4 WINDWARD WAY
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(2)
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: School Administrative District 75
Neighborhood · ZIP 04003These 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
4 Windward Way 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 82% of homes in Cumberland County
- Costs more per square foot than 96% of homes in Cumberland County
- Smaller than 72% of homes in Cumberland County
- Has a smaller lot than 72% of homes in Bailey Island 04003
- Newer than 94% of homes in Bailey Island 04003
What homes are worth in Bailey Island 04003
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 49% of homes in Bailey Island 04003.
How it measures up in Bailey Island 04003
The dot is this home. The mark in the middle is the typical home in Bailey Island 04003.
Pricier than 49% of homes nearby
Pricier than 83% of homes nearby
Bigger than 29% of homes nearby
Bigger than 28% of homes nearby
Newer than 94% of homes nearby
| Measure | This home | Bailey Island 04003 | Cumberland County |
|---|---|---|---|
| Estimated valuepricier than | $934,361 | 49% of homes | 82% of homes |
| Price per ft²pricier than | $817 | 83% of homes | 96% of homes |
| Living areabigger than | 1,144 ft² | 29% of homes | 28% of homes |
| Lot sizebigger than | 0.29 ac | 28% of homes | 31% of homes |
| Year builtnewer than | 2012 | 94% of homes | 88% of homes |
About 4 Windward Way
How much is 4 Windward Way, Bailey Island, ME worth?
The TopHap Estimate for 4 Windward Way, Bailey Island, ME is $934,361 as of Sep 24, 2026. The likely range is $692,554 to $1,176,168. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 4 Windward Way, Bailey Island, ME last sell?
4 Windward Way, Bailey Island, ME last sold on Jan 1, 1900, according to the county's recorded deed.
How big is 4 Windward Way, Bailey Island, ME?
4 Windward Way, Bailey Island, ME has 1 bedrooms, 2 bathrooms, 1,144 square feet of living space and a 0.29-acre lot.
When was 4 Windward Way, Bailey Island, ME built?
4 Windward Way, Bailey Island, ME was built in 2012, making it 14 years old. It is a cottage home. The building has 2 stories.
What schools serve 4 Windward Way, Bailey Island, ME?
4 Windward Way, Bailey Island, ME is assigned to Harpswell Community School (elementary), rated A; Mt Ararat High School (high), rated C; Mt Ararat Middle School (middle), rated B-. All sit in School Administrative District 75. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 4 Windward Way, Bailey Island, ME compare to other homes in Bailey Island 04003?
Among the 237 homes in Bailey Island 04003, it is worth more than 49% of them ($934,361 against a typical $948,586), its price per square foot is higher than 83% of them ($817 against a typical $640), it is bigger than 29% of them (1,144 ft² against a typical 1,624 ft²), its lot is bigger than 28% of them (0.29 ac against a typical 0.5 ac) and it is newer than 94% of them (2012 against a typical 1954). Measured against all of Cumberland County, it is worth more than 82% 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 4 Windward Way, Bailey Island, ME?
The 2025 property tax bill for 4 Windward Way, Bailey Island, ME was $3,407. The county assessed it at $511,500.
Closest homes
- Garrison Cove Rd121 ft · 4 bd · 1 ba · 1,725 ft² · Sold Jan 1900
- 6 Windsor Ln$705K122 ft · 4 bd · 1 ba · 900 ft² · Sold Jan 1900
- 20 Garrison Cove Rd$1M195 ft · 4 bd · 3 ba · 2,071 ft² · Sold $496K · Sep 2020
- 21 Garrison Cove Rd$888K242 ft · 3 bd · 2 ba · 1,933 ft² · Sold Jan 1900
- 10 Broad View Ln$963K227 ft · 4 bd · 2 ba · 2,443 ft² · Sold Jan 1900
- 25 Garrison Cove Rd$697K320 ft · 2 bd · 1.5 ba · 943 ft² · Sold Nov 2018
- 107 Shore Rd$772K293 ft · 3 bd · 1 ba · 1,248 ft² · Sold Jan 1900
- 8 Garrison Cove Rd$1M244 ft · 7 bd · 6.5 ba · 3,066 ft² · Sold $499K · Sep 2016
More homes in Bailey Island 04003
- 8 Elden Point Rd$841K3 bd · 1 ba · 954 ft² · Sold Sep 2026
- 22 Cragmoor Ln4 bd · 5.5 ba · 3,922 ft² · Sold $3.8M · Aug 2026
- 11 Edal Heights Rd$1.1M3 bd · 1.5 ba · 1,450 ft² · Sold $1.1M · Aug 2026
- 2027 Harpswell Islands Rd$501K2 bd · 1 ba · 816 ft² · Sold $499K · Aug 2026
- 20 Spruce Ledge Rd$2.1M2 bd · 1 ba · 1,366 ft² · Sold Dec 2025
- 68 W Shore Rd$1.4M3 bd · 3.5 ba · 2,532 ft² · Sold $1.3M · Oct 2025
- 4 Linnel Dr$887K2 bd · 1 ba · 937 ft² · Sold $843K · Aug 2025
- 3 Linnel Dr$1.2M3 bd · 1.5 ba · 1,664 ft² · Sold $1.2M · Aug 2025
- 30 Barker Point Rd$2.6M5 bd · 2 ba · 3,314 ft² · Sold $2.5M · Aug 2025
- 6 Barker Point Rd$950K4 bd · 1.5 ba · 1,928 ft² · Sold $899K · Jul 2025
- 27 Oceanside Rd$950K2 bd · 2.5 ba · 1,529 ft² · Sold $899K · Jul 2025
- 26 Cedar Beach Rd$1.5M3 bd · 2 ba · 1,626 ft² · Sold $1.4M · Jul 2025
Assigned schools
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