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Deep River, CT Homes for Sale

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  • /40

    $600,000

    • 3 Beds
    • 2.5 Baths
    • 2,386 Sq Ft

    1 Tower Hill Rd, Killingworth, CT 06419

    This is not your typical colonial! Set on 3.3 acres bordering state forest, this home offers both privacy and versatility. The recently remodeled eat-in kitchen is the heart of the home, while the family room-featuring skylights, a bow window perfect for plants or pets, and a wood-burning fireplace with insert-creates a warm and inviting space. The first floor also includes a formal living room,

    Agent Photo

    Michelle MacNeil

    William Raveis Real Estate

    (860) 553-9746

    1 Tower Hill Rd, Killingworth, CT 06419
  • /39

    $2,750,000

    • 10 Beds
    • 8.5 Baths
    • 6,588 Sq Ft

    10 & 12 Firetower Rd, Killingworth, CT 06419

    Turn into the driveway and the stunning surroundings will melt your stress away. A rare find of two properties on 20+ acres of exquisite grounds bordered by Chatfield Hollow Park and includes a private residence, caretaker's dwelling, and a cabin that feels like you're miles away in a wilderness lodge. The primary residence, a 5 bedroom, 3 bath mid-century modern with an infinity-edge pool that

    Agent Photo

    Betsy Anderson

    William Pitt Sotheby's Int'l

    (860) 431-3151

    10 & 12 Firetower Rd, Killingworth, CT 06419
  • /37

    $560,000 Open Sun 10AM - 11:30AM

    • 3 Beds
    • 2 Baths
    • 1,709 Sq Ft

    124 Kelsey Hill Rd, Deep River, CT 06417

    Welcome to 124 Kelsey Hill Road - a beautifully updated Cape Cod set on nearly two private acres. With three bedrooms, an office, and two baths, this residence offers a refined blend of comfort, privacy, and modern updates. Hardwood floors and natural light flow through the main level, where a formal living room creates an elegant first impression. The heart of the home is a beautifully updated

    Agent Photo

    Amy Rubin

    RE/MAX Legends

    (860) 851-3608

    124 Kelsey Hill Rd, Deep River, CT 06417
  • /29

    $649,900

    • 5 Beds
    • 3.5 Baths
    • 2,970 Sq Ft

    14 Kenilworth Dr, Killingworth, CT 06419

    Spacious Raised Ranch on 4.4 Acres with In-Law set up. Oversized Garage Loft! Welcome to your private retreat! Nestled on 4.4 scenic acres, this impressive raised ranch offers flexible living space perfect for multigenerational living, entertaining, or working from home. Step inside to discover a main home featuring bright, open-concept living, generous bedrooms, and a large kitchen with plenty

    Agent Photo

    Eric Bergers

    William Raveis Real Estate

    (860) 775-6542

    14 Kenilworth Dr, 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

    Agent Photo

    Gene Pica

    RE/MAX Alliance

    (860) 854-3783

    262 Connecticut 81, Killingworth, CT 06419
  • /40

    $935,000

    • 3 Beds
    • 2 Baths
    • 4,184 Sq Ft

    163 Main St, Deep River, CT 06417

    EXCITING NEWS, ARV has increased to $1.7 MILLION!!! We met with the town's building inspector and fire marshal for an on-site assessment, and they have expressed interest in seeing the 3rd Floor "Penthouse" get developed into rentable living space. The town needs about 30 days from application and submission of site plans to review the addition for approval. Pre-existing zoning regulations have

    Connor Wenchell VC Property Group, LLC

    163 Main St, Deep River, CT 06417
  • /38

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 2,873 Sq Ft

    252 Chestnut Hill Rd, Killingworth, CT 06419

    Nestled on 2.6 acres along the scenic Hammonasset River, this custom-built 1988 home is a private retreat surrounded by nature and wildlife. With 4bd, 3.5ba, and 2,873 sqft. of space, this home is filled with natural light. Expansive picture windows flank the back of the house and showcase the STUNNING river views. Enjoy trout fishing right from your backyard, or simply relax in the beauty of the

    Phoebe Finch William Pitt Sotheby's Int'l

    252 Chestnut Hill Rd, Killingworth, CT 06419
  • /40

    $995,000

    • 4 Beds
    • 5 Baths
    • 3,945 Sq Ft

    38 Buell Hill Rd, Killingworth, CT 06419

    Welcome to 38 Buell Hill Road, a grand colonial spanning 3,945 square feet. Nestled on three private acres within a prestigious subdivision, bordering Deer Lake and Foster Pond State Park, this opulent home offers the ideal fusion of luxury, safety, and a welcoming, family-oriented community. The chef's kitchen is a culinary haven, equipped with a substantial center island that incorporates

    Joe Scarpellino Coldwell Banker Realty

    38 Buell Hill Rd, Killingworth, CT 06419
  • /40

    $675,000

    • 4 Beds
    • 2.5 Baths
    • 2,550 Sq Ft

    129 Falls Landing Rd, Deep River, CT 06417

    Waterfront Colonial on a cul-de-sac near town and schools. Open floor plan Family room with fireplace. Eat-in kitchen with slider to the deck overlooking the Pratt Read Reservoir and private backyard. 4 Bedrooms. Primary Suite with full bath and walk-in closet. Hardwood floors. Central Air. Private path to the reservoir with your own recreation area.

    Craig Milton Re/Max Valley Shore

    129 Falls Landing Rd, Deep River, CT 06417
  • /40

    $824,900

    • 4 Beds
    • 3.5 Baths
    • 3,697 Sq Ft

    32 Pinewood Trail, Deep River, CT 06417

    Set on 3.54 private acres in Winthrop, 32 Pinewood Trail offers a farm-to-table lifestyle with plenty of room for a flourishing vegetable garden, a chicken coop, or simply open space to enjoy the seasons. The home itself is thoughtfully designed for flexibility, featuring an IN-LAW APARTMENT with a separate entrance on the lower level, ideal for extended family, or guests. Large windows fill the

    Erin Borruso William Pitt Sotheby's Int'l

    32 Pinewood Trail, Deep River, CT 06417
  • /35

    $949,000

    • 3 Beds
    • 1.5 Baths
    • 2,039 Sq Ft

    275 Route 148, Killingworth, CT 06419

    Tucked away on 20 spectacular acres, this 3-bedroom, 1.5-bath ranch offers the perfect blend of privacy, functionality, and natural beauty. Whether you're looking for a peaceful retreat, a place to start a hobby farm or a place to build your dream home, this property offers endless opportunities. The existing home could even serve as a charming caretaker's cottage, guest house, or temporary

    Shelly Cumpstone Coldwell Banker Realty

    275 Route 148, Killingworth, CT 06419
  • /13

    $624,999

    • 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
  • /40

    $775,000

    • 4 Beds
    • 3 Baths
    • 3,864 Sq Ft

    8 Route 148, Killingworth, CT 06419

    Tucked away in complete privacy, this stunning post and beam home offers a rare opportunity to live in harmony with nature. Situated on 6.4 acres of wooded serenity, the property is a true retreat and offers many outside features including a tranquil pond, ample space for gardens, hobbies, or simply room to roam. The home itself showcases timeless craftsmanship with exposed beams, soaring

    Kara Bell J.M. REALTY

    8 Route 148, Killingworth, CT 06419
  • /40

    $569,000

    • 4 Beds
    • 2.5 Baths
    • 2,815 Sq Ft

    172 Parker Hill Rd, Killingworth, CT 06419

    This beautifully updated 4-bedroom, 2.5-bath home sits on more than 2 private acres and has been completely renovated from top to bottom. Every detail has been thoughtfully designed to combine modern comfort with timeless style. Inside, the brand-new kitchen features sleek cabinetry, quartz countertops, stainless steel appliances, and a subway tile backsplash - the perfect space for everyday

    Ryan Luby Cass Farm Real Estate

    172 Parker Hill Rd, Killingworth, CT 06419
  • /2

    $1,700,000

    • 7 Beds
    • 5 Baths
    • 3,461 Sq Ft

    170 Main St, Deep River, CT 06417

    The tenants are responsible for Propane, Electric and Cable. Each apartment has its own electric service, propane heating system and propane hot water heater. The landlord pays for water and sewer. There is a large above ground Propane Tank located on the back of the property. This tank supplies propane to everyone. There are separate propane meters for each apartment and the laundry, so

    Michael Zubretsky Venture One Realty

    170 Main St, Deep River, CT 06417
  • /4

    $1,700,000

    • 24 Beds
    • 3 Baths
    • 4,180 Sq Ft

    168 Main St, Deep River, CT 06417

    High Income Producing properties. The tenants are responsible for Propane, Electric and Cable. Each apartment has its own electric service, propane heating system and propane hot water heater. The landlord pays for water and sewer. There is a large above ground Propane Tank located on the back of the property. This tank supplies propane to everyone. There are separate propane meters for each

    Michael Zubretsky Venture One Realty

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

    $519,000

    • 3 Beds
    • 2 Baths
    • 1,958 Sq Ft

    47 Plains Rd, Deep River, CT 06417

    Charming Cape Cod home offering desirable first-floor living, nestled on a spacious and private lot in scenic Deep River. Surrounded by a farm-like atmosphere, this property features beautifully cleared land perfect for gardening, outdoor entertaining, or simply enjoying the peace and quiet of nature. Step inside to discover a bright, open-concept layout with thoughtful updates including a

    Rachel Welch William Raveis Real Estate

    47 Plains Rd, Deep River, CT 06417
  • /40

    $449,900

    • 4 Beds
    • 1.5 Baths
    • 1,688 Sq Ft

    46 Hemlock Dr, Deep River, CT 06417

    Charming home located just out of town. Nicely laid out for entertaining in and out. Large living room with fireplace and cathedral ceiling. 2 Bedrooms and a full bath on the main floor. 11x20 Eat In Kitchen with granite counter tops. Second floor has a sitting/play area, 2 bedrooms and a 1/2 bath. Rear screened porch overlooks the terraced backyard. Large 13x34 deck steps down to the inground

    Craig Milton Re/Max Valley Shore

    46 Hemlock Dr, Deep River, CT 06417
  • /40

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 2,179 Sq Ft

    179 Bushy Hill Rd, Deep River, CT 06417

    Charming 3 Bedroom, 2.5 Bath Cape Cod with 2,179 sq. ft., set on 1.6 peaceful acres. Built in 1957 and lovingly maintained by the same owner for over 50 years, this home offers timeless character and comfortable living. The first floor features a spacious living room with propane fireplace, formal dining room, eat-in kitchen, versatile bedroom, full bath, and a cozy den with wood stove. A

    Kira Coon William Raveis Real Estate

    179 Bushy Hill Rd, Deep River, CT 06417
  • /38

    $469,000

    • 3 Beds
    • 2 Baths
    • 1,189 Sq Ft

    464 Roast Meat Hill Rd, Killingworth, CT 06419

    Antique 3 bedroom home on 1 acre lot in Killingworth, surrounded on three sides by state land and a lovely babbling brook. Built in 1890, property was once the site of a Grist Mill. The foundation still visible. Home has been totally remodeled to todays standards, keeping all the charm of days past. Newer kitchen, roof, windows and includes a full house generator. Central air and detached garage.

    Deborah Pach Compass Connecticut, LLC

    464 Roast Meat Hill Rd, Killingworth, CT 06419
  • /40

    $1,349,000 Open Sun 11AM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 4,072 Sq Ft

    14 Ely Ln, Killingworth, CT 06419

    Killingworth CT-Stunning 4072 sf 4 bedroom, 3 1/2 bath masterfully built Colonial. This beyond compare property must be seen. Owners have created an outstanding spa like retreat. Tour it by appointment or at an Open House. PRIVACY, joy of nature + obvious lifestyle amenities: Gunite salt water heated pool, several patio areas, beautiful fenced in established gardens, additional fenced in area for

    Laurie McCann William Pitt Sotheby's Int'l

    14 Ely Ln, Killingworth, CT 06419
  • /11

    $329,875

    • 2 Beds
    • 1 Bath
    • 650 Sq Ft

    538 Winthrop Rd, Deep River, CT 06417

    Beautiful 2 bedroom right on Star lake with 50 foot of lake frontage is ready for new owners! This property features natural beauty along with modern living interior finishes. Enjoy your viewing!

    Mikail Naska Eagle Eye Realty PLLC

    538 Winthrop Rd, Deep River, CT 06417
  • /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
  • /8

    $750,000

    • 2 Baths
    • 5,460 Sq Ft

    156 Main St, Deep River, CT 06417

    This is a rare opportunity to acquire a fully stabilized retail asset in Downtown Deep River. Additional income generation is possible by monetizing 800sqft of unrented commercial space. Inside the past 5 years the owner has replaced the entire roof, upgraded the electrical service and replaced all of the furnaces. Upon leasing up the existing units along with the 800sqft space in the rear of

    Connor Wenchell VC Property Group, LLC

    156 Main St, Deep River, CT 06417
  • /39

    $363,900

    • 1 Bed
    • 1 Bath
    • 786 Sq Ft

    538 Winthrop Rd Unit 5, Deep River, CT 06417

    Welcome to 538 Winthrop Rd - a beautifully maintained and elegantly updated bungalow. This charming 1-bedroom, 1-bath home offers 786 sq ft of cozy living space, perfect for a weekend retreat or year-round residence. Step into the spacious kitchen featuring Italian marble countertops with a large island, solid wood white cabinetry, and a stainless steel French-door refrigerator. Just off the

    Santo Gulino William Raveis Real Estate

    538 Winthrop Rd Unit 5, Deep River, CT 06417
  • /40

    $1,499,900

    • 4 Beds
    • 4 Baths
    • 4,154 Sq Ft

    180 Green Hill Rd, Killingworth, CT 06419

    Step into timeless elegance at this magnificent 1760 Colonial estate, beautifully restored to blend historic charm with modern comfort. Nestled on 8.2 acres of picturesque land, this 4,300 sq. ft. home features four spacious bedrooms and four full bathrooms, including a stunning primary suite with a fireplace, sitting room, and dressing area. Enjoy the warmth of six working fireplaces, a newly

    James Luth HERE Realty

    180 Green Hill Rd, Killingworth, CT 06419
  • /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
  • /7

    $899,999 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,300 Sq Ft

    0 Glen Grove Rd, Deep River, CT 06417

    Introducing an opportunity to build your dream home on a secluded 3-acre interior lot in beautiful Deep River. Located off scenic Glen Grove Road, this custom-designed Modern Farmhouse offers over 3,300 sq ft of thoughtfully planned living space, blending timeless architecture with the flexibility to tailor finishes to your vision. This to-be-built home features 4 bedrooms, 2.5 bathrooms, and a

    Wes Jenks Jenks Realty

    0 Glen Grove Rd, Deep River, CT 06417
  • /38

    $399,900 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    15 Prospect St, Deep River, CT 06417

    One-floor living just steps from town and the Connecticut River. This well-maintained home features an open floor plan with a spacious family room highlighted by a cathedral ceiling. Offering 3 bedrooms on the main level, plus a finished lower level with two additional rooms-perfect for bedrooms, hobby space, or a home office. Outside, enjoy one garden sheds for storage and projects. ***Seller is

    Craig Milton Re/Max Valley Shore

    15 Prospect St, Deep River, CT 06417
  • /4

    $985,000

    • 2 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    88 Winthrop Rd, Chester, CT 06412

    The charming 3 bedroom colonial with a large attached garage and 2 outbuildings overlooks a lovely 5 acre pond. The home features a large kitchen and 2 1/2 baths with laundry on the second floor. Highlighting the living room is a 30 ft. Cathedral ceiling. Master bedroom includes an interior balcony, overlooking the living area. Generous windows and sliders afford beautiful open views of the

    Peter Walsh Re/Max Valley Shore

    88 Winthrop Rd, Chester, CT 06412
  • /2

    $985,000

    • Land
    • 33.97 Acres
    • $28,996 per Acre

    88 Winthrop Rd, Chester, CT 06412

    The wooded 33.97 acre site has extensive open water views with frontage on Winthrop Road (Rt 145) and Butter Jones Road. The property abuts Deep River and Killingworth with convenient access to charming shopping areas. Also, the Chester Airport is within walking distance. A long driveway winds through the spacious, park-like setting, ideal for a planned unit development.

    Peter Walsh Re/Max Valley Shore

    88 Winthrop Rd, Chester, CT 06412
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