Recently Sold Homes in Old Saybrook, CT

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SOLD SEP 10, 2025

ABOUT THIS HOME
Recently Sold Home in Old Saybrook, CT:
* * Stunning Waterfront Home at Knollwood Beach * * Discover unparalleled luxury in this meticulously updated prime front-row residence overlooking Long Island Sound. Floor-to-ceiling windows frame breathtaking water vistas from every room, creating an immersive coastal living experience. Recent comprehensive renovations include new HVAC systems, custom Hunter Douglas window treatments throughout, backup generator, designer lighting, and fresh interior paint extending to all trim and ceilings. The thoughtfully expanded lower level showcases rich cork flooring, elegant wainscoting, and whole-house dehumidification system. The expansive primary suite serves as a private retreat, featurin

$3,200,000 Last sold price

3 beds4 baths4,435 sq ft

450 Maple Ave, Old Saybrook, CT 06475

SOLD OCT 20, 2025

ABOUT THIS HOME
Recently Sold Home in Old Saybrook, CT:
Live the coastal lifestyle in this Knollwood Beach Association gem, just one house from the sand! This charm-filled, tastefully reconstructed home offers 4 bedrooms and 2 full baths with original fir hardwood floors throughout. Enjoy modern comforts including new central air, a newer roof, and a transferable solar system for just $109/month. Relax on the gorgeous rear patio surrounded by perennial gardens with water views, or cozy up to the gas fireplace on crisp fall and winter days. Two new decks-upper and lower-offer stunning vistas reaching out to Long Island. A two car detached garage and paved driveway provides plenty of parking for family and guests. Perfect for walkers and beach lov

$1,025,000 Last sold price

3 beds2 baths1,467 sq ft

8 Fenbrook Rd, Old Saybrook, CT 06475

SOLD AUG 5, 2025

ABOUT THIS HOME
Recently Sold Home in Old Saybrook, CT:
Welcome to The Knollwood Beach Association with this charming property that offers water views from a sun filled porch as your daily backdrop. This year round ranch is being sold with the adjacent lot and a septic system installed in 2022 that will service up to a 5 bedroom home. While the interior retains its original charm and awaits your personal touch, the true star of this home is its unbeatable location and captivating views of Long Island Sound. Whether you are seeking a peaceful weekend retreat or a year round dream home, this property is brimming with potential and possibilities. Property is not in a flood zone, no insurance required.

$775,000 Last sold price

2 beds1 bath768 sq ft

16, 18 Bayberry Rd, Old Saybrook, CT 06475

SOLD OCT 24, 20253D WALKTHROUGH

ABOUT THIS HOME
Recently Sold Home in Old Saybrook, CT:
Welcome to 19 Neptune Drive, a beautifully rebuilt Cape Cod-style home in the sought-after Knollwood Beach Association. Completely reconstructed in 2022, this residence blends coastal charm w/ modern updates, offering 1,914sqft of thoughtfully designed living space & water views just a short walk to the beach. Step inside to find an inviting open floor plan filled w/ natural light & finished w/ gleaming hardwood floors. The living area features a cozy fireplace, seamlessly connecting to the dining space & kitchen. The kitchen & baths are tastefully updated w/ stylish finishes, while a large pantry & ample closet space provide convenience. The primary bedroom su

$1,235,000 Last sold price

3 beds2.5 baths1,941 sq ft

19 Neptune Dr, Old Saybrook, CT 06475

SOLD OCT 10, 2025

ABOUT THIS HOME
Recently Sold Home in Old Saybrook, CT:
Thoughtfully Enhanced Old Saybrook Retreat Steps from Knollwood Beach! This meticulously improved 1,868 square foot home in desirable Old Saybrook offers the perfect blend of modern convenience and coastal lifestyle. Significant updates throughout include a new furnace, central air conditioning, whole-house generator, new propane tank, and complete 200 amp electrical service upgrade, ensuring year-round comfort and peace of mind. The thoughtfully expanded and permitted lower level adds an impressive 846 square feet of finished living space, creating endless possibilities for recreation, home office, or guest accommodations. Upstairs, two generously proportioned bedrooms provide serene retr

$799,900 Last sold price

2 beds1.5 baths1,950 sq ft

16 Seagull Rd, Old Saybrook, CT 06475

Property at 21 Wildwood Rd, Old Saybrook, CT 06475, 3 beds, 1.5 baths

$900,000 Last sold price

3 beds1.5 baths1,408 sq ft

21 Wildwood Rd, Old Saybrook, CT 06475

Property at 515 Maple Ave, Old Saybrook, CT 06475, 2 beds, 2 baths

$2,125,000 Last sold price

2 beds2 baths1,365 sq ft

515 Maple Ave, Old Saybrook, CT 06475

Property at 10 Cottage Ave, Old Saybrook, CT 06475, 3 beds, 3 baths

$852,500 Last sold price

3 beds3 baths2,261 sq ft

10 Cottage Ave, Old Saybrook, CT 06475

Property at 5 Aladdin Ave, Old Saybrook, CT 06475, 3 beds, 1.5 baths

$520,000 Last sold price

3 beds1.5 baths1,176 sq ft

5 Aladdin Ave, Old Saybrook, CT 06475

Property at 15 Buckingham Ave, Old Saybrook, CT 06475, 3 beds, 3 baths

$1,178,000 Last sold price

3 beds3 baths2,132 sq ft

15 Buckingham Ave, Old Saybrook, CT 06475

Property at 78 Hartford Ave, Old Saybrook, CT 06475, 3 beds, 1 bath

$751,500 Last sold price

3 beds1 bath890 sq ft

78 Hartford Ave, Old Saybrook, CT 06475

Property at 52 Chalker Beach Rd, Old Saybrook, CT 06475, 3 beds, 1.5 baths

$377,000 Last sold price

3 beds1.5 baths1,120 sq ft

52 Chalker Beach Rd, Old Saybrook, CT 06475

Property at 19 Hartford Ave, Old Saybrook, CT 06475, 4 beds, 2 baths

$625,000 Last sold price

4 beds2 baths1,249 sq ft

19 Hartford Ave, Old Saybrook, CT 06475

Property at 49 Hartford Ave, Old Saybrook, CT 06475, 1 bed, 1 bath

$375,000 Last sold price

1 bed1 bath504 sq ft

49 Hartford Ave, Old Saybrook, CT 06475

Property at 16 Howard St, Old Saybrook, CT 06475, 3 beds, 2 baths

$742,900 Last sold price

3 beds2 baths1,404 sq ft

16 Howard St, Old Saybrook, CT 06475

Property at 45 Farview Ave, Old Saybrook, CT 06475, 3 beds, 2.5 baths

$925,000 Last sold price

3 beds2.5 baths2,791 sq ft

45 Farview Ave, Old Saybrook, CT 06475

Property at 122 College St, Old Saybrook, CT 06475, 4 beds, 2 baths

$850,000 Last sold price

4 beds2 baths3,200 sq ft

122 College St, Old Saybrook, CT 06475

Property at 49 Cromwell Pl, Old Saybrook, CT 06475, 3 beds, 3 baths

$2,000,000 Last sold price

3 beds3 baths3,965 sq ft

49 Cromwell Pl, Old Saybrook, CT 06475

Property at 18 Lynde St, Old Saybrook, CT 06475, 3 beds, 1 bath

$539,000 Last sold price

3 beds1 bath1,185 sq ft

18 Lynde St, Old Saybrook, CT 06475

Property at 3 Glen Dr, Old Saybrook, CT 06475, 3 beds, 1.5 baths

$625,000 Last sold price

3 beds1.5 baths1,915 sq ft

3 Glen Dr, Old Saybrook, CT 06475

Property at 25 Sunset Rd #12, Old Saybrook, CT 06475, 2 beds, 3.5 baths

$825,000 Last sold price

2 beds3.5 baths2,090 sq ft

25 Sunset Rd #12, Old Saybrook, CT 06475

Property at 142 Ferry Rd Unit 6-1, Old Saybrook, CT 06475

$9,000 Last sold price

— beds— baths50 sq ft

142 Ferry Rd Unit 6-1, Old Saybrook, CT 06475

Property at 9 Connally Dr, Old Saybrook, CT 06475, 4 beds, 2.5 baths

$670,000 Last sold price

4 beds2.5 baths2,920 sq ft

9 Connally Dr, Old Saybrook, CT 06475

Property at 6 Pheasant Hill Ln, Old Saybrook, CT 06475, 3 beds, 2.5 baths

$595,000 Last sold price

3 beds2.5 baths1,976 sq ft

6 Pheasant Hill Ln, Old Saybrook, CT 06475

Property at 258 School House Rd, Old Saybrook, CT 06475, 3 beds, 2 baths

$430,000 Last sold price

3 beds2 baths1,596 sq ft

258 School House Rd, Old Saybrook, CT 06475

Property at 100 Dudley Ave Unit B8, Old Saybrook, CT 06475, 2 beds, 2.5 baths

$745,000 Last sold price

2 beds2.5 baths2,236 sq ft

100 Dudley Ave Unit B8, Old Saybrook, CT 06475

Property at 12 Fourth Ave, Old Saybrook, CT 06475, 3 beds, 2 baths

$800,000 Last sold price

3 beds2 baths2,297 sq ft

12 Fourth Ave, Old Saybrook, CT 06475

Property at 14 Watrous Point Rd, Old Saybrook, CT 06475, 4 beds, 2.5 baths

$566,000 Last sold price

4 beds2.5 baths2,152 sq ft

14 Watrous Point Rd, Old Saybrook, CT 06475

Property at 21 Briarcliffe Trl, Old Saybrook, CT 06475, 3 beds, 2.5 baths

$625,000 Last sold price

3 beds2.5 baths1,980 sq ft

21 Briarcliffe Trl, Old Saybrook, CT 06475

Property at 1 Hartford Ave, Old Saybrook, CT 06475, 3 beds, 2 baths

$620,000 Last sold price

3 beds2 baths1,762 sq ft

1 Hartford Ave, Old Saybrook, CT 06475

Property at 47 Great Hammock Rd, Old Saybrook, CT 06475, 3 beds, 2 baths

$730,000 Last sold price

3 beds2 baths1,587 sq ft

47 Great Hammock Rd, Old Saybrook, CT 06475

Property at 8 Sharon Ln, Old Saybrook, CT 06475, 5 beds, 3.5 baths

$1,340,000 Last sold price

5 beds3.5 baths3,534 sq ft

8 Sharon Ln, Old Saybrook, CT 06475

Property at 4 Chartier Ave, Old Saybrook, CT 06475, 3 beds, 1.5 baths

$675,000 Last sold price

3 beds1.5 baths1,920 sq ft

4 Chartier Ave, Old Saybrook, CT 06475

Property at 11 Obed Hts, Old Saybrook, CT 06475, 4 beds, 3.5 baths

$705,000 Last sold price

4 beds3.5 baths2,469 sq ft

11 Obed Hts, Old Saybrook, CT 06475

Property at 35 Soundview Ave, Old Saybrook, CT 06475, 3 beds, 2 baths

$1,427,500 Last sold price

3 beds2 baths1,680 sq ft

35 Soundview Ave, Old Saybrook, CT 06475

Property at 350 Middlesex Tpke, Old Saybrook, CT 06475

$725,000 Last sold price

— beds— baths— sq ft

350 Middlesex Tpke, Old Saybrook, CT 06475

Property at 384 Middlesex Tpke, Old Saybrook, CT 06475

$400,000 Last sold price

— beds— baths— sq ft

384 Middlesex Tpke, Old Saybrook, CT 06475

Property at 64 Otter Cove Dr, Old Saybrook, CT 06475

$450,000 Last sold price

— beds— baths— sq ft

64 Otter Cove Dr, Old Saybrook, CT 06475

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Recently Sold Homes in Old Saybrook

There are currently 38 recently sold homes for sale in Old Saybrook at a median listing price of $857K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Old Saybrook stay on the market for 77 days and receive 1 offers. This map is refreshed with the newest listings in Old Saybrook every 15 minutes.

In the past month, 13 homes have been sold in Old Saybrook. In addition to houses in Old Saybrook, there were also 6 condos, 0 townhouses, and 1 multi-family unit for sale in Old Saybrook last month. Find your dream home in Old Saybrook using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Old Saybrook are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Old Saybrook. If you're looking to sell your home in the Old Saybrook area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Old Saybrook with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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