Location: Longwood
Do Not Show Listings
814 MIAMI SPRINGS DR, LONGWOOD, FL 32779
$1,050,00078 Days on yellowkey MLS ID: O6390329
REDUCED by $35,000 (3.2%) on 05/15/2026
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3706 Built: 2002 Tax: $5,468 (2024)Community: Highland EstatesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,468
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to 814 Miami Springs Drive, an exceptional private estate nestled in one of Longwood’s most desirable locations near the Wekiva River and Wekiva Island. Positioned on a beautifully landscaped homesite backing to a tranquil natural preserve, this residence offers a rare blend of elegance, privacy, and resort-style living with no HOA restrictions. This impressive five-bedroom, five-bathroom residence with a loft was thoughtfully designed with both comfort and sophistication in mind. From the moment you enter, the home showcases soaring ceilings, expansive living spaces, and refined architectural details that create an inviting yet grand atmosphere. The main living areas flow effortlessly, providing an ideal setting for both everyday living and entertaining. The spacious chef’s kitchen features a large center island, generous cabinetry, and seamless connection to the surrounding living and dining areas, allowing gatherings to feel both open and intimate. The primary suite serves as a private retreat, offering a luxurious bathroom complete with dual vanities, a soaking tub, walk-in shower, and generous closet space designed for comfort and functionality. Upstairs, a versatile loft space provides endless possibilities and could function beautifully as a media room, executive home office, or additional lounge area. Outside, the home transforms into a private outdoor sanctuary. A screen-enclosed resort-style pool and spa are framed by an expansive covered lanai, creating a perfect setting for relaxation and entertaining while overlooking the lush preserve beyond. With no rear neighbors, the backyard delivers a level of privacy that is increasingly rare while still being moments from everyday conveniences. The home offers five spacious bedrooms, five bathrooms, and a flexible loft layout, all complemented by grand ceiling heights, elegant architectural detailing, and thoughtfully designed living areas. The preserve backdrop enhances the sense of tranquility, while the screened pool and outdoor living space allow you to fully embrace the Florida lifestyle. Located just minutes from Wekiva Island, Wekiva Springs State Park, scenic trails, dining, and shopping, this property offers a lifestyle centered around nature, privacy, and refined living. A rare opportunity to own a luxury estate near the Wekiva River where space, tranquility, and convenience come together seamlessly.
Listing is courtesy of: PRIMEFIT PROPERTIES LLC (407-305-2284)
Listing Agent: Nick Vaseloff (407-305-2284)
2165 BLUE IRIS PL, LONGWOOD, FL 32779
$900,00064 Days on yellowkey MLS ID: O6392949
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2951 Built: 1987Monthly Fee: $68 Tax: $4,316 (2024)Community: Whispering WindsSingle Family
Taxes:$4,316
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: This well-thought-out custom home is situated on a beautiful lot with over 1.25 acres in the Whispering Winds neighborhood. As you enter the home you are greeted with loads of natural light in the entryway complete with a coat closet. The living room is right off the entryway and looks out the sparkling screened-in pool and covered patio and has 2 skylights. The large dining room leads in to the kitchen which provides a closet pantry with pull out drawers, granite counter tops, breakfast bar, built-in desk and eat-in area. The pool and patio area can be accessed directly from the eat-in area of the kitchen. Directly off the kitchen is the ample-sized family room featuring a gorgeous tongue and groove ceiling with 2 skylights. The family room includes a wood burning fireplace and French doors leading out to the backyard oasis. The large primary retreat features French doors leading to the patio and pool, walk-in closet, soaking tub, separate shower and two vanity areas. On the same side as the primary bedroom is another bedroom with its own hallway bathroom. On the other side of the home are 2 additional bedrooms which share a hallway bathroom that also provides access to the pool. The 3rd bedroom provides a built-in desk and beautiful wooden bookcases. The 4th bedroom includes a walk-in closet with a closet system and a window seat with storage. The 3-car garage has loads of storage and workbench space. The sparkling enclosed pool has plenty of room to for Florida sun fun. The covered pavered patio is raised from the pool deck and provides the perfect spot to enjoy a meal or visit with family and friends. Beyond the pool is ample green space. This custom home has been well cared for and has easy access to many shops and restaurants via the Markham Woods corridor. This home comes with 2 HVAC systems and a transferrable termite bond. Welcome home!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Beth Logullo (772-633-0670)
129 HIDDEN OAK DR, LONGWOOD, FL 32779
$489,90030 Days on yellowkey MLS ID: O6403496
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2194 Built: 1973Monthly Fee: $175 Tax: $4,887 (2024)Community: The Spgs Glenwood Village Sec 2Townhouse
Taxes:$4,887
Elementary School: Sabal Point Elementary
High School: Lyman High
Middle School: Rock Lake Middle
Remarks: One or more photo(s) has been virtually staged. The Springs Beautifully renovated single-story 4-bedroom, 2-bath corner townhome located behind the 24-hour guarded gates of The Springs community in Longwood. This turnkey property has been freshly painted inside and out and combines quality updates with timeless style, featuring high ceilings, oversized rooms, abundant closet space, brand-new flooring, a new roof, stunning renovated kitchen, and updated bathrooms. The sunken living area with built-in seating and a double-sided fireplace creates a striking focal point, while the spacious primary suite offers a huge master bath, walk-in closet, and private access to the backyard with serene open green views and no rear neighbors. Additional highlights include a two-car garage and premium corner location. Conveniently located near I-4, shopping, and dining, residents enjoy resort-style amenities including a natural spring, waterfront complex, community pool, clubhouse, horse stables, RV/boat storage, and more.
Listing is courtesy of: FLORIDA REALTY OF MIAMI CORP (305-598-5488)
Listing Agent: Janet Garay (786-355-7514)
1889 RANCHLAND TRL, LONGWOOD, FL 32750
$998,90032 Days on yellowkey MLS ID: V4948599
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2333 Built: 1998 Tax: $6,016 (2024)Community: MeadowlandsSingle Family
Taxes:$6,016
Remarks: Welcome to this beautifully renovated 4-bedroom, 3-bathroom pool home, perfectly situated on 2 acres of agricultural land in Longwood with Lake Mary city limits. Originally designed as an equestrian estate, this unique property offers the perfect blend of modern living and rural charm. The home was completely updated in 2022 and features a stylish kitchen with newer cabinetry, granite countertops, and ample space for entertaining. All bathrooms have been thoughtfully renovated with elegant ceramic tile, glass-enclosed showers, and LED mirrors, creating a sleek, contemporary feel. The spacious primary suite offers a comfortable retreat with a large walk-in closet, while the additional three bedrooms are generously sized and include built-in closets. Step outside to enjoy your private oasis—featuring a fully resurfaced pool and freshly painted pool deck, ideal for relaxing or hosting gatherings. The expansive property also includes approximately 8,000 square feet of installed pavers throughout the driveway and surrounding areas, adding both functionality and curb appeal. Equestrian enthusiasts will appreciate the well-equipped barn with 4 stalls, a feed room, and 4 shower poles—ready for your horses or farm animals. Additional upgrades include a new roof (2022), new well system and pump, tankless water heater, and an electric gated entrance for added privacy and security. This one-of-a-kind property offers space, upgrades, and versatility—don’t miss your opportunity to own a truly special estate. Schedule your private showing today!
Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
Listing Agent: Yanet Garcia, Pllc (214-574-0785)
790 SILHOUETTE CT, LONGWOOD, FL 32750
$419,900131 Days on yellowkey MLS ID: O6374890
REDUCED by $5,000 (1.2%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1820 Built: 2001 Tax: $5,553 (2025)Community: Nelson CourtSingle Family
Taxes:$5,553
Tax Year: 2025
Remarks: Stunning Remodeled Home in the Heart of Longwood — No HOA. Please visit our 3D tour. Don’t miss this exceptional opportunity to own a beautifully updated, move-in-ready home in the highly desirable city of Longwood. Featuring a brand-new roof, modern upgrades throughout, and no HOA restrictions, this residence offers comfort, style, and flexibility—ideal for families, professionals, and those who enjoy entertaining. 3 Bedrooms, 2 Bathrooms, No HOA. Open-concept floor plan, perfect for entertaining, Tile flooring throughout for easy maintenance, Remodeled bathrooms with sleek, modern finishes. Large windows providing abundant natural light. Spacious living areas that blend comfort and elegance. Chef’s Kitchen, Exotic granite countertops, Stainless steel appliances, Rich wood cabinetry Major Updates, Brand-new roof, A/C unit installed in 2019, New interior and exterior paint. Outdoor Living, Screened porch ideal for relaxing or outdoor dining, Large backyard with ample space for gatherings, Expansive front yard offering additional outdoor enjoyment. Prime Location, Located within an excellent school district, Close to shopping, dining, and Altamonte Mall, Near hospitals and medical centers, Easy access to I-4, SR-434, Ronald Reagan Boulevard, and US-17-92, Just minutes from Downtown Orlando. Enjoy the freedom of no HOA and the convenience of a central location. Schedule your private showing today.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Jose Hernandez (407-394-9890)
1040 WAVERLY DR, LONGWOOD, FL 32750
$469,900136 Days on yellowkey MLS ID: O6373840
REDUCED by $15,000 (3.1%) on 04/26/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2140 Built: 1979 Tax: $4,758 (2024)Community: Windtree West Unit 2Single Family
Taxes:$4,758
Remarks: One or more photo(s) has been virtually staged. This is your opportunity to own a Gorgeous, Amazing, Stunning Oversized Pool, FULLY REMODELED Home on a Huge Corner Lot in the highly desirable City of Longwood Next to Markham Woods area! And no HOA. Please visit our 3D tour. Property offers a brand-new architectural shingle roof and a new resurfaced pool, this home is move-in ready and packed with upgrades. Completely remodeled interior with brand-new flooring and new carpet Luxurious master bathroom featuring Italian porcelain tile shower walls and new vanities. Open floor plan with large windows for an abundance of natural light Modern kitchen with exotic granite countertops, stainless steel appliances, and wood cabinetry. Converted garage, with permits, for income-producing or in-law suite. A/C unit from 2016. Oversized pool with a screened porch and fenced backyard. Huge front yard with ample space for entertainment and leisure. Top-rated school district, shopping, dining, hospitals, and entertainment. Easy access to major highways: I-4, SR-434, Ronald Reagan Blvd, US-17-92 Just a short drive to Downtown Orlando. Don’t miss your chance to own this rare gem with NO HOA in one of Central Florida’s most sought-after areas.
1700 ALVARADO CT, LONGWOOD, FL 32779
$1,400,00095 Days on yellowkey MLS ID: O6385125
REDUCED by $50,000 (3.4%) on 05/15/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 6348 Built: 2002Monthly Fee: $85 Tax: $13,583 (2025)Community: Wingfield Reserve Ph 1Spa: YesSingle Family
Taxes:$13,583
Remarks: Motivated Seller. Welcome to this EXQUISITE, one-of-a-kind estate nestled within the highly regarded community of WINGFIELD RESERVE. Set on a sprawling 1.4-ACRE LOT in one of Longwood’s most sought-after enclaves, this STELLAR 6,300+ SQ. FT. home offers unparalleled grandeur and privacy. The journey begins as you traverse a FULLY PAVED CIRCULAR DRIVEWAY, framed by towering mature trees and meticulously manicured landscaping that creates a STUNNING approach to the home’s entryway. With a NEW ROOF INSTALLED IN 2019, this property seamlessly blends timeless elegance with modern peace of mind. **The wonderful property has been recently improved with a RAPID ELECTRIC CAR CHARGER, NEW POOL HEATER, NEW BURIED PROPANE TANK, and LANDSCAPE IMPROVEMENTS!** You’ll also love the PICTURESQUE WATER VIEWS from your backyard! Upon entering through the grand DOUBLE GLASS DOORS, you are greeted by an OVERSIZED FOYER that showcases PRISTINE MARBLE AND TRAVERTINE flooring. The WINDOWS HAVE BEEN REPLACED WITH ENERGY-SAVING VINYL FRAMED WINDOWS. A magnificent HARDWOOD STAIRCASE, accented by BLACK WROUGHT IRON BALUSTERS, leads you to the sanctuary of the PRIMARY BEDROOM SUITE. This private retreat is a masterclass in luxury, featuring HARDWOOD FLOORS, HIGH CEILINGS with CRISP RECESSED LIGHTING, and a cozy GAS FIREPLACE for quiet evenings. The PRIMARY BATH offers a true spa experience with a SPA SOAKING TUB and an OVERSIZED STEAM SHOWER with FRAMELESS GLASS DOORS, leading to a LARGE WALK-IN CLOSET with CUSTOM CABINETRY and a convenient LAUNDRY CHUTE. The heart of the home is a GOURMET KITCHEN designed for the culinary enthusiast. It features a massive 8-FOOT GRANITE KITCHEN ISLAND with integrated storage, CUSTOM CABINETS WITH GLASS INSERTS, and a suite of professional-grade STAINLESS STEEL APPLIANCES, including a SUB-ZERO REFRIGERATOR, 2 BOSCH DISHWASHERS, and a 5-BURNER GAS STOVE. Adjacent to the kitchen, a substantial WALK-IN PANTRY provides a STAND-UP FREEZER and additional granite workspace. For entertaining, the opposite wing of the house boasts a SUBSTANTIAL GAME AND ENTERTAINING ROOM complete with a WET BAR, BAR FRIDGE, and fireplace, while the upstairs offers a LARGE EXERCISE ROOM and an OVERSIZED MULTI-PURPOSE ROOM featuring a VERY INTERESTING FEATURE that must be seen in person to be fully appreciated. The luxury extends to the outdoor oasis, where a SALTWATER POOL AND SPA serve as the centerpiece of a LARGE AREA LANAI. Hosting is made effortless by the INCREDIBLE RUSTIC STONED OUTDOOR GOURMET KITCHEN, equipped with a high-performance SOLAIRE INFRARED GRILL. Residents of WINGFIELD RESERVE also benefit from the community's reputation for privacy and its proximity to the natural beauty of the WEKIVA RIVER buffer and TOP-RATED SEMINOLE COUNTY SCHOOLS. 1700 ALVARADO is an EXCEPTIONAL property and a true must-see. Call today to schedule a visit!
Listing is courtesy of: EXP REALTY LLC (407-706-5000)
Listing Agent: Daniel Betancourt (407-375-9142)
1833 CROWLEY CIR, LONGWOOD, FL 32779
$560,000135 Days on yellowkey MLS ID: O6369834
REDUCED by $14,900 (2.6%) on 05/22/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2742 Built: 1985 Tax: $5,474 (2024)Community: Mandarin Sec 5Single Family
Taxes:$5,474
Remarks: One or more photo(s) has been virtually staged. Welcome to 1833 Crowley Circle, a beautifully maintained POOL home offering comfort, freedom, and an unbeatable location — with NO HOA! This inviting property features a private backyard oasis with a lovely pool, perfect for Florida living and entertaining year-round. Enjoy peace of mind knowing the home has been thoughtfully updated, including a full replumb completed 4 years ago, new breaker boxes 4 years, a new pool pump 4 years, and an AC compressor replaced approximately 5 years ago. Stunning fireplace featured in living room to keep the whole family cozy. Enjoy the amazing kitchen in the heart of the home with serving window, breakfast bar area, and extra pull out pantry space! Ideally situated just one mile from the Seminole Wekiva Trail, this home is perfect for outdoor enthusiasts who love biking, walking, and nature, while still being close to everyday conveniences. Near major roadways including I4 making commute to theme parks, downtown, Orlando or Sandford International airports, beaches, and so much more! Whether you’re relaxing poolside, hosting friends, or enjoying nearby trails, 1833 Crowley Circle delivers the perfect blend of lifestyle, location, and long-term value. Don’t miss this opportunity to own a move-in-ready pool home! Easy to show so come see today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Christina Rampersad (407-995-6788)
1446 VIVALDI PL, LONGWOOD, FL 32779
$825,000134 Days on yellowkey MLS ID: A4678437
0 Days Off yellowkey (back on 5/22/2026)
REDUCED by $24,900 (2.9%) on 04/28/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3310 Built: 2011Monthly Fee: $122 Tax: $7,442 (2025)Community: Bella VistaSpa: NoSingle Family
Taxes:$7,442
Remarks: *** MOTIVATED SELLER *** Gated Bella Vista elegant move in perfect 4bdr, 3ba, Pool Home + 3 car gar + Bonus Room. Gourmet Chef’s Kitchen and 3 Bathrooms completely remodeled in 2025 including soft close cabinets & drawers, quartz counter-tops throughout with large waterfall island with pendant lighting, and new tile backsplash. All new tile floor installed in 2025 as well. In addition, home features include extensive stone front elevation, tile roof, and brick pavers on driveway, both porches, and pool deck. Designed to impress & great for entertaining w/formal living, dining, and family rooms, extensive custom millwork including crown molding, chair rail, wainscoting, & custom wood trimmed windows, front door, and master entry. Open floor plan w/10’ ceilings and lots of natural light. Chef’s delight kitchen is open to the family room for large entertaining space. 120gallon propane tank, gas stove, and plumbed and wired for full house generator. Split bedroom layout features roomy master retreat w/ luxurious bath & custom closet; split side bedrooms are larger than normal w/oversized closets & features a custom workspace nook for hobbies or homework. Enormous bonus room / flex space game room / media room perfect for family entertaining. High-end Pool Table Included. Home is extremely energy efficient w/nest system thermostat and newer A/C system & hybrid hot water heater. Spray foam attic insulation & concrete block insulated voids & low E Thermal double pane hurricane glass windows. Sprinkler on metered grey water system for lower water bills. Great fenced completely private outdoor tropical oasis w/covered lanai, brick pavers, & inviting sparkling pool w/stone scape aggregate long life pool finish, new saltwater system, waterfall. Zoned for top rated Seminole County schools & nestled in desirable cul-de-sac / corner lot location adjacent to expansive community park w/abundant greenspaces… is like an extension of your yard! Convenient to all South Seminole County has to offer. This Home has it all.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
495 HOWARD AVE, LONGWOOD, FL 32750
$409,999265 Days on yellowkey MLS ID: O6342206
3 Days Off yellowkey (back on 5/22/2026)
REDUCED by $10,000 (2.4%) on 05/11/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1855 Built: 1979 Tax: $2,439 (2024)Community: Sanlando SpgsSingle Family
Taxes:$2,439
Elementary School: Altamonte Elementary
Middle School: Milwee Middle
Remarks: Under contract-accepting backup offers. Back on market! Welcome home! This stunning 4-bedroom, 2-bathroom residence has been completely renovated from top to bottom. Step inside to discover porcelain tile flooring throughout, offering a sleek, modern look with easy maintenance. The open floor plan creates a spacious and inviting atmosphere, perfect for both entertaining and everyday living. The heart of the home is the beautifully updated chef’s kitchen, featuring quartz countertops, a massive island, and brand-new cabinetry – ideal for gatherings, meal prep, and casual dining. Both bathrooms have been thoughtfully updated with stylish fixtures and finishes, giving you a spa-like experience at home. Outside, enjoy a large yard with endless potential for outdoor living. For peace of mind a new drainfiel has been installed and all upgrades have passed county insepections! Located in a desirable Longwood neighborhood with convenient access to shopping, dining, top-rated schools, and major highways. Don’t miss your chance to make this house your home!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Nelson Folchini (617-775-3581)
8201 OLYMPIA CT #8201, LONGWOOD, FL 32779
$195,00087 Days on yellowkey MLS ID: O6385064
REDUCED by $5,000 (2.5%) on 05/22/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $488 Tax: $2,537 (2025)Community: Clubside At Sabal Point A CondoCondo
Taxes:$2,537
Remarks: Incredible opportunity to own in Clubside at Sabal Point in the Longwood Wekiva area. This gorgeous corner unit condo is located on the second floor with calming views of natural Florida from every window. This move in ready home features a split bedroom floor plan providing privacy and peace and quiet for everyone. Your kitchen has ample room for an island or a bistro table perfect for coffee, breakfast and catching up on the latest news of the day with your family. Your new living and dining rooms are open and bright, perfect for entertaining over the holidays or just hosting movie night on the couch. This home is not only beautiful but also easy to clean- all tile and luxury vinyl flooring throughout. And of course, the location simply can't be beat. Clubside at Sabal Point is in the heart of Longwood and just around the corner from Wekiva Island, Publix, Starbucks and so much more! Hop on 1-4 or 434 and be anywhere you want to be quickly- including Daytona and New Smyrna beaches and Downtown Orlando for an Orlando Magic game or show at the Dr.Phillips Center for the performing Arts. Seminole county really is the ideal blend of natural Florida and convenience to all things commerce. You don't have to settle- schedule your private viewing of this stunning condo today!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Christina Rordam (407-928-8294)
276 W BAY AVE, LONGWOOD, FL 32750
$419,00011 Days on yellowkey MLS ID: O6405671
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1814 Built: 2018 Tax: $5,657 (2024)Community: LongwoodSingle Family
Taxes:$5,657
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: Step into the timeless elegance of this beautifully crafted Victorian Home, newer construction home, perfectly nestled near the charming Historic District of Longwood. Designed to capture the character and warmth of a vintage Southern residence while offering the comfort and peace of mind of modern construction, this exceptional home was built in 2018 and showcases the best of both worlds. From the moment you arrive, you are welcomed by gorgeous, lush landscaping and an inviting front porch made for rocking chairs, morning coffee, and enjoying the gentle Florida breeze. The curb appeal radiates classic historic charm while the newer construction offers the efficiency, quality, and low-maintenance lifestyle today’s buyer’s desire. Inside, the open-concept great room is filled with natural light enhanced by beautiful Plantation shutters, decorative lighting fixtures, and rich wood-look flooring that flows throughout the living spaces. The kitchen is truly the heart of the home and a dream for the chef of the family, featuring bright white cabinetry, stunning Cecilia Luxe granite countertops, a designer backsplash with the perfect pop of color, and a stainless-steel appliance package. The thoughtfully designed first floor also offers a convenient half bath for guests and a spacious laundry room complete with a folding station. Upstairs, the elegant wood-lined staircase leads to the private owner’s retreat featuring abundant windows, beautiful flooring, and a spa-inspired bath with ivory cabinetry, dual sinks wrapped in rich granite, framed mirrors, charming farmhouse-style lighting, and an oversized walk-in shower accented with stone-style subway tile and thick glass enclosure. The secondary bedrooms are also located upstairs and feature stylish flooring and generous space. Additional highlights include a spacious two-car garage and an easily accessible shared driveway design. Electric Car Charger in the back of the home. Enjoy the rare opportunity to live close to Historic Downtown Longwood, boutique shopping, restaurants, Judy’s Dolls Shop, specialty stores, hospitals, and community conveniences. Ideally located just minutes from SR 434, US 17-92, I-4, Altamonte Mall, Whole Foods Market, and more, this central location makes commuting to Orlando attractions, airports, and Florida’s beautiful beaches incredibly convenient. If you are searching for a home that blends historic-inspired charm with modern luxury and peace of mind, this one-of-a-kind residence is where your dreams become reality.
Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
Listing Agent: Karen Arbutine (407-928-3788)
2351 WESTWOOD DR, LONGWOOD, FL 32779
$840,00035 Days on yellowkey MLS ID: S5148634
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2983 Built: 1973 Tax: $11,202 (2025)Community: Lake Brantley Isles 2Nd AddSingle Family
Taxes:$11,202
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: Discover the charm of this uniquely designed home in the sought-after Lake Brantley Isles community! Blending the best of two-story and split-level living, this home offers a versatile layout ideal for modern lifestyles. Upon entering, step up into a spacious formal dining area highlighted by a cozy brick wood-burning fireplace. The open-concept kitchen features a breakfast nook, center island, and flows seamlessly into the family room, where large windows frame picturesque views of the canal. To the right of the family room, step down into an L-shaped bonus room, complete with sliding glass doors leading to a screened patio with dual ceiling fans—perfect for indoor-outdoor entertaining. A full bathroom and an oversized fourth bedroom with a private entrance are conveniently located off the bonus room, offering additional flexibility. Upstairs, the second level boasts two bedrooms and a guest bathroom to the right, with the primary suite to the left. The primary retreat includes a luxurious, fully renovated ensuite with a stand-alone tub, a spacious two-person shower with dual controls and a bench, dual sinks, and abundant storage. Recessed LED lighting with a secondary night light feature enhances the upstairs hallway and bedrooms. The property sits on nearly an acre of land with two private docks and canal access to Lake Brantley, making it perfect for outdoor enthusiasts. The oversized detached garage includes workbenches, electricity, and an automatic door with a deadbolt feature for added convenience and security. The home has a new roof (April 2026) and has been freshly painted on the exterior (April 2026). Located near several major roadways, shopping, dining, and entertainment options, this home offers both privacy and accessibility. With its exceptional features and prime location, this home is a must-see! Located in the vibrant community of Longwood, Florida, this home offers access to a rich array of amenities and attractions within a 50-mile radius. Enjoy retail therapy at the nearby Altamonte Mall, featuring popular brands and entertainment options. For outdoor enthusiasts, Lake Brantley provides opportunities for water activities and scenic picnics. The locale boasts a diverse dining scene with destinations like Tibby's New Orleans Kitchen and The Melting Pot. Quick access to major highways, including Interstate 4, SR-434, and SR-436, ensures seamless commutes to major employers such as AdventHealth and the University of Central Florida. For family fun, visit the Central Florida Zoo or take a short drive to explore the attractions in Orlando, including Walt Disney World Resort and Universal Studios. This area offers a balanced lifestyle, combining convenience, leisure, and a sense of community.
Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)
Listing Agent: Kevin Johnson (321-351-2121)
604 E CHURCH AVE, LONGWOOD, FL 32750
$210,000114 Days on yellowkey MLS ID: O6379948
1 Days Off yellowkey (back on 5/22/2026)
REDUCED by $10,000 (4.5%) on 04/03/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 836 Built: 1959 Tax: $3,054 (2024)Community: WildmereSingle Family
Taxes:$3,054
Remarks: Under contract-accepting backup offers. *GO AND SHOW!* Huge Corner lot with NO HOA! Perfect opportunity for a first-time homebuyer! This charming 3-bedroom, 1-bath home is affordably priced and move-in ready with major updates already completed. Recent improvements include a brand-new roof (2023), new hot water heater, septic pumped and inspected 2026, and a newly installed fence for added privacy. The home features a functional layout with a dedicated private laundry room and no HOA restrictions. Conveniently located near major highways, shopping, and great dining options, this property offers both comfort and accessibility. Assistance programs may be available through local lenders, making homeownership more attainable than ever.
Listing is courtesy of: BING REALTY CO. (407-906-8886)
Listing Agent: Jasilyn Bing (407-906-8886)
318 VALLEY DR, LONGWOOD, FL 32779
$715,00036 Days on yellowkey MLS ID: O6401622
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2424 Built: 1974Monthly Fee: $54 Tax: $3,373 (2024)Community: Sweetwater OaksSpa: YesSingle Family
Taxes:$3,373
Remarks: Welcome to 318 Valley Drive! This must see home has been meticulously cared for, the improvements are very nice, this home is a must see!! This great 4 bedroom, 2 and a half bath home boasts 2424 square feet of living space, a large back porch and pool area as well as an oversized side entry garage! This amazing home has had so many extremely nice improvements! Beautiful wide plank Brazilian Cherry floors, fantastic and updated bathrooms, the high end kitchen is ready for entertaining, there are fantastic shutters at most windows of this great home! The kitchen features beautiful cabinets(as does the entire home), granite counter tops, upgraded Viking and Bosch appliances, a beautiful backsplash and just a warm and graceful feeling! The main bedroom suite feels very relaxing and welcoming, the main bathroom feels like it is from a great spa hotel! The three other cozy bedrooms are well appointed, one has wood floors that match the rest of the home, another has a convenient Murphy style bed!! This home has a 24KW Generac generator that is almost new, this system is powered by on site propane tanks and will last for many days to take away any worry of the infrequent power outages! There is a super convenient EV outlet in the garage! This home has been replumbed, the roof was installed in 2021, all of the systems are in great condition and nearly new! The back of the home is very private and has a very large and cozy back porch, a relaxing tropical screened pool, a separate spa, and more! This home is on an almost half acre(.47 acre) well landscaped property and is on a quiet side street! The lawn and landscaping are irrigated with a deep well providing clean and inexpensive water to keep everything very fresh looking! Come home and enjoy all the unique and wonderful Sweetwater Oaks amenities all with low annual HOA dues!! These amenities include access to Sweetwater Beach at Lake Brantley which offers a beautiful park and beach as well as a covered pavilion for gatherings, boating, water skiing, fishing, sailing, kayaking and fun! Eight tennis courts, 8 pickle ball courts, sand volleyball at Sweetwater Beach (right around the corner), many parks, multiple playgrounds, a beautiful community center and many community events for everyone!! Access to the Wekiva River is right down the street at Riverbend Park, enjoy soccer, baseball, kayaking, canoeing, fishing, the picnic and party pavilion, or nature walks and much more! The schools are the best in the area; Sabal Point Elementary School, Rock Lake Middle School and nationally ranked and highly regarded Lake Brantley High School!! The location, quality and condition are right, call today to see this great home!!
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Mark Humphreys (407-310-5765)
1861 CROWLEY CIR E, LONGWOOD, FL 32779
$565,90036 Days on yellowkey MLS ID: O6401880
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1986 Built: 1985 Tax: $2,254 (2025)Community: Mandarin Sec 5Spa: NoSingle Family
Taxes:$2,254
Remarks: Exceptional Opportunity to own a home off the celebrated Markham Woods Road, the area once recognized as the "Beverly Hills “of Central Florida. *** This premier location provides great versatility to owners who may wish to build an in-law quarters, multiple garages, a boat house, a recreational vehicle storage or just make future additions to the home. *** Home features: A one-acre lot, No HOA, recently installed metal roof, remodeled kitchen and bath, a split bedroom plan, a phenomenal oversized rear screened porch and plenty of room for a swimming pool. *** In addition, the location is minutes to Interstate 4, near shopping and hospital, a short drive to major attractions and beaches... all with the added benefits of Florida's top rated Seminole County Schools. ********** PRICED TO SELL, EASY TO SEE******
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-862-9966)
Listing Agent: Alberto Rodriguez (407-415-1988)
530 GEORGIA AVE, LONGWOOD, FL 32750
$250,00011 Days on yellowkey MLS ID: O6404873
0 Days Off yellowkey (back on 5/21/2026)
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1420 Built: 1973 Tax: $3,427 (2025)Community: Longwood PineSingle Family
Taxes:$3,427
High School: Winter Springs High
Remarks: Welcome! This three-bedroom, two-bathroom home sits in one of Longwood's most connected neighborhoods, offering genuine potential for buyers ready to personalize and update. The functional layout provides ample living space, anchored by solid bones and a location that delivers exceptional convenience and lifestyle access. What truly sets this property apart is its proximity to Longwood's vibrant amenities and transit options. Within a few blocks, you will find the Longwood SunRail station, connecting you with much of Central Florida without the need to drive, the Candyland sports facility and park, offering recreation activities within easy reach, and the Arbor Dog Park, perfect for pet owners. Healthcare facilities are conveniently located, while minutes to Downtown Longwood put shops, dining, and entertainment at your doorstep. Moments to major throughfares and highways ensure seamless commuting and regional connectivity without sacrificing the neighborhood feel. This is the perfect opportunity to reimagine a home where access to transit, recreation, healthcare, and local amenities all converge. Schedule your showing today and discover the charm of this connected neighborhood.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Joseph Doher (407-203-0007)
102 HATFIELD CT, LONGWOOD, FL 32779
$359,90012 Days on yellowkey MLS ID: V4949155
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1508 Built: 1974Monthly Fee: $23 Tax: $4,296 (2025)Community: Wekiva Hunt Club 1 Fox Hunt Sec 1Single Family
Taxes:$4,296
Remarks: Under contract-accepting backup offers. Welcome to Wekiva Hunt Club --- a well-established community in the heart of Longwood, conveniently located near shopping, dining, top-rated schools and golf courses. This 3-bedroom, 2-bathroom home sits on a spacious lot and offers incredible potential to make it your own. With a little updating, this charming property could easily become your forever home. The functional floor plan features low-maintenance tile flooring throughout, a combined living and dining area and a large family room with views of the fenced backyard - perfect for entertaining or relaxing with family and friends. Major updates have already been completed, including a new AC system installed in 2024, newer electrical panel, hot water heater and garage door - providing added value and peace of mind for the next owner. Residents of Wekiva Hunt Club enjoy an abundance of community amenities, including walking rails, parks, tennis courts, basketball courts, golf and more. Don't miss this opportunity to own a home in one of Longwood's most desirable neighborhoods - schedule a showing today.
Listing is courtesy of: SWANN REAL ESTATE INC (386-738-3688)
Listing Agent: J. Todd Swann (386-717-6479)
2208 COVE CT, LONGWOOD, FL 32779
$1,500,000239 Days on yellowkey MLS ID: O6348378
2 Days Off yellowkey (back on 1/30/2026)
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3404 Built: 2020 Tax: $11,004 (2024)Community: Lake Brantley Isles AmdSpa: YesSingle Family
Taxes:$11,004
Remarks: Under contract-accepting backup offers. This stunning Lake Brantley estate combines timeless design, cutting-edge systems, and a thoughtful layout ideal for both everyday living and entertaining. Built by Dakota Homes on nearly half an acre with 106 feet of private canal frontage, the residence offers seamless access to Lake Brantley, one of Central Florida’s most desirable private ski lakes. Inside, every detail reflects quality and craftsmanship. The home features two primary suites, one on the main level with spa-inspired bath and patio access, and a second upstairs with its own covered balcony and expansive rooftop terrace overlooking the water. The chef’s kitchen showcases solid maple cabinetry, GE Café appliances, granite countertops, and a large island that flows naturally into the open-concept living and dining areas. Upgraded systems include a Generac whole-house generator with 500-gallon buried propane tank, a private well with advanced filtration and softening, dual HVAC systems, and a natural gas tankless water heater. Thoughtful enhancements like motorized screens and shades, Closets by Design storage, and integrated smart home controls add modern convenience. Outdoor living shines with a resort-style pool and spa, travertine pavers, tropical landscaping, and permanent Gemstone LED lighting. The built-in outdoor kitchen, lighted patio, and upper-level terrace provide endless space to unwind or entertain. Zoned for top-rated Seminole County schools and minutes from Winter Park, Maitland, and Downtown Orlando, this property offers the perfect blend of privacy, luxury, and lakeside lifestyle.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Brandon Geers (941-928-5152)
1865 NORTH ST, LONGWOOD, FL 32750
$729,00080 Days on yellowkey MLS ID: S5145602
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2337 Built: 1964 Tax: $6,574 (2024)Community: Sanlando SpgsSingle Family
Taxes:$6,574
Remarks: Fully remodeled mid-century modern home on a rare 0.64-acre corner homesite in Longwood’s desirable Sanlando Springs area with panoramic views of the pond and park across the street. Situated across four original platted lots, this single-story concrete block residence offers 3 bedrooms, 2.5 baths, and 2,337 square feet of thoughtfully updated living space. The living room features a dramatic 20’ x 12’ wall of windows overlooking the pond, fountain, and park, along with a striking floor-to-ceiling brick wood-burning fireplace that anchors the space. The designer kitchen is centered around a quartz waterfall island with seating and overlooks the patio and private garden. Clean modern lines define the space with concealed outlets, integrated controls, and a concealed dishwasher, while custom cabinetry includes full pull-out drawers for exceptional functionality and storage. The primary suite features a spacious walk-in shower with rain fixtures. Bedrooms two and three share a Jack-and-Jill bathroom with a freestanding soaking tub. Two bedrooms include walk-in closets and French doors that open directly to the backyard. Additional features include a skylit laundry area with built-in cabinetry, abundant storage throughout the home, and two additional storage closets within the carport. The fully fenced property offers expansive outdoor space including a vegetable garden and storage shed. A circular driveway in the front and a secondary private driveway behind the home provide flexible parking options. No HOA. RV parking permitted with dedicated RV hookups and 50 Amp EV charger plug. Additional upgrades include a whole-home water softener system and reverse osmosis filtration system. Located across from the former Rolling Hills Country Club site, now being redeveloped into the new Rolling Hills Community Park, this property offers a prime location near shopping, dining, and Interstate 4.
Listing is courtesy of: NORTHGROUP REAL ESTATE, INC (561-222-1850)
Listing Agent: Kimary Carrero (407-617-4695)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.