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.
Single-familyProperty Type
1725Year Built
1.14 acresLot Size
$228Est. Price/Sq.Ft.
2 car garageParking
Listed by Liza Reiss• Elyse Harney Real Estate
Listed by Holly Leibrock• Elyse Harney Real Estate
Step back in time into this 18th Century Colonial - with its inherent charm and character - which has since been transformed into a beautiful, much-treasured 21st Century home. Thought to be only the second home ever built in Gaylordsville and the last house standing that was built by a Gaylord, the home has been lovingly updated and expanded by the owner who was born and raised here, and then raised a family of his own. A beautiful open plan chef's kitchen and large adjoining pantry anchor the main level, which also includes a spacious family room with an original fireplace - Dutch oven and swing arm in place. The main level also offers a window-lined den and dining room, a living room and a main level bedroom with full bath. On the upper level is a vaulted master bedroom with en suite bath, 3 walk-in closets and a Juliet balcony. There are three further bedrooms - all with hardwood floors - and a partially-finished lower level. Interior details include chestnut and random width flooring, chestnut beams, and original hardware. Situated on a perfectly level lot, the property includes a 2-car attached garage, a 2-car detached garage, a large backyard and an inviting in-ground heated swimming pool with adjacent cabana. Surrounded by historic homes on a quiet, handsome country road and walking distance to several preserved hiking trails over varied terrain. Just 90 minutes from Manhattan and 10 minutes each to Metro North trains and the towns of Kent, Sherman and New Milford.
This house functions as a 5 bedroom home.
Year
Property tax
Land + Additions
Assessment*
2023
$12,699 (+2.2%)
$54,240 + $383,950
$438,190
2022
$12,423 (+3.0%)
$54,240 + $383,950
$438,190
2021
$12,064 (+9.3%)
$54,240 + $377,090
$431,330
2020
$11,038
$60,130 + $324,730
$384,860
2019
$11,045 (+1.9%)
$60,130 + $324,730
$384,860
2018
$10,842 (+3.4%)
$60,130 + $324,730
$384,860
2017
$10,487 (+1.8%)
$60,130 + $324,730
$384,860
2016
$10,303 (+15.6%)
$60,130 + $324,730
$384,860
2014
$8,909
$54,110 + $284,620
$338,730
Tax history for 43 Gaylord Rd
Year
Property tax
Land + Additions
Assessment*
2023
$12,699 (+2.2%)
$54,240 + $383,950
$438,190
2022
$12,423 (+3.0%)
$54,240 + $383,950
$438,190
2021
$12,064 (+9.3%)
$54,240 + $377,090
$431,330
2020
$11,038
$60,130 + $324,730
$384,860
2019
$11,045 (+1.9%)
$60,130 + $324,730
$384,860
2018
$10,842 (+3.4%)
$60,130 + $324,730
$384,860
2017
$10,487 (+1.8%)
$60,130 + $324,730
$384,860
2016
$10,303 (+15.6%)
$60,130 + $324,730
$384,860
2014
$8,909
$54,110 + $284,620
$338,730
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
4
Baths
4.5
Stories
2
Lot width
—
Lot depth
—
Lot size
1.14 Acres
Year renovated
—
Sq. Ft.
3,528
Year built
1725
Style
Single Family Residential
County
Litchfield County
APN
1870048
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jun 13, 2023.
Property details
Parking
Garage Information
Garage & Parking: Attached Garage
Garages Number: 2
Interior
Interior Information
Total Rooms: 10
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Gas Range, Oven/Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
Bathroom Information
# of Baths (Full): 4
# of Baths (Half): 1
Bedroom Information
Beds Total: 4
Room Information
Basement Description: Full, Partially Finished
Has Attic
Attic Description: Pull-Down Stairs
Exterior
Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Clapboard
Lot Information
Lot Description: Level Lot, Professionally Landscaped
Pool Information
Swimming Pool
Pool Description: Heated, In Ground Pool
Building Information
Foundation Type: Stone
Construction Description: Frame
Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3528
Financial
Assessments Information
Assessed Value: $438,190
Utilities
Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Electric
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Location
School Information
High School: New Milford
Elementary School: Per Board of Ed
Location Information
State: Connecticut
Directions: GPS
County: Litchfield
Public facts
Beds: 4
Baths: 4.5
Sq. Ft.: 3,528
Stories: 2.0
Lot Size: 1.14 acres
Style: Single Family Residential
Year Built: 1725
Year Renovated: —
County: Litchfield County
APN: 1870048
Home facts updated by county records on Jun 13, 2023
Around this home
Schools
Sarah Noble Intermediate School
Public 3-5 • Assigned • 6.0mi
5/10
Schaghticoke Middle School
Public 6-8 • Assigned • 4.8mi
4/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
4/10 Heat Factor
7 days above 96° expected this year, 16 days in 30 years
4/10 Wind Factor
17% chance of strong winds in next 30 years
2/10 Air Factor
2 unhealthy days expected this year, 2 days in 30 years
Provided by First Street
Historical weather
Gaylordsville, CT • 06755
Average low and high temperatures (°F)
33
18
36
20
53
31
63
41
70
50
81
59
85
65
80
57
76
54
65
43
52
35
38
23
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 8.7 hours in
June and 4.2 hours in December, placing it below the
U.S. average for solar exposure.
8.7 hrs
4.2 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$824,000 – $998,000
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