Middlesex County CT Homes for Sale

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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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  /7

  $110,000

  • Land
  • 1.79 Acres
  • $61,453 per Acre

  0 Jobs Pond Rd, Portland, CT 06480

  Discover your perfect private escape on this nearly 2-acre approved building lot. Bordering a tranquil brook, this nature lover's paradise is just steps to the scenic Airline Trail for hiking and biking. Conveniently located just minutes from Route 66, providing easy access to local amenities, schools, and commuting routes. House and site plans available. Agent is related to owner. Your peaceful

  Julia King William Raveis Real Estate

  0 Jobs Pond Rd, Portland, CT 06480
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  /38

  $340,000

  • 4 Beds
  • 1 Bath
  • 1,756 Sq Ft

  30 Chestnut Hill Rd, Killingworth, CT 06419

  ** A Unique Opportunity at 30 Chestnut Hill Road, Killingworth** Step into a piece of history with this charming antique home, circa 1820-now available from a seasoned preservationist and architect with decades of experience restoring historic homes and barns. This property has already undergone critical structural repairs and has a watertight roof, setting the stage for the next phase of

  Nutan Pawar DreamHomes Realty LLC

  30 Chestnut Hill Rd, Killingworth, CT 06419
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  /8

  $695,000

  • 2 Baths
  • 5,460 Sq Ft

  156 Main St, Deep River, CT 06417

  This is a rare opportunity to acquire a stabilized retail asset with recent CAP ex renovations in Downtown Deep River. 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 the building, this property will appraise north of $1M. For well

  Connor Wenchell VC Property Group, LLC

  156 Main St, Deep River, CT 06417
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  /39

  $939,900 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 3,286 Sq Ft

  1 Lighthouse Ln, Old Saybrook, CT 06475

  LOCATION, LOCATION, LOCATION! This spacious 3200 sq.ft. home offers BEAUTIFUL WATER VIEWS and an UNBEATABLE LOCATION in one of the shoreline's most sought-after communities. Perfectly situated between Saybrook Point and Town Center, it's just a short walk in either direction to enjoy marinas, top-rated restaurants, boutique shopping, and local favorites like the Saybrook Inn. This cul-de-sac

  Lynne Ferrigno Coldwell Banker Realty

  1 Lighthouse Ln, Old Saybrook, CT 06475
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  /38

  $2,395,000

  • 4 Beds
  • 6 Baths
  • 4,516 Sq Ft

  38 Three Bridges Rd, East Haddam, CT 06423

  Experience the grandeur of this private estate, where the tranquil Eight Mile River flows beside a beautifully restored home. Thoughtfully remodeled, this residence blends timeless character with premium finishes and exceptional craftsmanship. Enter through an elegant main entrance or mudroom with bluestone flooring, leading to a gourmet country kitchen featuring a Z-Line double oven, gas

  Zoe Zrakas William Raveis Real Estate

  38 Three Bridges Rd, East Haddam, CT 06423
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  /39

  $363,900

  • 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
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  /3

  $195,000

  • Land
  • 7.4 Acres
  • $26,351 per Acre

  0 Plains Rd Unit 24094854, Haddam, CT 06438

  Exceptional Haddam Land Opportunity - 7.4 Acres (Two Buildable Lots) Rare opportunity to own 7.4 acres of prime land in one of Haddam's sought-after locations, known for its proximity to Route 154, the Connecticut River, and Route 9. This offering includes two buildable lots being sold together, providing an ideal setting for a private estate or potential development. Enjoy easy access to the

  Tanya Bottaro Real Broker CT, LLC

  0 Plains Rd Unit 24094854, Haddam, CT 06438
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  /40

  $3,750,000

  • 4 Beds
  • 4.5 Baths
  • 3,518 Sq Ft

  175 N Cove Rd, Old Saybrook, CT 06475

  Every home tells a story and the often admired c.1704 Black Horse Tavern in historic North Cove is no exception. Located at the waters edge and offering expansive water views, this stunning private residence is rich in both local history and architectural detail. Meticulously curated to perfection, quality of craftsmanship is evident throughout. A warm and welcoming entry leads to elegant

  Kyle Hinding Coldwell Banker Realty

  175 N Cove Rd, Old Saybrook, CT 06475
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  /40

  $1,499,900

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

  180 Green Hill Rd, Killingworth, CT 06419

  Step into timeless elegance at this magnificent 1760 Colonial estate, beautifully restored to blend historic charm with modern comfort. Nestled on 8.2 acres of picturesque land, this 4,300 sq. ft. home features four spacious bedrooms and four full bathrooms, including a stunning primary suite with a fireplace, sitting room, and dressing area. Enjoy the warmth of six working fireplaces, a newly

  James Luth HERE Realty

  180 Green Hill Rd, Killingworth, CT 06419
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  /40

  $895,000

  • 5 Beds
  • 3 Baths
  • 2,898 Sq Ft

  26 College St, Old Saybrook, CT 06475

  Welcome to 26 College Street, a Nantucket-style haven nestled in the heart of historic Old Saybrook-a coastal village where charm meets convenience. With five spacious bedrooms and three full bathrooms, including a fully private in-law or au-pair suite, it's tailor-made for families or couples looking for multi-generational living, rental income, or a dedicated home office setup. Tucked between

  Joel Lucas Coldwell Banker Realty

  26 College St, Old Saybrook, CT 06475
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  /8

  $190,000

  • Land
  • 7.06 Acres
  • $26,912 per Acre

  Lots 1 & 2 Jackson Rd, Higganum, CT 06441

  Incredible opportunity to create one large home or build several homes on 2 lot sub-division in a quiet country setting. 2 lots being sold together. Easy access to the land from Jackson Road or Gladwin Road. Lot #1/4.96 acres and Lot #2/2.10 acres. Ready to build. Lot 1 to be sold with lot 2 only. Can combine 2 lots into one building. Lot 1 - Transformer in-place, under-ground utilities,

  Christine Bellamo William Raveis Real Estate

  Lots 1 & 2 Jackson Rd, Higganum, CT 06441
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  /30

  $425,000

  • 2 Beds
  • 1 Bath
  • 795 Sq Ft

  42 Central Ave, Clinton, CT 06413

  After nearly 30 years of cherished memories, the 'Corona Cottage' on Cedar Island is on the market! Nestled in a private enclave, this seasonal retreat offers an ideal setting with panoramic views of Clinton Harbor. Enjoy fishing or savor a meal under a stunning sunset. Elevated 8 feet on pillars, the cottage boasts an open concept layout and is fully insulated and wired with electricity. The

  Gigi Giordano Taylor Compass Connecticut, LLC

  42 Central Ave, Clinton, CT 06413
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  /21

  $699,900

  • 4 Beds
  • 2 Baths
  • 2,400 Sq Ft

  204 Old Blue Hills Rd, Durham, CT 06422

  A mountain retreat of your very own! You enter by stepping up onto your covered wrap around porch. Just waiting for someone to enjoy after a long day at work or play. This log home has extra features throughout making this home very unique. Radiant geo-thermal heating,solar panels, two story fireplace, concrete floors that have added extra attention for beautification, copper kitchen sink,french

  Carol Kleeman William Raveis Real Estate

  204 Old Blue Hills Rd, Durham, CT 06422
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  /39

  $2,500,000

  • 3 Beds
  • 3 Baths
  • 3,164 Sq Ft

  50 & 61 Grove Way, Clinton, CT 06413

  Spectacular waterfront estate! Unparalleled views of Long Island Sound & Duck Island + your own private sandy beach with 72' of frontage! A much sought after property, 61 Grove Way is on the market for the first time in 29 years! Stately Victorian exterior aesthetic, designed to maximize the experience of waterfront living on every level of the home. Spacious open-concept remodeled interior

  Katie Westrin William Raveis Real Estate

  50 & 61 Grove Way, Clinton, CT 06413
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  /40

  $1,995,000

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

  101 N Main St, Essex, CT 06426

  CLICK ON REEL ICON FOR 3D TOUR. 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

  Kyle Hinding Coldwell Banker Realty

  101 N Main St, Essex, CT 06426
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  /5

  $575,000

  • Land
  • 0.48 Acre
  • $1,197,917 per Acre

  10 Mulberry St, Old Saybrook, CT 06475

  Approved building lot with water views. Located at the end of Mulberry, very private location yet close to downtown and Saybrook Point Resort & Marina. 1/2 ac already cleared. Lot must be sold with 7 Willard Ave

  Steve Wollman Wollman Realty

  10 Mulberry St, Old Saybrook, CT 06475
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  /7

  $84,900

  • Land
  • 1.03 Acres
  • $82,427 per Acre

  00 Mount Parnassus Rd, East Haddam, CT 06423

  Bashan Lake State Boat Launch Access. This approved building is located on the corner of Mt Parnassus and Ballahack Road. 192' on Mt Parnassus and 249' on Ballahack Road. New Survey, Perc/deep hole/soil testing paperwork recently completed. This is an exceptional opportunity for anyone looking to build and be located just up the road from beautiful Bashan Lake. East Haddam is extremely desirable

  Dee Hasuly KW Legacy Partners

  00 Mount Parnassus Rd, East Haddam, CT 06423
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  /32

  $325,000

  • Land
  • 35.8 Acres
  • $9,078 per Acre

  Lot 4 Collie Brook Rd, East Hampton, CT 06424

  Come walk this spectacular parcel of land at 35 acres with gorgeous views, stone walls, a pond, and a brook. Build your special home in a private sanctuary, subdivide a parcel or 2 to generate cash to build, or create a larger subdivision. There are many possible options for you here. There is a survey along with great test results for a septic in the middle of the land, near the road. Don't miss

  Rick Berkenstock Century 21 AllPoints Realty

  Lot 4 Collie Brook Rd, East Hampton, CT 06424
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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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  /2

  $650,000

  • Land
  • 25.77 Acres
  • $25,223 per Acre

  0 Walkley Hill Rd Unit 24088136, Haddam, CT 06438

  Incredible opportunity to create one large estate or build several homes with some of the best views in Connecticut. Once part of the historic James Walkley Estate this beautiful parcel of land will give you everything you could need. Easy access to the land from either Saybrook Rd or Walkley Hill. More photos coming soon

  Casey Fisher Houlihan Lawrence WD

  0 Walkley Hill Rd Unit 24088136, Haddam, CT 06438
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  /40

  $3,575,000

  • 4 Beds
  • 5 Baths
  • 4,747 Sq Ft

  166 Fiske Ln, Westbrook, CT 06498

  This remarkable example of contemporary design with over 175' of LI Sound frontage and 25' ceilings makes you feel you are aboard ship from the moment you step inside. All white w/clean simple lines, a commanding 2 story wall of glass showcases this beautiful direct waterfront setting in a way not possible with most traditional coastline homes. Display substantial art & furnishings in a whole new

  Margaret Muir William Pitt Sotheby's Int'l

  166 Fiske Ln, Westbrook, CT 06498
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  /27

  $605,000 Open Sun 10AM - 12PM

  • 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), roof replaced 5/2022, new septic system

  Janise Gabco Our Home Realty Advisors

  32 Main St, Essex, CT 06426
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  /38

  $699,000

  • 5 Beds
  • 2 Baths
  • 2,010 Sq Ft

  58 Middle Haddam Rd, East Hampton, CT 06424

  Dreaming of a lifestyle reminiscent of years past? Look no further than the charming Captain Elijah Johnson house, nestled in the bucolic village of Middle Haddam, CT and located just 2 hours from New York City!! An eclectic blend of historic character and modern amenities describes this property, built in 1780 and listed on the National registry of Historic Places. Set on a picturesque 0.7

  Gigi Giordano Taylor Compass Connecticut, LLC

  58 Middle Haddam Rd, East Hampton, CT 06424
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  /22

  $349,000

  • Land
  • 25.98 Acres
  • $13,433 per Acre

  0 Saybrook Rd, Haddam, CT 06438

  Map 48 Lots 57 + 59 Saybrook Road, Haddam, CT 06438 25 Acres with CT River and Salmon River Cove views. 2 lots being sold together (12.3 acres + 13.68 acres) Potential for further subdivision if desired. But currently 2 lots each could be built on separately. Flexibility offered because lot shape + size could modified with a boundary line revision. Reach out to agent for details. Shown by

  Craig Milton Re/Max Valley Shore

  0 Saybrook Rd, Haddam, CT 06438
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  /3

  $495,000

  • Land
  • 57.41 Acres
  • $8,622 per Acre

  0 S Dish Mill Rd Unit 24082788, Haddam, CT 06441

  Over 57+ Acres of land with distant views of the CT River from various points. Great for a private retreat, family compound, or residential development. Possible Owner Financing Available.

  Craig Milton Re/Max Valley Shore

  0 S Dish Mill Rd Unit 24082788, Haddam, CT 06441
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  /7

  $210,000

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  52 Rising Trail Dr, Middletown, CT 06457

  Spacious townhouse in the charming and cozy Beacon Hills condo community. Conveniently located minutes from major highways, public transportation, shopping centers, restaurants, medical facilities, downtown Middletown, and the Wesleyan University campus. The property offered "As Is". Subject to short sale approval. Short Sale Rider & As Is Riders must be included with the Purchase Offer.

  Thomas Galvin Precision Realty LLC

  52 Rising Trail Dr, Middletown, CT 06457
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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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  /14

  $130,000

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  14 Blaine Ave, Clinton, CT 06413

  Looking for privacy and quite living. This property is just shy of an acre with a 1128 square foot mobile home. There are also outbuidings on the property. No assocation. Shared driveway. Carpenters project or build yourself a new home. This property is being sold as is. Please note that there are cameras on the property. This property is also listed as a lot. MLS #24081888

  Sandra Ciarleglio William Raveis Real Estate

  14 Blaine Ave, Clinton, CT 06413
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  /37

  $560,000

  • 2 Beds
  • 2.5 Baths
  • 1,995 Sq Ft

  2 Norwich Rd, East Haddam, CT 06423

  Great location with excellent visibility. Mixed use, two apartments, two retail spaces. A few doors from Goodspeed Opera House, Gelston House and the Connecticut River.

  Susan Malan William Pitt Sotheby's Int'l

  2 Norwich Rd, East Haddam, CT 06423
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  /2

  $195,000

  • Land
  • 1.9 Acres
  • $102,632 per Acre

  0 Boston Post Rd Unit 24080344, Westbrook, CT 06498

  1.9 acres in NCD zone. Public Water in street Septic Required272 road frontage on route 1. Perc Tested for proposed Two Family, (6 BRs Max) or Mixed Use 1,500 SF Retail and 2 unit (4 BR Max) Multifamily. Full size A-2 Survey with Topo, boundary, wetlands available

  Ron Lyman Lyman Real Estate

  0 Boston Post Rd Unit 24080344, Westbrook, CT 06498
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  /31

  $519,000

  • 2 Beds
  • 1.5 Baths
  • 1,557 Sq Ft

  118 Sandy Point Rd, Old Saybrook, CT 06475

  Summerwood on the Sound. Step into this stunning townhouse condominium featuring a fabulous kitchen with spacious quartz counters and breakfast bar, custom designed cabinetry and stainless steel appliances. The open concept living room and dining area boast beautiful wood flooring, elegant crown molding and glass doors to the private deck area, perfect for relaxing and entertaining. There is also

  Carla Mousch William Raveis Real Estate

  118 Sandy Point Rd, Old Saybrook, CT 06475
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  /16

  $114,900

  • Land
  • 2.36 Acres
  • $48,686 per Acre

  91-A Flatbrook Rd, East Hampton, CT 06424

  This beautiful lot offers a blank canvas for your dream home. Imagine a design that harmonizes with the natural surroundings, whether it's a modern masterpiece with clean lines and expansive windows showcasing stunning views, or a cozy farmhouse with a wraparound porch inviting you to relax and enjoy the outdoors. The lot's size allows for ample space for a home that meets your needs and desires.

  Kelvin Wilson Berkshire Hathaway NE Prop.

  91-A Flatbrook Rd, East Hampton, CT 06424
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  /39

  $899,000

  • 5 Beds
  • 3 Baths
  • 5,664 Sq Ft

  26 Old Wallingford Rd, Durham, CT 06422

  Welcome to your dream retreat nestled among lightly wooded surroundings with picturesque pond views! This stunning 4-bedroom, 3.5-bathroom home offers an array of unique features and versatile living spaces, making it an ideal escape for a serene getaway, a thriving bed and breakfast, or a cozy homestead. Located conveniently close to Powder Ridge, and one mile from Durham center. Enthusiasts

  Alan Spotlow William Raveis Real Estate

  26 Old Wallingford Rd, Durham, CT 06422
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  /5

  $200,000

  • Land
  • 10.4 Acres
  • $19,231 per Acre

  0 Kelseytown Bridge Rd, Clinton, CT 06413

  This approved building lot is an incredible opportunity for your future single-family home! Explore an impressive 10.4-acre lot, ideal for creating your dream residence. Tucked away in a tranquil area, this spacious property beautifully combines ample space with natural surroundings. You'll have various shopping and dining options nearby to meet your daily needs. The location also offers easy

  Maria Phillips Coldwell Banker Realty

  0 Kelseytown Bridge Rd, Clinton, CT 06413
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  /28

  $2,500,000

  • 5 Beds
  • 7 Baths
  • 5,768 Sq Ft

  114 Walkley Hill Rd, Haddam, CT 06438

  A Historic Masterpiece, Reimagined Step into history and luxury with The James C. Walkley Estate, a grand circa-1860 manor impeccably remodeled in 2023. Set on 9.69 breathtaking acres, this estate creates a seamless blend of timeless elegance and modern convenience, with glimpses of the Connecticut River from its serene, rolling landscape. A sweeping circular drive leads to the stately home,

  Casey Fisher Houlihan Lawrence WD

  114 Walkley Hill Rd, Haddam, CT 06438
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  /39

  $1,224,000

  • 4 Beds
  • 4 Baths
  • 3,628 Sq Ft

  85 Salem Rd, East Haddam, CT 06423

  Situated atop a picturesque hill and surrounded by lush, mature trees, this magnificent 3,628 sq ft Colonial, built in 2001, offers unmatched privacy, panoramic views, and a refreshing natural breeze. Designed with space and comfort in mind, the home features a dramatic great room with floor-to-ceiling windows that showcase the stunning landscape, along with a versatile bonus room perfect for a

  Heather Fenn Sunset Creek Realty, LLC

  85 Salem Rd, East Haddam, CT 06423
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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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  /11

  $525,000

  • Land
  • 26.43 Acres
  • $19,864 per Acre

  0 Arbutus St Unit 24065180, Middletown, CT 06457

  **26+ Acres of Unique Land** These 3 parcels are found in a picturesque rural setting, the expansive 26+ acres provides a unique opportunity (previous site work completed years ago). The land is easily accessible providing convenient travel to RTs 9 and 17 and to nearby downtown Middletown. Surround yourself with stunning landscapes, including rolling hills, lush forests....this property is a

  Heather Kilbourn Cavanaugh & Company LLC

  0 Arbutus St Unit 24065180, Middletown, CT 06457
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  /40

  $1,899,000

  • 4 Beds
  • 3.5 Baths
  • 1,824 Sq Ft

  201 Old Mail Trail, Westbrook, CT 06498

  Surrounded by stunning water views, Long Island Sound on one side and Menunketesuck River inlet for Safe Harbor Pilots Point Marina on the other. Enjoy your days in the sun on the large deck and the sandy beach and dip your toes in the water. Picnic on the deck or relax in the hot tub. Fully renovated home. Large dining/living room with cobble stone fireplace, slider to the deck and full front

  Brenda Davenport Pearce Real Estate

  201 Old Mail Trail, Westbrook, CT 06498

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