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Winter Park, FL Homes for Sale; Winter Park, FL MLS Listings

Comprehensive real estate search in the Winter Park area. We have over 1,619 listings to browse so you can find your perfect home. Whether you are looking through our 843 MLS properties, 17 for sale by owner, 748 foreclosures — you're sure to find your next property with Roost.com.


  • 2403 Passamonte Dr Winter Park,FL 32792-5548
    $154,990
    3 Bd | 3 Ba
    2403 Passamonte Dr Winter Park, FL 32792-5548
    Planned | New Homes
  • 2403 Passamonte Dr Winter Park,FL 32792-5548
    $168,990
    3 Bd | 3 Ba
    2403 Passamonte Dr Winter Park, FL 32792-5548
    Planned | New Homes
  • 2501 Passamonte Dr, Apt 407 Winter Park,FL 32792-5551
    $168,690
    3 Bd | 3 Ba
    2501 Passamonte Dr, Apt 407 Winter Park, FL 32792-5551
    Built (Spec Home) | New Homes
  • 2501 Passamonte Dr, Apt 406 Winter Park,FL 32792-5551
    $154,990
    3 Bd | 3 Ba
    2501 Passamonte Dr, Apt 406 Winter Park, FL 32792-5551
    Built (Spec Home) | New Homes
  • 2403 Passamonte Dr Winter Park,FL 32792-5548
    $161,990
    3 Bd | 3 Ba
    2403 Passamonte Dr Winter Park, FL 32792-5548
    Planned | New Homes

View our 11 New Homes Listings in Winter Park

See all homes by builder and community. View both planned and spec real estate properties including their floor plans. Here is a sample of our listings...

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  • 1825 Chilean Ln Winter Park,FL 32792-2420
    $229,000
    4 Bd | 2 Ba
    1825 Chilean Ln Winter Park, FL 32792-2420
    Single Family | For Sale By Owner
  • 266 Detmar Dr Winter Park,FL 32789-3914
    $1,300,000
    4 Bd | 5 Ba
    266 Detmar Dr Winter Park, FL 32789-3914
    Single Family | For Sale By Owner
  • . winter park,FL 32792
    $1,390,000
    4 Bd | 3 Ba
    . winter park, FL 32792
    Single Family | For Sale By Owner
  • 2120 Woodcrest Dr Winter Park,FL 32792-5417
    $239,000
    3 Bd | 2 Ba
    2120 Woodcrest Dr Winter Park, FL 32792-5417
    Single Family | For Sale By Owner
  • 2251 Minnesota Ave Winter Park,FL 32789-5334
    $198,000
    2 Bd | 1 Ba
    2251 Minnesota Ave Winter Park, FL 32789-5334
    Single Family | For Sale By Owner

View our 17 For Sale By Owner Listings in Winter Park

We've gathered For Sale By Owner listings for you. Filter them by price, bed bath, neighborhood, school district and more. Here are just a few of our FSBO listings...

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  • Albert Dr Winter Park, FL 32792 See similar Winter Park homes in Bank Owned
    This 2 baths single family home is 1,617 ft.²
    The status of this foreclosure is listed as Bank Owned
  • Allen St Winter Park, FL 32789 See similar Winter Park homes in Bank Owned
    This 3 bedrooms 2 baths miscellaneous is 1,283 ft.²
    The status of this foreclosure is listed as Bank Owned
  • Aloma Ave Winter Park, FL 32792 See similar Winter Park homes in Bank Owned
    This 3 bedrooms 2 baths single family home is 1,260 ft.²
    The status of this foreclosure is listed as Bank Owned
  • Antilles Dr Winter Park, FL 32792 See similar Winter Park homes in Bank Owned
    This 1 bath single family home is 898 ft.²
    The status of this foreclosure is listed as Bank Owned
  • Antique Oaks Cir Winter Park, FL 32792 See similar Winter Park homes in Bank Owned
    This 2 bedrooms 2 baths condo is 1,105 ft.²
    The status of this foreclosure is listed as Bank Owned

See the 748 Foreclosure Listings in Winter Park, FL

We have one of the best collections of foreclosure listings available! Filter them by status: Default, Auction or Bank Owned.

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About Winter Park, Florida

Congratulations! You are about to set out on the exciting journey the road to home ownership. Our Winter Park homes for sale and MLS listings are the most comprehensive available. You can search Roost.com for all your real estate needs; including Multiple Listing Service ( MLS ) properties for sale; homes for sale by owner (FSBO); new construction listings and foreclosures / foreclosed properties.

There are approximately 727 residential MLS listings available having an average price of $574,642. Popular neighborhoods include: Winter Park, Goldenrod and Fairview Shores. If you have children, you may be interested in homes for sale in these school districts: Orange County and Seminole County. Streets with the most MLS listings include: E Morse Blvd, Aloma Ave and Lewfield Cir.

Are you looking for tangible features or are you looking for a home in the Winter Park MLS that just feels right? Start with the basics like number of beds and baths then use our intuitive filters to zero in on homes for sale by neighborhood or school district. You can even search for amenities such as pool, remodeled kitchen, hardwood and more! Roost is the perfect search for your perfect home.

Residential Property Listing Facts
  Avg Price Price/Sq Ft 0-250k 251-500k 501-750k 751-1M 1M+
MLS Listings $544,477 $195 363 167 75 49 102
For Sale By Owner $524,014 $186 4 0 1 1 1
New Homes $162,313 $93 11 0 0 0 0
Foreclosure $913,368 $167 128 4 0 1 1
Homes that have recently sold in Winter Park

Search all of our recent sold information and compare them to homes on the MLS

Address City Price Beds Baths Sq.Ft Date Sold
401 WORTHINGTON DR WINTER PARK $400,000 3 2 1,900 08/03/2009
1409 CHAPMAN CIR WINTER PARK $650,000 3 3 1,400 07/31/2009
716 FRIAR RD WINTER PARK $275,000 3 2 1,700 07/31/2009
910 N PHELPS AVE WINTER PARK $425,000 4 3 2,000 07/31/2009
2022 EASTBROOK BLVD WINTER PARK $168,000 - 3 1,200 07/30/2009
259 RIPPLING LN WINTER PARK $1,000,000 4 3 2,700 07/30/2009
712 MONMOUTH WAY WINTER PARK $245,000 4 3 2,400 07/29/2009
2000 TEMPLE DR WINTER PARK $685,000 5 1 700 07/28/2009
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Real Estate Brokers in the area
  • COLDWELL BANKER RESIDENTIAL RE
  • FANNIE HILLMAN & ASSOCIATES
  • KELLY PRICE & COMPANY LLC
  • WINTER PARK LAND CO.
  • RE/MAX 200 REALTY
  • PARKLAND INTERNATIONAL
  • WATSON REALTY CORP
  • OLDE TOWN BROKERS INC
Real Estate Inventory
MLS Listings843
New Construction11
For Sale by Owner17
Foreclosures748
Total Listings1,619

Featured Builder Communities

Search all of our recent sold information and compare them to homes on the MLS

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Featured Homes
  • 3600 Midiron Dr Winter Park,FL 32789-5312
    3600 Midiron Dr
    3 Bd | 2 Ba
    Single Family | For Sale By Owner
  • 2403 Passamonte Dr Winter Park,FL 32792-5548
    2403 Passamonte Dr
    3 Bd | 3 Ba
    Planned | New Homes
  • 1771 Walker Ave Winter Park,FL 32789-3978
    1771 Walker Ave
    2 Bd | 1 Ba
    Single Family | For Sale By Owner
  • 2501 Passamonte Dr, Apt 402 Winter Park,FL 32792-5551
    2501 Passamonte Dr, Apt 402
    3 Bd | 3 Ba
    Built (Spec Home) | New Homes
  • 2143 Sycamore Dr Winter Park,FL 32789-6658
    2143 Sycamore Dr
    4 Bd | 2 Ba
    Single Family | For Sale By Owner
Average Winter Park Sales Price (12 Month Trend)
These MLS listings represent the most currently available real estate including single family homes, multiple family homes, condos, foreclosures and other property types for CITY NAME STATE. These residences are featured by BROKER NAME via Broker Reciprocity with the data updated nightly. Too many listings? Then refine your search by price, bedrooms, baths, square feet (lot size), or even local school district. Then work with our REALTOR(R) partners to find the perfect home for sale, and help you find the right mortgage financing, best mortgage rates & right insurance policies for your needs.
Why People Prefer Roost

Most real estate sites rely on individuals to upload their own listings. This usually results in a fragmented and partial view of what homes are truly available for sale. Even worse, it often means stale info. We partner with the local "Multiple Listing Services" ( MLS ) and local real estate brokers in Winter Park to ensure you have access to not only the most complete, but also the most up-to-date homes for sale available.


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