Winter Park Homes for Sale with No HOA

Homes the MLS lists with no mandatory homeowners association, so no HOA dues or HOA approval for changes.

For sale now
182
Median list price
$985K
Median $ / sq ft
$449
Median days listed
72

Newest 24 of 182 homes with no hoa in Winter Park

1260 Alabama Dr, FL1260 Alabama Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$6,900,000

1260 Alabama Dr

Winter Park, FL 32789

6 bd · 7 ba · 6,396 sqft

J Kronenberger Sub

MLS ID #O6387200, KELLY PRICE & COMPANY LLC.

Listing provided by Stellar MLS

2821 Riddle Dr, FL2821 Riddle Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$299,900

2821 Riddle Dr

Winter Park, FL 32789

4 bd · 4 ba · 2,445 sqft

Fairbanks Shores First Add

MLS ID #O6457113, ORLANDO REGIONAL REALTY.

Listing provided by Stellar MLS

1621 Chestnut Ave, FL1621 Chestnut Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$799,000

1621 Chestnut Ave

Winter Park, FL 32789

3 bd · 3 ba · 2,022 sqft

Lake Knowles Terrace

MLS ID #O6435086, KELLY PRICE & COMPANY LLC.

Listing provided by Stellar MLS

7361 Grand Ave, FL7361 Grand Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$385,000

7361 Grand Ave

Winter Park, FL 32792

3 bd · 2 ba · 1,305 sqft

Oakcrest-516

MLS ID #O6453291, COMPASS FLORIDA LLC.

Listing provided by Stellar MLS

470 W Comstock Ave, FL470 W Comstock Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$5,480,000

470 W Comstock Ave

Winter Park, FL 32789

6 bd · 7 ba · 6,134 sqft

Town Of Winter Park

MLS ID #W7890730, EQUITY PARTNERS REAL EST LLC.

Listing provided by Stellar MLS

5409 Albert Dr, FL5409 Albert Dr, FL
Stellar MLS
ActiveSingle Family Residence

$395,000

5409 Albert Dr

Winter Park, FL 32792

3 bd · 2 ba · 1,483 sqft

Howell Branch Woods

MLS ID #C7528794, SOVEREIGN REAL ESTATE GROUP.

Listing provided by Stellar MLS

2410 Sherbrooke Rd, FL2410 Sherbrooke Rd, FL
Stellar MLS
ActiveSingle Family Residence360°

$769,000

2410 Sherbrooke Rd

Winter Park, FL 32792

4 bd · 3 ba · 2,141 sqft

Sherbrooke

MLS ID #O6439553, AMERICA REAL ESTATE COMPANY LL.

Listing provided by Stellar MLS

2887 Temple Trl, FL2887 Temple Trl, FL
Stellar MLS
ActiveTownhouse360°

$695,000

2887 Temple Trl

Winter Park, FL 32789

2 bd · 3 ba · 1,801 sqft

Temple Trail Village

MLS ID #O6450536, ADAIR REALTY INC.

Listing provided by Stellar MLS

2228 Azalea Pl, FL2228 Azalea Pl, FL
Stellar MLS
ActiveSingle Family Residence360°

$5,600,000

2228 Azalea Pl

Winter Park, FL 32789

5 bd · 6 ba · 5,152 sqft

Maitland Shores First Add

MLS ID #O6416342, COMPASS FLORIDA LLC.

Listing provided by Stellar MLS

1840 Aster Dr, FL1840 Aster Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$369,900

1840 Aster Dr

Winter Park, FL 32792

3 bd · 2 ba · 1,666 sqft

Garden Lake Estates Unit 1

MLS ID #O6412364, KONA REALTY SERVICES LLC.

Listing provided by Stellar MLS

2207 Kindel Ave, FL2207 Kindel Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,575,000

2207 Kindel Ave

Winter Park, FL 32789

3 bd · 3 ba · 2,733 sqft

Albert Lee Ridge Annex

MLS ID #O6436815, THE SIMON SIMAAN GROUP.

Listing provided by Stellar MLS

2507 Lafayette Ave, FL2507 Lafayette Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,850,000

2507 Lafayette Ave

Winter Park, FL 32789

4 bd · 6 ba · 2,675 sqft

Winter Park Village

MLS ID #O6450302, ONE LUXURY INTERNATIONAL LLC.

Listing provided by Stellar MLS

1830 Gladiolas Dr, FL1830 Gladiolas Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$375,000

1830 Gladiolas Dr

Winter Park, FL 32792

3 bd · 2 ba · 1,674 sqft

Garden Lake Estates Unit 1

MLS ID #O6452778, REAL PROPERTY MANAGEMENT AND REALTY.

Listing provided by Stellar MLS

1955 Eland Ave, FL1955 Eland Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$394,900

1955 Eland Ave

Winter Park, FL 32789

3 bd · 2 ba · 1,494 sqft

Lake Bell Terrace

MLS ID #O6433345, REAL PROPERTY MANAGEMENT AND REALTY.

Listing provided by Stellar MLS

2228 King Charles Ct, FL2228 King Charles Ct, FL
Stellar MLS
ActiveSingle Family Residence360°

$575,000

2228 King Charles Ct

Winter Park, FL 32792

4 bd · 3 ba · 2,551 sqft

Winter Woods Unit 03

MLS ID #O6434929, KELLER WILLIAMS ADVANTAGE REALTY.

Listing provided by Stellar MLS

1611 Chestnut Ave, FL1611 Chestnut Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$985,000

1611 Chestnut Ave

Winter Park, FL 32789

4 bd · 4 ba · 2,916 sqft

Lake Knowles Terrace

MLS ID #O6449003, OLYMPUS EXECUTIVE REALTY INC.

Listing provided by Stellar MLS

2821 Chantilly Ave, FL2821 Chantilly Ave, FL
Stellar MLS
ActiveSingle Family Residence

$415,000

2821 Chantilly Ave

Winter Park, FL 32789

3 bd · 2 ba · 1,440 sqft

Winter Park Manor

MLS ID #V4952171, RISE REALTY OF FLORIDA LLC.

Listing provided by Stellar MLS

641 Northwood Circle, FL641 Northwood Circle, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,425,000

641 Northwood Circle

Winter Park, FL 32789

3 bd · 5 ba · 2,756 sqft

Winter Park Oasis

MLS ID #O6412554, PREMIER SOTHEBY'S INTL. REALTY.

Listing provided by Stellar MLS

120 Longbranch Rd, FL120 Longbranch Rd, FL
Stellar MLS
ActiveSingle Family Residence360°

$860,000

120 Longbranch Rd

Winter Park, FL 32792

5 bd · 4 ba · 3,284 sqft

Lake Ann Estates Unit 3

MLS ID #O6434232, OPENDOOR BROKERAGE LLC.

Listing provided by Stellar MLS

647 Randy Ln, FL647 Randy Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,699,999

647 Randy Ln

Winter Park, FL 32789

4 bd · 4 ba · 2,923 sqft

Timberlane

MLS ID #O6456258, SHAWFIELD REALTY GROUP.

Listing provided by Stellar MLS

2345 Brookshire Ave, FL2345 Brookshire Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$795,000

2345 Brookshire Ave

Winter Park, FL 32792

3 bd · 3 ba · 2,488 sqft

Brookshire Heights

MLS ID #O6439369, KELLER WILLIAMS WINTER PARK.

Listing provided by Stellar MLS

1737 Indiana Ave, FL1737 Indiana Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,399,900

1737 Indiana Ave

Winter Park, FL 32789

4 bd · 4 ba · 2,984 sqft

Lawndale

MLS ID #S5158760, LOKATION.

Listing provided by Stellar MLS

1581 Magnolia Ave, FL1581 Magnolia Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,425,000

1581 Magnolia Ave

Winter Park, FL 32789

4 bd · 4 ba · 2,642 sqft

Lake Knowles Terrace Add 02

MLS ID #O6396118, PREMIER SOTHEBY'S INTL. REALTY.

Listing provided by Stellar MLS

618 Blairshire Cir, FL618 Blairshire Cir, FL
Stellar MLS
ActiveSingle Family Residence360°

$875,000

618 Blairshire Cir

Winter Park, FL 32792

4 bd · 3 ba · 1,876 sqft

Brookshire Heights 4th Add

MLS ID #O6439298, REAL BROKER, LLC.

Listing provided by Stellar MLS

Search all Winter Park listings on the map →

Winter Park homes with no hoa by price

  • Under $300K7
  • $300K–$500K45
  • $500K–$750K21
  • $750K–$1M22
  • $1M+87

Neighborhoods with the most homes with no hoa for sale

Winter Park homes with no hoa: quick answers

How many homes with no hoa are for sale in Winter Park?+

182 homes with no hoa are listed for sale in Winter Park, FL right now, 10 of them new in the last 7 days. Homes the MLS lists with no mandatory homeowners association, so no HOA dues or HOA approval for changes.

What do homes with no hoa cost in Winter Park?+

The median list price is $985K (about $449 per square foot), with listings from $138K to $6.9M.

How long do homes with no hoa in Winter Park stay on the market?+

The listings for sale now have been on the market a median of 72 days.

Which Winter Park neighborhoods have the most homes with no hoa for sale?+

Kenilworth Shores (8), Lake Knowles Terrace (7), Eastbrook Sub (7), Winter Park (6), Garden Lake Estates (5).

More Winter Park homes for sale

Homes with No HOA in other cities

MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of November 13, 2026 at 12:15 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA