Middlesex County CT Homes for Sale

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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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  /12

  $699,000

  $86K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,386 Sq Ft

  511 Route 81, Killingworth, CT 06419

  Have you ever wanted to own your own Connecticut farm that dates back to the 1850s? For the very first time in over 170 years, this beautiful property is being offered to the market. Passed down through generations, this remarkable 35+ acre property has been in the same family since the mid-1800s. A true piece of New England history waiting to be brought back to life. Picture yourself stepping

  Adam Bronko RE/MAX Right Choice

  511 Route 81, Killingworth, CT 06419
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  /39

  $599,900

  • 2 Beds
  • 2.5 Baths
  • 3,024 Sq Ft

  26 Mystique Ln Unit 26, Cromwell, CT 06416

  Welcome to this stunning single-family home located in a highly desirable 55+ community, built in 2014 and thoughtfully designed for comfortable, easy living. From the moment you step inside, you'll appreciate the open floor plan, abundant natural light, and beautiful hardwood floors that flow throughout the main level. The heart of the home is the gorgeous kitchen featuring granite countertops,

  Michelle Mazzotta eXp Realty

  26 Mystique Ln Unit 26, Cromwell, CT 06416
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  /4

  $1,500,000

  • Land
  • 84.9 Acres
  • $17,668 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
• 

  

  

  /20

  $739,000

  $10K PRICE INCREASE

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

  151 E Main St Unit 23, 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 23, Clinton, CT 06413
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  /33

  $379,000

  • 3 Beds
  • 3 Baths
  • 1,496 Sq Ft

  4 Gloria Rd, Cromwell, CT 06416

  Welcome to 4 Gloria Rd - a beautifully updated 3-bedroom, 3-bathroom home in the heart of Cromwell. Step inside to find hardwood floors, generous room sizes, and a warm, inviting living room complete with a gas fireplace. The updated kitchen features oak cabinetry and stainless steel appliances, perfect for everyday living and entertaining. A first-floor bedroom adds flexibility, with two

  Thomas Mele Social & Co Realty

  4 Gloria Rd, Cromwell, CT 06416
• 

  

  /11

  $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
• 

  

  /29

  $299,900

  • 2 Beds
  • 1 Bath
  • 576 Sq Ft

  26 Wildwood Rd, Colchester, CT 06415

  Discover lake living at its finest in the meticulously cared-for, turn-key seasonal cottage at Lake Hayward. Updated for effortless living, this welcoming 2-bedroom home features an open floor plan accented by a sun-filled enclosed porch with seasonal views of the water. Modern comforts abound, including a ductless system for efficient heating and cooling, plus the added convenience of a laundry

  Carolyn Kress Berkshire Hathaway NE Prop.

  26 Wildwood Rd, Colchester, CT 06415
• 

  

  /20

  $739,000

  Open Sun 2PM - 4PM $10K PRICE INCREASE

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

  151 E Main St Unit 19, 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 19, Clinton, CT 06413
• 

  

  /29

  $329,900

  Open Sun 12PM - 2PM $30K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  22 Ridgewood Rd, Colchester, CT 06415

  Only 3 bedroom year round home currently for sale at beautiful Lake Hayward..beautiful view and minutes from the main beach, tennis, basketball and family activities..remodeled kitchen with tile floor and center island w/granite.., gas log FP, large great room with wall of windows on the lake side, pull down attic, former elec space heater disconnected but could be restored or easy to install

  Cynthia Pond Berkshire Hathaway NE Prop.

  22 Ridgewood Rd, Colchester, CT 06415
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  /26

  $2,195,000

  • 8 Baths
  • 12,155 Sq Ft

  31 N Main St, Essex, CT 06426

  Signature building in Essex Village. Originally the EE Dickinson corporate offices; grandfathered use in a residential zone. Reimagine this amazing space, water views, Essex Village, .78 acres of land, large footprint. Rare opportunity to own a cherished piece of Essex history

  Susan Malan William Pitt Sotheby's Int'l

  31 N Main St, Essex, CT 06426
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  /6

  $950,000

  • Land
  • 4.1 Acres
  • $231,707 per Acre

  0 Scovill Rd, Middletown, CT 06457

  This property abuts 35 acres of mixed conservation land and offers views of the Connecticut River and two nearby state parks, ensuring the scenery will remain protected and undeveloped. The spectacular, lightly wooded parcel is the result of combining three approved lots within the River Park Subdivision to create one exceptional private homesite with breathtaking river views. Underground

  Tony Persaud KW Legacy Partners

  0 Scovill Rd, Middletown, CT 06457
• 

  

  /40

  $1,150,000

  Open Sun 12:30PM - 2PM

  • 2 Beds
  • 2.5 Baths
  • 3,278 Sq Ft

  112 River Rd, Essex, CT 06426

  A remarkable blend of architecture, nature, and modern comfort, this modernist custom home offers a living experience unlike any other. Nestled within a private and serene setting, the property is surrounded by natural beauty, where meandering streams feed a tranquil pond that spills into a cascading waterfall before winding through the marshlands toward the Connecticut River. The setting is both

  Gigi Giordano Taylor Compass Connecticut, LLC

  112 River Rd, Essex, CT 06426
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  /40

  $849,000

  Open Sun 11AM - 1PM $76K PRICE DROP

  • 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
• 

  /2

  $329,900

  Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,104 Sq Ft

  19 Winthrop Blvd, Cromwell, CT 06416

  6/3/1.5 split level. Located on .44 acres level chain link fence open yard.10x21 rear enclosed porch. Fireplace in living room. Great seasonal views. The home is in need of work. Currently filled with personal property and debris. Priced accordingly ! Roof is new in 2026.

  Arthur Forcier Vision Real Estate

  19 Winthrop Blvd, Cromwell, CT 06416
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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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  /2

  $620,000

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 3,220 Sq Ft

  103 Fairway Dr, Portland, CT 06480

  PROFESSIONAL PHOTOS COMING SOON. Welcome to 103 Fairway Drive, Portland Located in Portland's sought-after golf course area, this established neighborhood is known for its well-maintained homes, mature landscaping, quiet streets, and convenient access to shopping, dining, and commuter routes. A beautifully maintained 4-bedroom, 2.5-bath Colonial offering over 2,650 square feet of living space,

  Lisa Fekete William Raveis Real Estate

  103 Fairway Dr, Portland, CT 06480
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  /26

  $60,000

  • 1 Bed
  • 1 Bath
  • 697 Sq Ft

  14 Mountainview Rd, East Hampton, CT 06424

  Opportunity is knocking at the lake! This 1-bedroom, 1-bath mobile home offers incredible potential for the right owner ready to bring their vision to life. Set in a location that captures beautiful views of Lake Pocotopaug, this property is all about possibilities. Whether you're looking for a renovation project, a seasonal getaway, or an investment opportunity, this home provides a rare chance

  Carl Guild Carl Guild & Associates

  14 Mountainview Rd, East Hampton, CT 06424
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  /40

  $945,000

  $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,343 Sq Ft

  136 Goose Hill Rd, Chester, CT 06412

  Welcome to 136 Goose Hill Rd. This home has been tastefully redesigned inside and out with no expense spared. Featuring 4 bedroom, 3 full bathroom, over 3,300 sq ft of beautifully finished living space sitting on just over 2 acres. Step inside to discover all-new hardwood flooring throughout the main level and a thoughtfully designed open-concept layout ideal for both everyday living and

  Chris Torrez RE/MAX One

  136 Goose Hill Rd, Chester, CT 06412
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  /39

  $485,000

  • 3 Beds
  • 2.5 Baths
  • 1,826 Sq Ft

  117 David Dr, Middletown, CT 06457

  Nestled at the end of a quiet cul-de-sac, this charming Colonial sits on nearly an acre of beautifully landscaped, private property surrounded by nature. A welcoming front porch with classic pillars sets the tone, while the backyard is designed for entertaining with a spacious two-tier Trex deck, perfect for future pool installation. A shed, whole-house generator, and peaceful natural setting add

  Rosemarie Soares Coldwell Banker Realty

  117 David Dr, Middletown, CT 06457
• 

  

  /40

  $525,000

  Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,814 Sq Ft

  1175 S Main St, Middletown, CT 06457

  Beautiful Move in ready 1814 sq ft 3-bedroom ranch home with a sun porch on 1/2 acre and a large detached garage. Nice yard and well landscaped. A very unique property with room to grow! Complete with new lighting, it is freshly painted with new dove gray carpeting thru out the bedrooms, Living room and hallway. This Home has central air conditioning with a New oil heat furnace installed in 2022.

  John Izzo William Raveis Real Estate

  1175 S Main St, Middletown, CT 06457
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  /31

  $449,500

  $5K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,122 Sq Ft

  85 River Rd Unit G2, Essex, CT 06426

  Well appointed two story, two bedroom townhouse located in the waterfront community of Heritage Cove. An updated kitchen, primary bath, neutral color palette for the walls, trim and flooring makes this home truly move in ready. Conveniently located for on street parking and the units assigned carport. Just a stroll across the lawn to enjoy the pool and community fire table add to this unique

  Patrick Kilty William Raveis Real Estate

  85 River Rd Unit G2, Essex, CT 06426
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  /36

  $315,000

  • Land
  • 4 Acres
  • $78,750 per Acre

  27 Hopyard Rd, East Haddam, CT 06423

  Beautiful 4 acre lot overlooking the fairways and greens of Fox Hopyard Golf Country Club. Water views from this property with privacy from other surrounding dwellings. Open level lot.

  Maddy Mattson Coldwell Banker Realty

  27 Hopyard Rd, East Haddam, CT 06423
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  /27

  $211,500

  $39K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 580 Sq Ft

  12 Hale Rd, East Hampton, CT 06424

  Situated a short distance from Lake Pocotopaug, this delightful ranch-style home features two bedrooms, one bathroom, and 580 square feet of living area. Its prime location is merely a brief stroll from the North End of the lake. You can easily walk to Sears Park, which offers public beach access and boat facilities. Upon entering, you will be greeted by hardwood floors and wood-paneled walls

  Zachary DeCaro Property Works New England

  12 Hale Rd, East Hampton, CT 06424
• 

  

  /21

  $198,000

  Open Sat 9:30AM - 11AM

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  18 Pleasant Trail, Killingworth, CT 06419

  This beautifully remodeled mobile home is located in a sought-after 55+ community. It features new high-end windows, vinyl siding, luxury vinyl plank flooring, updated lighting, and more. From the moment you step inside, you'll notice the thoughtful updates throughout. The kitchen offers new appliances and modern finishes, while the spacious living room is filled with natural light from the large

  Logan Lacroix NextHome Elite Realty

  18 Pleasant Trail, Killingworth, CT 06419
• 

  

  /31

  $599,900

  Open Tue 5PM - 7PM

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  17 Grandview Terrace, Essex, CT 06426

  Village living at its best! Lovely inviting Ranch offering Living Rm. with cozy Fireplace, 2BR, charming Kitchen, HW floors, Breezeway/Sun rm. and attached garage. Fun and adventure is just a short walk to nearby Library, Playground, Tennis Courts, Pond, Dog Park, Town Center Shops, and Dining. Furnace 10yr, HW heater 5yr old. Roof 2025. Dining preferences possible in LR nook or Sun Rm. Come

  Diane Beckwith Popolizio William Raveis Real Estate

  17 Grandview Terrace, Essex, CT 06426
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  /14

  $329,900

  Open Sun 11:30AM - 1PM $60K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,156 Sq Ft

  56 Bidwell Terrace, Middletown, CT 06457

  This property is perfect for house hacking or rental income. Live upstairs and rent the basement in-law apartment out to offset the mortgage! Upstairs features 3 bedrooms, a large kitchen updated with new appliances and granite countertops, and a renovated bathroom. Head downstairs to find a full apartment with its own entrance, 2 potential bedrooms, and an updated bathroom.

  Andrew Roach KD Realty

  56 Bidwell Terrace, Middletown, CT 06457
• 

  

  /21

  $385,000

  • 3 Beds
  • 2 Baths
  • 1,335 Sq Ft

  32 Maple St, Rockfall, CT 06481

  Charming and versatile Cape offering 3 bedrooms, 2 full baths, and a 1-car garage. The flexible floor plan features a first-floor bedroom and full bath, perfect for guests, a home office, or one-level living. Upstairs you'll find two additional bedrooms and a second full bath. The updated kitchen is designed for both function and style, featuring an open pantry area that is ideal for a coffee

  Margaret Curry William Raveis Real Estate

  32 Maple St, Rockfall, CT 06481
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  /40

  $1,490,000

  • 5 Beds
  • 5 Baths
  • 3,978 Sq Ft

  23 Welsch Farms Rd, Killingworth, CT 06419

  Nestled behind the circular driveway and surrounded by curated landscaping, this exceptional French Normandy country home offers a rare combination of architectural charm, artistic vision, quality craftsmanship and complete privacy. With 4,000 square feet of living space, the residence features five bedrooms and five baths, a beautiful modern kitchen, dining room with wet bar and large living

  Jay Kelly William Raveis Real Estate

  23 Welsch Farms Rd, Killingworth, CT 06419
• 

  

  /31

  $479,900

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,698 Sq Ft

  11 Plains Rd, Moodus, CT 06469

  Colorful Victorian with the perfect blend of warmth & character, nestled in the heart of Moodus Village. This charming storybook home offers timeless appeal & everyday convenience, with Town Hall, the library, post office, market, pharmacy & other local amenities just moments from your doorstep. A welcoming front porch framed by mature landscaping & seasonal blooms sets the stage for relaxed

  Michelle Mazzotta eXp Realty

  11 Plains Rd, Moodus, CT 06469
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  /35

  $975,000

  Open Sun 11AM - 1PM

  • 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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  /19

  $75,000

  $25K PRICE DROP

  • Land
  • 1 Acre
  • $75,000 per Acre

  0 Turkey Hill Rd, Chester, CT 06412

  Discover the perfect setting to build your dream home in the desirable Wig Hill area of Chester, Connecticut. Located near Cockaponset Sate Forest and the scenic Connecticut River valley. This beautiful one-acre level building lot features approximately 211 feet of road frontage and dimensions of roughly 200 x 200 feet, offering ample space and flexibility to bring your custom plans and ideas to

  Charles Kroopneck Charles Kroopneck Real Estate

  0 Turkey Hill Rd, Chester, CT 06412
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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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  /4

  $425,000

  • Land
  • 6.6 Acres
  • $64,394 per Acre

  1143 & 1145 Saybrook Rd, Haddam, CT 06438

  Discover the potential of this remarkable 6.6-acre parcel tucked into the natural landscape of Haddam. Thoughtfully improved and ready for development, the property features an existing access drive leading to a spacious open building area with approvals supporting two separate home sites. Whether you are seeking the perfect location for a private estate, multi-generational living arrangement,

  Erica Stone iHeart Homes Real Estate LLC

  1143 & 1145 Saybrook Rd, Haddam, CT 06438
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  /39

  $874,900

  • 2 Beds
  • 3 Baths
  • 2,209 Sq Ft

  86 Fenwood Dr, Old Saybrook, CT 06475

  Your Beach Retreat Awaits! Completely renovated and thoughtfully redesigned, 86 Fenwood Drive offers the perfect opportunity for a year-round residence or summer getaway. Ideally located just minutes from the kayak launch, cove, and beach, this charming home sits on a beautifully landscaped, level lot filled with mature plantings and inviting outdoor spaces. Step inside to discover a stunning

  Jeffrey Anderson William Pitt Sotheby's International Realty

  86 Fenwood Dr, Old Saybrook, CT 06475
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  /40

  $1,095,000

  Open Sun 11AM - 2PM

  • 5 Beds
  • 2.5 Baths
  • 3,741 Sq Ft

  8 Meeting House Rd, Haddam, CT 06438

  Welcome to 8 Meeting House Road, a secluded and serene retreat. This special property was the former Reverend John Marsh parsonage circa 1818. It has been privately owned for the last 41 years by the same family and is now ready for a new steward. This gracious historic home features a light-filled eat-in kitchen, a fabulous enclosed sunporch overlooking verdant views of the property, and

  Susan Malan William Pitt Sotheby's Int'l

  8 Meeting House Rd, Haddam, CT 06438
• 

  

  /22

  $587,500

  $52K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,038 Sq Ft

  9 Farview Ave, Old Saybrook, CT 06475

  Charming Coastal Ranch in an incredible Old Saybrook location! This well-maintained ranch offers the perfect blend of comfort, convenience, and shoreline lifestyle. An easy flow layout which includes 3 bedrooms, living room, dining room, kitchen, full bath and a full unfinished basement for additional storage or workshop. Step outside to a spacious backyard designed for entertaining, relaxing,

  Sharon Linder Berkshire Hathaway NE Prop.

  9 Farview Ave, Old Saybrook, CT 06475
• 

  

  /17

  $589,900

  New Construction $40K PRICE INCREASE

  • 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," Under CONSTRUCTION! Now with many new UPGRADES - available for occupancy in early 2027 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:

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

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

  

  /34

  $1,250,000

  $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,326 Sq Ft

  96 Fenwood Dr, Old Saybrook, CT 06475

  Located on a corner lot in the District of Fenwood with views of the water, this house has all of the comforts of home. The spacious main level entry offers the living room, family room with a fireplace, formal dining room, full bath, and kitchen. The kitchen is complete with an island breakfast bar, and wet bar where the view of the cove is evident of the peaceful neighborhood. Upstairs are the

  Eric Porco 4 Corners Realty LLC

  96 Fenwood Dr, Old Saybrook, CT 06475
• 

  

  /3

  $495,000

  • Land
  • 57.41 Acres
  • $8,622 per Acre

  0 S Dish Mill Rd Unit 24082788, Haddam, CT 06441

  Over 57+ Acres of land with distant views of the CT River from various points. Great for a private retreat, family compound, or residential development. Possible Owner Financing Available.

  Craig Milton Re/Max Valley Shore

  0 S Dish Mill Rd Unit 24082788, Haddam, CT 06441

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