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Cindy Von Recklinghausen
REALTOR®
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50 Holland Street, Winchester, MA 01890

$1,549,000
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New to the Market Active
BEDS3 BATHS2 full 1 partial SQUARE FEET2,640 MLS#73556633
STATUSActive PROPERTY TYPEResidential - Single Family

Property Description

Completely remodeled with exceptional custom finishes throughout, this stunning expanded cape with 3 levels, 3/4 bedrooms, 2.5-baths will exceed your expectations. The first floor features a spacious bedroom w/ full bath, an inviting living room w/ beautiful fireplace surrounded & custom built-ins, while the chef's kitchen is designed to impress with high end finishes, a large island and vaulted breakfast nook. The open floor plan flows into the dining room, complete with a custom built-in wine bar, ensuring easy entertaining. The second floor provides two very large bedrooms with great closet space and a tastefully remodeled hall bath. The beautifully finished lower level offers incredible flexibility with a cozy family room, kitchenette, laundry and 1/2 bath, with potential for a 4th BR, making it ideal for entertaining, guests, or extended living space. Step outside to an extraordinary backyard that feels like a resort! Enjoy the professionally landscaped grounds, lush gardens, and an expansive patio creating the ultimate outdoor oasis-featuring a built-in grill, pizza oven, bar seating, a hot tub, greenhouse, and shed. The retractable awnings make for comfortable shaded entertaining. It is truly a backyard that you will use all year round! Ideally located just outside Winchester center, enabling you to enjoy all the benefits of being close to town! This turn-key home is a must see, don't miss this one of a kind, move in ready home with so many recent upgrades!

50 Holland Street | MLS# 73556633

This single family home located at 50 Holland Street, Winchester, MA 01890 is currently listed for sale with an asking price of $1,549,000. This property was built in 1960 and has 3 bedrooms and 2 full and 1 partial baths with 2640 sq. ft. Search Winchester real estate on cindyvonrecklinghausen.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Ductless
Fenced: Yes
Fireplaces: 1
Heating: Forced Air, Oil
Home Style: Cape
Lot Size: 0.15 Acres
Roof Type: Shingle
Taxes: $10,599
Year Built: 1960

Amenities

Closet
Lighting - Overhead
Wet bar
Recessed Lighting
Home Office
Kitchen
Wet Bar
Deck
Patio
Covered Patio/Deck
Cabana
Rain Gutters
Hot Tub/Spa
Storage
Paddock
Professional Landscaping
Sprinkler System
Decorative Lighting
Screens
Fenced Yard
Garden
Stone Wall

Feature Descriptions

Appliances: Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
Building Area Total: 2640
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access
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
Dining Room: Closet/Cabinets - Custom Built, Flooring - Hardwood, Wine Chiller, Lighting - Overhead
Exterior: Frame
Family Room: Ceiling Fan(s), Closet, Recessed Lighting
Fencing: Fenced
Fireplace Features: Living Room
Fireplace Y/N: Yes
Flooring: Hardwood
HeatingY/N: 1
Horse Amenities: Paddocks
Hot Tub: Yes
Kitchen: Flooring - Stone/Ceramic Tile, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Exterior Access, Open Floorplan, Recessed Lighting, Stainless Steel Appliances, Wine Chiller, Lighting - Pendant
Laundry: In Basement
Living Room: Ceiling Fan(s), Closet/Cabinets - Custom Built, Flooring - Hardwood
Master Bedroom: Ceiling Fan(s), Closet, Flooring - Hardwood
Office: Closet, Lighting - Overhead
Open Parking Y/N: Yes
Other Structures: Cabana
Parcel Number: M:010 B:0086 L:0,897033
Parking Features: Paved Drive
Parking Total: 4
Patio And Porch: Deck, Patio, Covered
Rooms Total: 6
Sewer: Public Sewer
Spa: Yes
Spa Features: Private
Spa Y/N: Yes
Utilities: for Electric Range
Water: Public
Window Features: Screens

Room Sizes

Bathroom 1: 8.00 X 8.00 Level - First
Bathroom 2: 8.00 X 5.00 Level - Second
Bathroom 3: 11.00 X 10.00 Level - Basement
Bedroom 2: 23.00 X 13.00 Level - Second
Bedroom 3: 15.00 X 12.00 Level - First
Dining Room: 14.00 X 12.00 Level - First
Family Room: 17.00 X 13.00 Level - Basement
Kitchen: 22.00 X 12.00 Level - Main,First
Living Room: 18.00 X 14.00 Level - First
Primary Bedroom: 23.00 X 15.00 Level - Second
Office: 14.00 X 11.00 Level - Basement

Local Schools

High School: Whs
Middle School: Mccall
Elementary School: Lynch

Listed By / Shown By

Listed By

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

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Estimated Payment

$ 4,782.44 per month $3,447.40 Principal & Interest $883.25 Property Tax $451.79 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 07/30/2026. The listing information on this page last changed on 07/30/2026. 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 Thu 07/30/2026 12:02:26 AM EST) or MLSPIN MLS (last updated Wed 07/29/2026 11:38:29 PM EST) or Prime MLS (last updated Wed 07/29/2026 11:33:37 PM EST) or MREIS (last updated Wed 07/29/2026 11:55:16 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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