Homes for Sale near Chester Elementary School

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  /40

  $995,000

  $400K PRICE DROP

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

  45 Clark Rd, Old Lyme, CT 06371

  After a year of rehabilitation, this beautiful & spacious colonial home has been thoughtfully & tastefully completely remodeled & enhanced! Located in the heart of Lyme just a short distance from the historic ferry, Gillette's Castle & Fox Hopyard Country Club, this home boasts a very modern feel with an open & airy floor plan. All aspects have been brilliantly brought to life inside & out! The

  

  Kevin Geysen

  William Pitt Sotheby's Int'l

  45 Clark Rd, Old Lyme, CT 06371
• 

  Explore Chester Elementary School

• 

  

  

  /40

  $2,200,000

  • 4 Beds
  • 3.5 Baths
  • 3,957 Sq Ft

  47 E Kings Hwy, Chester, CT 06412

  A once-in-a-generation opportunity to become the steward of one of the Connecticut River Valley's most important historic estates. Built in 1798 by Jonathan Warner-founder of the Chester-Hadlyme Ferry, merchant, ship owner, farmer, Constable, Justice of the Peace, civic leader, and director of the Middlesex Turnpike-the Warner-Brooks House stands as a remarkable testament to early American

  

  Al Chiarito

  Chiarito Real Estate LLC

  47 E Kings Hwy, Chester, CT 06412
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  /37

  $1,150,000

  • 8 Beds
  • 6 Baths
  • 7,300 Sq Ft

  87 Main St, Deep River, CT 06417

  VC Property Group is proud to present a rare two-parcel assemblage in Deep River, Connecticut, featuring a newer construction single-family residence, a five-unit mixed-use building with four residential apartments and one retail unit, and a contiguous 0.30-acre vacant parcel. Located in the highly desirable Lower Connecticut River Valley, the property is just 0.4 miles from Downtown Deep River

  

  Anthony Velez

  VC Property Group, LLC

  87 Main St, Deep River, CT 06417
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  /38

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,774 Sq Ft

  55 Wig Hill Rd, Chester, CT 06412

  Set in the charming town of Chester, this three-bedroom, two-bath home offers a versatile layout with thoughtfully updated spaces throughout. The main level features an updated kitchen, wood floors, and an inviting living room anchored by a striking raised gas fireplace that serves as a beautiful focal point. Recent improvements include a new roof and new central air conditioning condenser,

  

  Kelly Puorro

  Puorro Realty Group

  55 Wig Hill Rd, Chester, CT 06412
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  /37

  $999,000

  $191K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,905 Sq Ft

  13 Mill Rd, Essex, CT 06426

  Nestled at the end of a private lane in one of Essex Village's premier waterfront settings, this exceptional residence offers a rare blend of privacy, natural beauty, and walk-to-town convenience. Set on 1.5 acres overlooking Falls River Pond and North Cove, the property enjoys year-round water views, abundant wildlife, and room for future expansion. Designed to embrace its surroundings, the home

  

  Kelly Puorro

  Puorro Realty Group

  13 Mill Rd, Essex, CT 06426
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  /6

  $979,860

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,246 Sq Ft

  130 Mares Hill Rd, Essex, CT 06442

  Stunning new construction ranch set on a beautiful level lot, just under an acre. Thoughtfully designed for both comfort and flexibility. This To-Be Built contemporary home will feature an open-concept layout with a spacious kitchen, center island, and seamless flow to the living and dining areas-perfect for entertaining and everyday living. The private primary suite offers a walk-in closet and

  

  Kiki Sydnor

  Choice Realty

  130 Mares Hill Rd, Essex, CT 06442
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  /39

  $579,900

  Coming Soon

  • 2 Beds
  • 1.5 Baths
  • 1,861 Sq Ft

  41 Glen Grove Rd, Deep River, CT 06417

  A private New England retreat where character, craftsmanship and nature come together. 2-3 bedroom, 1861 sq. ft. country cape set on 3.75 beautifully landscaped acres in Deep River's Winthrop area, 41 Glen Grove is a truly special property surrounded by stone walls, mature plantings and its own private pond. Inside, wide-board floors, exposed beams, built-ins, a slate entry and two fireplaces-one

  Syed Musa Kazam William Raveis Real Estate

  41 Glen Grove Rd, Deep River, CT 06417
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  /40

  $795,000

  $30K PRICE DROP

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

  163 Main St, Deep River, CT 06417

  Rare mixed-use investment opportunity located in the heart of desirable Deep River Village. Positioned directly on Main Street, this 5-unit asset offers a strong blend of residential and commercial income within one of the Connecticut shoreline region's most sought-after rental and retail markets. The property consists of 3 residential apartments and 2 commercial storefronts occupied by long-term

  Connor Wenchell VC Property Group, LLC

  163 Main St, Deep River, CT 06417
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  /40

  $599,900

  • 5 Beds
  • 3.5 Baths
  • 3,872 Sq Ft

  182 Old Cart Rd, Haddam, CT 06438

  Beautifully updated 5+ bedroom home offering an abundance of living space, privacy, and versatility on a peaceful country road. Filled with character and warmth, this spacious property combines timeless charm with thoughtful updates. The remodeled eat-in kitchen provides a welcoming gathering space, while the expansive family room features a beautiful paneled fireplace, stunning hardwood floors,

  Heather Smith Our Home Realty Advisors

  182 Old Cart Rd, Haddam, CT 06438
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  /26

  $2,195,000

  • 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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  /5

  $189,000

  • Land
  • 25 Acres
  • $7,560 per Acre

  00 River Rd, East Haddam, CT 06423

  Magical location of this estate sized parcel or development opportunities on a quiet country road just steps to Gillette's Castle State Park. A rare offering of 25 wooded acres with easy access to utilities, substantial road frontage, and high views of the Connecticut river valley. The land is currently in Forest Act 490 for the lowest property taxes and road frontage numbers is approximate.

  Angela Ruel Berkshire Hathaway NE Prop.

  00 River Rd, East Haddam, CT 06423
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  /40

  $825,000

  $170K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,343 Sq Ft

  136 Goose Hill Rd, Chester, CT 06412

  Welcome to 136 Goose Hill Rd. This home has been tastefully redesigned inside and out with no expense spared. Featuring 4 bedroom, 3 full bathroom, over 3,300 sq ft of beautifully finished living space sitting on just over 2 acres. Step inside to discover all-new hardwood flooring throughout the main level and a thoughtfully designed open-concept layout ideal for both everyday living and

  Chris Torrez RE/MAX One

  136 Goose Hill Rd, Chester, CT 06412
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  /19

  $75,000

  $25K PRICE DROP

  • Land
  • 1 Acre
  • $75,000 per Acre

  0 Turkey Hill Rd, Chester, CT 06412

  Discover the perfect setting to build your dream home in the desirable Wig Hill area of Chester, Connecticut. Located near Cockaponset Sate Forest and the scenic Connecticut River valley. This beautiful one-acre level building lot features approximately 211 feet of road frontage and dimensions of roughly 200 x 200 feet, offering ample space and flexibility to bring your custom plans and ideas to

  Charles Kroopneck Charles Kroopneck Real Estate

  0 Turkey Hill Rd, Chester, CT 06412
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  /34

  $2,200,000

  • 5 Beds
  • 5.5 Baths
  • 5,234 Sq Ft

  88 N Main St, Essex, CT 06426

  Two hours from New York City. Two hours from Boston. A world away from both. Privacy is the ultimate luxury. This masterfully re-imagined 5,234 sq. ft. compound located in historic Ivoryton, a village within the town of Essex, sits behind newly established hedges on nearly two flat, manicured acres - completely turn-key, completely private. The grounds are designed for outdoor living. A 20 X 40

  Kirsten Adams William Pitt Sotheby's Int'l

  88 N Main St, Essex, CT 06426
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  /30

  $284,900

  • 3 Beds
  • 1 Bath
  • 1,217 Sq Ft

  92 Water St, Chester, CT 06412

  Charming 1927 Colonial offering a rare chance to own directly on the water in the heart of Chester. This 3-bedroom, 1-bath home spans 1,217 sq ft across two stories, with a classic layout featuring a living room and dining room on the main level and three bedrooms upstairs. Set on a 0.27-acre lot with vinyl siding and a paved driveway, the home sits right on the water with tranquil river views -

  Ryan O'Keeffe Salzillo Realty Company

  92 Water St, Chester, CT 06412
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  /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
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  /39

  $695,000

  • 4 Beds
  • 2.5 Baths
  • 3,111 Sq Ft

  8 Windermere Way, Ivoryton, CT 06442

  Welcome to Windswept Ridge, one of the most sought-after neighborhoods in Essex. First time offered by original owners, this 4-bedroom 3 bath Cape has great curb appeal. One floor living is possible with a first-floor bedroom and shower bath. Beautiful oak floors and nine-foot ceilings enhance the main living areas. The upper primary bedroom features spacious walk in closet and full bath with

  Shane Bonanno William Raveis Real Estate

  8 Windermere Way, Ivoryton, CT 06442
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  /38

  $2,995,000

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

  288 Middlesex Ave, Chester, CT 06412

  Set along a coveted and historic stretch of the Connecticut River, East View is a rare waterfront compound where extraordinary frontage, architectural integrity and Connecticut River Valley charm converge. Just over one mile from the village, this turnkey 2.65-acre estate offers 285 feet of direct river frontage, protected views and deep-water access. The river is the focal point framed by

  Nancy Mesham Coldwell Banker Realty

  288 Middlesex Ave, Chester, CT 06412
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  /36

  $1,595,000

  Open Sun 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,708 Sq Ft

  46 West Ave, Essex, CT 06426

  1/2 mile walk to Essex Village, the marina, shops, and restaurants, this historic residence is nestled within one of Essex's most desirable neighborhoods. Thoughtfully reimagined by an established interior designer, the home masterfully blends modern luxury with the timeless charm quintessential to Essex. Original architectural details including hand-carved doors, staircase banister, fireplace

  Steve Wollman Wollman Realty

  46 West Ave, Essex, CT 06426
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  /40

  $3,395,000

  $1M PRICE DROP

  • 5 Beds
  • 6 Baths
  • 4,734 Sq Ft

  53 -1 Selden Rd, Lyme, CT 06371

  Selden Farm, a landmark 1690s property steeped in history and set in a picturesque corner of Lyme, is once again available for new stewardship. Upheld by only three families since 1695 when it sat on over 6,000 acres, it presents a rare opportunity to own a beautiful country Antique home now set on 9 pastoral acres abutting conservation land with sweeping views of Selden Cove and the CT. River.

  Joseph Rhodes Coldwell Banker Realty

  53 -1 Selden Rd, Lyme, CT 06371
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  /23

  $899,000

  • Land
  • 37 Acres
  • $24,297 per Acre

  0 Cold Spring Rd, East Haddam, CT 06423

  Wealth of road frontage with this 37 acre parcel of land - 2355' - nearly 1/2 mile! Many flat areas, old cart paths and stone walls wind through the lightly treed acreage. The site has never been tested but there is an A-2 Survey available along with a Wetlands and Topographic map. The property has been held within the same family for over 50+ years. Located in the "2 acre zone", this tract

  Jackie Nowell Coldwell Banker Realty

  0 Cold Spring Rd, East Haddam, CT 06423
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  /23

  $2,750,000

  • 3 Beds
  • 5 Baths
  • 4,711 Sq Ft

  150-1 Mitchell Hill Rd, Lyme, CT 79532

  UNIQUE and AMAZING! Step into a storybook estate where grandeur meets modern luxury. Set on an expansive 22.92 acres, this castle-inspired residence offers a rare blend of timeless architecture and exceptional comfort. Inside, a breathtaking living room welcomes you with soaring beam-lined ceilings and a massive stone fireplace that anchors the space in warmth and character. The heart of the home

  Cynthia Bahl Anchor Real Estate LLC

  150-1 Mitchell Hill Rd, Lyme, CT 79532
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  /40

  $349,900

  $25K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,006 Sq Ft

  85 River Rd Unit E8, Essex, CT 06426

  Welcome home to low-maintenance riverfront living in desirable Essex, CT! Tucked away in the sought-after Heritage Cove community, this 2-bedroom end-unit offers 1,006 sq. ft. of light-filled, open-concept space featuring scenic water views and easy coastal living. Key Features & Interior Details Living Area: 1,006 sq. ft. open floor plan Bedrooms / Bathrooms: 2 Spacious Bedrooms | 1 Full Bath

  Brian Hammett Hammett Real Estate

  85 River Rd Unit E8, Essex, CT 06426
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  /40

  $7,250,000

  • 5 Beds
  • 4 Baths
  • 4,544 Sq Ft

  41 Joshua Ln, Old Lyme, CT 06371

  Elevated on a dramatic rise above the Connecticut River, this captivating property, aptly named "River Knoll," showcases one of the most breathtaking private settings on the river. The historic home has been featured in multiple publications such as Veranda and CTC&G for its exceptional beauty. Stunning landscape design frames every vista from the river's edge to the meticulously tended grounds

  Teri Lewis William Pitt Sotheby's Int'l

  41 Joshua Ln, Old Lyme, CT 06371
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  /40

  $599,000

  • 3 Beds
  • 3 Baths
  • 1,846 Sq Ft

  32 Sunset Terrace, Essex, CT 06426

  Welcome home to this beautifully maintained Cape-style residence offering over 1,800 square feet of finished living space, including 1,370 square feet on the main and upper levels plus an additional 476 square feet in the finished lower level. The main floor features a newly remodeled kitchen complete with quartz countertops, stainless steel appliances, and ample cabinet space, seamlessly flowing

  Chris Torrez RE/MAX One

  32 Sunset Terrace, Essex, CT 06426
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  /40

  $895,000

  • 4 Beds
  • 2.5 Baths
  • 4,620 Sq Ft

  32-b Clark Rd, Lyme, CT 06371

  A rare combination of privacy, scale, and versatility awaits on 4.6 acres in coveted Lyme. Set back off a private drive, this spacious 4-bedroom, 2.5-bath residence offers an exceptional amount of living space both inside and out. The main level is designed for comfortable everyday living and entertaining, with a generous kitchen opening to a spectacular oversized deck, formal living and dining

  Kimberly Petersen Coldwell Banker Realty

  32-b Clark Rd, Lyme, CT 06371
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  /40

  $829,000

  • 4 Beds
  • 6 Baths
  • 7,309 Sq Ft

  33 Deep River Rd, Centerbrook, CT 06409

  Incredible investment opportunity. Mixed use/flex space including two existing apartments. Historic building that has had multiple uses including an antique book store and once a brush factory. Many updates in recent years with a variety of potential uses. Level .74 acre lot, gravel parking lot, great visibility and signage. There are two apartments and multiple office/flex spaces. The property

  Susan Malan William Pitt Sotheby's Int'l

  33 Deep River Rd, Centerbrook, CT 06409
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  /40

  $850,000

  Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 4,296 Sq Ft

  10 Shelter Rock Rd, East Haddam, CT 06423

  A private approach leads to this refined colonial home, set on more than four secluded acres. Now offered at a newly reduced price, the property features a heated mineral pool, expansive stone patios, Brazilian Ipe decking, and full-property indoor/outdoor sound-an exceptional setting for effortless entertaining. With roughly 20 acres of protected association land as its backdrop, the grounds

  Bill Moore Coldwell Banker Realty

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

  $115,000

  • Land
  • 2.29 Acres
  • $50,218 per Acre

  428-LOT Plains Rd, Haddam, CT 06438

  2+ acre residential building lot on a beautiful winding country road. Just down the road from 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. Needs perc/pit tests and final approvals. Build your dream home!

  Siobhan McLaughlin William Raveis Real Estate

  428-LOT Plains Rd, Haddam, CT 06438
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  /40

  $5,775,000

  • 4 Beds
  • 3.5 Baths
  • 9,852 Sq Ft

  89 River Rd, East Haddam, CT 06423

  Where Architectural Inspiration Meets the Majesty of the Connecticut River. Perched majestically on 15.22 acres along the eastern bank of the Connecticut River, 89 River Road offers a rare convergence of architectural pedigree, natural beauty, privacy, and fully realized lifestyle design. Designed, owned, and meticulously crafted by one of America's leading architects, this 12,836-square-foot,

  Colette Harron William Pitt Sotheby's Int'l

  89 River Rd, East Haddam, CT 06423
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  /15

  $995,000

  • Land
  • 1.02 Acres
  • $975,490 per Acre

  41B River Rd, Essex, CT 06426

  Extremely rare! 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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  /39

  $635,000

  • 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
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  /39

  $1,550,000

  $50K PRICE DROP

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

  77 Main St, East Haddam, CT 06423

  Perched over the CT River on one of the largest lots on Main, the David Watrous House offers water views from each room. This 1850 architectural treasure offers over 4,000 square feet of living space, plus an additional 1,500+ square foot walkout lower level. A detached oversized 3-bay post-and-beam carriage house offers exceptional workshop/studio space, stained glass windows and crowned by a

  Sacha Armstrong William Pitt Sotheby's International Realty

  77 Main St, East Haddam, CT 06423
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  /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
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  /36

  $4,650,000

  $500K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 6,346 Sq Ft

  150 Joshuatown Rd, Old Lyme, CT 06371

  Welcome to 150 Joshuatown Road in Lyme, a stunning, custom built residence sited on over 30 acres of bucolic land, with specimen trees, beautiful landscaping, and over 1/4 mile of impressive rebuilt stone walls. The main level features a welcoming foyer, Chef's kitchen with breakfast room, a cherry paneled library with vaulted ceiling and warming fireplace, commodious dining room, living room

  Jennifer Caulfield William Pitt Sotheby's Int'l

  150 Joshuatown Rd, Old Lyme, CT 06371
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  /7

  $130,000

  $45K PRICE DROP

  • Land
  • 2.52 Acres
  • $51,587 per Acre

  0 Clark Hill Rd Unit 24172467, East Haddam, CT 06423

  An exceptional backdrop for a beautiful home set prominently, high and dry into the slightly rolling hillside. This is an upscale and very sought after location of town with fine homes and manicured properties. No deed restrictions, animals are permitted based on sets backs for barn. Surveys, plot plan & perk tested, just need town approval on your building plan. Located minutes to the shoreline,

  Jodi Miller Lisitano Eagle Eye Realty PLLC

  0 Clark Hill Rd Unit 24172467, East Haddam, CT 06423
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  /40

  $3,950,000

  • 4 Beds
  • 5.5 Baths
  • 7,124 Sq Ft

  274 Joshuatown Rd, Lyme, CT 06371

  A rare modern retreat - where extraordinary design meets an unexpected sense of warmth and ease. Privately set above the Connecticut River, 274 Joshuatown Road is remarkable for how beautifully it lives; intimate, inviting, and deeply connected to its natural surroundings. A long, private drive creates a profound sense of arrival, revealing a residence thoughtfully positioned to capture sweeping

  Margaret Douglas William Raveis Real Estate

  274 Joshuatown Rd, Lyme, CT 06371
• 

  /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
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  /9

  $229,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  77 Scenic View Dr Unit 17, Deep River, CT 06417

  Single level living in updated condo in Deep River! Peaceful location provides serenity, yet close to vibrant town center with everything you need including restaurants, shops, groceries, pharmacy and more! Close to Route 9 for convenience. Why rent when you can own in Deep River?!

  Joe Simmons Coldwell Banker Realty

  77 Scenic View Dr Unit 17, Deep River, CT 06417
• 

  

  /33

  $289,900

  • 3 Beds
  • 2.5 Baths
  • 1,061 Sq Ft

  17 Winter Ave, Deep River, CT 06417

  A Unique opportunity, 2 Homes on 1 Lot. Plus a barn/garage. First Home has 2 bedrooms and is 1,061 sqft. Second Home has one bedroom and is 350 sqft. Separate town water and sewer to each home. Ready for your updating! Electric 100 AMPS each.

  Craig Milton Re/Max Valley Shore

  17 Winter Ave, Deep River, CT 06417

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