12

Winter Springs, FL Homes for Sale with Acreage

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  • /48

    $838,500

    $412K PRICE DROP
    • 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 – Welcome to your fully reimagined lakefront retreat at 1444 Bird Road in the heart of Winter Springs. Nestled along the serene shores of Lake Tony, this highly detailed, professionally rehabbed home blends modern luxury with timeless Florida charm. From the moment you arrive,

    Agent Photo

    Bobby Keen

    KEEN REALTY GROUP, INC.

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

    $2,625,000

    New Construction Open Sun 10:30AM - 12:30PM $275K PRICE DROP
    • 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
  • /73

    $2,399,000

    • 3 Beds
    • 3 Baths
    • 3,657 Sq Ft

    4910 E Lake Dr, Winter Springs, FL 32708

    A truly rare find in Winter Springs. This equestrian-friendly, lakefront estate is complete with its own private tennis court, a solid block-constructed horse barn, and room to enjoy every part of the lifestyle. All of this, tucked in a quiet setting that keeps you close to the heart of Orlando, with the added benefit of being just 2 miles from The Geneva School, one of the area’s premier private

    Kris Kennedy COMPASS FLORIDA LLC

    4910 E Lake Dr, Winter Springs, FL 32708
  • /28

    $649,900

    • 4 Beds
    • 2 Baths
    • 2,126 Sq Ft

    998 El Lago Terrace, Winter Springs, FL 32708

    PAID-OFF SOLAR! Welcome to Sunrise Estates and your opportunity to own a truly unique property inthe heart of Winter Springs! Sitting on just **OVER AN ACRE** at the end of a quiet **CUL-DE-SAC**, this single story **POOL HOME**combines privacy, upgrades, and location in a way that is hard to find. Major improvements bring peace of mind, starting with a NEWER ROOF (2021), UPDATED A/C

    Jennifer Wemert WEMERT GROUP REALTY LLC

    998 El Lago Terrace, Winter Springs, FL 32708
  • /58

    $820,000

    $35K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,252 Sq Ft

    330 Hayes Rd, Winter Springs, FL 32708

    Located on 2 acres with R-1AA zoning, this property offers space, flexibility, and privacy while still being conveniently close to everyday essentials. Ideal for those looking to keep horses, store equipment, or run a home-based business.The home features a bright, open layout with high ceilings, abundant natural light, and updated windows with plantation shutters. The remodeled kitchen

    Glendys Lorenzo Martinez NONA LEGACY POWERED BY LA ROSA

    330 Hayes Rd, Winter Springs, FL 32708
  • /12

    $7,500,000

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

    1205 Orange Ave, Winter Springs, FL 32708

    Prime development opportunity in the heart of Winter Springs! This expansive 7.87-acre parcel offers exceptional potential for commercial or mixed-use development with T-C zoning and strategic positioning along a high-visibility corridor. Surrounded by growing residential communities, established businesses, and major thoroughfares, the property provides strong accessibility and future upside.

    John Henao United Realty Group, Inc

    1205 Orange Ave, Winter Springs, FL 32708
  • /46

    $1,199,000

    $200K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 4,464 Sq Ft

    120 E Bahama Rd, Winter Springs, FL 32708

    Mid-Century Modern Paradise!! A Beautiful, well-designed home with spectacular architecture offering privacy, space, and long-term versatility on a rare 2.22-acre lot with RV/Toy parking—delivering exceptional value in this area. A separate in-law or guest suite features its own exterior entrance and full bathroom, ideal for multigenerational living, a private office, studio, or extended stays.

    Alma Merrill EXP REALTY LLC

    120 E Bahama Rd, Winter Springs, FL 32708
  • /45

    $770,000

    $78K PRICE DROP Pre-Foreclosure
    • 6 Beds
    • 4 Baths
    • 3,100 Sq Ft

    135 W Trade Winds Rd, Winter Springs, FL 32708

    Discover this stunning home nestled on over an acre in the highly sought-after Ranch Lands, where you can enjoy the freedom of no HOA—offering ample space and proximity to Orlando, shopping, theme parks, beaches, and both Orlando and Sanford airports; pull into the oversized roundabout driveway and step into a bright living room, with access to the kitchen or a right turn to the second level

    Joshua Crittendon EXP REALTY LLC

    135 W Trade Winds Rd, Winter Springs, FL 32708
  • /56

    $900,000

    • 4 Beds
    • 3.5 Baths
    • 3,360 Sq Ft

    1035 N Elk Ct, Winter Springs, FL 32708

    Seller may consider buyer concessions if made in an offer ~ Over 1.3 PRIVATE ACRES, a DREAM BACKYARD, and a home filled with character – this is the kind of property that rarely comes to market in the heart of Winter Springs! Set on a secluded 1.32 ACRE CUL-DE-SAC LOT with an optional HOA, this beautifully UPDATED SINGLE STORY POOL HOME offers more than 3,000 square feet of versatile living space

    Jennifer Wemert WEMERT GROUP REALTY LLC

    1035 N Elk Ct, Winter Springs, FL 32708
  • /36

    $699,900

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,195 Sq Ft

    1838 Seneca Blvd, Winter Springs, FL 32708

    Rare opportunity to own a spacious pool home on a private 2.1-acre conservation homesite in the highly desirable Chelsea Woods section of Tuscawilla. Offering 4 bedrooms, 3 bathrooms and over 3,100 square feet of living space, this home features a dedicated office with custom built-ins, formal living and dining areas, a wood-burning fireplace, and a large upstairs loft that provides flexible

    Uno Sorlie HOPKEY REALTY

    1838 Seneca Blvd, Winter Springs, FL 32708
  • /43

    $1,200,000

    • 5 Beds
    • 3.5 Baths
    • 3,212 Sq Ft

    1281 Natures Way, Winter Springs, FL 32708

    Experience the beauty of city living on 2.3 acres in the highly desirable city of Winter Springs with no HOA—where open space, natural surroundings, and an equestrian friendly lifestyle come together. This unique property offers the freedom of rural living while remaining conveniently located near the Tuscawilla area.The fully usable acreage is ideal for horses, cattle, or other livestock. If

    Javid Owji EQUITY REAL ESTATE BROKERS

    1281 Natures Way, Winter Springs, FL 32708
  • /82

    $3,998,000

    $2M PRICE DROP
    • 5 Beds
    • 6.5 Baths
    • 8,685 Sq Ft

    1112 Orange Ave, Winter Springs, FL 32708

    Opportunities like this are almost impossible to find in Central Florida. Situated on 5.33 pristine lakefront acres with no HOA, this extraordinary estate is commercially zoned, creating a unique opportunity for a variety of potential business uses, including a luxury wedding venue, private event space, corporate retreat, boutique hospitality concept, or an exceptional live-work estate. With its

    Brian Hyser THE AGENCY FL

    1112 Orange Ave, Winter Springs, FL 32708

Home Price Trends

Median Sale Price
$417,500
Median Single Family Sale Price
$424,871
Median Townhouse Sale Price
$409,237
Median 2 Bedroom Sale Price
$255,000
Median 1 Bedroom Sale Price
$150,000
Average Price Per Sq Ft
$241
Number of Homes for Sale
139
Last 12 months Home Sales
604
Months of Supply
2.80
Median List Price
$429,950
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-3%
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