Middlesex County CT Homes for Sale

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  /40

  $5,775,000

  • 4 Beds
  • 3.5 Baths
  • 9,852 Sq Ft

  89 River Rd, East Haddam, CT 06423

  Where Architectural Inspiration Meets the Majesty of the Connecticut River. Perched majestically on 15.22 acres along the eastern bank of the Connecticut River, 89 River Road offers a rare convergence of architectural pedigree, natural beauty, privacy, and fully realized lifestyle design. Designed, owned, and meticulously crafted by one of America's leading architects, this 12,836-square-foot,

  Colette Harron William Pitt Sotheby's Int'l

  89 River Rd, East Haddam, CT 06423
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  /15

  $959,750

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,552 Sq Ft

  6 Beechwood Dr, Ivoryton, CT 06442

  Nestled on a private 1.82-acre homesite in picturesque Ivoryton, this stunning new construction residence offers the perfect blend of luxury, comfort, and modern design. Featuring over 2,500 square feet of thoughtfully designed living space, the home boasts 4 bedrooms, 2.5 baths, an open-concept layout, designer finishes, and exceptional craftsmanship throughout. The spacious kitchen flows

  Michael Garcarz Silver and Oak Realty

  6 Beechwood Dr, Ivoryton, CT 06442
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  /24

  $1,300,000

  • 8 Beds
  • 10 Baths
  • 13,837 Sq Ft

  480 Main St, Middletown, CT 06457

  Welcome to 480 Main Street, Middletown - a rare investment opportunity in the heart of Downtown Middletown! This stunning brick mixed-use building blends timeless character with strong income-producing potential. Featuring 8 spacious residential units, each offering 900+ square feet, soaring ceilings, beautiful hardwood flooring, functional built-ins, and oversized layouts that tenants love.

  Lindy Hoyt Century 21 AllPoints Realty

  480 Main St, Middletown, CT 06457
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  /13

  $12,000,000

  • Land
  • 20.21 Acres
  • $593,765 per Acre

  1405-1445 Boston Post Rd, Old Saybrook, CT 06475

  Bushnell Farm presents a rare opportunity to acquire one of the Connecticut shoreline's most unique and historically significant properties. Located on Boston Post Road in Old Saybrook, this 20.21-acre property offers an exceptional combination of history, character, visibility, and development potential. The property features open meadows, mature trees, historic New England stone walls, and the

  Casey Fisher Houlihan Lawrence WD

  1405-1445 Boston Post Rd, Old Saybrook, CT 06475
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  /5

  $169,900

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  7 Portland St, Middletown, CT 06457

  WELL MAINTAINED 3 BEDROOM, ONE BATH HOME WITH MANY RECENT UPDATES. FEATURES INCLUDE A LARGE EAT-IN KITCHEN, SPACIOUS LIVING ROOM. MAJOR IMPROVEMENTS INCLUDE A ROOF, CHIMNEY AND GUTTERS THAT ARE ONLY TWO YEARS OLD. ALONG WITH FURNACE AND OIL TANK THAT ARE JUST ONE YEAR OLD. MAIN SEWER REPLACED ONE YEAR AGO. A SOLID HOME THAT HAS BEEN CARED FOR OVER THE YEARS AND OFFERS AND EXCELLENT OPPORTUNITY

  Geraldine Mattera Luxe Realty LLC

  7 Portland St, Middletown, CT 06457
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  /12

  $12,000,000

  • 4 Beds
  • 1 Bath
  • 2,059 Sq Ft

  1445 Boston Post Rd, Old Saybrook, CT 06475

  A rare opportunity to acquire a historic Connecticut landmark. The Bushnell Farm House and Barn offer a unique chance to restore and reimagine an important piece of Old Saybrook history. Featuring the historic Elisha Bushnell House and accompanying barn, the property showcases classic New England architecture, mature landscaping, stone walls, and the timeless character that has made this site a

  Casey Fisher Houlihan Lawrence WD

  1445 Boston Post Rd, Old Saybrook, CT 06475
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  /13

  $499,900

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

  57 Summer St, Portland, CT 06480

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

  Carl Guild Carl Guild & Associates

  57 Summer St, Portland, CT 06480
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  /33

  $349,000

  • 3 Beds
  • 1 Bath
  • 1,172 Sq Ft

  513 Essex Rd, Westbrook, CT 06498

  This 3-bedroom, 1-bath, 1-car garage ranch offers a full walk-out basement, 1,172 square feet of living space on a generous 0.52-acre lot. This property is ideal for first-time homebuyers, downsizers, or investors seeking a solid shoreline community home. sold as is. Subject to probate and lien holder approvalj

  Claude Cousins Berkshire Hathaway NE Prop.

  513 Essex Rd, Westbrook, CT 06498
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  /40

  $2,195,000

  $155K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,700 Sq Ft

  18 Birch Mill Rd, Killingworth, CT 06419

  The Well Maiden Estate is a rare architecturally significant waterfront estate where cascading waterfalls, winding streams, and Kroopa Pond converge across 3.5 private acres to create one of Connecticut's most extraordinary residential settings. Just minutes from the Connecticut shoreline, marinas, beaches, and fine dining, and ideally positioned between New York City and Boston, this private

  Jennifer Gurnell William Raveis Real Estate

  18 Birch Mill Rd, Killingworth, CT 06419
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  /40

  $2,899,900

  • 5 Beds
  • 4.5 Baths
  • 5,062 Sq Ft

  2 Captains Ln, Old Saybrook, CT 06475

  Join us for our latest 'Sunset Roll Out' Party / Saturday 6.20.26 / 4-7 pm. Great Music, Light Fare & Drink. It is always a great time! Dynamic 5000 Sq/Ft Contemporary Colonial w/ a Fabulous 700 Sq/Ft In-Law Apartment (seperate entrance) built in 2021 in the coveted Indian Town Beach Association! Check out those Pics! 5 Brs , 4.5 Bths, Soaring Ceilings w/ Open Balconies, Two Story Linear

  Bill Heenan William Raveis Real Estate

  2 Captains Ln, Old Saybrook, CT 06475
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  /10

  $299,000

  • 2 Beds
  • 1 Bath
  • 732 Sq Ft

  11 Jobs Gate 1, Portland, CT 06480

  Must see this beautiful peaceful waterfront home. This charming year-round home offers 2 bedrooms, 1 full bath, a cozy living room, and a kitchen overlooking the sparkling lake, creating the perfect setting to relax and unwind. Enjoy swimming, kayaking, and fishing right from your backyard while taking in the tranquil water views and natural surroundings. This home offer a New Roof, new water

  Roseanne Scacca Dan Combs Real Estate

  11 Jobs Gate 1, Portland, CT 06480
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  /29

  $229,500

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,109 Sq Ft

  1231 Washington St Unit 2, Middletown, CT 06457

  Buyer Financing Fell Through - Enjoy one of only a select few of the largest townhouse end units in the complex offering 1,109 square feet of vast living space. Nestled in a popular, well-maintained community, this home combines convenience, comfort and peace of mind with nothing to do but unpack and enjoy. Recent complex-wide improvements include new roads with abundant guest parking, new

  Chris Hogan Century 21 Classic Homes

  1231 Washington St Unit 2, Middletown, CT 06457
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  /39

  $629,000

  • 3 Beds
  • 2.5 Baths
  • 2,577 Sq Ft

  128 Killingworth Rd, Higganum, CT 06441

  Welcome to 128 Killingworth Road, Higganum (Haddam)-a captivating contemporary country retreat where privacy meets spacious modern living. Nestled on an expansive and serene 3.1-acre wooded lot, this unique 2,577-square-foot home seamlessly blends mid-century character with flexible everyday functionality. Boasting 3 comfortable bedrooms, 2.5 baths, and an inviting 8-room layout, the interior

  Lori Vogel William Raveis Real Estate

  128 Killingworth Rd, Higganum, CT 06441
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  /39

  $550,000

  • 1 Bed
  • 1.5 Baths
  • 1,896 Sq Ft

  74 Cove Rd Unit 17, Haddam Neck, CT 06424

  Architect-Designed Salmon River Retreat w/Protected Riverfront Views. Tucked along the Salmon River setting that feels worlds away from everyday life, this architect-designed sanctuary offers a rare opportunity to wake each morning to spectacular sunrises, shimmering water views, soaring eagles, & peaceful sounds of nature. The Salmon River flows into the Connecticut River & is renowned for its

  

  Sandra Blevins

  William Raveis Real Estate

  74 Cove Rd Unit 17, Haddam Neck, CT 06424
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  /31

  $529,000

  • 2 Beds
  • 1.5 Baths
  • 1,557 Sq Ft

  256 Hidden Cove Rd, Old Saybrook, CT 06475

  Discover effortless shoreline living at Summerwood in Old Saybrook. This beautifully maintained 2-bedroom, 1.5-bath condominium offers 1,557 SqFt of light-filled living space with tranquil marsh views and an upper-level loft perfect for a home office, guest space, or reading retreat. The updated kitchen features granite countertops, stainless steel appliances, and a center island, while hardwood

  Carla Mousch William Raveis Real Estate

  256 Hidden Cove Rd, Old Saybrook, CT 06475
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  /40

  $925,000

  $25K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,841 Sq Ft

  10 Shelter Rock Rd, East Haddam, CT 06423

  A private approach leads to this refined colonial home, set on more than four secluded acres. Now offered at a newly reduced price, the property features a heated mineral pool, expansive stone patios, Brazilian Ipe decking, and full-property indoor/outdoor sound-an exceptional setting for effortless entertaining. With roughly 20 acres of protected association land as its backdrop, the grounds

  Bill Moore Coldwell Banker Realty

  10 Shelter Rock Rd, East Haddam, CT 06423
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  /35

  $950,000

  $25K PRICE DROP

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

  24 Indian Dr, Clinton, CT 06413

  Nestled along the shoreline where the Indian River meets Long Island Sound, the Country Club Estates neighborhood is one of Clinton's most sought-after waterfront communities. In the heart of Clinton, this established neighborhood offers a unique blend of coastal beauty, recreational opportunities, and small-town New England charm. Updates to this home in 2020 include a large addition (primary

  Bonnie Fillion Berkshire Hathaway NE Prop.

  24 Indian Dr, Clinton, CT 06413
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  /5

  $168,000

  • Land
  • 1.01 Acres
  • $166,337 per Acre

  0 Cherry Hill Rd, Middlefield, CT 06455

  Imagine waking up every day in a town where orchards bloom, ski slopes come alive in winter, golf courses stretch across rolling hills, and hiking trails, waterfalls, and lakes are just minutes from your front door. This beautiful level, cleared lot on Cherry Hill offers the opportunity to build more than a home-it offers a lifestyle. Nestled in one of Middlefield's most convenient locations,

  Debbie Huscher Real Broker CT, LLC

  0 Cherry Hill Rd, Middlefield, CT 06455
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  /37

  $1,750,000

  $450K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,197 Sq Ft

  49 Hammock Rd, Clinton, CT 06413

  Incredible location direct waterfront with private beach. The entire home has been renovated just move in and enjoy the beach life. This 4 Bedroom 2 1/2 bath home has everything inside and out. The patio overlooking the water is stunning. Additionally, the home has a full basement which is very rare.

  Doug Rose Scalzo Real Estate

  49 Hammock Rd, Clinton, CT 06413
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  /38

  $968,800

  • 2 Beds
  • 2.5 Baths
  • 2,823 Sq Ft

  25 Sheffield St Unit 3, Old Saybrook, CT 06475

  Experience refined coastal living in this stunning end-unit townhome, completed in 2021 and ideally located in the heart of downtown Old Saybrook. This exceptional residence offers convenient access to dining, shopping, the Katharine Hepburn Cultural Arts Center, Saybrook Point Marina, and local beaches. Bathed in natural light, the home features a spacious open floor plan with gleaming hardwood

  

  Nick Prevost

  William Raveis Real Estate

  25 Sheffield St Unit 3, Old Saybrook, CT 06475
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  /11

  $169,000

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  40 Evergreen Park, Clinton, CT 06413

  Welcome to 40 Evergreen Park, a spacious manufactured home offering approximately 1,680 square feet of comfort single-level living space. Built in 2000, this well-sized home features 3 bedrooms and 2 bathrooms, proving plenty of space for everyday living, or home office. The open layout offers a bright and inviting atmosphere, while primary suite includes its own private bathroom. Located within

  Letessa Dion Coldwell Banker Realty

  40 Evergreen Park, Clinton, CT 06413
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  /40

  $1,199,999

  • 9 Beds
  • 9 Baths
  • 4,982 Sq Ft

  209 Main St, Deep River, CT 06417

  Quintessential New England living in the heart of Deep River. This exceptional Antique home was masterfully expanded in 1987, seamlessly doubling its size while capturing the essence of a classic Colonial-offering the space, flow, and functionality for today's living. The home's design celebrates period-inspired architecture including custom-milled woodwork, wide-plank pumpkin pine floors, and

  Diane Devries William Pitt Sotheby's Int'l

  209 Main St, Deep River, CT 06417
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  /29

  $524,900

  $25K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,779 Sq Ft

  55 Burr Rd, Higganum, CT 06441

  A distinctive board and batten exterior gives this inviting home a warm, rustic character that stands apart from your typical colonial, all set on a generous two acre lot with a backdrop of peaceful woods. Interior immediately impresses with a spacious front to back living room featuring a fireplace and French doors that draw in natural light. The kitchen is a true gathering space, offering a gas

  Cortney Emshwiller-Swokla Coldwell Banker Realty

  55 Burr Rd, Higganum, CT 06441
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  /6

  $119,350

  • Land
  • 3.15 Acres
  • $37,889 per Acre

  74 Mott Hill Rd, Haddam, CT 06424

  Build Your Dream Home in East Hampton! Rare opportunity to own over three acres of approved, buildable land in the heart of East Hampton, Connecticut. This beautiful parcel comes with a lot plan in place, making it easy to bring your vision to life-whether you're dreaming of a private retreat, a custom estate, or a peaceful year-round residence. Enjoy the best of small-town charm with modern

  Laura Beth Collinson Carl Guild & Associates

  74 Mott Hill Rd, Haddam, CT 06424
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  /39

  $1,550,000

  $50K PRICE DROP

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

  77 Main St, East Haddam, CT 06423

  Perched over the CT River on one of the largest lots on Main, the David Watrous House offers water views from each room. This 1850 architectural treasure offers over 4,000 square feet of living space, plus an additional 1,500+ square foot walkout lower level. A detached oversized 3-bay post-and-beam carriage house offers exceptional workshop/studio space, stained glass windows and crowned by a

  Sacha Armstrong William Pitt Sotheby's International Realty

  77 Main St, East Haddam, CT 06423
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  /12

  $1,550,000

  New Construction

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

  702 Fox Hopyard Rd, East Haddam, CT 06423

  Nestled within the prestigious Fox Hopyard Golf Club community, this exceptional new construction home offers the perfect blend of luxury, comfort, and resort style living. Thoughtfully designed with approximately 2,500 square feet of living space, the residence features 3 bedrooms, a spacious bonus room, and an open concept floor plan ideal for both everyday living and entertaining. Sun filled

  

  Tammy Tinnerello

  William Pitt Sotheby's Int'l

  702 Fox Hopyard Rd, East Haddam, CT 06423
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  /34

  $1,300,000

  • 12 Beds
  • 8 Baths
  • 9,890 Sq Ft

  13 Portland St, Middletown, CT 06457

  Unique mixed-use opportunity in Middletown offering strong cash flow and flexible ownership potential. Property consists of a fully occupied 4-family, a fully occupied 2-family, and two 1,600 SF commercial garage/workshop spaces all situated on one lot with views of the Connecticut River and Arrigoni Bridge. One commercial space is leased, while the second vacant garage offers ideal owner-user

  Sacha Armstrong William Pitt Sotheby's International Realty

  13 Portland St, Middletown, CT 06457
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  /28

  $1,625,000

  $70K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,178 Sq Ft

  11 Cambridge Ct E, Old Saybrook, CT 06475

  SHORELINE YEAR-ROUND RETREAT - OLD SAYBROOK. Tucked away at the end of a quiet cul-de-sac with sweeping salt marsh and water views, this gracefully updated coastal haven offers exceptional privacy, natural beauty, and resort-style outdoor living in the heart of Old Saybrook. Set on a 1.6-acre lot and filled with natural light, the home features panoramic windows, open living and dining spaces,

  Linda Coyle William Raveis Real Estate

  11 Cambridge Ct E, Old Saybrook, CT 06475
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  /40

  $795,000

  $30K PRICE DROP

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

  163 Main St, Deep River, CT 06417

  Rare mixed-use investment opportunity located in the heart of desirable Deep River Village. Positioned directly on Main Street, this 5-unit asset offers a strong blend of residential and commercial income within one of the Connecticut shoreline region's most sought-after rental and retail markets. The property consists of 3 residential apartments and 2 commercial storefronts occupied by long-term

  Connor Wenchell VC Property Group, LLC

  163 Main St, Deep River, CT 06417
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  /2

  $220,000

  $55K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  40 Beach Rd, Clinton, CT 06413

  Motivated seller! Investor Special! Rare opportunity to own a 2-bedroom home in Clinton with beach rights. Property is in need of extensive renovation and is being sold as-is-ideal for buyers looking to fully customize or rebuild. Prime location offers strong upside potential, whether for a year-round residence, beach getaway, or investment property. Bring your vision and transform this property

  Tyra Moscat William Raveis Real Estate

  40 Beach Rd, Clinton, CT 06413
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  /12

  $399,000

  • Land
  • 41 Acres
  • $9,732 per Acre

  51 Nod Place, Clinton, CT 06413

  Buyer to do own due diligence.

  

  Sarah McMillan

  Our Home Realty Advisors

  51 Nod Place, Clinton, CT 06413
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  /20

  $839,000

  $50K PRICE INCREASE

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

  151 E Main St Unit 29, Clinton, CT 06413

  Welcome to Sterling Sand Village - Coastal Living in Clinton Township. Discover the charm of Sterling Sand Village, a community under development, perfectly situated along the shoreline of Clinton Beach and Marina. Nestled in tranquil Clinton Township, this new development combines modern comfort with coastal beauty, offering an exceptional lifestyle just minutes from Clinton Premium Outlets,

  Gavin Sudhakar RE/MAX Right Choice

  151 E Main St Unit 29, Clinton, CT 06413
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  /20

  $839,000

  $50K PRICE INCREASE

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

  151 E Main St Unit 28, Clinton, CT 06413

  Welcome to Sterling Sand Village - Coastal Living in Clinton Township. Discover the charm of Sterling Sand Village, a community under development, perfectly situated along the shoreline of Clinton Beach and Marina. Nestled in tranquil Clinton Township, this new development combines modern comfort with coastal beauty, offering an exceptional lifestyle just minutes from Clinton Premium Outlets,

  Gavin Sudhakar RE/MAX Right Choice

  151 E Main St Unit 28, Clinton, CT 06413
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  /20

  $839,000

  $50K PRICE INCREASE

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

  151 E Main St Unit 30, Clinton, CT 06413

  Welcome to Sterling Sand Village - Coastal Living in Clinton Township. Discover the charm of Sterling Sand Village, a community under development, perfectly situated along the shoreline of Clinton Beach and Marina. Nestled in tranquil Clinton Township, this new development combines modern comfort with coastal beauty, offering an exceptional lifestyle just minutes from Clinton Premium Outlets,

  Gavin Sudhakar RE/MAX Right Choice

  151 E Main St Unit 30, Clinton, CT 06413
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  /7

  $289,609

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,328 Sq Ft

  33 Inverness Ln, Middletown, CT 06457

  Welcome to this spacious move in ready four bedroom, two bath home located in the desirable Highland section of Middletown. This well maintained property features an updated kitchen with granite countertops and stainless steel appliances, offering both style and functionality. The first floor includes laminate flooring throughout the main living areas, while the bedrooms feature carpeting for

  Keith Murphy Innovative Properties

  33 Inverness Ln, Middletown, CT 06457
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  /4

  $400,000

  $1M PRICE DROP

  • Land
  • 84.9 Acres
  • $4,711 per Acre

  0 Bunker Hill Rd, Killingworth, CT 06419

  Rare opportunity to own over 84 acres on Bunker Hill Rd in Killingworth offering privacy, potential, and endless possibilities. Whether you're looking to build your dream home, invest, or explore development options, this parcel of land offers a desirable location with convenient access to local amenities. Buyer to perform due diligence regarding building and land use possibilities.

  Mark Mermelstein eXp Realty

  0 Bunker Hill Rd, Killingworth, CT 06419
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  /36

  $1,595,000

  • 3 Beds
  • 2.5 Baths
  • 2,708 Sq Ft

  46 West Ave, Essex, CT 06426

  1/2 mile walk to Essex Village, the marina, shops, and restaurants, this historic residence is nestled within one of Essex's most desirable neighborhoods. Thoughtfully reimagined by an established interior designer, the home masterfully blends modern luxury with the timeless charm quintessential to Essex. Original architectural details including hand-carved doors, staircase banister, fireplace

  Steve Wollman Wollman Realty

  46 West Ave, Essex, CT 06426
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  /8

  $299,000

  Pre-Foreclosure

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

  714 Long Hill Rd, Middletown, CT 06457

  Nestled in the highly sought-after Wesleyan Hills community, this well-maintained and affordable 3-bedroom condo offers the perfect blend of comfort, convenience, and privacy. Featuring an open floor plan, the home boasts an updated kitchen that flows seamlessly into the living and dining areas, creating an inviting space for everyday living and entertaining. A sliding glass door leads to your

  Santo Gulino William Raveis Real Estate

  714 Long Hill Rd, Middletown, CT 06457
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  /6

  $165,000

  • Land
  • 1 Acre
  • $165,000 per Acre

  133 Main St, Rockfall, CT 06481

  Build your vision on this residential parcel offering a great opportunity in a convenient location with easy access to nearby amenities, shopping, dining, and major routes. Public records reflect the parcel as conforming to current zoning and frontage requirements. Buyers and buyers' agents encouraged to exercise their own diligence regarding all property information, zoning, and intended use.

  Michelle Mandel Carl Guild & Associates

  133 Main St, Rockfall, CT 06481
• 

  

  /25

  $299,000

  $16K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,760 Sq Ft

  19 Portland St, Middletown, CT 06457

  * INVESTORS ONLY* FULLY rented, well-maintained and spacious two-family home, perfect for investors or contractors. Each unit offers 2-3 bedrooms, a full kitchen, living areas, and separate utilities. Features include updated front and back porch. Private backyard with entertainment and garden space. Full basement for plenty of storage. Updated water heaters for both units and main sewer were

  Shannon Driscoll Carl Guild & Associates

  19 Portland St, Middletown, CT 06457

Showing Results 241 - 280, Page 7 of 10