$1,199,999

209 Main St Deep River, CT 06417

Estimated payment $7,729/month

9 Beds
9 Baths
4,982 Sq Ft
$241 Price per Sq Ft

Highlights

  • Colonial Architecture
  • Property is near golf course and public transit
  • Attic
  • Valley Regional High School Rated A-
  • Finished Attic
  • 6 Fireplaces

About This Home

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.

Listing Agent

Diane Devries

William Pitt Sotheby's Int'l Brokerage Phone: (860) 204-7645 License #RES.0808208 Listed on: 06/01/2026

William Pitt Sotheby's Int'l

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $14,667

Year Built

  • Built in 1845

Lot Details

  • 19,602 Sq Ft Lot
  • Garden
  • Property is zoned VCD

Home Design

  • Colonial Architecture
  • Antique Architecture
  • Concrete Foundation
  • Stone Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Clap Board Siding

Interior Spaces

  • 4,982 Sq Ft Home
  • 6 Fireplaces
  • Concrete Flooring

Kitchen

  • Built-In Oven
  • Gas Range
  • Microwave
  • Dishwasher

Bedrooms and Bathrooms

  • 9 Bedrooms
  • 9 Full Bathrooms

Laundry

  • Dryer
  • Washer

Attic

  • Walkup Attic
  • Finished Attic

Basement

  • Basement Fills Entire Space Under The House
  • Interior Basement Entry
  • Laundry in Basement
  • Basement Storage

Parking

  • 10 Parking Spaces
  • Driveway

Outdoor Features

  • Wrap Around Balcony
  • Patio
  • Shed
  • Rain Gutters
  • Wrap Around Porch

Location

  • Property is near golf course and public transit

Schools

  • Deep River Elementary School
  • Regional District 4 Middle School

Utilities

  • Window Unit Cooling System
  • Split Air Conditioning
  • Hot Water Heating System
  • Heating System Uses Natural Gas
  • Heating System Uses Oil
  • Hot Water Circulator
  • Oil Water Heater
  • Fuel Tank Located in Basement

Listing and Financial Details

  • Assessor Parcel Number 962263

Home Details

Home Type

Single Family

Est. Annual Taxes

$14,667

Year Built

Built in 1845

Lot Details

0.45 Acres

Listing Details

  • Neighborhood: N/A
  • Property Type: Single Family For Sale
  • Style: Colonial, Antique
  • Sq Ft Est Heated Above Grade: 4982
  • Total Sq Ft: 4982
  • Year Built: 1845
  • New Construction: No/Resale
  • Nearby Amenities: Commuter Bus, Golf Course, Library, Park
  • In Law Access: FIRST,ENTRY
  • Remarks Public Addendum: The property remains ideally configured for a return to hospitality or continued income-producing use. This is a rare opportunity to own a thoughtfully expanded and highly functional Antique and Reproduction Colonial-where historic inspiration meets modern livability.
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Directions: GPS friendly.
  • In Law Apartment: Yes
  • Street Type: Street
  • Office Attribution Contact: (203) 245-6700
  • Reserve Prospect: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 9
  • Total Bathrooms: 9
  • Full Bathrooms: 9
  • Fireplaces: 6
  • Attic Description: Finished, Walk-up
  • Basement Description: Full, Storage, Interior Access, Concrete Floor, Full With Hatchway
  • Appliances: Electric Cooktop, Gas Range, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Laundry Room Location: Basement
  • Laundry Room Info: Lower Level
  • Attic: Yes

Exterior Features

  • Exterior Features: Porch-Wrap Around, Sidewalk, Shed, Porch, Wrap Around Deck, Gutters, Garden Area, Patio
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete, Stone
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: No
  • Construction Description: Frame

Garage/Parking

  • Driveway Type: Crushed Stone
  • Total Parking Spaces: 10
  • Garage And Parking: Driveway

Utilities

  • Cooling System: Split System, Window Unit
  • Heat Type: Hot Water
  • Heat Fuel Type: Natural Gas, Oil
  • Fuel Tank Location: In Basement
  • Hot Water Description: Oil, Domestic
  • Water Source: Public Water Connected
  • Sewer: Public Sewer Connected

Schools

  • Intermediate School: Regional District 4

Lot Info

  • Acres: 0.45
  • Lot Description: Level Lot Professionally Landscaped
  • Zoning: VCD
  • Parcel #: 962263

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 14667

MLS Schools

  • Elementary School: Deep River
  • Middle Jr High School: Per Board of Ed
  • High School: Per Board of Ed

Map

Range of Values:

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Value Increase
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $14,667 $458,640 $91,910 $366,730
2024 $14,392 $458,640 $91,910 $366,730
2023 $13,704 $458,640 $91,910 $366,730
2022 $13,291 $458,640 $91,910 $366,730
2021 $13,467 $455,280 $91,910 $363,370
2020 $13,767 $459,060 $68,390 $390,670
2019 $13,506 $459,060 $68,390 $390,670
2018 $13,506 $459,060 $68,390 $390,670
2017 $13,138 $454,300 $68,390 $385,910
2016 $12,507 $454,300 $68,390 $385,910
2015 $11,220 $426,930 $79,240 $347,690
2014 $11,049 $426,930 $79,240 $347,690
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
06/01/2026 06/01/26 For Sale $1,199,999 -- $241 / Sq Ft
Source: SmartMLS

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Quit Claim Deed -- None Available
Quit Claim Deed -- None Available
Warranty Deed $660,000 --
Warranty Deed $660,000 --
Warranty Deed $675,000 --
Warranty Deed $675,000 --
Warranty Deed $545,700 --
Warranty Deed $545,700 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Open $457,000 New Conventional
Closed $457,000 Stand Alone Refi Refinance Of Original Loan
Previous Owner $330,000 Commercial
Previous Owner $375,000 Commercial
Source: Public Records

Source: SmartMLS

MLS Number: 24179935

SmartMLS

APN: DEEP-000057-000000-000150

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