21

Deep River, CT Homes for Sale with Acreage

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  • /40

    $1,299,900

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

    180 Green Hill Rd, Killingworth, CT 06419

    Step into this magnificent 1760 Colonial estate on 8.2 acres, featuring 4 spacious bedrooms and 4 full bathrooms, including a primary suite with fireplace, sitting room, and dressing area. Enjoy 6 working fireplaces, renovated kitchen with restored antique floors and hearth, expansive 28x13 keeping room, and generous 25x15 living room. Additional highlights include formal dining room, multiple

    Agent Photo

    James Luth

    HERE Realty

    180 Green Hill Rd, 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
  • /12

    $699,000

    $86K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,386 Sq Ft

    511 Route 81, Killingworth, CT 06419

    Have you ever wanted to own your own Connecticut farm that dates back to the 1850s? For the very first time in over 170 years, this beautiful property is being offered to the market. Passed down through generations, this remarkable 35+ acre property has been in the same family since the mid-1800s. A true piece of New England history waiting to be brought back to life. Picture yourself stepping

    Adam Bronko RE/MAX Right Choice

    511 Route 81, Killingworth, CT 06419
  • /4

    $400,000

    $1M PRICE DROP
    • Land
    • 84.9 Acres
    • $4,711 per Acre

    0 Bunker Hill Rd, Killingworth, CT 06419

    Rare opportunity to own over 84 acres on Bunker Hill Rd in Killingworth offering privacy, potential, and endless possibilities. Whether you're looking to build your dream home, invest, or explore development options, this parcel of land offers a desirable location with convenient access to local amenities. Buyer to perform due diligence regarding building and land use possibilities.

    Mark Mermelstein eXp Realty

    0 Bunker Hill Rd, Killingworth, CT 06419
  • /39

    $795,000

    • 3 Beds
    • 2.5 Baths
    • 2,547 Sq Ft

    Unlisted Address

    A truly one-of-a-kind, architecturally designed home offering the perfect blend of luxury, privacy, and functionality. Approximately 2,550 square feet of first-floor living space and over 3,100 square feet of total finished living area. The modern open-concept floor plan is enhanced by soaring 10 to 12-foot ceilings throughout, creating an airy and inviting atmosphere. The gourmet kitchen is

    Alison Perrelli Coldwell Banker Realty

    Unlisted Address
  • /40

    $915,000

    • 4 Beds
    • 2.5 Baths
    • 2,942 Sq Ft

    86 Laurel Ridge Trail, Killingworth, CT 06419

    Gracefully blending timeless architecture with exceptional everyday living, this beautifully appointed Colonial offers thoughtfully designed open spaces both inside and out. A welcoming wraparound porch creates an elegant first impression, while the interior unfolds into an open floor plan ideal for entertaining. The chef-inspired kitchen features a generous center island, double ovens, and a

    Melanie Scull William Pitt Sotheby's Int'l

    86 Laurel Ridge Trail, Killingworth, CT 06419
  • /13

    $575,000

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

    179 Route 81, Killingworth, CT 06419

    House is being sold AS IS - Seller will allow inspections but for informational purposes only - Seller will not be responsible for any repairs. or upgrades 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

    John Izzo William Raveis Real Estate

    179 Route 81, Killingworth, CT 06419
  • /39

    $635,000

    Open Sun 12PM - 2PM
    • 4 Beds
    • 2.5 Baths
    • 2,196 Sq Ft

    73 Long Hill Rd, Deep River, CT 06417

    Prominently on 1.5 private, park-like acres, this inviting four-bedroom custom Colonial offers space, comfort and a peaceful country setting just minutes from Deep River Center and Essex Village. Thoughtfully designed and beautifully maintained, the home combines classic New England character with a spacious open floor plan, designed for everyday living. The main level features gleaming hardwood

    Kyle Hinding Coldwell Banker Realty

    73 Long Hill Rd, Deep River, CT 06417
  • /40

    $6,595,000

    $1M PRICE DROP
    • 3 Beds
    • 5 Baths
    • 4,664 Sq Ft

    175 River Rd, Essex, CT 06426

    A rare opportunity to own a meticulously designed enclave set on nearly three private acres overlooking the Connecticut River. The main house has over 4600 square feet of beautifully scaled living space with elegant architectural finishes throughout. The first floor features a welcoming entryway which leads to a well-equipped kitchen, breakfast room, formal dining room, and both a living room and

    Susan Malan William Pitt Sotheby's Int'l

    175 River Rd, Essex, CT 06426
  • /11

    $265,000

    • Land
    • 5.6 Acres
    • $47,321 per Acre

    23 Route 81, Killingworth, CT 06419

    5.60 acres of land available in a convenient location. Currently there is a 3 bed 1 Bath 1,023 sq ft Cape on the property and an additional outbuilding. The house is either in need of extensive work, or build and start over. The current home sits near the front of the lot with several acres in the rear. The property currently has well/septic and utilities. Bring your imagination, the property is

    Rob McConville RE/MAX Heritage

    23 Route 81, Killingworth, CT 06419
  • /2

    $2,200,000

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

    134 Meadow Woods Rd, Deep River, CT 06417

    Rare opportunity to acquire approximately 30 acres in one of Deep River's most desirable locations. This exceptional property presents a unique residential development opportunity combining privacy, natural beauty, existing improvements, and future potential. The property includes an existing Saltbox style residence and offers subdivision potential for approximately 5-7 residential lots, subject

    Jennifer Gurnell William Raveis Real Estate

    134 Meadow Woods Rd, Deep River, CT 06417
  • /37

    $585,000

    • 3 Beds
    • 2.5 Baths
    • 1,920 Sq Ft

    49 Iron Works Rd, Killingworth, CT 06419

    Nicely updated home with open floor plan and cathedral ceilings in the main Living/Dining/Kitchen Area. The Family room is large, has a fireplace and looks out across the 24x26 deck at the private backyard. There is also a first floor bedroom or office and a half bath with laundry. The second floor has a spacious primary suite with a fireplace, full bath and walk in closet. Additionally, it has

    Craig Milton Re/Max Valley Shore

    49 Iron Works Rd, Killingworth, CT 06419
  • /40

    $1,065,000

    • 3 Beds
    • 2 Baths
    • 2,102 Sq Ft

    106 Meadow Woods Rd, Deep River, CT 06417

    Privately set on over three picturesque acres in Deep River, just moments from the Essex town line, this extraordinary custom home is the result of an exceptional architectural transformation, blending timeless New England character with thoughtful, high-end design. Enjoy a peaceful, private setting while being just minutes from the charming village centers of Deep River and Essex, with their

    Gigi Giordano Taylor Compass Connecticut, LLC

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

    $2,195,000

    $155K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,700 Sq Ft

    18 Birch Mill Rd, Killingworth, CT 06419

    The Well Maiden Estate is a rare architecturally significant waterfront estate where cascading waterfalls, winding streams, and Kroopa Pond converge across 3.5 private acres to create one of Connecticut's most extraordinary residential settings. Just minutes from the Connecticut shoreline, marinas, beaches, and fine dining, and ideally positioned between New York City and Boston, this private

    Jennifer Gurnell William Raveis Real Estate

    18 Birch Mill Rd, Killingworth, CT 06419
  • /39

    $3,950,000

    • 5 Beds
    • 5.5 Baths
    • 5,557 Sq Ft

    323 River Rd, Deep River, CT 06417

    Here is your opportunity to own an extraordinary Connecticut River waterfront estate complete with a deep-water dock! This exceptional 5 bedroom, 5.5 bath residence offers unparalleled privacy and stunning panaromic views across protected conservation land, creating a setting of remarkable beauty and tranquility. Thoughtfully designed to embrace its spectacular surroundings, every room is filled

    Margaret Muir William Pitt Sotheby's Int'l

    323 River Rd, Deep River, CT 06417
  • /20

    $359,000

    • 3 Beds
    • 1 Bath
    • 1,082 Sq Ft

    38 Little City Rd, Killingworth, CT 06419

    Scoop up the opportunity to build instant equity and purchase this house with cash or a rehab loan! Septic system was replaced just 7 years ago! Currently set up as a one bedroom, but easily converted back into a three bedroom ranch by replacing one wall! Hardwood floors, fireplace with pellet stove in living room! Cedar siding, architectural roof, wood deck! All this and set on a nice, 1 acre

    Margaret Bennett Margaret Bennett Realty

    38 Little City Rd, Killingworth, CT 06419
  • /3

    $699,000

    • 5 Beds
    • 3.5 Baths
    • 2,518 Sq Ft

    502 Route 148, Killingworth, CT 06419

    Remarkable property (corner lot) on Killingworth's most lovely, scenic, country road. This 5 bedroom, 3.1 bath, on 2.40 extraordinary acres (million $ back yard) is perfect for happy comfortable living and entertaining. Some of the fine additional features consist of a floor to ceiling stone fire place in the living room with wide pine floors, remodeled kitchen with cherry cabinets, stainless

    Eileen Boulay William Pitt Sotheby's Int'l

    502 Route 148, Killingworth, CT 06419
  • /37

    $675,000

    • 3 Beds
    • 3 Baths
    • 2,893 Sq Ft

    21 Sunset Ridge, Deep River, CT 06417

    ONLY 10 HOMES call this neighborhood home. This center hall colonial is set on a wonderful lot. Bordering the rear is open space owned by Deep River Land Trust, affording a bit more privacy to the backyard. One will appreciate the drop zone, ample closets, access to the garage, and both front and rear yards. One of the three full baths is here, too. Spacious rooms are found throughout the house,

    Joel Grossman Lamacchia Realty

    21 Sunset Ridge, Deep River, CT 06417
  • /39

    $625,000

    $25K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,560 Sq Ft

    38 Main St, Deep River, CT 06417

    Nestled in the charming town of Deep River, between the villages of Essex and Chester, this beautiful Colonial offers the perfect blend of classic character and modern updates. Featuring 4 bedrooms, 2 full baths and 2 half baths, this spacious home is designed for comfortable living and entertaining. Enter through the welcoming foyer, where the dining room sits to the left, while French doors

    Sue Bowes RE/MAX on the Bay

    38 Main St, Deep River, CT 06417
  • /37

    $850,000

    • 3 Beds
    • 4 Baths
    • 2,606 Sq Ft

    170 Bushy Hill Rd, Deep River, CT 06417

    Contemporary 3-bedroom, 2 full bath, 2 half bath home offering exceptional flexibility, character, and entertaining space. The open-concept main level features vaulted ceilings, dramatic architectural lines, and seamless flow between the kitchen, dining, and living areas. A striking firebox anchors the living room, while the four-season sunroom opens through French doors to a private tiered deck

    Angela Ruel Berkshire Hathaway NE Prop.

    170 Bushy Hill Rd, Deep River, CT 06417
  • /19

    $650,000

    $150K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    88 Winthrop Rd, Chester, CT 06412

    Contemporary Post + Beam Home on almost 34 acres, abutting State Forest. Open floor plan, Cathedral Ceilings, exposed beams. 3 Bedrooms, 2 and 1/2 bathrooms. 2 car attached oversized garage plus an 800 sqft Barn/Shop with 1 garage Bay. Home and Barn are in need of renovation.

    Peter Walsh Re/Max Valley Shore

    88 Winthrop Rd, Chester, CT 06412

Home Price Trends

Median Sale Price
$423,500
Median Single Family Sale Price
$480,000
Median 2 Bedroom Sale Price
$300,000
Average Price Per Sq Ft
$293
Number of Homes for Sale
13
Last 12 months Home Sales
54
Months of Supply
2.90
Median List Price
$449,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-3%
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