6,289

Middlesex, CT Homes

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    $320,000 Under Contract

    • Land
    • 2.00 Acres
    • $160,000 per Acre

    40-A Ayers Point Rd, Old Saybrook, CT 06475

    WELCOME TO OLD SAYBROOK/SHORELINE LIFESTYLE /BEACHES/SHOPS/RESTAURANTS AND FAMOUS KATE THEATER/GREAT OPPORTUNITY TO BUILD YOUR DREAM HOME IN ASTABLISHED AYERS POINT NEIGHBORHOOD.GREAT LOCATION BETWEEN OLD SAYBROOK DOWNTOWN AND TOWN OF ESSEX/ AA-1 ZONIG/SURVEY AVAILABLE. CALL-PREVIEW-BUILD :)

    Barbara Myslinski-Krucko William Raveis Real Estate

    40-A Ayers Point Rd, Old Saybrook, CT 06475
  • 174 Old Boston Post Rd Unit C-18, Old Saybrook, CT 06475

    $225,000 Sold Jan 17, 2025

    • 880 Sq Ft
    • $256/SF
    • 49 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1979

    174 Old Boston Post Rd Unit C-18, Old Saybrook, CT 06475

    Wonderful opportunity to own a slice of heaven in the wonderful shoreline village community of Old Saybrook. Lovely 1 bedroom second floor unit in the pristine Saybrook Village community. Everything at your fingertips including the train station, highway, beaches, library, the KATE (HEPBURN) Theater, shopping and the prestigious Saybrook Point Inn on the water. Slider to deck overlooking private

    Kathleen Kroll Century 21 AllPoints Realty

    174 Old Boston Post Rd Unit C-18, Old Saybrook, CT 06475
  • 1 Wildwood Rd, Old Saybrook, CT 06475

    $1,023,830 Sold Jan 17, 2025

    • 1,764 Sq Ft
    • $580/SF
    • 147 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2006

    1 Wildwood Rd, Old Saybrook, CT 06475

    Welcome to your dream home in the desirable beach community of Cornfield Point! This charming 3-bedroom, 2-bathroom residence features a perfect blend of modern convenience and coastal charm. Enjoy a spacious layout designed for seamless living and entertaining. Large windows throughout the home flood the space with sunlight, creating a warm and inviting atmosphere. The main level features a

    Marc Delise Coldwell Banker Realty

    1 Wildwood Rd, Old Saybrook, CT 06475
  • 50 Fenwood Dr, Old Saybrook, CT 06475

    $687,444 Sold Jan 16, 2025

    • 1,408 Sq Ft
    • $488/SF
    • 4 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1954

    50 Fenwood Dr, Old Saybrook, CT 06475

    First time this charming home is available for sale. Built, owned and cared for by the same family since 1954. Because it's an estate the house is being sold "as-is". There is a partially finished full basement, with a full bath, that could easily turn this into a 3 bedroom or whatever you choose. So many possibilities if you are up for a renovation, the good bones are there. The lot sits out of

    Libby Waldron Coldwell Banker Realty

    50 Fenwood Dr, Old Saybrook, CT 06475
  • 46 Soundview Ave, Old Saybrook, CT 06475

    $841,000 Sold Jan 14, 2025

    • 920 Sq Ft
    • $914/SF
    • 158 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1930

    46 Soundview Ave, Old Saybrook, CT 06475

    Your dream home awaits! Stunning year round waterfront property in Old Saybrook. With the potential to add another bedroom Walk to Saybrook Point Inn and Marina, Main Street and "The Kate". Breathtaking views of South Cove and Saybrook Light House. Enjoy the natural wildlife including an osprey nest while sitting on your new deck with awning. The south cove is separated by the causeway so there

    Rick Loranger Coldwell Banker Realty

    46 Soundview Ave, Old Saybrook, CT 06475
  • 11 Coulter St Unit 4, Old Saybrook, CT 06475

    $556,000 Sold Jan 10, 2025

    • 1,430 Sq Ft
    • $389/SF
    • 87 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    11 Coulter St Unit 4, Old Saybrook, CT 06475

    This Chatham Condo has 2 spacious bedrooms and 2 full baths. It has a large Dining room and living room with fireplace. Open feel for easy entertaining. This unit has a half-finished lower level for additional living area, with one year old new Kohler generator and new gas furnace and air conditioning 2019. This unit has a 2-car attached garage. Laundry is located in the hall closet for easy

    Paula Stuart Berkshire Hathaway NE Prop.

    11 Coulter St Unit 4, Old Saybrook, CT 06475
  • 63 Obed Heights, Old Saybrook, CT 06475

    $650,000 Sold Dec 30, 2024

    • 2,632 Sq Ft
    • $247/SF
    • 9 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2002

    63 Obed Heights, Old Saybrook, CT 06475

    Welcome to 63 Obed Heights. This 4-bedroom, 2.5-bathroom colonial home seamlessly blends modern upgrades with timeless charm. Nestled in a desirable location close to the shoreline's best attractions, including the historic Essex Steam Train and beautiful public beaches, this home offers the perfect mix of convenience and serenity. Step inside and be greeted by the warmth of oak and cherrywood

    Adam Bronko RE/MAX RISE

    63 Obed Heights, Old Saybrook, CT 06475
  • 235 Essex Rd, Old Saybrook, CT 06475

    $440,000 Sold Dec 27, 2024

    • 1,820 Sq Ft
    • $242/SF
    • 32 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1975

    235 Essex Rd, Old Saybrook, CT 06475

    Welcome to 235 Essex Rd, a charming retreat nestled in the heart of Old Saybrook, CT. This updated home features three spacious bedrooms, one on the first floor, and two full baths. Step inside to discover a freshly painted interior, Freshly refinished hardwood floors on the first level and adorned with new carpeting on the second level. The eat in kitchen opens to both the living room and

    Maddy Mattson Coldwell Banker Realty

    235 Essex Rd, Old Saybrook, CT 06475
  • 2 Briarwood Dr, Old Saybrook, CT 06475

    $475,000 Sold Dec 23, 2024

    • 1,314 Sq Ft
    • $361/SF
    • 21 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1957

    2 Briarwood Dr, Old Saybrook, CT 06475

    One Floor Living available in desirable Cornfield Point neighborhood. Open floor plan in the living areas. Spacious 21x23 Living Room. 3 Bedrooms. 1 Bath. Partially finished lower level. Cornfield Point Bach Association. Ready for your updating! Level lot. Garden Shed. Walk to the Beach!

    Craig Milton Re/Max Valley Shore

    2 Briarwood Dr, Old Saybrook, CT 06475
  • 1210 Boston Post Rd, Old Saybrook, CT 06475

    $680,000 Sold Dec 20, 2024

    • 2,782 Sq Ft
    • $244/SF
    • 98 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1816

    1210 Boston Post Rd, Old Saybrook, CT 06475

    Welcome to Old Saybrook! Enjoy this spacious and renovated 4 bedrooms, 2.1 baths home offers over 2,700 sq ft of flexible open concept space along with a unique lifestyle that can be enjoyed all year round! The main level features a large open-floor kitchen, dining, and living room with an electric double-sided fireplace. Great room boasting cathedral ceilings and brick fireplace. The updated

    Naima Mazouzi Eagle Eye Realty PLLC

    1210 Boston Post Rd, Old Saybrook, CT 06475
  • 6 Adema Way, Old Saybrook, CT 06475

    $701,000 Sold Dec 16, 2024

    • 2,507 Sq Ft
    • $280/SF
    • 24 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2003

    6 Adema Way, Old Saybrook, CT 06475

    Don't miss the opportunity to own this exceptional Colonial in a tranquil setting and desirable neighborhood. Step inside to discover the kitchen adorned with granite countertops, complemented by gleaming hardwood floors that extend throughout the main level. A vaulted living room features a cozy gas fireplace creating a warm ambiance. Whether sipping morning coffee or unwinding after a long day,

    Dana Gibson William Raveis Real Estate

    6 Adema Way, Old Saybrook, CT 06475
  • 12 Hartlands Dr, Old Saybrook, CT 06475

    $740,000 Sold Dec 13, 2024

    • 956 Sq Ft
    • $774/SF
    • 30 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1954

    12 Hartlands Dr, Old Saybrook, CT 06475

    Sand in your toes and salt in the air! Make that dream a reality in this charming 3 bedroom, year round home in the highly sought after Cornfield Point Beach! Enjoy private beaches, tennis courts, playground, clubhouse, boat launch. The association hosts golf-cart parades, 4th of July picnics, and cookouts on the beach for a life-time's worth of memories. After a day of swimming and relaxing in

    Jason Ricardo Better Living Realty, LLC

    12 Hartlands Dr, Old Saybrook, CT 06475
  • 14 Fenwood Place, Old Saybrook, CT 06475

    $850,000 Sold Dec 13, 2024

    • 3,038 Sq Ft
    • $280/SF
    • 36 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1962

    14 Fenwood Place, Old Saybrook, CT 06475

    Beautiful fully renovated L-shaped 3 bedroom ranch set in the Fenwood Beach Community. This home features an open floorpan, and is located on a quaint private cul-de-sac. Rare dock access into a marsh waterway that meanders thru the marsh into Saybrook's South Cove via kayak or small boat. Current owners completed renovations in 2015, including a custom kitchen with granite countertops, a

    Daniel Julian Creative Realty of CT LLC

    14 Fenwood Place, Old Saybrook, CT 06475
  • 235 Hidden Cove Rd, Old Saybrook, CT 06475

    $575,000 Sold Dec 13, 2024

    • 1,380 Sq Ft
    • $417/SF
    • 0 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1978

    235 Hidden Cove Rd, Old Saybrook, CT 06475

    Come live the easy life in this stunning one flr unit located in the Summerwood Complex, best described as a country club w/a private beach! 2 tennis courts, 2 pickleball courts, inground swimming pool w/patio, tables & chairs, and private beach where you can lounge, swim, or kayak on L.I. Sound, enjoy the sunset and stroll back home. Beautiful grounds surround this quiet, peaceful complex. This

    Brian Jermainne Team Jermainne Real Estate Services, LLC

    235 Hidden Cove Rd, Old Saybrook, CT 06475
  • 11 Wildwood Rd, Old Saybrook, CT 06475

    $835,000 Sold Dec 13, 2024

    • 1,423 Sq Ft
    • $587/SF
    • 145 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1955

    11 Wildwood Rd, Old Saybrook, CT 06475

    Charming New Englander four season home in private Cornfield Point Beach Association. Overlooks Plum Bank Creek with extensive sunset views. Short walk to private beach with boat ramp, Kayak racks and fishing. This home has been lovingly cared for and has new kitchen (2023), new roof (2024), as well as a sunset spa/outdoor shower. NO FLOOD INSURANCE REQUIRED! This home has expansion possibilities

    Bonnie Fillion Berkshire Hathaway NE Prop.

    11 Wildwood Rd, Old Saybrook, CT 06475
  • 41 Dudley Ave, Old Saybrook, CT 06475

    $586,000 Sold Dec 09, 2024

    • 1,621 Sq Ft
    • $362/SF
    • 42 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1940

    41 Dudley Ave, Old Saybrook, CT 06475

    Welcome to this 3-bedroom home located in the heart of Old Saybrook. This home built in 1940 holds charm with walking distance to Main street. Visit a variety of places,shopping our local stores or get lunch, dinner, coffee or just stroll the sidewalk. It offers a full fenced in yard with area for evenings around the fire pit. The level back yard is a beautiful oasis to enjoy. No flood insurance

    Paula Stuart Berkshire Hathaway NE Prop.

    41 Dudley Ave, Old Saybrook, CT 06475
  • 11 Rock Ridge Dr, Old Saybrook, CT 06475

    $697,000 Sold Dec 09, 2024

    • 2,694 Sq Ft
    • $259/SF
    • 44 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1973

    11 Rock Ridge Dr, Old Saybrook, CT 06475

    Welcome to this immaculate Garrison Colonial, perfectly situated on a picturesque cul-de-sac lot in a neighborhood of fine homes in sought-after Old Saybrook. Proudly maintained by its current owner, this sun-filled home boasts wide-board floors, charming architectural details, and an overall welcoming atmosphere that is sure to impress. Set on a south-facing, acre-plus lot, the home enjoys

    Lynn Lehrman Re/Max Valley Shore

    11 Rock Ridge Dr, Old Saybrook, CT 06475
  • 201 Main St, Old Saybrook, CT 06475

    $665,000 Sold Dec 09, 2024

    • 3,064 Sq Ft
    • $217/SF
    • 202 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1930

    201 Main St, Old Saybrook, CT 06475

    Located in the Central Business District this charming mixed use building was originally built in 1930 and has been lovingly updated over the years. Currently being used as a law office and single family home this property sits in the vibrant, pedestrian-oriented village center with wide shady sidewalks amongst other mixed-use buildings that enhance and define the historic qualities of

    Thomas Switz Switz Real Estate Associates

    201 Main St, Old Saybrook, CT 06475
  • 441 Main St, Old Saybrook, CT 06475

    $550,000 Sold Dec 06, 2024

    • 1,772 Sq Ft
    • $310/SF
    • 60 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1959

    441 Main St, Old Saybrook, CT 06475

    441 Main Street, Old Saybrook, CT ~ Dive into the ultimate waterfront lifestyle where breathtaking vistas of South Cove greet you from every room! This stunning one-level ranch is the epitome of tranquil luxury, offering a serene escape that feels like a permanent vacation. Imagine hosting grand gatherings in expansive spaces, then retreating to your glassed sunroom for peaceful moments of

    Jennifer Gurnell William Raveis Real Estate

    441 Main St, Old Saybrook, CT 06475
  • 20 George Dr, Old Saybrook, CT 06475

    $525,000 Sold Dec 05, 2024

    • 925 Sq Ft
    • $568/SF
    • 2 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1957

    20 George Dr, Old Saybrook, CT 06475

    Deeded Beach Rights to Cornfield Point Beach! Discover your dream year-round beach retreat in the sought-after Cornfield Beach area! This beautifully maintained expandable ranch offers a perfect blend of comfort, convenience, and charm. Set on a professionally landscaped lot with fencing, the home features a welcoming front porch where you can take in distant views of Long Island Sound and enjoy

    Joel Lucas Coldwell Banker Realty

    20 George Dr, Old Saybrook, CT 06475

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