Skip to main content

29 Milton Road

Litchfield, Connecticut 06759

PENDING$649,000
Beds
3
Baths
2
SqFt
1,658
Acres
1.00
Year Built
1955
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
2-Car Garage1 Fireplace

About This Home

Escape the hustle and bustle of city life and uncover your perfect sanctuary at 29 Milton Rd, a beautifully remodeled custom multi level home in charming Litchfield, CT. Ideal for those looking to downsize or anyone seeking a peaceful retreat, this 3-bedroom, 2-bathroom home seamlessly blends modern luxury with a tranquil natural setting. Situated just a short distance from The Litchfield Green, you will enjoy delightful shopping, fantastic dining options, and the quintessential charm of New England right at your doorstep. Thoughtfully integrated into its landscape, 29 Milton Rd provides an inviting space perfect for both relaxation and entertainment. The lower level, which is not included in the square footage listed in property records, boasts a private office, laundry room, half bath, and a versatile open flex space-ideal for a home gym or recreation room. Lovingly remodeled by its owners over the past four years, this home features an architect-designed open floor plan, brand-new mechanical systems, central air conditioning and heating, a new engineered septic system, an advanced water filtration system, a gourmet kitchen, and new roofing and siding. Step outside to enjoy your morning coffee or evening cocktails on the sprawling deck, while listening to the babbling Moulthrop Brook, which offers amazing, snow-covered winter scenery. Host summer BBQs on the stone patio, or explore nearby White Memorial Conservation Center, which serves as your backyard canvas.

Key Facts

City/Town
Litchfield
Neighborhood
N/A
Property / Style
Single Family · Split Level
Year Built
1955
Days on Market
14 days
Beds
3
Baths
2 full
Living Area
1,658 sq ft
Lot Size
1.00 acres
Garage / Parking
2 garage · 2 total
Property Taxes
$5,140 / Annually

Market Snapshot

The Litchfield Market

Single Family · trailing 12 months

Median Days on Market

83

19 active listings

Median $ / Sq Ft

$376

19 active listings

Sale-to-List Ratio

100.0%

74 sales

How this home compares

List Price

$649,000

vs $895,000 median

27.5% below median

Price / Sq Ft

$391

vs $376 median

In line with median

Days on Market

14 days

vs 83 days median

69 days fresher than median

Based on 19 active and 74 closed sales (trailing 12 mo) of single family in Litchfield. Source: SmartMLS · As of July 28, 2026.

Location

29 Milton Road, Litchfield, Connecticut

Property + 9 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,953

per month

  • Principal & Interest$3,309
  • Property Taxes$428
  • Insurance$216
  • HOA$0

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

Location

City/Town
Litchfield
Neighborhood
N/A
County
Litchfield

Residence

Property Type
Single Family
Style
Split Level
Year Built
1955
New Construction
No/Resale
Living Area
1,658 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Propane
Cooling
Central Air
Fireplaces
1
Laundry
Lower Level
Laundry Location
Laundry room in walk out basement
Appliances
Cook TopWall OvenMicrowaveRange HoodRefrigeratorDishwasherWasherDryerWine Chiller
Basement
FullHeatedFully FinishedInterior AccessWalk-outConcrete FloorFull With Walk-Out
In-Law Apartment
No
Interior Features
Auto Garage Door Opener
Additional Rooms
Laundry Room

Exterior & Lot

Lot Size
1.00 acres
Zoning
RR
Garage / Parking
2 garage spaces2 total parking spacesDetached GaragePavedOff Street ParkingDrivewayPavedAsphalt
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
Yes
Construction
Aluminum
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Wrap Around DeckDeckGuttersStone WallPatio
Lot Description
Some WetlandsSloping LotClearedProfessionally Landscaped

Listing & Financials

Property Taxes
$5,140 / Annually
Days on Market
14
MLS #
24159904
MLS Status
Under Contract - Continue to Show
Financing
FHA,VA,CHFA

Similar Properties

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

Listed By

Phil Fox

(310) 308-5289

William Pitt Sotheby's Int'l

(860) 927-1141

Co-Listed By

Jane Hinkel

William Pitt Sotheby's Int'l

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 4:25 AM UTC.