$629,000

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,… Read More 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 beautifully appointed primary bathroom is a true retreat, featuring heated tile floors, a jetted soaking tub, a glass-enclosed tile shower, and an expansive double vanity. Exposed wood beams overhead provide a striking contrast to the contemporary finishes, perfectly capturing the thoughtful balance of old and new. Outdoor living is equally inviting, beginning with a cozy front porch that's perfect for morning coffee or relaxing while taking in the neighborhood. Off the kitchen, a spacious screened porch offers a comfortable place to dine, entertain, or simply unwind while enjoying the surrounding greenery. An oversized three-bay detached garage provides exceptional space for vehicles, storage, hobbies, or a workshop - a rare and valuable 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! Read Less

Courtesy of Shawn McDonnell, Jack Lingo - Lewes 302-645-2207

Listing Snapshot

Days Online

Last Updated

Nov 2, 2026

Property Type

Single Family Residential

Beds

Full Baths

Partial Baths

Square Ft.

2,151

Lot Size

0.2 Acres

Year Built

1800

MLS Number

DESU2122722

Additional Details

Appliances & Equipment

Disposal, Dishwasher, Dryer, Washer, Built-In Range, Water Heater, Stainless Steel Appliances

Building

Built in 1800, Built in 2024 (effective), Living area: 2151, Levels: 3, Construction Materials: Stick Built

Cooling

Central A/C

Doors

Double Entry

Accessibility Features

2+ Access Exits

Exterior Features

Patio/Porch Features: Porch(es), Screened, Exterior Lighting, Gutter System, Outbuilding(s)

Floors

Carpet, Hardwood, Luxury Vinyl Plank

Foundation

Block, Crawl Space

Garage

3 spaces

Heating

Forced Air, Heat Pump(s)

Interior Features

Bathroom - Jetted Tub, Bathroom - Walk-In Shower, Bathroom - Tub Shower, Breakfast Area, Combination Kitchen/Dining, Dining Area, Entry Level Bedroom, Exposed Beams, Kitchen - Eat-In, Kitchen - Gourmet, Kitchen - Island, Pantry, Primary Bath(s), Upgraded Countertops, Walk-in Closet(s), Wood Floors

Lot

0.2 acres, Dimensions: 70.00 x 126.00, Corner

Parking

Asphalt Driveway

Pets Policy

Allowed: No Pet Restrictions

Property

Very Good, Other structures: Above Grade, Below Grade, Trees/Woods

Roof

Architectural Shingle

Security Features

Smoke Detector

Sewer

Public Sewer

Taxes

Annual Amount: $1,989.08, Zoning: TN

Utilities

Water Source: Public, 200+ Amp Service

Windows

Insulated, Low-E, Screens

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