Back 111 Chestnut Street
Off Market

111 Chestnut Street

Milton DE 19968

4
2
8
2594 sq. ft.
11326 sq. ft.
Single-Family
Last sold for $487,000
MICHAEL KENNEDYMICHAEL KENNEDY, last sold this property on 29 August 2025 after 21 days on market.

Overview

Welcome to in-town living at its finest! Located within the town limits of charming Milton, Delaware, this amazing single-family home is just a short stroll from all that downtown has to offer—from local dining and shops to the library and Milton Memorial Park. Sitting on an incredible double-depth lot, this property is truly a rare gem in a historic town where space is at a premium. The extra-deep lot offers ample parking, room for a detached garage or accessory dwelling unit, and still leaves space to relax and enjoy the outdoors. A backyard shed is included—perfect for storing your beach gear, bikes, or lawn equipment. Step inside and fall in love with the newly re-sanded hardwood flooring that flows beautifully throughout the entire home. The first floor offers an oversized living room, a separate dining area, a full bath, laundry area, and a well-appointed kitchen. Just off the mudroom, you’ll find access to an unfinished basement that provides endless storage potential. Upstairs, the second floor features the primary bedroom, two guest bedrooms, and a charming full bathroom with a clawfoot tub/shower. A fourth bedroom—or the perfect home office—adds even more flexibility. Don’t miss the massive attic, which could be finished into additional living space or kept as valuable storage. If sitting on the front porch and waving to your neighbors isn't your thing, then you'll love relaxing or entertaining on the spacious back deck in your private, fenced-in backyard. It’s the perfect space to gather with friends and family for a summer barbecue or unwind after a day in town. Located just two blocks from Irish Eyes, the Milton Public Library, and waterfront dining at Tequila Real, this home is also just steps from the beloved Milton Memorial Park, home of the Summer Concert Series and other community events. Whether you’re looking for a full-time residence or a charming in-town retreat, this home delivers space, character, and unbeatable walkability in the heart of Milton.

Features

4 bedrooms
2 bathrooms
8 carspaces
2594 sq. ft. floor area
11326 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Milton over the last 12 months, the estimated median property value of 111 Chestnut Street is $585k.

Median value
$585k
Estimated value range
$232k - $1.5m
Median days on market
41
Estimated value trend
2%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Milton. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 111 Chestnut Street

2025
Sold
$487,000
29 Aug 2025 by MICHAEL KENNEDY, of Compass
2022
Sold
$430,000
30 Jun 2022 by Nitan Soni, of Northrop Realty
2020
Sold
$269,900
06 Mar 2020 by Andy Whitescarver, of RE/MAX Horizons

Happy sellers in Milton

88%
88% of sellers in Milton reported that their sale price either exceeded or met their price expectations.

Milton stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 11 reviews in Milton over the last 12 months.

Local market activity for 4 bedroom single-family properties in Milton

In the last 12 months, 84 four-bedroom single-family properties similar to 111 Chestnut Street, have been sold.

This represents a 20% decrease in four-bedroom single-family properties sales when compared to the previous 12 months.

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