Wilton, CT / 9 DAYS ON MARKET

315 Olmstead Hill RoadWilton, CT 06897

Asking price$899,000Active

Open house

  • Friday, September 18, 202611:00 am – 1:00 pm ET
  • Saturday, September 19, 20261:00 pm – 3:00 pm ET

Our Take

315 Olmstead Hill Road is a 1955 Cape Cod with three bedrooms, three full baths, and one half bath on a half-acre lot. Its main level includes a primary bedroom with walk-in closet, a living room with dining area and stone fireplace, and an updated kitchen with newer appliances and breakfast bar. Two bedrooms are upstairs, while the partially finished walk-out lower level adds bonus space. A mud room/breezeway separates the living quarters from the attached two-vehicle garage.

Estimated buyer rebate

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*Estimate assumes a 2.5% buyer-agent commission and a 20% rebate. Actual savings depend on final purchase price and commission received.

At a glance

Active · MLS #24205671
Bedrooms
3
BathroomsBaths
3 full / 1 half
Square feet
2,635
Year built
1955
Acres
0.5
Property taxes
$13,880

July 2026-June 2027

What stands out

  • Main-level primary with walk-in closet
  • Updated kitchen with newer appliances
  • Living room with stone fireplace
  • Two bright upstairs bedrooms
  • Partially finished walk-out lower level
  • Full bathrooms on each level
  • Attached two-vehicle garage and breezeway
  • Half-acre grounds with nature views
Read the full listing description

Charming Cape Cod home in Wilton, a desirable Mid Fairfield County community. Located along a scenic country road, yet mere minutes from the village center, top ranked Schools and popular Wilton Y campus....Not to mention commute roads; and 5 mins from Cannondale Metro North train! 315 Olmstead Hill embodies classic New England architecture paired with unbeatable convenience. This comfortably-sized Cape, with significant, quality additional space in the partially Finished Walk-Out Lower Level, offers maximum flexibility for a wide range of lifestyles and life situations. The lush half-acre Lot possesses the perfect balance of lawn/perennial beds and Nature with its gorgeous views. There are Full Bathrooms on each Level. Some Key Features and Benefits: The Living Room with Dining Area is sun-lit, and anchored by a cozy stone Fireplace--ideal for crisp New England evenings. The home's Layout is Open and Inviting, including the main level Primary, with Walk-In Closet; 2 Bright Bedrooms upstairs; the Bonus Finished Lower Level; the Mud Room/Breezeway, separating the Oversized 2 Vehicle Attached Garage from the living quarters. Seamless flow from the timelessly Updated Kitchen with newer high-end Appliances, past the Breakfast Bar, to the Dining Area and Living Room. 315 Olmstead Hill is an outstanding opportunity to acquire a Move-In Home, or to customize a Classic Home in a convenient, highly desirable Location!!

Schools

Elementary
Cider Mill
Middle
Middlebrook
High
Wilton

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

A closer look at the location

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315 Olmstead Hill Road, Wilton, CT 06897

Price history

DateEventPrice
Originally listed$899,000

Intermediate price changes and previous listings may not be included.

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*Estimate: $899,000 asking price × assumed 2.5% buyer-agent commission × 20% rebate = $4,495. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered compensation.

Listed by William Pitt Sotheby's Int'l · (203) 438-9531

Rob McCullough

SmartMLS · Listing #24205671 · Active

Listing data checked: Sep 17, 2026, 7:11 PM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

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