Date
Details
Price
Change
Source
1/13/2026
Listed
$1,500,000
—
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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$1,500,000 Just Listed
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Property Description
Gorgeous and updated multi-family home with standout curb appeal and a highly functional layout. This 4-unit property harmonizes historic character with clean, well-maintained interiors that feel bright, open, and inviting. High ceilings, oversized windows, and thoughtfully designed floor plans give each residence a distinct sense of space and comfort. Upper units feature additional rooms and attic areas, offering flexible space for living, storage, or creative use. Lower units prioritize easy flow from living areas to kitchens designed for everyday practicality. A full basement, divided equally with all updated and separate systems, as well as two out of the 4 units, have central A/C. Conveniently located near parks, restaurants, transit, shops, and major routes; this property offers strong versatility for both owner-occupants and long-term investors with instant cash flow available. Two units are delivered vacant - ready for an owner occupant! Thurs. 5:30-7 PM & Sat. 12-1:30 showings
Full Property Details
Full Property Details for 163-165 Chestnut St
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General
- Price: $1,500,000
- Taxes: $10,588 (2025)
- Status: Active
- Type: Multi-Family
- MLS ID: 73468058
- Updated: 1/17/2026
- Added to Site: 4 day(s) ago
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 8
Parking
- Parking Features: Paved Drive, Shared Driveway, Off Street, Paved
Location
- County: Middlesex
Structural Information
- Basement: Yes
- Stories/Levels: 6
- Square Feet: 3,608
- Year Built: 1890
Lot Features
- Lot Size (Acres): 0.15
Financial Considerations
- Tax Amount: $10,588
- Tax Year: 2025
Disclosures and Reports
- Exclusions: All Tenant Belongings
- Disclosures/Rstr.: Some photos are virtually enhanced (virtually decluttered) Tenant on premisses - please do not walk the premisses without an appointment -only during designated times!163 U: 1 = 668 sqft. 163 U:2 = 1195 sqft 165 U: 1 = 679 Sqft. 165 U:2 = 1066 Sqft
- Property ID: M:069 B:028 L:0003, 839698
- Block/Lot/Section: 28
Listed by Lamacchia Realty, Inc., Adriana Scholz
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Listing agent
— 163-165 Chestnut St —
Adriana Scholz
Lamacchia Realty, Inc.
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 163-165 Chestnut St
School District:Waltham School District
| Name | Grades | Distance |
|---|---|---|
Henry Whittemore Elementary School 30 Parmenter Road, Waltham, MA 02453 | K-5 | 0.3 mi |
John W. Mcdevitt Middle School 75 Church Street, Waltham, MA 02453 | 6-8 | 0.7 mi |
Waltham Sr High School 617 Lexington Street, Waltham, MA 02452 | 9-12 | 1.9 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 163-165 Chestnut St
Tax History
Tax History for 163-165 Chestnut St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$10,588
11%
$1,078,200
9%
2024
$9,552
—
$990,900
7%
2023
$9,580
3%
$928,300
11%
2022
$9,311
3%
$835,800
4%
2021
$9,068
11%
$801,100
17%
2020
$8,170
23%
$683,700
30%
2019
$6,652
4%
$525,400
4%
2018
$6,389
7%
$506,700
7%
2017
$5,974
8%
$475,600
5%
2016
$5,539
6%
$452,500
14%
2015
$5,214
-2%
$397,100
—
2014
$5,333
—
$397,100
—
2013
$5,357
—
$397,100
—
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 163-165 Chestnut St
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- Condo
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 1,472Sq. Ft.
Listed by Bob Airasian (617) 515-1560
- Condo
- Active
- Updated 1 day ago
- 3Beds
- 2Total Baths
- 1,872Sq. Ft.
- Townhouse
- Active
- Updated 1 day ago
- 2Beds
- 1Total Bath
- 1,288Sq. Ft.
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- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 4Total Baths
- 3,335Sq. Ft.
- Townhouse
- Active
- Updated 2 days ago
- 5Beds
- 5Total Baths
- 4,103Sq. Ft.
- Townhouse
- Active
- Updated 1 day ago
- 4Beds
- 4Total Baths
- 3,384Sq. Ft.
Listed by The Jeff Groper Group (617) 240-8000
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163-165 Chestnut Street, Waltham, MA 02453 (MLS# 73468058) is a Multi-Family property with 4 units containing 8 bedrooms and 4 full bathrooms. 163-165 Chestnut Street is currently listed for $1,500,000 and was received on January 13, 2026. Want to learn more about 163-165 Chestnut Street? Do you have questions about finding other Multi-Family real estate for sale in Waltham? You can browse all Waltham real estate or contact a Coldwell Banker agent to request more information.