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Winter Springs, FL Homes for Sale with Acreage

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  • /65

    $849,521

    • 4 Beds
    • 2 Baths
    • 2,350 Sq Ft

    1444 Bird Rd, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. ONE OF A KIND! Stunning Renovated Lakefront Home on Private Peninsula – Rare opportunity to own a beautifully updated lakefront home on a private 1.5-acre peninsula. IN ADDITION: THIS LISTING INCLUDES A VACANT 1/2 ACRE BUILDABLE LOT WHICH MAY BE "SOLD SEPARATELY" OR KEPT AS PART OF THE ESTATE. THE VALUE IS A CONBINATION OF THE 1.5 ACRE ESTATE

    Agent Photo

    Bobby Keen

    KEEN REALTY GROUP, INC.

    (321) 325-3174

    1444 Bird Rd, Winter Springs, FL 32708
  • /68

    $2,900,000 New Construction

    • 6 Beds
    • 6 Baths
    • 6,132 Sq Ft

    1447 Bird Rd, Winter Springs, FL 32708

    Discover the pinnacle of secluded luxury in this brand-new, 8,000 SF estate, nestled in picturesque Winter Springs. From the moment you arrive, the custom glass French entry doors hint at the artistry within. Stepping into the grand foyer, you are greeted by statement marble and mosaic flooring that sets a tone of elegance, a design narrative that flows seamlessly throughout the home. Designed

    Robert Kirkwood MAVREALTY

    1447 Bird Rd, 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
  • /47

    $1,399,900

    • 4 Beds
    • 3 Baths
    • 4,464 Sq Ft

    120 E Bahama Rd, Winter Springs, FL 32708

    This property offers a rare opportunity to own a home with true flexibility, privacy, and long-term value—perfect for today’s evolving lifestyles. Designed with flexibility in mind, this home features a private in-law or guest suite with its own separate exterior entrance and full bathroom, creating an ideal setup for multigenerational living, visiting guests, or a private home office. The in-law

    Alma Merrill EXP REALTY LLC

    120 E Bahama Rd, Winter Springs, FL 32708
  • /3

    $400,000

    • Land
    • 2.72 Acres
    • $147,059 per Acre

    835 E State Road 434, Winter Springs, FL 32708

    The lot has been completely cleared and is ready to be developed.

    Keith Moore HOMEVEST REALTY

    835 E State Road 434, Winter Springs, FL 32708
  • /70

    $899,999 Open Sat 11AM - 4PM

    • 4 Beds
    • 3 Baths
    • 3,284 Sq Ft

    981 Tuskawilla Trail, Winter Springs, FL 32708

    Price Improvement! Now offered at $899,000 — Exceptional opportunity in the Tuskawilla / Winter Springs area. This beautifully maintained single-family residence offers 4 bedrooms, 3 bathrooms, and a thoughtfully designed open-concept layout ideal for everyday living and entertaining. Enjoy lake views and true Florida living with a private swimming pool, expansive outdoor space, and a generous

    Marisela Barazarte Moron LA ROSA REALTY PREMIER LLC

    981 Tuskawilla Trail, Winter Springs, FL 32708
  • /68

    $1,549,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 6 Baths
    • 6,175 Sq Ft

    1513 Black Bear Ct, Winter Springs, FL 32708

    Welcome to this exceptional home in the exclusive gated community of Bear Creek Estates, set on over an acre of lush wooded greenbelt with beautiful landscaping and a circular driveway that creates outstanding curb appeal. The over 6,000 sq. ft. (includes 1 car garage/hobby room of approx. 280 sq.ft.) home features a new architectural tile roof (less than one year old) and 10-foot ceilings

    Lynda Miller PREMIER SOTHEBYS INT'L REALTY

    1513 Black Bear Ct, Winter Springs, FL 32708
  • /12

    $7,500,000

    • Land
    • 7.87 Acres
    • $952,986 per Acre

    1205 Orange Ave, Winter Springs, FL 32708

    John Henao United Realty Group, Inc

    1205 Orange Ave, Winter Springs, FL 32708
  • /83

    $999,900

    • 5 Beds
    • 4.5 Baths
    • 4,104 Sq Ft

    2297 Blossomwood Dr, Oviedo, FL 32765

    Experience refined living in this fully renovated (with finishing touches underway) luxury single-family home located in the highly sought-after Tuska Ridge subdivision of Oviedo, FL. Set on a private 1-acre lot, this exceptional residence offers 5 bedrooms, 5 bathrooms, and 4,104 square feet of thoughtfully designed living space, including a dedicated second-generation/in-law suite ideal for

    Michelle Torrente ROBERT SLACK LLC

    2297 Blossomwood Dr, Oviedo, FL 32765

Home Trends in Winter Springs, FL

Housing Trends

Median Sale Price
$415,327
Median Single Family Sale Price
$420,714
Median Townhouse Sale Price
$413,459
Median 2 Bedroom Sale Price
$173,500
Median 1 Bedroom Sale Price
$180,000
Average Price Per Sq Ft
$244
Number of Homes for Sale
133
Last 12 months Home Sales
609
Months of Supply
2.60
Median List Price
$429,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-5%
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