Old Saybrook, CT homes for sale & real estate

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ABOUT THIS HOME
Old Saybrook, CT Homes for Sale
Discover a truly enchanting antique home nestled in the heart of Old Saybrook's quaint, historic charm. This beautiful 4/5 bedroom residence overflows with character and period details, offering a rare opportunity to own a piece of local history. Adding to its significant appeal is a separate, legal 1-bedroom guest suite, providing an excellent source of income or a private space for guests or extended family. Experience small-town New England living at its finest, combining timeless elegance with modern flexibility. Old Saybrook, Connecticut is a quaint and picturesque coastal town where the Connecticut River meets Long Island Sound, offering classic New England charm and a relaxed shoreli

$849,000

5 beds3 baths2,898 sq ft

26 College St, Old Saybrook, CT 06475

Long island sound • Legal guest suite • Historic charm

COMING SOON

ABOUT THIS HOME
Old Saybrook, CT Homes for Sale
Direct waterfront property on a private lot at 33 Briarwood Drive with expansive marsh and tidal channel views. This well maintained three bedroom two bath home features hardwood floors throughout and an open spacious interior layout. The bright studio space positioned well for a future glass enclosed sunroom offers flexible room for work hobbies or quiet relaxation. The setting provides a strong connection to the coastal environment while remaining practical for everyday living. No flood insurance is required per current information. This shoreline location places you close to highly used Old Saybrook amenities including Harveys Beach, Town Beach, Saybrook Point coastal preserves and multi

$685,000

3 beds1.5 baths2,272 sq ft

33 Briarwood Dr, Old Saybrook, CT 06475

0.51 acre lot • Built 1959 • Listed 3 days

NEW CONSTRUCTION

ABOUT THIS HOME
Old Saybrook, CT Homes for Sale
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 you're seeking a weekend getaway or full-time coastal living, this like-new gem offers water views from the second-floor deck and is the ultimate haven in the heart of it all. Step through the front door into an inviting open floorplan that seamlessly blends the living room, dining area, kitchen, an

$949,900

3 beds2 baths1,510 sq ft

23 Clinton Ave, Old Saybrook, CT 06475

Fully renovated • Water views • Custom staircase

ABOUT THIS HOME
Old Saybrook, CT Homes for Sale
This home is being sold "AS IS". Right place at the right time! This home now wants a new owner. Renovations are needed but location, location, location. Water views with walking ability to Saybrook Point and Fenwick golf course. Ranch with 3 beds and 2 baths. This is an opportunity to enjoy Old Saybrook at its best. see virtual video ty

$799,900

3 beds2 baths1,432 sq ft

21 Fenwick St, Old Saybrook, CT 06475

8,276 sq ft lot • 2 garage spots • Built 1938

OPEN TODAY, 12PM TO 1:30PM

ABOUT THIS HOME
Old Saybrook, CT Homes for Sale
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 ever-blooming perennials. Inside, the spacious living room with a cozy fireplace and large open eat-in kitchen offer endless potential to make the space your own. The first-floor primary suite adds comfort and convenience, and the three-season screened porch is perfect for relaxing or enterta

$605,000

4 beds2 baths1,760 sq ft

18 Quarry St, Old Saybrook, CT 06475

0.41 acre lot • Garage • Built 1920

Property at 33 Fenwood Rd, Old Saybrook, CT 06475, 2 beds, 2 baths

$799,000

2 beds2 baths2,042 sq ft

33 Fenwood Rd, Old Saybrook, CT 06475

Property at 372 Maple Ave, Old Saybrook, CT 06475, 3 beds, 3 baths

$2,795,000

3 beds3 baths3,389 sq ft

372 Maple Ave, Old Saybrook, CT 06475

Property at 11 Trolley Xing, Old Saybrook, CT 06475, 5 beds, 3.5 baths

$1,175,000

5 beds3.5 baths3,664 sq ft

11 Trolley Xing, Old Saybrook, CT 06475

Property at 254 Hidden Cove Rd #254, Old Saybrook, CT 06475, 2 beds, 2.5 baths

$574,900

2 beds2.5 baths1,557 sq ft

254 Hidden Cove Rd #254, Old Saybrook, CT 06475

Property at 96 Ayers Point Rd, Old Saybrook, CT 06475, 4 beds, 3 baths

$1,095,000

4 beds3 baths4,109 sq ft

96 Ayers Point Rd, Old Saybrook, CT 06475

Property at 5 Sunrise Ave, Old Saybrook, CT 06475, 3 beds, 1 bath

$459,999

3 beds1 bath1,064 sq ft

5 Sunrise Ave, Old Saybrook, CT 06475

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

$1,075,000

3 beds2.5 baths2,467 sq ft

122 Old Post Rd, Old Saybrook, CT 06475

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

$2,195,000

1 bed1.5 baths7,985 sq ft

125 Main St, Old Saybrook, CT 06475

Property at 20 Hill St, Old Saybrook, CT 06475, 2 beds, 2 baths

$749,900

2 beds2 baths1,432 sq ft

20 Hill St, Old Saybrook, CT 06475

Property at 100 Dudley Ave Unit H43, Old Saybrook, CT 06475, 2 beds, 2.5 baths

$639,000

2 beds2.5 baths1,920 sq ft

100 Dudley Ave Unit H43, Old Saybrook, CT 06475

Property at 100 Dudley Ave Unit D20, Old Saybrook, CT 06475, 2 beds, 2.5 baths

$735,000

2 beds2.5 baths2,310 sq ft

100 Dudley Ave Unit D20, Old Saybrook, CT 06475

Property at Town Beach Rd, Old Saybrook, CT 06475, 5 beds, 2.5 baths

$985,000

5 beds2.5 baths3,472 sq ft

Town Beach Rd, Old Saybrook, CT 06475

Property at 20 Saltus Dr, Old Saybrook, CT 06475, 5 beds, 7.5 baths

$9,850,000

5 beds7.5 baths9,481 sq ft

20 Saltus Dr, Old Saybrook, CT 06475

Property at 96 Fenwood Dr, Old Saybrook, CT 06475, 3 beds, 3 baths

$1,350,000

3 beds3 baths2,326 sq ft

96 Fenwood Dr, Old Saybrook, CT 06475

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

$4,250,000

6 beds4.5 baths5,536 sq ft

41 Watrous Point Rd, Old Saybrook, CT 06475

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

$1,045,000

2 beds2 baths1,952 sq ft

24 Seabreeze Rd, Old Saybrook, CT 06475

Property at 23 Briarwood Dr, Old Saybrook, CT 06475, 3 beds, 2 baths

$895,000

3 beds2 baths2,000 sq ft

23 Briarwood Dr, Old Saybrook, CT 06475

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

$3,750,000

4 beds4.5 baths3,518 sq ft

175 N Cove Rd, Old Saybrook, CT 06475

Property at 12 Rocky Point Rd, Old Saybrook, CT 06475, 4 beds, 4.5 baths

$6,400,000

4 beds4.5 baths5,651 sq ft

12 Rocky Point Rd, Old Saybrook, CT 06475

Property at 14 Denmore Ln, Old Saybrook, CT 06475, 3 beds, 1 bath

$520,000

3 beds1 bath1,196 sq ft

14 Denmore Ln, Old Saybrook, CT 06475

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

$1,575,000

3 beds3.5 baths2,500 sq ft

2 Old South Cove 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 118 Sandy Point Rd #118, Old Saybrook, CT 06475, 2 beds, 1.5 baths

$519,000

2 beds1.5 baths1,557 sq ft

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

Property at 10 Mulberry St, Old Saybrook, CT 06475

$575,000

— beds— baths— sq ft

10 Mulberry St, Old Saybrook, CT 06475

Property at 1333A Boston Post Rd, Old Saybrook, CT 06475

$995,000

— beds— baths— sq ft

1333A Boston Post Rd, Old Saybrook, CT 06475

Property at 6 South St, Old Saybrook, CT 06475

$159,900

— beds— baths— sq ft

6 South 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

$575K

Sale price

-32.9%
since last year

$357

Sale $/sq ft

-6.9%
since last year

Under list price

2.9%

Days on market

Down payment

—

Total homes sold

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