75,045

Middlesex County, CT Homes

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  • 100 N Tower Hill Rd, Killingworth, CT 06419
    100 N Tower Hill Rd, Killingworth, CT 06419
    100 N Tower Hill Rd, Killingworth, CT 06419
    /19

    $465,000

    • 5 Beds
    • 2 Baths
    • 2,090 Sq Ft

    100 N Tower Hill Rd, Killingworth, CT 06419

    Escape to the country in peaceful Killingworth! Set on 3+ acres with a pool, pond, and horse-friendly zoning, this property offers privacy, nature, and endless potential. Enjoy a quiet setting across from a tree reserve. Recent updates include a new septic system, working well, newer roof sections, and solid furnace. Ideal for buyers ready to customize and create their dream home. Sold AS IS -

    Jason Saphire www.HomeZu.com

    100 N Tower Hill Rd, Killingworth, CT 06419
  • 10 W View Rd, Old Saybrook, CT 06475
    10 W View Rd, Old Saybrook, CT 06475
    10 W View Rd, Old Saybrook, CT 06475
    /39

    $3,200 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft
    • House for Rent

    10 W View Rd, Old Saybrook, CT 06475

    Beautiful Knollwood Beach winter rental available immediately through 5/31/26. Enjoy living one block from LIS with lovely walking path along the waterfront and association amenities like tennis, and a great park with playground and basketball court. Nicely decorated and never rented before. Lovely livingroom with fireplace , 3 bedrooms, one bathroom. Oversized one car garage ok for tenant

    Joel Lucas Coldwell Banker Realty

    10 W View Rd, Old Saybrook, CT 06475
  • 182 Summer St, Portland, CT 06480

    $280,000 Sold Oct 06, 2025

    • 1,314 Sq Ft
    • $213/SF
    • 24 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1987

    182 Summer St, Portland, CT 06480

    Here's an opportunity to "Come on Over" to Portland! Don't miss this move in ready condo 5 minutes off the Arrigoni Bridge with convenience to everything while tucked on a quiet residential street. Summer Meadow provides stress free outdoor maintenance for low fees allowing more time to relax at home. 2 bedrooms each feature full baths, the primary was fully renovated in 2023! Main level features

    Tracy Wagner Rockoff Realty

    182 Summer St, Portland, CT 06480
  • 2 Briar Ct, Cromwell, CT 06416
    2 Briar Ct, Cromwell, CT 06416
    2 Briar Ct, Cromwell, CT 06416
    /39

    $224,900

    • 2 Beds
    • 1.5 Baths
    • 1,365 Sq Ft

    2 Briar Ct, Cromwell, CT 06416

    Cromwell Hills Condo Complex welcomes you home to this 3-story end unit with hardwood floors throughout guiding you to 2 bedrooms & 1.5 bathrooms. Large living/dining room leads to a charming patio area and backyard ideal for outdoor relaxation and entertainment. Eat-in kitchen & half bath round off the first floor! 2nd floor hosts 2 bedrooms, with the primary featuring sliders to a private

    Gintare O'Shea Berkshire Hathaway NE Prop.

    2 Briar Ct, Cromwell, CT 06416
  • 151 Chapman Beach Rd, Westbrook, CT 06498
    151 Chapman Beach Rd, Westbrook, CT 06498
    151 Chapman Beach Rd, Westbrook, CT 06498
    /29

    $2,400 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft
    • House for Rent

    151 Chapman Beach Rd, Westbrook, CT 06498

    Live by the water & walk to your private beach! This Furnished Academic Rental is located in the Chapman Beach Association. Available from September 15, 2025 to May 15, 2026. A Charming 3 bedroom furnished home. The Primary bedroom has a queen size bed & the other 2 bedrooms have full size beds. The primary bedroom has a sitting area with water views. The first floor has an open floor plan

    Susan Clifford Coldwell Banker Realty

    151 Chapman Beach Rd, Westbrook, CT 06498
  • 143 Petticoat Ln, East Haddam, CT 06423

    $565,000 Sold Oct 06, 2025

    • 2,887 Sq Ft
    • $196/SF
    • 126 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1991

    143 Petticoat Ln, East Haddam, CT 06423

    Escape to this private contemporary home, nestled on nearly 14 acres of serene, wooded landscape. Step into the heart of the home with an eat-in kitchen with spacious dining area and cozy fireplace. The sunken living room invites you to relax, featuring abundance of built-ins; woodburning stove; all surrounded by wall of windows, sunroom, and access to wrap around deck that leads to stone patio

    Dee Hasuly KW Legacy Partners

    143 Petticoat Ln, East Haddam, CT 06423
  • 16 N Main St, Essex, CT 06426
    16 N Main St, Essex, CT 06426
    16 N Main St, Essex, CT 06426
    /38

    $669,000

    • 2 Beds
    • 2 Baths
    • 1,076 Sq Ft

    16 N Main St, Essex, CT 06426

    Nestled in the heart of historic Essex Village, this charming 2-bedroom, 2-bath Carriage House offers 1,076 sq. ft. of thoughtfully designed living space that perfectly blends historic charm with modern comfort. Just a short stroll from the Connecticut River, local marinas, museums, boutique shops, fine dining, and the iconic Griswold Inn, this home embodies the quintessential Essex lifestyle.

    Alice Trautman William Raveis Real Estate

    16 N Main St, Essex, CT 06426
  • 57 Mohican Rd, Westbrook, CT 06498
    57 Mohican Rd, Westbrook, CT 06498
    57 Mohican Rd, Westbrook, CT 06498
    /15

    $3,900 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,996 Sq Ft
    • House for Rent

    57 Mohican Rd, Westbrook, CT 06498

    This is an academic rent available August 5 through May 15, 2026. In the Grove Beach Point association, this year around oasis is slightly elevated to provide stunning 180 degree views of Long Island sound. With recent whole house renovations, this home is comfortable and gorgeous inside and out. Come the ocean views and sandy beaches.

    Bonnie Fillion Berkshire Hathaway NE Prop.

    57 Mohican Rd, Westbrook, CT 06498
  • 23 Portland St, Middletown, CT 06457

    $320,000 Sold Oct 06, 2025

    • 2,622 Sq Ft
    • $122/SF
    • 173 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1900

    23 Portland St, Middletown, CT 06457

    This is a fantastic, possible owner-occupied investment opportunity! This spacious 3 family house with back yard is available now, in heart of downtown Middletown. The 2nd and 3rd floors are already rented, providing immediate income. The 2nd-floor kitchen has been recently renovated with updated counters and cabinets. Each unit has separate electrical panels, boilers, and water heaters, all of

    Sacha Armstrong William Pitt Sotheby's International Realty

    23 Portland St, Middletown, CT 06457
  • 100 Mccormick Ln, Middletown, CT 06457
    100 Mccormick Ln, Middletown, CT 06457
    100 Mccormick Ln, Middletown, CT 06457
    /20

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,955 Sq Ft

    100 Mccormick Ln, Middletown, CT 06457

    Charming Updated Cape in a Walkable Neighborhood! Come view this beautifully updated Cape Cod-style home located in a desirable neighborhood that encourages walking and community connection. This home has had a complete makeover, including a brand-new roof, new paver walk way, new flooring, updated bathrooms & new kitchen. Step inside and fall in love with the bright white kitchen, the perfect

    Linda O'Hara William Raveis Real Estate

    100 Mccormick Ln, Middletown, CT 06457
  • 170 Shore Rd, Clinton, CT 06413
    170 Shore Rd, Clinton, CT 06413
    170 Shore Rd, Clinton, CT 06413
    /20

    $2,950 total monthly price

    • 2 Beds
    • 1 Bath
    • 944 Sq Ft
    • House for Rent

    170 Shore Rd, Clinton, CT 06413

    Enjoy Grove Beach!! this meticulous 2 bedroom ranch with large living room with fireplace. Fresh remodeled kitchen, hardwood floors and an additional room which can be used as a sunroom, office, etc. Each day starts with watching the sunrise as you walk the beach and sit and relax at the end of your day watching the sunset. Conveniently located near shopping, restaurants and so many more

    Tony Vitti Colonial Properties Inc

    170 Shore Rd, Clinton, CT 06413
  • 38 Hamlet Manor, Durham, CT 06422

    $310,000 Sold Oct 04, 2025

    • 890 Sq Ft
    • $348/SF
    • 50 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 2001

    38 Hamlet Manor, Durham, CT 06422

    Tucked away at the end of a peaceful cul-de-sac in Hamlet Manor, this charming over-55 condo offers a lifestyle of ease, simplicity, and connection. Thoughtfully designed with just the right amount of space, the open floor plan features freshly refinished hardwood floors throughout, bringing warmth and style to every room. Enjoy a sunny living room, flexible dining area (or home office, craft

    Debbie Huscher Real Broker CT, LLC

    38 Hamlet Manor, Durham, CT 06422
  • 50 & 61 Grove Way, Clinton, CT 06413
    50 & 61 Grove Way, Clinton, CT 06413
    50 & 61 Grove Way, Clinton, CT 06413
    /39

    $2,500,000

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

    50 & 61 Grove Way, Clinton, CT 06413

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

    Katie Westrin William Raveis Real Estate

    50 & 61 Grove Way, Clinton, CT 06413
  • 654 High St, Middletown, CT 06457
    654 High St, Middletown, CT 06457
    654 High St, Middletown, CT 06457
    /15

    $1,600 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,144 Sq Ft
    • Apartment for Rent

    654 High St, Middletown, CT 06457

    654 High Street has two separate rentals available, one on 2nd Floor & 3rd Floor. 2 Bedrooms with closets separated by 1 Full Bathroom. Living and Dining Room with hardwood floors. Kitchen with Washer/Dryer in unit. Balcony off front and rear of unit. Make this your home today!

    Gregory Morse Berkshire Hathaway NE Prop.

    654 High St, Middletown, CT 06457
  • 46 Kelsey St, Middletown, CT 06457

    $335,000 Sold Oct 03, 2025

    • 1,210 Sq Ft
    • $277/SF
    • 23 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1962

    46 Kelsey St, Middletown, CT 06457

    A nature lover's paradise, this charming Cape is nestled on a quiet back road and surrounded by native plantings, mature trees, and seasonal blooms. The first floor features hardwoods, two bedrooms, and a full bathroom with vintage tile complete with original laundry chute. The cozy kitchen with painted cabinetry adds to the home's cottage charm and opens to a bright sun porch overlooking the

    Carly Luciér Our Home Realty Advisors

    46 Kelsey St, Middletown, CT 06457
  • 59 Old Post Rd Unit AR1, Clinton, CT 06413
    59 Old Post Rd Unit AR1, Clinton, CT 06413
    59 Old Post Rd Unit AR1, Clinton, CT 06413
    /14

    $249,900

    • 1 Bed
    • 1.5 Baths
    • 855 Sq Ft

    59 Old Post Rd Unit AR1, Clinton, CT 06413

    RARE, REMODELED END UNIT IN DESIRABLE VICTORIA MANOR CONDOMINIUMS !!! New Wall to Wall carpeting, New Hickory Hardwood floors in galley Kitchen and hall, New SS Appliances, Both baths remodeled, tile floors, new vanities, Chevron Design Kitchen countertops, freshly painted, between the glass Blinds and Shades, skylights, added walk in closet in PBR. Large lower level for storage. Private complex

    Gary Damato Press/Cuozzo Realtors

    59 Old Post Rd Unit AR1, Clinton, CT 06413
  • 5 Knollwood Dr, Old Saybrook, CT 06475
    5 Knollwood Dr, Old Saybrook, CT 06475
    5 Knollwood Dr, Old Saybrook, CT 06475
    /9

    $4,400 total monthly price

    • 3 Beds
    • 2.5 Baths
    • 1,732 Sq Ft
    • House for Rent

    5 Knollwood Dr, Old Saybrook, CT 06475

    Waterviews. Recently renovated year-round Cottage in Knollwood Beach Association 2 doors down from the waterfront. Incredible views of Long Island Sound. You will love the large covered porch and the designer white kitchen. Beautiful open flow on first floor with large dining area and gas fireplace in living-room. Home has 3 Bedrooms and 2.1 bathrooms. Nice back yard with outdoor shower. Tenant

    Joel Lucas Coldwell Banker Realty

    5 Knollwood Dr, Old Saybrook, CT 06475
  • 113 Carriage Crossing Ln Unit 113, Middletown, CT 06457

    $246,000 Sold Oct 03, 2025

    • 950 Sq Ft
    • $259/SF
    • 29 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    113 Carriage Crossing Ln Unit 113, Middletown, CT 06457

    Welcome to 113 Carriage Crossing Lane, a beautifully maintained 2-bedroom, 2-bath first-floor condo with 950 square feet of living space. The home features cathedral ceilings, brand new luxury vinyl plank flooring throughout, brand new front door and storm door and more, giving it a bright and updated look. The living room includes a cozy fireplace and flows into the kitchen with granite

    Allan Smith Berkshire Hathaway NE Prop.

    113 Carriage Crossing Ln Unit 113, Middletown, CT 06457
  • 100 Dudley Ave Unit D20, Old Saybrook, CT 06475
    100 Dudley Ave Unit D20, Old Saybrook, CT 06475
    100 Dudley Ave Unit D20, Old Saybrook, CT 06475
    /38

    $735,000

    • 2 Beds
    • 2.5 Baths
    • 2,310 Sq Ft

    100 Dudley Ave Unit D20, Old Saybrook, CT 06475

    Impeccably Renovated Waterfront Condominium in Coveted Sheltered Cove! Welcome to this beautifully renovated, turn-key condominium in the highly sought-after Sheltered Cove community of Old Saybrook. Every detail has been thoughtfully updated, blending modern comfort with timeless coastal charm. Step into a bright, open-concept kitchen featuring sleek stainless steel appliances, abundant

    Susie Kelly Coldwell Banker Realty

    100 Dudley Ave Unit D20, Old Saybrook, CT 06475
  • 85 Waterside Ln Unit 85, Clinton, CT 06413
    85 Waterside Ln Unit 85, Clinton, CT 06413
    85 Waterside Ln Unit 85, Clinton, CT 06413
    /32

    $4,500 total monthly price

    • 3 Beds
    • 3 Baths
    • 1,805 Sq Ft
    • House for Rent

    85 Waterside Ln Unit 85, Clinton, CT 06413

    Charming 1793 Antique Colonial Direct Waterfront with Private Dock. Welcome to your escape on 85 Waterside Lane! Enjoy direct waterfront access on the Hammock River or stroll across the historic Waterside Lane Bridge to the Clinton Town Beach. Available for the academic year. This fully equipped antique waterfront with private dock, offers all the modern amenities. Decorated in a charming,

    Claire Kilmer Coldwell Banker Realty

    85 Waterside Ln Unit 85, Clinton, CT 06413
  • 2 Olde Flatbrook Rd, East Hampton, CT 06424

    $500,000 Sold Oct 03, 2025

    • 2,044 Sq Ft
    • $245/SF
    • 29 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1986

    2 Olde Flatbrook Rd, East Hampton, CT 06424

    Welcome to this stunning home set on a sprawling corner lot, where traditional charm meets modern comfort. From the moment you arrive, you'll appreciate the inviting curb appeal, two-car garage, and the covered brick breezeway that provides convenient access to both the back and side yards. Inside, the heart of the home shines with an updated kitchen and a beautiful double-sided fireplace

    Carl Guild Carl Guild & Associates

    2 Olde Flatbrook Rd, East Hampton, CT 06424
  • 257 Pond Meadow Rd, Westbrook, CT 06498
    257 Pond Meadow Rd, Westbrook, CT 06498
    257 Pond Meadow Rd, Westbrook, CT 06498
    /22

    $464,900

    • 2 Beds
    • 1 Bath
    • 1,784 Sq Ft

    257 Pond Meadow Rd, Westbrook, CT 06498

    Embrace the art of modern coastal living on this picturesque 0.55-acre equestrian lot, ideally located just 1.5 miles from the shoreline. This completely rebuilt 2-bedroom, 1-bath residence blends refined craftsmanship with elegant design, offering a tranquil retreat where style meets comfort. From the moment you arrive, you'll appreciate the meticulous attention to detail-every inch of this home

    Jack Pragosa Agnelli Real Estate

    257 Pond Meadow Rd, Westbrook, CT 06498
  • 92 Grove Beach Rd S, Westbrook, CT 06498
    92 Grove Beach Rd S, Westbrook, CT 06498
    92 Grove Beach Rd S, Westbrook, CT 06498
    /29

    $2,700 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,318 Sq Ft
    • House for Rent

    92 Grove Beach Rd S, Westbrook, CT 06498

    ACADEMIC RENTAL - Recently renovated this 3 bedroom, 1.5 bathroom, located in a shoreline community, with amazing ocean views. Just a short walk to a private. Home has additional space in basement with a half bath. The yard has 2 patios, an electric awning, outdoor kitchen (runs on propane), private changing/wash area & storage shed off patio.

    Jay Cusack Executive Real Estate Inc.

    92 Grove Beach Rd S, Westbrook, CT 06498
  • 4 Chartier Ave, Old Saybrook, CT 06475

    $675,000 Sold Oct 03, 2025

    • 1,920 Sq Ft
    • $352/SF
    • 1 Day On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1957

    4 Chartier Ave, Old Saybrook, CT 06475

    Nestled in the Saybrook Manor Cove beach community, this classic 3-bedroom colonial has a long history and has deeded beach rights to the Saybrook Manor Cove Beach. The original year-round ranch style house was built in 1957 and owned by one family all this time. In 1986, the house was taken down to the studs and all rebuilt as a colonial style home. There's hardwood flooring in the traditional

    Joanne Breen ERA Hart Sargis-Breen

    4 Chartier Ave, Old Saybrook, CT 06475
  • 160 Boston Rd, Middletown, CT 06457
    160 Boston Rd, Middletown, CT 06457
    160 Boston Rd, Middletown, CT 06457
    /32

    $374,900

    • 3 Beds
    • 2 Baths
    • 2,052 Sq Ft

    160 Boston Rd, Middletown, CT 06457

    Step into timeless New England charm with this beautifully updated historic colonial farmhouse that perfectly blends classic character with modern comfort. Every corner of this home reflects care and craftsmanship, with thoughtful improvements that make it both beautiful and reliable for years to come. The property features a freshly updated exterior, structural enhancements, a newer roof (2024

    Emily Braman Berkshire Hathaway NE Prop.

    160 Boston Rd, Middletown, CT 06457
  • 9 Red Bird Trail, Old Saybrook, CT 06475
    9 Red Bird Trail, Old Saybrook, CT 06475
    9 Red Bird Trail, Old Saybrook, CT 06475
    /18

    $2,400 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft
    • House for Rent

    9 Red Bird Trail, Old Saybrook, CT 06475

    ACADEMIC RENT (mid Sept to mid May) 3 BR Colonial with Sun Room is located in the beautiful Indian Town Association with views of LIS and harbor. Bright and spacious rooms. This location is perfect for walking, biking or strolling along the beach. Conveniently located to I95, Train Station, Shopping and The Kate. Sorry NO pets or smokers allowed

    Sandy Orsie Berkshire Hathaway NE Prop.

    9 Red Bird Trail, Old Saybrook, CT 06475
  • 139 Skyview Dr Unit 139, Cromwell, CT 06416

    $310,000 Sold Oct 03, 2025

    • 1,960 Sq Ft
    • $158/SF
    • 1 Day On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1984

    139 Skyview Dr Unit 139, Cromwell, CT 06416

    Welcome home to this beautifully maintained end unit condo located in the desirable Skyview complex.As you enter you are greeted with a sunlit filled kitchen from the bay window which is perfect for growing your plants and herbs.Get ready to prepare meals in this spacious kitchen with granite countertops which also provides plenty of counterspace for appliances and a coffee bar area.Looking for

    Jamila Caceres Ranno Your Home Realty

    139 Skyview Dr Unit 139, Cromwell, CT 06416
  • 11 Trolley Crossing, Old Saybrook, CT 06475
    11 Trolley Crossing, Old Saybrook, CT 06475
    11 Trolley Crossing, Old Saybrook, CT 06475
    /39

    $1,190,000

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

    11 Trolley Crossing, Old Saybrook, CT 06475

    Discover the best of Connecticut shoreline living at 11 Trolley Crossing in Old Saybrook-a private 3+ acre compound blending classic Colonial architecture with modern luxury. Designed for those who value space, comfort, and connection, this 3,600 sq ft residence invites you to experience an exceptional lifestyle surrounded by nature and minutes from the coast. A covered front porch opens to

    Jennifer Gurnell William Raveis Real Estate

    11 Trolley Crossing, Old Saybrook, CT 06475
  • 29 W Shore Dr, Old Saybrook, CT 06475
    29 W Shore Dr, Old Saybrook, CT 06475
    29 W Shore Dr, Old Saybrook, CT 06475
    /12

    $6,000 total monthly price

    • 4 Beds
    • 2 Baths
    • 2,510 Sq Ft
    • House for Rent

    29 W Shore Dr, Old Saybrook, CT 06475

    Welcome to 29 W.Shore Dr. Old Saybrook,CT. A direct waterfront single family home retreat in the Cornfield Point Association, is now available for academic term to begin Oct 1 - April 30 offering fully furnished 4 bedrooms, 3 baths, Fireplace, laundry on main level, 1 car garage, oversize waterfront lot and much more. Great opportunity for the short term rental, who enjoys water views with

    David Rodriguez William Pitt Sotheby's Int'l

    29 W Shore Dr, Old Saybrook, CT 06475
  • 1 Brooke Hill Rd, East Haddam, CT 06423

    $515,000 Sold Oct 03, 2025

    • 1,872 Sq Ft
    • $275/SF
    • 22 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1997

    1 Brooke Hill Rd, East Haddam, CT 06423

    Welcome to this lovely and tastefully updated Colonial set on 2.22 private acres, just minutes from town, the historic Gelston House, and the renowned Goodspeed Opera House. Perfect for both everyday living and entertaining, this home features an in-ground pool with fenced yard, patio surround, and beautifully landscaped grounds. Inside, the main level boasts crown molding, hardwood floors, and a

    Angela Ruel Berkshire Hathaway NE Prop.

    1 Brooke Hill Rd, East Haddam, CT 06423

Showing Results 641 - 680, Page 17 of 18

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