George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
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.
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
Open Google Maps ↗315 Olmstead Hill Road, Wilton, CT 06897
Price history
| Date | Event | Price |
|---|---|---|
| Originally listed | $899,000 |
Intermediate price changes and previous listings may not be included.
Could this be your next home?
Let’s talk about the property—and what working with Cress could save you.
*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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