21 WINSTON HILL DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(4)
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: Regional School Unit 05
Neighborhood · ZIP 04032These 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
21 Winston Hill 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 93% of homes in Cumberland County
- Costs more per square foot than 77% of homes in Cumberland County
- Bigger than 84% of homes in Cumberland County
- Has a bigger lot than 85% of homes in Cumberland County
- Newer than 79% of homes in Cumberland County
What homes are worth in Freeport 04032
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 86% of homes in Freeport 04032.
How it measures up in Freeport 04032
The dot is this home. The mark in the middle is the typical home in Freeport 04032.
Pricier than 86% of homes nearby
Pricier than 71% of homes nearby
Bigger than 80% of homes nearby
Bigger than 69% of homes nearby
Newer than 74% of homes nearby
| Measure | This home | Freeport 04032 | Cumberland County |
|---|---|---|---|
| Estimated valuepricier than | $1,245,821 | 86% of homes | 93% of homes |
| Price per ft²pricier than | $498 | 71% of homes | 77% of homes |
| Living areabigger than | 2,503 ft² | 80% of homes | 84% of homes |
| Lot sizebigger than | 2.8 ac | 69% of homes | 85% of homes |
| Year builtnewer than | 2002 | 74% of homes | 79% of homes |
About 21 Winston Hill Dr
How much is 21 Winston Hill Dr, Freeport, ME worth?
The TopHap Estimate for 21 Winston Hill Dr, Freeport, ME is $1,245,821 as of Aug 30, 2026. The likely range is $919,875 to $1,571,767. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 21 Winston Hill Dr, Freeport, ME last sell?
21 Winston Hill Dr, Freeport, ME last sold on Jan 1, 1900, according to the county's recorded deed.
How big is 21 Winston Hill Dr, Freeport, ME?
21 Winston Hill Dr, Freeport, ME has 4 bedrooms, 2.5 bathrooms, 2,503 square feet of living space and a 2.80-acre lot.
When was 21 Winston Hill Dr, Freeport, ME built?
21 Winston Hill Dr, Freeport, ME was built in 2002, making it 24 years old. The building has 2 stories.
What schools serve 21 Winston Hill Dr, Freeport, ME?
21 Winston Hill Dr, Freeport, ME is assigned to Freeport High School (high), rated A+; Morse Street School (elementary); Freeport Middle School (middle), rated A+. All sit in Regional School Unit 05. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 21 Winston Hill Dr, Freeport, ME compare to other homes in Freeport 04032?
Among the 3,671 homes in Freeport 04032, it is worth more than 86% of them ($1,245,821 against a typical $719,793), its price per square foot is higher than 71% of them ($498 against a typical $411), it is bigger than 80% of them (2,503 ft² against a typical 1,714 ft²), its lot is bigger than 69% of them (2.8 ac against a typical 1.83 ac) and it is newer than 74% of them (2002 against a typical 1987). Measured against all of Cumberland County, it is worth more than 93% 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 21 Winston Hill Dr, Freeport, ME?
The 2025 property tax bill for 21 Winston Hill Dr, Freeport, ME was $9,846. The county assessed it at $710,900.
More homes on Winston Hill Dr
Closest homes
- Winston Hill Dr294 ft · 0.92 ac · Sold Jan 1900
- 53 Winston Hill Dr$1.1M356 ft · 4 bd · 2.5 ba · 2,449 ft² · Sold Jul 2015
- 32 Pine St$854K310 ft · 2 bd · 1 ba · 1,255 ft² · Sold $290K · Dec 2016
- 5 Goodrich Dr$1M509 ft · 3 bd · 2.5 ba · 2,088 ft² · Sold $875K · Apr 2024
- 28 Pine St$802K0.1 mi · 2 bd · 1.5 ba · 1,520 ft² · Sold Jan 1900
- 26 Pine St$685K0.1 mi · 3 bd · 2.5 ba · 1,858 ft² · Sold $911K · Dec 2024
- 30 Pine St$919K0.1 mi · 4 bd · 3 ba · 2,779 ft² · Sold $890K · Sep 2025
- 46 Bristol Rd$1.2M0.1 mi · 5 bd · 3.5 ba · 3,456 ft² · Sold $250K · Jul 2017
More homes in Freeport 04032
- 40 Park St$400K3 bd · 1 ba · 1,232 ft² · Sold $362K · Sep 2026
- 10 Cranberry Ridge Rd$2.1M4 bd · 2.5 ba · 2,954 ft² · Sold $1.4M · Sep 2026
- 10 Arrowhead Ridge Rd$771K4 bd · 3 ba · 1,976 ft² · Sold $1.1M · Aug 2026
- 13 Chapel St$525K2 bd · 1 ba · 768 ft² · Sold $505K · Aug 2026
- 109 Pleasant Hill Rd$752K3 bd · 2 ba · 1,366 ft² · Sold $720K · Aug 2026
- 24 Merganser Way$587K2 bd · 1 ba · 568 ft² · Sold $2.5M · Aug 2026
- 69 Hunter Rd$538K3 bd · 1.5 ba · 1,894 ft² · Sold $1.2M · Aug 2026
- 57 Farmview Ln$696K5 bd · 2 ba · 1,414 ft² · Sold Aug 2026
- 11 Holbrook St9 bd · 10 ba · 5,439 ft² · Sold $1.5M · Aug 2026
- 20 Lemon Ln$373K2 bd · 1 ba · 768 ft² · Sold $269K · Aug 2026
- 245 Lower Flying Point Rd$1.1M3 bd · 2 ba · 1,092 ft² · Sold $985K · Aug 2026
- 21 Curtis Rd$210K2 bd · 1 ba · 848 ft² · Sold $210K · Aug 2026
Assigned schools
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