Winter Springs, FL Homes for Sale under $400,000

Welcome to this stunning, modern end-unit townhome located in the highly sought-after community of Jesup’s Landing in Winter Springs. This beautifully designed 3 bedroom, 3.5 bathroom residence with a spacious 2-car garage offers an exceptional blend of comfort, style, and convenience, making it the perfect choice for buyers seeking luxury townhome living in a prime location. From the moment you

Thomas McNamara EXP REALTY LLC

Move in Ready home in Greenspointe area of The Highlands. This Light & Bright Home has No Rear Neighbors and a Nice View of the open space out back & water view. New Tile Roof 2017, New A/C, Fireplace, Updated Kitchen Cabinets, New Vanities, Primary Bathroom has a Large Step-In Shower/Tub. The community offers a variety of amenities including a Olympic Size Community Pool, Tennis & Pickleball

Paul Buscemi FLORIDA HOME TEAM REALTY LLC

Welcome home to this 4 bedroom 2 bath in the heart of Winter Springs! Walk thru the front door to be wowed with LVP flooring and a spacious living space with large windows letting in natural light. The eat-in space in the kitchen features French doors leading out into the oversized backyard perfect for a summer game of baseball or even a firepit for those cool FL nights. Kitchen has updated real

Nicole Anderson HD REALTY LLC

NEW ROOF TO BE COMPLETED PRIOR TO CLOSING. Welcome to this beautifully updated 4-bedroom, 2-bath home in Winter Springs, FL, featuring thoughtful upgrades and a well-designed layout. Inside, you’ll find fresh interior paint, new baseboards and trim, updated lighting and ceiling fans, and custom shelving in the living room that adds both style and functionality. The layout includes multiple living

Steven Koleno BEYCOME OF FLORIDA LLC

BEAUTIFUL HOME! TOTALLY UPGRADED 3 BEDROOMS 2 BATHS!! & IN-LAW SUITE 1 BEDROOM 1 BATHROOM AND LAUNDRY. Priced to Sell! This home is not like no other home in this area, Nice Kitchen Cabinets and Granite counter tops, modern tile floors, Stain Steel appliances, Refrigerator, Range & microwave. This home is clean, immaculate and a pleasure to show.

Everardo Santos ESG INVESTMENT ENTERPRISE INC

Welcome to this charming townhome in the highly desirable Jesup Reserve community located in beautiful Winter Springs. This 2-bedroom, 2-bath home offers comfort, convenience, and excellent potential for both homeowners and savvy investors. Step inside to find a spacious layout featuring a modern kitchen equipped with stainless steel appliances and a newer Carrier A/C system for year-round

James Rice WEICHERT REALTORS HALLMARK PRO

Beautiful fully renovated property featuring 4 spacious bedrooms, 2 modern bathrooms, and an additional room perfect for an office or play room. The home has been completely updated, including a new roof and new windows, providing improved energy efficiency and peace of mind. Open layout with excellent natural light and modern finishes throughout. Move-in ready, ideal for a family home or

Rodrigo Chavez LA ROSA REALTY ORLANDO LLC

Explore 448 MacGregor Rd, a individual residence with a straightforward design and integrated features. The interior includes a fireplace, and the primary bedroom features a walk in closet; the primary bathroom provides double sinks and a Jacuzzi. The exterior includes a covered patio and a fenced in backyard, providing an enclosed outdoor area. This property contains practical elements for daily

Karen Albright OPENDOOR BROKERAGE LLC

Lender Credit of 1% (of loan amount) toward closing costs or rate buy-down (inquire for more info). Welcome to Isles of Oviedo, a sought-after gated townhome community in the heart of Oviedo. This spacious, one-owner home offers over 1,600 square feet of well-designed living space, featuring 3 bedrooms, 2.5 bathrooms, and a desirable 2-car garage. From the moment you enter, you’ll appreciate the

Lori Hoover EXP REALTY 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

Well-appointed 3-bedroom, 2.5-bath townhome for sale in a gated community, offering a great combination of functionality, privacy, and location. Designed for comfortable living, this home includes energy-efficient double-pane windows that enhance interior comfort and help reduce outside noise. The primary suite features a spacious walk-in closet with natural light, creating a bright and welcoming

Isabel Sirizzotti SUNNY 365 REALTY GROUP

One or more photo(s) has been virtually staged. Welcome to this well-maintained 3-bedroom, 2-bathroom block townhome offering 1,366 square feet of comfortable living space in the desirable Wildwood community of Winter Springs. Tucked along a quiet tree-lined street. Inside, the home features an open and inviting layout highlighted by vaulted ceilings, neutral tones, and vinyl flooring that create

Kaleb Shaw SHAW SIGNATURE RE

POOL HOME + NEW ROOF! Welcome to this beautifully upgraded 3-bedroom, 2-bath residence with a 2-car garage, perfectly positioned in one of Winter Springs’ most sought-after, established neighborhoods with NO HOA. This home features a private, fully fenced backyard oasis with a sparkling pool—ideal for entertaining, relaxing, and enjoying Florida living year-round. A brand-new roof will be

Melissa Maldonado CENTURY 21 MCBRIDE REALTY GROUP

One or more photo(s) has been virtually staged. If you’ve been searching for space, location, and opportunity without overpaying, this cul-de-sac home delivers. Tucked away on a quiet cul-de-sac and backing to a peaceful conservation area with no rear neighbors, this 4-bedroom home offers a rare combination of privacy and value in one of Winter Springs’ most desirable locations. Inside, you’ll

Nora Rios WEICHERT REALTORS HALLMARK PRO

Welcome home to this cozy 3-bedroom, 2-bath bungalow-style home located in the resort-like Highlands community, offering 1,178 sq. ft. of living space. This home features vaulted ceilings, ceramic tile throughout, fresh interior paint, and a newly renovated kitchen with granite countertops, solid wood shaker-style cabinets, and black appliances. Major updates include a 2025 water heater and a new

Irina Carp MILLENIUM REALTY GROUP

Welcome to 130 Deer Song Dr in the heart of Winter Springs an exceptional opportunity to own one of the most beautifully updated homes in the community! Positioned on a desirable corner lot with ample parking, this fully renovated 3-bedroom, 2-bathroom home stands out as a rare find offering both style and convenience. From the moment you step inside, you’ll notice the thoughtful upgrades

Yosseff Roman KELLER WILLIAMS ADVANTAGE III

Completely remodeled 3-bedroom, 2 bathroom home located located in the heart of Winter Springs, offering convenience , comfort , and modern upgrades throughout. Situated on an oversized lot, this property features a large private pool, perfect for entertaining or relaxing in your own backyard oasis. Inside , you'll find a brand -new kitchen with modern finishes ,complemented by all-new appliances

Krasimira Kakarova WORLD PROPERTIES GROUP

One or more photo(s) has been virtually staged. Welcome home to one of Winter Springs' most sought-after communities, where thoughtful upgrades, resort-style amenities and effortless Florida living come together in one incredible package. Step inside and feel it immediately. Soaring 10-foot vaulted ceilings, an open-concept layout flooded with natural light and a clean neutral palette that's the

Rose Reid PREMIER SOTHEBYS INT'L REALTY

SUNRISE VILLAGE 2/2 UPDATED HOME! PLUS A BONUS ROOM PERFECT FOR OFFICE, NURSERY, PLAYROOM, HOBBY ROOM, FLORIDA ROOM OR JUST ADDITIONAL LIVING SPACE! OPEN FLOOR PLAN! KITCHEN FEATURES TILE FLOORS, EAT IN KITCHEN AND LIGHT WOOD CABINETRY! ROOF 2022, A/C 2023, WATER HEATER 2025! MAIN BATH UPDATED WITH DECORATIVE TILE, GRANITE COUNTER, TILE FLOOR! DOUBLE PANED WINDOWS! WIDE BLINDS! KNOCKDOWN

Diane Fuller COLDWELL BANKER REALTY

This beautiful 3 bedroom 2.5 bath townhome is located in Winter Springs near 417 plenty of shopping with a premium lot. new roof 2022 updated HVAC system. includes refrigerator, range, and dishwasher, and microwave This gated community has so much to see lots of walking the balcony is private over looking the trees and nature.

April Angry EXP REALTY LLC

ASSUMABLE LOW VA LOAN INTEREST RATE of 2.5% TO QUALIFYING BUYER (You DON'T have to be a veteran)!! Saving you $450 MONTHLY!! Back on the market due to buyer's financing falling through.ADORABLE home located in DESIRABLE TUSCAWILLA Wedgewood Tennis Villas known for its' CHARMING TREE-LINED STREETS!! Walk to clubhouse, tennis games, and fitness center! BEAUTIFUL CURB APPEAL! Home is OPEN,

Cameron Hasan FLORIDA USA REALTY

Turnkey townhouse in Tuscany Place located in beautiful Winter Springs. The townhouse style is limited to only a few homes found in the new phase of this great community. Excellent layout—all bedrooms have their own private full bathroom—one of the bedrooms with an en-suite full bath is on the ground level so it’s perfect for an office or a mother-in-law suite. The natural focal point of this

John Vincent JR REALTY GROUP LLC

One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 2 bedroom, 2.5 bathroom townhouse located in the GATED COMMUNITY of Heritage Park! This thoughtfully designed floor plan offers both comfort and functionality, perfect for everyday living and entertaining.The first floor features a spacious living and dining area adorned with stunning porcelain tile,

Rebecca Simms WEICHERT REALTORS HALLMARK PRO

Welcome to this beautifully maintained townhome located in the desirable gated community of Heritage Park in Winter Springs. Perfectly positioned directly across from the community pool with ample guest parking nearby, this move-in ready home offers both comfort and convenience. Step inside to find attractive laminate flooring flowing throughout the first floor, complemented by neutral paint and

Jean Scott KELLER WILLIAMS ADVANTAGE REALTY

One or more photo(s) has been virtually staged. Location, Location, Location! Welcome to this beautifully designed 3-level townhome in the highly sought-after Jesups Reserve community. Featuring 3 spacious bedrooms—each on its own floor—this home offers exceptional comfort, flexibility, and privacy.The top-floor primary suite is a true retreat, complete with a large private balcony, perfect

Brian Goodwin ORLANDO REALTY & PROPERTY MGNT

Fully Renovated Winter Springs Home with No HOA – Move-In Ready in Seminole County Welcome to 140 N. Fairfax Avenue in Winter Springs, Florida, a beautifully renovated home that blends classic Florida charm with modern upgrades in one of Seminole County’s most desirable and convenient locations. This extensively updated 3-bedroom, 1-bath home sits on a generous 8,900-square-foot lot and offers a

Shawn McCormick ERA GRIZZARD REAL ESTATE

Welcome to 1328 Andes Dr! Tile floors run throughout this well-maintained 4-bed, 2-bath in Sunrise Village, giving the home a clean, consistent look from room to room. The living room flows naturally into the dining area and kitchen, an open feel that works well for everyday living and entertaining.The kitchen includes stone countertops, well-maintained cabinetry, and easy access to the back

Chad Jarvis AVENIR REAL ESTATE BROKERS LLC

Welcome to 444 Blue Bayou Lane, a fully renovated 3-story end-unit townhome in a prime location in Winter Springs.Renovated within the past 2 years, this home has a modern, light-filled layout with thoughtful updates throughout. The kitchen flows seamlessly into the main living space, opening to a second-floor balcony. Upstairs, the primary bedroom features its own private balcony on the

Steven Koleno BEYCOME OF FLORIDA LLC

Experience the perfect blend of location and low-maintenance living at 471 Harbor Winds Court. Located in a secure, gated Winter Springs community, this move-in ready home offers ultimate peace of mind with a NEW ROOF (2024). The functional interior features a rare and highly desired Large Primary Suite on the Main Floor, complete with dual closets for abundant storage. The open, inviting layout

Terrica Francois KELLER WILLIAMS ADVANTAGE III

Price Reduced!! 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

Trevor Laug. Realtor SOLID OAK REAL ESTATE LLC

Affordably priced and beautifully maintained, this Oviedo townhome is located in a gated community and features a desirable dual primary suite layout and a private screened balcony overlooking conservation with no rear neighbors. This move-in ready home offers a clean, neutral interior with attractive updates, an open-concept design, and peaceful conservation views. Recent updates provide added

Allison Day RE/MAX TOWN & COUNTRY REALTY

One or more photo(s) has been virtually staged. Welcome to this beautifully maintained townhome in the gated community of Barkley Reserve, perfectly situated in the heart of Winter Springs. This spacious 3-bedroom, 2.5-bath home offers an inviting open layout, a large living area filled with natural light, and a well-appointed kitchen with plenty of cabinet space. One of the biggest highlights of

Joshua Lopez EXP REALTY LLC

Move Right In this Updated Highlands Home! Desirable Gas Stove in Kitchen along with newer Appliances & Granite Countertops, New Bathroom Vanities New Roof 2024. Large Fenced Yard, Fireplace & Inside Laundry Room. The Highlands has a Large Community Pool, Playgrounds, Clubhouse with BBQ Area, Audibon Park, Tennis & Pickleball Courts & Nature Walking Trails. Highly rated Seminole County Schools.

Paul Buscemi FLORIDA HOME TEAM REALTY LLC

One or more photo(s) has been virtually staged. Brand New 2026! This home sits in a desirable location in Casselberry Florida. Living near Lake Kathryn Park in Casselberry, Florida, offers a balanced lifestyle that combines quiet residential charm with modern recreational amenities. Commuter Friendly to Downtown Orlando, 5 minutes to I-4, convenient shopping, Altamonte Mall and "the Greater

Aimee Anselmi LLC KELLER WILLIAMS HERITAGE REALTY

Welcome to this meticulously kept three-story townhome located in the desirable Legacy Park community in Casselberry! Offering the perfect blend of space, style, and convenience, this home features a flexible floorplan with a spacious guest suite on the main level — ideal for visitors, a home office, or multigenerational living. Upstairs, you’ll love the open-concept living spaces accented by

Amy Miller ALL REAL ESTATE & INVESTMENTS