Winter Springs, FL Homes under $400,000

Welcome to your dream townhome in the heart of Winter Springs! This spacious 3-bedroom, 2.5-bath corner unit offers comfort, style, and convenience. Enjoy the privacy of no rear neighbors and unwind on your patio deck with tranquil conservation views. Inside, you’ll love the open kitchen layout, perfect for entertaining, and the stylish brand new vinyl plank flooring throughout the second

Cindy Davila KELLER WILLIAMS ADVANTAGE REALTY

Located off of Tuskawilla Road and convenient to local schools, shopping and dining, with easy access to Red Bug Road, 434, 426 (Aloma), and the 417 (Greenway). This property has been immaculately maintained with upgrades throughout the property to include an updated eat-in kitchen with a large breakfast bar, spacious living room, nicely appointed bathrooms, primary bedroom with walk-in closet,

Christopher Calise REAL PROPERTY MANAGEMENT AND REALTY

Welcome to Wedgewood Golf Villas, perfectly situated within the city of Winter Springs With a direct access to the golf course via dedicated golf path. This 3BD/2BA block home – completely rebuilt in 2013 – features a NEWER A/C (2023), DOUBLE PANE WINDOWS, open living and dining under VAULTED CEILINGS, LOW MAINTENANCE LANDSCAPING and a fully fenced backyard! There is no carpet anywhere in this

Jennifer Wemert WEMERT GROUP REALTY LLC

**PRICE CORRECTION**Discover this stunning former model townhome in the heart of Winter Springs, This beautifully updated 3 bedroom, 2.5 bath home is designed for both style and comfort. The main level boasts elegant wood-look tile flooring, while the bathrooms feature exquisite tile work and rich upgraded cabinetry. The kitchen is a true showstopper, offering an abundance of dark cherry

Maribel Ramos VESTI LLC

Welcome to 703 Sailfish Rd in the desirable North Orlando Ranches subdivision of Winter Springs. This 3-bedroom, 2-bathroom home spans 1,262 sq. ft. and has been recently updated, making it move-in ready. Fresh interior paint enhances the bright and inviting living spaces, while the newly painted garage adds to the home’s well-maintained appeal. A brand-new roof offers added peace of mind. The

Nate Samson ROBERT SLACK LLC

One or more photo(s) has been virtually staged. 100% financing option available. Welcome to Wedgewood Tennis Villas in the vibrant community of Tuscawilla. This delightful 2-bedroom, 2-bathroom home sits on one of the biggest lots in the neighborhood at over 1/4 of an acre. Step inside to discover an open concept living and dining area, highlighted by vaulted ceilings with skylights that bathe

Maria Nunez COMPASS FLORIDA LLC

Welcome to your TURNKEY dream home in the desirable Heritage Park Community. This move-in ready, freshly painted townhouse offers the perfect blend of comfort, style, and convenience. As you step inside, you’ll be greeted by ceramic tile flooring that flows throughout the main level, creating a clean and contemporary space. The open-concept kitchen is a chef’s delight, boasting 42-inch honey wood

Ben Aicher LPT REALTY, LLC

PRICE REDUCED!!!Discover this stunning 3-bedroom, 2.5-bathroom townhome with 1,914 square feet of well-designed living space. Situated in a gated community, this home offers both luxury and convenience, including a 2-car garage and access to a sparkling community pool.Enjoy the serene views of the wooded area from your private screened porch, the perfect spot for morning coffee or evening

Roxanna Cabrera LA ROSA REALTY PREMIER LLC

Lovely townhome inside the gated community of The Parke at Hanover Place which is located along SR 434 just east of 17-92. Centrally located in between 417 and interstate 4 highways. Walking distance to the neighboring grocery store shopping plaza. Townhome features an open plan layout with a fully tiled first level and luxury vinyl plank in the second level living spaces. Ceiling fans

Lucy Cancino KELLER WILLIAMS REALTY AT THE LAKES

Property with Pool!! This 2-bedroom, 2-bath home that’s just waiting for your personal touch. Whether you're dreaming of a modern refresh or a cozy vintage vibe, this space offers the perfect canvas to bring your vision to life. With a layout that invites creativity and customization, each room presents an opportunity to design a space that truly reflects your style. Don't miss this opportunity!

Moe Mossa SAVVY AVENUE, LLC

One or more photo(s) has been virtually staged. Welcome to this fully renovated 3-bedroom, 2-bathroom home located in the heart of Winter Springs! Offering a spacious and functional layout, this beautiful property features a living room, dining room, Florida room, kitchen, and indoor laundry area—all thoughtfully updated for modern living.Enjoy peace of mind with brand-new upgrades, including:New

Katherine Fernandez De Los Santos LPT REALTY, LLC

Nestled in the heart of a tranquil Winter Springs subdivision, this lovely home offers 3 bedrooms and 2 bathrooms, perfect for family living or those seeking a peaceful retreat. Recent updates ensure comfort and efficiency throughout, including:Updated Main Bathroom: A beautifully renovated shower, completed in 2024.Durable Flooring: Waterproof wood vinyl flooring throughout the home, installed

Regina Durant FOXX REALTY GROUP LLC

This beautiful Townhouse is located in Heritage Commons. This gated community offers a pool, a playground for the little ones to play, a fenced in doggie space for your furry friends and in fabulous school districts. This 3 bedroom, 2.5 bath townhouse has a great open floorplan with kitchen that includes a breakfast bar and is open to the family room and dining area. The high ceilings and open

Jennifer Draper LPT REALTY LLC (DAYTONA BEACH)

AMAZING OPPORTUNITY TO OWN A MOVE-IN READY TOWNHOME IN WINTER SPRINGS IN THE GATED COMMUNITY OF BARCLAY RESERVE! This pristine, small, quiet community sits on the Oviedo-Winter Springs line. Top-rated local Oviedo public schools. Oviedo & Winter Springs are known for their many parks and recreation facilities: The Black Hammock Trailhead is 1/2 mile away to access the Cross Seminole Trail – 23

Sidney Galloway GALLOWAY REAL ESTATE

This spacious townhome in the heart of Winter Springs has been recently upgraded and is move-in ready! Nestled in the serene gated community of Harbor Winds, this property features new appliances, a new AC, new flooring, new interior paint, and a 2023 roof. With 3 bedrooms and 2.5 bathrooms over 1,680 square feet and a backyard bordered by a lush conservation area, there is plenty of space and

Chandler Williams EXIT REALTY PREMIER LEGACY

Well-Maintained 3/2 in Sought-After Winter Springs – Vacant & Ready for a Quick Close!This charming single-story home features 3 bedrooms, 2 full baths, and 1,326 sqft of comfortable living space. Enjoy peace of mind with a newer A/C system (installed July 2019), solid plumbing and electrical, and no reported roof leaks. The home includes all major appliances: refrigerator, stove/oven,

edward windsor Pellego, LLC

ADORABLE 3 BEDROOM/ 2 BATH/1 car GARAGE, backing to POND in Winter Springs! LIGHT, BRIGHT, and OPEN! House is located on a CUL-DE-SAC, close to pool--as if it were your own private pool :). LAMINATE WOOD FLOORS and TILE in living areas. Kitchen features cute eat-in space/NOOK, w/STAINLESS STEEL APPLIANCES! NEWER A/C (2021); NEWER ROOF (2022). You also have ONE ASSIGNED PARKING SPACE in front of

Cameron Hasan FLORIDA USA REALTY

Fantastic Location in Winter Springs! Gorgeous home with pond views! Beautifully maintained and updated, this 3-Bedroom, 3.5-Bath Townhome in Jesup's Reserve is waiting for you! – Nestled in the heart of Winter Springs, this charming townhome offers the perfect blend of style and convenience. Upon entering, you'll discover a spacious first-floor bedroom with a full bathroom—ideal for guests or a

Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

**This property qualifies for a closing cost credit up to $4,500 through the Seller’s preferred lender.**Welcome home to this charming 2-bedroom, 2.5-bathroom townhome with a 1-car garage in the highly sought-after Heritage Park community. Step inside to find a welcoming foyer with stairs leading to the second floor. Down the hall, you'll have garage access on the right and a convenient half bath

Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

Looking for a home that blends convenience, comfort, and access to a highly rated Seminole County school district? This is the one for you! This beautiful 3-bedroom, 2.5-bathroom home is nestled in the desirable Greenspointe subdivision in The Highlands of Winter Springs. Situated on a generous 0.26-acre lot with 1,756 square feet of living space. The pavered driveway and elegant tile roof create

Tricia Daigle CENTURY 21 MCBRIDE REALTY GROUP

One or more photo(s) has been virtually staged. Welcome to beautiful JESUP'S RESERVE in Winter Springs! You'll love living in this Key West-inspired community where you can walk to the gated POOL & JACUZZI, while taking in the beautiful landscape and tranquil pond with water feature. At home, this charming two-story townhome offers the perfect blend of comfort and convenience. Featuring two

Amy Tejeda CHARLES RUTENBERG REALTY ORLANDO

*Seller to contribute $5,000 at Closing.* Welcome to 465 Gee Hammock Lane — where comfort meets convenience in one of Winter Springs’ most desirable communities. This beautifully designed 4-bedroom, 2.5-bath end-unit townhome offers not just a place to live, but a lifestyle to enjoy.Imagine starting your mornings with a peaceful walk along the Cross Seminole Trail or enjoying a workout at

Hannah True RE/MAX 200 REALTY

FRESHLY PAINTED THRUOUT WITH SOFT NEUTRAL COLOR! Hard to find 3 bedroom 2&1/2 bath unit WITH ONE CAR GARAGE-GATED COMMUNTIY..ATTRACTIVE foyer welcomes you to LARGE open kitchen to family room-sliding door to a patio/grill area and back yard play area. Stairway leads to all bedrooms-OVERSIZED PRIMARY BEDROOM offers HUGE walk-in closet,large windows. Primary bath provides tub and shower, dual

Dennis Jones KELLER WILLIAMS ADVANTAGE REALTY

*** UPDATED & MOVE-IN READY! *** SELLER WILL PAY THE REMAINDER OF 2025 MONTHLY HOA WITH AN ACCEPTABLE OFFER ***If you're searching for a modern, move-in-ready townhome in Seminole County, this is the one! The seller has invested nearly $40K in upgrades, bringing both style and smart home technology to this stunning property.* Completely remodeled kitchen (2023) – brand new cabinets, granite

Paul Bastien RE/MAX ASSURED

LOCATION LOCATION LOCATION This charming fully renovated home offers 3-bedroom, 2-bathroom home featuring 1,387 sqft of stylish living space. This property boasts brand-new cabinets, elegant quartz countertops, Brand new stainless steel appliances, cozy fireplace, and sleek laminate flooring throughout. Brand new roof. Enjoy outdoor living at its best with an in-ground pool perfect for

John Gomez EXP REALTY LLC

One or more photo(s) has been virtually staged. Welcome to this stunning 5-bedroom, 3.5-bathroom townhome, perfectly designed for comfort and convenience! Located in a highly desirable gated community, this home features dual primary suites—one on the main floor and another upstairs—offering flexibility for multi-generational living or guests. Step inside to an open-concept layout filled with

Dominick Florio RE/MAX TOWN & COUNTRY REALTY

Unveiling Your Investment Opportunity to own a home in Winter Springs, FL! Nestled in the Fruitwood Lake neighborhood, this 3-bedroom, 2-bathroom, 2-car garage on large oversized lot featuring tranquil water views! The moment you drive up to this home you will notice the newer roof with a welcoming driveway. Step inside this home and notice the open floorplan and imagine the possibilities that

Benondre Cerezo COLDWELL BANKER REALTY

Welcome to your beautifully updated home in the heart of Winter Springs! This move-in-ready gem offers the perfect blend of style, comfort, and unbeatable convenience. Inside, you’ll find fresh interior paint, refinished cabinets that shine like new, and upgraded fixtures throughout. The kitchen features a brand-new microwave and dishwasher, while the primary bathroom includes an under-sink water

Austin Mowell CHARLES RUTENBERG REALTY ORLANDO

Welcome to 535 Crimson Ln in the charming community of Jesups Reserve in Winter Springs! This lovely 3 story townhouse features 3 bedrooms, 3.5 baths and a 2 car garage. On the first floor you have access to a bedroom and full bathroom perfect as an in-law suite or guest bedroom. On the 2nd floor the kitchen, living and dining area with a half bath and nook area are followed by a balcony to

Betsy Breton-Garcia KELLER WILLIAMS WINTER PARK

Welcome to this fabulous 2-story, 3 bedroom, 3 full bath, end unit townhouse with attached 2-car garage, in a cul-de-sac, in the exclusive gated community of Harbor Winds. You can enjoy being in a premium unit that backs up to a wooded view for peace and relaxation. Inside, the perfectly upgraded kitchen includes a cozy breakfast nook, granite counters, stainless steel appliances, custom

Anderson (Luis) Zamora OLYMPUS EXECUTIVE REALTY INC

Welcome to 701 Castlewood, Winter Springs, Florida! This charming 3-bedroom, 2-bath home is nestled in a highly sought-after community known for its abundant amenities and prime location. The property boasts a newly replaced roof (2020), ensuring peace of mind and long-term durability.As you step inside, you'll be greeted by a bright and airy living space, perfect for both relaxation and

Torey Eisenman BENCHMARK REAL ESTATE GRP INC

WINTER SPRINGS SR 434 AT WINDING HOLLOW BLVD, BOTH CORNER PARCELS, 1.16 ACRES - PARCEL 1 AND 1.23 ACRES PARCEL 2, C-2 ZONING CITY OF WINTER SPRINGS ALLOWS FOR MANY USES, COMMERIAL PROPERTY HAVING MANY USES, WINDING HOLLOW IS A GREAT RESIDENTIAL COMMUNITY WITH THESE 2 PARCELS BEING THE GATEWAY, BOTH PARCELS BEING SOLD TOGETHER AS A MULTI PARCEL SALE PURCHASE

Devin Greene RCI REAL ESTATE INC.

Location, location, location!!! Fantastic opportunity to own this Single Family house 3/2 one car garage with fence and storage attached to the property. This property has tile floor throughout the house. NO HOA, NO CDD, Roof was replaced 4 years ago. This property is in an excellent location near a major highway, airport, shopping center and more. If you want to have easy access to your daily

Rosalina Martinez LA ROSA REALTY LLC

Beautiful parcel in a cul-de-sac. Previous house was razed and now ready to build on. Tuscawilla community is much in depend with a top rated Joe Lee private golf club (Tuscawilla Country Club).

Paul P. Partyka PARTYKA GROUP INC

Under Construction. At Hickory Grove, we have great rates AND incredible closing cost incentives! Come to our Sales Gallery to learn more about what we can do for you from our knowledgeable New Home Counselors. Location, Location, Location! Hickory Grove is located in the heart of the Winter Springs town center with convenient access to grocery stores, shopping and restaurants. As you step inside

Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

One or more photo(s) has been virtually staged. Welcome to this very charming 2-bedroom, 2-bathroom home in the desirable Sunrise Subdivision of Winter Springs, bordering vibrant Oviedo and offering nearly 1,000 square feet of comfortable living space. This gem, freshly painted inside and out with a brand-new roof, comes with a spacious two-car garage and a partially fenced backyard, perfect for

Jennifer Clark GLORY INTL. REAL ESTATE CO

Discover this 3-bedroom, 3.5-bathroom townhome, offering a spacious living experience across three floors, each bedroom with a private bathroom. The property features a practical layout with bedrooms above and below the main living area on the middle floor. Its bay windows and roomy bedrooms create a light and airy atmosphere, while its well-thought-out floor plan allows everyone their privacy, a

Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

Short Sale. Short Sale - Move-In Ready Townhome in Exclusive Gated Barclay Reserve! Welcome home to this spacious and beautifully maintained 2-bedroom, 2.5-bath townhome with a single-car garage, nestled in the highly sought-after gated community of Barclay Reserve in Winter Springs. This move-in ready home offers a perfect blend of style, comfort, and convenience. As you step inside, you're

Milton Figueroa EMPIRE NETWORK REALTY