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Homes for Sale near Valley Regional High School

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  • /40

    $985,000

    • 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
  • /35

    $2,200,000

    • 4 Beds
    • 3.5 Baths
    • 4,162 Sq Ft

    20 Hemlock Dr, Essex, CT 06426

    Extraordinary opportunity to own direct waterfront home with permitted dock and private tidal beach. Breathtaking panoramic views of South Cove and seamless access to the CT River. Enjoy daily views of Essex Village and surrounding marinas. Elegant, entertainment ready home offers over 4100 sq. ft of living space that does not include partially finished, walkout lower level. Oversized windows and

    Dee Hasuly KW Legacy Partners

    20 Hemlock Dr, Essex, CT 06426
  • /36

    $949,000

    • 3 Beds
    • 3 Baths
    • 3,467 Sq Ft

    34 West Ave, Essex, CT 06426

    Don't miss the opportunity to make this delightful and well-appointed home your own-where modern amenities meet historic charm in a prime location. Ideally located just a short stroll away from Downtown Essex's vibrant restaurants, including the renowned Griswold Inn, quaint shops, marinas, and the scenic CT River. Situated across from the library and near parks and open green space. Step inside

    Meghan Flood William Raveis Real Estate

    34 West Ave, Essex, CT 06426
  • /40

    $2,195,000

    • 4 Beds
    • 3.5 Baths
    • 3,724 Sq Ft

    101 N Main St, Essex, CT 06426

    In the heart of Essex Village! This iconic home with its welcoming front porch offers a rare opportunity for a family compound or multi-generational living just steps from shops & restaurants. Inside, a gracious foyer leads to bright, well-proportioned rooms. The parlor opens to a cozy family room with a gas fireplace and Riverstone flooring. French doors connect to the formal dining room

    Kyle Hinding Coldwell Banker Realty

    101 N Main St, Essex, CT 06426
  • /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
  • /40

    $1,150,000

    • 4 Beds
    • 2.5 Baths
    • 3,149 Sq Ft

    7 Old Depot Rd, Chester, CT 06412

    Bella Vista: A Timeless Italianate Treasure on 6 Acres. Step into a piece of history, a magnificent Italianate country villa that has graced the landscape since 1908. First time on the market, this storied estate has been lovingly preserved by the same family for generations, a testament to its enduring allure. Listed on the National Registry of Historic Places, Bella Vista is an architectural

    Colette Harron William Pitt Sotheby's Int'l

    7 Old Depot Rd, Chester, CT 06412
  • /37

    $1,395,000

    • 5 Beds
    • 6 Baths
    • 5,364 Sq Ft

    17 Lookout Hill, Essex, CT 06426

    An impressive and enchanting private retreat set on 1.51 acres atop a quiet cul-de-sac minutes from Essex village and the CT river. The perfect sanctuary for those seeking tranquility with room to entertain family and friends. Recent updates include new skylights, a freshly painted interior, and refinished wide-board hardwood flooring. 4,714 SF - PLUS a very useful 650 SF walk-out lower level

    Rick Weiner William Pitt Sotheby's Int'l

    17 Lookout Hill, Essex, CT 06426
  • /40

    $2,250,000

    • 5 Beds
    • 7 Baths
    • 5,698 Sq Ft

    138 River Rd, Essex, CT 06426

    "Broad View" Privately sited on 3+ acres atop Architects Hill, the epitome of coastal living awaits from this extraordinary residence with expansive views of the Connecticut River, Lyme Hills, Hamburg Cove and beyond. Custom built and thoughtfully designed, the timeless and versatile floor plan features the perfect blend of traditional architecture with modern home design. A welcoming courtyard

    Peg Mitchel Coldwell Banker Realty

    138 River Rd, Essex, CT 06426
  • /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
  • /3

    $479,000

    • 4 Beds
    • 1.5 Baths
    • 1,750 Sq Ft

    7 Dogwood Dr, Centerbrook, CT 06409

    Handyman special in a prime neighborhood of beautiful homes! This classic Cape Cod sits on a stunning 1.26-acre lot and offers the perfect opportunity for a young buyer or savvy flipper. The home features a front-to-back living room with fireplace, a spacious dining room, and solid oak hardwood floors throughout. There's one small bedroom on the main floor and three large bedrooms upstairs. The

    Joel Lucas Coldwell Banker Realty

    7 Dogwood Dr, Centerbrook, CT 06409
  • /40

    $5,495,000

    • 4 Beds
    • 4.5 Baths
    • 4,131 Sq Ft

    1 Foxboro Rd, Essex, CT 06426

    Essex Waterfront Signature Property: A Victorian Gem on the Connecticut River ~ Experience the epitome of waterfront elegance with this Victorian masterpiece. This architectural treasure offers a harmonious blend of classic charm and modern luxury. As you step inside, you're greeted by an open floor plan that seamlessly connects living spaces, accentuated by light-filled views through large,

    Colette Harron William Pitt Sotheby's Int'l

    1 Foxboro Rd, Essex, CT 06426
  • /37

    $895,000

    • 3 Baths
    • 3,177 Sq Ft

    3 Essex Square, Essex, CT 06426

    An iconic Essex village property for sale at the head of Main Street! Investors and project enthusiasts take note! Potential here to create your own custom Essex village pied-a-terre with an income-producing component, or to convert this current office building into your full-time Essex home. Solid and well maintained, the building is currently divided into two condominium units. Unit 'A'

    Rick Weiner William Pitt Sotheby's Int'l

    3 Essex Square, Essex, CT 06426
  • /35

    $620,000

    • 3 Beds
    • 2.5 Baths
    • 2,648 Sq Ft

    19 W Hills Rd, Ivoryton, CT 06442

    Welcome to 19 W Hills Rd, a meticulously updated 3-bedroom, 2.5-bath Colonial offering modern comfort in the desirable Falls River neighborhood of Ivoryton. Built in 1966, this move in-ready home blends classic charm with contemporary upgrades, perfect for those seeking a blend of suburban tranquility and convenince. This home features a bright, open layout with 3 bedrooms and 2.5 bathrooms.

    Deb Lint William Raveis Real Estate

    19 W Hills Rd, Ivoryton, CT 06442
  • /24

    $259,000

    • 2 Beds
    • 2 Baths
    • 1,122 Sq Ft

    92 Main St Unit 214, Deep River, CT 06417

    Deep River's answer to Manhattan loft living! This 2 bedroom, 2 bath condominium is located in-town so you can walk to shops, library, restaurants and bank. This building was originally a piano factory which was converted to residential condominiums in 1985. Ample off street parking in the rear and the building entrance requires a key to unlock for added security. Once in the foyer it's just a

    Richard Greene Coldwell Banker Realty

    92 Main St Unit 214, Deep River, CT 06417
  • /11

    $2,900,000

    • Land
    • 1.89 Acres
    • $1,534,392 per Acre

    7 Foxboro Rd, Essex, CT 06426

    Seize the opportunity to create your own waterfront oasis with this 1.89-acre approved building lot, perfectly positioned in a coveted water community in the village of Essex. Offering direct frontage on the picturesque CT River, with water views stretching across to the Lyme hills this open and cleared parcel is a blank canvas awaiting your vision. A dock enhances this rare offering, providing

    Colette Harron William Pitt Sotheby's Int'l

    7 Foxboro Rd, Essex, CT 06426
  • /36

    $4,495,000

    • 3 Beds
    • 3.5 Baths
    • 4,383 Sq Ft

    7 Hanna Ln, Essex, CT 06426

    Fresh Update for a Classic Connecticut Home - Discover a beautifully restored 1955 waterfront classic. Stunning panoramic water views, privacy and walk-to-town convenience. Ascend to the family room, crowned with cathedral ceilings and expansive windows that invite the breathtaking views of the Connecticut River. A Danish gas fireplace adds a touch of sophistication, creating a cozy yet chic

    Colette Harron William Pitt Sotheby's Int'l

    7 Hanna Ln, Essex, CT 06426
  • /40

    $4,495,000

    • 6 Beds
    • 4 Baths
    • 4,951 Sq Ft

    Unlisted Address

    Nestled on 14.5 private acres with extraordinary views of North Cove, the Great Meadow and the Connecticut River, this property offers a rare opportunity for discerning buyers-available for the first time in over 50 years. The home's design embraces passive solar principles with walls of glass that invite natural light and offer breathtaking views of the surrounding landscape. A heated free form

    Carol Frost Compass Connecticut, LLC

    Unlisted Address
  • /16

    $2,000,000

    • Land
    • 30 Acres
    • $66,667 per Acre

    134 Meadow Woods Rd, Deep River, CT 06417

    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 16 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 condition. Whether you're looking

    Nicholas Burrus Santana Realty Group LLC

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

    $699,999

    • 3 Beds
    • 2.5 Baths
    • 2,597 Sq Ft

    15 Westwood Rd, Ivoryton, CT 06442

    Nestled at the end of a quiet cul-de-sac, this beautifully maintained colonial home offers the perfect blend of space, style, and natural surroundings. With 3 to 4 bedrooms, this residence provides flexibility for growing families or those seeking dedicated work-from-home spaces. The sun-filled office or studio, freshly updated with new carpeting, is ideal for creative pursuits or focused

    Joel Lucas Coldwell Banker Realty

    15 Westwood Rd, Ivoryton, CT 06442
  • /8

    $800,000

    • 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
  • /40

    $369,000

    • 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

    $599,000

    • 2 Beds
    • 2.5 Baths
    • 2,484 Sq Ft

    86 Lynn Rd, Ivoryton, CT 06442

    This stunning custom designed shingle style home boasts dynamic features such as cathedral ceilings, a 2-story staircase, skylights, 2.5 acres, the wrap around decks offer plenty of outdoor space to enjoy the private wooded lot. The separate studio/office provides a quiet space for work or creativity. The unique design elements and fabulous location make this home truly special. With a circular

    Maureen Evans William Raveis Real Estate

    86 Lynn Rd, Ivoryton, CT 06442
  • /40

    $525,000

    • 3 Beds
    • 1.5 Baths
    • 1,742 Sq Ft

    41 Woodland Dr, Centerbrook, CT 06409

    Update! NEW SEPTIC and septic leaching fields along with a new radon mitigation system. Welcome to 41 Woodland Drive! Nestled in one of Centerbrook's most desirable neighborhoods, this picturesque 3 bedroom, 1.5 bath Cape sits on a lush .83-acre lot and exudes warmth, character, and tremendous charm. Built in 1963, the home offers 1,742 square feet of living space, central air, hardwood floors

    Kristina Quinones William Pitt Sotheby's Int'l

    41 Woodland Dr, Centerbrook, CT 06409
  • /22

    $399,000

    • 3 Beds
    • 2.5 Baths
    • 1,860 Sq Ft

    10 Blake St, Ivoryton, CT 06442

    Welcome to this 1900 two-story, updated residence located within the quaint village of Ivoryton. This 3 BR, 2.1 BA home features a traditional floor plan with hardwood floors, freshly painted walls, and a remodeled kitchen with an old fashioned cupbard. Upstairs offers the primary with cathedral ceiling and private bath. Two additional bedrooms and bath offer flexibility for family, guests, or

    Rosemary Schlosser Compass Connecticut, LLC

    10 Blake St, Ivoryton, CT 06442
  • /33

    $739,000 Open Sun 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,076 Sq Ft

    16 N Main St, Essex, CT 06426

    This Charming Carriage house in the heart of Essex Village provides the perfect blend of historic charm and modern comfort. Enjoy a short stroll to local restaurants, the Connecticut River, Museums, marinas, boutique shopping and the Iconic Griswold Inn. Sunlight fills the space, creating a warm and inviting atmosphere. The living room boasts built-ins and a wood burning fireplace. Tiered gardens

    Alice Trautman William Raveis Real Estate

    16 N Main St, Essex, CT 06426
  • /39

    $845,000

    • 3 Beds
    • 2.5 Baths
    • 2,456 Sq Ft

    45 Main St, Essex, CT 06426

    The Parker Bull House, circa 1754, is one of the oldest historic homes in Essex. Located in Ivoryton overlooking the Falls River, this stately home is a unique blend of original antique features with updated modern amenities. The large sunny kitchen has granite countertops and stainless-steel appliances, hardwood floors, and is adjacent to a spacious pantry/laundry room, heated sunroom, and a

    Susan Malan William Pitt Sotheby's Int'l

    45 Main St, Essex, CT 06426
  • /40

    $4,795,000

    • 4 Beds
    • 5.5 Baths
    • 6,824 Sq Ft

    7 Dickinson Ln, Essex, CT 06426

    Rare opportunity to own an extraordinary, in-town, estate on 1.2 professionally landscaped acres with breathtaking CT River views. This completely renovated 1880's carriage house with over 6800 sq ft of living space, is just steps from the heart of the quintessential New England village of Essex. Special features include stunning central staircase, ten-ft coffered ceilings (1st floor), gorgeous

    Molly O'Brien Watkins William Pitt Sotheby's Int'l

    7 Dickinson Ln, Essex, CT 06426
  • /27

    $629,000 Open Sun 11AM - 1:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,402 Sq Ft

    32 Main St, Essex, CT 06426

    Charming Ivoryton Home with Room to Grow! Welcome to 32 Main St, a spacious 4-bedroom, 2.5-bath home offering 2,402 square feet of charm, comfort, and potential! Whether you're looking to build equity or searching for the ideal weekend escape, this home is just waiting for your personal touch. Enjoy peace of mind with a brand-new Granby boiler (2025), newer roof, updated windows, renovated upper

    Janise Gabco Our Home Realty Advisors

    32 Main St, Essex, CT 06426
  • /36

    $829,000

    • 3 Beds
    • 2 Baths
    • 7,309 Sq Ft

    33 Deep River Rd, Centerbrook, CT 06409

    This property is 7,300 sq. ft. of mixed use. There is one small 1 bedroom apt., and one large apartment on the second floor with 3 bedrooms, two full baths, large living room ,dining room and kitchen with original beams. First floor is five COMMERICAL SPACES FOR OFFICES OR RETAIL with ample parking. This building is located in Centerbrook on .74 Acre on Falls River waterfront and was built in

    Christine Gemelli William Pitt Sotheby's Int'l

    33 Deep River Rd, Centerbrook, CT 06409
  • /39

    $4,495,000

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

    323 River Rd, Deep River, CT 06417

    Exquisite Shingled Traditional European Estate on the Connecticut River. Discover unparalleled elegance and waterfront serenity with this majestic 5,557 square-foot Traditional style residence, perfectly situated on a lush 2.52-acre estate with dock and beach on the CT River. Boasting 5 bedrooms and 5.5 bathrooms, this home is a testament to craftsmanship and sophisticated living. The home's

    Colette Harron William Pitt Sotheby's Int'l

    323 River Rd, Deep River, CT 06417
  • /2

    $1,760,000

    • Land
    • 23 Acres
    • $76,190 per Acre

    0 Bokum Rd Unit 24031631, Essex, CT 06426

    23 acres (Lot 14-3) for $1,760,000 with a potential to have 42 units Two Development projects on 23 acres (Lot 14-3) for $1,760,000 with a potential to have 42 units and on 10 acres (Lot14-2) for 10 acres (Lot14-2) for $660,000 with a potential to have 24 units adjacent to the Essex Glen in the AAC (Active Adult Community in the Rural Zone with a potential to have 24 units adjacent to the Essex

    Penny Parker Lyman Real Estate

    0 Bokum Rd Unit 24031631, Essex, CT 06426
  • /2

    $660,000

    • Land
    • 10 Acres
    • $66,000 per Acre

    0 Bokum Rd Unit 24031624, Essex, CT 06426

    Two Development projects on 23 acres (Lot 14-3) for $1,760,000 with a potential to have 42 units and on 10 acres (Lot14-2) for 10 acres (Lot14-2) for $660,000 with a potential to have 24 units adjacent to the Essex Glen in the AAC (Active Adult Community in the Rural Zone with a potential to have 24 units adjacent to the Essex Glen condominium community. Access to the site from the end on Essex

    Penny Parker Lyman Real Estate

    0 Bokum Rd Unit 24031624, Essex, CT 06426
  • /9

    $250,000

    • Land
    • 0.75 Acre
    • $333,333 per Acre

    130 Dennison Rd, Essex, CT 06426

    Rarely available commercial parcel of land in Essex. Proposed 7,500 sf building or other build to suit. Great visibility on Route 9 and just off Rte 153 and Rte 154

    Susan Malan William Pitt Sotheby's Int'l

    130 Dennison Rd, Essex, CT 06426
  • /30

    $725,000

    • Land
    • 0.31 Acre
    • $2,338,710 per Acre

    8 Bank Ln, Essex, CT 06426

    Extremely rare opportunity - buildable lots in Essex Village! Be a part of the Bank Lane enclave. The vision for this wonderful spot was one created by individuals that know, understand and cherish what makes Essex an incredibly special place to live. Be among other historic homes but with new construction. The owner reserves the right of architectural approval and in doing so wants to ensure

    Susan Malan William Pitt Sotheby's Int'l

    8 Bank Ln, Essex, CT 06426
  • /37

    $400,000

    • Land
    • 12 Acres
    • $34,247 per Acre

    002 Vacant Land Map 59 Lot #02 41bushy Hill, Essex, CT 06442

    Builders, Developers make note of this beautiful 11.68 Acre property. Build a Dream home on this mostly level, lightly wooded lot featuring beautiful flora. A rear portion of this land shares a property line with the incarnation camp property. Perfect for the nature lover. Bring your horses, llamas, allowed per Zoning regulations Also able to build 2 houses with a good potential to subdivide into

    Carolyn DiPietro Berkshire Hathaway NE Prop.

    002 Vacant Land Map 59 Lot #02 41bushy Hill, Essex, CT 06442
  • /10

    $232,500

    • Land
    • 1.50 Acres
    • $155,000 per Acre

    11 Kings Hwy, Chester, CT 06412

    1.5+ acre lot, clear cut, open, sunny, with a clean air flow. SE facing with 4-mile view down CT River Valley to Deep River, and Lyme Hills; seasonal partial view of Gillette Castle in Hadlyme. Excellent solar, passive or active potential; 220 volts available at street. Ready to build with approvals in place for 3-bedroom septic, town building department, with Connecticut Water Co. supply line

    Rachel Welch William Raveis Real Estate

    11 Kings Hwy, Chester, CT 06412
  • /2

    $985,000

    • Land
    • 34 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
  • /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
  • /14

    $179,900 Coming Soon

    • Studio
    • 1 Bath
    • 474 Sq Ft

    92 Main St Unit 102, Deep River, CT 06417

    Small Studio Condo in Piano Works. Central Air and High Ceilings. Association Common Room. Gym. Walk to town & CT River.

    Craig Milton Re/Max Valley Shore

    92 Main St Unit 102, Deep River, CT 06417
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