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129 Gaylord Road

New Milford, Connecticut 06755

PENDING$475,000
Beds
3
Baths
3
SqFt
2,128
Acres
0.97
Year Built
1950
Matt Caiola

Matt Caiola

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Waterfront1 Fireplace

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
53 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

Median Days on Market

39

56 active listings

Median $ / Sq Ft

$290

56 active listings

Sale-to-List Ratio

100.0%

246 sales

How this home compares

List Price

$475,000

vs $609,450 median

22.1% below median

Price / Sq Ft

$223

vs $290 median

23.1% below median

Days on Market

53 days

vs 39 days median

14 days longer than median

Based on 56 active and 246 closed sales (trailing 12 mo) of single family in New Milford. Source: SmartMLS · As of July 28, 2026.

Location

129 Gaylord Road, New Milford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,131

per month

  • Principal & Interest$2,422
  • 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
53
MLS #
24161339
MLS Status
Under Contract

Similar Properties

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Listed By

Patti Guarantano

(203) 231-9288

William Pitt Sotheby's Int'l

(860) 868-6600

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 7:01 AM UTC.