Stamford, CT / SOLD

138 Ocean DriveStamford, CT 06902

The buyer could have saved $18,500 in brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

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*Estimate assumes a 2.5% buyer-agent commission and a 40% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

Sale Price$1,850,000ClosedSeptember 28, 2025

Our Take

138 Ocean Drive in Stamford is a 1915 classic Colonial with five bedrooms, four full baths, and one half bath. The home includes a living room with fireplace, office or den, dining room with custom millwork and water views, and a kitchen with two islands, a Wolf range, and a Sub-Zero refrigerator. A family room opens to a stone terrace and landscaped backyard. Upstairs, the primary suite has a marble bath, walk-in closets, and a private balcony. Four additional bedrooms and a finished basement provide space for a playroom, home gym, or media room.

138 Ocean Drive — exterior photo
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Estimated buyer rebate

The buyer could have saved $18,500 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 40% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

At a glance

Closed · MLS #24093193
Bedrooms
5
BathroomsBaths
4 full / 1 half
Square feet
5,017
Year built
1915
Acres
0.39
Property taxes
$26,392

July 2025-June 2026

What stands out

  • Dining room with custom millwork and water views
  • Kitchen with two islands and Wolf range
  • Family room opening to a stone terrace
  • Landscaped backyard adjoining the family room
  • Primary suite with marble bath and private balcony
  • Finished basement for playroom, gym, or media room
  • Living room with fireplace and French doors
  • Five-minute drive to Stamford train station
Read the full listing description

Experience the joys of Shippan Point! This classic colonial is ideally located on prestigious Ocean Drive West, just a stone's throw from the Stamford Yacht Club and only a five-minute drive from the Stamford train station, where express trains to Manhattan run multiple times an hour and reach the city in just 45 minutes. Inspired by breathtaking sunsets and glimpses of Long Island Sound, the home offers exceptional scale and comfort for both entertaining and everyday living. The welcoming foyer and living room with fireplace open through French doors to a sunny office or den. The elegant dining room features custom millwork, hardwood floors, built-in cabinets, and six-over-one windows showcasing water views. A bright, spacious kitchen boasts two islands, stone countertops, Wolf range, SubZero refrigerator, and a cozy breakfast nook. The adjoining family room offers a cathedral ceiling, built-ins, fireplace, and French doors leading to a stone terrace and beautifully landscaped backyard. Upstairs, the large primary suite includes a marble bath, walk-in closets, and a private balcony to enjoy glimpses of the Sound. Four additional bedrooms, three and a half baths, and a finished basement-perfect for a playroom, home gym, or media room-complete the home. The best of Shippan awaits just in time for summer! Come see what Connecticut coastal living is all about.

Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Stamford

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

Price history

DateEventPrice
Closed price$1,850,000
Original list price$2,000,000

Intermediate price changes and previous listings may not be included.

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Closest recorded sales

*Estimate: $1,850,000 closed price × assumed 2.5% buyer-agent commission × 40% rebate = $18,500. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered or actual compensation. This is a hypothetical estimate, not a rebate paid on this sale.

Listed by William Raveis Real Estate

Josh Weisman

SmartMLS · Listing #24093193 · Closed

Listing data checked: Sep 26, 2026, 11:55 AM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

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