1511 Chestnut Ave, Winter Park, FL 32789
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Home Description
Under contract-accepting backup offers. Attention builders and investors! Here’s your chance to own a prime property in the coveted Tree Streets of Winter Park, one of Central Florida’s most desirable neighborhoods. Whether you’re looking for immediate rental income or planning to build your dream home in the future, this opportunity is not to be missed!
Tucked away just minutes from Phelps Park, the Winter Park YMCA, Lake Knowles, and top-rated Lakemont Elementary, this home is ideally located for both convenience and lifestyle. Enjoy peaceful neighborhood strolls, bike rides to the boutiques and cafés of Park Avenue, or weekend outings at the Winter Park Farmers’ Market. Living here means being immersed in the charm and culture that makes Winter Park so special—historic homes, scenic lakes, a vibrant arts scene, and a strong sense of community.
Step inside to find a well-maintained home full of character. Original hardwood floors bring warmth and timeless appeal to the living areas and bedrooms. A versatile bonus room offers endless possibilities—use it as a home office, playroom, gym, or cozy den. Outside, the backyard is made for Florida living, with a screened-in patio perfect for al fresco dining and a spacious yard ideal for gardening, entertaining, or weekend fun.
Whether you're investing, living in, or planning to build new, this property offers exceptional potential in a premier location. Don’t miss your chance to become part of the Winter Park lifestyle!
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Interior Features: Ceiling Fans(s),Kitchen/Family Room Combo
- Appliances: Dishwasher,Disposal,Electric Water Heater,Microwave,Range,Range Hood,Refrigerator
- Floor Covering: Tile,Wood
- Exterior Features: Sidewalk,Storage
- Exterior Contruction: Block
- Foundation: Slab
- Front Exposure: South
- Roof: Shingle
- Building Sqft: 1635
Approximate Room Sizes / Descriptions
| Living Room | 15x14 | First | |
| Dining Room | 9x8 | First | |
| Kitchen | 10x9 | First | |
| Bonus Room | 15x10 | First | |
| Primary Bedroom | 11x14 | First | |
| Bedroom 2 | 11x15 | First | |
- Garage: False
- Garage Spaces: 0
- Garage Feature: On Street
- Carport: True
- Carport Spaces: 1
- Air Conditioning: Central Air
- Heating: Central
- Utilities: Cable Available,Electricity Connected,Public,Sewer Connected
- Lot Sqft: 7465.00
- Lot Dim: 50x150
- Lot Acres: 0.1700
- Total Acre: 0 to less than 1/4
- Lot Num: 19
- Style: Single Family Residence
- Location: City Limits
- Pets Allowed: Yes
- : 407-644-1234
Neighborhood
The average asking price of a 2 bedroom Winter Park home in this zip code is
$630,491 (6.6% less than this home).
This home is priced at $529/sqft,
which is 7.6% less than similar homes
in the 32789 zip code.
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Financial
- Approx Payment:$3,284*
- Taxes:$7,336
Area Stats
These statistics are updated daily from the My Florida Regional MLS. For further analysis or
to obtain statistics not shown below please call EasyStreet Realty at
(407) 485-1814 and speak with one of our real estate consultants.
Popular Homes
$502,942
$437,500
148
1.4%
56.8%
88
$531,825
$480,000
582
1.0%
50.9%
86
$799,490
$659,900
21
4.8%
47.6%
60
$417,852
$402,500
98
2.0%
54.1%
69
$1,276,982
$996,495
52
0.0%
46.2%
91
$692,382
$700,000
17
0.0%
41.2%
300
$929,472
$800,000
25
0.0%
36.0%
42
$578,229
$495,000
755
0.5%
54.2%
76
$832,677
$644,000
13
0.0%
38.5%
54
$476,121
$405,000
287
1.0%
61.3%
85
$432,652
$419,900
80
0.0%
36.2%
92
$516,452
$440,000
2425
1.8%
51.6%
105
$753,541
$558,777
217
0.9%
53.9%
72
$976,045
$627,450
106
1.9%
56.6%
78
$562,371
$541,050
153
0.0%
45.8%
76
$1,521,830
$1,097,971
50
0.0%
54.0%
120
$524,219
$480,000
177
1.1%
46.3%
74
$678,406
$499,900
3149
1.7%
51.3%
80
$703,064
$600,000
241
0.8%
52.3%
70
$322,146
$310,490
275
1.8%
52.7%
127
$1,791,180
$1,050,000
111
2.7%
51.4%
150
$713,442
$507,000
30
3.3%
60.0%
313
$518,698
$419,990
413
1.2%
51.3%
90
$608,421
$459,662
106
0.9%
50.0%
92
$2,123,616
$1,349,950
282
0.0%
44.7%
94
$871,536
$720,000
616
0.5%
51.3%
87
$605,786
$494,900
151
0.7%
51.0%
72
Listing Courtesy of FANNIE HILLMAN & ASSOCIATES.
1511 Chestnut Ave, Winter Park FL is a single family home of 1275 sqft and
is currently priced at $675,000
.
This single family home has 2 bedrooms.
A comparable home for sale at 1550 Indiana Ave in Winter Park is listed at $449,990.
In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures
in Winter Park, FL.
Park West, Lake Bell Terrace and Glencoe are nearby neighborhoods.
MLS O6313118 has been posted on this site since 5/29/2025 (today).
2025
6/21/2025.