Is Deep River, CT dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Is a car needed in Deep River, CT?

As of early 2026, 95% of users say car is needed

Is there wildlife in Deep River, CT?

As of early 2026, 90% of users say there's wildlife

Are yards well-kept in Deep River, CT?

As of early 2026, 87% of users say yards are well-kept

Is parking easy in Deep River, CT?

As of early 2026, 83% of users say parking is easy

Does Deep River, CT show holiday spirit?

As of early 2026, 81% of users say there's holiday spirit

Do kids play outside in Deep River, CT?

As of early 2026, 80% of users say kids play outside

Would people walk alone at night in Deep River, CT?

As of early 2026, 76% of users say people would walk alone at night

Is Deep River, CT walkable to grocery stores?

As of early 2026, 76% of users say it's walkable to grocery stores

Is Deep River, CT walkable to restaurants?

As of early 2026, 74% of users say it's walkable to restaurants

Are the streets well-lit in Deep River, CT?

As of early 2026, 74% of users say streets are well-lit

Are neighbors friendly in Deep River, CT?

As of early 2026, 70% of users say neighbors are friendly

Does Deep River, CT have sidewalks?

As of early 2026, 57% of users say there are sidewalks

Do residents of Deep River, CT plan to stay at least 5 years?

As of early 2026, 56% of users say they plan to stay for at least 5 years

Is Deep River, CT quiet?

As of early 2026, 53% of users say it's quiet

Are there community events in Deep River, CT?

As of early 2026, 46% of users say there are community events

FOR SALE

1.2 ACRES

365 Winthrop Road
Deep River, CT 06417

3 Beds
2 Baths
1,984 sqft (on 1.20 acres)

$475,000

Est. Mortgage $3,209/mo*

Get Pre-Qualified

$475,000

Est. Mortgage $3,209/mo*

Get Pre-Qualified

3 Beds

2 Baths

1,984 sqft

(on 1.20 acres)

Local Information

Map ViewExplore the area around 365 Winthrop Road.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

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. All offers need to be submitted by Tuesday 7/14 at 10am.

Home Highlights

Parking

No Info

Outdoor

Patio

A/C

Heating & Cooling

HOA

None

Price/Sqft

$239

Listed

5 days ago

Home Details for 365 Winthrop Road

Interior Features
Interior Details Basement: Crawl Space,Partial,Sump PumpNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Bathroom, Den, Dining Room, Great Room, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout Living Area: 1984 Square Feet
Appliances & Utilities Appliances: Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water HeaterDishwasherDryerLaundry: Upper LevelMicrowaveRefrigeratorWasher
Heating & Cooling Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa Number of Fireplaces: 2Has a Fireplace
Windows, Doors, Floors & Walls Door: French Doors

Exterior Features
Exterior Home Features Roof: AsphaltPatio / Porch: PatioOther Structures: Shed(s), GazeboExterior: Garden, Lighting, Stone WallFoundation: Concrete Perimeter, StoneGardenNo Private Pool
Frontage Not on Waterfront
Water & Sewer Sewer: Septic Tank
Finished Area Finished Area (above surface): 1984 Square Feet

Days on Market
Days on Market: 5

Property Information
Year Built Year Built: 1840
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building Construction Materials: Clapboard, Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information Parcel Number: 960975

Price & Status
Price List Price: $475,000Price Per Sqft: $239
Status Change & Dates Possession Timing: Asap

Active Status
MLS Status: Active

Location
Direction & Address City: Deep RiverCommunity: Winthrop
School Information Elementary School: Deep RiverHigh School: Valley

Agent Information
Listing Agent Listing ID: 24189405

Building
Building Area Building Area: 1984 Square Feet

HOA
No HOA

Lot Information
Lot Area: 1.2 Acres

Miscellaneous
BasementMls Number: 24189405Attic: NoneAttribution Contact: (860) 575-3177Above Grade Unfinished Area: 1984Activation Date: Fri Jul 10 2026

Last check for updates: about 1 hour ago

Listing courtesy of Kira M. Coon, (860) 575-3177

William Raveis Real Estate, (860) 575-3177

Source: Smart MLS, MLS#24189405

Also Listed on Smart MLS.

Market trends in Deep River

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

7MoM

Price History for 365 Winthrop Road

Date	Price	Event	Source
07/10/2026	$475,000	Listed For Sale	Smart MLS #24189405

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Property Tax and Assessment

Year	2025
Tax	$6,705
Assessment	$209,650

Home facts updated by county records

Comparable Sales for 365 Winthrop Road

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
200 Westbrook Road, Deep River, CT	0.82	Single-Family Home	$414,900	12/23/25	3	1.5	1,432
32 Pinewood Trail, Deep River, CT	0.19	Single-Family Home	$825,000	11/18/25	4	3.5	3,697
112 Cedar Swamp Road, Deep River, CT	0.44	Single-Family Home	$605,000	04/29/26	4	3	2,969
7 Bushy Hill Road, Deep River, CT	0.55	Single-Family Home	$700,000	10/29/25	4	2.5	2,828
273 Winthrop Road, Deep River, CT	0.40	Single-Family Home	$375,000	07/22/25	2	1	948
51 Witch Hazel Drive, Deep River, CT	0.73	Single-Family Home	$750,000	07/13/26	3	3	2,231
57 Witch Hazel Drive, Deep River, CT	0.83	Single-Family Home	$610,000	05/12/26	3	2.5	1,887
179 Bushy Hill Road, Deep River, CT	1.17	Single-Family Home	$385,000	11/04/25	3	2.5	2,179
151 Bushy Hill Road, Deep River, CT	1.09	Single-Family Home	$775,000	04/15/26	3	4	2,611

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Additional Cost

Assigned Schools

These are the assigned schools for 365 Winthrop Road.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Deep River

At least 15 Trulia users voted on each feature.

100 % Say it's dog friendly
95 % Say car is needed
90 % Say there's wildlife
87 % Say yards are well-kept
83 % Say parking is easy
81 % Say there's holiday spirit
80 % Say kids play outside
76 % Say people would walk alone at night
76 % Say it's walkable to grocery stores
74 % Say it's walkable to restaurants
74 % Say streets are well-lit
70 % Say neighbors are friendly
57 % Say there are sidewalks
56 % Say they plan to stay for at least 5 years
53 % Say it's quiet
46 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Timothy Ballantyne
Resident
1y ago
"Friendly helpful neighbors community support for different kinds of groups volunteer firefighters and ambulance "
0
Flag
Dave M.
Resident
7y ago
"the deep river muster, all my friends and family, great community!! deep river day in September. Small town America in New England!!"
4
Flag
Timothy B.
Resident
8y ago
"friendly neighborhood people helping each other out in bad weather. good support when things go bad. A nice place to live."
1
Flag

LGBTQ Local Legal Protections

Kira M. Coon, William Raveis Real Estate, (860) 575-3177

Agent Phone: (860) 575-3177

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

365 Winthrop Road, Deep River, CT 06417 is a 3 bedroom, 2 bathroom, 1,984 sqft single-family home built in 1840. This property is currently available for sale and was listed by Smart MLS on Jul 8, 2026. The MLS # for this home is MLS# 24189405.

365 Winthrop Road
Deep River, CT 06417

$475,000

$475,000

Local Information