Middlesex County, CT Homes

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  /5

  $138,000

  • Land
  • 0.45 Acre
  • $306,667 per Acre

  28 & 33 River Rd, Cromwell, CT 06416

  Own your own piece of paradise. This building lot of record includes separate parcel across the street with 80 feet of frontage on the beautiful Connecticut River. Close to parks and public boat launch. Buyers to do their own due diligence to obtain to obtain all required permits and approvals. Potential buyers must be accompanied by their agent. Walk at own risk.

  Julie Keithan Group Four Realty

  28 & 33 River Rd, Cromwell, CT 06416
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  /14

  $1,750 per month

  • 2 Beds
  • 2 Baths
  • 1,034 Sq Ft
  • House for Rent

  111 Dekoven Dr Unit 201, Middletown, CT 06457

  *HEAT AND HOT WATER INCLUDED* Welcome to River's Edge-where downtown convenience meets comfortable, low-maintenance living. This spacious 2-bedroom, 2-bath rental is located in one of Middletown's most sought-after communities, offering a lifestyle that's as vibrant as it is easy. Inside, you'll love the open-concept layout where the kitchen, dining, and living areas flow seamlessly-perfect for

  Debbie Huscher Real Broker CT, LLC

  111 Dekoven Dr Unit 201, Middletown, CT 06457
• 

  $527,000 Sold Aug 26, 2025

  • 1,880 Sq Ft
  • $280/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1954

  103 Glenwood Rd, Clinton, CT 06413

  Welcome to this beautifully maintained 3 bed, 2 bath ranch that blends comfort, convenience, style and offers single-floor living! Featuring a brand-new central air system, 1-year-old furnace, and updated 200 amp electrical service, this home is move-in ready with all the essentials taken care of. The kitchen shines with new granite countertops, and the new washer and dryer make laundry a breeze.

  Alan Spotlow William Raveis Real Estate

  103 Glenwood Rd, Clinton, CT 06413
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  Est $231,999 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,040 Sq Ft

  85 N Main St Unit 110, East Hampton, CT 06424

  85 N Main St Unit 110, East Hampton, CT 06424
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  /40

  $1,299,999 Open Sun 1PM - 3PM

  • 4 Beds
  • 5 Baths
  • 4,356 Sq Ft

  42 Pine Ledge Trail, Durham, CT 06422

  Straight out of a magazine - 42 Pine Ledge Trail, an exceptional new construction Colonial blending timeless elegance & modern luxury. Nestled on just under 4 private acres, this home is set back from the road on an elevated lot, offering seclusion. As you approach via the long, paved driveway, you'll notice a stunning stucco exterior, landscaped grounds, paver walkways, a grand covered entry

  Lauren Freedman Coldwell Banker Realty

  42 Pine Ledge Trail, Durham, CT 06422
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  /32

  $4,500 per month

  • 3 Beds
  • 3 Baths
  • 1,805 Sq Ft
  • House for Rent

  85 Waterside Ln Unit 85, Clinton, CT 06413

  Charming 1793 Antique Colonial Direct Waterfront with Private Dock. Welcome to your escape on 85 Waterside Lane! Enjoy direct waterfront access on the Hammock River or stroll across the historic Waterside Lane Bridge to the Clinton Town Beach. Available for the academic year. This fully equipped antique waterfront with private dock, offers all the modern amenities. Decorated in a charming,

  Claire Kilmer Coldwell Banker Realty

  85 Waterside Ln Unit 85, Clinton, CT 06413
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  $426,000 Sold Aug 26, 2025

  • 1,440 Sq Ft
  • $296/SF
  • 30 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1955

  18 Beach Park Rd, Clinton, CT 06413

  PRICE REDUCED to $399,800 !!!! Beach Park Rd Ranch ! Walk to Town Beach, close to Hammonasset State Park, outlets! Cozy, Open concept LR, Kitchen, DR, one level living with gas fireplace in the center of it all ! Hardwood floors throughout. Vaulted ceilings, French doors to deck. New SS appliances, 2 full baths, natural gas heat, Large PBR with vaulted ceilings, walk in closet, full bath, sliders

  Gary Damato Press/Cuozzo Realtors

  18 Beach Park Rd, Clinton, CT 06413
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  Est $283,583 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  2 Bishop Hill Rd, East Hampton, CT 06424

  2 Bishop Hill Rd, East Hampton, CT 06424
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  /38

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  15 Prospect St, Deep River, CT 06417

  One-floor living just steps from town and the Connecticut River. This well-maintained home features an open floor plan with a spacious family room highlighted by a cathedral ceiling. Offering 3 bedrooms on the main level, plus a finished lower level with two additional rooms-perfect for bedrooms, hobby space, or a home office. Hardwood under carpets. Newer Roof. Generator hook up. Outside, enjoy

  Craig Milton Re/Max Valley Shore

  15 Prospect St, Deep River, CT 06417
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  /32

  $2,100 per month

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • House for Rent

  14 Leeway Dr, Westbrook, CT 06498

  Immaculate 3 bedroom ranch at Pilot's Point, Totally painted from ceilings to floor, hardwood in main areas, rugs in 2 main bedrooms, Water, views of Long Island Sound, Minutes to walk to private beach and to Marina, deck off dining area, fenced in back yard with outside shower!! Come see for yourself!!

  Salome Kirkutis SKS Realty

  14 Leeway Dr, Westbrook, CT 06498
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  $475,000 Sold Aug 26, 2025

  • 2,640 Sq Ft
  • $180/SF
  • 3 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1982

  Unlisted Address

  Nestled in a serene, private setting, this 3-4 bedroom split-level home blends comfort and character. The front door opens to a welcoming slate-floored mudroom on the main level, featuring ample closet space-perfect for coats, shoes, and daily essentials. The main level also includes a spacious family room with a propane fireplace, flooded with natural light from large windows and a sliding glass

  Kamey Cavanaugh eXp Realty

  Unlisted Address
• 

  Est $377,142 Not Listed For Sale

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

  5 Coe Ave, Portland, CT 06480

  5 Coe Ave, Portland, CT 06480
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  /40

  $798,000

  • 4 Beds
  • 1.5 Baths
  • 1,920 Sq Ft

  13 Waterside Ln, Clinton, CT 06413

  Here's your chance, an unique opportunity to live in Clinton's most desirable in-town neighborhood, in a gem of a home that has been in the same family for almost 80 years! It is only a 5 minute walk down this quintessential historic New England lane to the beautiful Clinton Town Beach w/ all it has to offer while 5 minutes the other direction brings you into the village center, sidewalks each

  Todd Gould William Pitt Sotheby's Int'l

  13 Waterside Ln, Clinton, CT 06413
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  /18

  $2,400 per month

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • House for Rent

  9 Red Bird Trail, Old Saybrook, CT 06475

  ACADEMIC RENT (mid Sept to mid May) 3 BR Colonial with Sun Room is located in the beautiful Indian Town Association with views of LIS and harbor. Bright and spacious rooms. This location is perfect for walking, biking or strolling along the beach. Conveniently located to I95, Train Station, Shopping and The Kate. Sorry NO pets or smokers allowed

  Sandy Orsie Berkshire Hathaway NE Prop.

  9 Red Bird Trail, Old Saybrook, CT 06475
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  $565,000 Sold Aug 26, 2025

  • 2,538 Sq Ft
  • $223/SF
  • 31 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1780

  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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  Est $932,705 Not Listed For Sale

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

  4 Piney Branch, Ivoryton, CT 06442

  4 Piney Branch, Ivoryton, CT 06442
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  /40

  $295,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  28 Evergreen Rd, Cromwell, CT 06416

  One level living, stylish, move in ready- the perfect place to call home! Could be a great starter home or great if you're just looking to simplify. You're welcomed home to a beautiful brand new, custom mid-century style door that lets in lots of light. A open living room/dining room area, complete with a wood stove for the chilly winters. The cool kitchen has great space for cooking. The newly

  Nancy Currlin William Raveis Real Estate

  28 Evergreen Rd, Cromwell, CT 06416
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  /23

  $3,500 per month

  • 3 Beds
  • 2 Baths
  • 1,044 Sq Ft
  • House for Rent

  11A Cove St, Old Saybrook, CT 06475

  Academic Rental November 9-May....Nestled between the Long Island Sound and the Connecticut River, Cove Street Cottage is your luxury getaway. You won't have to pack a thing when you stay at this fabulous cottage-- linens, bikes, and chairs are all included. Three bedrooms, and 2 full bathrooms. The charming upstairs master suite has a full bathroom and king bed, while the downstairs hosts two

  Ali White White-Ginnett Coldwell Banker Realty

  11A Cove St, Old Saybrook, CT 06475
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  $430,000 Sold Aug 26, 2025

  • 1,750 Sq Ft
  • $246/SF
  • 51 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1964

  7 Dogwood Dr, Centerbrook, CT 06409

  Handyman special in a prime neighborhood of beautiful homes! This classic Cape Cod sits on a stunning 1.26-acre lot and offers the perfect opportunity for a young buyer or savvy flipper. The home features a front-to-back living room with fireplace, a spacious dining room, and solid oak hardwood floors throughout. There's one small bedroom on the main floor and three large bedrooms upstairs. The

  Joel Lucas Coldwell Banker Realty

  7 Dogwood Dr, Centerbrook, CT 06409
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  Est $191,089 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,038 Sq Ft

  111 Dekoven Dr Unit 502, Middletown, CT 06457

  111 Dekoven Dr Unit 502, Middletown, CT 06457
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  /40

  $499,900 Open Wed 4PM - 7PM

  • 3 Beds
  • 1 Bath
  • 1,170 Sq Ft

  140 Salt Island Rd, Westbrook, CT 06498

  Welcome to your new coastal oasis, where beachside living is a dream come true all year round. Located within the friendly Middle Beach Community, this delightful 3 bedroom, 1 bath ranch offers a serene and relaxing lifestyle with the convenience of being just a short stroll from the shore. Inside, you'll find a well-cared-for home featuring an open kitchen that flows effortlessly into the dining

  Shawnna Kelly SalCal Real Estate Connections

  140 Salt Island Rd, Westbrook, CT 06498
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  /26

  $2,300 per month

  • 3 Beds
  • 2 Baths
  • 1,139 Sq Ft
  • House for Rent

  54 Hartford Ave, Old Saybrook, CT 06475

  Immaculate home at the beach available for rent October 1, 2025 - May 15, 2026 (negotiable). Spacious ranch with an open living, dining, and kitchen. The primary bedroom has access to the backyard and is next to the full bathroom which has a walk in shower and washer/dryer. On the other side of the home you will find 2 generous sized bedrooms and a full bathroom with bath/tub combo. Central air.

  Kate Lombardi Coccomo Real Estate LLC

  54 Hartford Ave, Old Saybrook, CT 06475
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  $230,000 Sold Aug 26, 2025

  • 844 Sq Ft
  • $273/SF
  • 29 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1985

  85 N Main St Unit 96, East Hampton, CT 06424

  Welcome to 85 N. Main St. Unit 96. You're going to love this charming townhouse that lives like a 3-bedroom! The main level offers a bright, open layout with beautiful crown molding, chair rail accents, and hardwood floors throughout the living and dining areas. The kitchen is well-equipped with stainless steel appliances, including a refrigerator (2017), newer oven range and microwave (April

  Jennifer Ambrose William Raveis Real Estate

  85 N Main St Unit 96, East Hampton, CT 06424
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  Est $497,153 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,104 Sq Ft

  97 S End Ave, Durham, CT 06422

  97 S End Ave, Durham, CT 06422
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  /29

  $309,900

  • 2 Beds
  • 3 Baths
  • 1,296 Sq Ft

  59 Founders Village, Clinton, CT 06413

  Discover this updated 2-bedroom, 1 full and 2 half-bath townhouse in the Founders Village community. Situated at the rear of the complex with ample parking and a private patio overlooking woods, this home blends modern style and vibrant character with a bold color scheme. The main floor features new vinyl plank flooring, an open-concept living room, kitchen, dining area, and a convenient half

  Doug Coby Property Edge

  59 Founders Village, Clinton, CT 06413
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  /18

  $2,395 per month

  • 3 Beds
  • 1 Bath
  • 2,992 Sq Ft
  • House for Rent

  489 N Roast Meat Hill Rd, Killingworth, CT 06419

  Welcome to your peaceful retreat in the heart of Killingworth! This spacious 3-bedroom, 1-bath apartment (approx. 1,000 sq. ft.) is nestled within a well-maintained multi-family home on a picturesque 4-acre property surrounded by woods, a serene pond, and a gentle stream. Step inside to find three bright and inviting bedrooms, a full kitchen, and a cozy living and dining area - perfect for

  Cindy Breckheimer Forever Homes Real Estate LLC

  489 N Roast Meat Hill Rd, Killingworth, CT 06419
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  $600,000 Sold Aug 26, 2025

  • 2,662 Sq Ft
  • $225/SF
  • 20 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2006

  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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  Est $251,863 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,209 Sq Ft

  52 Afton Terrace, Middletown, CT 06457

  52 Afton Terrace, Middletown, CT 06457
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  /39

  $824,900

  • 3 Beds
  • 2.5 Baths
  • 2,456 Sq Ft

  45 Main St, Essex, CT 06426

  The Parker Bull House, circa 1754, is one of the oldest historic homes in Essex. Located in Ivoryton overlooking the Falls River, this stately home is a unique blend of original antique features with updated modern amenities. The large sunny kitchen has granite countertops and stainless-steel appliances, hardwood floors, and is adjacent to a spacious pantry/laundry room, heated sunroom, and a

  Susan Malan William Pitt Sotheby's Int'l

  45 Main St, Essex, CT 06426
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  /12

  $6,000 per month

  • 4 Beds
  • 2 Baths
  • 2,510 Sq Ft
  • House for Rent

  29 W Shore Dr, Old Saybrook, CT 06475

  Welcome to 29 W.Shore Dr. Old Saybrook,CT. A direct waterfront single family home retreat in the Cornfield Point Association, is now available for academic term to begin Oct 1 - April 30 offering fully furnished 4 bedrooms, 3 baths, Fireplace, laundry on main level, 1 car garage, oversize waterfront lot and much more. Great opportunity for the short term rental, who enjoys water views with

  David Rodriguez William Pitt Sotheby's Int'l

  29 W Shore Dr, Old Saybrook, CT 06475
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  $315,000 Sold Aug 26, 2025

  • 1,198 Sq Ft
  • $263/SF
  • 74 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  46 Dewey St, Middletown, CT 06457

  Welcome to 46 Dewey Street in the desirable South Farms neighborhood of Middletown-where charm, convenience, & comfort come together in a beautifully maintained Cape-style home. Built in 2005, this 3-bedroom, 2.5-bath gem offers the ideal mix of practicality & style, all wrapped up in a low-maintenance package. Step inside & feel instantly at home. The 1st floor features a versatile layout w/a

  Mark Riesbeck Berkshire Hathaway NE Prop.

  46 Dewey St, Middletown, CT 06457
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  Est $327,793 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,342 Sq Ft

  55 Dorothy Dr, Middletown, CT 06457

  55 Dorothy Dr, Middletown, CT 06457
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  /40

  $795,000

  • 2 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  25 Essex Glen Dr, Essex, CT 06426

  Live the Essex lifestyle at Essex Glen! An exciting planned unit development(PUD/Condo in CT) of 26 exceptional homes in Historic Essex, "The Best Little Town in America". No age restrictions, no lawn care, no snow plowing, low, low utility costs. ENERGY STAR RATED. Low Essex Taxes. Easy living in a FREE STANDING HOME. Imagine your new home brimming with quality and style featuring first floor

  Bob Senger Berkshire Hathaway NE Prop.

  25 Essex Glen Dr, Essex, CT 06426
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  /12

  $1,750 per month

  • 1 Bed
  • 1 Bath
  • 723 Sq Ft
  • Apartment for Rent

  174 Burgundy Hill Ln Unit 174, Middletown, CT 06457

  Welcome to your new home in the heart of Peppermill Village! This fully updated 1-bedroom, 1-bath Condo features a spacious layout, stainless steel appliances, and plenty of closet space. Enjoy the open living area that leads to your balcony-complete with an extra storage closet. A spiral staircase takes you to a sunny loft space that's perfect for a home office, relaxing, or even an additional

  Lindy Hoyt Century 21 AllPoints Realty

  174 Burgundy Hill Ln Unit 174, Middletown, CT 06457
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  $1,200,000 Sold Aug 26, 2025

  • 2,609 Sq Ft
  • $460/SF
  • 4 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1840

  66 Hedlund Rd, East Haddam, CT 06423

  One-of-a-Kind Country Retreat Between Boston and New York, a captivating 13-acre estate that straddles the pastoral beauty of East Haddam and Lyme, Connecticut. It offers the peace of the countryside without sacrificing accessibility-just a scenic drive or train ride from either metropolis. The property's gently sloping woodlands open onto wide, sun-drenched meadows, bordered by masterfully

  Maddy Mattson Coldwell Banker Realty

  66 Hedlund Rd, East Haddam, CT 06423
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  Est $533,175 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,008 Sq Ft

  18 Tammie Ann Dr, East Hampton, CT 06424

  18 Tammie Ann Dr, East Hampton, CT 06424
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  /17

  $189,900

  • 2 Beds
  • 1 Bath
  • 754 Sq Ft

  51 Linden Ave N, Westbrook, CT 06498

  Exceptional home in a much sought after shoreline 55+ community. This home sits on one of the most desirable lots on the street, with mature plantings. This 2015 unit is in like new condition with a bright and open floor plan including cathedral ceilings and a beautiful covered porch for 3 season enjoyment. (some residents choose to enclose) There is also a Kloter Farm shed w/ electricity for

  Judith DuMouchel J.M. REALTY

  51 Linden Ave N, Westbrook, CT 06498
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  /34

  $2,850 per month

  • 3 Beds
  • 1 Bath
  • 1,360 Sq Ft
  • House for Rent

  38 Mohican Rd, Old Saybrook, CT 06475

  This home is just one short block from the beach and has a nice sized yard with a patio and outdoor shower. The roomy kitchen opens to a large great room with a gas burning stove. There is also a separate living room to the front of the house. This home has plenty of room for parking and is a member of Cornfield Point with two beaches, a club house, pickleball court, tennis court and activities

  Bonnie Fillion Berkshire Hathaway NE Prop.

  38 Mohican Rd, Old Saybrook, CT 06475
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  $600,000 Sold Aug 26, 2025

  • 2,564 Sq Ft
  • $234/SF
  • 40 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  72 Cox Rd, Portland, CT 06480

  Absolutely beautiful cape gracefully set amongst meticulously kept grounds. Charm and elegance are around every corner of this updated and lovingly cared for home. Numerous updates include an updated kitchen and baths (2023), newer roof (2020) and septic (2019). The family room with beautiful wood plank cathedral ceiling leads to a deck overlooking the yard with pool and stone shed with screened

  Siobhan McLaughlin William Raveis Real Estate

  72 Cox Rd, Portland, CT 06480
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  Est $236,405 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,336 Sq Ft

  7 Heather Square, Middletown, CT 06457

  7 Heather Square, Middletown, CT 06457

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