Winter Springs, FL Homes for Sale under $500,000

Some neighborhoods offer just a house; this one delivers a true Florida lifestyle, anchored by a beautiful, deep quarter-acre lot and a home built for functional, everyday living. Tucked away in a quiet pocket of Winter Springs—one of Seminole County’s most coveted and safest communities—this 3-bedroom, 2-bathroom gem offers the rare freedom of no HOA combined with unparalleled privacy. The home

Wayne Mottley ELEGANT REALTY LLC

One or more photo(s) has been virtually staged. Welcome to Greenbriar at Tuscawilla, where this beautiful 3-bedroom, 2.5-bath home enjoys direct golf course frontage on the prestigious Tuscawilla Country Club—a private club offering championship golf, tennis, pickleball, swimming, fitness facilities, and upscale dining. Inside, soaring vaulted ceilings and abundant natural light create an

James Clark CENTURY 21 ALTON CLARK

The moment you step inside, you’re welcomed by a seamless blend of cozy comfort and modern style. The open-concept family room, kitchen, and dining area are filled with natural light and provide picturesque views of the backyard pool—creating an ideal setting for both everyday living and entertaining. The kitchen is thoughtfully designed with granite countertops, stainless steel appliances, rich

Brittany Reese FOWLKES REALTY CO

Imagine a home that doesn't just house your life but elevates every chapter of it. At this stunning tri-level townhouse, the story begins the moment you step across the covered front porch and through the front door.Your day begins on the third level, where light pours through the expansive windows of your primary retreat. You wake up in a sanctuary defined by a sense of total calm. The

Mark Anthony Buot ROI AVE LLC

Located in the highly desirable Tuscawilla community, this home offers an open floor plan with a blend of tile and wood flooring throughout. The spacious kitchen features striking black galaxy granite countertops and ample cabinet space. Enjoy the outdoors in your fully fenced backyard retreat, complete with mature landscaping, a cozy fire pit area, and plenty of room to relax or entertain. The

Rick Cole KELLER WILLIAMS WINTER PARK

Beautiful 2 bedroom 2 bath home on a duck pond! HOA only $95/month maintains the lawn. Updated kitchen with granite counters and all appliances. Breakfast nook. Formal dining room. Large great room with fireplace. Both bedrooms have walk-in closets. Roof 2022. Huge Florida room in back with view of the pond. Enjoy relaxing in the backyard watching the ducks. Parks and playgrounds in neighborhood.

Julie Bailey HOME SOLD NETWORK LLC

Very well maintained home in Tuskawilla! Updated kitchen with Granite countertops, Elegant mirrored wall, Ceramic Tile throughout. Double sinks in beautiful master bathroom with garden shower tub! Owners have access to the neighborhood clubhouse and Community pool, HOA takes care of front yard lawn maintenance. Two parks and a nature trail are walking distance from the home. Walk to Trotwood Park

Ramon Ortiz Cruz DIAMOND 2000 REALTY, INC

Don’t miss this rare opportunity to own an impeccably maintained corner-unit townhome offering the largest floor plan in the sought-after gated community of The Landings at Parkstone. This beautifully designed home features an open floor plan and high ceilings, along with three bedrooms and three full baths. The primary suite and a secondary bedroom with bath are upstairs, while a private

Cynde Velez APERTURE GLOBAL REAL ESTATE

**Single-Family Home with Detached ADU & Pool**Tucked away in a quiet cul-de-sac, this over 2,000 sq. ft. home with a detached Accessory Dwelling Unit (ADU) is a rare find in the highly desirable, non-HOA community of North Orlando Terrace! NEWER ROOF (2022), as well as a massive remodel in 2023 that consisted of NEW kitchen, bathrooms, plumbing, electrical panel, interior/exterior paint,

Elliot Shugan THE SHUGAN GROUP INC

This home is a true MUST SEE!!! This beautifully renovated 3-bedroom, 2.5-bath with a loft, two-story home is located in the highly sought-after Highlands community of Winter Springs. This spacious and open floor plan offers a living room/dining room combo as well as a family room, all enhanced by soaring cathedral ceilings that flood the home with natural light. The stunning kitchen is truly a

Mario Zendeli COMPASS FLORIDA LLC

This thoughtfully renovated 3-bedroom, 2.5-bath home is ready for effortless living, showcasing modern upgrades, inviting living spaces, and a truly special outdoor setting in Country Club Village of Tuscawilla.From the moment you enter, you’ll appreciate the soaring vaulted ceilings and abundant natural light in the great room, which beautifully connects the living and dining spaces and is

Lisa Shear FANNIE HILLMAN & ASSOCIATES

ELEGANT CONTEMPORARY HOUSE WELCOMES YOU THROUGH A FOYER INTO THE LIVING/DINING AREA. THE HOUSE HAS 3 BEDROOMS AND THE POTENTIAL TO EASILY BUILD A 4TH ONE, AS IT IS ALREADY IN PUBLIC RECORDS. ADD EQUITY TO YOUR HOME! FRESH COAT OF PAINT ON ALL THE HOUSE AND NEW ENGINEERED WOOD FLOORS. ALL WINDOWS HAVE WOOD SHUTTERS. KITCHEN IS SPACIOUS, WITH STONE COUNTERS, STONE BACKSPLASH AND STAINLESS STEEL

Connie Shepherd HOME WISE REALTY GROUP, INC.

PRICE REDUCTION!!!Ready to move into! Well maintained and updated 3-bedroom Tuskawilla villa, HOA maintains the lawn. This home boasts an open floor plan featuring beamed vaulted ceilings, a wood burning stone fireplace, an eat in kitchen and a spacious screened porch ROOF INSTALLED IN 2023, AC INSTALLED IN 2021, Resurfaced bath tub, shower and vanity countertops. Professional tennis courts and a

Ramon Ortiz Cruz DIAMOND 2000 REALTY, INC

Quiet, newer 2023 townhome backing to preserved green space with direct access to the Cross Seminole Trail—a rare setup that offers privacy, nature, and convenience all in one. Enjoy peaceful mornings on the front porch, daily walks or rides right outside your door, and a sense of calm that’s hard to find this close to everything. This 4-bedroom, 3.5-bath home is thoughtfully laid out across

Cindy Sosa-Castro COLDWELL BANKER RESIDENTIAL RE

Welcome to this beautifully updated, move-in ready, fully furnished 3-bedroom, 2-bath single-family home — with FURNITURE, DECOR, and APPLIANCES INCLUDED! Located in the desirable Sunrise community of Winter Springs. The house has an enclosed rear patio an additional 4th air conditioned space/room, offering flexible space for a gym, sun room or home office. Set on an oversized 0.27-acre lot, this

Renan Serretiello FLORIDA CONNEXION PROPERTIES

Beautiful home in the heart of Tuscawilla Country Club — a well-established, walkable, and extremely safe neighborhood. Zoned for top-rated A+ schools: Rainbow Elementary, Indian Trails Jr. High, and Winter Springs High School. This 3-bed, 2-bath home offers 1,889 sq ft, a 2-car garage, and a long list of upgrades throughout: • Architectural-shingle roof (2017)• Carrier HVAC (10/6/2021)•

Bob Knowles RED CARPET REALTY FLORIDA

JUST REDUCED!! DO NOT MISS OUT ON THIS WONDERFUL BUY IN GREAT SUBDIVISION!! NEW ROOF AND NEW A/C JUST INSTALLED IN 12/2025. This lovely home is located in one of Winter Springs most desirable neighborhoods. The serene community is outstanding with Oak tree canopies and spacious lots with nice curb appeal and lush landscaping. Welcome to this inviting 4 bedroom, 2 bath home which has over 2,000

Nancy Langley PREMIUM PROPERTIES R.E SERVICE

Welcome home to this beautiful 3 bedrooms, 2 bathrooms house with a pool. Come and enjoy the large pool, modern and updated kitchen with granite countertop and stainless-steel appliances. The spacious interior along with the bonus room will give your family enough space to grow. In the last 4 years the roof, air conditioning unit and water heater have all been replaced. The solar panels will

Celeste Baez FLORIDA REALTY INVESTMENTS

Paradise found in Tuscawilla! Come fall in love with this idyllic low maintenance waterfront villa on over 1/3 acre with lawn care and community pool included. Walk out the back door of this beautiful 3 bedroom home to your “high and dry” oasis backing up to serene Bear Creek. Inside the home, you will be greeted by a cozy yet open floor plan with abundant light, high ceilings and many upgrades.

Colleen Kahl RE/MAX TOWN & COUNTRY REALTY

One or more photo(s) has been virtually staged. Stunning, fully remodeled home with luxury finishes throughout! This spacious 3-bedroom, 2-bath layout also includes a dedicated office/flex room—perfect for remote work or study. Enjoy oversized bedrooms, including a unique suite featuring a cozy fireplace. The open-concept kitchen, dining, and living areas flow seamlessly for effortless

Ronnie Zaglool VENCORP REAL ESTATE

Your wait is over! Welcome to your new home! This beautiful 3 bedroom, 2 bath home delivers 1,368 sq. ft. of peaceful living area in a quiet corner lot. Located in the gorgeous Tuskawilla Country Club community, this home features luxury vinyl flooring throughout the house. Entertain effortlessly with a spacious kitchen featuring stainless steel appliances, recessed lighting, and 42” upgraded

Trevor Laug. Realtor SOLID OAK REAL ESTATE LLC

Ready to leave your attached townhome neighbors for more space between your home and the next house, coupled with the freedom of having NO MONTHLY HOA fee? Check out this beautiful home on a .3 ACRE LOT in the amazing Seminole County. In the heart of Winter Springs lies your future home. This warm, cozy yet spacious, home with an OVERSIZED PRIMARY BEDROOM and wood-burning FIREPLACE, will make you

Dana Thomas REALTY ONE GROUP MVP