Winter Garden Waterfront Homes For Sale By Owner

MLS Winter Garden FL Apartments and Homes For Sale (94)

  • Home For Sale $330,000
    • 3Bed
    • 2Baths
    • 1,689Sq ft
    10282 Merrymeeting Bay Drive , Winter Garden, Fl

    Welcome home to this beautiful newly built d. r. horton home! this home features 3 bedrooms 2... Read More

  • Home For Sale $1,338,000
    • 5Bed
    • 5.5Baths
    • 4,474Sq ft
    16082 Johns Lake Overlook Drive , Winter Garden...

    Check out the video.... it's awesome... for sale by the... Read More

  • Home For Sale $429,990
    • 4Bed
    • 3Baths
    • 3,301Sq ft
    7193 Wild Strawberry Run , Winter Garden, Fl

    Meticulously maintained 4 bedroom home with tile roof in signature lakes. this open plan with... Read More

  • Home For Sale $445,000
    • 3Bed
    • 4Baths
    • 2,458Sq ft
    15131 Kirsty Alley , Winter Garden, Fl

    Welcome to the hancock coastal! this gorgeous gem features a 2nd floor balcony boasting the most... Read More

  • Home For Sale $420,000
    • 4Bed
    • 2.5Baths
    • 3,160Sq ft
    752 Rainfall Drive , Winter Garden, Fl

    Welcome home to this beautiful 4 bedroom, 2.5 bath two story home behind the gates and securely... Read More

  • Home For Sale $550,000
    • 5Bed
    • 4Baths
    • 3,505Sq ft
    15878 Citrus Grove Loop , Winter Garden, Fl

    Welcome home to the beautiful gated community of hickory hammock at johns lake! enjoy the... Read More

  • Home For Sale $319,000
    • 3Bed
    • 2Baths
    • 1,594Sq ft
    2112 Oakington Street #3, Winter Garden, Fl

    This move-in ready home in a secure, resort-style community has everything you've been looking... Read More

  • Home For Sale $519,900
    • 5Bed
    • 4Baths
    • 3,925Sq ft
    1922 Black Lake Boulevard , Winter Garden, Fl

    Stunning estate home in the exclusive guard gated, golf community of stoneybrook west located in... Read More

  • Home For Sale $1,199,000
    • 5Bed
    • 4.5Baths
    • 4,340Sq ft
    15481 Shorebird Lane , Winter Garden, Fl

    Contemporary home design available for quick move-in. the open-concept kitchen and great room... Read More

  • Home For Sale $957,000
    • 5Bed
    • 5.5Baths
    • 4,816Sq ft
    14179 Hutchinson Street , Winter Garden, Fl

    One or more photo(s) has been virtually staged. check out this spacious 2018 home, located on a... Read More

  • Home For Sale $348,800
    • 4Bed
    • 2.5Baths
    • 2,754Sq ft
    1134 Harbor Hill Street , Winter Garden, Fl

    Check out the video... amazing buying opportunity in... Read More

  • Home For Sale $750,000
    • 5Bed
    • 4.5Baths
    • 3,811Sq ft
    8133 Topsail Place , Winter Garden, Fl

    The madeira palm beach features a welcoming foyer leading to your naturally-lit dining room,... Read More

  • Home For Sale $1,890,000
    • 5Bed
    • 6.5Baths
    • 5,916Sq ft
    7724 Minutemen Loop , Winter Garden, Fl

    Builder's display model home is now for sale! fully upgraded. this modern home is the perfect... Read More

  • Vacant Land For Sale $500,000
    • 0Baths
    260 Deer Isle Drive , Winter Garden, Fl

    Discover an incredible opportunity for lakefront living in the exclusive gated community of deer... Read More

  • Home For Sale $685,000
    • 4Bed
    • 3Baths
    • 2,464Sq ft
    14048 Larkspur Lake Drive , Winter Garden, Fl

    Like new 4 bed 3 bath lakefront pool home! this home is light and brights with a large covered... Read More

  • Home For Sale $1,190,000
    • 6Bed
    • 4.5Baths
    • 4,977Sq ft
    15017 Gaulberry Run , Winter Garden, Fl

    Welcome to your luxury dream home! this luxurious home, lakefront family property is a 6 bedroom,... Read More

  • Home For Sale $328,990
    • 4Bed
    • 2.5Baths
    • 1,992Sq ft
    5413 New Independence Parkway , Winter Garden, Fl

    Great opportunity to live in independence- winter garden !!! beautiful townhouse (partially... Read More

  • Vacant Land For Sale $184,900
    • 0Baths
    13543 Lake Boulevard , Winter Garden, Fl

    Lakefront buildable lot on johns lake. with over 3,800 acres of beautiful water, john's lake is... Read More

  • Home For Sale $319,900
    • 2Bed
    • 2Baths
    • 1,265Sq ft
    14501 Grove Resort Avenue #1219, Winter Garden...

    Located just 5 minutes from walt disney world. 2 bedrooms / 2 bathrooms the grove resort & water... Read More

  • Home For Sale $525,000
    • 4Bed
    • 3.5Baths
    • 2,879Sq ft
    16200 Great Blue Heron Court , Winter Garden, Fl

    Beautful 4br, 3.5ba, 3-car garage one-story home with an office/den located on an oversized .32... Read More


Other Winter Garden FL Apartments and Homes For Sale (1)

  • Home For Sale $315,000
    • 4Bed
    • 2Baths
    • 2,365Sq ft
    236 black Springs Ln, Winter Garden FL

    Corner lot in cobblestone adorable one story home located in cobblestone, a private gated... Read More

Winter Garden - Statistics and Home Trends

Learn More About Winter Garden, Florida

Currently there are 311 homes for sale, 38 condos and apartments for sale, 38 vacant land for sale and 32 townhomes for sale in Winter Garden

Learn More About Winter Garden, Florida:

Winter Garden is a mid-sized city in Orange County, Florida in the central region of the state. Located just 14 miles west of downtown Orlando, Winter Garden covers approximately 15.6 square miles of and has a population of just over 40,300. Winter Garden’s is a city that takes great pride in and goes to great lengths to preserve its local history.


Winter Garden features a warm and humid subtropical climate, which typically produces a hot and rainy season lasting from May until October and a dryer, more moderate season from November through March. The area's weather is significantly influenced by the movement of the Gulf Stream.


Winter Garden is known for its incredible parks and outdoor amenities as well as its historic preservation efforts. That’s why the signature community feature is Winter Garden is the West Orange Trail. This former rail line has ben converted into a 22 mile multi-use trail that is enjoyed by cyclists, joggers, rollerbladers, and walkers alike. It has four main stations, one of which is the historic downtown district. All four stations providing parking, restroom facilities, bike racks and drinking fountains. Bike and roller-skate rentals are available at the Killarney Station. The Chapin Station has a basketball court and tennis courts.


For those who enjoy a brush with the past, a stroll through Winter Garden’s Downtown Historic District will certainly brighten their day.  The 100-acre district features no less than 26 historic buildings providing a fascinating insight into Winter Garden’s past. In August 1996, it was added to the U.S. National Register of Historic Places.


Also key to connecting to Winter Garden’s past are the Heritage Museum and the Central Florida Railroad Museum. The Heritage Museum houses an extensive collection of over 5,000 artifacts documenting the area's past, including local citrus labels, Native American artifacts, railroad memorabilia and historic photographs. The Central Florida Railroad contains exhibits depicting Central Florida's railroading history, including a large collection of dining car china.


The cultural gem of area is the Garden Theatre widely known as Winter Garden's premier performing arts venue. First opened in 1935, the theatre was designed in the Mediterranean Revival style, with the interior of the theatre featuring Romeo & Juliet balconies, a Spanish tile roof and a dark blue ceiling resplendent with stars. After closing in 1963, the city bought it in 2002 and restored it through the efforts of the Winter Garden Heritage Foundation. After reopening in 2008, the facility has hosted some of the best plays, musicals, and live performances in the state.


Schools in Winter Garden are administered through the Orange County School District. Amongst the highest rated schools in the city are: Lake Whitney Elementary School, Bridgewater Middle School, West Orange High School, and Whispering Oak Elementary School.


Winter Garden has a well earned reputation for being a desirable place to live due to its diversity of housing options, warm charm, great schools, and one of the lowest millage rates in Orange County. All of which adds up to a superior quality of life for those who call it home. offers For Sale By Owner listing services throughout the country. By posting home with ByOwner your property will get the same exposure you’d receive from a traditional real estate company. Our Winter Garden, Florida Flat Fee MLS listing Service saves you from paying the traditional 6% commission charged by most real estate offices, but gives you the same worldwide exposure.

Your home will be found on the local MLS, plus all the major search engines and popular real estate portal sites, including: Trulia, Zillow,, MSN, AOL, Bing, Yahoo, and of course Google. Additionally when your home gets added to the MLS, your FSBO listing will listed alongside of the homes listed by ReMax, C-21, Coldwell Banker, ERA, Redfin, Movoto, Keller Williams and all the other nationwide brokerage sites. These sites often display “all” of the MLS postings, not just their own, which means your home will be on these sites also.

The average seller who uses our Flat Rate MLS Listing, will save over $15,000. We give you the tools and exposure you need as a ForSaleByOwner to compete with every other listing in the MLS. But you are in control of the savings and the fees you pay.

Currently Winter Garden has 419 properties on the market for sale. The inventory was last updated 07/14/2020. Of these properties, 311 single family homes are for sale by their owners in Winter Garden, and 38 condos are for sale by their owners in Winter Garden. The average price of the single family homes for sale in Winter Garden, is $549,720, the average condo price in Winter Garden, is $476,742. The average price per square foot of the active inventory is $153. This is based the living area square footage.

Over the last year, there have been 15,506 of properties sold in Winter Garden. Of these properties, 13,374 single family homes have sold by their owners in Winter Garden, and 394 condos have sold by their owners in Winter Garden. The average sales price of the single family homes sold in Winter Garden, is $307,049. Single family homes have been selling for 140 per square foot of living area. The average sales price of the condos for sale in Winter Garden, is $241,355. Condos have been selling for 112 per square foot of living area.

The most active subdivisions with listings for sale in Winter Garden, are: Lakeshore Preserve (12 For Sale), Grove Resort And Spa Hotel Condominium 1 (9 For Sale), Hamilton Gardens (6 For Sale), Ravenna (5 For Sale), Watermark (5 For Sale), Waterleigh (5 For Sale), Lakeshore Preserve Ph 1 (4 For Sale), Overlook 2/hamlin Ph 2 & 5 (4 For Sale), Stoneybrook West (4 For Sale), Watermark Ph 1b (4 For Sale)

If you are thinking of selling your Winter Garden home, try our flat fee listing service, Our list fees start at $449, and may save you $15,000 in real estate commissions. Click here to start saving.

Disclaimer: Listing broker has attempted to offer accurate data, but buyers/lessees are advised to confirm all information IDX information is provided exclusively for consumers' personal, non-commercial use that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate by the MLS. The MLS may, at its discretion, require use of other disclaimers as necessary to protect Participants and/or the MLS from liability.
This data up-to-date as of 07/14/2020