74,967

Middlesex, CT Homes

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  • /19

    $449,900 Pre-Foreclosure

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

    52 Chalker Beach Rd, Old Saybrook, CT 06475

    This property is located in the private Chalker Beach community. This 3 Bedroom / 1.5 Bathroom house is a short walk from the white sandy Beaches and all the fun that comes with this Beach Community. Imagine all the unforgettable moments you'll create in this incredibly desirable location! Property is being sold As Is. Property Offered for the First 30 Days to prospective buyers making less than

    Agent Photo

    Patrick Farley

    Statewide Premier Prop. LLC

    (860) 718-4375

    52 Chalker Beach Rd, Old Saybrook, CT 06475
  • /18

    $2,200 per month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • House for Rent

    199 Prospect St, Middletown, CT 06457

    2nd floor unit of 1 family home with private entrance, close to downtown. Kitchen with all new stainless-steel appliances. All finished hardwood floors. Livingroom-Kitchen spans across the home. Bathroom and nice sized bedroom on 2nd floor, and larger sized 3rd floor bedroom. Driveway parking. All utilities included except internet. No smoking, no pets. Landlord will take care of property

    Agent Photo

    Eric Bergers

    William Raveis Real Estate

    (860) 362-2280

    199 Prospect St, Middletown, CT 06457
  • 8 Roberta Dr, Middletown, CT 06457

    $357,000 Sold Aug 01, 2025

    • 1,584 Sq Ft
    • $225/SF
    • 27 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1974

    8 Roberta Dr, Middletown, CT 06457

    Welcome to 8 Roberta Drive, where everything just feels right. This 3-bedroom split-level has a layout that works for real life. You walk into a bright, open space where the kitchen, dining, and living areas flow together, perfect for hosting friends or simply enjoying everyday life. Slide open the door and step onto the deck for morning coffee or evening unwinding. Upstairs, the primary bedroom

    Piotr Nowak Real Estate Dudes

    8 Roberta Dr, Middletown, CT 06457
  • /39

    $715,000 Under Contract

    • 5 Beds
    • 3 Baths
    • 2,347 Sq Ft

    11 Liberty St, Clinton, CT 06413

    Updated Historic Cape Just Off the Town Green - Legal Rental & Artist Studio This beautifully updated antique Cape is a rare blend of history, charm, and modern functionality, ideally located on 1.29 private acres just steps from the town green. Enjoy easy access to the town beach, shops, outlets, and restaurants, while coming home to a serene and versatile retreat. The main residence offers

    Agent Photo

    Cory Tyler

    Berkshire Hathaway NE Prop.

    (860) 792-3533

    11 Liberty St, Clinton, CT 06413
  • /40

    $3,200 per month

    • 3 Beds
    • 1.5 Baths
    • 1,784 Sq Ft
    • House for Rent

    50 Longwood Dr, Colchester, CT 06415

    Nestled in a peaceful wooded setting within the Lake Hayward community, this modern home offers the perfect escape with plenty of space to unwind. Located just a half-hour drive from Mohegan Sun and Mystic Seaport, the property is less than a mile from the lake, where you'll find three beautiful lakefront beaches, swimming areas, tennis and basketball courts, and a playground. Whether you're

    Agent Photo

    Joyce Covone

    Berkshire Hathaway NE Prop.

    (860) 852-6443

    50 Longwood Dr, Colchester, CT 06415
  • 5 Marian Ln, Clinton, CT 06413

    $500,000 Sold Aug 01, 2025

    • 1,840 Sq Ft
    • $272/SF
    • 55 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1981

    5 Marian Ln, Clinton, CT 06413

    Classic Colonial with 7 rooms, 3 bedrooms and 2 full bath 1 half bath. Primary suite with walk in closet and its own private bathroom. This Home features a level lot with only 9 other homes located on a cul-de-sac. Home needs some updating in the inside but ready for your finishing touches. Don't let this house get away. Family room opens up into the eat in kitchen with sliders leading you onto a

    Pamela Aldred Eagle Eye Realty PLLC

    5 Marian Ln, Clinton, CT 06413
  • /40

    $929,000

    • 4 Beds
    • 2 Baths
    • 2,249 Sq Ft

    86 Chalker Beach Rd, Old Saybrook, CT 06475

    Welcome to Year-Round Beach Living with Room to Spare! Welcome to 86 Chalker Beach Rd. Do you desire a year-round beach home with plenty of space? Look no further! Welcome to 86 Chalker Beach Rd-your gateway to coastal living in one of Old Saybrook's most vibrant beach communities. With nearly 2,300 square feet of living space, this rare find offers four spacious bedrooms and two full bathrooms,

    Agent Photo

    Jodi Serapilia

    William Raveis Real Estate

    (860) 809-5460

    86 Chalker Beach Rd, Old Saybrook, CT 06475
  • /22

    $6,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • House for Rent

    18 Belaire Manor, Old Saybrook, CT 06475

    Fantastic opportunity to spend the "off season" at the beach. Come and see this completelyRenovated to the hilt beachhouse. High ceilings, the finest of everything! This is a Academic Rental available from 9/1/25-5/31/26. It is not available for yearly rental. NOT Annual Rental. But for 9 Months come and enjoy the vistas of the Long Island sound. Put your toes in the sand every morning. This home

    Agent Photo

    Matt Diamond

    Houlihan Lawrence WD

    (860) 864-4132

    18 Belaire Manor, Old Saybrook, CT 06475
  • 137 Main St, Chester, CT 06412

    $610,000 Sold Aug 01, 2025

    • 1,570 Sq Ft
    • $389/SF
    • 15 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1915

    137 Main St, Chester, CT 06412

    VILLAGE OF CHESTER- Embrace the perfect blend of modern comfort and serene living in this beautifully upgraded home, nestled just moments from Chester's enchanting village center. With a newer roof and fresh paint both inside and out, this property offers a seamless move-in experience for the discerning buyer. The home's unique position, secluded without immediate neighbors and bordered by a park

    Teri Strain-Lewis William Pitt Sotheby's Int'l

    137 Main St, Chester, CT 06412
  • /38

    $404,900

    • 4 Beds
    • 2 Baths
    • 1,980 Sq Ft

    106 Lorraine Terrace, Middletown, CT 06457

    COMPLETELY RENOVATED WOODLAND OASIS IN SOUGHT-AFTER WESTFIELD! This stunning split-level home sits on a private 0.47-acre lot blending modern luxury with natural charm. Freshly painted inside and out with new architectural roof and high-efficiency central AC. The showstopping kitchen features white-shaker cabinetry, granite countertops, stainless appliances, and herringbone blue tile backsplash.

    Agent Photo

    Romanee Ives

    Cornerstone Homes Plus, Inc.

    (860) 750-9769

    106 Lorraine Terrace, Middletown, CT 06457
  • /29

    $2,100 per month

    • 2 Beds
    • 1 Bath
    • 1,104 Sq Ft
    • House for Rent

    19 Moodus Leesville Rd, Moodus, CT 06469

    Charming 2-bedroom single family home for rent in the peaceful town of East Haddam! Welcome to this beautifully updated 2-bedroom, 1-bath rental tucked away from the road in a quiet, private location. This home has been fully renovated with an updated kitchen, bathroom, and fresh paint throughout. Enjoy the convenience of a dedicated laundry room located on the main level. The spacious driveway

    Taylor Shurtleff

    Real Broker CT, LLC

    (860) 813-3755

    19 Moodus Leesville Rd, Moodus, CT 06469
  • 4 Davis Farm Rd, Clinton, CT 06413

    $505,000 Sold Aug 01, 2025

    • 1,808 Sq Ft
    • $279/SF
    • 71 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1995

    4 Davis Farm Rd, Clinton, CT 06413

    Discover the charm of this colonial-style home, perfectly positioned on a double cul-de-sac and boasting over 1 acre of land. Built in 1995 by Cornerstone Construction, this residence welcomes you with a spacious living room and formal dining area, both featuring ample space for hosting gatherings. The kitchen serves as the heart of the home, bridging the formal and casual living spaces with its

    Jules Gaughran - Etes William Pitt Sotheby's Int'l

    4 Davis Farm Rd, Clinton, CT 06413
  • /33

    $560,000

    • 3 Beds
    • 1.5 Baths
    • 1,176 Sq Ft

    5 Aladdin Ave, Old Saybrook, CT 06475

    GET YOUR SPOT AT THE BEACH! The perfect getaway, just a short walk from the Chalker Beach Sandy Shoreline. Ready for love, sun, swim, and enjoying all the fun-with no traffic and plenty of relaxation right outside this home. A spacious deck overlooks a beautiful backyard, ideal for entertaining family and friends. Rinse off the day in the outdoor shower. Chalker Beach offers an abundance of

    Agent Photo

    Matt Diamond

    Houlihan Lawrence WD

    (860) 590-4441

    5 Aladdin Ave, Old Saybrook, CT 06475
  • /10

    $1,650 per month

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

    238 Main St Unit 1, Durham, CT 06422

    Convenient 2-bedroom, 1-bath apartment located right on Main Street in the heart of Durham. An open-concept layout that seamlessly connects the kitchen and living room-perfect for entertaining or relaxing. Enjoy the added convenience of in-unit laundry and easy access to local shops and restaurants. Ideal for anyone looking to live in this vibrant community. No Pets, No Smoking

    Agent Photo

    Cory Tyler

    Berkshire Hathaway NE Prop.

    (860) 530-2752

    238 Main St Unit 1, Durham, CT 06422
  • /40

    $799,000 Pending

    • 3 Beds
    • 3 Baths
    • 3,353 Sq Ft

    19 Ridge Rd, East Haddam, CT 06423

    Creating a world where design evolves. This prestigious well thought ranch defines exemplary elegance, convenience, energy efficiency & quality. Every aspect of this 3 bedroom 3 bath 2018 build project was more than planned. This was a project that defines perfection as well as an inspiring way of living. An invitation upon entering the gracious front door with porch you will find an array of

    Jodi Miller Lisitano Eagle Eye Realty PLLC

    19 Ridge Rd, East Haddam, CT 06423
  • /40

    $649,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,515 Sq Ft

    46 Sonoma Ln, Middletown, CT 06457

    Welcome to carefree living in this spacious 3 bedroom, 2.5-bath home in a desirable 55+ community! Boasting over 2,500 sq ft of well-designed living space, this home offers comfort, convenience, and style. Built in 2006, it features a bright and open floor plan with a cozy fireplace in the living room, perfect for relaxing evenings. The primary suite is generously sized and includes a full bath,

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 864-5733

    46 Sonoma Ln, Middletown, CT 06457
  • /43

    $2,025 - $3,845 per month

    Springside Middletown

    1 - 3 Beds

    1100 Springside Ln, Middletown, CT 06457

    Striking Design, a Rich Campus, and Exciting Middletown - discover Springside Middletown, a brand-new apartment community that features a one-of-a-kind central amenity village, as well as a choice of multi-story rental townhomes and traditional single-level apartment homes.

    1100 Springside Ln, Middletown, CT 06457
  • 141 Longwood Dr, Colchester, CT 06415

    $327,000 Sold Aug 01, 2025

    • 1,080 Sq Ft
    • $303/SF
    • 40 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1954

    141 Longwood Dr, Colchester, CT 06415

    Enchanting year round ranch property at Lake Hayward at 141 Longwood Drive in East Haddam! 3 Bedrooms and 1 full bath. Enjoy the stunning lake views from the beautiful sunroom. Exquisite wooden walls throughout. Also, all new electric wiring throughout, and all new energy efficient windows. New roof as of 2019. Walk out basement with laundry and attached, heated garage. Access to 4 beaches,

    Geraldine McKeon Carbutti & Co., Realtors

    141 Longwood Dr, Colchester, CT 06415
  • /40

    $1,250,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 4,175 Sq Ft

    195 Injun Hollow Rd, East Hampton, CT 06424

    Investment Opportunity, Riverfront Oasis or Both! Earn income while building your dream home OR move in and make this your dream home! This property has so much to offer! It's not just a home, it's a lifestyle. Approx 500 feet of CT River frontage! 1192 Sq Ft additional lower level with full walk out. Zoning approval to subdivide a 3 acre buildable lot with several options for the split or keep

    Agent Photo

    Jodi Serapilia

    William Raveis Real Estate

    (860) 980-5017

    195 Injun Hollow Rd, East Hampton, CT 06424
  • /14

    $2,200 per month

    • 2 Beds
    • 2 Baths
    • 2,554 Sq Ft
    • Apartment for Rent

    10 Ford Dr, Old Saybrook, CT 06475

    YEAR ROUND RENTAL!! Totally remodeled second floor large apartment, with walk up finished attic, everything is NEW!!!! light and bright, new floors, freshly painted, 2 bedrooms 2 full baths, lots of parking, walk to main street, restaurants, shopping and more. credit check, security, references, no pets or smoking

    Cheryl Cook Re/Max Valley Shore

    10 Ford Dr, Old Saybrook, CT 06475
  • 9 Crown St, Middletown, CT 06457

    $272,500 Sold Jul 31, 2025

    • 907 Sq Ft
    • $300/SF
    • 29 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1914

    9 Crown St, Middletown, CT 06457

    Welcome to your charming new home! If you've been searching for a cozy, updated space this could be your crown jewel. Thoughtfully refreshed in 2022 the home blends character with modern updates and is ready for its next chapter. The main level offers an open layout where the living & dining areas flow seamlessly into the kitchen-perfect for everyday living & entertaining. The kitchen stands out

    Jamie Bell Berkshire Hathaway NE Prop.

    9 Crown St, Middletown, CT 06457
  • /3

    $509,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,884 Sq Ft

    0002-6 Edgewater Cir, East Hampton, CT 06424

    The Juniper Cottage beautifully crafted and stunning exterior make this such a unique home. Designed for today’s lifestyle with a first-floor master, a home office, and lots of windows that brings in natural lighting throughout this home. Greet your guest in the foyer that has a beautiful view of your formal dining room. The amazing flow has the kitchen and great room with vaulted ceiling open to

    Agent Photo

    Joyce Covone

    Berkshire Hathaway NE Prop.

    (860) 615-3809

    0002-6 Edgewater Cir, East Hampton, CT 06424
  • /63

    $2,161 - $3,234 per month

    The Landon of Cromwell

    1 - 2 Beds

    150 Country Squire Dr, Cromwell, CT 06416

    Welcome Home to The Landon of Cromwell!

    150 Country Squire Dr, Cromwell, CT 06416
  • 80 W Main St, Chester, CT 06412

    $795,000 Sold Jul 31, 2025

    • 2,389 Sq Ft
    • $333/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1835

    80 W Main St, Chester, CT 06412

    Nestled in the storybook town of Chester, Connecticut-renowned for its vibrant arts scene, scenic countryside, and charming village center-this one-of-a-kind historic home lovingly maintained by its current steward,offers a truly inspiring lifestyle. Set on lush, idyllic grounds framed by mature trees, gardens,&stone walls, the property exudes timeless New England beauty.A collection of

    Mary Jean Agostini RE/MAX Right Choice

    80 W Main St, Chester, CT 06412
  • /3

    $489,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,776 Sq Ft

    4 Watrous St, East Hampton, CT 06424

    The Magnolia Cottage with its grand columns, wood accents and a deep welcoming front porch has tons of character and a wonderful curb appeal. Inside is the elegant foyer that opens to the expansive great room with gas fireplace and plenty of windows to bring the outdoors in. A perfect room for entertaining your friends and family. The kitchen offers lots of cabinetry, a center island, and a

    Agent Photo

    Joyce Covone

    Berkshire Hathaway NE Prop.

    (860) 851-4295

    4 Watrous St, East Hampton, CT 06424
  • /7

    $2,950 per month

    • 5 Beds
    • 2.5 Baths
    • 2,370 Sq Ft
    • House for Rent

    37 Sols Point Rd, Clinton, CT 06413

    Enjoy the cooler months in this beautiful, open concept home nestled in the charming seaside community of Clinton, CT. This fully furnished, academic/ winter rental is a spacious home featuring 5 bedrooms and 2 full and one half baths. The 1st floor is great for gatherings or just sitting and relaxing. The 2nd floor has a cozy den/sitting area with amazing water views , 2 bedrooms and a full

    Colleen Richards Berkshire Hathaway NE Prop.

    37 Sols Point Rd, Clinton, CT 06413
  • 26 Margo Ct Unit 26, Cromwell, CT 06416

    $240,000 Sold Jul 31, 2025

    • 1,368 Sq Ft
    • $175/SF
    • 19 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1973

    26 Margo Ct Unit 26, Cromwell, CT 06416

    Live your best life in Cromwell Hills! This bright and spacious 2-bedroom, 1.5-bath townhouse-style condo is tucked away in a quiet, private corner of the community-your own peaceful retreat just minutes from everything. Move right in and enjoy the remodeled kitchen with sleek granite countertops, modern finishes, and a fabulous open-concept living/dining area that flows seamlessly to your

    Kara Pedersen Carl Guild & Associates

    26 Margo Ct Unit 26, Cromwell, CT 06416
  • /6

    $599,000 Coming Soon

    • 3 Beds
    • 3.5 Baths
    • 2,564 Sq Ft

    593 Route 148, Killingworth, CT 06419

    This home will not disappoint and is a pleasure to show!!! Charming Renovated Farmhouse on Nearly 5 Acres. A timeless classic reimagined with modern comforts, this beautifully renovated vintage farmhouse blends character and charm with thoughtful updates throughout. The stunning chef's kitchen features GE Cafe appliances, abundant cabinetry, a center island, and a delightful breakfast nook. A

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (860) 650-5323

    593 Route 148, Killingworth, CT 06419
  • /19

    $1,654 - $4,241 per month

    Middletown Brooke Apartments

    1 - 2 Beds

    100 Town Brooke, Middletown, CT 06457

    At Middletown Brook Apartment Homes, you'll be greeted by modern interiors and breathtaking views of the surrounding neighborhood. With high-end finishes and sophisticated design, your apartment is the perfect place to relax and unwind after a long day. Curl up on your cozy couch with a glass of wine or enjoy a romantic dinner for two in your spacious dining area. With a beautiful swimming pool

    100 Town Brooke, Middletown, CT 06457
  • 147 Julia Terrace, Middletown, CT 06457

    $235,000 Sold Jul 31, 2025

    • 1,636 Sq Ft
    • $144/SF
    • 57 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1987

    147 Julia Terrace, Middletown, CT 06457

    Welcome to 147 Julia Terrace, nestled in the charming Cedar Ridge Condominiums in the picturesque South Farms neighborhood of Middletown. This inviting home features a thoughtfully designed layout with 2 bedrooms and 1.5 baths, providing ample space for comfortable living. As you step inside, you'll appreciate the freshly painted first floor, which exudes a warm and welcoming ambiance. The unit

    Deborah Walden eXp Realty

    147 Julia Terrace, Middletown, CT 06457

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