Location: Longwood
Do Not Show Listings
102 EASTERN FRK, LONGWOOD, FL 32750
$389,00035 Days on yellowkey MLS ID: O6412608
0 Days Off yellowkey (back on 6/15/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1666 Built: 1972 Tax: $4,433 (2025)Community: Woodlands Sec 3Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,433
Elementary School: Woodlands Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. WELCOME TO THE WOODLANDS, one of Longwood’s most established and desirable neighborhoods known for its mature trees, spacious homesites, and convenient Seminole County location. Offered for the first time since it was built, this original-owner home has been cared for by the same family for more than five decades and is ready for its next chapter. This 3-bedroom, 2-bath home offers 1,667 square feet of living space, a desirable single-story floor plan, and a spacious 2-car garage. Even better, the sellers will install a NEW ROOF prior to closing, helping provide peace of mind for years to come. Inside, you'll find a functional layout with generously sized rooms, including three bedrooms with walk-in closets and flexible living spaces that can accommodate everyday living, entertaining, hobbies, or a home office. The kitchen offers abundant cabinet and counter space and overlooks the main living areas, creating a comfortable flow throughout the home. Step outside to the covered and screened patio overlooking the fenced backyard. Whether you enjoy gardening, entertaining, spending time with pets, or simply relaxing outdoors, the backyard offers plenty of room to enjoy Florida living. A storage shed and additional utility area provide added convenience and functionality. For buyers looking to build equity through cosmetic improvements rather than paying a premium for someone else's renovations, this property presents a unique opportunity. With the roof being replaced prior to closing, one of the largest future expenses is already being addressed, allowing the next owner to focus on updates and personal touches that fit their own style and budget. Located just minutes from shopping, dining, parks, major highways, and everyday conveniences, this home offers the combination of location, space, and potential that is becoming increasingly difficult to find. Zoned for Woodlands Elementary, Rock Lake Middle School, and Lyman High School, and with an optional HOA, this is an outstanding opportunity to own a home in one of Longwood’s most sought-after established communities. Priced under $390,000, this is a rare chance to own an original-owner home in The Woodlands and create your own vision in a neighborhood where homes are often held for generations.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Will Lavalle (407-620-7785)
1111 NORTH ST, LONGWOOD, FL 32750
$429,00041 Days on yellowkey MLS ID: O6412839
0 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1661 Built: 1984 Tax: $4,084 (2025)Community: SanlandoSingle Family
Taxes:$4,084
Elementary School: Altamonte Elementary
Middle School: Milwee Middle
Remarks: Welcome into a beautifully updated home featuring soaring ceilings, clerestory windows near the ceiling flood the room with abundant natural light, making the space feel fresh, inviting, and even more spacious, revealing warm modern finishes throughout. The stunning great room showcases a dramatic floor-to-ceiling rustic stone fireplace, creating a cozy focal point while enhancing the home’s open, airy feel. Light wood luxury vinyl flooring flows seamlessly throughout the living spaces, adding warmth and sophistication. The thoughtfully designed kitchen offers bright open shelving, modern finishes, ample prep space, and a charming dining nook bathed in sunlight. Beautifully updated bathrooms featuring designer finishes, stylish vanities, and thoughtfully curated details. The master bedroom’s bathroom offers a clean, modern retreat with a warm, spa-like feel and wooden dual-sink vanity, sleek fixtures, and a glass-enclosed walk-in shower, dark geometric flooring adding depth and designer appeal. The secondary bath offers timeless charm with elevated finishes, a dual-sink vanity in a soft muted sage tone is complemented by gold hardware and elegant arched mirrors, creating warmth and character. The home’s inviting exterior blends timeless stone accents with fresh landscaping, delivering curb appeal and character, a newer roof replaced in 2020 and in a community with no HOA. With expansive living spaces, natural textures, and an effortless blend of comfort and style, this home is perfect for both everyday living and entertaining.
Listing is courtesy of: THE BRAHMIN GROUP (407-463-9477)
Listing Agent: Kishan Brahmin (407-690-3666)
808 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$3,799,000293 Days on yellowkey MLS ID: O6339805
Bed: 7 Bath: 8.0 Gar: 6 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
High School: Lake Brantley High
Tax Year: 2024
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)
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
Taxes:$10,731
Elementary School: Forest City Elementary
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
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
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)
111 JUNIPER LN, LONGWOOD, FL 32779
$437,500Listed 07/15/2026 7:09PM MLS ID: V4949780
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1806 Built: 1972Monthly Fee: $404 Tax: $1,873 (2025)Community: Springs Glenwood Village Sec 1 Rev TheTownhouse
Taxes:$1,873
Elementary School: None
High School: None
Middle School: None
Remarks: Beautiful 3 Bedroom, 2 Bath End Unit Town Home in the Glenwood Village area of the Springs (Once a Public Park) This Guard Gated Community is a Wildlife Lovers Paradise Where You Will Have the Opportunity to Enjoy Mother Nature at Her Finest Living Amongst the Peacocks, Deer, Raccoons, Opossums, Bears, Squirrels and Many Species of Birds. The Home Features Fresh Paint, Newer Roof and Window Treatments, Upgraded Kitchen, Hardie Board Siding, Double Courtyards, Front and Back, Privacy Fenced for Little Ones and Pets, Extended Paver Driveway, Huge Laundry Room, Oversized Two Car Garage With Lots of Storage. It is Light, Bright, and Open With Floor to Ceiling Windows, Natural Light, 20 Foot Ceilings in the Primary Suite and Great Room, Fantastic Floor to Ceiling Fireplace. Glenwood Village has it's Own Large Pool and Bathhouse Which Has Recently Been Renovated. Tennis and Pickleball Courts Have Been Renovated. The Springs Pool, Clubhouse and Bathhouses Will Be Renovated Next, And All Assessments Have Already Been Paid For By the Seller! There Are Also Horse Stables and RV Parking Available for Residents. You have Access to a Private Natural Spring With a Sandy Beach, Walking and Biking Trails. Truly a Nature Lover's Paradise Offering Privacy, Yet Conveniently Located Minutes From I-4, Shopping, Restaurants, Schools, Hospitals. Call Today To See This Exceptional Home! The Home May be Under Audio/Video Surveillance. All Information Believed Correct but Not Guaranteed, Buyer and Buyer's Agent to Verify.
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Shari Lawrence (386-748-6858)
2143 BLUE IRIS PL, LONGWOOD, FL 32779
$765,00015 Days on yellowkey MLS ID: O6420993
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2772 Built: 1987Monthly Fee: $68 Tax: $8,325 (2025)Community: Whispering WindsSpa: NoSingle Family
Taxes:$8,325
Remarks: Welcome to your private oasis in one of Longwood’s most coveted acreage communities! This modern farmhouse blends timeless charm with a lot layout that offers a lifestyle of space & freedom. The exterior features a traditional rocking-chair front porch & a desirable 3-car side-entry garage. Step inside the grand foyer to discover elegant French doors open to a spacious formal living room which can also be ideal for a private home office. The separate dining room flows into your gourmet kitchen, featuring light cabinetry, premium granite countertops, stainless steel appliances & a breakfast nook overlooking the grounds. Entertainment is effortless in the cozy family room, complete with a custom wet bar & a beautifully refinished fireplace. Step out to your expansive covered lanai & screened patio deck overlooking a massive, wide-open 1-acre backyard. The home also features a fully renovated downstairs full bath that is structurally pool-planned with a direct-access exterior door. Upstairs, retreat to your primary suite featuring soaring vaulted ceilings, dual walk-in closets & a spa-like en-suite bathroom. Bedrooms 2 & 3 share a Jack & Jill bathroom layout, while the 4th bedroom offers serene views of your sprawling backyard acreage. If you want privacy & elegance on an acre lot, Welcome Home!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Pamela Pagan (954-330-1803)
1356 LANDRY CIR, LONGWOOD, FL 32750
$250,000Listed 07/15/2026 10:27PM MLS ID: O6425579
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1066 Built: 1983Monthly Fee: $82 Tax: $2,415 (2025)Community: Westlake Manor Unit 2BHalf Duplex
Taxes:$2,415
Remarks: Soaring vaulted ceilings greet you the moment you step inside, opening the home up and filling every room with light and an expansive, airy feel. Out back, the fully fenced yard offers privacy and room to spread out, while the cozy screened-in lanai is the spot for morning coffee and easy Florida evenings. This home sits in a sought-after location zoned for top-rated schools, with shopping, dining, parks, and major commuter routes just minutes away. Priced in the sweet spot of the market, it’s a rare double opportunity: an ideal first home for buyers ready to stop renting, or a smart hold for an investor who knows location and school zones drive long-term value. Homes offering this combination of space, outdoor living, and location at this price point move quickly. Schedule your private showing today.
Listing is courtesy of: ENGINE REALTY INC (407-801-8888)
Listing Agent: Jennifer Jordan (321-304-9969)
456 NEWTON PL, LONGWOOD, FL 32779
$350,0005 Days on yellowkey MLS ID: O6424441
0 Days Off yellowkey (back on 7/15/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1628 Built: 1984Monthly Fee: $419 Tax: $711 (2025)Community: Governors Point Ph 3 Sec 1Townhouse
Taxes:$711
Elementary School: Wekiva Elementary
Remarks: Under contract-accepting backup offers. Welcome to 456 Newton Place, a beautifully maintained single-story townhome nestled in the highly desirable Governor's Point community within Wekiva Hunt Club in Seminole County. Rarely available, this 3-bedroom, 2-bath corner unit offers the perfect blend of comfort, privacy, and low-maintenance living in one of Central Florida's most sought-after neighborhoods. Ideally situated just steps from the community pool, this home features multiple outdoor living spaces, including a charming gated front courtyard and a private rear patio overlooking peaceful green space—perfect for enjoying your morning coffee or relaxing at the end of the day in this quiet location. Inside, you'll find an inviting open floor plan highlighted by soaring vaulted ceilings, abundant natural light, and a cozy wood-burning fireplace that creates a warm and welcoming living space. The spacious primary suite also features vaulted ceilings, an ensuite bath, and a tranquil atmosphere. An enclosed, air-conditioned Florida room provides additional flexible living space, ideal for a home office, reading room, or year-round sunroom. Enjoy the ease of maintenance-free living with an HOA that covers exterior maintenance, landscaping, irrigation, pest control, and more. Residents also enjoy full access to the exceptional amenities of the Wekiva Hunt Club Association, including the community pool, tennis courts, playgrounds, parks, and miles of scenic walking and biking trails. Guest parking is conveniently located nearby for family and visitors. Perfectly positioned near Wekiva Springs State Park, Wekiva Island, Wekiva Golf Club, top-rated Seminole County schools, shopping, dining, and major roadways, this home offers the ideal combination of natural beauty, recreation, convenience, and carefree Florida living. Don't miss this rare opportunity to own one of Governor's Point's most desirable corner-unit townhomes. Schedule your private showing today!
Listing is courtesy of: VAN DEN BERG REAL ESTATE GROUP (407-739-9970)
Listing Agent: Caroline Van Den Berg (407-739-9970)
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
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
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)
145 STENHOUSE LN, LONGWOOD, FL 32779
$329,90076 Days on yellowkey MLS ID: O6403064
REDUCED by $5,000 (1.5%) on 07/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1472 Built: 2010Monthly Fee: $310 Tax: $4,261 (2024)Community: Wekiva LandingsTownhouse
Taxes:$4,261
Remarks: Welcome to this gorgeous 3-bedroom, 2.5-bath townhome located in the desirable Wekiva Landings community, overlooking the 16th green of the Wekiva Golf Club. This beautifully maintained two-story home offers 1,472 sq ft of comfortable living space with soaring vaulted ceilings on the main floor. The fully equipped kitchen features stainless steel appliances and granite countertops, and flows into a bright dining and living area with wood flooring. A convenient half bath is also located on the main floor. Bedrooms are carpeted for comfort. The en suite master bath boasts a walk-in shower and granite countertops, and the full hall bath on the second floor also features granite countertops. Step outside to your screened-in patio and soak in the peaceful, manicured golf course views. Additional highlights include a washer and dryer in a dedicated inside laundry room, and a two-car garage. Ideally situated in the heart of the Wekiva/Sweetwater Corridor, Wekiva Landings offers the perfect blend of nature and convenience. The Wekiva Golf Club, a public course, is right in your backyard, and the breathtaking Wekiva Springs State Park is just minutes away — perfect for hiking, kayaking, and enjoying Florida's natural beauty. Shopping, dining, and everyday conveniences are all within a couple of miles, making this location as practical as it is picturesque. Schedule your showing today-this one won't last long!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Thomas Siciliano (321-303-3401)
335 GOLFSIDE CV, LONGWOOD, FL 32779
$280,00091 Days on yellowkey MLS ID: O6399625
REDUCED by $15,000 (5.1%) on 07/11/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1648 Built: 1984Monthly Fee: $23 Tax: $2,417 (2024)Community: Wekiva Villas On The Green 2Condo
Taxes:$2,417
Remarks: NEW PRICE! Exceptional value in the highly desirable Wekiva Villas on the Green community. Welcome to this beautifully maintained 3-bedroom, 2-bath, single-story condo offering the perfect blend of modern updates, comfortable living, and low-maintenance convenience in one of Longwood's most sought-after neighborhoods. Step inside to an open, light-filled floor plan featuring vaulted ceilings, spacious living and dining areas, and a versatile Florida room that is perfect for a home office, fitness space, or additional living area. The updated kitchen is the heart of the home, featuring quartz countertops, a modern designer backsplash, and stainless-steel appliances that create a fresh, contemporary space for everyday living and entertaining. Both bathrooms have been tastefully refreshed with a modern dual-sink vanity in the primary suite and an updated vanity in the guest bathroom, giving the home an updated, move-in-ready feel. The split-bedroom floor plan offers privacy for family and guests, while the spacious primary suite includes a walk-in closet and en-suite bath. Enjoy your own private brick courtyard, attached one-car garage with washer and dryer included, and the added peace of mind of an Assurant Enhanced Home Warranty provided by the seller. Residents of Wekiva Villas on the Green enjoy a low-maintenance lifestyle with access to a community pool, walking trails, tennis courts, playground, and the nearby Wekiva Golf Club. Ideally located just minutes from Wekiva Springs State Park, shopping, dining, major highways, and top-rated Seminole County schools. Now offered at $280,000, this is an outstanding opportunity to own a move-in-ready home in one of Longwood's most desirable communities. Schedule your private showing today
Listing Agent: Ozzie Quiroz (407-687-9136)
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
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)
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