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Sold for $800,000
  • $800,000

    43 Gaylord Road, New Milford, CT 06755

    4beds
    3,808sqft
    Single Family Residence
    Built in 1725
    1.14 Acres Lot
    $806,600 Zestimate®
    $210/sqft
    $4,618 Estimated rent

    Home value

    $806,600

    $653,000 - $1.00M

    $4,618/mo

    Zestimate® history
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    What's special

    This historic 18th-century Gaylord family homestead in New Milford, Connecticut, offers a perfect blend of authentic period charm and thoughtful modern enhancements. Set on picturesque grounds at 43 Gaylord Road, this distinctive Litchfield County property features versatile living spaces including an open-concept kitchen, living room, inviting Sun Room, formal dining room, and a cozy Snuggery with brick fireplace abutting the kitchen. The upper level showcases a spacious primary bedroom with vaulted ceilings, two walk-in closets, an en-suite bathroom, and a private balcony overlooking the backyard oasis. Three additional bedrooms and a full hall bath complete the second floor, providing generous accommodation for family and guests. Outdoor living reaches its pinnacle with a heated in-ground swimming pool, adjacent cabana, and expansive entertainment areas perfect for gatherings of all sizes. The property's amenities extend to a two-car attached garage and separate temperature-controlled barn offering versatile space for storage, workshop, or creative pursuits. Perfectly positioned with nearby hiking trails, minutes to Kent and New Milford's charming village centers, and convenient access to Metro North, this exceptional historic estate combines architectural significance, modern comfort, and an ideal location in one of Connecticut's most desirable communities.

    Zillow last checked: 7 hours ago

    Listing updated: February 09, 2026 at 03:51am

    Listed by:

    Liza C. Reiss (860)671-0288,

    Elyse Harney Real Estate 860-435-0120,

    Holly Leibrock 860-248-0117,

    Elyse Harney Real Estate

    Bought with:

    Liza C. Reiss, RES.0804920

    Elyse Harney Real Estate

    Holly Leibrock

    Elyse Harney Real Estate

    Source: Smart MLS,MLS#: 24137843MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Primary bedroom
    • Level: Upper
    Bedroom
    • Level: Main
    Bedroom
    • Level: Upper
    Bedroom
    • Level: Upper
    Primary bathroom
    • Level: Upper
    Bathroom
    • Level: Main
    Bathroom
    • Level: Main
    Bathroom
    • Level: Upper
    Bathroom
    • Level: Upper
    Dining room
    • Level: Main
    Family room
    • Level: Main
    Kitchen
    • Level: Main
    Living room
    • Level: Main
    Office
    • Level: Upper
    Office
    • Level: Lower
    Heating
    • Forced Air, Oil
    Cooling
    • Central Air
    Appliances
    • Included: Gas Range, Oven/Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Wine Cooler, Electric Water Heater
    Features
    • Basement: Full,Partially Finished
    • Attic: Pull Down Stairs
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 3,808
    • Total interior livable area: 3,808 sqft
    • Finished area above ground: 3,528
    • Finished area below ground: 280

    Property

    Parking
    • Total spaces: 2
    • Parking features: Attached
    • Attached garage spaces: 2
    Features
    • Has private pool: Yes
    • Pool features: Heated, In Ground
    Lot
    • Size: 1.14 Acres
    • Features: Level, Landscaped
    Details
    • Parcel number: 1870048
    • Zoning: R40

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Antique
    • Property subtype: Single Family Residence
    Materials
    • Clapboard
    • Foundation: Stone
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1725

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well

    Community & neighborhood

    Location
    • Region: Gaylordsville

    Price history

    DateEventPrice
    2/6/2026Sold$800,000-1.2%$210/sqft
    Source: Smart MLS #24137843 Report a problem
    12/16/2025Pending sale$810,000$213/sqft
    Source: Smart MLS #24137843 Report a problem
    11/3/2025Listed for sale$810,000$213/sqft
    Source: Smart MLS #24137843 Report a problem
    11/2/2025Listing removed$810,000$213/sqft
    Source: Smart MLS #24092928 Report a problem
    10/6/2025Price change$810,000-3.6%$213/sqft
    Source: Smart MLS #24092928 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$13,566 +4%$438,190
    2024$13,045 +2.7%$438,190
    2023$12,699 +2.2%$438,190

    Find assessor info on the county website

    Neighborhood: Gaylordsville

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • High: New Milford

    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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    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
    $806,600
    2% more
    +$16,132
    With Zillow Showcase(estimated)
    $822,732