402

Middlesex County CT Homes for Sale

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  • /32

    $415,000

    $34K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 1,205 Sq Ft

    61 Ingham Hill Rd, Old Saybrook, CT 06475

    Step into the charm of this delightful 1920 year-round bungalow, just a stone's throw from Old Saybrook's stunning beaches. Thoughtfully remodeled, this cozy retreat blends historical character with modern comforts. As you enter, you'll find a spacious area that offers endless possibilities-use it as an eating area, a flex office, or even a sleeping space. The open floor plan invites effortless

    Gigi Giordano Taylor Compass Connecticut, LLC

    61 Ingham Hill Rd, Old Saybrook, CT 06475
  • /40

    $3,295,000

    $200K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,092 Sq Ft

    17 Scholes Ln, Essex, CT 06426

    Experience the essence of Essex village living in this distinguished historic home. Perfectly positioned in the heart of the village, 17 Scholes Lane is a master class in period charm and modern amenities offering a peaceful, sun-drenched retreat where 18th-century soul blends seamlessly with high-end, contemporary finishes. Thoughtfully renovated to prioritize water view, light and flow. At its

    Colette Harron William Pitt Sotheby's Int'l

    17 Scholes Ln, Essex, CT 06426
  • /18

    $749,900

    $100K PRICE DROP
    • 9 Beds
    • 6 Baths
    • 3,180 Sq Ft

    227 E Main St, Middletown, CT 06457

    Outstanding Mixed-Use Investment Opportunity at 227 East Main Street, Middletown, CT Now offered at a newly reduced price, 227 East Main Street presents an exceptional opportunity for investors or owner-occupants seeking strong income potential and long-term value. This well-maintained mixed-use property features three spacious townhouse-style residential units, each offering 3 bedrooms, 1 full

    Tanya Reyes William Raveis Real Estate

    227 E Main St, Middletown, CT 06457
  • /37

    $2,100,000

    • 11 Beds
    • 12 Baths
    • 8,500 Sq Ft

    59 Maple St, Chester, CT 06412

    A mixed-use and multifamily package located in Chester and Deep River, two of the most desirable towns in the Lower Connecticut River Valley. The offering includes: 59 Maple Street (Chester): 7-unit multifamily asset with an additional ~1,500 SF commercial warehouse on 2.5+ acres. 163 Main Street (Deep River): 5-unit mixed-use property positioned at the gateway to the downtown retail corridor.

    Connor Wenchell VC Property Group, LLC

    59 Maple St, Chester, CT 06412
  • /39

    $699,999

    $145K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,070 Sq Ft

    110 Freeman Rd, Middletown, CT 06457

    VERY unique property. Use to be a goat farm. Contains 6 outbuildings consisting of a 3 bay open shed - perfect for storing just about anything, a 3 story red bank barn this barn is huge 3 levels inside - would be perfect for car storage, boats, trailers, jet skiis anything you need covered - you rent it out for storage, a 1 car detached heated garage with an office and a furnace with a separate

    Pam Rizy Berkshire Hathaway NE Prop.

    110 Freeman Rd, Middletown, CT 06457
  • /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
  • /11

    $125,000

    • Land
    • 3.58 Acres
    • $34,916 per Acre

    0 Mountain Laurel Dr, Middletown, CT 06457

    Build your dream home on this 3.5 acre approved building lot bordering open space. Last lot on a private cul-de-sac! Beautiful, wooded country setting for a home, yet only 1 mile from Rt 9 and 10 minutes to Downtown Middletown! Enter the lot down a picturesque driveway though the woods to a clearing with old stone walls and natural rock outcroppings. The open space for the cul-de-sac borders this

    Siobhan McLaughlin William Raveis Real Estate

    0 Mountain Laurel Dr, Middletown, CT 06457
  • /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
  • /4

    $89,900

    • Land
    • 3.72 Acres
    • $24,167 per Acre

    00 Stockburger Rd, East Haddam, CT 06423

    Looking for peaceful, picturesque property to build your home? This lot is located on a beautiful, country road that travels along Salmon River Forest. View of the river valley is across the road. Was tested in 1981 with updated testing done in 2025. Treed lot of 3.72 acres with 313 ft of road frontage. Lot is part of the Salmon Ridge Subdivision.

    Dee Hasuly KW Legacy Partners

    00 Stockburger Rd, East Haddam, CT 06423
  • /15

    $899,000

    • Land
    • 37 Acres
    • $24,297 per Acre

    0 Cold Spring Rd, East Haddam, CT 06423

    Wealth of road frontage with this 37 acre parcel of land - 2355' - nearly 1/2 mile! Many flat areas, old cart paths and stone walls wind through the lightly treed acreage. The site has never been tested but there is an A-2 Survey available along with a Wetlands and Topographic map. The property has been held within the same family for over 50+ years. Located in the "2 acre zone", this tract

    Jackie Nowell Coldwell Banker Realty

    0 Cold Spring Rd, East Haddam, CT 06423
  • /40

    $559,000

    • 2 Beds
    • 1.5 Baths
    • 1,376 Sq Ft

    92 Bokum Rd, Old Saybrook, CT 06475

    A rare and captivating offering, this enchanting storybook residence has been beautifully reimagined to deliver a seamless blend of historic charm and refined design. Whether you choose to continue its success as a turnkey Airbnb investment or keep it for your own year round or weekend retreat, the possibilities are as inviting as the home itself. Thoughtfully updated with a brand new roof and

    Linda Toscano Coldwell Banker Realty

    92 Bokum Rd, Old Saybrook, CT 06475
  • /29

    $309,900

    $50K 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
  • /31

    $304,900

    • 3 Beds
    • 1 Bath
    • 888 Sq Ft

    18 Lake Blvd, East Hampton, CT 06424

    Great opportunity to own this enchanting 3-bedroom Cape located in a desirable lake community, just a short walk to beautiful Lake Pocotopaug and Sears Park. This warm and inviting home offers a comfortable open floor plan with a seamless flow through the living and dining areas. The beautifully remodeled bathroom brings a fresh, modern touch, while the large eat-in kitchen-featuring new tile

    Gene Pica RE/MAX Alliance

    18 Lake Blvd, East Hampton, CT 06424
  • /39

    $1,224,999

    • 4 Beds
    • 4 Baths
    • 5,452 Sq Ft

    85 Salem Rd, East Haddam, CT 06423

    Perched atop a private, wooded rise, 85 Salem Rd offers over 5,400 SF (3,600 above grade, 1,824 below grade) of refined living on 14+ acres of secluded countryside. This 4-bed, 4-bath Colonial delivers a rare blend of privacy, scale, and elevated positioning with sweeping scenic views. Designed for both everyday comfort and upscale entertaining, the home features expansive living spaces, abundant

    Beau Regan KW Legacy Partners

    85 Salem Rd, East Haddam, CT 06423
  • /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
  • /15

    $212,000

    • 1 Bed
    • 1 Bath
    • 727 Sq Ft

    92 Main St Unit 107, Deep River, CT 06417

    Step into a loft-style townhouse in the historic Piano Works building that blends vintage charm with modern living. With its own private entrance and location in a 4-unit outbuilding, this home offers peace and privacy-no upstairs or downstairs neighbors to worry about! With its impressive 9-foot-plus ceilings and exposed ductwork, this home exudes a chic, industrial vibe. Right outside your

    Anna Kilty Compass Connecticut, LLC

    92 Main St Unit 107, Deep River, CT 06417
  • /7

    $115,000

    • Land
    • 2.29 Acres
    • $50,218 per Acre

    428-LOT Plains Rd, Haddam, CT 06438

    2+ acre residential building lot on a beautiful winding country road. Just down the road from the CT river and Haddam Meadows State Park and Boat launch, and easy access to Rt 9. Set amongst fine homes, yet wooded and private. Needs perc/pit tests and final approvals. Build your dream home!

    Siobhan McLaughlin William Raveis Real Estate

    428-LOT Plains Rd, Haddam, CT 06438
  • /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
  • /37

    $1,595,000

    $105K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,809 Sq Ft

    104 Knollwood Dr, Old Saybrook, CT 06475

    True tranquility awaits at this waterfront oasis! Unparalleled water views from every vantage point! Privately set on a generous 0.37-acre lot, this 3-bedroom home provides direct water access- perfect for kayaking out to Long Island Sound right from your backyard. Inside, the home blends charm and character with thoughtful updates. Its architectural lines evoke a Normandy chalet vibe, while the

    Karen Lee Coldwell Banker Realty

    104 Knollwood Dr, Old Saybrook, CT 06475
  • /5

    $124,900

    $25K PRICE DROP
    • Land
    • 1.03 Acres
    • $121,262 per Acre

    170 Coles Rd, Cromwell, CT 06416

    Fantastic 1-acre lot located in a well-established neighborhood surrounded by high-end homes. An exceptional opportunity to build your dream home in a desirable and convenient Cromwell setting. Plans are available for a 4,000 SF custom home, or bring your own vision and builder to create something truly unique. Enjoy the perfect blend of privacy and accessibility, with close proximity to

    Daniel Burgio William Raveis Real Estate

    170 Coles Rd, Cromwell, CT 06416
  • /40

    $1,299,900

    • 4 Beds
    • 4 Baths
    • 4,154 Sq Ft

    180 Green Hill Rd, Killingworth, CT 06419

    Step into this magnificent 1760 Colonial estate on 8.2 acres, featuring 4 spacious bedrooms and 4 full bathrooms, including a primary suite with fireplace, sitting room, and dressing area. Enjoy 6 working fireplaces, renovated kitchen with restored antique floors and hearth, expansive 28x13 keeping room, and generous 25x15 living room. Additional highlights include formal dining room, multiple

    James Luth HERE Realty

    180 Green Hill Rd, Killingworth, CT 06419
  • /18

    $199,900

    $22K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 728 Sq Ft

    92 Founders Village, Clinton, CT 06413

    Looking for a Shoreline Getaway, Rental Alternative, First Time Home Purchase or Downsizing? Founders Village is a condominium community in a prime location near shopping, beaches, marinas, restaurants and a fabulous library. This 728 sq.ft., spacious layout includes a generous living/dining area, full bath, fully applianced eat-in kitchen with natural light filtering through sliders to a private

    Suzanne McConville William Raveis Real Estate

    92 Founders Village, Clinton, CT 06413
  • /40

    $7,889,000

    • 3 Beds
    • 5 Baths
    • 4,664 Sq Ft

    175 River Rd, Essex, CT 06426

    Set along one of Essex's most coveted stretches of River Road, this exceptional waterfront estate offers a rare blend of understated elegance, privacy, and Connecticut River waterfront. Privately sited on nearly three acres, the property enjoys a serene, tucked-away feel while remaining just minutes from the heart of Essex Village. Custom-built and thoughtfully designed by its original owner, the

    Susan Malan William Pitt Sotheby's Int'l

    175 River Rd, Essex, CT 06426
  • /13

    $400,000

    • Land
    • 37.07 Acres
    • $10,790 per Acre

    139 Chestnut Hill Rd, East Hampton, CT 06424

    Build your dream home-or explore subdivision potential-on this exceptional 37+ acre parcel featuring 54 feet of road frontage. This beautiful wooded setting offers privacy, natural charm, and endless possibilities. Best of all, scenic Pine Brook winds along the rear of the property, creating a peaceful backdrop and a truly special connection to nature.

    Brianna Keehan KW Legacy Partners

    139 Chestnut Hill Rd, East Hampton, CT 06424
  • /40

    $849,000

    $30K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,820 Sq Ft

    408 Stage Coach Rd, Durham, CT 06422

    Set on over 20 breathtaking, wooded acres, this property offers a rare blend of privacy, natural beauty, and flexible living. This contemporary split-level home is filled with natural light and thoughtfully positioned to capture sweeping hillside views from nearly every angle. With five bedrooms and 3.5 baths, including a private in-law suite with its own entrance, the home provides exceptional

    Mark McElrath William Pitt Sotheby's Int'l

    408 Stage Coach Rd, Durham, CT 06422
  • /40

    $779,000

    $45K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,433 Sq Ft

    257 W Elm St, Deep River, CT 06417

    Tucked away on 4.4 acres of rolling countryside with direct frontage on a tranquil reservoir, this custom-built farmhouse Cape is a rare find. Thoughtfully constructed in 2002 and lovingly maintained by its original owner, the home offers three bedrooms, two and a half baths, and a first-floor primary suite with a generous walk-in closet and en suite bath. Hardwood floors, a wood-burning

    John Izzo William Raveis Real Estate

    257 W Elm St, Deep River, CT 06417
  • /40

    $489,900

    $55K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,666 Sq Ft

    341 Lake Shore Dr, Colchester, CT 06415

    Built in 2022, this beautiful 3 bedroom, 2.5 bath Cape home still feels brand new and is ready for you to enjoy. Set on a spacious 2.7 acre lot, the property offers peaceful pond frontage and access to a boat launch perfect for paddle boats and kayaks, creating a wonderful setting for relaxation and outdoor recreation. Inside, the home features a bright open floor plan designed for both comfort

    Rebecca Makas KW Legacy Partners

    341 Lake Shore Dr, Colchester, CT 06415
  • /38

    $3,150,000

    • 4 Beds
    • 6 Baths
    • 4,926 Sq Ft

    288 Middlesex Ave, Chester, CT 06412

    Set along a coveted stretch of the Connecticut River, this stunning, turnkey waterfront compound offers a rare convergence of privacy, protected views, and deep water access-just over one mile from the heart of Chester Village. Encompassing 2.65 acres with 285 feet of direct river frontage, the property unfolds as a true waterfront retreat. Manicured grounds lead seamlessly from the residence and

    Nancy Mesham Coldwell Banker Realty

    288 Middlesex Ave, Chester, CT 06412
  • /20

    $749,000

    $20K 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
  • /20

    $749,000

    $20K 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
  • /20

    $749,000

    $20K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

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

    $749,000

    $20K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    151 E Main St Unit 22, 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 22, Clinton, CT 06413
  • /20

    $749,000

    $20K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    151 E Main St Unit 21, 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 21, Clinton, CT 06413
  • /40

    $650,000

    • 4 Beds
    • 3 Baths
    • 2,286 Sq Ft

    882 Killingworth Rd, Higganum, CT 06441

    Welcome to 882 Killingworth Road, a beautifully updated 4-bedroom, 3-bath Colonial set on two private acres in the heart of Haddam. Offering over 2,200 sq ft of living space, this home blends classic New England charm with modern updates, including refinished hardwood floors and a bright, open layout ideal for everyday living and entertaining. The well appointed kitchen flows seamlessly into the

    Rob Paskiewicz CT Home Pro, LLC

    882 Killingworth Rd, Higganum, CT 06441
  • /38

    $5,900,000

    • 4 Beds
    • 4 Baths
    • 5,651 Sq Ft

    12 Rocky Point Rd, Old Saybrook, CT 06475

    Welcome to your waterfront hidden gem! A once in a lifetime opportunity on the Connecticut River featuring 381 feet of direct waterfront, private two boat dock, private horseshoe bay and panoramic north facing views up the river. This modern Contemporary private estate features 5,600+ square feet of living space! Open floor plan, stunning water views from every room! The living room features cozy

    Sharon Linder Berkshire Hathaway NE Prop.

    12 Rocky Point Rd, Old Saybrook, CT 06475
  • /40

    $6,600,000

    • 6 Beds
    • 4 Baths
    • 5,739 Sq Ft

    11 River Edge Rd, Old Saybrook, CT 06475

    Riverside Elegance Meets Neoclassical Grandeur: Experience the pinnacle of waterfront living in this breathtaking Grecian Colonial estate, perfectly situated on 3.43 pristine acres overlooking the majestic Connecticut River. Spanning an impressive 7,239 square feet, including 1,500 finished square feet on the lower level including an ensuite bedroom and recreational room with French doors opening

    Colette Harron William Pitt Sotheby's Int'l

    11 River Edge Rd, Old Saybrook, CT 06475
  • /39

    $2,600,000

    $200K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 5,234 Sq Ft

    88 Main St, Ivoryton, CT 06442

    Two hours from New York City. Two hours from Boston. A world away from both. Privacy is the ultimate luxury. This masterfully re-imagined 5,234 sq. ft. compound located in historic Ivoryton, a village within the town of Essex, sits behind newly established hedges on nearly two flat, manicured acres - completely turn-key, completely private. The grounds are designed for outdoor living. A 20 X 40

    Kirsten Adams William Pitt Sotheby's Int'l

    88 Main St, Ivoryton, CT 06442
  • /29

    $469,900

    • 2 Beds
    • 2 Baths
    • 1,252 Sq Ft

    46 Main St, Essex, CT 06426

    Discover the perfect blend of income potential and small-town charm with this centrally located two-unit property. Ideal for investors or owner-occupants seeking rental income, this well-maintained home offers flexibility and walkable convenience in the heart of Centerbrook. First Floor - Private entrance with direct access from the parking area. Freshly painted and flooded with natural light,

    Tracy Lenz William Pitt Sotheby's Int'l

    46 Main St, Essex, CT 06426
  • /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
  • /19

    $1,100,000

    • 8 Beds
    • 4 Baths
    • 5,176 Sq Ft

    0 Portland St, Middletown, CT 06457

    Exceptional Multi-Family Investment Opportunity in CT! Located in desirable Middletown, this unique property package offers two two-family homes-for a total of four income-producing units-along with a versatile 2,898 sq ft workshop and two additional vacant land parcels. Each residential building offers approximately 1,380 sq ft with new roofs, new windows, upgraded electrical, and modernized

    Jamie Smigel Carl Guild & Associates

    0 Portland St, Middletown, CT 06457

Showing Results 281 - 320, Page 8 of 11

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