74,708

Middlesex, CT Homes

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  • 43 N Main St, Chester, CT 06412
    43 N Main St, Chester, CT 06412
    43 N Main St, Chester, CT 06412
    /39

    $784,900

    • 3 Beds
    • 1.5 Baths
    • 1,538 Sq Ft

    43 N Main St, Chester, CT 06412

    Calling all artists, authors, creatives. This is the perfect space to create, dream, let your imagination bloom. Surrounded by Chester Creek and across the street from a beautiful waterfall sits 43 North Main Street Chester. Beautiful farm porch, detached two car garage, the "glass house" at the edge of Chester Creek to relax and watch nature. 3 bedrooms, 1 1/2 baths, beautiful propane fireplace,

    Susan Malan William Pitt Sotheby's Int'l

    43 N Main St, Chester, CT 06412
  • 696 Main St Unit B1, Middletown, CT 06457
    696 Main St Unit B1, Middletown, CT 06457
    696 Main St Unit B1, Middletown, CT 06457
    /13

    $1,100 per month

    • 1 Bath
    • 300 Sq Ft
    • Apartment for Rent

    696 Main St Unit B1, Middletown, CT 06457

    Be part of the vibrant downtown Middletown community! Located above the bakery putting out the best cupcakes in the state and just a few feet from some of Middletown's most well known restaurants and gathering spots, this 2nd floor, studio apartment has heat, electric and hot water included in your monthly rental amount. There is new laminate flooring throughout, large closets as well as coin

    Scott Nardozzi Cavanaugh & Company LLC

    696 Main St Unit B1, Middletown, CT 06457
  • 49 Atlantic Dr, Old Saybrook, CT 06475
    49 Atlantic Dr, Old Saybrook, CT 06475
    49 Atlantic Dr, Old Saybrook, CT 06475
    /16

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,640 Sq Ft

    49 Atlantic Dr, Old Saybrook, CT 06475

    Don't miss this incredible opportunity to enjoy coastal living in the sought-after Knollwood Beach community! This spacious, one-owner ranch sits on a double lot (0.25 acre) and offers fantastic potential for those looking to remodel and make it their own. Featuring an open-concept kitchen and dining area, a spacious living room with built-ins and a see-through gas fireplace, and a large

    Joel Lucas Coldwell Banker Realty

    49 Atlantic Dr, Old Saybrook, CT 06475
  • 22 In Town Terrace Unit 22, Middletown, CT 06457
    22 In Town Terrace Unit 22, Middletown, CT 06457
    22 In Town Terrace Unit 22, Middletown, CT 06457
    /35

    $315,000

    • 3 Beds
    • 2.5 Baths
    • 2,048 Sq Ft

    22 In Town Terrace Unit 22, Middletown, CT 06457

    Welcome to The Pines at Indian Woods, unit 22-a beautifully appointed, contemporary 3 bedroom, 2.5 bathroom residence nestled in the vibrant heart of Middletown, CT. This meticulously maintained home spans approximately 1388 square feet and effortlessly blends modern elegance with everyday comfort. As you step inside, you'll be greeted by a bright, airy interior with plenty of natural light. The

    Agota Perry-Hill William Raveis Real Estate

    22 In Town Terrace Unit 22, Middletown, CT 06457
  • 99 Lynde St, Old Saybrook, CT 06475
    99 Lynde St, Old Saybrook, CT 06475
    99 Lynde St, Old Saybrook, CT 06475
    /35

    $3,265 - $3,500 per month

    Hanford Commons

    2 Beds

    99 Lynde St, Old Saybrook, CT 06475

    Welcome to Hanford Commons – The Definition of LuxuryDiscover modern living at its finest with our brand-new apartments in the picturesque town of Old Saybrook. Hanford Commons perfectly blends style, convenience, and comfort, offering you a home that exceeds expectations. Each thoughtfully designed unit features stainless steel appliances, an in-unit washer and dryer, central heating and

    99 Lynde St, Old Saybrook, CT 06475
  • 168 Carriage Crossing Ln Unit 168, Middletown, CT 06457

    $235,000 Sold Apr 24, 2025

    • 950 Sq Ft
    • $247/SF
    • 3 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1988

    168 Carriage Crossing Ln Unit 168, Middletown, CT 06457

    Welcome to this freshly painted, move-in ready first-floor condo, offering the perfect blend of comfort and convenience! Featuring two spacious en-suite bedrooms with attached full bathrooms, this home is designed for privacy and ease. Enjoy brand-new flooring throughout, a centrally located in-unit laundry area, and an open layout that maximizes space and natural light. Located just steps

    Akenmisire Musa The Agency

    168 Carriage Crossing Ln Unit 168, Middletown, CT 06457
  • 112 Bartman Rd, Higganum, CT 06441
    112 Bartman Rd, Higganum, CT 06441
    112 Bartman Rd, Higganum, CT 06441
    /40

    $640,000

    • 4 Beds
    • 2.5 Baths
    • 2,544 Sq Ft

    112 Bartman Rd, Higganum, CT 06441

    Enjoy your new home in the tranquility of Haddam. This charming colonial nestled in the quiet woods of Haddam features 4 bedrooms and 2.5 baths. Sitting on 1.4 acres, the well maintained yard includes a generous display of rosebushes. Your first level includes a separate sitting room and living room fireplace. The spacious main bedroom provides a walk-in closet and sizable bath. The open floor

    Ava Crayton Century 21 AllPoints Realty

    112 Bartman Rd, Higganum, CT 06441
  • 346 S Main St Unit 2, Middletown, CT 06457
    346 S Main St Unit 2, Middletown, CT 06457
    346 S Main St Unit 2, Middletown, CT 06457
    /26

    $1,400 per month

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    346 S Main St Unit 2, Middletown, CT 06457

    This charming 2nd floor 2-bedroom apartment offers a perfect retreat with its fully remodeled kitchen and bathroom. Nestled in a quiet area yet conveniently close to shopping and dining, it's the best of both worlds. Off street parking is just steps away, and the building features secure access with an intercom system. For added convenience, coin-operated laundry is available on the premises.

    James Foley William Raveis Real Estate

    346 S Main St Unit 2, Middletown, CT 06457
  • 64 Chapman Ave, Westbrook, CT 06498

    $865,000 Sold Apr 24, 2025

    • 1,596 Sq Ft
    • $542/SF
    • 41 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2000

    64 Chapman Ave, Westbrook, CT 06498

    Welcome to 64 Chapman Ave, a beautiful 3-4 bed, 2 bath colonial nestled in the coveted Chapman Beach shoreline community. Just steps from the water's edge and a gorgeous sandy beach, this home perfectly blends classic charm with modern updates, offering a tranquil coastal retreat. Built in 2000, this home retains a timeless coastal charm while offering all the modern amenities. The moment you

    Michael Truong eXp Realty

    64 Chapman Ave, Westbrook, CT 06498
  • 69 Essex Rd, Old Saybrook, CT 06475
    69 Essex Rd, Old Saybrook, CT 06475
    69 Essex Rd, Old Saybrook, CT 06475
    /36

    $550,000 Open Sun 11AM - 3PM

    • 4 Beds
    • 2 Baths
    • 2,112 Sq Ft

    69 Essex Rd, Old Saybrook, CT 06475

    ***OFFERING A $5000 closing cost credit to buyers!!! Welcome to this spacious Cape-style home offering over 2,000 sq ft of living space, nestled in the desirable Ferry Point neighborhood. Just steps from a 10' right of way to the Connecticut River, this home is perfect for those who love the water and the outdoors. Inside, you'll find beautiful hardwood floors, a first-floor bedroom and full bath

    Brittany O'Hara William Raveis Real Estate

    69 Essex Rd, Old Saybrook, CT 06475
  • 5 West Rd, Clinton, CT 06413
    5 West Rd, Clinton, CT 06413
    5 West Rd, Clinton, CT 06413
    /15

    $5,000 per month

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

    5 West Rd, Clinton, CT 06413

    Fun Seasonal Cottage Rental on the water in Clinton, CT Sandy beaches, state parks, and lots of adventures await you on the Clinton waterfront. 2 Bedroom, 1 bath cottage available May 1 – October 31. The house is fully furnished. You can launch owner provided kayaks right off the back yard onto the water, stroll 2 doors down to the community beach and grill your steaks while you watch

    5 West Rd, Clinton, CT 06413
  • 14 Willard Avenue Extension, Old Saybrook, CT 06475

    $1,300,000 Sold Apr 24, 2025

    • 2,742 Sq Ft
    • $474/SF
    • 0 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2006

    14 Willard Avenue Extension, Old Saybrook, CT 06475

    Discover your dream home in North Cove! This stunning Colonial-style home, built in 2006, is in pristine condition and offers a perfect blend of comfort and elegance. The beautifully landscaped backyard features a gorgeous heated salt water in-ground pool, creating a private oasis for relaxation and entertaining. A sun-filled enclosed sunroom provides a serene space to enjoy the view year-round.

    Joel Lucas Coldwell Banker Realty

    14 Willard Avenue Extension, Old Saybrook, CT 06475
  • 29 Bushy Hill Rd, Ivoryton, CT 06442
    29 Bushy Hill Rd, Ivoryton, CT 06442
    29 Bushy Hill Rd, Ivoryton, CT 06442
    /37

    $650,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,805 Sq Ft

    29 Bushy Hill Rd, Ivoryton, CT 06442

    Nestled in the scenic woods of Ivoryton, this architecturally striking home blends elegance, comfort, and privacy on nearly 2 acres of serene Connecticut countryside. Welcome to 29 Bushy Hill Road-a truly distinctive property with a bold design, modern flair, and natural beauty at every turn. From the dramatic turret-style entry to the soaring ceilings and open sightlines, this 4-bedroom,

    Erin McNamara RE/MAX on the Bay

    29 Bushy Hill Rd, Ivoryton, CT 06442
  • 831 Long Hill Rd Unit B, Middletown, CT 06457
    831 Long Hill Rd Unit B, Middletown, CT 06457
    831 Long Hill Rd Unit B, Middletown, CT 06457
    /36

    $2,800 per month

    • 2 Beds
    • 2.5 Baths
    • 1,294 Sq Ft
    • Townhouse for Rent

    831 Long Hill Rd Unit B, Middletown, CT 06457

    Welcome to this Fabulous updated condo! All fresh paint and new flooring throughout the entire unit! Great space with loads of storage space and closets Living dining room combination with firesplace and sliders to a fantastic deck that looks outat nature. A great place to relax and unwind. Half bath on the main floor. 2 bedrooms, more closets, laundry with brand new appliances and TWO full baths

    Michelle Pirruccio William Raveis Real Estate

    831 Long Hill Rd Unit B, Middletown, CT 06457
  • 92 Main St Unit 218, Deep River, CT 06417

    $269,900 Sold Apr 24, 2025

    • 1,064 Sq Ft
    • $254/SF
    • 38 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1985

    92 Main St Unit 218, Deep River, CT 06417

    Stylish & Updated Townhouse Condo in the Historic Piano Works! Step into a perfect blend of history and modern living with this stunning townhouse condo in the The Piano Works - a former 1880s piano factory turned stylish residences. Inside, you'll love the loft-style aesthetic, featuring exposed brick, industrial metal ductwork, hand-hewn beams, and dramatic arched windows that flood the space

    Elizabeth Watson Highman RE/MAX Legends

    92 Main St Unit 218, Deep River, CT 06417
  • 36 Mcgrath Dr, Middletown, CT 06457
    36 Mcgrath Dr, Middletown, CT 06457
    36 Mcgrath Dr, Middletown, CT 06457
    /40

    $580,000

    • 4 Beds
    • 3.5 Baths
    • 3,756 Sq Ft

    36 Mcgrath Dr, Middletown, CT 06457

    Welcome to your dream home! This spacious Colonial offers the perfect blend of comfort, style, and convenience. Inside, you'll find a thoughtfully designed layout ideal for both entertaining and everyday living. The main floor features a bright, eat-in kitchen, a formal dining room for special occasions, a cozy living room, a welcoming family room, and a private office - all complemented by a

    Tom Derick Executive Real Estate Inc.

    36 Mcgrath Dr, Middletown, CT 06457
  • 65 Church St, Middletown, CT 06457
    65 Church St, Middletown, CT 06457
    65 Church St, Middletown, CT 06457
    /11

    $25 - $1,893 per month

    South Green Apartments

    1-2 Beds

    65 Church St, Middletown, CT 06457

    Project-based Section 8 Housing for Elderly/Persons with Disability. Rent is based on adjusted monthly income.

    65 Church St, Middletown, CT 06457
  • 93 Salem Rd, Colchester, CT 06415

    $585,000 Sold Apr 24, 2025

    • 2,129 Sq Ft
    • $275/SF
    • 37 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2004

    93 Salem Rd, Colchester, CT 06415

    Enjoy 4.56 private acres in this Custom-Built 4-bed, 2.2-bath Cape with the perfect blend of tranquility and convenience! Lovingly maintained by its original owners since 2004, this home features 2,129 sq ft of thoughtfully designed space. The main level boasts a spacious kitchen with ample cabinetry, countertop space, a brand new gas cooktop, brand new refrigerator, and wall oven and microwave -

    Olivia Crable Berkshire Hathaway NE Prop.

    93 Salem Rd, Colchester, CT 06415
  • 5 Hammock Pkwy, Clinton, CT 06413
    5 Hammock Pkwy, Clinton, CT 06413
    5 Hammock Pkwy, Clinton, CT 06413
    /30

    $625,000

    • 3 Beds
    • 2 Baths
    • 1,166 Sq Ft

    5 Hammock Pkwy, Clinton, CT 06413

    Welcome to #5 Hammock Parkway ~ This is a Classic Beach House that has been tastefully Remodeled and Renovated for you to Enjoy for Years to Come ~ Sandy Association Beach is just a Short Stroll down the Street ~ Fenced-In Rear Yard with Firepit & Storage Shed for Beach Gear ~ Kitchen was Completely Re-Built 6 Years ago with Kraft Maid / Soft Close Cabinets, Granite Counters & All new Appliances

    Tom Clancy William Pitt Sotheby's Int'l

    5 Hammock Pkwy, Clinton, CT 06413
  • 76 Obed Heights, Old Saybrook, CT 06475
    76 Obed Heights, Old Saybrook, CT 06475
    76 Obed Heights, Old Saybrook, CT 06475
    /40

    $3,500 per month

    • 3 Beds
    • 2.5 Baths
    • 2,568 Sq Ft
    • House for Rent

    76 Obed Heights, Old Saybrook, CT 06475

    For Rent with year's lease ... located in the lovely seaside town of Old Saybrook, follow quiet country road to this charming 3 bedroom colonial set on a picturesque 1.55 ac lot not far from two town beaches, amazing restaurants, small local shops, breweries, The Kate Theater along with close commuter roads and train station. This home offers a very popular floor plan --- front-to-back living

    Lisa Genovali REMAX Valley Shore

    76 Obed Heights, Old Saybrook, CT 06475
  • 19 Book Hill Rd, Essex, CT 06426

    $700,000 Sold Apr 23, 2025

    • 1,790 Sq Ft
    • $391/SF
    • 4 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1977

    19 Book Hill Rd, Essex, CT 06426

    A truly lovely home in a sought-after Essex location. Private, peaceful and less than 1.5 miles to everything Essex Village - shops, restaurants, galleries, marinas, yacht clubs and more. The home is set on 1.07 acres and consists of 4 bedrooms, 1 1/2 baths, efficient kitchen, amazing four season sun room, full basement and one car attached garage. Great alternative to condo living. Extremely

    James Childs William Pitt Sotheby's Int'l

    19 Book Hill Rd, Essex, CT 06426
  • 23 Summit St, East Hampton, CT 06424
    23 Summit St, East Hampton, CT 06424
    23 Summit St, East Hampton, CT 06424
    /40

    $599,900

    • 3 Beds
    • 3 Baths
    • 3,125 Sq Ft

    23 Summit St, East Hampton, CT 06424

    This exquisite 1890 Colonial is set on .70 acres just a 1/2 mile from Lake Pocotopaug & the Village Center! This contractor owned home was gutted, meticulously restored & expanded over the past 30 years to reveal the beautiful home that stands today. Additions include a 31' x 26' heated 2-Car Attached Garage w/ 10' ceilings, 525 sf Rec Room, Sunroom/Dining, Primary Suite & 5 gable dormers. Major

    James Burnett Eagle Eye Realty PLLC

    23 Summit St, East Hampton, CT 06424
  • 105 Bridge Rd, Haddam, CT 06438
    105 Bridge Rd, Haddam, CT 06438
    105 Bridge Rd, Haddam, CT 06438
    /25

    $1,950 - $2,050 per month

    Bridge Road Commons

    1 Bed

    105 Bridge Rd, Haddam, CT 06438

    Experience modern living in the heart of Haddam, CT, where our open concept apartment units seamlessly blend comfort and style. Nestled in this picturesque town, our community features a clubhouse and inviting outdoor spaces, offering a perfect backdrop to enjoy Haddam's quaint charm. With scenic trails, historic landmarks, and the gentle flow of the nearby Connecticut River, Bridge Road Commons

    105 Bridge Rd, Haddam, CT 06438
  • 17 North Ridge Unit 17, East Hampton, CT 06424

    $430,000 Sold Apr 23, 2025

    • 1,676 Sq Ft
    • $257/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2006

    17 North Ridge Unit 17, East Hampton, CT 06424

    This Fabulous SINGLE HOME in Highly Desirable Laurel Ridge 55+ Condo Community includes a Clubhouse used as more of a "social club" for the residents and can also be rented out by owners for personal parties. One Floor Living at it's best! This "Teaburry II" Style Ranch has Beautiful Wood Floors Throughout and an Open concept Kitchen, Dining Room and Living Room with Slider out to a Four Season

    JoAnne O'Brien Berkshire Hathaway NE Prop.

    17 North Ridge Unit 17, East Hampton, CT 06424
  • 2 Whitney Ave, Old Saybrook, CT 06475
    2 Whitney Ave, Old Saybrook, CT 06475
    2 Whitney Ave, Old Saybrook, CT 06475
    /40

    $599,000

    • 2 Beds
    • 2 Baths
    • 920 Sq Ft

    2 Whitney Ave, Old Saybrook, CT 06475

    Nestled in one of Old Saybrook's most coveted shoreline neighborhoods, this updated 2-bedroom, 2-bath home offers beachside living with year-round comfort. Just a short stroll to the water, this property combines coastal convenience with everyday practicality-featuring a spacious open layout, tile flooring throughout, and a bright kitchen with white cabinetry, granite countertops, and matching

    William Chase eXp Realty

    2 Whitney Ave, Old Saybrook, CT 06475
  • 666 Main St Unit B4, Middletown, CT 06457
    666 Main St Unit B4, Middletown, CT 06457
    666 Main St Unit B4, Middletown, CT 06457
    /15

    $1,100 per month

    • 1 Bed
    • 1 Bath
    • 190 Sq Ft
    • Apartment for Rent

    666 Main St Unit B4, Middletown, CT 06457

    Welcome to Main Street, Middletown. This efficiency studio apartment is furnished and updated with new flooring, cabinets, and bathroom. It's located in the beautiful, historic town center with over seven walkable blocks of different restaurants, shops and dozens of choices of dining, art, music and entertainment. The apartment is located on the second floor with plenty of natural light. City

    Laura Milano Seabury Hill REALTORS

    666 Main St Unit B4, Middletown, CT 06457
  • 406 E Haddam Moodus Rd, Moodus, CT 06469

    $416,000 Sold Apr 23, 2025

    • 1,951 Sq Ft
    • $213/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1946

    406 E Haddam Moodus Rd, Moodus, CT 06469

    Experience idyllic country living with exceptional versatility in Moodus, Connecticut! This charming property blends the warmth of a traditional cape cod style home with the unique potential of a historic commercial space. The beautifully updated residence features a spacious family room with custom cherry cabinetry and distinctive hardwood floors, a bright and modern kitchen with stainless steel

    Anthony Cervoni Redfin Corporation

    406 E Haddam Moodus Rd, Moodus, CT 06469
  • 89 Norris Ave, Westbrook, CT 06498
    89 Norris Ave, Westbrook, CT 06498
    89 Norris Ave, Westbrook, CT 06498
    /30

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    89 Norris Ave, Westbrook, CT 06498

    Welcome to 89 Norris Avenue! Location, comfort and opportunity come together on 0.73 acres in the heart of Westbrook. This beautiful, modern ranch offers the perfect blend of tranquility and convenience - just minutes from the beach, downtown Westbrook, top-rated schools, shopping, dining and less than 30 minutes to Yale University & Hospital. Step inside to the bright, open-concept living area

    Samantha Rosano Amo Realty

    89 Norris Ave, Westbrook, CT 06498
  • 121-131 Butternut St, Middletown, CT 06457
    121-131 Butternut St, Middletown, CT 06457
    121-131 Butternut St, Middletown, CT 06457
    /11

    $1,375 - $1,775 per month

    Highview Apartments

    1-3 Beds

    121-131 Butternut St, Middletown, CT 06457

    Come see why Highview Apartments is so popular. Our spacious one and two bedroom apartments feature eat-in kitchens, a large deck and on-site laundry facilities. All of our apartments are carpeted and include appliances and blinds for your convenience. Don’t forget about free heat and hot water. On-site maintenance provides prompt courteous service for your every need. Walking distance to

    121-131 Butternut St, Middletown, CT 06457
  • 46 Lynde St, Old Saybrook, CT 06475
    46 Lynde St, Old Saybrook, CT 06475
    46 Lynde St, Old Saybrook, CT 06475
    /31

    $565,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,720 Sq Ft

    46 Lynde St, Old Saybrook, CT 06475

    In town location. This 2 bedroom 2 bath ranch has a large level lot. It boasts a family room, living room with built in shelves and fireplace. Dining room and eat in kitchen. Hardwood floors in Living room, bedrooms and dining room. Walk to town, restaurants , Library and many other destinations. Shoreline living right in the center of town. This home is awaiting your personal touches.

    Paula Stuart Berkshire Hathaway NE Prop.

    46 Lynde St, Old Saybrook, CT 06475

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