Recently Viewed Properties
See This Home
Save This Listing
Close

$750,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,604 Sq. Ft.
  • 2 Car Garage
See This Home
Save This Home
See This Home
Save This Home
Welcome to Crow's Nest, where classic New England country living meets direct waterfront luxury on the scenic Oyster River. Steeped in history, this enchanting historic farmhouse Circa 1850, is perfectly positioned along the west banks of the Oyster River, offering breathtaking water views from almost every single room. The character-rich interior features 3 bedrooms & 2.5 baths, offering cozy, sun-drenched spaces primed for your personal touch. For those with a vision, these charming spaces are ready to expand, with incredible potential to further enhance the elevated river vistas with slight modifications. A Rare, Multi-Parcel Investment Opportunity Uniquely spanning two separate parcels, this property offers unmatched flexibility and value. The home sits on one parcel, while the spectacular waterfront assets sit on a separate deeded parcel, meaning the dock parcel possesses the rare capability of being sold separately in the future if desired. The Crown Jewel: A fully permitted 325-foot private dock-standing proud as one of the absolute largest private docks in all of Old Saybrook. Bring your boats, jet skis, and kayaks! The Boathouse: An oversized 2-car detached garage offers the ultimate storage solution for all your water toys and gear. Enjoy close proximity to downtown Old Saybrook, yet remain tucked away in your own private waterfront enclave. Sit on your massive private dock, watch the wildlife pass you by & experience the pure freedom of waterfront.

Full Property Details for 29 Old Post Rd

General

  • Sold For: $750,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24181692
  • Added to Site: 67 day(s) ago

Interior

  • Number of Rooms: 7
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Refrigerator, Freezer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom, Upper
  • Bedroom 1: Bedroom, Upper
  • Bedroom 2: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Dining Room: Dining Room, Main
  • Laundry: Main Level

Exterior

  • Exterior Features: Deck, Gutters

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 8
  • Parking: Detached Garage, Driveway, Off Street Parking

Location

  • County: Middlesex
  • Neighborhood: Oyster River
  • Driving Directions: RTE 1 to Old Post Road to Number 29 on Right

School Information

  • Elementary School: Per Board of Ed
  • High School: Old Saybrook

Community

  • Community Name: Oyster River

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: 40 Gallon Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Cape Cod
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Partial
  • Roof: Asphalt Shingle
  • Disability Access: Raised Toilet
  • Square Feet: 1,604
  • Above Ground: 1,604 Sq. Ft.
  • Year Built: 1850

Lot Features

  • Lot Size (Acres): 0.23
  • Driveway/Sidewalk: Private, Crushed Stone, Gravel
  • Zoning: A
  • Lot Description: Some Wetlands, Additional Land Avail., Borders Open Space, Water View

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Walk to Water, Dock or Mooring, View, Access

Financial Considerations

  • Assessment Amount: $439,800
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Flood Zone: Yes
  • Property ID: 1026422

Listed by Silver and Oak Realty, Michael Barnes
Sold by Chiarito Real Estate LLC, Al Chiarito

Listing agent

— 29 Old Post Rd —

  • Michael Barnes

    Silver and Oak Realty

Agent Contact: (860) 304-0125 Office Contact: (860) 372-4666

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 29 Old Post Rd

School District:Old Saybrook School District
NameGradesDistance
Kathleen E. Goodwin School
80 Old Boston Post Road, Old Saybrook, CT 06475
PK-30.7 mi
Old Saybrook Middle School
60 Sheffield Street, Old Saybrook, CT 06475
4-81.2 mi
Old Saybrook Senior High School
1111 Boston Post Road, Old Saybrook, CT 06475
9-120.2 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 29 Old Post Rd

Date
Details
Price
Change
Source
7/17/2026
Sold
$750,000
0.67%
MLS
6/05/2026
Listed
$745,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Silver and Oak Realty, Michael Barnes
Sold by Chiarito Real Estate LLC, Al Chiarito

Similar Properties near 29 Old Post Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

25 River Ave, Old Saybrook, CT 06475 - Photo 1
$800,000
Open House

25 River Ave  Old Saybrook, CT 06475

  • Single Family
  • Active
  • 2
    Beds
  • 1
    Total Bath
  • 1,478
    Sq. Ft.
Listed by William Raveis Real Estate
25 Uncas Trail, Old Saybrook, CT 06475 - Photo 1
$799,900

25 Uncas Trail  Old Saybrook, CT 06475

  • Single Family
  • Active
  • 2
    Beds
  • 2
    Total Baths
  • 1,760
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.
13A Cove St, Old Saybrook, CT 06475 - Photo 1
$775,000

13A Cove St  Old Saybrook, CT 06475

  • Single Family
  • Active
  • 2
    Beds
  • 1
    Total Bath
  • 960
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.
147 Johnson Pond Ln, Westbrook, CT 06498 - Photo 1
$749,000

147 Johnson Pond Ln  Westbrook, CT 06498

  • Single Family
  • Active
  • Updated 7 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,974
    Sq. Ft.
Listed by RE/MAX Alliance

Just Listed near 29 Old Post Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

45 Biscayne Blvd, Old Lyme, CT 06371 - Photo 1 Just Listed
$789,000

45 Biscayne Blvd  Old Lyme, CT 06371

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,344
    Sq. Ft.
Listed by Tracey Lizza (860) 333-3119 and Carol Gessner (860) 867-7981
280 Shore Rd, Old Lyme, CT 06371 - Photo 1 Just Listed
$769,000
Open House

280 Shore Rd  Old Lyme, CT 06371

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,950
    Sq. Ft.
Listed by eXp Realty
159 Wrights Pond Rd, Westbrook, CT 06498 - Photo 1 Just Listed
$475,000

159 Wrights Pond Rd  Westbrook, CT 06498

  • Single Family
  • Active
  • Updated 6 days ago
  • 1
    Bed
  • 2
    Total Baths
  • 1,430
    Sq. Ft.
Listed by Re/Max Valley Shore
77 Scenic View Dr, Deep River, CT 06417 - Photo 1 Just Listed
$229,000

77 Scenic View Dr  #17  Deep River, CT 06417

  • Apartment
  • Active
  • Updated 9 hours ago
  • 2
    Beds
  • 1
    Total Bath
  • 864
    Sq. Ft.
Listed by Joe Simmons (860) 857-4377

Price Reduced near 29 Old Post Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

30 Hartford Ave, Old Lyme, CT 06371 - Photo 1 Price Reduced
-$10,000 (-3.33%)
$289,900

30 Hartford Ave  #B  Old Lyme, CT 06371

  • Townhouse
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 714
    Sq. Ft.
Listed by William Raveis Real Estate
100 Halls Rd, Old Lyme, CT 06371 - Photo 1 Price Reduced
-$15,000 (-8.33%)
$165,000

100 Halls Rd  #10&12  Old Lyme, CT 06371

  • Commercial
  • Active
Listed by Coldwell Banker Coastal Homes
12 Wychwood Rd, Old Lyme, CT 06371 - Photo 1 Price Reduced
-$20,000 (-2.72%)
$715,000

12 Wychwood Rd  Old Lyme, CT 06371

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,400
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
44 Linden Ave N, Westbrook, CT 06498 - Photo 1 Price Reduced
-$5,000 (-4.35%)
$109,900

44 Linden Ave N  Westbrook, CT 06498

  • Mobile Home
  • Active
  • Updated 6 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 672
    Sq. Ft.
Listed by Social & Co Realty

Recent Sales near 29 Old Post Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

25 Sunset Rd, Old Saybrook, CT 06475 - Photo 1 Sold
$750,000

25 Sunset Rd  #7  Old Saybrook, CT 06475

  • Townhouse
  • Closed
  • 2
    Beds
  • 3
    Total Baths
  • 2,090
    Sq. Ft.
Listed by Cavanaugh & Company LLC
Sold by Joel Lucas
60 Ingham Hill Rd, Old Saybrook, CT 06475 - Photo 1 Sold
$685,000

60 Ingham Hill Rd  Old Saybrook, CT 06475

  • Agricultural Land
  • Closed
  • 8.11
    Acres
Listed by Houlihan Lawrence WD
Sold by William Raveis Real Estate
63 Great Hammock Rd, Old Saybrook, CT 06475 - Photo 1 Sold
$641,000

63 Great Hammock Rd  Old Saybrook, CT 06475

  • Single Family
  • Closed
  • 3
    Beds
  • 1
    Total Bath
  • 1,184
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.
Sold by William Raveis Real Estate
11 S View Terrace, Old Saybrook, CT 06475 - Photo 1 Sold
$840,000

11 S View Terrace  Old Saybrook, CT 06475

  • Single Family
  • Closed
  • 4
    Beds
  • 2
    Total Baths
  • 2,005
    Sq. Ft.
Listed by William Raveis Real Estate
Sold by RE/MAX on the Bay

29 Old Post Road, Old Saybrook, CT 06475 (MLS# 24181692) is a Single Family property that was sold at $750,000 on July 17, 2026. Want to learn more about 29 Old Post Road? Do you have questions about finding other Single Family real estate for sale in Old Saybrook? You can browse all Old Saybrook real estate or contact a Coldwell Banker agent to request more information.