Home in 1611 Chestnut Ave Winter Park for sale with MLS# O6402502

Situated on arguably the finest brick street in Winter Park, beneath a canopy of live oaks, this fully renovated 4-bedroom, 4-bath home delivers the rarest combination: the soul of an established neighborhood, unique charm and character, and the bones of new construction. Gutted to the studs and rebuilt with intention, every major system is new - electrical, Carrier ACs, roof, ductwork, drywall, Pella windows +++. With elevated finishes, like designer tile and quartz countertops as well as floors and beautifully reimagined kitchen and baths. A second-floor addition adds a sprawling 21 x 24 foot private primary suite and home office, one of the many reasons this an ideal setup for MULTIGENERATIONAL families and those who work from home. A welcoming fireplace, lush mature landscaping, butler's pantry, numerous built ins, custom tile work, and an address minutes from Park Avenue make this one of Winter Park's most compelling offerings. Come imagine the possibilities.

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Days on the market

1611 Chestnut Ave, Winter Park, FL 32789

Price
Price:
$1,100,000.00
Original List Price:
$1,100,000.00
List Price per Sq Ft (Calculated, Approx.):
$377.23
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6402502
Rooms Distribution
Bedrooms:
4
Bathrooms Total:
4
Full Bath:
4
Measures
Living Area:
2,916 Sqft
Built-Up Area:
3,316 Sqft
Lot Area:
7,508 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Size Acres:
0.17
Property Features
Waterfront:
No
Furnished:
Unfurnished
Appliances:
Dishwasher, Disposal, Refrigerator, Range
Interior:
Walk-In Closet(s), Ceiling Fans(s), Thermostat, Solid Surface Counters
Exterior:
Sidewalk, Sprinkler Metered
Laundry:
Laundry Room
Fireplace
Fireplace:
Family Room, Stone
Air Conditioning System:
Central Air
Heating System:
Central, Electric
Property Entrance Faces:
Southeast
Construction
Year Built:
1973
Roof:
Shingle
Levels:
Two
Construction Materials:
Block, Frame, Stucco
Flooring:
Ceramic Tile, Hardwood, Luxury Vinyl
Number of stories:
2
Foundation Details:
Slab
Flood Zone Code:
X
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$3,589.55
Tax Year:
2025
Parking
Garage
Garage Spaces:
2
Attached Garage
Utilities
Sewer:
Public Sewer
Utilities Available:
Electricity Connected, Sewer Connected, Water Connected
Water Source:
Public
Community
Minimum Lease Term:
7 Months
Subdivision Name:
LAKE KNOWLES TERRACE
Senior Community:
No
Terms
Listing Terms Considered by Seller:
Cash, Conventional
Occupant Type:
Vacant
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
LAKE KNOWLES TERRACE K/4 LOT 10 BLK 1
Real Estate Folio Number (Parcel Number):
32-21-30-4536-01-100
Zoning:
R-1A
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Lakemont Elem
High School:
Winter Park High
Middle Or Junior School:
Maitland Middle
Listing History
Originally published on:
April 30, 2026 4:10 am
Active on the market since:
April 30, 2026
Listing Agreement executed on:
April 30, 2026
Listing Status Last Changed On:
April 30, 2026 4:10 am
Photos updated on:
May 21, 2026 1:20 pm
Last Modified:
May 31, 2026 7:06 pm
Additional Information
Courtesy of:
FANNIE HILLMAN & ASSOCIATES
Attribution:
407-644-1234
Road Surface Type:
Brick
Location
Street Name:
CHESTNUT
Street Number:
1611
City:
WINTER PARK
State:
Florida
Zip Code:
32789
County:
Orange
Latitude:
N28° 36' 50''
Longitude:
W82° 40' 5.1''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $100,213
Median Home Value $695,000
Median Rent $1,667/mo
Median Age 44
Population 26,884

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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. 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. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, 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 or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of May 31, 2026, 7:06 PM.