75,373

Middlesex County, CT Homes

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  • /40

    $770,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,752 Sq Ft

    54 Bar Gate Trail, Killingworth, CT 06419

    PLEASE SUBMIT OFFERS BY Monday 5/18/26 at 10 am Eastern Time. Beautifully updated home in the desirable Indian Springs neighborhood. The private and tastefully landscaped 2.9 acre property runs down to the Hammonassett River. The spacious renovated kitchen/dining area includes a fireplace. The adjacent cozy family room also features a fireplace. Two other rooms on the first floor offer flexible

    Laurie Trulock Compass Connecticut, LLC

    54 Bar Gate Trail, Killingworth, CT 06419
  • /12

    $2,000 Per Month

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

    41 Town Beach Rd, Old Saybrook, CT 06475

    Academic lease only. Fully furnished rental available 9/07/26. Sparkling clean, hurry, this one won't last! Remodeled kitchen, fenced in back yard, brand new furniture, fireplace. Owner is a licensed Broker in the State of Connecticut.

    George Agnelli Agnelli Real Estate

    41 Town Beach Rd, Old Saybrook, CT 06475
  • 317 Tater Hill Rd, East Haddam, CT 06423

    $640,000

    Sold Apr 08, 2026

    317 Tater Hill Rd, East Haddam, CT 06423

    • 4 Beds
    • 3 Baths
    • 5,287 Sq Ft
    • Built 1994

    Last Sold Summary

    • 9% Below List Price
    • $121/SF
    • 164 Days On Market

    Current Estimated Value $660,380

    Last Listing Agent Jodi Miller Lisitano Eagle Eye Realty PLLC

    317 Tater Hill Rd, East Haddam, CT 06423
  • /25

    $419,900

    $30K PRICE DROP Under Contract
    • 4 Beds
    • 1 Bath
    • 640 Sq Ft

    39 Middletown Ave, Old Saybrook, CT 06475

    Charming and beautifully updated 4 bedroom partially furnished Seasonal Cottage in desireable Saybrook Manor beach community. This home offers the perfect blend of character and modern improvements with vaulted ceilings and exposed beams. The completely remodeled kitchen features Corian countertops, a classic farmhouse sink, skylight for natural light and matching rolling kitchen cart for added

    Tracy Pentalow Property Shoppe, LLC

    39 Middletown Ave, Old Saybrook, CT 06475
  • /17

    $3,350 Per Month

    • 3 Beds
    • 2 Baths
    • 2,946 Sq Ft
    • House for Rent

    958 Middlesex Turnpike, Old Saybrook, CT 06475

    Annual Unfurnished Rental in a Prime Location Between Old Saybrook and Essex This spacious and versatile property offers 3 bedrooms and 2 full baths, with 1,826 square feet of main-level living plus an additional 1,120 square feet of finished lower level, complete with a full bath-ideal for extended living, recreation, or workspace. Zoned for both residential and commercial use, this property

    Lisa Fekete William Raveis Real Estate

    958 Middlesex Turnpike, Old Saybrook, CT 06475
  • 120 Washington Rd, Cromwell, CT 06416

    $470,000

    Sold Dec 23, 2025

    120 Washington Rd, Cromwell, CT 06416

    • 3 Beds
    • 2.5 Baths
    • 1,951 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Above List Price
    • $241/SF
    • 6 Days On Market

    Current Estimated Value $479,853

    Last Listing Agent Jeff Coleman Hagel & Assoc. Real Estate

    120 Washington Rd, Cromwell, CT 06416
  • /22

    $587,500

    $52K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,038 Sq Ft

    9 Farview Ave, Old Saybrook, CT 06475

    Charming Coastal Ranch in an incredible Old Saybrook location! This well-maintained ranch offers the perfect blend of comfort, convenience, and shoreline lifestyle. An easy flow layout which includes 3 bedrooms, living room, dining room, kitchen, full bath and a full unfinished basement for additional storage or workshop. Step outside to a spacious backyard designed for entertaining, relaxing,

    Sharon Linder Berkshire Hathaway NE Prop.

    9 Farview Ave, Old Saybrook, CT 06475
  • /2

    $2,400 Per Month

    • 1 Bed
    • 1 Bath
    • 1,600 Sq Ft
    • Apartment for Rent

    3 Banner Rd Unit 119, East Haddam, CT 06469

    Discover exceptional one-level living at The Lofts @ Black Birch. This beautifully designed 1,600-square-foot ground-level apartment offers the perfect combination of luxury, convenience, and comfort. The spacious open floor plan features a fully equipped kitchen with modern appliances, generous living and dining areas, and oversized windows that overlook the resort-style pool. Thoughtfully

    Nancy Newman LPT Realty

    3 Banner Rd Unit 119, East Haddam, CT 06469
  • 13 Cranberry Meadow Ln, Killingworth, CT 06419

    $1,394,900

    Sold Mar 02, 2026

    13 Cranberry Meadow Ln, Killingworth, CT 06419

    • 5 Beds
    • 3.5 Baths
    • 3,444 Sq Ft
    • Built 2024

    Last Sold Summary

    • 27% Above List Price
    • $405/SF
    • 158 Days On Market

    Current Estimated Value $1,182,323

    Last Listing Agent Rob Paskiewicz CT Home Pro, LLC

    13 Cranberry Meadow Ln, Killingworth, CT 06419
  • /17

    $589,900

    New Construction $40K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,430 Sq Ft

    137 Webster Ln Unit 2-42, Middletown, CT 06457

    Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "MARTIN II," Under CONSTRUCTION! Now with many new UPGRADES - available for occupancy in early 2027 Located in the highly sought-after Westfield section of Middletown, this beautiful 1,430 sq. ft. home has the convenience of single-floor living with top-of-the-line features and Elegant Design:

    Phyllis Bysiewicz Berkshire Hathaway NE Prop.

    137 Webster Ln Unit 2-42, Middletown, CT 06457
  • /22

    $3,800 Per Month

    • 3 Beds
    • 4 Baths
    • 2,353 Sq Ft
    • House for Rent

    58 Chapman Ave, Westbrook, CT 06498

    Relax and unwind in this beautifully renovated beach home nestled within the desirable Chapman Beach Association. Steps from the beach, this home has been tastefully updated and is equipped with the latest amenities. Boasting beaming hardwood floors throughout this academic rental available starting SEPTEMBER 1, 2026, features 3 bedrooms, 3 baths and has been completely remodeled. Enjoy views of

    Cheryl Cook Re/Max Valley Shore

    58 Chapman Ave, Westbrook, CT 06498
  • 33 Primrose Ln, Cromwell, CT 06416

    $812,927

    Sold Aug 29, 2025

    33 Primrose Ln, Cromwell, CT 06416

    • 3 Beds
    • 2.5 Baths
    • 2,359 Sq Ft
    • Built 2025

    Last Sold Summary

    • 7% Above List Price
    • $345/SF
    • 8 Days On Market

    Last Listing Agent Daniela Volo Calcagni Real Estate

    33 Primrose Ln, Cromwell, CT 06416
    • 70 Court St, Cromwell, CT 06416

      Est $654,466

      Not Listed For Sale

      70 Court St, Cromwell, CT 06416

      • 3 Beds
      • 3.5 Baths
      • 3,023 Sq Ft
      • Built 2013
      70 Court St, Cromwell, CT 06416

      Last Sold Summary

      • 8 Days On Market

  • /39

    $1,325,000

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 3,456 Sq Ft

    145 Monarca Dr, Middletown, CT 06457

    A one-of-a-kind custom-built new construction home that must be experienced in person to be appreciated. This modern contemporary farmhouse-style ranch sits on 2.38 acres of private land, positioned at the end of a cul-de-sac on a private road. From the moment you arrive, the exterior makes a lasting impression. Stone walls frame the driveway, guiding you past a thoughtfully designed approach w/a

    Lauren Freedman Coldwell Banker Realty

    145 Monarca Dr, Middletown, CT 06457
  • /37

    $3,600 Per Month

    • 1 Bed
    • 2 Baths
    • 1,661 Sq Ft
    • House for Rent

    84 Waterside Ln Unit 3, Clinton, CT 06413

    This pristine coastal rental offers the perfect blend of luxury and comfort. Designed for effortless seaside living, this beautifully maintained home features hardwood floors throughout and sun-filled spaces that showcase stunning water views and specataluar sunsets from both the living room area and primary bedroom. Whether you're enjoying your morning coffee on the upper deck or unwinding with

    Sandra Ciarleglio William Raveis Real Estate

    84 Waterside Ln Unit 3, Clinton, CT 06413
  • 46 Johnson St, Middletown, CT 06457

    $319,900

    Sold Sep 24, 2025

    46 Johnson St, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 1,480 Sq Ft
    • Built 1886

    Last Sold Summary

    • $216/SF
    • 52 Days On Market

    Current Estimated Value $324,161

    Last Listing Agent Jennifer Stich Tier 1 Real Estate

    46 Johnson St, Middletown, CT 06457
  • /34

    $1,350,000

    • 3 Beds
    • 3 Baths
    • 2,326 Sq Ft

    96 Fenwood Dr, Old Saybrook, CT 06475

    Located on a corner lot in the District of Fenwood with views of the water, this house has all of the comforts of home. The spacious main level entry offers the living room, family room with a fireplace, formal dining room, full bath, and kitchen. The kitchen is complete with an island breakfast bar, and wet bar where the view of the cove is evident of the peaceful neighborhood. Upstairs are the

    Eric Porco 4 Corners Realty LLC

    96 Fenwood Dr, Old Saybrook, CT 06475
  • /18

    $2,200 Per Month

    • 4 Beds
    • 1 Bath
    • 1,207 Sq Ft
    • Apartment for Rent

    207 E Main St, Middletown, CT 06457

    Now available a rarely found 4 bedroom rental at a n affordable price! Located at 207 East Main Street this unit is now available for its next occupants. Boasting 4 good size bedrooms this unit offes the convince of being located near amenities including groceries, public transportation, medical facilities, and restaurants, Located minutes from downtown Middletown, and offering easy highway

    Anthony LaCava Berkshire Hathaway NE Prop.

    207 E Main St, Middletown, CT 06457
  • 11 Coulter St Unit 28, Old Saybrook, CT 06475

    $650,000

    Sold Mar 16, 2026

    11 Coulter St Unit 28, Old Saybrook, CT 06475

    • 2 Beds
    • 2.5 Baths
    • 2,099 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Above List Price
    • $310/SF
    • 5 Days On Market

    Current Estimated Value $659,141

    Last Listing Agent Christine Fappiano Shoreline Real Estate Company

    11 Coulter St Unit 28, Old Saybrook, CT 06475
  • /32

    $549,000

    New Construction Pending
    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft

    18 Talcott Ridge Dr, Middletown, CT 06457

    Award-winning builder, Reinhard Von Hollander proudly presents "The Cameron", one of his most sought-after models; sure to please the most discerning buyer. Quality and design meet as the home features a customizable, open floor plan, presenting future homeowners with an opportunity to make the space truly their own. It comes with 3 bedrooms and 2 full baths, including a spacious primary suite.

    Nick DeLuca eXp Realty

    18 Talcott Ridge Dr, Middletown, CT 06457
  • /12

    $2,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,180 Sq Ft
    • House for Rent

    1 Alicia Ln Unit B, Middletown, CT 06457

    Heat, central AC & electric INCLUDED! This newly constructed, beautiful apartment built in 2021 has 3 bedrooms, 2 full gorgeous bathrooms, modern kitchen with granite countertops & stainless steel appliances. Large main bedroom suite on 2nd floor with cathedral ceilings, double closets, huge master bathroom & tons of natural lighting. Luxury vinyl flooring throughout, washer & dryer included,

    Michelle Mazzotta eXp Realty

    1 Alicia Ln Unit B, Middletown, CT 06457
  • 154 Glenwood Terrace, Middletown, CT 06457

    $417,000

    Sold Feb 13, 2026

    154 Glenwood Terrace, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,925 Sq Ft
    • Built 1965

    Last Sold Summary

    • 2% Below List Price
    • $217/SF
    • 3 Days On Market

    Current Estimated Value $426,243

    Last Listing Agent Nancy Newman LPT Realty

    154 Glenwood Terrace, Middletown, CT 06457
  • /3

    $495,000

    • Land
    • 57.41 Acres
    • $8,622 per Acre

    0 S Dish Mill Rd Unit 24082788, Haddam, CT 06441

    Over 57+ Acres of land with distant views of the CT River from various points. Great for a private retreat, family compound, or residential development. Possible Owner Financing Available.

    Craig Milton Re/Max Valley Shore

    0 S Dish Mill Rd Unit 24082788, Haddam, CT 06441
  • /7

    $1,950 Per Month

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

    26 Sunset Terrace Unit B2, Essex, CT 06426

    This charming 2-bedroom, 1-bath rental in Essex provides a comfortable and updated living space. Recently renovated, it features bright living areas and a modernized bathroom. Located in a quiet neighborhood close to Essex Village, this home provides easy access to local shops, dining, and scenic spots. A great option for anyone looking for a welcoming place to settle in.

    Mantas Laureckis William Raveis Real Estate

    26 Sunset Terrace Unit B2, Essex, CT 06426
  • 1086 Saybrook Rd, Haddam, CT 06438

    $267,096

    Sold Sep 10, 2025

    1086 Saybrook Rd, Haddam, CT 06438

    • 2 Beds
    • 1 Bath
    • 1,077 Sq Ft
    • Built 1960

    Last Sold Summary

    • 19% Above List Price
    • $248/SF
    • 31 Days On Market

    Current Estimated Value $288,306

    Last Listing Agent Tanya Bottaro Real Broker CT, LLC

    1086 Saybrook Rd, Haddam, CT 06438
  • /39

    $550,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,960 Sq Ft

    140 Ironworks Rd, Clinton, CT 06413

    Highest and best due by Monday, 6/8 at 5 pm. Welcome to 140 Ironworks Road, a lovely 3-bedroom, 2.5-bathroom Colonial nestled on a gorgeous park-like 1.95-acre private lot in Clinton. This home seamlessly blends private country charm with everyday convenience. Situated just 3.9 miles from local shopping and I-95. From the moment you arrive, you will be captivated by the serene surroundings,

    Barbara Goetsch William Pitt Sotheby's Int'l

    140 Ironworks Rd, Clinton, CT 06413
  • /9

    $1,232 Per Month

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

    278 Chamberlain Rd Unit Lower Studio, Middletown, CT 06457

    Welcome to the lower-level studio at 278 Chamberlain Road. This unit features a large open-concept layout with space for a bedroom, living, and dining area all in one. Enjoy a spacious walk-in closet, a well-equipped kitchen with full-size fridge, stove, sink, and ample cabinet space, plus a full bathroom with a tub/shower combo and a charming pink vanity. A cozy and versatile studio with great

    Michael Bernard Ironclad Real Estate

    278 Chamberlain Rd Unit Lower Studio, Middletown, CT 06457
  • 10 Talias Trail, Middletown, CT 06457

    $620,000

    Sold May 29, 2026

    10 Talias Trail, Middletown, CT 06457

    • 4 Beds
    • 2.5 Baths
    • 2,285 Sq Ft
    • Built 2017

    Last Sold Summary

    • 4% Above List Price
    • $271/SF
    • 35 Days On Market

    Last Listing Agent Mary Gurrieri RE/MAX Right Choice

    10 Talias Trail, Middletown, CT 06457
  • /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
  • /16

    $3,200 Per Month

    • 4 Beds
    • 2 Baths
    • 2,881 Sq Ft
    • House for Rent

    158 Cow Hill Rd Unit 1, Clinton, CT 06413

    Spacious and inviting, this space features a bright eat-in kitchen and an expansive living room with a cozy fireplace and beautiful hardwood floors. The open-concept layout offers abundant natural light, generous room sizes, and a flexible floor plan perfect for everyday living and entertaining. With 2,881 square feet of living space, you'll also enjoy a full basement providing excellent storage

    Craig Milton Re/Max Valley Shore

    158 Cow Hill Rd Unit 1, Clinton, CT 06413
  • 151 Kingfisher Ln, Westbrook, CT 06498

    $4,900,000

    Sold Oct 16, 2025

    151 Kingfisher Ln, Westbrook, CT 06498

    • 6 Beds
    • 3.5 Baths
    • 6,182 Sq Ft
    • Built 1890

    Last Sold Summary

    • 15% Above List Price
    • $793/SF
    • 17 Days On Market

    Current Estimated Value $4,912,739

    Last Listing Agent Jackie Lyman Lyman Real Estate

    151 Kingfisher Ln, Westbrook, CT 06498

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