74,708

Middlesex, CT Homes

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  • 111 Collins Hill Rd, Portland, CT 06480
    111 Collins Hill Rd, Portland, CT 06480
    111 Collins Hill Rd, Portland, CT 06480
    /36

    $449,999

    • 2 Beds
    • 2.5 Baths
    • 1,744 Sq Ft

    111 Collins Hill Rd, Portland, CT 06480

    Charming 2/3-bedroom home nestled in a serene Portland neighborhood. This property boasts a spacious living area with abundant natural light, a fully equipped kitchen, and a cozy dining space. The backyard offers ample space for outdoor activities and relaxation. Conveniently located near local amenities and beautiful parks, this home is appropriate for those seeking a peaceful yet accessible

    Steven Koleno Beycome of Connecticut

    111 Collins Hill Rd, Portland, CT 06480
  • 8 Nibang Ave, Old Saybrook, CT 06475
    8 Nibang Ave, Old Saybrook, CT 06475
    8 Nibang Ave, Old Saybrook, CT 06475
    /39

    $6,000 per month

    • 3 Beds
    • 3.5 Baths
    • 1,710 Sq Ft
    • House for Rent

    8 Nibang Ave, Old Saybrook, CT 06475

    Direct waterfront in fabulous Fenwick! Academic Rental available from September 4, 2024 to May 28, 2025 at $4,000 per month and again from September 2025 to May, 2026 at $6,000 per month. Spectacular setting on South Cove. Enjoy beautiful sunrises and sunsets in this idyllic water front home in the Borough of Fenwick. Completely renovated in 2007, open floor plan kitchen, great room and dining

    Lynn Lehrman REMAX Valley Shore

    8 Nibang Ave, Old Saybrook, CT 06475
  • 10 Walnut St, Ivoryton, CT 06442

    $465,000 Sold Mar 31, 2025

    • 1,656 Sq Ft
    • $281/SF
    • 5 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1880

    10 Walnut St, Ivoryton, CT 06442

    Right in the Heart of the Village!! Situated around the corner from all that the Ivoryton downtown has to offer. You can experience events all year round from the 4th July parade, weekly music on the green, Pumpkin festival to the infamous Ivoryton illuminations that was featured on the Today's show "Merriest Main Streets" holiday series. This home has a total of 1656 square feet and has been

    James Amendola Hotchkiss Co William M

    10 Walnut St, Ivoryton, CT 06442
  • 26 Old Kentwood Rd, East Haddam, CT 06423
    26 Old Kentwood Rd, East Haddam, CT 06423
    26 Old Kentwood Rd, East Haddam, CT 06423
    /39

    $729,000

    • 4 Beds
    • 3 Baths
    • 2,985 Sq Ft

    26 Old Kentwood Rd, East Haddam, CT 06423

    Discover the charm of this beautifully updated New England Cape, nestled on a serene 3-acre lot. One of the many features in this home is a first-floor bedroom, full bathroom, and laundry on the main level making it ideal for one-floor living. Offering over 2,900 square feet of living space, this move-in ready home seamlessly blends classic elegance with modern convenience. With 4 bedrooms and

    Ali White White-Ginnett Coldwell Banker Realty

    26 Old Kentwood Rd, East Haddam, CT 06423
  • 1 Banner Rd Unit 5, Moodus, CT 06469
    1 Banner Rd Unit 5, Moodus, CT 06469
    1 Banner Rd Unit 5, Moodus, CT 06469
    /21

    $2,000 per month

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • Apartment for Rent

    1 Banner Rd Unit 5, Moodus, CT 06469

    20 Brand news luxury rentals. All units are over sized with an open floor plan, 1 bedroom, stunning kitchens, located in a well established condo development. Some of these rentals are on one level. Most are 2 levels with the bedroom upstairs in the loft. Gorgeous hardwood flooring, granite are just some of the interior finishes. 6 of the 20 will be income qualified with a reduced rent. You are

    Nancy Newman LPT Realty

    1 Banner Rd Unit 5, Moodus, CT 06469
  • 500 Pond Meadow Rd, Westbrook, CT 06498

    $625,000 Sold Mar 31, 2025

    • 2,460 Sq Ft
    • $254/SF
    • 12 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1988

    500 Pond Meadow Rd, Westbrook, CT 06498

    Downtown Westbrook with a Vermont feel. This impeccable modern farmhouse has been beautifully updated since 2021. You have the best of both worlds with the convenience of being minutes to town, shopping, restaurants, the beach & highway. Yet you also have an incredible majestic private country setting, which is where you will find this 3 BR 2.5 bath main house. 1st floor primary suite with walk

    Susan Santoro William Pitt Sotheby's Int'l

    500 Pond Meadow Rd, Westbrook, CT 06498
  • 26 Meadowood Ln, Old Saybrook, CT 06475
    26 Meadowood Ln, Old Saybrook, CT 06475
    26 Meadowood Ln, Old Saybrook, CT 06475
    /39

    $1,575,000 Open Sun 2PM - 3:30PM

    • 3 Beds
    • 2.5 Baths
    • 2,236 Sq Ft

    26 Meadowood Ln, Old Saybrook, CT 06475

    Welcome to The Sunset House-a truly exceptional shoreline retreat where refined craftsmanship meets the natural beauty of Long Island Sound and Hagar Creek. Perfectly situated in a premier Old Saybrook location, this stunning new construction Colonial offers panoramic views while remaining outside the flood plain-a rare and valuable combination offering both luxury and peace of mind. Thoughtfully

    Jennifer Gurnell William Raveis Real Estate

    26 Meadowood Ln, Old Saybrook, CT 06475
  • 1 Banner Rd Unit D17, Moodus, CT 06469
    1 Banner Rd Unit D17, Moodus, CT 06469
    1 Banner Rd Unit D17, Moodus, CT 06469
    /15

    $1,700 per month

    • 1 Bed
    • 1 Bath
    • 1,350 Sq Ft
    • Apartment for Rent

    1 Banner Rd Unit D17, Moodus, CT 06469

    Gorgeous one level apartment overlooking front & parking! 20 Brand news luxury rentals. All units are over sized with an open floor plan, 1 bedroom, stunning kitchens, located in a well established condo development. Some of these rentals are on one level. Most are 2 levels with the bedroom upstairs in the loft. Gorgeous hardwood flooring, granite are just some of the interior finishes. 6 of the

    Nancy Newman LPT Realty

    1 Banner Rd Unit D17, Moodus, CT 06469
  • 27 Kirtland St, Deep River, CT 06417

    $450,000 Sold Mar 31, 2025

    • 1,202 Sq Ft
    • $374/SF
    • 36 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1835

    27 Kirtland St, Deep River, CT 06417

    Highest and Best Offers requested by Monday, 2/24 at 4pm. Often admired and now available for sale, welcome home to 27 Kirtland Street, Deep River! This charming antique has been lovingly restored and updated, in a simply superior spot in the Village. Walk to the vibrant Main Street, shops, restaurants and library . . . or take a stroll to Deep River Landing area on the Connecticut River!

    Lynn Lehrman REMAX Valley Shore

    27 Kirtland St, Deep River, CT 06417
  • 17 Locust Ct Unit 17, Cromwell, CT 06416
    17 Locust Ct Unit 17, Cromwell, CT 06416
    17 Locust Ct Unit 17, Cromwell, CT 06416
    /36

    $233,400

    • 2 Beds
    • 1.5 Baths
    • 1,368 Sq Ft

    17 Locust Ct Unit 17, Cromwell, CT 06416

    Cromwell Hills is Conveniently Located in Central CT Minutes from Rte 9 and Rte 91 (great for anyone working in Hartford/New Haven). The Complex Includes Pools (Large and Small), Tennis Courts and Walking Paths. This 2-3 Bedroom Condo Includes: Central Air, 2 Bedrooms (one split into 2 rooms creating 3 bedrooms). The Kitchen in this Condo has been Updated and Includes Granite Counters, Tile

    JoAnne O'Brien Berkshire Hathaway NE Prop.

    17 Locust Ct Unit 17, Cromwell, CT 06416
  • 173 Captains Dr, Westbrook, CT 06498
    173 Captains Dr, Westbrook, CT 06498
    173 Captains Dr, Westbrook, CT 06498
    /39

    $4,575 per month

    • 4 Beds
    • 3 Baths
    • 2,544 Sq Ft
    • House for Rent

    173 Captains Dr, Westbrook, CT 06498

    AVAILABLE 2 weeks in August, then September - May. OCEAN VIEWS from many Luxurious rooms, spacious 4 bedroom, 4 floor, rental in the beautiful PILOTS POINT section of Westbrook, a most desired location on the Ct. Shore. Year round contemporary home with stunning front OCEAN VIEWS of Long Island sound. PRIVATE BEACH access just steps away. Back of house has beautiful views of the MARINA. Gourmet

    Abby Goodman Keller Williams Realty-Longmdw

    173 Captains Dr, Westbrook, CT 06498
  • 102 Timms Hill Rd, Haddam, CT 06438

    $785,000 Sold Mar 31, 2025

    • 3,302 Sq Ft
    • $238/SF
    • 38 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1972

    102 Timms Hill Rd, Haddam, CT 06438

    Set on a sprawling 9.71-acre property, this stunning home offers both comfort and privacy, complete with a serene pond. The heart of the home features a large kitchen with an island, rustic beams, and an inviting eat-in area. Sliding doors open to a deck, seamlessly blending indoor and outdoor living. Adjacent to the kitchen is a cozy family room, perfect for relaxation, while the elegant dining

    Emily White William Raveis Real Estate

    102 Timms Hill Rd, Haddam, CT 06438
  • 156 S Main St, Middletown, CT 06457
    156 S Main St, Middletown, CT 06457
    156 S Main St, Middletown, CT 06457
    /38

    $420,000

    • 4 Beds
    • 2 Baths
    • 2,214 Sq Ft

    156 S Main St, Middletown, CT 06457

    Pull into the long private driveway-room for 6-8 cars-and you'll feel the instant charm of this beautifully renovated brick two-family. The inviting front porches and classic brick facade are paired with new vinyl siding and dual-pane windows, blending timeless curb appeal with smart energy efficiency. Behind the home, a flat level lot offers a peaceful green space and a two-car garage just

    Alan Stewart Jr. ASJ Realty Partners

    156 S Main St, Middletown, CT 06457
  • 10 Groveway, Clinton, CT 06413
    10 Groveway, Clinton, CT 06413
    10 Groveway, Clinton, CT 06413
    /21

    $2,500 per month

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

    10 Groveway, Clinton, CT 06413

    If you are looking for a beautiful, newly renovated, home with less than a hundred foot walk to your own private beach, then look no further! This 1,000 SF single family home has recently been renovated, with all brand new stainless steel appliances, washer & dryer, air conditioning and heat, refinished hardwood floors, fresh paint, and much more! This is a fully furnished unit, including

    Jorge Zea Blue Lighthouse Realty, Inc

    10 Groveway, Clinton, CT 06413
  • 41 Daniel St, East Hampton, CT 06424

    $329,800 Sold Mar 31, 2025

    • 1,340 Sq Ft
    • $246/SF
    • 49 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1956

    41 Daniel St, East Hampton, CT 06424

    Location, Location and Land. This house is being sold As-Is. It will need a complete re-hab. This diamond in the rough has an amazing large garage/workshop with a separate driveway. Almost 6 acres of level land come with the house. Potential for someone who wants a horse property. Situated on quiet Daniel Street in lovely East Hampton. A unique opportunity. The sale will be subject to Probate

    Paul Pender Coldwell Banker Realty

    41 Daniel St, East Hampton, CT 06424
  • 2 Old South Cove Rd, Old Saybrook, CT 06475
    2 Old South Cove Rd, Old Saybrook, CT 06475
    2 Old South Cove Rd, Old Saybrook, CT 06475
    /40

    $1,895,000 Open Sun 10:30AM - 1PM

    • 3 Beds
    • 3.5 Baths
    • 2,500 Sq Ft

    2 Old South Cove Rd, Old Saybrook, CT 06475

    Step into architectural brilliance in the heart of the Coves, at Saybrook Point, where cutting-edge design meets coastal tranquility. This very rare, brand-new custom home, crafted in collaboration with Saybrook Home, takes inspiration straight from the pages of a New York design magazine - and delivers a lifestyle as refined as it is rare. Soaring 9- to 22-foot ceilings flood every room with

    Ralph Riccio Calcagni Real Estate

    2 Old South Cove Rd, Old Saybrook, CT 06475
  • 21 Groveway, Clinton, CT 06413
    21 Groveway, Clinton, CT 06413
    21 Groveway, Clinton, CT 06413
    /37

    $5,000 per month

    • 4 Beds
    • 3 Baths
    • 2,679 Sq Ft
    • House for Rent

    21 Groveway, Clinton, CT 06413

    This ocean front luxurious 4 bedroom 3 bath is a dream home in a high-end community located in Clinton, Connecticut. The property has just undergone a full renovation with a first floor bedroom. Spanning over 2,000 SF, this magnificent waterfront residence graced by soaring ceilings and wall-to-wall windows is a haven for gazing at the ocean. Equipped with all brand new stainless steel

    Jorge Zea Blue Lighthouse Realty, Inc

    21 Groveway, Clinton, CT 06413
  • 2 Walnut St, Middletown, CT 06457

    $260,000 Sold Mar 31, 2025

    • 2,016 Sq Ft
    • $129/SF
    • 50 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1937

    2 Walnut St, Middletown, CT 06457

    Introducing a promising investment opportunity: a two-family residence featuring distinct up-and-down units. The first-floor unit has two spacious bedrooms, a comfortable living room, and a functional kitchen. Upstairs, the second unit boasts three bedrooms, a generous living area, and kitchen. Each unit is equipped with a full bathroom and in-unit laundry facilities. The property is serviced by

    Ellen Paklos William Raveis Real Estate

    2 Walnut St, Middletown, CT 06457
  • 10 Cottage Ave, Old Saybrook, CT 06475
    10 Cottage Ave, Old Saybrook, CT 06475
    10 Cottage Ave, Old Saybrook, CT 06475
    /40

    $899,900

    • 3 Beds
    • 3 Baths
    • 2,261 Sq Ft

    10 Cottage Ave, Old Saybrook, CT 06475

    Welcome to Bel Aire Manor Private Beach Association, where coastal living at its finest awaits you. Nestled within this idyllic sanctuary, this family residence is one of only 19 dwellings. As you approach the residence, you will observe the wrap-around front porch, an ideal spot to unwind and appreciate the picturesque beauty of the Connecticut shoreline. Keep an eye out for the majestic Osprey

    Joe Scarpellino Coldwell Banker Realty

    10 Cottage Ave, Old Saybrook, CT 06475
  • 52 Essex St, Deep River, CT 06417
    52 Essex St, Deep River, CT 06417
    52 Essex St, Deep River, CT 06417
    /11

    $1,575 per month

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

    52 Essex St, Deep River, CT 06417

    Village View Apartment Homes where you can expect a touch of style. Beautiful newly renovated 2 bedroom energy efficient apartment homes come with hardwood flooring, open kitchens with an island, and plenty of storage. After returning home to our quiet community you can take a short walk into charming Deep River town center for great food and entertainment, or hike one of the local nature trails

    Mark Reyher Reyher Real Estate

    52 Essex St, Deep River, CT 06417
  • 40 Seabreeze Rd, Old Saybrook, CT 06475

    $952,000 Sold Mar 31, 2025

    • 1,936 Sq Ft
    • $492/SF
    • 10 Days On Market
    • 5 Beds
    • 1.5 Baths
    • Built 1943

    40 Seabreeze Rd, Old Saybrook, CT 06475

    The Beach House is not a place! "It's a state of mind" Welcome to 40 Seabreeze Rd, Old Saybrook in Cornfield Point beach community. Golf cart community with club house. Location, Location, Location! If you've been thinking about moving to the Shoreline, this is the property for you! This beach home has been owned by the same owners for over 40 wonderful years ... and lovingly maintained and

    Terry McDonald McDonald Real Estate, LLC

    40 Seabreeze Rd, Old Saybrook, CT 06475
  • 10 3rd Ave, Higganum, CT 06441
    10 3rd Ave, Higganum, CT 06441
    10 3rd Ave, Higganum, CT 06441
    /26

    $480,000

    • 3 Beds
    • 2 Baths
    • 1,808 Sq Ft

    10 3rd Ave, Higganum, CT 06441

    Fall in love with life in the sought-after Hidden Lake neighborhood with this absolutely stunning, fully remodeled 3-4 bedroom expanded cape. From the moment you step inside, the warmth of the custom fieldstone fireplace in the living room welcomes you home. The open-concept layout flows effortlessly into a beautifully updated kitchen featuring abundant cabinetry and a dedicated dining area-both

    Susan Santoro William Pitt Sotheby's Int'l

    10 3rd Ave, Higganum, CT 06441
  • 97 Union St, Deep River, CT 06417

    $255,000 Sold Mar 31, 2025

    • 912 Sq Ft
    • $280/SF
    • 55 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1965

    97 Union St, Deep River, CT 06417

    Discover the perfect blend of comfort and convenience with this beautifully upgraded three-bedroom ranch, ideally located within walking distance to the vibrant Deep River Village. Enjoy an array of fantastic restaurants and quaint shops just a stone's throw away, as well as easy access to the picturesque Connecticut River and Deep River Landing. This home boasts numerous improvements, including

    Kelly Puorro Puorro Realty Group

    97 Union St, Deep River, CT 06417
  • 80 Prospect St, Middletown, CT 06457
    80 Prospect St, Middletown, CT 06457
    80 Prospect St, Middletown, CT 06457
    /15

    $299,900

    • 2 Beds
    • 2 Baths
    • 1,204 Sq Ft

    80 Prospect St, Middletown, CT 06457

    Discover a fantastic opportunity at 80 Prospect Street! This beautifully remodeled 2-family home in the heart of Middletown boasts newer mechanicals and brand-new appliances in both units, perfect for comfortable living or rental income. The 3-car garage is great for storage or the car enthusiast, and yet the home still has ample off-street parking. The second floor unit has a partially finished

    Paul Magliochetti Coldwell Banker Realty

    80 Prospect St, Middletown, CT 06457
  • 1224 Tryon St, Portland, CT 06073

    $512,000 Sold Mar 31, 2025

    • 1,543 Sq Ft
    • $332/SF
    • 33 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1947

    1224 Tryon St, Portland, CT 06073

    Nestled between the Hartford Yacht Club and the Glastonbury Yacht Club, you will find this quaint property with the MOST GORGEOUS WATERVIEW! While property address is technically Portland, the mailing address is listed in South Glastonbury, Walking into the foyer, the upper level features a cozy living room with fireplace, an office space which could easily be used as a bedroom (with a great

    Paige Niver William Raveis Real Estate

    1224 Tryon St, Portland, CT 06073
  • 75 N Main St, East Hampton, CT 06424
    75 N Main St, East Hampton, CT 06424
    75 N Main St, East Hampton, CT 06424
    /29

    $1,299,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 3 Baths
    • 1,830 Sq Ft

    75 N Main St, East Hampton, CT 06424

    Lakefront Paradise: 3 Lots, Endless Possibilities Discover the ultimate lakefront retreat nestled on the serene shores of a picturesque lake in East Hampton. This rare offering includes three adjoining lots, 2 of which sit directly on the water-providing unmatched views and private access. Whether you're seeking a tranquil getaway or the perfect place to entertain, this property delivers it all.

    Justin Marino Marino Realty LLC

    75 N Main St, East Hampton, CT 06424
  • 392 Millbrook Rd, Middletown, CT 06457

    $385,000 Sold Mar 31, 2025

    • 2,182 Sq Ft
    • $176/SF
    • 6 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1959

    392 Millbrook Rd, Middletown, CT 06457

    Wonderful location with this split level situated on a perfectly level lot. Lovely backyard for entertaining! What really makes this property unique is the attached but separate entrance to the In-Law apartment with full kitchen, living room, 1.1 baths, and 2 bedrooms. The main home features hardwood floors, replacement windows, fully finished walk-out lower level with full bath and a fireplace.

    Mike Thompson Countryside Realty

    392 Millbrook Rd, Middletown, CT 06457
  • 166 Fiske Ln, Westbrook, CT 06498
    166 Fiske Ln, Westbrook, CT 06498
    166 Fiske Ln, Westbrook, CT 06498
    /40

    $3,950,000

    • 4 Beds
    • 5 Baths
    • 4,747 Sq Ft

    166 Fiske Ln, Westbrook, CT 06498

    This remarkable example of contemporary design with over 175' of LI Sound frontage and 25' ceilings makes you feel you are aboard ship from the moment you step inside. All white w/clean simple lines, a commanding 2 story wall of glass showcases this beautiful direct waterfront setting in a way not possible with most traditional coastline homes. Display substantial art & furnishings in a whole new

    Margaret Muir William Pitt Sotheby's Int'l

    166 Fiske Ln, Westbrook, CT 06498
  • 15 Goodyear Ave, Middletown, CT 06457

    $385,000 Sold Mar 31, 2025

    • 1,876 Sq Ft
    • $205/SF
    • 53 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1900

    15 Goodyear Ave, Middletown, CT 06457

    Highest & Best Due End of Day 2/26! Come see this unique 2-family home on a quiet street in Middletown, offering nearly 2,000 sq ft of living space. The second-floor unit has been fully updated, featuring refinished hardwood floors and its own washer and dryer. Both units include in-unit laundry for added convenience. Enjoy a spacious, level backyard, perfect for outdoor activities, and a

    Warren Juall HOMESELL

    15 Goodyear Ave, Middletown, CT 06457

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