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$1,199,999

  • For Sale
  • Active
  • Single Family
  • 9 Beds
  • 9 Full Baths
  • 4,982 Sq. Ft.
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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.

Full Property Details for 209 Main St

General

  • Price: $1,199,999
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24179935
  • Updated: 6/1/2026
  • Added to Site: 86 day(s) ago

Interior

  • Number of Rooms: 16
  • Fireplace: Yes
  • Number of Fireplaces: 6
  • Appliances: Electric Cooktop, Gas Range, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 9
  • Full Bathrooms: 9

Bedrooms

  • Total Bedrooms: 9
  • Primary Bedroom: Primary Bedroom - Balcony/Deck, Fireplace, Full Bath, Hardwood Floor, 19 x 17, Upper
  • Bedroom 1: Bedroom - Full Bath, Hardwood Floor, 13 x 15, Main
  • Bedroom 2: Bedroom - Balcony/Deck, Full Bath, Hardwood Floor, 14 x 12, Main
  • Bedroom 3: Bedroom - Full Bath, Hardwood Floor, 9 x 15, Main
  • Bedroom 4: Bedroom - Hardwood Floor, 12 x 12, Upper
  • Bedroom 5: Bedroom - Hardwood Floor, 12 x 8, Upper
  • Bedroom 6: Bedroom - Full Bath, Hardwood Floor, 13 x 15, Upper
  • Bedroom 7: Bedroom - Hardwood Floor, 14 x 10, Upper
  • Bedroom 8: Bedroom - Hardwood Floor, 19 x 14, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, Hardwood Floor, 19 x 11, Main
  • Family Room: Family Room - Fireplace, Hardwood Floor, 21 x 12, Main
  • Kitchen: Kitchen - Remodeled, Beams, Breakfast Bar, Quartz Counters, 12 x 11, Main
  • Dining Room: Dining Room - Hardwood Floor, 15 x 14, Main
  • Laundry: Lower Level
  • Other Room 1: Other - Hardwood Floor, 11 x 13, Upper
  • In-Law/Au Pair Suite: Yes

Exterior

  • Exterior Features: Porch-Wrap Around, Sidewalk, Shed, Porch, Wrap Around Deck, Gutters, Garden Area, Patio
  • Color: White

Parking

  • Total Spaces: 10
  • Parking: Driveway

Location

  • County: Middlesex
  • Driving Directions: GPS friendly.

School Information

  • Elementary School: Deep River
  • Middle School: Per Board of Ed
  • Intermediate School: Regional District 4
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: Split System, Window Unit
  • Heating Type: Hot Water, Natural Gas, Oil
  • Heating Fuel: Natural Gas, Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial, Antique
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full, Storage, Interior Access, Concrete Floor, Full With Hatchway
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 4,982
  • Above Ground: 4,982 Sq. Ft.
  • Year Built: 1845

Lot Features

  • Lot Size (Acres): 0.45
  • Driveway/Sidewalk: Crushed Stone
  • Zoning: VCD
  • Lot Description: Level Lot, Professionally Landscaped

Financial Considerations

  • Assessment Amount: $458,640
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 962263

Listed by William Pitt Sotheby's Int'l, Diane Devries

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Listing agent

— 209 Main St —

  • Diane Devries

    William Pitt Sotheby's Int'l

Agent Contact: (860) 204-7645 Office Contact: (203) 245-6700

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 209 Main St

School Districts:Regional High School District 04, Deep River School District
NameGradesDistance
Deep River Elementary School
12 River Street, Deep River, CT 06417
K-60.2 mi
John Winthrop Middle School
1 Winthrop Road, Deep River, CT 06417
7-81.7 mi
Valley Regional High School
256 Kelsey Hill Road, Deep River, CT 06417
9-121.2 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 209 Main St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/01/2026
Listed
$1,199,999
119.9%
MLS
7/24/2002
Sold
$545,700
—
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 209 Main St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$14,667
2%
$458,640
—
2023
$14,392
5%
$458,640
—
2023
$13,704
3%
$458,640
—
2022
$13,291
-1%
$458,640
1%
2021
$13,467
-2%
$455,280
-1%
2020
$13,767
2%
$459,060
—
2019
$13,506
—
$459,060
—
2018
$13,506
3%
$459,060
1%
2017
$13,138
5%
$454,300
—
2016
$12,507
11%
$454,300
6%
2015
$11,220
2%
$426,930
—
2014
$11,049
3%
$426,930
—
2011
$10,707
—
$426,930
—
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.

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with our affiliated lender
NMLS#: 1598647

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Listed by William Pitt Sotheby's Int'l, Diane Devries

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209 Main Street, Deep River, CT 06417 (MLS# 24179935) is a Single Family property with 9 bedrooms and 9 full bathrooms. 209 Main Street is currently listed for $1,199,999 and was received on June 01, 2026. Want to learn more about 209 Main Street? 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.

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