74,376

Middlesex County, CT Homes

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  • /39

    $309,900

    Under Contract
    • 5 Beds
    • 2 Baths
    • 1,576 Sq Ft

    105 Spring St, Middletown, CT 06457

    **Multiple Offers, Highest and Best Due EOD Wednesday, 9/9/26** Opportunity knocks in the heart of Middletown! This two-family home sits just minutes from Route 9, public transportation, and the Main Street corridor with its restaurants, shops, and year-round events. Live in one unit and have a tenant help pay your mortgage, or add a solid two-family to the portfolio - a great fit for

    Warren Juall HOMESELL

    105 Spring St, Middletown, CT 06457
  • /9

    $2,300 Per Month

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft
    • Townhouse for Rent

    33 Franklin St Unit 2ND FLOOR, Middletown, CT 06457

    WELCOME TO 33 FRANKLIN ST,ELECTRIC INCLUDED LAST HOUSE ON A DEAD END STREET, VERY PRIVATE 3 BEDROOM, HARDWOOD FLOORS ATTACHED GARAGE AND SPACIOUS BACKYARD FOR YOUR ENJOYMENT. WASHER AND DRYER INSIDE UNIT. Electric included

    Charles Harris CLMA Realty

    33 Franklin St Unit 2ND FLOOR, 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
    • 37 Bashan Rd, East Haddam, CT 06423

      Est $405,567

      Not Listed For Sale

      37 Bashan Rd, East Haddam, CT 06423

      • 2 Beds
      • 2 Baths
      • 1,504 Sq Ft
      • Built 1960
      37 Bashan Rd, East Haddam, CT 06423

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Deborah Pepin Coldwell Banker Realty

  • /39

    $304,900

    Under Contract
    • 2 Beds
    • 1 Bath
    • 704 Sq Ft

    127 Longwood Dr, East Haddam, CT 06423

    Welcome to the desirable Lake Hayward community, offering the ideal blend of comfort, charm, and the ultimate lake lifestyle. This well-maintained seasonal cottage features two generously sized bedrooms and one updated full bath. The inviting living room boasts a cozy propane fireplace-perfect for crisp mornings and chilly evenings-along with French doors that open to a sun-filled, versatile

    Carolyn Kress Berkshire Hathaway NE Prop.

    127 Longwood Dr, East Haddam, CT 06423
  • /26

    $1,500 Per Month

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

    346 S Main St Unit 2, Middletown, CT 06457

    Welcome home to this charming second-floor, 2-bedroom apartment, offering comfort, convenience, and a peaceful setting. The apartment features a fully remodeled kitchen and bathroom, providing a fresh and modern feel. Located in a quiet area while still being conveniently close to shopping, restaurants, and dining, this home offers the best of both worlds. Additional features include: Off-street

    James Foley William Raveis Real Estate

    346 S Main St Unit 2, Middletown, CT 06457
  • 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 $5,025,849

    Last Listing Agent Jackie Lyman Lyman Real Estate

    151 Kingfisher Ln, Westbrook, CT 06498
    • 60 Old Mill Rd, Middletown, CT 06457

      Est $364,701

      Not Listed For Sale

      60 Old Mill Rd, Middletown, CT 06457

      • 3 Beds
      • 1.5 Baths
      • 1,404 Sq Ft
      • Built 1947
      60 Old Mill Rd, Middletown, CT 06457

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Laura Frisch Coldwell Banker Realty

  • /27

    $537,400

    $13K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,520 Sq Ft

    4 Sanfords Bridge, East Haddam, CT 06423

    Welcome to Sanfords Bridge Estates, a distinctive Hadlyme neighborhood centered around a picturesque covered bridge, private pond, walking trails, and approximately 15 acres of preserved open space. Set on a private 1.19-acre lot, this spacious 2,520-square-foot Colonial offers four bedrooms, three full baths, and a flexible floor plan designed for comfortable everyday living and entertaining. A

    John Huhn Coldwell Banker Realty

    4 Sanfords Bridge, East Haddam, CT 06423
  • /23

    $2,500 Per Month

    • 4 Beds
    • 1.5 Baths
    • 1,540 Sq Ft
    • House for Rent

    82 Menunketesuck Rd, Westbrook, CT 06498

    Academic rental furnished , available 10/1-5/31, some flexibility. Double lot, access to water for kayaking, views of LIS and River, private beach. Charming cape style 4 bedrooms with new carpeting, 1,5 bath, updated eat-in Kitchen, living room w/fire place and gleaming wood floors. Enjoy beach community and the off season. Off street parking. Pets restriction, cat might be allowed, no smoking.

    Svetlana Goletz Compass Connecticut, LLC

    82 Menunketesuck Rd, Westbrook, CT 06498
  • 7 Sherwood Ct, Portland, CT 06480

    $324,000

    Sold Feb 12, 2026

    7 Sherwood Ct, Portland, CT 06480

    • 2 Beds
    • 2 Baths
    • 1,097 Sq Ft
    • Built 2000

    Last Sold Summary

    • 8% Above List Price
    • $295/SF
    • 4 Days On Market

    Current Estimated Value $319,729

    Last Listing Agent Angela Aresco Carl Guild & Associates

    7 Sherwood Ct, Portland, CT 06480
    • 266 Ballfall Rd, Middletown, CT 06457

      Est $517,958

      Not Listed For Sale

      266 Ballfall Rd, Middletown, CT 06457

      • 3 Beds
      • 2 Baths
      • 3,568 Sq Ft
      • Built 1956
      266 Ballfall Rd, Middletown, CT 06457

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Pam Giordano Pam-Gio Real Estate

  • /4

    $425,000

    • Land
    • 6.6 Acres
    • $64,394 per Acre

    1143 & 1145 Saybrook Rd, Haddam, CT 06438

    Discover the potential of this remarkable 6.6-acre parcel tucked into the natural landscape of Haddam. Thoughtfully improved and ready for development, the property features an existing access drive leading to a spacious open building area with approvals supporting two separate home sites. Whether you are seeking the perfect location for a private estate, multi-generational living arrangement,

    Erica Stone iHeart Homes Real Estate LLC

    1143 & 1145 Saybrook Rd, Haddam, CT 06438
  • /13

    $1,700 Per Month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Townhouse for Rent

    16 Leesville Rd Unit A, Moodus, CT 06469

    Newly renovated 2 bedroom, 1 bath, side by side Duplex. Eat in kitchen. Full basement with washer/dryer hookups. Walk up attic. Own parking area and private backyard.

    Alexis Devlin Coldwell Banker Realty

    16 Leesville Rd Unit A, Moodus, CT 06469
  • 27 Valley Dr, Middletown, CT 06457

    $530,000

    Sold Jan 09, 2026

    27 Valley Dr, Middletown, CT 06457

    • 3 Beds
    • 2.5 Baths
    • 2,204 Sq Ft
    • Built 1991

    Last Sold Summary

    • $240/SF
    • 5 Days On Market

    Current Estimated Value $544,053

    Last Listing Agent Emily Curtis William Raveis Real Estate

    27 Valley Dr, Middletown, CT 06457
    • 9 Clinton Ave, Middletown, CT 06457

      Est $275,623

      Not Listed For Sale

      9 Clinton Ave, Middletown, CT 06457

      • 5 Beds
      • 2 Baths
      • 2,172 Sq Ft
      • Built 1900
      9 Clinton Ave, Middletown, CT 06457

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Frank Balisciano Coldwell Banker Realty

  • /40

    $949,900

    New Construction
    • 4 Beds
    • 4 Baths
    • 3,578 Sq Ft

    124 Nooks Hill Rd, Cromwell, CT 06416

    Experience the ease of true one-floor living in this stunning new construction ranch situated on a picturesque 1-acre lot backing to a peaceful horse farm. Offering 4 bedrooms (one currently used as an office), 2 full baths, and 2 half baths, this thoughtfully designed home combines luxury finishes with an open, functional layout. The expansive kitchen features a large center island, 36-inch Thor

    Jason Boice eXp Realty

    124 Nooks Hill Rd, Cromwell, CT 06416
  • /21

    $2,900 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,170 Sq Ft
    • Townhouse for Rent

    280 E Main St Unit E6, Clinton, CT 06413

    2 bedroom 1.5 bathroom townhouse conveniently located on commuter bus line, near shopping centers, outlet malls, restaurants, views of the marsh and a quick drive to sandy beaches. Featuring 2 spacious bedrooms, a cozy living room, and a charming eat-in kitchen, hardwood throughout, it's perfect for your needs. In the lower level you'll find a finished room and plenty of storage space in the

    Jay Cusack Better Homes and Gardens Real Estate Executive Real Estate

    280 E Main St Unit E6, Clinton, CT 06413
  • 47 Ridge Rd, Middletown, CT 06457

    $252,399

    Sold Oct 23, 2025

    47 Ridge Rd, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,376 Sq Ft
    • Built 1879

    Last Sold Summary

    • 25% Below List Price
    • $183/SF
    • 88 Days On Market

    Current Estimated Value $279,675

    Last Listing Agent Carl Guild Carl Guild & Associates

    47 Ridge Rd, Middletown, CT 06457
    • 14 Massasoit Rd, Middlefield, CT 06455

      Est $543,618

      Not Listed For Sale

      14 Massasoit Rd, Middlefield, CT 06455

      • 5 Beds
      • 3 Baths
      • 2,827 Sq Ft
      • Built 1956
      14 Massasoit Rd, Middlefield, CT 06455

      Last Sold Summary

      • 70 Days On Market

      Last Listing Agent Doug St. John New England Realty Assoc LLC

  • /2

    $769,000

    Open House 10/03 Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 1,716 Sq Ft

    103 Bushy Hill Rd, Deep River, CT 06417

    Coming soon! This Stunning, completely remodeled ranch style home is truly move in ready! With an open concept living area, perfect for entertaining or everyday living. There is pleanty of kitchen space with an island, new cabinets & quartz countertops and new appliances, living room area with gas fireplace and dining space. High ceilings and plenty of window to let in the natural light. On one

    Kellie Kubica Better Homes and Gardens Real Estate Executive Real Estate

    103 Bushy Hill Rd, Deep River, CT 06417
  • /9

    $2,200 Per Month

    • 1 Bed
    • 1 Bath
    • 1,100 Sq Ft
    • Apartment for Rent

    3 Banner Rd Unit 109, East Haddam, CT 06469

    Luxury Loft Living at The Lofts at Black Birch Enjoy upscale living in this beautiful one-bedroom loft-style apartment in a stunning newer 20-unit luxury community in Moodus, Connecticut. This spacious home features an open floor plan, soaring ceilings, and a private wraparound porch overlooking the tennis courts-the perfect place to enjoy your morning coffee or unwind in the evening. Residents

    Nancy Newman LPT Realty

    3 Banner Rd Unit 109, East Haddam, CT 06469
  • 96 Woodland Dr Unit 96, Cromwell, CT 06416

    $210,000

    Sold Dec 11, 2025

    96 Woodland Dr Unit 96, Cromwell, CT 06416

    • 2 Beds
    • 2 Baths
    • 989 Sq Ft
    • Built 1974

    Last Sold Summary

    • 5% Above List Price
    • $212/SF
    • 19 Days On Market

    Current Estimated Value $214,691

    Last Listing Agent Corinne Machowski William Raveis Real Estate

    96 Woodland Dr Unit 96, Cromwell, CT 06416
    • 9 Thayer Rd, Higganum, CT 06441

      Est $412,749

      Not Listed For Sale

      9 Thayer Rd, Higganum, CT 06441

      • 3 Beds
      • 1.5 Baths
      • 1,536 Sq Ft
      • Built 1960
      9 Thayer Rd, Higganum, CT 06441

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Devon Hills Coldwell Banker Realty

  • /39

    $859,900

    $15K PRICE DROP Under Contract
    • 2 Beds
    • 3 Baths
    • 2,209 Sq Ft

    86 Fenwood Dr, Old Saybrook, CT 06475

    Your Beach Retreat Awaits! Completely renovated and thoughtfully redesigned, 86 Fenwood Drive offers the perfect opportunity for a year-round residence or summer getaway. Ideally located just minutes from the kayak launch, cove, and beach, this charming home sits on a beautifully landscaped, level lot filled with mature plantings and inviting outdoor spaces. Step inside to discover a stunning

    Jeffrey Anderson William Pitt Sotheby's International Realty

    86 Fenwood Dr, Old Saybrook, CT 06475
  • /39

    $4,500 Per Month

    • 3 Beds
    • 3 Baths
    • 3,125 Sq Ft
    • House for Rent

    5 Woodland Dr, Old Saybrook, CT 06475

    WINTER RENTAL available September 15, 2026 through May 31, 2027 for $4,500/month. Enjoy spectacular Long Island Sound views from this beautifully renovated 3-bedroom, 3-bath home in the desirable Knollwood Beach Association. Tucked away on a quiet street just off Maple Avenue and only one street from the beach, this exceptional home offers unobstructed water views and a peaceful shoreline

    Joel Lucas Coldwell Banker Realty

    5 Woodland Dr, Old Saybrook, CT 06475
  • 27 Edgewood Rd, Portland, CT 06480

    $430,000

    Sold Sep 17, 2026

    27 Edgewood Rd, Portland, CT 06480

    • 4 Beds
    • 2 Baths
    • 1,783 Sq Ft
    • Built 1958

    Last Sold Summary

    • 8% Above List Price
    • $241/SF
    • 5 Days On Market

    Current Estimated Value $388,713

    Last Listing Agent Danielle Dube RE/MAX Right Choice

    27 Edgewood Rd, Portland, CT 06480
    • 92 Cynthia Ln Unit C6, Middletown, CT 06457

      Est $229,516

      Not Listed For Sale

      92 Cynthia Ln Unit C6, Middletown, CT 06457

      • 2 Beds
      • 1 Bath
      • 924 Sq Ft
      • Built 1977
      92 Cynthia Ln Unit C6, Middletown, CT 06457

      Last Sold Summary

      • 66 Days On Market

      Last Listing Agent Carolyn Racki William Raveis Real Estate

  • /40

    $1,055,000

    $40K PRICE DROP Under Contract
    • 5 Beds
    • 2.5 Baths
    • 3,741 Sq Ft

    8 Meeting House Rd, Haddam, CT 06438

    Welcome to 8 Meeting House Road, a secluded and serene retreat. This special property was the former Reverend John Marsh parsonage circa 1818. It has been privately owned for the last 41 years by the same family and is now ready for a new steward. This gracious historic home features a light-filled eat-in kitchen, a fabulous enclosed sunporch overlooking verdant views of the property, and

    Susan Malan William Pitt Sotheby's Int'l

    8 Meeting House Rd, Haddam, CT 06438
  • /11

    $1,552 Per Month

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

    58 Lake St Unit 1, Middletown, CT 06457

    Come take a look at this spacious first-floor apartment at 58 Lake Street in Middletown, CT! This 2-bedroom unit features a comfortable living area with room for both living and dining, great closet space, a full bathroom with a tub, and a kitchen with two pantries, plenty of cabinets, and an in-unit washer & dryer. Owner/broker related

    Michael Bernard Ironclad Real Estate

    58 Lake St Unit 1, Middletown, CT 06457
  • 64 Woodland Dr, Cromwell, CT 06416

    $175,000

    Sold Oct 16, 2025

    64 Woodland Dr, Cromwell, CT 06416

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft
    • Built 1974

    Last Sold Summary

    • $243/SF
    • 4 Days On Market

    Current Estimated Value $175,419

    Last Listing Agent Nick Palazzo Century 21 Clemens Group

    64 Woodland Dr, Cromwell, CT 06416
    • 1310 Saybrook Rd, Haddam, CT 06438

      Est $744,316

      Not Listed For Sale

      1310 Saybrook Rd, Haddam, CT 06438

      • 4 Beds
      • 3 Baths
      • 3,302 Sq Ft
      • Built 1965
      1310 Saybrook Rd, Haddam, CT 06438

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Todd Gould William Pitt Sotheby's Int'l

  • /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
  • /18

    $2,700 Per Month

    • 3 Beds
    • 1 Bath
    • 1,028 Sq Ft
    • House for Rent

    703 Laurel Grove Rd, Middletown, CT 06457

    Spacious charming 3 bedroom ranch features a roomy eat in kitchen, a living room with a wood burning fireplace, 3 sizable bedrooms, a lovely front covered porch, a one car garage, and a private back yard. Route 9 is easily accessible. Enjoy many superb restaurants in Middletown's vibrant downtown. MINIMUM 650 CREDIT SCORE.

    Pam Savejs Century 21 AllPoints Realty

    703 Laurel Grove Rd, Middletown, CT 06457
  • 28 Gates Rd, Old Saybrook, CT 06475

    $960,000

    Sold Sep 15, 2026

    28 Gates Rd, Old Saybrook, CT 06475

    • 4 Beds
    • 1.5 Baths
    • 1,208 Sq Ft
    • Built 1920

    Last Sold Summary

    • 1% Above List Price
    • $795/SF
    • 25 Days On Market

    Current Estimated Value $935,164

    Last Listing Agent Jessica Keating William Raveis Real Estate

    28 Gates Rd, Old Saybrook, CT 06475
    • 14 Stony Point Rd, Clinton, CT 06413

      Est $440,625

      Not Listed For Sale

      14 Stony Point Rd, Clinton, CT 06413

      • 2 Beds
      • 2 Baths
      • 1,036 Sq Ft
      • Built 1954
      14 Stony Point Rd, Clinton, CT 06413

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Pardi & Zucco Team William Pitt Sotheby's Int'l

  • /40

    $2,000,000

    $401K PRICE INCREASE
    • 4 Beds
    • 3.5 Baths
    • 2,734 Sq Ft

    138 N Cove Rd, Old Saybrook, CT 06475

    A Rare Coastal Opportunity Awaits! Set in the highly sought-after North Cove Historic District of Old Saybrook, this grand colonial offers something truly special: a coveted prime coastal location, spectacular water views, and incredible potential to create the home you've always envisioned. Originally built in 1930 and expanded in 1987, this property has the character, scale, and bones of a

    Marcello Delmonaco Coldwell Banker Realty

    138 N Cove Rd, Old Saybrook, CT 06475
  • /14

    $2,500 Per Month

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

    Unlisted Address

    Two Bedroom One Bath in Middle Beach Walk to Everything! This bright and comfortable home features: two bedrooms, one full bath, fully equipped kitchen, screened in porch, fenced in backyard, washer & dryer, Linens, Towels, Wifi & Netflix. Westbrook Town Beach Passes provided & walk to Middle Beach! No pets allowed. Fireplace decorative only. Month to Month Non Summer Rental Available Jan 5th

    Mary Maffuid Berkshire Hathaway NE Prop.

    Unlisted Address
  • 55 Woodland Dr, Old Saybrook, CT 06475

    $525,000

    Sold Jun 15, 2026

    55 Woodland Dr, Old Saybrook, CT 06475

    • 4 Beds
    • 1 Bath
    • 1,080 Sq Ft
    • Built 1950

    Last Sold Summary

    • 5% Above List Price
    • $486/SF
    • 8 Days On Market

    Current Estimated Value $540,072

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    55 Woodland Dr, Old Saybrook, CT 06475
    • 17 Johnson St, Middletown, CT 06457

      Est $365,681

      Not Listed For Sale

      17 Johnson St, Middletown, CT 06457

      • 6 Beds
      • 2 Baths
      • 2,184 Sq Ft
      • Built 1927
      17 Johnson St, Middletown, CT 06457

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Lauren Rasile William Pitt Sotheby's Int'l

Showing Results 521 - 560, Page 14 of 18

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