Homes for Sale near Valley Regional High School

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  /5

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,060 Sq Ft

  7 Earl St, Centerbrook, CT 06409

  Investor Special - 7 Earl Street | Full Gut Renovation Opportunity Calling all savvy investors and visionary flippers! 7 Earl Street is your next big opportunity. This estate property is being sold as-is and is ready for a complete transformation. The structure appears solid, but the interior needs a complete gut and rebuild. There is currently no kitchen or working bathroom, and a past pipe

  

  Nick Prevost

  William Raveis Real Estate

  (860) 351-4372

  7 Earl St, Centerbrook, CT 06409
• 

  Explore Valley Regional High School

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  /10

  $175,000

  • Land
  • 2.2 Acres
  • $79,545 per Acre

  86 Bushy Hill Rd, Ivoryton, CT 06442

  Welcome to Ivoryton-a borough so rich in charm it practically begs to be the setting of your next chapter. Just up the road from the historic Ivoryton Playhouse, one of the country's longest-running theaters, this 2.2-acre lot places you right where culture and countryside meet. Imagine catching a Broadway-quality show just minutes from your front porch, then strolling to The Blue Hound Cookery

  

  Michael Marsden

  Compass Connecticut, LLC

  (860) 845-1408

  86 Bushy Hill Rd, Ivoryton, CT 06442
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  /40

  $1,225,000

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

  9 Pratt St, Essex, CT 06426

  Charming Essex Village Gem! Located in the heart of Essex Village, this beautifully updated antique home offers the perfect blend of historic charm and modern comfort-all just a short stroll to the water, Essex Harbor, and the village's delightful shops and restaurants. Inside, you'll find 3 bedrooms and 2.5 baths, with stunning details throughout. The spacious, remodeled kitchen is a chef's

  

  Cathy Lynch

  Coldwell Banker Realty

  (860) 847-7232

  9 Pratt St, Essex, CT 06426
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  /27

  $549,000

  • 3 Beds
  • 2.5 Baths
  • 1,664 Sq Ft

  131 Middlesex Ave, Chester, CT 06412

  Discover this waterfront delight in charming Chester, sure to reward with year-round views! Completely and thoughtfully renovated in 2012 from the ground up (including brand new septic system), this pristine Colonial offers 3 floors of living space and a smart L-shape open floor plan ensuring that you always have a gorgeous view. In addition to some hardworking 1st floor spaces (roomy mudroom,

  

  Claudia O'Connell

  William Raveis Real Estate

  (860) 590-3562

  131 Middlesex Ave, Chester, CT 06412
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  /40

  $559,900

  • 3 Beds
  • 3 Baths
  • 2,208 Sq Ft

  12 Nutmeg Ln, Essex, CT 06426

  Available NOW on rarely traded Nutmeg Lane! Privately situated at the end of a cul-de-sac on just about one full acre prefect for walking and biking, this brilliant Colonial awaits its new owners. Instead of some minor updates, this one received all of the important ones... Brand New Roof, ALL new windows throughout, a fresh exterior paint job, new seamless gutters, new garage door. Inside, a

  Joe Loguidice William Raveis Real Estate

  12 Nutmeg Ln, Essex, CT 06426
• 

  

  /18

  $199,497

  • Land
  • 25.53 Acres
  • $7,814 per Acre

  0 Hoop Pole Hill Rd Unit 24625958, Chester, CT 06412

  Residential - 25.53 ac Lot in Chester, CTPricing Details:Seller Financing: $43,889.34 Down | $3,332.59 per monthHere’s your chance to own a remarkable 25.53-acre property in the heart of Chester, CT, Middlesex County. While the parcel is landlocked with no legal access, it can be reached via the Deep River through state-owned land, and Pine Ledge Road comes close to the

  0 Hoop Pole Hill Rd Unit 24625958, Chester, CT 06412
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  /40

  $1,150,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 4 Baths
  • 2,156 Sq Ft

  5 Parker Terrace, Essex, CT 06426

  "The Barn", named for the reclaimed beams and flooring sourced from the barn that once stood on this land, is a designer's retreat full of character and embraced quirks. With four bedrooms, four baths, and high-end interiors throughout, the home delights with surprises like a French MAs waxed-concrete wet room with custom teak doors that open directly outside to the hot tub and a cozy,

  Jennifer Caulfield William Pitt Sotheby's Int'l

  5 Parker Terrace, Essex, CT 06426
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  /39

  $824,900

  • 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
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  /37

  $795,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft

  8 Butter Jones Rd, Chester, CT 06412

  Enchanting Cape with Artisan Post & Beam Charm - Just Down the Road from Chester Village! Tucked away on 2 acres of picturesque land and bordering the vast 17,000-acre Cockaponset State Forest, this whimsical 3-bedroom, 2.5-bath Cape Cod home invites you to live among nature in style. Only a short distance from Cedar Lake and Chester Village, you'll have easy access to endless outdoor

  Amy Graham William Pitt Sotheby's Int'l

  8 Butter Jones Rd, Chester, CT 06412
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  /35

  $1,275,000

  • 6 Beds
  • 3 Baths
  • 3,869 Sq Ft

  9 Turnstone Rd, Essex, CT 06426

  A spacious, exquisite, immaculately maintained home that shows like new! This impressive property is on the market for the first time since it was custom designed by the original owners, and built by a renowned local contractor. Attention to detail and flow is apparent throughout. The floor plan is fantastic. In addition to a large kitchen/great room with a fireplace and sliders leading to a rear

  Rick Weiner William Pitt Sotheby's Int'l

  9 Turnstone Rd, Essex, CT 06426
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  /36

  $1,400,000

  • 4 Beds
  • 4 Baths
  • 3,036 Sq Ft

  11 N Main St, Essex, CT 06426

  Welcome to the reimagined John Miner House on North Main Street in the charming Connecticut River Valley Village of Essex. Originally built in 1880 as a residence and tailor shop, this historic property has evolved over the years into a unique investment and lifestyle opportunity. Ideally located in the Heart of the Village, you'll enjoy a short stroll to the Connecticut River, marinas, quaint

  Philip Warner William Pitt Sotheby's Int'l

  11 N Main St, Essex, CT 06426
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  /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 and a spacious yard 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 living spaces with

  Erin Borruso William Pitt Sotheby's Int'l

  32 Pinewood Trail, Deep River, CT 06417
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  /31

  $875,000

  • 3 Beds
  • 4 Baths
  • 2,359 Sq Ft

  13 Maple Ave, Essex, CT 06426

  Available for the first time in over 30 years! Perfectly situated in the heart of Essex Village, this charming 2-3 BR Cape c1937 blends the architectural beauty of the 1930's with the comfort of modern living. Step into a thoughtfully designed space featuring an incredible Great Room addition with soaring ceilings, a cozy fireplace and abundant natural light. French doors open to a spacious deck

  Carol Frost Compass Connecticut, LLC

  13 Maple Ave, Essex, CT 06426
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  /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
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  /37

  $1,349,000 Under Contract

  • 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
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  /35

  $495,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 4 Baths
  • 2,935 Sq Ft

  24 Elm St, Deep River, CT 06417

  Ideally located in the heart of Deep River, this charming and versatile residence offers convenience, character, and room to grow. A sidewalk-lined street provides easy access to village shopping, dining, and Route 9, while the home itself enjoys a peaceful setting along the Deep River stream, which connects Rogers Pond and Keyboard Pond. Inside, a spacious floor plan features a first-floor

  Joseph Rhodes Coldwell Banker Realty

  24 Elm St, Deep River, CT 06417
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  /39

  $725,000

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft

  6 W Main St, Chester, CT 06412

  EXCELLENT LOCATION, EXCELLENT CONDITION! Lovingly restored 2-family in the heart of Chester Village with historic provenance. Perfect blend of old-school New England charm and modern updates including new siding, full insulation, and A/C. PRIME VILLAGE LOCATION - walk to Chester's vibrant fairs, events, dining, and shopping. Easy commute to Rt. 9. BOTH UNITS FEATURE: * 2 bedrooms with original

  MJ Derisio William Pitt Sotheby's Int'l

  6 W Main St, Chester, CT 06412
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  /36

  $600,000

  • 4 Beds
  • 2.5 Baths
  • 2,828 Sq Ft

  7 Bushy Hill Rd, Deep River, CT 06417

  Welcome to this nicely maintained one-owner Colonial, offering 2,828 square feet of beautifully designed living space with 4 bedrooms, 2.5 baths, and an attached 2-car garage. Built in 2011, this home offers light-filled interiors, high ceilings, and hardwood floors throughout the main level. A covered front porch invites you into a two-story foyer that leads to a spacious living room featuring a

  Rose Ciardiello William Raveis Real Estate

  7 Bushy Hill Rd, Deep River, CT 06417
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  /33

  $469,900

  • 4 Beds
  • 2 Baths
  • 1,516 Sq Ft

  36 Kings Hwy, Chester, CT 06412

  Charming Stone Home on Nearly 4 Acres! Just minutes from Chester Village, this distinctive home blends character and modern updates. Enjoy an eat-in kitchen with quartz counters, 3-4 bedrooms, and a versatile home office. Recent upgrades include hardwood floors, new roof and gutters, furnace, oil tank, solar panels, and surveillance system. A detached stone 2-car garage completes this rare find!

  Craig Milton Re/Max Valley Shore

  36 Kings Hwy, Chester, CT 06412
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  /18

  $316,000

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  347 Main St, Deep River, CT 06417

  Discover this inviting ranch-style home, perfectly positioned just minutes from the historic Essex Steam Train along the scenic Connecticut River. Boasting just over 1,200 square feet of living space, this residence features 3 bedrooms, 2 full bathrooms, and a 1-car attached garage. A partially finished walk-out basement adds valuable additional space, ideal for a home office, recreation area, or

  Jonathan Gineo Silver and Oak Realty

  347 Main St, Deep River, CT 06417
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  /40

  $549,999 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft

  89 Book Hill Rd, Essex, CT 06426

  Welcome to 89 Book Hill Road in the heart of Essex Village. This beautifully updated Cape offers a perfect blend of classic New England charm and modern comfort. Set on a private lot surrounded by mature trees, the home features a spacious and light-filled layout with hardwood floors, two fireplaces, and a flexible floor plan. The kitchen has been tastefully updated with modern finishes, flowing

  Tyler Lynch RE/MAX RISE

  89 Book Hill Rd, Essex, CT 06426
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  /34

  $375,000

  • Land
  • 11.68 Acres
  • $32,106 per Acre

  41 Bushy Hill Rd, Ivoryton, CT 06442

  Builders, Developers make note of this beautiful 11.68 Acre property. 433' road frontage on Bushy Hill Rd, underground and above ground electricity available. Surround yourself with nature and Build a Dream home on this mostly level, lightly wooded lot. Bring your horses, llamas, allowed per Zoning regulations. Can be split, able to build 2 houses with a good potential to subdivide into 3 lots.

  Carolyn DiPietro Berkshire Hathaway NE Prop.

  41 Bushy Hill Rd, Ivoryton, CT 06442
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  /15

  $414,900

  • 3 Beds
  • 1.5 Baths
  • 1,432 Sq Ft

  200 Westbrook Rd, Deep River, CT 06417

  Ranch style home located on a corner lot with a generous sized backyard. The home features a living room with fireplace, dining room, 3 bedrooms and 1 1/2 baths. Freshly painted. Hardwood flooring thru out. Newer furnace. Major updates have been completed. New septic system, new well tank, well pump and well head, new stone driveway. Oversized two car garage. Easy access to Interstate 95 and

  Joanne Putnam DB Associates of CT, LLC

  200 Westbrook Rd, Deep River, CT 06417
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  /17

  $799,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,970 Sq Ft

  62 River St, Deep River, CT 06417

  A RARE GEM, WELCOME TO THIS RESTORED VICTORIAN TWO FAMILY HOME DESIGNED FOR EASY LIVING. COMPLETELY REMODELED, EACH UNIT HAS TWO BEDROOMS AND 1 BATH AS WELL NEW KITCHEN AND APPLIANCES. THE HOME ALSO OFFERS CITY WATER AND CITY SEWERS. DON'T MISS THIS OPPORTUNITY, THE HOME IS PERFECT FOR MULTIGENERATIONAL LIVING, OR AN INVESTMENT PROPERTY.

  Mim Beardsley Houlihan Lawrence WD

  62 River St, Deep River, CT 06417
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  /38

  $649,900 Open Sun 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 2,969 Sq Ft

  112 Cedar Swamp Rd, Deep River, CT 06417

  Welcome to your dream home at 112 Cedar Swamp Road, Deep River, CT! This charming Cape Cod-style residence, originally built in 1940, has been beautifully renovated to blend classic charm with modern efficiency. With 4 spacious bedrooms and 3 full bathrooms, this home has +/- 2,900 square feet of living space, providing ample room for all your lifestyle needs. Step inside to discover a bright and

  Gigi Giordano Taylor Compass Connecticut, LLC

  112 Cedar Swamp Rd, Deep River, CT 06417
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  /37

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,934 Sq Ft

  15 Cedar St, Centerbrook, CT 06409

  Nestled in the picturesque village of Centerbrook and just down the road from scenic Mill Pond, this raised ranch offers the perfect blend of space, potential, and location. Featuring 3 bedrooms and 2 full baths, this home has so many incredible features and is ready to be transformed into your dream home with just a few cosmetic updates. Step inside to an inviting open-concept layout, where the

  Robert Jordan Hagel & Assoc. Real Estate

  15 Cedar St, Centerbrook, CT 06409
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  /36

  $849,900

  • 7 Beds
  • 2 Baths
  • 2,402 Sq Ft

  60 Goose Hill Rd, Chester, CT 06412

  Spectacular 2 Family home newly renovated. Separate entrances and separate driveways. One unit has 4 bedrooms and a bonus room and the other has 3 bedrooms. New septic system. Central air and washer/dryer hookups in each unit. Huge open kitchen/dining/living room area in both units. All wood and tile floors. Even the basement looks new with all new mechanicals. Stone wall along the driveway

  Alexis Devlin Coldwell Banker Realty

  60 Goose Hill Rd, Chester, CT 06412
• 

  /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
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  /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
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  /40

  $3,375,000

  • 4 Beds
  • 6 Baths
  • 4,926 Sq Ft

  288 Middlesex Ave, Chester, CT 06412

  East View is a long-admired Connecticut Riverfront property, a rare offering that perfectly marries historic provenance with elevated modern living. The circa 1800 home was masterfully renovated and expanded in 2010 with an architect's eye and a reverence for its storied past. Meticulous attention to detail is found in the extensive millwork, custom built-ins and hand-hewn beams lending warmth

  Nancy Mesham Coldwell Banker Realty

  288 Middlesex Ave, Chester, CT 06412
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  /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 scenic, 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

  Rachel Welch William Raveis Real Estate

  47 Plains Rd, Deep River, CT 06417
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  /31

  $425,000

  • 2 Beds
  • 1.5 Baths
  • 807 Sq Ft

  50 Bokum Rd, Chester, CT 06412

  Welcome to this delightful 2-bedroom, 1.5 bath home tucked in the heart of historic Chester, CT. Brimming with character, this cozy home blends modern updates with small-town New England charm. Step inside to find a bright and inviting living space, an updated kitchen, and thoughtful touches throughout. Perfectly sized for easy living, the property offers a low-maintenance yard ideal for

  Cynthia Sigurdson William Pitt Sotheby's Int'l

  50 Bokum Rd, Chester, CT 06412
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  /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
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  /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
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  /18

  $199,497

  • Land
  • 25.53 Acres
  • $7,814 per Acre

  00 Hoop Pole Hill Rd, Chester, CT 06412

  Here's your chance to own a remarkable 25.53-acre property in the heart of Chester, CT, Middlesex County. While the parcel is landlocked with no legal access, it can be reached via the Deep River through state-owned land, and Pine Ledge Road comes close to the boundary, making it ideal for recreational activities and hunting. Conveniently located near Route 9, just off Exit 8, this expansive

  Derek Greene Derek Greene

  00 Hoop Pole Hill Rd, Chester, CT 06412
• 

  

  /16

  $1,025,000

  • Land
  • 1.02 Acres
  • $1,004,902 per Acre

  41B River Rd, Essex, CT 06426

  Peaceful, tranquil waterfront lot available. This special location is on Falls River Cove with a shared dock and consists of 1+ acres ready for new construction. View restrictions in place. Please see declaration of restrictions, covenants and easements in the attached. The lot is not visible from the road; shown by appointment only.

  Susan Malan William Pitt Sotheby's Int'l

  41B River Rd, Essex, CT 06426
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  /40

  $775,000

  • 2 Beds
  • 3 Baths
  • 1,598 Sq Ft

  6 Spring St, Chester, CT 06412

  Welcome to 6 Spring Street, a residence that transcends the ordinary. Known affectionately as "The Recycle House," this home is a testament to over a decade of meticulous craftsmanship, with the majority of its structure composed of upcycled materials. Its acclaim extends beyond its eco-friendly design, having been rated as one of the top 70 Airbnbs near NYC by the online magazine "Curbed" and

  Amy Graham William Pitt Sotheby's Int'l

  6 Spring St, Chester, CT 06412
• 

  

  /40

  $1,675,000

  • 4 Beds
  • 2.5 Baths
  • 2,634 Sq Ft

  18 Benson Ln, Essex, CT 06426

  Perhaps once in a generation might an Essex village property with so much to offer and such potential to expand, become available. The water view setting is otherworldly. The gracious level 1.37 acre lot is located in a coveted neighborhood, prized for its natural beauty, country vibe, and close proximity to downtown Essex. The grounds are awe-inspiring. Subtly landscaped borders contain an

  Rick Weiner William Pitt Sotheby's Int'l

  18 Benson Ln, Essex, CT 06426
• 

  

  /13

  $300,000

  • Land
  • 0.93 Acre
  • $322,581 per Acre

  130 Mares Hill Rd, Essex, CT 06442

  Foundation is poured and building plans are attached. Buyer to perform their own due diligence for builder. Property has a functioning well. Very motivated sellers.

  Larry Bevilacqua RE/MAX Legends

  130 Mares Hill Rd, Essex, CT 06442
• 

  

  /26

  $2,495,000

  • 8 Baths
  • 12,155 Sq Ft

  31 N Main St, Essex, CT 06426

  Signature building in Essex Village. Originally the EE Dickinson corporate offices; grandfathered use in a residential zone. Reimagine this amazing space, water views, Essex Village, .78 acres of land, large footprint. Rare opportunity to own a cherished piece of Essex history

  Susan Malan William Pitt Sotheby's Int'l

  31 N Main St, Essex, CT 06426

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