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305 Olmstead Hill Road, 
Wilton, CT 06897

$1,199,000


3

Beds


3

Baths


2,827

Sq Ft


Single Family


Virtual Tour

Active

Listed by

Diane Millas, (203) 722-8349

William Raveis Real Estate, (203) 762-8300

(203) 762-8300

Last updated:

May 17, 2026, 02:43 AM

MLS#

24169226

Source:

CT

About This Home

305 Olmstead Hill Road

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.

Home Facts

Single Family

3 Baths

3 Bedrooms

Built in 1958

Price Summary

1,199,000

$424 per Sq. Ft.

MLS #:

24169226

Last Updated:

May 17, 2026, 02:43 AM

Added:

4 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

2,827 Sq. Ft.


Structure

Structure

Architectural Style:

Modern

Building Area:

2,827 Sq. Ft.

Year Built:

1958


Lot

Lot Size (Sq. Ft):

87,120


Finances & Disclosures

Finances

Price:

$1,199,000

Price per Sq. Ft:

$424 per Sq. Ft.

Source:CT
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305 Olmstead Hill Road
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Sun, May 17
01:00 PM03:30 PM

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.