160 Olmstead Hill Road, Wilton, Connecticut 06897

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, NEW 5 BEDROOM SEPTIC LEACHING FIELDS IN 2022. HOUSE IS 4 BEDROOMS. NEW FIELDS ARE NEAR BARN. WELL, MEANING WATER ACCESS IS ALSO NEAR BARN.

Flood risk: check the FEMA flood map for this address.

Schools

Taxes

Interior

Building & Exterior

Lot & Land

Energy

What it would cost per month

An estimate you can adjust — not a quote, and not an offer of credit. Principal and interest only, plus the taxes and HOA already on this listing. Insurance, PMI and closing costs are not included. Rate seeded at 6.5% (August 2026); change it to whatever your lender quotes.

What's nearby

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

Recent comparable sales

The 5 closest recent sales to this home, nearest match first — same building where possible, then the surrounding streets, widening only when there is nothing closer. These are recorded sale prices from the MLS, not estimates. No automated valuation is shown, because what a home is worth depends on condition, layout and timing that a formula cannot see — call John at 203·883·3399 to read them properly against this home.

5 comparable sales — median $2,151,000, ranging $1,310,000 to $2,250,000.

Within a 15-minute walk, sold in the last year
• 221 Catalpa Road4 bd · 3 ba · 2,520 sq ft · 0.3 mi away
  $1,310,000$519/sq ft2026-06-30
• 25 English Drive5 bd · 3 ba · 4,074 sq ft · 0.5 mi away
  $2,250,000$552/sq ft2026-06-17
• 112 Middlebrook Farm Road4 bd · 3 ba · 3,880 sq ft · 0.5 mi away
  $1,350,000$347/sq ft2025-12-30
• 34 Ryders Lane4 bd · 4 ba · 4,019 sq ft · 0.7 mi away
  $2,151,000$535/sq ft2026-04-27
• 45 Ryders Lane4 bd · 3 ba · 3,135 sq ft · 0.7 mi away
  $2,200,000$701/sq ft2026-07-15

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

Public record

From the Wilton assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Recorded sales

Deed transfers on file with the Wilton land records, newest first. These are recordings rather than MLS sales, so they include transfers that were never listed. Nominal and $0 transfers (estate, trust and family conveyances) are excluded.

• 2022-06-27$1,750,000Single Family
• 2012-02-06$1,130,000Single Family

More homes in Wilton

Closest in price to this one.

• 61 Ryders Lane4 bed · 4 bath · 4,353 sq ft$1,850,000
• 33 Coley Road4 bed · 4 bath · 3,708 sq ft$1,849,900
• 206 Mountain Road4 bed · 4 bath · 3,758 sq ft$1,799,000
• 39 Powder Horn Hill Road5 bed · 5 bath · 5,231 sq ft$1,799,000
• 1090 Ridgefield Road6 bed · 5 bath · 5,130 sq ft$1,999,999
• 122 Millstone Road5 bed · 5 bath · 4,640 sq ft$1,795,000

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