37 Chesterfield Road Stamford, CT $ 1,995,000
37 Chesterfield Road
$ 1,995,000
Recently Listed
Open House 11/14 12pm - 3pm
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37 Chesterfield Road

Stamford, CT, 06902
$ 1,995,000
Bedrooms4 Baths3.1 Sq 3,405

Monthly Estimate*

$ 13,779

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Single Family Home for sale in Stamford, CT

for $1,995,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,405 square foot home was built in 1928 on a lot size of 0.29.

With deeded beach rights in Shippan Point's private ALC Beach Association, this sun-drenched coastal home blends timeless character with a stunning studs-out transformation. An expansive double lot offers landscaped grounds, updated pool and spacious motor court. New stone walls and steps lead to a custom arched mahogany entry. The 4 BR, 3.5 BA home features an open great room with oak floors, wood-burning fireplace and Thermador kitchen. A den and versatile living space overlook the pool and grounds. Upstairs, 4 BRs include a primary suite with private deck and spa bath, plus 2nd-floor laundry. The finished lower level adds 800 sq ft with full bath and kitchenette. Refined finishes, all-new infrastructure, Lutron lighting, built-in speakers, networking and Ring cameras complete the home.

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Open House

11/14/2026 12:00 PM - 3:00 PM
11/15/2026 11:00 AM - 2:00 PM
37 Chesterfield Road Stamford, CT
* 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

$ 1,995,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 16,691

Style

Lot Size

0.29

Year Built

1928

Town/City

Stamford

MLS | Web ID

24220404

Features
General
Zoning R75
Neighborhood Shippan
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.29
Directions Shippan Ave to Chesterfield
High School Stamford
City Stamford
Elementary School Toquam Magnet
Sq Ft Total 3405
DOM 1
Year Built 1928
Style Colonial
Year Built Source Public Records
Pool Description Vinyl In Ground Pool
Energy Features Generator Ready
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Interior
Cooling System Central Air
Total Rooms 10
Basement Description Full Fully Finished
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Exterior
Water Source Public Water Connected
Lot Description Level Lot
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* Excluded Features
List By
Chris Conetta

Listing Agent

Houlihan Lawrence

Broker

cconetta@houlihanlawrence.com

Email

Affordability Calculator

$15,170
Per Month
91%
9%
0%
Monthly Principal & Interest
$13,779
Monthly Property Taxes
$1,391
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% 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
3041891 Elementary School
4780598 Middle School
Stamford High School High School
Pricing History
DatePricePrice ChangeDescription
11/12/2026$1,995,000 Listed Price

Map


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37 Chesterfield Road, Stamford, CT, 06902 is a Single Family Home for sale at $1,995,000 with 3,405 sqft and a lot size of 0.29. 37 Chesterfield Road has 4 bedrooms, 3.1 baths, and was built in 1928. The property's zip code is 06902 which is in Stamford, CT