160 Olmstead Hill Road
Wilton, Connecticut 06897
- Beds
- 4
- Baths
- 3
- SqFt
- 3,282
- Acres
- 2.01
- Year Built
- 1942
- 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
Located at the top of coveted Olmstead Hill, with rear views of spectacular 50 acre conservation/protected parcel of land. Classic Connecticut country home blends vintage farmhouse charm with thoughtful renovation and all of the modern conveniences. Sun-filled, fabulous open floor plan and loads of glass to bring the beautiful surroundings in! Chefs kitchen includes a gas fireplace, marble counter tops and high end appliances including built-in coffee maker with dedicated water line.There are two flexible, work from home locations on the second floor in addition to three bedrooms plus the primary bedroom with spacious, ensuite bath. GORGEOUS BARN WITH HEAT AND AC WAS COMPLETELY RENOVATED IN 2013. VERY SPECIAL, ADAPTABLE SPACE FOR MUSIC, ART STUDIO OR PARTIES. Recent improvements include exterior painting of barn, main house and detached garage in 2024. New oil tank 2025 and all hardwood floors throughout were sanded and refinished 2026. ADDITIONAL PHOTOS INCLUDING INTERIORS WILL BE PUBLISHED NEXT WEEK
Key Facts
- City/Town
- Wilton
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1942
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 3 full
- Living Area
- 3,282 sq ft
- Lot Size
- 2.01 acres
- Garage / Parking
- 4 garage
- Property Taxes
- $25,180 / Annually
Market Snapshot
The Wilton Market
Single Family · trailing 12 months
Active Listings
33
25 under contract
Median List Price
$1.80M
33 active listings
Median Closed Price
$1.41M
210 sales
Median Days on Market
24
33 active listings
Median $ / Sq Ft
$424
33 active listings
Sale-to-List Ratio
105.7%
210 sales
How this home compares
List Price
$1.90M
vs $1.80M median
5.6% above median
Price / Sq Ft
$579
vs $424 median
36.6% above median
Days on Market
0 days
vs 24 days median
24 days fresher than median
Based on 33 active and 210 closed sales (trailing 12 mo) of single family in Wilton. Source: SmartMLS · As of October 2, 2026.
Location
160 Olmstead Hill Road, Wilton, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per month
- Principal & Interest$10,395
- Property Taxes$2,098
- Insurance$633
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Wilton
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1942
- New Construction
- No/Resale
- Living Area
- 3,282 sq ft
Schools
- Elementary
- Miller-Driscoll
- Middle
- Cider Mill
- High
- Wilton
Interior
- Heating
- BaseboardHot WaterZoned
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Lower LevelUpper Level
- Laundry Location
- Basement and 2nd floor
- Appliances
- Gas CooktopWall OvenMicrowaveRange HoodRefrigeratorDishwasher
- Basement
- FullFull With Walk-Out
- Interior Features
- Auto Garage Door OpenerOpen Floor Plan
Exterior & Lot
- Lot Size
- 2.01 acres
- Zoning
- R-2
- Garage / Parking
- 4 garage spacesAttached GarageDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Clapboard
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level LotProfessionally LandscapedRolling
Listing & Financials
- Property Taxes
- $25,180 / Annually
- Days on Market
- 0
- MLS #
- 24211293
- MLS Status
- Coming Soon
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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 10/2/2026. 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 10/2/2026 at 10:06 PM UTC.