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Old Saybrook, CT Homes for Sale

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  • 254 Hidden Cove Rd, Old Saybrook, CT 06475
    254 Hidden Cove Rd, Old Saybrook, CT 06475
    254 Hidden Cove Rd, Old Saybrook, CT 06475
    /40

    $574,900 Open Sun 1PM - 2:30PM

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

    254 Hidden Cove Rd, Old Saybrook, CT 06475

    Coastal Charm Meets Modern Comfort at 254 Hidden Cove Rd, Unit #254, Old Saybrook. Step inside to discover a fresh, modern interior featuring brand-new flooring, updated finishes, and a bright, open layout perfect for both relaxing and entertaining. The spacious living room flows seamlessly into the dining area and kitchen, creating a warm and inviting atmosphere. New Kitchen cabinets, Quartz

    Agent Photo

    Bob Yostos

    Coldwell Banker Realty

    (860) 467-0656

    254 Hidden Cove Rd, Old Saybrook, CT 06475
  • 21 Farview Ave, Old Saybrook, CT 06475
    21 Farview Ave, Old Saybrook, CT 06475
    21 Farview Ave, Old Saybrook, CT 06475
    /37

    $654,000

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft

    21 Farview Ave, Old Saybrook, CT 06475

    Welcome to your dream home! This charming 3-bedroom, 2-bath gem offers comfort, style, and privacy in every corner. Step inside to find beautifully renovated bathrooms, sleek new windows, and Mitsubishi AC splits throughout, including the basement, for year-round comfort. The attached garage adds convenience, while the partially finished basement with a bulkhead offers extra space for hobbies or

    Agent Photo

    Nick Prevost

    William Raveis Real Estate

    (860) 776-2494

    21 Farview Ave, Old Saybrook, CT 06475
  • 3 Jorgensen Ln, Old Saybrook, CT 06475
    3 Jorgensen Ln, Old Saybrook, CT 06475
    3 Jorgensen Ln, Old Saybrook, CT 06475
    /39

    $897,000 Open Sun 12PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,784 Sq Ft

    3 Jorgensen Ln, Old Saybrook, CT 06475

    Welcome to this meticulously maintained custom built home offering a blend of elegance and comfort. 2784 square feet, Step inside to an open floor plan filled with natural light, hardwood floors throughout, gas fireplace, a stunning gourmet kitchen featuring limestone and marble countertops, stainless steel appliances, a gas cooktop, breakfast bar, dry bar and island- a chef's dream perfect for

    Sharon Linder Berkshire Hathaway NE Prop.

    3 Jorgensen Ln, Old Saybrook, CT 06475
  • 55 Cypress Rd, Old Saybrook, CT 06475
    55 Cypress Rd, Old Saybrook, CT 06475
    55 Cypress Rd, Old Saybrook, CT 06475
    /40

    $926,000

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

    55 Cypress Rd, Old Saybrook, CT 06475

    Enjoy coastal living in this delightful 3-bedroom home offering serene marsh views in Old Saybrook's sought-after seaside enclave. The thoughtfully designed main level features a spacious open-concept chef's kitchen flowing seamlessly into the dining area and family room. A charming fireplace anchors the eating area, creating an inviting gathering space. An enclosed 4-season sunroom offers

    Tammy Tinnerello William Pitt Sotheby's Int'l

    55 Cypress Rd, Old Saybrook, CT 06475
  • 11 Trolley Crossing, Old Saybrook, CT 06475
    11 Trolley Crossing, Old Saybrook, CT 06475
    11 Trolley Crossing, Old Saybrook, CT 06475
    /39

    $1,190,000

    • 5 Beds
    • 5 Baths
    • 3,664 Sq Ft

    11 Trolley Crossing, Old Saybrook, CT 06475

    Discover the best of Connecticut shoreline living at 11 Trolley Crossing in Old Saybrook-a private 3+ acre compound blending classic Colonial architecture with modern luxury. Designed for those who value space, comfort, and connection, this 3,600 sq ft residence invites you to experience an exceptional lifestyle surrounded by nature and minutes from the coast. A covered front porch opens to

    Jennifer Gurnell William Raveis Real Estate

    11 Trolley Crossing, Old Saybrook, CT 06475
  • 0 Town Beach Rd, Old Saybrook, CT 06475
    0 Town Beach Rd, Old Saybrook, CT 06475
    0 Town Beach Rd, Old Saybrook, CT 06475
    /16

    $985,000

    • 5 Beds
    • 2.5 Baths
    • 3,472 Sq Ft

    0 Town Beach Rd, Old Saybrook, CT 06475

    Enjoy your summers at Cornfield Point with a 5 bedroom Colonial with large of space for everyone. After a refreshing day at the beach come home to plenty of space for fun family gatherings. Parking is plentiful with extra storage. Your summers can be filled with boating, beaching, amazing sunsets, and fine dining at a many local restaurants. Don't miss your change to chance to live in Cornfield

    George Agnelli Agnelli Real Estate

    0 Town Beach Rd, Old Saybrook, CT 06475
  • 24 Seabreeze Rd, Old Saybrook, CT 06475
    24 Seabreeze Rd, Old Saybrook, CT 06475
    24 Seabreeze Rd, Old Saybrook, CT 06475
    /28

    $1,045,000

    • 2 Beds
    • 2 Baths
    • 1,952 Sq Ft

    24 Seabreeze Rd, Old Saybrook, CT 06475

    Nestled in the prestigious Cornfield Point Beach Association neighborhood, this upgraded ranch offers one-level living at its finest with ocean views! With upgrades and improvements including new flooring, active solar, Thermopane windows, Vinyl Siding, central air, a huge bonus room you can convert to a third bedroom, this home provides comfort and style. A spacious open plan living room

    Brian Beaulieu KW Legacy Partners

    24 Seabreeze Rd, Old Saybrook, CT 06475
  • 122 Old Post Rd, Old Saybrook, CT 06475
    122 Old Post Rd, Old Saybrook, CT 06475
    122 Old Post Rd, Old Saybrook, CT 06475
    /40

    $1,075,000

    • 3 Beds
    • 2.5 Baths
    • 2,467 Sq Ft

    122 Old Post Rd, Old Saybrook, CT 06475

    Did you ever dream of owning two vacation homes, one near the water within walking distance to a beach, and another quiet cabin somewhere in the mountains or woods where you are surrounded by natural beauty? This unique home is both! Tucked away on 2+ private acres in the coveted Indian Town Beach Association, it is a spacious custom-built post and beam timber frame with amenities that rival a

    Susan Malan William Pitt Sotheby's Int'l

    122 Old Post Rd, Old Saybrook, CT 06475
  • 24 Cottage Place, Old Saybrook, CT 06475
    24 Cottage Place, Old Saybrook, CT 06475
    24 Cottage Place, Old Saybrook, CT 06475
    /39

    $960,000

    • 4 Beds
    • 3 Baths
    • 2,516 Sq Ft

    24 Cottage Place, Old Saybrook, CT 06475

    Located at the end of a quiet dead end street in Old Saybrook Center, 24 Cottage Place offers a rare blend of coastal charm and modern comfort in one of the shoreline's most sought-after neighborhoods. Just 0.2 miles from Main Street's shops and restaurants, 0.3 miles from The Kate and Acton Library, and a short distance to marinas, waterfront access (0.5 mi), and the train station (0.6 mi), this

    Jennifer Gurnell William Raveis Real Estate

    24 Cottage Place, Old Saybrook, CT 06475
  • 96 Fenwood Dr, Old Saybrook, CT 06475
    96 Fenwood Dr, Old Saybrook, CT 06475
    96 Fenwood Dr, Old Saybrook, CT 06475
    /34

    $1,350,000

    • 3 Beds
    • 3 Baths
    • 2,326 Sq Ft

    96 Fenwood Dr, Old Saybrook, CT 06475

    Located on a corner lot in the District of Fenwood with views of the water, this house has all of the comforts of home. The spacious main level entry offers the living room, family room with a fireplace, formal dining room, full bath, and kitchen. The kitchen is complete with an island breakfast bar, and wet bar where the view of the cove is evident of the peaceful neighborhood. Upstairs are the

    Eric Porco 4 Corners Realty LLC

    96 Fenwood Dr, Old Saybrook, CT 06475
  • 25 Maplewood Rd, Old Saybrook, CT 06475
    25 Maplewood Rd, Old Saybrook, CT 06475
    25 Maplewood Rd, Old Saybrook, CT 06475
    /40

    $1,199,500

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

    25 Maplewood Rd, Old Saybrook, CT 06475

    Knollwood Beach Association NEW Construction! Experience three levels of sun-filled coastal elegance in this tastefully designed home offering space and flexibility for modern living. The open floor plan flows with light-colored hardwoods throughout, anchored by a designer white kitchen on the main level, while a walk-out lower level with its own kitchenette provides the perfect setting for

    Joel Lucas Coldwell Banker Realty

    25 Maplewood Rd, Old Saybrook, CT 06475
  • 23 Briarwood Dr, Old Saybrook, CT 06475
    23 Briarwood Dr, Old Saybrook, CT 06475
    23 Briarwood Dr, Old Saybrook, CT 06475
    /40

    $895,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    23 Briarwood Dr, Old Saybrook, CT 06475

    Mid-Century Modern Gem with Marsh Views and sunsets in Cornfield Point. Welcome to this stunning mid-century modern split-level home, perfectly situated on a serene half-acre lot in the sought-after Cornfield Point waterfront community. Backing directly to the marsh with water access to Long Island Sound, this beautifully updated home offers the ideal blend of timeless architectural style and

    Marc Delise Coldwell Banker Realty

    23 Briarwood Dr, Old Saybrook, CT 06475
  • 1 Lighthouse Ln, Old Saybrook, CT 06475
    1 Lighthouse Ln, Old Saybrook, CT 06475
    1 Lighthouse Ln, Old Saybrook, CT 06475
    /39

    $939,900

    • 3 Beds
    • 2.5 Baths
    • 3,286 Sq Ft

    1 Lighthouse Ln, Old Saybrook, CT 06475

    LOCATION, LOCATION, LOCATION! This spacious 3200 sq.ft. home offers BEAUTIFUL WATER VIEWS and an UNBEATABLE LOCATION in one of the shoreline's most sought-after communities. Perfectly situated between Saybrook Point and Town Center, it's just a short walk in either direction to enjoy marinas, top-rated restaurants, boutique shopping, and local favorites like the Saybrook Inn. This cul-de-sac

    Lynne Ferrigno Coldwell Banker Realty

    1 Lighthouse Ln, Old Saybrook, CT 06475
  • 9 Turnstone Rd, Essex, CT 06426
    9 Turnstone Rd, Essex, CT 06426
    9 Turnstone Rd, Essex, CT 06426
    /35

    $1,275,000

    • 6 Beds
    • 3 Baths
    • 3,869 Sq Ft

    9 Turnstone Rd, Essex, CT 06426

    A spacious, exquisite, immaculately maintained home that shows like new! This impressive property is on the market for the first time since it was custom designed by the original owners, and built by a renowned local contractor. Attention to detail and flow is apparent throughout. The floor plan is fantastic. In addition to a large kitchen/great room with a fireplace and sliders leading to a rear

    Rick Weiner William Pitt Sotheby's Int'l

    9 Turnstone Rd, Essex, CT 06426
  • 125 Main St, Old Saybrook, CT 06475
    125 Main St, Old Saybrook, CT 06475
    125 Main St, Old Saybrook, CT 06475
    /30

    $2,195,000

    • 1 Bed
    • 1.5 Baths
    • 7,985 Sq Ft

    125 Main St, Old Saybrook, CT 06475

    Great mixed-use opportunity. Fully leased office building with town-approved one-bedroom apartment on Second Floor with kitchen, full bath including washer/dryer. Great opportunity to own a mixed-use property on beautiful Main Street in Old Saybrook. Established salon with long term lease on first floor. The one bedroom apartment on the second floor has been carpeted and painted and has separate

    Gary Marino William Raveis Real Estate

    125 Main St, Old Saybrook, CT 06475
  • 4 Gibbons Cir, Old Saybrook, CT 06475
    4 Gibbons Cir, Old Saybrook, CT 06475
    4 Gibbons Cir, Old Saybrook, CT 06475
    /18

    $805,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft

    4 Gibbons Cir, Old Saybrook, CT 06475

    North Cove Opportunity in Prime Setting with some water views set in one of Old Saybrook's most desirable neighborhoods. This North Cove property offers an exceptional location and beautiful grounds with a sparkling in-ground pool. Owned by the same family since 1973, the home has been lovingly cared for and is being offered in "as is" condition - ready for renovation or a complete rebuild to

    Joel Lucas Coldwell Banker Realty

    4 Gibbons Cir, Old Saybrook, CT 06475
  • 18 Quarry St, Old Saybrook, CT 06475
    18 Quarry St, Old Saybrook, CT 06475
    18 Quarry St, Old Saybrook, CT 06475
    /24

    $615,000 Open Sun 2PM - 3:30PM

    • 4 Beds
    • 2 Baths
    • 1,760 Sq Ft

    18 Quarry St, Old Saybrook, CT 06475

    Downtown Old Saybrook Home | First-Floor Primary Suite | Walk to Town & Beach. This classic New England-style home nestled on a quiet dead-end street just steps from downtown Old Saybrook. Enjoy sidewalks leading to shops, restaurants, library, beaches, parks, and schools-everything you love is within easy reach. Set on a cleared half-acre lot, this property features professional landscaping with

    Jennifer Gurnell William Raveis Real Estate

    18 Quarry St, Old Saybrook, CT 06475
  • 100 Dudley Ave Unit D20, Old Saybrook, CT 06475
    100 Dudley Ave Unit D20, Old Saybrook, CT 06475
    100 Dudley Ave Unit D20, Old Saybrook, CT 06475
    /38

    $735,000

    • 2 Beds
    • 2.5 Baths
    • 2,310 Sq Ft

    100 Dudley Ave Unit D20, Old Saybrook, CT 06475

    Impeccably Renovated Waterfront Condominium in Coveted Sheltered Cove! Welcome to this beautifully renovated, turn-key condominium in the highly sought-after Sheltered Cove community of Old Saybrook. Every detail has been thoughtfully updated, blending modern comfort with timeless coastal charm. Step into a bright, open-concept kitchen featuring sleek stainless steel appliances, abundant

    Susie Kelly Coldwell Banker Realty

    100 Dudley Ave Unit D20, Old Saybrook, CT 06475
  • 227 Essex Rd, Old Saybrook, CT 06475
    227 Essex Rd, Old Saybrook, CT 06475
    227 Essex Rd, Old Saybrook, CT 06475
    /29

    $425,000

    • 3 Beds
    • 1 Bath
    • 1,032 Sq Ft

    227 Essex Rd, Old Saybrook, CT 06475

    Nestled on a .93 Acre corner lot this 3 Bedroom Ranch offers one floor living. Fireplace in Living Room, Eat-In Kitchen, Vinyl siding, a four year old roof plus gutter guards for easy maintenance. The Lower Level features a Den/Family Room with a built-In Bar. Enjoy the convenience of a 2 bay garage with door openers during inclement weather. Easy access to Rt 9, I95 or the train station for the

    Sandy Orsie Berkshire Hathaway NE Prop.

    227 Essex Rd, Old Saybrook, CT 06475
  • 5 Sunrise Ave, Old Saybrook, CT 06475
    5 Sunrise Ave, Old Saybrook, CT 06475
    5 Sunrise Ave, Old Saybrook, CT 06475
    /24

    $499,999

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

    5 Sunrise Ave, Old Saybrook, CT 06475

    Welcome to 5 Sunrise Ave., Old Saybrook on the Connecticut Shoreline nothing to do with this one level ranch. This lovely home has three bedrooms, updated bath, updated kitchen, dining / living room. Hardwood floors, Stainless Steel Appliances, white cabinetry and an island for the inspiring chef to create and perfect their culinary skills. Entertain at home enjoy a lovely backyard with an

    Terry McDonald McDonald Real Estate, LLC

    5 Sunrise Ave, Old Saybrook, CT 06475
  • 100 Dudley Ave Unit H43, Old Saybrook, CT 06475
    100 Dudley Ave Unit H43, Old Saybrook, CT 06475
    100 Dudley Ave Unit H43, Old Saybrook, CT 06475
    /36

    $639,000 Open House 11/17

    • 2 Beds
    • 2.5 Baths
    • 1,920 Sq Ft

    100 Dudley Ave Unit H43, Old Saybrook, CT 06475

    Beautiful Condominium offered in Sheltered Cove. Set within the serene, meticulously maintained grounds of Sheltered Cove, this charming two-story condominium offers a rare chance to enjoy North Cove and the Connecticut River. Expansive lawns, picturesque views and tranquil surroundings create a setting that feels both private and welcoming. Residents enjoy a newly remodeled swimming pool,

    Robin Linares William Pitt Sotheby's Int'l

    100 Dudley Ave Unit H43, Old Saybrook, CT 06475
  • 175 Ferry Rd Unit 3, Old Saybrook, CT 06475
    175 Ferry Rd Unit 3, Old Saybrook, CT 06475
    175 Ferry Rd Unit 3, Old Saybrook, CT 06475
    /37

    $599,000

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

    175 Ferry Rd Unit 3, Old Saybrook, CT 06475

    Welcome to Eden Harbour, an elegant and vibrant 55+ Condominium Community in Old Saybrook! Located across the street from the Connecticut River and marinas. Enjoy this amazing one level unit with an open floor plan. Enter through a gorgeous foyer which leads to a beautiful Living Room and Dining Area featuring stately columns, hardwood floors, a gas fireplace, and sliders to a private deck. The

    Kathy Schellens William Pitt Sotheby's Int'l

    175 Ferry Rd Unit 3, Old Saybrook, CT 06475
  • 20 Saltus Dr, Old Saybrook, CT 06475
    20 Saltus Dr, Old Saybrook, CT 06475
    20 Saltus Dr, Old Saybrook, CT 06475
    /40

    $9,850,000

    • 5 Beds
    • 7.5 Baths
    • 9,481 Sq Ft

    20 Saltus Dr, Old Saybrook, CT 06475

    An EXTRAORDINARY MODERN MASTERPIECE: Inspired by renowned architect Frank Lloyd Wright, sited to take full advantage of an exceptional, private 1.6 acre waterfront location overlooking North Cove and the CT River, and constructed with meticulous care and the best of the best curated materials, 20 Saltus Drive offers a luxurious, comfortable lifestyle with panoramic water views from almost every

    Margaret Muir William Pitt Sotheby's Int'l

    20 Saltus Dr, Old Saybrook, CT 06475
  • 13 College St, Old Saybrook, CT 06475
    13 College St, Old Saybrook, CT 06475
    13 College St, Old Saybrook, CT 06475
    /40

    $450,000

    • 1 Bed
    • 1 Bath
    • 576 Sq Ft

    13 College St, Old Saybrook, CT 06475

    Adorable seasonal beach cottage nestled in the heart of Old Saybrook! This charming 2-bedroom, 1 bath retreat offers the perfect blend of coastal charm and convenience. Enjoy the large deep back yard and outdoor shower after you return from a day at the beach. Connected to public water and ideally located just a short stroll to town, or the Saybrook Point Inn. Whether you're dreaming of summer

    Maddy Mattson Coldwell Banker Realty

    13 College St, Old Saybrook, CT 06475
  • 21 Cottage Place, Old Saybrook, CT 06475
    21 Cottage Place, Old Saybrook, CT 06475
    21 Cottage Place, Old Saybrook, CT 06475
    /40

    $664,900

    • 3 Beds
    • 3 Baths
    • 1,720 Sq Ft

    21 Cottage Place, Old Saybrook, CT 06475

    **Back on the Market** NOW featuring a BRAND NEW ROOF with gutters and a NEW 4-BEDROOM SEPTIC SYSTEM (oversized for future expansion potential on this 3-bedroom home)-ready for you to move right in with complete peace of mind! Discover the perfect blend of convenience and quality in this beautifully renovated home on a peaceful dead-end street south of Route 1. Ideally positioned within easy

    Nikki Travaglino William Pitt Sotheby's Int'l

    21 Cottage Place, Old Saybrook, CT 06475
  • 14 Denmore Ln, Old Saybrook, CT 06475
    14 Denmore Ln, Old Saybrook, CT 06475
    14 Denmore Ln, Old Saybrook, CT 06475
    /22

    $520,000

    • 3 Beds
    • 1 Bath
    • 1,196 Sq Ft

    14 Denmore Ln, Old Saybrook, CT 06475

    Welcome to this beautifully updated ranch-style home, where modern charm meets cozy comfort! With 1,196 square feet, this inviting residence offers three spacious bedrooms and an exceptional full bathroom. The heart of the home is its chef-inspired kitchen, complete with sleek new appliances, chic cabinetry, and stunning quartz countertops; perfect for whipping up daily meals or hosting lively

    Joshua Rivera eXp Realty

    14 Denmore Ln, Old Saybrook, CT 06475
  • 20 Hill St, Old Saybrook, CT 06475
    20 Hill St, Old Saybrook, CT 06475
    20 Hill St, Old Saybrook, CT 06475
    /36

    $749,900

    • 2 Beds
    • 2 Baths
    • 1,432 Sq Ft

    20 Hill St, Old Saybrook, CT 06475

    This FEMA compliant coastal residence in Old Saybrook offers panoramic views of South Cove at the mouth of the Connecticut River, where the river meets the sound. The property features a new deck, providing an ideal vantage point for observing the sunrise and local wildlife each morning, as well as evening views of Lynde Lighthouse and passing boats.The house has been lifted out of the flood

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

    20 Hill St, Old Saybrook, CT 06475
  • 96 Ayers Point Rd, Old Saybrook, CT 06475
    96 Ayers Point Rd, Old Saybrook, CT 06475
    96 Ayers Point Rd, Old Saybrook, CT 06475
    /40

    $1,095,000

    • 4 Beds
    • 3 Baths
    • 4,109 Sq Ft

    96 Ayers Point Rd, Old Saybrook, CT 06475

    Discover the serenity of Ayers Point in this spacious 3400 sq ft home with captivating views of the Connecticut River and surrounding marshland. Privately set with a beautiful inground pool and lush gardens, this retreat is perfect for those seeking a coastal lifestyle near boating and village charm. The home features both main and upper level primary suites, offering flexibility and comfort for

    Joel Lucas Coldwell Banker Realty

    96 Ayers Point Rd, Old Saybrook, CT 06475
  • 396 Middlesex Turnpike, Old Saybrook, CT 06475
    396 Middlesex Turnpike, Old Saybrook, CT 06475
    396 Middlesex Turnpike, Old Saybrook, CT 06475
    /4

    $299,000

    • Land
    • 1 Acre
    • $299,000 per Acre

    396 Middlesex Turnpike, Old Saybrook, CT 06475

    Builders and Developers Take Notice! 1 Acre Commercial building lot on Middlesex Turnpike in a very convenient location. Right next to multiple available Commercial and Residential building lots.

    Michael Hvizdo Coldwell Banker Realty

    396 Middlesex Turnpike, Old Saybrook, CT 06475
  • 12 Rocky Point Rd, Old Saybrook, CT 06475
    12 Rocky Point Rd, Old Saybrook, CT 06475
    12 Rocky Point Rd, Old Saybrook, CT 06475
    /39

    $6,400,000

    • 4 Beds
    • 4.5 Baths
    • 5,651 Sq Ft

    12 Rocky Point Rd, Old Saybrook, CT 06475

    Welcome to your waterfront hidden gem! A once in a lifetime opportunity on the Connecticut River featuring 381 feet of direct waterfront, private two boat dock, private horseshoe bay and panoramic north facing views up the river. This modern Contemporary private estate features 5,600+ square feet of living space! Open floor plan, stunning water views from every room! The living room features cozy

    Sharon Linder Berkshire Hathaway NE Prop.

    12 Rocky Point Rd, Old Saybrook, CT 06475
  • 6 South St, Old Saybrook, CT 06475
    6 South St, Old Saybrook, CT 06475
    6 South St, Old Saybrook, CT 06475
    /18

    $159,900

    • Land
    • 0.16 Acre
    • $999,375 per Acre

    6 South St, Old Saybrook, CT 06475

    Build Your Dream Home in Coastal Old Saybrook! A rare opportunity awaits you... Are you ready to create your shoreline oasis? Look no further than this Fully Approved Residential Building Lot with many enticing features that make it a special gem. Come enjoy salty breezes and serene water views... sunsets and seagulls await! Located in a residential neighborhood on a road with two other homes

    Cheryl Keithan Coldwell Banker Realty

    6 South St, Old Saybrook, CT 06475
  • 41 Watrous Point Rd, Old Saybrook, CT 06475
    41 Watrous Point Rd, Old Saybrook, CT 06475
    41 Watrous Point Rd, Old Saybrook, CT 06475
    /40

    $4,250,000

    • 6 Beds
    • 4.5 Baths
    • 5,536 Sq Ft

    41 Watrous Point Rd, Old Saybrook, CT 06475

    Presenting a single level light-filled mid-century modern masterpiece, set on a prominent 2.7 acre private waterfront peninsula! Enjoy 875' of frontage along the CT River and adjacent Turtle Creek nature preserve. This dreamlike property comes with two docks. A deep water dock on the river, plus a second dock on Turtle Creek! Drink in views from Essex Harbor to the north, across the river to Old

    Rick Weiner William Pitt Sotheby's Int'l

    41 Watrous Point Rd, Old Saybrook, CT 06475
  • 96 Chalker Beach Rd, Old Saybrook, CT 06475
    96 Chalker Beach Rd, Old Saybrook, CT 06475
    96 Chalker Beach Rd, Old Saybrook, CT 06475
    /36

    $649,900

    • 3 Beds
    • 1 Bath
    • 870 Sq Ft

    96 Chalker Beach Rd, Old Saybrook, CT 06475

    This FULLY FURNISHED seasonal cottage offers all the cozy beach vibes you've been looking for. Pull into the paver stone driveway with room for multiple vehicles, golf carts, or beach cruisers. A shed at the end of the driveway provides easy storage for all your beach gear. Step into the beautifully manicured, fully fenced backyard complete with a paver stone patio, open lawn for play or

    Danielle Spada Coldwell Banker Realty

    96 Chalker Beach Rd, Old Saybrook, CT 06475
  • 355 Main St, Old Saybrook, CT 06475
    355 Main St, Old Saybrook, CT 06475
    355 Main St, Old Saybrook, CT 06475
    /30

    $709,900

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

    355 Main St, Old Saybrook, CT 06475

    In the heart of Old Saybrook! This home was built in 1919 and is called a New Englander. This Main Street house offers a walkable location to Main Street which has all the local flair! Stroll to the Katherine Hepburn theater which offers many events thru out the year. Main Street has shopping and restaurants or just a beautiful walk. Walking distance to Kathleen Goodwin school, Main Street school

    Paula Stuart Berkshire Hathaway NE Prop.

    355 Main St, Old Saybrook, CT 06475
  • 175 N Cove Rd, Old Saybrook, CT 06475
    175 N Cove Rd, Old Saybrook, CT 06475
    175 N Cove Rd, Old Saybrook, CT 06475
    /40

    $3,750,000

    • 4 Beds
    • 4.5 Baths
    • 3,518 Sq Ft

    175 N Cove Rd, Old Saybrook, CT 06475

    Every home tells a story and the often admired c.1704 Black Horse Tavern in historic North Cove is no exception. Located at the waters edge and offering expansive water views, this stunning private residence is rich in both local history and architectural detail. Meticulously curated to perfection, quality of craftsmanship is evident throughout. A warm and welcoming entry leads to elegant

    Kyle Hinding Coldwell Banker Realty

    175 N Cove Rd, Old Saybrook, CT 06475
  • 118 Sandy Point Rd, Old Saybrook, CT 06475
    118 Sandy Point Rd, Old Saybrook, CT 06475
    118 Sandy Point Rd, Old Saybrook, CT 06475
    /29

    $519,000

    • 2 Beds
    • 1.5 Baths
    • 1,557 Sq Ft

    118 Sandy Point Rd, Old Saybrook, CT 06475

    Summerwood on the Sound. Step into this stunning townhouse condominium featuring a fabulous kitchen with spacious quartz counters and breakfast bar, custom designed cabinetry and stainless steel appliances. The open concept living room and dining area boast beautiful wood flooring, elegant crown molding and glass doors to the private deck area, perfect for relaxing and entertaining. There is also

    Carla Mousch William Raveis Real Estate

    118 Sandy Point Rd, Old Saybrook, CT 06475
  • 26 Meadowood Ln, Old Saybrook, CT 06475
    26 Meadowood Ln, Old Saybrook, CT 06475
    26 Meadowood Ln, Old Saybrook, CT 06475
    /39

    $1,179,000 Open Sun 12PM - 1:30PM

    • 3 Beds
    • 2.5 Baths
    • 2,236 Sq Ft

    26 Meadowood Ln, Old Saybrook, CT 06475

    No Flood Insurance Required! Built in 2025, this brand-new Old Saybrook Colonial blends architectural elegance, energy efficiency, and modern coastal living all outside the flood zone. Just moments from Town Beach, Fenwick Golf Course, Saybrook Point Marina, and downtown Main Street, this location offers the perfect balance of convenience and serenity. Inside, sun-filled red oak floors,

    Jennifer Gurnell William Raveis Real Estate

    26 Meadowood Ln, Old Saybrook, CT 06475
  • 2 Old South Cove Rd, Old Saybrook, CT 06475
    2 Old South Cove Rd, Old Saybrook, CT 06475
    2 Old South Cove Rd, Old Saybrook, CT 06475
    /40

    $1,575,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,500 Sq Ft

    2 Old South Cove Rd, Old Saybrook, CT 06475

    Why settle for a remodel when you can own brand-new construction on Old Saybrook's shoreline? Surrounded by water and bathed in natural light, this architectural retreat captures the beauty of South Cove with walls of glass, soaring ceilings, and effortless flow between indoor and outdoor living. Built from the ground up, this home blends modern design with coastal charm - just steps from

    Michael Riccio Calcagni Real Estate

    2 Old South Cove Rd, Old Saybrook, CT 06475
  • 21 Fenwick St, Old Saybrook, CT 06475
    21 Fenwick St, Old Saybrook, CT 06475
    /2

    $799,900 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,432 Sq Ft

    21 Fenwick St, Old Saybrook, CT 06475

    This home is being sold "AS IS".

    Paula Stuart Berkshire Hathaway NE Prop.

    21 Fenwick St, Old Saybrook, CT 06475
Connecticut Middlesex County Old Saybrook

Real Estate & Homes for Sale in Old Saybrook, CT

Why Live in Old Saybrook

Old Saybrook, Connecticut, is a tranquil town situated along the Long Island Sound, ideal for those seeking a waterside residence with ample beach and water activities. Housing options include colonials, ranch-style, and Cape Cod homes, with prices starting around $340,000 for single-family homes and peaking at $4.2 million for luxurious seaside properties. The town is known for its high foot traffic, especially near the beach and Main Street district. Old Saybrook Public Schools are highly rated, with Kathleen E. Goodwin Elementary School, Old Saybrook Middle School, and Old Saybrook High School all receiving commendable marks for academics and teacher quality. The town features several beautiful beaches, such as Cove Beach and Great Hammock, and recreational activities like golfing at Fenwick Golf Course. Dining options are concentrated along Route 1, with popular spots like the Parthenon Diner. The town hosts annual events, including holiday celebrations, a Fourth of July parade, and an art festival. Old Saybrook is accessible via Interstate 95, making it convenient for commuters. The town has a lower crime rate compared to the national average, contributing to its appeal as a safe place to live.

Learn more about living in Old Saybrook

Frequently Asked Questions

What is the average home price in Old Saybrook, CT?
Homes for sale in Old Saybrook, CT have an average home price of $999,708.
Are home prices dropping in Old Saybrook?
Yes, home prices in Old Saybrook are down 5% in the last 12 months.
How many homes have sold over the last 12 months in Old Saybrook, CT?
152 homes have sold in Old Saybrook, CT over the last 12 months.
What are the most popular zip codes in Old Saybrook, CT?
The most popular zip codes in Old Saybrook, CT include 06475, 06371, 06426, 06498 and 06409.
How much do you need to make to afford a house in Old Saybrook?
The median home price in Old Saybrook is $717,450. If you put a 20% down payment of $143,500 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $3,520 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $151K a year to afford the median home price in Old Saybrook.
How are the schools in Old Saybrook, CT?
Old Saybrook, CT has highly rated public and private schools. Some of the best schools in Old Saybrook based on Niche Grades are Lyme-Old Lyme High School, Lyme-Old Lyme Middle School and Lyme Consolidated School. Browse all the schools in Old Saybrook, CT to learn more.

Home Trends in Old Saybrook, CT

On average, homes in Old Saybrook, CT sell after 51 days on the market compared to the national average of 53 days. The median sale price for homes in Old Saybrook, CT over the last 12 months is $697,000, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$697,000
Median Single Family Sale Price
$743,950
Median Townhouse Sale Price
$540,000
Median 2 Bedroom Sale Price
$555,500
Median 1 Bedroom Sale Price
$220,000
Average Price Per Sq Ft
$497
Number of Homes for Sale
36
Last 12 months Home Sales
152
Months of Supply
2.80
Median List Price
$717,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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