Middlesex County CT Homes for Sale

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  /40

  $749,900 Open Sun 12PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  28 Bucks Crossing, Cromwell, CT 06416

  Better than new construction! This 4 bedroom, 2 1/2 bath, spacious, move-in ready 2017 colonial features a newly remodeled kitchen (Feb. 2025) new stainless appliances, quartz countertops, large island for dining, and a pantry. Perfect for entertaining. The living room offers a cozy gas fireplace plus built-in bookshelves. There's a formal dining room (currently used as a playroom). Harwood

  Robert Lang William Raveis Real Estate

  28 Bucks Crossing, Cromwell, CT 06416
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  /22

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 3,011 Sq Ft

  25 Thorne Wood Rd, Higganum, CT 06441

  Step inside to an inviting open floor plan perfect for both everyday living and entertaining. The heart of the home is the eat-in kitchen, appointed with rich wood cabinetry, granite countertops, and a central island, effortlessly flowing into the formal dining and living rooms. A 400 square foot deck extends your living space outdoors, ideal for relaxing or hosting under the open sky. The first

  Cortney Emshwiller-Swokla Coldwell Banker Realty

  25 Thorne Wood Rd, Higganum, CT 06441
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  /40

  $630,000

  • 3 Beds
  • 2.5 Baths
  • 2,662 Sq Ft

  97 Cherry Swamp Rd, Moodus, CT 06469

  Welcome to 97 Cherry Swamp Rd - a classic Colonial set far back from the road on 3.62 private acres, offering peace, privacy, and space to spread out. This well-maintained 3-bedroom, 2.5-bath home features 2,662 sq ft of comfortable living space with a traditional layout, including spacious living and dining areas. Natural light pours in through skylights in both the living room and recreational

  Judith Chanman Century 21 Classic Homes

  97 Cherry Swamp Rd, Moodus, CT 06469
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  /24

  $250,000

  • 2 Beds
  • 1 Bath
  • 1,155 Sq Ft

  280 E Main St Unit A2, Clinton, CT 06413

  Perfect for renters & first-time buyers: Move-in ready condo in desirable shoreline community! Why rent when you can own? This beautifully updated 2-bedroom, 1-bath ranch-style condo offers a fantastic opportunity to step into homeownership in one of the shoreline's most sought-after areas. Located on the 2nd floor, this sun-filled unit features freshly painted interiors and stunning hardwood

  Nick Langello Sellsomeproperty.com

  280 E Main St Unit A2, Clinton, CT 06413
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  /39

  $689,000

  • 4 Beds
  • 3 Baths
  • 2,984 Sq Ft

  344 Oxbow Rd, Durham, CT 06422

  Set on a picturesque 2.46-acre lot, this beautifully updated 4-bedroom, 3-bathroom home offers nearly 3,000 square feet of inviting living space with the perfect blend of charm, comfort, and modern upgrades. Inside discover refinished hardwood floors, brand-new carpeting, and fresh paint throughout. Newer roof, new windows, and thoughtful upgrades throughout. This open floor plan is anchored by a

  Marco Rondinone Berkshire Hathaway NE Prop.

  344 Oxbow Rd, Durham, CT 06422
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  /39

  $649,000

  • 5 Beds
  • 3.5 Baths
  • 2,934 Sq Ft

  109 Hemlock Dr, Killingworth, CT 06419

  Beautiful Hemlock Drive is the setting for this lovely 5 bedroom, 3 1/2 bath Colonial. Enjoy the thoughtfully updated kitchen with ample cabinets and a huge pantry. The Family Room with a wood burning fireplace is accessible from the attached 2 car garage. Host holidays and gatherings in the bright, spacious dining room. Enjoy the convenience of a first floor office with an adjoining den/living

  Maggie Bartels Coldwell Banker Realty

  109 Hemlock Dr, Killingworth, CT 06419
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  /36

  $685,000

  • 3 Beds
  • 3.5 Baths
  • 2,660 Sq Ft

  18 W King St, Old Saybrook, CT 06475

  Discover exceptional flexibility, Airbnb potential, and income opportunity at 18 King Street in the heart of Old Saybrook. This updated ranch-style home offers over four spacious bedrooms, three and a half modern baths, and two fully renovated kitchens-ideal for multigenerational living, private guest quarters, or short- and long-term rental income. Energy-efficient split systems and

  Jennifer Gurnell William Raveis Real Estate

  18 W King St, Old Saybrook, CT 06475
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  /40

  $609,000

  • 3 Beds
  • 2.5 Baths
  • 2,350 Sq Ft

  115 Town Farm Rd, East Haddam, CT 06423

  An equestrian retreat awaits! Privately set on 4.25 serene acres along a quiet country road, this contemporary-style home offers a unique blend of comfort, functionality, and opportunity. Ideal for horse and animal lovers, the property includes a 2-stall barn with a covered paddock (2,236 sq ft)-perfect for year-round use-and space to revive a former riding ring. The main 3BR/2.5BA home is filled

  Kimberly O'Donnell William Raveis Real Estate

  115 Town Farm Rd, East Haddam, CT 06423
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  /37

  $749,900

  • 2 Beds
  • 2 Baths
  • 2,457 Sq Ft

  157 Pine Lake Rd, Westbrook, CT 06498

  Welcome to Your Year-Round Waterfront Retreat! Tucked away in a serene setting in the desirable shoreline town of Westbrook, this well-maintained ranch offers the perfect balance of privacy, comfort, and nature. Set on over 2.3 secluded acres with 400 feet of direct frontage on Wright's Pond, this home is a nature lover's paradise. Whether you enjoy fishing, canoeing, paddle boating, or bird

  Gigi Giordano Taylor Compass Connecticut, LLC

  157 Pine Lake Rd, Westbrook, CT 06498
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  /18

  $239,900

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  108 Carriage Crossing Ln Unit 108, Middletown, CT 06457

  Welcome to one-level living in this bright and sunny ranch-style first-floor condo featuring 2 spacious bedrooms and 2 full baths. With 950 square feet of thoughtfully designed space, this home offers a seamless blend of comfort and style. The updated kitchen boasts modern finishes and is open into a dining area and living room with vaulted ceilings, creating an open and airy feel. A wood-burning

  Lisa Golebiewski William Raveis Real Estate

  108 Carriage Crossing Ln Unit 108, Middletown, CT 06457
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  /40

  $635,000

  • 4 Beds
  • 2.5 Baths
  • 2,992 Sq Ft

  328 Old Marlborough Turnpike, Portland, CT 06480

  Spacious 4 bedroom Colonial on a private lot. Nicely laid out for entertaining in and out. Generous living areas. Home office. Family room with fireplace, vaulted ceiling, and custom inlay in the wood flooring. 4 Bedrooms upstairs including a primary suite with a custom bath, walk-in closet and balcony. Partially finished basement with room for a rec. room, home gym, hobby room etc. The private

  Craig Milton Re/Max Valley Shore

  328 Old Marlborough Turnpike, Portland, CT 06480
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  /22

  $649,900 Open Sun 11AM - 1PM

  • 3 Beds
  • 1 Bath
  • 870 Sq Ft

  96 Chalker Beach Rd, Old Saybrook, CT 06475

  This charming 3-bedroom, 1-bathroom home offers all the cozy beach vibes you've been looking for. Pull into the paver stone driveway with room for multiple vehicles, golf carts, or beach cruisers. A shed at the end of the driveway provides easy storage for all your beach gear. Step into the beautifully manicured, fully fenced backyard complete with a paver stone patio, open lawn for play or

  Danielle Spada Coldwell Banker Realty

  96 Chalker Beach Rd, Old Saybrook, CT 06475
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  /34

  $699,900

  • 3 Beds
  • 2 Baths
  • 2,560 Sq Ft

  8 Tom Rd, East Haddam, CT 06423

  Welcome to this exceptional 2025-built contemporary home, nestled in the desirable Moodus Reservoir lake community. Set on a generous 3/4-acre lot, this residence offers year-round water views and a perfect blend of modern design, comfort, and efficiency. The main level features a bright, open-concept great room with soaring ceilings and a chef's kitchen outfitted with commercial-grade

  Barbara Royea Carl Guild & Associates

  8 Tom Rd, East Haddam, CT 06423
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  /35

  $620,000

  • 3 Beds
  • 2.5 Baths
  • 2,648 Sq Ft

  19 W Hills Rd, Ivoryton, CT 06442

  Welcome to 19 W Hills Rd, a meticulously updated 3-bedroom, 2.5-bath Colonial offering modern comfort in the desirable Falls River neighborhood of Ivoryton. Built in 1966, this move in-ready home blends classic charm with contemporary upgrades, perfect for those seeking a blend of suburban tranquility and convenince. This home features a bright, open layout with 3 bedrooms and 2.5 bathrooms.

  Deb Lint William Raveis Real Estate

  19 W Hills Rd, Ivoryton, CT 06442
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  /30

  $749,000

  • 3 Beds
  • 1.5 Baths
  • 2,194 Sq Ft

  355 Main St, Old Saybrook, CT 06475

  In the heart of Old Saybrook! This home was built in 1919 and is called a New Englander. This is the perfect location to walk to town for dining or entertainment. The Kate is a wonderful place for many exciting events. Our town green offers concerts on weekday nites in the summer for enjoyment. Old Saybrook is the hub to Harford and New Haven. Easy access to all major routes. The town is an

  Paula Stuart Berkshire Hathaway NE Prop.

  355 Main St, Old Saybrook, CT 06475
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  /35

  $495,000

  • 4 Beds
  • 3 Baths
  • 2,232 Sq Ft

  62 Hemlock Dr, Deep River, CT 06417

  Welcome to 62 Hemlock Drive! Charming Shingle-Style Cape in a Prime Location! This 9-room home offers 4 spacious bedrooms and 3 full baths, Living room with fireplace and Sining room. The home features hardwood floors throughout. A bright and sunny sunroom/informal dining area opens to an expansive deck, perfect for entertaining or relaxing. The spacious family room with woodstove also provides

  Kathy Schellens William Pitt Sotheby's Int'l

  62 Hemlock Dr, Deep River, CT 06417
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  /40

  $409,900

  • 3 Beds
  • 1.5 Baths
  • 1,644 Sq Ft

  64 Dunn Hill Rd, Durham, CT 06422

  Endless potential for this fabulous and privately situated Raised Ranch in Durham. Features include newer roof, some newer tilt in windows, Master BR with 1/2 bath and double closets, 2 car garage, large private lot, almost an acre, finished lower level with bath and more! Other features include parquet flooring, patio, 2 sheds, deck, and newly landscaped. Security system included-Estate Sale

  Patricia Raffile Century 21 AllPoints Realty

  64 Dunn Hill Rd, Durham, CT 06422
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  /40

  $589,900 Open Sun 11:30AM - 1:30PM

  • 3 Beds
  • 3 Baths
  • 3,125 Sq Ft

  23 Summit St, East Hampton, CT 06424

  This Stately one-of-a-kind 1890 remodeled Colonial, in the same family 53 years, is located in the Heart of East Hampton, walking distance to Lake Pocotopaug, the Airline Trail, & Village Center! With 3 Beds, 3 Full Baths, 3125ft.2, & .70 acres, this contractor owned home was meticulously gutted, restored & expanded to reveal the beautiful custom built home you see today! In 2025 the sellers have

  James Burnett Eagle Eye Realty PLLC

  23 Summit St, East Hampton, CT 06424
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  /40

  $549,000

  • 3 Beds
  • 2 Baths
  • 2,834 Sq Ft

  624 Kelsey St, Middletown, CT 06457

  Renovated Ranch in South Farms - This updated, move-in-ready ranch offers the best of one-floor living in the heart of the desirable South Farms section of Middletown. Privately situated on a corner lot over one acre with charming stone walls and a semi-circular driveway, this home offers comfort, space, and convenience in a peaceful country setting. Inside, you'll find hardwood floors

  David Gallitto Huntsman,Meade & Partners Comp

  624 Kelsey St, Middletown, CT 06457
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  /15

  $185,000

  • 2 Beds
  • 1.5 Baths
  • 1,206 Sq Ft

  94 Trolley Crossing Ln, Middletown, CT 06457

  Welcome to this well-located 2-bedroom, 1.5-bath condo in the heart of Middletown, CT. Featuring a generous 2-car garage, this home offers plenty of space for parking and storage. Inside, you'll find a functional layout with a cozy living area and an open kitchen-ideal for everyday living and entertaining. While the unit could benefit from some cosmetic updates, it presents a great opportunity to

  Kamil Andrukiewicz New Haus Group LLC

  94 Trolley Crossing Ln, Middletown, CT 06457
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  /19

  $449,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,548 Sq Ft

  67 Side Hill Dr, Durham, CT 06422

  Charming home in peaceful Cul-de-Sac. Discover the perfect sanctuary in this delightful three bedroom home, with the option of a fourth bedroom, nestled at the end of a tranquil road surrounded by lush green spaces. Step inside to experience warmth and comfort, highlighted by a stunning renovated kitchen (2022) featuring granite countertops and backsplash, and modern stainless steel appliances.

  Jennifer Thompson Precision Realty LLC

  67 Side Hill Dr, Durham, CT 06422
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  /31

  $314,900 Open Sun 12PM - 2PM

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  28 Bluff Ave, Clinton, CT 06413

  Two bedroom one bath ranch near the ocean ready for new owners. Covered rear patio, backyard shed, fenced in. Interior features brick accent wall, hardwood floors, stainless steel appliances all furniture and fixtures to be included in the purchase price.

  David Hess Agnelli Real Estate

  28 Bluff Ave, Clinton, CT 06413
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  /28

  $449,900 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,808 Sq Ft

  10 3rd Ave, Higganum, CT 06441

  Fall in love with life in the sought-after Hidden Lake neighborhood with this absolutely stunning, fully remodeled 3 bedroom expanded cape. From the moment you step inside, the warmth of the custom fieldstone fireplace in the living room welcomes you home. The open-concept layout flows effortlessly into a beautifully updated kitchen featuring abundant cabinetry and a dedicated dining area-both

  Susan Santoro William Pitt Sotheby's Int'l

  10 3rd Ave, Higganum, CT 06441
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  /21

  $220,000

  • 2 Beds
  • 2 Baths
  • 866 Sq Ft

  235 Carriage Crossing Ln Unit 235, Middletown, CT 06457

  This is a cozy condominium in a community with attractive amenities. You can have small parties, or enjoy quiet weekends, while taking advantage of the pool, the tennis court, the gym and the racquet ball court. The condo has a cathedral ceiling with a fireplace where you can relax on cold winter nights. The living room has ample natural lighting. The kitchen is spacious and is conveniently

  Arthur Wrotnowski Berkshire Hathaway NE Prop.

  235 Carriage Crossing Ln Unit 235, Middletown, CT 06457
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  /8

  $350,000

  • Land
  • 9 Acres
  • $40,369 per Acre

  25 Island Dock Rd, Haddam, CT 06438

  Private COMBINED 8.67-Ac Lots in Haddam's Most Sought-After Location. Nestled in the heart of the River Valley, these stunning lots offers the perfect canvas for your dream home. Surrounded by mature trees & natural beauty, this private parcel provides an unparalleled sense of seclusion-while still being just minutes from everything that makes Haddam special. Enjoy the serenity of living in the

  Lisa Stevens Coldwell Banker Realty

  25 Island Dock Rd, Haddam, CT 06438
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  /8

  $149,900

  • Land
  • 3.12 Acres
  • $48,045 per Acre

  0 Parmelee Rd, Haddam, CT 06438

  Private 3.12-Ac Lot in Haddam's Most Sought-After Location. Nestled in the heart of the River Valley, this stunning lot offers the perfect canvas for your dream home. Package it with adjacent parcel MLS 24106620 for an excellent development opportunity. Surrounded by mature trees & natural beauty, this private parcel provides an unparalleled sense of seclusion-while still being just minutes from

  Lisa Stevens Coldwell Banker Realty

  0 Parmelee Rd, Haddam, CT 06438
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  /8

  $249,900

  • Land
  • 6 Acres
  • $45,027 per Acre

  25 Island Dock Rd, Haddam, CT 06438

  Private 5.55-Ac Lot in Haddam's Most Sought-After Location. Nestled in the heart of the River Valley, this stunning lot offers the perfect canvas for your dream home. Package it with adjacent parcel MLS 24106646 for an excellent development opportunity. Surrounded by mature trees & natural beauty, this private parcel provides an unparalleled sense of seclusion-while still being just minutes from

  Lisa Stevens Coldwell Banker Realty

  25 Island Dock Rd, Haddam, CT 06438
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  /20

  $299,900 Open Sun 1PM - 3PM

  • 2 Beds
  • 1 Bath
  • 776 Sq Ft

  40 Clearview Rd, Moodus, CT 06469

  Welcome to easy living in this fully renovated 2-bed,1 bath ranch nestled in a peaceful setting just a short stroll from the East Haddam town beach and the beautiful Moodus reservoir. This move-in-ready gem boasts a warm and inviting open-concept layout with a beautifully updated kitchen featuring stainless steel appliances, stylish finishes, and seamless flow into the cozy living and dining

  Sheena Ruggirello Real Broker CT, LLC

  40 Clearview Rd, Moodus, CT 06469
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  /40

  $460,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 2,287 Sq Ft

  7 Sears Place, East Hampton, CT 06424

  Welcome to this exquisite 4-bedroom, 2-bath lake home, ideally suited for year-round living. At nearly 2300sqft and constructed with post-and-beam architecture, this residence radiates warmth and character throughout. Upon entering the front door, you are greeted by an open floorplan centered around a rustic pellet stove, wide plank hardwood floors, and exposed beams. Adjacent to the living room

  Jessica Blancato William Pitt Sotheby's Int'l

  7 Sears Place, East Hampton, CT 06424
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  /38

  $480,000

  • 4 Beds
  • 2.5 Baths
  • 2,052 Sq Ft

  3 Deerfield Dr, Clinton, CT 06413

  Nature lovers take notice! This comfortable 4 bedroom home is in a cul-de-sac neighborhood just a few miles from the Hammonassett beach and the Clinton/Madison shoreline. The property features stone walls, mature trees and plantings, and a private back lawn for gardening, entertaining, and play. The stunning screened porch, deck, patio, firepit area highlight the enjoyment of the out-of-doors.

  Laurie Trulock Compass Connecticut, LLC

  3 Deerfield Dr, Clinton, CT 06413
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  /39

  $1,695,000 Open Sun 11AM - 2PM

  • 3 Beds
  • 3 Baths
  • 1,994 Sq Ft

  118 Old Sea Ln, Old Saybrook, CT 06475

  Here is the home you have been waiting for. Built from the ground up in 2020, this modern three-bedroom colonial has amazing unobstructed views of Long Island Sound. Located in Indian Town, one of Old Saybrook's sought-after beach communities, with two sandy beaches, a marina, and a clubhouse. The open floor main level has sliders to an outside deck where you can enjoy the summer breezes off the

  Nick Prevost William Raveis Real Estate

  118 Old Sea Ln, Old Saybrook, CT 06475
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  /36

  $450,000

  • 5 Beds
  • 4 Baths
  • 2,900 Sq Ft

  170 Fowler Ave, Middletown, CT 06457

  Welcome to 170 Fowler Avenue, originally built in 1920, this well-maintained home has been thoughtfully renovated to suit today's lifestyle. Step inside to find newly refinished hardwood floors, fresh interior paint, and a beautifully updated kitchen with modern finishes. The main floor features a brand-new bathroom and a comfortable flow through the living and dining areas. You will also find a

  Enoch Bruce Puorro Realty Group

  170 Fowler Ave, Middletown, CT 06457
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  /17

  $199,000

  • 2 Beds
  • 2 Baths
  • 866 Sq Ft

  157 Carriage Crossing Ln, Middletown, CT 06457

  WELCOME HOME TO 157 CARRIAGE CROSSING-This ranch style condo located on the second floor featuring 2 spacious bedrooms, 2 full baths. Walk in and appreciate the high ceilings, large windows bringing in loads of natural light. There is a small patio for you to get to enjoy the serenity of the outdoors. The living room has a gas fireplace to use in the colder New England months. The kitchen is

  Lisa Olson Berkshire Hathaway NE Prop.

  157 Carriage Crossing Ln, Middletown, CT 06457
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  /40

  $1,790,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 3.5 Baths
  • 2,500 Sq Ft

  2 Old South Cove Rd, Old Saybrook, CT 06475

  Step into a lifestyle of refined coastal luxury at 2 Old South Cove Rd, Old Saybrook's most stylish new construction. Perfectly positioned just steps from the water, this 2,400 sq ft masterpiece blends modern design with timeless comfort-crafted in partnership with Saybrook Home and styled like a New York design editorial. Enjoy water views and dramatic light-filled spaces with soaring 9'-22'

  Michael Riccio Calcagni Real Estate

  2 Old South Cove Rd, Old Saybrook, CT 06475
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  /33

  $219,900 Open Sun 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 1,220 Sq Ft

  70 Trolley Crossing Ln, Middletown, CT 06457

  Welcome to this updated and move-in ready townhouse-style condo, offering comfort, convenience, and low-maintenance living in a prime Middletown location. Step inside to find a bright and ample-sized living room filled with natural light, perfect for relaxing or entertaining. The dining area features a sliding door that leads to your own private back deck, ideal for outdoor dining or quiet

  Amy Bartolucci Coldwell Banker Realty

  70 Trolley Crossing Ln, Middletown, CT 06457
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  /37

  $379,000

  • 3 Beds
  • 2.5 Baths
  • 2,376 Sq Ft

  9 Essex Rd, Westbrook, CT 06498

  Newly acquired deeded easement allowing for parking on the property. Nestled in the heart of Westbrook this 1809 two family colonial is ideal for individual or investor seeking a home with income opportunity as a rental or business. Situated in the commercial town center on the town green, residents enjoy the serene beauty of a quintessential New England setting, along with the convenience of

  Tony Semproni William Pitt Sotheby's Int'l

  9 Essex Rd, Westbrook, CT 06498
• 

  

  /11

  $329,875

  • 2 Beds
  • 1 Bath
  • 650 Sq Ft

  538 Winthrop Rd, Deep River, CT 06417

  Beautiful 2 bedroom right on Star lake with 50 foot of lake frontage is ready for new owners! This property features natural beauty along with modern living interior finishes. Enjoy your viewing!

  Mikail Naska Eagle Eye Realty PLLC

  538 Winthrop Rd, Deep River, CT 06417
• 

  

  /30

  $350,000

  • 4 Beds
  • 2.5 Baths
  • 1,912 Sq Ft

  116 Howd Rd, Durham, CT 06422

  Rarely Available! Recently Renovated Colonial 4 Bedroom, 2 1/2 Bath Home in the highly sought after quintessential town of Durham! You will enjoy entertaining in this Open Concept Living/Dining area, fabulous Updated Kitchen with newer Stainless Steel Appliances, large single bowl Farmhouse style Sink, boasting with Natural Sunlight, 1st floor offers the convenience of 1/2 Bathroom w/ Laundry

  Kathy Dell'Aquila Coldwell Banker Realty

  116 Howd Rd, Durham, CT 06422
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  /12

  $169,999

  • Land
  • 0.22 Acre
  • $772,723 per Acre

  0 Island Unit 24106398, East Hampton, CT 06424

  Scraggy Island - Also Known as Blueberry Island Tucked away at the north end of historic Lake Pocotopaug in East Hampton, CT, Scraggy Island-lovingly known as Blueberry Island-offers a rare chance to own two connected private islands. Surrounded by pristine waters and lined with wild blueberry bushes, this secluded retreat is perfect for primitive camping, picnicking, or simply unwinding in

  Wes Jenks Jenks Realty

  0 Island Unit 24106398, East Hampton, CT 06424
• 

  

  /40

  $499,900

  • 4 Beds
  • 2.5 Baths
  • 2,538 Sq Ft

  126 Penfield Hill Rd, Portland, CT 06480

  For sale for the first time in decades, this remarkable center chimney Colonial, The Daniel Burton House, is graciously set on 4 pastoral acres. This property is on of the most beautiful roads in Portland and it is truly a magical setting - you can feel it as soon as you pull in the driveway. With 2538 sf of living space, the layout successfully blends history and modern living, the best of both

  Georgia Newcomb Houlihan Lawrence WD

  126 Penfield Hill Rd, Portland, CT 06480

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