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USACTWiltonCannondale305 Olmstead Hill Rd
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305 Olmstead Hill Rd, Wilton, CT

House

For Sale

Listed price in listed location currency (USD).
$1,199,000

3310

MLS® 24169226

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 2407 sqft
Garage Yes
Taxes $14,404
Days Active 10
Lot Size 
Approx. Age 1958
Avg. Price Per Sqft $498
MLS® Number 24169226

Property Address: 305 Olmstead Hill Rd, Wilton, CT, 06897-2108

Average square foot calculated using Size range provided by listing agent.

Description

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., The finished lower level adds flexible space ideal for play, exercise, or additional workspace. Outside, the home is surrounded by mature plantings and landscaping, offering a true connection to nature. A natural stone fire pit offers a great place for friends and family to gather. A two-car attached garage adds everyday convenience. A tranquil setting just minutes from Wilton town center, with easy access to Route 7, Metro-North, and Wilton's top-rated public schools. An exceptional home and property in one of Wilton's most picturesque settings.
MLS® Number24169226
Laundry LevelLower
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age1958
BasementPartial, Heated, Interior Access, Partially Finished, Liveable Space
DrivewayAttached Garage, Paved, Driveway
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Bedroom 2:Main FloorNot available
Living Room:Main FloorNot available
Family Room:Main FloorNot available
Bedroom 1:Upper LevelNot available
Other:Lower LevelNot available
Other:Upper LevelNot available
Office:Lower LevelNot available
Library:Upper LevelNot available
Other:Main FloorNot available

Price History

-End Date
Not Sold YetSold Price

For Sale

May 13, 2026List Date
$1,199,000List Price
  • Commute

Commute

Starting Address
Destination Address
305 Olmstead Hill Rd, Wilton, CT

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