1621 CHESTNUT AVENUE,Winter Park,Orange,Residential

$899,000
1621 CHESTNUT AVENUE, Winter Park, LAKE KNOWLES TERRACE

Overview

  • October 2, 2026
  • Updated On:
  • 44331
  • Property ID
  • 3
  • Bedrooms
  • 2.5
  • Bathrooms
  • 2,022 ft2
  • Property Size

Description

Welcome to 1621 Chestnut Avenue, ideally situated in the heart of Winter Park’s coveted “Tree Streets” neighborhood. Offered at $899,000, this single-story block home sits on a generous 50×150′ lot and offers 2,022 square feet of living space with 3 bedrooms and 2.5 baths. Whether you envision a thoughtful remodel or a ground-up new build, this property presents outstanding potential in one of Winter Park’s most desirable pockets, where similar transformations are already reshaping the streetscape.

Inside, tile flooring flows through the main living areas, complementing a versatile layout that includes a formal living room, a combined kitchen and dining area, and a separate den with pocket doors perfect for a home office or media room. The oversized bedrooms offer generous space throughout, including a primary suite with a private en suite bath. Two additional guest bedrooms share a convenient Jack-and-Jill bathroom, ideal for family or guests.

At the rear of the home, an enclosed sunroom provides a peaceful retreat overlooking the well-manicured backyard, a tranquil spot to relax and unwind. With its prime location, solid bones, and abundant possibilities, 1621 Chestnut Avenue is ready for its next owner to make it their own.

Address: 1621 CHESTNUT AVENUE
State/County:
Zip: 32789
Country: United States

Property Id: 44331
Price: $899,000
Property Size: 2,022 ft2
Property Lot Size: 0 ft2
Rooms: 8
Bedrooms: 3
Bathrooms: 2.5
BathroomsFull: 2
BathroomsHalf: 1
BathroomsTotalInteger: 3
BedroomsTotal: 3
BuildingAreaTotal: 2715
ConstructionMaterials: Block
ContractStatusChangeDate: 2026-08-20
Cooling: Central Air
Country: United States
CoveredSpaces: 2
CumulativeDaysOnMarket: 34
DaysOnMarket: 34
DirectionFaces: South
Directions: From Temple: Head East on Chestnut. Home is on left.
ElementarySchool: Lakemont Elem
Fencing: Fenced
Flooring: Carpet, Tile, Hardwood
FoundationDetails: Slab
Furnished: Unfurnished
GarageSpaces: 2
Heating: Central, Electric
HighSchool: Winter Park High
InternetAddressDisplayYN: 1
InternetEntireListingDisplayYN: 1
Latitude: 28.613892
LaundryFeatures: Laundry Room
Levels: One
ListAOR: Orlando Regional
ListAgentAOR: Orlando Regional
ListAgentEmail: kelly@kellypriceandcompany.com
ListAgentFullName: Kelly Price
ListAgentKey: 160b09addb941da5f3ea666166919106
ListAgentMlsId: 261011384
ListAgentPreferredPhone: 407-645-4321
ListOfficeKey: 8facb9a5fea28906d06105460218ad5f
ListOfficeMlsId: 55779
ListOfficeName: KELLY PRICE & COMPANY LLC
ListPrice: 899000
ListOfficePhone: 407-645-4321
ListingContractDate: 2026-08-20
ListingId: O6435086
LivingArea: 2022
LivingAreaSource: Public Records
LivingAreaUnits: Square Feet
Longitude: -81.331749
LotSizeAcres: 0.17
LotSizeArea: 7512
LotSizeDimensions: 50 x 150
LotSizeSquareFeet: 7512
LotSizeUnits: Square Feet
MLSAreaMajor: 32789 - Winter Park
MiddleOrJuniorSchool: Maitland Middle
MlsStatus: Active
ModificationTimestamp: 2026-10-02T21:14:40.753Z
OnMarketDate: 2026-08-20
OriginalEntryTimestamp: 2026-08-20T14:36:23.120Z
OriginalListPrice: 899000
OriginatingSystemKey: stellar
OriginatingSystemName: Stellar MLS
Ownership: Fee Simple
ParcelNumber: 322130453601090
ParkingFeatures: Driveway
PhotosChangeTimestamp: 2026-08-20T14:42:27.192Z
PhotosCount: 35
PostalCode: 32789
PostalCodePlus4: 1607
RoadSurfaceType: Brick
Roof: Shingle
RoomsTotal: 8
Sewer: Public Sewer
SourceSystemKey: 803260462
SpecialListingConditions: None
StateOrProvince: FL
StatusChangeTimestamp: 2026-09-24T14:23:46.967Z
StreetName: CHESTNUT
StreetNumber: 1621
StreetNumberNumeric: 1621
StreetSuffix: AVENUE
TaxAnnualAmount: 3312
TaxBlock: 1
TaxBookNumber: K-4
TaxLegalDescription: LAKE KNOWLES TERRACE K/4 LOT 9 BLK 1
TaxLot: 9
TaxYear: 2025
UnparsedAddress: 1621 CHESTNUT AVENUE
Utilities: BB/HS Internet Available, Cable Available
VirtualTourURLUnbranded:
WaterSource: Public
YearBuilt: 1970
Zoning: R-1A

Outdoor Details
Garage Attached
Other Features
1
Built-In Oven
Ceiling Fan(s)
Cooktop
Dishwasher
Has Cooling System
Has Garage
Has Heating System
Open Parking
Refrigerator
Sidewalk

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$4,609.35
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 3,485.60

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