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Cale Roberts
REALTOR®
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50 Oxford Street, Winchester, MA 01890

$3,450,000
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Pending
BEDS5 BATHS3 full 1 partial SQUARE FEET5,128 MLS#73515077
STATUSPending PROPERTY TYPEResidential - Single Family SUBDIVISIONFlats

Property Description

**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 chefs 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!

50 Oxford Street | MLS# 73515077

This single family home located at 50 Oxford Street, Winchester, MA 01890 is currently listed for sale with an asking price of $3,450,000. This property was built in 1917 and has 5 bedrooms and 3 full and 1 partial baths with 5128 sq. ft. Oxford Street is located in the Flats subdivision. Search Flats real estate on caleroberts.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Full, Partially Finished
Basement: Yes
Cooling: Central Air
Fenced: Yes
Fireplaces: 2
Garage: 2 car attached
Heating: Forced Air, Natural Gas
Home Style: Colonial
Lot Size: 0.41 Acres
Roof Type: Shingle
Taxes: $24,124
Year Built: 1917

Amenities

Bathroom - Half
Recessed Lighting
Closet
Closet/Cabinets - Custom Built
Bathroom
Exercise Room
Bonus Room
Mud Room
Home Office
Central Vacuum
Walk-up Attic
Patio
Pool - Inground
Pool - Inground Heated
Cabana
Rain Gutters
Hot Tub/Spa
Storage
Professional Landscaping
Sprinkler System
Screens
Fenced Yard

Feature Descriptions

Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood
Building Area Total: 5128
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Bike Path, Conservation Area, Highway Access, Public School, T-Station
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Days on Site: 33
Dining Room: Flooring - Hardwood, Chair Rail, Recessed Lighting, Lighting - Pendant, Lighting - Overhead, Crown Molding
Door Features: French Doors
Exterior: Frame
Family Room: Recessed Lighting
Fencing: Fenced
Fireplace Features: Dining Room
Fireplace Y/N: Yes
Flooring: Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
GarageY/N: Yes
HeatingY/N: 1
Hot Tub: Yes
Kitchen: Closet/Cabinets - Custom Built, Flooring - Hardwood, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Breakfast Bar / Nook, Open Floorplan, Recessed Lighting, Stainless Steel Appliances, Wine Chiller, Gas Stove, Lighting - Pendant, Crown Molding, Window
Laundry: Lighting - Overhead, Second Floor
Living Room: Beamed Ceilings, Closet, Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Bay/Bow/Box, French Doors, Exterior Access, Open Floorplan, Recessed Lighting
Master Bathroom: Yes
Master Bedroom: Bathroom - Full, Bathroom - Double Vanity/Sink, Walk-In Closet(s), Closet, Closet/Cabinets - Custom Built, Flooring - Hardwood, Recessed Lighting
Office: Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Bay/Bow/Box, French Doors, Recessed Lighting
Open Parking Y/N: Yes
Other Structures: Cabana
Parcel Number: M:018 B:0222 L:0,899589
Parking Features: Attached, Garage Door Opener, Storage, Paved Drive
Parking Total: 6
Patio And Porch: Patio
Pool Features: In Ground, Pool - Inground Heated
Rooms Total: 10
Sewer: Public Sewer
Spa: Yes
Spa Features: Private
Spa Y/N: Yes
Swimming Pool: Yes
Utilities: for Gas Range
Water: Public
Window Features: Window(s) - Bay/Bow/Box, Insulated Windows, Screens

Room Sizes

Bathroom 1: 8.00 X 7.00 Level - First
Bathroom 2: 13.00 X 8.00 Level - Second
Bathroom 3: 14.00 X 10.00 Level - Second
Bedroom 2: 15.00 X 13.00 Level - Second
Bedroom 3: 13.00 X 13.00 Level - Second
Bedroom 4: 13.00 X 13.00 Level - First
Bedroom 5: 15.00 X 13.00 Level - Third
Dining Room: 26.00 X 13.00 Level - First
Family Room: 28.00 X 22.00 Level - Basement
Kitchen: 25.00 X 16.00 Level - Main,First
Living Room: 19.00 X 18.00 Level - Main,First
Primary Bedroom: 16.00 X 15.00 Level - Second

Local Schools

High School: Winchester High
Middle School: Mccall
Elementary School: Vinson-Owen

Listed By / Shown By

Listed By

Agency Name: Compass
Agent Name: Kim Covino & Co. Team
Agency Phone: 781-219-0313

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Shown By

Agent Name: Cale Roberts
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 10,694.79 per month $7,678.20 Principal & Interest $2,010.33 Property Tax $1,006.25 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 06/10/2026. The listing information on this page last changed on 06/10/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 06/10/2026 12:02:21 AM EST) or MLSPIN MLS (last updated Tue 06/09/2026 11:38:25 PM EST) or Prime MLS (last updated Tue 06/09/2026 11:33:35 PM EST) or MREIS (last updated Tue 06/09/2026 11:55:12 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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