Homes for Sale near Chester Elementary School

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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
• 

  Explore Chester Elementary School

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  /39

  $700,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,133 Sq Ft

  6 Landing Hill Rd, East Haddam, CT 06423

  This renovated c.1899 Colonial blends timeless character with modern updates, offering sweeping views of the Connecticut River. Set on a landscaped 0.89-acre lot in East Haddam Village, the home is within walking distance of the Goodspeed Opera House, Gelston House, and the vibrant Theater District. The classic exterior with companion barn, stonework, and patios creates an inviting setting for

  

  Laura Marozsan

  Berkshire Hathaway NE Prop.

  (860) 909-8506

  6 Landing Hill Rd, East Haddam, CT 06423
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  /13

  $375,000 Coming Soon

  • 2 Beds
  • 1.5 Baths
  • 2,659 Sq Ft

  470 Plains Rd, Haddam, CT 06438

  Welcome to this amazing contemporary home set on 6.3 private acres. Recent improvements include a new roof, windows, kitchen, and heating system-many of the big projects have already been completed for you! Step inside through the spacious mudroom into an open-concept kitchen and dining area, perfect for entertaining. The first floor also features a home office and a stunning living room with

  

  Cory Tyler

  Berkshire Hathaway NE Prop.

  (860) 791-4454

  470 Plains Rd, Haddam, CT 06438
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  /32

  $10,000,000

  • 5 Beds
  • 8 Baths
  • 7,021 Sq Ft

  153 Ferry Rd, Lyme, CT 06439

  Introducing Highover-a 25-acre hilltop estate overlooking the lower Connecticut River, designed by renowned architect Alfred Hopkins. With over half a mile of frontage, this property offers one of the most private and naturally protected waterfront settings in Connecticut, along with direct access to Long Island Sound and the Atlantic Ocean. The estate has welcomed legendary visitors, including

  Edward Hillyer William Raveis Real Estate

  153 Ferry Rd, Lyme, CT 06439
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  /18

  $189,497

  • Land
  • 25.53 Acres
  • $7,423 per Acre

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

  Residential - 25.53 ac Lot in Chester, CTPricing Details:Seller Financing: $41,689.34 Down | $3,165.54 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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  /33

  $999,999 Open Sun 11AM - 12:45PM

  • 4 Beds
  • 4 Baths
  • 2,641 Sq Ft

  11 Phelps Rd, East Haddam, CT 06423

  Step into history with this charming circa 1780 Mill House combined with a historic chapel converted to a modern AUD. Located in the Hadlyme area of East Haddam, this unique property boasts many upgrades. Just under two miles from the Historic Hadlyme Ferry and Gillette's Castle State Park. This enchanting home spans 1,786 sf and beautifully balances antique elegance with modern amenities.

  George Agnelli Agnelli Real Estate

  11 Phelps Rd, East Haddam, CT 06423
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  /40

  $1,599,000

  • 4 Beds
  • 3.5 Baths
  • 5,188 Sq Ft

  31 Birch Hill Rd, Old Lyme, CT 06371

  LUXE MODERN FARMHOUSE w/4-STALL BARN on OVER 10 ACRES! Nestled deep within a private enclave of fine homes, this expansive 4-bed, 3.5-bath residence offers over 5,100sf of artfully designed living space. At 31 Birch Hill Road, you don't just live...you exhale. The covered front porch sets the tone for the beautifully coordinated aesthetic that awaits just beyond. A light-filled floor plan is

  Kiara Rusconi William Raveis Real Estate

  31 Birch Hill Rd, Old Lyme, CT 06371
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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, 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
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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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  /8

  $1,375,000

  • 5 Beds
  • 4 Baths
  • 4,636 Sq Ft

  45 Clark Rd, Old Lyme, CT 06371

  Nestled along a peaceful country road, this stunning 5-bedroom, 4-bath Colonial offers over 4,600 square feet of living space with hardwood floors throughout and beautifully tiled bathrooms. Perfect for both daily living and hosting memorable gatherings, it sits on 2.55 private acres framed by charming stone walls. Blending modern conveniences with the charm of a true country retreat, this home

  Sharon Rinaldi Showcase Realty, Inc.

  45 Clark Rd, Old Lyme, CT 06371
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  /40

  $1,125,000

  • 5 Beds
  • 3.5 Baths
  • 3,594 Sq Ft

  153 Mitchell Hill Rd, Old Lyme, CT 06371

  NEW PRICE! Welcome to this beautiful and spacious Federal-style home, privately sited on 4.48 acres. From the moment you step inside, you'll be delighted by its elegant charm and thoughtful layout. Gleaming hardwood floors, 9-foot ceilings, and flooded with natural light set the tone throughout. The heart of the home is the open-concept kitchen, family room, and breakfast nook ideal for everyday

  Jodi Strycharz William Pitt Sotheby's Int'l

  153 Mitchell Hill Rd, Old Lyme, CT 06371
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  /37

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 3,494 Sq Ft

  7 Shelter Rock Rd, East Haddam, CT 06423

  Masterfully constructed, this home features the hallmarks of period craftmanship, punctuated by modern efficiency and green living. Meticulous attention to detail extends to the studio, greenhouse and the surrounding grounds. Find lofted ceilings, extensive millwork, wide board reproduction style pine floors throughout and grand windows offering loft and light. Exceptional spaces include a

  Nancy Mesham Coldwell Banker Realty

  7 Shelter Rock Rd, East Haddam, CT 06423
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  /40

  $1,600,000

  • 4 Beds
  • 5 Baths
  • 4,070 Sq Ft

  77 Main St, East Haddam, CT 06423

  The striking David Watrous house, located on the CT river, offers unobstructed views of the river where it merges with the Salmon river -from every room.This 1850s gem features 4 bedrooms, 3 custom kitchens and over 4000 sq ft of living space plus an additional 900+ sq. ft in the walkout basement. Its slate mansard roof with its intricate flower design is similar to East Haddam's Goodspeed Opera

  Sacha Armstrong William Pitt Sotheby's Internatiomal Realty

  77 Main St, East Haddam, CT 06423
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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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  /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
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  /33

  $449,000

  • 3 Beds
  • 2.5 Baths
  • 1,730 Sq Ft

  63 Schulman Veslak Rd, East Haddam, CT 06423

  Come see 63 Schulman Veslak Road in East Haddam! Set on just over an acre of land, this beautifully maintained 3-bedroom, 21/2-bath home offers 1,730 square feet of comfortable living space in a peaceful, bucolic setting. Built in 1997, it blends modern function with New England charm. The bright, open kitchen flows easily into a spacious dining and living area-perfect for entertaining or

  Kevin Rockoff Rockoff Realty

  63 Schulman Veslak Rd, East Haddam, CT 06423
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  /12

  $350,000

  • 2 Beds
  • 1 Bath
  • 1,012 Sq Ft

  21 E Liberty St, Chester, CT 06412

  Rehab property - CASH only - AS-IS Sale. There is a buried oil tank - seller will not be removing.

  Rachel Welch William Raveis Real Estate

  21 E Liberty St, Chester, CT 06412
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  /35

  $499,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 2 Baths
  • 1,872 Sq Ft

  9 Brooke Hill Rd, East Haddam, CT 06423

  If you're looking for privacy, this home offers an interior lot with a privacy gate on 8.19 acres, with Succor Brook trailing through the back portion of the property. The well-maintained, traditional Colonial-style home has upgrades throughout. The kitchen features stainless steel appliances and granite countertops. There are four bedrooms and two bathrooms, including a main bedroom on both the

  Deborah Walden eXp Realty

  9 Brooke Hill Rd, East Haddam, CT 06423
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  /7

  $125,000

  • Land
  • 2.29 Acres
  • $54,585 per Acre

  428 Plains Rd, Haddam, CT 06438

  Town-approved 2+ acre building lot on a beautiful winding country road. Just down the road is the CT river and Haddam Meadows State Park and Boat launch, and easy access to Rt 9. Set amongst fine homes, yet wooded and private. Build your dream home!

  Siobhan McLaughlin William Raveis Real Estate

  428 Plains Rd, Haddam, CT 06438
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  /29

  $525,000

  • 2 Beds
  • 1 Bath
  • 1,470 Sq Ft

  79 Middlesex Ave, Chester, CT 06412

  Charming Cape just steps from Chester Village! This inviting 2-bed, 1-bath home blends timeless New England character with everyday comfort and walk-to-village convenience. Warm hardwood floors flow throughout the light-filled living room into the updated kitchen with its beautiful bow window and dining area. The kitchen is replete with ample granite counters, perfect for the aspiring chef! The

  Gigi Giordano Taylor Compass Connecticut, LLC

  79 Middlesex Ave, Chester, CT 06412
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  /35

  $449,000

  • 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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  /32

  $400,000

  • 3 Beds
  • 1.5 Baths
  • 1,092 Sq Ft

  47 Palmer Martin Rd, East Haddam, CT 06423

  Welcome to 47 Palmer Martin Road - where peace, privacy, and potential meet. Nestled on nearly an acre of level, tree-lined land, this property offers a rare sense of space and tranquility. Whether you dream of gardening or simply relaxing surrounded by nature, the expansive lot provides endless opportunities. This raised ranch features 3 bedrooms, 1 bath, and over 1,000 square feet of living

  Samantha Smith RE/MAX Legends

  47 Palmer Martin Rd, East Haddam, CT 06423
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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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  /40

  $1,320,000

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

  1572 Saybrook Rd, Haddam, CT 06438

  Unique Investment Opportunity! Discover this charming antique two-family home with timeless appeal, featuring a welcoming wraparound porch. Zoned for residential or commercial use, the property also comes with special permit approvals for 24 additional units, creating endless potential. Set on two lots totaling 1.26 acres, this rare offering provides flexibility to purchase together,

  Craig Milton Re/Max Valley Shore

  1572 Saybrook Rd, Haddam, CT 06438
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  /40

  $544,999

  • 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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  /17

  $799,000

  • 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

  • 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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  /38

  $1,950,000

  • 3 Beds
  • 3.5 Baths
  • 3,785 Sq Ft

  703 Fox Hopyard Rd, East Haddam, CT 06423

  Introducing 703 Fox Hopyard Road, brand new construction with the most gorgeous view. This may just be the very best lot and view in all of Fox Hopyard. Perfectly sited at the end of the road with a sprawling lawn. This Nantucket Style cedar shake home features a dramatic great room with a floor to ceiling stone fireplace, high beamed ceiling with an open spacious loft space above, dining area

  Jodi Strycharz William Pitt Sotheby's Int'l

  703 Fox Hopyard Rd, East Haddam, CT 06423
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  /34

  $795,000

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

  Unlisted Address

  This historic c.1865 post-and-beam barn has been meticulously crafted into an incredibly handsome home by master Housewright H.P. (Skip) Broom. This place is something special from the 15 foot barn doors, the dramatic open great room with original barn beams throughout, the soaring wooden ceiling, beautiful wide plank wood flooring, walls of windows and a natural field stone fireplace. Features

  Jodi Strycharz William Pitt Sotheby's Int'l

  Unlisted Address
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  /36

  $849,900 Open Wed 5PM - 7PM

  • 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
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  /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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  /37

  $795,000

  • 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, 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 adventures and world-class restaurants and shopping just moments

  Amy Graham William Pitt Sotheby's Int'l

  8 Butter Jones 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
• 

  

  /40

  $419,900

  • 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
• 

  

  /19

  $189,900

  • Land
  • 21.87 Acres
  • $8,683 per Acre

  40 & 42 Old Cart Rd, Haddam, CT 06438

  LOOKING TO BUILD? This extraordinary 21+ acre lot is adjacent to a state forest (8 acres to the south) with all the privacy you will ever need! This property has an approved survey for a 5 Bedroom home, with approved septic plan (for 5BR home) and well testing all completed by a professional engineer. The land is mostly cleared of brush where the home would be placed. The trees that are left are

  Jeff Coleman Hagel & Assoc. Real Estate

  40 & 42 Old Cart Rd, Haddam, CT 06438
• 

  

  /18

  $189,497

  • Land
  • 25.53 Acres
  • $7,423 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
• 

  

  /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

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