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Middlesex County CT Homes for Sale

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  • /21

    $850,000

    • 4 Beds
    • 2 Baths
    • 8,382 Sq Ft

    26 Ferry Rd, Chester, CT 06412

    Located in the Town of Chester, this mixed-use property presents a rare opportunity to acquire a distinctive asset in one of Connecticut's most desirable markets. As it stands, the property consists of approximately 5,000 square feet of commercial space, including one loading dock, three (3) garages, and an oversized on-site parking lot, supporting a wide range of operational and occupancy needs.

    Agent Photo

    Anthony Velez

    VC Property Group, LLC

    (860) 579-1600

    26 Ferry Rd, Chester, CT 06412
  • /36

    $679,500

    • 4 Beds
    • 3 Baths
    • 3,300 Sq Ft

    73 Airline Rd, Clinton, CT 06413

    Discover privacy and space on 3.17acres at 73 Airline Road, just minutes to Clinton or Madison. The upper level of this bright and spacious raised ranch features 3 bedrooms, an office, and 2 full baths. On the main level, there is a complete 1-bedroom apartment with its own laundry and full bath. The home boasts hardwood floors throughout and a beautiful kitchen with GE Profile appliances,

    Agent Photo

    Matt Diamond

    Houlihan Lawrence WD

    (860) 791-4783

    73 Airline Rd, Clinton, CT 06413
  • /40

    $1,000,000

    • 6 Beds
    • 3 Baths
    • 2,522 Sq Ft

    176 Shore Rd, Clinton, CT 06413

    Unprecedented Investment or Family Compound with Private Beach Rights This is a rare and unparalleled opportunity to own a piece of paradise, featuring deeded rights to a private beach on the Long Island Sound and three distinct residences, making it an ideal family compound or a high-yield investment property. The Main Residence has been an Airbnb $500 per night. Completely updated and boasting

    Agent Photo

    Nancy Potts

    Coldwell Banker Realty

    (860) 507-9240

    176 Shore Rd, Clinton, CT 06413
  • /40

    $650,000

    • 3 Beds
    • 3 Baths
    • 2,752 Sq Ft

    1 Ferry Rd, Chester, CT 06412

    An extraordinary offering in one of Connecticut's most beloved river towns. Stunning sunrises over unobstructed views of Chester Creek sets the tone for this rare piece of Chester history. The Bani Denison homestead dates to 1781 and once served as Chester's first post office. Thoughtfully restored, this classic embankment Colonial with Dutch kick gambrel style roof offers modern amenities while

    Agent Photo

    Jennifer D'Amato

    Real Broker CT, LLC

    (860) 454-6525

    1 Ferry Rd, Chester, CT 06412
  • /40

    $480,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 2,041 Sq Ft

    2 Dogwood Dr, East Hampton, CT 06424

    Beautifully updated and meticulously maintained, this move-in ready home is set in a desirable neighborhood and features recently painted rooms throughout. The custom kitchen offers built-in cabinetry, granite countertops, new appliances, and a center island, with French doors opening into the dining room. Hardwood floors enhance the living and dining rooms, and the inviting living room features

    Agent Photo

    Barbara Royea

    Carl Guild & Associates

    (860) 879-3284

    2 Dogwood Dr, East Hampton, CT 06424
  • /40

    $575,000

    • 3 Beds
    • 4 Baths
    • 3,853 Sq Ft

    301 Bell St, Middletown, CT 06457

    Take a 3D Tour or Enjoy a Video Walkthrough 24/7! This striking double A-Frame, with iconic Howard Johnson's orange steel roof shingles, is a one-of-a-kind architectural showplace and retreat set on 1.51 private acres surrounded by the 32-acre Highland Pond Preserve. The pond dam has been removed, returning it to its natural state of meadow and stream. Over $300,000 in thoughtful renovations have

    Agent Photo

    Gregory Hanner

    Garden Realty

    (860) 385-6067

    301 Bell St, Middletown, CT 06457
  • /2

    $100,000

    • Land
    • 0.92 Acre
    • $108,909 per Acre

    Lot 2 Aldens Crossing, East Hampton, CT 06424

    Lot 2 Aldens Crossing - .91 Acre Building Lot Build your next home on this .91-acre, mostly cleared and very flat lot, ideally located on Aldens Crossing. The parcel offers an easy-to-build landscape with excellent flexibility for a variety of home designs and site layouts. Conveniently situated near a local daycare, the Airline Trail, and many nearby shops and local businesses, this location

    Agent Photo

    James Harrington

    Carl Guild & Associates

    (860) 773-4854

    Lot 2 Aldens Crossing, East Hampton, CT 06424
  • /9

    $269,000

    • 4 Beds
    • 1 Bath
    • 1,075 Sq Ft

    159 Evergreen Rd, Cromwell, CT 06416

    Bring your vision and your contractor-this property is ready for a complete transformation. Situated in a desirable Cromwell neighborhood, this home requires a full rehab and is being sold as-is. Ideal for investors, flippers, or buyers looking to build equity through renovation. Whether you're looking to renovate and resell or customize a home to your exact specifications, this is a rare chance

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    Michael Portnoy

    Giner Real Estate

    (860) 792-5378

    159 Evergreen Rd, Cromwell, CT 06416
  • /40

    $1,850,000

    • 4 Beds
    • 2.5 Baths
    • 2,676 Sq Ft

    9 Essex Hills Dr, Essex, CT 06426

    Exquisitely updated & remodeled Essex home on the cusp of South Cove with easterly views. This fabulous home has been completely transformed into something very special! From the eat-in kitchen with breakfast bar & smart design to the living room & family room both with wood burning fireplaces & sleeping quarter, no detail has been overlooked. The outdoor space has been completely revived with

    Agent Photo

    Kevin Geysen

    William Pitt Sotheby's Int'l

    (860) 419-4926

    9 Essex Hills Dr, Essex, CT 06426
  • /2

    $789,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,521 Sq Ft

    62 Cornwall St, Portland, CT 06480

    Come custom build the Home of your dreams. With a wide selection of plans, and possible Options and upgrades, this is something you do not want to wait for!

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 943-4408

    62 Cornwall St, Portland, CT 06480
  • /40

    $899,000

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

    163 Main St, Deep River, CT 06417

    The walkability and quintessential New England charm of downtown Deep River is a big draw for buyers seeking a trophy property or a dream location for their small business. Built in 1850, this mixed-use gem has much to offer including two commercial tenants (Hally Jo's Corner Restaurant and the Anchor and Compass clothing store), three residential units on the second floor, and 1,200 square feet

    Connor Wenchell VC Property Group, LLC

    163 Main St, Deep River, CT 06417
  • /2

    $995,000

    • Land
    • 1.25 Acres
    • $796,000 per Acre

    1333A Boston Post Rd, Old Saybrook, CT 06475

    1.25 Acres in B4 Zone. Public water available, septic required. Traffic count 15,900. Within 1/2 mile of national tenants.

    Ron Lyman Lyman Real Estate

    1333A Boston Post Rd, Old Saybrook, CT 06475
  • /2

    $584,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    15 Lakewood Rd, East Hampton, CT 06424

    Welcome to Lake Overlook Estates - where single-level luxury meets an unbeatable price point. This brand-new ranch-style home offers 1,800 sq. ft. of thoughtfully designed space with an open floor plan, high ceilings, and bright, modern living areas that make everyday life feel effortless. Featuring 3 spacious bedrooms, 2 full bathrooms, and a 2-car garage, this layout delivers comfort,

    Nikki Defrancesco Coldwell Banker Realty

    15 Lakewood Rd, East Hampton, CT 06424
  • /40

    $799,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 4 Baths
    • 3,890 Sq Ft

    113 Winthrop Rd, Westbrook, CT 06498

    Custom-built home set on 2+ private acres, originally built in 1965 with a substantial 2008 addition and updates, offering character, warmth, and space to live well. Brazilian teak floors run throughout the main living areas, with Brazilian chestnut in the primary suite. The main level features a tiled mudroom, sun-filled family room with skylights and French doors, granite kitchen with center

    Allison Ciarcia William Raveis Real Estate

    113 Winthrop Rd, Westbrook, CT 06498
  • /3

    $632,400 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    602 Freya Ln, East Hampton, CT 06424

    Lake Overlook Estates an enclave of 12 homesites with stunning seasonal views of Lake Pocotopaug. Lot 4 - last home site available for Carma, LLC. Expanded Colonial I - this stately home offers a spacious and dramatic first floor with two story entry and double sided balcony overlook. The large kitchen is open to eating area and large great room. One will enjoy a mudroom, first floor office and

    Mark Toledo Berkshire Hathaway NE Prop.

    602 Freya Ln, East Hampton, CT 06424
  • /6

    $669,700 New Construction

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

    2 Morgan Ln, East Haddam, CT 06423

    ANOTHER SPECTACULAR NEW CONSTRUCTION HOME by Morecon Homes! This stunning high end new construction home is already under construction. Home sits on a new road in a quiet cul-de sac. Situated on a picturesque private and quiet neighborhood. This home is awaiting for you to customize and add your finishing touches. This quality built Colonial provides an open two story foyer, 4 bedrooms including

    Salvatore Morello Vision Real Estate

    2 Morgan Ln, East Haddam, CT 06423
  • /24

    $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 unique 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

    Carol Kleeman William Raveis Real Estate

    204 Old Blue Hills Rd, Durham, CT 06422
  • /38

    $635,000

    • 3 Beds
    • 2 Baths
    • 2,590 Sq Ft

    10 Winterberry Cir, Westbrook, CT 06498

    Welcome to this well-maintained home located on a quiet cul-de-sac in desirable Westbrook. Set in a peaceful residential neighborhood, this property offers privacy while remaining conveniently close to beaches, parks, shopping, and commuter routes. The home features a functional layout with comfortable living spaces and abundant natural light throughout. Enjoy your own private backyard oasis with

    Amaurys Valdera Brokerbe Inc.

    10 Winterberry Cir, Westbrook, CT 06498
  • /28

    $1,045,000

    • 2 Beds
    • 2 Baths
    • 1,952 Sq Ft

    24 Seabreeze Rd, Old Saybrook, CT 06475

    Nestled in the prestigious Cornfield Point Beach Association neighborhood, this upgraded ranch offers one-level living at its finest with ocean views! With upgrades and improvements including new flooring, active solar, Thermopane windows, Vinyl Siding, central air, a huge bonus room you can convert to a third bedroom, this home provides comfort and style. A spacious open plan living room

    Brian Beaulieu KW Legacy Partners

    24 Seabreeze Rd, Old Saybrook, CT 06475
  • /39

    $925,000 Coming Soon

    • 6 Beds
    • 3.5 Baths
    • 5,599 Sq Ft

    44 Chamberlain Hill Rd, Middletown, CT 06457

    Experience over 5,500 square feet of beautifully updated living space in this fully remodeled 6+ bedroom, 3.5-bath residence, perfectly situated on a quiet and expansive 8+ acre lot. Every detail has been thoughtfully upgraded, creating a truly move-in-ready home offering exceptional flexibility and design versatility. The expansive kitchen is the heart of the home, featuring elegant quartz

    Gary Peacock Berkshire Hathaway NE Prop.

    44 Chamberlain Hill Rd, Middletown, CT 06457
  • /40

    $949,900 Open Sat 2PM - 4PM

    • 3 Beds
    • 3 Baths
    • 3,450 Sq Ft

    2 Tavistock, Cromwell, CT 06416

    Welcome to timeless luxury at TPC River Highlands in Cromwell. This rarely available ranch-style home offers 3/ 4 bedrooms, three full baths, and a beautifully finished lower level, all completely remodeled with exceptional attention to detail. This exquisite home near the 14th fairway blends comfort, style, and an exceptional location in one of Connecticut's most sought after golf communities,

    Debbie Hagel Hagel & Assoc. Real Estate

    2 Tavistock, Cromwell, CT 06416
  • /40

    $649,000

    • 4 Beds
    • 2.5 Baths
    • 2,550 Sq Ft

    22 Ebony Ln, Ivoryton, CT 06442

    Welcome to this beautifully maintained Colonial at 22 Ebony Lane in Ivoryton, offering a thoughtful layout, quality updates, and comfortable living spaces ideal for today's lifestyle. A welcoming foyer with a sitting area sets the tone as you enter the home, leading into a warm and inviting interior enhanced by new Harvey windows, a new roof, and a whole-house generator for comfort and peace of

    Gigi Giordano Taylor Compass Connecticut, LLC

    22 Ebony Ln, Ivoryton, CT 06442
  • /11

    $879,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,311 Sq Ft

    2 Stone Bridge Dr Unit Lot 2, Durham, CT 06422

    Welcome to 48 Stonebridge Drive! Construction is underway on this 3,311 sq ft Farmhouse Colonial that offers the perfect blend of classic charm with modern elements. The home's exterior impresses with its inviting front porch and sought after design features such as the black exterior windows and mix of vinyl styles. This home offers not only exceptional curb appeal but also everyday

    Dori Degennaro William Raveis Real Estate

    2 Stone Bridge Dr Unit Lot 2, Durham, CT 06422
  • /6

    $649,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,006 Sq Ft

    Lot 3 Coleman Rd, Middletown, CT 06457

    A functional layout in an ideal setting! This is a TO BE BUILT 2,006 sq ft home on a nice sized 2.12 acre lot. A traditional style house plan featuring an open concept Kitchen and Family Room space with hardwood flooring throughout the first floor. The Dining Room will have decorative picture frame molding creating a timeless feel. Relax and recharge in the large Primary Bedroom suite. Three

    Dori Degennaro William Raveis Real Estate

    Lot 3 Coleman Rd, Middletown, CT 06457
  • /38

    $625,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,969 Sq Ft

    112 Cedar Swamp Rd, Deep River, CT 06417

    Welcome to your dream home at 112 Cedar Swamp Road, Deep River, CT! This charming Cape Cod-style residence, originally built in 1940, has been beautifully renovated to blend classic charm with modern efficiency. With 4 spacious bedrooms and 3 full bathrooms, this home has +/- 2,900 square feet of living space, providing ample room for all your lifestyle needs. Step inside to discover a bright and

    Gigi Giordano Taylor Compass Connecticut, LLC

    112 Cedar Swamp Rd, Deep River, CT 06417
  • /29

    $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
  • /23

    $465,000

    • 3 Beds
    • 1.5 Baths
    • 1,375 Sq Ft

    85 River Rd Unit B7, Essex, CT 06426

    Welcome to Heritage Cove and a rare opportunity. Unit B-7 in the desirable B building is on the market. Three story, three-bedroom townhouse has been owned by the same family since the earliest days of Heritage. Bring your decor ideas to this exceptionally located property. It is very unusual to find a legitimate three-bedroom condominium. This unit offers sweeping views of North Cove and the

    Patrick Kilty William Raveis Real Estate

    85 River Rd Unit B7, Essex, CT 06426
  • /3

    $619,400 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,276 Sq Ft

    600 Freya Ln, East Hampton, CT 06424

    Lake Overlook Estates - an enclave of 12 homesites with stunning seasonal views of Lake Pocotopaug. Lot 4 - last home site available for Carma, LLC. The Colonial - offering a classic Colonial look. The first floor offers an open floor plan with great room and kitchen located in the entire back of home and a large dining room. The beautiful staircase is set to the side with open railings, a large

    Mark Toledo Berkshire Hathaway NE Prop.

    600 Freya Ln, East Hampton, CT 06424
  • /3

    $617,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,151 Sq Ft

    7 Freya Ln, East Hampton, CT 06424

    Last homesite available with Carma, LLC. Lake Overlook Estates - en enclave of 12 homesites with stunning seasonal views of Lake Pocotopaug. This beautiful Cape offers it all. You will enjoy the classic historic Cape look on the exterior, framed by a brick center chimney. The inside is wow! You walk into an oversized entry boasting an open staircase offering vaulted ceilings in entry and 2 story

    Mark Toledo Berkshire Hathaway NE Prop.

    7 Freya Ln, East Hampton, CT 06424
  • /25

    $649,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,510 Sq Ft

    14 Lakewood Rd, East Hampton, CT 06424

    Final Chance in Lake Overlook Estates.A rare offering in this fully sold-out community - this new colonial will be custom built on a premium elevated .75 acre lot with stately curb appeal, a 3 car garage, and a floor plan curated for both function + luxury.This 3 bedroom colonial (with the option to convert to a 4 bedroom) features a custom-designed layout, oversized kitchen with large center

    Nikki Defrancesco Coldwell Banker Realty

    14 Lakewood Rd, East Hampton, CT 06424
  • /22

    $629,900 New Construction

    • 2 Beds
    • 2 Baths
    • 1,555 Sq Ft

    145 Webster Ln Unit 2-41, Middletown, CT 06457

    Experience Carefree Living at Founders' Ridge - the Premier 55+ Award-Winning Community! Introducing our newest Model Home -the "KIRBY II", now available for early 2026 occupancy! Nestled in the highly desirable Westfield section of Middletown, this thoughtfully designed 1,555 sq. ft. single-level home offers both luxury and ease in one perfect package. Elegant Interior Features include stunning

    Phyllis Bysiewicz Berkshire Hathaway NE Prop.

    145 Webster Ln Unit 2-41, Middletown, CT 06457
  • /26

    $639,900

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

    8 Tom Rd, East Haddam, CT 06423

    Welcome to this stunning, rarely available contemporary new construction at the end of a quiet cul-de-sac with partial views of Moodus Reservoir. This year-round retreat blends modern luxury with natural beauty in a peaceful lakefront setting. Enter through 8', 1,000-lb wrought-iron doors into an open layout with 10' ceilings and a dramatic 24' vaulted center. The restaurant-grade kitchen

    Paula Smith Coldwell Banker Realty

    8 Tom Rd, East Haddam, CT 06423
  • /39

    $669,000

    • 2 Beds
    • 2 Baths
    • 1,076 Sq Ft

    16 N Main St, Essex, CT 06426

    This Charming Carriage house in the heart of Essex Village provides the perfect blend of historic charm and modern comfort. Enjoy a short stroll to local restaurants, the Connecticut River, Museums, marinas, boutique shopping and the Iconic Griswold Inn. Sunlight fills the space, creating a warm and inviting atmosphere. The living room boasts built-ins and a wood burning fireplace. Tiered gardens

    Alice Trautman William Raveis Real Estate

    16 N Main St, Essex, CT 06426
  • /29

    $650,000

    • 4 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    63 Timber Hill Rd, Cromwell, CT 06416

    Looking for a spacious, move-in-ready traditional Colonial with modern touches on an acre of land? Look no further than 63 Timber Hill Rd. This property is perfect for any occasion, featuring a breakfast bar, formal dining room, and an exterior patio. Greet your guests with a warm welcome by one of two fireplaces, including one in the dining room. The dining area boasts high ceilings, an

    Alexander Pryor Coldwell Banker Realty

    63 Timber Hill Rd, Cromwell, CT 06416
  • /7

    $574,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,761 Sq Ft

    4 Nathan Hale Rd, Middletown, CT 06457

    To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

    Jenna Talbot Coldwell Banker Realty

    4 Nathan Hale Rd, Middletown, CT 06457
  • /7

    $574,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,761 Sq Ft

    3 Nathan Hale Rd, Middletown, CT 06457

    To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

    Jenna Talbot Coldwell Banker Realty

    3 Nathan Hale Rd, Middletown, CT 06457
  • /40

    $689,000

    • 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
  • /12

    $124,900

    • Land
    • 4.15 Acres
    • $30,096 per Acre

    426 Cox Rd Unit 4, Portland, CT 06480

    NEW PORTLAND SUBDIVISION - KELSEYS POND ESTATES. Custom Homes by Lepore and Sons LLC. New land lots with views of Kelseys Pond across the road! Short distance to Meshomasic State Forest and the walking trails. Quarry Ridge Golf Course nearby. Minutes to all the amenities in Portland, Middletown and Glastonbury. Perfectly situated near Routes 2 & 9. Other lots available. One or more of this

    Steven Lepore West Wind Realty, LLC

    426 Cox Rd Unit 4, Portland, CT 06480
  • /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
  • /29

    $300,000

    • 2 Beds
    • 1.5 Baths
    • 1,378 Sq Ft

    23 Hotchkiss St, Middletown, CT 06457

    Welcome to 23 Hotchkiss Street, where historic charm meets modern convenience in the heart of downtown Middletown. This classic brick Colonial, built in 1900, has been thoughtfully updated while retaining its timeless character. Inside, you'll find bright living spaces, a well-appointed kitchen with updated appliances, and flexible rooms that adapt to your lifestyle-whether for entertaining,

    Jonathan Zuromski Real Broker CT, LLC

    23 Hotchkiss St, Middletown, CT 06457

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