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$3,195,500
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Property Description
Set on 1.6 beautifully landscaped acres in a coveted Greenwich location, this exceptional four-bedroom residence offers space, flexibility, and timeless appeal. A dramatic two-story entry with a sweeping balcony sets the tone, leading into an oversized step-down living room with a fireplace, abundant natural light, and doors that open seamlessly to a patio perfect for indoor-outdoor living and entertaining. The home features four bedrooms, including a gracious primary suite complete with a private makeup enclave and a walk-in closet as well as a well-appointed guest suite with its own sitting room - ideal for visitors or extended stays. One of the bedrooms is currently configured as a home office, offering versatility for today's lifestyle. At the heart of the home, the eat-in kitchen with fireplace flows effortlessly into the dining area, with additional access to the outdoor patio. An attractive, elegant library provides the perfect retreat for quiet moments. A standout feature is the separate studio space with its own entrance, full bathroom, kitchen corner, and garage access--ideal for guests, an au pair, creative workspace, or private home office. This property offers privacy, tranquility, and the rare opportunity to enjoy a true Greenwich lifestyle. Easy 20 min. walk to the train station.
Full Property Details
Full Property Details for 14 Upland Dr
General
- Sold For: $3,195,500
- Taxes: $14,152
- Status: Closed
- Type: Single Family
- Source: Greenwich
- MLS ID: 124767
- Added to Site: 121 day(s) ago
Interior
- Interior Features: Eat-in Kitchen, Bookcases, Sep Shower, Pantry
- Number of Fireplaces: 2
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Parking
- Garage: Yes
- Garage Spaces: 2
Location
- Area: 3 - Greenwich
- County: Fairfield
- Driving Directions: E. Putnam Ave. to Valley Dr. to 14 Upland Dr.
School Information
- Elementary School: Glenville
- Middle School: Western
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Natural Gas, Forced Air
- Heating Fuel: Gas
- Water Heater: Gas
Utilities
- Gas: Public Utility
- Sewer: Town Sewer
- Water: Public
Structural Information
- Architectural Style: Colonial
- Construction: Brick
- Basement Desc.: Partial, Unfinished
- Roof: Asphalt
- Square Feet: 4,113
- Sq. Ft. Source: Taxcard
- Year Built: 1936
- Remodeled/Updated: 2002
Lot Features
- Lot Size (Acres): 1.6
- Lot Size (Sq. Ft.): 69,696
- Topography: True
- Zoning: RA-1
- Lot Description: Park
Financial Considerations
- Price Per Sq. Ft.: $776.81
- Tax Amount: $14,152
Disclosures and Reports
- Exclusions: Call LB
- Inclusions: Washer/Dryer, All Kitchen Applncs
- Property ID: 07-1215/S
Listed by Compass Connecticut, LLC
Sold by Sotheby's International Realty
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Schools
Schools serving 14 Upland Dr
School District:Greenwich School District
| Name | Grades | Distance |
|---|---|---|
Glenville School 33 Riversville Road, Greenwich, CT 06831 | K-5 | 1.4 mi |
Western Middle School 1 Western Junior Highway, Greenwich, CT 06830 | 6-8 | 1 mi |
Greenwich High School 10 Hillside Road, Greenwich, CT 06830 | 9-12 | 1.9 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 14 Upland Dr
Date
Details
Price
Change
Source
8/06/2026
Sold
$3,195,500
0.02%
MLS
4/20/2026
Listed
$3,195,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
14 Upland Drive, Greenwich, CT 06831 (MLS# 124767) is a Single Family property that was sold at $3,195,500 on August 06, 2026. Want to learn more about 14 Upland Drive? Do you have questions about finding other Single Family real estate for sale in Greenwich? You can browse all Greenwich real estate or contact a Coldwell Banker agent to request more information.

