Under Contract

305 Olmstead Hill Road

Wilton, CT 06897

$1,099,000 $4,633/Mo

Get Pre-Approved Check your credit

Overview

Bed

Bath

2,407

Sqft

Acres(Lot)

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 cabinetr y 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.

Property Details

Property Type : Residential

Price : $1,099,000

AD Id : 78490526

MLS Id : 24169226

Beds : 3

Lot Size : 2 Acres

Living Area Size : 2,407

Year Built : 1958

Garage : 2

County : Fairfield

Map

What's Nearby

Nearby Areas

Features

Bedroom Information

Total beds: 3

Bathroom Information

Total Baths: 3 Full Baths: 2 Half Baths: 1

Room Information

Rooms Total: 8 Has Basement: Yes Basement: Partial, Partially Finished
Roofing Information

Asphalt
Interior Features

Entrance Foyer, Open Floorplan Roof: Asphalt Appliances: Dishwasher, Dryer, Gas Range, Microwave, Refrigerator, Washer, Electric Water Heater
Heating & Cooling

Has Heating: Yes Heating: Oil, Forced Air Has Cooling: Yes Cooling: Ceiling Fan(s), Ductless

Building Information

Year Built: 1958 Building Area Total: 2827 Construction Materials: Block, Concrete, Frame, Vertical Siding Patio And Porch Features: Deck, Patio Private Pool: No
Exterior Features

Exterior Features: Garden

Lot Information

Lot Size Acres: 2 Lot Description: Sloped

Listing Price Information

Listing Price: $1099000 Original Price: $1199000

Tax Information

Parcel Number: 1924666 Annual Tax: $14404

Parking Information

Parking Total: 10 Asphalt, Paved, Garage Door Opener, Private, Driveway, Attached

Garage Information

Has Garage: Yes Has Attached Garage: Yes Garage Space: 2

School Information

Elementary School: Miller-Driscoll

Junior High School: Middlebrook

Senior High School: Wilton
Location Information

Direction: Danbury Road to Olmstead Hill Road. Pass Hulda Hill Road and house is on the left #305 WaterSource: Well Security Features: Security System

Sell a home like this and save $65,441 Find out How

How much is this property worth?

Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.

Loading, please wait...

Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
49 Mollbrook Drive, Wilton, CT, 06897	$1,499,000	4	3	3,508	3,508 SqFt
253 Rivergate Drive, Wilton, CT, 06897	$3,495,000	5	8	9,009	9,009 SqFt
6 Admiral Lane, Wilton, CT, 06897	$1,850,000	4	5	3,913	3,913 SqFt
15 Rivergate Woods, Wilton, CT, 06897	$949,000	4	3	3,134	3,134 SqFt
270 Old Grumman Hill Road, Wilton, CT, 06897	$1,027,800	2	4	1,838	1,838 SqFt
209 Westport Road, Wilton, CT, 06897	$895,000	4	2	2,964	2,964 SqFt
30 Wilton Hunt Road #30, Wilton, CT, 06897	$1,479,000	4	3	2,424	2,424 SqFt
50 Calvin Road, Wilton, CT, 06897	$1,549,000	4	3	3,428	3,428 SqFt
9 Banks Drive, Wilton, CT, 06897	$2,475,000	5	8	6,230	6,230 SqFt
74 Hurlbutt Street, Wilton, CT, 06897	$899,500	4	3	2,067	2,067 SqFt

Similar Homes To 305 Olmstead Hill Road

Nearby For Sale

Active

$2,995,000

Home For Sale

Mountain Road,
Wilton, CT, 06897

Bed

Bath

Sqft

Acres(Lot)

332 Belden Hill Road,
Wilton, CT, 06897

Bed

Bath

Sqft

Acres(Lot)

253 Rivergate Drive,
Wilton, CT, 06897

Bed

Bath

Sqft

Acres(Lot)

433 Belden Hill Road,
Wilton, CT, 06897

Bed

Bath

Sqft

Acres(Lot)

99 Chicken Street,
Wilton, CT, 06897

Bed

Bath

3,118

Sqft

2.03

Acres(Lot)

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 06/08/2026 @ 04:44

MLS: 24169226 LISTED BY: Diane Millas, William Raveis Real Estate SOURCE: SmartMLS