Real Estate Agent in Connecticut and Western Massachusetts

305 Olmstead Hill Road
Wilton, Connecticut

Single Family For Sale

3

Bedrooms

2 (full) / 1 (half)

Bathrooms

2,827

Sq Ft

$ 1,099,000

Price

305 Olmstead Hill Road
Wilton, Connecticut

Wilton, Connecticut

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.

Listing Courtesy of William Raveis Real Estate

Meet Our Team

Our team consists of dedicated real estate professionals passionate about helping our clients achieve their goals. Every client receives personalized attention, expert guidance, and unparalleled service. Meet our team:

Alison Malkin
Alison Malkin

Broker/Owner

860-214-8008

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Alison Malkin
Nicole Malkin James

Broker/Owner

843-614-7222

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Alison Malkin
Luis Torres

Associate Broker

860-383-5211

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Alison Malkin
Debra Pliego

Realtor®

860-919-7376

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Alison Malkin
Madison Wells

Realtor®

860-538-7567

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Alison Malkin
Lori Sierpinski

Realtor®

860-222-4692

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Alison Malkin
Jim Murkette

Realtor®

860-539-5009

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Alison Malkin
Leah Pliego

Realtor®

860-681-7373

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Acres : 2
Appliances Included : Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Attic : Unfinished, Storage Space, Pull-Down Stairs
Basement : Partial, Heated, Interior Access, Partially Finished, Liveable Space
Full Baths : 2
Half Baths : 1
Baths Total : 3
Beds Total : 3
City : Wilton
Cooling : Ceiling Fans, Ductless, Split System
County : Fairfield
Elementary School : Miller-Driscoll
Fireplaces : 1
Foundation : Block, Concrete
Fuel Tank Location : In Basement
Garage Parking : Attached Garage, Paved, Driveway
Garage Slots : 2
Description : Some Wetlands, Lightly Wooded, Dry, Sloping Lot
Middle School : Middlebrook
Amenities : Lake, Library, Medical Facilities, Park, Playground/Tot Lot, Shopping/Mall, Tennis Courts
Neighborhood : Cannondale
Parcel : 1924666
Total Parking Spaces : 10
Postal Code : 06897
Roof : Asphalt Shingle
Additional Room Information : Breezeway, Foyer, Sitting Room
Sewage System : Septic
Total SqFt : 2827
Tax Year : July 2025-June 2026
Total Rooms : 8
Watersource : Private Well
weeb : RPR, IDX Sites, Realtor.com

Phone

860-384-7624

Address

20 Hopmeadow St, Unit 821, Weatogue, CT 06089


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