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Sold for $379,000
  • $379,000

    29 Chestnut Street, West Haven, CT 06516

    4beds
    1,449sqft
    Single Family Residence
    Built in 1914
    0.27 Acres Lot
    $380,400 Zestimate®
    $262/sqft
    $2,928 Estimated rent

    Home value

    $380,400

    $342,000 - $422,000

    $2,928/mo

    Zestimate® history
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    What's special

    Classic fireplaceHot tubAbundant natural lightDetached one-car garageAmple parkingClassic double-hung windowsNatural wood details
    ***Highest & Best by EOD on Sunday, 4/12! 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!

    Zillow last checked:

    Listing updated:

    Listed by:

    J. Boswell Team at LPT Realty,

    Jessica Boswell (860)357-0704,

    LPT Realty 877-366-2213,

    Co-Listing Agent: Kedeja Abdus-Salaam 860-378-5133,

    LPT Realty

    Bought with:

    Monica Palmerie, RES.0819504

    RE/MAX RISE

    Source: Smart MLS,MLS#: 24149402MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 2
    • Full bathrooms: 1
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Ceiling Fan(s), Hardwood Floor
    • Level: Upper
    • Area: 187.2 Square Feet
    • Dimensions: 15.6 x 12
    Bedroom
    • Features: Hardwood Floor
    • Level: Upper
    • Area: 73.6 Square Feet
    • Dimensions: 9.2 x 8
    Bedroom
    • Features: Hardwood Floor
    • Level: Upper
    • Area: 82.4 Square Feet
    • Dimensions: 10.3 x 8
    Bedroom
    • Features: Hardwood Floor
    • Level: Upper
    • Area: 81.08 Square Feet
    • Dimensions: 8.9 x 9.11
    Bathroom
    • Features: Hardwood Floor
    • Level: Main
    • Area: 14.1 Square Feet
    • Dimensions: 4.7 x 3
    Bathroom
    • Features: Tub w/Shower, Tile Floor
    • Level: Upper
    • Area: 64.68 Square Feet
    • Dimensions: 7.1 x 9.11
    Dining room
    • Features: Built-in Features, Hardwood Floor
    • Level: Main
    • Area: 113.12 Square Feet
    • Dimensions: 11.2 x 10.1
    Family room
    • Features: Hardwood Floor
    • Level: Main
    • Area: 170.1 Square Feet
    • Dimensions: 9 x 18.9
    Kitchen
    • Features: Built-in Features, Hardwood Floor
    • Level: Main
    • Area: 144.43 Square Feet
    • Dimensions: 14.3 x 10.1
    Living room
    • Features: Ceiling Fan(s), Fireplace, Hardwood Floor
    • Level: Main
    • Area: 229.77 Square Feet
    • Dimensions: 20.7 x 11.1
    Heating
    • Baseboard, Hot Water, Wall Unit, Natural Gas
    Cooling
    • Ceiling Fan(s), Wall Unit(s)
    Appliances
    • Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
    • Laundry: Lower Level
    Features
    • Entrance Foyer
    • Basement: Partial,Unfinished,Concrete
    • Attic: None
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 1,449
    • Total interior livable area: 1,449 sqft
    • Finished area above ground: 1,449

    Property

    Parking
    • Total spaces: 3
    • Parking features: Detached, On Street, Off Street, Driveway, Private
    • Garage spaces: 1
    • Has uncovered spaces: Yes
    Features
    • Spa features: Heated
    • Fencing: Privacy,Chain Link
    • Waterfront features: Walk to Water
    Lot
    • Size: 0.27 Acres
    • Features: Level, Cleared
    Details
    • Parcel number: 1425504
    • Zoning: R2

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Cape Cod
    • Property subtype: Single Family Residence
    Materials
    • Aluminum Siding
    • Foundation: Brick/Mortar, Concrete Perimeter
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1914

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Cable Available
    Green energy
    • Energy efficient items: Thermostat

    Community & neighborhood

    Community
    • Community features: Bocci Court, Library, Playground, Private School(s), Near Public Transport
    Location
    • Region: West Haven

    Price history

    DateEventPrice
    5/21/2026Sold$379,000+16.6%$262/sqft
    Source: Smart MLS #24149402 Report a problem
    5/21/2026Pending sale$325,000$224/sqft
    Source: Smart MLS #24149402 Report a problem
    4/8/2026Listed for sale$325,000-14.5%$224/sqft
    Source: Smart MLS #24149402 Report a problem
    9/17/2024Listing removed$379,900$262/sqft
    Source: Smart MLS #24044190 Report a problem
    9/6/2024Listed for sale$379,900+72.7%$262/sqft
    Source: Smart MLS #24044190 Report a problem
    9/8/2020Listing removed$2,200$2/sqft
    Source: Open Door Realty Report a problem
    9/3/2020Listed for rent$2,200$2/sqft
    Source: Open Door Realty Report a problem
    1/11/2005Sold$220,000$152/sqft
    Source: Smart MLS #N221033 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$7,611 +11.3%$220,430 +56.4%
    2024$6,840 +4.3%$140,980
    2023$6,557 +2%$140,980
    2022$6,429 $140,980
    2021$6,429 +0.3%$140,980 +11%
    2020$6,409 +3.7%$126,980
    2019$6,180 +0.9%$126,980
    2018$6,127 +5.7%$126,980
    2017$5,798 +0.2%$126,980
    2016$5,785 +3.7%$126,980 -8.2%
    2015$5,578 +0.6%$138,250
    2014$5,544 +0.5%$138,250
    2013$5,516 +0.4%$138,250
    2012$5,495 $138,250
    2011$5,495 +7.1%$138,250 -4.2%
    2010$5,130 $144,270
    2009$5,130 $144,270
    2008$5,130 $144,270
    2007$5,130 +18.9%$144,270 +76.6%
    2005$4,316 +11.4%$81,690
    2003$3,875 +10.7%$81,690
    2001$3,500 $81,690

    Find assessor info on the county website

    Neighborhood: 06516

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Washington
    • High: West Haven

    Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    $380,400
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