32 Pinewood Trail
Deep River, CT 06417
4 Beds
3.5 Baths
3,697 sqft (on 3.54 acres)
$825,000
Last Sold: Nov 18, 2025
0% over list $825K
$223/sqft
Est. Refi. Payment $5,609/mo*
$825,000
Last Sold: Nov 18, 2025
0% over list $825K
$223/sqft
Est. Refi. Payment $5,609/mo*
4 Beds
3.5 Baths
3,697 sqft
(on 3.54 acres)
Local Information
- Map ViewExplore the area around 32 Pinewood Trail.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1995
Lot Size
3.54 acres
Living Area
3,697 sqft
Price/Sqft
$223/sqft
Parking
3 Car Garage
About this House
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. It is currently off market. The Trulia Estimate is $880,000, with a rent estimate of $5,245/month.
Home Details for 32 Pinewood Trail
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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 |
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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 |
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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 |
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Price List Price: $824,900Price Per Sqft: $223/sqft |
Status Change & Dates Off Market Date: Thu Oct 23 2025Possession Timing: Immediate |
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MLS Status: Closed |
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Direction & Address City: Deep RiverCommunity: Winthrop |
School Information Elementary School: Deep RiverJr High / Middle School: Regional District 4High School: Regional District 4 |
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Building Area Building Area: 3697 Square Feet |
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Community Features: Lake, Playground, Public Rec Facilities |
Other Playground |
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No HOA |
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Lot Area: 3.54 Acres |
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Energy Efficiency Features: Insulation |
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BasementMls Number: 24118253Attic: Storage, Pull Down StairsWater ViewWater View: WaterAttribution Contact: (860) 227-4023Above Grade Unfinished Area: 2997 |
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LakePlaygroundPublic Rec Facilities |
Last check for updates: about 4 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
Price History for 32 Pinewood Trail
| Date | Price | Event | Source |
|---|---|---|---|
| 11/18/2025 | $825,000 | Sold | Smart MLS #24118253 |
| 11/07/2025 | $824,900 | Pending | Smart MLS #24118253 |
| 09/12/2025 | $824,900 | PriceChange | Smart MLS #24118253 |
| 08/13/2025 | $869,000 | Listed For Sale | Smart MLS #24118253 |
| 08/05/2024 | $875,000 | Sold | Smart MLS #24028429 |
| 06/26/2024 | $849,900 | Listed For Sale | Smart MLS #24028429 |
| 05/17/2023 | ListingRemoved | Zillow Rentals | |
| 05/11/2023 | $1,275 | Listed For Rent | Zillow Rentals |
| 10/06/2022 | ListingRemoved | Zillow Rental Manager | |
| 09/26/2022 | $1,250 | Listed For Rent | Zillow Rental Manager |
| 06/30/2011 | $430,000 | Sold | Smart MLS #M9124513 |
Market trends in Deep River
Last updated June 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
21
7MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $12,068 |
| Assessment | $377,370 |
Home facts updated by county records
Comparable Sales for 32 Pinewood Trail
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.40 | Single-Family Home | $700,000 | 10/29/25 | 4 | 2.5 | 2,828 | |
0.59 | Single-Family Home | $605,000 | 04/29/26 | 4 | 3 | 2,969 | |
0.76 | Single-Family Home | $750,000 | 07/13/26 | 3 | 3 | 2,231 | |
0.91 | Single-Family Home | $775,000 | 04/15/26 | 3 | 4 | 2,611 | |
0.83 | Single-Family Home | $610,000 | 05/12/26 | 3 | 2.5 | 1,887 | |
1.35 | Single-Family Home | $1,017,000 | 10/20/25 | 4 | 3.5 | 4,341 | |
1.15 | Single-Family Home | $730,000 | 07/29/26 | 3 | 2.5 | 2,848 | |
1.10 | Single-Family Home | $600,000 | 04/08/26 | 3 | 2.5 | 1,728 |
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Assigned Schools
These are the assigned schools for 32 Pinewood Trail.
- John Winthrop Middle School
- 7-8
- Public
- 197 Students
4/10GreatSchools RatingParent Rating AverageI think bullying was the worst problem that happened during my time at JWMS. The adult authorities at the school had a difficult time understanding situations and that often made it worse. I'm also not stating that it was just the kids at the school who would bully but it was also teachers. I remember my 8th grade science teacher would verbally bully girls and pick on them, and it was always girls he was picking on. I was one of them. It didn't help that I had a counselor who couldn't care less if one of there students just jumped off a bridge. They could care less of there students well being, and the same goes with the principles. I honestly would recommend going to a different school, I mean unless you want your child to become depressed.Other Review8y ago - Valley Regional High School
- 9-12
- Public
- 429 Students
7/10GreatSchools RatingParent Rating AverageI enjoyed going to Valley. It is different as a parent I see things differently. However compared to other schools I would say Valley is above the rest.Parent Review7y ago - Deep River Elementary School
- PK-6
- Public
- 189 Students
7/10GreatSchools RatingParent Rating AverageOutstanding 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 Review13y ago 
Check out schools near 32 Pinewood Trail.
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.
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