40 Upland Dr, Greenwich, CT 06830
Property image
Property image
OFF MARKET

$6,220,800

Trulia Estimate
  • 6 Beds
  • 6.5 Baths
  • 7,529 sqft (on 1.53 acres)

40 Upland Dr, Greenwich, CT 06830

Rock Ridge
Est. Refi. Payment $40,883/mo*
Refinance Your Home
Currently Off Market - Sold May 9, 2025 for $5,750,000

Home Value

Trulia Estimate
$6.22M
Since last month
Increased$78K (+1.3%)
Since last year
Increased$398K (+6.8%)
Since last sale
Increased$467K (+8.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +47% in the last 10 years
MonthEstimated value
2026
August 2026$6.22M
August 2026$6.22M
July 2026$6.14M
June 2026$6.11M
May 2026$6.06M
April 2026$5.96M
March 2026$5.96M
February 2026$5.97M
January 2026$5.86M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
34 Edgewood Dr, Greenwich, CT
0.24
Single-Family Home
$4,600,000
12/05/25
4
5
5,244
12 Turner Dr, Greenwich, CT
0.23
Single-Family Home
$12,001,000
11/06/25
6
8.5
11,830
1 Brookside Park, Greenwich, CT
0.48
Single-Family Home
$4,800,000
09/19/25
5
6.5
5,071
14 Upland Dr, Greenwich, CT
0.24
Single-Family Home
$3,195,500
08/06/26
4
4.5
4,113
36 Alden Rd, Greenwich, CT
0.54
Single-Family Home
$8,000,000
10/22/25
7
8
5,823
20 Sherwood Farm Ln, Greenwich, CT
0.67
Single-Family Home
$7,200,000
06/30/26
6
7
8,087
14 Meadow Dr, Greenwich, CT
0.47
Single-Family Home
$7,700,000
11/28/25
10
7.5
9,483
190 Lake Ave, Greenwich, CT
0.77
Single-Family Home
$3,500,000
09/17/25
7
7
7,148
14 Zaccheus Mead Ln, Greenwich, CT
0.53
Single-Family Home
$5,250,000
10/24/25
7
4
6,636

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
24 Calhoun Dr, Greenwich, CT 06831
0.15
$7,153,100
6
7.5
8,341
Off Market
121 Valley Dr, Greenwich, CT 06831
0.18
$6,318,600
5
6.5
6,461
Off Market
48 Glenville Road, Greenwich, CT 06831
0.20
$3,493,800
5
4
5,627
Off Market
12 Turner Dr, Greenwich, CT 06831
0.23
$12,001,000
6
8.5
11,830
Recently Sold
34 Edgewood Dr, Greenwich, CT 06831
0.24
$4,600,000
4
5
5,244
Recently Sold
36 Edgewood Dr, Greenwich, CT 06831
0.28
$5,317,300
4
4
4,774
Off Market
40 Angus Ln, Greenwich, CT 06831
0.24
$4,337,300
5
5
-
Off Market
14 Upland Dr, Greenwich, CT 06831
0.24
$3,195,500
4
4.5
4,113
Recently Sold
22 Angus Ln, Greenwich, CT 06831
0.27
$7,694,200
6
7
8,131
Off Market
38 Angus Ln, Greenwich, CT 06831
0.27
$3,181,300
5
4.5
3,175
Off Market
74 Glenville Rd, Greenwich, CT 06831
0.34
$4,500,000
4
5.5
4,937
For Sale

Local Information

  • Map ViewExplore the area around 40 Upland Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2002
Lot Size
1.53 acres
Living Area
7,529 sqft
Price/Sqft
$826
Parking
Garage
HOA
$133/Monthly

About this House

Private Calhoun Drive Association just minutes to downtown Greenwich, is the site of this 6 bedroom home featuring light filled living space on four levels. Tasteful décor and recent improvements enhanced the fabulous floor plan. Enjoy high ceilings, custom millwork, handsome wood flooring plus three limestone fireplaces. The main level includes an elegant living room, formal dining room and a handsome library. Custom gourmet kitchen with separate breakfast room and adjacent family room. Elegant owner's suite offers a dressing room, two walk-in closets and a luxurious bathroom with soaking tub and shower. There are four more bedrooms on this level, as well as a second family room and an office. Lower level with exterior access boasts a family room/media room and gym. Pool with auto cover.
40 Upland Dr, Greenwich, CT 06830 is a 6 bedroom, 7 bathroom, 7,529 sqft single-family home in Rock Ridge, built in 2002. It last sold for $5,750,000 on May 9, 2025 (4% below the $5,995,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $6,220,800, with a rent estimate of $35,875/month.
Last check for updates: about 1 hour ago
Listed by Leslie McElwreath, (917) 539-3654
Sotheby's International Realty
Bought with: Joanne Mancuso, (203) 667-3887, Houlihan Lawrence
Source: Greenwich MLS, Inc., MLS#122008

Home Details for 40 Upland Dr

Interior Features

Interior Details
Basement: Exterior Entry,Full
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 7Number of Bathrooms (full): 6Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 7529 Square Feet
Appliances & Utilities
Laundry: Laundry Room
Heating & Cooling
Heating: Natural Gas,Hydro-AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 3Spa: BathHas a FireplaceHas a Spa
Windows, Doors, Floors & Walls
Window: Double Pane Windows
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: SlatePatio / Porch: TerraceHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Has a GarageParking Spaces: 3Parking: Garage
Pool
Pool

Property Information

Year Built
Year Built: 2002Year Renovated: 2021
Property Type / Style
Property Type: ResidentialProperty Subtype: Residential, Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Wood Siding, Stone, Stucco
Property Information
Included in Sale: Washer/Dryer, All Kitchen ApplncsParcel Number: 071072/S

Price & Status

Price
List Price: $5,995,000
Status Change & Dates
Off Market Date: Thu Mar 20 2025

Active Status

MLS Status: Closed

Location

Direction & Address
City: Greenwich
School Information
Elementary School: GlenvilleJr High / Middle School: Western

Building

Building Area
Building Area: 7529 Square Feet

HOA

HOA Name: Calhoun DriveHas an HOAHOA Fee: $1,600/Annually

Lot Information

Lot Area: 1.53 Acres

Mobile R/V

Mobile Home Park
Mobile Home Units: Feet

Miscellaneous

BasementMls Number: 122008

Price and Tax history

DateEventPrice
May 9, 2025
Source: Greenwich MLS, Inc. #122008
Sold
$5,750,000
Mar 20, 2025
Source: Greenwich MLS, Inc. #122008
Pending
$5,995,000
Mar 6, 2025
Source: Greenwich MLS, Inc. #122008
Contingent
$5,995,000
Feb 5, 2025
Source: Greenwich MLS, Inc. #122008
Listed For Sale
$5,995,000
Nov 11, 2024
Source: Greenwich MLS, Inc. #120202
ListingRemoved
$5,995,000

Market trends in Greenwich

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.44M
$338KMoM
Sale-to-List Price
103.8%
1.1%MoM
Price per sq ft
$825
$24MoM
Available listings
182
8MoM

Around this home

Neighborhood Overview

Rock Ridge
See Local Highlights
Neighborhood stats provided by third party data sources.

LGBTQ Local Legal Protections

Listing data courtesy of Greenwich MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.

Frequently asked questions about 40 Upland Dr

  • What is 40 Upland Dr estimated to be worth?
    Trulia's estimated value for 40 Upland Dr in Greenwich, CT is $6,220,800.
  • What is the price history for 40 Upland Dr?
    40 Upland Dr in Greenwich, CT last sold for $5,750,000 in May 2025.
  • Is Greenwich a buyer's or seller's market?
    Greenwich is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Greenwich?
    The median sale price in Greenwich is $2.44M. That is up $338K from the prior month.
  • Does 40 Upland Dr have air conditioning?
    Yes, 40 Upland Dr in Greenwich, CT has air conditioning.
  • Does 40 Upland Dr have a pool?
    Yes, 40 Upland Dr in Greenwich, CT has a pool.

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