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$890,000
3 Beds ⋅ 3 Baths
ULTIMATE COASTAL RETREAT in this meticulously renovated ranch home, where panoramic views of Red Mill Pond meet a lifestyle of total convenience. Positioned as a private "Oasis of Tranquility" just a mile off Rt. 1, this property offers a rare Milton address that keeps you away from heavy seasonal traffic while remaining minutes from the pristine shores of Lewes, Rehoboth Beach, and Cape Henlopen State Park. Every detail of this 3-bedroom, 2.5-bath residence has been curated for high-efficiency, maintenance-free living, featuring brand-new Hardie Plank siding, a 50-year architectural shingle roof, and Leaf Filter gutter protection. Inside, the open-concept floor plan shines with new luxury vinyl plank flooring, fresh carpet in every bedroom, and a cozy wood-burning fireplace. The mechanical upgrades are equally impressive, led by a Geothermal HVAC system that ensures incredibly low utility costs year-round. Step outside to find your own private sanctuary, complete with a new screened porch and Trex decking that leads to a custom "backyard beach" and fire pit area shaded by mature trees. For the water enthusiast, a private dock awaits to moor your boat for sunset cruises on the expansive Red Mill Pond. Offering the perfect balance of a secluded wooded setting and proximity to the area's best attractions, this home is a true masterpiece of coastal living.

30207 E Mill Run, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: .

$600,000
3 Beds ⋅ 2 Baths
RARE WATERFRONT OPPORTUNITY ON RED MILL POND! Bring your vision and your contractor to this 3-bedroom, 2-bath rancher situated on a premier lot in the highly desirable community of Overbrook Shores. Boasting a private dock and expansive views of Red Mill Pond, this property offers the ultimate canvas for those looking to create their dream waterfront retreat. The home features a classic floor plan including a spacious living area, a country kitchen, and a cozy family room that leads out to a large screened-in porch - the perfect spot to enjoy the breeze and serene water views. While the interior is ready for a complete aesthetic overhaul, the potential for equity is undeniable. The sprawling backyard offers a gentle slope to the water's edge, framed by mature trees and plenty of room for outdoor entertaining. Located just minutes from historic downtown Milton and a short drive to the Delaware beaches, this home is being sold strictly AS-IS. Whether you choose to renovate the existing structure or start fresh with a custom build, this is a rare chance to secure a lifestyle on the water at an incredible value. Don't miss your chance to own a piece of the pond!

30455 E Mill Run, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: .

$520,000
4 Beds ⋅ 3 Baths
FREE MINI PUMPKINS - just for stopping by the Open House Saturday 10/25 11:30am-2pm BRING YOUR OFFER 540k! 1 YEAR HOME WARRANTY included with this fantastic home! !0 minutes to downtown Lewes, water access community, Red Mill Pond! Located on one of the most desirable lots in the peaceful Overbrook Shores community, this beautifully updated home offers exclusive water access for all property owners and a very low annual HOA fee. With its spacious, expansive floor plan, this property is designed for easy one-level living. This lovely home with so many recent upgrades that include a new roof (2022), new windows with plantation shutters (2024), and fresh carpeting along with updated vinyl flooring throughout (2022)—making it completely move-in ready and full of modern comforts. The open kitchen features sleek granite countertops and stainless-steel appliances, perfect for both everyday meals and entertaining guests. Just off the kitchen, you'll find a bright three-season room, an ideal space for relaxing or hosting gatherings, with direct access to the fenced backyard and a convenient storage shed, a conditioned crawl space was also completed in 2022. Back inside, the generous primary bedroom boasts a full en-suite bathroom, while the additional three bedrooms share a very well-appointed full bathroom. A stylish powder room adds extra convenience for guests. New ceiling fans throughout the home ensure comfort in every room and the detached garage provides extra storage and secure parking. With Red Mill Pond just steps away offering you exclusive water access, a boat ramp and pier and dock are all at your fingertips, this home is the perfect place to enjoy both relaxation and recreation. Overbrook Shores is only a short drive from the beaches, and all that Coastal Delaware has to offer.

29898 W Mill Run, Milton

Listing courtesy of RLAH Real Estate. Contact:

Selling Office: .

$515,000
4 Beds ⋅ 3 Baths
Welcome to easy, single-level living in the desirable Overbrook Shores community of Milton, Delaware. Set on nearly half an acre, this beautifully maintained 4-bedroom, 3-bath home offers 2,200 square feet of thoughtfully designed space, blending comfort, style, and functionality. A charming covered front porch and landscaped front yard with a tranquil koi pond create a warm first impression. A major addition completed in 2018 significantly expanded the living space with a den, complemented by an owner’s suite with walk-in closet and an ensuite bathroom that features a large glass enclosed shower, and tile flooring offering a fresh, contemporary feel. - The foyer opens to a light-filled interior featuring hardwood floors, plantation shutters, and elegant box trim detailing in the living room. The layout flows seamlessly into the dining area, highlighted by a custom light fixture and sliding glass doors leading to the hardscaped patio. The open-concept kitchen is designed for both everyday living and hosting, complete with stainless steel appliances, a center island with counter seating, recessed lighting, and a distinctive designer fixture. Step outside to enjoy a beautifully landscaped backyard featuring a hardscaped rear patio—ideal for relaxing or entertaining—along with an outdoor shower that makes beach days a breeze and a gardening shed for added storage and convenience. An irrigation system and beautifully maintained landscaping with accent lighting create a relaxing atmosphere for you and your guests. This beautifully maintained home has been thoughtfully upgraded over the years, offering modern comfort, style, and peace of mind. - The kitchen has been tastefully renovated with upgraded cabinets, countertops, and appliances, creating a functional and stylish centerpiece of the home. Additional interior enhancements include plantation shutters, updated lighting, and multiple ceiling fans for added comfort throughout. The home also features a water filtration system and wiring for a portable generator. A storage shed provides extra convenience, while recent exterior updates—including new front porch posts and handrails, a new garage door and opener, a new back garage door, and a dining room slider—enhance both curb appeal and functionality. - Key system upgrades include a new roof (2020), HVAC system (2018), water heater (2020), crawl space encapsulation (2021), ensuring efficiency and reliability, and leased Tesla solar panels for energy efficiency (transferable to the new owner). This move-in ready home offers a wonderful blend of thoughtful updates and everyday livability, inside and out. Residents of Overbrook Shores enjoy access to a community dock and pier on Red Mill Pond. - Conveniently located just 15 minutes from downtown Lewes, the beaches, the Cape May-Lewes Ferry, and Route 1’s shopping, dining, and entertainment options, this home offers the perfect balance of tranquility and accessibility.

30390 E Mill Run, Milton

Listing courtesy of Compass. Contact:

Selling Office: .

$490,000
3 Beds ⋅ 2 Baths
This inviting 3-bedroom, 2-bath home (with an additional flex room that could be used as an office, TV room or a 4th bedroom) is located in the sought-after community of Overbook Shores, offering both comfort and convenience. The thoughtfully designed split-floor plan features two large guest bedrooms and a full bath on one side of the home, while the spacious primary suite is set apart with its own bath and French doors leading to the deck. The main living area includes a bright, open family room with hardwood floors, gas fireplace, and easy access to outdoor spaces. The kitchen is a true gathering spot, with crisp white cabinetry, expansive counter space, a center island with bar seating, and an adjoining dining area that opens onto the deck and screened porch. Enjoy a variety of outdoor living spaces including a welcoming front porch, screened-in porch, expansive deck, and an outdoor shower—perfect after a day at the beach. The oversized two-car garage offers extra depth and width, ideal for storing a boat. Utilities are both cost-effective and convenient with Delaware Cooperative Electric, a 2020 electric water heater conversion, updated HVAC, private well, and public sewer. Annual HOA fees are just $100. Community amenities include access to Red Mill Pond with a boat ramp, trailer parking, fishing pier, and picnic area—perfect for fishing, kayaking, tubing, or water skiing. Overbrook Shores also hosts neighborhood events and provides a friendly, established atmosphere. Located minutes from Route 1 and Route 9, this home offers easy access to the beaches, shopping, dining, and entertainment. Enjoy all that downtown Milton has to offer, from its restaurants and Friday farmers market to live shows at the Milton Theatre. Local favorites like Abbotts Grill and Nassau Valley Vineyards are also nearby. Don’t miss this opportunity to own a spacious, well-maintained home in a great location with water access and low carrying costs!

16892 Jays Way, Milton

Listing courtesy of Crown Homes Real Estate. Contact:

Selling Office: .

$482,500
3 Beds ⋅ 2 Baths
Experience refined coastal living in the exclusive Overbrook Shores community, ideally situated along the scenic Red Mill Pond. This exceptional single-family residence offers a rare blend of privacy, luxury, and resort-style community amenities, including a private boat ramp and dock, gazebo, picnic areas, and overflow parking—perfect for enjoying a relaxed pond-centric lifestyle. The home offers 3 bedrooms and 2 full bathrooms and, with the recent garage upgrade, now features approximately 2,100 square feet of total living space. The attached garage has been enhanced with a newly installed mini-split system providing year-round climate control, transforming 576 square feet into flexible, conditioned space ideal for a home gym, entertainment lounge, studio, or additional living area. Designed for both comfort and peace of mind, the property showcases in premium upgrades, including: • New metal roof (November 2025) with a 30-year craftsmanship warranty and 30-year color fade warranty • New fiberglass swimming pool (October 2024) with a lifetime warranty on the fiberglass shell, enclosed by a dedicated safety fence for enhanced security and peace of mind • Fully fenced backyard, offering privacy and an ideal space for pets, play, and outdoor entertaining • HVAC system and Rinnai tankless water heater (2020) for efficient, modern comfort • Fully encapsulated crawl space with dual sump pumps for long-term structural protection Ideally located just minutes from Route 1, this home offers quick access to Delaware’s award-winning beaches while being situated within the highly desirable Cape Henlopen School District. This is a rare opportunity to own a luxury home in Overbrook Shores—where resort-style community amenities, a brand-new private pool, and a thoughtfully designed outdoor space come together to create an exceptional setting for elegant living and unforgettable gatherings.

30009 W Mill Run, Milton

Listing courtesy of INDIAN RIVER LAND CO. Contact:

Selling Office: .

$426,000
3 Beds ⋅ 2 Baths
WELCOME TO 16998 JAYS WAY IN THE POPULAR C0MMUNITY OF OVERBROOK SHORES. THIS IS AN ESTATE SALE SOLD "AS IS " BY THE EXECUTOR BUT HOME INSPECTIONS ARE WELCOME. THREE BEDROOM, TWO BATH HOME BACKING TO WOODS WITH A FULL FRONT PORCH TO SIT ON THE INCLUDED PORCH SWING AMIDST THE PRIVACY AFFORDED BY THE HUGE MAPLE THAT DOMINATES THE FRONT YARD. REAR SCREENED PORCH AND ATTACHED DECK OVELOOK THE PRIVATE REAR YARD SHOULD YOU PREFER THAT. OWNERS BEDROOM AND FULL BATH ARE SEPARATED BY THE OPEN LIVING SPACE FROM THE OTHER TWO GUEST BEDROOMS AND HALL BATH. FULL EQUIPPED KITCHEN WITH ISLAND COUNTER MAKES FOR EXTRA EATING SPACE. TWO CAR GARAGE WITH ATTIC STORAGE ABOVE. PRICE REFLECTS THE COSMETIC UPGRADES NEEDED. ACCESS TO REDMILL POND AND PICNIC AREA AVAILABLE TO ALL RESIDENTS

16998 Jays Way, Milton

Listing courtesy of Delaware Coastal Realty. Contact:

Selling Office: .

$425,000
3 Beds ⋅ 2 Baths
This charming 3-bedroom, 2-bath, single-level home is ideally situated on a spacious 0.34-acre lot in the desirable community of Overbrook Shores. Enjoy low HOA fees of just $125 annually while taking advantage of community water access, including a private boat ramp and pier. A welcoming covered front porch invites you into the home, where you’ll find tasteful luxury vinyl plank flooring flowing seamlessly throughout the living room, dining area, and hallway. The living room features a stunning floor-to-ceiling brick gas fireplace with a mantel already equipped for TV connection. Beautiful built-in cabinetry on either side of the fireplace adds both character and functionality. The eat-in kitchen offers warm maple cabinetry, a tile backsplash, and concrete overlay countertops. Just off the kitchen, a formal dining room includes a built-in china cabinet, perfect for entertaining or additional storage. At the rear of the home, a cozy all-seasons room with its own split unit provides year-round comfort. A screened porch overlooks the backyard, allowing you to enjoy outdoor living while staying protected from the elements. On one side of the home, you’ll find two secondary bedrooms, a hall bath, and a primary suite complete with its own private full bath. This home offers timeless mid-century charm, along with a peekaboo water view from the front porch. A newer roof adds peace of mind, and the location offers the perfect balance—close to the excitement of beach living while tucked away in a quiet, peaceful community.

30361 Green Valley Run, Milton

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: .

$385,000
3 Beds ⋅ 3 Baths
Cape Cod home, that sits in a Cul-de-Sac. The washer and dryer are brand new purchased in 2026. There is a lot of potentional for this 3 bedroom 2.5 bath with equal sized rooms on the 2nd floor along with a full bathroom. The first floor features a primary bedroom and bathroom, nice sized living room. the kitchen could use some updating but is serviceable Dining area off of the kitchen and laundry also on the first floor. This home is a gem ready for your decorative touch. Fresh paint throughout and landscaping.

16837 Orchards Way, Milton

Listing courtesy of Jack Lingo - Lewes. Contact:

Selling Office: .

$370,000
3 Beds ⋅ 2 Baths
Nestled in the serene Overbrook Shores, this charming ranch-style home offers a perfect blend of comfort and functionality. With 1,344 square feet of thoughtfully designed space, this residence features three inviting bedrooms and two full bathrooms, ideal for relaxation and privacy. Step inside to discover a warm atmosphere including pellet stove enhanced by luxury vinyl tile and carpeting throughout bedrooms. The combination kitchen and dining area is perfect for gatherings, featuring an eat-in space that invites casual meals and lively conversations. The kitchen is equipped with modern appliances, including a dishwasher, electric oven/range, and refrigerator, making meal prep a breeze. Enjoy the convenience of an entry-level bedroom and a main floor laundry area, complete with washer and dryer. Ceiling fans throughout the home provide a refreshing breeze, while both bathrooms boast a tub shower for unwinding after a long day. Lovingly maintained and improved by the original owner, enhancements include new roof (2015), new hvac (2016), hew hot water heater (2019), new stove, refrigerator, washer, dryer and dishwasher (2021) and new siding, windows and garage door(2023). Outside, the property sits on a generous 0.34-acre lot, surrounded by lush trees and woods, offering a peaceful retreat. The deck is perfect for morning coffee or evening relaxation, while the outbuilding provides additional storage or workspace. The paved driveway leads to an attached garage, ensuring ample parking for you and your guests. With community amenities like a boat ramp nearby, this home is a wonderful opportunity to embrace a lifestyle of comfort and convenience. Overbrook Shores remains a highly desired community in the Cape Henlopen School District. It's ideally located just 5 miles to downtown quaint Milton, 7 miles to Lewes Beach and Cape Henlopen State Park and 10 miles to Rehoboth Beach's famous boardwalk and beach.

30064 W Mill Run, Milton

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact:

Selling Office: .

$370,000
3 Beds ⋅ 2 Baths
Welcome to the charming waterfront community of Overbrook Shores in Milton, where comfort, space, and value come together beautifully! This 3-bedroom, 2-bath ranch home, built by Country Life Homes, offers easy one-level living with a thoughtfully designed open floor plan. Step inside to a spacious great room that flows seamlessly into the dining area and kitchen, perfect for everyday living and entertaining alike. Just off the main living space, you’ll find a beautiful screened porch overlooking the expansive backyard and peaceful tree line, creating the ideal setting for morning coffee or relaxing summer evenings. The home features two comfortable guest bedrooms and a full guest bath, while the private primary suite offers a generous closet and its own ensuite bath. Additional highlights include a dedicated laundry space, attic storage, a second pull-down attic staircase in the garage, and a shed included with the sale. One of the biggest bonuses is that the HOA fee is only $100 per year! Residents of Overbrook Shores enjoy water access to Red Mill Pond, one of Delaware’s largest freshwater ponds, along with a scenic common area right on the water; the boat ramp is perfect for kayaking, fishing, or simply enjoying the tranquil views. If you’re looking for affordable living with water access and a peaceful setting just minutes from downtown Milton and the Delaware beaches, this home is a must-see!

16857 Ole Grist Run, Milton

Listing courtesy of Compass. Contact:

Selling Office: .

$360,000
3 Beds ⋅ 2 Baths
More pics coming! Opportunities like this don’t come along often in such a prime coastal location! Ideally situated on the outskirts of Lewes/Milton, this property places you just a short drive from the beaches of the Atlantic Ocean, Delaware’s sought-after resort areas, a variety of dining options, and some of the East Coast’s most popular outlet shopping. Set on a generously sized, fenced homesite, the property offers a rare combination of space and privacy. A natural hedge of mature trees lines the rear yard, creating a peaceful backdrop for relaxing, entertaining, or enjoying outdoor living. With a neighboring vacant lot to one side, you’ll appreciate the added sense of openness and minimal direct neighbors. Inside, the home features a flexible and inviting layout designed for both everyday living and special gatherings. A formal dining room provides the perfect setting for hosting, while the separate living room offers a comfortable space to unwind. The expansive rear family room or bonus room is a true highlight—ideal for a media room, playroom, home office, or multi-purpose retreat—with direct access to the backyard through sliding glass doors, seamlessly blending indoor and outdoor living. Additional conveniences include a dedicated laundry room and an attached garage, adding to the home’s everyday functionality and storage options. This property presents a fantastic opportunity for buyers looking to personalize a home to their own taste and style. With what seems to be great bones, a desirable layout, and an unbeatable location near Delaware’s coastal attractions, this is your chance to create something truly special. Don’t miss the potential and value this property offers in one of the area’s most convenient and sought-after locations!

16938 Jays Way, Milton

Listing courtesy of Keller Williams Realty Delmarva. Contact:

Selling Office: .

$360,000
4 Beds ⋅ 2 Baths
Welcome to 17063 W Holly Drive, located in the desirable Overbrook Shores community. This home provides access to everything the neighborhood offers, including water access, boating, fishing, a peaceful coastal lifestyle, and community amenities. The kitchen and both bathrooms were renovated in 2021, but the house still needs some TLC, Come and add your personal touches to make this home yours. Conveniently located close to Delaware beaches and tax-free shopping, as well as dining and local attractions. Don’t miss your opportunity to own in this sought-after community.

17063 W Holly Drive, Milton

Listing courtesy of Real Broker, LLC. Contact:

Selling Office: .