209 Main St

Deep River, CT 06417

$1,199,999
Price
9
Beds
4,982 Sq. Ft.
$241 / Sq. Ft.
4,982
Sq. Ft.
$241
per Sq. Ft.
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Welcome to Deep River! Enjoy your view from the wrap around porch on a cool summer day!
Classic New England Colonial Antique
Relax on your private stone patio in every season with a custom pergola and cozy firepit, surrounded by curated perennial gardens.
Blooming in every season!
The new kitchen!
12' Stone Rumford Firefplace
Sitting Room, or office on second level
Sitting Room on Second level
Master Suite on Second level
One of two balconies off of a bedroom
Coffee station at private entrance for AirBnB guests
Beautiful private yard
Hydrangeas Blooming all summer!
Side view, Parking area crushed stone
Front view of house and property
Main Floor
Second Floor
Partially Finished Third Level with Suite

Description

Quintessential New England living in the heart of Deep River. This exceptional Antique home was masterfully expanded in 1987, seamlessly doubling its size while capturing the essence of a classic Colonial-offering the space, flow, and functionality for today's living. The home's design celebrates period-inspired architecture including custom-milled woodwork, wide-plank pumpkin pine floors, and carefully selected reproduction details creating warmth and authenticity. Multiple living and dining spaces...Quintessential New England living in the heart of Deep River. This exceptional Antique home was masterfully expanded in 1987, seamlessly doubling its size while capturing the essence of a classic Colonial-offering the space, flow, and functionality for today's living. The home's design celebrates period-inspired architecture including custom-milled woodwork, wide-plank pumpkin pine floors, and carefully selected reproduction details creating warmth and authenticity. Multiple living and dining spaces unfold effortlessly, anchored by six fireplaces, including an impressive 12' natural stone Rumford. With seven spacious bedrooms-each with its own private bath-the home is uniquely suited for multi-generational living, hosting, or continued hospitality use. The third-floor suite offers a private retreat with a wood-burning fireplace, perfect for extended family or guests. A new kitchen addition further enhances flexibility, easily accommodating in-law living or private guest quarters. Curated perennial gardens, a white oak pergola, and a beautifully crafted stone terrace create a setting designed for gathering and relaxation. Enjoy evenings by the fire pit, surrounded by timeless landscape design. This property offers style, comfort and charm all amidst the local shops, restaurants, marinas, and nearby shoreline destinations-all within two hours of both NY and Boston. Previously, an Award-Winning Bed & Breakfast, and currently featuring two Airbnb guest suites with private access.
  1. Listed by Diane Devries • William Pitt Sotheby's Int'l
    P: (860)-204-7645 C: (860)-204-7645 ddevries@williampitt.com

Property Details for 209 Main Street

Basement Description
Full, Storage, Interior Access, Concrete Floor, Full With Hatchway
Direct Waterfront
No
Garages Number
0
Neighborhood
N/A
Style
Colonial, Antique
Garage Parking Info
Driveway
Swimming Pool
No
LISTING UPDATED: 06/01/2026 11:42 PM

Property Details for 209 Main Street

StatusActive
MLS #24179935
Days on Market3
Taxes$14,667 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1845
Lot Size0.45 AC / 19,602 SF
CountyMiddlesex County
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Location

Listing Courtesy of William Pitt Sotheby's Int'l, Diane Devries
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Building Information for 209 Main Street

Stories-Year Built1845Building Size-Lot Size0.45 AC / 19,602 SF

Payment Calculator

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$7,202 per month

30 year fixed, 6.36% Interest

Principal and Interest

$5,980

Property Taxes

$1,222

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 209 Main Street

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS friendly.
  • Elementary School: Deep River
  • High School: Per Board of Ed
  • Intermediate School: Regional District 4
  • Latitude: 41.38304
  • Longitude: -72.43464
  • Middle Jr High School: Per Board of Ed
  • Neighborhood Amenities: Commuter Bus, Golf Course, Library, Park
  • State: Connecticut
Parking
  • Parking Total Spaces: 10
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $14,667
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch-Wrap Around, Sidewalk, Shed, Porch, Wrap Around Deck, Gutters, Garden Area, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Electric Cooktop, Gas Range, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Finished, Walk-up
  • Cooling System: Split System, Window Unit
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 6
  • Laundry Room Info: Lower Level
  • Laundry Room Location: Basement
  • Rooms Total: 16
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace,Hardwood Floor
  • Room Length: 19.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 11.0
Room 2
  • Room Entry Order: 10
  • Room Features: Full Bath,Hardwood Floor
  • Room Length: 13.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 15.0
Room 3
  • Room Entry Order: 11
  • Room Features: Hardwood Floor
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 10.0
Room 4
  • Room Entry Order: 12
  • Room Features: Hardwood Floor
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 5
  • Listing Key: 5330529648F5CF45E063E201100A70B8
  • Room Entry Order: 13
  • Room Features: Hardwood Floor
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 8.0
Room 6
  • Room Entry Order: 14
  • Room Features: Hardwood Floor
  • Room Length: 19.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.0
Room 7
  • Room Entry Order: 15
  • Room Features: Fireplace,Hardwood Floor
  • Room Length: 19.0
  • Room Level: Upper
  • Room Type: Living Room
  • Room Width: 14.0
Room 8
  • Room Entry Order: 16
  • Room Features: Hardwood Floor
  • Room Length: 11.0
  • Room Level: Upper
  • Room Type: Other
  • Room Width: 13.0
Room 9
  • Listing Key: 5330529648F5CF45E063E201100A70B8
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 14.0
Room 10
  • Room Entry Order: 3
  • Room Features: Remodeled,Beams,Breakfast Bar,Quartz Counters
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 11.0
Room 11
  • Room Entry Order: 4
  • Room Features: Fireplace,Hardwood Floor
  • Room Length: 21.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 12.0
Room 12
  • Room Entry Order: 5
  • Room Features: Fireplace,Hardwood Floor
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 15.0
Room 13
  • Room Entry Order: 6
  • Room Features: Full Bath,Hardwood Floor
  • Room Length: 13.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 15.0
Room 14
  • Room Entry Order: 7
  • Room Features: Balcony/Deck,Full Bath,Hardwood Floor
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 12.0
Room 15
  • Room Entry Order: 8
  • Room Features: Full Bath,Hardwood Floor
  • Room Length: 9.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 15.0
Room 16
  • Room Entry Order: 9
  • Room Features: Balcony/Deck,Fireplace,Full Bath,Hardwood Floor
  • Room Length: 19.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 17.0
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Driveway Type: Crushed Stone
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete, Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1845
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: First Floor, Separate Entry
  • In Law Apartment: Yes
  • Living Area SQFT Per Public Records: 4982
Lot Information
  • Lot Description: Level Lot, Professionally Landscaped
  • Parcel Number: 962263
  • Sq Ft Est Heated Above Grade: 4982.0
  • Sq Ft Total: 4982.0
  • Zoning: VCD
Utilities
  • Heat Fuel Type: Natural Gas, Oil
  • Hot Water Description: Oil, Domestic
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 209 Main Street

DateEvent & SourcePriceAppreciation
Apr 19, 2017

Closed (Public Record)

Public Record #593946486

$660,000

-0.2% / yr

Mar 11, 2005

Closed (Public Record)

Public Record #156832185

$675,000

+8.4% / yr

Jul 24, 2002

Closed (Public Record)

Public Record #101709694

$545,700—
DateEvent & SourcePrice
04/19/2017

Closed (Public Record)

Public Record #593946486

$660,000

-0.2% / yr

03/11/2005

Closed (Public Record)

Public Record #156832185

$675,000

+8.4% / yr

07/24/2002

Closed (Public Record)

Public Record #101709694

$545,700

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 209 Main Street

Taxable ValueLand$91,910Additions$366,730Total$458,640
Tax Record2024$14,667 ($1,222 / month)
Home Facts
Baths9Total Finished SqFt4,982 SqFtAbove Grade Finished SqFt4,982 SqFtUnfinished Basement SqFt2,404 SqFtStories2Lot Size19,602 SqFtStyleMiscellaneous CommercialYear Built1845ZoningVCDCountyLOWER CONNECTICUT RIVERAPNDEEP M:57 L:150Fireplace TypeHas Fireplace

Schools near 209 Main Street

This home is within Regional School District 04.
Rating
School
Type
Grades
Distance
Deep River Elementary School
Public - PK to 6
John Winthrop Middle School
Public - 7 to 8
Valley Regional High School
Public - 9 to 12
Mt Saint John
Private - 9 to 12
Rating
School
Distance
Deep River Elementary School
PublicPK to 6

John Winthrop Middle School
Public7 to 8

Valley Regional High School
Public9 to 12

Mt Saint John
Private9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 209 Main Street, Deep River, CT 06417

209 Main Street is a single family home for sale in Deep River, CT 06417. This property was listed for sale on June 1, 2026 by William Pitt Sotheby's Int'l, it's currently listed at $1,199,999. It has been on the market for a total of 3 days and was last sold on April 19, 2017. This listing's school districts are Regional School District 04, Deep River School District. Nearby schools include Deep River Elementary School, John Winthrop Middle School and Valley Regional High School. 209 Main Street is a 9-bed, 9-bath, 4,982 sqft single family home built in 1845.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Diane Devries

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.