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34 Gaylord Road

New Milford, Connecticut 06755

ACTIVE - NEW$319,000
Beds
3
Baths
2
SqFt
1,896
Acres
0.95
Year Built
1700
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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About This Home

Opportunity awaits with this authentic 1700s Colonial located in the picturesque Gaylordsville section of New Milford. Offering over 1,800 square feet with three bedrooms and two full baths, this historic home is ready for its next chapter. In need of renovation and updating throughout, the property provides a unique opportunity to restore a classic New England home while preserving its original character and charm. A large two-car garage offers substantial additional space above, providing even more flexibility and potential. With a generous footprint, traditional Colonial architecture, and plenty of room to reimagine, this is an ideal project for a buyer looking to bring their vision to life. A true fixer-upper with history, character, and tremendous potential.

Key Facts

City/Town
New Milford
Neighborhood
Gaylordsville
Property / Style
Single Family · Colonial
Year Built
1700
Days on Market
0 days
Beds
3
Baths
2 full
Living Area
1,896 sq ft
Lot Size
0.95 acres
Property Taxes
$4,818 / Annually

Market Snapshot

The New Milford Market

Single Family · trailing 12 months

Median Days on Market

34

73 active listings

Median $ / Sq Ft

$276

73 active listings

Sale-to-List Ratio

100.0%

261 sales

How this home compares

List Price

$319,000

vs $650,000 median

50.9% below median

Price / Sq Ft

$168

vs $276 median

39.1% below median

Days on Market

0 days

vs 34 days median

34 days fresher than median

Based on 73 active and 261 closed sales (trailing 12 mo) of single family in New Milford. Source: SmartMLS · As of September 29, 2026.

Location

34 Gaylord Road, New Milford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,211

per month

  • Principal & Interest$1,703
  • Property Taxes$402
  • Insurance$106
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
New Milford
Neighborhood
Gaylordsville
County
Litchfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1700
New Construction
No/Resale
Living Area
1,896 sq ft

Schools

Elementary
Per Board of Ed
High
New Milford

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
None
Appliances
None
Basement
Crawl Space

Exterior & Lot

Lot Size
0.95 acres
Zoning
R40
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Aluminum
Roof
Asphalt Shingle
Foundation
Block
Lot Description
Level Lot

Listing & Financials

Property Taxes
$4,818 / Annually
Days on Market
0
MLS #
24210566
MLS Status
Active
Financing
Renovation

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Kyle Neumann

(860) 370-3712

Houlihan Lawrence

(203) 438-0455

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/29/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 9/29/2026 at 2:30 AM UTC.