14 Upland Dr Greenwich, CT 06831
Pemberwick NeighborhoodEstimated payment $18,587/month
Highlights
- Sitting Area In Primary Bedroom
- 1.6 Acre Lot
- Partial Attic
- Glenville School Rated A
- Colonial Architecture
- 2 Fireplaces
About This Home
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.
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $14,152
Year Built
- Built in 1936 | Remodeled in 2002
Lot Details
- 1.6 Acre Lot
- Property is zoned RA-1
Parking
- 2 Car Attached Garage
Home Design
- Colonial Architecture
- Brick Exterior Construction
- Asphalt Roof
Interior Spaces
- 4,113 Sq Ft Home
- Bookcases
- High Ceiling
- 2 Fireplaces
- French Doors
- Formal Entry
- Sunken Living Room
- Unfinished Basement
- Partial Basement
- Partial Attic
- Washer and Dryer
Kitchen
- Eat-In Kitchen
- Butlers Pantry
Bedrooms and Bathrooms
- 4 Bedrooms
- Sitting Area In Primary Bedroom
- Walk-In Closet
- Separate Shower
Outdoor Features
- Terrace
Utilities
- Forced Air Heating and Cooling System
- Heating System Uses Gas
- Heating System Uses Natural Gas
- Gas Available
- Gas Water Heater
Listing and Financial Details
- Assessor Parcel Number 07-1215/S
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $16,683 | $1,349,880 | $749,700 | $600,180 |
| 2024 | $16,112 | $1,349,880 | $749,700 | $600,180 |
| 2023 | $15,707 | $1,349,880 | $749,700 | $600,180 |
| 2022 | $15,564 | $1,349,880 | $749,700 | $600,180 |
| 2021 | $15,791 | $1,311,520 | $678,300 | $633,220 |
| 2020 | $15,764 | $1,311,520 | $678,300 | $633,220 |
| 2019 | $15,946 | $1,313,550 | $678,300 | $635,250 |
| 2018 | $15,592 | $1,313,550 | $678,300 | $635,250 |
| 2017 | $15,788 | $1,313,550 | $678,300 | $635,250 |
| 2016 | $15,538 | $1,313,550 | $678,300 | $635,250 |
| 2015 | $17,573 | $1,473,640 | $1,072,330 | $401,310 |
| 2014 | $17,131 | $1,473,640 | $1,072,330 | $401,310 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 05/08/2026 05/08/26 | Pending | -- | -- | -- |
| 04/20/2026 04/20/26 | For Sale | $3,195,000 | -- | $777 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | -- | -- |
Source: Greenwich Association of REALTORS®
MLS Number: 124767
APN: 103-07-1215
- 55 Calhoun Dr
- 20 Oak St
- 128 Weaver St
- 21 Calhoun Dr
- 18 Moshier St
- 11 Columbus Ave
- 17 Brookside Park
- 9 Columbus Ave
- 14 Harold Ave Unit 4
- 36 Almira Dr Unit A
- 117 Hamilton Ave
- 14 Rockland Place
- 151 Hamilton Ave
- 56 Prospect St
- 24 Stillman Ln
- 24 Stillman Ln
- 37 Prospect St
- 18 Grand St
- 8 View St Unit 7
- 107 Pemberwick Rd
Ask me questions while you tour the home.