Recently Listed Open House 4/11 11am - 2pm
29 Chestnut Street
West Haven, CT, 06516 $ 325,000
Bedrooms4 Baths1.1 Sq 1,449 Monthly Estimate*
$ 2,001
for $325,000 with 4 bedrooms and 1 full bath, 1 half bath. This 1,449 square foot home was built in 1914 on a lot size of 0.27.
29 Chestnut Street offers a warm and inviting place to call home in the heart of West Haven, featuring a functional and flexible layout designed for everyday living. This charming 4-bedroom, 1.5-bath residence welcomes you with a cozy foyer that opens into a sun-filled living room, where large windows and a classic fireplace create the perfect setting to relax or gather with loved ones. A dedicated dining room with a beautiful built-in hutch adds character and functionality, while the kitchen features warm wood cabinetry, tile backsplash, stainless steel appliances, and an additional built-in-blending charm with everyday convenience. Just beyond, a bright and airy family room offers a comfortable space to unwind, and a half bath completes the main level. Upstairs features four versatile bedrooms that can easily adapt to your needs-whether used as bedrooms, a home office, guest accommodations, or creative spaces. Each room offers closet space and shares a full bathroom, making the layout both practical and accommodating. Throughout the home, you'll appreciate the timeless beauty of natural wood details-from hardwood floors to wood-trimmed windows and door frames-enhanced by abundant natural light streaming through classic double-hung windows. Step outside to enjoy a sizeable, fenced-in backyard-ideal for families, pets, and outdoor gatherings. Whether you're hosting a cookout or unwinding at the end of the day, the outdoor space offers both privacy and versatility, complete with a hot tub for added relaxation. A detached one-car garage and ample parking add to the home's everyday convenience. Located just a 10-minute drive from the shoreline, you can enjoy easy access to Sandy Point Beach, as well as the charm of the West Haven Green. Commuters will appreciate close proximity to Interstate 95 and nearby train stations, while institutions like University of New Haven and Yale University offer educational and cultural opportunities. Local dining favorites such as Zuppardi's Apizza and Stowe's Seafood, along with convenient access to Yale New Haven Hospital, make everyday living easy and enjoyable. From the warmth of the natural wood accents to the sunlight that fills each room, this home offers comfort, character, and incredible potential-all in a welcoming neighborhood. This charm won't last long!
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Open House
4/11/2026 11:00 AM - 2:00 PM
29 Chestnut Street West Haven, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralZoning R2
Neighborhood N/A
County New Haven
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.27
Directions GPS friendly!
High School West Haven
City West Haven
Elementary School Washington
Sq Ft Total 1449
DOM 1
Year Built 1914
Exclusions Please see inclusion/exclusion rider
Style Cape Cod
Year Built Source Public Records
Energy Features Programmable Thermostat
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InteriorCooling System Ceiling Fans Wall Unit
Total Rooms 8
Basement Description Partial Unfinished Concrete Floor
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ExteriorWater Source Public Water Connected
Lot Description Fence - Privacy Fence - Chain Link Level Lot Cleared
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* Excluded FeaturesList ByJessica BoswellListing Agent
jessica@jboswellteam.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $2,001
- Monthly Property Taxes
- $634
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% 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.
Learn more about how to save NearbySingle family listings in West Haven, CT
Average List Price $403,157
Percent of Sale Price 24%
About West Haven, CT 55,787 Population
7% Since 2002
$ 52,825 Median Income
38.58 Median Age
26% Households with Children
Trends Information provided by ATTOM Data Solutions.
4242945 Elementary School
1232717 Middle School
West Haven High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/8/2026 | $325,000 | | Listed Price |