$995,000
1611 Chestnut Avenue
Winter Park, FL 32789
Listing updated: August 28, 2026 at 10:44 AM ET
Listing courtesy of Fannie Hillman & Associates · Olivia Maxwell · MLS #O6402502 · Active · 407-644-1234Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
HUGE PRICE IMPROVEMENT!! BRING ALL OFFERS!! Situated on arguably the finest brick street in Winter Park, beneath a canopy of live oaks, this 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 — every step of this rennovation was completed with quality and permanence in mind. With elevated finishes, like designer tile and quartz countertops, 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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history120 days on market
- Status: ActiveApr 30, 2026
- Listed$1,100,000Apr 30, 2026
- Price reduced$995,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 120
- Subdivision
- Lake Knowles Terrace
- County
- Orange
- Year built
- 1973
- Living area
- 2,916 sq ft
- Price/sq ft
- $341
- Building area
- 3,316 sq ft (Public Records)
- Lot size
- 7,508 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12095C0255F)
- Garage
- 2 spaces
- Annual taxes
- $3,590 (2025)
- Parcel #
- 32-21-30-4536-01-100
- Zoning
- R-1A
- MLS #
- O6402502
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 4
- Flooring
- Ceramic Tile, Hardwood, Luxury Vinyl
- Appliances
- Dishwasher, Disposal, Range, Refrigerator
- Interior features
- Ceiling Fans(s), Solid Surface Counters, Thermostat, Walk-In Closet(s)
- Laundry
- Laundry Room
- Stories / Levels
- Two
- Direction faces
- Southeast
- Fireplace
- Yes
- In-law suite
- Yes
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 7 Months
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
Exterior & Construction
- Exterior features
- Sidewalk, Sprinkler Metered
- Construction materials
- Block, Stucco, Frame
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Brick
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Electricity Connected, Sewer Connected, Water Connected
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | Second | 21x24 |
| Kitchen | First | 18x12 |
| Living Room | First | 16x21 |
| Bedroom 1 | First | 12x14 |
Listing Details
- Listing date
- 2026-04-30
- On market date
- 2026-04-30
- Original list price
- $1,100,000
- Occupant type
- Vacant
- MLS area
- 32789 - Winter Park
- Listing AOR
- Orlando Regional
- Status changed
- 2026-04-30
- Tax legal description
- LAKE KNOWLES TERRACE K/4 LOT 10 BLK 1
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From Lakemont Ave and Aloma head north on Lakemont, straight onto Arbor Park Drive, left on Chestnut house is on the right
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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 August 28, 2026 at 10:44 AM 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.
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