Location: Longwood
Do Not Show Listings
102 N SILVER CLUSTER CT, LONGWOOD, FL 32750
$395,0002 Days on yellowkey MLS ID: O6399945
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1166 Built: 1975 Tax: $4,071 (2024)Community: Lake Searcy ShoresSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,071
Elementary School: Longwood Elementary
High School: Lyman High
Tax Year: 2024
Middle School: Greenwood Lakes Middle
Remarks: Welcome to 102 Silver Cluster Ct N in Longwood, a beautifully maintained pool home under $400K offering comfort, value, and an unbeatable opportunity for first-time buyers or anyone looking for a great starter home in a desirable Seminole County location. Tucked away on a quiet dead-end street with no through traffic, this home provides both privacy and peace of mind. This solid concrete block home features a functional split floor plan with bright, open living spaces filled with natural light. The interior flows seamlessly, with French doors leading out to a screened-in patio that overlooks your private pool — perfect for relaxing weekends, entertaining friends, or enjoying Florida living year-round. The kitchen is updated with white shaker cabinets and offers a clean, modern feel, while the home’s layout makes everyday living easy and comfortable. Step outside to a fully fenced, oversized backyard complete with an irrigation system, providing plenty of space for pets, play, gardening, or future outdoor enhancements. Major updates include a new roof (2023), double-pane windows, and an HVAC system (2017), offering confidence and efficiency for years to come. The screened patio and pool area create a true backyard retreat, making this Longwood home absolutely stand out at this price point. Located in the heart of Longwood, you’re just minutes from Historic Downtown Longwood, Reiter Park, and the SunRail station, along with easy access to shopping, dining, and major roadways. Outdoor enthusiasts will enjoy nearby parks, trails, and recreational areas, while the home’s central location makes commuting throughout Central Florida simple and convenient. With its affordable price, thoughtful updates, private setting, and inviting pool, 102 Silver Cluster Ct N is a rare find and the perfect place to start your next chapter.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Abby Greenberg (407-484-2689)
811 GREENSHIRE CT, LONGWOOD, FL 32779
$1,349,0001 Day on yellowkey MLS ID: O6399384
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4293 Built: 1989Monthly Fee: $367 Tax: $7,316 (2025)Community: Sweetwater Club Unit 7Spa: YesSingle Family
Taxes:$7,316
Elementary School: Sabal Point Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Welcome to 811 Greenshire Ct, a rare opportunity to own a fully renovated private estate in the heart of Longwood, FL, where luxury, space, and multigenerational living come together on nearly 2 acres. Ideally located just minutes from Wekiva Island, Publix at Shoppes of Sweetwater, and top-rated Seminole County schools, this exceptional 5-bedroom, 4-bath residence offers 4,293 square feet of thoughtfully designed living space with no carpet throughout and a true move-in-ready feel. Designed for today’s lifestyle, this home delivers exactly what buyers are searching for—privacy, flexibility, and high-end upgrades—making it ideal for multigenerational living, extended stays, or long-term value. The standout feature is the approximately 800-square-foot attached multigenerational suite built in 2022, offering complete independence with its own full kitchen, living area, spacious bedroom, additional enclosed flex space with Murphy bed, ADA-compliant bathroom, wheelchair-accessible doors, separate septic system, private propane generator, and a dedicated washer and dryer—perfect for in-laws, guests, or private living quarters. Inside the main home, refinished travertine floors and new wood flooring in every bedroom create a seamless blend of elegance and warmth, complemented by an updated kitchen with refinished cabinetry and newer appliances, a luxurious primary suite with a spa-inspired bath and Roman tub, and a beautifully remodeled guest bath featuring a custom stained-glass window, new tile shower, and updated cabinetry. Hunter Douglas Roman shades are installed throughout, and all windows and doors were replaced between 2021 and 2022, adding both efficiency and peace of mind. The outdoor living experience is equally impressive, featuring a saltwater pool with a variable speed pump and computer-controlled lighting, an enclosed courtyard for added privacy, and an expansive fenced backyard with an additional cleared half-acre—ideal for entertaining, future expansion, or simply enjoying the space. A whole-home audio system extends to the pool, deck, and porch, creating a seamless indoor-outdoor lifestyle. Additional highlights include a heated and air-conditioned garage with epoxy flooring, smart sprinkler system, newer roof, dual-zone HVAC, and a full alarm system. Homes offering this level of land, upgrades, and true multigenerational flexibility in Longwood are rare, making this a standout opportunity for buyers seeking space, luxury, and long-term value. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Gina Hutchinson (386-793-4262)
375 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$705,00014 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
High School: Lake Mary High
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.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
821 RAVEN AVE, LONGWOOD, FL 32750
$369,00047 Days on yellowkey MLS ID: O6385579
0 Days Off yellowkey (back on 4/17/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1232 Built: 1978 Tax: $2,586 (2024)Community: Sky Lark In The WoodsSpa: NoSingle Family
Taxes:$2,586
Elementary School: Highlands Elementary
High School: Winter Springs High
Middle School: Milwee Middle
Remarks: Under contract-accepting backup offers. Welcome to your FLORIDA dream oasis in the heart of Longwood where comfort meets leisure in a single-family residence nestled on a generous .40-acre lot. VIEW VIRTUAL WALK THRU TOUR. Seller is currently in the process of doing a full re-pipe. This charming 3/2 POOL home is designed for both everyday living with entertainment options for everyday or just the weekends. Make everyday a holiday with a HUGE screened porch/pool area. Incredible lifestyle opportunities with this home that has so much potential. As you approach the property, the beautifully oversized lot greets you with a circular driveway, providing ample parking for up to 6 vehicles. The absence of an HOA means you can bring your RV, boat, and all your toys, enjoying the unlimited parking space and the convenience of a double gate leading to a fully fenced backyard. Step inside to find an updated kitchen boasting modern appliances, perfect for crafting delicious meals for family and friends. The all-tile flooring throughout the home ensures easy maintenance and a timeless appeal. Enjoy the luxury of an in-ground swimming pool, where you can take a refreshing dip or simply lounge by the water on sunny Florida days. If you want a pool you need to buy a home with an existing pool. Entertain in style within the large screened area, ideal for hosting gatherings or simply relaxing in the serene outdoor environment. Even has a dart board for fun! The single-car garage, upgraded electrical system, and outdoor shower add to the practicality and charm of this delightful home. Perfect for all lifestyle and family needs with the entire home on ONE FLOOR. Located in the highly sought-after Seminole County School district and conveniently close to shopping, restaurants, and I-4, 821 Raven provides the perfect blend of tranquility and accessibility. Make this your new haven for family fun and a relaxing new lifestyle in your own home! Why rent when you can own your own FLORIDA home. This one is about the pool and the fenced large yard with no HOA! Make it your own!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Laurie Cain (407-484-9944)
1443 CROCUS CT, LONGWOOD, FL 32750
$779,0003 Days on yellowkey MLS ID: O6399421
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3359 Built: 1995Monthly Fee: $64 Tax: $385 (2024)Community: Bolling FarmsSpa: YesSingle Family
Taxes:$385
Elementary School: Woodlands Elementary
Remarks: Your Longwood Dream Home Awaits! This beautifully maintained, custom built 5-bedroom, 3-bath pool home was freshly painted and is set on a one-third acre cul-de-sac lot offering peaceful conservation views and a seamless blend of elegance, modern upgrades, and resort-style living. From the moment you arrive, the striking curb appeal, mature landscaping, and quiet setting create a warm welcome that continues throughout the home. Inside, you are greeted by soaring ceilings and brand new luxury vinyl plank flooring throughout the living areas of this inviting open layout. You are bathed in natural light from the wall of windows in the spacious living room, flowing effortlessly into the dining area, making it ideal for gatherings and entertaining. The updated chef’s kitchen showcases custom cabinetry and sleek quartz countertops and opens directly to the family room featuring a cozy fireplace, creating a comfortable and connected space for everyday living. There is also a bedroom and full bathroom downstairs making the perfect in-law suite! Upstairs, the expansive primary suite provides a true retreat with tranquil views, generous space, and a beautifully updated en-suite bath with modern fixtures and oversized custom walk-in closet. All additional bedrooms are bright and generously sized, offering flexibility for family, guests, or work-from-home needs. Step outside to your private backyard oasis, where the screened-in pool area is pristine and ready for year-round enjoyment. Surrounded by lush greenery and serene conservation views, it’s the perfect place to relax or entertain. This home is served by top A-rated Seminole County schools. Major updates include a roof replacement (2015), downstairs A/C (2025), upstairs A/C (2022), exterior paint (2025) and luxury vinyl plank flooring (2026). Located in Bolling Farms, one of Longwood’s most desirable established neighborhoods, the community is known for its spacious custom homes, mature landscaping, and strong sense of community. Its convenient location offers easy access to boutique shopping, dining, hospitals, major highways, downtown Orlando, world-renowned attractions, and even the beaches. A rare opportunity to own a beautifully cared-for home in a highly sought-after Longwood setting. **Multiple offers have been received. Highest and best offer deadline is Sunday at 6 pm.**
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Ken Dalton (407-928-8587)
1741 ALVARADO CT, LONGWOOD, FL 32779
$1,100,00011 Days on yellowkey MLS ID: O6387709
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4265 Built: 1984Monthly Fee: $104 Tax: $11,657 (2025)Community: Wingfield Reserve Ph 1Single Family
Taxes:$11,657
Elementary School: None
High School: None
Middle School: None
Remarks: Nestled within the prestigious Wingfield Reserve community on a sprawling 1.5+ acre private lot, this custom-built home delivers the pinnacle of Florida luxury living with 4 bedrooms and 4 baths all on one story — within one of Seminole County's most coveted top-rated school districts. From the moment you arrive, the circular drive and lush landscaped grounds set the stage for something truly special. Step through the front entry and into soaring 14-foot volume ceilings, where custom crown moldings and a seamless blend of rich hardwood and stunning marble tile floors create a airy welcoming environment. The heart of the home is a living room/ kitchen combination anchored by a dramatic floor-to-ceiling brick wood-burning fireplace, the living room also features a custom built in entertainment center and wet bar. The large kitchen is equally as impressive, offering two islands and two sinks with a breakfast bar and a sun-drenched breakfast nook that frames beatufiul views of the private backyard and pool area. Down the hall there is a dedicated office with custom built-ins adding versatility, ideal as a home office, study or fifth bedroom as well as three guest bedrooms and 3 full baths (one of the guest baths allows direct access in/out to the pool area). Additional spaces include a large formal dining room, indoor laundry room as well as separate family room. On the other side of the home, retreat to the primary suite, where warm wood floors and a spa-inspired bath — complete with Jacuzzi tub, walk-in shower, and separate vanities as well as a large walk-in closet. Outside, the pool and spa gleam within a screened lanai, creating a resort-style sanctuary perfect for entertaining. A 3-car side-entry garage and circular drive round out a property that is as functional as it is breathtaking. This is Wingfield Reserve living at its finest — schedule a viewing today!
Listing is courtesy of: EXIT REAL ESTATE RESULTS (352-933-0018)
Listing Agent: Kyle Petteway (407-461-9141)
300 E SWEETWATER CREEK DR, LONGWOOD, FL 32779
$575,00039 Days on yellowkey MLS ID: O6389594
REDUCED by $10,000 (1.7%) on 04/12/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2074 Built: 1976Monthly Fee: $54 Tax: $2,650 (2024)Community: Sweetwater Oaks Sec 05Single Family
Taxes:$2,650
Remarks: ***NO INCOME VERIFICATION*** with preferred lender. Located in one of Longwood’s most established and highly sought-after communities, Sweetwater Oaks, this beautifully updated home offers the perfect blend of modern upgrades, spacious living, and an incredible lifestyle. ***HUGE LOT 1.25 acres*** Thoughtfully renovated for comfort and peace of mind, the home features Major recent Improvements including a NEW ROOF/2026, brand-New Kitchen, designer bathrooms, NEW AC system, New Water Heater, and a New Electrical Panel, ensuring the home’s key mechanical systems are already taken care of. Inside, you’ll immediately notice the fresh, modern feel created by Soft-Close cabinetry, elegant Quartz countertops, and luxury vinyl plank flooring throughout the main living areas. The open, clean design provides both style and functionality, making the home ideal for everyday living and entertaining. The bathrooms have been tastefully redesigned with New vanities and beautifully tiled shower surrounds, delivering a contemporary look while maintaining comfort and practicality. Sweetwater Oaks is widely known for its beautiful tree-lined streets, oversized homesites, and welcoming community atmosphere. Residents enjoy exclusive neighborhood amenities including private access to Lake Brantley, a sandy beach area, parks, scenic walking paths, six tennis courts, eight pickleball courts, sand volleyball, playgrounds, and a clubhouse that hosts year-round community events. Outdoor enthusiasts will appreciate being just minutes from Wekiva Island, Wekiwa Springs State Park, and nearby championship golf courses, offering endless opportunities for recreation and relaxation. Convenience is another major advantage of this location. The home is close to shopping, dining, grocery stores, and local cafés along the Longwood and Wekiva Springs corridors, while major roadways including I-4, SR-434, and SR-436 provide easy access to downtown Orlando, Maitland’s business district, and Seminole County’s expanding tech and healthcare employment centers. With Top-rated schools, natural beauty, and continued growth throughout the Longwood area, Sweetwater Oaks remains one of Seminole County’s most desirable places to call home. If you’re looking for a home that offers modern updates, exceptional community amenities, and a prime location, this Sweetwater Oaks property delivers the lifestyle and long-term value buyers are searching for. SCHEDULE YOUR SHOWING TODAY!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Jorge Trejo (407-319-1612)
219 NOB HILL CIR, LONGWOOD, FL 32779
$599,75031 Days on yellowkey MLS ID: O6392082
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2306 Built: 1963 Tax: $4,190 (2025)Community: Meredith Manor Nob Hill SecSingle Family
Taxes:$4,190
Elementary School: Forest City Elementary
Middle School: Teague Middle
Remarks: READ BEFORE SHOWING—- Wake up to serene lake views in this beautifully updated home nestled in the highly sought-after Lake Brantley community—perfect for new homeowners looking for comfort, style, and lifestyle all in one. With access to a private boat ramp and an incredibly low optional HOA of just $13/month, you can enjoy lake life without the high costs. ***This fully remodeled 3-bedroom with 4th bedroom turned into a loft/study area***, 3-bath residence has been thoughtfully upgraded for peace of mind, including full repiping, new electrical, and a brand-new roof. Step inside and you’ll immediately notice the abundance of natural light pouring through large windows, creating a warm and inviting atmosphere throughout the home. The layout is both functional and flexible, featuring a spacious upstairs loft that’s perfect for a home office, playroom, or additional living space. The kitchen offers a charming eat-in area ideal for casual meals and morning coffee, while the open living areas make entertaining effortless. Upstairs, enjoy your own private balcony—an ideal spot to unwind and take in the tranquil surroundings. Outside, the spacious backyard offers endless possibilities for gatherings, gardening, or simply relaxing in your own outdoor retreat. Currently staged to highlight its full potential, this move-in ready home is a rare opportunity to own a stylish, updated property in a fantastic location. Whether you're starting your homeownership journey or looking for a peaceful place to settle in, this home truly has it all.
Listing is courtesy of: BEST HOMES, LLC. (305-879-3707)
Listing Agent: Evelyn Otero (407-259-1789)
3322 CANYON GRAND PT, LONGWOOD, FL 32779
$769,00051 Days on yellowkey MLS ID: O6385555
REDUCED by $6,000 (0.8%) on 04/17/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2707 Built: 2021Monthly Fee: $197 Tax: $8,263 (2024)Community: Retreat At Lake BrantleySpa: NoSingle Family
Taxes:$8,263
Elementary School: Wekiva Elementary
Remarks: One or more photo(s) has been virtually staged. Picture this… You’re driving through the gates, and it just feels different. Neighbors wave as they pass. Kids are riding bikes, laughter carrying through the air. There’s a group playing a homerun derby game down the street, and it’s the kind of place where people actually know each other - where weekends turn into impromptu get-togethers and evenings slow down just enough to enjoy them. Welcome to the kind of neighborhood people hope to land in - and rarely leave. Now imagine pulling into your own driveway. This 4-bedroom, 4-bath retreat in the highly sought-after Retreat at Lake Brantley isn’t just a home - it’s your place within it all. You walk inside and immediately feel the space open up - natural light pouring in, high ceilings, and a layout that just works. Everything flows effortlessly, whether it’s a quiet morning coffee or hosting friends on a Friday night. The kitchen is where everyone ends up - designed to be both beautiful and functional, with plenty of room to gather, cook, and connect. The primary suite becomes your reset button - a calm, private space to unwind at the end of the day. And every bathroom? Finished with the kind of detail that makes daily life feel just a little more elevated. Out back, the possibilities open up even more. Picture summer dinners outside, kids playing until the sun goes down, or finally building that dream pool you’ve been thinking about. And beyond your front door - you’ve got private access to Lake Brantley, a gated sense of security, top-rated Seminole County schools, and everything you need just minutes away. This isn’t just about the home itself. It’s about the life that comes with it. The kind people wait for. The kind people talk about. And the kind that doesn’t come available often.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Danielle Pensala (407-529-5752)
603 N SWEETWATER BLVD, LONGWOOD, FL 32779
$549,9009 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)
3668 WATERCREST DR, LONGWOOD, FL 32779
$799,00058 Days on yellowkey MLS ID: O6384124
REDUCED by $16,000 (2.0%) on 04/17/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3186 Built: 1989Monthly Fee: $205 Tax: $8,942 (2025)Community: Sweetwater SpgsSpa: YesSingle Family
Taxes:$8,942
Remarks: Nestled in the heart of Sweetwater Springs, a beautiful, gated enclave bordering Wekiwa Springs State Park, this exceptional canal-front residence offers an opportunity to live immersed in Old Florida’s natural beauty. With deeded access to both the Wekiva River and spring-fed Lake Brantley, residents enjoy a lifestyle designed for skiers, paddlers, boaters, and nature enthusiasts alike. The neighborhood features multiple private parks, tennis and pickleball courts, playgrounds, a residents-only clubhouse, and a private kayak launch providing direct river access. From the Sweetwater Springs private riverfront park — exclusively for the 79 homes within the community — enjoy peaceful paddles into Wekiwa Springs State Park, where towering cypress trees, crystal-clear springs, and protected wildlife habitats define the landscape. Manatees, otters, deer, wild turkeys, and abundant native wildlife are frequent visitors, creating an environment that feels more like a private nature preserve than a neighborhood. Tucked on a quiet cul-de-sac, this 5-bedroom, 3.5-bath home with a bonus room (could be a 6th bedroom) offers a spacious two-story layout thoughtfully designed for both comfort and entertaining. Freshly updated with light, bright paint and finishes, the home maintains its traditional character while embracing a refreshed, move-in ready appeal. Custom built-in carpentry features throughout add warmth, craftsmanship, and architectural interest, enhancing the home’s timeless feel. The gourmet eat-in kitchen features granite counters, stainless appliances including a split oven and subtle elevated features such as a "pot-filler" water fixture above the stovetop. The kitchen flows seamlessly into the inviting family room anchored by a cozy wood-burning fireplace. A private guest suite and pool-access bath are conveniently located on the main level, along with a powder room for visitors. Upstairs, four additional bedrooms include the expansive primary suite, which overlooks the sparkling pool and tranquil canal waters beyond. A large upstairs balcony provides a peaceful vantage point to enjoy morning coffee while taking in serene water views. The versatile bonus room offers flexible space for a home office, media room, or playroom. Outdoor living shines with a beautifully resurfaced saltwater screened pool, a new pool heater, and freshly installed pavers enhancing both the pool deck and driveway. The expansive screened lanai creates an inviting setting for entertaining or unwinding after a day on the river and is pre-plumbed for a kitchen. Other significant improvements include a roof replacement in 2022 and a new water heater in 2024 providing peace of mind for future owners. Zoned for highly regarded Lake Brantley schools, this location perfectly balances privacy, natural beauty, and convenience to shopping, dining, and major roadways. For buyers seeking a nature-centered waterfront retreat in a gated, low-inventory community, this home is the one for you!
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Kelly Hildebrand (407-310-5035)
216 THISTLEWOOD CIR, LONGWOOD, FL 32779
$669,90023 Days on yellowkey MLS ID: O6394238
REDUCED by $20,000 (2.9%) on 04/17/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2272 Built: 1980Monthly Fee: $54 Tax: $6,425 (2024)Community: Sweetwater Oaks Sec 12Single Family
Taxes:$6,425
Remarks: Located in the highly desirable Sweetwater Oaks neighborhood of Longwood with Lake Access. This beautifully renovated 4-bedroom, 2.5-bath Pool home sits on an expansive .32-acre fenced lot and features a spacious 2-car garage. From the moment you arrive, the home’s exceptional curb appeal, lush manicured landscaping, and inviting presence set the tone for what awaits inside. Step through the front door to discover luxury vinyl flooring and a bright, open-concept layout designed for both comfort and elegant living. The beautifully updated kitchen showcases stainless steel appliances, quartz countertops, and overlooks the pool area, creating the perfect setting for entertaining or enjoying everyday moments at home. Each bedroom is thoughtfully designed with ceiling fans, large windows, and abundant natural light. The primary suite provides a private retreat, highlighted by a spacious spa-inspired bathroom featuring a large tile-lined shower with dual shower heads. Sliding glass doors from the living area open to a screened-in pool patio and expansive backyard, providing an ideal outdoor space for entertaining, relaxing poolside, or enjoying Florida’s stunning sunsets in your own private oasis. Residents of Sweetwater Oaks enjoy access to an exceptional array of community amenities that make the neighborhood truly special. The community features private access to Sweetwater Beach on Lake Brantley, where residents can enjoy a lakeside park, sandy beach area, and opportunities for boating, water skiing, sailing, kayaking, and fishing. The neighborhood also comes with multiple recreational facilities including tennis courts, pickleball courts, sand volleyball, playgrounds, and a community center that hosts events and gatherings throughout the year. Just nearby, Riverbend Park provides additional outdoor recreation with access to the Wekiva River, sports fields, kayaking and canoeing launches, fishing spots, and scenic nature trails. The home is also located within the boundaries of highly regarded schools, including Sabal Point Elementary, Rock Lake Middle School, and Lake Brantley High School.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
116 WINDMILL WAY, LONGWOOD, FL 32750
$619,00016 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
Elementary School: Altamonte Elementary
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)
604 E CHURCH AVE, LONGWOOD, FL 32750
$210,00073 Days on yellowkey MLS ID: O6379948
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! SELLER IS ACCEPTING BACKUP OFFERS* 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)
1192 LAMBERT LN., LONGWOOD, FL 32750
$360,00016 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
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)
123 E CUMBERLAND CIR, LONGWOOD, FL 32779
$489,00045 Days on yellowkey MLS ID: O6388028
1 Days Off yellowkey (back on 3/10/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1654 Built: 1977Monthly Fee: $23 Tax: $3,396 (2025)Community: Wekiva Hunt Club 3 Fox Hunt Sec 3Single Family
Taxes:$3,396
Remarks: If your summer plans include pool days, hosting around your kitchen island, and evening outdoors, this is the home for you! This 4-bedroom, 2-bathroom pool home with a dedicated office, sits in the well-established Wekiva Hunt Club of Longwood, FL where tree-lined streets, active recreation, and a strong sense of community define everyday life. - From the moment you step inside, you’ll fall in love with the open living and dining spaces that give way to a beautifully updated kitchen with quartz countertops, stainless steel appliances, and an oversized eat-in counter that naturally brings everyone together during meals and gatherings. - Wood-like plank flooring runs throughout the shared spaces of the home, creating a clean and luxurious feel. A flexible office offers the perfect space to work from home, study, or simply enjoy your personal space while overlooking an inviting backyard. - Step outside and enjoy your own private retreat, featuring a covered patio, a private pool, and plenty of yard space that creates the ideal setting for relaxing weekends and a place to enjoy the outdoors. - What truly sets this home apart from the rest is the investment into major improvements. The home features over $80,000 in upgrades, including new windows (2025), roof and gutters (2021), updated flooring (2020), kitchen updates (2020), and so much more! - Living in Wekiva Hunt Club means you also get access to one of Central Florida’s most amenity-rich communities. Residents can enjoy over 25 miles of internal walking and biking trails, seven parks for recreation with everything from tennis and pickleball courts, baseball and soccer fields, playgrounds, picnic areas, and the Wekiva Golf Club. - Orlando International Airport and Theme Parks all less than 45 minutes away, and Florida’s east coast beaches can be reached in just over an hour. This is a home that makes everyday living easier and weekends something to look forward to. Schedule your private showing today to experience it yourself person!
Listing is courtesy of: EXP REALTY LLC (407-392-1800)
Listing Agent: Arturo Matamoros (407-928-5889)
111 ESSEX DR, LONGWOOD, FL 32779
$527,0003 Days on yellowkey MLS ID: S5147985
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1920 Built: 1978Monthly Fee: $23 Tax: $5,475 (2024)Community: Wekiva Hunt Club 2 Fox Hunt Sec 2Spa: NoSingle Family
Taxes:$5,475
Remarks: Set within a highly desirable Longwood community, this 4-bedroom, 2-bath pool home offers a blend of comfort, thoughtful updates, and a lifestyle centered around both convenience and the outdoors. Inside, the layout is designed with intention. A split-bedroom floor plan creates separation and privacy, while the main living areas feel open and connected under vaulted ceilings with plenty of natural light. Recent improvements—including new flooring, fresh interior paint, and updated appliances—give the home a clean, modern feel from the start. The living space extends effortlessly outdoors, where a screened-in pool and patio create the perfect setting for relaxing afternoons or hosting friends. Native Florida landscaping surrounds the home, providing a beautiful, low-maintenance environment that fits seamlessly with the natural surroundings. The fully fenced backyard, along with an open easement behind the property, adds an extra sense of space and privacy. Practical features set this home apart, including an oversized 2-car garage with ample extra space, perfect for a workshop, additional storage, or hobby area., and a generator hookup already in place for added peace of mind. Beyond the home itself, the location truly stands out. You’re just minutes from Wekiva Springs State Park, known for its crystal-clear springs, kayaking, and scenic trails. The neighborhood also offers its own parks and walking paths, making it easy to enjoy the outdoors right at home. Plus, Wekiva Elementary—one of the area’s most sought-after schools—is just a short walk away. With easy access to shopping, dining, and major commuter routes, this home offers a well-rounded lifestyle in a location that continues to be in high demand.
Listing is courtesy of: LAROCQUE & CO., REALTORS (321-631-3715)
Listing Agent: Melissa Berge (321-501-1612)
148 SUNSET DR, LONGWOOD, FL 32750
$332,5003 Days on yellowkey MLS ID: O6399766
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2139 Built: 1975 Tax: $2,545 (2024)Community: Shadow HillSpa: NoSingle Family
Taxes:$2,545
Remarks: Investor Special in Seminole County – Solid Rental with High Upside. Welcome to this well-maintained concrete block single-family home offering a great blend of comfort, location, and long-term potential in one of Seminole County’s most desirable areas. This 3-bedroom, 3-bathroom home sits on a generous 0.23-acre lot and features a private pool with a tranquil lake view—perfect for enjoying Florida living year-round. Inside, you’ll find abundant natural light, ceiling fans throughout, and functional living spaces that flow seamlessly to the outdoors. Screen doors open to a covered patio and pool deck, creating an ideal setup for relaxing or entertaining. The outdoor space is thoughtfully enhanced with a backyard fireplace, a newer fence for added privacy, and a storage shed that provides additional space for tools and equipment—making it both functional and inviting. The home also includes a 2-car attached garage, a spacious yard, and a solid concrete block foundation, offering peace of mind and flexibility for future updates, if desired. Conveniently located near parks, trails, shopping centers, schools, and local attractions, with easy access to Lake Mary, Altamonte Springs, and the greater Orlando area. The surrounding market is known for strong rental demand and long-term stability, making this an excellent option for both homeowners and investors alike. Additionally, the property is just a short drive from Orlando Sanford International Airport and Orlando International Airport, adding convenience for commuters, travelers, and relocating buyers.
Listing is courtesy of: YOUR HOME SOLD GUARANTEED REALTY (407-566-2555)
Listing Agent: David Sheehan (321-945-1480)
354 W HORNBEAM DR, LONGWOOD, FL 32779
$589,0003 Days on yellowkey MLS ID: O6399672
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2162 Built: 1977Monthly Fee: $54 Tax: $5,966 (2025)Community: Sabal PointSpa: NoSingle Family
Taxes:$5,966
Remarks: Come and see this beautiful 4 bedroom, 2 bathroom + office home within close proximity to Sabal Point Elementary School. This ranch style home features luxury vinyl flooring throughout, solid surface kitchen counters, stainless steel appliances, vaulted ceilings, skylights in kitchen and family room, indoor laundry room, plantation shutters on front bay windows, and a wood burning fireplace. There is a large, side entry, two-car garage and wide driveway. The large backyard has a wood privacy fence, open pool and gazebo. Relax on your screen porch after a long days activities. The home is located within the Sabal Point commuinity, which contains about 550 homes spread over 80-acres.
Listing is courtesy of: GREEN AVENUE REAL ESTATE LLC (404-610-1971)
Listing Agent: Julie Hamilton (407-739-6559)
208 ORANGE RIDGE CIR, LONGWOOD, FL 32779
$759,9006 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
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. More pictures coming soon. 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)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.