129 Gaylord Road
New Milford, Connecticut 06755
- Beds
- 3
- Baths
- 3
- SqFt
- 2,128
- Acres
- 0.97
- Year Built
- 1950
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Nestled in one of New Milford's most scenic and sought-after locations, this beautifully renovated 1950s Contemporary Cape offers the perfect blend of timeless charm, modern comfort, and natural beauty. Set on .97 acres and surrounded by the picturesque landscapes of the McGoldrick Farm and the Northwest CT Land Conservancy which is the largest land trust in the state protecting over 14,000 acres of open space, wildlife sanctuaries and working farmlands. Bathed in natural light, the 2,128-square-foot home features four bedrooms, three full baths, hardwood floors throughout, new lighting, and thoughtfully updated interiors. The spacious living room centers around a classic fireplace, while the dining room showcases a sun-filled bay window overlooking the peaceful surroundings. The renovated kitchen is both stylish and functional, featuring soapstone countertops, white cabinetry, stainless steel appliances, and seamless access to outdoor living spaces. Sliding doors open to expansive decks where the soothing sounds of the adjacent brook create a private retreat. The primary suite offers its own sanctuary with direct access to a generous 24' x 10' covered deck. Located just moments from the historic 1740 Little Red Schoolhouse, this exceptional home offers a rare opportunity to enjoy updated living in a truly remarkable setting. *Seller has requested all offers be submitted by Monday, June 8.
Key Facts
- City/Town
- New Milford
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod,Contemporary
- Year Built
- 1950
- Days on Market
- 102 days
- Beds
- 3
- Baths
- 3 full
- Living Area
- 2,128 sq ft
- Lot Size
- 0.97 acres
- Property Taxes
- $6,615 / Annually
Market Snapshot
The New Milford Market
Single Family · trailing 12 months
Active Listings
71
50 under contract
Median List Price
$599,950
71 active listings
Median Closed Price
$528,000
256 sales
Median Days on Market
33
71 active listings
Median $ / Sq Ft
$287
71 active listings
Sale-to-List Ratio
100.0%
256 sales
How this home compares
List Price
$475,000
vs $599,950 median
20.8% below median
Price / Sq Ft
$223
vs $287 median
22.3% below median
Days on Market
102 days
vs 33 days median
69 days longer than median
Based on 71 active and 256 closed sales (trailing 12 mo) of single family in New Milford. Source: SmartMLS · As of September 15, 2026.
Location
129 Gaylord Road, New Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$2,467
- Property Taxes$551
- Insurance$158
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Milford
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Cape Cod,Contemporary
- Year Built
- 1950
- New Construction
- No/Resale
- Living Area
- 2,128 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- New Milford
Interior
- Heating
- Hot Water
- Heat Fuel
- Propane
- Cooling
- Ceiling FansWindow Unit
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Oven/RangeRefrigeratorDishwasherWasherElectric Dryer
- Basement
- PartialUnfinishedSump PumpInterior Access
- Additional Rooms
- Bonus RoomFoyer
Exterior & Lot
- Lot Size
- 0.97 acres
- Zoning
- R80
- Waterfront
- Direct waterfront
- Waterfront Details
- BrookViewAccess
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Color
- Putty
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedPorchDeckCovered Deck
- Lot Description
- Lightly WoodedLevel LotWater View
Listing & Financials
- Property Taxes
- $6,615 / Annually
- Days on Market
- 102
- MLS #
- 24161339
- MLS Status
- Under Contract
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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 9/15/2026. 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 9/15/2026 at 3:11 AM UTC.