37 Chester Avenue














Description
Spanning approximately 2,800 livable square feet, the property is configured across two expansive residential floors. Each unit features three full bedrooms, a spacious...Offered for the first time in over half a century, 37 Chester Avenue is a solid two-family brick residence that blends scale, versatility, and long-term pride of ownership. Built in 1930 and thoughtfully maintained by the same family for over 50 years, this is a rare opportunity to step into a home with both history and future upside.
Spanning approximately 2,800 livable square feet, the property is configured across two expansive residential floors. Each unit features three full bedrooms, a spacious living room, formal dining room, and an eat-in kitchen, providing comfortable, well-proportioned layouts ideal for end-users and/or income-producing potential.
Original charm shines through with beautiful wood flooring, generous closet space, and oversized windows that fill the home with natural light throughout the day.
The home is further enhanced by a full finished, windowed basement complete with its own kitchen, half bathroom, and separate front entrance, offering flexibility for extended living, recreation, or potential additional use (buyer to verify).
Additional highlights include a private attached garage, a true Brooklyn luxury that adds both convenience and value.
Perfectly positioned on the Kensington / Windsor Terrace border, you’re moments from the iconic Green-Wood Cemetery and just a short distance to Prospect Park. The neighborhood offers a vibrant mix of local cafes, restaurants, and everyday conveniences, with easy access to transportation including the F and G trains, as well as multiple bus lines (B35, B16, B67, B69).
Well cared for and deeply loved, 37 Chester Avenue presents a compelling opportunity for the next owner to live, invest, and create something truly special.
Listing Agents
Amenities
- Hardwood Floors
- Full Basement
- Attached Garage
Property Details for 37 Chester Avenue
| Status | Active |
|---|---|
| Days on Market | 14 |
| Taxes | $747 / month |
| Maintenance | - |
| Min. Down Pymt | - |
| Total Rooms | 10.0 |
| Property Type | Multi Family |
| MLS Type | - |
| Year Built | 1930 |
| Lot Size | 1,560 SF / 20' x 78' |
| County | Kings County |
| Buyer's Agent Compensation | 2.5% |
Location
Building Information for 37 Chester Avenue
Payment Calculator
$8,471 per month
30 year fixed, 6.36% Interest
$7,724
$747
$0
Property History for 37 Chester Avenue
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| May 26, 2026 | Listed (Active) Manual | $1,550,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 05/26/2026 | Listed (Active) Manual | $1,550,000 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public Records for 37 Chester Avenue
Schools near 37 Chester Avenue
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 5 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 12 | |||
| Public - | 10 to 11 |
Rating | School | Distance |
|---|---|---|
P.S. 230 Doris L Cohen PublicPK to 5 | ||
Jhs 223 The Montauk Public6 to 8 | ||
Franklin Delano Roosevelt High School Public9 to 12 | ||
West Brooklyn Community High School Public10 to 11 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.
This information is not verified for authenticity or accuracy and is not guaranteed and may not reflect all real estate activity in the market. ©2026 The Real Estate Board of New York, Inc., All rights reserved. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS. Information Copyright 2026, OneKey® MLS. All data is deemed reliable but is not guaranteed accurate by Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties. See Terms of Service for additional restrictions. Compass · Tel: 212-913-9058 · New York, NY Listing information for certain New York City properties provided courtesy of the Real Estate Board of New York’s Residential Listing Service (the "RLS"). The information contained in this listing has not been verified by the RLS and should be verified by the consumer. The listing information provided here is for the consumer’s personal, non-commercial use. Retransmission, redistribution or copying of this listing information is strictly prohibited except in connection with a consumer's consideration of the purchase and/or sale of an individual property. This listing information is not verified for authenticity or accuracy and is not guaranteed and may not reflect all real estate activity in the market. ©2026 The Real Estate Board of New York, Inc., all rights reserved. This information is not guaranteed, should be independently verified and may not reflect all real estate activity in the market. Offers of compensation set forth here are for other RLSParticipants only and may not reflect other agreements between a consumer and their broker.©2026 The Real Estate Board of New York, Inc., All rights reserved.

















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