1611 CHESTNUT AVENUE Winter Park, FL $ 1,100,000
1611 CHESTNUT AVENUE
$ 1,100,000
Recently Listed
Open House 5/1 4pm - 6pm
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1611 CHESTNUT AVENUE

Winter Park, FL, 32789
$ 1,100,000
Bedrooms4 Baths4.0 Sq 2,916

Monthly Estimate*

$ 6,773

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View a Virtual Tour

Single Family Home for sale in Winter Park, FL

for $1,100,000 with 4 bedrooms and 4 full baths. This 2,916 square foot home was built in 1973 on a lot size of 0.17.

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 with the bones of new construction. Gutted to the studs and rebuilt with intention, every system is new — electrical, AC, roof, ductwork, drywall — and every finish is elevated, from the designer tile and quartz countertops to the gleaming 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.

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Open House

5/1/2026 4:00 PM - 6:00 PM
1611 CHESTNUT AVENUE Winter Park, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 1,100,000

Bedrooms

4

Full Bath

4

Property Type

Single Family

Taxes

$ 3,589

Style

Single Family Residence

Lot Size

0.17

Year Built

1973

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6402502

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities Electricity Connected Sewer Connected Water Connected
Roof Shingle
Appliances Dishwasher Disposal Range Refrigerator
Zoning R-1A
Garage Spaces 2
Construction Materials Block Stucco Wood Frame
Year Built 1973
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name LAKE KNOWLES TERRACE
Facing Direction Southeast
Garage Y/N true
Total Rooms 4
Full Baths 4
Status Active
Directions From Lakemont Ave and Aloma head north on Lakemont straight onto Arbor Park Drive left on Chestnut house is on the right
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 7508
Carport Y/N false
Listing Terms Cash Conventional
Elementary School Lakemont Elem
Land Lease Y/N false
Tax Annual Amount 3589.55
Middle/Junior High School Maitland Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6402502
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 10
Legal Description LAKE KNOWLES TERRACE K/4 LOT 10 BLK 1
Minimum Lease 7 Months
Water Access Y/N false
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Ceiling Fan(s) Solid Surface Counters Thermostat Walk-In Closet(s)
Flooring Ceramic Tile Engineered Hardwood Luxury Vinyl
Furnished Y/N Unfurnished
Fireplace Features Family Room Stone
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 0
Laundry Features Laundry Room
Total Bedrooms 4
Total Baths 4
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Exterior
Exterior Amenities Sidewalk Sprinkler Metered
Water Source Public
Lot Size Area 7508
Foundation Details Slab
Building Area Total 3316
Lot Size Acres 0.17
Road Surface Type Brick
Private Pool false
Waterfront Y/N false
Covered Spaces 2
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* Excluded Features
List By
Fannie Hillman & Associates

Broker

olivia@fanniehillman.com

Email

Affordability Calculator

$7,072
Per Month
96%
4%
0%
Monthly Principal & Interest
$6,773
Monthly Property Taxes
$299
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
4/30/2026$1,100,000 Listed Price

Map


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1611 CHESTNUT AVENUE, Winter Park, FL, 32789 is a Single Family Home for sale at $1,100,000 with 2,916 sqft and a lot size of 0.17. 1611 CHESTNUT AVENUE has 4 bedrooms, 4.0 baths, and was built in 1973. The property's zip code is 32789 which is in Winter Park, FL