Middlesex County CT Homes for Sale

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  /6

  $744,900

  New Construction Open House 9/13

  • 4 Beds
  • 2.5 Baths
  • 2,357 Sq Ft

  501 Freya Ln, East Hampton, CT 06424

  The awaited Phase II is now available for Lake Overlook Estates. 2 beautiful homesites with views of Lake Pocotopaug. Lot 16 is 1.22 acres and Lot 20 is 2.21 acres. The Cambridge. The Cambridge offers dramatic first floor living at its best. This floor plan boasts a first floor primary suite, laundry, office/den, open kitchen to a spectacular 2-story family room with impressive staircase and

  Mark Toledo Berkshire Hathaway NE Prop.

  501 Freya Ln, East Hampton, CT 06424
• 

  

  

  /40

  $2,250,000

  • 5 Beds
  • 6 Baths
  • 4,190 Sq Ft

  21 Clarkson Ln, Killingworth, CT 06419

  WELCOME to 21 CLARKSON LANE. Set at the end of a coveted cul-de-sac and surrounded by approximately five acres of extraordinary privacy, 21 Clarkson Lane is a rare Connecticut estate offering an exceptional combination of refined living, resort-style amenities, and remarkable future possibilities. The property encompasses two separate building lots, including an approximately 1.9-acre approved

  Tracee Adams William Raveis Real Estate

  21 Clarkson Ln, Killingworth, CT 06419
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  /8

  $119,000

  $6K PRICE DROP

  • Land
  • 2.82 Acres
  • $42,199 per Acre

  182 Cox Rd, Portland, CT 06480

  Approved 2.82-acre residential building lot in Portland, zoned R-25 and ready for your build. The lot sits off Cox Road with solid frontage and a gradual rise from the street, giving the site natural elevation and privacy without fighting the topography. Established tree cover provides natural screening on the upper portions of the lot, and surrounding parcels carry single-family homes, setting

  Carl Guild Carl Guild & Associates

  182 Cox Rd, Portland, CT 06480
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  /32

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 1,964 Sq Ft

  11 Cove Hill Rd, Essex, CT 06426

  Supremely Updated and Truly Mint! Nestled in a wonderful neighborhood of fine homes in the charming village of Essex, this beautifully updated saltbox colonial offers comfort, style, and an inviting open floor plan. The first floor features a spacious living room, dining area, and gorgeous kitchen with gleaming granite countertops and attractive stainless-steel appliances. The spacious living

  Lynn Lehrman Re/Max Valley Shore

  11 Cove Hill Rd, Essex, CT 06426
• 

  

  

  /39

  $1,475,000

  $90K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 4,303 Sq Ft

  449 Seaside Ave, Westbrook, CT 06498

  A rare combination of privacy, functionality, and sweeping water views distinguishes this exceptional year-round shoreline estate, ideally situated in one of Westbrook's most desirable coastal enclaves. Positioned on the quiet, exclusive end of Seaside Avenue just steps from a pristine private beach, the residence is set upon a rare double lot that offers an uncommon sense of openness,

  Teri Lewis William Pitt Sotheby's Int'l

  449 Seaside Ave, Westbrook, CT 06498
• 

  

  /11

  $185,000

  • Land
  • 10,890 Sq Ft
  • $740,000 per Acre

  9 Sunny Heights Rd, East Haddam, CT 06423

  Trade the noise, traffic, and pace of city living for a quieter setting near the water in East Haddam. Tucked along a lightly traveled road in the Moodus Estates community, this two-lot parcel at 9 and 11 Sunny Heights Road offers an opportunity to build a year-round home with a more peaceful rhythm in mind. Set just moments from Lower Moodus Reservoir, the property offers water views,

  Richard Cannata Drawbridge Realty

  9 Sunny Heights Rd, East Haddam, CT 06423
• 

  

  /39

  $199,900

  Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  27 Rising Trail Ct, Middletown, CT 06457

  Welcome to 27 Rising Trail Court, a spacious 3-bedroom, 1.5-bath townhouse-style condo offering three levels of living space, a two-car carport, and a desirable end-unit location! Step inside to an open-concept main level featuring luxury vinyl flooring throughout, where the recently updated kitchen overlooks the dining area and sunken living room. The kitchen features granite countertops,

  Chris Farrell Carbutti & Co., Realtors

  27 Rising Trail Ct, Middletown, CT 06457
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  /39

  $614,000

  $15K PRICE DROP

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

  3 Medley Ln, Clinton, CT 06413

  Amazing Price Reduction! Welcome to 3 Medley Lane, Clinton-a beautifully renovated home offering the comfort and style of better-than-new living, along with a flexible layout that is ideal for today's lifestyle. Updated throughout, this home combines a fresh, modern interior with major improvements that provide peace of mind for years to come, including a new roof, new well, and new septic

  Donna Genovese Great Estates, CT

  3 Medley Ln, Clinton, CT 06413
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  /40

  $1,025,000

  $75K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,426 Sq Ft

  37 Woodland Dr, Old Saybrook, CT 06475

  Experience coastal luxury in this stunning 3-bedroom, 2-bathroom ranch style home nestled in Knollwood Beach. Set on a rare .33 acre lot, it offers picturesque marsh and South Cove views. Step inside to discover a newly remodeled interior featuring an expansive remodeled white kitchen with quartz counters, large center island. The family room boasts a dramatic fireplace, while a sunlit dining

  Joel Lucas Coldwell Banker Realty

  37 Woodland Dr, Old Saybrook, CT 06475
• 

  

  /19

  $650,000

  $150K PRICE DROP

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

  88 Winthrop Rd, Chester, CT 06412

  Contemporary Post + Beam Home on almost 34 acres, abutting State Forest. Open floor plan, Cathedral Ceilings, exposed beams. 3 Bedrooms, 2 and 1/2 bathrooms. 2 car attached oversized garage plus an 800 sqft Barn/Shop with 1 garage Bay. Home and Barn are in need of renovation.

  Peter Walsh Re/Max Valley Shore

  88 Winthrop Rd, Chester, CT 06412
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  /2

  $350,000

  • Land
  • 21.46 Acres
  • $16,309 per Acre

  0 Middle St, Middletown, CT 06457

  21.46 Acres Commercial Industrial Land. Lot is behind the 7.5 acre lot also for sale.Zoning: IOP (Industrial Office Park including office, warehouse, industrial & recreation. This parcel is going to be split off of a larger piece consisting of 28.96 acres. 8 acres of abutting residential land off Bell Street available for assemblage * Total Potential Assemblage: 41 acres * Immediate Access:

  Nancy Newman LPT Realty

  0 Middle St, Middletown, CT 06457
• 

  

  /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

  $699,900

  Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 2,114 Sq Ft

  18 Shepard St, Old Saybrook, CT 06475

  Enjoy the best of Old Saybrook from this spacious 3-bedroom, 2-bath Cape offering over 2,100 square feet of living space in a residential setting close to downtown and the shoreline. Just beyond Main Street and The Kate, with convenient access to Saybrook Point, restaurants, shopping, the train station and area amenities. Inside, an expansive living and family room offers hardwood floors, a brick

  Tony Walstra William Pitt Sotheby's Int'l

  18 Shepard St, Old Saybrook, CT 06475
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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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  /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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  /13

  $649,900

  • 9 Beds
  • 6 Baths
  • 3,180 Sq Ft

  227 E Main St, Middletown, CT 06457

  Exceptional 3-Unit Mixed-Use Investment Opportunity A rare opportunity to own a well-maintained three-unit property offering townhouse-style living, private garages, excellent parking, and strong income-producing potential in the heart of Middletown. 227 East Main Street is an attractive investment opportunity for both seasoned investors and owner-occupants looking to build equity while

  Tanya Reyes William Raveis Real Estate

  227 E Main St, Middletown, CT 06457
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  /37

  $699,900

  • 4 Beds
  • 4 Baths
  • 1,871 Sq Ft

  157 Baileyville Rd, Middlefield, CT 06455

  Keep your boat in the backyard! Rare opportunity to own a beautifully updated Multi family property with waterfront, exceptional outdoor spaces, and outstanding income potential. Whether you're looking for an owner-occupied investment, multigenerational living, or an income-producing property, this home offers incredible versatility. Recent improvements include a brand-new roof, new siding, a

  Steven Joseph Coldwell Banker Realty

  157 Baileyville Rd, Middlefield, CT 06455
• 

  

  /19

  $650,000

  $39K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,046 Sq Ft

  57 Middle Haddam Rd, East Hampton, CT 06456

  Completely transformed from the frame up, this beautifully rebuilt New England Colonial blends historic character with modern updates throughout. Situated on approximately 0.56 acres, this move-in ready 4-bedroom, 3 full bathroom home offers 2,046 square feet of thoughtfully redesigned living space. Step inside to an open and inviting layout featuring recessed lighting, updated flooring, spacious

  Laura Krzewski Realtor Bolanos & Associates LLC

  57 Middle Haddam Rd, East Hampton, CT 06456
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  /9

  $90,000

  • 5 Beds
  • 3 Baths
  • 1,558 Sq Ft

  18 Portland St, Middletown, CT 06457

  Opportunity awaits at this 2-family residential property in a convenient Middletown location. The existing structure has sustained fire damage and is being offered strictly as-is. Ideal for investors, contractors, or buyers seeking a renovation or redevelopment project. Situated on a level lot with access to public water and public sewer. Close to shopping, dining, parks, and commuter routes. A

  Leah Quinones Dave Jones Realty, LLC

  18 Portland St, Middletown, CT 06457
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  /40

  $549,900

  Open Sun 12AM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,131 Sq Ft

  6 Tall Wood Dr, East Hampton, CT 06424

  Beautifully appointed four-bedroom Colonial in an small cul-de-sac subdivision built by Pelletier. Thoughtful architectural details set this home apart, with hardwood floors, extensive millwork, crown molding and a striking coffered ceiling adding character throughout the main level. At the heart of the home, the spacious fireplaced family room flows naturally into the kitchen and dining area,

  Kristin DeMarco Coldwell Banker Realty

  6 Tall Wood Dr, East Hampton, CT 06424
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  /18

  $410,000

  $10K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 2,982 Sq Ft

  163 Pearl St, Middletown, CT 06457

  Turnkey multifamily for owner occupied or investment opportunity in a desirable Middletown location! This fully remodeled property offers strong income potential with updated units featuring modern kitchens, renovated bathrooms, new flooring, and contemporary finishes throughout. The building has been well maintained and provides an excellent opportunity for investors seeking a low-maintenance

  Amiyra Beauduy Century 21 Scala Group

  163 Pearl St, Middletown, CT 06457
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  /30

  $450,000

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 448 Sq Ft

  128 Little Meadow Rd, Haddam, CT 06438

  Looking for a place to spend sunny summer days on the water, or to just relax and unwind taking in spectacular views? Look no further than this property, which includes two charming seasonal cottages on a .64-acre lot, a 12'x20 gazebo, and 80' of private river frontage with clear views of the historic Goodspeed Opera House, the iconic "Singing Bridge" and the Goodspeed Airport. Each cottage is

  Irene Sheehan Weichert,REALTORS-Four Corners

  128 Little Meadow Rd, Haddam, CT 06438
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  /2

  $195,000

  • Land
  • 1.9 Acres
  • $102,632 per Acre

  0 Boston Post Rd Unit 24080344, Westbrook, CT 06498

  1.9 acres in NCD zone. Public Water in street Septic Required272 road frontage on route 1. Perc Tested for proposed Two Family, (6 BRs Max) or Mixed Use 1,500 SF Retail and 2 unit (4 BR Max) Multifamily. Full size A-2 Survey with Topo, boundary, wetlands available

  Maxwell Lyman Lyman Real Estate

  0 Boston Post Rd Unit 24080344, Westbrook, CT 06498
• 

  

  /23

  $829,000

  New Construction $150K PRICE INCREASE

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

  0 151 - 153 East Main St Unit 17, 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

  0 151 - 153 East Main St Unit 17, Clinton, CT 06413
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  /37

  $349,000

  Open Sun 12PM - 2PM

  • 5 Beds
  • 2 Baths
  • 1,440 Sq Ft

  130 Spencer Dr, Middletown, CT 06457

  Welcome to this spacious 1952 Middletown Colonial, where classic charm meets low-maintenance living in a quiet neighborhood. Step inside a welcoming foyer with an entry closet that opens into a sun-drenched living area highlighted by a large bay window. The home features stunning hardwood floors throughout, flowing into a functional kitchen complete with natural wood cabinets, Corian countertops,

  Julia King William Raveis Real Estate

  130 Spencer Dr, Middletown, CT 06457
• 

  

  /20

  $359,000

  • 3 Beds
  • 1 Bath
  • 1,082 Sq Ft

  38 Little City Rd, Killingworth, CT 06419

  Scoop up the opportunity to build instant equity and purchase this house with cash or a rehab loan! Septic system was replaced just 7 years ago! Currently set up as a one bedroom, but easily converted back into a three bedroom ranch by replacing one wall! Hardwood floors, fireplace with pellet stove in living room! Cedar siding, architectural roof, wood deck! All this and set on a nice, 1 acre

  Margaret Bennett Margaret Bennett Realty

  38 Little City Rd, Killingworth, CT 06419
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  /3

  $699,000

  • 5 Beds
  • 3.5 Baths
  • 2,518 Sq Ft

  502 Route 148, Killingworth, CT 06419

  Remarkable property (corner lot) on Killingworth's most lovely, scenic, country road. This 5 bedroom, 3.1 bath, on 2.40 extraordinary acres (million $ back yard) is perfect for happy comfortable living and entertaining. Some of the fine additional features consist of a floor to ceiling stone fire place in the living room with wide pine floors, remodeled kitchen with cherry cabinets, stainless

  Eileen Boulay William Pitt Sotheby's Int'l

  502 Route 148, Killingworth, CT 06419
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  /39

  $639,900

  $20K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,470 Sq Ft

  15 E Shore Dr, Colchester, CT 06415

  Lake Hayward Water Frontage! Your ultimate summer escape awaits in this captivating seasonal lakefront retreat, designed for ultimate relaxation, lake breezes, and endless outdoor fun. Inside, a massive eat-in kitchen and spacious Living Room frame stunning, uninterrupted water views, while the flexible floor plan features a convenient main-level primary suite and versatile Flex Room for

  Carolyn Kress Berkshire Hathaway NE Prop.

  15 E Shore Dr, Colchester, CT 06415
• 

  

  /34

  $1,440,000

  • Land
  • 12.2 Acres
  • $118,033 per Acre

  0 Essex Rd, Westbrook, CT 06498

  Available for the first time in nearly 90 years, this exceptional 12 ACRES represents one of the very last large tracts of undeveloped land in the water community of Westbrook. The property features a striking combination of 7.5 level acres of virgin open field--ideal for farming, equestrian use or building--framed beautifully by an elevated wooded backdrop. The flat acreage provide an

  Todd Gould William Pitt Sotheby's Int'l

  0 Essex Rd, Westbrook, CT 06498
• 

  

  /16

  $339,900

  Open Sat 11AM - 1PM

  • 2 Beds
  • 1 Bath
  • 1,396 Sq Ft

  7 Oakum Dock Rd, East Hampton, CT 06456

  Beautiful Home walking distance to CT River. Fully renovated in 2025

  Jason Saphire www.HomeZu.com

  7 Oakum Dock Rd, East Hampton, CT 06456
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  /38

  $330,000

  $20K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 844 Sq Ft

  65 E Shore Dr, Higganum, CT 06441

  An incredible waterfront opportunity awaits at Hidden Lake in Haddam, CT! Bring your vision to this direct lakefront property, which has been fully gutted and is ready for your custom rebuild and design for investors or handy owner occupied buyers. Major heavy-lifting components are already complete, including a Roof replaced on House & Garage in 2023 with Skylight additions and a whole-house

  Michael Hvizdo Coldwell Banker Realty

  65 E Shore Dr, Higganum, CT 06441
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  /40

  $898,000

  $101K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 4,234 Sq Ft

  49 Partridge Ln, Middletown, CT 06457

  Lakeshore Realty is proud to present 49 Partridge Lane, a beautifully maintained home tucked away on a quiet cul-de-sac in one of Middletown's most desirable neighborhoods. Designed for both everyday living and entertaining, this exceptional home features a bright, open floor plan, spacious living areas, and a beautifully appointed kitchen complete with premium Viking stainless steel appliances,

  Ilir Dedvukaj Lakeshore Realty

  49 Partridge Ln, Middletown, CT 06457
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  /16

  $215,000

  $24K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 866 Sq Ft

  93 Carriage Crossing Ln, Middletown, CT 06457

  Welcome home to this sought-after condo complex at Carriage Crossing, where you will find this two bedroom two full bath unit, with open concept space. The galley kitchen has pantry. Both bathrooms have granite countertops and soft close cabinetry. In unit washer and dryer. Living room has a cozy wood-burning fireplace. Primary bedroom has a walk-in closet, and both bedrooms have their own full

  Karen Murphy Berkshire Hathaway NE Prop.

  93 Carriage Crossing Ln, Middletown, CT 06457
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  /34

  $3,650,000

  $250K PRICE DROP

  • 27 Beds
  • 22 Baths
  • 16,973 Sq Ft

  82 Main St, East Hampton, CT 06424

  The Village at 82 Main is - a pristine 22-unit asset located in the true heart of one of Connecticut's most charming small towns! Positioned directly on Main Street in East Hampton, this beautifully renovated property offers 17 apartments and 5 storefronts, creating a stable, diversified income stream within an exceptional lake-community setting. The property has become a recognizable destination

  Lisa Cozzi Century 21 AllPoints Realty

  82 Main St, East Hampton, CT 06424
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  /40

  $400,000

  $40K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,644 Sq Ft

  17 Valley Ridge Dr, Higganum, CT 06441

  Rustic charm meets everyday comfort in this inviting 3 bedroom, 2.5 bath colonial set on a private lot. A welcoming front porch sets the tone as you step inside to discover warm woodwork details throughout. The living room features a beautiful brick fireplace and hardwood flooring that flows seamlessly into the dining room. The spacious kitchen offers stainless steel appliances, ample cabinetry,

  Michael Price KW Legacy Partners

  17 Valley Ridge Dr, Higganum, CT 06441
• 

  

  /40

  $434,900

  Open Sun 12PM - 2PM $5K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,284 Sq Ft

  10 Beach Park Rd, Clinton, CT 06413

  Super cute and ready for new owners, this home has been lovingly renovated and updated. Great location south of RTE 1; walk to shops and restaurants and a short drive to the wonderful Clinton Town Beach! Recent updates include new roof, gutters, windows, carpeting. Stunning new kitchen with beautiful tile floor and backsplash accents; stainless appliances, new slider to brand new back deck and

  Lynn Lehrman Re/Max Valley Shore

  10 Beach Park Rd, Clinton, CT 06413
• 

  

  /35

  $444,900

  $100K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 957 Sq Ft

  57 Grove St, Clinton, CT 06413

  **PRICE ADJUSTMENT TO $444,900** Nestled in a charming seaside village, this thoughtfully maintained coastal home offers an inviting blend of warmth, character, and effortless shoreline living. Just a short stroll down the street brings you to beloved Lobster Landing, with nearby public beach access and Clinton Town Beach only a five-minute bike ride away. Hammonasset Beach State Park is also

  Marie Griffin William Raveis Real Estate

  57 Grove St, Clinton, CT 06413
• 

  

  /40

  $849,900

  Open Sat 11AM - 1PM Coming Soon

  • 3 Beds
  • 3.5 Baths
  • 3,355 Sq Ft

  41 Gildersleeve Rd, Portland, CT 06480

  Rarely available, this exceptional custom built home sits on 2.03 acres bordering the Portland Golf Course. Welcome to 41 Gildersleeve Road an oversized Cape, offering approximately 3,355 square feet of thoughtfully designed living space. The open-concept floor plan features spacious rooms, quality finishes, and an inviting layout designed for both everyday living and entertaining. Beautiful

  Deborah Walden eXp Realty

  41 Gildersleeve Rd, Portland, CT 06480
• 

  

  /18

  $749,000

  $101K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 4,073 Sq Ft

  19 High St, Middlefield, CT 06455

  Older than America, the historic Chilson Bailey House offers a rare opportunity to own a true circa 1750 center chimney Colonial while enjoying the comfort of a beautifully designed 2008 addition. The original 1750 home is not currently livable and is ready for renovation, providing the next owner the chance to restore an authentic piece of Connecticut history at their own pace. Everyday living

  Debbie Huscher Real Broker CT, LLC

  19 High St, Middlefield, CT 06455
• 

  

  /39

  $629,000

  • 3 Beds
  • 2.5 Baths
  • 1,765 Sq Ft

  82 Old Post Rd, Clinton, CT 06413

  Looking for wide open spaces? Want to live that country life? Look no further - tucked away at the end of a long country road, this beautiful antique home offers the perfect blend of historic character and modern comfort. With land becoming scarce in CT, this one offers so much potential. Designed for easy one-floor living, the home is filled with warmth, charm, and updates throughout. Set on 5

  Rachel Welch William Raveis Real Estate

  82 Old Post Rd, Clinton, CT 06413

Showing Results 281 - 320, Page 8 of 10