305 Olmstead Hill Road, Wilton, CT 06897
Single Family For Sale
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About This 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.
Listed by Diane Millas (203) 722-8349 with William Raveis Real Estate (203) 762-8300
Listing Snapshot
| Price | $1,099,000 | Days on Our Site | 35 days |
| Property Tax | $14,404/yr | Style | Modern,Other |
| Year Built | 1958 | Total Sq Ft | 2,827 |
| Lot Size | 2 acres | HOA Fees | N/A |
| Bedrooms | 3 | Full Bathrooms | 2 |
| Total Rooms | 8 | Half Baths | 1 |
Key Features
- Auto Garage Door Opener
- Cable - Pre-wired
- Open Floor Plan
- Security System
- Gas Range
- Microwave
- Refrigerator
- Dishwasher
- Washer
- Dryer
- Deck
- Gutters
- Garden Area
- Patio
- Lake
- Library
- Medical Facilities
- Park
- Playground/Tot Lot
- Shopping/Mall
- Tennis Courts
Structure & Parking
Systems & Utilities
Schools
Mortgage Calculator
Estimate only. Contact a lender for accurate figures.
Listing History
| Date | Event | Price |
|---|---|---|
| May 30, 2026 | Price Reduced | $1,099,000 |
| May 13, 2026 | Listed | $1,199,000 |
Frequently Asked Questions
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Listing Agent
Diane Millas · (203) 722-8349
William Raveis Real Estate · (203) 762-8300
MLS# 24169226 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jun 16, 2026 4:44 PM UTC
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305 Olmstead Hill Road, Wilton CT, 06897
$1,099,000 • Active
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