Middlesex County and Winchester Town property record for 5 Upland Rd, Winchester, MA 01890
| Property Type | Single Family Home |
|---|---|
| Details | 5 bd · 2.5 ba · 3,600 sqft · built 1930 |
| Lot Size | 0.115 acres (5,001 sqft) |
| Owner | 2 Individual Names on File |
| Last Sale | $851,000 (Oct 2021) |
| Tax Bill | $13,456 (2026) |
| Deeds & Mortgages | Nov 2023 Mortgage Oct 2021 Sale & Mortgage + 1 more |
| Flood Zone | Zone X (minimal risk) |
| APN | WINC M:014 B:0279 L:0 |
| Primary APN | WINC M:014 B:0279 L:0 |
|---|
| Bedrooms | 5 Beds |
|---|---|
| Full Baths | 2.5 Baths |
| Half Baths | 1 Half Bath |
| Total Rooms | 11 Rooms |
| Stories | 2 Stories |
| Building Area | 3,600 sqft Living Area |
| Gross Area | 3,728 sqft |
| Basement Area | 1,168 sqft |
| Finished Basement | 1,168 sqft |
| Unfinished Basement | 1,168 sqft |
| Year Built | Built 1930 |
|---|---|
| Effective Year Built | Effective 1930 |
| Architectural Style | Other |
| Exterior Material | Aluminum/Vinyl |
| Construction Type | Frame |
| Roof Type | Gable |
| Roof Material | Asphalt |
| Lot Area | 5,001 sqft (0.115 acres) |
| Garage Type | Detached |
| Heating System | Hot Water |
|---|---|
| Heating Fuel | Gas |
| Street Address | 5 UPLAND RD |
|---|---|
| City | WINCHESTER |
| State | MA |
| Zip | 01890-1528 |
| Property Category | Residential |
| Property Type | Residential > Single Family > Home |
| Local Zoning Code | RG |
| Legal Block | 279 |
| Jurisdiction | WINCHESTER MA |
| Township / Civil Division | WINCHESTER |
| Census Block Group | 1 |
| Census Block | 1001 |
| Census Tract | 338200 |
5 Upland Rd is owned and occupied by two individuals who bought it in October 2021.
Source: Middlesex County and Winchester Town records, as of October 20, 2026
| Owner of Record | 2 Individual Names on File |
|---|---|
| Mailing Address | 5 UPLAND RD, WINCHESTER, MA 01890-1528 |
| Occupancy | Owner Occupied |
| Owner Type | Individual |
Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.
| Date | Document |
|---|---|
| Nov 6, 2023 | Deed of Trust, Mortgage · ARM WINCHESTER COOPERATIVE BANK |
| Oct 25, 2021 | Quit Claim Deed, Transfer · Stand-Alone First Mortgage WINCHESTER COOPERATIVE BANK |
| Jul 6, 2018 | Quit Claim Deed, Transfer Quitclaim |
| Deed Names | 2 Names on Deed |
|---|---|
| Last Sale | Oct 25, 2021 · Amount on File |
| Deed Sale | Oct 25, 2021 · Amount on File |
| Deed Document Number | 2021233598 |
| Deed Book / Page | 78988 / 293 |
| Record Updated | Oct 29, 2026 |
| Document Type | Deed of Trust |
|---|---|
| Jurisdiction | WINCHESTER MA |
| Property Address | 5 UPLAND RD, WINCHESTER, MA 01890-1528 |
| Transaction Type | Mortgage |
| Record Updated | Nov 23, 2023 |
| Name | Verified Name |
|---|
| Document Number | 082181-149 |
|---|---|
| Date | Nov 6, 2023 |
| Book Page | 82181/149 |
| Instrument | 126830 |
| Name | WINCHESTER COOPERATIVE BANK |
|---|---|
| Type | Bank |
| Type | ARM |
|---|---|
| Amount | Amount on Record |
| Term | 361 Months |
| Due | Dec 1, 2053 |
| Rate Type | Adjustable Rate |
|---|---|
| Rate | 5.75% |
| Type Change Date | Nov 1, 2028 |
| Index | 5-Year CMT |
| Document Type | Quit Claim Deed |
|---|---|
| Jurisdiction | WINCHESTER MA |
| Recording Date | Oct 25, 2021 |
| Property Address | 5 UPLAND RD, WINCHESTER, MA 01890-1528 |
| Document Number | 078988-293 |
| Book / Page | 78988 / 293 |
| Instrument Date | Oct 25, 2021 |
| Instrument | 233598 |
| Transaction Type | Transfer |
| Record Updated | Nov 1, 2023 |
| Amount | Amount on Record |
|---|---|
| Downpayment | Downpayment on Record |
| Loan-to-Value (LTV) | LTV on Record |
| Tax | $0.00 |
| Amount Accuracy | Full Amount Stated |
| Additional |
|
| Name | Verified Name |
|---|
| Name | Verified Name |
|---|---|
| Relationship | Tenants by the Entirety |
| Address | 5 UPLAND RD, WINCHESTER, MA 01890-1528 |
| Investor | Possibly a Property Investor |
| Document Number | 0000233599 |
|---|---|
| Date | Oct 25, 2021 |
| Instrument | 233599 |
| Name | WINCHESTER COOPERATIVE BANK |
|---|---|
| Type | Bank |
| Type | Stand-Alone First Mortgage |
|---|---|
| Amount | Amount on Record |
| Document Type | Quit Claim Deed |
|---|---|
| Jurisdiction | WINCHESTER MA |
| Recording Date | Jul 6, 2018 |
| Property Address | 5 UPLAND RD, WINCHESTER, MA 01890-1528 |
| Document Number | 71277-360 |
| Book / Page | 071277 / 000360 |
| Instrument Date | Jul 6, 2018 |
| Instrument | 100057 |
| Transaction Type | Transfer |
| Record Updated | Jul 30, 2018 |
| Tax | $0.00 |
|---|---|
| Additional |
|
| Name | Verified Name |
|---|
| Name | Verified Name |
|---|---|
| Relationship | Personal Trust |
| Address | 5 UPLAND RD WINCHESTER MA 018901528, WINCHESTER, MA 01890-1528 |
The 2026 property tax bill for 5 Upland Rd was $13,456, up 10,331% from the year before.
Source: Middlesex County and Winchester Town assessment roll, as of April 14, 2026
| Type | Name |
|---|---|
| State | Massachusetts |
| County | Middlesex County |
| County Subdivision | Winchester Town |
| Unified School District | Winchester School District (PK - 12) |
| Year | Tax Bill | Assessed Value | Assessed Market Value |
|---|---|---|---|
| 2026 | $13,456.00 (+10,331.01%) | $1,214,400 (+4.18%) Land $590,000 Building $624,400 | $1,327,028 (+44.93%) |
| 2025 | $129.00 (-98.68%) | $1,165,700 (+35.36%) Land $560,500 Building $605,200 | $915,610 |
| 2024 | $9,757.00 (+2.52%) | $861,200 (+6.78%) Land $531,000 Building $330,200 | |
| 2023 | $9,517.00 | $806,500 Land $486,800 Building $319,700 |
Assessed value and assessed market value are set for property tax purposes and are not market price estimates.
FEMA maps place 5 Upland Rd in Zone X, an area of minimal flood risk, within 500 ft of a high-risk flood zone.
Source: FEMA National Flood Hazard Layer, effective September 10, 2026 · OpenFEMA NFIP redacted claims and policies, as of September 2026
| FEMA Flood Zone | Zone X minimal risk |
|---|---|
| Nearest Special Flood Hazard Area | Zone AE, within 500 ft |
| Flood Insurance Requirement | Not required lenders may require it |
| Community Rating System | Class 6 (20% premium discount) |
| Nearby Flood Policies | 5 in force |
| Nearby Flood Claims | 61 (1978–2014) |
| Claims Outside the SFHA | 48 of 61 |
| Most Recent Claim | Dec 2014 · river or lake flooding |
| Claims by Event |
|
Values are read at the parcel center point; flood claims are located to the census block group, not this parcel; lenders make the official flood determination.
The area around 5 Upland Rd has no burnable land within ember reach, so its wildfire risk is not rated.
Source: USDA Forest Service Wildfire Risk to Communities (2nd edition), as of 2024
| Wildfire Risk | Not rated no burnable land within ember reach |
|---|
Values cover an area roughly 900 ft across, not the parcel itself; insurers use their own ratings.
Source: EPA Safe Drinking Water Information System, as of September 2026
| Water System | WINCHESTER WATER DEPT serves 22,970 people · EPA ID MA3344000 |
|---|---|
| Water Source | Surface water |
| Last State Inspection | Jul 2024 |
| Lead | 3 ppb (2024–2026) action level 15 ppb |
| Water Quality | None last 10 years |
|---|---|
| Treatment and Procedure | None last 10 years |
| Monitoring and Reporting | 12 last 3 years |
Results are for the whole water system, not water tested at this address; lead at the tap also depends on the building's own pipes.
Source: FCC Broadband Data Collection, based on 367 locations within half a mile, as of December 31, 2025
| Provider | Max Down / Up (Mbps) |
|---|---|
| Xfinity Cable | 2,000 / 2,000 |
| Astound Broadband Cable | 1,500 / 50 |
| Verizon Fiber · Fixed Wireless in parts of the area | 980 / 880 |
May also be available: T-Mobile.
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