29 Milton Road
Litchfield, Connecticut 06759
- Beds
- 3
- Baths
- 2
- SqFt
- 1,658
- Acres
- 1.00
- Year Built
- 1955
- 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
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
Active Listings
19
7 under contract
Median List Price
$895,000
19 active listings
Median Closed Price
$522,000
74 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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.