286 OVERLOOK DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(9)
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 06830These 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
286 Overlook 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 97% of homes in Western Connecticut County
- Costs more per square foot than 97% of homes in Western Connecticut County
- Bigger than 90% of homes in Western Connecticut County
- Has a bigger lot than 72% of homes in Western Connecticut County
- Older than 71% of homes in Western Connecticut County
What homes are worth in Greenwich 06830
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 71% of homes in Greenwich 06830.
How it measures up in Greenwich 06830
The dot is this home. The mark in the middle is the typical home in Greenwich 06830.
Pricier than 71% of homes nearby
Pricier than 74% of homes nearby
Bigger than 70% of homes nearby
Bigger than 71% of homes nearby
Newer than 48% of homes nearby
| Measure | This home | Greenwich 06830 | Western Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $4,658,752 | 71% of homes | 97% of homes |
| Price per ft²pricier than | $1109 | 74% of homes | 97% of homes |
| Living areabigger than | 4,202 ft² | 70% of homes | 90% of homes |
| Lot sizebigger than | 1.27 ac | 71% of homes | 72% of homes |
| Year builtnewer than | 1954 | 48% of homes | 29% of homes |
About 286 Overlook Dr
How much is 286 Overlook Dr, Greenwich, CT worth?
The TopHap Estimate for 286 Overlook Dr, Greenwich, CT is $4,658,752 as of Aug 30, 2026. The likely range is $4,441,764 to $4,875,740. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 286 Overlook Dr, Greenwich, CT last sell?
286 Overlook Dr, Greenwich, CT last sold on Aug 14, 1997 for $875,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 286 Overlook Dr, Greenwich, CT?
286 Overlook Dr, Greenwich, CT has 4 bedrooms, 5 bathrooms, 4,202 square feet of living space and a 1.27-acre lot.
When was 286 Overlook Dr, Greenwich, CT built?
286 Overlook Dr, Greenwich, CT was built in 1954, making it 72 years old. It is a colonial home. The building has 2 stories.
What schools serve 286 Overlook Dr, Greenwich, CT?
286 Overlook Dr, Greenwich, CT is assigned to Julian Curtiss School (elementary), rated B+; Greenwich High School (high), rated A+; Central Middle School (middle), rated A-. All sit in Greenwich School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 286 Overlook Dr, Greenwich, CT compare to other homes in Greenwich 06830?
Among the 6,738 homes in Greenwich 06830, it is worth more than 71% of them ($4,658,752 against a typical $3,033,725), its price per square foot is higher than 74% of them ($1109 against a typical $919), it is bigger than 70% of them (4,202 ft² against a typical 2,914 ft²), its lot is bigger than 71% of them (1.27 ac against a typical 0.46 ac) and it is newer than 48% of them (1954 against a typical 1956). Measured against all of Western Connecticut County, it is worth more than 97% 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 286 Overlook Dr, Greenwich, CT?
The 2025 property tax bill for 286 Overlook Dr, Greenwich, CT was $23,713. The county assessed it at $1,918,700.
More homes on Overlook Dr
- 219 Overlook Dr$5.6M6 bd · 6 ba · 6,298 ft² · Sold $5.1M · Feb 2025
- 220 Overlook Dr$6.4M6 bd · 6.5 ba · 5,496 ft² · Sold $5.7M · Jan 2025
- 114 Overlook Dr$5.2M4 bd · 5 ba · 4,246 ft² · Sold $4.5M · Sep 2024
- 19 Overlook Dr$5M5 bd · 5.5 ba · 5,243 ft² · Sold $4.4M · Sep 2024
- 311 Overlook Dr$2.1M3 bd · 2 ba · 3,026 ft² · Sold $750K · Aug 2023
- 282 Overlook Dr$4.6M5 bd · 5.5 ba · 4,117 ft² · Sold $3.8M · Jan 2023
- 206 Overlook Dr3 bd · 2.5 ba · 2,865 ft² · Sold $1.6M · Oct 2022
- 107 Overlook Dr$4.3M5 bd · 5.5 ba · 3,946 ft² · Sold $3.1M · Aug 2022
- 102 Overlook Dr$2.8M4 bd · 6 ba · 4,357 ft² · Sold $2.1M · Jun 2022
- 270 Overlook Dr$6.1M5 bd · 5.5 ba · 5,993 ft² · Sold $4.8M · Jun 2022
- 170 Overlook Dr$4.9M4 bd · 5.5 ba · 6,005 ft² · Sold $3.1M · Nov 2021
- 31 Overlook Dr$4.2M4 bd · 4.5 ba · 3,679 ft² · Sold $2.7M · Aug 2021
Closest homes
- 288 Overlook Dr$4M146 ft · 4 bd · 7.5 ba · 5,922 ft² · Sold $1.2M · Jan 2001
- 282 Overlook Dr$4.6M181 ft · 5 bd · 5.5 ba · 4,117 ft² · Sold $3.8M · Jan 2023
- 290 Overlook Dr$3.5M250 ft · 4 bd · 3.5 ba · 3,356 ft² · Sold $1.5M · Nov 2014
- 7 Wildwood Dr$2.8M243 ft · 3 bd · 2 ba · 2,301 ft² · Sold Jan 1900
- 25 Le Grande Ave248 ft · 7 bd · 9.5 ba · 5,956 ft² · Sold $400K · Nov 2000
- 303 Overlook Dr250 ft · 4 bd · 3.5 ba · 4,148 ft² · Sold $700K · Oct 2020
- 270 Overlook Dr$6.1M333 ft · 5 bd · 5.5 ba · 5,993 ft² · Sold $4.8M · Jun 2022
- 299 Overlook Dr$3M270 ft · 4 bd · 2.5 ba · 2,552 ft² · Sold Jan 1900
More homes in Greenwich 06830
- 85 Indian Field Rd$4.5M5 bd · 2.5 ba · 2,983 ft² · Sold $4.5M · Sep 2026
- 38 Byfield Ln$3.3M5 bd · 4.5 ba · 4,150 ft² · Sold $3.3M · Sep 2026
- 21 Windrose Way$10M6 bd · 8 ba · 8,990 ft² · Sold $1.5M · Sep 2026
- Nimitz Pl0.23 ac · Sold $2.2M · Sep 2026
- 150 Prospect St$759K2 bd · 2.5 ba · 1,366 ft² · Sold $760K · Sep 2026
- 94 Londonderry Dr$3.1M4 bd · 5.5 ba · 3,983 ft² · Sold $3.2M · Sep 2026
- 21 Perkins Rd$3M4 bd · 2.5 ba · 3,447 ft² · Sold $27M · Sep 2026
- 26 Circle Dr$3.9M4 bd · 4.5 ba · 3,849 ft² · Sold $3.8M · Sep 2026
- 138 N Water St$890K2 bd · 2.5 ba · 1,406 ft² · Sold $970K · Sep 2026
- 135 Josephine Evaristo Ave4 bd · 2 ba · 2,874 ft² · Sold $1.5M · Aug 2026
- 25 Field Point Cir$10M6 bd · 8 ba · 9,565 ft² · Sold $17M · Aug 2026
- 20 Church St$1.1M1 bd · 1.5 ba · 1,248 ft² · Sold $310K · Aug 2026
Assigned schools
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