5 BAILEY AVE
Valuation
Tax & Assessment
Property Facts
Transaction History(1)
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: Milton School District
Neighborhood · ZIP 02186These 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
5 Bailey Ave 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 less than 84% of homes in Milton 02186
- Costs less per square foot than 83% of homes in Milton 02186
- Smaller than 65% of homes in Milton 02186
- Has a smaller lot than 93% of homes in Norfolk County
- Older than 98% of homes in Milton 02186
What homes are worth in Milton 02186
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 16% of homes in Milton 02186.
How it measures up in Milton 02186
The dot is this home. The mark in the middle is the typical home in Milton 02186.
Pricier than 16% of homes nearby
Pricier than 17% of homes nearby
Bigger than 35% of homes nearby
Bigger than 11% of homes nearby
Newer than 2% of homes nearby
| Measure | This home | Milton 02186 | Norfolk County |
|---|---|---|---|
| Estimated valuepricier than | $795,435 | 16% of homes | 58% of homes |
| Price per ft²pricier than | $467 | 17% of homes | 57% of homes |
| Living areabigger than | 1,703 ft² | 35% of homes | 51% of homes |
| Lot sizebigger than | 0.11 ac | 11% of homes | 7% of homes |
| Year builtnewer than | 1860 | 2% of homes | 2% of homes |
About 5 Bailey Ave
How much is 5 Bailey Ave, Milton, MA worth?
The TopHap Estimate for 5 Bailey Ave, Milton, MA is $795,435 as of Oct 21, 2026. The likely range is $732,370 to $858,500. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
How big is 5 Bailey Ave, Milton, MA?
5 Bailey Ave, Milton, MA has 3 bedrooms, 2 bathrooms, 1,703 square feet of living space and a 0.12-acre lot.
When was 5 Bailey Ave, Milton, MA built?
5 Bailey Ave, Milton, MA was built in 1860, making it 166 years old. The building has 2 stories.
What schools serve 5 Bailey Ave, Milton, MA?
5 Bailey Ave, Milton, MA is assigned to Cunningham School (elementary), rated A; Milton High School (high), rated A; Charles S Pierce Middle School (middle), rated A-. All sit in Milton School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 5 Bailey Ave, Milton, MA compare to other homes in Milton 02186?
Among the 8,308 homes in Milton 02186, it is worth more than 16% of them ($795,435 against a typical $1,022,589), its price per square foot is higher than 17% of them ($467 against a typical $552), it is bigger than 35% of them (1,703 ft² against a typical 1,947 ft²), its lot is bigger than 11% of them (0.11 ac against a typical 0.18 ac) and it is newer than 2% of them (1860 against a typical 1938). Measured against all of Norfolk County, it is worth more than 58% 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 5 Bailey Ave, Milton, MA?
The 2025 property tax bill for 5 Bailey Ave, Milton, MA was $7,886. The county assessed it at $711,100.
More homes on Bailey Ave
- 7 Bailey Ave$1M3 bd · 2 ba · 1,680 ft² · Sold $970K · Jul 2025
- 3 Bailey Ave$1M4 bd · 2.5 ba · 2,113 ft² · Sold $925K · Dec 2022
- 8 Bailey Ave$851K3 bd · 1.5 ba · 1,568 ft² · Sold $700K · Dec 2018
- 2 Bailey Ave$818K3 bd · 1 ba · 1,410 ft² · Sold $300K · Aug 2013
- 11 Bailey Ave$1.2M4 bd · 3.5 ba · 2,430 ft² · Sold $645K · Jun 2013
- 10 Bailey Ave$1.1M4 bd · 3 ba · 1,828 ft² · Sold $560K · Aug 2012
- 9 Bailey Ave$948K3 bd · 3 ba · 1,791 ft² · Sold $390K · Oct 2009
- 4 Bailey Ave$822K4 bd · 3 ba · 1,531 ft² · Sold Apr 2002
- 18 Bailey Ave$758K3 bd · 1 ba · 1,200 ft² · Sold $300K · Apr 2001
- 19 Bailey Ave$1.2M3 bd · 3.5 ba · 2,876 ft² · Sold $135K · Jun 1995
- 12 Bailey Ave$906K3 bd · 2.5 ba · 1,804 ft² · Sold $237K · Jul 1989
- 13 Bailey Ave$764K3 bd · 2 ba · 1,268 ft² · Sold $105K · Jul 1984
Closest homes
- 3 Bailey Ave$1M50 ft · 4 bd · 2.5 ba · 2,113 ft² · Sold $925K · Dec 2022
- 7 Bailey Ave$1M50 ft · 3 bd · 2 ba · 1,680 ft² · Sold $970K · Jul 2025
- 9 Bailey Ave$948K113 ft · 3 bd · 3 ba · 1,791 ft² · Sold $390K · Oct 2009
- 115 Pleasant St$1M122 ft · 2 bd · 2.5 ba · 2,465 ft² · Sold $450K · Sep 2007
- 16 Orchard Rd$973K124 ft · 2 bd · 2 ba · 1,960 ft² · Sold $466K · Oct 2010
- 10 Orchard Rd$964K119 ft · 4 bd · 2 ba · 1,708 ft² · Sold $196K · Dec 1993
- 20 Orchard Rd$1.1M155 ft · 5 bd · 3 ba · 2,320 ft²
- 2 Bailey Ave$818K150 ft · 3 bd · 1 ba · 1,410 ft² · Sold $300K · Aug 2013
More homes in Milton 02186
- 29 Lawrence Rd$750K3 bd · 1.5 ba · 1,492 ft² · Sold $749K · Oct 2026
- 71 Amor Rd$965K3 bd · 2.5 ba · 1,676 ft² · Sold $615K · Oct 2026
- 9 Viola St$902K3 bd · 2 ba · 1,870 ft² · Sold $800K · Oct 2026
- 24 Brae Burn Rd$1.2M4 bd · 2.5 ba · 1,536 ft² · Sold $1.2M · Oct 2026
- 24 Victory Ave$1.3M4 bd · 2.5 ba · 2,721 ft² · Sold $1.2M · Oct 2026
- 75 Canton Ave$4.4M6 bd · 5.5 ba · 6,054 ft² · Sold $4.4M · Oct 2026
- 66 Ferncroft Rd$663K3 bd · 1.5 ba · 1,350 ft² · Sold $663K · Oct 2026
- 120 Highland St$1.1M4 bd · 2.5 ba · 2,052 ft² · Sold $725K · Oct 2026
- 165 Thacher St$927K2 bd · 1.5 ba · 1,574 ft² · Sold $925K · Sep 2026
- 204 Thacher St$742K3 bd · 1.5 ba · 1,378 ft² · Sold $740K · Sep 2026
- 995 Brush Hill Rd$2.9M4 bd · 3.5 ba · 6,790 ft² · Sold $2.9M · Sep 2026
- 45 Adanac Rd$927K4 bd · 2.5 ba · 1,641 ft² · Sold $925K · Sep 2026
Assigned schools
Explore the area
See this home in context
Open 5 Bailey Ave on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
Open in map