16

Winter Springs, FL Homes for Sale under $300,000

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  • /50

    $289,000

    • 2 Beds
    • 2 Baths
    • 1,166 Sq Ft

    718 Lakeside Dr, Winter Springs, FL 32708

    Experience comfort and effortless living in this beautifully maintained Winter Springs home with LOW HOA fees and COMPLETE PRIVACY- NO SHARE WALLS. The open living area impresses with VAULTED CEILINGS, UPGRADED LAMINATE FLOORINGS, STYLIST FIXTURES, AND CHARMING FIREPLACE. The well-designed kitchen offers generous storage, while the serene primary suite features double closets and an ENSUITE BATH.

    Mariana Cisneros PREMIUM PROPERTIES R.E SERVICE

    718 Lakeside Dr, Winter Springs, FL 32708
  • /27

    $250,000

    • 2 Beds
    • 2 Baths
    • 1,224 Sq Ft

    498 Club Dr, Winter Springs, FL 32708

    Welcome to Cypress Club, a townhome community located in The Highlands within Winter Springs. Two bedrooms/two bath home is two stories offering split bedrooms. The living room/dining room combo provides high lofty ceilings with celestial windows providing natural sunlight to the home. Sliding glass doors open to a screen enclosed patio to the rear of the property that overlooks Winter Springs

    Joyce Gary PAINE-ANDERSON PROPERTIES, INC

    498 Club Dr, Winter Springs, FL 32708
  • /36

    $272,500

    • 3 Beds
    • 2 Baths
    • 1,422 Sq Ft

    1340 Delaney Dr, Winter Springs, FL 32708

    Welcome to 1340 Delaney Drive, a move-in-ready home nestled in the heart of Winter Springs, FL. This beautifully maintained 3-bedroom, 2-bath residence offers 1,420 square feet of smartly designed living space, featuring a desirable split-bedroom floor plan that perfectly balances privacy and function. Step inside to discover a bright and neutral interior complemented by stunning laminate floors

    Todd Schroth EXP REALTY LLC

    1340 Delaney Dr, Winter Springs, FL 32708
  • /17

    $245,000

    • 3 Beds
    • 2 Baths
    • 1,187 Sq Ft

    429 Sheoah Blvd Unit 8, Winter Springs, FL 32708

    Discover Your Dream Home! Welcome to this stunning 3-bedroom, 2-bathroom condo, nestled on the serene 2nd floor. Recently updated to enhance your living experience, this residence boasts fresh interior paint and brand-new floor throughout, ensuring a move-in ready condition that invites comfort and style. The spacious living room and dining area merge seamlessly, featuring a charming wet bar area

    Elizabeth Dowell UPZEL REALTY LLC

    429 Sheoah Blvd Unit 8, Winter Springs, FL 32708
  • /33

    $239,000

    • 2 Beds
    • 2 Baths
    • 1,002 Sq Ft

    506 Club Dr, Winter Springs, FL 32708

    Move-in ready 2-bedroom, 2-bathroom single-level townhome in the heart of Winter Springs! Enjoy an updated kitchen with granite countertops, freshly painted interior, and new flooring. Relax on the screened and tiled lanai overlooking serene greenspace. This quiet, secluded community offers two assigned parking spaces and a community pool just steps from your front door. Residents enjoy amenities

    Kathleen Harrison CALL IT CLOSED INTL REALTY

    506 Club Dr, Winter Springs, FL 32708
  • /32

    $210,000

    • 3 Beds
    • 2.5 Baths
    • 1,400 Sq Ft

    30 Moree Loop Unit 39, Winter Springs, FL 32708

    Welcome to your move-in ready 3-bedroom, 2.5-bath townhome-style condo located in the desirable Highlands of Winter Springs community known for its beautiful tree-lined streets, scenic walking trails, and resort-style amenities. This stylish home offers approximately 1,400 square feet of updated living space designed for comfort and low-maintenance living. Inside, you’ll find a fully remodeled

    Casey Irwin PARK VIEW REALTY INC

    30 Moree Loop Unit 39, Winter Springs, FL 32708
  • /35

    $279,900

    • 3 Beds
    • 2 Baths
    • 1,089 Sq Ft

    270 San Gabriel St, Winter Springs, FL 32708

    Home for the Holidays! Welcome to 270 San Gabriel Street in Winter Springs, Florida — this home perfectly blends comfort, style, and the easygoing "Florida" lifestyle. A well-cared-for, single-story residence featuring vaulted ceilings and an open great-room plan that creates a bright, spacious feel throughout. The home’s neutral décor and ceramic tile flooring make it move-in ready, and all

    Alie Gattis MAINFRAME REAL ESTATE

    270 San Gabriel St, Winter Springs, FL 32708
  • /26

    $232,000 Pre-Foreclosure

    • 3 Beds
    • 1.5 Baths
    • 1,130 Sq Ft

    411 Green Spring Cir, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. AS-IS Opportunity in the Vineyards of Mount Greenwood! This 3-bedroom, 1.5-bath townhome in Winter Springs is a true handyman’s special ideal for investors and first-time buyers looking to build equity. Inside, you’ll find a spacious living and dining area, kitchen, half bath, and extra storage under the stairs, while sliding glass doors open to a

    Sarita Cabrera WATSON REALTY CORP

    411 Green Spring Cir, Winter Springs, FL 32708
  • /45

    $280,000

    • 2 Beds
    • 2.5 Baths
    • 1,306 Sq Ft

    4004 Garden Oak Ct, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. Welcome to Heritage Commons, a gated community in the heart of Winter Springs offering a peaceful, low-maintenance lifestyle near top-rated Seminole County schools. This beautifully maintained townhome features two spacious primary suites, each with a private bath and walk-in closet. The main level offers open living and dining areas with neutral

    Crystal Adams RE/MAX INNOVATION

    4004 Garden Oak Ct, Winter Springs, FL 32708
  • /39

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,192 Sq Ft

    Unlisted Address

    This cozy bungalow-style home has plenty to offer aside from a quiet location with great proximity to parks, shopping and restaurants. Super clean and move-in/rent ready. The home features New Roof (May 2023); Goodman AC (2023); New interior/exterior neutral paint and carpet. This 3/2 split floorplan gives you plenty of space plus vaulted ceilings and plenty of natural light flow throughout the

    Vincent Scarlatos CORCORAN PREMIER REALTY

    Unlisted Address
  • /47

    $284,900

    • 3 Beds
    • 2 Baths
    • 1,425 Sq Ft

    600 Northern Way Unit 502, Winter Springs, FL 32708

    Location! Location! Location! This pristine condo nestled in the heart of Tuscawilla offers an incredible opportunity for low maintenance living in a serene and gated community. Enjoy summer days by the beautiful community pool and relax in the cabana. Across the way you will find access to Trotwood Park, with its picturesque settings ideal for picnics and recreational activities. Featuring a

    Robert Bretz, PA EXP REALTY LLC

    600 Northern Way Unit 502, Winter Springs, FL 32708
  • /25

    $235,000

    • 2 Beds
    • 2.5 Baths
    • 1,156 Sq Ft

    1355 Casa Park Cir, Winter Springs, FL 32708

    Casa Park Villas Townhome for Sale!! Great investment opportunity. Located in Tuscawilla Country Club Community just across the street from Trotwood Park. Cozy townhouse is a 2 bed 2 & half bath, freshly remodeled in 2018, new kitchen cabinets, new tubs and fixtures in bathroom and Brand New AC replaced in 2020. Close to Parks and Recreation, shopping and dining... Appliances included:

    Rick Protheroe RE/MAX TOWN & COUNTRY REALTY

    1355 Casa Park Cir, Winter Springs, FL 32708
  • /23

    $294,900

    • 2 Beds
    • 2.5 Baths
    • 1,275 Sq Ft

    421 Tradition Ln, Winter Springs, FL 32708

    Welcome to 421 Tradition Lane in Winter Springs! This beautiful TownHouse with 2 bedrooms and 2.5 bathrooms is perfect for those looking for a comfortable and well-located home. There is no carpet anywhere, as the house features wood flooring throughout and ceramic tile in the wet areas, making it easy to clean and maintain.Featuring double pane windows for enhanced energy efficiency and comfort.

    Georgette Pinango REALTY COLLECTION

    421 Tradition Ln, Winter Springs, FL 32708
  • /41

    $225,000

    • 2 Beds
    • 2.5 Baths
    • 1,434 Sq Ft

    505 Moree Loop, Winter Springs, FL 32708

    Welcome to this charming 2-bedroom, 2 1/2-bath home located in the heart of Winter Springs! This beautifully maintained residence offers an open and functional layout, perfect for both everyday living and entertaining. The bright kitchen features ample cabinet space and a breakfast bar that overlooks the spacious living and dining areas. Step outside to a large wood deck and fenced backyard—ideal

    Matt Magee LPT REALTY LLC

    505 Moree Loop, Winter Springs, FL 32708
  • /30

    $285,990

    • 3 Beds
    • 2 Baths
    • 1,091 Sq Ft

    314 San Gabriel St, Winter Springs, FL 32708

    Welcome home to this charming 3 bedroom, 2 Bath home in the heart of Winter Springs, in centrally located Deer Song Community. This home features: Corner unit, open floor plan, high ceilings, NEW ROOF 2021, RE-PLUMBED 2021, NEW APPLIANCES 2021-2022, NEW AIR CONDITIONING SYSTEM 2022, NEW WATER SOFTENER SYSTEM 2022 AND NEW LUXURY VINYL FLOORING IN BEDROOMS 2022. Home has been well maintained and

    Linda Bain WEICHERT REALTORS HALLMARK PRO

    314 San Gabriel St, Winter Springs, FL 32708
  • /22

    $245,000

    • 2 Beds
    • 2 Baths
    • 1,105 Sq Ft

    294 San Gabriel St, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. This 2-bedroom, 2-bath Winter Springs home offers a functional layout with endless potential. Featuring vaulted ceilings, lots of natural light, stylish new laminate flooring, inside laundry, and outdoor storage. Conveniently located near top-rated Seminole County schools, Central Winds Park, the Winter Springs Town Center, plus major highways. Roof

    Christine Schneider RE/MAX TOWN & COUNTRY REALTY

    294 San Gabriel St, Winter Springs, FL 32708

Home Trends in Winter Springs, FL

Housing Trends

Median Sale Price
$415,000
Median Single Family Sale Price
$424,900
Median Townhouse Sale Price
$410,000
Median 2 Bedroom Sale Price
$174,950
Median 1 Bedroom Sale Price
$147,500
Average Price Per Sq Ft
$244
Number of Homes for Sale
126
Last 12 months Home Sales
630
Months of Supply
2.40
Median List Price
$426,809
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-4%
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