Winter Park FL FSBO Homes (59)

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We have homes for sale by owner in Winter Park, FL. The median list price in Winter Park, FL is $71,411 and the average price per square foot is $5,820.

Homes For Sale

$810,000

4 Bed
3 Bath
3,020 Sqft

2144 Ridge Drive Drive, Winter Park, FL

Currently remodelling!! welcome to 2144 ridge drive, a beautifully updated home nestled in the heart of winter... Read More

Homes For Sale

$1,180,000

4 Bed
4 Bath
2,770 Sqft
7670 Sqft(Lot)

2607 Lafayette Ave, Winter Park, FL

Welcome to 2607 lafayette avenue—a stunning custom home in one of winter park’s most desirable neighborhoods.... Read More

Homes For Sale

$6,180,000

5 Bed
7 Bath
7,278 Sqft
29893 Sqft(Lot)

2211 Azalea Pl, Winter Park, FL

Luxurious waterfront estate in one of winter park’s most prestigious neighborhoods, offering 7,278 sf of elegant... Read More

Homes For Sale

$475,000

4 Bed
2 Bath
1,748 Sqft
7801 Sqft(Lot)

2860 Sheriff Way, Winter Park, FL

Investment opportunity!!!! in the orlando area. this is a rare chance to pick up an value add property in a... Read More

Homes For Sale

$1,575,000

5 Bed
4 Bath
2,895 Sqft
0.16 Acre(Lot)

1473 Berkshire Avenue, Winter Park, FL

Exquisite new 2025 luxury home in the heart of winter park - welcome to 1473 berkshire avenue - a stunning,... Read More

Homes For Sale

$950,000

4 Bed
4 Bath
3,646 Sqft
1.52 Acres(Lot)

5510 Howell Branch Road, Winter Park, FL

Welcome to an extraordinary florida residence, situated on a sprawling 1.52-acre lot. the main residence... Read More

Homes For Sale

$810,000

4 Bed
3 Bath
3,020 Sqft
0.21 Acre(Lot)

2144 Ridge Drive, Winter Park, FL

Currently remodelling!! welcome to 2144 ridge drive, a beautifully updated home nestled in the heart of winter... Read More

Homes For Sale

$12,500,000

6 Bed
10 Bath
10,172 Sqft

570 Manor Rd, Maitland, Winter Park, FL

Lakefront estate featuring 6 bed, 7 full and 3 half baths. over 11,000 sqft on 2,7 acres. resort-style pool,... Read More

Homes For Sale

$639,000

4 Bed
3 Bath
1,897 Sqft
0.21 Acre(Lot)

690 S Lakemont Avenue, Winter Park, FL

No hoa! stunning ranch-style pool home with solar panels in the heart of winter park! welcome to this... Read More

Active Under Contract

Condo For Sale

$175,000

2 Bed
2 Bath
1,060 Sqft
0.18 Acre(Lot)

200 Saint Andrews Boulevard #2804, Winter Park, FL

Four seasons condo in winter park is centrally located. great community with a clubhouse, a recently renovated... Read More

Condo For Sale

$134,900

2 Bed
2 Bath
1,267 Sqft

7340 Daniel Webster Drive #6, Winter Park, FL

Discover this beautifully renovated 2-bedroom, 2-bathroom condo located in the colonies condo community in... Read More

Condo For Sale

$227,462

2 Bed
2 Bath
1,105 Sqft

2923 Antique Oaks Circle #37, Winter Park, FL

Charming remodeled condo in winter park, fl welcome to 2923 antique oaks cir, unit 37 — a beautifully updated... Read More

Homes For Sale

$505,000

4 Bed
2 Bath
2,122 Sqft
0.25 Acre(Lot)

4026 Tenita Drive, Winter Park, FL

One or more photo(s) has been virtually staged. 100-day home warranty coverage available at closing.welcome to... Read More

Pending

Homes For Sale

$695,000

2 Bed
1 Bath
1,146 Sqft
0.17 Acre(Lot)

786 Antonette Avenue, Winter Park, FL

Under contract-accepting backup offers. first time offering! charming bungalow in the heart of winter park. 50’... Read More

Condo For Sale

$256,900

2 Bed
2 Bath
1,068 Sqft
0.02 Acre(Lot)

7707 Country Place, Winter Park, FL

Owner motivated!! rare fanniemae approved condo! welcome to this beautiful and recently updated single-story... Read More

Condo For Sale

$168,000

1 Bed
1 Bath
678 Sqft
0.02 Acre(Lot)

163 Lewfield Circle, Winter Park, FL

Prime location! reduced price! motivated seller – act fast! discover this beautifully renovated first-floor... Read More

Vacant Land For Sale

$669,000

14,000 Sqft
0.32 Acre(Lot)

763 Overspin Drive, Winter Park, FL

Rare lot in winter park/college park just steps away from dubsdread golf course. this location is in central... Read More

Pending

Condo For Sale

$150,000

2 Bed
3 Bath
1,031 Sqft

3390 Cedar Spring Place #163, Winter Park, FL

Short sale. contingent on lender approval . discover this charming 2-bedroom, 2-bath townhouse-style condo in... Read More

Homes For Sale

$2,799,000

4 Bed
5 Bath
4,875 Sqft
0.27 Acre(Lot)

2550 Venetian Way, Winter Park, FL

"the richness of an artist is the fusion of influences that have shaped his life and work", ~ fernando botero.... Read More

Homes For Sale

$1,299,000

5 Bed
5 Bath
4,435 Sqft
0.21 Acre(Lot)

7440 Aloma Ave, Winter Park, FL

Seller financing available!!! discover the ideal space to grow and elevate your business with this prime... Read More

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Winter Park - Statistics and Home Trends

Actives Activity Chart

Homes For Sale By Owner in Winter Park 107

	Average Price
2 Bed Homes For Sale in Winter Park (7)	$ 622,857
3 Bed Homes For Sale in Winter Park (40)	$ 701,651
4 Bed Homes For Sale in Winter Park (42)	$ 1,388,581
5+ Bed Homes For Sale in Winter Park (18)	$ 3,121,076

AVERAGE PRICE

$ 1,458,541

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ 524

Condos For Sale By Owner in Winter Park 60

	Average Price
1 Bed Condos For Sale in Winter Park (12)	$ 218,383
2 Bed Condos For Sale in Winter Park (39)	$ 255,114
3 Bed Condos For Sale in Winter Park (8)	$ 517,513
4 Bed Condos For Sale in Winter Park (1)	$ 2,495,000

AVERAGE PRICE

$ 1,165,022

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ 283

Townhomes For Sale By Owner in Winter Park 11

	Average Price
3 Bed Townhomes For Sale in Winter Park (10)	$ 735,569
4 Bed Townhomes For Sale in Winter Park (1)	$ 725,000

AVERAGE PRICE

$ 1,078,074

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ 364

Land For Sale By Owner in Winter Park 11

	Average Price
Land For Sale in Winter Park (11)	$ 1,054,356

AVERAGE PRICE

$ 1,054,356

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ N/A

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Learn More About Winter Park, Florida

Currently there are 107 homes for sale, 60 condos and apartments for sale, 11 vacant land for sale and 11 townhomes for sale in Winter Park

Currently Winter Park has 189 properties on the market for sale. The inventory was last updated 06/30/2025. Of these properties, 107 single family homes are for sale by their owners in Winter Park, and 60 condos are for sale by their owners in Winter Park. The average price of the single family homes for sale in Winter Park, is $1,458,541, the average condo price in Winter Park, is $1,165,022. The average price per square foot of the active inventory is $293. This is based the living area square footage.

Over the last year, there have been 1,757 of properties sold in Winter Park. Of these properties, 1,125 single family homes have sold by their owners in Winter Park, and 407 condos have sold by their owners in Winter Park. The average sales price of the single family homes sold in Winter Park, is $248,500. Single family homes have been selling for 160 per square foot of living area. The average sales price of the condos for sale in Winter Park, is $982,978. Condos have been selling for 380 per square foot of living area.

The most active subdivisions with listings for sale in Winter Park, are:

If you are thinking of selling your Winter Park 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 06/30/2025

Winter Park FL FSBO Homes (59)

2144 Ridge Drive Drive, Winter Park, FL

2607 Lafayette Ave, Winter Park, FL

2211 Azalea Pl, Winter Park, FL

2860 Sheriff Way, Winter Park, FL

1473 Berkshire Avenue, Winter Park, FL

5510 Howell Branch Road, Winter Park, FL

2144 Ridge Drive, Winter Park, FL

570 Manor Rd, Maitland, Winter Park, FL

690 S Lakemont Avenue, Winter Park, FL

200 Saint Andrews Boulevard #2804, Winter Park, FL

7340 Daniel Webster Drive #6, Winter Park, FL

2923 Antique Oaks Circle #37, Winter Park, FL

4026 Tenita Drive, Winter Park, FL

786 Antonette Avenue, Winter Park, FL

7707 Country Place, Winter Park, FL

163 Lewfield Circle, Winter Park, FL

763 Overspin Drive, Winter Park, FL

3390 Cedar Spring Place #163, Winter Park, FL

2550 Venetian Way, Winter Park, FL

7440 Aloma Ave, Winter Park, FL

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Winter Park - Statistics and Home Trends

Actives Activity Chart

AVERAGE PRICE

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

AVERAGE PRICE

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

AVERAGE PRICE

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

AVERAGE PRICE

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

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Learn More About Winter Park, Florida

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