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

What is 538 Winthrop Road estimated to be worth?

Trulia's estimated value for 538 Winthrop Road in Deep River, CT is $304,300 .

What is the price history for 538 Winthrop Road?

538 Winthrop Road in Deep River, CT last sold for $300,000 in April 2026.

Is Deep River a buyer's or seller's market?

Deep River is currently a seller's market, based on recent for-sale activity.

What do residents say about Deep River?

Residents describe Deep River, CT as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Deep River, CT .

Does 538 Winthrop Road have air conditioning?

Yes, 538 Winthrop Road in Deep River, CT has air conditioning.

How big is the lot at 538 Winthrop Road?

The lot at 538 Winthrop Road in Deep River, CT is about 0.15 acres (6,534 sq ft).

SOLD

APR 30, 2026

$304,300

Trulia Estimate

2 Beds
1 Bath
650 sqft

538 Winthrop Road, Deep River, CT 06417

Est. Refi. Payment $2,125/mo*

Refinance Your Home

Currently Off Market - Sold Apr 30, 2026 for $300,000 (9% below list price)

Home Value

Trulia Estimate

$304K

Since last month

$2K (-0.6%)

Since last year

$14K (-4.3%)

Since last sale

$5K (+1.7%)

Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value decreased by -1% in the last 10 years

Month	Estimated value
2026
August 2026	$305K
July 2026	$307K
June 2026	$302K
May 2026	$301K
2025
October 2025	$312K
September 2025	$317K
August 2025	$319K
July 2025	$322K
June 2025	$336K
May 2025	$307K

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
5 Tower Hill Lake Road, Deep River, CT	0.50	Single-Family Home	$480,000	09/16/25	3	2.5	2,550
365 Winthrop Road, Deep River, CT	0.80	Single-Family Home	$568,000	08/14/26	3	2	1,984
51 Witch Hazel Drive, Deep River, CT	0.61	Single-Family Home	$750,000	07/13/26	3	3	2,231
57 Witch Hazel Drive, Deep River, CT	0.72	Single-Family Home	$610,000	05/12/26	3	2.5	1,887
200 Westbrook Road, Deep River, CT	1.10	Single-Family Home	$414,900	12/23/25	3	1.5	1,432
1 Tower Hill Road, Killingworth, CT	0.84	Single-Family Home	$660,000	10/21/25	3	2.5	2,386
112 Cedar Swamp Road, Deep River, CT	0.92	Single-Family Home	$605,000	04/29/26	4	3	2,969
7 Bushy Hill Road, Deep River, CT	1.08	Single-Family Home	$700,000	10/29/25	4	2.5	2,828

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.

Address	Distance	Price	Bed	Bath	Sqft	Status
538 Winthrop Road #11, Deep River, CT 06417	0.01	-	3	1.5	2,006	Off Market
23 Stevenstown Road, Deep River, CT 06417	0.21	$396,300	4	2	1,849	Off Market
21 Sunset Ridge, Deep River, CT 06417	0.40	$675,000	3	3	2,893	For Sale
460 Winthrop Road, Deep River, CT 06417	0.40	$421,700	3	1.5	1,626	Off Market
641 Winthrop Road, Deep River, CT 06417	0.46	$877,800	3	3	2,584	Off Market
61 Cedar Lake Road, Deep River, CT 06417	0.44	$1,074,300	3	3.5	3,864	Off Market
51 Cedar Lake Road, Deep River, CT 06417	0.43	$860,700	2	2	2,123	Off Market
5 Tower Hill Lake Road, Deep River, CT 06417	0.50	$512,700	3	2.5	2,550	Off Market
63 Oakridge Drive & Tower Hill Lake Road, Deep River, CT 06417	0.51	$1,275,800	4	4.5	2,856	Off Market
Cedar Lake Road, Deep River, CT 06417	0.53	-	-	-	-	Off Market
51 Witch Hazel Drive, Deep River, CT 06417	0.61	$750,000	3	3	2,231	Recently Sold

Local Information

Map ViewExplore the area around 538 Winthrop Road.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1947

Living Area

650 sqft

Price/Sqft

$462/sqft

About this House

Beautiful 2 bedroom right on Star lake with 50 foot of lake frontage is ready for new owners! This property features natural beauty along with modern living interior finishes. Enjoy your viewing!

538 Winthrop Road, Deep River, CT 06417 is a 2 bedroom, 1 bathroom, 650 sqft single-family home built in 1947. It last sold for $300,000 on Apr 30, 2026 (9% below the $329,875 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $304,300, with a rent estimate of $1,969/month.

Last check for updates: about 20 hours ago

Listed by Mikail Naska, (860) 984-5860

Eagle Eye Realty PLLC, (860) 263-9102

Bought with: Shannon Muscara, (845) 519-4046, RE/MAX One, (860) 444-7362

Source: Smart MLS, MLS#24106404

Home Details for 538 Winthrop Road

Interior Features
Interior Details Basement: NoneNumber of Rooms: 4Types of Rooms: Master Bedroom, Bedroom, Bathroom, Living Room
Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout Living Area: 650 Square Feet
Appliances & Utilities Appliances: Oven/Range, Microwave, Refrigerator, Water HeaterMicrowaveRefrigerator
Heating & Cooling Heating: Forced Air,PropaneHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa Number of Fireplaces: 1Has a Fireplace

Exterior Features
Exterior Home Features Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool
Frontage WaterfrontWaterfront: Waterfront, Lake, Dock or Mooring, Beach Access, AccessOn Waterfront
Water & Sewer Sewer: Septic Tank
Finished Area Finished Area (above surface): 650 Square Feet

Property Information
Year Built Year Built: 1947
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information Parcel Number: 960780

Price & Status
Price List Price: $329,875Price Per Sqft: $462/sqft
Status Change & Dates Off Market Date: Sun Mar 22 2026Possession Timing: Negotiable

Active Status
MLS Status: Closed

Location
Direction & Address City: Deep RiverCommunity: Winthrop
School Information Elementary School: Per Board of EdHigh School: Per Board of Ed

Agent Information
Buyer Agent Buyer Company Name: Next Level Team of RE/MAX One

Building
Building Area Building Area: 650 Square Feet

HOA
No HOA

Lot Information
Lot Area: 6534 sqft

Miscellaneous
Mls Number: 24106404Attic: NoneAttribution Contact: (860) 984-5860Above Grade Unfinished Area: 650

Price and Tax history

Date	Event	Price
May 4, 2026 Source: Smart MLS #24106404	Pending	$329,875
Apr 30, 2026 Source: Smart MLS #24106404	Sold	$300,000
Jun 23, 2025 Source: Smart MLS #24106404	Listed For Sale	$329,875
Sep 18, 2017 Source: Smart MLS #N10227995	Sold	$165,000
Jan 20, 2004 Source: Smart MLS #M9077269	Sold	$115,000

Additional Cost

Market trends in Deep River

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

1MoM

Around this home

Deep River Elementary School
PK-6
Public
189 Students
Deep River School District
7/10
GreatSchools Rating
Parent Rating Average
Outstanding teaching staff and principal! Very proactive in getting needed resources to each child with an awesome team approach. Focus on good citizenship. This school really fosters a great atmosphere for learning!
Parent Review
13y ago
3 Reviews

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

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.

Frequently asked questions about 538 Winthrop Road

What is 538 Winthrop Road estimated to be worth?
Trulia's estimated value for 538 Winthrop Road in Deep River, CT is $304,300.
What is the price history for 538 Winthrop Road?
538 Winthrop Road in Deep River, CT last sold for $300,000 in April 2026.
Is Deep River a buyer's or seller's market?
Deep River is currently a seller's market, based on recent for-sale activity.
What do residents say about Deep River?
Residents describe Deep River, CT as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Deep River, CT.
Does 538 Winthrop Road have air conditioning?
Yes, 538 Winthrop Road in Deep River, CT has air conditioning.
How big is the lot at 538 Winthrop Road?
The lot at 538 Winthrop Road in Deep River, CT is about 0.15 acres (6,534 sq ft).

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Off Market Homes Near 538 Winthrop Road

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SOLD
AUG 31, 2026
$410,000
3 bd
2 ba
1,170 sqft
49 Ironworks Road,
Clinton, CT 06413
RE/MAX One
SOLD
AUG 26, 2026
$320,000
3 bd
3 ba
1,836 sqft
72 Winter Avenue,
Deep River, CT 06417
Coldwell Banker Realty
SOLD
AUG 21, 2026
$440,000
4 bd
2 ba
1,430 sqft
88 Ironworks Road,
Clinton, CT 06413
William Raveis Real Estate
SOLD
AUG 19, 2026
$425,000
5 bd
2 ba
2,668 sqft
166 Glenwood Road,
Clinton, CT 06413
Coldwell Banker Realty
SOLD
AUG 17, 2026
$235,000
2 bd
1.5 ba
1,046 sqft
5 Stonewall Drive #5,
Killingworth, CT 06419
Williams Real Estate
SOLD
AUG 14, 2026
$263,000
2 bd
2 ba
1,095 sqft
92 Main Street #405,
Deep River, CT 06417
Our Home Realty Advisors
SOLD
AUG 10, 2026
$450,000
3 bd
2 ba
1,650 sqft
216 Reservoir Road,
Killingworth, CT 06419
William Pitt Sotheby's Int'l
SOLD
AUG 7, 2026
$180,000
3 bd
1 ba
1,272 sqft
2 Circle Dr,
Clinton, CT 06413
SOLD
JUL 31, 2026
$150,000
86 Bushy Hill Road,
Ivoryton, CT 06442
Compass Connecticut, LLC
SOLD
JUL 28, 2026
$440,000
4 bd
2 ba
1,683 sqft
48 Winthrop Rd,
Chester, CT 06412
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