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$625,000
4 Beds ⋅ 3 Baths
The Crown Jewel of Paynter’s Mill – Rare Premium Corner Lot with First-Floor Living. Experience the "pride of ownership" in this pristine, original-owner residence. Perfectly situated on a premium corner-perimeter lot, this home offers a rare sense of seclusion, backing directly to a lush common area with no rear neighbors. From the moment you arrive onto the inviting front porch, you’ll realize this isn’t just a house—it’s a sanctuary. The interior shines with a level of care and preparation that is hard to find, including a newer HVAC system (2025) for total peace of mind. Designed for effortless first floor living, the main level features your primary suite, a dedicated home office (or 4th bedroom), formal dining room, powder room, and a main-level laundry room. You also have an upstairs oasis for guests with two generous guest bedrooms, a full bath, a spacious second family room, and a dedicated storage room. Transition seamlessly to your private outdoor retreat: an expansive paver patio designed for hosting, framed by professional landscaping. The detached 2-car garage adds both convenience and an extra layer of privacy to your backyard. Don't forget The Paynter’s Mill Advantage where you enjoy the "Lewes lifestyle" with a Milton address! Located just 3.5 miles to Five Points and less than 6 miles from both downtown Milton and downtown Lewes. Paynter’s Mill offers plenty of amenities including a pool, pickleball courts, clubhouse, gym, and scenic walking trails. Located in the front of the community is Abbott's Gril, The Nook and Titanic Pizza. You may also benefit from a proposed shopping center nearby for ultimate convenience. This home has been loved from day one—come see why it should be yours next.

16516 Howard Millman Lane, Milton

Listing courtesy of Active Adults Realty. Contact:

Selling Office: .

$619,000
4 Beds ⋅ 4 Baths
COASTAL CHARM MEETS LUXURY LIVING! Discover the perfect fusion of style, space, and serenity in this stunning 4-bedroom, 3.5-bath home, ideally positioned on a beautifully landscaped corner lot in sought-after Paynters Mill. Boasting over 3,000 square feet of beautifully designed space, this home blends timeless style with everyday comfort. The interior features a gourmet kitchen with upgraded countertops, stainless steel appliances, a center island, and pantry — perfect for culinary enthusiasts. Enjoy two spacious living rooms (one up and one down), two large guest rooms on the second floor, and a first-floor office that can easily serve as a fourth bedroom. The primary suite provides a serene retreat with a luxurious soaking tub and generous walk-in closet. Step outside to your private oasis, complete with extensive hardscaping, a deck, and a patio overlooking lush landscaping, open community space, and tranquil pond views — ideal for relaxing or entertaining. Community amenities include a clubhouse with fitness center and billiards table, outdoor pool, tennis and pickleball courts, beach volleyball, and walking/biking paths. A detached garage, ample parking, and a 1-year 2-10 Home Warranty Supreme package add convenience and peace of mind. This home truly offers the perfect combination of elegance, comfort, and community living — all just minutes from downtown Lewes and the beaches.

16612 Howard Millman Lane, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: .

$605,000
5 Beds ⋅ 3 Baths
Rare Opportunity in the amenity-rich community of Paynter’s Mill! Situated on a premium private homesite overlooking the pond and open community space, this popular Berkeley model by Beazer Homes offers the perfect blend of comfort, style, and scenic surroundings. A welcoming two-story foyer opens to a spacious great room featuring a fireplace with custom built-ins, a large kitchen with center island, and a bright dining area with soaring cathedral ceilings. The open-concept floor plan is ideal for entertaining, with a formal dining room just off the kitchen and a beautiful sunroom overlooking the patio and tranquil pond. Enjoy peaceful nature views, birdwatching, and local wildlife right from your backyard retreat. The rear paver patio is enhanced with two retractable awnings, allowing you to relax outdoors in comfort and shade. The first-floor owner’s suite offers privacy and convenience, complete with a walk-in closet featuring a custom organization system and a spacious ensuite bath with soaking tub and tiled shower. Also on the main level are an additional bedroom or office, laundry room, and powder room. Upstairs, you’ll find three additional bedrooms, a full bath, and a storage room. One of the bedrooms, featuring French doors, is perfectly suited as a family room, flex space, or guest bedroom. The detached two-car garage includes pull-down stairs leading to a fully floored and reinforced attic storage area. Lovingly maintained by the original owner, this home has been thoughtfully upgraded throughout, including a new 40-year roof (2025), paver patio, deluxe landscaping with crepe myrtles and butterfly bush, retractable awnings, two new HVAC systems (2016), Navien tankless water heater (2021), encapsulated crawl space, attic storage above garage, three-season sunroom, custom window treatments, built-ins surrounding the fireplace, sun tubes upstairs, and much more. Paynter’s Mill offers exceptional amenities including a community pool, tennis courts, clubhouse, fitness center, bocce ball, pickleball, walking trails, half basketball court, horseshoe pits, social events, expansive green spaces, and picturesque ponds. Conveniently located within walking distance to shops and restaurants at the community entrance, and just minutes from Lewes, Milton, area beaches, and coastal attractions. Start living the beach lifestyle today — and don’t miss the video tour!

16616 Howard Millman Lane, Milton

Listing courtesy of Monument Sotheby's International Realty. Contact:

Selling Office: .

$576,210
3 Beds ⋅ 3 Baths
This beautifully updated home offers spacious, light-filled rooms, an open floor plan, and soaring ceilings that create a welcoming sense of volume. The main level features both a formal living room and formal dining room, perfect for entertaining or quiet conversation. The kitchen shines with granite countertops, stainless-steel appliances, and a large center island that opens to a sun-drenched breakfast room overlooking the fenced rear yard. The first-floor owner’s suite provides comfort and privacy, while upstairs you’ll find two generous bedrooms plus an enormous bonus room ideal for a guest suite, media room, or home office. Freshly painted throughout with many new lighting fixtures, new second-floor carpet and updated bathrooms, this home is completely move-in ready. Enjoy peaceful outdoor living from your double front porches, and relax knowing that all lawn and landscape maintenance is taken care of for you. The community offers a pool, clubhouse, playground, sports courts, and park-like open spaces connected by walking paths—perfect for an active yet low-maintenance lifestyle midway between Milton and Lewes, just minutes from the Delaware beaches and area State Parks. Seller is amenable to including an AHS home warranty when negotiating purchase.

16240 John Rowland Trail, Milton

Listing courtesy of Monument Sotheby's International Realty. Contact:

Selling Office: .

$570,000
4 Beds ⋅ 4 Baths
Welcome to Paynters Mill, one of Milton’s most charming and picturesque communities, where white picket fences, sidewalks on both sides of tree-lined streets, and timeless curb appeal create a setting that feels straight out of Mayberry. Perfectly positioned on arguably one of the best homesites in the neighborhood, this incredible single-family home enjoys sweeping views of a large community pond, complete with a tranquil fountain backdrop. From the moment you arrive, you will be captivated by the expansive wrap-around front porch, offering the perfect place to relax, gather with family and friends, or simply enjoy the peaceful surroundings. Step inside and immediately appreciate the open and inviting layout. The front of the home features a welcoming vestibule entrance, powder room, and formal dining area that flows seamlessly into the beautifully appointed kitchen with white cabinetry, granite countertops, stainless steel appliances, and abundant workspace. The kitchen opens directly to the spacious great room, where a cozy gas fireplace and walls of windows frame stunning pond views and fill the home with natural light. Just beyond, enjoy outdoor living at its finest on the screened porch and oversized rear deck, where you can unwind while taking in the peaceful sights and sounds of the water and fountain. The private first-floor primary suite is tucked away in the rear corner of the home and offers two walk-in closets along with a luxurious ensuite bath featuring a double vanity, jetted soaking tub, and separate walk-in shower. Upstairs, the home continues to impress with a spacious loft area, two guest bedrooms, a full guest bath, and an additional private suite complete with a walk-in closet and an ensuite bath with a walk-in shower, perfect for guests or multigenerational living. Additional highlights include a spacious two-car garage and a generously sized driveway. Residents of Paynters Mill enjoy exceptional amenities, including a clubhouse with a fitness room, meeting space, outdoor pool, tot lot, beach volleyball, and new pickleball courts, tennis court, bocce ball, and a basketball court. This home epitomizes easy living as the condo association dues cover everything from the walls out, which means you can spend more time living and less time maintaining your home! The home is ideally located just a short drive to Historic Lewes and the beaches, boardwalk, dining, and shopping of Rehoboth Beach, this home offers the perfect blend of small-town charm and coastal convenience.

16368 John Rowland Trail Unit #165, Milton

Listing courtesy of Compass. Contact:

Selling Office: .

$505,000
3 Beds ⋅ 3 Baths
the TOP 10 features of this fine home: 1) easy living Resort style lifestyle in the award winning Paynters Mill ...with access to the community pool, tennis and basketball courts, a fitness center, volleyball, a billiard room and more 2) kitchen features a gas range, granite counters, a plethora of cabinetry, great lighting with murano glass pendants over a generous island 3) newer energy efficient HVAC system 4) newly renovated european-style primary bathroom has upgraded tub, shower, double vanity, lighting and more... 5) 2 car garage with floored attic with pull down stairs, to supplement the abundant storage opportunities in the main home. 6) Large 1st Floor bedroom with secret extra storage via the clothes closet 7) upstairs there are too more bedrooms with a sizable shared bathroom. 8) hardwood floors throughout the first floor that lead you to a large finished back porch/sun room with entry to the primary bedroom, kitchen and patio. 9) floor to ceiling stone fireplace in back room that could be breakfast and/or sitting room or.... 10) located just minutes from beautiful Cape Henlopen State Park, Lewes and Rehoboth Beach for dining, shopping and the Delaware beaches Visit with us in person soon...to confirm that your list matches ours....then make it yours! BUT wait, there's more.... * Installation of large outdoor patio * Enclosed the screened porch with windows & new flooring * New Lighting & Fans throughout the property * Complete upgrade of master bathroom * Upgraded landscaping - front & back yards * Upgraded HVAC System * Additional storage & Main Closet installation * Upgraded plantation shutters from plastic to wood * Remote controlled Patio Awning that's OVER $100,000 in upgrades!

16251 John Rowland Trail, Milton

Listing courtesy of Patterson-Schwartz - Greenville. Contact:

Selling Office: .

$470,000
3 Beds ⋅ 3 Baths
Welcome to this beautifully updated twin home on a "bump out lot" in the sought-after community of Paynter's Mill! This home has been completely refreshed and is ready for its new owners with all new bamboo flooring on the first floor and luxury vinyl plan on the second floor (no carpet), fresh paint, and fully renovated bathrooms. Enter and discover an open-concept layout that seamlessly connects the living, dining, and kitchen areas. The main living space is perfect for entertaining and everyday life, with plenty of room to relax and enjoy. The kitchen features ample cabinet and counter space, plus a breakfast bar for casual dining. The main level also includes a luxurious primary suite, complete with an upgraded spa-like bathroom that boasts a double vanity and a dual head shower and glass doors. This tranquil space is a perfect retreat after a long day. You'll find the laundry room and a powder room on the first floor, too. Although there ability to move the washer and dryer to the large utility room upstairs. Upstairs, you'll find two additional spacious bedrooms and a fully updated bathroom. A versatile loft space offers endless possibilities—it could be a family room, a home office, a gym, or an art studio. Outside, a private patio and low-maintenance yard provide a perfect spot to relax and enjoy the outdoors. The current owners have added an HOA approved parking pad next to the garage. Tankless hot water heater and newer HVAC in 2017 add to the efficiency. Enjoy a low-maintenance lifestyle with access to top-notch amenities including a pool, clubhouse, fitness center, pickleball courts, tot lot, and trails. Plus, you’ll love having restaurants right in the community—including Abbot’s Grill, The Nook, and Titanic Pizza—all just minutes from the beaches, shopping, and more. Just 6 short miles to Dairy Queen and Savannah Beach!! The HOA also handles snow and trash removal, lawn care and irrigation, all adding to the low-maintenance lifestyle. Don't miss the opportunity to own this stunning home in a fantastic community.

16619 Howard Millman Lane, Milton

Listing courtesy of Active Adults Realty. Contact:

Selling Office: .

$459,000
3 Beds ⋅ 2 Baths
Welcome to your one floor dream home in the picturesque Paynter’s Mill community in Milton, Delaware. This beautiful 3-bedroom, 2-bathroom home is filled with natural light all day long and offers some of the best views in the neighborhood — with the front of the home facing open green space and the back screen porch overlooking a peaceful pond. Whether you’re relaxing on the front porch or unwinding out back, you’ll love the peaceful setting and scenic views surrounding you. Inside, you’re greeted by a spacious living and family room area that’s perfect for both everyday living and entertaining. The fireplace adds warmth and charm, creating a cozy focal point between the spaces. The large eat-in kitchen is truly the heart of the home, featuring freshly painted cabinets, brand-new fixtures, and beautiful new quartz countertops with an oversized overhang that creates the perfect bar-style seating area for casual dining, morning coffee, or gathering with friends and family. With plenty of prep space and room to entertain, this kitchen was designed to be both stylish and functional. Each bedroom is generously sized with large windows that keep the home feeling bright and airy, while the primary suite includes a walk-in closet for added convenience. Both bathrooms have also been updated with all-new fixtures, giving the home a fresh and modern feel throughout. The large front and back porches provide even more space to enjoy the outdoors — from taking in the open green space in the front to relaxing by the pond in the back. Paynter’s Mill is known for its vibrant community atmosphere and outstanding amenities, including a clubhouse with exercise rooms, a 75-foot outdoor pool, playground, sand volleyball court, basketball court, tennis courts, and scenic walking trails. Located just a short drive from the Delaware beaches and the charming town of Milton, this home offers the perfect combination of comfort, community, and coastal living. Don’t miss your chance to enjoy everything Paynter’s Mill has to offer in this bright, spacious, and beautifully updated home.

16521 Samuel Paynter Boulevard, Milton

Listing courtesy of Monument Sotheby's International Realty. Contact:

Selling Office: .

$450,000
4 Beds ⋅ 4 Baths
Welcome to 16558 Howard Millman, located in the desirable, amenity-rich community of Paynters Mill. This spacious 4-bedroom, 3.5-bath twin home offers an inviting layout and an exceptional natural setting—backing to mature woods with a tranquil pond just beyond. The main level features a bright, open-concept living area with excellent flow for both everyday living and entertaining. A first-floor primary suite provides the comfort and convenience of main-level living, complete with its own private bath. Also on the main floor, an efficient open kitchen, two living spaces, a dining room, convenient half bath and access to the rear-entry detached garage. Upstairs, you’ll find three additional bedrooms and 2 full bathrooms, creating a private and well-proportioned upper-level retreat for family, guests, or office needs. With new roof and recent HVAC system as updates, you will be able to move in worry free. Set within Paynters Mill, residents enjoy exceptional amenities including a community pool, clubhouse, tennis courts, walking trails, playgrounds, and beautifully maintained green spaces—all in a prime location close to beaches, shopping, and dining.

16558 Howard Millman Lane, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: .

$420,000
3 Beds ⋅ 2 Baths
Welcome to your dream home in the heart of the picturesque Paynter's Mill community in Milton, Delaware. This stunning 3-bedroom, 2-bathroom residence offers an abundance of natural light, with sunlight streaming through its spacious interiors all day long. As you step inside, you'll be greeted by an expansive living and family room area, perfect for both relaxation and entertaining. Your double-sided fireplace creates a focal point that brings warmth to the home. The open-concept kitchen boasts ample counter space, making it a chef's delight. All of the generously sized bedrooms features large windows, and the primary suite includes a walk-in closet for your convenience. The property has a large front and back porch, providing plenty of space for outdoor activities, gardening, or simply enjoying the serene surroundings. Paynter's Mill is renowned for its vibrant community spirit and offers a wealth of amenities, including a clubhouse with exercise rooms, a 75-foot outdoor swimming pool, children's playground, sand volleyball court, basketball court, tennis courts, and walking trails. Located just a short drive from the beautiful Delaware beaches and the charming town of Milton, this home offers a prime location for enjoying the best of the region. Don't miss the opportunity to make this bright and spacious home your own, and experience the exceptional lifestyle that Paynter's Mill has to offer.

16556 Samuel Paynter Boulevard Unit #189, Milton

Listing courtesy of The Parker Group. Contact:

Selling Office: .

$410,000
3 Beds ⋅ 3 Baths
Located in the sought-after Paynters Mill community of Milton, this beautifully maintained 3-bedroom, 2.5-bath twin home offers the perfect blend of comfort, style, and convenience. The bright, open layout features spacious living and dining areas designed for both everyday living and effortless entertaining, highlighted by a stunning stacked stone fireplace that adds warmth and character to the main living space. A well-equipped kitchen is located the heart of the home, making gatherings easy. The first-floor primary suite provides a private and relaxing retreat, complete with its own bath including walk in shower and soaking tub—ideal for convenient single-level living. Upstairs, two additional bedrooms and a loft with balcony offer comfortable space for guests, a home office, or hobbies, along with a shared bath. Designed for easy maintenance, the home also features inviting outdoor space perfect for enjoying quiet mornings or evening gatherings. Residents of Paynters Mill enjoy a wide array of amenities, including a clubhouse, fitness center, outdoor pool, tennis courts, and scenic walking trails, all set within beautifully landscaped surroundings. Conveniently located just a short drive from shopping, dining, and Delaware’s coastal beaches, this home offers an exceptional lifestyle in a vibrant community.

16468 Samuel Paynter Boulevard, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: .

$391,000
3 Beds ⋅ 3 Baths
INCREDIBLE VALUE! Well maintained twin home is your affordable, move-in-ready gateway to the beach. Enjoy the best of both worlds: a desirable Lewes location experience (just 6 short miles to Dairy Queen & Savannah Beach!) without the premium Lewes price tag. Loved always as a second home, this property offers rare and desirable FIRST FLOOR LIVING in a spacious, yet instantly cozy floorplan. The first floor includes living room, family room, powder room, dining room, kitchen, primary bedroom/bathroom and laundry room. Upstairs are 2 very large bedrooms, full bath, utility room, storage room and oversized loft. Your lifestyle extends into this very popular community of Paynter's Mill with amenities galore including pool, pickleball courts, clubhouse, gym, and scenic trails. Dinner is served in your backyard with on-site dining, including Abbott’s Grill, The Nook, and Titanic Pizza. Get ready to enjoy a relaxed, easy-access coastal lifestyle at a newly improved price.

16262 John Rowland Trail, Milton

Listing courtesy of Active Adults Realty. Contact:

Selling Office: .

$310,000
3 Beds ⋅ 2 Baths
SELLER IS REDUCING THE PRICE OF THE HOME $19,000 EFFECTIVE IMMEDIATELY TO ALLOW BUYERS TO INSTALL THEIR OWN BRAND NEW LVP FLOORS IN THE UNIT. THIS SHOULD MAKE 16626 JOHN ROWLAND TRAIL #601 ONE THE BEST OPPORTUNITY IN ALL OF PAYNTERS MILL. THERE ARE A FEW AREAS TO TOUCH UP BUT THIS IS A HIDDEN GEM. DON'T MISS OUT ON A 3 BEDROOM 2 BATH UNIT WITH A 2 CAR GARAGE THAT IS BEING PRICED AT THE LEVEL OF A 2 BEDROOM 2 BATH 1 CAR GARAGE. THIS UNIT HAS EXTRAORINARY POTENTIAL AND A 1 YEAR HOME WARRANTY AND A BRAND NEW DISHWASHER... TAKE A LOOK AND MAKE AN OFFER,,, A TERRIFIC SUMMARY OF PAYNTERS MILL HOA AND CONDO AMENITIES IS PROVIDED IN THE DISCLOSURES SECTION FOR YOUR INFORMATION! Welcome to 16626 John Rowland Trail #601, a 3BD/2BA condo in popular Paynters Mill. Step in front door w/ transom window from welcoming small front porch to Great Room/Dining Area w/ gas Fireplace trimmed w/ stone hearth, surround & wooden mantel. Beautiful crown molding. Condo newly painted throughout. Six windows ensure bright space. Lighted nook for artwork. Kitchen features Stainless Steel appliances, ceramic tile, upgraded cabinetry, Corian counters, a pantry & recessed lighting and steps out onto small back patio. Primary BD features crown molding, ensuite BA with dual basin vanity, bathtub, separate shower & brand new chair height comfort toilet. Plus large walk-in closet. Built-in Hallway Study. Two Guest BD share 2nd BA w/ tub shower & second brand new chair height comfort toilet. Laundry Room, w/ stacked Washer/Dryer, steps out into two separate, adjacent garages w/ loads of storage space. Paynters Mill, between Milton & Lewes, is close to beaches & State Parks. It features a clubhouse, pool, playground, sports courts, and broad, open lawns and walking paths. One Year Home Warranty ($100 DED) for Buyer Peace of Mind. MUST SEE!

16626 John Rowland Trl Unit #601, Milton

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

$299,900
2 Beds ⋅ 2 Baths
Motivated Seller! Welcome to coastal living in the sought-after community of Paynter’s Mill in Milton! Just minutes from the Delaware beaches, this beautifully maintained 2-bedroom, 2-bath condo offers the perfect blend of comfort, style, and convenience. With coastal-inspired charm throughout, this home is ready to be enjoyed as a full-time residence, weekend retreat, or beach getaway! Enter on the ground level where you’ll find access to the attached garage complete with extra storage space. Upstairs, the open-concept main living area welcomes you with vaulted ceilings, abundant natural light from large windows, a cozy fireplace, and access to a private balcony, the perfect spot to unwind after a day at the beach. The dining area sits just off the living room and connects to the kitchen through a charming pass-through opening, creating a functional layout for entertaining and everyday living. Tucked just beyond the kitchen is a convenient laundry closet. A stunning arched doorway off the living room leads to the light-filled primary suite featuring a large walk-in closet and an en-suite bath with a soaking tub and walk-in shower. Thoughtfully designed and inviting, this home offers easy coastal living in one of the area’s most amenity-rich communities. Residents of Paynter’s Mill enjoy exceptional amenities including a large outdoor pool, walking paths, tot lot, clubhouse, cornhole area, and basketball, volleyball, tennis, and pickleball courts, all just a short drive from the beaches, dining, and shopping of coastal Delaware!!

16299 John Rowland Trail Unit #1506, Milton

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact:

Selling Office: .