258 Cross St Winchester, MA 01890
Winchester AreaEstimated payment $6,303/month
Total Views
12,217
3
Beds
2.5
Baths
1,719
Sq Ft
$567
Price per Sq Ft
Highlights
- Hot Property
- Community Stables
- Custom Closet System
- Lynch Elementary School Rated A+
- Medical Services
- Colonial Architecture
About This Home
A rare opportunity to own a detached home in Winchester under $1M—with the space, privacy and flexibility often missing from condo or townhome living. Tired of or can't imagine paying an HOA fee on top of fighting rising interest rates? Skip the added cost, lock in (REFI LATER) a lower monthly payment, and get more value at 258 Cross Street! The property is set on a level, fenced corner lot with a side-street driveway, ACCESSIBLE FROM RIVER STREET, parking for 4 cars, and offering 3 bedrooms, a versatile bonus room (4 beds on public record), 2.5 baths and a layout that can adapt as your needs change. The main level blends classic character with everyday function, featuring hardwood floors, crown molding, arched openings, bay windows and an updated eat-in kitchen with stone counters, upgraded cabinetry, stainless appliances and gas cooking. A brand-new first-floor powder room adds convenience for everyday living and entertaining. Upstairs, two generously sized bedrooms are joined by two updated full baths, including a larger bath with double vanity, tiled shower and soaking tub. The finished third floor provides a third bedroom plus an additional flex space ideal for a home office, fitness room, playroom, hobby space or guests. Major recent improvements, besides the unused, first floor half bath, include brand-new central AC and a newly sodded yard. Current owners have also invested considerably into improvements from the kitchen (countertops/appliances/backsplash/flooring), to the main bathroom remodel on the 2nd floor, and even a rebuilding of the lower two staircases to increase functionality. Outside, enjoy a fenced backyard, patio, storage shed and rare off-street parking for four vehicles. The full basement provides additional laundry and storage space. Convenient to Winchester Center, local shops and dining, the commuter rail, the Middlesex Fells and major routes connecting Boston, Cambridge, Burlington and the surrounding metro area. Previously prepared conceptual expansion plans are available for buyers interested in exploring future possibilities.
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $9,592
Year Built
- Built in 1860 | Remodeled
Lot Details
- 7,700 Sq Ft Lot
- Fenced Yard
- Landscaped Professionally
- Corner Lot
- Level Lot
- Garden
- Property is zoned RG
Home Design
- Colonial Architecture
- Stone Foundation
- Frame Construction
- Shingle Roof
Interior Spaces
- 1,719 Sq Ft Home
- Crown Molding
- Ceiling Fan
- Recessed Lighting
- Decorative Lighting
- Light Fixtures
- Bay Window
- Picture Window
- Entrance Foyer
- Attic Access Panel
Kitchen
- Stove
- Range
- Microwave
- Freezer
- Dishwasher
- Stainless Steel Appliances
- Solid Surface Countertops
- Disposal
Flooring
- Wood
- Wall to Wall Carpet
- Ceramic Tile
Bedrooms and Bathrooms
- 3 Bedrooms
- Primary bedroom located on second floor
- Custom Closet System
- Double Vanity
- Bidet
- Pedestal Sink
- Soaking Tub
- Bathtub with Shower
Laundry
- Dryer
- Washer
Unfinished Basement
- Basement Fills Entire Space Under The House
- Laundry in Basement
Parking
- 4 Car Parking Spaces
- Paved Parking
- 4 Open Parking Spaces
- Off-Street Parking
- Deeded Parking
Outdoor Features
- Patio
- Outdoor Storage
Location
- Property is near golf course, public transit, and schools
Schools
- Lynch Elementary School
- Mccall Middle School
- Winchester High School
Utilities
- Forced Air Heating and Cooling System
- 1 Cooling Zone
- 1 Heating Zone
- Gas Water Heater
- High Speed Internet
- Internet Available
- Cable TV Available
Listing and Financial Details
- Assessor Parcel Number 898140
Community Details
Overview
- No Home Owners Association
- Near Conservation Area
Amenities
- Medical Services
- Shops
Recreation
- Tennis Courts
- Community Pool
- Park
- Community Stables
- Jogging Path
- Bike Trail
3D Interior and Exterior Tours
Floorplans
Map
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Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $91 | $824,900 | $502,200 | $322,700 |
| 2024 | $9,151 | $807,700 | $502,200 | $305,500 |
| 2023 | $8,725 | $739,400 | $439,500 | $299,900 |
| 2022 | $8,362 | $668,400 | $376,700 | $291,700 |
| 2021 | $8,273 | $644,800 | $353,100 | $291,700 |
| 2020 | $8,054 | $650,000 | $353,100 | $296,900 |
| 2019 | $7,508 | $620,000 | $255,000 | $365,000 |
| 2018 | $7,482 | $613,800 | $248,800 | $365,000 |
| 2017 | $7,169 | $583,800 | $248,800 | $335,000 |
| 2016 | $6,562 | $561,800 | $248,800 | $313,000 |
| 2015 | $6,543 | $539,000 | $226,000 | $313,000 |
| 2014 | $6,120 | $483,400 | $188,300 | $295,100 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 09/10/2026 09/10/26 | For Sale | $974,900 | +39.5% | $567 / Sq Ft | |
| 06/01/2020 06/01/20 | Sold | $699,000 | 0.0% | $407 / Sq Ft | View Prior Sale |
| 03/26/2020 03/26/20 | Pending | -- | -- | -- | |
| 12/05/2019 12/05/19 | Price Changed | $699,000 | -6.2% | $407 / Sq Ft | |
| 10/25/2019 10/25/19 | For Sale | $745,000 | +22.6% | $433 / Sq Ft | |
| 01/25/2019 01/25/19 | Sold | $607,500 | -6.5% | $348 / Sq Ft | View Prior Sale |
| 11/28/2018 11/28/18 | Pending | -- | -- | -- | |
| 10/31/2018 10/31/18 | Price Changed | $649,999 | -4.3% | $372 / Sq Ft | |
| 10/01/2018 10/01/18 | For Sale | $679,000 | +11.8% | $388 / Sq Ft | |
| 09/30/2018 09/30/18 | Off Market | $607,500 | -- | -- | |
| 08/17/2018 08/17/18 | For Sale | $699,000 | -- | $400 / Sq Ft |
Source: MLS Property Information Network (MLS PIN)
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Quit Claim Deed | $699,000 | None Available | |
| Quit Claim Deed | $607,500 | -- | |
| Deed | $462,500 | -- | |
| Deed | $279,900 | -- | |
| Deed | $150,000 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $614,051 | Adjustable Rate Mortgage/ARM | |
| Closed | $699,000 | Purchase Money Mortgage | |
| Previous Owner | $805,000 | Purchase Money Mortgage | |
| Closed | $379,280 | Unknown | |
| Previous Owner | $266,000 | No Value Available | |
| Closed | $30,000 | No Value Available | |
| Previous Owner | $50,000 | No Value Available | |
| Previous Owner | $282,000 | No Value Available | |
| Previous Owner | $282,000 | No Value Available |
Source: Public Records
About the Listing Agent
I’m a North Andover-based Realtor with over 10 years of experience serving buyers, sellers, and investors throughout Andover, the North Shore, and Greater Boston. Over the course of my career, I’ve helped clients successfully close more than 100 home sales and assisted hundreds more with rentals and investment properties across Eastern Massachusetts.
Before joining Kadilak Realty Group under Fiv Realty Co., I owned and operated a boutique brokerage and a property management company,
Justin's Other Listings
Source: MLS Property Information Network (MLS PIN)
MLS Number: 73575764
APN: WINC-000013-000250
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.
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