About 365 Winthrop Road
Welcome to 365 Winthrop Road in Deep River, where historic charm meets thoughtful updates. This beautifully maintained 3-bedroom, 2-bathroom home offers timeless character alongside the conveniences of modern living. The spacious main level features a large kitchen, formal dining room, inviting living room, cozy den, and a stunning great room with French doors leading to the backyard, perfect for entertaining or everyday living. Upstairs, you'll find a convenient laundry room, two bedrooms and a generous primary suite filled with natural light, featuring cathedral ceilings, exposed post-and-beam construction, ample closet space, and an en suite bathroom. Step outside to enjoy a picturesque setting with beautiful stonework, mature gardens, and a charming gazebo. A storage shed and a separate workshop with electricity and heating/cooling provide endless possibilities for hobbies, projects, or additional workspace. Recent improvements include hot water heater (December 2025) a new roof and well pump (April 2026). Don't miss this unique opportunity to own a home that seamlessly blends historic character and exceptional outdoor living in Deep River.
Features of 365 Winthrop Road
| MLS® # | 24189405 |
|---|---|
| Price | $568,000 |
| Bedrooms | 3 |
| Bathrooms | 2.00 |
| Full Baths | 2 |
| Square Footage | 1,984 |
| Acres | 1.20 |
| Type | Single Family For Sale |
| Style | Colonial |
| Status | Closed |
Community Information
| Address | 365 Winthrop Road |
|---|---|
| Area | Winthrop |
| City | Deep River |
| County | Middlesex |
| State | Connecticut |
| Zip Code | 06417 |
Amenities
| Is Waterfront | No |
|---|---|
| Waterfront | Not Applicable |
| Has Pool | No |
Interior
| Interior Features | Central Vacuum |
|---|---|
| Appliances | Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer |
| Heating | Hot Air, Oil |
| Cooling | Central Air |
| Fireplace | Yes |
| # of Fireplaces | 2 |
Exterior
| Exterior | Clapboard, Wood |
|---|---|
| Exterior Features | Shed, Gazebo, Garden Area, Lighting, Stone Wall, French Doors, Patio |
| Lot Description | Lightly Wooded, Level Lot |
| Roof | Asphalt Shingle |
| Foundation | Concrete, Stone |
School Information
| Elementary | Deep River |
|---|---|
| High | Valley |
Additional Information
| Date Listed | July 8th, 2026 |
|---|---|
| Days on Market | 4 |
| Zoning | R60 |
| RE / Bank Owned | No |
Listing Details
| Office | William Raveis Real Estate |
|---|