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

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

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

This GORGEOUS 3-bedroom SPLIT PLAN, 2 bath home is ready for its new owner's!! Beautiful hardwood flooring throughout, along with NEWER LPV flooring in the bedrooms and NEW LPV flooring in the kitchen and entrance. NO CARPET. The kitchen features NEWER appliances, NEW garbage disposal, NEW QUARTZ countertops and a breakfast nook area. NEW faucets in kitchen and bathrooms. There are separate

Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

One or more photo(s) has been virtually staged. NEW ROOF COMPLETED 10/2025!Welcome to this beautifully maintained 3-bedroom, 2-bath home on a desirable corner lot, offering flexible living, fun gathering spaces, and room to grow. From the moment you arrive, the manicured landscaping, majestic oaks, and brick paver driveway set the tone for the inviting charm found throughout.Inside,

Renee Killiri RED BIRD REALTY OF FLORIDA INC

**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

Welcome to this stunning Tuskawilla Point residence nestled in Winter Springs, Florida. This beautifully updated pool home offers 3 spacious bedrooms, 2 luxurious bathrooms, filled with an abundance of natural light that creates an inviting atmosphere throughout. This spacious block-construction residence sits on an oversized lot and features recent updates that include roof in 2020, re-plumbed

Robert Arnold SAND DOLLAR REALTY GROUP INC

Welcome to this beautifully maintained 4-bedroom, 2-bathroom home nestled in a quiet neighborhood in the heart of Winter Springs. This light and bright home features a desirable split floor plan, fully paid off Tesla solar panels, and a big fenced in backyard. Step into the open main living space where the tile was updated in 2022. The kitchen was remodeled in 2022, featuring brand-new cabinets

Becky Johnson EXP REALTY LLC

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

Set at the quiet end of the community, this 2023 three-story townhome backs to preserved land and connects directly to the 23-mile Cross Seminole Trail—perfect for morning runs, dog walks, and weekend rides. Enjoy peaceful, green views from your private cozy front porch while drinking your morning coffee!. 4 bedrooms, 3.5 baths, and a 2-car garage in Winter Springs!!!!First floor offers a

Cindy Sosa-Castro COLDWELL BANKER RESIDENTIAL RE

"Holiday handicap: lowered. Mediterranean luxury on the fairway -NOW priced to WIN!! Welcome yourself to the BIGGEST IS BEST! END UNIT! with the Brightest and Best Views, Longest Driveway, Largest Yard, and First Time on the Market! Are you looking for a "good enough" copy or looking for "THE RIGHT ONE" who won't settle? Well, we have the right one when it comes to low-maintenance luxury. You

Rafael Kawala WHITE WHALE REAL ESTATE

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

This beautiful 4-bedroom, 3-bathroom home at 724 Indian Ct in Winter Springs offers 2,092 square feet of comfortable living space. Located in the heart of Winter Springs, this property provides convenient access to shopping, restaurants, theme parks, major roads, and the airport. Step inside to discover an open floor plan with high ceilings throughout, creating a spacious and airy atmosphere.

Maritza Saint Hilaire COMPASS FLORIDA LLC

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

One or more photo(s) has been virtually staged. Stylish two-story home offering spacious living and great design flow. The main level features a formal dining room ideal for gatherings, along with a kitchen highlighted by accent lighting, ample cabinetry, and a clear view into the living room for easy conversation and entertaining. Upstairs, all four bedrooms provide generous space, while both

Cheryl Fabian MAINSTAY BROKERAGE LLC

This lovely and desirable 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 square feet living area. As you enter into a nice foyer, there is a comfortable great room to your left and a

Nancy Langley PREMIUM PROPERTIES R.E SERVICE

Welcome home to this stunning 4-bedroom, 3-bathroom residence located in the heart of Winter Springs, nestled within the highly sought-after gated community of Parkstone. This beautifully upgraded home offers the perfect blend of luxury, comfort, and functionality.Step inside through elegant French doors and be greeted by soaring ceilings and luxurious ceramic tile flooring that flow through

Kedi Ma FLORIDA REALTY INVESTMENTS

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

Spectacular Corner Townhome Awaits!!!Experience the lifestyle you’ve always dreamed of in this stunning three-story townhome showcasing modern finishes and serene conservation views. Sip your favorite beverage or unwind on the spacious private front porch. The first floor offers a versatile flex space, ideal for a home office, den, or even a fourth bedroom. On the second floor, enjoy an

Monica Puche LPT REALTY, LLC

Georgetowne of the Tuscawilla community 3/2 Garden Home. Start your day with pickleball at nearby Trotwood Park, cool off with a splash in the community pool, ride your bike or enjoy a walk on the nearby Seminole Trail, or take a golf cart ride to the private Tuscawilla Country Club. This thoughtfully updated home features designer rectangular ceramic tile flooring throughout and an open, flowing

Laura Leigh Wood RE/MAX TOWN & COUNTRY REALTY

Beautifully renovated 3 bed 2 bath Single Family Home in the popular Winter Springs Ranchlands. No HOA and 1 Full Acre. This terrific home has vaulted ceilings and a skylight, a super spacious layout with large windows, new flooring, all new cabinets and new granite countertops throughout the home including the kitchen and bathrooms. The kitchen was fully upgraded with a new suite of appliances

John Vincent JR REALTY GROUP LLC

2025 Roof Installed! A rare gem in a sought-after location, this stunning single-story ranch home sits on a nearly 1/3 acre homesite, nestled at the end of a peaceful cul-de-sac. This is your chance to own a slice of paradise in one of Winter Springs’ most desirable neighborhoods! Designed for both entertaining and everyday living, this home blends function and luxury seamlessly. As you enter,

Cleve Loveland LOVELAND PROPERTIES

Experience elevated living in this beautifully appointed 4-bedroom, 2.5-bath end-unit townhome, designed for both comfort and style. Start your day with a serene walk or bike ride on the Cross Seminole Trail, just steps from your door. Enjoy exclusive access to the resort-style pool, fully equipped fitness center, and clubhouse ideal for private gatherings, located just across the street, making

Ileana Irizarry Melendez EXCLUSIVE HOMES REALTY, INC.