Reddenwood Real Estate

Reddenwood Real Estate

Welcome to Reddenwood, a charming subdivision nestled in the heart of Milton, Delaware, within picturesque Sussex County. This inviting community offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between.

Reddenwood is renowned for its beautifully designed homes, featuring a variety of architectural styles that cater to diverse tastes. Each residence is thoughtfully crafted, showcasing modern amenities while maintaining a warm, welcoming atmosphere. With spacious layouts and lush green surroundings, these homes provide the perfect backdrop for creating lasting memories with loved ones.

One of the standout features of Reddenwood is its commitment to community living. Residents enjoy a friendly neighborhood vibe, where neighbors become friends and gatherings are common. The well-maintained community parks and walking trails invite outdoor enthusiasts to explore the scenic beauty of the area, promoting an active and healthy lifestyle.

Located just a short drive from the vibrant downtown of Milton, residents have easy access to local shops, restaurants, and cultural attractions. The beautiful beaches of Delaware’s coastline are also within reach, offering endless opportunities for sun-soaked days and fun-filled adventures.

In Reddenwood, you’ll not only find a place to call home but a lifestyle that embraces the best of coastal living. Whether you’re strolling through the neighborhood or enjoying the nearby natural wonders, this subdivision truly embodies the spirit of community and the beauty of Delaware living. Come discover your new home in Reddenwood, where comfort and charm await!

Newest Listings in Reddenwood

4 Beds ⋅ 4 Baths

MAKE YOURSELF AT HOME! Welcome to coastal sophistication in the desirable Reddenwood community of Milton! Showcasing picturesque curb appeal with a striking navy and light-grey exterior and a cheery red front door, this stunning 4+ bedroom, 3.5-bath home is ready to be made yours. Inside, rich dark hardwood floors lead you into a soaring, two-story great room centered around a cozy wood-burning stove and flooded with natural light. The open-concept layout flows effortlessly into the designer chef’s kitchen, which features crisp white cabinetry, premium granite countertops, a deep navy breakfast bar island, sleek stainless steel appliances, and a spacious pantry, all adjoining a bright dining area framed by serene backyard views. Designed for luxury and maximum flexibility, this home boasts two primary suites (one on each level) both with generous walk-in closets and spa-inspired en-suite baths, including a stunning second-floor retreat complete with a standalone soaking tub, double vanity with modern gold accents, and a custom tiled shower. The upper level also features two additional spacious bedrooms, a full bath, and a versatile loft overlooking the great room. A bright main-floor office easily serves as a 5th bedroom, while the expansive unfinished basement provides massive storage capacity and a blank canvas ready to be transformed into extra living space. Outside, enjoy a private backyard retreat set against a quiet wooded backdrop, complete with a fully fenced lawn, irrigation system, and an expansive stone flagstone patio perfect for outdoor dining. Situated just around the corner from the community's pavilion and playground, and only minutes from local shopping, dining, and Delaware beaches, this turn-key retreat truly has it all! Call Today!

19035 Winterberry St, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3026456661

4 Beds ⋅ 4 Baths

Luxury isn't measured by square footage alone—it's defined by how a home makes you feel. Tucked away on a private double homesite overlooking a tranquil pond and protected open space, this custom-built Garrison Homes Architectural Noir residence offers the rare opportunity to experience everyday life at a slower, more intentional pace while remaining just minutes from historic downtown Milton, Lewes, and Delaware's award-winning beaches. From the moment you enter the grand foyer, soaring 10-foot ceilings, White Oak hardwood flooring, custom trim work, and designer lighting create an atmosphere that is both elegant and inviting. Every detail has been thoughtfully selected to balance timeless craftsmanship with modern comfort. At the heart of the home, the gourmet kitchen was designed to bring people together. Whether preparing a quiet dinner or hosting family and friends, the oversized center island, granite countertops, premium stainless-steel appliances, Bosch dishwasher, walk-in pantry, and abundant storage create a space that is as functional as it is beautiful. The kitchen flows effortlessly into the dramatic Great Room, where exposed wood beams, a soaring floor-to-ceiling double sided stone fireplace, and expansive windows frame breathtaking views of the pond and mature trees beyond. Open the doors to the covered screened porch and the home's signature architectural feature comes to life—a stunning double-sided stone fireplace connecting the indoor and outdoor living spaces. Enjoy peaceful mornings with coffee overlooking the water, afternoons watching wildlife pass by, and evenings gathered around the fire as the sun sets behind the trees. The first-floor owner's retreat offers the privacy and convenience today's buyers desire. Designed as a true sanctuary, it features a spacious bedroom with room for a sitting area, a custom California Closet system, and a beautiful spa-inspired bath complete with dual vanities, a soaking tub, and an exquisite Mother-of-Pearl zero-entry tiled shower. Upstairs, guests and family enjoy their own private accommodations, including a separate ensuite, two additional bedrooms connected by a Jack-and-Jill bath, and a spacious loft overlooking the picturesque backyard—providing flexibility for multigenerational living, visiting family, or work-from-home needs. Outside, the lifestyle continues. The expansive screened porch, custom fire pit, mature landscaping, and backs to a peaceful pond that creates an outdoor retreat that feels worlds away while still being just minutes from shopping, restaurants, healthcare, marinas, breweries, and the Delaware coast. Built with quality and efficiency in mind, the home features Hardie Board siding, irrigation, gutter guards, an oversized side-entry garage, abundant storage, and exceptionally low utility costs through energy-efficient construction utilizing well water, gravity septic, electric, and propane. Adding even more long-term value, the unfinished basement provides the opportunity to expand the home's finished living space to over 5,000 square feet, allowing future owners to create a home theater, fitness studio, wine cellar, guest quarters, or recreation space tailored to their lifestyle. Set within one of Sussex County's most desirable areas, this remarkable property captures everything buyers love about Milton—larger homesites, exceptional privacy, timeless architecture, and a relaxed coastal lifestyle just moments from the beaches. A place where every day feels like a retreat.

22720 Persimmon Ln, Milton

Listing courtesy of Coldwell Banker Premier - Lewes. Contact: 3026452881

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Joe Sterner

Greetings! I’m Joe Sterner and the Rehoboth Beach area has been home to me since 2003, though my connection to DelMarVa goes back to childhood summers in Ocean City, MD. Originally from Central PA, my partner and I first made coastal Delaware our second home while we owned and operated a national internet marketing company. After selling that successful business in 2013, we moved permanently to Rehoboth Beach, where we purchased The Homestead Bed & Breakfast. As a local bed and breakfast owner, I get to help guests discover coastal Delaware every day. What makes the Delaware beaches truly unique is the lifestyle—and helping people navigate the different communities and towns here is something I genuinely enjoy. My process is simple: I listen carefully to understand your goals, lifestyle, and what you value, and then work with my exceptional team to make your move as seamless as possible. From industry-leading marketing to a vast network of trusted partners, I take care of everything to ensure your move is a success. In addition to my work as an innkeeper and a realtor, I also volunteer on the Clear Space Theatre board as vice-chair. In this role, I’ve had the pleasure of collaborating with people from across our state to help support the arts right here in Rehoboth Beach. To me, the arts are what keep our community vibrant—so if you like theatre or are just curious about what’s happening in town, please don’t be afraid to ask! Additionally, having personally bought and sold millions of dollars in commercial property (both real estate and IP), I regularly work with entrepreneurs and savvy investors to navigate the buying and selling process. When I’m not selling real estate or making breakfast for our B&B guests, you’ll find me hosting dinner parties, surf fishing with friends, tending to the vegetable garden, rooting for my favorite football team in the fall, or simply enjoying a dirty martini in our courtyard. My pledge to you as your agent is the same as if you were a guest in my home or a new neighbor I’m welcoming to the community. You will always receive honesty, hospitality, and straightforward guidance while I work to make your real estate experience as smooth and enjoyable as possible. Cheers!

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David Brinton

Hello there! My name is David Brinton, and I’ve proudly called Coastal Delaware home since 2003. After years of spending summers here, my husband and I decided to purchase a second home—and before long, we made the move to live in Rehoboth Beach full-time. We quickly fell in love with the coastal lifestyle and welcoming community. From forming lasting friendships to enjoying endless entertainment and exceptional dining, living in Coastal Delaware has truly been a dream come true. Today, I’m grateful to share that same lifestyle with my real estate clients. Helping others create their own life at the beach—while discovering all that these incredible communities have to offer—is incredibly rewarding. There’s nothing better than hearing how happy new residents are after making the move. With a degree in Hospitality Management and a minor in Travel and Tourism, I bring a client-first approach to real estate. I take the time to understand your goals and preferences so I can guide you toward homes and communities that align with your vision. Paired with the expert resources of the Coastal Homestead Group, our partnership delivers exceptional service, unmatched resources, and proven results. In my spare time, I enjoy watching movies, catching a football game, relaxing by the pool at our B&B, fishing, spending time at the beach, and being with friends and family.

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