Old Saybrook, CT homes for sale & real estate

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NEW 13 HRS AGO

143 Sandy Point Rd #143, Old Saybrook, CT 06475
143 Sandy Point Rd #143, Old Saybrook, CT 06475
143 Sandy Point Rd #143, Old Saybrook, CT 06475
ABOUT THIS HOME
Old Saybrook, CT Homes for Sale
Welcome to SummerWood on the Sound, a premier waterfront community in Old Saybrook offering resort-style living on the Long Island Sound. This beautifully maintained 2-story condo with a 3rd-floor sleeping loft is perfect for year-round living or a cozy coastal getaway. Features include 2 bedrooms, with a primary suite and en-suite full bath, an updated guest bath, and a half bath on the main level. The kitchen showcases new quartz countertops, and water views are visible from every window, with east-facing exposure for breathtaking sunrises. Enjoy outdoor living on the private deck with an electric awning, ideal for morning coffee or entertaining. SummerWood on the Sound offers exceptional

$615,000

2 beds2.5 baths1,557 sq ft

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

$800 HOA • Pool • Car-dependent

6 Trolley Xing, Old Saybrook, CT 06475
6 Trolley Xing, Old Saybrook, CT 06475
6 Trolley Xing, Old Saybrook, CT 06475
ABOUT THIS HOME
Old Saybrook, CT Homes for Sale
Love to entertain, or just spend time relaxing in your extensive living areas, including the newly added inground pool with deck and patio surround? Check out the spacious front to back living room with fireplace, formal dining room, open concept great room with a renovated kitchen and family room with fireplace, and a stunning sunroom with a cathedral ceiling and brand new skylights. The kitchen has all new appliances, new counters and new flooring. A cozy and bright space off the kitchen is perfect for a home office or breakfast nook. The interior of the home has been completely reimagined by the owner with new paint and wall coverings, new hardwood in the dining room, and new wall-to-wal

$1,175,000

3 beds2.5 baths3,404 sq ft

6 Trolley Xing, Old Saybrook, CT 06475

1 acre lot • 2 garage spots • Pool

OPEN THU, 3PM TO 5PM

23 Briarwood Dr, Old Saybrook, CT 06475
23 Briarwood Dr, Old Saybrook, CT 06475
23 Briarwood Dr, Old Saybrook, CT 06475
ABOUT THIS HOME
Old Saybrook, CT Homes for Sale
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 contemporary comfort. Inside, you'll find a completely renovated interior with an open floor plan, soaring vaulted ceilings, and abundant natural light. The flexible layout includes three to four spacious bedrooms and two full bathrooms, thoughtfully designed for both everyday living and entertaining.

$975,000

3 beds2 baths2,000 sq ft

23 Briarwood Dr, Old Saybrook, CT 06475

0.53 acre lot • Car-dependent

COMING SOON

12 Rocky Point Rd, Old Saybrook, CT 06475
ABOUT THIS HOME
Old Saybrook, CT Homes for Sale
Welcome to your water front 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 fireplace, floor to ceiling windows and opens to a 750 square foot inviting deck ideal for relaxing, entertaining, soaking in the hot tub, peaceful sunsets or simply taking in the ever-changing river views. A lower level 750 square foot patio overlooks landscaped grounds, gardens and new stone fir

$6,400,000

4 beds4.5 baths5,651 sq ft

12 Rocky Point Rd, Old Saybrook, CT 06475

1.13 acre lot • Car-dependent

COMING SOON

52 Chalker Beach Rd, Old Saybrook, CT 06475
ABOUT THIS HOME
Old Saybrook, CT Homes for Sale
This property is located in the private Chalker Beach community. This 3 Bedroom / 1.5 Bathroom house is a short walk from the white sandy Beaches and all the fun that comes with this Beach Community. Imagine all the unforgettable moments you'll create in this incredibly desirable location! Property is being sold As Is. Property Offered for the First 30 Days to prospective buyers making less than 120 % of the Area Median Income and/or First-time Homebuyers and/or Military Veterans or Active Military Members This is the how the AMI is determined: https://www. huduser. gov/portal/datasets/il/il2025/select_Geography. odn?STATES=9.0 & statelist=9.0 & stname= & wherefrom=%24wherefrom

$449,900

3 beds1.5 baths1,120 sq ft

52 Chalker Beach Rd, Old Saybrook, CT 06475

7,405 sq ft lot • Car-dependent

Property at 7 Sharon Ln, Old Saybrook, CT 06475, 4 beds, 2.5 baths

$1,000,000

4 beds2.5 baths2,636 sq ft

7 Sharon Ln, Old Saybrook, CT 06475

Property at 24 Cottage Pl, Old Saybrook, CT 06475, 4 beds, 3 baths

$985,000

4 beds3 baths2,516 sq ft

24 Cottage Pl, Old Saybrook, CT 06475

Property at 30 Watrous Point Rd, Old Saybrook, CT 06475, 4 beds, 4 baths

$1,475,000

4 beds4 baths4,546 sq ft

30 Watrous Point Rd, Old Saybrook, CT 06475

Property at 1 Clark Ave, Old Saybrook, CT 06475, 4 beds, 2 baths

$1,100,000

4 beds2 baths2,376 sq ft

1 Clark Ave, Old Saybrook, CT 06475

Property at 16 Lynde St, Old Saybrook, CT 06475, 2 beds, 1.5 baths

$585,000

2 beds1.5 baths1,258 sq ft

16 Lynde St, Old Saybrook, CT 06475

Property at 2 Old South Cove Rd, Old Saybrook, CT 06475, 3 beds, 3.5 baths

$1,790,000

3 beds3.5 baths2,500 sq ft

2 Old South Cove Rd, Old Saybrook, CT 06475

Property at 5 Oakwood Rd, Old Saybrook, CT 06475, 3 beds, 2 baths

$2,100,000

3 beds2 baths3,477 sq ft

5 Oakwood Rd, Old Saybrook, CT 06475

Property at 41 Watrous Point Rd, Old Saybrook, CT 06475, 6 beds, 4.5 baths

$4,450,000

6 beds4.5 baths5,536 sq ft

41 Watrous Point Rd, Old Saybrook, CT 06475

Property at 55 Cypress Rd, Old Saybrook, CT 06475, 3 beds, 2.5 baths

$1,050,000

3 beds2.5 baths1,916 sq ft

55 Cypress Rd, Old Saybrook, CT 06475

Property at 96 Chalker Beach Rd, Old Saybrook, CT 06475, 3 beds, 1 bath

$649,900

3 beds1 bath870 sq ft

96 Chalker Beach Rd, Old Saybrook, CT 06475

Property at 18 King St, Old Saybrook, CT 06475, 3 beds, 3.5 baths

$685,000

3 beds3.5 baths2,660 sq ft

18 King St, Old Saybrook, CT 06475

Property at 122 Old Post Rd, Old Saybrook, CT 06475, 3 beds, 2.5 baths

$1,335,000

3 beds2.5 baths3,000 sq ft

122 Old Post Rd, Old Saybrook, CT 06475

Property at 26 Meadowood Ln, Old Saybrook, CT 06475, 3 beds, 2.5 baths

$1,545,000

3 beds2.5 baths2,236 sq ft

26 Meadowood Ln, Old Saybrook, CT 06475

Property at 355 Main St, Old Saybrook, CT 06475, 3 beds, 1.5 baths

$749,000

3 beds1.5 baths2,194 sq ft

355 Main St, Old Saybrook, CT 06475

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

$1,200,000

4 beds2 baths3,200 sq ft

122 College St, Old Saybrook, CT 06475

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

$649,900

3 beds2 baths1,762 sq ft

1 Hartford Ave, Old Saybrook, CT 06475

Property at 76 River St W, Old Saybrook, CT 06475, 3 beds, 2 baths

$650,000

3 beds2 baths1,767 sq ft

76 River St W, Old Saybrook, CT 06475

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

$1,550,000

3 beds2 baths1,680 sq ft

35 Soundview Ave, Old Saybrook, CT 06475

Property at 14 Meadowood Ln, Old Saybrook, CT 06475, 4 beds, 2 baths

$499,000

4 beds2 baths1,812 sq ft

14 Meadowood Ln, Old Saybrook, CT 06475

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

$899,000

3 beds2 baths2,297 sq ft

12 Fourth Ave, Old Saybrook, CT 06475

Property at 1 Lighthouse Ln, Old Saybrook, CT 06475, 3 beds, 2.5 baths

$1,145,000

3 beds2.5 baths3,286 sq ft

1 Lighthouse Ln, Old Saybrook, CT 06475

Property at 27 Barnes Rd, Old Saybrook, CT 06475, 3 beds, 1 bath

$949,900

3 beds1 bath762 sq ft

27 Barnes Rd, Old Saybrook, CT 06475

Property at 26 College St, Old Saybrook, CT 06475, 5 beds, 3 baths

$998,900

5 beds3 baths2,898 sq ft

26 College St, Old Saybrook, CT 06475

Property at 86 Chalker Beach Rd, Old Saybrook, CT 06475, 4 beds, 2 baths

$929,000

4 beds2 baths2,249 sq ft

86 Chalker Beach Rd, Old Saybrook, CT 06475

Property at 16, 18 Bayberry Rd, Old Saybrook, CT 06475, 2 beds, 1 bath

$825,000

2 beds1 bath768 sq ft

16, 18 Bayberry Rd, Old Saybrook, CT 06475

Property at 175 N Cove Rd, Old Saybrook, CT 06475, 4 beds, 4.5 baths

$3,995,000

4 beds4.5 baths3,518 sq ft

175 N Cove Rd, Old Saybrook, CT 06475

Property at 3 4th Ave, Old Saybrook, CT 06475, 3 beds, 1 bath

$399,000

3 beds1 bath864 sq ft

3 4th Ave, Old Saybrook, CT 06475

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

$1,150,000

3 beds1.5 baths1,408 sq ft

21 Wildwood Rd, Old Saybrook, CT 06475

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

$849,500

3 beds1 bath890 sq ft

78 Hartford Ave, Old Saybrook, CT 06475

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

$1,550,000

3 beds2 baths1,680 sq ft

35 Soundview Ave #2, Old Saybrook, CT 06475

Property at 37 Woodland Dr, Old Saybrook, CT 06475, 2 beds, 2 baths

$679,000

2 beds2 baths1,500 sq ft

37 Woodland Dr, Old Saybrook, CT 06475

Property at 24 Seabreeze Rd, Old Saybrook, CT 06475, 2 beds, 2 baths

$1,085,000

2 beds2 baths1,952 sq ft

24 Seabreeze Rd, Old Saybrook, CT 06475

Property at 118 Sandy Point Rd #118, Old Saybrook, CT 06475, 2 beds, 1.5 baths

$544,000

2 beds1.5 baths1,557 sq ft

118 Sandy Point Rd #118, Old Saybrook, CT 06475

Property at 4 Old Fenwick Rd, Old Saybrook, CT 06475, 5 beds, 2.5 baths

$1,795,000

5 beds2.5 baths2,994 sq ft

4 Old Fenwick Rd, Old Saybrook, CT 06475

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

$575,000

3 beds1.5 baths1,176 sq ft

5 Aladdin Ave, Old Saybrook, CT 06475

Property at 125 Main St, Old Saybrook, CT 06475, 1 bed, 1.5 baths

$2,345,000

1 bed1.5 baths7,985 sq ft

125 Main St, Old Saybrook, CT 06475

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Average home prices near Old Saybrook, CT

Cities

Zip Codes
Minor Civil Divisions

Old Saybrook, CT real estate trends

$721K

Sale price

-13.9%
since last year

$371

Sale $/sq ft

-27.0%
since last year

Under list price

0.2%

Days on market

Down payment

—

Total homes sold

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