Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$685,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,403 Sq. Ft.
  • Updated 2 days ago

Next open house:

Open House: 1:00 PM - 3:00 PM

Saturday 10/24 1:00 PM - 3:00 PM

2 Pinewood Trail,Deep River, CT 06417

2 Pinewood TrailDeep RiverCT06417

Get directions
See This Home
Save This Home
See This Home
Save This Home
Discover this dramatic modern Cape-style living in this beautifully appointed 3-bedroom, 3-bath home nestled in the scenic Connecticut River Valley. Set on a peaceful dead-end street, with your own private pond, this exceptional property blends contemporary design, inviting spaces, and picturesque natural surroundings. Hardwood floors and a soaring cathedral ceiling create an impressive, open first-floor living area centered around a cozy fireplace. The modern kitchen features stainless steel appliances and flows seamlessly into the main living and entertaining spaces. A desirable first-floor primary suite offers comfort and convenience, while two additional bedrooms on the upper floor provide flexible accommodations for family, guests, or a home office. The fully finished lower level expands your living space with an above-grade walkout, creating the perfect setting for recreation, relaxation, or entertaining. Step outside to enjoy professionally landscaped grounds and the inviting outdoor firepit-ideal for gathering with friends or unwinding under the stars. A two-car garage adds everyday convenience and storage. Enjoy the serenity of a beautiful natural setting and experience the best of Historic Connecticut River Valley!

Full Property Details for 2 Pinewood Trail

General

  • Price: $685,000
  • Taxes: (July 2026-June 2027)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24212188
  • Updated: 10/19/2026
  • Added to Site: 2 day(s) ago

Interior

  • Number of Rooms: 6
  • Interior Features: Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Balcony/Deck, Full Bath, Walk-In Closet, 14 x 13, Main
  • Bedroom 1: Bedroom, 12 x 11, Upper
  • Bedroom 2: Bedroom, 12 x 12, Upper

Other Rooms

  • Living Room: Living Room - Cathedral Ceiling, Combination Liv/Din Rm, Fireplace, 22 x 14, Main
  • Family Room: Family Room - Half Bath, Lower
  • Kitchen: Kitchen - Quartz Counters, Hardwood Floor, 13 x 10, Main
  • Dining Room: Dining Room, 17 x 10, Main
  • Laundry: Main Level

Exterior

  • Exterior Features: Deck, Gutters

Location

  • County: Middlesex
  • Neighborhood: Winthrop
  • Driving Directions: Winthrop Rd and Pinewood Trail

School Information

  • Elementary School: Deep River
  • High School: Valley

Community

  • Community Name: Winthrop

Heating & Cooling

  • Cooling Type: Window Unit
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Electric, 40 Gallon Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Cape Cod
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full, Heated, Sump Pump, Fully Finished, Interior Access, Walk-out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,403
  • Above Ground: 1,646 Sq. Ft.
  • Below Ground: 757 Sq. Ft.
  • Year Built: 1990

Lot Features

  • Lot Size (Acres): 1.96
  • Zoning: R80
  • Lot Description: Professionally Landscaped, Water View, Open Lot

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Pond

Financial Considerations

  • Assessment Amount: $422,940
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Property ID: 961149

Listed by Berkshire Hathaway NE Prop., Angela Ruel

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 2 Pinewood Trail —

  • Angela Ruel

    Berkshire Hathaway NE Prop.

Agent Contact: (860) 575-0754 Office Contact: (860) 388-3411

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 2 Pinewood Trail

School Districts:Deep River School District, Regional High School District 04
NameGradesDistance
Deep River Elementary School
12 River Street, Deep River, CT 06417
K-63 mi
John Winthrop Middle School
1 Winthrop Road, Deep River, CT 06417
7-81.5 mi
Valley Regional High School
256 Kelsey Hill Road, Deep River, CT 06417
9-121.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2 Pinewood Trail Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/19/2026
Listed
$685,000
11.38%
MLS
3/05/2024
Sold
$615,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2 Pinewood Trail

Year
Property Taxes
Change
Tax Assessment
Change
2024
$7,761
12%
$242,690
10%
2023
$6,924
5%
$220,640
—
2023
$6,593
14%
$220,640
10%
2022
$5,794
-1%
$199,920
1%
2021
$5,866
—
$198,310
2%
2020
$5,840
2%
$194,740
—
2019
$5,729
2%
$194,740
2%
2018
$5,600
2%
$190,330
—
2017
$5,504
5%
$190,330
—
2016
$5,240
-4%
$190,330
-9%
2015
$5,484
2%
$208,670
—
2014
$5,400
3%
$208,670
—
2011
$5,233
—
$208,670
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 2 Pinewood Trail

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Berkshire Hathaway NE Prop., Angela Ruel

Similar Properties near 2 Pinewood Trail

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

103 Bushy Hill Rd, Deep River, CT 06417 - Photo 1 Price Reduced
-$69,100 (-8.99%)
$699,900

103 Bushy Hill Rd  Deep River, CT 06417

  • Single Family
  • Active
  • Updated 16 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,716
    Sq. Ft.
Listed by Better Homes and Gardens Real Estate Executive Real Estate
32 Tower Hill Lake Rd, Deep River, CT 06417 - Photo 1 Just Listed
$650,000

32 Tower Hill Lake Rd  Deep River, CT 06417

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,881
    Sq. Ft.
Listed by Re/Max Valley Shore
275 W Main St, Chester, CT 06412 - Photo 1
$715,000

275 W Main St  Chester, CT 06412

  • Single Family
  • Active
  • Updated 8 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,706
    Sq. Ft.
Listed by Nancy Bullis (203) 856-9060
42 Straits Rd, Chester, CT 06412 - Photo 1
$699,000

42 Straits Rd  Chester, CT 06412

  • Single Family
  • Active
  • Updated 11 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,882
    Sq. Ft.
Listed by Great Estates, CT

Just Listed near 2 Pinewood Trail

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

40 Castle View Dr, Chester, CT 06412 - Photo 1 Just Listed
$379,900

40 Castle View Dr  Chester, CT 06412

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,142
    Sq. Ft.
Listed by Re/Max Valley Shore
173 W Main St, Chester, CT 06412 - Photo 1 Just Listed
$289,000
Open House

173 W Main St  Chester, CT 06412

  • Mobile Home
  • Active
  • Updated 5 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 1,392
    Sq. Ft.
Listed by iHeart Homes Real Estate LLC
20 Comstock Ave, Essex, CT 06442 - Photo 1 Just Listed
$250,000

20 Comstock Ave  #4B  Essex, CT 06442

  • Townhouse
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 828
    Sq. Ft.
Listed by Kyle Hinding (860) 857-4219 and Peg Mitchel (860) 391-1701
19 Riverview St, Essex, CT 06426 - Photo 1 Just Listed
$5,500,000

19 Riverview St  Essex, CT 06426

  • Single Family
  • Active
  • Updated 15 hours ago
  • 3
    Beds
  • 5
    Total Baths
  • 6,152
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l

Price Reduced near 2 Pinewood Trail

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

Westbrook Rd, Essex, CT 06426 - Photo 1 Price Reduced
-$320,000 (-15.09%)
$1,800,000

Westbrook Rd  Essex, CT 06426

  • Land Residential
  • Active
  • Updated 21 hours ago
  • 20.82
    Acres
Listed by William Pitt Sotheby's Int'l
50 Pond Meadow Rd, Essex, CT 06442 - Photo 1 Price Reduced
-$8,000 (-1.86%)
$421,900

50 Pond Meadow Rd  Essex, CT 06442

  • Single Family
  • Active
  • Updated 4 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 944
    Sq. Ft.
Listed by Re/Max Valley Shore
5 Northwinds Dr, Essex, CT 06442 - Photo 1 Price Reduced
-$26,000 (-4.16%)
$599,000
Open House

5 Northwinds Dr  Essex, CT 06442

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,314
    Sq. Ft.
Listed by Compass Connecticut, LLC
Westbrook Rd, Essex, CT 06426 - Photo 1 Price Reduced
-$550,000 (-16.18%)
$2,850,000

Westbrook Rd  Essex, CT 06426

  • Land Residential
  • Active
  • Updated 4 days ago
  • 33.02
    Acres
Listed by William Pitt Sotheby's Int'l

Recent Sales near 2 Pinewood Trail

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

41 Glen Grove Rd, Deep River, CT 06417 - Photo 1 Sold
$610,000

41 Glen Grove Rd  Deep River, CT 06417

  • Single Family
  • Closed
  • Updated 5 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,861
    Sq. Ft.
Listed by William Raveis Real Estate
Sold by William Raveis Real Estate
112 Cedar Swamp Rd, Deep River, CT 06417 - Photo 1 Sold
$605,000

112 Cedar Swamp Rd  Deep River, CT 06417

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,969
    Sq. Ft.
Listed by Compass Connecticut, LLC
Sold by William Raveis Real Estate
497 Winthrop Rd, Deep River, CT 06417 - Photo 1 Sold
$640,000

497 Winthrop Rd  Deep River, CT 06417

  • Commercial
  • Closed
Listed by Century 21 AllPoints Realty
Sold by William Raveis Real Estate
56 Shailer Pond Rd, Deep River, CT 06417 - Photo 1 Sold
$730,000

56 Shailer Pond Rd  Deep River, CT 06417

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,848
    Sq. Ft.
Listed by William Raveis Real Estate
Sold by eXp Realty

2 Pinewood Trail, Deep River, CT 06417 (MLS# 24212188) is a Single Family property with 3 bedrooms, 3 full bathrooms and 1 partial bathroom. 2 Pinewood Trail is currently listed for $685,000 and was received on October 19, 2026. Want to learn more about 2 Pinewood Trail? Do you have questions about finding other Single Family real estate for sale in Deep River? You can browse all Deep River real estate or contact a Coldwell Banker agent to request more information.

Tour this property