163-165 Chestnut Street Waltham, MA ^$ 1,500,000

163-165 Chestnut Street

^$ 1,500,000

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Open House 1/15 5:30pm - 7pm

163-165 Chestnut Street

Waltham, MA, 02453

^$ 1,500,000

Bedrooms8 Baths4.0 Sq 3,642

Monthly Estimate*

^$ 9,236

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Multi-Family Home for sale in Waltham, MA

for $1,500,000 with 8 bedrooms and 4 full baths. This 3,642 square foot home was built in 1890 on a lot size of 0.15.

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

Open House

1/15/2026 5:30 PM - 7:00 PM

1/17/2026 12:00 PM - 1:30 PM

163-165 Chestnut Street Waltham, MA

* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Multi-Family Active

Price

^$ 1,500,000

Bedrooms

Full Bath

Property Type

Multi-Family

Taxes

^$ 10,588

Style

4 Family

Lot Size

0.15

Year Built

1890

Town/City

Waltham

County/Region

Middlesex

MLS | Web ID

73468058

List By

Adriana Scholz

Listing Agent

Lamacchia Realty, Inc.

Broker

Affordability Calculator

$10,118

Per Month

Monthly Principal & Interest: $9,236
Monthly Property Taxes: $882
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% 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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Trends

Multi-family listings in Waltham, MA

Average List Price ^$1,911,500

Percent of Sale Price 27%

About Waltham, MA

63,356 Population

7% Since 2002

^$83,820 Median Income

37.48 Median Age

20% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
1/13/2026	$1,500,000		Listed Price

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163-165 Chestnut Street, Waltham, MA, 02453 is a Multi-Family Home for sale at $1,500,000 with 3,642 sqft and a lot size of 0.15. 163-165 Chestnut Street has 8 bedrooms, 4.0 baths, and was built in 1890. The property's zip code is 02453 which is in Waltham, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% 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.

Data is updated as of 1/14/2026.

The real estate information and related content displayed on this site 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.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. 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. 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.

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163-165 Chestnut Street

Multi-Family Home for sale in Waltham, MA

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