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22720 Persimmon Ln, Milton
$1,025,000
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:

Selling Office: Coldwell Banker Premier - Lewes.

19056 Winterberry St, Milton
$999,900
4 Beds ⋅ 5 Baths
ONE OF A KIND & PICTURE PERFECT by Schell Brothers! This custom-designed 4-bedroom, 4.5-bath home in the peaceful community of Reddenwood offers 3,740 sq. ft. of luxurious living space on a private ¾-acre lot. Curated by a professional interior designer, this stunning residence features high-end finishes throughout, including 10’ ceilings, engineered hardwood and porcelain tile flooring, and a seamless open layout filled with architectural charm. The chef’s kitchen impresses with premium Café appliances, double islands, Cambria quartz countertops, a natural stone backsplash, custom chimney hood, and Advantium oven—flowing into a spacious dining area with wet bar and an impressive vaulted kitchen and great room with wood beams and a full-height brick gas fireplace. The first-floor primary suite includes two walk-in closets and a spa-like bath with freestanding soaking tub and oversized walk-in shower. Additional highlights include a versatile office/playroom with custom-built cabinetry, a large mudroom and laundry room with extensive custom cabinetry, a flexible loft, and a bonus room ideal as a guest suite, rec room, or second office. Two first-floor en suite baths feature curbless showers, complemented by an inconspicuous garage ramp for convenient ADA-friendly access. Step outside to enjoy a covered and uncovered courtyard with built-in grill, fire pit, Sonos speaker system, and a fully fenced backyard bordered by mature trees. Extras include a whole-house generator, Hunter Douglas plantation shutters (valued over $30,000), irrigation on a private well, and a spacious side-entry garage with storage and room for a workbench. This home is a must-see and has so much more to offer—see attached full upgrade list. Schedule your private tour today!

19056 Winterberry St, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Compass.

18084 White Oak Dr, Milton
$815,000
4 Beds ⋅ 3 Baths
Welcome to 18084 White Oak Dr — a stunning 4-bedroom, 2.5-bath, single-story home designed for comfort, elegance, and everyday living. Sitting on a full acre, this property combines the tranquility of country living with easy access to Delaware’s famous beaches and local amenities. Step inside and be greeted by soaring cathedral ceilings, abundant natural light, and an open floor plan perfect for gatherings. Two cozy fireplaces provide warmth and charm throughout the seasons, while the spacious layout ensures both function and flow. For peace of mind, the home also comes equipped with a whole-house generator, keeping you comfortable no matter the weather. The heart of the home features a well-appointed kitchen and dining area that seamlessly connect to the living spaces, creating the ideal setting for entertaining family and friends. Outdoors, the lifestyle continues with a fenced-in backyard oasis, complete with a sparkling in-ground pool, perfect for summer fun and relaxation. The 3-car garage offers plenty of room for vehicles, storage, or even a workshop. All this is just a short drive to Rehoboth Beach, Lewes, and Broadkill Beach—close enough to enjoy the sand, surf, dining, and shopping, but tucked away just outside the hustle and bustle of beach life. Nearby Milton and surrounding areas also offer charming shops, restaurants, parks, and scenic trails. This is more than a house; it’s a home built for making memories, hosting celebrations, and enjoying the best of Delaware’s coastal lifestyle.

18084 White Oak Dr, Milton

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Monument Sotheby's International Realty.

18093 White Oak Dr, Milton
$799,998
4 Beds ⋅ 3 Baths
Nestled within the desirable Reddenwood community, built in 2013, this exceptional home offers the perfect balance of privacy and convenience. Residents enjoy neighborhood amenities including a picnic area and playground, while being just minutes from local shopping, dining, entertainment, and the region's renowned beaches. From its thoughtfully designed layout and luxurious amenities to its incredible outdoor retreat, this home delivers a lifestyle of comfort and elegance. Offering 4 bedrooms, 3 full bathrooms, and exceptional indoor and outdoor living spaces, this beautifully maintained residence is sure to impress. A welcoming front porch with tile flooring sets the stage for what awaits inside. Step through the front door into the dramatic two-story foyer, where beautiful hardwood flooring, detailed moldings, and quality craftsmanship are showcased throughout the main level. The heart of the home is the open chef's kitchen, featuring tasteful granite countertops, stainless steel appliances, and both a casual dining area and formal dining space for entertaining. The spacious family room is filled with natural light and offers a soaring vaulted ceiling, recessed lighting, and a cozy wood-burning fireplace, creating the perfect gathering space. The first-floor primary suite provides a comfortable retreat with a spacious en-suite bath featuring a jetted tub and separate shower. A second bedroom and full bathroom on the main level offer flexibility for guests, family members, or a home office. Designed for seamless indoor-outdoor living, the eat-in kitchen opens to a screened porch that leads to an expansive Trex deck overlooking a beautifully landscaped and private backyard. The outdoor living space continues with a paver patio that leads to a heated saltwater pool with its own pool house with powder room and changing area, creating the perfect setting for relaxing or entertaining family and friends. Upstairs, you'll find a spacious loft, two generously sized bedrooms, a full bathroom, and a versatile bonus room currently utilized as an exercise area complete with a full-size sauna. All of this on a private lot that backs to woods and a pond. Additional highlights include a pool house with electric, water and a powder room, a two car turned garage with opener and epoxy flooring, that offers access to an encapsulated 4-foot crawl space with abundant storage, updated well and septic systems, lawn sprinklers, a central vacuum system, six panel wood doors, great storage, and numerous upgrades throughout. Whether you're hosting gatherings, enjoying quiet evenings by the pool, or taking advantage of all that the surrounding area has to offer, this remarkable property offers the perfect combination of luxury, comfort, and functionality. Don't miss the opportunity to make this exceptional Reddenwood residence your next home.

18093 White Oak Dr, Milton

Listing courtesy of RE/MAX Associates. Contact:

Selling Office: Iron Valley Real Estate at The Beach.

18088 White Oak Dr, Milton
$260,000
A Private Wooded Retreat in The Estates at Reddenwood Welcome to The Estates at Reddenwood, a serene community tucked just minutes from historic downtown Milton and on the edges of the Redden State Forest. This beautiful wooded almost 1 acre lot offers the perfect setting for your dream home—where country charm meets modern living. Enjoy the benefits of well and septic, keeping your utility bills low, while having the space you need with a large lot that easily accommodates a pool, outdoor living, and more. Surrounded by mature trees and forest views, the neighborhood is designed for privacy and tranquility, yet is just a short drive to Delaware’s renowned coastal beaches. The Estates at Reddenwood features thoughtfully designed modern homes, winding wooded streets, and a true sense of retreat. Whether you’re seeking a private sanctuary, a place for gatherings, or simply the beauty of nature at your doorstep, this property offers it all. Come explore The Estates at Reddenwood—you just might find the perfect place to call home.

18088 White Oak Dr, Milton

Listing courtesy of Coldwell Banker Premier - Lewes. Contact:

Selling Office: Bryan Realty Group.

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