34 Gaylord Road
New Milford, Connecticut 06755
- Beds
- 3
- Baths
- 2
- SqFt
- 1,896
- Acres
- 0.95
- Year Built
- 1700
- Neighborhood
- Gaylordsville
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Active Listings
73
49 under contract
Median List Price
$650,000
73 active listings
Median Closed Price
$529,000
261 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per 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
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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.