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$1,199,000
New Listing

305 Olmstead Hill Road
Wilton, CT 06897

For Sale|Single Family Residence|Coming Soon
3
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
2,407
SqFt
$498
/SqFt
1958
Built
County:
Fairfield
Listing courtesy of Diane Millas of William Raveis Real Estate Office Phone: (203) 762-8300 Broker Contact: (203) 722-8349

Due to the health concerns created by Coronavirus we are offering personal 1-1 online video walkthough tours where possible.

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1-860-573-4349
Upcoming Open Houses
Due to COVID-19, we recommend you verify Open Houses before attending.
Fri, May 15, 11:00 AM - 2:00 PM
Sun, May 17, 1:00 PM - 3:30 PM
305 Olmstead Hill Road305 Olmstead Hill Road305 Olmstead Hill Road305 Olmstead Hill Road
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This iconic mid-century modern home offers a rare blend of architectural character and natural beauty, situated on two private acres along Olmstead Hill-one of Wilton's designated scenic roads. Designed in 1958 by architect Robert Van Summern (whose work has been featured in The New York Times) as his first family residence, the home thoughtfully integrates timeless design with its serene, wooded surroundings to create a distinctive treehouse-like feel. Original architectural elements remain beautifully intact, including a striking floor-to-ceiling stone fireplace and a dramatic wall of glass that fills the home with natural light throughout the day. The main level features an open layout that seamlessly connects the dining and living areas to a remodeled kitchen featuring custom cabinetry with seeded glass accents, a 9-foot quartz center island, and a dedicated prep sink. A brand-new powder room and freshly painted interiors add a crisp, updated feel, while the vaulted three-season porch and multiple sliding glass doors extend the living space onto the wraparound deck and wooded grounds. Upstairs, the primary suite offers cathedral ceilings, a private balcony overlooking the wooded grounds, and an oversized walk-in closet and dressing area. The en-suite bath showcases striking artisan glass vessel sinks that complement the home's mid-century modern aesthetic. The upper landing features floor-to-ceiling built-in bookcases and a cascading glass chandelier.

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Listing Snapshot
Price 
$1,199,000
Days On Site 
0 Days
Bedrooms 
3
Inside Area (SqFt) 
2,407 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
2 Acres
Year Built 
1958
MLS® Number 
24169226
Status 
Coming Soon
Property Tax 
$14,404
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
5 hours agoListing updated with changes from the MLS®
21 hours agoListing first seen on site
General Features
Acres 
2
Attached Garage 
Yes
Foundation 
BlockConcrete Perimeter
Garage 
Yes
Garage Spaces 
2
Parking 
AsphaltPavedGarage Door OpenerPrivateDrivewayAttached
Parking Spaces 
10
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Septic Tank
SqFt Total 
2827
Style 
ModernOther
Water Source 
Well
Zoning 
R-2
Interior Features
Appliances 
DishwasherDryerGas RangeMicrowaveRefrigeratorWasherElectric Water Heater
Basement 
PartialPartially Finished
Cooling 
Ceiling Fan(s)Ductless
Fireplace 
Yes
Fireplaces 
1
Heating 
OilForced Air
Interior 
Entrance FoyerOpen Floorplan
Office 
Level - Lower
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Exterior Features
Construction Details 
BlockConcreteFrameVertical Siding
Exterior 
Garden
Lot Features 
Sloped
Patio And Porch 
DeckPatio
Roof 
Asphalt
Community Features
Community Features 
Tennis Court(s)
Schools
School District
Unknown
Elementary School
Miller-Driscoll
Middle School
Middlebrook
High School
Wilton
Listing courtesy of Diane Millas of William Raveis Real Estate Office Phone: (203) 762-8300 Broker Contact: (203) 722-8349



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Last checked: 2026-05-14 08:47 AM UTC.

Neighborhood & Commute
Source: Walkscore
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