Location: Longwood , 32750
Do Not Show Listings
107 PINEAPPLE CT, LONGWOOD, FL 32750
$432,90034 Days on yellowkey MLS ID: O6390238
REDUCED by $10,000 (2.3%) on 04/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1996 Built: 1975 Tax: $6,434 (2024)Community: Lake Searcy ShoresSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,434
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: One or more photo(s) has been virtually staged. This well-maintained property features three comfortable bedrooms and two full bathrooms, providing ample space for daily living. Recent major updates include a new HVAC system installed in 2024 and a complete roof replacement in 2023, ensuring reliable comfort and protection. Two expansive screen porches extend the living area, creating protected spaces for relaxation and entertainment throughout the seasons. These covered areas provide comfortable spots for dining or simply enjoying the surroundings. The backyard includes a swimming area fo recreation and exercise, while the outdoor firepit creates a natural gathering spot for evening conversations and warmth during cooler months. With no homeowners association restrictions, residents enjoy complete freedom in personalizing and maintaining the property according to their preferences. The established neighborhood setting creates a peaceful environment while maintaining easy access to local conveniences. Schedule your private showing today and experience all the comfort and convenience.
Listing is courtesy of: ELITE REAL ESTATE & FINANCE LLC (904-510-1608)
Listing Agent: Brice Gill (904-510-1608)
682 JOYFUL BLOSSOM PL, LONGWOOD, FL 32750
$309,50014 Days on yellowkey MLS ID: O6395303
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1284 Built: 2014Monthly Fee: $194 Tax: $3,718 (2025)Community: Hanover Pointe Replat - ReplatTownhouse
Taxes:$3,718
Elementary School: Longwood Elementary
High School: Lake Mary High
Tax Year: 2025
Middle School: Greenwood Lakes Middle
Remarks: Welcome to this 2-bedroom, 2½-bath townhome in the gated community of Hanover Pointe. This townhome offers a light and bright open floor with elevated finishes throughout. Upstairs you’ll find a generous sized guest bedrooms, guest bathrooms and laundry closet for ultimate convenience. The Primary Suite offers a beautiful trey ceiling, walk-in closet, and ensuite bathroom featuring dual vanities and an oversized tub/shower combo. Downstairs, the kitchen anchors the living space with a breakfast bar overlooking the living room, 36-inch cabinets, and stainless-steel appliances. Neutral ceramic tile flows through the kitchen, foyer, baths and laundry, while a spacious living room and open floor plan works seamlessly for entertaining. Step outside to an open-air patio overlooking a lush green space and brick privacy wall—no rear neighbors! The property also boasts a stone-paver driveway, stone exterior accents and a vibrant color palette that adds to the curb appeal. This townhome is in an unbeatable location near downtown Longwood’s restaurants and shops, the Sun Rail station, major hospitals and I-4 access, and top-rated Seminole County schools.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-585-0500)
Listing Agent: Tiffany Vazquez (407-720-7490)
553 JOHN L MICA WAY, LONGWOOD, FL 32750
$350,00048 Days on yellowkey MLS ID: O6385588
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1488 Built: 2023Monthly Fee: $164 Tax: $1,219 (2024)Community: Monterey NorthTownhouse
Taxes:$1,219
High School: Winter Springs High
Middle School: Milwee Middle
Remarks: Step into modern living in the heart of Historic Longwood! Built in 2023, this beautifully designed townhome at 553 John L. Mica Way blends contemporary comfort with the charm and convenience of one of Longwood’s most beloved districts. Clean lines, energy-efficient construction, and thoughtful finishes create a home that feels both stylish and effortless from the moment you walk in. Located just moments from Downtown Longwood, you’re perfectly positioned to enjoy the city’s vibrant local scene—farmers markets, community events, boutique shops, parks, and the SunRail station are all within easy reach. Whether you’re commuting, exploring, or savoring the neighborhood’s historic character, this address puts you right where you want to be. Inside this end unit, the open-concept layout, modern kitchen, and 3 spacious bedrooms provide a turnkey lifestyle with all the benefits of newer construction: low maintenance, smart design, and peace of mind. With its unbeatable location and fresh, contemporary feel and low monthly HOA, this townhome is an ideal fit for anyone looking to enjoy the best of Longwood living. Schedule your showing today!
Listing is courtesy of: BHHS FLORIDA REALTY (407-406-5300)
Listing Agent: Michelle Deleon (407-619-7056)
330 MARJORIE BLVD, LONGWOOD, FL 32750
$357,0005 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)
601 JOYFUL BLOSSOM PL, LONGWOOD, FL 32750
$327,00058 Days on yellowkey MLS ID: O6382698
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1369 Built: 2013Monthly Fee: $163 Tax: $3,462 (2024)Community: Hanover Pointe Rep - RepTownhouse
Taxes:$3,462
Remarks: "Rare find! Premier corner lot location, last home on a dead end street with no rear neighbors. This home is uniquely positioned with a wooded buffer on the side and a completely clear, quiet park-like view behind you. A rare opportunity to enjoy nature's beauty from your own home! With an open-concept kitchen, dining and living space , this home offers the best of both worlds: a tranquil retreat and a top-notch location.The GATED Hanover Pointe community is ideally situated in Longwood, just minutes from Lake Mary. The interior has been meticulously maintained and features UPGRADED HERRINGBONE-PATTERN CARPET on the stairs and throughout the upper level. All three bedrooms are located upstairs, including the spacious primary suite. One secondary bedroom is currently used as an office and includes built-in shelving that will remain. Newer washer and dryer are included, surround sound wiring is installed (not currently in use), and the kitchen is enhanced with new LED light fixture and stainless steel appliances, granite countertops, an under mount sink, and a side-by-side refrigerator. The HOA provides exceptional peace of mind with termite bonds, roof replacement coordination, exterior painting, and full landscaping services, along with access to the community pool and common areas. Conveniently located near I-4, 17-92, SR 434, Ronald Reagan Blvd, Lake Mary Blvd, the Cross Seminole Trail, and both the Lake Mary and Longwood SunRail stations. Zoned for Greenwood Lakes Middle School and Lake Mary High School , all SEMINOLE COUNTY Schools!. This townhome combines low-maintenance living, privacy, and an unbeatable location—truly move-in ready.
Listing is courtesy of: RED BIRD REALTY OF FLORIDA INC (407-222-8339)
Listing Agent: Marion Thacker (321-662-7550)
1386 S RIDGE LAKE CIR, LONGWOOD, FL 32750
$535,00013 Days on yellowkey MLS ID: O6383292
1 Days Off yellowkey (back on 4/9/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2263 Built: 1986Monthly Fee: $45 Tax: $5,740 (2024)Community: NorthridgeSpa: NoSingle Family
Taxes:$5,740
Elementary School: Woodlands Elementary
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. *** MULTIPLE OFFERS **** RARE FIND in the sought out Longwood community of Northridge. This show stopping POOL HOME is filled with character and thoughtful updates, offering architectural charm you don’t often see. From the moment you arrive, the curb appeal sets the tone . . . welcoming, established, and full of personality. Inside, skylights and high ceilings with exposed beams bring in natural light and warmth, while a cozy wood burning fireplace anchors the main living space. Large glass slider doors frame views of the pool and backyard, creating a seamless indoor-outdoor flow. The functional SPLIT FLOOR-PLAN offers the best of both worlds, with the primary suite privately positioned on one side and three generously sized bedrooms on the other . . . ideal for multi-generational living, guests, or flexible space needs. So many updates to appreciate. BRAND NEW KITCHEN (2026) with ceiling-height cabinetry, quartz countertops, soft-close drawers, updated lighting, and a built-in bar pantry. NEW FLOORING in the kitchen and laundry (2026), FRESH INTERIOR PAINT in the main areas, updated fixtures (2026), and a fully updated bathroom. Major systems are covered with a NEW AC (2024) and NEWER ROOF (2020). The primary suite offers direct access to the pool deck, dual vanities, pocket doors for added privacy, a large walk-in closet, and a custom walk-in shower. Step outside to your PRIVATE BACKYARD RETREAT with a LARGE SOLAR-HEATED POOL, perfect for year-round living. The secondary bathroom also offers direct pool access for added convenience. An EV-READY garage adds a modern touch. Located just minutes from Altamonte Mall and Cranes Roost Park, with easy access to Interstate 4, commuting to Downtown Orlando, Winter Park, and surrounding areas is simple and convenient. Zoned for Seminole County Public Schools. This is the kind of home that blends charm, function, and updates in a way that just feels right and is ready for its next owner to enjoy from day one.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Christine Smith (407-972-0404)
737 E CHURCH AVE #737 and 739, LONGWOOD, FL 32750
$419,000117 Days on yellowkey MLS ID: O6365251
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2542 Built: 1973 Tax: $5,240 (2024)Community: Wildmere Resurvey Of Blk 4Spa: NoApartment
Taxes:$5,240
Remarks: Income-Producing Duplex in the Heart of Longwood. Income-producing duplex ideally located in the heart of Longwood, near US Hwy 17-92 and SR-434, offering convenient access to shopping, restaurants, banks, supermarkets, SunRail, I-4, and major corridors. Built in 1973 and well-maintained, the property features two units, each offering 2 bedrooms and 2 full bathrooms. No HOA! Both units are tenant-occupied with under-market rents, providing an attractive opportunity for future rent growth. Unit 737 E Church Ave (2Bed/1.5Bath) is currently rented for $1,350/month with a lease in place through July 31, 2026, and includes a new dishwasher installed in September 2025 and an A/C replaced in February 2023. Unit 739 E Church Ave (2Bed/1.5Bath) is currently rented for $1,300/month on a month-to-month basis, and includes a new A/C installed in April 2024 and a new stove installed in July 2025. Tenants in both units are responsible for their electricity, water, cable, internet, and lawn maintenance. Excellent central location near everyday essentials, including Publix (2.5 miles, 6 minutes), CVS (1.1 miles, 5 minutes), and Starbucks (0.2 miles, 1 minute), and a variety of dining spots, local cafés, and takeout options. Distances and drive times are approximate. Don’t miss this outstanding opportunity; the location offers the perfect blend of convenience and comfort. Schedule a showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Ayesha Verma (407-639-0345)
1550 DOWNY BIRCH LN, LONGWOOD, FL 32750
$299,00024 Days on yellowkey MLS ID: O6392438
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1284 Built: 2013Monthly Fee: $194 Tax: $2,018 (2025)Community: Lot 44 Hanover Pointe Replat - Replat Pb 76 Pgs 1Townhouse
Taxes:$2,018
Remarks: Welcome to this 2/2.1 gated townhome community in Hanover Pointe, a Prime Longwood Location! With multiple homes available in the community, this one stands out for its unmatched privacy, upgrades, and move-in ready condition! This spacious and well-maintained townhome offers the perfect blend of privacy, comfort, and convenience. Featuring 2 master suites, 2.5 bathrooms, and thoughtful upgrades throughout. This home is move-in ready and located within top-rated Seminole County schools. The kitchen is beautifully appointed with granite countertops, a custom backsplash, upgraded cabinetry, and stainless steel appliances, including refrigerator, microwave, range, and dishwasher, along with a WASHER & DRYER for added convenience. The entire first floor showcases durable ceramic tile flooring, ideal for easy maintenance and everyday living. Enjoy outdoor relaxation on the screened-in back patio overlooking a peaceful conservation area with NO REAR NEIGHBORS—perfect for added privacy. Inside, oversized sliding glass doors flood the living space with natural light, creating a bright and inviting atmosphere. The home also features a one-car garage and paver driveway. The second floor boasts TWO MASTER SUITES! The community HOA enhances low-maintenance living by coordinating roof replacement, exterior painting, and full landscaping services. Residents also enjoy access to a community pool and common areas. Conveniently located near I-4, 17-92, SR 434, Ronald Reagan Blvd, Lake Mary Blvd, the Cross Seminole Trail, SunRail stations, and an abundance of shopping, dining, and medical facilities. This home offers low-maintenance living, privacy, and an unbeatable location—schedule your private showing today!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Renee Holt (407-474-5552)
1049 TROWBRIDGE CT, LONGWOOD, FL 32750
$259,00065 Days on yellowkey MLS ID: O6380296
REDUCED by $16,000 (5.8%) on 04/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1482 Built: 1983Monthly Fee: $82 Tax: $453 (2024)Community: Westlake Manor Unit 1Townhouse
Taxes:$453
Remarks: Welcome to this well maintained 2 bedroom, 2 bath townhome offering comfort, functionality, and peace of mind. Enjoy abundant natural light throughout the living spaces, creating a bright and inviting atmosphere. The home features a 5 YEAR OLD ROOF and an 8 YEAR OLD WATER HEATER, providing added value and reduced future maintenance. Additional highlights include a 2 car garage, a FLORIDA ROOM perfect for relaxing or entertaining, and a thoughtfully designed layout ideal for everyday living. Conveniently located near major highways, Rock Lake Middle School, shopping, dining, and everyday essentials, this home offers both accessibility and lifestyle convenience. A great opportunity to own a move-in ready townhome in a desirable location.
Listing is courtesy of: SET HOMES REALTY LLC (407-690-3314)
Listing Agent: Shadi Tamimi (407-690-3314)
506 FREEMAN ST, LONGWOOD, FL 32750
$590,00069 Days on yellowkey MLS ID: O6378867
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3459 Built: 1998Monthly Fee: $51 Tax: $4,627 (2025)Community: Longwood PlantationSpa: NoSingle Family
Taxes:$4,627
High School: Lyman High
Remarks: This impressive and spacious 5–6 bedroom, 4-bath pool home offers over 3,500 square feet of beautifully designed living space on a premium private conservation lot in a quiet, tree-lined neighborhood. The flexible open floor plan features dramatic living and dining rooms, a stunning remodeled cook’s kitchen with rich wood cabinetry, granite counters, breakfast bar, and eat-in space, all open to a welcoming family room. Additional living spaces include an upstairs bonus room and an office or optional 6th bedroom, ideal for today’s lifestyle. The private split-plan primary suite is oversized with a sitting area, large walk-in closet, and a luxurious updated bath with double granite vanity, soaking tub, and generous shower. Secondary bedrooms are well sized with walk-in closets, and three offer direct bath access. Enjoy outdoor living on the screened covered porch overlooking the solar-heated pool with waterfall, DiamondBrite surface, and automatic sweep—perfect for relaxing or entertaining. This home is loaded with upgrades and extras including vaulted ceilings, brick fireplace, porcelain tile, stainless appliances, crown molding, recessed lighting, California closet system, solid-surface counters, security system, water softener, R-30 attic insulation, 2020 architectural shingle roof, double-pane windows, sprinkler system, new water heater, new pool pump, new upstairs and downstairs A/C units, re-piping of the home and much more. The spacious 2-car garage offers ample storage and workspace. Community playground included. Truly a must-see home—schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Rick Brown (407-393-5901)
1665 GRANGE CIR, LONGWOOD, FL 32750
$415,00010 Days on yellowkey MLS ID: O6396483
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2189 Built: 1986 Tax: $3,792 (2024)Community: Tiberon Hills Ph 3Spa: YesSingle Family
Taxes:$3,792
Remarks: Expect to be impressed with this beautiful 3-bedroom, 2-bathroom home featuring stunning upgrades throughout. As soon as you walk in, you’re greeted by a spacious living and dining room combination, perfect for both entertaining and everyday living. The home boasts a gorgeous kitchen that opens to a cozy family room, complete with a stylish bar area that is ideal for hosting guests or relaxing at the end of the day. Step outside and discover your own backyard oasis, featuring an above-ground spa, perfect for unwinding and enjoying Florida living year-round. Conveniently located near major highways, shopping, and highly sought after schools, this home offers both comfort and convenience. This one won’t last long, so schedule your showing today!
Listing is courtesy of: LEGENDS REALTY (407-333-1010)
Listing Agent: Maria Stinson (407-802-7595)
1949 DEERVIEW PL, LONGWOOD, FL 32750
$798,00013 Days on yellowkey MLS ID: O6395646
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3498 Built: 2002Monthly Fee: $120 Tax: $4,966 (2024)Community: Hidden CoveSpa: YesSingle Family
Taxes:$4,966
Remarks: Don’t miss this stunning Mediterranean estate home in the highly sought-after gated community of Hidden Cove. This spacious residence features 4 bedrooms, including a dedicated office, 3.5 bathrooms, and an upstairs bonus room. The open floor plan showcases a beautifully finished open-concept kitchen, formal living and dining rooms, and a welcoming family room designed for both everyday living and entertaining. The owner’s suite offers a private retreat with a sitting area overlooking the pool and lanai, an expansive walk-in closet with custom shelving and separate dressing area, and a luxurious en-suite bath. Upstairs the oversized bonus room is perfect for movie nights and game days, complete with a wet bar, powder bath, and dedicated AC unit. Step outside to enjoy the screened-in swimming pool, large covered lanai with built-in grill, and generously sized backyard. Additional highlights include tile flooring in main living areas, soaring 15-foot tray ceilings, crown molding, plantation shutters, custom draperies, built-ins and decorative niches, a paver driveway, tile roof, and 3 car garage. Conveniently located to shopping, restaurants, and I-4.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Katie Morrison (407-421-5025)
741 LONGDALE AVE, LONGWOOD, FL 32750
$355,00012 Days on yellowkey MLS ID: O6395867
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1490 Built: 1962 Tax: $2,058 (2025)Community: LongdaleSingle Family
Taxes:$2,058
Elementary School: Highlands Elementary
Remarks: Beautifully Maintained Pool Home – No HOA! This inviting pool home blends comfort, style, and updates throughout – plus the freedom of no homeowners association. Freshly painted interior with a bright, welcoming feel, New appliances in the kitchen with solid wood cabinetry and pull-out drawers Newly resurfaced pool (2017 - 2025) – sparkling and ready for year-round enjoyment,New ceiling fans.bathrooms were remodeled 2021. Expansive screened pool deck ideal for entertaining or relaxing outdoors,Updated master bath with modern finishes Air handler replaced i 2019 .Master suite with sliding glass doors opening to the pool and patio Large backyard shed for storage plus a side workshop for hobbies or projects for peace of mind Fantastic Location: Near major roads 17-92 and 434, just 10 minutes to I-4, close to hospitals, restaurants, shopping, and more. Don’t miss the opportunity to own this move-in ready pool home in one of the most convenient areas of Central Florida!
Listing is courtesy of: INVESTOR'S REAL ESTATE LLC (407-688-4355)
Listing Agent: Patty Perez Renteria (407-927-4731)
1415 CROCUS CT, LONGWOOD, FL 32750
$705,00041 Days on yellowkey MLS ID: O6386369
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2645 Built: 1994Monthly Fee: $64 Tax: $6,921 (2024)Community: Bolling FarmsSingle Family
Taxes:$6,921
Remarks: PRICE IMPROVEMENT - SELLER MOTIVATED. Welcome to Your Dream Home – 1415 Crocus Court. Experience the perfect blend of elegance, thoughtful upgrades, and resort-style living in this stunning 4-bedroom, 3-bath residence with added bonus office space. From the moment you arrive, the exceptional curb appeal sets the tone — highlighted by lush landscaping and a striking new front door (2023) that makes a lasting first impression. Step inside to discover soaring ceilings, abundant natural light, and a warm, inviting living room with views of your pool that awaits. The seamless flow into the dining area creates an ideal setting for both intimate family dinners and lively gatherings. While in the great room enjoy a cozy fireplace on those cooler evenings or if you just want some ambience while relaxing with friends and family. The chef’s kitchen is truly the heart of the home, featuring quartz countertops, custom cabinetry, large walk-in pantry, a new refrigerator (2023), new microwave (2024), and under-cabinet lighting with adjustable tones (2024) — perfectly balancing beauty and functionality. The luxurious primary suite offers a serene retreat with custom-built closets (2022) and a beautifully updated en-suite bath with modern fixtures and a standalone soaker tub. The additional bedrooms are generously sized, filled with natural light, and provide peaceful views for family or guests. The fourth bedroom is conveniently separated by its own private hallway with a full bath, making it the perfect space for visitors or multi-generational living. The home also features an abundance of extra storage spaces throughout. Step outside to your private backyard oasis. The screened-in pool area is designed for year-round enjoyment, complete with solar pool heating (2022), a multi-color LED pool light (2022), a new pool pump (2025), and a new vanity in the pool bath (2026). Whether relaxing or entertaining, this space delivers true resort-style living. The freshly upgraded garage adds even more value with a resurfaced floor (2023), new garage door opener and lighting, fresh paint, and a replaced attic door (2023) newly installed hot water heater (2026). This home has also been wired (2025) to accommodate a portable generator. Meticulously maintained and ideally located near premier shopping, dining, entertainment, excellent schools and major highways, this move-in-ready home offers both luxury and convenience. Don’t miss your opportunity to own this exceptional property — schedule your private tour today.
Listing is courtesy of: A+ REALTY PROFESSIONALS, INC (407-702-5243)
Listing Agent: Susan Pinnock (407-435-9125)
665 E CHURCH AVE, LONGWOOD, FL 32750
$244,000189 Days on yellowkey MLS ID: O6350420
1 Days Off yellowkey (back on 2/24/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 836 Built: 1958 Tax: $1,680 (2024)Community: WildmereSingle Family
Taxes:$1,680
Remarks: Excellent for first time home buyers. Cozy renovated 3 Bedroom 1 Bath Home in Longwood near 17-92 and 434. This home features a Large Screened Porch, Separate Storage Shed, and a Large Fenced Yard. Ceramic Tile in Kitchen, Dining and Hallway. Vinyl Plank Flooring in Living Room and Bedrooms. Easy access to South Seminole Hospital. Shopping, restaurants. & Candyland Park nearby.
Listing is courtesy of: REAL ESTATE PROFESSIONALS SE (407-331-7600)
Listing Agent: Robert Meeks (407-489-0324)
1508 MEADOWLARK ST, LONGWOOD, FL 32750
$360,00034 Days on yellowkey MLS ID: O6380504
REDUCED by $5,000 (1.4%) on 04/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1308 Built: 1977 Tax: $3,731 (2024)Community: Sky Lark SubSpa: NoSingle Family
Taxes:$3,731
Remarks: One or more photo(s) has been virtually staged. Welcome to 1508 Meadowlark Street — a beautifully updated home offering comfort, style, and peace of mind. Tucked away with a serene conservation view and no rear neighbors, this property offers the kind of backyard privacy that’s hard to find. Inside, you’ll love the spacious main bedroom with a walk-in closet and built-in organizer system, along with an updated kitchen featuring modern countertops and a stylish backsplash that adds a fresh, contemporary feel. Also enjoy the luxury of a SMART thermostat and solar light. Major improvements have already been completed, including a new roof (2022), A/C (2022), A/C ducts (2024), electrical panel (2022), re-pipe (2022), appliances (2022) including a SMART washer and dryer, new carpet (2022), and fresh paint (2022). With no HOA and so many big-ticket updates already taken care of, this move-in ready Longwood home is an exceptional opportunity. Close to downtown Longwood and Winter Springs offering a plethora of shopping, dining, and entertainment options. Near major highways such as the I4 making commute to major theme parks, downtown Orlando, Orlando International or Sanford International Airports, beaches and more a breeze! Perfect for everyone from 1st time home buyers to investors alike! Come see today before it's gone!
Listing Agent: Christina Rampersad (407-995-6788)
2 HUDSON CV, LONGWOOD, FL 32750
$549,00014 Days on yellowkey MLS ID: O6395131
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
Elementary School: Altamonte Elementary
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)
96 HICKORY TREE RD, LONGWOOD, FL 32750
$450,0009 Days on yellowkey MLS ID: O6396626
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1668 Built: 1975Monthly Fee: $8 Tax: $4,535 (2024)Community: Woodlands Sec 5 Rep Of Blk DSpa: NoSingle Family
Taxes:$4,535
Remarks: FANTASTIC OPPORTUNITY IN THE HEART OF LONGWOOD! THIS 3/2 IMPECCABLE UPDATED HOME IN THE WOODLANDS IS MOVE-IN-READY! Plenty of space to make this home your own with generous size bedrooms ALL with walk-in closets! Neutral decor throughout with a newer modern feel and fresh laminate floors! REMODELED KITCHEN with granite counters, breakfast bar, ample cabinets, and appliance package! Inviting family room off kitchen with a wood burning fireplace and glass sliders that access the patio area! Relax in the evenings after a long day or entertain on your oversized covered screened in patio! Enjoy the HUGE LUSH fenced in backyard including a separate dog run and/or utility vehicle storage area along with a shed for added convenience! This oversized lot has tremendous potential! Exterior extras include: Garden bed, large 2 car garage with utility room and side access door, exterior lighting, rain gutters, and a transferable Termite Bond serviced by Massey! This home has been meticulously maintained! Expect to be Impressed! Excellent area close to major highways, shopping, dining and ONLY 30 min to most major attractions! Amazing mature established neighborhood currently zoned for Woodlands Elementary, Rock Lake Middle and Lyman High! The OPTIONAL HOA makes this lovely home very affordable! Don't miss out on the chance to own this special home!
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Laura Toppin (407-489-0415)
661 N WILDFLOWER CT, LONGWOOD, FL 32750
$310,00014 Days on yellowkey MLS ID: O6395227
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1266 Built: 1984 Tax: $3,772 (2024)Community: Meadow RidgeHalf Duplex
Taxes:$3,772
Remarks: Welcome home! This beautifully renovated residence sits in a lovely cul de sac street which offers great schools, easy access to I-4 expressway to get anywhere in no time, and a low-crime area. Inside, you’ll find the perfect blend of style, comfort, and modern updates. Major systems—including HVAC, water heater, and roof—all under 3 years old provide peace of mind. This spacious home features two generously sized bedrooms, two bathrooms, and stunning luxury vinyl plank floors throughout the main living areas. The updated kitchen offers stylish finishes and ample space, making it ideal for both everyday living and entertaining. Natural light fills the home, creating a warm and inviting atmosphere. This is the perfect home for a first-time home-buyer, senior couple looking to downsize, or investor looking for a great addition to a portfolio. Schedule your showing today and make it yours!
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (407-907-5501)
272 W WARREN AVE, LONGWOOD, FL 32750
$399,500174 Days on yellowkey MLS ID: O6354921
Bed: 4 Bath: 1.0 Liv Area Sq Ft: 1386 Built: 1927 Tax: $3,245 (2024)Community: LongwoodSingle Family
Taxes:$3,245
Remarks: Versatile Historic Downtown Longwood Property – Live, Work, Play or Invest! Located in the heart of Historic Longwood, this rare & flexible property is ideal for residential, commercial or mixed-use living. Offering 4 spacious rooms (use as bedrooms or office spaces), half bathroom, a kitchenette, handicap ramp & parking access, this home sits on an oversized lot with endless potential. Great visibility from drive-by traffic and near corner lot intersection. Property is historically designated with the city offering additional perks! Prime walkable location to Reiter Park, Sun Rail, city events, restaurants, shops, & municipal buildings—a perfect setting for professionals, investors, or families looking for character & convenience in one of Longwood's most desirable locations. No HOA, newer roof and A/C. Schedule your showing today! * Zoned for residential or commercial use including stores, bed & breakfast, offices and more; * Large lot with potential for expansion and ample private parking around 10 spaces
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Nilmarie Zapata (407-342-8298)
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