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50 Holland Street Winchester, MA $ 1,549,000
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$ 1,549,000 Get more info
50 Holland Street
$ 1,549,000
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Recently Listed
Open House 8/8 11am - 12pm
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50 Holland Street

Winchester, MA, 01890
$ 1,549,000
Bedrooms3 Baths2.1 Sq 2,640

Monthly Estimate*

$ 9,781

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Single Family Home for sale in Winchester, MA

for $1,549,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,640 square foot home was built in 1960 on a lot size of 0.15.

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!

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Open House

8/8/2026 11:00 AM - 12:00 PM
8/9/2026 11:00 AM - 12:00 PM
50 Holland Street Winchester, MA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
Single Family Active

Price

$ 1,549,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 10,599

Style

Cape

Lot Size

0.15

Year Built

1960

Town/City

Winchester

County/Region

Middlesex

MLS | Web ID

73556633
List By
Kim Covino & Co. Team

Listing Agent

Compass

Broker

Affordability Calculator

$10,664
Per Month
92%
8%
0%
Monthly Principal & Interest
$9,781
Monthly Property Taxes
$883
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Pricing History
DatePricePrice ChangeDescription
7/29/2026$1,549,000 Listed Price

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50 Holland Street, Winchester, MA, 01890 is a Single Family Home for sale at $1,549,000 with 2,640 sqft and a lot size of 0.15. 50 Holland Street has 3 bedrooms, 2.1 baths, and was built in 1960. The property's zip code is 01890 which is in Winchester, MA

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