Last Sold Price
4 beds3,808 sqft$210/sqft
43 Gaylord Rd, New Milford, CT 06755

Description

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...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 CLOSED: 02/06/2026 12:00 AM

  1. Listed by Liza C Reiss • Elyse Harney Real Estate
    P: (860)-671-0288 C: (860)-671-0288 lreiss@harneyre.com
  2. Listed by Holly M Leibrock • Elyse Harney Real Estate
    P: (860)-435-0120 C: (860)-248-0117 holly@harneyre.com

Property Details for 43 Gaylord Road

Status
MLS #
24137843
Days on Market
30
Taxes
$13,566 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential
Year Built
1725
Lot Size
1.14 AC / 49,658 SF
Basement Description
Full, Partially Finished
Direct Waterfront
No
Garages Number
2
Neighborhood
N/A
Style
Antique
Garage Parking Info
Attached Garage
Swimming Pool
Yes

Location

Listing Courtesy of Elyse Harney Real Estate, Liza C Reiss; Elyse Harney Real Estate, Holly M Leibrock

Sold By Elyse Harney Real Estate, Liza C Reiss; Elyse Harney Real Estate, Holly M Leibrock

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Building Information for 43 Gaylord Road

Stories-Year Built1725Building Size-Lot Size1.14 AC / 49,658 SF

Payment Calculator

$5,197 per month

30 year fixed, 6.55% Interest

Principal and Interest

$4,066

Property Taxes

$1,131

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 43 Gaylord Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS
  • Elementary School: Per Board of Ed
  • High School: New Milford
  • Latitude: 41.636574
  • Longitude: -73.48205
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $13,566
Interior and Exterior Features
Exterior Features
  • Pool Description: Heated, In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Oven/Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Rooms Total: 10
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Level: Upper
  • Room Type: Half Bath
Room 3
  • Room Entry Order: 11
  • Room Level: Upper
  • Room Type: Bedroom
Room 4
  • Room Entry Order: 12
  • Room Level: Upper
  • Room Type: Bedroom
Room 5
  • Listing Key: 42B7D4C5A72A0678E063E201100AACEC
  • Room Entry Order: 13
  • Room Level: Upper
  • Room Type: Office
Room 6
  • Room Entry Order: 14
  • Room Level: Upper
  • Room Type: Full Bath
Room 7
  • Room Entry Order: 15
  • Room Level: Lower
  • Room Type: Office
Room 8
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Family Room
Room 9
  • Listing Key: 42B7D4C5A72A0678E063E201100AACEC
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Dining Room
Room 10
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Kitchen
Room 11
  • Room Entry Order: 5
  • Room Level: Main
  • Room Type: Full Bath
Room 12
  • Room Entry Order: 6
  • Room Level: Main
  • Room Type: Bedroom
Room 13
  • Room Entry Order: 7
  • Room Level: Main
  • Room Type: Full Bath
Room 14
  • Room Entry Order: 8
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 15
  • Room Entry Order: 9
  • Room Level: Upper
  • Room Type: Primary Bath
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Clapboard
  • Foundation Type: Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1725
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Est Heated Below Grade: 280
  • Living Area SQFT Per Public Records: 3528
Lot Information
  • Lot Description: Level Lot, Professionally Landscaped
  • Parcel Number: 1870048
  • Sq Ft Est Heated Above Grade: 3528.0
  • Sq Ft Total: 3808.0
  • Zoning: R40
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Electric, Tank Size Unknown
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 43 Gaylord Road

DateEvent & SourcePriceAppreciation
Feb 6, 2026

Closed (Public Record)

Public Record #1929373653

$800,000

+3.3% / yr

Dec 10, 2021

Closed (Public Record)

Public Record #1479493935

$700,000
DateEvent & SourcePrice
02/06/2026

Closed (Public Record)

Public Record #1929373653

$800,000

+3.3% / yr

12/10/2021

Closed (Public Record)

Public Record #1479493935

$700,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 43 Gaylord Road

Taxable ValueLand$54,240Additions$383,950Total$438,190
Tax Record2025$20,344 ($1,695 / month)
Home Facts
Beds4Baths4.5Total Finished SqFt3,528 SqFtAbove Grade Finished SqFt3,528 SqFtUnfinished Basement SqFt432 SqFtStories2Lot Size49,658 SqFtStyleSingle Family ResidenceYear Built1725Year Renovated1725ZoningR40CountyWESTERN CONNECTICUTAPNNMIL M:68-2 L:5

Schools near 43 Gaylord Road

This home is within New Milford School District.
Rating
School
Type
Grades
Distance
Public - PK to 2
Public - 3 to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Hill And Plain School
PublicPK to 2

Sarah Noble Intermediate School
Public3 to 5

Schaghticoke Middle School
Public6 to 8

New Milford High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 43 Gaylord Road, New Milford, CT 06755
$800,000
4
3,808
49,658
$485,000
2
1,987
90,169
$405,000
3
1,632
40,075
$420,000
3
1,132
40,075
$234,000
3
1,660
40,075
$530,000
4
2,760
87,555

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Elyse Harney Real Estate, Liza C Reiss; Elyse Harney Real Estate, Holly M Leibrock

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.