$494,999
UNDER CONTRACT

111 Chestnut St Milton, DE 19968

Estimated payment $2,730/month

Total Views 1,132
4 Beds
2 Baths
1,553 Sq Ft
$319 Price per Sq Ft

Highlights

  • Gourmet Kitchen
  • Panoramic View
  • Deck
  • H.O. Brittingham Elementary School Rated A-
  • Federal Architecture
  • Traditional Floor Plan

About This Home

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.

Listing Agent

Michael Kennedy

Compass License #RS-0024358 Listed on: 08/08/2025

Compass

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $461

Year Built

  • Built in 1900

Lot Details

  • 0.26 Acre Lot
  • Lot Dimensions are 57.00 x 206.00
  • Downtown Location
  • Aluminum or Metal Fence
  • Landscaped
  • Level Lot
  • Cleared Lot
  • Back and Front Yard
  • Property is zoned TN

Property Views

  • Panoramic
  • Garden

Home Design

  • Federal Architecture
  • Block Foundation
  • Frame Construction
  • Architectural Shingle Roof
  • Vinyl Siding

Interior Spaces

  • Property has 3 Levels
  • Traditional Floor Plan
  • Built-In Features
  • Crown Molding
  • Wainscoting
  • Beamed Ceilings
  • Ceiling Fan
  • Recessed Lighting
  • Window Treatments
  • Window Screens
  • Mud Room
  • Living Room
  • Formal Dining Room
  • Attic

Kitchen

  • Gourmet Kitchen
  • Gas Oven or Range
  • Built-In Microwave
  • Ice Maker
  • Dishwasher
  • Upgraded Countertops
  • Instant Hot Water

Flooring

  • Wood
  • Luxury Vinyl Tile

Bedrooms and Bathrooms

  • 4 Bedrooms
  • En-Suite Primary Bedroom
  • Bathtub with Shower
  • Walk-in Shower

Laundry

  • Laundry Room
  • Laundry on main level
  • Stacked Washer and Dryer

Unfinished Basement

  • Connecting Stairway
  • Interior Basement Entry

Home Security

  • Storm Windows
  • Storm Doors
  • Carbon Monoxide Detectors
  • Fire and Smoke Detector

Parking

  • 8 Parking Spaces
  • 8 Driveway Spaces
  • Paved Parking
  • On-Street Parking
  • Off-Street Parking

Outdoor Features

  • Deck
  • Shed
  • Porch

Schools

  • Cape Henlopen High School

Utilities

  • Forced Air Zoned Heating and Cooling System
  • Ductless Heating Or Cooling System
  • Heat Pump System
  • Heating System Powered By Leased Propane
  • Propane Water Heater

Community Details

  • No Home Owners Association

Listing and Financial Details

  • Assessor Parcel Number 235-20.08-15.00

Home Details

Home Type

Single Family

Est. Annual Taxes

$461

Year Built

Built in 1900

Lot Details

0

Listing Details

  • Property Type: Residential
  • Structure Type: Detached
  • Architectural Style: Federal
  • Sussex De Quadrants: Between Rt 1 & 113
  • Ownership: Fee Simple
  • New Construction: No
  • Story List: Main, Upper 1
  • Expected On Market: 8/8/2025 12:00:00 AM
  • Federal Flood Zone: No
  • Year Built: 1900
  • Automatically Close On Close Date: No
  • Remarks Public: 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.
  • Special Features: UnderContract
  • Property Sub Type: Detached

Interior Features

  • Appliances: Built-In Microwave, Dishwasher, Dryer, Icemaker, Instant Hot Water, Oven/Range - Gas, Refrigerator, Washer, Washer/Dryer Stacked, Water Heater
  • Flooring Type: Hardwood, Luxury Vinyl Tile
  • Interior Amenities: Attic, Built-Ins, Ceiling Fan(s), Crown Moldings, Dining Area, Exposed Beams, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Gourmet, Recessed Lighting, Bathroom - Stall Shower, Bathroom - Tub Shower, Upgraded Countertops, Window Treatments, Wood Floors, Wainscotting
  • Window Features: Storm, Screens
  • Fireplace: No
  • Door Features: Storm
  • Wall Ceiling Types: Beamed Ceilings, Dry Wall
  • Foundation Details: Block
  • Levels Count: 3
  • Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Laundry, Mud Room, Bathroom 1, Bathroom 2, Attic
  • Basement: Yes
  • Basement Type: Connecting Stairway, Unfinished, Interior Access
  • Laundry Type: Main Floor
  • Total Sq Ft: 2594
  • Living Area Sq Ft: 1553
  • Price Per Sq Ft: 318.74
  • Above Grade Finished Sq Ft: 1553
  • Above Grade Unfinished Sq Ft: 703
  • Below Grade Sq Ft: 338
  • Total Below Grade Sq Ft: 338
  • Above Grade Finished Area Units: Square Feet
  • Street Number Modifier: 111

Beds/Baths

  • Bedrooms: 4
  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Main Level Bathrooms: 1.00
  • Upper Level Bathrooms: 1
  • Upper Level Bathrooms: 1.00
  • Main Level Full Bathrooms: 1
  • Upper Level Full Bathrooms: 1

Exterior Features

  • Other Structures: Above Grade, Below Grade
  • Other Structures List: Shed
  • Construction Materials: Frame, Vinyl Siding, Block
  • Exterior Features: Sidewalks, Street Lights
  • Roof: Architectural Shingle
  • Spa: No
  • View: Garden/Lawn, Panoramic, Street
  • Water Access: No
  • Waterfront: No
  • Water Oriented: No
  • Pool: No Pool
  • Tidal Water: No
  • Water View: No

Garage/Parking

  • Garage: No
  • Parking Features: Paved Driveway, Paved Parking
  • Total Garage And Parking Spaces: 8
  • Type Of Parking: On Street, Driveway, Off Street
  • Number of Spaces in Driveway: 8

Utilities

  • Central Air Conditioning: Yes
  • Cooling Fuel: Electric
  • Cooling Type: Central A/C, Ductless/Mini-Split, Zoned, Ceiling Fan(s)
  • Heating Fuel: Electric, Propane - Leased
  • Heating Type: Heat Pump(s), Zoned
  • Heating: Yes
  • Hot Water: Propane
  • Security: Carbon Monoxide Detector(s), Smoke Detector
  • Sewer/Septic System: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Condo Co-Op Association: No
  • HOA: No
  • Senior Community: No
  • Association Recreation Fee: No

Schools

  • School District: CAPE HENLOPEN
  • High School: CAPE HENLOPEN
  • School District Key: 300200396895
  • School District Source: Listing Agent
  • High School: CAPE HENLOPEN

Lot Info

  • Horses: No
  • Additional Parcels: No
  • Fencing: Aluminum
  • Land Use Code: 999
  • Lot Features: Cleared, Front Yard, Landscaping, Level, Rear Yard
  • Lot Size Acres: 0.26
  • Lot Dimensions: 57.00 x 206.00
  • Lot Size Units: Square Feet
  • Lot Sq Ft: 11326.00
  • Outdoor Living Structures: Deck(s), Porch(es)
  • Year Assessed: 2024
  • Zoning: TN
  • In City Limits: Yes

Rental Info

  • Vacation Rental: No
  • Property Manager: No

Tax Info

  • School Tax: 240.00
  • Tax Annual Amount: 461.00
  • Assessor Parcel Number: 235-20.08-15.00
  • County Tax Payment Frequency: Annually
  • Tax Year: 2024

MLS Schools

  • School District Name: CAPE HENLOPEN

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $264 $5,350 $650 $4,700
2023 $263 $5,350 $650 $4,700
2022 $254 $5,350 $650 $4,700
2021 $252 $5,350 $650 $4,700
2020 $251 $5,350 $650 $4,700
2019 $252 $5,350 $650 $4,700
2018 $235 $5,350 $0 $0
2017 $225 $5,350 $0 $0
2016 $214 $5,350 $0 $0
2015 $204 $5,350 $0 $0
2014 $203 $5,350 $0 $0
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
08/08/2025 08/08/25 For Sale $494,999 +15.1% $319 / Sq Ft
06/30/2022 06/30/22 Sold $430,000 -1.1% $257 / Sq Ft
05/17/2022 05/17/22 Pending -- -- --
04/21/2022 04/21/22 For Sale $435,000 +61.2% $260 / Sq Ft
03/06/2020 03/06/20 Sold $269,900 0.0% $161 / Sq Ft
02/04/2020 02/04/20 Pending -- -- --
02/03/2020 02/03/20 For Sale $269,900 -- $161 / Sq Ft
Source: Bright MLS

Purchase History

Date Type Sale Price Title Company
Deed $430,000 Tunnell & Raysor Pa
Deed $269,900 None Available
Deed $165,000 None Available
Deed $59,900 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $408,000 New Conventional
Previous Owner $162,011 FHA
Source: Public Records

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Source: Bright MLS

MLS Number: DESU2092134

Bright MLS

APN: 235-20.08-15.00