Longwood, FL Houses under $500,000

NEW PRICE Improvement Aug 03! NEW ROOF April 2025! No HOA fees! Room for a Pool! Welcome to this beautiful 4-bedroom, 2-bath home in the charming Windtree West neighborhood of Longwood, Florida! Offering 2,074 square feet of thoughtfully designed living space, this home has all the style, comfort, and convenience you’ve been searching for including a fire place.As you step inside, you’ll

Randall Shirey CHARLES RUTENBERG REALTY ORLANDO

Welcome home, nature lovers! This beautiful 3-bedroom, 2 bathroom home offers the perfect blend of comfort and convenience. Enjoy outdoor living with a spacious patio featuring a brick paver pool deck. The tree-lined neighborhood provides a peaceful atmosphere, and you're just 5 minutes away from Wekiwa Springs State Park—ideal for walking or biking. A trail runs directly behind the home for

Michael Bellamy REDFIN CORPORATION

Welcome to this beautifully updated pool home, located in Longwood, FL, tucked away on a quiet corner lot within the highly desirable Woodlands community and the top-rated Seminole County school district. This 4-bedroom, 2-bathroom home offers 1,828 sq. ft. of thoughtfully designed living space and sits on an oversized lot nestled in a cul-de-sac. From the moment you arrive, you’ll appreciate the

Rebeka Weeks LUKER & CO REAL ESTATE LLC

Step into this completely renovated Longwood home where every detail has been thoughtfully updated to combine modern style with everyday comfort—all with NO HOA and a massive backyard. From the moment you arrive, the freshly painted exterior, mulch landscaping, and updated flatwork set the tone. Inside, you’re greeted by wide-plank NEW LVP flooring, smooth ceilings , and sleek hardware and

Yandel Ramirez VESTI LLC

Welcome to 2210 Westwood Drive — Modern Comfort with Deeded Lake BrantleyAccess in a Sought-After Longwood Neighborhood!Built in 2018, this move-in ready 3-bedroom, 2-bath home offers the rare benefit of newerconstruction in a well-established, desirable community. All major systems — including theroof, plumbing, electrical, A/C, kitchen, and bathrooms — are just 7 years old,

Eric Soto TC ORLANDO HOMES LLC

Your Dream Home Awaits! Owner Financing Opportunity!Tired of Bank Hassle? Ready to Own NOW?If you have a substantial down payment and are looking for a faster, more flexible path to homeownership, your search ends here! Welcome to 635 Cambridge Court, Longwood, FL 32779 – a stunning property now available with Owner Financing!Imagine: Stepping into your dream home sooner than you

Paula Wells PRIMAC REALTY, INC

Welcome to this Custom designed home located in the in sought after community of Lake Brantley Isles! Move right into this recently updated home including a New roof, New windows, New Brazilian WOOD floors, Beautifully updated master bath and 2nd bath and new paint throughout! The floor plan features 3 bedrooms, with 2 bathrooms, 2 c garage, a separate office/den, open dining room overlooking the

Missy King COLDWELL BANKER REALTY

Welcome Home to Wekiva Living!Step into this beautifully updated 4-bedroom, 2-bathroom pool home nestled in the heart of the desirable Wekiva community. Sitting on a generous lot, this home offers a perfect blend of comfort, style, and functionality.Enjoy peace of mind with recent updates, including a resurfaced and retiled pool (2024), brand new waterproof flooring throughout

Bryittany Wortman COLDWELL BANKER REALTY

One or more photo(s) has been virtually staged. Seller offering $8,000 in concessions toward buyer’s closing costs—don’t miss this opportunity!Gorgeous, Amazing, Stunning Oversized Pool Home on a Huge Corner Lot – Longwood, FL This is your opportunity to own a BEAUTIFUL, FULLY REMODELED POOL HOME in the highly desirable Longwood area! With a brand-new architectural shingle roof and a

Jose Hernandez LA ROSA REALTY CW PROPERTIES L

Attractive Victorian-style home built in 2021 in a serene, small community of only 15 residences. Glowing with timeless charm and abundant natural light. The kitchen is equipped with stainless steel appliances and opens to the dining and family room. This airy haven features 4 spacious bedrooms and 3.5 nicely appointed bathrooms, including a practical Jack-and-Jill setup. The master Suite is

Susan Williams COLDWELL BANKER REALTY

Welcome to 223 Scarborough Cove, a beautifully renovated residence nestled on a quiet cul-de-sac in the highly sought-after community of Wekiva Cove, known for its tranquil lake views, community walking paths, and cozy clubhouse. Zoned for top-rated Seminole County schools, this home offers the perfect blend of location, lifestyle, and livability. Wekiva Cove is truly a unique living experience

Abby Greenberg COMPASS FLORIDA LLC

Lakefront living in the heart of Longwood! This charming 3-bedroom, 2-bath home is situated on a rare double lot with .51 acres of upland, offering breathtaking lake views from nearly every room. Nestled in a serene setting, you can unwind with nightly sunsets, launch your paddle boat or kayak, and fully embrace the waterfront lifestyle. Inside, the home features brand new flooring, a renovated

Lisa D Orazio SOTERA LIVING

This beautifully renovated 3-bedroom, 2-bath home features fresh interior and exterior paint, brand-new LVP and carpet flooring, and stylish new fixtures throughout. The stunning kitchen boasts quartz countertops and all-new cabinetry, while both bathrooms offer updated vanities with quartz tops. Step outside to enjoy the sparkling pool with a screened enclosure—perfect for relaxing or

Robert Jones OFFERPAD BROKERAGE FL, LLC

Step into this beautifully renovated 3-bedroom, 2-bath pool home with a dedicated office, where every major component was upgraded in 2025 for a truly turnkey experience. From the new roof, A/C, tankless water heater, updated plumbing, and electrical panel to the new double pane windows, sliders, doors, and trim, no detail was overlooked. This oversized corner lot offers the ability to extend the

Abby Greenberg COMPASS FLORIDA LLC

This single-family home is amazing in every way and is truly a must see! Nestled in the highly coveted Shadowbay Community on Lake Brantley. A perfect location just minutes to everything. This residence boasts an array of desirable features. Three bedrooms and two full baths with oversized primary bedroom. As you enter through the striking front door and stunning foyer, you are mesmerized by the

Denise Korrey KORR REALTY CORP

Don't Miss this Opportunity! Wonderful Ranch-Style Home Located in the Sought-After Myrtle Lake Hills Community in Longwood. This 3 Bedroom/2 Bath Single-Story Home has been Lovingly Cared For and is Ready for its Next Owner. The Entrance Foyer Opens to a Spacious Living Room with Stone Faced Wood Burning Fireplace. Adjacent to the Living Room is the Dining Area with French Doors Leading to an

Maria Shreve RE/MAX TOWN CENTRE

PREMIUM GOLF COURSE VIEW ON THE 8TH GREEN AT THE WEKIVA GOLF COURSE! Welcome to this custom 4 bedroom, 2 bath home on a beautiful lot overlooking the 8TH green of the Wekiva Golf course. This IMMACULATE HOME with a wood burning fireplace has just been renovated and is ready to move in. Upgrades include remodeling the gourmet kitchen and master bath. New designer light fixtures, fresh, high

Theresa Hopcraft SOVEREIGN REALTY INVESTMENTS LLC

One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing.Your dream home is waiting for you! This home has Fresh Interior Paint, Partial flooring replacement in some areas. A fireplace and a soft neutral color palette create a solid blank canvas for the living area. Step into the kitchen, complete with an eye catching stylish backsplash. Relax in your

Karen Albright OPENDOOR BROKERAGE LLC

Welcome to this delightful home at 146 Tollgate in Longwood, Florida, showcasing a freshly painted exterior and beautifully maintained landscaping. As you step inside, you are greeted by a bright foyer that opens into a spacious and inviting family room, perfect for gatherings and relaxation. This intelligently designed split-level layout features a kitchen that effortlessly flows into the family

Bianca Botelho RE/MAX ASSURED

Charming & Updated Home in Highland Hills – Move-In Ready & Full of Value!Welcome to this beautifully updated 3-bedroom, 2-bathroom gem in the highly desirable Highland Hills neighborhood of Longwood. This is your chance to own a move-in-ready home in one of Seminole County’s top-rated school zones—with no HOA!Step inside to a spacious split floor plan featuring soaring ceilings, abundant

Karen O'Neil COLDWELL BANKER RESIDENTIAL RE

Welcome to 154 Shadow Trail, a beautifully renovated pool home nestled in the heart of Longwood, FL. This move-in ready residence offers the perfect blend of modern design and everyday comfort, situated in a quiet and established neighborhood with convenient access to parks, shopping, and dining. This single-story home features 3 bedrooms, 2 bathrooms, and a bright, open floor plan designed for

Abby Greenberg COMPASS FLORIDA LLC

Completely remodeled 4bed/2bath in the highly sought-after community of Wekiva. Life proof Luxury Viny Plank flooring throughout. Gourmet kitchen featuring new Samsung black stainless-steel appliances, 5-element cook-top, double oven, large 27.4 cu. ft refrigerator and a front load, stackable washer & dryer. The primary suite includes a generous walk-in closet and an en-suite bath with dual

Todd Schroth EXP REALTY LLC

One or more photo(s) has been virtually staged. Tenants have MOVED!!! Quaint Lake View Home nestled on a quiet cul-de-sac within the sought-after Landings Community. The home offers picturesque lake views from the rear yard and a beautiful Pond from the front. Great floor plan provides an exceptional blend of comfort and style. The home features a vaulted-ceiling master suite complete with a

Margaret Baumann WATSON REALTY CORP

Beautiful 4 bedroom 2.5 bathroom home Freshly Painted with Luxury Vinyl flooring and Stainless Steel appliances. Located in a very Sought After neighborhood of Longwood. This Home features a Formal Living Room, Dining Room and a Family Room with a Brick Fireplace. Also, Enjoy an Enclosed Patio that spans the Whole Length of the Home. The Master Bedroom is on the First Floor. Beauty and Comfort is

Gwen Morrison PREMIUM PROPERTIES R.E SERVICE

Looking for an updated four-bedroom, two-bathroom home in the heart of Longwood? Look no further than 321 Ferdinand Dr, perfectly nestled along the shores of Lake Fairy in the charming, tree-lined community of Columbus Harbor where each home has a character . Step inside this stunning 1,830 sq. ft. home and fall in love with its thoughtful open floor plan. The cozy living room, complete with a

Irina Paul FUTURE HOME REALTY INC

Just Appraised! Located in TOP RATED SEMINOLE COUNTY SCHOOL DISTRICT. Single story ranch home on a cul de sac in the tranquil neighborhood of Jennifer Estates. A private Boat Ramp, Beach, Picnic Pavilion, Basketball Court, Pickleball Court, and Tennis Courts are all within this sought after community. 4 bedrooms, 2 full bathrooms, large kitchen with view of private backyard, screened lanai all on

Greg Lowe FLORIDA REALTY RESULTS LLC

This beautiful home is ready to be loved by new owners! Featuring 3 bedrooms, 2 bathrooms, and a spacious open floor plan, this home is perfect for everything - from staying in with family to hosting guests. The recent upgrades include kitchen countertops, new light fixtures and mirror in hall bathroom, new Luxury Vinyl floors, fresh interior paint and new ceiling fans in all the bedrooms. Along

Corinna Allman EXP REALTY LLC

Traditional elegance and extraordinary craftsmanship exude from this beautifully maintained estate-style POOL home nestled in the heart of Longwood! Step inside to magnificent tile and laminate flooring gracefully flowing throughout the entire home! NEWER ROOF (2017)! The open design, split floor plan allows for unparalleled flow and privacy. The living room boasts soaring ceilings and a

Elliot Shugan THE SHUGAN GROUP INC