Middlesex County CT Houses for Sale

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  /38

  $934,900 Open Sun 12PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,632 Sq Ft

  1 Beamon Meadow Place, Old Saybrook, CT 06475

  Coastal colonial with deeded beach rights to Cornfield Point, set on 1.44 private acres overlooking a scenic tidal marsh in Old Saybrook. This 3-bedroom, 3-bath home offers water views, hardwood floors throughout, and a flexible layout ideal for year-round living or a weekend retreat. A front-to-back living room with fireplace provides a spacious gathering area, while the formal dining room

  Linda Toscano Coldwell Banker Realty

  1 Beamon Meadow Place, Old Saybrook, CT 06475
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  /39

  $1,700,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,809 Sq Ft

  104 Knollwood Dr, Old Saybrook, CT 06475

  Nestled on the waterfront in the highly sought-after South Cove, this Knollwood Beach property offers sweeping panoramic views from every room. Privately set on a generous 0.37-acre lot, the 3-bedroom home provides direct water access-perfect for kayaking out to Long Island Sound right from your backyard. Inside, the home blends charm and character with thoughtful updates. Its architectural lines

  Karen Lee Coldwell Banker Realty

  104 Knollwood Dr, Old Saybrook, CT 06475
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  /18

  $217,000

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft

  19 Old Forge Rd, Westbrook, CT 06498

  One of the Best/Private Locations in this well-kept New England Village Community. Very nice 2-bedroom house, 1 Bath, Sunroom, Eat-in Kitchen/Dining area, Living room, Roof 12 years old, Heat pump 2012, Water heater 2011 and Vinyl siding 2012. Kitchen, baths, floors in excellent shape. Central A/C 11 yrs old & a spacious private yard / with storage shed. Note: property bordered by private road on

  Bob Cancelmo Berkshire Hathaway NE Prop.

  19 Old Forge Rd, Westbrook, CT 06498
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  /40

  $589,900

  • 3 Beds
  • 2 Baths
  • 1,701 Sq Ft

  15 Brickyard Rd, Clinton, CT 06413

  Welcome to 15 Brickyard Rd! This is a unique property with two homes on one lot, both loaded with character. Main house consists of 1,229 sqft with 2 bedrooms, 1 bathroom, a large living room with a fireplace and a wall of built-in cabinets. The kitchen is open to the dining room with atrium leading to patio - year round sun room/family room. Primary bedroom with walk-in closet, remodeled bath.

  Ann Carpenter RE/MAX on the Bay

  15 Brickyard Rd, Clinton, CT 06413
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  /39

  $1,199,000

  • 3 Beds
  • 3 Baths
  • 1,960 Sq Ft

  17 College St, Old Saybrook, CT 06475

  Discover the perfect blend of comfort, style, and convenience in this beautifully remodeled home. Tucked in a prime location just minutes from fine dining, shopping, the golf course, and the train station, this property offers unparalleled access to everything you need. Walking along the shore to Saybrook Point Inn and Saybrook Lighthouse. Step into the heart of the home: a chef's kitchen with

  Deborah Pach Compass Connecticut, LLC

  17 College St, Old Saybrook, CT 06475
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  /36

  $1,300,000

  • 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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  /23

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  107 Main St, Rockfall, CT 06481

  Welcome to this quaint New England farmhouse tucked away in the charming village of Rockfall, where small-town charm meets everyday convenience. This inviting 3-bedroom, 2-bathroom home is full of warmth and character, offering the cozy feel you expect from a classic farmhouse with the space you need for modern living. Add the custom woodworking of a master carpenter and this is a winner for

  Frances Lyman Bottom Line Realty

  107 Main St, Rockfall, CT 06481
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  /39

  $985,000 Open Sun 12PM - 1:30PM

  • 4 Beds
  • 2 Baths
  • 1,957 Sq Ft

  4 Fenwood Ln, Old Saybrook, CT 06475

  Refined coastal retreat at 4 Fenwood Lane, in the Fenwood Beach Association of Old Saybrook, offering distant views of Long Island Sound and a seamless blend of luxury and shoreline living. This freshly painted, thoughtfully updated beach house is ideally located just one home from the main road, providing both convenience and a private setting. Enjoy deeded beach rights and a short walk to

  Jennifer Gurnell William Raveis Real Estate

  4 Fenwood Ln, Old Saybrook, CT 06475
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  /40

  $569,900

  • 4 Beds
  • 2.5 Baths
  • 2,916 Sq Ft

  73 Lake Rd, Portland, CT 06480

  A Tranquil New England Retreat w Panoramic Lake & Mountain Views. Nestled on a nearly 1 acre lot. This beautifully remodeled Cape offers a rare blend of rustic charm & modern comfort. Originally built in 1925, rebuilt from the studs in 2008 w premium grade materials, 2,916 sqft of thoughtfully designed living space. It isn't just a house it's a lifestyle. A sanctuary for those seeking peaceful

  Shawnna Kelly SalCal Real Estate Connections

  73 Lake Rd, Portland, CT 06480
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  /40

  $7,889,000 Coming Soon

  • 3 Beds
  • 5 Baths
  • 4,664 Sq Ft

  175 River Rd, Essex, CT 06426

  Set along one of Essex's most coveted stretches of River Road, this exceptional waterfront estate offers a rare blend of understated elegance, privacy, and Connecticut River waterfront. Privately sited on nearly three acres, the property enjoys a serene, tucked-away feel while remaining just minutes from the heart of Essex Village. Custom-built and thoughtfully designed by its original owner, the

  Susan Malan William Pitt Sotheby's Int'l

  175 River Rd, Essex, CT 06426
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  /38

  $6,600,000

  • 6 Beds
  • 4 Baths
  • 5,739 Sq Ft

  11 River Edge Rd, Old Saybrook, CT 06475

  Riverside Elegance Meets Neoclassical Grandeur: Experience the pinnacle of waterfront living in this breathtaking Grecian Colonial estate, perfectly situated on 3.43 pristine acres overlooking the majestic Connecticut River. Spanning an impressive 5,739 square feet, this residence combines timeless architectural sophistication with the serene beauty of nature. Leave the world behind as you travel

  Colette Harron William Pitt Sotheby's Int'l

  11 River Edge Rd, Old Saybrook, CT 06475
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  /40

  $3,995,000

  • 6 Beds
  • 4.5 Baths
  • 5,536 Sq Ft

  41 Watrous Point Rd, Old Saybrook, CT 06475

  Discover one of the most coveted vantage points on the lower Connecticut River-a mid-century modern sanctuary perched on a private 2.7-acre waterfront peninsula where land, river, and sky converge in perfect harmony. With an extraordinary 875 feet of water frontage embracing both the Connecticut River and the pristine Turtle Creek nature preserve, this property is a haven for bird enthusiasts and

  Teri Lewis William Pitt Sotheby's Int'l

  41 Watrous Point Rd, Old Saybrook, CT 06475
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  /31

  $1,075,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 3,496 Sq Ft

  12 Hill Rd, Old Saybrook, CT 06475

  Welcome to Otter Cove Estates, located in Old Saybrook Ct. Live in the established area of residential homes that offer large lots of 2 acres at the mouth of the Ct River. This home offers 3 bedrooms with Master suite on the first floor with ensuite. Open floor plan large kitchen, built in newer appliances subzero built in fridge, Electrolux double ovens, Bosch dishwasher and newer microwave.

  Paula Stuart Berkshire Hathaway NE Prop.

  12 Hill Rd, Old Saybrook, CT 06475
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  /40

  $233,000 Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,209 Sq Ft

  8 Inverness Square, Middletown, CT 06457

  Welcome home to this spacious 3-bedroom PLUS office/playroom home in the highly sought-after Highland at Westlake community. Mature arborvitae line the front and sides of the property, enhancing curb appeal while creating a private, inviting setting. Step inside and be pleasantly surprised by the home's generous size and layout. Beautiful floors throughout! The main level opens to a bright dining

  Karen Klein Coldwell Banker Realty

  8 Inverness Square, Middletown, CT 06457
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  /39

  $2,125,000

  • 5 Beds
  • 4.5 Baths
  • 3,532 Sq Ft

  13 Hemlock Dr, Essex, CT 06426

  A sprawling luxury home offering one level living with stunning views of South Cove and quintessential Essex village beyond. With over 3,500 sf of newly designed and renovated living space including 11 rooms with 5 bedrooms and multiple baths. A soaring two-story sunroom overlooks stunning patio and garden areas complete with an inground pool set on over 1 acre of park-like grounds. Gorgeous

  Pat Park Berkshire Hathaway NE Prop.

  13 Hemlock Dr, Essex, CT 06426
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  /35

  $875,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  13 Cove St, Old Saybrook, CT 06475

  Saybrook Point! This fully renovated coastal retreat with partial water views offers an exceptional blend of privacy, charm and effortless lifestyle. Steps aways from desired Saybrook Point, marinas, mini golf, Fenwick Golf Course and a stroll to beaches, restaurants and Main Street - everything that defines the Old Saybrook lifestyle is just steps away. Set on a generous sized lot this home is

  Sharon Linder Berkshire Hathaway NE Prop.

  13 Cove St, Old Saybrook, CT 06475
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  /19

  $539,900

  • 4 Beds
  • 3.5 Baths
  • 4,390 Sq Ft

  57 Summer St, Portland, CT 06480

  Set on a generous 1.2-acre lot in Portland, this expansive ranch offers an incredible amount of space and potential for someone ready to bring their vision to life. With over 4,300 square feet of living space, the home features 10 rooms including 4 bedrooms and 3 full baths plus a half bath, providing plenty of room for extended living, hobbies, or multi-generational needs. The layout offers the

  Carl Guild Carl Guild & Associates

  57 Summer St, Portland, CT 06480
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  /27

  $1,200,000

  • 4 Beds
  • 4.5 Baths
  • 2,847 Sq Ft

  112 Schulman Veslak Rd, East Haddam, CT 06423

  Fabulous Horse property with charming 4-bedroom Farmhouse and 6 + stall barn all on 10+ meticulously maintained pasture like fenced acres with a pond..Spectacular custom kitchen with huge center island. Each bedroom has its own attached bathroom. First floor master bedroom suite has a handicap accessible bathroom. Upstairs master bedroom has a lovely balcony overlooking the property. Huge barn

  Alexis Devlin Coldwell Banker Realty

  112 Schulman Veslak Rd, East Haddam, CT 06423
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  /29

  $434,900

  • 4 Beds
  • 2 Baths
  • 1,963 Sq Ft

  63 Millbrook Rd, Middletown, CT 06457

  Welcome home to rustic Connecticut charm paired with flexible living space and timeless character. You are greeted by a warm living area featuring exposed wood beams and a beautiful stone fireplace that anchors the space with cozy appeal. Just beyond, your kitchen offers an abundance of cabinetry, giving you ample storage and functionality for everyday living and entertaining. Step outside and

  Krystal Pulley Tier 1 Real Estate

  63 Millbrook Rd, Middletown, CT 06457
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  /13

  $2,800,000

  • 15 Beds
  • 7.5 Baths
  • 10,623 Sq Ft

  153 Wallingford Rd, Durham, CT 06422

  This unique farm complex is comprised of an equestrian area for 40 horses +, 5 residential houses and more. It has been in operation for over 100 years and is ready for new multi-generation owners to take the reins or for a progressive investor. There is nearly 280 acres of outstanding land, a pond, pastureland, rolling hills, stalls for 40+ horses and much more. There is, also, an outstanding

  Gary Dobratz Century 21 AllPoints Realty

  153 Wallingford Rd, Durham, CT 06422
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  /38

  $3,150,000 Open Sat 11AM - 2PM

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

  288 Middlesex Ave, Chester, CT 06412

  Set along a coveted stretch of the Connecticut River, this stunning, turnkey waterfront compound offers a rare convergence of privacy, protected views, and deep water access-just over one mile from the heart of Chester Village. Encompassing 2.65 acres with 285 feet of direct river frontage, the property unfolds as a true waterfront retreat. Manicured grounds lead seamlessly from the residence and

  Nancy Mesham Coldwell Banker Realty

  288 Middlesex Ave, Chester, CT 06412
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  /40

  $1,179,900

  • 4 Beds
  • 2.5 Baths
  • 4,109 Sq Ft

  96 Ayers Point Rd, Old Saybrook, CT 06475

  Discover the serenity of Ayers Point in this spacious 3400 sq ft home with captivating views of the Connecticut River and surrounding marshland. Privately set with a beautiful inground pool and lush gardens, this retreat is perfect for those seeking a coastal lifestyle near boating and village charm. The home features both main and upper level primary suites, offering flexibility and comfort for

  Joel Lucas Coldwell Banker Realty

  96 Ayers Point Rd, Old Saybrook, CT 06475
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  /28

  $2,500,000

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

  114 Walkley Hill Rd, Haddam, CT 06438

  Be home in time for the holidays A Historic Masterpiece, Reimagined Step into history and luxury with The James C. Walkley Estate, a grand manor originally built circa 1860 and impeccably remodeled in 2022. This extraordinary property epitomizes the pinnacle of country living, offering a seamless blend of timeless elegance and modern convenience. Set on 9.69 breathtaking acres, the estate

  Casey Fisher Houlihan Lawrence WD

  114 Walkley Hill Rd, Haddam, CT 06438
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  /2

  $625,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,860 Sq Ft

  49 River St, Old Saybrook, CT 06475

  Spacious village area colonial with lot's of space and in what a location, a short stroll to Main Street and convenient to shops, highways and the railroad station. Featuring 9 rooms and 4 bedrooms with a second upper level kitchenette, this floorplan suits all of your housing needs at a price which won't bust the budget. Could potentially accommodate an in-law use with the second kitchen.

  Rick Allen William Raveis Real Estate

  49 River St, Old Saybrook, CT 06475
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  /40

  $1,589,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,472 Sq Ft

  2 Old South Cove Rd, Old Saybrook, CT 06475

  New construction at Saybrook Point is almost unheard of. It's not just rare, it's nearly impossible to recreate. Set in one of the most unique coastal locations on the Connecticut shoreline, this home is surrounded by water, light, and open sky. From sunrise over South Cove to the quiet stillness of evening, every room is designed to bring the outside in with walls of glass, soaring ceilings, and

  Michael Riccio Calcagni Real Estate

  2 Old South Cove Rd, Old Saybrook, CT 06475
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  /35

  $334,000

  • 3 Beds
  • 2 Baths
  • 1,236 Sq Ft

  1 Yellow Wood St, Middletown, CT 06457

  Bright and spacious home with an open floor plan. Features an oversized deck overlooking the yard, along with a paver patio, gardens, and electrical in place for a potential hot tub. The finished lower level offers flexible living space ideal for a family room, recreation area, or home office. Generous garage space provides additional storage. Located in a community offering amenities such as

  Stephen Mele Houlihan Lawrence

  1 Yellow Wood St, Middletown, CT 06457
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  /38

  $724,000

  • 5 Beds
  • 2.5 Baths
  • 3,862 Sq Ft

  59 Wig Hill Rd, Chester, CT 06412

  The spacious main house and separate guest/rental house sit on 3.64 park like acres abutting Chester Land Trust property. The front to back living/dining room features two large picture windows overlooking the rear landscape and a vaulted ceiling with second floor balcony. The cook's kitchen features newer appliances, granite counters, tile floor and eating area with sliding glass doors to a deck

  Joseph Kelly William Pitt Sotheby's Int'l

  59 Wig Hill Rd, Chester, CT 06412
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  /25

  $1,350,000

  • 3 Beds
  • 3 Baths
  • 2,475 Sq Ft

  6 Leeway Dr, Westbrook, CT 06498

  Pristine year round Contemporary home with views of the Marina at Pilots Point. Relax on the 12'x35' deck with an electric retractable awning or just enjoy the evening setting sun. The back patio has an enclosed shower and an area to grill. This home has been renovated and features many upgrades. The family room on the first floor could have an office. The Great room on the 2nd level has windows

  Salome Kirkutis SKS Realty

  6 Leeway Dr, Westbrook, CT 06498
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  /4

  $350,000 Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 2,226 Sq Ft

  38 Johnson St, Middletown, CT 06457

  Looking for a charming home? This one is dying to meet you! Welcome to this character-filled Middletown home blending classic details with thoughtful updates. Freshly painted with original wood trim and refinished hardwood floors, it offers warmth and charm throughout. The kitchen features newer appliances, an antique sink, and great natural light with porch access. A dedicated laundry room

  Britany Goyen BB Realty CT

  38 Johnson St, Middletown, CT 06457
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  /40

  $2,800,000

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

  88 Main St, Ivoryton, CT 06442

  Move into this elegantly designed, meticulously restored estate in the nationally registered historic village of Ivoryton in the town of Essex. Built by the prominent Essex industrialist, Samuel Comstock, the 5,234 sq. ft. property on 1.86 acres offers history and grandeur to those seeking privacy and tasteful opulence. Preserved in the same family for five generations and recently completely

  Kirsten Adams William Pitt Sotheby's Int'l

  88 Main St, Ivoryton, CT 06442
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  /32

  $389,900

  • 3 Beds
  • 1.5 Baths
  • 1,360 Sq Ft

  32 Porges Rd, East Haddam, CT 06423

  Inviting, totally updated colonial with CT River views. Serene location yet near everything! Practically walk to Goodspeed Opera house and restaurants. Miles of CT River to explore. Charming interior in this 3 bedroom home. Primary bedroom holds a king sized bed and the other 2 bedrooms are spacious as well. Great storage throughout the home and everything arranged for convenience.Updated baths

  Cathleen Hall Berkshire Hathaway NE Prop.

  32 Porges Rd, East Haddam, CT 06423
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  /19

  $750,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  2 Town Line Dr, East Hampton, CT 06424

  Brand new construction by M&R Custom Homes offering 2,500 sq ft. of thoughtfully designed living space in one of the area's most sought-after subdivisions Whispering Woods. In the process of construction, the pictures show a similar to be completed home. This four-bedroom, 2.5-bath home features a bright, open-concept layout perfect for both everyday living and entertaining. The spacious kitchen

  Tracy Molloy Coldwell Banker Realty

  2 Town Line Dr, East Hampton, CT 06424
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  /18

  $425,000

  • 1 Bed
  • 1 Bath
  • 688 Sq Ft

  8 Sherwood Camp Rd, Haddam, CT 06424

  Nestled along the tranquil Salmon River with direct access to the Connecticut River, this updated seasonal cottage offers the perfect retreat within the serene Sherwood Camp community, where 22 cottages share 49 acres of natural beauty. Thoughtfully improved with modern insulation, an upgraded electrical system, minisplit units, and a refreshed kitchen, the home blends comfort with rustic charm.

  Cortney Emshwiller-Swokla Coldwell Banker Realty

  8 Sherwood Camp Rd, Haddam, CT 06424
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  /37

  $1,475,000

  • 4 Beds
  • 5 Baths
  • 4,465 Sq Ft

  53 Oakridge Dr, Westbrook, CT 06498

  Can you imagine 5 acres of privacy surrounding your own 3 acre lake, stocked with bass, just steps from your 4 bedroom home and minutes from Long Island Sound and walking distance from the high school? It's one thing to live on a lake. It's quite another to own and enjoy one. Welcome to 53 Oakridge Drive in the Shoreline Town of Westbrook, Connecticut. Imagine, waking up in the morning with a

  John Campbell Compass Connecticut, LLC

  53 Oakridge Dr, Westbrook, CT 06498
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  /40

  $499,999

  • 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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  /40

  $659,000

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

  58 Middle Haddam Rd, East Hampton, CT 06424

  Dreaming of a stylish country retreat with history? Look no further than the charming Captain Elijah Johnson house, nestled in the bucolic village of Middle Haddam, CT and located just two hours from New York City and Boston. This property blends modern amenities, including a swimming pool, with the carefully restored original features of a house built in 1780 and listed on the National Registry

  Teri Lewis William Pitt Sotheby's Int'l

  58 Middle Haddam Rd, East Hampton, CT 06424
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  /6

  $350,000

  • 2 Beds
  • 1 Bath
  • 573 Sq Ft

  41 Trolley Rd, Westbrook, CT 06498

  Tucked along Trolley Road in Westbrook, this year-round cottage offers a rare opportunity in one of the shoreline's most sought-after locations. The home itself is ready for a new owner's vision and care, but it's the walk-to-town lifestyle that makes this property truly special. Just steps from Christie's, Julie's Cup of Joe, The Turtle Cafe, and the Westbrook train station, you'll enjoy the

  Jennifer Gurnell William Raveis Real Estate

  41 Trolley Rd, Westbrook, CT 06498
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  /40

  $975,000

  • 3 Beds
  • 3 Baths
  • 3,032 Sq Ft

  24 Indian Dr, Clinton, CT 06413

  Located in the desirable Country Club Estates neighborhood, this beautifully maintained Clinton home offers private beach association access and a flexible floor plan. The home features three bedrooms plus a guest room and office, along with three full bathrooms. The 3200 sq ft spacious living areas include a family room, living room, and a separate entertainment room with direct access to the

  Bonnie Fillion Berkshire Hathaway NE Prop.

  24 Indian Dr, Clinton, CT 06413
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  /40

  $1,895,000

  • 3 Beds
  • 3 Baths
  • 2,966 Sq Ft

  12 Jackson Rd, Killingworth, CT 06419

  Welcome to Stone Heron Farm, an extraordinary 74+ acre estate offered as five parcels, creating one of the most versatile and rare compound opportunities in Connecticut. Tucked away on a quiet country road, 12 Jackson Road combines timeless New England charm with exceptional land value, privacy and multi-use potential.The main residence, an updated 1806 Cape, features exposed beams, rich

  Patricia Guarantano William Pitt Sotheby's Int'l

  12 Jackson Rd, Killingworth, CT 06419
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  /40

  $425,000

  • 4 Beds
  • 1.5 Baths
  • 2,152 Sq Ft

  268 Main St, Durham, CT 06422

  HISTORIC GEM ON DURHAM'S BELOVED MAIN STREET! Welcome to the Roberts-Moffitt House, a distinguished Federal Colonial that has graced Durham's picturesque Main Street for generations. This 4 bedroom, 1.5 bathroom residence offers 2,152sf of thoughtfully preserved living space within the town's Historic District where sidewalk-lined streets tell stories of CT's rich heritage. Discover a home where

  Kiara Rusconi William Raveis Real Estate

  268 Main St, Durham, CT 06422

Showing Results 81 - 120, Page 3 of 5