Best Places to Live in Milton, Delaware

Just a few miles from the Delaware beaches, including the coastal communities of Lewes and Rehoboth Beach, the town of Milton, Delaware has a number of great residential communities and neighborhoods that are perfect home bases in southern Delaware.

Perhaps most well-known these days as the home of the popular Dogfish Head Brewery, Milton is teeming with character, small town charm and some of the best shopping and dining options near the Delaware beaches.

Milton also features a number of new communities and neighborhoods that have been built up over the last few years, making it an appealing choice for people purchasing Delaware real estate and moving to the First State from other locations in the Mid-Atlantic.

While there are dozens of communities in and around Milton to choose from, here are five of our favorites here at the Oldfather Group of Compass RE.

Cannery Village

Sitting on land where the Draper King Cole cannery used to be located, Milton's Cannery Village is now one of the town's premier residential communities.

Cannery Village is also home to the Dogfish Head Brewery, one of the most popular destinations in the town of Milton.

The community features a number of amenities for residents and their guests, including a fitness center, indoor and outdoor swimming pools, a mail center, a community lounge and more.

Cannery Village features more than 300 single-family homes and duplexes and is within an easy walk or bike ride of many of Milton's best restaurants and retail establishments. It's also just a short drive away from the Delaware beach towns of Lewes and Rehoboth Beach.

Click here to learn more about Milton's Cannery Village community.

Milton Welcome Sign

Paynter's Mill

Paynter's Mill is a residential community in Milton that consists of more than 300 homes, ranging from single-family homes to condominiums.

Paynter's Mill is actually three communities in one, those being Mill Pond Commons, Mill Spring Run and Miller's Landing.

There's also a small commercial area in the community, as well as a clubhouse and fitness center, a swimming pool, baseball courts, tennis courts, horseshoe pits, a playground and more.

Learn more about Paynter's Mill by clicking here.

The Estates at Reddenwood

The Estates at Reddenwood rests near the edges of Redden State Forest and is filled with beautiful single-family homes on larger than average lots.

If you're interested in more of a country feel in Delaware's coastal region, this could be a nice community for you to check out.

The community features a little more than 100 homes and low HOA fees that cover common area landscaping and maintenance, as well as snow removal and upkeep of community amenities.

More information about The Estates at Reddenwood is available here.

Broadkill River


Woodridge is a relatively new residential community in Milton that features nearly 200 homes and an easy community to Delaware's most popular coastal resorts of Lewes and Rehoboth Beach.

The on-site clubhouse at Woodridge features a fitness center, an outdoor swimming pool and several other popular amenities for residents.

Picturesque ponds, beautiful landscaping and plenty of open space adds to the appeal of this Milton, Delaware residential community.

More information on Woodridge can be found here.

Trails of Beaver Creek

Located just south of Milton in the town of Harbeson, the Trails of Beaver Creek consists of single-family homes in an ideal coastal location.

The Trails of Beaver Creek features a number of popular amenities for residents, including a community clubhouse, swimming pools, tennis courts, walking and jogging paths and several large ponds with fountains.

The community is one of the newest and most popular in Milton, providing easy access to the Delaware and Maryland beaches.

Learn more about the Trails of Beaver Creek here.

Oldfather Group Black and White Logo

Google Reviews

⭐⭐⭐⭐⭐ "It’s our pleasure to recommend Oldfather Group to anyone wanting to buy or sell their home. Being new to the area and after having an extremely frustrating experience with another reality group in the area, we decided to give Dustin and the Oldfather Group a try. From helping us decide on a listing price, to prescreening buyers, through all the negotiations, and then handling all the legal issues and paperwork our overall experience was excellent. Attention to detail was superb as well as their quick response time to all our questions and concerns. We had an administrative assistant assigned specifically to our contract which helped a lot. Consequently, the settlement was a breeze. Over the years we have used many Realtors and unquestionably the Oldfather Group was the best." -Allen Sangree

⭐⭐⭐⭐⭐ "This team has it all. They’re professional, knowledgeable and responsive. Looking to buy or sell a home, contact them today!" -Jon Cohen

⭐⭐⭐⭐⭐ "If you need to buy or sell, this is the agency to call! We had a very pleasant selling and buying experience with this highly experienced group. Our agent... was innovative, thorough, creative, knowledgeable and professional!!" -Deborah Von Stetten

Read more reviews »

Post a Comment