boasts distinctive tongue-and-groove oak ceiling, granite countertops, a center island, stainless steel appliances, and a dining area for casual meals and gathering. Traditional swinging doors provide convenience to the separate formal dining room, creating an ideal flow for hosting dinners. The private primary suite serves as a luxurious retreat, complete with a beautifully renovated spa-inspired bathroom. Upstairs, 3 generously sized bedrooms, each enhanced by character-rich vaulted ceilings. One bedroom includes its own private ensuite bath and spacious walk-in closet. Completing the second floor is a separate bonus room located above the garage, featuring rich wood parquet flooring and a closet, offering flexibility as a media room, home office, fitness studio, playroom, or guest suite. French doors lead to a screened lanai overlooking the sparkling swimming pool and spa, complemented by a summer kitchen for storage and entertainment. Additional highlights include a well-appointed laundry room with built-in cabinetry, utility sink, washer and dryer, a three-car garage with epoxy-finished flooring and custom storage cabinets, and an expansive paver driveway that provides a grand arrival experience. For nature lovers and outdoor enthusiasts, Ravensbrook offers a unique lifestyle amenity through exclusive access to Cushman Park, a community waterfront lot named in honor of the original developer. Residents may enjoy Rice Lake for kayaking, paddleboarding, and other recreational pursuits. Ideally situated along the prestigious Markham Woods Corridor, residents enjoy convenient access to an array of shopping, dining, premier golf courses, and nature trails, all while zoned for Seminole County's highly sought-after public schools. Just minutes away is the renowned Seminole Wekiva Trail, a nearly 14-mile paved recreational trail, for walking, running, cycling, and enjoying Central Florida's natural beauty.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Amanda Salazar (407-917-0706)
230 HUNTERS TRL, LONGWOOD, FL 32779
$699,00050 Days on yellowkey MLS ID: O6411144
REDUCED by $50,000 (6.7%) on 06/27/2026
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
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)
148 WISTERIA DR, LONGWOOD, FL 32779
$725,00023 Days on yellowkey MLS ID: O6417383
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2662 Built: 1995Monthly Fee: $229 Tax: $4,978 (2025)Community: Springs The Deerwood EstatesSingle Family
Taxes:$4,978
Elementary School: Sabal Point Elementary
High School: Lyman High
Middle School: Rock Lake Middle
Remarks: Pro pics coming but dont wait to see this incredible home...Welcome to The Springs, one of Central Florida’s most sought-after guard-gated communities, where towering oak canopies, winding roads, and unmatched natural beauty create a lifestyle unlike anything else in Seminole County. With 24/7 guarded entry and an extraordinary park-like setting, The Springs offers a rare blend of privacy, serenity, and convenience. Situated on a premium oversized homesite with no rear neighbors, this beautifully maintained one-story home enjoys exceptional curb appeal enhanced by mature landscaping that seamlessly blends into the surrounding natural environment. The private backyard and expansive screened lanai provide the perfect setting for relaxing, entertaining, or simply enjoying peaceful Florida living. Inside, the timeless floor plan features soaring ceilings, abundant natural light, and generous living spaces designed for both everyday comfort and entertaining. A rare and highly desirable feature, the home offers two primary suites, making it ideal for multigenerational living, guests, or anyone seeking additional flexibility. Steam shower in 2nd primary is great feature as well. Spacious formal living and dining rooms complement the inviting family room and bright open kitchen, creating a layout that lives beautifully. Ample storage throughout this well designed floor plan is another huge plus. Major updates have already been completed, offering peace of mind for years to come. A new roof and HVAC system were installed in 2020, while the home was completely replumbed and received a new water heater in 2019, providing true move-in-ready convenience and low-maintenance ownership. Residents of The Springs enjoy an unmatched lifestyle centered around nature and community. Century-old live oaks, scenic walking and jogging trails, horse stables, a clubhouse, community pool, THE ONLY PRIVATELY OWNED SPRING IN FLORIDA and year-round events create an atmosphere that feels more like a private retreat than a neighborhood. Native Florida woodlands and abundant wildlife are part of everyday life. Families appreciate access to highly rated Seminole County schools, while commuters enjoy exceptional convenience with I-4 less than one mile away. Downtown Lake Mary, Altamonte Springs, Winter Park, Cranes Roost Park, farmers markets, shopping, dining, and entertainment are all within easy reach. Orlando’s world-famous attractions and Florida’s east coast beaches are also just a short drive away. Rarely does an opportunity present itself to own a spacious one-story home with two primary suites, no rear neighbors, major system updates, and the unmatched lifestyle offered by The Springs. Experience the privacy, beauty, and timeless charm that make this exceptional Longwood community one of Central Florida’s hidden gems.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
2644 BENT HICKORY CIR, LONGWOOD, FL 32779
$429,00029 Days on yellowkey MLS ID: O6417103
0 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1833 Built: 1985Monthly Fee: $86 Tax: $4,445 (2025)Community: Sabal Point At Sabal GreenSingle Family
Taxes:$4,445
Remarks: Under contract-accepting backup offers. Architectural Charm Reimagined for Modern Living! Tucked away on a quiet cul-de-sac and surrounded by lush greenery, this beautifully renovated residence offers a rare combination of architectural character, modern updates, and privacy. From the moment you arrive, the home's inviting courtyard entry, manicured landscaping, and distinctive rooflines create a memorable first impression. Upon entering, the dramatic sense of space is undeniable, with soaring smooth-finish ceilings, clerestory-style windows that fill the home with natural light, and wide-plank luxury vinyl flooring enhancing the spacious open-concept design. The expansive living and dining areas are anchored by a double-sided fireplace and framed by walls of French doors and oversized windows that draw the outdoors in, creating a bright and welcoming atmosphere throughout. Whether hosting friends or enjoying a quiet evening at home, the seamless flow between the living spaces makes everyday living effortless. The kitchen has been carefully crafted with a fresh design that blends style and functionality. Reimagined cabinetry in a sophisticated sage hue is paired with quartz countertops, quartz backsplash, brushed brass hardware, and stainless appliances, creating a warm yet refined aesthetic. Abundant cabinetry, generous prep space, and a dedicated pantry cabinet provide impressive storage, while the open connection to the great room and views of the surrounding greenery enhance the home's airy atmosphere, making everyday living and entertaining equally enjoyable. The generously sized primary suite is a true retreat, offering peaceful wooded views and a stunning reimagined bath complete with an oversized walk-in shower, furniture-style dual vanity, designer lighting, and a large picture window overlooking a private garden courtyard that fills the space with natural light. Bedroom 2 is both bright and versatile, featuring a skylight, ample closet storage, and plenty of room. Designed for productivity and organization, Bedroom 3 features vaulted ceilings and double French doors that provide both privacy and connection to the rest of the home. An ideal space for working from home, pursuing hobbies, or accommodating overnight guests. Guests will appreciate the beautifully remodeled 2nd bath featuring dual sinks, abundant storage, quartz surfaces, and a striking blue herringbone tile surround. Crisp finishes and thoughtful details create a fresh, inviting space that feels straight out of a design magazine. Outdoor living is a true highlight, with a newly installed wraparound brick-paver patio, creating a series of inviting outdoor vignettes designed for both intimate gatherings and larger-scale entertaining. Surrounded by mature landscaping and a lush, wooded backdrop, the setting offers an exceptional sense of privacy and seclusion. Whether enjoying morning coffee, dining al fresco with friends, or unwinding beneath the trees at day's end, the outdoor spaces feel like a peaceful extension of the home. Additional improvements include smooth-finish walls and ceilings throughout, a new HVAC (2025), roof (2020), updated electrical (2024), and a whole-house replumb (2025), providing peace of mind for years to come. Situated within desirable Sabal Green in Sabal Point, this home combines stylish renovations, impressive volume ceilings, architectural character, thoughtful improvements, abundant natural light, and a tranquil natural setting to create the ideal lifestyle.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Lisa Shear (407-721-9375)
2083 BILTMORE PT, LONGWOOD, FL 32779
$1,100,0001 Day on yellowkey MLS ID: O6425223
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4688 Built: 1987Monthly Fee: $58 Tax: $16,054 (2025)Community: Springs Landing The Estates AtSingle Family
Taxes:$16,054
Remarks: Short Sale. Short-sale opportunity on 1.71 acres in one of Longwood's most desirable conservation-backed communities — priced at $1,100,000 to reflect condition and reward the right buyer. Tucked at the end of a quiet cul-de-sac, this custom-built single-story estate offers approximately 4,688 heated square feet with tremendous bones and even greater upside. This is a pre-foreclosure short sale being sold strictly AS-IS. The property requires renovation, including interior finish work — an ideal project for investors, builders, or an end-user ready to restore this home to its full potential. The layout is exceptional: 5 bedrooms, an executive office, a spacious upstairs loft and study, and a primary suite on the main level. A dramatic screened lanai spanning roughly 72 feet wraps around a private salt-water pool and spa, with a backyard fire pit and peaceful conservation views beyond. A circular driveway, 3-car garage, and carport add to the appeal, all set on a sprawling, oversized lot. Located in a top-rated Seminole County school district (Woodlands Elementary, Rock Lake Middle, Lyman High) and minutes from Markham Woods Road, this is a rare chance to own significant acreage and square footage in a premier location at a value price. Sold AS-IS; buyer to verify all information, condition, and measurements.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Alex Cheikh-Khalil (407-849-8967)
1889 RANCHLAND TRL, LONGWOOD, FL 32750
$975,00079 Days on yellowkey MLS ID: V4948599
REDUCED by $23,900 (2.4%) on 07/07/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2333 Built: 1998 Tax: $6,016 (2024)Community: MeadowlandsSingle Family
Taxes:$6,016
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
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)
301 BRANTLEY HARBOR DR, LONGWOOD, FL 32779
$1,099,00011 Days on yellowkey MLS ID: O6422237
0 Days Off yellowkey (back on 7/15/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3104 Built: 1983Monthly Fee: $29 Tax: $4,349 (2025)Community: Brantley HarborSingle Family
Taxes:$4,349
Remarks: Under contract-accepting backup offers. Ultimate Lake Brantley Lifestyle | Rare Canal-Front Home with Private Boathouse! Embrace the lakefront lifestyle in this beautifully updated canal-front home on sought-after Lake Brantley. Located just 6 houses from the open water of this 287-acre spring-fed lake, you’ll enjoy easy access to boating, wakeboarding, skiing, and fishing — without the higher costs of direct lakefront property. This meticulously maintained 4-bedroom, 2.5-bathroom residence offers 3,104 sq ft of updated living space. Step outside to your private covered boathouse with electric boat lift — lower the boat with the push of a button and cruise onto the lake in minutes. After a day on the water, unwind in your resort-style backyard featuring a saltwater pool with waterfall and hot tub, a gas fire pit, and a summer kitchen complete with grill, smoker, and sink. Inside, the spacious great room with wood-burning fireplace opens to a chef-friendly kitchen with a large island and granite countertops. A versatile game room/fitness area includes a wet bar and beverage fridge. The luxurious primary suite boasts a double shower, whirlpool tub, and custom California Closets. Recent major updates include a new roof (2019), two new AC units (2019), electrical panels, exterior paint, gutters, and more — offering peace of mind for years to come. Additional Highlights: • Smart home features: Ring cameras, Nest thermostats, Rachio irrigation, Chamberlain smart garage door opener, and SimpliSafe alarm • Side-entry 2-car garage with epoxy floors • Hidden boat/trailer parking behind a privacy fence • Excellent location with easy access to shopping, dining, and I-4. This is a rare opportunity to own a turnkey Lake Brantley lifestyle home. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Noreen Askew (407-739-2334)
1707 GRANGE CIR, LONGWOOD, FL 32750
$468,000116 Days on yellowkey MLS ID: O6392182
REDUCED by $8,000 (1.7%) on 06/16/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1981 Built: 1987 Tax: $2,283 (2024)Community: Tiberon Hills Ph 3Spa: NoSingle Family
Taxes:$2,283
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath pool home Located in a desirable no-HOA community, this property offers the freedom and flexibility today’s homeowners are looking for. Sellers will put a Brand NEW roof (2026) with acceptable contract. This home has been lovingly cared for over the past 30 years and is now ready for its next chapter with a new family. Inside, you’ll find an updated kitchen with modern finishes, along with a well-maintained interior that reflects true pride of ownership. The newer roof and gutters provide added peace of mind, while the private pool creates the perfect setting for relaxing or entertaining in true Florida style. Conveniently situated, the home offers easy access to shopping, dining, entertainment, and major roadways, as well as nearby parks and scenic nature trails. This prime Longwood location combines everyday convenience with a peaceful neighborhood feel. Don’t miss your chance to own this incredible home—schedule your private showing today. You won’t be disappointed!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)
Listing Agent: Keith Brauman (407-421-8611)
450 LONGMEADOW LN, LONGWOOD, FL 32779
$509,900125 Days on yellowkey MLS ID: O6390534
REDUCED by $15,100 (2.9%) on 06/26/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2623 Built: 1987Monthly Fee: $77 Tax: $3,398 (2024)Community: Sabal Point Sabal View AtSingle Family
Taxes:$3,398
Remarks: Excellent opportunity in Sabal Point. POOL house with two NEW HVACs. 4 bedrooms, 3.5 bathrooms with office. Master on first floor.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Laura Hilton, Pa (407-718-2291)
108 KILKENNY CT, LONGWOOD, FL 32779
$519,99920 Days on yellowkey MLS ID: O6419117
REDUCED by $18,001 (3.3%) on 07/09/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1979 Built: 1974Monthly Fee: $23 Tax: $5,071 (2025)Community: Wekiva Hunt Club 1 Fox Hunt Sec 1Single Family
Taxes:$5,071
Elementary School: Wekiva Elementary
Remarks: Virtually Staged. Welcome to 108 Kilkenny Court located in the sought-after community in Wekiva Hunt Club. This updated 4-bedroom, 2-bath pool home is situated on an oversized 0.26-acre lot. Combining timeless charm with extensive modern updates, this home is designed for comfortable living and effortless entertaining. Step inside to discover a bright open space featuring a cozy fireplace, new light fixtures, and new ceiling fans throughout the home. The beautifully renovated kitchen is the heart of the home, showcasing new cabinetry, a center island, new countertops (2026) brand-new SAMSUNG Stainless-Steel appliances, new sliding door in kitchen, and in the primary bedroom. Both bathrooms were renovated, offering modern finishes and a fresh, contemporary feel. Major system updates provide added peace of mind, including a roof replaced in 2018, A/C replaced approximately two years ago, and a pool pump replaced last year. Vinyl Fence installed in 2023. Enjoy Florida living in your private backyard featuring a sparkling pool, perfect for relaxing or entertaining family and friends. Additional highlights include a 2-car garage, and a prime Longwood location close to Publix Springs Plaza (approx. 3 min away), Wekiva Golf Course, Tennis Court, Pickle Ball Court, Racquetball Court, Basketball Court, Baseball Field, Soccer Field, Walking Trails, and Parks! Conveniently located just approximately 10 minutes from Wekiwa Springs State Park, offering year-round spring swimming, kayaking, scenic hiking trails, and outdoor recreation. Don’t miss the opportunity to make this Longwood gem YOUR HOME! Schedule your showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jasmine Morales (407-515-0860)
2878 MARKHAM WOODS RD, LONGWOOD, FL 32779
$6,999,99976 Days on yellowkey MLS ID: O6403834
Bed: 10 Bath: 15.0 Gar: 17 Liv Area Sq Ft: 25706 Built: 2003 Tax: $70,734 (2025)Community: N/ASpa: YesSingle Family
Taxes:$70,734
Remarks: Virtually Staged. The Estate at Markham Woods. Set behind private electronic gates and a guarded entry, a rare sense of arrival unfolds across more than seven acres of secluded, high and dry landscape in the heart of Markham Woods. Here, architecture, land, and infrastructure converge to create something far beyond a residence, a fully realized, multi generational compound designed for those who value ultimate security, complete privacy, and a deeply personal expression of luxury living. This is not simply a home. It is a sanctuary. The main residence, spanning nearly 18,000 total square feet with over 11,000 square feet under air, is a study in European inspired elegance and enduring craftsmanship. Six bedrooms and ten baths are thoughtfully arranged to balance grand scale entertaining with intimate, everyday living. A sweeping staircase, private elevator, and curated architectural moments create a sense of quiet sophistication, while spaces like the library, gym, spa retreat, and hidden garden offer a more personal rhythm of life. Beyond the main residence, the estate reveals itself as a true compound. A fully independent guest house, a private cottage ideal for staff or extended family, and a climate controlled car barn with soaring ceilings create a layered environment where generations can gather, yet remain entirely self contained. Whether hosting, retreating, or simply living, every structure has been designed with purpose and discretion. Security here is not an afterthought, it is foundational. A guard house with full amenities, integrated systems, data infrastructure, multiple generators, this offers a sense of confidence and continuity. This is a property built not only for comfort, but for resilience. A private helipad further elevates both security and accessibility, offering a seamless connection to business, leisure, and global travel. Outdoors, the estate transforms into a private resort environment. Multiple pools, spa experiences, expansive lawns, and curated gathering spaces create an atmosphere equally suited for large scale entertaining or quiet family moments. Even the youngest members of the household are considered, with playful elements woven seamlessly into the landscape, reinforcing the estate’s identity as a true family legacy property. And yet, despite its complete seclusion, the estate remains remarkably connected. Within minutes, you are positioned at the center of everything that defines Central Florida living. Downtown Orlando, the region’s top private and public schools, and the area’s most important roadways including the I-4 express lanes are all easily accessible. Orlando International Airport, Orlando Executive Airport, and Sanford International Airport provide effortless travel options, while world class golf, the Dr. Phillips Performing Arts Center, Kia Center, Camping World Stadium, and Inter and Co Stadium place culture and entertainment within immediate reach. The beaches and theme parks are equally within your orbit, close enough for spontaneity, yet far enough to preserve the estate’s sense of calm. This is the rare balance. A property where one can live completely private, completely secure, and completely immersed in luxury, while remaining connected to everything that matters. For those seeking not just a home, but a generational legacy compound defined by discretion, scale, and intention, this is a singular opportunity in Central Florida.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matthew Mckee (407-948-0658)
3367 CANYON GRAND PT, LONGWOOD, FL 32779
$1,200,00014 Days on yellowkey MLS ID: O6421932
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5249 Built: 2021Monthly Fee: $283 Tax: $12,195 (2025)Community: Retreat At Lake BrantleySingle Family
Taxes:$12,195
Remarks: Welcome to this exceptional residence in Retreat at Lake Brantley, one of Longwood’s most sought-after gated communities, celebrated for its private boat ramp access to Lake Brantley, highly rated Seminole County schools, convenient location, and enduring desirability. Built in 2021 and thoughtfully enhanced beyond the original builder plan, this Casabella floor plan by Pulte Homes offers over 5,200 square feet of living space, six bedrooms, and four-and-a-half bathrooms, seamlessly blending elevated design elements with the versatility and functionality today’s lifestyles demand. A paver driveway and covered entry welcome you into interiors enriched by extensive millwork, statement lighting, tile flooring, and new carpeting. The foyer opens to beautifully proportioned living spaces designed to accommodate both gracious entertaining and everyday living. The kitchen is both stylish and functional, featuring quartz countertops, a generous center island with seating, built-in wall ovens, stainless steel appliances, gray cabinetry, abundant storage, and an open layout that flows effortlessly into the dining area and great room. Anchoring the main living space is a striking linear gas fireplace framed by custom built-ins, while oversized sliding glass doors invite natural light and create a seamless connection to the outdoor living areas. A dedicated flex room on the main level provides an ideal setting for a home office, study, library, or sitting room. The expanded owner’s retreat, thoughtfully enlarged beyond the original floor plan, serves as a private sanctuary with ample room for a sitting area or lounge space. The oversized custom walk-in closet is complemented by integrated laundry with a stackable washer and dryer—an elevated convenience rarely found in comparable homes. Upstairs, over 2,000 square feet of additional living space creates a true second-level retreat. An expansive loft functions as a spacious secondary family room and gathering space, while the adjoining flex room offers exceptional versatility as a playroom, media room, theater, game room, teen lounge, or potential additional bedroom with the addition of a closet. Generously sized secondary bedrooms and bathrooms further enhance the home’s ability to accommodate evolving lifestyles, guests, or multi-generational living. Additional highlights include a thoughtfully organized pantry, extensive storage throughout, solar panels for enhanced energy efficiency, and a covered brick-paver lanai designed for year-round enjoyment. Equipped with remote-controlled retractable screens and dual ceiling fans, this inviting outdoor space provides comfort, airflow, and protection from the elements while serving as a natural extension of the home’s interior living areas. The fully fenced backyard offers ample space for recreation, entertaining, and future outdoor enhancements. Combining elevated design details, exceptional flexibility, over 5,200 square feet of living space, private Lake Brantley access, and a setting within one of Seminole County’s premier gated communities, this thoughtfully enhanced residence presents a rare opportunity to enjoy a lifestyle defined by comfort, convenience, and connection. Schedule your private showing today and experience all this remarkable home has to offer.
Listing Agent: Jeanine Louis, Llc (407-595-8634)
183 E PINE AVE, LONGWOOD, FL 32750
$309,00021 Days on yellowkey MLS ID: O6418516
REDUCED by $5,000 (1.6%) on 07/13/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1957 Tax: $2,102 (2025)Community: LongwoodSingle Family
Taxes:$2,102
High School: Winter Springs High
Middle School: Milwee Middle
Remarks: Priced to sell, this updated 3-bedroom, 2-bath home offers 1,101 square feet in a prime Longwood location with strong upside potential. Featuring a bright, functional layout, updated finishes, spacious bedrooms, and a private backyard, the property is move-in ready with room to further increase value through use optimization or enhancements. A standout feature is the Mixed Use Dwelling (MUD) zoning, allowing for both residential occupancy and approved light commercial use. This rare flexibility creates multiple exit strategies—live/work setup, small business operation, short- or mid-term investment hold, or future income-producing configuration (subject to local zoning regulations and approvals). With its central location near major corridors, retail, and established residential growth, this property is positioned for strong long-term demand and versatility. Conveniently situated near Historic Downtown Longwood, SunRail, shopping, dining, major roadways, and top local amenities, this property combines affordability, location, and long-term potential. Whether you're looking for a primary residence, rental property, house hack opportunity, or future investment, this home is one you won't want to miss. This home can be purchased with NO MONEY DOWN, or NO INCOME VERIFICATION!!
Listing Agent: Eve Logan (407-227-3171)
611 PHEASANT AVE, LONGWOOD, FL 32750
$349,9006 Days on yellowkey MLS ID: O6423564
1 Days Off yellowkey (back on 7/15/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1185 Built: 1977 Tax: $2,873 (2025)Community: Sky Lark Unit 2 RepSingle Family
Taxes:$2,873
Elementary School: Highlands Elementary
Remarks: Under contract-accepting backup offers. Virtually Staged. Highly sought after Seminole County Pool Home on a Corner Lot for under $350,000!!! This deal can't be beat and the location is even better! Just a very short WALK to the dog park all fenced in and the famous Candyland Park! Updated kitchen and master bathroom in 2026 and the whole house was repiped in 2024. Centrally located in Longwood to enjoy all the restaurants, parks, shopping and a quick commute to downtown Orlando and less than an hour to the sandy beaches or all the theme parks! This huge corner lot home with perfectly placed shade trees also offers an oversized Florida room/Patio AND artificial turf near the pool for the ultimate hang out spot for a little putt putt and very low maintenance! If you are looking for the perfect place to call home, this is it!!
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Christopher Schiffermiller, Llc (407-409-5702)
262 MARJORIE BLVD, LONGWOOD, FL 32750
$349,9003 Days on yellowkey MLS ID: O6424604
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1277 Built: 1973 Tax: $3,429 (2025)Community: Longwood ParkSingle Family
Taxes:$3,429
Remarks: Virtually Staged. Completely renovated and move-in ready! This beautifully updated 3-bedroom, 2-bath home offers peace of mind with a 2022 roof, 2022 A/C, and new windows. Inside, you'll find a bright, open floor plan featuring a stunning new kitchen with white shaker cabinetry, quartz countertops, stainless steel appliances, and stylish finishes throughout. New luxury vinyl plank flooring flows seamlessly through the home, complemented by fresh interior and exterior paint, updated bathrooms, new trim, modern hardware, and contemporary fixtures. Every detail has been thoughtfully updated, making this home truly turnkey. Conveniently located in Longwood with easy access to I-4, SR 434, shopping, dining, and everyday conveniences. Just minutes from Lake Mary, historic downtown Longwood, Wekiwa Springs State Park, and Seminole County's highly regarded parks and recreation, this home offers the perfect blend of modern updates and an excellent Central Florida location.
Listing is courtesy of: LEERDAM PROPERTIES INC. (407-740-0993)
Listing Agent: Philip Shaw (407-312-7366)
1709 IVERNESS CT, LONGWOOD, FL 32779
$975,000140 Days on yellowkey MLS ID: O6385572
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4257 Built: 1990Monthly Fee: $65 Tax: $10,401 (2025)Community: Markham MeadowsSpa: YesSingle Family
Taxes:$10,401
Remarks: Under contract-accepting backup offers. DOWNSIZING! Almost empty nesters! Expansive one-level executive home of 4200+ sf nestled on an unbelievable 1+ ACRES in highly desirable Markham Meadows; MINIMAL HOA FEE of only $780/yr!! This beautiful home offers an ideal blend of comfort and style. Boasting 4 spacious bedrooms (incl second master suite or in-law suite) and 5 full baths, this residence provides ample room for both relaxation and entertainment. A separate office with built-ins offers the perfect environment for working from home or pursuing personal projects. The Primary master suite is privately situated to itself and showcases a sitting area overlooking the pool, a large walk-in closet, and an ensuite bath complete with an oversized hydro-massage bath and separate shower stall. The sparkling screened-in pool/spa with travertine deck, waterfall, and covered lanai is ideal for enjoying the ultimate Florida lifestyle. The property provides plenty of outdoor space to enjoy, with room for gardening, outdoor activities, or simply unwinding in the serene setting. The home's location is ideal for those seeking both privacy and proximity to essential amenities such as great schools, world-class attractions, shopping, dining, and business districts. With its mix of functionality and charm, this property offers an exceptional living experience. It should be noted that the listing price reflects that the owner had a sinkhole insurance claim in 2009 that was successfully resolved.
Listing is courtesy of: PREFER 1 REAL ESTATE, INC. (321-303-1706)
Listing Agent: J Robert Brown (321-303-1706)
200 CROOKED OAK CT, LONGWOOD, FL 32779
$775,00043 Days on yellowkey MLS ID: O6412046
REDUCED by $15,000 (1.9%) on 07/14/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3007 Built: 1974Monthly Fee: $54 Tax: $4,878 (2025)Community: Sweetwater Oaks Sec 03Single Family
Taxes:$4,878
Remarks: Are you looking for an affordable Multi-Generational home? This beautiful pool home offers the flexibility to have up to 5 bedrooms and 3 living spaces. There is a main living space and 3 bedrooms upstairs, a flex space in the basement with a living room and separate room that can be used as an office/bedroom, and a detached Guest House with 1 bedroom and 1 bath. The detached guest house has its own private entrance and full kitchen, ideal for multigenerational living, a private office, or potential income-producing use. You will love the size of the property, where you can enjoy the private pool and have plenty of green space for entertaining. Plenty of upgrades including Brazilian wood flooring & Butcher block countertops. Located close to Wekiwa Springs State Park in one of Longwood's most sought-after neighborhoods, this home has the beauty and flexibility that is rare to find. * POOL * BOAT/RV PARKING * MUSIC STUDIO * LOW HOA * 3 CAR GARAGE * OUTDOOR ACTIVITIES * All information is intended to be accurate but is not guaranteed.
Listing Agent: Ryan Minadie (407-765-9990)
219 NOB HILL CIR, LONGWOOD, FL 32779
$589,750119 Days on yellowkey MLS ID: O6392082
REDUCED by $5,000 (0.8%) on 05/18/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2306 Built: 1963 Tax: $4,190 (2025)Community: Meredith Manor Nob Hill SecSingle Family
Taxes:$4,190
Remarks: READ BEFORE SHOWING—- Wake up to serene lake views in this beautifully updated home nestled in the highly sought-after Lake Brantley community—perfect for new homeowners looking for comfort, style, and lifestyle all in one. With access to a private boat ramp and an incredibly low optional HOA of just $13/month, you can enjoy lake life without the high costs. ***This fully remodeled 3-bedroom with 4th bedroom turned into a loft/study area***, 3-bath residence has been thoughtfully upgraded for peace of mind, including full repiping, new electrical, and a brand-new roof. Step inside and you’ll immediately notice the abundance of natural light pouring through large windows, creating a warm and inviting atmosphere throughout the home. The layout is both functional and flexible, featuring a spacious upstairs loft that’s perfect for a home office, playroom, or additional living space. The kitchen offers a charming eat-in area ideal for casual meals and morning coffee, while the open living areas make entertaining effortless. Upstairs, enjoy your own private balcony—an ideal spot to unwind and take in the tranquil surroundings. Outside, the spacious backyard offers endless possibilities for gatherings, gardening, or simply relaxing in your own outdoor retreat. Currently staged to highlight its full potential, this move-in ready home is a rare opportunity to own a stylish, updated property in a fantastic location. Whether you're starting your homeownership journey or looking for a peaceful place to settle in, this home truly has it all.
Listing is courtesy of: BEST HOMES, LLC. (305-879-3707)
Listing Agent: Evelyn Otero (407-259-1789)
108 S TIMBERCOVE, LONGWOOD, FL 32779
$565,00024 Days on yellowkey MLS ID: O6418714
0 Days Off yellowkey (back on 6/23/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2831 Built: 1971Monthly Fee: $104 Tax: $3,011 (2025)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$3,011
Remarks: Fantastic investor opportunity in desirable Sweetwater Oaks! This concrete block 4-bedroom, 3-bath screened pool home offers endless potential for investors, flippers, or buyers looking to remodel and create their dream home. HVAC 2025! Located in a top-rated Seminole County school district, the community features private access to Lake Brantley, pickleball and tennis courts, playgrounds, parks, and picnic areas. Conveniently located near I-4 with easy access to Downtown Orlando, Lake Mary, Historic Sanford, Mount Dora, two international airports, shopping, dining, and world-famous attractions. Bring your vision and unlock the potential of this exceptional property. Opportunity awaits!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Joseph Pacholski (407-761-5901)
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