Displaying: For Sale
Location: Longwood
Property Type(s): Single Family
Price: $500,000 to $599,000
Do Not Show Listings
Longwood - 35 properties found
1006 CROSS CUT WAY, LONGWOOD, FL 32750
$569,90018 Days on yellowkey MLS ID: O6413921
0 Days Off yellowkey (back on 6/12/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2301 Built: 1987Monthly Fee: $43 Tax: $4,990 (2025)Community: Hidden Oak EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,990
Elementary School: Longwood Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Greenwood Lakes Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 4-bedroom, 2.5-bath pool home in the highly desirable Hidden Oaks community of Longwood. Situated on a spacious homesite in an established neighborhood known for its mature landscaping, community pond with dock access, and convenient Seminole County location, this home combines extensive updates, functional living space, and exceptional outdoor amenities. Step inside to discover all-new wood flooring throughout the first floor and new carpet throughout the second floor. The remodeled kitchen (2023) serves as the heart of the home and features a gas range, abundant cabinetry, and generous prep space for everyday living and entertaining. The spacious great room is anchored by a wood-burning fireplace, while the formal dining room provides an inviting setting for gatherings and special occasions. The first-floor primary suite offers comfort and privacy with a walk-in closet and en-suite bath. Upstairs, you'll find three additional bedrooms and a full bath, providing flexibility for guests, hobbies, a home office, or additional living space. Major improvements provide peace of mind and set this home apart, including a remodeled kitchen (2023), whole-home replumb (2023), tankless water heater (2023), most windows replaced (2025), irrigation system (2020), paver driveway (2024), resurfaced pool deck (2024), new wood flooring throughout the first floor, and new carpet throughout the second floor. Outdoor living shines with a screened patio overlooking the sparkling pool, beautifully updated pool deck, and fire pit area. Whether hosting gatherings or enjoying a quiet evening outdoors, this backyard offers the perfect setting to enjoy Florida's year-round lifestyle. Hidden Oaks offers the appeal of an established Longwood neighborhood with mature landscaping, spacious homesites, and a community pond with dock access, while remaining conveniently located near shopping, dining, parks, SunRail, major roadways, and many of Central Florida's most popular destinations. Combining thoughtful updates, major system improvements, versatile living space, and a resort-inspired outdoor setting, this move-in-ready home is ready for its next owner.
Listing is courtesy of: EXIT GLOBAL REALTY (407-725-7180)
Listing Agent: Wendy Wagner (407-947-6879)
110 WHITLEY BAY LN, LONGWOOD, FL 32779
$500,00020 Days on yellowkey MLS ID: O6413710
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1645 Built: 1984Monthly Fee: $125 Tax: $2,352 (2025)Community: Wekiva Cove Ph 2Single Family
Taxes:$2,352
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: Nestled on a quiet cul-de-sac in the highly sought-after Wekiva Cove community, 110 Whitley Bay Lane offers something truly special—spectacular views of Sand Lake and unforgettable sunsets, without the premium price tag of direct lakefront ownership. Lovingly updated and meticulously maintained, this charming 3-bedroom, 2-bath home combines comfort, character, and one of the most picturesque settings in the neighborhood. From the moment you arrive, you'll appreciate the pride of ownership and inviting atmosphere that make this home feel instantly welcoming. Inside, natural light fills the living spaces, creating a warm and airy feel throughout. Thoughtful updates and careful maintenance mean you can move right in and start enjoying everything this exceptional home has to offer. The real magic happens outdoors. Step onto the spacious deck or relax on the patio as you take in breathtaking views across Sand Lake. Whether you're enjoying a peaceful morning coffee, hosting friends for an evening gathering, or simply unwinding after a long day, the backdrop is nothing short of stunning. Every evening brings a front-row seat to some of the most beautiful sunsets Central Florida has to offer. One of the home's most unique advantages is its incredible proximity to Wekiva Cove's resort-style amenities. Just beyond your backyard, you'll enjoy a short walk to the community pool, playground, clubhouse, tennis courts, and walking trails—giving you all the benefits of these amenities without the cost, maintenance, or responsibility of caring for them yourself. Imagine spending your weekends enjoying the pool instead of cleaning one. Zoned for highly desirable Lake Brantley schools and conveniently located near shopping, dining, parks, and major roadways, this home offers the perfect blend of natural beauty, convenience, and community. If you've been dreaming of lake views, stunning sunsets, a beautifully maintained home, and a lifestyle that feels like a retreat every day, this is a rare opportunity to enjoy the best of Wekiva Cove—without the lakefront price tag. Schedule your private showing today!
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Tiffany Yates (321-684-2399)
136 HABERSHAM DR, LONGWOOD, FL 32779
$539,99922 Days on yellowkey MLS ID: A4695578
REDUCED by $5,501 (1.0%) on 06/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3089 Built: 1978Monthly Fee: $20 Tax: $7,077 (2025)Community: Wekiva Hills Sec 06Single Family
Taxes:$7,077
Elementary School: None
High School: None
Middle School: None
Remarks: 4 Bed / 3 Bath home in the highly desirable Wekiva Hunt Club community in Longwood, FL. Prime opportunity on a mature, established street with strong community demand, excellent schools, parks, shopping, and quick highway access. This home features a 6-year-old roof with plenty of life remaining, two A/C units (the primary unit is 5 years old, and the second unit, which serves the primary bedroom and three additional bedrooms, is only 2 years old), and two hot water heaters. The property also includes an in-ground pool that is ready to be enjoyed. With a solid layout and strong lot potential, this home is perfect for an owner-occupant or investor.
Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)
Listing Agent: Scott Fader (248-294-7850)
378 FOREST PARK CIR, LONGWOOD, FL 32779
$554,90044 Days on yellowkey MLS ID: O6401867
REDUCED by $14,100 (2.5%) on 06/10/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2524 Built: 1980Monthly Fee: $21 Tax: $3,258 (2024)Community: Forest Park Estates Sec 2Single Family
Taxes:$3,258
Tax Year: 2024
Remarks: Welcome to this beautiful four bedroom two bath split plan pool home in one of the most sought-after neighborhoods in the Lake Brantley school district. With over 2500 sq ft of thoughtfully designed living space, this property welcomes you with an open floor plan featuring vaulted ceilings, skylights, plenty of natural light and beautiful pool views. The kitchen, with gas range, overlooks the dining and living rooms, making it perfect for gatherings. The primary suite offers a private retreat with a spacious layout, walk-in closet and en-suite bathroom with separate tub and shower. The three additional bedrooms provide flexibility for guests, a home office or hobbies, all bright with ample storage. Outside, enjoy a fully fenced backyard with a screened in pool and covered patio. This well cared-for home is also equipped with a 20kW generator with transfer switch. Additional highlights include a large dedicated laundry/mud room, an updated electrical panel, irrigation system, new roof 2015, re-plumb 2022. This home is spacious with funcionality. Don't miss it! Buyer to verify measurements. This home is being sold AS-IS.
Listing is courtesy of: CARDI REALTY INC (321-263-5834)
Listing Agent: Diana Ardolina (407-448-9953)
450 LONGMEADOW LN, LONGWOOD, FL 32779
$525,000103 Days on yellowkey MLS ID: O6390534
REDUCED by $14,000 (2.6%) on 06/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2623 Built: 1987Monthly Fee: $77 Tax: $3,398 (2024)Community: Sabal Point Sabal View AtSingle Family
Taxes:$3,398
Remarks: Excellent opportunity in Sabal Point. POOL house with two NEW HVACs. 4 bedrooms, 3.5 bathrooms with office. Master on first floor.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Laura Hilton, Pa (407-718-2291)
952 MOSS TREE PL, LONGWOOD, FL 32750
$570,00034 Days on yellowkey MLS ID: O6409376
REDUCED by $10,000 (1.7%) on 06/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2578 Built: 1998Monthly Fee: $112 Tax: $4,172 (2025)Community: Longwood ClubSpa: NoSingle Family
Taxes:$4,172
Remarks: Welcome home to this beautifully maintained 4-bedroom, 3-bathroom pool home located in the highly desirable gated community of Longwood Club! Perfectly positioned on a quiet cul-de-sac next to a vacant HOA-owned lot, this property offers added privacy and a peaceful setting. From the moment you enter through the stunning large double doors, you are greeted by views of the solar-heated saltwater pool through the expansive living room windows, truly capturing Florida living. Laminate and tile flooring run throughout the home with no carpet in sight. The spacious kitchen features appliances updated in 2020, 42-inch wood cabinetry, a breakfast bar, center island, and abundant counter space, all opening to the family room with a built-in entertainment center. Triple stacking sliding glass doors lead to the spacious covered patio and pool area, creating the perfect indoor-outdoor entertaining space. The primary suite offers a relaxing sitting area along with an updated en suite bath featuring dual vanities, a garden tub, walk-in shower, and two large walk-in closets. Two additional bedrooms are tucked away down their own private hallway. A separate en suite with a bedroom and bathroom is off the living area with both space and privacy for guests, multigenerational living, or even potential rental opportunities, complete with its own access door to the patio and pool. Additional highlights include surround sound speakers throughout the home and patio ready to be wired and re-activated, a newly rebuilt pool pump, freshly installed garage door springs, AC less than 2 years old, water heater replaced in November 2020, and a storage shed, ideal for storing pool and lawn equipment. Conveniently located with easy access to I-4, nearby hospitals, shopping, dining, and just minutes from Reiter Park, this home has comfort, functionality, and an unbeatable location wrapped in one exceptional package.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Veronica Figueroa (407-519-3980)
300 E SWEETWATER CREEK DR, LONGWOOD, FL 32779
$540,000105 Days on yellowkey MLS ID: O6389594
REDUCED by $9,000 (1.6%) on 06/08/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2074 Built: 1976Monthly Fee: $54 Tax: $2,650 (2024)Community: Sweetwater Oaks Sec 05Single Family
Taxes:$2,650
Remarks: Gorgeous home in Sweetwater Oaks! 4 Bed | 3 Bath | 1.25 ACRES | PRICED TO SELL ... Move-in ready! Priced to Sell, this won't last at this price. New Roof • New AC • New Kitchen • New Baths • New Floors • New Electrical Panel • New Paint • New Water Heater Modern open design with Quartz countertops, soft-close cabinets, and luxury vinyl floors throughout. Located in one of Longwood’s most sought-after communities with private Lake Brantley access, tennis, pickleball, parks, beach area & more. GREAT SCHOOLS!!! Minutes to Wekiva Springs, shopping, dining. Orlando International airport, theme parks and major highways just a short drive away. What are you waiting for? ***NO INCOME VERIFICATION*** available with preferred lender. This one won’t last — schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Jorge Trejo (407-319-1612)
2880 CITRON DR, LONGWOOD, FL 32779
$535,00040 Days on yellowkey MLS ID: O6408197
0 Days Off yellowkey (back on 6/5/2026)
REDUCED by $4,000 (0.7%) on 06/01/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2063 Built: 1980 Tax: $1,869 (2025)Community: Grove EstatesSingle Family
Taxes:$1,869
Remarks: Under contract-accepting backup offers. REFRESHINGLY NEW! This home is loaded with upgrades and charm. A statement front porch facade and an idyllic elevated corner lot set the tone for this inviting solid block ranch home. WEKIVA ELEMENTARY SCHOOL AND LAKE BRANTLEY ZONING! New roof, ALL NEW energy-certified thermal windows, total swimming pool renovation including tilework, surface and deck. LVP and tile throughout. New level 5 smooth finish in bedrooms. New lighting, fixtures, hardware, bathroom tilework, vanities, appliances, new 2-car garage door. This amazing home flaunts a split floor plan, crown molding, custom trim and molding, and a lovely fusion of original architecture and modern function & style. Freshly screened in back patio complete with new porcelain tile and pass-through quartz countertop to match the new kitchen. Linear red oak with beams in the family room cathedral ceiling direct your attention to the original stone fireplace. NO HOA! Bring your boat, RV, business vehicles with freedom and peace of mind, in an established community. Location wise, you have convenient access to 3 different I-4 exits and multiple Publix shopping centers. Proximal to the Wekiva Springs State Park and Wekiva Island. If you are looking for TURN-KEY NEW, THIS IS IT. WELCOME TO A FRESH AND CLEAN START IN YOUR NEW DREAM HOME IN THE LOCATION AND SCHOOL DISTRICT YOU HAVE BEEN SEARCHING FOR.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Jeremy Mazza (407-574-9859)
413 WILLOWBROOK LN, LONGWOOD, FL 32779
$549,99949 Days on yellowkey MLS ID: O6405037
2 Days Off yellowkey (back on 5/29/2026)
REDUCED by $15,000 (2.7%) on 05/22/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2211 Built: 1981Monthly Fee: $46 Tax: $4,171 (2024)Community: Cypress Landing At Sabal PointSingle Family
Taxes:$4,171
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Located in the highly sought-after Sabal Point community in Longwood, Florida, this beautifully maintained pool home delivers the lifestyle buyers are chasing right now. Surrounded by mature tree-lined streets in one of Central Florida’s most established communities, Sabal Point is known for its scenic nature trails, strong community feel, top-rated Seminole County schools, and unbeatable access to shopping, dining, and everyday conveniences, all just minutes from Wekiwa Springs State Park. Inside, you’ll find over 2,000 square feet of thoughtfully designed living space featuring soaring ceilings, multiple skylights, hardwood floors and a bright open layout built for both everyday living and entertaining. The flexible floor plan includes 4 bedrooms, 2 bathrooms, a flex room and a two-car garage with its own mini split AC system. Step outside to your oversized fully fenced backyard with a private pool and plenty of room to entertain, relax, and enjoy Florida living year-round. Opportunities to own a move-in ready pool home with this combination of space, flexibility, location, and lifestyle in Sabal Point rarely come available, schedule your showing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
3508 VESTAVIA WAY, LONGWOOD, FL 32779
$509,00055 Days on yellowkey MLS ID: V4948800
0 Days Off yellowkey (back on 6/2/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2347 Built: 1984Monthly Fee: $20 Tax: $2,343 (2024)Community: VestaviaSingle Family
Taxes:$2,343
Remarks: LOCATION, LAYOUT, AND FLEXIBILITY. THIS ONE STANDS OUT. Welcome to this well-designed split-level home located in one of Longwood’s most desirable areas, zoned for top-rated Seminole County schools and surrounded by a quiet, established neighborhood with mature trees and low HOA. As you enter, you’re welcomed into the center of the home with a true split-level layout that creates both flow and privacy. Head upstairs to find 3 bedrooms and 2 bathrooms, along with comfortable living space for everyday life. The main level features a private primary suite, giving separation from the rest of the home. Downstairs offers incredible flexibility with an additional living area, bedroom, and a full bathroom with shower, perfect for a mother-in-law setup, guests, or a private retreat. This level also features its own separate A/C system, providing added comfort, privacy, and energy efficiency. With multiple rooms downstairs, there is also potential for additional bedroom space, making this an excellent option for larger households or multi-generational living. Step outside and enjoy a spacious backyard and deck, perfect for relaxing or entertaining, all set within a peaceful residential setting with minimal through traffic. Location is a major advantage. You are just minutes to Wekiva Springs State Park, parks, trails, shopping, and dining. Easy access to I-4, 417, and 429 makes commuting simple, with quick drives to Lake Mary, Altamonte Springs, and Downtown Orlando. You are also within reach of Disney, Universal, and the East Coast beaches. Homes offering this kind of layout, flexibility, and location do not come up often. Schedule your private showing today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Seth L Rowlands, Llc (407-796-1932)
278 CASTLEFORD CT, LONGWOOD, FL 32779
$599,00034 Days on yellowkey MLS ID: O6407179
2 Days Off yellowkey (back on 5/26/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2637 Built: 1984Monthly Fee: $23 Tax: $3,705 (2024)Community: Wekiva Club Estates Sec 05Spa: NoSingle Family
Taxes:$3,705
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bathroom home tucked away on a quiet cul-de-sac in one of the area’s most desirable neighborhoods. Surrounded by mature trees and offering serene views of the 18th green of Wekiva Golf Club, this property combines comfort, privacy, and timeless appeal. Inside, you’ll find a spacious split floor plan designed for both comfort and functionality, complete with a wet bar and seamless flow to the outdoor living spaces. The large kitchen features stainless steel appliances, quartz countertops, and an abundance of cabinet space, making it ideal for both everyday living and hosting guests. The oversized screened pool and covered porch create the perfect setting for relaxing or entertaining year round. This home has been thoughtfully updated for peace of mind, including a full home re-pipe in 2022, hurricane-rated windows across the front of the home and all bedroom windows installed in 2024, and a new water heater added in late 2025. Dual central heat and air systems provide efficient climate control throughout the home, while the roof is only 8 years old. Conveniently located close to shopping, dining, major highways, and highly rated schools, this home offers the perfect balance of tranquility and accessibility. A rare opportunity to own a golf course view pool home located in a prime location.
Listing is courtesy of: SOUTHERN REALTY ENTERPRISES (407-869-0033)
Listing Agent: Kathy Hlinka (407-252-3385)
965 BUCKSAW PL, LONGWOOD, FL 32750
$530,00041 Days on yellowkey MLS ID: O6406984
0 Days Off yellowkey (back on 5/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2361 Built: 1988Monthly Fee: $43 Tax: $6,699 (2024)Community: Hidden Oak EstatesSingle Family
Taxes:$6,699
Remarks: Under contract-accepting backup offers. Welcome to this spacious 4-bedroom, 3-bath home in Hidden Oak Estates, offering 2,361 square feet of well-designed living space. Built in 1988, this home features a beautiful chef’s kitchen, updated LVP flooring, tile in the bathrooms, indoor laundry, and an oversized sunroom that adds even more flexible living space. The layout includes a formal living room, formal dining room, and a large family room with a wood-burning fireplace. All bedrooms are generously sized, and the community dock adds to the neighborhood appeal. Conveniently located near shopping, dining, major roadways, and top-rated Seminole County schools, this home combines space, comfort, and location in one exceptional package.
219 NOB HILL CIR, LONGWOOD, FL 32779
$589,75097 Days on yellowkey MLS ID: O6392082
REDUCED by $5,000 (0.8%) on 05/18/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2306 Built: 1963 Tax: $4,190 (2025)Community: Meredith Manor Nob Hill SecSingle Family
Taxes:$4,190
Elementary School: Forest City Elementary
Remarks: READ BEFORE SHOWING—- Wake up to serene lake views in this beautifully updated home nestled in the highly sought-after Lake Brantley community—perfect for new homeowners looking for comfort, style, and lifestyle all in one. With access to a private boat ramp and an incredibly low optional HOA of just $13/month, you can enjoy lake life without the high costs. ***This fully remodeled 3-bedroom with 4th bedroom turned into a loft/study area***, 3-bath residence has been thoughtfully upgraded for peace of mind, including full repiping, new electrical, and a brand-new roof. Step inside and you’ll immediately notice the abundance of natural light pouring through large windows, creating a warm and inviting atmosphere throughout the home. The layout is both functional and flexible, featuring a spacious upstairs loft that’s perfect for a home office, playroom, or additional living space. The kitchen offers a charming eat-in area ideal for casual meals and morning coffee, while the open living areas make entertaining effortless. Upstairs, enjoy your own private balcony—an ideal spot to unwind and take in the tranquil surroundings. Outside, the spacious backyard offers endless possibilities for gatherings, gardening, or simply relaxing in your own outdoor retreat. Currently staged to highlight its full potential, this move-in ready home is a rare opportunity to own a stylish, updated property in a fantastic location. Whether you're starting your homeownership journey or looking for a peaceful place to settle in, this home truly has it all.
Listing is courtesy of: BEST HOMES, LLC. (305-879-3707)
Listing Agent: Evelyn Otero (407-259-1789)
1469 GRACE LAKE CIR, LONGWOOD, FL 32750
$560,000240 Days on yellowkey MLS ID: O6355680
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2174 Built: 1982Monthly Fee: $40 Tax: $5,031 (2025)Community: North CoveSingle Family
Taxes:$5,031
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Rock Lake Middle
Remarks: An ideal blank canvas for those seeking top-rated schools and a fantastic neighborhood! This 4-bedroom, 2.5 bath home features a screened-in pool, a cozy family room with beamed ceilings, and tile flooring throughout. The expansive sunroom, complete with a kitchen service window, is perfect for relaxing or entertaining. The large primary suite includes a spacious closet and an en suite bathroom. With a 2-car garage,this home sits on a desirable corner lot with mature tree coverage, a lovely manicured lawn in the highly sought after North Cove community.
Listing is courtesy of: MOREHOUSE REALTY INC (407-331-4444)
Listing Agent: Alvin Moore (407-331-4444)
502 FREEMAN ST, LONGWOOD, FL 32750
$555,000414 Days on yellowkey MLS ID: O6303923
REDUCED by $10,000 (1.8%) on 03/31/2026
Bed: 6 Bath: 4.0 Liv Area Sq Ft: 3459 Built: 1998Monthly Fee: $51 Tax: $7,914 (2024)Community: Longwood PlantationSingle Family
Taxes:$7,914
Remarks: Amazing pool home in Longwood is the perfect multi-generational home. This home has 2 master suites, one downstairs and one upstairs with the downstairs master suite perfect for a mother in law living space. Also unique is 3 living spaces, one of which is upstairs so the kids can play upstairs and not disturb whoever is downstairs. The home has been remodeled with upgraded luxury vinyl flooring and granite countertops. You will enjoy the covered pool and lanai, with a backyard large enough with for your pets and no rear neighbor. Have peace of mind with the Roof and AC replaced in 2019 and 2020. You will be able to save money each month with solar panels that keep the electricity bill affordable, and a low HOA each month. *All information is intended to be accurate but is not guaranteed.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Ryan Minadie (407-765-9990)
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