32 Pinewood Trail, Deep River, CT 06417
OFF MARKET

$888,600

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 3,697 sqft (on 3.54 acres)

32 Pinewood Trail, Deep River, CT 06417

Est. Refi. Payment $6,154/mo*
Refinance Your Home
Currently Off Market - Sold Nov 18, 2025 for $825,000

Home Value

Trulia Estimate
$889K
Since last month
Increased$16K (+1.8%)
Since last year
Increased$76K (+9.4%)
Since last sale
Increased$63K (+7.6%)
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 increased by +124% in the last 10 years
MonthEstimated value
2026
September 2026$888K
August 2026$872K
July 2026$887K
June 2026$859K
May 2026$849K
April 2026$851K
March 2026$851K
February 2026$844K
January 2026$838K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
16 Glen Grove Road, Deep River, CT
0.21
Single-Family Home
$850,000
09/09/26
4
2.5
2,782
7 Bushy Hill Road, Deep River, CT
0.40
Single-Family Home
$700,000
10/29/25
4
2.5
2,828
112 Cedar Swamp Road, Deep River, CT
0.59
Single-Family Home
$605,000
04/29/26
4
3
2,969
365 Winthrop Road, Deep River, CT
0.19
Single-Family Home
$568,000
08/14/26
3
2
1,984
51 Witch Hazel Drive, Deep River, CT
0.76
Single-Family Home
$750,000
07/13/26
3
3
2,231
151 Bushy Hill Road, Deep River, CT
0.91
Single-Family Home
$775,000
04/15/26
3
4
2,611
57 Witch Hazel Drive, Deep River, CT
0.83
Single-Family Home
$610,000
05/12/26
3
2.5
1,887
95 Cedar Swamp Road, Chester, CT
1.35
Single-Family Home
$1,017,000
10/20/25
4
3.5
4,341

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
2 Pinewood Trail, Deep River, CT 06417
0.15
$698,000
3
3.5
2,403
Off Market
39 Pinewood Trail, Deep River, CT 06417
0.21
$779,200
3
2.5
2,566
Off Market
Westbrook Road, Deep River, CT 06417
0.23
-
-
-
-
Off Market
16 Glen Grove Road, Deep River, CT 06417
0.21
$850,000
4
2.5
2,782
Recently Sold
365 Winthrop Road, Deep River, CT 06417
0.19
$568,000
3
2
1,984
Recently Sold
273 Winthrop Road, Deep River, CT 06417
0.30
$314,700
2
1
948
Off Market
7 Bushy Hill Road, Deep River, CT 06417
0.40
$756,900
4
2.5
2,828
Off Market
20 Glen Grove Road Extension, Deep River, CT 06417
0.43
$411,200
3
1.5
1,284
Off Market
22 Nature Trail, Deep River, CT 06417
0.57
$708,700
3
2.5
2,284
Off Market
Cedar Swamp Road, Deep River, CT 06417
0.52
$175,000
-
-
-
Recently Sold
460 Winthrop Road, Deep River, CT 06417
0.55
$410,500
3
1.5
1,626
Off Market

Local Information

  • Map ViewExplore the area around 32 Pinewood Trail.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1995
3.54 acre lot
3,697 sqft
$240/sqft
3 Car Garage

About this House

What's unique:Swimming poolThree separate fireplacesIn-law apartmentCustom masonryVaulted ceilingsPond views
Set on 3.54 private acres in Winthrop, 32 Pinewood Trail offers a farm-to-table lifestyle with plenty of room for a flourishing vegetable garden and a spacious yard to enjoy the seasons. The home itself is thoughtfully designed for flexibility, featuring an IN-LAW APARTMENT with a separate entrance on the lower level, ideal for extended family, or guests. Large windows fill the living spaces with natural light, and the tranquil surroundings create a sense of retreat just minutes from Deep River's charming town center. The interior boasts 4 bedrooms, an open concept kitchen and living room with vaulted ceilings, and a fabulous multi-purpose room above the garage. Elevated details include three separate fireplaces, custom masonry, and hardwood floors throughout. Car enthusiasts and hobbyists will appreciate the ample garage space, perfect for multiple vehicles, equipment, or workshop needs, while the classic barn adds character and endless possibilities for storage, creative projects, or small-scale farming. Enjoy pond views from the spacious deck, and a swimming pool in the warmer months. Whether you envision mornings spent tending a garden, evenings gathered around the firepit, or weekends working on projects in the barn, this property offers the space and setting to make it happen. 32 Pinewood Trail isn't just a home-it's an opportunity to live the lifestyle you've been dreaming of!
32 Pinewood Trail, Deep River, CT 06417 is a 4 bedroom, 4 bathroom, 3,697 sqft single-family home built in 1995. It last sold for the $824,900 asking price on Nov 18, 2025. More recently, it was listed as a rental in May 2023 with an asking price of $1,275 per month. That rental listing was removed on May 17, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $888,600, with a rent estimate of $4,911/month.
Last check for updates: about 10 hours ago
Listed by Erin Borruso, (860) 227-4023
William Pitt Sotheby's Int'l, (860) 767-7488
Bought with: Matt J. Healy, (203) 806-5383, Coldwell Banker Realty, (203) 245-4700
Source: Smart MLS, MLS#24118253

Home Details for 32 Pinewood Trail

Interior Features

Interior Details
Basement: Full,Heated,Apartment,Cooled,Interior Entry,Walk-Out Access,Liveable SpaceNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom, Family Room, Kitchen, Living Room, Rec Play Room, Sun Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3697 Square Feet
Appliances & Utilities
Appliances: Gas Range, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Lower Level,Upper LevelRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Hydro Air,OilHas CoolingAir Conditioning: Central Air,Window Unit(s)Has HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 3Spa: HeatedHas a Fireplace
Windows, Doors, Floors & Walls
Door: French Doors
View
Has a ViewView: Water
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckOther Structures: Shed(s), Barn(s)Exterior: Rain Gutters, Garden, Stone WallFoundation: Concrete PerimeterGardenHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Attached,Garage Door Opener
Pool
Pool: Fenced, Vinyl, Above GroundPool
Frontage
WaterfrontWaterfront: Waterfront, PondOn Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2997 Square FeetFinished Area (below surface): 700 Square Feet

Property Information

Year Built
Year Built: 1995
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod
Building
Construction Materials: CedarNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 961147

Price & Status

Price
List Price: $824,900
Status Change & Dates
Off Market Date: Thu Oct 23 2025Possession Timing: Immediate

Active Status

MLS Status: Closed

Location

Direction & Address
City: Deep RiverCommunity: Winthrop
School Information
Elementary School: Deep RiverJr High / Middle School: Regional District 4High School: Regional District 4

Building

Building Area
Building Area: 3697 Square Feet

Community

Community Features: Lake, Playground, Public Rec Facilities
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 3.54 Acres

Energy

Energy Efficiency Features: Insulation

Miscellaneous

BasementMls Number: 24118253Attic: Storage, Pull Down StairsWater ViewWater View: WaterAttribution Contact: (860) 227-4023Above Grade Unfinished Area: 2997

Additional Information

LakePlaygroundPublic Rec Facilities

Price and Tax history

DateEventPrice
Nov 18, 2025
Source: Smart MLS #24118253
Sold
$825,000
Nov 7, 2025
Source: Smart MLS #24118253
Pending
$824,900
Sep 12, 2025
Source: Smart MLS #24118253
PriceChange
$824,900
Price decreased by 5%
Aug 13, 2025
Source: Smart MLS #24118253
Listed For Sale
$869,000
Aug 5, 2024
Source: Smart MLS #24028429
Sold
$875,000

Market trends in Deep River

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
20

Around this home

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
    "Friendly helpful neighbors community support for different kinds of groups volunteer firefighters and ambulance "
    0
    Flag
  • Dave M.
    "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.
    "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 32 Pinewood Trail

  • What is 32 Pinewood Trail estimated to be worth?
    Trulia's estimated value for 32 Pinewood Trail in Deep River, CT is $888,600.
  • What is the price history for 32 Pinewood Trail?
    32 Pinewood Trail in Deep River, CT last sold for $825,000 in November 2025.
  • 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 32 Pinewood Trail have air conditioning?
    Yes, 32 Pinewood Trail in Deep River, CT has air conditioning.
  • Does 32 Pinewood Trail have a pool?
    Yes, 32 Pinewood Trail in Deep River, CT has a pool.

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