Date
Details
Price
Change
Source
3/11/2026
Listed
$1,888,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$1,888,000 Just Listed
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Join us at 35 Hollywood Rd on:
- Open House: 1:30 PM - 3:00 PM
Saturday 3/14 1:30 PM - 3:00 PM
35 Hollywood Rd,Winchester, MA 0189035 Hollywood RdWinchesterMA01890 - Open House: 1:30 PM - 3:00 PM
Sunday 3/15 1:30 PM - 3:00 PM
35 Hollywood Rd,Winchester, MA 0189035 Hollywood RdWinchesterMA01890
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Property Description
Tucked at the end of a cul-de-sac and bordering the Fells, this classic brick-and-wood Colonial blends generous living spaces with comfortable, easy flow. The fireplaced living room and spacious dining room are filled with natural light and framed by peaceful woodland views. The kitchen features stone counters, stainless appliances, and a peninsula that connects to the dining area and opens to a vaulted, beamed family room with fireplace and French doors to the outdoors. A home office offers added flexibility. Upstairs, four inviting bedrooms include a tranquil primary suite with walk-in, cedar closet and private bath, and a second bedroom with its own ensuite bath. The walk-out lower level offers additional living space with a playroom, wet bar, and full bath. Porch, patio, and fenced yard create welcoming outdoor areas, complemented by central air and an attached 2 car garage. With its thoughtful layout and cul-de-sac setting near the Fells, this home offers enduring appeal.
Full Property Details
Full Property Details for 35 Hollywood Rd
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General
- Price: $1,888,000
- Taxes: $19,624 (2026)
- Status: Active
- Type: Single Family
- MLS ID: 73485418
- Updated: 3/11/2026
- Added to Site: 1 day(s) ago
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
- Bathroom 1: 9.00 x 8.92, Second
- Bathroom 2: 9.33 x 9.00, Second
- Bathroom 3: 7.17 x 4.33, Second
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: 19.67 x 15.25, Second
- Bedroom 2: 18.08 x 14.58, Second
- Bedroom 3: 14.08 x 13.83, Second
- Bedroom 4: 12.50 x 10.42, Second
Other Rooms
- Living Room: 27.00 x 14.42, Main, First
- Family Room: 15.33 x 15.17, Main, First
- Kitchen: 14.17 x 13.67, Main, First
- Dining Room: 15.92 x 13.67, Main, First
- Office: Main
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking Features: Attached, Garage Door Opener, Garage Faces Side, Paved Drive, Off Street, Paved
Location
- County: Middlesex
Structural Information
- Architectural Style: Colonial
- Basement: Yes
- Square Feet: 3,906
- Year Built: 1963
Lot Features
- Lot Size (Acres): 0.37
Financial Considerations
- Tax Amount: $19,624
- Tax Year: 2026
Disclosures and Reports
- Disclosures/Rstr.: Propane fireplace in family room; roof approx.- 12 years; a/c approx.- 8yrs; electric water heater- approx. 19 years; furnace approx.- 24 years
- Property ID: M:006 B:0415 L:0, 896163
Listed by Barrett Sotheby's International Realty, Anne Spry
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— 35 Hollywood Rd —
Anne Spry
Barrett Sotheby's International Realty
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 35 Hollywood Rd
School District:Winchester School District, Winchester, MA
| Name | Grades | Distance |
|---|---|---|
Lincoln Elementary School, Winchester, MA 161 Mystic Valley Parkway, Winchester, MA 01890 | K-5 | 1 mi |
Mccall Middle School 458 Main Street, Winchester, MA 01890 | 6-8 | 0.9 mi |
Winchester High School 80 Skillings Road, Winchester, MA 01890 | 9-12 | 1.3 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 35 Hollywood Rd
Tax History
Tax History for 35 Hollywood Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$19,405
6%
$1,749,800
8%
2024
$18,393
5%
$1,623,400
9%
2023
$17,553
2%
$1,487,500
8%
2022
$17,278
8%
$1,381,100
10%
2021
$16,045
7%
$1,250,600
3%
2020
$15,034
9%
$1,213,400
7%
2019
$13,791
4%
$1,138,800
4%
2018
$13,310
5%
$1,091,900
6%
2017
$12,643
7%
$1,029,600
2%
2016
$11,837
3%
$1,013,400
7%
2015
$11,534
5%
$950,100
9%
2014
$11,019
—
$870,400
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 35 Hollywood Rd
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- Single Family
- Active
- Updated 8 days ago
- 4Beds
- 4Total Baths
- 3,000Sq. Ft.
- Single Family
- Active
- Updated 13 hours ago
- 5Beds
- 4Total Baths
- 2,860Sq. Ft.
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- Single Family
- Active
- Updated 14 hours ago
- 4Beds
- 2Total Baths
- 2,052Sq. Ft.
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- Single Family
- Active
- Updated 13 hours ago
- 5Beds
- 3Total Baths
- 2,492Sq. Ft.
- Townhouse
- Active
- Updated 3 days ago
- 4Beds
- 4Total Baths
- 2,256Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 4Total Baths
- 2,940Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 2,832Sq. Ft.
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35 Hollywood Rd, Winchester, MA 01890 (MLS# 73485418) is a Single Family property with 4 bedrooms, 4 full bathrooms and 1 partial bathroom. 35 Hollywood Rd is currently listed for $1,888,000 and was received on March 11, 2026. Want to learn more about 35 Hollywood Rd? Do you have questions about finding other Single Family real estate for sale in Winchester Highlands? You can browse all Winchester Highlands real estate or contact a Coldwell Banker agent to request more information.