Location: Longwood
Do Not Show Listings
248 CAMBRIDGE DR, LONGWOOD, FL 32779
$505,00082 Days on yellowkey MLS ID: V4947109
REDUCED by $15,000 (2.9%) on 04/19/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2001 Built: 1976Monthly Fee: $23 Tax: $384 (2024)Community: Wekiva Hunt Club 3 Fox Hunt Sec 3Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$384
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Price Improvement – Now $505,000! Low HOA Move-in ready pool home in an established Longwood neighborhood with timeless brick-front curb appeal and generously sized rooms throughout. Versatile floor plan offers expansive living spaces ideal for gathering or everyday comfort. Just off the kitchen, a built-in dual desk workspace provides the perfect spot for organization or creative projects. Updated bathrooms add a fresh, modern touch. Step outside to your private pool with flagstone surround, shaded wood pergola, and large fully fenced backyard for relaxing or entertaining. A private rear gate provides direct access to a peaceful nature trail - ideal for enjoying fresh air or unwinding at the end of the day. Ample storage and functional layout. Convenient to parks, trails, shopping, dining, and major roadways. Zoned for Seminole County schools. All information is intended to be accurate but cannot be guaranteed. Buyers and agents to perform due diligence.
Listing is courtesy of: ADAMS, CAMERON & CO., REALTORS (386-673-2100)
Listing Agent: Ashlee Selman (386-214-1466)
1446 VIVALDI PL, LONGWOOD, FL 32779
$849,90099 Days on yellowkey MLS ID: A4678437
REDUCED by $5,100 (0.6%) on 04/15/2026
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
Tax Year: 2025
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)
2681 AZALEA DR, LONGWOOD, FL 32779
$345,00015 Days on yellowkey MLS ID: O6398193
1 Days Off yellowkey (back on 4/19/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1399 Built: 1971 Tax: $3,791 (2024)Community: Lake Brantley Isles 2Nd AddSingle Family
Taxes:$3,791
Remarks: Under contract-accepting backup offers. Welcome to your springtime retreat in the desirable Lake Brantley area! Nestled on a generous quarter-acre lot, this charming 3-bedroom, 2-bath home offers a wonderful blend of comfort, functionality, and opportunity—enhanced by a $5,000 seller concession toward a buyer’s rate buydown, closing costs, or prepaid items with an accepted offer. As the season of renewal unfolds, step inside to a welcoming layout that seamlessly connects the living, dining, and kitchen areas—creating an ideal setting for both everyday living and effortless entertaining. Whether hosting spring gatherings or enjoying a quiet morning at home, the space offers versatility to fit your lifestyle. The private primary suite provides a peaceful retreat, complete with an en-suite bath, while two additional bedrooms offer flexibility for guests, a home office, or creative pursuits. Outdoors, the expansive backyard invites you to embrace the beauty of the season—perfect for weekend barbecues, gardening, or simply relaxing under the open sky. A detached shed adds valuable storage or workspace options. Residents have the option to join the Lake Brantley Association, providing access to boating, fishing, and outdoor recreation—ideal for enjoying Florida’s year-round sunshine. Conveniently located near shopping, dining, and major roadways, this home offers both accessibility and a welcoming neighborhood feel. Discover a home where every season brings new possibilities—starting this spring.
Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)
Listing Agent: Natalie Rosario (407-468-7465)
200 COLONIAL LN, LONGWOOD, FL 32750
$500,00010 Days on yellowkey MLS ID: O6396172
2 Days Off yellowkey (back on 4/19/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1998 Built: 1988 Tax: $3,497 (2025)Community: Sanlando Spgs Lake Oaks SecSingle Family
Taxes:$3,497
Elementary School: Altamonte Elementary
High School: Lyman High
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Situated on a spacious corner lot in Longwood with no HOA, this well-maintained 4-bedroom, 2-bath home offers a functional layout, thoughtful updates, and easy access to major routes and downtown Orlando. Natural light fills the interior through large windows and skylights, highlighting vaulted ceilings and updated flooring throughout the main living areas. The upgraded kitchen features granite countertops, new appliances, and abundant cabinetry, with an adjacent dining area suited for both everyday use and entertaining. The living room centers around an updated double-sided wood-burning fireplace, creating a warm connection between the main spaces. The primary suite includes an en-suite bath and a fitted walk-in closet, while the guest bathroom has been fully updated with modern finishes. Recent improvements include a brand-new AC system in 2025 and a roof replaced in 2020. The screened-in porch extends the living space outdoors, leading to a fenced backyard with white vinyl fencing, a paver patio and walkway, and a dedicated fire pit area. The yard has been refreshed, offering both curb appeal and usability. Located less than a mile from I-4, this property provides convenient access to downtown, shopping, dining, and everyday essentials while offering the flexibility of no HOA living.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: David Plasencia, Llc (407-579-9369)
115 RED BAY DR, LONGWOOD, FL 32779
$659,0009 Days on yellowkey MLS ID: O6399635
1 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2683 Built: 1978Monthly Fee: $229 Tax: $4,734 (2025)Community: Springs TheSingle Family
Taxes:$4,734
Elementary School: Sabal Point Elementary
Remarks: Experience the pinnacle of "at home with nature" living in this spacious and updated residence within The Springs, Longwood’s premier guard-gated enclave. Known for its private crystal-clear natural spring, sandy beach, and equestrian stables, this community offers a resort lifestyle nestled under a canopy of ancient oaks. PRICED TO SELL, meticulously maintained, and MOVE-IN Ready, this beautiful home offers the rare combination of timeless style, thoughtful updates, and an inviting indoor-outdoor lifestyle. A spacious split floor plan unfolds with natural light, hardwood floors, crown molding, vaulted ceilings, and elegant living, family, and dining spaces designed for both everyday comfort and effortless entertaining. The kitchen features a prep area and coffee/wet bar, while two fireplaces, a sunroom, a courtyard, and an open patio with pergola create warm, memorable gathering spaces throughout the home. The private primary suite includes a walk-in closet and walk-in shower, and the fenced backyard with no rear neighbors enhances the sense of peace and privacy. Double driveways, a side-entry garage, mature landscaping, and a recently painted interior complete the home’s polished presentation. Major 2023 improvements include a new roof, new appliances, new water heater, and water purification system, offering confidence and value from day one. This is a rare opportunity to own a pristine, updated home in one of Longwood’s most desirable gated communities. CALL TODAY to schedule your private Showing.
Listing Agent: Doug Woehr, Pa (407-647-1211)
130 LEMON LN, LONGWOOD, FL 32750
$394,90010 Days on yellowkey MLS ID: O6399585
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1628 Built: 1977 Tax: $2,670 (2025)Community: Lake Searcy ShoresSingle Family
Taxes:$2,670
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: Under contract-accepting backup offers. SUNLIT COMFORT & STYLE! Step inside this beautifully updated 3-bedroom, 2-bath home in Longwood Groves with no HOA and instantly feel the warmth of natural light streaming through full-length double-pane windows. The open layout seamlessly connects the living, dining, and kitchen spaces, all enhanced by wood-style plank flooring and upgraded finishes throughout. The enclosed Florida room, complete with its own new mini split AC (2026), offers the perfect year-round retreat overlooking the fenced backyard and mature landscaping. Additional features include a newer roof (2021), newer windows and slider, granite countertops, wood laminate flooring, renovated baths, extra closet space, and MORE! This home is as functional as it is inviting. Conveniently located just minutes from Historic Downtown Longwood, Reiter Park, shopping, dining, and major roads to all area attractions. This lovely home offers the perfect blend of comfort, convenience, and character. Great opportunity! Come see how easily it feels like home. Call today to schedule your private showing.
2 HUDSON CV, LONGWOOD, FL 32750
$544,00024 Days on yellowkey MLS ID: O6395131
REDUCED by $5,000 (0.9%) on 04/15/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1913 Built: 1974Monthly Fee: $25 Tax: $2,399 (2024)Community: Sleepy Hollow 1St AddSpa: NoSingle Family
Taxes:$2,399
Remarks: Tucked at the end of a quiet cul-de-sac in the established Sleepy Hollow community, this fully renovated 4-bedroom, 2-bath home sits on an oversized ~0.40 acre lot in the heart of Longwood. With mature surroundings and a little extra breathing room between homes, it offers a setting that’s getting harder to find—while still being just minutes from I-4 and SR 434 for an easy commute. Inside, the home has been completely refreshed with new LVP flooring throughout and a beautifully updated kitchen featuring quartz countertops, a tiled backsplash, brand-new appliances, and brass-toned hardware for a clean, modern finish. The layout offers both living and dining spaces, with French doors from the dining room opening out to a spacious screened porch. The primary suite is filled with natural light, has its own access to the porch, and features a fully remodeled ensuite with a large tiled shower. A separate family room with a wood-burning fireplace provides a second living area and also connects to the porch, creating an easy flow for everyday living or entertaining. The screened porch (approx. 36x10) overlooks a private open-air pool and backyard, with a convenient pool bath that also serves the additional bedrooms—all of which have been updated. Additional highlights include a new roof (in progress) and fresh exterior paint on the stucco, while the original brick has been preserved for added character.
Listing is courtesy of: LEGACY REALTY & BROKERS LLC (407-887-7779)
Listing Agent: Skip Juma (206-349-7547)
330 MARJORIE BLVD, LONGWOOD, FL 32750
$357,00015 Days on yellowkey MLS ID: O6398106
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1375 Built: 1972 Tax: $984 (2024)Community: Longwood ParkSingle Family
Taxes:$984
Remarks: One or more photo(s) has been virtually staged. Introducing 330 Marjorie Boulevard in Longwood — a stunning, fully renovated home that is truly a gem! This beautiful 3-bedroom, 2-bathroom property offers modern upgrades, thoughtful design, and a warm, inviting atmosphere in one of Longwood’s most desirable, nature-filled communities. As you step inside, you’re welcomed by a spacious open floor plan enhanced by recessed lighting and abundant natural light. The brand-new kitchen is a chef’s dream, featuring sparkling quartz countertops, sleek cabinetry, and new stainless steel appliances—perfect for both everyday living and entertaining. Luxury vinyl flooring runs seamlessly throughout the entire home, adding a modern and elegant touch. The primary suite is a private retreat, complete with sliding glass doors leading to the backyard, two spacious built-in closets, and a beautifully appointed en-suite bathroom. This home offers true peace of mind with major upgrades including a new roof, water heater, AC system, and electrical panel & a new well pump. Every room is also equipped with energy-efficient, remote-control ceiling fans for added comfort. The oversized garage is a rare find, with space for up to three vehicles and additional storage. Outside, enjoy a generously sized backyard featuring a fully cemented, covered gazebo with a finished ceiling—perfect for entertaining, relaxing, or enjoying Florida’s outdoor lifestyle. Surrounded by lush greenery, this property is located in a quiet, forest-like community rich in natural beauty. The home has been freshly painted inside and out, showcasing its modern appeal, and features a long driveway for ample parking. Conveniently located near top-rated Seminole County schools, including Longwood Elementary School, Milwee Middle School, and Lyman High School this home is ideal for families. It also offers excellent accessibility—just minutes from I-4, making commuting a breeze. You’re approximately 10 minutes from historic downtown Longwood, where you can enjoy local dining, shopping, and community events. Major highways and roadways are easily accessible, providing quick connections throughout Central Florida. With no HOA restrictions and a prime location near schools, shopping, and major routes, this home offers the perfect blend of comfort, style, and convenience. Don’t miss your opportunity to own this exceptional property—schedule your showing today!
Listing is courtesy of: NETWORTH REALTY OF ORLANDO, LLC (321-329-3127)
Listing Agent: Wendy Aldana Llc (510-316-6968)
147 SANDALWOOD WAY, LONGWOOD, FL 32750
$349,00027 Days on yellowkey MLS ID: O6388990
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1558 Built: 1978 Tax: $3,982 (2024)Community: SandalwoodSingle Family
Taxes:$3,982
Elementary School: Woodlands Elementary
Remarks: SELLER WILL CONSIDER CONCESSIONS!! Discover the possibilities at 147 Sandalwood Way with a unique opportunity to own a 3-bedroom, 2-bath home plus a garage efficiency, all with NO HOA. **This house qualifies for a REDUCED RATE through the seller’s preferred lender. This is a lender-paid rate buydown to help reduce your monthly payment and/or closing costs.** Situated on a fully fenced 1/4-acre lot, this property is priced with its future potential in mind and is ready for your personal vision to truly make it shine. Inside, the home offers a split floor plan with cozy, functional living spaces. The family room flows directly into the kitchen, where you’ll find granite countertops, a small island, and ample cabinet space. The dining area was converted from the original porch, and an additional enclosed porch was added to create extra living space and flexibility. A portion of the garage has been converted into an efficiency with it's own entry access, giving you space to use as an additional room, office, or income potential. It includes a bathroom with a shower stall and a small kitchenette, all under central air. While it is not counted in heated square footage, it brings the total usable space to just under 2,000 square feet. If you’d prefer a traditional garage, the space can very easily be converted back. Major systems have already been addressed, with the roof and HVAC updated in 2013, and the plumbing and electrical systems up to code. A pre-inspection has been completed, and the home is expected to pass a 4-point inspection, adding peace of mind. Step outside to an oversized lot with no rear neighbors, backing up to a serene conservation area for added privacy. Located adjacent to Sandalwood Park, with a playground and basketball courts, you’ll enjoy easy access to recreation while still having a quiet, low-traffic setting. Built with durable concrete block construction and located in a highly rated Seminole County school district, this property offers solid bones in a prime location. Enjoy quick access to shopping, dining, and major highways, all while living in a neighborhood known for its charm and convenience. Bring your vision and cosmetic updates to make this home your own!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Melissa Maggio (407-592-5352)
1040 ARDEN ST, LONGWOOD, FL 32750
$444,995205 Days on yellowkey MLS ID: O6349085
REDUCED by $4,905 (1.1%) on 04/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2374 Built: 1967 Tax: $1,954 (2024)Community: Sanlando SpgsSingle Family
Taxes:$1,954
Middle School: Milwee Middle
Remarks: One or more photo(s) has been virtually staged. If no HOA and outdoor space is what you are looking for, look no further! This spacious ranch-style home is located on a large lot with plenty of room for all of your toys. Inside, this home has 4 bedrooms (potential for 5) and 2 bathrooms. The main living room leads to a large dining area, an updated, bright and airy kitchen, and a large family room with a brick fireplace overlooking the expansive back yard. The interior laundry room leads to a two-car garage, a secluded 4th bedroom, and an additional flex room that would be perfect for a secluded home office or home gym. Outside, there is room for cars, boats, rv's, or whatever you need. The asphalt parking pad/sport court behind the double-gate privacy fence has a metal carport canopy for vehicles or a covered entertainment space. This home has a country feel right in the city, with no HOA. Come see it today!
Listing is courtesy of: CARLISLE REALTY, LLC (407-557-4024)
Listing Agent: James Rouadi (407-557-4024)
307 COBLE DR, LONGWOOD, FL 32779
$475,00066 Days on yellowkey MLS ID: O6380947
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1987 Built: 1978Monthly Fee: $23 Tax: $5,763 (2024)Community: Wekiva Hills Sec 04Single Family
Taxes:$5,763
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: Some homes just feel right the moment you walk in… and 307 Coble Drive is one of them. Natural light pours through the living spaces, creating a warm and inviting atmosphere that instantly feels like home. The layout flows effortlessly—giving you the perfect balance of open gathering areas and private spaces to unwind. At the heart of the home, the kitchen connects seamlessly to the main living area, making everyday living easy and entertaining even better. Whether it’s a quiet morning coffee or hosting friends and family, this space was designed for real life. The primary suite offers a comfortable retreat—ideal for recharging at the end of the day—while the additional bedrooms provide flexibility for guests, a home office, or growing needs. Step outside and you’ll find a backyard with room to relax, entertain, or simply enjoy the Florida lifestyle. It’s the kind of space where weekends feel slower and evenings last a little longer. Located in the heart of Longwood, you’re surrounded by established neighborhoods, mature trees, and convenient access to everything Central Florida has to offer—from daily essentials to major roadways that make commuting simple. Enjoy unbeatable proximity to Wekiva Golf Club, Wekiva Island, and Wekiva Springs State Park, ideal for outdoor enthusiasts. Zoned for top rated Seminole County schools and conveniently close to Publix, local parks, dining, and shopping, this home offers an exceptional balance of lifestyle and location. As part of the Wekiva community, residents enjoy access to two parks, a community center, and 26 miles of walking trails surrounding the private Wekiva Golf Course. This home is ready for its next chapter. This home presents a unique opportunity to move into a desirable area and make it your own! If you’ve been waiting for a home that offers comfort, location, and potential… this is one you don’t want to miss.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
601 FOX VALLEY DR, LONGWOOD, FL 32779
$554,80029 Days on yellowkey MLS ID: O6394368
0 Days Off yellowkey (back on 4/18/2026)
REDUCED by $13,200 (2.3%) on 04/13/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 1974Monthly Fee: $54 Tax: $2,374 (2025)Community: Sweetwater Oaks Sec 06Single Family
Taxes:$2,374
Remarks: Under contract-accepting backup offers. Welcome to 601 Fox Valley Drive & & PLEASE VIEW THE DIGITAL WALK THRU VIDEO. This much loved home is ideally situated on a wide, tree-lined street in the highly sought-after Sweetwater Oaks community. Nestled on a lush, oversized fenced corner homesite with abundant native landscaping, this .41 acre property offers exceptional privacy and curb appeal. This handsome 4-bedroom, 2-bath pool home features an oversized garage and a wide brick-paver driveway, providing ample parking and storage. Designed with both comfort and functionality in mind, the home offers two inviting front entrances connected by charming brick-paver walkways. A covered front porch entry leads directly to the utility room and kitchen, while the formal entry opens to a tiled foyer that flows seamlessly into the living room, complete with vaulted ceilings and French doors leading to the pool and covered lanai. The foyer also connects to a cozy family room with a corner wood-burning fireplace w/ sliders accessing the porch the rear porch. The beautiful dining room has crown molding & wood floors.—each space features rich wood flooring and elegant plantation shutters. The thoughtfully designed floorplan provides a natural flow ideal for both everyday living and entertaining. The updated island kitchen is a standout, showcasing granite countertops, abundant cabinetry, tile backsplash, under-cabinet lighting, and stainless steel appliances. Enjoy flexible dining options with breakfast nook, formal dining room, or the expansive screened lanai accessible thru glass sliders from kitchen—perfect for morning coffee while overlooking the pool & serene natural views. Step outside to your private backyard retreat, featuring a pool with long lasting Pebble Tec finish + a deep end for diving invites endless fun and relaxation. The bedroom wing is conveniently located off the kitchen, offering four spacious bedrooms and a large hall bath that also serves as a pool bath. The primary suite features an ensuite bath with a stunning oversized shower and a unique atrium-style design with a glass wall and private planting area, creating a spa-like outdoor ambiance. Additional highlights include energy-efficient windows and doors, electric service panel & breaker boxes replaced in 2026, roof replaced in Dec. 2017 & Trane A/C replaced in 2016, all baths & the rear covered porch have tile floors, and the home has plantation shutters throughout on all windows & kitchen & family room sliders. Enjoy the Low HOA dues offering the unmatched lifestyle of Sweetwater Oaks with exclusive resort style resident amenities including tennis and pickleball courts, basketball courts, playgrounds, covered pavilions, a sandy beach on Lake Brantley, sand volleyball, fishing dock, soccer and baseball fields, canoeing & kayaking on the Wekiva River, and a private boat ramp to large & skiable Lake Brantley. Conveniently located near top-rated Seminole County schools and just minutes from Altamonte Mall, hospitals, restaurants, and Wekiva Springs State Park—this home truly has it all. WELCOME HOME!!!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Rob Breese, Iii (321-436-8813)
411 N WAYMAN ST, LONGWOOD, FL 32750
$375,0008 Days on yellowkey MLS ID: O6399983
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1699 Built: 2005 Tax: $1,649 (2024)Community: Kincaid SubSingle Family
Taxes:$1,649
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully designed split floor plan home situated on an oversized 1/3-acre waterfront lot in the heart of Longwood, Florida. Built in 2005, this residence offers the feel of newer construction with the space and flexibility today’s buyers are looking for. Step inside to discover an open-concept layout featuring volume and vaulted ceilings throughout, creating a bright and airy atmosphere. The spacious living areas flow seamlessly, perfect for both everyday living and entertaining. Tile flooring runs throughout the entire home—no carpet anywhere—offering durability and easy maintenance. The kitchen is designed for gathering, complete with a breakfast bar, bay window, and dedicated dining area that fills the space with natural light. Ample cabinetry and storage throughout the home ensure everything has its place. The split-bedroom layout provides privacy and functionality, while the two-car garage adds convenience and additional storage options. Out back, the expansive waterfront yard offers endless potential. Whether you envision a pool, outdoor kitchen, garden retreat, or custom entertaining space, this property is ready for the next owner’s vision to bring it to life. Located just 0.5 miles from Reiter Park—known for weekend farmers markets, holiday events, and community gatherings—this home also enjoys proximity to excellent schools, shopping, and dining. Best of all, there are no HOA payments. Don’t miss this opportunity to own a spacious waterfront property in one of Longwood’s most desirable areas.
Listing Agent: Jeremy Mazza (407-574-9859)
821 RAVEN AVE, LONGWOOD, FL 32750
$369,00053 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
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)
603 N SWEETWATER BLVD, LONGWOOD, FL 32779
$549,90015 Days on yellowkey MLS ID: O6397281
0 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2255 Built: 1977Monthly Fee: $54 Tax: $4,372 (2024)Community: Sweetwater Oaks Sec 14Spa: NoSingle Family
Taxes:$4,372
Remarks: Under contract-accepting backup offers. Welcome to sought-after Sweetwater Oaks, a premier lakefront community offering an unmatched lifestyle in the heart of Longwood. Residents enjoy exclusive access to skiable Lake Brantley, as well as Riverbend Park with direct entry to the scenic Wekiva River—perfect for kayaking, paddleboarding, and enjoying Florida’s natural beauty. The community also features pickleball courts, a clubhouse, multiple playgrounds, and a private beach on Lake Brantley, creating the perfect blend of recreation and relaxation. This beautifully maintained, move-in ready home has been thoughtfully updated with major improvements already completed for peace of mind. Recent upgrades include a new roof (2016), new windows (2016), and a new HVAC system (2017). The home was further enhanced with fresh exterior paint in 2021, along with stylish porcelain tile flooring, updated light fixtures, and Whirlpool stainless steel appliances installed the same year. Designed with both functionality and entertaining in mind, the home features a spacious, open floor plan highlighted by a large great room that seamlessly flows out to the private pool area through wall-to-wall pocket sliding glass doors—creating the ultimate indoor-outdoor living experience. Additional recent improvements include a brand-new Rainbird irrigation system (2025), a new pool pump (2026), and fresh interior paint (2026), making this home truly turnkey for its next owner. Combining modern updates with access to one of Central Florida’s most desirable communities, this property offers the ideal opportunity to enjoy the Sweetwater Oaks lifestyle from day one.
Listing is courtesy of: SAFFORD REAL ESTATE LLC (407-461-3172)
Listing Agent: Blake Safford (407-461-3172)
116 WINDMILL WAY, LONGWOOD, FL 32750
$619,00022 Days on yellowkey MLS ID: O6396045
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3077 Built: 1973Monthly Fee: $25 Tax: $5,427 (2025)Community: Sleepy Hollow 1St AddSpa: YesSingle Family
Taxes:$5,427
Remarks: Beautiful, charming and spacious pool home on a nearly half-acre corner lot in the desirable Sleepy Hollow community of Longwood. This 4-bedroom residence offers over 3,000 square feet of living space with a functional split floor plan and generous living areas throughout. The ROOf IS NEW, only 2 years old and AC is 6 months old! The home features a beatiful pool with spa, and expansive outdoor space, perfect for entertaining, along with a large Florida room that provides additional flexible living space. Inside, you’ll find ceramic tile throughout, a welcoming family room with a stone fireplace, and a layout designed for both comfort and privacy. The primary suite includes dual closets, double vanities, and a walk-in shower. Additional highlights include a 2-car garage with extra storage and a fully fenced backyard with room for a boat or RV. Conveniently located near I-4, shopping, dining, and top-rated Seminole County schools.
Listing is courtesy of: URBAN CITY REALTY LLC (321-948-3411)
Listing Agent: Sandra Montano (321-948-3411)
1870 CROWLEY CIR E, LONGWOOD, FL 32779
$625,00074 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
High School: Lake Mary High
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
$1,395,00046 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)
1000 CROOKED OAK COURT, LONGWOOD, FL 32779
$619,90073 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 Agent: Caroline Moffitt Lawton (407-670-9797)
393 WEKIVA COVE RD, LONGWOOD, FL 32779
$520,00014 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)
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