Location: Longwood
Do Not Show Listings
821 RAVEN AVE, LONGWOOD, FL 32750
$369,00049 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,586
Elementary School: Highlands Elementary
High School: Winter Springs High
Tax Year: 2024
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)
1741 ALVARADO CT, LONGWOOD, FL 32779
$1,100,00013 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
Tax Year: 2025
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)
219 NOB HILL CIR, LONGWOOD, FL 32779
$599,75033 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
High School: Lake Brantley High
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)
603 N SWEETWATER BLVD, LONGWOOD, FL 32779
$549,90011 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
Elementary School: Sabal Point Elementary
Middle School: Rock Lake Middle
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
$799,00060 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
$669,90025 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
$619,00018 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
High School: Lyman High
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
$210,00075 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)
123 E CUMBERLAND CIR, LONGWOOD, FL 32779
$489,00047 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
Elementary School: Wekiva Elementary
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
$527,0005 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
$332,5005 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
Elementary School: Woodlands Elementary
High School: Lake Mary High
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
$589,0005 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)
342 COBLE DR, LONGWOOD, FL 32779
$545,00077 Days on yellowkey MLS ID: O6379074
REDUCED by $3,000 (0.5%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2596 Built: 1978Monthly Fee: $23 Tax: $2,766 (2024)Community: Wekiva Hills Sec 04Spa: NoSingle Family
Taxes:$2,766
Remarks: One or more photo(s) has been virtually staged. Welcome to your own private poolside oasis in the heart of Wekiva Hills! This stunning POOL home delivers immediate wow-factor with soaring ceilings, skylights flooding the interior in natural light, and a dramatic stone fireplace that anchors the living area with warmth and charm. The formal dining room overlooks the living room, creating the perfect backdrop for memorable dinners and effortless entertaining. The beautifully updated kitchen blends style and function with modern finishes, a spacious walk-in pantry, and a bright, cheerful breakfast nook. Upstairs, the airy primary suite feels like a retreat—complete with additional skylights, a versatile sitting area, generous closet space, and an updated ensuite bath. Step outside and the magic continues. A delightful screened patio opens to your sparkling private pool surrounded by lush landscaping. A private rear gate leads directly to a serene walking trail—ideal for morning strolls, evening unwinding, or simply enjoying nature right from your backyard. Roof 2016. AC 2020. Electrical 2024. Pool equipment 2023. New Flooring 2023. Kitchen fully remodeled 2016. Fence installed 2023. Conveniently located near Wekiwa State Park’s natural springs, hiking trails and the popular Wekiva Island ideal for kayaking and paddelboarding. With thoughtful updates, open design, and peaceful setting, this Wekiva Hills gem offers serenity for years to come. Schedule a private tour and see for yourself.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Veronica Parker (407-718-6983)
1870 CROWLEY CIR E, LONGWOOD, FL 32779
$625,00070 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
Middle School: Markham Woods Middle
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
$1,395,00042 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)
157 HARROGATE CT, LONGWOOD, FL 32779
$525,00069 Days on yellowkey MLS ID: O6379020
0 Days Off yellowkey (back on 3/23/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2111 Built: 1978Monthly Fee: $22 Tax: $2,469 (2024)Community: Wekiva Club Estates Sec 04Single Family
Taxes:$2,469
Remarks: Under contract-accepting backup offers. This 4-bed home in Wekiva Club Estates delivers a spacious layout, a resurfaced pool, and updates throughout — including roof, windows, kitchen, and more — all in Longwood’s beloved Wekiva community. Welcome to 157 Harrogate Court, a 4 bedroom, 2 bathroom pool home offering over 2,100 square feet of living space on a spacious 0.34 acre lot in the desirable Wekiva Club Estates section of the Community of Wekiva. Zoned for highly rated Wekiva Elementary and Lake Brantley High, this home boasts recent upgrades including a new roof and windows (2024), refinished kitchen (2024), and added attic insulation. The private pool was resurfaced in 2022, with screen enclosure updates in 2020 and 2024. PVC Partially fencing with a double gate was installed in 2025. Inside, you're welcomed by a spacious foyer leading to formal dining and living areas. The layout flows through the kitchen into the cozy family room, which opens to the screened patio and backyard pool oasis. The split plan offers privacy: the primary suite with ensuite bath and walk-in closet is located off the kitchen, while bedrooms 2 through 4 and the second full bath are on the opposite wing. A dedicated laundry room sits just off the kitchen for added convenience. Enjoy unbeatable proximity to Wekiva Golf Club, Wekiva Island, and Wekiva Springs State Park—perfect for outdoor enthusiasts! Zoned for top-rated Seminole County schools and close to Publix, local parks, dining, and shopping, this home offers the ideal blend of lifestyle and location. Plus, as part of the Wekiva community, you'll have access to two beautiful parks, a community center, and 26 miles of walking trails, all surrounding the Wekiva Golf Course. Don’t miss your chance to live in one of Central Florida’s most desirable neighborhoods! This home blends updates, layout, and location — and it’s ready for its next chapter.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
136 GLENDALE DR, LONGWOOD, FL 32750
$350,00010 Days on yellowkey MLS ID: O6398306
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2616 Built: 1973Monthly Fee: $6 Tax: $1,633 (2024)Community: Winsor ManorSingle Family
Taxes:$1,633
Remarks: Opportunity knocks with this investor’s dream “Diamond in the Rough”—priced to reflect its incredible potential and ready for your vision. With a current Zestimate of $521,700 (as of 4/8/26), this 4-bedroom, 3-bath home offers the kind of upside savvy buyers are always searching for. Situated on a desirable corner lot, the property features a 2-car garage, cozy fireplace, inside utility room, and a spacious enclosed rear patio—providing a solid foundation for renovation or rental income potential. Recent improvements like a new driveway and sidewalk add immediate curb appeal, while the generous layout opens the door to countless value-add possibilities. Location is a standout here—just minutes to I-4, SR 434 shopping and dining, and the popular Seminole-Wekiva Trail, making this an attractive option for future occupants or tenants alike. This property is being sold AS-IS, with no utilities or inspection contingencies provided by the seller. Buyers are strongly encouraged to submit proof of funds, and use of the attached escalation addendum is highly recommended in this competitive offering. Don’t miss your chance to transform this hidden gem into something truly special—all offers will be reviewed no later than Tuesday, April 21st.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: John Muccigrosso, Pa (407-234-6330)
322 N SHADOWBAY BLVD, LONGWOOD, FL 32779
$499,900431 Days on yellowkey MLS ID: O6280309
REDUCED by $25,100 (4.8%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1599 Built: 1993 Tax: $2,326 (2024)Community: Lake Vista At ShadowbaySpa: NoSingle Family
Taxes:$2,326
Remarks: Welcome to Lake Vista at Shadowbay - No HOA and No Restrictions! This beautiful and well-maintained home features three charming bedrooms, two full bathrooms, and a spacious 2-car garage, 1,599 sq. ft. of living space, the home boasts an open and airy floor plan filled with natural light, vaulted ceilings, and a stylish combination of rich solid wood floors and tile throughout. Unique architectural details and built-in niches add warmth and character. Enjoy both formal and informal living spaces, including an elegant dining room, a comfortable living room, and additional flexible living areas that flow seamlessly together, ideal for everyday living or entertaining. Step outside to your tranquil, oversized screened-in patio featuring vaulted ceilings, two wood ceiling fans with remotes, and plenty of room for outdoor gatherings. Relax with serene views of the pond and wooded conservation area, perfect for peaceful moments or entertaining guests in a private, natural setting. Located in the highly sought-after Shadowbay community, you will enjoy access to Ski Lake Brantley and exclusive amenities including a private gated beach, fishing area, picnic space, boat ramp, tennis court, basketball court, and more. This is a prime location just minutes from I-4 and Seminole County schools, walking distance to the elementary school. UPDATES include: New HVAC (2022), New plumbing (2022), Updated electrical (2022), Tankless water heater (2022), Roof (2013), New front covered porch and oversized back patio (2022), and a fenced backyard for added K-9 run and for privacy (2022). This is a must-see property! Make this fantastic house your home today! Contact the listing agent for details on buyer incentives.
Listing Agent: Diane Melody Goglas (407-690-1959)
1000 CROOKED OAK COURT, LONGWOOD, FL 32779
$619,90069 Days on yellowkey MLS ID: O6378220
REDUCED by $20,000 (3.1%) on 04/14/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2808 Built: 1974Monthly Fee: $54 Tax: $6,597 (2024)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$6,597
Remarks: One or more photo(s) has been virtually staged. Sweetwater Oaks!! Outstanding 4BD 3 FULL Baths! Tropical Pool. Open concept, single-story home with plenty of natural light. Large, Bright, & Beautiful Kitchen with Stainless steel appliances and an eat-in nook. New Flooring in 3 bedrooms (2026), New Roof (Dec 2025), New Pool pump (2024), New AC Compressor (2024).Pool Resurfaced (2019). Laminate & Tile flooring throughout. Superb Family Room with Fireplace. Oversized Living & Spacious Dining Room! Corner lot on over 1/2 acre. On a quiet double cul-de-sac. Large fenced backyard, move-in ready. Enjoy the Sweetwater Oaks amenities, with included access to Lake Brantley. "Owners will be replacing the carpet with porcelain tile." regarding the tile replacement starting next Friday. Great Seminole County schools!! Hurry! Won't last!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Caroline Moffitt Lawton (407-670-9797)
393 WEKIVA COVE RD, LONGWOOD, FL 32779
$520,00010 Days on yellowkey MLS ID: O6398012
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2002 Built: 1981Monthly Fee: $89 Tax: $4,440 (2025)Community: Wekiva CoveSpa: NoSingle Family
Taxes:$4,440
Remarks: Under contract-accepting backup offers. If you’ve been craving space, privacy, and a home that feels worlds away from the city without actually leaving it.. this Wekiva Cove pool home delivers. Set beneath a canopy of mature trees in one of Longwood’s most beloved, nature-centered communities, this 4-bedroom, 2-bath home offers a rare blend of warmth, functionality, and peaceful surroundings. Inside, you’ll find a thoughtfully designed layout with formal living and dining rooms, complemented by a spacious family room with soaring vaulted ceilings and a fireplace that creates an inviting, comfortable gathering space. The kitchen is both stylish and practical, featuring granite countertops, NEWER stainless steel appliances, and easy flow into the main living areas—perfect for everyday living and entertaining. Throughout the home, porcelain tile and rich wood flooring pair beautifully with a neutral color palette, creating a clean, timeless look that feels instantly welcoming. Notable updates include - brand new water heater 2026, solar pool heating 2024, pool cage and screen renovation plus new fence 2024 The primary suite offers something truly special: a private office or den, ideal for working from home, unwinding, or creating a quiet retreat within your own space. Secondary bedrooms are well-sized, and a large laundry room adds everyday convenience. Step outside and you’ll understand what makes this home stand out. The oversized screened-in pool becomes your personal oasis, surrounded by lush landscaping and complete with a covered deck for relaxing or hosting. The fully fenced backyard provides both privacy and room to enjoy the outdoors year-round. Located near Wekiva Springs, Sweetwater Golf & Country Club, and just minutes from major roadways, shopping, and dining, this home offers the best of both worlds—peaceful, tucked-away living with easy access to everything you need. This isn’t just a place to live-it’s a place to slow down, spread out, and truly feel at home.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Miranda Earnest (321-624-0287)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.