43 Gaylord Road, New Milford, CT 06755 - Photo 1

1/1

$800,000

Sold
Closed
Single Family
4 Beds
4 Full Baths
1 Partial Bath
3,808 Sq. Ft.
2 Car Garage

1/1

Property 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 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.

Full Property Details

Full Property Details for 43 Gaylord Rd

General

Sold For: $800,000
Taxes: (July 2025-June 2026)
Status: Closed
Type: Single Family
Source: SMARTMLS
MLS ID: 24137843
Added to Site: 122 day(s) ago

Interior

Number of Rooms: 10
Fireplace: Yes
Number of Fireplaces: 1
Appliances: Gas Range, Oven/Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller

Rooms

Bathrooms

Total Bathrooms: 5
Full Bathrooms: 4
Half Bathrooms: 1
Primary Bathroom: Primary Bath, Upper
Full Bath: Main
Partial Bath: Upper

Bedrooms

Total Bedrooms: 4
Primary Bedroom: Primary Bedroom, Upper
Bedroom 1: Bedroom, Main
Bedroom 2: Bedroom, Upper
Bedroom 3: Bedroom, Upper

Other Rooms

Living Room: Living Room, Main
Family Room: Family Room, Main
Kitchen: Kitchen, Main
Dining Room: Dining Room, Main
Office: Office, Lower

Additional Information

Pool: Yes
Pool Description: Heated, In Ground Pool

Parking

Garage: Yes
Attached garage: Yes
Garage Spaces: 2
Parking: Attached Garage

Location

County: Litchfield
Driving Directions: GPS

School Information

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

Heating & Cooling

Cooling Type: Central Air
Heating Type: Hot Air, Oil
Heating Fuel: Oil
Water Heater: Electric, Tank Size Unknown

Utilities

Sewer: Septic
Water: Private Well

Structural Information

Architectural Style: Antique
Construction Status: No/Resale
Exterior Const.: Clapboard
Basement Desc.: Full, Partially Finished
Roof: Asphalt Shingle
Attic: Yes
Square Feet: 3,808
Above Ground: 3,528 Sq. Ft.
Below Ground: 280 Sq. Ft.
Year Built: 1725

Lot Features

Lot Size (Acres): 1.14
Zoning: R40
Lot Description: Level Lot, Professionally Landscaped

Financial Considerations

Assessment Amount: $438,190
Tax Year: July 2025-June 2026

Disclosures and Reports

Property ID: 1870048

Listed and Sold by Elyse Harney Real Estate, Liza Reiss and Elyse Harney Real Estate, Holly Leibrock

What's Your Home Worth?

* Indicates a required field

For a complimentary comparative market analysis, please contact us so we can discuss your home's value.

Your Property Information

Address optional

City *State *

Zip Code optional

Your Contact Information

First Name *Last Name *

Email Address *

Phone Number *

Location of interest

Comment *

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Submit, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

Listing agents

— 43 Gaylord Rd —

Liza Reiss

Elyse Harney Real Estate
Holly Leibrock

Elyse Harney Real Estate

Agent Contact: (860) 671-0288 Office Contact: (860) 435-0120

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender

NMLS#: 1598647

Get Pre-Approved

Schools

Schools serving 43 Gaylord Rd

School District:New Milford School District

Name	Grades	Distance
Sarah Noble Intermediate School 25 Sunny Valley Road, New Milford, CT 06776	3-5	6 mi
Hill And Plain School 60 Old Town Park Road, New Milford, CT 06776	K-2	7.5 mi
Schaghticoke Middle School 23 Hipp Road, New Milford, CT 06776	6-8	4.8 mi
New Milford High School, New Milford, CT 388 Danbury Road, New Milford, CT 06776	9-12	8.1 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 43 Gaylord Rd

Date

Details

Price

Change

Source

2/06/2026

Sold

$800,000

-1.23%

MLS

11/03/2025

Listed

$810,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

17 Mauweehoo Hill, Sherman, CT 06784 - Photo 1

Just Listed

$549,000

17 Mauweehoo Hill Sherman, CT 06784

Single Family
Active
Updated 2 days ago

2
Beds
1
Total Bath
1,393
Sq. Ft.

Listed by Walsh Realty Group

20 Brookfield Meadows, Brookfield, CT 06804 - Photo 1

Just Listed

$455,000

Open House

20 Brookfield Meadows Brookfield, CT 06804

Single Family
Active
Updated 5 hours ago

3
Beds
1
Total Bath
1,008
Sq. Ft.

Listed by Kurt Stoffel (203) 733-4226

63 W Mountain Rd, Washington, CT 06793 - Photo 1

Just Listed

$2,195,000

Open House

63 W Mountain Rd Washington, CT 06793

Single Family
Active
Updated 1 hour ago

4
Beds
5
Total Baths
3,699
Sq. Ft.

Listed by W. Raveis Lifestyles Realty

168 New Milford Turnpike, Washington, CT 06777 - Photo 1

Just Listed

$150,000

168 New Milford Turnpike #2A Washington, CT 06777

Commercial
Active

Listed by W. Raveis Lifestyles Realty

9 Hillside Ct, Brookfield, CT 06804 - Photo 1

Price Reduced

-$15,000 (-2.86%)

$510,000

9 Hillside Ct Brookfield, CT 06804

Single Family
Active
Updated 2 days ago

3
Beds
2
Total Baths
1,456
Sq. Ft.

Listed by RE/MAX Alliance

78 Candle Hill Rd, New Fairfield, CT 06812 - Photo 1

Price Reduced

-$20,000 (-10%)

$180,000

78 Candle Hill Rd New Fairfield, CT 06812

Land Residential
Active
Updated 6 days ago

1.45
Acres

Listed by Jason Mitchell Real Estate Connecticut LLC

5 Upper Commons, Woodbury, CT 06798 - Photo 1

Price Reduced

-$5,000 (-1.89%)

$260,000

5 Upper Commons Woodbury, CT 06798

Townhouse
Active
Updated 1 day ago

2
Beds
3
Total Baths
1,182
Sq. Ft.

Listed by THE REID TEAM AT COLDWELL BANKER REALTY (203) 400-0841

14 Meadow Crest Dr, Woodbury, CT 06798 - Photo 1

Price Reduced

-$26,000 (-4.95%)

$499,000

14 Meadow Crest Dr Woodbury, CT 06798

Single Family
Active
Updated 2 days ago

3
Beds
2
Total Baths
2,102
Sq. Ft.

Listed by Drakeley Real Estate, Inc.

4 Hay Meadow Ln, New Milford, CT 06776 - Photo 1

Sold

$710,000

4 Hay Meadow Ln New Milford, CT 06776

Single Family
Closed

3
Beds
3
Total Baths
2,727
Sq. Ft.

Listed by Julie Hartmann
Sold by Family Realty Group, LLC

79 Route 39 N, Sherman, CT 06784 - Photo 1

Sold

$761,500

79 Route 39 N Sherman, CT 06784

Single Family
Closed

4
Beds
3
Total Baths
3,144
Sq. Ft.

Listed and Sold by Joseph Chemero

12 Sunny Ln, Sherman, CT 06784 - Photo 1

Sold

$775,000

12 Sunny Ln Sherman, CT 06784

Single Family
Closed

4
Beds
3
Total Baths
3,214
Sq. Ft.

Listed by Luks Realty
Sold by Barbara Sivba

165 Merryall Rd, New Milford, CT 06776 - Photo 1

Sold

$785,000

165 Merryall Rd New Milford, CT 06776

Single Family
Closed

4
Beds
4
Total Baths
2,511
Sq. Ft.

Listed by W. Raveis Lifestyles Realty
Sold by Klemm Real Estate Inc

43 Gaylord Road, New Milford, CT 06755 (MLS# 24137843) is a Single Family property that was sold at $800,000 on February 06, 2026. Want to learn more about 43 Gaylord Road? Do you have questions about finding other Single Family real estate for sale in New Milford? You can browse all New Milford real estate or contact a Coldwell Banker agent to request more information.

43 Gaylord Rd New Milford, CT 06755