An exceptional rental offering in South Wilton, 5 Deerfield Road pairs the architectural drama of a historic barn home with the comforts of a distinctive Connecticut retreat. Set on a cul-de-sac, the residence offers soaring 11-foot ceilings, walls of glass, and monumental timber beams reclaimed from Manhattan's iconic Ruppert Brewery-a striking connection to its New York heritage. Built in 1969 with portions dating to the 1700s, the home blends rich texture and historic character with generous spaces for entertaining and everyday living. A chef's kitchen anchors the main level, complemented by impressive living and dining rooms, an office, an ensuite bedroom, and a powder room. Upstairs, the primary suite features an expansive walk-in closet, while two additional bedrooms include one with a loft. The lower level provides flexible space for recreation, fitness, or a studio, along with a half bath, laundry, and wine cellar. South Wilton offers an appealing balance of New England character and everyday convenience. Wilton Center's local shops, restaurants, and cultural offerings give the town a vibrant gathering place, while the Norwalk River Valley Trail and surrounding preserved open spaces invite time outdoors. The artistic legacy of Weir Farm National Historical Park adds another distinctive dimension to a town where history, nature, and creativity remain part of daily life. Whether envisioned as a full-time residence or a weekend escape from the city, this remarka rental offers space to unwind, room to host, and architectural character rarely found in a conventional home. Please note: The separate guest cottage is occupied by an existing tenant who will remain in residence and is not included in this rental.
House for rent
Singlefamily
Available now
No pets
Air conditioner, central air
2 Parking spaces parking
Forced air, oil, propane, zoned
What's special
Ensuite bedroomWalls of glassWine cellarSet on a cul-de-sacHalf bathExpansive walk-in closet
- 4 days |
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Heating
- Forced Air, Oil, Propane, Zoned
Cooling
- Air Conditioner, Central Air
Appliances
- Included: Dishwasher, Freezer, Oven/Range, Refrigerator, Tankless Water Heater
Features
- Open Floorplan, Walk In Closet
- Has basement: Yes
- Has fireplace: Yes
- Furnished: Yes
Interior area
- Total interior livable area: 3,830 sqft
Property
Parking
- Total spaces: 2
- Parking features: Detached
- Details: Contact manager
Features
- Exterior features: Basement, Stone Wall
Lot
- Features: Cul-De-Sac
Details
- Parcel number: WILTM0057B031L00
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: SingleFamily
Condition
- Year built: 1720
Community & HOA
Location
- Region: Wilton
Financial & listing details
- Lease term: 12 Months,Month To Month
Price history
| Date | Event | Price |
|---|---|---|
| 10/9/2026 | Listed for rent | $9,200$2/sqft |
Source: Smart MLS #24212197 Report a problem | ||
| 9/1/2025 | Listing removed | $1,750,000$457/sqft |
Source: | ||
| 4/4/2025 | Listed for sale | $1,750,000+20.7%$457/sqft |
Source: | ||
| 8/1/2021 | Sold | $1,450,000-3.3%$379/sqft |
Source: | ||
| 5/6/2021 | Contingent | $1,500,000$392/sqft |
Source: | ||
| 1/15/2021 | Listed for sale | $1,500,000+74.9%$392/sqft |
Source: | ||
| 6/3/2013 | Sold | $857,500-9.6%$224/sqft |
Source: | ||
| 1/4/2013 | Listed for sale | $949,000$248/sqft |
Source: Coldwell Banker Residential Brokerage - Westport-Main Office #98541425 Report a problem | ||
| 11/15/2012 | Listing removed | $949,000$248/sqft |
Source: Coldwell Banker Residential Brokerage - Westport-Main Office #98541425 Report a problem | ||
| 6/3/2012 | Listed for sale | $949,000$248/sqft |
Source: Coldwell Banker Residential Brokerage - Westport-Main Office #98541425 Report a problem | ||







