Middlesex County CT Houses for Sale

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  $895,000 Open Sat 10AM - 11:30AM

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

  26 College St, Old Saybrook, CT 06475

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

  Joel Lucas Coldwell Banker Realty

  26 College St, Old Saybrook, CT 06475
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  $525,000

  • 3 Beds
  • 2 Baths
  • 2,113 Sq Ft

  16 Walkley Hill Rd, Haddam, CT 06438

  Welcome to your perfect family retreat in Haddam/Higganum! This beautifully updated three-bedroom, two-bath home combines historic charm with modern upgrades, offering a spacious layout, renovated kitchen and bathrooms, and a large yard for outdoor living. Located just a mile from the Higganum Center, it features an open floor plan that is ideal for entertaining. The bright living room, featuring

  Nick Prevost William Raveis Real Estate

  16 Walkley Hill Rd, Haddam, CT 06438
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  $425,000

  • 2 Beds
  • 1 Bath
  • 795 Sq Ft

  42 Central Ave, Clinton, CT 06413

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

  Gigi Giordano Taylor Compass Connecticut, LLC

  42 Central Ave, Clinton, CT 06413
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  /21

  $699,900

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

  204 Old Blue Hills Rd, Durham, CT 06422

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

  Carol Kleeman William Raveis Real Estate

  204 Old Blue Hills Rd, Durham, CT 06422
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  $2,500,000 Open Sun 12PM - 2PM

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

  50 & 61 Grove Way, Clinton, CT 06413

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

  Katie Westrin William Raveis Real Estate

  50 & 61 Grove Way, Clinton, CT 06413
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  $1,995,000

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

  101 N Main St, Essex, CT 06426

  CLICK ON REEL ICON FOR 3D TOUR. In the heart of Essex Village! This iconic home with its welcoming front porch offers a rare opportunity for a family compound or multi-generational living just steps from shops & restaurants. Inside, a gracious foyer leads to bright, well-proportioned rooms. The parlor opens to a cozy family room with a gas fireplace and Riverstone flooring. French doors connect

  Kyle Hinding Coldwell Banker Realty

  101 N Main St, Essex, CT 06426
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  $689,000

  • 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
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  $1,600,000

  • 4 Beds
  • 5 Baths
  • 4,070 Sq Ft

  77 Main St, East Haddam, CT 06423

  The striking David Watrous house, located on the CT river, offers unobstructed views of the river where it merges with the Salmon river -from every room.This 1850s gem features 4 bedrooms, 3 custom kitchens and over 4000 sq ft of living space plus an additional 900+ sq. ft in the walkout basement. Its slate mansard roof with its intricate flower design is similar to East Haddam's Goodspeed Opera

  Sacha Armstrong William Pitt Sotheby's Internatiomal Realty

  77 Main St, East Haddam, CT 06423
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  /21

  $289,999

  • 4 Beds
  • 1.5 Baths
  • 1,415 Sq Ft

  10 Silver St, Middletown, CT 06457

  Newly reduced and full of potential-10 Silver Street now comes with a $10,000 price improvement and buyers choice of $15,000 closing credit or full kitchen remodel. A sample rendering from Wren Kitchens is included to inspire your vision. Located in the heart of Middletown, this home offers charm, convenience, and flexible value-all just minutes from restaurants, shops, and Wesleyan University.

  Sacha Armstrong William Pitt Sotheby's Internatiomal Realty

  10 Silver St, Middletown, CT 06457
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  $3,575,000

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

  166 Fiske Ln, Westbrook, CT 06498

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

  Margaret Muir William Pitt Sotheby's Int'l

  166 Fiske Ln, Westbrook, CT 06498
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  $605,000

  • 4 Beds
  • 2.5 Baths
  • 2,402 Sq Ft

  32 Main St, Essex, CT 06426

  Charming Ivoryton Home with Room to Grow! Welcome to 32 Main St, a spacious 4-bedroom, 2.5-bath home offering 2,402 square feet of charm, comfort, and potential! Whether you're looking to build equity or searching for the ideal weekend escape, this home is just waiting for your personal touch. Enjoy peace of mind with a brand-new Granby boiler (2025), roof replaced 5/2022, new septic system

  Janise Gabco Our Home Realty Advisors

  32 Main St, Essex, CT 06426
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  $699,000

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

  58 Middle Haddam Rd, East Hampton, CT 06424

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

  Gigi Giordano Taylor Compass Connecticut, LLC

  58 Middle Haddam Rd, East Hampton, CT 06424
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  $985,000

  • 2 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  88 Winthrop Rd, Chester, CT 06412

  The charming 3 bedroom colonial with a large attached garage and 2 outbuildings overlooks a lovely 5 acre pond. The home features a large kitchen and 2 1/2 baths with laundry on the second floor. Highlighting the living room is a 30 ft. Cathedral ceiling. Master bedroom includes an interior balcony, overlooking the living area. Generous windows and sliders afford beautiful open views of the

  Peter Walsh Re/Max Valley Shore

  88 Winthrop Rd, Chester, CT 06412
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  $1,250,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 6 Baths
  • 4,932 Sq Ft

  29 High Point Dr, East Hampton, CT 06424

  This spectacular waterfront home sits on 2.26 gorgeous acres and is located in the quaint and charming Middle Haddam Historic District. Nestled on the Connecticut River with 228 ft of river frontage, this home offers stunning water views and a tremendous amount of natural light throughout. The beautiful grounds boast a lightly wooded and tranquil setting that include a heated gunite pool with

  Mark Graf Berkshire Hathaway NE Prop.

  29 High Point Dr, East Hampton, CT 06424
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  $1,150,000

  • 4 Beds
  • 2.5 Baths
  • 3,149 Sq Ft

  7 Old Depot Rd, Chester, CT 06412

  Bella Vista: A Timeless Italianate Treasure on 6 Acres. Step into a piece of history, a magnificent Italianate country villa that has graced the landscape since 1908. First time on the market, this storied estate has been lovingly preserved by the same family for generations, a testament to its enduring allure. Listed on the National Registry of Historic Places, Bella Vista is an architectural

  Colette Harron William Pitt Sotheby's Int'l

  7 Old Depot Rd, Chester, CT 06412
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  $899,000

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

  26 Old Wallingford Rd, Durham, CT 06422

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

  Alan Spotlow William Raveis Real Estate

  26 Old Wallingford Rd, Durham, CT 06422
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  $2,500,000

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

  114 Walkley Hill Rd, Haddam, CT 06438

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

  Casey Fisher Houlihan Lawrence WD

  114 Walkley Hill Rd, Haddam, CT 06438
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  $1,224,000

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

  85 Salem Rd, East Haddam, CT 06423

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

  Heather Fenn Sunset Creek Realty, LLC

  85 Salem Rd, East Haddam, CT 06423
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  /18

  $725,000

  • 4 Beds
  • 2.5 Baths
  • 2,948 Sq Ft

  129 W Main St, Clinton, CT 06413

  Located within 1 mile of Hammonasset State Park Beach makes this an incredible and rare opportunity to purchase this large mixed use, single family residential or commercial use property in a rapidly growing and sought after Connecticut Shoreline Community. This property has many possibilities as an income producing property with great visibility ample level parking with great ingress and egress

  MICHAEL NUZZO William Raveis Real Estate

  129 W Main St, Clinton, CT 06413
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  $2,195,000

  • 1 Bed
  • 1.5 Baths
  • 7,985 Sq Ft

  125 Main St, Old Saybrook, CT 06475

  Price Reduction! Great mixed-use opportunity. Fully leased office building with town-approved one-bedroom apartment on Second Floor with kitchen, full bath including washer/dryer. Great opportunity to own a mixed-use property on beautiful Main Street in Old Saybrook. Established salon with long term lease on first floor. The one bedroom apartment on the second floor has been carpeted and painted

  Gary Marino William Raveis Real Estate

  125 Main St, Old Saybrook, CT 06475
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  $2,850,000

  • 3 Beds
  • 3 Baths
  • 4,789 Sq Ft

  372 Maple Ave, Old Saybrook, CT 06475

  Welcome to your dream home! This stunning colonial with beautiful views of Long Island Sound comes fully furnished with stylish, high-quality pieces, making it the perfect turnkey beach property. The well-equipped kitchen has granite countertops, stainless steel appliances including double Viking Ovens, SubZero fridge, large Island with breakfast bar and access to the patio. The dining room has a

  Colleen Nemec Showcase Realty, Inc.

  372 Maple Ave, Old Saybrook, CT 06475
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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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  $1,999,000

  • 7 Beds
  • 2.5 Baths
  • 3,308 Sq Ft

  148 Wallingford Rd, Durham, CT 06422

  The Greenbacker's Brookfield Farm located midway between Hartford and New Haven in Durham Connecticut has two houses, dairy barn and many other outbuildings. There is approximately 140 acres and approximately 100 acres are least to other farmers for growing crop, etc.. The investor may generate income from the farm's rentals 1. Dairy barn, 2, growing crops (92 acres of cropland leased,

  Gary Dobratz Century 21 AllPoints Realty

  148 Wallingford Rd, Durham, CT 06422
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  $549,900 New Construction

  • 2 Beds
  • 2 Baths
  • 1,430 Sq Ft

  137 Webster Ln Unit 2-42, Middletown, CT 06457

  Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "MARTIN II," available for occupancy in 2026! Located in the highly sought-after Westfield section of Middletown, this beautiful 1,430 sq. ft. home has the convenience of single-floor living with top-of-the-line features and Elegant Design: Enjoy the sophistication of wood cabinetry with

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  137 Webster Ln Unit 2-42, Middletown, CT 06457
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  /7

  $599,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,865 Sq Ft

  76 Maple Rd, Portland, CT 06480

  Secure your brand new home before It's built! Here's your chance to lock in today's price on a thoughtfully designed, expertly crafted new build in sought-after Portland-and make it truly yours with personalized finish selections. Step inside (virtually, for now) and picture an open floor plan with 9-foot ceilings, a cozy gas fireplace with slate surround and custom wood mantle, and a gourmet

  Nick DeLuca eXp Realty

  76 Maple Rd, Portland, CT 06480
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  $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! ***SIMILAR BEING BUILT.****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

  Salvatore Morello Vision Real Estate

  2 Morgan Ln, East Haddam, CT 06423
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  /9

  $799,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,425 Sq Ft

  41 Cow Hill Rd, Clinton, CT 06413

  New Construction to be built. Modern Farmhouse, 4 bedrooms ,3 full Baths. Open floor plan. Gas fireplace, 10ft ceiling in living room, 9ft ceiling on 1st floor. The plan features a bright open eat-in kitchen area with granite counters an additional storage/pantry space. 1st floor primary room offers full bath with walk in shower and tub, walk-in closet. 2nd bedroom on main level, full bath on

  Renee Salafia William Raveis Real Estate

  41 Cow Hill Rd, Clinton, CT 06413
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  /15

  $1,700,000 New Construction

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

  64 Otter Cove Dr Unit Lot 2 PKG, Old Saybrook, CT 06475

  NEW CONSTRUCTION! Don't miss out on this rare opportunity to own a special 2.5-acre building lot to build your custom dream home in the revered District of Otter Cove in the coastal community of Old Saybrook. With potential distant seasonal views of the scenic CT River Valley and abutting preserved land, this unique opportunity offers an endless palette of ideas to create your private oasis. The

  Joe Wren William Raveis Real Estate

  64 Otter Cove Dr Unit Lot 2 PKG, Old Saybrook, CT 06475
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  $650,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  117 Colchester Ave, East Hampton, CT 06424

  Discover this stunning Quality New Construction Contemporary colonial home offering 4 spacious bedrooms and 2.5 baths, perfectly situated on over 3 private acres. Step inside to soaring ceilings and gleaming hardwood floors throughout the main level. The open-concept layout showcases a gorgeous kitchen with granite quartz countertops, custom cabinetry, and a center island-perfect for

  Kamil Andrukiewicz New Haus Group LLC

  117 Colchester Ave, East Hampton, CT 06424
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  /7

  $689,000 New Construction

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

  132 Lake Dr, East Hampton, CT 06424

  Welcome to your dream retreat in East Hampton-this beautifully built, never-lived-in home offers the perfect blend of modern luxury and serene lake living. Thoughtfully designed to maximize the panoramic water views, this custom Colonial features 3 spacious bedrooms, 2.5 bathrooms, and high-end finishes throughout.The open-concept main level boasts a sun-filled living room, sleek gas fireplace,

  Nicole Defrancesco Coldwell Banker Realty

  132 Lake Dr, East Hampton, CT 06424
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  /7

  $899,999 New Construction

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

  0 Glen Grove Rd, Deep River, CT 06417

  Introducing an opportunity to build your dream home on a secluded 3-acre interior lot in beautiful Deep River. Located off scenic Glen Grove Road, this custom-designed Modern Farmhouse offers over 3,300 sq ft of thoughtfully planned living space, blending timeless architecture with the flexibility to tailor finishes to your vision. This to-be-built home features 4 bedrooms, 2.5 bathrooms, and a

  Wes Jenks Jenks Realty

  0 Glen Grove Rd, Deep River, CT 06417
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  /5

  $719,000 New Construction

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

  462 Higby Rd, Middletown, CT 06457

  Price Reduced! 4 bedroom home in a country setting near elementary school. Close to highway. Propane fired hydro-air heating and cooling. On floor plan. Gas fireplace, oak flooring, walk-in closet, tile shower in master suite, main bath. lot size is a flat acre and half with city water. Under construction.

  David White OwnerEntry.com

  462 Higby Rd, Middletown, CT 06457
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  $669,995 New Construction

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

  123 Webster Ln, Middletown, CT 06457

  Founders' Ridge Award-Winning 55+ Adult Community! Introducing our model home, the "STOW IV," at 123 Webster Lane has 1,555 square feet of one-level living in the highly sought-after Westfield section of Middletown. This home features many high-end upgrades, including 9-foot ceilings, white wood cabinets with quartz countertops, hardwood floors in the living areas and bedrooms, and tile in the

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  123 Webster Ln, Middletown, CT 06457
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  /21

  $593,900 New Construction

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

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

  Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "KIRBY II," available for occupancy in late 2025! Located in the highly sought-after Westfield section of Middletown, this beautiful 1,555 sq. ft. home has the convenience of single-floor living with top-of-the-line features and Elegant Design: Enjoy the sophistication of white cabinetry with

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  145 Webster Ln Unit 2-41, Middletown, CT 06457
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  /22

  $739,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  75 Willowbrook Rd, Cromwell, CT 06416

  This **Under Construction** 1,800 sq. ft. Ranch-style home offers the perfect blend of modern design and comfort, ready for delivery in Spring 2025. Situated on a serene 1.28-acre lot, this home has a thoughtfully designed layout that features an open floor plan with an inviting eat-in kitchen with center-island seating, a spacious pantry, generous storage and counter space and a cozy breakfast

  Joseph Dabkowski KW Legacy Partners

  75 Willowbrook Rd, Cromwell, CT 06416
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  $950,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,333 Sq Ft

  3 Copley Rd, Haddam, CT 06441

  Welcome to this show-stopping, 3,333 sq. ft. Colonial masterpiece! Featuring 4 spacious bedrooms and 3.5 baths, this home combines modern luxury with timeless elegance. Step inside to an open floor plan perfect for today's lifestyle. The expansive kitchen, designed to impress, includes a large center island, a convenient butler's pantry, and a seamless flow into the dining room-ideal for

  Julia Cordos eXp Realty

  3 Copley Rd, Haddam, CT 06441
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  /12

  $899,900 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,164 Sq Ft

  48A Ironworks Rd, Clinton, CT 06413

  Welcome to "The River Wood" a 3-bedroom custom home, nestled on a sprawling 4.81-acre parcel boasting an impressive 624 feet of riverfront along the scenic Menunketesuck River. This architectural gem is a seamless blend of luxurious living spaces, natural beauty, and tranquil surroundings. Upon entering, you'll be greeted by an inviting double door that leads into the heart of the home. The first

  Gigi Giordano Taylor Compass Connecticut, LLC

  48A Ironworks Rd, Clinton, CT 06413
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  /9

  $799,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 3.5 Baths
  • 2,322 Sq Ft

  14 Maple St, Chester, CT 06412

  Quintessential Chester! This Federal Greek Revival Post and Beam Antique Colonial has been lovingly restored and updated. Mere steps to the Town Center! Taste the true flavor of New England by enjoying this characteristically charming Connecticut Village, well known for its resturants, art galleries, and seasonal events, along with boat marinas and yacht clubs for summer fun. Special features of

  Deborah Rowe William Raveis Real Estate

  14 Maple St, Chester, CT 06412
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  $425,000 Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,612 Sq Ft

  26 Longate Rd, Clinton, CT 06413

  Welcome to 26 Longate Road in Clinton, a home that offers the perfect balance of comfort, convenience, and potential. This three-bedroom, one-and-a-half-bath residence with an attached one-car garage is set on a generous level lot that provides both space and privacy. The exterior gives a sense of possibility, offering plenty of room for play, gardening & entertaining, while still leaving space

  Gigi Giordano Taylor Compass Connecticut, LLC

  26 Longate Rd, Clinton, CT 06413
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  /29

  $325,000 Coming Soon

  • 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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