$810,000
PENDING

43 Gaylord Rd Gaylordsville, CT 06755

Estimated payment $5,388/month

Total Views 42,359
4 Beds
4.5 Baths
3,808 Sq Ft
$213 Price per Sq Ft

Highlights

  • Heated In Ground Pool
  • Antique Architecture
  • 1 Fireplace
  • Vaulted Ceiling
  • Attic
  • Central Air

About This Home

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.

Listing Agent

Liza Reiss

Elyse Harney Real Estate Brokerage Phone: (860) 671-0288 License #RES.0804920 Listed on: 11/03/2025

Co-Listing Agent

Holly Leibrock

Elyse Harney Real Estate Brokerage Phone: (860) 671-0288 License #RES.0805130

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $13,566

Year Built

  • Built in 1725

Lot Details

  • 1.14 Acre Lot
  • Property is zoned R40

Parking

  • 2 Car Garage

Home Design

  • Antique Architecture
  • Stone Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Clap Board Siding

Interior Spaces

  • Vaulted Ceiling
  • 1 Fireplace
  • Partially Finished Basement
  • Basement Fills Entire Space Under The House
  • Pull Down Stairs to Attic

Kitchen

  • Oven or Range
  • Gas Range
  • Range Hood
  • Dishwasher
  • Wine Cooler

Bedrooms and Bathrooms

  • 4 Bedrooms

Laundry

  • Dryer
  • Washer

Pool

  • Heated In Ground Pool

Schools

  • New Milford High School

Utilities

  • Central Air
  • Heating System Uses Oil
  • Private Company Owned Well
  • Electric Water Heater
  • Fuel Tank Located in Basement

Listing and Financial Details

  • Assessor Parcel Number 1870048

Home Details

Home Type

Single Family

Est. Annual Taxes

$13,566

Year Built

Built in 1725

Lot Details

0

Listing Details

  • Neighborhood: N/A
  • Property Type: Single Family For Sale
  • Style: Antique
  • Sq Ft Est Heated Above Grade: 3528
  • Sq Ft Est Heated Below Grade: 280
  • Total Sq Ft: 3808
  • Year Built: 1725
  • New Construction: No/Resale
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Directions: GPS
  • Street Type: Road
  • Office Attribution Contact: (860) 435-0120
  • Reserve Prospect: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 4
  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Fireplaces: 1
  • Attic Description: Pull-Down Stairs
  • Basement Description: Full, Partially Finished
  • Appliances: Gas Range, Oven/Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
  • Attic: Yes

Exterior Features

  • Exterior Siding: Clapboard
  • Foundation Type: Stone
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: Yes
  • Pool: Heated, In Ground Pool
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 2
  • Garage And Parking: Attached Garage

Utilities

  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Heat Fuel Type: Oil
  • Fuel Tank Location: In Basement
  • Hot Water Description: Electric, Tank Size Unknown
  • Water Source: Private Well
  • Sewer: Septic

Lot Info

  • Acres: 1.14
  • Lot Description: Level Lot Professionally Landscaped
  • Zoning: R40
  • Parcel #: 1870048

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 13566

MLS Schools

  • Elementary School: Per Board of Ed
  • High School: New Milford

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $20,344 $438,190 $54,240 $383,950
2024 $13,045 $438,190 $54,240 $383,950
2023 $12,699 $438,190 $54,240 $383,950
2022 $12,423 $438,190 $54,240 $383,950
2021 $12,064 $431,330 $54,240 $377,090
2020 $11,038 $384,860 $60,130 $324,730
2019 $11,045 $384,860 $60,130 $324,730
2018 $10,842 $384,860 $60,130 $324,730
2017 $10,487 $384,860 $60,130 $324,730
2016 $10,303 $384,860 $60,130 $324,730
2015 $9,222 $344,750 $60,130 $284,620
2014 $8,909 $338,730 $54,110 $284,620
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
12/16/2025 12/16/25 Pending -- -- --
11/03/2025 11/03/25 For Sale $810,000 +15.7% $213 / Sq Ft
12/11/2021 12/11/21 Sold $700,000 -3.4% $184 / Sq Ft View Prior Sale
09/03/2021 09/03/21 Pending -- -- --
08/06/2021 08/06/21 Price Changed $725,000 -8.1% $190 / Sq Ft
07/23/2021 07/23/21 For Sale $789,000 -- $207 / Sq Ft
Source: SmartMLS

Purchase History

Date Type Sale Price Title Company
Deed $700,000 None Available
Warranty Deed $600,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $400,000 Purchase Money Mortgage
Source: Public Records

Source: SmartMLS

MLS Number: 24137843

SmartMLS

APN: NMIL-000068-000002-000005