40 Upland Dr
Greenwich, CT 06830
Rock Ridge
6 Beds
6.5 Baths
7,529 sqft (on 1.53 acres)
6 Beds
6.5 Baths
7,529 sqft
(on 1.53 acres)
Local Information
© Google
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Description
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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from May 09, 2025
Home Highlights
Parking
Garage
Outdoor
Pool
A/C
Heating & Cooling
HOA
$133/Monthly
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 40 Upland Dr
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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 |
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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 |
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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 |
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Price List Price: $5,995,000 |
Status Change & Dates Off Market Date: Thu Mar 20 2025 |
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MLS Status: Closed |
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Direction & Address City: Greenwich |
School Information Elementary School: GlenvilleJr High / Middle School: Western |
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Building Area Building Area: 7529 Square Feet |
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HOA Name: Calhoun DriveHas an HOAHOA Fee: $1,600/Annually |
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Lot Area: 1.53 Acres |
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Mobile Home Park Mobile Home Units: Feet |
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BasementMls Number: 122008 |
Last check for updates: about 3 hours 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
Price History for 40 Upland Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 05/09/2025 | $5,750,000 | Sold | Greenwich MLS, Inc. #122008 |
| 03/20/2025 | $5,995,000 | Pending | Greenwich MLS, Inc. #122008 |
| 03/06/2025 | $5,995,000 | Contingent | Greenwich MLS, Inc. #122008 |
| 02/05/2025 | $5,995,000 | Listed For Sale | Greenwich MLS, Inc. #122008 |
| 11/11/2024 | $5,995,000 | ListingRemoved | Greenwich MLS, Inc. #120202 |
| 09/02/2024 | $5,995,000 | Listed For Sale | Greenwich MLS, Inc. #120202 |
| 06/30/2024 | ListingRemoved | Greenwich MLS, Inc. #120202 | |
| 04/05/2024 | $6,225,000 | Listed For Sale | Greenwich MLS, Inc. #120202 |
| 06/25/2004 | $4,017,500 | Sold | N/A |
Market trends in Greenwich
Last updated May 2026
Avg. sale price
$1.76M
$257KMoM
Sale-to-List Price
101.2%
1.0%MoM
Price per sq ft
$779
$4MoM
Available listings
183
8MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $36,056 |
| Assessment | $2,917,390 |
Home facts updated by county records
Homeowner tools
Estimated monthly rent$35,875/mo
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Comparable Sales for 40 Upland Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.18 | Single-Family Home | $6,000,000 | 08/15/25 | 5 | 6.5 | 6,461 | |
0.24 | Single-Family Home | $4,600,000 | 12/05/25 | 4 | 5 | 5,244 | |
0.39 | Single-Family Home | $10,950,000 | 06/20/25 | 6 | 8 | 8,000 | |
0.23 | Single-Family Home | $12,001,000 | 11/06/25 | 6 | 8.5 | 11,830 | |
0.48 | Single-Family Home | $4,800,000 | 09/19/25 | 5 | 6.5 | 5,071 | |
0.54 | Single-Family Home | $8,000,000 | 10/22/25 | 7 | 8 | 5,823 | |
0.67 | Single-Family Home | $4,600,000 | 12/08/25 | 6 | 7 | 8,087 | |
0.47 | Single-Family Home | $7,700,000 | 11/28/25 | 10 | 7.5 | 9,483 | |
0.77 | Single-Family Home | $3,500,000 | 09/17/25 | 7 | 7 | 7,148 | |
0.53 | Single-Family Home | $5,250,000 | 10/24/25 | 7 | 4 | 6,636 |
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Assigned Schools
These are the assigned schools for 40 Upland Dr.
- Glenville School
- K-5
- Public
- 411 Students
9/10GreatSchools RatingParent Rating AverageMy children are at this school. We have had a great experience so far. They are organized and provide a great learning atmosphere. We have had great teachers and we like the administration too.Parent Review7y ago - Greenwich High School
- 9-12
- Public
- 2620 Students
10/10GreatSchools RatingParent Rating AverageThis school has no support for children who struggle. The school pass these kids through for good ratings. Poor preparation for college. Guidance counselor was unsupportive and not helpful. I do not recommend this school.Parent Review1y ago - Western Middle School
- 6-8
- Public
- 563 Students
8/10GreatSchools RatingParent Rating AverageMy days at Western were terrible. The teachers targeted so many kids for failure, which I had to witness and endure for some of my classes. I was a good student in primarily advanced courses (for the few they offered), and, I can say confidently, these courses did not prepare me for High School at all. Rather, these courses were centered around accelerating people like me at the cost of many less fortunate students. I am now into college, and a great college at that, but I give zero credit to Western for this. Frankly, in speaking with my parents, I believe the beginning of my academic struggles, though everything turned out well in the end, started at Western Middle School. Do NOT let your children go here.Other Review3mo ago 
Check out schools near 40 Upland Dr.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
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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.
40 Upland Dr, Greenwich, CT 06830 is a 6 bedroom, 7 bathroom, 7,529 sqft single-family home built in 2002. 40 Upland Dr is located in Rock Ridge, Greenwich. This property is not currently available for sale. 40 Upland Dr was last sold on May 9, 2025 for $5,750,000 (4% lower than the asking price of $5,995,000). The current Trulia Estimate for 40 Upland Dr is $6,048,300.