Location: Longwood , 32750
Do Not Show Listings
116 WINDMILL WAY, LONGWOOD, FL 32750
$596,00074 Days on yellowkey MLS ID: O6396045
1 Days Off yellowkey (back on 6/15/2026)
REDUCED by $17,000 (2.8%) on 05/20/2026
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,427
Elementary School: Altamonte Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Reduced price! Best value in the area! 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, AC is 6 months old, and brand new insulation as well! 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)
575 TIBERON COVE RD, LONGWOOD, FL 32750
$420,00045 Days on yellowkey MLS ID: O6404289
REDUCED by $5,000 (1.2%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1657 Built: 1982Monthly Fee: $8 Tax: $2,063 (2024)Community: Tiberon CoveSingle Family
Taxes:$2,063
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to this beautifully upgraded 3-bedroom, 2-bathroom home offering 1,657 square feet under air in the desirable Tiberon Cove community of Longwood. This meticulously maintained residence combines modern upgrades, quality craftsmanship, and stylish finishes throughout. Step inside to discover a fully renovated interior featuring a front door with decorative iron between the glass and Selva ash wood-look porcelain flooring throughout the main living areas and bedrooms—durable, anti-slip, and antimicrobial. The home is enhanced with 5-inch baseboards and crown molding throughout, along with new interior 6-panel doors and updated hardware, creating a clean and cohesive design. Window treatments include plantation shutters throughout. The stunning kitchen has been completely upgraded with: White shaker cabinetry Quartz countertops with full-height backsplash Deep double stainless steel sink with racks Frigidaire Professional microwave/convection oven Frigidaire Gallery 5-burner glass-top electric stove with convection/self-cleaning oven with air fry capability. Frigidaire Gallery stainless dishwasher (natural gas) Frigidaire 27.5 cu ft refrigerator with ice & water in door New garbage disposal Both bathrooms have been tastefully updated with new cabinetry, medicine cabinets, Moen fixtures, and one-piece dual flush toilets, while the primary bath features a Bath Fitter shower system. Major system upgrades provide peace of mind, including: New Rheem 15 SEER electric heat pump (2021) New gas water heater (2022) 140 MPH wind-rated architectural roof (installed 1/2023) Full home repipe with PEX-A (2025) by Repipe Specialists with transferable warranty Impact windows (2021) by Window World with transferable warranty New Genie garage door opener (2025) with 3-day battery backup 140 MPH-rated metal garage door with windows Enjoy outdoor living in the spacious 10x30 screened aluminum patio with tile flooring, overlooking a fully fenced yard with white vinyl fencing and enhanced landscaping for added privacy. Additional exterior highlights include a mahogany fiberglass front door with decorative privacy glass, brick mailbox with locked mail slot, and a recently serviced fireplace chimney. The 2-car garage includes built-in wood cabinetry for extra storage, making this home as functional as it is beautiful. Conveniently located near shopping, dining, parks, and major roadways, this move-in-ready home offers easy access to everything Longwood and Central Florida have to offer. This is a rare opportunity to own a fully upgraded, turnkey home with high-end features and major system updates—schedule your private showing today!
Listing is courtesy of: TRUDEALS REALTY CORP (833-878-3325)
Listing Agent: Candace Garber (224-489-4435)
272 W WARREN AVE, LONGWOOD, FL 32750
$385,000236 Days on yellowkey MLS ID: O6354921
REDUCED by $10,000 (2.5%) on 06/10/2026
Bed: 4 Bath: 1.0 Liv Area Sq Ft: 1386 Built: 1927 Tax: $3,245 (2024)Community: LongwoodSingle Family
Taxes:$3,245
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: Welcome to a truly unique opportunity in the heart of Historic Downtown Longwood, where charm, flexibility, and location come together in one exceptional property. Whether you're seeking a distinctive residence, a live/work lifestyle, or an investment with future potential, this historically designated property offers endless possibilities. Situated on an oversized lot with ample private parking, the property features four spacious rooms that can function as bedrooms, offices, creative studios, or flex spaces, along with a convenient kitchenette, half bath, handicap-accessible ramp, and excellent visibility near a prominent corner location. Recent improvements include a newer roof, newer HVAC system, and a transferable termite protection plan for added peace of mind. Zoned for residential, commercial, or mixed-use applications—including offices, boutique retail, bed and breakfast, professional services, and more—this property offers rare versatility in one of Seminole County's most desirable downtown districts. Enjoy a vibrant, walkable lifestyle just steps from Reiter Park, SunRail, local restaurants, shops, community events, and municipal buildings. With no HOA, potential for expansion, and a location rich in history and community character, this is a rare opportunity to live, work, invest, or create something truly special in Historic Longwood. Schedule your private showing today and discover the possibilities.
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Sarita Cabrera (321-438-4479)
450 E WARREN AVE, LONGWOOD, FL 32750
$265,0005 Days on yellowkey MLS ID: O6415957
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 888 Built: 1958 Tax: $3,920 (2025)Community: LongwoodSingle Family
Taxes:$3,920
High School: Winter Springs High
Middle School: Milwee Middle
Remarks: Situated on an oversized double lot in the heart of Longwood, this 2-bedroom, 1-bath home offers endless potential for homeowners and investors alike. Offering a spacious living room, a functional kitchen, and an updated bathroom with walk-in shower, the home also features tile flooring throughout the main living areas and carpet in the bedrooms, making it ready for someone to move in and make it their own. Just off the kitchen and dining area, a recently installed patio creates the perfect outdoor entertaining space, complete with corner posts ready for shade sails or a custom covered seating area. The large lot provides mature landscaping, beautiful shade trees, and ample space to park an RV, boat, or additional vehicles with no HOA restrictions. Additional features include a covered carport with separate laundry room and utility sink, an extra storage room at the rear of the home, and a detached storage shed with an attached covered storage area ideal for lawn equipment, tools, or outdoor gear. Roof replaced in 2015, water heater installed in 2022, New Washer & Dryer 2022, and connected to public sewer. Whether you're searching for your first home, a solid investment property, or a home with room to expand and make your own, this versatile property offers endless possibilities.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Kerry Stafford (407-821-8600)
1508 CANARY ST, LONGWOOD, FL 32750
$329,00046 Days on yellowkey MLS ID: O6402841
REDUCED by $16,000 (4.6%) on 06/05/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1595 Built: 1973 Tax: $1,210 (2025)Community: Sky Lark SubSingle Family
Taxes:$1,210
Elementary School: Highlands Elementary
Remarks: Virtually Staged. Welcome to 1508 Canary Street in Longwood! This charming 4-bedroom, 2-bath home features a desirable split floorplan, offering both privacy and functionality for everyday living. With no HOA, you’ll enjoy the freedom to truly make this property your own. Step outside to a spacious, fully fenced backyard with mature trees, perfect for relaxing, entertaining, or letting pets roam freely. Whether you're hosting gatherings or simply enjoying a quiet evening at home, this outdoor space offers endless possibilities. Air conditioning, water heater, electric and plumbing have been updated. Conveniently located near shopping, dining, and major roadways, this home is a great opportunity to enjoy comfortable living in the heart of Longwood.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Dawn Grigsby (407-970-9051)
105 CEDAR OAK TRL, LONGWOOD, FL 32750
$600,00048 Days on yellowkey MLS ID: O6403317
REDUCED by $25,000 (4.0%) on 05/14/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2212 Built: 1973 Tax: $2,305 (2024)Community: Woodlands Sec 4Spa: YesSingle Family
Taxes:$2,305
Remarks: Absolutely Everything You’ve Been Looking For — in the Sought-After Woodlands Community of Longwood! This lovingly maintained home has been cherished by the same owners for 39 years and is now ready to welcome new memories. With an ideal multigenerational floor plan, in-law suite, sparkling pool, and huge yard, this home truly has it all. Key Features Spacious Layout: Bright, open floor plan with flexible living spaces — perfect for entertaining or quiet family living. Gourmet Kitchen: A chef’s dream with an abundance of rich wood cabinetry featuring 42" cabinets, soft-close drawers, granite countertops and backsplash, stainless appliances featuring double ovens with convection, 5 burner gas cooktop, microwave, and ample amounts of counter space. A large window overlooks the pool, and the breakfast bar is ideal for casual meals. Comfortable Gathering Spaces: The kitchen opens to a large family room with French doors leading to a massive 30-foot screened lanai with gorgeous wood ceiling and huge paddle fans, perfect for summer barbecues and poolside relaxation. A separate dining area features elegant built-in cabinetry. Versatile Living Room: A huge formal living room (or flex space) features a gorgeous gas fireplace surrounded by beautiful stone and framed by custom shelving—ideal for a game room, home theater, or play area. Private Primary Suite: The spacious primary retreat includes French doors overlooking the pool, dual closets, and an ensuite bath with double sinks and walk-in shower. Large Bedrooms: Spacious secondary bedrooms with large closets and conveniently located near full bath with pool access. In-Law Suite: Thoughtfully designed newer addition with its own private entrance, full bath, dual sinks, walk-in shower, and a generous 23’ x 12’ living space—perfect for guests or multigenerational living. Outdoor Oasis: Enjoy the 8-foot-deep screened pool and spa with natural gas heater for year-round swimming. The 30’ x 17’ lanai has a natural gas hookup for grilling and entertaining. Despite the large pool, there’s still ample green space on your .29-acre yard for gardening. Seller added a separate Well for Irrigation System to keep your plants lush and green and watering costs low!. Bonus size indoor laundry room, extra storage closets throughout and large two car garage. Updates include: Brand-new plumbing, new electrical panels, 2020 roof, replaced windows, Kitchen update, bathroom showers retiled, pool resurfaced within last 10 years, exterior paint and freshly painted living areas. Four-point inspection available. Location & Lifestyle In the heart of Seminole County, zoned for top-rated schools and just minutes from I-4, world-famous attractions, dining, and shopping. This home blends classic character with modern comfort in one of Longwood’s most desirable neighborhoods. Come see why this home truly has everything you’ve been searching for—and more!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Mindy Machock (407-461-1866)
607 WREN AVE, LONGWOOD, FL 32750
$349,90062 Days on yellowkey MLS ID: O6399015
REDUCED by $10,000 (2.8%) on 06/15/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1270 Built: 1976 Tax: $3,606 (2024)Community: Sky Lark Unit 2 RepSingle Family
Taxes:$3,606
Remarks: Exquisitely renovated 4-bedroom residence in the desirable Longwood area, where modern elegance meets everyday comfort—with the added benefit of no HOA. This turnkey home has been thoughtfully redesigned with high-end finishes and refined details throughout, offering a truly elevated living experience. Step inside to discover fresh designer paint, rich crown molding adorning the main living spaces, and sophisticated white-oak-inspired luxury vinyl plank flooring that creates a seamless and inviting flow. The chef’s kitchen is a stunning centerpiece, appointed with sleek granite countertops, classic shaker-style cabinetry, and a full suite of new stainless-steel appliances—perfectly blending style and functionality.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Robert Arnold, Jr (407-389-7318)
212 SOLDIERS CREEK PL, LONGWOOD, FL 32750
$475,0006 Days on yellowkey MLS ID: O6414805
2 Days Off yellowkey (back on 6/15/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1893 Built: 1993Monthly Fee: $33 Tax: $4,834 (2025)Community: Crystal Creek Unit 1Single Family
Taxes:$4,834
High School: Lake Mary High
Remarks: Under contract-accepting backup offers. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 212 Soldiers Creek Place in Longwood, a 4-bedroom, 2-bath home offering 1,893 sq ft of living space, a functional single-story layout, and a long list of thoughtful updates. Built in 1993 and well maintained over time, this home blends everyday comfort with practical improvements throughout the interior and exterior. Inside, the home features wood-laminate waterproof flooring installed in 2023, updated interior doors, hardware, and trim, along with new base trim for a clean, refreshed look. The living room includes a custom cabinet added in 2025, while plantation shutters in the dining room and den, plus custom blinds in the living room, add privacy and style. The layout offers flexible living areas for gathering, dining, working from home, or creating additional lifestyle spaces. The kitchen has been updated with a new backsplash, resealed granite countertops, custom cabinet organizers, a custom pantry organizer, and painted cabinetry with new hardware. Appliances include a Bosch induction range with convection oven, Bosch microwave, new refrigerator, and new dishwasher. The laundry area also benefits from painted cabinetry, updated hardware, and a new washer and dryer. The 4-bedroom, 2-bath layout provides room for residents, guests, a home office, or hobby space. The primary bedroom includes a Wi-Fi enabled ceiling fan and custom closet organizers, while the second bedroom also includes custom closet organization. The primary bathroom features a fully updated vanity, while the secondary bathroom includes painted cabinetry and updated hardware, contributing to the home's cohesive interior updates. Major system improvements add to the home's value and peace of mind, including a full replumb completed in November 2023, new water heater in 2024, Ecobee thermostat, portable generator transfer switch, roof from 2015, and a Wi-Fi enabled garage door opener installed in 2024. Exterior updates include full exterior paint in 2025, added rock border, French drains in the lawn, and irrigation/sprinkler replacement on the left side of the home in 2026. Lawn care is also prepaid through late 2026. Outdoor living is supported by a patio area with a patio TV installed in 2025, offering a comfortable setup for relaxing or entertaining. The yard provides usable outdoor space with low-maintenance improvements already in place, while still offering room for the next owner to personalize the setting over time. Located in Longwood, the home is set in an established Central Florida community with convenient access to parks, schools, shopping, dining, medical services, and major roadways. The location offers easy connections to Lake Mary, Altamonte Springs, Sanford, Winter Springs, and Orlando, making it a practical choice for buyers looking for a residential setting with everyday conveniences nearby.
Listing Agent: Thomas Nickley, Jr (407-629-4420)
114 STONEY RIDGE CT, LONGWOOD, FL 32750
$499,90017 Days on yellowkey MLS ID: O6407522
0 Days Off yellowkey (back on 6/14/2026)
REDUCED by $25,000 (4.8%) on 06/13/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2803 Built: 1971Monthly Fee: $8 Tax: $2,188 (2024)Community: Woodlands TheSingle Family
Taxes:$2,188
Remarks: Under contract-accepting backup offers. Some photos Virtually staged. Welcome to this spacious and inviting 4-bedroom, 2-bath split-plan home, nestled on a quiet cul-de-sac in the established Woodlands community of Longwood. With more than 2,800 square feet of living space, this home offers the perfect blend of comfort, flexibility, and room to grow. Situated on an oversized .27-acre lot, you'll find generous living areas, spacious bedrooms, and abundant natural light throughout. The versatile floor plan includes multiple gathering spaces that can easily adapt to your needs—whether you're envisioning a home office, playroom, dressing room, fitness space, or cozy lounge area. Step outside and discover a private backyard with plenty of room to create your own outdoor oasis, ideal for relaxing, gardening, or entertaining family and friends. A dedicated workshop adds even more possibilities for hobbyists, DIY enthusiasts, or extra storage. Conveniently located in the heart of Seminole County, this home offers easy access to I-4, shopping, dining, parks, and top-rated schools, while still providing the peaceful feel of a well-established neighborhood with beautiful mature landscaping. Whether you're ready to move right in or excited to add your own personal touches over time, this home presents a wonderful opportunity to enjoy space, flexibility, and a sought-after Longwood location. Come see all the possibilities this welcoming home has to offer!
Listing Agent: Jim Ruddy (407-718-0984)
273 S OLEANDER ST, LONGWOOD, FL 32750
$289,90012 Days on yellowkey MLS ID: V4949394
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 984 Built: 1959 Tax: $2,920 (2025)Community: LongwoodSingle Family
Taxes:$2,920
Remarks: Under contract-accepting backup offers. Completely remodeled & move-in ready! This 3/1 concrete block home offers peace of mind with major updates including a 2020 roof, 2023 HVAC system, full repipe, updated electrical, new windows & sliding glass door in 2024, plus all exterior doors replaced. Step onto the inviting front porch and into a bright interior featuring tile, terrazzo & luxury vinyl plank flooring throughout. The beautifully updated kitchen boasts new cabinetry, countertops, hood vent, and modern finishes. Enjoy updated lighting, fixtures, and a renovated bathroom. The spacious screened rear porch provides the perfect spot for relaxing or entertaining while overlooking the large backyard with plenty of room for pets, play, gardening, or future improvements. Complete with a 1-car garage and conveniently located near shopping, dining, parks, SunRail, major highways, and everything Longwood has to offer. This turnkey home is ready for its new owner!
Listing is courtesy of: LANDSHARK REALTY (321-567-7992)
Listing Agent: Cody Spaur (321-501-6951)
173 SPRINGWOOD CIR #D, LONGWOOD, FL 32750
$179,0004 Days on yellowkey MLS ID: O6415791
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1000 Built: 1973Monthly Fee: $370 Tax: $456 (2025)Community: Springwood VillageSpa: NoCondo
Taxes:$456
Remarks: Welcome home to this charming, move-in-ready condo nestled in a peaceful setting with beautiful wooded views. Relax on the screened porch while enjoying the sights and sounds of nature, creating the perfect retreat from the hustle and bustle of everyday life. Inside, you'll find an open and inviting floor plan featuring crown molding throughout, bamboo laminate flooring in the main living areas and tile flooring in both bathrooms. The updated kitchen and bathrooms showcase attractive Corian countertops, while the spacious living and dining areas flow seamlessly into the kitchen—ideal for both everyday living and entertaining. A rare and highly desirable feature is the inside laundry closet with space for a full-size washer and dryer, a convenience not found in many units. The kitchen also offers a separate dining area, and sliding glass doors in living room provide abundant natural light and peaceful views of the wooded backdrop. Additional storage is available in the exterior patio storage closet. Recent updates completed by the seller include a newer A/C system, water heater, refrigerator, garbage disposal, washer and dryer, and added attic insulation for improved energy efficiency. New Roof installed by HOA Feb.2022. Conveniently located near I-4, shopping, dining, entertainment, and major roadways, this community offers easy road access to area attractions, beaches, and everything Central Florida has to offer. Don't miss this wonderful opportunity—schedule your private showing today! Professional photos coming soon.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Nancy Haben (407-353-4453)
820 GEORGIA AVE, LONGWOOD, FL 32750
$300,00075 Days on yellowkey MLS ID: O6395730
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1422 Built: 1972 Tax: $2,000 (2024)Community: Lake Wayman Heights Lake AddSingle Family
Taxes:$2,000
Remarks: Perfect for first-time home buyers, this charming Longwood home offers the ideal blend of comfort, convenience, and lifestyle. More than just a place to live, it's a place where memories are made, neighbors become friends, and every day feels a little more enjoyable. Imagine starting your mornings with a cup of coffee overlooking the peaceful lake view across the street before taking a stroll along the sidewalk-lined neighborhood. Inside, you'll find bright, open living spaces designed for gathering, relaxing, and creating lasting memories. Beautiful new flooring flows throughout the home, while the updated kitchen featuring granite countertops and stainless steel appliances serves as the heart of the home—perfect for everything from busy weekday mornings to hosting family and friends. One of the home's standout features is the spacious bonus room, offering the flexibility today's buyers are looking for. Whether you envision a playroom for the kids, a home office, media room, game room, library, fitness space, or the ultimate spot to watch the big game, this room can grow and change with your lifestyle. The thoughtfully designed split floor plan creates the perfect balance of privacy and connection, with the primary suite tucked away from the additional bedrooms. Whether you're starting a family, working from home, or simply enjoying extra space, this layout offers comfort and functionality for years to come. Step outside and embrace the Florida lifestyle. Situated on a generous quarter-acre lot, there's plenty of room for backyard barbecues, outdoor games, gardening, entertaining, or simply soaking up the sunshine. When the afternoon heat sets in, relax under the covered patio and enjoy your own private outdoor retreat. Location is where this home truly shines. Take a quick bike ride to the nearby SunRail station for an easy commute, or hop on I-4 and be just minutes from Orlando's attractions, major employers, shopping, dining, and Florida's beautiful beaches. On weekends, experience the charm of Historic Downtown Longwood, where you'll enjoy farmers markets, live music, local restaurants, seasonal festivals, and community events that make this area such a special place to call home. For buyers looking to put down roots in a welcoming community while enjoying everything Central Florida has to offer, this home delivers the lifestyle you've been searching for. Schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: David Miller (407-323-4210)
102 EASTERN FRK, LONGWOOD, FL 32750
$389,0005 Days on yellowkey MLS ID: O6412608
0 Days Off yellowkey (back on 6/15/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1666 Built: 1972 Tax: $4,433 (2025)Community: Woodlands Sec 3Single Family
Taxes:$4,433
Elementary School: Woodlands Elementary
Remarks: Under contract-accepting backup offers. WELCOME TO THE WOODLANDS, one of Longwood’s most established and desirable neighborhoods known for its mature trees, spacious homesites, and convenient Seminole County location. Offered for the first time since it was built, this original-owner home has been cared for by the same family for more than five decades and is ready for its next chapter. This 3-bedroom, 2-bath home offers 1,667 square feet of living space, a desirable single-story floor plan, and a spacious 2-car garage. Even better, the sellers will install a NEW ROOF prior to closing, helping provide peace of mind for years to come. Inside, you'll find a functional layout with generously sized rooms, including three bedrooms with walk-in closets and flexible living spaces that can accommodate everyday living, entertaining, hobbies, or a home office. The kitchen offers abundant cabinet and counter space and overlooks the main living areas, creating a comfortable flow throughout the home. Step outside to the covered and screened patio overlooking the fenced backyard. Whether you enjoy gardening, entertaining, spending time with pets, or simply relaxing outdoors, the backyard offers plenty of room to enjoy Florida living. A storage shed and additional utility area provide added convenience and functionality. For buyers looking to build equity through cosmetic improvements rather than paying a premium for someone else's renovations, this property presents a unique opportunity. With the roof being replaced prior to closing, one of the largest future expenses is already being addressed, allowing the next owner to focus on updates and personal touches that fit their own style and budget. Located just minutes from shopping, dining, parks, major highways, and everyday conveniences, this home offers the combination of location, space, and potential that is becoming increasingly difficult to find. Zoned for Woodlands Elementary, Rock Lake Middle School, and Lyman High School, and with an optional HOA, this is an outstanding opportunity to own a home in one of Longwood’s most sought-after established communities. Priced under $390,000, this is a rare chance to own an original-owner home in The Woodlands and create your own vision in a neighborhood where homes are often held for generations.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Will Lavalle (407-620-7785)
96 HICKORY TREE RD, LONGWOOD, FL 32750
$450,00071 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! NEW ROOF 2026, PATIO 2016, HVAC 2011, WATER HEATER 2011, ELECTRICAL PANEL 2011, AND UPDATED PLUMBING! 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! OTHER NOTABLE MENTIONS INCLUDE: NEW BLINDS AND GARAGE FLOOR PAINTED. 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)
786 E WARREN AVE, LONGWOOD, FL 32750
$325,00053 Days on yellowkey MLS ID: O6402162
REDUCED by $4,900 (1.5%) on 06/14/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1200 Built: 1971 Tax: $1,910 (2024)Community: Wildmere Resurvey Of Blk 4Single Family
Taxes:$1,910
Remarks: Welcome home to the heart of Longwood! This charming 3-bedroom, 1.5-bath home features luxury plank tile throughout and an open, cozy living room perfect for everyday comfort. Enjoy peace of mind with major updates already completed, including a new roof in 2023, HVAC in 2019, an updated water heater, and electrical improvements. The spacious backyard offers plenty of room to relax, entertain, or create your own outdoor retreat. Centrally located near major highways and the SunRail system, commuting is a breeze with convenient access to Central Florida attractions. Nature lovers will appreciate being close to Wekiva Island and Big Tree Park, while downtown Longwood’s Reiter Park and weekly farmers market add local charm just minutes away.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Crystal Yovaish (407-496-8672)
313 BAHIA CIR, LONGWOOD, FL 32750
$465,00036 Days on yellowkey MLS ID: O6406674
REDUCED by $10,000 (2.1%) on 06/10/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1812 Built: 1988Monthly Fee: $36 Tax: $2,468 (2024)Community: Longwood Green RepSpa: NoSingle Family
Taxes:$2,468
Remarks: Under contract-accepting backup offers. Virtually Staged. 10,000 Price Improvement!! Welcome to this beautifully updated home in the charming neighborhood of Longwood Green, zoned for the highly rated Lake Mary High School. This property perfectly blends comfort, modern design, and Florida living with its screen-enclosed pool, covered lanai, and fully fenced backyard, creating a private outdoor retreat ideal for relaxation and entertaining. Inside, you’ll find a completely remodeled kitchen showcasing solid wood, soft-close cabinets, quartz countertops, a stylish tiled backsplash, new sink & faucet, and sleek stainless and black appliances. The kitchen also features a breakfast bar, dinette space, and recessed lighting, making it both functional and inviting. The open living and dining area is warm and welcoming with engineered hardwood flooring, updated lighting and fans, and a brick wood-burning fireplace as the centerpiece. Triple sliding doors lead to the covered lanai and pool area, while skylights and a large fixed window fill the room with natural light. The split-floor plan provides privacy, with the primary suite located at the back of the home and direct access to the pool. The remodeled primary bathroom impresses with a dual-sink vanity topped with granite counters, a large tiled shower with a glass enclosure, and a luxury automatic toilet. The walk-in closet, lined with aromatic cedar, adds a touch of character and practicality. Three spacious secondary bedrooms each feature large built-in closets and share a beautiful full bath with a tub/shower combo, newer toilet, wainscoting, and painted cabinets. A sizable hallway closet offers ample storage and there's a door close by with convenient access to the pool area. The inside laundry room has built-in cabinetry, a countertop for folding, and comes complete with washer and dryer. Additional updates include fresh interior and exterior paint, new lighting and ceiling fans throughout, Water Heater (2026) and a brand-new roof (2024) for peace of mind. This home combines modern updates with timeless charm, all in a well-established community close to parks, dining, shopping, and top-rated schools. It’s the perfect place to call home.
Listing Agent: Tara Haefner (407-416-6077)
1003 FOGGY BROOK PL, LONGWOOD, FL 32750
$499,99911 Days on yellowkey MLS ID: O6388078
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2075 Built: 1994Monthly Fee: $38 Tax: $2,714 (2025)Community: Wildmere Ph 2Single Family
Taxes:$2,714
Remarks: Welcome to this beautifully appointed 4-bedroom, 2-bathroom home nestled in a tranquil cul-de-sac in Longwood, Florida. This property offers not just a residence but a lifestyle, with convenient access to the stunning Lake Wildmere, perfect for outdoor enthusiasts and water activities. **Key Features:** - **Spacious Layout:** Enjoy the living area that seamlessly connects the kitchen, dining, and family rooms, perfect for entertaining and family gatherings. - **Gourmet Kitchen:** Featuring modern appliances, ample counter space, and a breakfast nook, it’s designed for both functionality and style. - **Luxurious Bedrooms:** Four generously sized bedrooms provide plenty of space for family or guests, with the master suite boasting an en-suite bathroom for added privacy. - **Private Outdoor Oasis:** Step outside to your serene backyard, ideal for relaxation or hosting summer barbecues, complemented by a sparkling pool. ** With an air conditioned shed for another very functional space** **Community and Amenities:** - **Lake Wildmere Access:** Enjoy direct access to the lake for fishing, boating, and picnics, enhancing your outdoor lifestyle. - **Proximity to Schools:** Highly-rated schools are within a short distance, making it easy for families to access quality education. **Shopping and Dining:** - Conveniently located near major shopping centers, boutiques, and a variety of dining options, you’ll have everything you need just moments away. - Major retailers, grocery stores, and local eateries cater to all your shopping needs. **Easy Access to Major Highways:** - Quick access to I-4 and SR-429 makes commuting to Orlando, theme parks, and nearby beaches a breeze, perfect for weekend getaways or daily commutes. **Nearby Attractions:** - Just a short drive to world-renowned theme parks, including Walt Disney World and Universal Studios, offering endless entertainment options. - Beautiful Florida beaches are within reach, allowing for serene days by the ocean. This home at 1003 Foggy Brook Pl. is more than just a place to live; it's a gateway to a vibrant lifestyle filled with adventure, relaxation, and community spirit. Don't miss the chance to make this enchanting property your own! **Schedule your private viewing today and discover your dream home!**
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Jason Lygren (407-756-9402)
320 FERDINAND DR, LONGWOOD, FL 32750
$445,00091 Days on yellowkey MLS ID: O6391269
REDUCED by $5,000 (1.1%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1852 Built: 1979Monthly Fee: $25 Tax: $3,988 (2025)Community: Columbus HarborSpa: NoSingle Family
Taxes:$3,988
Remarks: Virtually Staged. Welcome to this charming 3-bedroom, 2-bathroom home located in the highly desirable Columbus Harbor community in Longwood. Known for its friendly atmosphere and vibrant neighborhood events, residents enjoy access to pickleball courts, a private boat ramp, and unforgettable holiday gatherings that make this community truly special. Inside, the home features beautiful tile flooring throughout and a spacious open-concept living and dining area that is perfect for entertaining or relaxing with family. The kitchen offers an inviting eat-in space, granite countertops, and elegant crown molding, creating both style and functionality. A dedicated laundry room adds convenience to everyday living. The generous primary suite provides a peaceful retreat and features French doors that open directly to the large back patio. Step outside to enjoy the screened-in pool—perfect for year-round Florida living. The expansive backyard offers plenty of space for pets, play, or even a future playground. With its welcoming layout, wonderful outdoor space, and location in a sought-after community, this Longwood home is a fantastic opportunity to enjoy comfort, convenience, and neighborhood charm.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Joanne Otero (407-310-0856)
76 SWEETBRIAR BR, LONGWOOD, FL 32750
$575,000104 Days on yellowkey MLS ID: O6387478
REDUCED by $5,000 (0.9%) on 05/05/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2186 Built: 1973 Tax: $6,141 (2024)Community: Woodlands Sec 3Single Family
Taxes:$6,141
Remarks: SOLAR PAID OFF AT CLOSING WITH FULL PRICE OFFER!! Say goodbye to electricity bills!!!Welcome to your Florida sanctuary, where lakefront living reaches its finest expression. Nestled within the coveted Woodlands community, this exceptional residence invites you to embrace the quintessentially Floridian lifestyle—just bring your kayak or canoe and step into a world of tranquil waterside serenity. Boasting four generously proportioned bedrooms and three full bathrooms, this thoughtfully designed open-concept home radiates pride of ownership and meticulous care. Recent updates include a roof less than seven years old, a beautifully appointed kitchen, was reimagined in 2021 with custom cabinetry, gleaming quartz countertops, a new dishwasher, and a gas range crafted to inspire the inner chef. Step outside to your private oasis: a welcoming inground pool featuring a newly installed liner in 2021, all enveloped by a screened porch where you can linger as the evening light dances across the expansive backyard and tranquil lake. If saving money is more of your style, trade in most of your electricity bill for the newly installed solar panels. There is even a generator for stormy weather! Only a brisk walk to Rock Lake Elementary makes school transportation a breeze. Whether hosting lively gatherings or savoring quiet moments, the seamless flow between indoor and outdoor spaces creates an unparalleled setting for both relaxation and entertainment. This is more than a home—it is your invitation to claim a piece of paradise and experience the highly sought-after Florida lifestyle in all its splendor. Come, preview the life that awaits you.
Listing is courtesy of: MAVREALTY (727-314-3942)
Listing Agent: Robert Kirkwood, Iv (321-297-6489)
714 WEST CT, LONGWOOD, FL 32750
$324,50081 Days on yellowkey MLS ID: O6394329
REDUCED by $100 (0.0%) on 06/14/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1413 Built: 1972 Tax: $3,448 (2024)Community: Longwood NorthSingle Family
Taxes:$3,448
Remarks: Just reduced!!! Charming and beautifully maintained 4-bedroom, 3-bath home offering both comfort and efficiency. Enjoy significant energy savings with a fully installed solar system, while major upgrades—including a complete home re-pipe and conversion from septic to city sewer—provide peace of mind for years to come. The property features a spacious corner lot with a partially fenced backyard, perfect for both privacy and outdoor enjoyment. A well-maintained irrigation system keeps the yard lush and green, and a large, high-quality shed offers excellent additional storage. Relax year-round on the inviting screened porch, ideal for entertaining or unwinding in comfort. This thoughtfully updated, move-in-ready home combines modern improvements with everyday convenience—an exceptional opportunity you won’t want to miss.
Listing is courtesy of: PARK PLACE REAL ESTATE (407-504-1110)
Listing Agent: Pat Glenn (407-504-1110)
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