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1606 Beach Plum Dr, Milton
$1,900,000
5 Beds ⋅ 4 Baths
A Bayfront Sanctuary Where Every Sunrise and Sunset Steals the Show Welcome to your private coastal retreat—where modern luxury meets timeless tranquility. Perfectly positioned on the serene shores of Broadkill Beach, this 2017 custom-built bayfront residence captures the essence of waterfront living with sweeping 360° views, seamless indoor-outdoor design, and elegant, sun-filled interiors. Wake up to the sound of gentle waves and golden light reflecting off the Delaware Bay. Step onto one of your many balconies with coffee in hand as dolphins glide by in the distance, or gather with friends on the roof top deck and beach, as the evening sky transforms into shades of coral and violet over the refuge. Every level of this home is thoughtfully designed to frame the beauty of the bay—offering sunrise and sunset views that change with each season, yet always inspire awe. Inside, over 3,000 square feet of refined coastal architecture await. With 5 spacious bedrooms and 3.5 bathrooms, this residence offers both intimate family comfort and open spaces ideal for entertaining. The inviting great room centers around a spectacular stone fireplace and flows effortlessly to multiple decks—perfect for savoring the views and sea breeze. The chef’s kitchen is a coastal showpiece, featuring high-end finishes, custom cabinetry, and an expansive island—ideal for hosting brunches or sunset dinner parties. Every detail, from designer lighting to thoughtfully curated flooring, reflects a commitment to quality, sophistication, and effortless seaside living. Outside, the 75X100 landscaped lot has been artfully designed for both beauty and function, with premium side yards, secure storage, an outdoor shower, and extensive hardscaping that complements the home’s natural surroundings. A concrete driveway with space for six vehicles ensures ample room for guests eager to share in your waterfront lifestyle. Just steps away, the sandy beach invites morning walks, paddleboarding, or kayaking across the calm bay waters. As night falls, ascend to your private rooftop deck to stargaze beneath an endless coastal sky—a signature Broadkill Beach experience found only in homes of this caliber. Whether as a primary residence or a luxury coastal escape, this rare offering promises more than a home—it delivers a lifestyle defined by peace, beauty, and connection to the water. Sellers are open to negotiating the purchase of the brand-new Kawasaki Beach Buggy, paddleboards, kayaks, and Sunfish on a separate bill of sale making for instant beach enjoyment and fun memories in the sun.

1606 Beach Plum Dr, Milton

Listing courtesy of Coldwell Banker Premier - Lewes. Contact:

Selling Office: RE/MAX Executive.

29374 Otto Dr, Milton
$1,470,174
4 Beds ⋅ 4 Baths
To be built. The Jameson included plan is a 3 bedroom, 2.5 bathroom single family home starting at 2679 heated square feet. This floor plan offers a first-floor owner's suite with numerous personalizations including (but not limited to) additional bedrooms and bathrooms, living area extensions, bonus rooms, multi-leveled courtyards and much more! Miralon is located in Milton DE, set on 72 acres surrounded by 100 year preserved farmland. With a total of 119 homesites this rare community will offer sites anywhere from 1/4 -1/3 acre. Conveniently located 7 miles from downtown Milton, 8 miles from Lewes AND 12 miles from Rehoboth Beach! That’s right, you get the best of all three towns and beaches- while living in the quiet serenity of Miralon! Miralon will feature a clubhouse with pool, 2 pickleball courts, walking trails, a full gym and sauna, and a built-in grilling area! The monthly HOA fee is $168/month and provides general community maintenance, and access to and up-keep of the amenities. Buyer shall pay one-time fee of $2,100.00 for the working capital contribution fund. For an on-site visit, a scheduled appointment is preferred. We can’t wait to meet you! Photos are of a model home with upgrades. Unlicensed onsite salespeople represent the seller only.

29374 Otto Dr, Milton

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Keller Williams Realty.

2100 N Bay Shore Dr, Milton
$1,225,000
UNPARALLELED WATERFRONT LUXURY IN BROADKILL BEACH Experience the pinnacle of coastal living with this rare opportunity to build your custom legacy home on a 1-acre waterfront lot within the exclusive gated enclave of Back Bay Cove. Offering a front-row seat to Delaware’s most breathtaking natural landscapes, this expansive homesite is uniquely positioned between the tranquil waters of the Delaware Bay and the pristine expanse of the Prime Hook National Wildlife Refuge. The result is a dual-waterfront perspective that guarantees spectacular, unobstructed sunrises over the bay and serene, golden sunsets over the refuge marshes. This property is a true sanctuary for the soul, where the rhythmic sounds of the tide and the sightings of coastal wildlife become part of your daily routine. With no builder tie-in, you have the ultimate architectural freedom to design a waterfront masterpiece tailored to your exact vision. Enjoy the luxury of private beach access, allowing you to step from your future doorstep directly onto miles of quiet, sandy shoreline. While this retreat offers total privacy and a peaceful "away from it all" atmosphere, you remain just a short, scenic drive from the fine dining, boutique shopping, and vibrant attractions of Lewes and Rehoboth Beach. Properties of this size and caliber in such a protected setting are a rare find - secure your piece of the Delaware Bay today and start building the home you’ve always imagined.

2100 N Bay Shore Dr, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: RE/MAX Associates.

17452 Yonnaway Rd, Milton
$1,200,000
5 Beds ⋅ 4 Baths
Set on 18.32+ acres, this exceptional property offers privacy, space, accessibility, and resort-style amenities on its own private driveway. The main home features spacious open-concept living areas with beautiful cherry flooring and a chef's kitchen complete with granite countertops, tile finishes, a large center island, gas range with pot filler, new refrigerator, double kitchen sink and prep sink and abundant cabinetry. The formal dining room is currently used as a playroom, providing additional flexibility. The handicap-accessible first-floor owner's suite features two walk-in closets with custom built-ins and dressers, plus an adjoining craft room/office/nursery with hall access. The owner's bath offers heated floors, dual vanities, a jetted tub, and accessible dual shower. 2 Additional bedrooms on main floor include Jack-and-Jill bath arrangements with granite and tile finishes. Upstairs offers 2 large bedrooms with Jack and Jill bathroom with dual vanities with tile and granite finishes, a bonus room, storage closet, and two attic storage areas. Additional features of the main home include an electric wheelchair lift, smart-home technology and cameras, security system with multiple alarm stations, driveway alert system, whole-home generator supplying approximately 3/4 of the main level plus appliances, systems and many lights, dual-zone HVAC, Rinnai hot water/heat system installed in 2021, first-floor laundry with cabinetry, media closet, composite decking, and two covered rear porches. The outdoor space is designed for entertaining with a gunite chlorine pool surrounded by pavers and featuring a hot tub with waterfall, slide, sun deck, umbrella holder, and three fountains. The wrought-iron-style fenced pool area also offers extensive drainage, a gas line for a future fire pit, and a rubber-mulch play area. The pool filter pump and booster pump were replaced this year. Additionally the landscape/yard is irrigated and invisible fence is underground. Beach area The impressive pool house offers approximately 2,520 sq. ft. of conditioned space with 10' accordion doors opening to the pool area, a movie theater/game room, built in cabinets, kitchenette with granite, full bath, two additional bonus rooms/offices, central HVAC, epoxy flooring, storage, and built-in surround sound. Theater equipment is negotiable. An attached approximately 1,080 sq. ft. garage is two cars wide and two cars deep with built-ins and a utility sink. Above the garage is approximately 1,152 sq. ft. of unfinished attic/storage space offering significant potential for future finishing, subject to applicable requirements. Additional exterior features include an attached pool shed, separate storage shed, concrete pad for a potential dog kennel, paved circular driveway with additional parking areas for boats and RVs/trailers, and trails throughout the acreage for dirt bikes and outdoor recreation. With 19+ acres, extensive living and entertaining spaces, a resort-style pool, substantial garage and storage space, and exceptional accessibility features, this property offers a rare combination of comfort, recreation, and versatility. Buyers to verify sq ftg, taxes, and schools.

17452 Yonnaway Rd, Milton

Listing courtesy of Worthington Realty Group, LLC. Contact:

Selling Office: Compass.

2813 S S Bayshore Drive Dr, Milton
$1,175,000
3 Beds ⋅ 3 Baths
Rare find on the highly desirable south end of Broadkill Beach. Nature lovers find themselves immediately at home -- savor a beautiful sunrise with your morning coffee, and end your day with a magical Broadkill sunset over Deep Hole Creek and the Prime Hook National Wildlife Refuge. Multiple decks on all levels provide access to every possible view -- a front deck with views of the Delaware Bay, and 2 rear decks overlooking the Refuge. The rear of the home features a recently enclosed 4 season room with minisplit which connects with a great deck for grilling and a lift to help with groceries as well as heavy furniture. 3 bedrooms, 3 full baths, and upgraded, zoned HVAC for maximum energy efficiency. Gas stove in living room gives comfort on cooler days, and a main level generator to keep essentials running. Kayakers, crabbers and fishing enthusiasts will love creek access, as well as beach access points to enjoy the sandy bay beach. Huge garage can fit up to 4 cars and plenty of room for beach toys. Should you have an RV, a power post is on site. Use full time, part time, or as a rental with great income potential. You decide -- just don't wait!

2813 S S Bayshore Drive Dr, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Jack Lingo - Lewes.

29303 Otto Dr, Milton
$1,160,000
4 Beds ⋅ 5 Baths
To be built. The Cassidy included plan is a 4 bedroom, 3.5 bathroom single family home starting at 2,528 heated square feet. This floor plan offers a first-floor owner's suite with numerous personalizations including (but not limited to) additional bedrooms and bathrooms, living area extensions, bonus rooms, multi-leveled courtyards and much more! Miralon is located in Milton DE, set on 72 acres surrounded by 100 year preserved farmland. With a total of 119 homesites this rare community will offer sites anywhere from 1/4 -1/3 acre. Conveniently located 7 miles from downtown Milton, 8 miles from Lewes AND 12 miles from Rehoboth Beach! That’s right, you get the best of all three towns and beaches- while living in the quiet serenity of Miralon! Miralon will feature a clubhouse with pool, 2 pickleball courts, walking trails, a full gym and sauna, and a built-in grilling area! The monthly HOA fee is $168 a month and provides general community maintenance, and access to and up-keep of the amenities. Buyer shall pay one-time fee of $2,100.00 for the working capital contribution fund. For an on-site visit, a scheduled appointment is preferred. We can’t wait to meet you! Photos are of a model home with upgrades & options. Unlicensed onsite salespeople represent the seller only.

29303 Otto Dr, Milton

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Compass.

2102 N Bay Shore Dr, Milton
$1,125,000
Discover a rare opportunity in Broadkill Beach’s premier gated community, Back Bay Cove. This isn’t just a lot—it’s a sprawling, private canvas for your ultimate coastal retreat. Set on a full acre of land, this exceptional property offers both space and seclusion, a true luxury in a beachside setting. Enjoy 150 feet of private water frontage directly on the Back Bay/tidal creek, perfect for kayaking, paddleboarding, and taking in stunning panoramic water views. One of the most remarkable advantages of this property is the freedom to design without a builder tie-in. Choose your own custom builder and craft a home that perfectly reflects your vision, lifestyle, and taste. Life in Back Bay Cove offers a harmonious balance of exclusivity and natural beauty. Nestled between the serene tidal creek and the vast Delaware Bay beach, this gated community provides an unparalleled sense of peace and privacy. Imagine starting your day with breathtaking sunrises over the Bay and ending it with mesmerizing sunsets over the Prime Hook National Wildlife Refuge—all from your future back deck. This secluded enclave is ideal for nature enthusiasts, bird watchers, and those yearning for a quiet coastal retreat, yet it remains conveniently close to the shopping, dining, and entertainment of Milton, Lewes, and Rehoboth Beach. Your vision. Your builder. Your beach home. Secure this extraordinary parcel today and begin planning the custom coastal home of your dreams. With one full acre of waterfront land and unmatched access to Delaware’s natural beauty, this property is a true rarity—an opportunity to create your legacy home in one of Delaware’s most private and picturesque waterfront communities. Mortgage savings may be available for buyers of this listing.

2102 N Bay Shore Dr, Milton

Listing courtesy of Redfin Corporation. Contact:

Selling Office: Compass.

29432 Cynthia Ln, Milton
$1,118,595
4 Beds ⋅ 3 Baths
To be built. The Chesapeake included plan is a 4 bedroom, 3 bathroom single family home starting at 3,383 heated square feet. This floor plan offers a first-floor owner's suite with numerous personalizations including (but not limited to) additional bedrooms and bathrooms, living area extensions, bonus rooms, multi-leveled courtyards and much more! Miralon is located in Milton DE, set on 72 acres surrounded by 100 year preserved farmland. With a total of 119 homesites this rare community will offer sites anywhere from 1/4 -1/3 acre. Conveniently located 7 miles from downtown Milton, 8 miles from Lewes AND 12 miles from Rehoboth Beach! That’s right, you get the best of all three towns and beaches- while living in the quiet serenity of Miralon! Miralon will feature a clubhouse with pool, 2 pickleball courts, walking trails, a full gym and sauna, and a built-in grilling area! The monthly HOA fee is $168/month and provides general community maintenance, and access to and up-keep of the amenities. Buyer shall pay one-time fee of $2,100.00 for the working capital contribution fund. For an on-site visit, a scheduled appointment is preferred. We can’t wait to meet you! Photos are of a model home with upgrades. Unlicensed onsite salespeople represent the seller only.

29432 Cynthia Ln, Milton

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Unrepresented.

29380 Otto Dr, Milton
$1,055,358
3 Beds ⋅ 2 Baths
To be built The Whimbrel included plan is a 3 bedroom, 2 bathroom single family home starting at 1,971 heated square feet. This floor plan offers a first-floor owner's suite with numerous personalizations including (but not limited to) additional bedrooms and bathrooms, living area extensions, bonus rooms, multi-leveled courtyards and much more! Miralon is located in Milton DE, set on 72 acres surrounded by 100 year preserved farmland. With a total of 119 homesites, this rare community will offer sites anywhere from 1/4 -1/3 acre. Conveniently located 7 miles from downtown Milton, 8 miles from Lewes AND 12 miles from Rehoboth Beach! That’s right, you get the best of all three towns and beaches- while living in the quiet serenity of Miralon! Miralon will feature a clubhouse with pool, 2 pickleball courts, walking trails, a full gym and sauna, and a built-in grilling area! The monthly HOA fee is $168/month and provides general community maintenance, and access to and up-keep of the amenities. Buyer shall pay one-time fee of $2,100.00 for the working capital contribution fund. For an on-site visit, a scheduled appointment is preferred. We can’t wait to meet you! Photos are of a model home with upgrades. Unlicensed onsite salespeople represent the seller only.

29380 Otto Dr, Milton

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Compass.

29309 Otto Dr, Milton
$1,041,013
4 Beds ⋅ 4 Baths
To be built. The Cassidy included plan is a 4 bedroom, 3.5 bathroom single family home starting at 2,528 heated square feet. This floor plan offers a first-floor owner's suite with numerous personalizations including (but not limited to) additional bedrooms and bathrooms, living area extensions, bonus rooms, multi-leveled courtyards and much more! Miralon is located in Milton DE, set on 72 acres surrounded by 100 year preserved farmland. With a total of 119 homesites this rare community will offer sites anywhere from 1/4 -1/3 acre. Conveniently located 7 miles from downtown Milton, 8 miles from Lewes AND 12 miles from Rehoboth Beach! That’s right, you get the best of all three towns and beaches- while living in the quiet serenity of Miralon! Miralon will feature a clubhouse with pool, 2 pickleball courts, walking trails, a full gym and sauna, and a built-in grilling area! The monthly HOA fee is $168 a month and provides general community maintenance, and access to and up-keep of the amenities. Buyer shall pay one-time fee of $2,100.00 for the working capital contribution fund. For an on-site visit, a scheduled appointment is preferred. We can’t wait to meet you! Photos are of a model home with upgrades & options. Unlicensed onsite salespeople represent the seller only.

29309 Otto Dr, Milton

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Unrepresented.

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.

27008 Whistling Duck Way Unit 1, Milton
$984,105
5 Beds ⋅ 5 Baths
Built by award-winning local builder, Capstone Homes, this incredible Hannah MODEL home in Milton Crossing is ready now to be leased-back through 2025, plus the builder will split the transfer tax*! The Hannah is Capstone's modernized farmhouse floorplan and boasts an elegant two-story great room, first floor primary suite, office space, and a spacious kitchen layout conveniently located off the oversized mudroom. In this particular Hannah, the upstairs has been hugely expanded to include not 3, but 4 bedrooms (one with an ensuite bathroom), an additional laundry room, full finished bonus room and 2 additional full bathrooms for a total of 5 bedrooms and 3.5 bathrooms. Capstone Homes goes a step above the competition by offering standard what some call upgrades. The additional upgrades in this Hannah model are above and beyond, including a 3 car, side-load garage, dining room extension, black windows, decorative wainscoting, crown moulding, craftsman trim package, luxury primary bathroom, chef's kitchen, paver patio with fire pit, surround sound, additional lighting, quartz countertops, tiled primary and end suite shower with frameless glass shower door, gas fireplace, upgraded plumbing fixtures, washer and dryer package and elevation B, which adds a metal porch roof and stone front foundation. It also comes fully furnished as seen! The Estates of Milton Crossing is the epitome of spacious and scenic living. Offering 87 half acre homesites and a pool with pool house, this quaint community is perfectly situated just minutes from historic Milton and the Delaware Beaches. Founded in 2006, this family-owned and operated local builder is committed to building quality homes throughout Sussex County. Call today to request a full list of Capstone’s standard features, upgrades and floor plan, or visit the Hannah model at Milton Crossing, Mon-Sat 10am-5pm. *Incentive is included in the list price. Incentives and pricing may change at any time. Transfer tax and impact fee coverage when paying cash or using the preferred lender.

27008 Whistling Duck Way Unit 1, Milton

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

Selling Office: Keller Williams Realty.

29378 Otto Dr, Milton
$977,813
3 Beds ⋅ 4 Baths
To be built. The Cassidy included plan is a 4 bedroom, 3.5 bathroom single family home starting at 2,528 heated square feet. This floor plan offers a first-floor owner's suite with numerous personalizations including (but not limited to) additional bedrooms and bathrooms, living area extensions, bonus rooms, multi-leveled courtyards and much more! Miralon is located in Milton DE, set on 72 acres surrounded by 100 year preserved farmland. With a total of 119 homesites this rare community will offer sites anywhere from 1/4 -1/3 acre. Conveniently located 7 miles from downtown Milton, 8 miles from Lewes AND 12 miles from Rehoboth Beach! That’s right, you get the best of all three towns and beaches- while living in the quiet serenity of Miralon! Miralon will feature a clubhouse with pool, 2 pickleball courts, walking trails, a full gym and sauna, and a built-in grilling area! The monthly HOA fee is $168 a month and provides general community maintenance, and access to and up-keep of the amenities. Buyer shall pay one-time fee of $2,100.00 for the working capital contribution fund. For an on-site visit, a scheduled appointment is preferred. We can’t wait to meet you! Photos are of a model home with upgrades & options. Unlicensed onsite salespeople represent the seller only.

29378 Otto Dr, Milton

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Unrepresented.

23761 Winding Way, Milton
$975,000
4 Beds ⋅ 5 Baths
THE ULTIMATE COASTAL SANCTUARY! Experience this tranquil forest estate on this lovingly maintained 7.47-acre estate bordering the majestic Redden Forest. This one-of-a-kind architectural masterpiece offers a rare blend of total privacy and prime location, creating a park-like atmosphere that remains a cool summer oasis and a sun-drenched winter retreat. The expansive 8,057-square-foot custom-built main residence defines grand-scale living across four meticulously planned levels, all easily accessible via a private residential elevator. At the heart of the home, a breathtaking two-story great room features walls of glass that frame panoramic forest views and fill the open-concept floor plan with dappled sunlight. The chef’s kitchen is a model of functional elegance, boasting soft-close cabinetry and abundant storage, while a signature spiral staircase leads to a third-floor study nestled high within the tree canopy for the ultimate peaceful escape. Luxury amenities abound, including a spectacular indoor spa wing with vaulted ceilings - maintained by a premium Desert Aire climate system - and an adjoining greenhouse for the botanical enthusiast. Outdoor living is equally refined, featuring a stone path that leads to a custom fire pit with circular stone seating, perfect for starlit gatherings. For the hobbyist or traveler, the oversized three-vehicle garage includes a specialized bay with a 20-foot door to accommodate a large RV or boat. Adding to the estate's versatility is a charming 532-square-foot detached guest cottage, complete with a kitchenette, full bath, and sunroom; ideal for a studio, home office, or extended family. Perfectly positioned just 30 minutes from the Rehoboth Beach boardwalk and Cape Henlopen State Park, this estate offers the best of both worlds: nature’s tranquility and vibrant coastal convenience. Bring your vision to this incredible property and create your personal legacy retreat. Schedule your private tour today!

23761 Winding Way, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Monument Sotheby's International Realty.

29362 Otto Dr, Milton
$966,102
4 Beds ⋅ 4 Baths
To be built. The Cassidy included plan is a 4 bedroom, 3.5 bathroom single family home starting at 2,528 heated square feet. This floor plan offers a first-floor owner's suite with numerous personalizations including (but not limited to) additional bedrooms and bathrooms, living area extensions, bonus rooms, multi-leveled courtyards and much more! Miralon is located in Milton DE, set on 72 acres surrounded by 100 year preserved farmland. With a total of 119 homesites this rare community will offer sites anywhere from 1/4 -1/3 acre. Conveniently located 7 miles from downtown Milton, 8 miles from Lewes AND 12 miles from Rehoboth Beach! That’s right, you get the best of all three towns and beaches- while living in the quiet serenity of Miralon! Miralon will feature a clubhouse with pool, 2 pickleball courts, walking trails, a full gym and sauna, and a built-in grilling area! The monthly HOA fee is $168 a month and provides general community maintenance, and access to and up-keep of the amenities. Buyer shall pay one-time fee of $2,100.00 for the working capital contribution fund. For an on-site visit, a scheduled appointment is preferred. We can’t wait to meet you! Photos are of a model home with upgrades & options. Unlicensed onsite salespeople represent the seller only.

29362 Otto Dr, Milton

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Unrepresented.

2510 S Bay Shore Dr, Milton
$960,000
3 Beds ⋅ 2 Baths
BAYFRONT RETREAT IN BROADKILL BEACH! This beautifully maintained 3-bedroom, 2-bath bayfront retreat perfectly balances timeless seaside charm with a functional open-concept layout, anchored by soaring vaulted ceilings and sliding glass doors that frame panoramic views of the Delaware Bay. The kitchen serves as a central hub, featuring stainless steel appliances, a deep farmhouse sink, and warm butcher-block countertops that flow seamlessly into the sun-drenched dining and living areas. table interior details include a custom-tiled staircase and a curated gallery wall, while the high-efficiency laundry room, conveniently complemented by a private outdoor shower, allows for effortless cleanup after a day on the sand. The living space extends outdoors to an expansive, wrap-around deck designed for premier entertaining, offering unobstructed views of the rolling dunes and sparkling water. This outdoor oasis includes a dedicated grilling area and ample room for plush lounge seating, all just steps away from the private boardwalk leading to the sand. Accommodations are thoughtfully arranged, featuring a tranquil primary suite with vaulted ceilings and a charming bunk room perfect for guests. Both full bathrooms offer clean, contemporary finishes with subway tile and glass-enclosed showers. Completing this exceptional property is a massive ground-level enclosed storage area, ideal for kayaks, surfboards, and bikes; providing the perfect home base for exploring the nearby Prime Hook National Wildlife Refuge. A buoy was installed for easy boat and jet ski docking. Have an electric vehicle? Hook it right up to the electric charging outlet! Don't miss your chance to own this slice of paradise. Schedule a showing today, and start living the beach life you've always imagined! ** Back on market at no fault of the seller. Don't miss your second chance!**

2510 S Bay Shore Dr, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Keller Williams Realty Central-Delaware.

29247 White Pine Ln, Milton
$960,000
4 Beds ⋅ 3 Baths
A rare offering of timeless elegance and privacy, this serene 5-acre country retreat is the perfect haven for gatherings with family and friends. A long gravel driveway winds through mature trees, leading to a gracious double-door entry and a custom-built residence with an open, light-filled floor plan. At the heart of the home, a chef’s kitchen showcases premium stainless-steel appliances and a walk-in pantry, seamlessly flowing into both formal and casual living spaces. Two inviting living rooms with wood-burning stoves, a refined dining room, and a luxurious primary suite provide spaces designed for comfort and sophistication. The primary suite is a true sanctuary with a spa-inspired bath featuring a whirlpool tub, private sauna, walk-in shower, and expansive walk-in closet. Natural light streams through skylights and broad windows, framing views of the sparkling in-ground pool and manicured grounds. Beyond the main residence, the property offers three additional guest bedrooms, a detached studio/office that may also serve as a nanny suite, and ample parking with a three-car garage, plus a separate fourth RV garage equipped with 220 voltage. Three large sheds tucked at the rear of the property with infinite possibilities... work room, children's play house, additional storage and a charming fenced vegetable and flower garden. With no HOA restrictions, you’ll enjoy complete freedom to make the property truly your own. Tucked away at the end of a private drive and surrounded by natural beauty, this retreat blends refined living with tranquility—just minutes from the beach. A property of this caliber must be experienced in person to be truly appreciated. Please contact me for a private tour.

29247 White Pine Ln, Milton

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

Selling Office: Jack Lingo - Lewes.

26791 Outrigger Ct, Milton
$953,641
5 Beds ⋅ 4 Baths
The Monterey to-be-built home at Lightship Cove is a ranch-style floor plan starting with 3 bedrooms and 2.5 bathrooms, designed for comfortable single-level living. The home offers the ability to add a basement or a second floor, providing flexibility for a bonus loft space or additional bedrooms and bathrooms. Additional features include a Professional Kitchen, study, screened porch, courtyard, and more. Lightship Cove is a thoughtfully planned coastal community just off Fisher Road in Milton, Delaware. The community offers a small community feel with only 97 homesites, surrounded by permanently preserved farmland. The community is located 9 miles from downtown Rehoboth, 6 miles from downtown Lewes, and 7 miles from charming downtown Milton. Lightship Cove features The Beacon amenity, offering an outdoor pool with cabanas, outdoor pickleball courts, a sun ledge, tot lot, crab shack, and walking trail. HOA is $166 per month and includes garbage and recycling, all community amenities, snow removal on streets, and common area maintenance.

26791 Outrigger Ct, Milton

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Unrepresented.

26750 Deep Branch Rd, Milton
$950,000
3 Beds ⋅ 3 Baths
Welcome to 26750 Deep Branch Road, a rare private estate offering exceptional versatility, quality construction, and complete freedom with no HOA or restrictions. Tucked away in a peaceful wooded setting, this custom-built 3-bedroom, 2.5-bath home is surrounded by protected land, including nearby wildlife refuge and preserved farmland, ensuring a level of privacy that cannot be duplicated. The main home was thoughtfully designed with efficiency and craftsmanship in mind, featuring spray-foam insulated exterior walls, a conditioned crawl space, a high-efficiency heat pump with propane backup, and a tankless hot water heater. Inside, the home offers a beautifully appointed interior with tile flooring throughout the main living areas, quartz countertops, and a stunning chef’s kitchen complete with a 48-inch Wolf double oven range and an expansive island ideal for entertaining. For those who balance a coastal lifestyle with professional needs, the home includes a dedicated office space—the perfect environment for working from home. Outdoor living is just as impressive, with a private backyard retreat that includes an in-ground heated & cooled pool with a tanning ledge, automatic cleaning system, and professionally designed hardscaping, creating the perfect space to relax or host guests. Adding incredible value and flexibility, the property also features a 60x60 outbuilding designed for both function and lifestyle. This structure is ideal for car collectors, RV or boat storage, or hobbyists, while also offering finished living space that includes two guest rooms, a great room with a fireplace, and a kitchen and bar area, making it perfect for entertaining or extended guest stays. Additional highlights include a 400-amp electric service servicing both the home and shop, an irrigated lawn, well and septic systems, and the opportunity to finish the expansive space above the garage for additional living area if desired. Conveniently located just a short drive to Broadkill Beach and within easy reach of Lewes and Rehoboth Beach, this property offers the perfect combination of privacy, space, and proximity to Delaware’s coastal amenities.

26750 Deep Branch Rd, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Iron Valley Real Estate Premier.

29364 Otto Dr, Milton
$944,156
3 Beds ⋅ 3 Baths
To be built. The Kingfisher included plan is a 3 bedroom, 2.5 bathroom single family home starting at 2,568 heated square feet. This floor plan offers a first-floor owner's suite with numerous personalizations including (but not limited to) additional bedrooms and bathrooms, living area extensions, bonus rooms, multi-leveled courtyards and much more! Miralon is located in Milton DE, set on 72 acres surrounded by 100 year preserved farmland. With a total of 119 homesites this rare community will offer sites anywhere from 1/4 -1/3 acre. Conveniently located 7 miles from downtown Milton, 8 miles from Lewes AND 12 miles from Rehoboth Beach! That’s right, you get the best of all three towns and beaches- while living in the quiet serenity of Miralon! Miralon will feature a clubhouse with pool, 2 pickleball courts, walking trails, a full gym and sauna, and a built-in grilling area! The monthly HOA fee is $168/month and provides general community maintenance, and access to and up-keep of the amenities. Buyer shall pay one time fee of $2,100.00 for the working capital contribution fund. For an on-site visit, a scheduled appointment is preferred. We can’t wait to meet you! Photos are of a model home with upgrades. Unlicensed onsite salespeople represent the seller only.

29364 Otto Dr, Milton

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Unrepresented.

17 Cripple Creek Run, Milton
$940,000
4 Beds ⋅ 4 Baths
Tucked away on a quiet, tree-lined street in the sought-after Cripple Creek community, this custom-built home offers a rare blend of privacy, craftsmanship, and timeless design. Situated on a spacious lot with open meadow views and a wooded backdrop, the setting creates the feeling of having no neighbors - just peaceful, natural surroundings. Designed by acclaimed architect Robert Stern and inspired by the Life Magazine American Dream House, the home was thoughtfully constructed with enduring quality and attention to detail. The floor plan balances comfort and function, featuring a private first-floor primary suite with a spa-inspired bath, walk-in closet, and custom built-ins, along with a dedicated home office and inviting gathering spaces. At the heart of the home, the great room showcases a Rumford fireplace - an elegant, historically inspired design - paired with handcrafted detailing and French doors that open to an expansive 13’ x 40’ covered porch. The seamless indoor-outdoor flow continues to a paver patio with hot tub hookup and outdoor shower, ideal for relaxing or entertaining. The chef’s kitchen is equally impressive, featuring a Viking gas range with custom hood, Sub-Zero refrigeration, custom cabinetry, and a bright breakfast nook. Additional highlights include a second-floor entertainment room with wet bar and refrigerator, perfect for guests or flexible living. Built for efficiency and comfort, the home is equipped with geothermal heating and cooling, a tankless hot water system, central vacuum, and a whole-house sound system. Recent updates include new HVAC components (2020), exterior paint (2023), and a certified septic system (2025). Car enthusiasts, hobbyists, or those in need of extra space will appreciate both the attached two-car garage and a detached garage with workshop, 250-volt service, and a finished recreation room above. Located in a unique, horse-friendly neighborhood with access to nearby routes and coastal amenities, this exceptional property offers the perfect combination of tranquility, convenience, and refined coastal living. A Farmette community. Livestock & stables are permitted. Total annual energy costs $2,288 (2025). Total annual property taxes $1,380 (2025). 2019 Cub Cadet zero-turn mower with a 54" deck conveys with the property.

17 Cripple Creek Run, Milton

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact:

Selling Office: Patterson-Schwartz-Rehoboth.

132 W Shore Dr, Milton
$940,000
3 Beds ⋅ 3 Baths
Waterfront Living on Wagamon’s Pond – Where Nature and Small-Town Charm Meet. Life in Milton is rooted in community. Experience the beauty of waterfront living in the heart of charming Milton, Delaware, where life moves at a peaceful pace and nature surrounds you. Perfectly positioned along Wagamon’s Pond, this custom Schell Brothers Kingfisher model offers breathtaking water views and a lifestyle centered around the outdoors. Launch your kayak, canoe, paddleboard, or small john boat right from the pond, spend afternoons fishing, or simply relax and watch the ever-changing scenery of wildlife, trees, and shimmering water. This thoughtfully designed 3-bedroom, 2.5-bath, two-story home features an inviting open floor plan filled with natural light and panoramic views of the pond and surrounding landscape. The living spaces flow effortlessly, creating an ideal setting for both relaxed everyday living and entertaining. At the heart of the home is a gourmet kitchen designed for the culinary enthusiast, complete with a Sub-Zero refrigerator, Wolf range, custom cabinetry, generous counter space, and a large island perfect for gathering with family and friends. The home’s elevated design allows for a full unfinished walk-out basement, providing exceptional storage, workshop potential, or future expansion opportunities. A second-story floored walk-in attic offers convenient and accessible storage rarely found in homes today. Step outside to enjoy peaceful mornings and golden sunsets overlooking the pond. Whether you’re enjoying coffee on the screened porch, watching the water, or heading out for a paddle, every day here feels like a retreat. Experience the lifestyle that makes Milton one of Coastal Delaware's most treasured small towns. From your doorstep, enjoy leisurely strolls or a bike ride into historic downtown, where locally owned cafés, inviting restaurants, boutiques, art galleries, and the beautifully restored Milton Theatre create a vibrant yet relaxed atmosphere. Meet friends for dinner at Irish Eyes or Tequila Real, enjoy a craft beer and live music at Dogfish Head Brewery, or cool off with a scoop from the beloved King's Homemade Ice Cream. Throughout the year, residents gather for signature events including the St. Patrick's Day Parade, Horseshoe Crab & Shorebird Festival, summer concerts in the park, farmers markets, holiday celebrations, and countless local traditions that make this town feel like home. Outdoor enthusiasts will appreciate easy access to scenic trails, the Broadkill River, kayaking, boating, fishing, and nearby nature preserves, while the beaches, restaurants, shopping, and boardwalks of Lewes and Rehoboth Beach are only a short drive away. Enjoy energy- efficient living with owned solar panels, providing reduced utility costs and long-term value - with no lease or finance obligations.

132 W Shore Dr, Milton

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

Selling Office: Compass.

16132 Hudson Rd, Milton
$939,800
4 Beds ⋅ 5 Baths
Welcome to 16132 Hudson Road, an elegant 4-bedroom, 4.5-bath residence set within the desirable Cripple Creek community. Thoughtfully designed, this home blends Modern Farmhouse warmth with classic Cape Cod influences, offering timeless architecture, generous proportions, and exceptional flexibility. A gracious wraparound porch introduces light-filled interiors with soaring ceilings and an effortless flow. The chef’s kitchen and breakfast nook open to a vaulted living room anchored by a pellet stove and French doors that lead to a covered porch, patio, fire pit, and fenced in-ground pool — creating a seamless indoor-outdoor experience ideal for entertaining. The first-floor primary suite offers private porch access and a spa-inspired bath. A separate main-level bedroom with en-suite bath provides outstanding flexibility for guests, multi-generational living, or a private home office. Upstairs, two additional en-suite bedrooms, a spacious bonus room, and generous attic spaces allow room to grow and adapt. The grounds are equally impressive, featuring a 24x36 conditioned pole building with Cat-6 wiring and an additional shop/shed with electric and HVAC, offering exceptional versatility for recreation, hobbies, or professional use. Recent improvements include a new roof (2024), updated HVAC systems, tankless water heater, advanced water treatment, and a conditioned, encapsulated crawlspace (2025) — delivering peace of mind and long-term value. With privacy, acreage, refined outdoor amenities, and minutes to Lewes and close proximity to downtown Milton, this property offers a lifestyle that is increasingly rare under $1M.

16132 Hudson Rd, Milton

Listing courtesy of RE/MAX Realty Group Rehoboth. Contact:

Selling Office: Patterson-Schwartz-Rehoboth.

16405 Diamond Farm Rd, Milton
$939,000
4 Beds ⋅ 5 Baths
Welcome to your dream home, an exquisitely crafted, new construction farmhouse where timeless charm meets refined, contemporary living. Set on a picturesque, one-acre lot with woods behind it, this serene sanctuary offers over 2,900 square feet of thoughtfully designed living space, delivering both privacy and natural beauty in perfect harmony. With four spacious bedrooms and four and a half luxurious baths, this home is designed for comfort, elegance, and everyday functionality. The detached three-car garage adds both convenience and versatility to your lifestyle, while the inviting open floor plan ensures every moment at home is warm, connected, and effortless. Inside, carefully curated upgrades elevate every room. The gourmet kitchen features top-of-the-line appliances and granite countertops, perfect for both everyday meals and memorable gatherings. Each bathroom showcases elevated finishes, from elegant countertops to upgraded plumbing fixtures, bringing spa-like tranquility to your daily routine. The main-level primary suite is a true showstopper, featuring a designer-tiled en suite with a soaking tub nestled inside the shower, an indulgent retreat that blends beauty and innovation. Blending classic farmhouse character with modern sophistication, this home is more than just a place to live, it’s a lifestyle, thoughtfully tailored for families, nature lovers, and those who value refined, intentional design. Come experience where charm, craftsmanship, and serenity meet.

16405 Diamond Farm Rd, Milton

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Unrepresented.

29370 Otto Dr, Milton
$920,567
4 Beds ⋅ 3 Baths
To be built The Whimbrel included plan is a 3 bedroom, 2 bathroom single family home starting at 1,971 heated square feet. This floor plan offers a first-floor owner's suite with numerous personalizations including (but not limited to) additional bedrooms and bathrooms, living area extensions, bonus rooms, multi-leveled courtyards and much more! Miralon is located in Milton DE, set on 72 acres surrounded by 100 year preserved farmland. With a total of 119 homesites, this rare community will offer sites anywhere from 1/4 -1/3 acre. Conveniently located 7 miles from downtown Milton, 8 miles from Lewes AND 12 miles from Rehoboth Beach! That’s right, you get the best of all three towns and beaches- while living in the quiet serenity of Miralon! Miralon will feature a clubhouse with pool, 2 pickleball courts, walking trails, a full gym and sauna, and a built-in grilling area! The monthly HOA fee is $168/month and provides general community maintenance, and access to and up-keep of the amenities. Buyer shall pay one-time fee of $2,100.00 for the working capital contribution fund. For an on-site visit, a scheduled appointment is preferred. We can’t wait to meet you! Photos are of a model home with upgrades. Unlicensed onsite salespeople represent the seller only.

29370 Otto Dr, Milton

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Unrepresented.

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