6,258

Old Saybrook, CT Homes

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  • 2 Pequot Trail, Old Saybrook, CT 06475
    2 Pequot Trail, Old Saybrook, CT 06475
    2 Pequot Trail, Old Saybrook, CT 06475
    /38

    $675,000 Pending

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    2 Pequot Trail, Old Saybrook, CT 06475

    Welcome to 2 Pequot Trail, perfectly positioned within Old Saybrook's desirable Indian Town Association, this beautifully maintained coastal ranch offers a rare opportunity to enjoy shoreline living in one of the area's most established waterfront neighborhoods. This stunning home captures the relaxed charm and lifestyle that make Indian Town and Old Saybrook at large, so sought after. Completely

    Agent Photo

    Dylan Walter

    William Raveis Real Estate

    (860) 909-8203

    2 Pequot Trail, Old Saybrook, CT 06475
  • 99 Lynde St, Old Saybrook, CT 06475
    99 Lynde St, Old Saybrook, CT 06475
    99 Lynde St, Old Saybrook, CT 06475
    /35

    Starting at $3,800 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

    (860) 661-8669

    99 Lynde St, Old Saybrook, CT 06475
  • 99 Maple Ave, Old Saybrook, CT 06475

    $675,000 Sold Feb 20, 2026

    99 Maple Ave, Old Saybrook, CT 06475

    • 3 Beds
    • 1.5 Baths
    • 1,170 Sq Ft
    • Built 1960

    Last Sold Summary

    • 4% Above List Price
    • $577/SF
    • 34 Days On Market

    Current Estimated Value $672,977

    Last Listing Agent Phoebe Schreiner William Pitt Sotheby's Int'l

    99 Maple Ave, Old Saybrook, CT 06475
    • 7 Windsor Oval, Old Saybrook, CT 06475

      Est $553,331 Not Listed For Sale

      7 Windsor Oval, Old Saybrook, CT 06475

      • 3 Beds
      • 1 Bath
      • 1,856 Sq Ft
      • Built 1961
      7 Windsor Oval, Old Saybrook, CT 06475

      Last Sold Summary

      • 8% Above List Price
      • $276/SF
      • 55 Days On Market
      • Last Sold Price $513,000
      • May 06, 2025

      Last Listing Agent Joel Lucas Coldwell Banker Realty

  • 11 S View Terrace, Old Saybrook, CT 06475
    11 S View Terrace, Old Saybrook, CT 06475
    11 S View Terrace, Old Saybrook, CT 06475
    /40

    $840,000 Pending

    • 4 Beds
    • 1.5 Baths
    • 2,005 Sq Ft

    11 S View Terrace, Old Saybrook, CT 06475

    Perfectly positioned in one of Old Saybrook's most desirable shoreline neighborhoods, this beautifully updated 4-bedroom home offers the coastal lifestyle buyers dream about. Sun-filled living spaces and thoughtful updates create a setting that feels both refined and relaxed. Homes in locations like this rarely become available. Offering 2,005 square feet of inviting living space, the home has

    Agent Photo

    Dylan Walter

    William Raveis Real Estate

    (860) 775-7259

    11 S View Terrace, Old Saybrook, CT 06475
  • 18 Thompson Ln, Old Saybrook, CT 06475
    18 Thompson Ln, Old Saybrook, CT 06475
    18 Thompson Ln, Old Saybrook, CT 06475
    /12

    $3,500 Plus Fees

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • House for Rent

    18 Thompson Ln, Old Saybrook, CT 06475

    Beautiful short term rental, with water views. This newly updated with renovated bathrooms, is available unit April 1, 2026. They will consider up a pet credit score must be above 700. Great location right off Rt on the end of a cul de sac with beautiful water views. Can go month to month after 6 months or 1 year lease is possible.

    (475) 221-2154

    18 Thompson Ln, Old Saybrook, CT 06475
  • 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 $1,355,564

    Last Listing Agent Jodi Serapilia Seaport Real Estate Services

    105 Fenwood Dr, Old Saybrook, CT 06475
    • 10 Lookout Hill Rd, Old Saybrook, CT 06475

      Est $421,587 Not Listed For Sale

      10 Lookout Hill Rd, Old Saybrook, CT 06475

      • 3 Beds
      • 1.5 Baths
      • 1,936 Sq Ft
      • Built 1996
      10 Lookout Hill Rd, Old Saybrook, CT 06475

      Last Sold Summary

      • 16% Above List Price
      • $189/SF
      • 72 Days On Market
      • Last Sold Price $365,000
      • May 09, 2025

      Last Listing Agent Bob Senger Berkshire Hathaway Home Services

  • 4 Sheffield Cove Rd, Old Saybrook, CT 06475
    4 Sheffield Cove Rd, Old Saybrook, CT 06475
    4 Sheffield Cove Rd, Old Saybrook, CT 06475
    /40

    $1,595,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,821 Sq Ft

    4 Sheffield Cove Rd, Old Saybrook, CT 06475

    Coastal Living with Water Views Set on a private cul-de-sac overlooking South Cove, this 2,821 sq ft home offers water views from nearly every room. Sun-filled open floor plan with vaulted ceilings and skylights create a bright, airy feel throughout. The spacious kitchen features a 10' island and seamless flow to the main living and dining areas-ideal for everyday living and entertaining. The

    Jason Saphire www.HomeZu.com

    4 Sheffield Cove Rd, Old Saybrook, CT 06475
  • 38 Seabreeze Rd, Old Saybrook, CT 06475
    38 Seabreeze Rd, Old Saybrook, CT 06475
    38 Seabreeze Rd, Old Saybrook, CT 06475
    /19

    $2,400 Per Month

    • 3 Beds
    • 1 Bath
    • 912 Sq Ft
    • House for Rent

    38 Seabreeze Rd, Old Saybrook, CT 06475

    This spectacular home with a fantastic location is an Academic Rental; from September 15, 2026 through May 15, 2027. Living in this Old Saybrook home is comfortable, near the beach and close to town with shopping and dining. Only a few steps to Cornfield Point, walk the quiet neighborhood and enjoy the gorgeous sunsets. This home is a perfect place of peaceful, tranquil days and evenings, with

    Terry McDonald McDonald Real Estate, LLC

    38 Seabreeze Rd, Old Saybrook, CT 06475
  • 143 Sandy Point Rd Unit 143, Old Saybrook, CT 06475

    $550,000 Sold Nov 19, 2025

    143 Sandy Point Rd Unit 143, Old Saybrook, CT 06475

    • 2 Beds
    • 2.5 Baths
    • 1,557 Sq Ft
    • Built 1978

    Last Sold Summary

    • 11% Below List Price
    • $353/SF
    • 133 Days On Market

    Current Estimated Value $571,952

    Last Listing Agent Lorenda DiMeo Century 21 AllPoints Realty

    143 Sandy Point Rd Unit 143, Old Saybrook, CT 06475
    • 6 Tucker Rd, Old Saybrook, CT 06475

      Est $662,691 Not Listed For Sale

      6 Tucker Rd, Old Saybrook, CT 06475

      • 2 Beds
      • 1.5 Baths
      • 780 Sq Ft
      • Built 1954
      6 Tucker Rd, Old Saybrook, CT 06475

      Last Sold Summary

      • 5% Above List Price
      • $808/SF
      • 4 Days On Market
      • Last Sold Price $630,250
      • May 02, 2025

      Last Listing Agent Terry McDonald McDonald Real Estate, LLC

  • 71 Maple Ave, Old Saybrook, CT 06475
    71 Maple Ave, Old Saybrook, CT 06475
    71 Maple Ave, Old Saybrook, CT 06475
    /21

    $650,000 Pending

    • 2 Beds
    • 2 Baths
    • 2,069 Sq Ft

    71 Maple Ave, Old Saybrook, CT 06475

    If you've been searching for the perfect location and effortless one level living in the idyllic shoreline town of Old Saybrook, this beautifully renovated ranch is ready to welcome you just in time for summer. This light filled 2 bedroom, 2 full bath home features an open floor plan designed for both comfort and entertaining. Step inside to a spacious, sun drenched living room highlighted by

    Tina Rupp William Pitt Sotheby's Int'l

    71 Maple Ave, Old Saybrook, CT 06475
  • 17 Mallard Dr, Old Saybrook, CT 06475
    17 Mallard Dr, Old Saybrook, CT 06475
    17 Mallard Dr, Old Saybrook, CT 06475
    /20

    $11,000

    Total Monthly Price

    • 4 Beds
    • 2.5 Baths
    • 2,784 Sq Ft
    • House for Rent

    17 Mallard Dr, Old Saybrook, CT 06475

    Stunning water & sunrise views, available weekly or monthly. Beautiful kitchen, third floor deck off of master bedroom to enjoy your morning coffee, large 16' x 26' second floor deck with table & chairs for outdoor dining with grille. Hardwood floors throughout, 2.5 bathrooms. Master bedroom queen bed and private bath & deck. Bedroom 2, 3 and 4 have full size beds and shared full bath. Hall bath

    17 Mallard Dr, Old Saybrook, CT 06475
  • 254 Hidden Cove Rd, Old Saybrook, CT 06475

    $570,000 Sold Feb 02, 2026

    254 Hidden Cove Rd, Old Saybrook, CT 06475

    • 2 Beds
    • 2.5 Baths
    • 1,557 Sq Ft
    • Built 1977

    Last Sold Summary

    • 1% Below List Price
    • $366/SF
    • 117 Days On Market

    Current Estimated Value $571,856

    Last Listing Agent Bob Yostos Coldwell Banker Realty

    254 Hidden Cove Rd, Old Saybrook, CT 06475
    • 11 George Dr, Old Saybrook, CT 06475

      Est $644,798 Not Listed For Sale

      11 George Dr, Old Saybrook, CT 06475

      • 3 Beds
      • 1.5 Baths
      • 925 Sq Ft
      • Built 1956
      11 George Dr, Old Saybrook, CT 06475

      Last Sold Summary

      • 6% Above List Price
      • $659/SF
      • 21 Days On Market
      • Last Sold Price $610,000
      • May 09, 2025

      Last Listing Agent Rick Allen William Raveis Real Estate

  • 1333A Boston Post Rd, Old Saybrook, CT 06475
    1333A Boston Post Rd, Old Saybrook, CT 06475
    1333A Boston Post Rd, Old Saybrook, CT 06475
    /4

    $695,000

    • Land
    • 1.25 Acres
    • $556,000 per Acre

    1333A Boston Post Rd, Old Saybrook, CT 06475

    An exceptional opportunity - Nestled on 1.25 acres of vacant land with public water access, this prime property is located in the sought-after Gateway Business B-4 District In an area of national tenants, boasting a daily traffic count of 15,900. This versatile lot is zoned for a variety of uses such as retail stores, professional offices, medical clinics, theaters, and more. Its strategic

    Ron Lyman Lyman Real Estate Brokerage & Development

    1333A Boston Post Rd, Old Saybrook, CT 06475
  • 43 Pennywise Ln, Old Saybrook, CT 06475
    43 Pennywise Ln, Old Saybrook, CT 06475
    43 Pennywise Ln, Old Saybrook, CT 06475
    /31

    $3,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,436 Sq Ft
    • House for Rent

    43 Pennywise Ln, Old Saybrook, CT 06475

    Step into this delightful and charming fisherman's cottage in the heart of downtown Old Saybrook. Built in 1800, 43 Pennywise Lane blends warm and cozy character with surprising spaciousness. The owner has preserved this home's historical integrity while adding in modern comforts. The first floor features an oversized primary suite with full bath, office space and reading nook. The eat-in kitchen

    Phoebe Schreiner William Pitt Sotheby's Int'l

    43 Pennywise Ln, Old Saybrook, CT 06475
  • 10 Cricket Ct, Old Saybrook, CT 06475

    $941,500 Sold Jan 22, 2026

    10 Cricket Ct, Old Saybrook, CT 06475

    • 3 Beds
    • 1.5 Baths
    • 1,740 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Above List Price
    • $541/SF
    • 24 Days On Market

    Current Estimated Value $924,693

    Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

    10 Cricket Ct, Old Saybrook, CT 06475
    • 100 Dudley Ave Unit D19, Old Saybrook, CT 06475

      Est $651,711 Not Listed For Sale

      100 Dudley Ave Unit D19, Old Saybrook, CT 06475

      • 2 Beds
      • 2.5 Baths
      • 1,565 Sq Ft
      • Built 1979
      100 Dudley Ave Unit D19, Old Saybrook, CT 06475

      Last Sold Summary

      • 18% Above List Price
      • $353/SF
      • 77 Days On Market
      • Last Sold Price $552,500
      • Apr 28, 2025

      Last Listing Agent Carla Mousch William Raveis Real Estate

  • 10 Trolley Crossing, Old Saybrook, CT 06475
    10 Trolley Crossing, Old Saybrook, CT 06475
    10 Trolley Crossing, Old Saybrook, CT 06475
    /40

    $1,095,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 3,376 Sq Ft

    10 Trolley Crossing, Old Saybrook, CT 06475

    Framed by professional landscape and stunning hardscape, this expansive shingle-style home is located equidistant to Essex and Old Saybrook Main Streets, five Connecticut River marinas and Saybrook Station. Incredible updates include the creation of a main level laundry/mudroom update, the addition of central air and more. Well designed and appointed spaces include a stunning open kitchen with

    Nancy Mesham Coldwell Banker Realty

    10 Trolley Crossing, Old Saybrook, CT 06475
  • 102 Chalker Beach Rd, Old Saybrook, CT 06475
    102 Chalker Beach Rd, Old Saybrook, CT 06475
    102 Chalker Beach Rd, Old Saybrook, CT 06475
    /17

    $3,500

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • House for Rent

    102 Chalker Beach Rd, Old Saybrook, CT 06475

    2026 Beach cottage -- April 15 to Oct 15 -- $3,500/month. One lucky renter will get to spend spring, summer, and fall in this charming Chalker Beach cottage! Located in a private association, this home is just a short walk to the large soft-sand beach. Walk for miles along adjoining beaches and neighborhoods during the day, and enjoy the magical pastel sunsets over the ocean at night. Inside,

    102 Chalker Beach Rd, Old Saybrook, CT 06475
  • 175 Ferry Rd Unit 3, Old Saybrook, CT 06475

    $565,000 Sold Jan 09, 2026

    175 Ferry Rd Unit 3, Old Saybrook, CT 06475

    • 2 Beds
    • 2 Baths
    • 1,670 Sq Ft
    • Built 2005

    Last Sold Summary

    • 6% Below List Price
    • $338/SF
    • 77 Days On Market

    Current Estimated Value $576,325

    Last Listing Agent Kathy Schellens William Pitt Sotheby's Int'l

    175 Ferry Rd Unit 3, Old Saybrook, CT 06475
    • 11 Coulter St Unit 3, Old Saybrook, CT 06475

      Est $588,763 Not Listed For Sale

      11 Coulter St Unit 3, Old Saybrook, CT 06475

      • 2 Beds
      • 2 Baths
      • 1,394 Sq Ft
      • Built 1986
      11 Coulter St Unit 3, Old Saybrook, CT 06475

      Last Sold Summary

      • 7% Above List Price
      • $395/SF
      • 5 Days On Market
      • Last Sold Price $550,000
      • Apr 29, 2025

      Last Listing Agent Shane Burlinson RE/MAX

  • 23 Clinton Ave, Old Saybrook, CT 06475
    23 Clinton Ave, Old Saybrook, CT 06475
    23 Clinton Ave, Old Saybrook, CT 06475
    /35

    $924,900 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,510 Sq Ft

    23 Clinton Ave, Old Saybrook, CT 06475

    Welcome to 23 Clinton Avenue, Old Saybrook - a stunning, fully renovated 3-bedroom, 2-bathroom home spanning 1,500 square feet, where modern farmhouse charm meets coastal elegance. Just a few hundred feet from the water and over a mile from the Old Saybrook Point Inn, this picture-perfect retreat is ideally situated for convenient access to downtown, the town beach, and the Fenwick area. Whether

    Luke Florian SSG Real Estate LLC

    23 Clinton Ave, Old Saybrook, CT 06475
  • 8 Clinton Ave, Old Saybrook, CT 06475
    8 Clinton Ave, Old Saybrook, CT 06475
    8 Clinton Ave, Old Saybrook, CT 06475
    /23

    $3,000 Per Month

    • 3 Beds
    • 2 Baths
    • 2,137 Sq Ft
    • House for Rent

    8 Clinton Ave, Old Saybrook, CT 06475

    Turn-key Academic Shoreline Rental for today's modern-living and tastefully decorated in Old Saybrook, CT. Beautifully renovated home in South Cove neighborhood great for morning walks with coffee or evening strolls with a cocktail in hand. This lovely light filled home has an open floor plan, custom built kitchen with modern stainless steel appliances, new hardwood floors throughout, first floor

    Terry McDonald McDonald Real Estate, LLC

    8 Clinton Ave, Old Saybrook, CT 06475
  • 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 $634,069

    Last Listing Agent Christine Fappiano Shoreline Real Estate Company

    11 Coulter St Unit 28, Old Saybrook, CT 06475
    • 367 Main St Unit 15, Old Saybrook, CT 06475

      Est $758,080 Not Listed For Sale

      367 Main St Unit 15, Old Saybrook, CT 06475

      • 3 Beds
      • 2 Baths
      • 1,558 Sq Ft
      • Built 1980
      367 Main St Unit 15, Old Saybrook, CT 06475

      Last Sold Summary

      • 3% Above List Price
      • $472/SF
      • 1 Day On Market
      • Last Sold Price $735,000
      • Apr 30, 2025

      Last Listing Agent Susan Santoro William Pitt

  • 7 Ridge Rd, Old Saybrook, CT 06475
    7 Ridge Rd, Old Saybrook, CT 06475
    7 Ridge Rd, Old Saybrook, CT 06475
    /40

    $1,499,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,413 Sq Ft

    7 Ridge Rd, Old Saybrook, CT 06475

    Cornfield Point, Old Saybrook - Coastal Living at Its Best! Steps to the beach with sparkling water views and stunning sunsets, this beautifully updated home blends timeless charm with modern upgrades. Originally built in 1926, it features an open layout perfect for entertaining. Imagine hearing the waves crash while dining on your brand new deck! The living room boasts the original Cornfield

    Karen Floriano William Raveis Real Estate

    7 Ridge Rd, Old Saybrook, CT 06475
  • 115 Ayers Point Rd, Old Saybrook, CT 06475
    115 Ayers Point Rd, Old Saybrook, CT 06475
    115 Ayers Point Rd, Old Saybrook, CT 06475
    /34

    $2,175 Per Month

    • 1 Bath
    • 550 Sq Ft
    • House for Rent

    115 Ayers Point Rd, Old Saybrook, CT 06475

    YEAR ROUND UNFURNISHED STUDIO RENTAL located in the Ayers Point community with convenient access to I-95 and Route 9. This well maintained and updated studio has the added benefit of INCLUDED UTILITIES (WiFi and/or cable TV are not included in the rent) The main living space features a partial wall that provides separation between the sleeping and living area, creating an open feel while

    Kara Bell J.M. REALTY

    115 Ayers Point Rd, Old Saybrook, CT 06475
  • 41 Meadowood Ln, Old Saybrook, CT 06475

    $840,000 Sold May 15, 2025

    41 Meadowood Ln, Old Saybrook, CT 06475

    • 4 Beds
    • 2.5 Baths
    • 2,380 Sq Ft
    • Built 1961

    Last Sold Summary

    • 8% Above List Price
    • $353/SF
    • 2 Days On Market

    Current Estimated Value $883,702

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

    41 Meadowood Ln, Old Saybrook, CT 06475
    • 87 Chalker Beach Rd, Old Saybrook, CT 06475

      Est $728,749 Not Listed For Sale

      87 Chalker Beach Rd, Old Saybrook, CT 06475

      • 2 Beds
      • 2 Baths
      • 980 Sq Ft
      • Built 1961
      87 Chalker Beach Rd, Old Saybrook, CT 06475

      Last Sold Summary

      • 4% Above List Price
      • $713/SF
      • 15 Days On Market
      • Last Sold Price $699,000
      • May 09, 2025

      Last Listing Agent Jay Lafleur William Pitt

  • 21 Fenbrook Rd, Old Saybrook, CT 06475
    21 Fenbrook Rd, Old Saybrook, CT 06475
    21 Fenbrook Rd, Old Saybrook, CT 06475
    /31

    $1,590,000

    • 3 Beds
    • 2.5 Baths
    • 1,916 Sq Ft

    21 Fenbrook Rd, Old Saybrook, CT 06475

    Welcome to an exceptional year-round home located in one of Connecticut's most renowned beach communities, the Knollwood Beach Association. Just steps from a private beach, this property offers the perfect blend of coastal living and everyday comfort. This spacious home features a finished above-grade lower level. Please note: the official square footage does not include the fully furnished first

    Ralph Harvey ListWithFreedom.com

    21 Fenbrook Rd, Old Saybrook, CT 06475
  • 12 Allendale Rd, Old Saybrook, CT 06475
    12 Allendale Rd, Old Saybrook, CT 06475
    12 Allendale Rd, Old Saybrook, CT 06475
    /36

    $3,600 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,196 Sq Ft
    • House for Rent

    12 Allendale Rd, Old Saybrook, CT 06475

    Plan now for September to May...Landlord paying all utilities!! Desirable MEADOW WOOD location -----Academic rental available between September 15, 2026 thru May 28, 2027. Wonderful FURNISHED home in cul-de-sac -- 1200 square foot ranch with central air, close to beaches, Peaceful area -- Walk to Dairy Queen, Luigi's Restaurant! One floor living offers renovated, modern open kitchen, dining room,

    Lisa Genovali Re/Max Valley Shore

    12 Allendale Rd, Old Saybrook, CT 06475
  • 355 Main St, Old Saybrook, CT 06475

    $707,500 Sold Dec 19, 2025

    355 Main St, Old Saybrook, CT 06475

    • 3 Beds
    • 1.5 Baths
    • 2,194 Sq Ft
    • Built 1919

    Last Sold Summary

    • 6% Below List Price
    • $322/SF
    • 187 Days On Market

    Current Estimated Value $729,662

    Last Listing Agent Paula Stuart Berkshire Hathaway NE Prop.

    355 Main St, Old Saybrook, CT 06475
    • 23 Red Bird Trail, Old Saybrook, CT 06475

      Est $1,455,894 Not Listed For Sale

      23 Red Bird Trail, Old Saybrook, CT 06475

      • 3 Beds
      • 2 Baths
      • 2,580 Sq Ft
      • Built 1955
      23 Red Bird Trail, Old Saybrook, CT 06475

      Last Sold Summary

      • 1% Below List Price
      • $572/SF
      • 158 Days On Market
      • Last Sold Price $1,475,000
      • Dec 01, 2023

      Last Listing Agent Jay Cusack Executive Real Estate

  • 17 College St, Old Saybrook, CT 06475
    17 College St, Old Saybrook, CT 06475
    17 College St, Old Saybrook, CT 06475
    /39

    $1,140,000

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

    17 College St, Old Saybrook, CT 06475

    Discover the perfect blend of comfort, style, and convenience in this beautifully remodeled home. Tucked in a prime location just minutes from fine dining, shopping, the golf course, and the train station, this property offers unparalleled access to everything you need. Walking along the shore to Saybrook Point Inn and Saybrook Lighthouse. Step into the heart of the home: a chef's kitchen with

    Deborah Pach Compass Connecticut, LLC

    17 College St, Old Saybrook, CT 06475
  • 28 Beach Rd W, Old Saybrook, CT 06475
    28 Beach Rd W, Old Saybrook, CT 06475
    28 Beach Rd W, Old Saybrook, CT 06475
    /22

    $4,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,358 Sq Ft
    • House for Rent

    28 Beach Rd W, Old Saybrook, CT 06475

    Amazing views of Long Island Sound at 28 Beach Rd West, Old Saybrook! Beautiful Academic Rental "beach" home, with 3 bedrooms and 2 baths, available for your enjoyment, across the street from Chalker Beach with spectacular and unobstructed views of Long Island Sound. The open kitchen, dining and living room with a gas fireplace are the focal point of the home. The kitchen has gorgeous granite

    Terry McDonald McDonald Real Estate, LLC

    28 Beach Rd W, Old Saybrook, CT 06475
  • 25 Maplewood Rd, Old Saybrook, CT 06475

    $1,200,000 Sold Jan 05, 2026

    25 Maplewood Rd, Old Saybrook, CT 06475

    • 4 Beds
    • 3.5 Baths
    • 2,850 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $421/SF
    • 97 Days On Market

    Current Estimated Value $1,168,584

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    25 Maplewood Rd, Old Saybrook, CT 06475
    • 9 Pettipaug Ave, Old Saybrook, CT 06475

      Est $6,637,285 Not Listed For Sale

      9 Pettipaug Ave, Old Saybrook, CT 06475

      • 7 Beds
      • 5.5 Baths
      • 7,465 Sq Ft
      • Built 1905
      9 Pettipaug Ave, Old Saybrook, CT 06475

      Last Sold Summary

      • 1% Above List Price
      • $881/SF
      • 19 Days On Market
      • Last Sold Price $6,575,000
      • May 23, 2024

      Last Listing Agent Christine Poppy Compass Connecticut, LLC

Showing Results 1 - 40, Page 1 of 18

Connecticut Middlesex County Old Saybrook

Real Estate & Homes

Home Trends in Old Saybrook, CT

On average, homes in Old Saybrook, CT sell after 62 days on the market compared to the national average of 57 days. The median sale price for homes in Old Saybrook, CT over the last 12 months is $727,500, up 5% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$727,500
Median Single Family Sale Price
$799,950
Median Townhouse Sale Price
$540,000
Median 2 Bedroom Sale Price
$567,500
Median 1 Bedroom Sale Price
$215,000
Average Price Per Sq Ft
$521
Number of Homes for Sale
28
Last 12 months Home Sales
138
Months of Supply
2.40
Median List Price
$777,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
5%
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