Displaying: For Sale
Location: Longwood
Property Type(s): Single Family
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Longwood - 196 properties found
235 S SHADOWBAY BLVD, LONGWOOD, FL 32779
$425,000316 Days on yellowkey MLS ID: O6320596
1 Days Off yellowkey (back on 4/20/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1916 Built: 1981Monthly Fee: $156 Tax: $2,265 (2024)Community: Shadowbay Unit 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,265
Elementary School: Sabal Point Elementary
High School: Lake Brantley High
Tax Year: 2024
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. This single-family home is amazing in every way and is truly a must see! Nestled in the highly coveted Shadowbay Community on Lake Brantley. Brand NEW HVAC with 10 year transferable parts warranty. Brand NEW 50 Gallon Water Heater! NEW ROOF 2023! A perfect location just minutes to everything. This residence boasts an array of desirable features. Three bedrooms and two full baths with oversized primary bedroom. As you enter through the striking front door and stunning foyer, you are mesmerized by the beauty and flow of home. Separate formal dining room and expansive living area creating a stylish, classic feel. Living room bright and open with sliding glass doors that take you out to the paved patio. Crown molding throughout and a beautiful wood burning fireplace. Skylights in kitchen, bathrooms, and laundry room. Split floorplan for privacy and convenience. Stunning, oversized primary bedroom overlooking the private back yard. Substantial closets offering more than ample storage. Additional two bedrooms with sliding glass doors leading out to private, open garden area. Enjoy your morning coffee in the breakfast nook with exquisite chair molding and picturesque Bay Window. Brand NEW stainless steel appliances. Kitchen centered between large breakfast area and spacious formal dining room. Timeless Wet Bar of living and dining room. Perfect home for entertaining. Gorgeous luxury vinyl flooring combining durability and elegance. No carpet. Throughout entire home NEW flooring, interior paint, and appealing textured ceilings. Owner with pride of ownership. Private backyard with mature landscaping and some fencing for your fury family. Oversized 2 car garage with an abundant of storage options both inside and out. This is the ideal home in so many ways. What more could you ask for!? Shadowbay Community with so much to enjoy with tennis court, basketball court, park and private boat launch. I-4 just minutes away for Disney or a day at the Beach. Close to Historical Downtown Longwood and Winter Park with desired Park Avenue and weekly Farmer’s Market. Then you have the convenient SunRail taking you around Central Florida. Supermarkets, restaurants, shopping and so much more. Excellent A-Rated Seminole County Schools. Location, Location, Location. Welcome Home!!!
Listing is courtesy of: KORR REALTY CORP (407-732-6987)
Listing Agent: Denise Korrey (407-221-2801)
2228 EARLEAF CT, LONGWOOD, FL 32779
$2,785,00017 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
Taxes:$11,667
Elementary School: Woodlands Elementary
High School: Lake Mary High
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)
375 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$705,00029 Days on yellowkey MLS ID: O6396065
REDUCED by $29,900 (4.1%) on 04/18/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2997 Built: 2006Monthly Fee: $148 Tax: $4,171 (2024)Community: Brentwood ClubSingle Family
Taxes:$4,171
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: Welcome to 375 Brentwood Club Cove, a beautifully maintained residence tucked within the gated community of Brentwood Cove in desirable Longwood. This immaculate five-bedroom (one is an ideal office), three-bath home offers 3,000 square feet of thoughtfully designed living space, blending comfort, style, and true move in readiness. From the moment you arrive, the home makes a striking impression with its brick paver driveway and pristine presentation. Every detail has been meticulously cared for, with the exterior freshly pressure washed and the carpets professionally cleaned, the space is spotless and inviting. Inside, expansive living areas flow effortlessly, offering both functionality and elegance for everyday living and entertaining. Outside is your private outdoor retreat, where a sparkling blue pool is surrounded by a beautiful brick paver deck and enclosed within a screened lanai, delivering the ultimate Florida lifestyle. The large yard with perimeter vinyl fencing provides exceptional space for recreation, pets and outdoor enjoyment. Additional highlights include a spacious two car garage, a newer roof installed in 2019, kitchen exhaust to exterior behind microwave, fans and light fixtures in all rooms including garage, blinds for all windows and sliding doors, separate irrigation line and faucets in front and rear, plus a termite bond already paid for the year, offering valuable peace of mind. Ideally located, Brentwood Cove places you just moments from major highways, premier shopping, dining and leading regional hospitals. The property is also zoned for some of the most sought-after schools serving both Longwood and nearby Lake Mary, adding exceptional long-term value and appeal. This is a turnkey opportunity to enjoy refined Florida living in a home that is as impressive as it is welcoming.
3235 WINDING PINE TRL, LONGWOOD, FL 32779
$1,250,000172 Days on yellowkey MLS ID: O6359825
0 Days Off yellowkey (back on 4/20/2026)
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4262 Built: 1999Monthly Fee: $340 Tax: $11,773 (2024)Community: Alaqua Lakes Ph 2Spa: YesSingle Family
Taxes:$11,773
Elementary School: Heathrow Elementary
Remarks: Under contract-accepting backup offers. Life unfolds beautifully in this golf front estate in the desirable guard gated community of Alaqua Lakes. Framed by mature landscaping and views of the 12th fairway, this home blends timeless elegance with modern comfort. Soaring ceilings, expansive living areas, and designer finishes create an inviting flow for both grand entertaining and relaxed everyday living. The gourmet kitchen is the heart of the home, featuring stone counters, stainless steel appliances, a five burner gas range, and rich wood cabinetry. French doors open from the family room to a private outdoor retreat where a sparkling pool, spa, and outdoor kitchen invite long afternoons and sunset gatherings. The first floor primary suite offers a true escape with a gas-fireplace, spa inspired bath, and private views of the lush backyard. The second bedroom is situated on the first floor with a private en-suite bathroom. Upstairs, generous bedrooms, a study, and a flex space with balcony access provide room for work, play, and guests. Located on over half an acre within one of Seminole County’s premier golf and country club communities, residents enjoy world class amenities including tennis, fitness, and resort style pools. This is not just a home, it is a lifestyle of elegance, connection, and comfort in the heart of Longwood.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Brian Hyser (407-951-2472)
208 ORANGE RIDGE CIR, LONGWOOD, FL 32779
$759,90021 Days on yellowkey MLS ID: O6394394
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2847 Built: 1984 Tax: $4,035 (2024)Community: Orange Ridge FarmsSpa: YesSingle Family
Taxes:$4,035
Elementary School: None
High School: None
Middle School: None
Remarks: Tucked away on over 1.3 acres beneath a canopy of majestic trees, this exceptional residence offers a rare blend of refined living, privacy, and timeless elegance—without the constraints of HOA living. Ideally located off Long Pond Road and Markham Woods Road, this is Central Florida luxury at its most serene The property offers a 4-bedroom, 2.5-bath split floor plan, an oversized two-car garage, and an additional detached garage/workshop. The spacious kitchen features modern wood cabinetry and granite countertops. Amenities include a heated saltwater pool with spa, a Florida room adjacent to the family area complete with custom built-in bookcases (currently serving as a large office with panoramic backyard views), cathedral ceilings with recessed lighting throughout, and a brick wood-burning fireplace in the great room. A separate stand-alone building with water access and partial electrical infrastructure provides potential for conversion into in-law quarters or income property. Additional upgrades comprise a new roof (2019), solar panels-fully paid (2019), Tesla Power Wall (2025) for continuous electricity supply, double-pane storm-rated windows and doors (2020), new A/C unit (2014), upgraded flooring (2024), Hardy Plank siding (2026), and other enhancements. The grounds feature mature oak trees on a generous 1.3+ acre lot. No HOA dues. Perfectly positioned just minutes from the Seminole/Wekiva Trail and zoned for top-rated Heathrow/Lake Mary schools, this residence offers both exclusivity and convenience. A rare offering where space, sophistication, and lifestyle converge.
Listing is courtesy of: PARKER REALTY GROUP (407-845-0333)
Listing Agent: Ed Parker (407-617-0356)
1192 LAMBERT LN., LONGWOOD, FL 32750
$360,00031 Days on yellowkey MLS ID: G5110528
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1392 Built: 1985Monthly Fee: $8Community: Harbour IsleSingle Family
Taxes:$0
Tax Year: 2025
Remarks: This home will feel like homecoming SJM is promising the fandom in October. Welcome to 1192 Lambert Lane — a well-maintained 3-bedroom, 2-bathroom home just under 1,400 square feet, tucked away in a quiet Longwood neighborhood with a LOW HOA. From the moment you arrive, you’re greeted by mature trees, fresh exterior paint, and inviting curb appeal that convince you the stars did listen and your dreams have been answered. Step inside to a bright, open layout with vaulted ceilings and a blend of tile and luxury vinyl flooring, giving the space a clean, modern feel while keeping maintenance easy. To the right of the entry, you’ll find the main living area — spacious, filled with natural light, and seamlessly connected to the dining space and kitchen, making it perfect for both everyday living and entertaining. The kitchen offers plenty of counter space, a breakfast bar for casual seating, brushing up on Chapter 55, and open views into the living area so you’re always part of the conversation. To the left side of the home, you’ll find the primary suite along with the additional bedrooms, creating a functional layout with a clear separation between living and resting spaces. The primary suite is generously sized and features direct access to the screened-in patio, a stylish barn-style door leading into the bathroom, and an open closet space that adds both convenience and character. The additional bedrooms are well-sized and full of personality — ideal for guests, a home office, or flex space. Step outside to one of the home’s standout features—a large screened-in patio that truly extends your living space. Whether you’re hosting, relaxing, or enjoying Florida evenings bug-free, this area offers the perfect indoor-outdoor lifestyle. Beyond that, the fully fenced backyard provides plenty of room to play, garden, or even add a future pool. Major updates include a newer roof and HVAC (2022) and a hot water heater (2025), giving buyers peace of mind from day one. Conveniently located just minutes from I-4, shopping, dining, and zoned for highly rated Seminole County schools, this home offers the perfect blend of comfort, space, and location. Remember, you do not yield and you'll love this home to whatever end. If you’ve been waiting for something move-in ready with character and a great outdoor setup—this is it. Schedule your private showing today!
Listing is courtesy of: WHEATLEY REALTY GROUP (352-227-3834)
Listing Agent: David Wilson (407-419-2893)
725 LOGAN DR, LONGWOOD, FL 32750
$339,00020 Days on yellowkey MLS ID: O6398691
1 Days Off yellowkey (back on 4/19/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1161 Built: 1961 Tax: $2,227 (2024)Community: LongdaleSingle Family
Taxes:$2,227
Remarks: Under contract-accepting backup offers. Beautifully renovated and move-in ready, this fully upgraded 3-bedroom, 2-bathroom home in Longwood offers modern comfort and peace of mind—with NO HOA! Thoughtfully updated from top to bottom, this home features brand new plumbing, a new central A/C system, and completely updated electrical—providing both efficiency and reliability for years to come. Inside, you’ll find a bright and inviting layout with stylish finishes throughout, perfect for both everyday living and entertaining. The spacious kitchen and living areas flow seamlessly, creating a warm and functional space to call home. Step outside to enjoy the fully fenced backyard—ideal for pets, gatherings, or simply relaxing in your own private outdoor retreat. Situated on a generous 0.17-acre lot, there’s plenty of room to make it your own. Conveniently located near shopping, dining, and major roadways, this home combines modern upgrades with a prime location. Don’t miss your opportunity to own a turnkey property in the heart of Longwood!
Listing is courtesy of: EXIT REALTY PREMIER LEGACY (407-801-8219)
Listing Agent: Makena Clark (408-348-6502)
248 CAMBRIDGE DR, LONGWOOD, FL 32779
$505,00091 Days on yellowkey MLS ID: V4947109
REDUCED by $15,000 (2.9%) on 04/19/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2001 Built: 1976Monthly Fee: $23 Tax: $384 (2024)Community: Wekiva Hunt Club 3 Fox Hunt Sec 3Single Family
Taxes:$384
Remarks: Price Improvement – Now $505,000! Low HOA Move-in ready pool home in an established Longwood neighborhood with timeless brick-front curb appeal and generously sized rooms throughout. Versatile floor plan offers expansive living spaces ideal for gathering or everyday comfort. Just off the kitchen, a built-in dual desk workspace provides the perfect spot for organization or creative projects. Updated bathrooms add a fresh, modern touch. Step outside to your private pool with flagstone surround, shaded wood pergola, and large fully fenced backyard for relaxing or entertaining. A private rear gate provides direct access to a peaceful nature trail - ideal for enjoying fresh air or unwinding at the end of the day. Ample storage and functional layout. Convenient to parks, trails, shopping, dining, and major roadways. Zoned for Seminole County schools. All information is intended to be accurate but cannot be guaranteed. Buyers and agents to perform due diligence.
Listing is courtesy of: ADAMS, CAMERON & CO., REALTORS (386-673-2100)
Listing Agent: Ashlee Selman (386-214-1466)
2681 AZALEA DR, LONGWOOD, FL 32779
$345,00024 Days on yellowkey MLS ID: O6398193
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1399 Built: 1971 Tax: $3,791 (2024)Community: Lake Brantley Isles 2Nd AddSingle Family
Taxes:$3,791
Remarks: Under contract-accepting backup offers. Welcome to your springtime retreat in the desirable Lake Brantley area! Nestled on a generous quarter-acre lot, this charming 3-bedroom, 2-bath home offers a wonderful blend of comfort, functionality, and opportunity—enhanced by a $5,000 seller concession toward a buyer’s rate buydown, closing costs, or prepaid items with an accepted offer. As the season of renewal unfolds, step inside to a welcoming layout that seamlessly connects the living, dining, and kitchen areas—creating an ideal setting for both everyday living and effortless entertaining. Whether hosting spring gatherings or enjoying a quiet morning at home, the space offers versatility to fit your lifestyle. The private primary suite provides a peaceful retreat, complete with an en-suite bath, while two additional bedrooms offer flexibility for guests, a home office, or creative pursuits. Outdoors, the expansive backyard invites you to embrace the beauty of the season—perfect for weekend barbecues, gardening, or simply relaxing under the open sky. A detached shed adds valuable storage or workspace options. Residents have the option to join the Lake Brantley Association, providing access to boating, fishing, and outdoor recreation—ideal for enjoying Florida’s year-round sunshine. Conveniently located near shopping, dining, and major roadways, this home offers both accessibility and a welcoming neighborhood feel. Discover a home where every season brings new possibilities—starting this spring.
Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)
Listing Agent: Natalie Rosario (407-468-7465)
200 COLONIAL LN, LONGWOOD, FL 32750
$500,00019 Days on yellowkey MLS ID: O6396172
2 Days Off yellowkey (back on 4/19/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1998 Built: 1988 Tax: $3,497 (2025)Community: Sanlando Spgs Lake Oaks SecSingle Family
Taxes:$3,497
Elementary School: Altamonte Elementary
High School: Lyman High
Remarks: Under contract-accepting backup offers. Situated on a spacious corner lot in Longwood with no HOA, this well-maintained 4-bedroom, 2-bath home offers a functional layout, thoughtful updates, and easy access to major routes and downtown Orlando. Natural light fills the interior through large windows and skylights, highlighting vaulted ceilings and updated flooring throughout the main living areas. The upgraded kitchen features granite countertops, new appliances, and abundant cabinetry, with an adjacent dining area suited for both everyday use and entertaining. The living room centers around an updated double-sided wood-burning fireplace, creating a warm connection between the main spaces. The primary suite includes an en-suite bath and a fitted walk-in closet, while the guest bathroom has been fully updated with modern finishes. Recent improvements include a brand-new AC system in 2025 and a roof replaced in 2020. The screened-in porch extends the living space outdoors, leading to a fenced backyard with white vinyl fencing, a paver patio and walkway, and a dedicated fire pit area. The yard has been refreshed, offering both curb appeal and usability. Located less than a mile from I-4, this property provides convenient access to downtown, shopping, dining, and everyday essentials while offering the flexibility of no HOA living.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: David Plasencia, Llc (407-579-9369)
115 RED BAY DR, LONGWOOD, FL 32779
$659,00018 Days on yellowkey MLS ID: O6399635
1 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2683 Built: 1978Monthly Fee: $229 Tax: $4,734 (2025)Community: Springs TheSingle Family
Taxes:$4,734
Remarks: Experience the pinnacle of "at home with nature" living in this spacious and updated residence within The Springs, Longwood’s premier guard-gated enclave. Known for its private crystal-clear natural spring, sandy beach, and equestrian stables, this community offers a resort lifestyle nestled under a canopy of ancient oaks. PRICED TO SELL, meticulously maintained, and MOVE-IN Ready, this beautiful home offers the rare combination of timeless style, thoughtful updates, and an inviting indoor-outdoor lifestyle. A spacious split floor plan unfolds with natural light, hardwood floors, crown molding, vaulted ceilings, and elegant living, family, and dining spaces designed for both everyday comfort and effortless entertaining. The kitchen features a prep area and coffee/wet bar, while two fireplaces, a sunroom, a courtyard, and an open patio with pergola create warm, memorable gathering spaces throughout the home. The private primary suite includes a walk-in closet and walk-in shower, and the fenced backyard with no rear neighbors enhances the sense of peace and privacy. Double driveways, a side-entry garage, mature landscaping, and a recently painted interior complete the home’s polished presentation. Major 2023 improvements include a new roof, new appliances, new water heater, and water purification system, offering confidence and value from day one. This is a rare opportunity to own a pristine, updated home in one of Longwood’s most desirable gated communities. CALL TODAY to schedule your private Showing.
Listing Agent: Doug Woehr, Pa (407-647-1211)
130 LEMON LN, LONGWOOD, FL 32750
$394,90019 Days on yellowkey MLS ID: O6399585
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1628 Built: 1977 Tax: $2,670 (2025)Community: Lake Searcy ShoresSingle Family
Taxes:$2,670
Remarks: Under contract-accepting backup offers. SUNLIT COMFORT & STYLE! Step inside this beautifully updated 3-bedroom, 2-bath home in Longwood Groves with no HOA and instantly feel the warmth of natural light streaming through full-length double-pane windows. The open layout seamlessly connects the living, dining, and kitchen spaces, all enhanced by wood-style plank flooring and upgraded finishes throughout. The enclosed Florida room, complete with its own new mini split AC (2026), offers the perfect year-round retreat overlooking the fenced backyard and mature landscaping. Additional features include a newer roof (2021), newer windows and slider, granite countertops, wood laminate flooring, renovated baths, extra closet space, and MORE! This home is as functional as it is inviting. Conveniently located just minutes from Historic Downtown Longwood, Reiter Park, shopping, dining, and major roads to all area attractions. This lovely home offers the perfect blend of comfort, convenience, and character. Great opportunity! Come see how easily it feels like home. Call today to schedule your private showing.
147 SANDALWOOD WAY, LONGWOOD, FL 32750
$349,00036 Days on yellowkey MLS ID: O6388990
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1558 Built: 1978 Tax: $3,982 (2024)Community: SandalwoodSingle Family
Taxes:$3,982
Remarks: SELLER WILL CONSIDER CONCESSIONS!! Discover the possibilities at 147 Sandalwood Way with a unique opportunity to own a 3-bedroom, 2-bath home plus a garage efficiency, all with NO HOA. **This house qualifies for a REDUCED RATE through the seller’s preferred lender. This is a lender-paid rate buydown to help reduce your monthly payment and/or closing costs.** Situated on a fully fenced 1/4-acre lot, this property is priced with its future potential in mind and is ready for your personal vision to truly make it shine. Inside, the home offers a split floor plan with cozy, functional living spaces. The family room flows directly into the kitchen, where you’ll find granite countertops, a small island, and ample cabinet space. The dining area was converted from the original porch, and an additional enclosed porch was added to create extra living space and flexibility. A portion of the garage has been converted into an efficiency with it's own entry access, giving you space to use as an additional room, office, or income potential. It includes a bathroom with a shower stall and a small kitchenette, all under central air. While it is not counted in heated square footage, it brings the total usable space to just under 2,000 square feet. If you’d prefer a traditional garage, the space can very easily be converted back. Major systems have already been addressed, with the roof and HVAC updated in 2013, and the plumbing and electrical systems up to code. A pre-inspection has been completed, and the home is expected to pass a 4-point inspection, adding peace of mind. Step outside to an oversized lot with no rear neighbors, backing up to a serene conservation area for added privacy. Located adjacent to Sandalwood Park, with a playground and basketball courts, you’ll enjoy easy access to recreation while still having a quiet, low-traffic setting. Built with durable concrete block construction and located in a highly rated Seminole County school district, this property offers solid bones in a prime location. Enjoy quick access to shopping, dining, and major highways, all while living in a neighborhood known for its charm and convenience. Bring your vision and cosmetic updates to make this home your own!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Melissa Maggio (407-592-5352)
1040 ARDEN ST, LONGWOOD, FL 32750
$444,995214 Days on yellowkey MLS ID: O6349085
REDUCED by $4,905 (1.1%) on 04/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2374 Built: 1967 Tax: $1,954 (2024)Community: Sanlando SpgsSingle Family
Taxes:$1,954
Middle School: Milwee Middle
Remarks: One or more photo(s) has been virtually staged. If no HOA and outdoor space is what you are looking for, look no further! This spacious ranch-style home is located on a large lot with plenty of room for all of your toys. Inside, this home has 4 bedrooms (potential for 5) and 2 bathrooms. The main living room leads to a large dining area, an updated, bright and airy kitchen, and a large family room with a brick fireplace overlooking the expansive back yard. The interior laundry room leads to a two-car garage, a secluded 4th bedroom, and an additional flex room that would be perfect for a secluded home office or home gym. Outside, there is room for cars, boats, rv's, or whatever you need. The asphalt parking pad/sport court behind the double-gate privacy fence has a metal carport canopy for vehicles or a covered entertainment space. This home has a country feel right in the city, with no HOA. Come see it today!
Listing is courtesy of: CARLISLE REALTY, LLC (407-557-4024)
Listing Agent: James Rouadi (407-557-4024)
307 COBLE DR, LONGWOOD, FL 32779
$475,00075 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
Elementary School: Wekiva Elementary
Middle School: Teague Middle
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)
601 FOX VALLEY DR, LONGWOOD, FL 32779
$554,80038 Days on yellowkey MLS ID: O6394368
0 Days Off yellowkey (back on 4/18/2026)
REDUCED by $13,200 (2.3%) on 04/13/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 1974Monthly Fee: $54 Tax: $2,374 (2025)Community: Sweetwater Oaks Sec 06Single Family
Taxes:$2,374
Remarks: Under contract-accepting backup offers. Welcome to 601 Fox Valley Drive & & PLEASE VIEW THE DIGITAL WALK THRU VIDEO. This much loved home is ideally situated on a wide, tree-lined street in the highly sought-after Sweetwater Oaks community. Nestled on a lush, oversized fenced corner homesite with abundant native landscaping, this .41 acre property offers exceptional privacy and curb appeal. This handsome 4-bedroom, 2-bath pool home features an oversized garage and a wide brick-paver driveway, providing ample parking and storage. Designed with both comfort and functionality in mind, the home offers two inviting front entrances connected by charming brick-paver walkways. A covered front porch entry leads directly to the utility room and kitchen, while the formal entry opens to a tiled foyer that flows seamlessly into the living room, complete with vaulted ceilings and French doors leading to the pool and covered lanai. The foyer also connects to a cozy family room with a corner wood-burning fireplace w/ sliders accessing the porch the rear porch. The beautiful dining room has crown molding & wood floors.—each space features rich wood flooring and elegant plantation shutters. The thoughtfully designed floorplan provides a natural flow ideal for both everyday living and entertaining. The updated island kitchen is a standout, showcasing granite countertops, abundant cabinetry, tile backsplash, under-cabinet lighting, and stainless steel appliances. Enjoy flexible dining options with breakfast nook, formal dining room, or the expansive screened lanai accessible thru glass sliders from kitchen—perfect for morning coffee while overlooking the pool & serene natural views. Step outside to your private backyard retreat, featuring a pool with long lasting Pebble Tec finish + a deep end for diving invites endless fun and relaxation. The bedroom wing is conveniently located off the kitchen, offering four spacious bedrooms and a large hall bath that also serves as a pool bath. The primary suite features an ensuite bath with a stunning oversized shower and a unique atrium-style design with a glass wall and private planting area, creating a spa-like outdoor ambiance. Additional highlights include energy-efficient windows and doors, electric service panel & breaker boxes replaced in 2026, roof replaced in Dec. 2017 & Trane A/C replaced in 2016, all baths & the rear covered porch have tile floors, and the home has plantation shutters throughout on all windows & kitchen & family room sliders. Enjoy the Low HOA dues offering the unmatched lifestyle of Sweetwater Oaks with exclusive resort style resident amenities including tennis and pickleball courts, basketball courts, playgrounds, covered pavilions, a sandy beach on Lake Brantley, sand volleyball, fishing dock, soccer and baseball fields, canoeing & kayaking on the Wekiva River, and a private boat ramp to large & skiable Lake Brantley. Conveniently located near top-rated Seminole County schools and just minutes from Altamonte Mall, hospitals, restaurants, and Wekiva Springs State Park—this home truly has it all. WELCOME HOME!!!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Rob Breese, Iii (321-436-8813)
603 N SWEETWATER BLVD, LONGWOOD, FL 32779
$549,90024 Days on yellowkey MLS ID: O6397281
0 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2255 Built: 1977Monthly Fee: $54 Tax: $4,372 (2024)Community: Sweetwater Oaks Sec 14Spa: NoSingle Family
Taxes:$4,372
Remarks: Under contract-accepting backup offers. Welcome to sought-after Sweetwater Oaks, a premier lakefront community offering an unmatched lifestyle in the heart of Longwood. Residents enjoy exclusive access to skiable Lake Brantley, as well as Riverbend Park with direct entry to the scenic Wekiva River—perfect for kayaking, paddleboarding, and enjoying Florida’s natural beauty. The community also features pickleball courts, a clubhouse, multiple playgrounds, and a private beach on Lake Brantley, creating the perfect blend of recreation and relaxation. This beautifully maintained, move-in ready home has been thoughtfully updated with major improvements already completed for peace of mind. Recent upgrades include a new roof (2016), new windows (2016), and a new HVAC system (2017). The home was further enhanced with fresh exterior paint in 2021, along with stylish porcelain tile flooring, updated light fixtures, and Whirlpool stainless steel appliances installed the same year. Designed with both functionality and entertaining in mind, the home features a spacious, open floor plan highlighted by a large great room that seamlessly flows out to the private pool area through wall-to-wall pocket sliding glass doors—creating the ultimate indoor-outdoor living experience. Additional recent improvements include a brand-new Rainbird irrigation system (2025), a new pool pump (2026), and fresh interior paint (2026), making this home truly turnkey for its next owner. Combining modern updates with access to one of Central Florida’s most desirable communities, this property offers the ideal opportunity to enjoy the Sweetwater Oaks lifestyle from day one.
Listing is courtesy of: SAFFORD REAL ESTATE LLC (407-461-3172)
Listing Agent: Blake Safford (407-461-3172)
116 WINDMILL WAY, LONGWOOD, FL 32750
$619,00031 Days on yellowkey MLS ID: O6396045
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3077 Built: 1973Monthly Fee: $25 Tax: $5,427 (2025)Community: Sleepy Hollow 1St AddSpa: YesSingle Family
Taxes:$5,427
Remarks: Beautiful, charming and spacious pool home on a nearly half-acre corner lot in the desirable Sleepy Hollow community of Longwood. This 4-bedroom residence offers over 3,000 square feet of living space with a functional split floor plan and generous living areas throughout. The ROOf IS NEW, only 2 years old and AC is 6 months old! The home features a beatiful pool with spa, and expansive outdoor space, perfect for entertaining, along with a large Florida room that provides additional flexible living space. Inside, you’ll find ceramic tile throughout, a welcoming family room with a stone fireplace, and a layout designed for both comfort and privacy. The primary suite includes dual closets, double vanities, and a walk-in shower. Additional highlights include a 2-car garage with extra storage and a fully fenced backyard with room for a boat or RV. Conveniently located near I-4, shopping, dining, and top-rated Seminole County schools.
Listing is courtesy of: URBAN CITY REALTY LLC (321-948-3411)
Listing Agent: Sandra Montano (321-948-3411)
1870 CROWLEY CIR E, LONGWOOD, FL 32779
$625,00083 Days on yellowkey MLS ID: O6381416
1 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3258 Built: 1984 Tax: $9,076 (2024)Community: Mandarin Sec 5Single Family
Taxes:$9,076
Remarks: Short Sale. Welcome to your peacefull oasis located on a full acre. Spacious floor plan with generous living area and kitchen featuring built-in stove and oven. Additional bedrooms creates flexibility for family, guests, or a home office. Enjoy Florida living with your backyard pool and oversized yard—ideal for entertaining, pets, or future expansion. Conveniently located near schools, shopping, dining, and major highways. Rare opportunity for a one-acre pool home .
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jesse Sutton, Jr (321-805-7530)
27 STONE GATE N, LONGWOOD, FL 32779
$1,395,00055 Days on yellowkey MLS ID: O6389073
0 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4447 Built: 2000 Tax: $7,833 (2024)Community: Ravensbrook 2Nd AddSingle Family
Taxes:$7,833
Remarks: Experience elevated lakefront living at 27 Stone Gate N, a custom waterfront pool home in Longwood that blends architectural character, scenic water views, and an exceptional indoor-outdoor lifestyle. Set on a beautiful lakefront homesite, this residence offers a rare balance of privacy, comfort, and timeless design. Inside, striking ceiling details add depth and sophistication throughout, while the family room fireplace creates a warm and inviting focal point. The oversized office is a remarkable space of its own, featuring soaring ceilings and an impressive sense of scale that creates an inspiring environment for work, creativity, or quiet retreat. Generous living areas, abundant natural light, and captivating lake views enhance the home’s overall warmth and appeal. Outdoors, the pool and waterfront setting create a private backyard retreat ideal for entertaining, relaxing, and enjoying the best of Florida lakefront living. Recent improvements add meaningful value and peace of mind, including a roof replaced in 2024, ArmorVue windows and sliding doors completed in phases from 2023 to 2025, updated well water filtration and softener system, a new kitchen oven, and a pool pump and filter system replaced in 2024. A rare opportunity to own a custom lakefront home in Longwood with memorable architectural detail, major recent updates, and a truly exceptional setting.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Chocky Burks (407-493-2748)
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