Active Under Contract
53 Days on market
333 Chestnut Street Wilmington — Photo 1 of 40

333 Chestnut Street Wilmington — Photo 1 of 40

Recent Drop: $76,333

$1,296,333
$1,220,000

$1,220,000

Investment Analysis — 333 Chestnut Street

Wilmington, MA 01887

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 3-bedroom in 01887 carries an estimated $4,170/mo in gross rent — about a 2.11% cap rate and $25,766/yr in estimated NOI at the $1,220,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

3

Baths

3

SqFt

3,330

Style

Single Family

Built

2005

Quality!Quality!Quality! Perched atop a private knoll overlooking a scenic country road, this custom-built, "one owner" home offers an exceptional blend of quality craftsmanship, timeless design, and peaceful living. Lovingly cared for and meticulously built with durable 2x6 construction, this special property features 3,330 SQ.FT of ABOVE GRADE living space, beautiful oak flooring throughout the ENTIRE HOME with the exception of THREE FULL ceramic tiled baths.Soaring ceilings and an abundance of oversized Andersen windows fill the home with natural light, creating bright, inviting spaces while framing picturesque views of the surrounding landscape. Every detail has been thoughtfully designed to provide comfort, functionality, and lasting quality, i.e.;1st floor bedroom option with adjacent full bath for guests and/or aging in place,2nd floor laundry plus a 1st floor hook-up, foyer chandelier with descending feature,central VAC & AIR, walk-in closets in every bedroom, and an additional 1,700 SQ.FT of space in lower level with lofty ceiling height and exterior access. This truly is a special place to call home sitting on a huge lot with frontage on 2 streets offering expansion & ADU possibilities! Interior pictures depict virtual painting and staging.

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 3,330 sq ft principal dwelling). Lot size: 74,923 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Estimates — not financial advice

These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.

Property Details

Financials

Original Price$1,296,333
Annual Taxes$12,264

Parking

Garage2
Off-Street6

Interior Specifications

Total Rooms8
Fireplaces2
FlooringTile, Hardwood, Flooring - Hardwood
BasementFull, Walk-Out Access, Interior Entry, Concrete, Unfinished

Climate & Utilities

HeatingForced Air, Oil
CoolingCentral Air
WaterPublic
SewerPrivate Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter
ZoningRES

Property & Lot

Acres1.72
SqFt Lot74,923
Lot FeaturesWooded

Amenities & Appliances

Electric Water Heater • Oven • Dishwasher • Microwave • Range • Refrigerator • Washer • Dryer • Vacuum System

Neighborhood

Public Transportation • Shopping • Park • Walk/Jog Trails • Medical Facility • Conservation Area

Geography

Floorplan Breakdown

Structural Layout

Second
Primary BedroomBedroom 2Bedroom 3Bathroom 2Bathroom 3
Main,First
Living RoomDining RoomKitchenFamily RoomBathroom 1
Main
Office
Living Room
Lvl Main,First

13.166666666 x 18.666666666

Flooring - Hardwood, Open Floorplan

Dining Room
Lvl Main,First

14.833333333 x 15.25

Flooring - Hardwood, Window(s) - Bay/Bow/Box, Open Floorplan, Lighting - Sconce, Lighting - Overhead

Kitchen
Lvl Main,First

26 x 29

Flooring - Stone/Ceramic Tile, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Kitchen Island, Cabinets - Upgraded, Open Floorplan, Recessed Lighting, Lighting - Pendant

Office
Lvl Main

11.75 x 11.666666666

Closet/Cabinets - Custom Built, Flooring - Hardwood

Family Room
Lvl Main,First

21.416666666 x 24.5

Ceiling Fan(s), Vaulted Ceiling(s), Flooring - Hardwood, Balcony / Deck, Cable Hookup, Exterior Access, Recessed Lighting

Primary Bedroom
Lvl Second

13.583333333 x 17.916666666

Bathroom - Full, Walk-In Closet(s), Flooring - Hardwood, Hot Tub / Spa, Lighting - Sconce, Lighting - Overhead

Bedroom 2
Lvl Second

14.75 x 12.916666666

Bedroom 3
Lvl Second

12.583333333 x 12.333333333

Walk-In Closet(s), Flooring - Hardwood

Bathroom 1
Lvl Main,First

9.416666666 x 5.583333333

Bathroom - With Shower Stall, Flooring - Stone/Ceramic Tile, Lighting - Sconce

Bathroom 2
Lvl Second

7.833333333 x 12.916666666

Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - With Tub, Flooring - Stone/Ceramic Tile, Recessed Lighting

Bathroom 3
Lvl Second

13.583333333 x 14.166666666

Bathroom - Full, Bathroom - With Tub & Shower, Closet, Lighting - Sconce

Property History

Price Drop
$1,220,000

Was $1,296,333

Aug 5, 2026

MLS® 73553481

Listed
$1,296,333

Jul 22, 2026

MLS® 73553481

Listing Provided By

Listing Agent: Chrisanne Connolly

Listing Office: Wilson Wolfe Real Estate

MLS® Number: 73553481