502 Chestnut Street Milton, DE 19968
Listing Courtesy of: BRIGHT IDX / Listed By: Jack Lingo Lewes

  502 Chestnut Street Milton, DE 19968

Coming Soon
$629,000 (USD)
3
BED
4
BATH
2,151
SQFT

Description

Welcome to 502 Chestnut Street, where timeless character and modern luxury come together in this beautifully renovated home. Ideally situated in the heart of historic Milton, this distinctive property offers 3 bedrooms, two of which are primary suites, 3.5 bathrooms and an oversized three-car detached garage. Extensively renovated in 2024, the home thoughtfully incorporates modern comforts and high-end finishes while preserving the architectural details that make it so special.Inside, exposed wood beams, rich hardwood flooring, and original architectural details reflect the home's heritage, while extensive updates provide the convenience of modern living. At the heart of the home is the beautifully redesigned kitchen, featuring sleek cabinetry, striking stone countertops with dramatic veining, stainless steel appliances, a farmhouse-style sink, a walk-in pantry, and a generous center island with an additional prep sink and seating. The kitchen opens to a spacious dining area, creating an inviting setting for everyday living and entertaining. Just beyond, a separate dining room showcases gorgeous exposed wood ceiling beams, adding warmth and character.One of the home's most desirable features is its two primary suites, conveniently located on separate levels, offering flexibility for guests and multigenerational living. The second-floor primary suite is a luxurious retreat, complete with two walk-in closets and a beautifully appointed bathroom featuring heated tile floors, a jetted soaking tub, a glass-enclosed tile shower, and an expansive double vanity. A vaulted ceiling with exposed wood beams overhead complements the contemporary finishes, creating a distinctive space that balances historic craftsmanship with modern elegance. Abundant storage throughout the home adds to its everyday practicality.The spacious screened porch extends the living space beyond the kitchen, offering an inviting retreat surrounded by greenery. Whether enjoying a quiet morning, dining outdoors, or entertaining friends, this beautiful space is designed for relaxation and gathering. A cozy front porch provides another welcoming spot to unwind and enjoy the neighborhood. Equally impressive is the oversized three-bay detached garage, equipped with a car lift that allows for storage of up to four vehicles, a dedicated workshop ideal for hobbies and projects, and a floored loft providing additional storage—a truly exceptional feature in downtown Milton.Beyond the property itself, the location is equally appealing. Just a short stroll from Dogfish Head Brewery, Broadkill River, local restaurants, boutique shops, and the attractions of downtown Milton, this property offers the convenience of a walkable lifestyle in one of Delaware's most beloved small towns.Rich in character, thoughtfully renovated, and ideally located, 502 Chestnut Street offers a rare opportunity to enjoy the craftsmanship of yesterday with the comforts of today. Call to schedule your private tour!

MLS #:
DESU2122722
Taxes
$1,989
Lot Size
8,712 SQFT
Type
Single-Family Home
Building Name
None Available
Year Built
1800
Style
Farmhouse/National Folk
School District
Cape Henlopen
County
Sussex County

Listed By

Shawn McDonnell, Jack Lingo Lewes
Source
BRIGHT IDX
Last checked Nov 2 2026 at 6:51 AM GMT+0000
Bathroom Details
  • Full Bathrooms: 3
  • Half Bathroom: 1
Interior Features
  • Dining Area
  • Wood Floors
  • Dishwasher
  • Disposal
  • Dryer
  • Washer
  • Water Heater
  • Combination Kitchen/Dining
  • Kitchen - Eat-In
  • Entry Level Bedroom
  • Breakfast Area
  • Kitchen - Gourmet
  • Upgraded Countertops
  • Kitchen - Island
  • Walls/Ceilings: Dry Wall
  • Walls/Ceilings: Wood Ceilings
  • Exposed Beams
  • Built-In Range
  • Stainless Steel Appliances
  • Pantry
  • Walk-In Closet(s)
  • Primary Bath(s)
  • Bathroom - Tub Shower
  • Bathroom - Walk-In Shower
  • Bathroom - Jetted Tub
Lot Information
  • Corner
Property Features
  • Above Grade
  • Below Grade
  • Foundation: Crawl Space
  • Foundation: Block
Heating and Cooling
  • Heat Pump(s)
  • Forced Air
  • Central A/C
Flooring
  • Hardwood
  • Carpet
  • Luxury Vinyl Plank
Exterior Features
  • Stick Built
  • Roof: Architectural Shingle
Utility Information
  • Sewer: Public Sewer
  • Fuel: Electric
School Information
  • Elementary School: Milton
  • Middle School: Mariner
  • High School: Cape Henlopen
Parking
  • Asphalt Driveway
Stories
  • 3
Living Area
  • 2,151 sqft
Location
   
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Estimated Monthly Mortgage Payment

*Based on Fixed Interest Rate withe a 30 year term, principal and interest only

Listing price
Down payment
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Interest rate
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Disclaimer: Copyright 2026 Bright MLS IDX. All rights reserved. This information is deemed reliable, but not guaranteed. The information being provided is 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. Data last updated 11/1/26 22:51