6,233

Old Saybrook, CT Homes

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  • /36

    $2,850,000

    • 3 Beds
    • 3 Baths
    • 4,789 Sq Ft

    372 Maple Ave, Old Saybrook, CT 06475

    Welcome to your dream home! This stunning colonial with beautiful views of Long Island Sound comes fully furnished with stylish, high-quality pieces, making it the perfect turnkey beach property. The well-equipped kitchen has granite countertops, stainless steel appliances including double Viking Ovens, SubZero fridge, large Island with breakfast bar and access to the patio. The dining room has a

    Colleen Nemec Showcase Realty, Inc.

    372 Maple Ave, Old Saybrook, CT 06475
  • 24 W Shore Dr, Old Saybrook, CT 06475

    $755,000 Sold Feb 14, 2025

    • 884 Sq Ft
    • $854/SF
    • 14 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1953

    24 W Shore Dr, Old Saybrook, CT 06475

    "Cornfield Point's" newest addition to the market. Rarely available West Shore Dr residence located across the street from the water with beach access and delightful & serene water views. You immediately inhale the sweet, invigorating sea air. The spirit of the neighborhood is noted with friendly waves and meticulously maintained homes in this community. Ease into your days with the peaceful

    Rebecca Davis Putnam Agency Real Estate LLC

    24 W Shore Dr, Old Saybrook, CT 06475
  • /16

    $1,500,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    64 Otter Cove Dr Unit Lot 2 PKG, Old Saybrook, CT 06475

    NEW CONSTRUCTION! Don't miss out on this rare opportunity to own a special 2.5-acre building lot to build your custom dream home in the revered District of Otter Cove in the coastal community of Old Saybrook. With potential distant seasonal views of the scenic CT River Valley and abutting preserved land, this unique opportunity offers an endless palette of ideas to create your private oasis. The

    Joe Wren William Raveis Real Estate

    64 Otter Cove Dr Unit Lot 2 PKG, Old Saybrook, CT 06475
  • 6 Osprey Rd, Old Saybrook, CT 06475

    $991,000 Sold Feb 10, 2025

    • 3,031 Sq Ft
    • $327/SF
    • 8 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1952

    6 Osprey Rd, Old Saybrook, CT 06475

    Welcome to a truly unique opportunity in the desirable Knollwood Beach Association, nestled in the picturesque seaside town of Old Saybrook, this sprawling ranch features over 3000sf of finished living space on both the main& lower levels and sits on a rarely found 1/2-acre flat lot with 2-car gar, offering the perfect canvas for your vision and creativity.Whether you're seeking a year-round

    Mary Jean Agostini RE/MAX Right Choice

    6 Osprey Rd, Old Saybrook, CT 06475
  • /35

    $1,995,000 Pending

    • 3 Beds
    • 4 Baths
    • 3,965 Sq Ft

    49 Cromwell Place, Old Saybrook, CT 06475

    Situated in the highly desirable North Cove neighborhood in Old Saybrook, just where the Connecticut River meets the Long Island Sound you will be greeted by gorgeous perennial gardens with well established plantings that can be admired from the front porch. Step inside into a gracious entry flanked by two flexible living spaces with beautiful bay windows. Whether you are looking for a year round

    Tina Rupp William Pitt Sotheby's Int'l

    49 Cromwell Place, Old Saybrook, CT 06475
  • 18 1st Ave, Old Saybrook, CT 06475

    $450,000 Sold Jan 31, 2025

    • 1,114 Sq Ft
    • $404/SF
    • 46 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 1985

    18 1st Ave, Old Saybrook, CT 06475

    Panoramic Connecticut River and Tidal Marsh Views-A hidden gem tucked privately alongside the marsh where you will enjoy views of the sparkling waters of the river, wildlife, and the boats making their way on the river. This charming and bright home wins you over with sundrenched rooms and open floorplan. Perfect as year-round residence, weekend getaway, or use as an investment property. Walk to

    Pardi & Zucco Team William Pitt Sotheby's Int'l

    18 1st Ave, Old Saybrook, CT 06475
  • /4

    $215,000 Pending

    • 1 Bed
    • 1 Bath
    • 880 Sq Ft

    174 Old Boston Post Rd Unit 10, Old Saybrook, CT 06475

    Discover this quaint unit at Saybrook Village Condominiums! Set in the "B" building with just four units, your humble abode awaits. With just under 900 square feet, enjoy a spacious living room featuring a wood-burning fireplace, a galley kitchen, and a comfortably sized bedroom and bathroom. Additional features include a washer/dryer, balcony, assigned parking, and a personal storage unit in the

    Kayla Chasse Compass Connecticut, LLC

    174 Old Boston Post Rd Unit 10, Old Saybrook, CT 06475
  • 6 Briarwood Dr, Old Saybrook, CT 06475

    $553,000 Sold Jan 24, 2025

    • 1,008 Sq Ft
    • $549/SF
    • 55 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1958

    6 Briarwood Dr, Old Saybrook, CT 06475

    NEW CONDITIONS / Walk to beach!!! Discover the perfect coastal retreat in this beautifully updated ranch, ideal for those seeking the charm of seaside living. With 3 bedrooms and 1.5 baths, this home has been meticulously maintained and brought to new condition, featuring a new roof, windows,updated mechanicals, and central air conditioning. Situated on a level half-acre lot, the property offers

    Joel Lucas Coldwell Banker Realty

    6 Briarwood Dr, Old Saybrook, CT 06475
  • /40

    $785,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,843 Sq Ft

    4 Ridgewood Dr, Old Saybrook, CT 06475

    This meticulously maintained home welcomes you with warm pine floors, chef's kitchen with granite countertops, expansive island and gas stove top with a seamless flow to the family room with cozy fireplace, cathedral ceilings, French doors to beautiful patio and dining room with breakfast bar. Fully renovated primary bedroom suite on the first floor featuring dual walk-in closets, bathroom with

    Sharon Linder Berkshire Hathaway NE Prop.

    4 Ridgewood Dr, Old Saybrook, CT 06475
  • Unlisted Address

    $800,000 Sold Jan 24, 2025

    • 2,600 Sq Ft
    • $308/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2024

    Unlisted Address

    Brand new 4 bedroom colonial nestled on a private road backing up to the preserve. Hardwood floors throughout. Central air, propane heat, on demand hot water. Private master suite with his & her closets. Open floor plan. Ready in 30 days.

    Michael Zarotney Connecticut Real Estate Properties LLC

    Unlisted Address
  • /13

    $500,000 Pending

    • Land
    • 2.49 Acres
    • $200,803 per Acre

    64 Otter Cove Dr Unit Lot, Old Saybrook, CT 06475

    FULLY ENGINEERED & APPROVED BUILDING LOT! Don't miss out on this rare opportunity to own a 2.5-acre building lot in the prestigious Otter Cove Association in Old Saybrook. The lot offers potential views of the Connecticut River Valley and abuts preserved open space. Fully surveyed, tested, and approved, this lot is ready for your custom dream home. The listing agent, a licensed professional

    Joe Wren William Raveis Real Estate

    64 Otter Cove Dr Unit Lot, 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
  • /40

    $3,400,000 Pending

    • 4 Beds
    • 5 Baths
    • 4,768 Sq Ft

    9 Whisper Cove Rd, Old Saybrook, CT 06475

    Nestled in the picturesque town of Old Saybrook, this exquisite Colonial-style home offers a blend of traditional charm and modern living. With captivating views of the nearby cove, residents can enjoy the serene beauty of waterfront living. The home's stately presence is complemented by its elegant architectural details, creating a timeless appeal. Inside, spacious rooms flow seamlessly,

    Tammy Tinnerello William Pitt Sotheby's Int'l

    9 Whisper Cove Rd, 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
  • /40

    $1,769,000 Pending

    • 4 Beds
    • 4.5 Baths
    • 3,556 Sq Ft

    9 Overlook Dr, Old Saybrook, CT 06475

    Welcome to your dream home! Nestled on a private, gated 1.36-acre lot, this magnificent recently completed Coastal-Inspired home blends coastal charm with New England elegance. Featuring 4 bedrooms and 4.5 baths, this home is designed for both luxury and comfort. The secluded primary suite on the main level offers an expansive walk-in closet and a spa-like bathroom with a large shower, a

    Mary Ann Hebert BHGRE Bannon & Hebert

    9 Overlook Dr, 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
  • /40

    $675,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 2,002 Sq Ft

    100 Sheffield St Unit D4, Old Saybrook, CT 06475

    The ease of a condo lifestyle in the absolute perfect location! Come home to incredibly relaxing water views. Everday will feel like a vacation!! From your patio to the balcony off your bedroom you're sure to feel the days stress melt away as you look out to the spectacular views. There's just something therapeutic in the breeze off the water! This townhome offers a lovely entry foyer, efficient

    Dawn Satagaj William Raveis Real Estate

    100 Sheffield St Unit D4, 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
  • /12

    $849,000 Pending

    • Land
    • 1.38 Acres
    • $615,217 per Acre

    350 Middlesex Turnpike, Old Saybrook, CT 06475

    Builders and Developers Take Notice! 1.38 Acre Commercial building lot on Middlesex Turnpike in a very convenient location near I95.. Right next to multiple available Commercial and Residential building lots.

    Michael Hvizdo Coldwell Banker Realty

    350 Middlesex Turnpike, 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
  • /7

    $1,490,000 Pending

    • Land
    • 17 Acres
    • $87,647 per Acre

    382 Middlesex Turnpike, Old Saybrook, CT 06475

    Builders and Developers Take Notice! Development Opportunity. 17 Acre Residential building lot on Middlesex Turnpike in a very convenient location near I95. Right behind multiple available Commercial and Residential building lots.

    Michael Hvizdo Coldwell Banker Realty

    382 Middlesex Turnpike, 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
  • /3

    $125,000 Pending

    • Land
    • 2.65 Acres
    • $47,170 per Acre

    410 Middlesex Turnpike, Old Saybrook, CT 06475

    Builders Take Notice! 2.65 Acre building lot on Middlesex Turnpike in very convenient location. Right next to multiple available Commercial building lots.

    Michael Hvizdo Coldwell Banker Realty

    410 Middlesex Turnpike, 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
  • /40

    $775,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,100 Sq Ft

    27 Birch St, Old Saybrook, CT 06475

    Welcome to this beautifully updated 4 bedroom, 3 full bath home nestled in the heart of picturesque Old Saybrook. This property is perfectly situated within walking distance to town and close to beaches, yet tucked away on a quiet dead end street that feels worlds apart. Enjoy the best of both worlds, convenience and tranquility. Step onto the charming front porch, perfect for enjoying your

    Jennifer Pagan RE/MAX One

    27 Birch St, 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

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