14 Upland Drive, Greenwich, CT 06831

Greenwich
Local realty services provided by:ERA Insite Realty Services
14 Upland Drive,Greenwich, CT 06831
$3,195,000
  • 4 Beds
  • 5 Baths
  • 4,113 sq. ft.
  • Single family
  • Active
Listed by: roseann benedict
Office: compass connecticut, llc.
MLS#:124767
Source:CT_GAR

Price summary

  • Price:$3,195,000
  • Price per sq. ft.:$776.81

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...

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with an ERA®  affiliated agent to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an ERA®  affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE® , CENTURY 21® , Coldwell Banker® , Corcoran® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1936
  • Listing ID #:124767
  • Added:11 day(s) ago
  • Updated:May 02, 2026 at 02:09 PM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:5
  • Full bathrooms:4
  • Half bathrooms:1
  • Bathrooms Description:Separate Shower
  • Kitchen Description:All Kitchen Appliances, Eat-in Kitchen
  • Bedroom Description:Sitting Area
  • Basement Description:Partial, Unfinished
  • Living area:4,113 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Forced Air, Heating, Natural Gas
  • Central air:Yes

Structure and exterior

  • Roof:Asphalt
  • Year built:1936
  • Building area:4,113 sq. ft.
  • Lot area:1.6 Acres
  • Lot Features:Parklike
  • Architectural Style:Colonial
  • Construction Materials:Brick
  • Exterior Features:Terrace

Schools

  • Middle school:Western
  • Elementary school:Glenville

Utilities

  • Water:Public
  • Sewer:Town Sewer

Finances and disclosures

  • Price:$3,195,000
  • Price per sq. ft.:$776.81
  • Tax amount:$16,683

Features and amenities

  • Appliances:All Kitchen Appliances, Washer/Dryer
  • Laundry features:Washer/Dryer
  • Amenities:Bookcases, Pantry

Parking

  • Garage:Yes
  • Garage spaces:2
Copyright 2026 Greenwich Multiple Listing Service. All rights reserved. Greenwich Multiple Listing Service provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. Greenwich Multiple Listing Service will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of Greenwich Multiple Listing Service. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

New listings near 14 Upland Drive