74,376

Middlesex County, CT Homes

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  • /27

    $175,000

    $15K PRICE DROP Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    170 Rising Trail Dr Unit 170, Middletown, CT 06457

    Opportunity awaits in this spacious three-bedroom, one-and-a-half-bath townhouse offering three levels of flexible living space and immediate occupancy. Enjoy the convenience of your own private entrance and a covered carport that helps protect your vehicle from the elements year-round. The main level features a functional kitchen and an open living and dining area with sliders leading to outdoor

    Agent Photo

    Marc Seigel & Lauren Seigel-Gross

    RE/MAX RISE

    170 Rising Trail Dr Unit 170, Middletown, CT 06457
  • /27

    Starting at $1,600 Plus Fees

    • 1 - 3 Beds

    305 S Main St, Middletown, CT 06457

    Stunning remodeled units available now! Call/text manager for details! Don't miss out on this opportunity!

    The Wilcox

    305 S Main St, Middletown, CT 06457
  • 6 Country Squire Dr Unit 6-G, Cromwell, CT 06416

    $195,000

    Sold May 22, 2026

    6 Country Squire Dr Unit 6-G, Cromwell, CT 06416

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft
    • Built 1971

    Last Sold Summary

    • 11% Above List Price
    • $271/SF
    • 5 Days On Market

    Last Listing Agent Tyler DeVecchis Century 21 AllPoints Realty

    6 Country Squire Dr Unit 6-G, Cromwell, CT 06416
    • 615 Miner St, Middletown, CT 06457

      Est $470,807

      Not Listed For Sale

      615 Miner St, Middletown, CT 06457

      • 3 Beds
      • 2 Baths
      • 2,122 Sq Ft
      • Built 1975
      615 Miner St, Middletown, CT 06457

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Devon Taylor Assael Dave Jones Realty, LLC

  • /39

    $599,900

    Under Contract
    • 2 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    112 Oakwood Trail, Chester, CT 06412

    A distinctive offering in Chester's only 55+ condominium community, privately set along a quiet cul-de-sac. This beautifully appointed two-bedroom, two-and-a-half-bath residence pairs custom details with an open, light-filled design and a well-planned first-floor layout. The main living space features hardwood floors, abundant windows, and a gas fireplace creating a warm architectural focal

    Agent Photo

    Kelly Puorro

    Puorro Realty Group

    112 Oakwood Trail, Chester, CT 06412
  • /33

    Starting at $1,133

    Total Monthly Price

    • Studio - 2 Beds

    352 Newfield St, Middletown, CT 06457

    Stoneycrest Towers is a 50 year old and older community offering spacious studio, one and two bedroom apartments in a pedestrian friendly neighborhood within close proximity to shopping, restaurants, bus lines and highways. A Resident Service Coordinator is onsite for the residents during business hours, located in the property's community room. All units are handicap accessible via elevators.

    Stoneycrest Tower

    352 Newfield St, Middletown, CT 06457
  • 1219 Cromwell Hills Dr Unit 1219, Cromwell, CT 06416

    $189,000

    Sold Jun 08, 2026

    1219 Cromwell Hills Dr Unit 1219, Cromwell, CT 06416

    • 2 Beds
    • 1.5 Baths
    • 1,057 Sq Ft
    • Built 1973

    Last Sold Summary

    • $179/SF
    • 40 Days On Market

    Current Estimated Value $187,745

    Last Listing Agent Emily Ford William Pitt Sotheby's International Realty

    1219 Cromwell Hills Dr Unit 1219, Cromwell, CT 06416
    • 234 S Main St Unit 103, Middletown, CT 06457

      Est $237,474

      Not Listed For Sale

      234 S Main St Unit 103, Middletown, CT 06457

      • 1 Bed
      • 1.5 Baths
      • 1,121 Sq Ft
      • Built 1987
      234 S Main St Unit 103, Middletown, CT 06457

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Derek Greene Derek Greene

  • /27

    $339,900

    Under Contract
    • 3 Beds
    • 1 Bath
    • 1,071 Sq Ft

    100 Jacobs Terrace, Middletown, CT 06457

    Welcome to 100 Jacobs Terrace, an adorable, move-in-ready, one-floor home, tucked away at the end of a quiet dead-end street with a convenient turnaround. Offering easy single-level living, this home features three bedrooms and one full bath with a comfortable and practical layout. Step outside to the fully fenced yard, where a nice deck and pergola create the perfect setting for morning coffee,

    Agent Photo

    Stacey McPherson

    KW Legacy Partners

    100 Jacobs Terrace, Middletown, CT 06457
  • /40

    Starting at $1,500 Plus Fees

    • 1 Bed

    400 Washington St, Middletown, CT 06457

    Stunning remodeled units available now! Call/text manager for details! Don't miss out on this opportunity!

    Birchwood Apartments

    400 Washington St, Middletown, CT 06457
  • 69 High St, Deep River, CT 06417

    $407,000

    Sold Nov 24, 2025

    69 High St, Deep River, CT 06417

    • 2 Beds
    • 1.5 Baths
    • 1,440 Sq Ft
    • Built 1927

    Last Sold Summary

    • 4% Above List Price
    • $283/SF
    • 34 Days On Market

    Current Estimated Value $414,161

    Last Listing Agent Jill D'Angelo-Powers Coldwell Banker Realty

    69 High St, Deep River, CT 06417
    • 51 Lake Shore Dr, Middlefield, CT 06455

      Est $352,588

      Not Listed For Sale

      51 Lake Shore Dr, Middlefield, CT 06455

      • 2 Beds
      • 1 Bath
      • 1,258 Sq Ft
      • Built 1932
      51 Lake Shore Dr, Middlefield, CT 06455

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Nancy Currlin William Raveis Real Estate

  • /40

    $477,500

    Under Contract
    • 4 Beds
    • 3 Baths
    • 2,866 Sq Ft

    394 Main St, Portland, CT 06480

    Welcome to 394 Main Street, a spacious multi-family located in the desirable Portland area. With its substantial footprint and versatile layout, this property presents an excellent opportunity for an owner occupant, extended household, or investor looking to add a valuable property to their portfolio. Whether you're looking to occupy one unit while generating rental income from another,

    Agent Photo

    Mike Albert

    RE/MAX RISE

    394 Main St, Portland, CT 06480
  • /20

    $2,000 Per Month

    • 1 Bed
    • 1.5 Baths
    • 738 Sq Ft
    • Condo for Rent

    111 Dekoven Dr Unit 908, Middletown, CT 06457

    Live Above It All — Where Every Day Comes With a ViewImagine waking up every morning to breathtaking views of the Connecticut River. From this beautifully updated 9th-floor, nearly end-unit condo on the bridge side of the building, you can enjoy the changing seasons, spectacular sunsets, and the peaceful beauty of the river right outside your windows.This is more than a place to

    111 Dekoven Dr Unit 908, Middletown, CT 06457
  • 11 Little River Ln, Middletown, CT 06457

    $320,000

    Sold Nov 21, 2025

    11 Little River Ln, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,164 Sq Ft
    • Built 1972

    Last Sold Summary

    • 7% Above List Price
    • $275/SF
    • 7 Days On Market

    Current Estimated Value $327,625

    Last Listing Agent Laura Beth Collinson Carl Guild & Associates

    11 Little River Ln, Middletown, CT 06457
    • 25 Thorne Wood Rd, Higganum, CT 06441

      Est $669,879

      Not Listed For Sale

      25 Thorne Wood Rd, Higganum, CT 06441

      • 3 Beds
      • 2.5 Baths
      • 3,011 Sq Ft
      • Built 2000
      25 Thorne Wood Rd, Higganum, CT 06441

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Cortney Emshwiller-Swokla Coldwell Banker Realty

  • /37

    $999,000

    $191K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,905 Sq Ft

    13 Mill Rd, Essex, CT 06426

    Nestled at the end of a private lane in one of Essex Village's premier waterfront settings, this exceptional residence offers a rare blend of privacy, natural beauty, and walk-to-town convenience. Set on 1.5 acres overlooking Falls River Pond and North Cove, the property enjoys year-round water views, abundant wildlife, and room for future expansion. Designed to embrace its surroundings, the home

    Agent Photo

    Kelly Puorro

    Puorro Realty Group

    13 Mill Rd, Essex, CT 06426
  • /33

    Starting at $2,799

    Total Monthly Price

    • 1 - 2 Beds

    7 N Main St, Old Saybrook, CT 06475

    Where Old Meets New...... Old Saybrook is one of the most charming, historical, and sought-after towns in Connecticut. SAYBROOK STATION is one of the only modern luxury apartment communities in the area, built near Saybrook’s historic train station. This central location in the heart of everything is also only four minutes from the Old Saybrook Town Green – yes, we’ve made a place where old truly

    Saybrook Station

    7 N Main St, Old Saybrook, CT 06475
  • 24 Jobs Pond Rd, Portland, CT 06480

    $452,000

    Sold Oct 02, 2025

    24 Jobs Pond Rd, Portland, CT 06480

    • 3 Beds
    • 2 Baths
    • 1,907 Sq Ft
    • Built 2003

    Last Sold Summary

    • 26% Above List Price
    • $237/SF
    • 5 Days On Market

    Current Estimated Value $482,931

    Last Listing Agent Steve Jones Jr KW Legacy Partners

    24 Jobs Pond Rd, Portland, CT 06480
    • 129 Smith Rd, East Haddam, CT 06423

      Est $408,674

      Not Listed For Sale

      129 Smith Rd, East Haddam, CT 06423

      • 3 Beds
      • 2 Baths
      • 2,153 Sq Ft
      • Built 1960
      129 Smith Rd, East Haddam, CT 06423

      Last Sold Summary

      • 108 Days On Market

      Last Listing Agent Brenda Chubbuck Berkshire Hathaway NE Prop.

  • /12

    $399,000

    • Land
    • 41 Acres
    • $9,732 per Acre

    51 Nod Place, Clinton, CT 06413

    Buyer to do own due diligence.

    Agent Photo

    Sarah McMillan

    Our Home Realty Advisors

    51 Nod Place, Clinton, CT 06413
  • /35

    Starting at $1,450 Plus Fees

    • 1 - 2 Beds

    Unlisted Address

    Stonegate Apartments – Middletown, CTWelcome to Stonegate Apartments, where comfort and convenience meet. Our spacious apartments are designed for easy living, with heat and hot water included in your rent so you can enjoy peace of mind all year round.Relax and unwind with our community amenities, including a sparkling outdoor pool, a fully equipped fitness center, and a lively

    StoneGate Apartments

    Unlisted Address
  • 12 Nutmeg Dr, Clinton, CT 06413

    $331,000

    Sold Feb 19, 2026

    12 Nutmeg Dr, Clinton, CT 06413

    • 3 Beds
    • 1 Bath
    • 1,064 Sq Ft
    • Built 1963

    Last Sold Summary

    • 2% Above List Price
    • $311/SF
    • 38 Days On Market

    Current Estimated Value $354,220

    Last Listing Agent Samantha Rosano Marella Realty

    12 Nutmeg Dr, Clinton, CT 06413
    • 29 Daniels Rd, East Haddam, CT 06423

      Est $507,006

      Not Listed For Sale

      29 Daniels Rd, East Haddam, CT 06423

      • 5 Beds
      • 2.5 Baths
      • 2,808 Sq Ft
      • Built 1974
      29 Daniels Rd, East Haddam, CT 06423

      Last Sold Summary

      • 95 Days On Market

      Last Listing Agent Lori Vogel William Raveis Real Estate

  • /40

    $1,450,000

    • 4 Beds
    • 4.5 Baths
    • 4,621 Sq Ft

    8 Lindera Ln, Clinton, CT 06413

    Welcome to 8 Lindera Lane, an exceptional private retreat set on nearly nine acres within desirable Houpert's Landing. At the heart of the home is a beautifully appointed kitchen, anchored by an impressive oversized granite island with abundant seating, generous cabinetry and expansive workspace, creating a natural gathering place for both everyday living and entertaining. Outdoors, the property

    Agent Photo

    Tammy Tinnerello

    William Pitt Sotheby's Int'l

    8 Lindera Ln, Clinton, CT 06413
  • /40

    Starting at $2,034

    Total Monthly Price

    • 1 - 3 Beds

    5 Town Colony Dr, Middletown, CT 06457

    Welcome to Northwoods East in Middletown, CT! Our one bedroom or three bedroom apartments offer the convenience of a private balcony or patio, perfect for enjoying the fresh air and sunshine. Inside, you'll find the convenience of a washer and dryer right in your unit, making laundry day a breeze. The spacious walk-in closets provide ample storage for all your belongings. With these amenities,

    Northwoods East

    5 Town Colony Dr, Middletown, CT 06457
  • 634 High St, Middletown, CT 06457

    $440,000

    Sold Nov 18, 2025

    634 High St, Middletown, CT 06457

    • 5 Beds
    • 3 Baths
    • 2,947 Sq Ft
    • Built 1909

    Last Sold Summary

    • 7% Above List Price
    • $149/SF
    • 1 Day On Market

    Current Estimated Value $454,598

    Last Listing Agent Tony Opalenik Eagle Eye Realty PLLC

    634 High St, Middletown, CT 06457
    • 29 Walnut Ave, East Hampton, CT 06424

      Est $435,560

      Not Listed For Sale

      29 Walnut Ave, East Hampton, CT 06424

      • 3 Beds
      • 1.5 Baths
      • 1,536 Sq Ft
      • Built 1914
      29 Walnut Ave, East Hampton, CT 06424

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Sarah Murphy William Raveis Real Estate

  • /38

    $499,900

    • 3 Beds
    • 2 Baths
    • 1,774 Sq Ft

    55 Wig Hill Rd, Chester, CT 06412

    Set in the charming town of Chester, this three-bedroom, two-bath home offers a versatile layout with thoughtfully updated spaces throughout. The main level features an updated kitchen, wood floors, and an inviting living room anchored by a striking raised gas fireplace that serves as a beautiful focal point. Recent improvements include a new roof and new central air conditioning condenser,

    Agent Photo

    Kelly Puorro

    Puorro Realty Group

    55 Wig Hill Rd, Chester, CT 06412
  • /35

    Starting at $3,500 Plus Fees

    • 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

    Hanford Commons

    99 Lynde St, Old Saybrook, CT 06475
  • 16 Tall Wood Dr, East Hampton, CT 06424

    $625,000

    Sold Jul 30, 2026

    16 Tall Wood Dr, East Hampton, CT 06424

    • 4 Beds
    • 2.5 Baths
    • 2,450 Sq Ft
    • Built 2017

    Last Sold Summary

    • 2% Below List Price
    • $255/SF
    • 44 Days On Market

    Current Estimated Value $632,660

    Last Listing Agent Niccolo Saraceno eXp Realty

    16 Tall Wood Dr, East Hampton, CT 06424
    • 43 Woodland Dr, Durham, CT 06422

      Est $348,082

      Not Listed For Sale

      43 Woodland Dr, Durham, CT 06422

      • 4 Beds
      • 1 Bath
      • 1,529 Sq Ft
      • Built 1949
      43 Woodland Dr, Durham, CT 06422

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Siobhan McLaughlin William Raveis Real Estate

  • /28

    $249,900

    Pending
    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    210 Carriage Crossing Ln Unit 210, Middletown, CT 06457

    Welcome to 210 Carriage Crossing Lane, a desirable end-unit condo offering comfort, convenience, and low-maintenance living in the popular Carriage Crossing community. This bright and inviting 2-bedroom, 2-bath home features an open floor plan with a vaulted ceiling and fireplace in the living room, creating a spacious and comfortable gathering area. The kitchen opens easily to the main living

    Agent Photo

    Timothy Morse

    Alliance Realty LLC

    210 Carriage Crossing Ln Unit 210, Middletown, CT 06457
  • /6

    $1,975 Per Month

    • 2 Beds
    • 1 Bath
    • 770 Sq Ft
    • Condo for Rent

    17 Elm St Unit 17A, Middletown, CT 06457

    Freshly renovated 2 bed unit in centrally located multifamily home on quiet one way street. Close to shopping and many amenities, easy access to Rt9, assigned off street parking. Unit heated by high efficiency gas furnace, HEAT INCLUDED. On call property management. This remodeled 2nd floor 2 bedroom unit is ready for your immediate occupancy. Make this your home for the holidays!

    17 Elm St Unit 17A, Middletown, CT 06457
  • 105 Fenwood Dr, Old Saybrook, CT 06475

    $1,305,000

    Sold Apr 30, 2026

    105 Fenwood Dr, Old Saybrook, CT 06475

    • 4 Beds
    • 2 Baths
    • 1,910 Sq Ft
    • Built 1961

    Last Sold Summary

    • 7% Below List Price
    • $683/SF
    • 56 Days On Market

    Current Estimated Value $1,308,788

    Last Listing Agent Jodi Serapilia Seaport Real Estate Services

    105 Fenwood Dr, Old Saybrook, CT 06475
    • 5 Tower Hill Lake Rd, Deep River, CT 06417

      Est $515,958

      Not Listed For Sale

      5 Tower Hill Lake Rd, Deep River, CT 06417

      • 3 Beds
      • 2.5 Baths
      • 2,550 Sq Ft
      • Built 1976
      5 Tower Hill Lake Rd, Deep River, CT 06417

      Last Sold Summary

      • 63 Days On Market

      Last Listing Agent Victoria Schroeder Kazantzis Real Estate, LLC

  • /27

    $299,000

    • 3 Beds
    • 1 Bath
    • 840 Sq Ft

    74 Pine Rd, East Haddam, CT 06423

    Your lake escape awaits! Welcome to 74 Pine Rd, a beautifully renovated 3-bedroom seasonal home in the desirable Moodus Lake Shores community on the Upper Moodus Reservoir. Thoughtfully designed from top to bottom, this move-in-ready retreat features new flooring, new stainless-steel appliances, fresh paint, a renovated kitchen and bathroom, and a split system providing both heat and air

    Agent Photo

    Amy Rubin

    William Raveis Real Estate

    74 Pine Rd, East Haddam, CT 06423
  • /16

    $3,500 Per Month

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

    27 Sols Point Rd, Clinton, CT 06413

    Fully Furnished, Brand New, Move-In Ready Beach Cottage Steps to Deeded Beach AccessBrand-new construction on a quiet, low-traffic street with deeded beach access less than 500 feet from your door completely furnished and turn-key. Morning coffee on the porch overlooking the water, evening walks on the sand, and the sound of the waves from home. Available October 1, 2026.The

    27 Sols Point Rd, Clinton, CT 06413
  • 56 Linden Ave N, Westbrook, CT 06498

    $170,000

    Sold Nov 05, 2025

    56 Linden Ave N, Westbrook, CT 06498

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft
    • Built 2012

    Last Sold Summary

    • 2% Below List Price
    • $202/SF
    • 6 Days On Market

    Last Listing Agent Judith DuMouchel J.M. REALTY

    56 Linden Ave N, Westbrook, CT 06498
    • 6 Mountain Laurel Ct, Cromwell, CT 06416

      Est $232,120

      Not Listed For Sale

      6 Mountain Laurel Ct, Cromwell, CT 06416

      • 2 Beds
      • 1.5 Baths
      • 1,365 Sq Ft
      • Built 1973
      6 Mountain Laurel Ct, Cromwell, CT 06416

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Kim Sherman Coldwell Banker Calabro

Showing Results 81 - 120, Page 3 of 18

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