$3,450,000
50 Oxford Street
Winchester, MA, 01890
**OFFER ACCEPTED OPEN HOUSE CANCELED** Set on an oversized lot w/ a stunning in-ground pool, jacuzzi, pool house & expansive level lawn, this exceptional home blends luxury, privacy, & modern living. Expanded & extensively renovated top-to-bottom, the home features an open layout w/ designer kitchen, spacious family room & oversized attached 2-car garage. Walls of windows & French doors overlook the spectacular private yard, creating seamless indoor-outdoor living. The chef’s kitchen offers double islands, custom cabinetry, & high-end Wolfe & Sub-Zero appliances. Flexible 1st flr w/ potential bedrm & adjacent full bath, oversized dining rm, & high ceilings throughout. The beautiful primary suite features vaulted ceilings & full bath. Generously sized secondary bedrooms & large hall bath w/ soaking tub & separate shower complete the second floor. Finished LL w/ gym/media rm, abundant storage & new systems including electrical, plumbing & windows complete this rare Flats offering!
Property Details
Price:
$3,450,000
MLS #:
73515077
Status:
Active Under Contract
Beds:
5
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Flats
Listed Date:
May 7, 2026
Finished Sq Ft:
5,128
Total Sq Ft:
5,128
Lot Size:
17,642 sqft / 0.41 acres (approx)
Year Built:
1917
Schools
Elementary School:
Vinson-Owen
Middle School:
Mccall
High School:
Winchester High
Interior
Above Grade Finished Area
3716
Appliances
Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
1412
Cooling
Central Air
Fireplaces Total
2
Flooring
Hardwood, Flooring – Stone/Ceramic Tile, Flooring – Hardwood
Heating
Forced Air, Natural Gas
Interior Features
Bathroom – Half, Recessed Lighting, Closet, Closet/Cabinets – Custom Built, Bathroom, Exercise Room, Bonus Room, Mud Room, Home Office, Central Vacuum, Walk-up Attic
Laundry Features
Lighting – Overhead, Second Floor
Exterior
Architectural Style
Colonial
Attached Garage YN
1
Community Features
Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Bike Path, Conservation Area, Highway Access, Public School, T-Station
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Patio, Pool – Inground, Pool – Inground Heated, Cabana, Rain Gutters, Hot Tub/Spa, Storage, Professional Landscaping, Sprinkler System, Screens, Fenced Yard
Fencing
Fenced
Garage Spaces
2
Open Parking Spaces
4
Open Parking YN
1
Other Structures
Cabana
Parking Features
Attached, Garage Door Opener, Storage, Paved Drive
Parking Spots
6
Parking Total
6
Patio And Porch Features
Patio
Roof
Shingle
Spa Features
Private
Window Features
Window(s) – Bay/Bow/Box, Insulated Windows, Screens
Financial
Tax Year
2025
Taxes
$24,124
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
More About MarieMortgage Calculator
Map
Current real estate data for Single Family in Winchester as of May 13, 2026
73
Single Family Listed
49
Avg DOM
540
Avg $ / SqFt
$2,258,104
Avg List Price
Community
- Address50 Oxford Street Winchester MA
- SubdivisionFlats
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Brooks / Parkhurst / Town Forest
- Cox Road / High St Extension neighborhood
- Flats
- Flats neighborhood
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Macdonald field neighborhood
- Middlesex / downtown
- Near town/ Pine St neighborhood
- Old Village/ West Side
- Rangeley Historical Estate
- The Flats
- Vinson-Owen School District.
- West Side
- Winning Farm
Similar Listings Nearby
Property Summary
- Located in the Flats subdivision, 50 Oxford Street Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $3,450,000 and features 5 beds, 4 baths, and has approximately 5,128 square feet of living space, and was originally constructed in 1917. The current price per square foot is $673. The average price per square foot for Single Family listings in Winchester is $540. The average listing price for Single Family in Winchester is $2,258,104. To schedule a showing of MLS#73515077 at 50 Oxford Street in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Compass. The property listing data and information 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 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 set forth herein.
50 Oxford Street
Winchester, MA