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1652 Berkshire AvenueWinter Park, FL, 32789

3beds
2baths
1,498sqft
Single Family Residence
Built in 1950
$449,000
For sale
$549,900−$100,900 (18%)
Price per sqft
$300
Days on market
56
Listed Aug 13, 2026
Last reduction
−$30,000
Oct 7, 2026
MLS #O6432617Updated Oct 7, 2026

About this property

Charming 1950 block bungalow in sought-after Orwin Manor! This inviting 3-bedroom, 2-bath home sits on a generous corner lot with a side-load driveway and garage, offering added breathing room, curb appeal, and convenience. A paver walkway leads to the covered front porch, setting the tone for the home’s classic character and welcoming appeal. Inside, original hardwood floors complement a renovated, generously sized kitchen—ideal for everyday living and entertaining. Recent improvements include a 2020 roof, 2021 HVAC system, plus new windows, doors, and added insulation. The dining room features French doors opening to a newly poured concrete patio and charming backyard offering loads of potential for gardening, play, pets, or creating your own private outdoor retreat. Previously utilized as an investment rental, this property presents an excellent opportunity for an owner-occupant or investor seeking a desirable Winter Park location with strong rental appeal. Enjoy close proximity to AdventHealth’s world-class Orlando campus, as well as the shopping, dining, and lifestyle destinations of Winter Park, Park Avenue, Mills 50, and downtown Orlando. A wonderful opportunity to own a character-filled home in one of the area’s most desirable central neighborhoods.

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Property details

Property type
Single Family Residence
Street address
1652 Berkshire Avenue
City
Winter Park
State
FL
ZIP code
32789
Year built
1950
New construction
No
Attached property
No
Faces
North
Rooms
6
Building stories
1
Living area
1,498 sqft
Total building area
1,876 sqft
Architectural style
Bungalow
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 8, 2026 at 4:01 AM EDT

Price & sale history

Asking price reduced by $100,900 (18.3%) since first listed.

EventPrice
Price reducedMLS #O6432617$449,000Change: −6.3%−$30,000
Price reducedMLS #O6432617$479,000Change: −12.9%−$70,900
Listed for saleMLS #O6432617$549,900
SoldMLS #O5973706$383,800
History may be incomplete.
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