George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
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.
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.
Sale Price$1,850,000ClosedSeptember 28, 2025
Open house
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.
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
| Date | Event | Price |
|---|---|---|
| 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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Nearby sold homes
View sold homes in Stamford →*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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