305 Olmstead Hill Rd Wilton, CT, 06897

single family home
$ 1,199,000 For Sale Active May 13, 2026
  • 3 beds
  • 3 baths
  • 2,827 sq ft
  • 2 acres
  • 1958 year built
  • 2 cars garage

About the Home

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.

Rooms & Interior

3 bedrooms beds
2 full + 1 half baths
2,827 square feet sq ft

Room Details

  • Primary Bedroom (Upper Level) 9 ft+ Ceilings, Ceiling Fan, Dressing Room, Full Bath, Walk-In Closet
  • Bedroom (Upper Level) Walk-In Closet, Hardwood Floor
  • Eat In Kitchen (Main Level) Remodeled, Balcony/Deck, Quartz Counters, Dining Area, Island, Hardwood Floor
  • Rec/Play Room (Lower Level) Engineered Wood Floor
  • Bedroom (Main Level) Full Bath, Hardwood Floor
  • Family Room (Main Level) Sliders, Hardwood Floor
  • Library (Upper Level) 9 ft+ Ceilings, Book Shelves, Built-Ins
  • Living Room (Main Level) Balcony/Deck, Beams, Fireplace, Sliders, Hardwood Floor
  • Office (Lower Level) Engineered Wood Floor
  • Other Rooms Breezeway, Foyer, Sitting room

Home Features

Heating

  • Fireplaces: 1
  • Heating: hot air
  • Heat fuel type: oil
  • Fuel tank: in basement

Cooling

  • Ceiling fans
  • Ductless
  • Split system

Interior Features

  • Auto garage door opener
  • Cable - pre-wired
  • Open floor plan
  • Security system

Appliances

  • Gas range
  • Microwave
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer

Home Automation

  • Thermostat(s)

Attic

  • Unfinished
  • Storage space
  • Pull-down stairs

Basement

  • Partial
  • Heated
  • Interior access
  • Partially finished
  • Liveable space

Laundry

  • Lower level

Exterior Features

  • Deck
  • Gutters
  • Garden area
  • Patio

Property Details

Parking

  • Garage spaces: 2
  • Attached garage
  • Paved
  • Driveway

Lot Details

  • Lot surface: 2 acres
  • Some wetlands
  • Lightly wooded
  • Dry
  • Sloping lot

Driveway

  • Private
  • Paved
  • Asphalt

Utilities

  • Water: private well
  • Sewage: septic

Near-by Amenities

  • Lake
  • Library
  • Medical facilities
  • Park
  • Playground/tot lot
  • Shopping/mall
  • Tennis courts

Construction Details

Style
modern, other

Construction year
1958

Exterior Siding
vertical siding

Foundation
block, concrete

Roof
asphalt shingle


Area & Town

This home is located in South Wilton neighborhood, in the town of Wilton.

Wilton Connecticut

Natural beauty, great community, best education

  • $1.34M med. price
  • 50 homes for sale

Finance & Listing Info

Status Active
Listing date May 13, 2026
List price $ 1,199,000
Current price $ 1,199,000
Tax amount $ 14,404
Tax year july 2025-june 2026
MLS ID #24169226
List Agent Diane Millas
List Office William Raveis Real Estate

305 Olmstead Hill Road Home Photos

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