Autumn Glen

Autumn Glen is a community of single family homes in Winter Park, Florida, with a range of options priced between $136,400 and $535,000. The smallest Autumn Glen home in the community is a three bedroom two bathroom residence that is 1,368 square feet (1,192SF Under Air living space), and the largest of the Autumn Glen homes has four beds and three baths and is a 2,783 square foot (1,851SF Under Air) residence.

Property management fees in Orange County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Autumn Glen range from $43 to $250. This fee includes real estate taxes for common areas. Please check the individual listing pages for the exact homeowners association fees for a particular Autumn Glen home.

Sports facilities include tennis courts. There is also a community park, a playground, as well as walking or jogging trails.

The Autumn Glen HOA rules do allow homeowners to have pets. Dogs and cats are allowed.

There are four commercial airports that serve Autumn Glen - Orlando Executive (ORL), which is seven miles away; Orlando Sanford International (SFB), which is ten miles away; Orlando International (MCO), which is fourteen miles away, and Kissimmee Gateway (ISM), which is twenty six miles away from Autumn Glen.

Autumn Glen real estate activity on the Winter Park MLS during the past year (as of September 2025) reflects eight homes changing hands, with an average asking price of $422,350 and an average selling price of $415,738. This represents a healthy list-to-sell price ratio of 98% and $197 per square foot. During this period, Autumn Glen homes for sale have taken an average of 39 days to sell.

In addition, there are numerous other communities in Winter Park to choose from, or you may browse all available Winter Park Real Estate, including some new construction opportunities. Homes for sale in Autumn Glen are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Autumn Glen hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Central Florida real estate needs.

Autumn Glen Homes For Sale

SOLD 08/02/22

$485,000

MLS#MFRO6039220

2000 Shadyhill Ter
Winter Park, FL 32792

4

3

2

2,767 SqFt

0.22 Acres

SOLD 07/28/22

$495,000

MLS#MFRG5056358

2025 Shadyhill Ter
Winter Park, FL 32792

4

2

2

1,983 SqFt

Pool

0.25 Acres

SOLD 06/17/15

$269,900

MLS#MFRO5359065

2001 Shadyhill Ter
Winter Park, FL 32792

4

2

2

2,732 SqFt

Pool

0.19 Acres

SOLD 10/26/17

$255,000

$259,900

MLS#MFRO5526233

1993 Shadyhill Ter
Winter Park, FL 32792

3

2

2

2,447 SqFt

Pool

0.19 Acres

SOLD 10/04/21

$419,900

MLS#MFRO5974063

4144 Waterview Loop
Winter Park, FL 32792

3

3

2

1,811 SqFt

0.21 Acres

SOLD 05/15/24

$535,000

MLS#MFRO6195782

4160 Waterview Loop
Winter Park, FL 32792

4

2

2

2,682 SqFt

Pool

0.16 Acres

SOLD 04/17/25

$475,000

$525,000

MLS#MFRO6270271

2073 Shadyhill Ter
Winter Park, FL 32792

3

2

2

2,783 SqFt

0.2 Acres

SOLD 04/10/17

$275,000

MLS#MFRU7809346

1928 Shadyhill Ter
Winter Park, FL 32792

4

2

2

2,710 SqFt

Pool

0.18 Acres

SOLD 11/18/21

$424,900

MLS#MFRO5974893

2106 Shadyhill Ter
Winter Park, FL 32792

4

2

2

1,983 SqFt

Pool

0.26 Acres

SOLD 01/05/24

$450,000

MLS#MFRO6163787

2114 Shadyhill Ter
Winter Park, FL 32792

3

2

2

2,366 SqFt

Pool

0.26 Acres

SOLD 06/10/16

$265,000

MLS#MFRO5429023

2114 Shadyhill Ter
Winter Park, FL 32792

3

2

2

2,366 SqFt

Pool

0.27 Acres

SOLD 12/09/21

$320,000

MLS#MFRU8143757

4048 Waterview Loop
Winter Park, FL 32792

3

2

2

2,447 SqFt

Pool

0.18 Acres

SOLD 10/13/22

$415,000

$435,000

MLS#MFRO6045115

2536 Eastbrook Blvd
Winter Park, FL 32792

4

2

2,068 SqFt

Pool

0.19 Acres

SOLD 12/09/16

$264,900

$279,900

MLS#MFRS4826738

1867 Shadyhill Ter
Winter Park, FL 32792

3

3

2

2,463 SqFt

0.23 Acres

SOLD 07/25/16

$265,000

MLS#MFRO5438893

2134 Shadyhill Ter
Winter Park, FL 32792

3

2

2

2,411 SqFt

Pool

0.17 Acres

SOLD 03/29/22

$379,900

MLS#MFRT3356323

1880 Meadowgold Ln
Winter Park, FL 32792

3

2

2

1,368 SqFt

0.12 Acres

SOLD 06/30/17

$290,000

MLS#MFRO5509279

4031 Waterview Loop
Winter Park, FL 32792

3

3

2

2,338 SqFt

0.14 Acres

SOLD 09/28/16

$284,900

MLS#MFRO5458999

1872 Meadowgold Ln
Winter Park, FL 32792

4

3

2

2,302 SqFt

Pool

0.13 Acres

SOLD 03/24/22

$369,000

MLS#MFRO6007176

1871 Meadowgold Ln
Winter Park, FL 32792

3

3

2

2,076 SqFt

0.14 Acres

SOLD 04/03/23

$400,000

MLS#MFRG5064603

1863 Meadowgold Ln
Winter Park, FL 32792

3

2

2

2,140 SqFt

0.12 Acres

SOLD 09/27/23

$433,333

$439,000

MLS#MFRO6121946

1842 Shadyhill Ter
Winter Park, FL 32792

3

3

2

2,282 SqFt

Pool

0.19 Acres

SOLD 05/28/16

$239,000

MLS#MFRO5436052

2158 Shadyhill Ter
Winter Park, FL 32792

3

2

2

2,680 SqFt

Pool

0.17 Acres

SOLD 04/25/14

$165,000

MLS#MFRO5216702

4007 Waterview Loop
Winter Park, FL 32792

3

2

2

1,953 SqFt

0.15 Acres

SOLD 04/14/17

$264,900

MLS#MFRO5495117

1847 Meadowgold Ln
Winter Park, FL 32792

4

3

2

2,306 SqFt

Pool

0.14 Acres

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We do not have any properties available for sale in Autumn Glen.

0 Active Listings in Autumn Glen