163-165 Chestnut St

Waltham, MA 02453

$1,500,000
Price
8
Beds
3,608 Sq. Ft.
$416 / Sq. Ft.
3,608
Sq. Ft.
$416
per Sq. Ft.
a view of a white house with large windows
a front view of a house with cars parked
a front view of a house with a iron gate
a living room with furniture and a wooden floor
a view of a dining room with furniture and wooden floor
a kitchen with a refrigerator a stove top oven and a ceiling fan
a kitchen with cabinets stainless steel appliances a sink and wooden floor
a bedroom with a large bed and a window
a spacious bedroom with a bed and a window
a bathroom with a sink and a shower
a kitchen with granite countertop white cabinets and white appliances
a kitchen with refrigerator a stove and cabinets
a view of an empty room and window
wooden floor in an empty room with a window
a view of an entryway with wooden floor
a view of room
a view of empty room with wooden floor
a bathroom with a granite countertop sink toilet and shower
a living room with furniture and a wooden floor
a living room with furniture and a flat screen tv
a bedroom with a bed and wooden floor
a bedroom with a bed and a chair
a kitchen with a table chairs refrigerator and cabinets
a kitchen with stainless steel appliances kitchen island a table chairs sink and cabinets
a bathroom with a sink and mirror
a living room with furniture and a flat screen tv
a living room with furniture and a flat screen tv
a kitchen with stainless steel appliances granite countertop a stove a sink dishwasher and a refrigerator
a kitchen with stainless steel appliances granite countertop a refrigerator sink and cabinets
a bedroom with a bed and a window
a bedroom with a large bed and a window
a bedroom with a bed and a desk
a bedroom with a bed wooden floor and window
a bedroom with a bed and a window
a bedroom with a bed and cabinets
a bathroom with a sink toilet and shower
a bathroom with a toilet and a shower
a picture of a wall with a white wall and a white wall
a picture of a floor plan
a picture of a floor plan

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...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
  1. Listed by Adriana Scholz • Lamacchia Realty, Inc.

Property Details for 163-165 Chestnut Street

Town
Waltham
Area
MA-Waltham
Garage Spaces
0
Parking Spaces
4.00
Parking Spaces Total
4
LISTING UPDATED: 01/17/2026 03:09 AM

Property Details for 163-165 Chestnut Street

StatusActive
MLS #73468058
Days on Market10
Taxes$10,588 / year
HOA Fees-
Compass TypeMulti Family
MLS TypeMulti-family / 4 Family
Year Built1890
CountyMiddlesex County

Location

Listing Courtesy of Lamacchia Realty, Inc., Adriana Scholz
Add your commute

Building Information for 163-165 Chestnut Street

Stories6Residences4Year Built1890Building Size-Lot Size0.15 AC / 6,517 SF

Payment Calculator

$8,193 per month

30 year fixed, 6.15% Interest

Principal and Interest

$7,311

Property Taxes

$882

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 163-165 Chestnut Street

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Swimming Pool, Tennis Court, Park, Walk/Jog Trails, Medical Facility, Laundromat, Bike Path, Highway Access, House of Worship, Public School, T-Station, University
  • Living Area: 3608.0
  • Color: yellow
  • SqFt with Basement: No
  • Total Units: 4
  • Waterfront: No
  • Water View: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Whittemore
  • High School: Waltham High
  • Middle School: Mcdevitt
Features
Interior Features
  • Appliances: Range, Disposal, Refrigerator, Dishwasher, Microwave, Washer, Dryer
  • Basement Features: Walk Out, Interior Access, Concrete Floor, Unfinished Basement
  • Num of Baths: 4.0
  • Num of Full Baths: 4
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 4.00
  • Bathrooms Total Integer: 4
  • DoorFeatures: Insulated Doors
  • FireplaceYN: No
  • Fireplaces: 0
  • Flooring: Tile, Vinyl, Carpet, Concrete, Pine, Stone/Ceramic Tile
  • Interior Features: Ceiling Fan(s), Bathroom With Tub & Shower, Smart Thermostat, Other(See Remarks), Floored Attic, Walk-Up Attic, Heated Attic, Living Room, Kitchen
  • Interior Features: Other(See Remarks)
  • Laundry Features: Electric Dryer Hookup, Washer Hookup
  • SpaYN: No
  • Window Features: Skylight(s), Insulated Windows
Exterior Features
  • Construction: Conventional (2x4-2x6)
  • Exterior Features: Rain Gutters
  • Exterior Features: Porch
  • Patio And Porch Features: Porch
  • Roof Material: Shingle
Parking Features
  • Covered Spaces: .00
  • Garage: No
  • Garage Parking: Paved Drive, Shared Driveway, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Paved Drive, Shared Driveway, Off-Street, Paved Driveway
  • Parking Features: Off-Street, Paved Driveway
Utilities
  • Cooling: None, Central Air
  • Cooling: No
  • Electric: Circuit Breakers, 200+ Amp Service
  • Green Energy Efficient: Thermostat
  • Heating: Forced Air, Natural Gas, Baseboard
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Electric Dryer, Washer Hookup
  • Water: Public
Property Information
Property Info
  • UFFI: Unknown
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Surface Type: Paved
  • Disclosures: 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
Tax Information
  • Tax ID: M:069 B:028 L:0003,839698
  • Assessments: $1,078,200
  • Block: 028
  • Book: 68091
  • Lot: 0003
  • Map: 069
  • Tax Year: 2025
  • Zoning: R
Building / Association Information
Living Characteristics
  • Beds Total: 8
  • Total Living Levels: 6
Other Building Characteristics
  • Foundation: Block, Stone, Granite
  • Foundation Area: 0.0
  • Levels: 6
  • Cooling Zones: 2
  • Heat Zones: 5
Income / Expenses
  • GOI: $79,908.00
  • NOI: $79,908.00
Complex & Association Information
  • Adult Community: No
Unit Information
Unit 1 Description
  • Floor U1: 1
  • Lease U1: Y
  • Levels U1: 1
Unit 2 Description
  • Floor U2: 2
  • Lease U2: N
  • Levels U2: 2
Unit 3 Description
  • Floor U3: 1
  • Lease U3: N
  • Levels U3: 1
Unit 4 Description
  • Floor U4: 2
  • Lease U4: N
  • Levels U4: 2
Rental Info
Rental Info
  • Total Actual Rent: $6,650.00

Property History for 163-165 Chestnut Street

DateEvent & SourcePriceAppreciation
Jan 13, 2026

Listed (Active)

MLS PIN #73468058

$1,500,000—
DateEvent & SourcePrice
01/13/2026

Listed (Active)

MLS PIN #73468058

$1,500,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 163-165 Chestnut Street

Taxable ValueLand$336,000Additions$654,900Total$990,900
Tax Record2024$9,552 ($796 / month)
Home Facts
Baths4Total Finished SqFt3,642 SqFtAbove Grade Finished SqFt3,642 SqFtUnfinished Basement SqFt1,642 SqFtStories3Lot Size6,517 SqFtStyleMulti-Family Res (5+ Units)Year Built1890CountyMIDDLESEXAPNWALT M:069 B:028 L:0003

Schools near 163-165 Chestnut Street

This home is within Waltham School District.
Rating
School
Type
Grades
Distance
Henry Whittemore Elementary School
Public - K to 5
John W. McDevitt Middle School
Public - 6 to 8
Waltham Sr High School
Public - 9 to 12
Waltham Public Schools Dual Language Program
Public - K to 5
Rating
School
Distance
Henry Whittemore Elementary School
PublicK to 5

John W. McDevitt Middle School
Public6 to 8

Waltham Sr High School
Public9 to 12

Waltham Public Schools Dual Language Program
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 163-165 Chestnut Street, Waltham, MA 02453

163-165 Chestnut Street is a multi-family home for sale in Waltham, MA 02453. This property was listed for sale on January 13, 2026 by Lamacchia Realty, Inc., it's currently listed at $1,500,000. This listing's school district is Waltham School District. Nearby schools include Henry Whittemore Elementary School, John W. McDevitt Middle School and Waltham Sr High School. 163-165 Chestnut Street is a 8-bed, 4-bath, 3,608 sqft multi-family home built in 1890.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Lamacchia Realty, Inc., Adriana Scholz

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.