18

Deep River, CT Homes for Sale

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  • /37

    $1,350,000

    • 7 Beds
    • 6 Baths
    • 3,787 Sq Ft

    87 Main St, Deep River, CT 06417

    VC Property Group is proud to present a two-parcel assemblage in Deep River, Connecticut, offering stabilized mixed-use income with residential value and land optionality. The assemblage includes: 87 Main Street - a parcel improved with: a Newer Construction Single Family Residence and a 5-unit mixed-use building (four residential apartments and one retail unit) 55 Prospect Street - a contiguous

    Agent Photo

    Anthony Velez

    VC Property Group, LLC

    (860) 579-1057

    87 Main St, Deep River, CT 06417
  • /5

    $294,900 Coming Soon

    • 2 Beds
    • 2 Baths
    • 1,266 Sq Ft

    92 Main St Unit 202, Deep River, CT 06417

    Located in the iconic Piano Works Factory, this condo offers easy access from the main street entrance while placing you right in the heart of Deep River's lively village center. Although this is Unit #202, it is actually on the main floor & located just steps from the building's Main St entrance, making daily access simple & convenient. Step into a unique blend of historic charm & modern comfort

    Agent Photo

    Joan Casey

    RE/MAX Legends

    (860) 750-9368

    92 Main St Unit 202, Deep River, CT 06417
  • /8

    $35,000

    • Land
    • 0.83 Acre
    • $42,169 per Acre

    33 Castle Heights, Deep River, CT 06417

    Discover the perfect canvas for your dream home at 33 Castle Heights Dr, Deep River. This expansive 36,000 sq ft lot brings a rare opportunity to build in a prime location, conveniently situated near downtown. With an approved septic plan, you can seamlessly bring your vision to life. Bring your builder and explore the possibilities of this exceptional property. Don't miss out on this prime piece

    Agent Photo

    Nick Prevost

    William Raveis Real Estate

    (860) 846-4443

    33 Castle Heights, Deep River, CT 06417
  • /29

    $739,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,564 Sq Ft

    794 Route 148, Killingworth, CT 06419

    Completed new construction set on 1.4 acres in Killingworth, this beautifully crafted Colonial offers 4 bedrooms and 2.5 bathrooms, including a spacious primary suite with a walk-in closet and full bath. Designed with modern living in mind, the open-concept floor plan seamlessly connects the main living spaces, creating a warm and inviting atmosphere ideal for both everyday living and

    Agent Photo

    Dana Weinstein

    Coldwell Banker Realty

    (860) 615-3927

    794 Route 148, Killingworth, CT 06419
  • /38

    $340,000

    • 4 Beds
    • 1 Bath
    • 1,756 Sq Ft

    30 Chestnut Hill Rd, Killingworth, CT 06419

    ** A Unique Opportunity at 30 Chestnut Hill Road, Killingworth** Step into a piece of history with this charming antique home, circa 1820-now available from a seasoned preservationist and architect with decades of experience restoring historic homes and barns. This property has already undergone critical structural repairs and has a watertight roof, setting the stage for the next phase of

    Nutan Pawar DreamHomes Realty LLC

    30 Chestnut Hill Rd, Killingworth, CT 06419
  • /10

    $365,000

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft

    8 Prospect Hill, Deep River, CT 06417

    This home possesses structural integrity and endless potential. Many updates including new boiler in 2024, roof, garage doors front and back, new appliances include sink and countertop. Originally had a 3rd bedroom and wall could be put back up if interested in adding back. Short walking distance to charming downtown Deep River and 3/4 mile to the gorgeous CT river. Only 2 hours from NYC. Whether

    Craig Milton Re/Max Valley Shore

    8 Prospect Hill, Deep River, CT 06417
  • /30

    $180,000 Open Sun 12PM - 2PM

    • 1 Bed
    • 1 Bath
    • 754 Sq Ft

    21 Mill Pond Ln Unit E, Durham, CT 06422

    Tucked along a quiet stretch of Mill Pond Lane in Durham, this inviting home in a 62+ community offers a blend of privacy, charm, and convenience. Set in a peaceful, natural setting, it provides a relaxed lifestyle while remaining close to local amenities and commuter routes. Inside, the home features a functional layout with bright, comfortable spaces ideal for everyday living and entertaining.

    Christina Bates Coldwell Banker Realty

    21 Mill Pond Ln Unit E, Durham, CT 06422
  • /37

    $549,300 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,887 Sq Ft

    57 Witch Hazel Dr, Deep River, CT 06417

    Charming 3 bedroom, 2.5 bath, move in ready Cape situated on a level lot in well-established neighborhood. Quiet and secluded from the street by mature trees, shrubs, and plantings, this home has lovely, picturesque New England curb appeal. The home boasts charming living areas on the main level including an open kitchen and family room with a welcoming wood burning fireplace. There is hardwood

    Kris Cole Waterhouse Realty LLC

    57 Witch Hazel Dr, Deep River, CT 06417
  • /2

    $84,900

    • Land
    • 2.7 Acres
    • $31,444 per Acre

    115 Hemlock Dr, Killingworth, CT 06419

    2.7 Acre Lot located on the corner of Hemlock Drive + Route 80. Not far from the circle and Chatfield Hollow. Previously approved for a 2-3 Bedroom home. Test hole data and previous house plan available.

    Craig Milton Re/Max Valley Shore

    115 Hemlock Dr, Killingworth, CT 06419
  • /31

    $999,500 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,476 Sq Ft

    559 Route 81, Killingworth, CT 06419

    Contractors and hobbyists take note of this incredible opportunity in Killingworth! This adorable, gabled Cape is set back on a spectacular 2.3 acre lot and features two large accessory barns offering unparalleled storage, workshop, or home business possibilities. The wood-sided main home boasts 3 bedrooms, 2.5 baths, and an attached 2-car garage. Inside, this freshly painted, delightful 1937

    Tina Rupp William Pitt Sotheby's Int'l

    559 Route 81, Killingworth, CT 06419
  • /11

    $259,900

    • Land
    • 2.66 Acres
    • $97,707 per Acre

    262 Connecticut 81, Killingworth, CT 06419

    Discover the perfect setting to build your dream home on this exceptional 2.66-acre parcel, ideally situated for both privacy and convenience. Tucked away from the road, this lot offers complete seclusion while being just minutes from local amenities and attractions, this property is truly turnkey for those looking to design and construct a custom residence. Over $100,000 has already been

    Gene Pica RE/MAX Alliance

    262 Connecticut 81, Killingworth, CT 06419
  • /25

    $290,000

    • 2 Beds
    • 2 Baths
    • 1,094 Sq Ft

    92 Main St Unit 206, Deep River, CT 06417

    Historic Charm Meets Modern Luxury at The Piano Works building. Once the heart of the 19th-century ivory industry, the iconic Piano Works building-now featured on the National Register of Historic Places is home to this stunning, move-in-ready townhouse. This 2 bedroom, 2-bathroom townhouse condominium perfectly balances industrial heritage with 2025 luxury. Inside, you'll find stunning exposed

    Jill Pilgrim William Pitt Sotheby's Int'l

    92 Main St Unit 206, Deep River, CT 06417
  • /24

    $1,700,000

    • 13 Beds
    • 8 Baths
    • 7,641 Sq Ft

    170 Main St, Deep River, CT 06417

    Exciting investment package in the heart of downtown Deep River! This rare offering includes two nicely renovated multifamily/mixed-use buildings plus a well-established laundromat business, all conveyed together in one sale. 170 Main Street sits on a beautiful corner lot and features a turnkey 5-unit multifamily property with a unit mix of (2) two-bedroom units and (3) one-bedroom units. All

    Amanda Sheehan Oxford Realty

    170 Main St, Deep River, CT 06417
  • /40

    $1,199,999

    • 9 Beds
    • 9 Baths
    • 4,982 Sq Ft

    209 Main St, Deep River, CT 06417

    Experience the timeless beauty of New England living! This meticulously restored 1854 Colonial blends historic charm with modern comfort in the heart of Deep River. Every detail has been thoughtfully preserved or reimagined-from the gleaming pumpkin pine wide-plank floors and custom-milled woodwork to carefully selected reproduction hardware that speaks to its heritage. Six fireplaces grace the

    Diane Devries William Pitt Sotheby's Int'l

    209 Main St, Deep River, CT 06417
  • /14

    $220,000

    • 2 Beds
    • 1 Bath
    • 884 Sq Ft

    113 Union St Unit Z, Deep River, CT 06417

    FOR SALE: Deep River Condo This remodeled first-floor 2-bedroom condo is quietly located at Village Knoll near the village of Deep River. The unit features a spacious living room with dining area open to a updated galley kitchen. The primary bedroom includes a slider to a private covered deck. A second bedroom and remodeled full bath complete the layout. Shared laundry is on site. Well maintained

    Kevin Kennedy Kennedy Real Estate Solutions

    113 Union St Unit Z, Deep River, CT 06417
  • /13

    $599,999

    • 3 Beds
    • 2 Baths
    • 1,143 Sq Ft

    179 Route 81, Killingworth, CT 06419

    DO NOT ENTER PRIVATE DRIVE - AGENT MUST accompany You - Private drive brings you to 2.9 beautiful acres. House is being sold AS IS, but the value is in the land. The property includes a raised ranch house, a two car garage and another out building, a wonderful pond with bridge. Location very convenient to Route 81.

    John Izzo William Raveis Real Estate

    179 Route 81, Killingworth, CT 06419
  • /16

    $2,200,000

    • Land
    • 30 Acres
    • $73,333 per Acre

    134 Meadow Woods Rd, Deep River, CT 06417

    *SUBDIVISION IN PROGRESS* Incredible development opportunity in Deep River, CT-30 sprawling acres overlooking the scenic Connecticut River. With access from three main roads and the potential for up to 7 approved lots (per town guidance), this property offers a rare chance for an experienced developer to bring a vision to life. A house currently sits on the land and will convey in as-is

    Nicholas Burrus Santana Realty Group LLC

    134 Meadow Woods Rd, Deep River, CT 06417
  • /40

    $6,500,000

    • 5 Beds
    • 7 Baths
    • 7,697 Sq Ft

    252 River Rd, Deep River, CT 06417

    A WORLD-CLASS PRIVATE ESTATE SET ON 9.31 GATED ACRES. Nestled behind a private gated entry, this extraordinary CT River Valley estate is a rare luxury compound of architectural distinction, solitude, & resort-caliber amenities. Thoughtfully composed across 5 distinct structures, the property blends modern luxury, European influences, & timeless craftsmanship amid curated landscapes, stone

    Kiara Rusconi William Raveis Real Estate

    252 River Rd, Deep River, CT 06417

Why Live in Deep River

Deep River, CT is a small New England town with just over 1,000 homes, situated along the Connecticut River. Known for its community-centered atmosphere, residents often encounter familiar faces while enjoying local parks and businesses. The downtown district, Deep River Center, features beloved establishments like the Whistle Stop Café and The Nest Coffee House, a nonprofit employing adults with developmental challenges. High Nine Brewing offers a popular patio for socializing, while Bennett Books provides a community refrigerator for those in need. Housing options range from antique Colonials with modern updates near downtown to newer raised ranches and Cape Cods further out, with prices between $250,000 and $650,000 for single-family homes and $100,000 to $275,000 for condos. Deep River Elementary and Valley Regional High are highly rated schools, contributing to the town's appeal for families. The annual Ancient Deep River Muster Parade and summer farmers market are notable events, adding to the list of things to do. Outdoor enthusiasts can explore Canfield Woods' 300-acre nature preserve or enjoy facilities at Devitt Field and Plattwood Park. The Deep River Marina offers amenities for boating enthusiasts. River Valley Transit provides transportation services, and major cities like New Haven and Hartford are within a 35-mile drive. Potential homebuyers should consider flood insurance due to the town's low-lying areas and proximity to the river.

Frequently Asked Questions

What is the average home price in Deep River, CT?
Homes for sale in Deep River, CT have an average home price of $600,260.
Are home prices dropping in Deep River?
Yes, home prices in Deep River are down 11% in the last 12 months.
How many homes have sold over the last 12 months in Deep River, CT?
46 homes have sold in Deep River, CT over the last 12 months.
What are the most popular zip codes in Deep River, CT?
The most popular zip codes in Deep River, CT include 06417, 06442, 06412, 06426 and 06371.
How much do you need to make to afford a house in Deep River?
The median home price in Deep River is $425,000. If you put a 20% down payment of $85,000 and had a 30-year fixed mortgage with an interest rate of 6.37%, your estimated principal and interest payment would be $2,120 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $91K a year to afford the median home price in Deep River. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Deep River, CT?
Deep River, CT has highly rated public and private schools. Some of the best schools in Deep River based on Niche Grades are Lyme-Old Lyme High School, Lyme-Old Lyme Middle School and Haddam-Killingworth High School. Browse all the schools in Deep River, CT to learn more.

Home Trends in Deep River, CT

Housing Trends

Median Sale Price
$420,294
Median Single Family Sale Price
$483,625
Median Townhouse Sale Price
$220,000
Median 2 Bedroom Sale Price
$220,000
Average Price Per Sq Ft
$287
Number of Homes for Sale
7
Last 12 months Home Sales
46
Months of Supply
1.80
Median List Price
$425,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-7%
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