305 Olmstead Hill Road

Wilton, CT 06897

$1,099,000 PRICE Reduced by $100,000
3 Beds
2/1 Baths
2,827 Sqft
2 Acres
1958 Built

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.

Additional Information

ADDITIONAL INFORMATION

ATTIC DESCRIPTION: Unfinished, Storage Space, Pull-Down Stairs
AVERAGE DAYS ON MARKET: 19
BASEMENT DESCRIPTION: Partial, Heated, Interior Access, Partially Finished, Liveable Space
DAYS ON MARKET: 21
ELEMENTARY SCHOOL: Miller-Driscoll
GARAGE: Attached Garage, Paved, Driveway
GARAGE COUNT: 2
HIGH SCHOOL: Wilton
IS OCCUPIED?: Owner
JUNIOR HIGH SCHOOL: Middlebrook
LIVING AREA SQFT: 2,827
MIDDLE SCHOOL: Cider Mill
NEIGHBORHOOD: Cannondale
PROPERTY TAX: $14,404
SEWER: Septic
STYLE: Modern, Other
TAX AMOUNT: $14,404
TAX YEAR: July 2025-June 2026
TYPE: Single Family For Sale
YEAR BUILT: 1958
YEAR BUILT DETAILS: Public Records
ZONING: R-2

AMENITIES

Library
Medical Facilities
Park
Playground/Tot Lot
Shopping/Mall
Tennis Courts
Auto Garage Door Opener
Cable - Pre-wired
Open Floor Plan
Security System

INTERIOR/EXTERIOR FEATURES

AIR CONDITIONING: Ceiling Fans, Ductless, Split System
APPLIANCES INCLUDED: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
ATTIC: Yes
BEDS: 3
COOLING: Ceiling Fans, Ductless, Split System
EXTERIOR FEATURES: Deck,Gutters,Garden Area,Patio
EXTERIOR SIDING: Vertical Siding
FIREPLACES: 1
FULL BATHS: 2
FURNACE TYPE: Oil
HALF BATHS: 1
HEAT: Oil
HEAT FUEL: Oil
HOT WATER: Electric, 40 Gallon Tank
LAUNDRY ROOM: Lower Level
ROOF: Asphalt Shingle
ROOMS: 8

Listing Courtesy of Diane Millas (203.722.8349) of William Raveis Real Estate (203.762.8300).

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Location for 305 Olmstead Hill Road, Wilton, CT

Schools for 305 Olmstead Hill Road, Wilton, CT

Our community offers residents access to a number of fine private and public schools for all grade levels. Please read below for information on each of the schools in our area.

Elementary School
Miller-Driscoll School
217 Wolfpit Road
Wilton, CT 06897

Grades: PK - 2
(203) 762-8678
Middle School
Cider Mill
High School
Wilton High School
395 Danbury Road
Wilton, CT 06897

Grades: 9 - 12
(203) 762-0381

Private Schools

SCHOOL	LOCATION	GRADE
Apple Blossom School & Family Center	440 Danbury Rd Wilton, CT 06897	PK - KG
Town & Country Montessori	531 Danbury Rd Wilton, CT 06897	PK - KG
Belden Hill Montessori	PO BOX 634 Wilton, CT 06897	PK - KG
Our Lady of Fatima School	225 Danbury Road Wilton, CT 06897	PK - 8
Our Lady of Fatima Catholic School	225 Danbury Road Wilton, CT 06897	PK - 8
Belden Hill Montessori School	345 Belden Hill Road Wilton, CT 06897	PK - KG
St. Luke's School	377 North Wilton Road New Canaan, CT 06840	5 - 12
The Montessouri School	34 Whipple Road Wilton, CT 06897	UG
Seven Acres Montessori	34 Whipple Road Wilton, CT 06897	PK - 8
Connecticut Friends School	317 New Canaan Road Wilton, CT 06897	KG - 8
Emmanuel Nursery School	285 Lyons Plain Road Weston, CT 06883	PK - KG
Three Four Open The Door	329 Wilton Road Westport, CT 06880	PK - KG
Jesse Lee Day School	207 Main Street Ridgefield, CT 06877	PK - KG
Parkway Christian Academy	P.O. Box 2149 Norwalk, CT 06852	PK - 8

*UG = ungraded.
Detailed school information provided by GreatSchools.org © . All rights reserved.

Public and private school information is provided by sources including GreatSchools.org and various MLS services including the One Key, SMARTMLS, NCMLS, DARMLS and Greenwich MLS, and is subject to the terms of use on those sites. William Pitt and Julia B. Fee Sotheby’s International Realty believes the information provided by these sources to be accurate but will not be held responsible if any data as well as information such as school districts for listings is inaccurate.

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Community

Wilton

Fairfield County, Connecticut

Boasting rolling hills and lush scenery, Wilton is a growing Fairfield County town that blends the country charm of yesteryear with a cosmopolitan atmosphere. It is defined by its top-rated public schools,...

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