44 UPLAND DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(10)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Greenwich School District
Neighborhood · ZIP 06831These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
44 Upland Dr measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth more than 98% of homes in Western Connecticut County
- Costs more per square foot than 97% of homes in Western Connecticut County
- Bigger than 94% of homes in Western Connecticut County
- Has a bigger lot than 77% of homes in Western Connecticut County
- Newer than 88% of homes in Western Connecticut County
What homes are worth in Greenwich 06831
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 83% of homes in Greenwich 06831.
How it measures up in Greenwich 06831
The dot is this home. The mark in the middle is the typical home in Greenwich 06831.
Pricier than 83% of homes nearby
Pricier than 93% of homes nearby
Bigger than 74% of homes nearby
Bigger than 53% of homes nearby
Newer than 87% of homes nearby
| Measure | This home | Greenwich 06831 | Western Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $5,648,938 | 83% of homes | 98% of homes |
| Price per ft²pricier than | $1108 | 93% of homes | 97% of homes |
| Living areabigger than | 5,100 ft² | 74% of homes | 94% of homes |
| Lot sizebigger than | 1.6 ac | 53% of homes | 77% of homes |
| Year builtnewer than | 2000 | 87% of homes | 88% of homes |
About 44 Upland Dr
How much is 44 Upland Dr, Greenwich, CT worth?
The TopHap Estimate for 44 Upland Dr, Greenwich, CT is $5,648,938 as of Aug 30, 2026. The likely range is $5,253,521 to $6,044,355. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 44 Upland Dr, Greenwich, CT last sell?
44 Upland Dr, Greenwich, CT last sold on Jun 30, 2016 for $3,500,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 44 Upland Dr, Greenwich, CT?
44 Upland Dr, Greenwich, CT has 5 bedrooms, 6 bathrooms, 5,100 square feet of living space and a 1.60-acre lot.
When was 44 Upland Dr, Greenwich, CT built?
44 Upland Dr, Greenwich, CT was built in 2000, making it 26 years old. It is a colonial home. The building has 2 stories.
What schools serve 44 Upland Dr, Greenwich, CT?
44 Upland Dr, Greenwich, CT is assigned to Glenville School (elementary), rated A+; Western Middle School (middle), rated A; Greenwich High School (high), rated A+. All sit in Greenwich School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 44 Upland Dr, Greenwich, CT compare to other homes in Greenwich 06831?
Among the 5,196 homes in Greenwich 06831, it is worth more than 83% of them ($5,648,938 against a typical $2,185,837), its price per square foot is higher than 93% of them ($1108 against a typical $688), it is bigger than 74% of them (5,100 ft² against a typical 2,968 ft²), its lot is bigger than 53% of them (1.6 ac against a typical 1.38 ac) and it is newer than 87% of them (2000 against a typical 1968). Measured against all of Western Connecticut County, it is worth more than 98% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 44 Upland Dr, Greenwich, CT?
The 2025 property tax bill for 44 Upland Dr, Greenwich, CT was $27,775. The county assessed it at $2,247,350.
More homes on Upland Dr
- 14 Upland Dr$3.2M4 bd · 4.5 ba · 4,113 ft² · Sold $3.2M · Aug 2026
- 40 Upland Dr$6.3M7 bd · 6.5 ba · 6,619 ft² · Sold $5.8M · May 2025
- 7 Upland Dr$4.1M5 bd · 4.5 ba · 6,042 ft² · Sold $3.8M · Feb 2025
- 6 Upland Dr$5.9M3 bd · 3.5 ba · 3,599 ft² · Sold $1.4M · Jul 2024
- 5 Upland Dr$3.4M5 bd · 4.5 ba · 4,211 ft² · Sold $2.2M · Apr 2023
- 25 Upland Dr$10M7 bd · 9 ba · 10,695 ft² · Sold $5.9M · Oct 2022
- 52 Upland Dr$5.2M5 bd · 5.5 ba · 4,838 ft² · Sold $3.6M · Jun 2021
- 24 Upland Dr$3.1M4 bd · 4.5 ba · 2,984 ft² · Sold $1.6M · May 2020
- 41 Upland Dr$9.2M7 bd · 8 ba · 7,984 ft² · Sold $5.9M · Jul 2019
- 8 Upland Dr$3.9M5 bd · 6.5 ba · 4,915 ft² · Sold $2.4M · Jun 2019
- 50 Upland Dr$6.7M4 bd · 7 ba · 6,412 ft² · Sold $3.3M · Apr 2019
- 45 Upland Dr$6.5M6 bd · 8 ba · 8,173 ft² · Sold $3.3M · Sep 2017
Closest homes
- 50 Upland Dr$6.7M213 ft · 4 bd · 7 ba · 6,412 ft² · Sold $3.3M · Apr 2019
- 40 Upland Dr$6.3M208 ft · 7 bd · 6.5 ba · 6,619 ft² · Sold $5.8M · May 2025
- 36 Upland Dr$7.4M357 ft · 5 bd · 7.5 ba · 7,787 ft² · Sold $1.7M · Apr 2005
- 41 Upland Dr$9.2M285 ft · 7 bd · 8 ba · 7,984 ft² · Sold $5.9M · Jul 2019
- 32 Calhoun Dr$10M325 ft · 6 bd · 8.5 ba · 10,345 ft² · Sold $9.4M · Sep 2022
- 52 Upland Dr$5.2M406 ft · 5 bd · 5.5 ba · 4,838 ft² · Sold $3.6M · Jun 2021
- 35 Upland Dr$6.6M367 ft · 5 bd · 6.5 ba · 5,611 ft² · Sold $295K · Jul 2004
- 45 Upland Dr$6.5M416 ft · 6 bd · 8 ba · 8,173 ft² · Sold $3.3M · Sep 2017
More homes in Greenwich 06831
- 74 Glen Ridge Rd$2.8M3 bd · 3 ba · 4,090 ft² · Sold $2.8M · Aug 2026
- 29 Valley Dr$1.6M3 bd · 3.5 ba · 2,898 ft² · Sold $12M · Aug 2026
- 367 Round Hill Rd$1.8M3 bd · 2.5 ba · 1,169 ft² · Sold $1.5M · Aug 2026
- 469 Taconic Rd$3.3M4 bd · 4.5 ba · 4,616 ft² · Sold $3.2M · Aug 2026
- 10 Gaston Farm Rd$4M5 bd · 5 ba · 5,163 ft² · Sold $4M · Aug 2026
- 99 Greenwich Hills Dr$1.3M2 bd · 3.5 ba · 1,760 ft² · Sold $1.3M · Aug 2026
- 212 Bedford Rd$7.5M2.62 ac · Sold $7.5M · Aug 2026
- 502 W Lyon Farm Dr$1.8M3 bd · 3 ba · 2,110 ft² · Sold $1.8M · Aug 2026
- 36 Almira Dr$1.8M4 bd · 3.5 ba · 2,882 ft² · Sold $1.8M · Aug 2026
- 18 Moshier St6 bd · 2 ba · 2,538 ft² · Sold $1.3M · Aug 2026
- 1 Pilgrim Dr$980K3 bd · 1 ba · 1,276 ft² · Sold $980K · Aug 2026
- 122 Round Hill Rd8.74 ac · Sold $12M · Aug 2026
Assigned schools
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