$1,199,999
9 Beds
9 Baths
4,982 sqft (on 0.45 acres)
209 Main Street, Deep River, CT 06417
Est. Mortgage $8,106/mo*
Get Pre-QualifiedHome Highlights
Parking
Open Parking
Outdoor
Porch, Patio
Price/Sqft
$241
Listed
87 days ago
Climate Control
Natural Gas, Hot Water & Ductless, Window Units
Local Information
- Map ViewExplore the area around 209 Main Street.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
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. 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.
Last check for updates: about 14 hours ago
Listing courtesy of Diane Devries, (860) 204-7645
William Pitt Sotheby's Int'l, (860) 204-7645
Source: Smart MLS, MLS#24179935
Also Listed on Smart MLS.
Home Details for 209 Main Street
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Interior Details Basement: Full,Storage Space,Interior Entry,ConcreteNumber of Rooms: 16Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Other |
Beds & Baths Number of Bedrooms: 9Number of Bathrooms: 9Number of Bathrooms (full): 9 |
Dimensions and Layout Living Area: 4982 Square Feet |
Appliances & Utilities Appliances: Electric Cooktop, Gas Range, Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Lower LevelMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Hot Water,Natural Gas,OilHas CoolingAir Conditioning: Ductless,Window Unit(s)Has HeatingHeating Fuel: Hot Water |
Fireplace & Spa Number of Fireplaces: 6Has a Fireplace |
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Exterior Home Features Roof: AsphaltPatio / Porch: Wrap Around, Porch, PatioOther Structures: Shed(s)Exterior: Sidewalk, Rain Gutters, GardenFoundation: Concrete Perimeter, StoneGardenNo Private Pool |
Parking & Garage No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 10Parking: Driveway |
Frontage Not on Waterfront |
Water & Sewer Sewer: Public Sewer |
Finished Area Finished Area (above surface): 4982 Square Feet |
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Days on Market: 87 |
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Year Built Year Built: 1845 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Antique |
Building Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 962263 |
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Price List Price: $1,199,999Price Per Sqft: $241 |
Status Change & Dates Possession Timing: Negotiable |
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MLS Status: Active |
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Direction & Address City: Deep River |
School Information Elementary School: Deep RiverJr High / Middle School: Per Board of Ed, Regional District 4High School: Per Board of Ed |
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Listing Agent Listing ID: 24179935 |
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Building Area Building Area: 4982 Square Feet |
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Community Features: Near Public Transport, Golf, Library, Park |
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No HOA |
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Lot Area: 0.45 acres |
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BasementMls Number: 24179935Attic: Finished, Walk-upAttribution Contact: (860) 204-7645Above Grade Unfinished Area: 4982 |
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Near Public TransportGolfLibraryPark |
Around this home
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about Deep River Center
At least 10 Trulia users voted on each feature.
100 % Say it's dog friendly
94 % Say there's wildlife
94 % Say car is needed
86 % Say it's walkable to grocery stores
85 % Say yards are well-kept
84 % Say it's walkable to restaurants
82 % Say streets are well-lit
80 % Say parking is easy
76 % Say kids play outside
75 % Say people would walk alone at night
75 % Say there's holiday spirit
73 % Say there are sidewalks
72 % Say neighbors are friendly
60 % Say they plan to stay for at least 5 years
42 % Say there are community events
36 % Say it's quiet
Sourced by Trulia users. Learn more about our methodology.
Market trends in Deep River
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
20
1MoM
Home Value
Trulia Estimate
$1.21MSince last month
Decreased$2K (-0.2%)Since last year
Increased$68K (+6%)Since last sale
Increased$665K (+121.9%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +55% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $1.21M |
| July 2026 | $1.21M |
| June 2026 | $1.23M |
| February 2026 | $1.09M |
2025 | |
2024 | |
2023 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.17 | Single-Family Home | $454,000 | 12/02/25 | 5 | 4 | 2,935 | |
0.17 | Single-Family Home | $426,000 | 04/16/26 | 3 | 1.5 | 2,012 | |
0.61 | Single-Family Home | $460,000 | 08/29/25 | 4 | 3 | 2,232 | |
0.17 | Single-Family Home | $407,000 | 11/24/25 | 2 | 1.5 | 1,440 | |
0.45 | Single-Family Home | $421,000 | 12/19/25 | 4 | 1.5 | 1,878 | |
0.40 | Single-Family Home | $415,000 | 07/24/26 | 4 | 1.5 | 1,080 | |
0.60 | Single-Family Home | $393,000 | 03/17/26 | 4 | 1.5 | 1,688 | |
0.40 | Single-Family Home | $393,000 | 11/21/25 | 3 | 2 | 1,352 | |
0.63 | Single-Family Home | $495,000 | 03/03/26 | 3 | 2.5 | 2,018 | |
0.79 | Single-Family Home | $563,500 | 06/15/26 | 4 | 1.5 | 1,241 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.04 | $538,100 | 4 | 2 | 1,820 | Off Market | |
0.06 | $667,400 | 4 | 2 | 3,900 | Off Market | |
0.12 | - | 2 | 1.5 | 1,479 | Off Market | |
0.16 | $684,900 | 4 | 2.5 | 2,126 | For Sale | |
0.17 | $454,000 | 5 | 4 | 2,935 | Recently Sold | |
0.17 | $426,000 | 3 | 1.5 | 2,012 | Recently Sold | |
0.17 | $407,000 | 2 | 1.5 | 1,440 | Recently Sold | |
0.21 | $795,000 | 6 | 3 | 4,184 | For Sale | |
0.20 | $399,900 | 3 | 1 | 1,104 | For Sale | |
0.25 | $559,800 | 3 | 2 | 2,008 | Off Market | |
0.26 | - | 3 | 2 | 2,089 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jun 1, 2026 Source: Smart MLS #24179935 | Listed For Sale | $1,199,999 |
Jun 1, 2026 Source: Smart MLS #24136051 | ListingRemoved | $1,199,999 |
Oct 30, 2025 Source: Smart MLS #24136051 | Listed For Sale | $1,199,999 |
Jul 21, 2022 Source: Smart MLS #170421090 | ListingRemoved | |
Jul 21, 2021 Source: Smart MLS #170421090 | Listed For Sale | $950,000 |
Jul 21, 2021 Source: Smart MLS #170318466 | ListingRemoved | |
Jul 23, 2020 Source: Agent Provided | Listed For Sale | $950,000 |
Jan 25, 2016 Source: Agent Provided | ListingRemoved | $798,000 |
Jul 23, 2015 Source: Agent Provided | Listed For Sale | $798,000 |
Jan 1, 2013 Source: Agent Provided | ListingRemoved | $899,000 |
Aug 20, 2012 Source: Agent Provided | Listed For Sale | $899,000 |
Jul 23, 2002 Source: Smart MLS #M9067245 | Sold | $545,700 |
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Diane Devries, William Pitt Sotheby's Int'l, (860) 204-7645
Agent Phone: (860) 204-7645
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
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Frequently asked questions about 209 Main Street
- What is the estimated monthly payment for 209 Main Street?Based on a $1,199,999 list price with 20% down at today's rates, the estimated monthly payment for 209 Main Street in Deep River, CT is approximately $8,228 (about $6,253 principal & interest, $1,900 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What do residents say about the Deep River Center neighborhood?Residents describe the Deep River Center neighborhood in Deep River, CT as dog-friendly, walkable to grocery stores, and well-kept. See homes for sale in Deep River Center, Deep River.
- What are the closest schools to 209 Main Street?The closest schools to 209 Main Street in Deep River, CT are Deep River Elementary School (Pre-K, rated 7/10), John Winthrop Middle School (rated 4/10), Valley Regional High School (rated 7/10).
- What is 209 Main Street estimated to be worth?Trulia's estimated value for 209 Main Street in Deep River, CT is $1,213,600.
- Does 209 Main Street have air conditioning?Yes, 209 Main Street in Deep River, CT has air conditioning.
- Does 209 Main Street have laundry facilities?Yes, 209 Main Street in Deep River, CT has in-unit laundry.
209 Main Street, Deep River, CT 06417 is a 9 bedroom, 9 bathroom, 4,982 sqft single-family home built in 1845. 209 Main Street is located in Deep River Center, Deep River. This property is currently available for sale and was listed by Smart MLS on Jun 1, 2026. The MLS # for this home is MLS# 24179935.