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5-Bedroom Homes for Sale in Millsboro, DE

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  • /31

    $454,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,238 Sq Ft

    Richmond Slab Plan at Liberty East, Millsboro, DE 19966

    This two-story home features an inviting open-concept layout on the first floor combining the Great Room, dining room and kitchen, with a secondary bedroom located near the entry. Four additional bedrooms can be found upstairs, including the expansive owner’s suite. A two-car garage completes the layout.

    Builder Photo

    Lennar

    Builder

    26030 E Old Gate Dr Unit 36036525, Millsboro, DE 19966
  • /60

    $860,000

    • 5 Beds
    • 4.5 Baths
    • 3,400 Sq Ft

    27582 S Nicklaus Ave Unit 11, Millsboro, DE 19966

    Welcome to The Peninsula, coastal Delaware's premier resort-style country club community! Enjoy a panoramic, 180-degree tee-to-green sunrise views of the 2nd fairway from all three levels of this upscale home! Plenty of space for everyone here, with an open-space concept floor plan and 10-foot ceiling height on the main level, 5 bedrooms, 4 full baths upstairs. Morning sun illuminates the

    Sandi Bisgood Monument Sotheby's International Realty

    27582 S Nicklaus Ave Unit 11, Millsboro, DE 19966
  • /26

    Price To Be Determined New Construction

    • 5 Beds
    • 3 Baths
    • 2,238 Sq Ft

    Richmond slab Plan at South Shore - South Shore Villas, Millsboro, DE 19966

    This new two-story home features an airy layout among a first-floor kitchen with a large center island, dining room and Great Room that’s fit for modern times. On the same level is a versatile bedroom ideal for overnight guests. Situated upstairs are the remaining four bedrooms including the private owner’s suite with an attached bathroom and walk-in closet. A two-car garage rounds out the home.

    Builder Photo

    Lennar

    Builder

    24626 Bramble Dr Unit 37331271, Millsboro, DE 19966
  • /28

    $481,290 New Construction

    • 5 Beds
    • 3 Baths
    • 2,238 Sq Ft

    26064 E Old Gate Dr, Millsboro, DE 19966

    This two-story home features an inviting open-concept layout on the first floor combining the Great Room, dining room and kitchen, with a secondary bedroom located near the entry. Four additional bedrooms can be found upstairs, including the expansive owner’s suite. A two-car garage completes the layout.

    Builder Photo

    Lennar

    Builder

    26064 E Old Gate Dr, Millsboro, DE 19966
  • /28

    $481,290 New Construction

    • 5 Beds
    • 3 Baths
    • 2,238 Sq Ft

    26230 E Old Gate Dr, Millsboro, DE 19966

    This two-story home features an inviting open-concept layout on the first floor combining the Great Room, dining room and kitchen, with a secondary bedroom located near the entry. Four additional bedrooms can be found upstairs, including the expansive owner’s suite. A two-car garage completes the layout.

    Builder Photo

    Lennar

    Builder

    26230 E Old Gate Dr, Millsboro, DE 19966
  • /31

    $484,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,235 Sq Ft

    Richmond Basement Plan at Liberty East, Millsboro, DE 19966

    This two-story home features an inviting open-concept layout on the first floor combining the Great Room, dining room and kitchen, with a secondary bedroom located near the entry. Four additional bedrooms can be found upstairs, including the expansive owner’s suite. An unfinished basement adds even greater versatility to the home, with the option to include a recreation room and additional

    Builder Photo

    Lennar

    Builder

    26030 E Old Gate Dr Unit 36036528, Millsboro, DE 19966
  • /78

    $699,999

    • 5 Beds
    • 2.5 Baths
    • 2,861 Sq Ft

    30309 Piping Plover Dr, Millsboro, DE 19966

    Welcome to 30309 Piping Plover Drive—a stunning 5-bedroom, 2.5-bath home in the sought-after Peninsula Lakes community of Millsboro, DE. Backing to a serene treeline and thoughtfully designed for both everyday comfort and elevated entertaining, this home truly checks every box.Recently refreshed with full interior paint, carpet cleaning, and exterior power washing, it’s move-in ready from

    Brigit Taylor Keller Williams Realty

    30309 Piping Plover Dr, Millsboro, DE 19966
  • /75

    $1,025,000

    • 5 Beds
    • 3.5 Baths
    • 3,016 Sq Ft

    28042 Swallowtail Dr Unit 20, Millsboro, DE 19966

    Absolutely Impressive Price Repositioning, Incredible Opportunity to Own an Incredible Home with Incredible Golf Course Views! A Must See, Schedule a private showing today!Exquisite coastal-style home perfectly situated on a premium lot, backing to the prestigious Jack Nicklaus award-winning golf course. Nestled in the sought-after Peninsula community, this residence is a masterpiece of

    Judith Dourgarian Northrop Realty

    28042 Swallowtail Dr Unit 20, Millsboro, DE 19966
  • /69

    $624,999

    • 5 Beds
    • 3.5 Baths
    • 3,600 Sq Ft

    35284 Helmsman Way, Millsboro, DE 19966

    Price adjustment alert! Seller is now offering up to $6250.00 settlement help with acceptable offer! Welcome to 35284 Helmsman Way. This 3600 square foot gem is nestled in the rear of the Stonewater Creek subdivision on a half-acre. And yes, you will feel that space and square footage! Five bedrooms and three and a half baths. A huge first-floor primary. Gourmet kitchen. Living area with

    Kazy Tauginas Century 21 Gold Key Realty

    35284 Helmsman Way, Millsboro, DE 19966
  • /85

    $619,900

    • 6 Beds
    • 4 Baths
    • 4,598 Sq Ft

    20705 Woodlake Cir, Millsboro, DE 19966

    NEW LVP AND CARPET JUST PUT IN!! Welcome to 20705 Woodlake Circle, boasting a rare offering of 4,598 square feet of living space, including a finished basement, second-story bonus room, and in-ground saltwater pool. Tucked away on a large, private lot backing to serene woods, this beautifully maintained 6-bedroom, 4-bathroom home offers the perfect balance of space, comfort, and

    Jordan Garcia Long & Foster Real Estate, Inc.

    20705 Woodlake Cir, Millsboro, DE 19966
  • /55

    $749,900

    • 5 Beds
    • 3 Baths
    • 3,800 Sq Ft

    26183 Tuscany Dr, Millsboro, DE 19966

    Seller is Motivated, Bring all offers! Stunning 5-Bedroom Home in Sought-After Kingston Ridge – Serene Setting on 0.75 AcresWelcome to your dream home! This beautifully designed 5-bedroom, 3-bath residence offers approximately 3,800 square feet of spacious living, nestled on a peaceful 0.75-acre lot in the highly desirable Kingston Ridge community. Enjoy serene views from every

    Melanie Anderson Berkshire Hathaway HomeServices PenFed Realty

    26183 Tuscany Dr, Millsboro, DE 19966
  • /113

    $915,000

    • 5 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    27034 Firefly Blvd Unit 115, Millsboro, DE 19966

    Welcome to 27045 Firefly Boulevard, a beautifully appointed 5 bedroom, 3.5 bath home in Delaware’s premier resort community—The Peninsula on the Indian River Bay. Being offered fully furnished and nestled in the Marina Bay section, this elegant residence backs to a tranquil pond, offering peaceful views and year-round natural beauty.Curb appeal shines with HardiPlank shake siding,

    Krystal Casey Keller Williams Realty

    27034 Firefly Blvd Unit 115, Millsboro, DE 19966
  • /106

    $929,900

    • 5 Beds
    • 3.5 Baths
    • 3,500 Sq Ft

    27434 S Nicklaus Ave Unit 76, Millsboro, DE 19966

    ***MOTIVATED SELLER ***BRING YOUR OFFER***IMPROVED PRICE for this well-appointed, move-in ready residence...Gracious living in this elegant home, nestled in the prestigious, thoughtfully planned country club community, the Peninsula. Come visit this Miller & Smith Hampton model, situated on the 3rd fairway of the signature Jack Nicklaus golf course in 'Veranda'. Appreciate fine nuances

    Zane Jones Jack Lingo - Rehoboth

    27434 S Nicklaus Ave Unit 76, Millsboro, DE 19966
  • /74

    $569,900

    • 5 Beds
    • 4 Baths
    • 3,300 Sq Ft

    30056 Piping Plover Dr, Millsboro, DE 19966

    Introducing 30056 Piping Plover, a coastal haven nestled within the amenity-rich community of Peninsula Lakes. This nearly new five-bedroom, four-bathroom home, built in 2022, offers an ideal retreat, whether you seek a permanent Delmarva residence or a coastal getaway. The meticulously maintained two-level home features a thoughtfully designed layout. The main floor welcomes you with a grand

    Jim Lattanzi Northrop Realty

    30056 Piping Plover Dr, Millsboro, DE 19966
  • /133

    $2,500,000

    • 5 Beds
    • 7.5 Baths
    • 7,848 Sq Ft

    24500 Kayakers Path, Millsboro, DE 19966

    Introducing 24500 Kayakers Path, an exceptional Echelon custom home, thoughtfully positioned with two lots for space and privacy, in the sought-after community of The Peninsula on the Indian River. Combining coastal living with indoor and outdoor Mediterranean cues, a commanding exterior elevation rises up with a dramatic dual staircase articulated with robust balusters to welcome guests into a

    Jim Lattanzi Northrop Realty

    24500 Kayakers Path, Millsboro, DE 19966
  • /95

    $1,224,900

    • 5 Beds
    • 3 Baths
    • 4,044 Sq Ft

    28212 Meadow Lark Ln, Millsboro, DE 19966

    Welcome to a meticulously crafted, four-year-old rancher in the heart of Millsboro, Delaware, custom built by its owner—a construction professional—with the vision of a forever home. Every detail, from premium materials to thoughtful design, reflects exceptional care, with regular maintenance (roof, HVAC, well, septic, termite) keeping everything pristine. Set on 4.3 acres with a full sprinkler

    Chase Broadhurst EXP Realty, LLC

    28212 Meadow Lark Ln, Millsboro, DE 19966
  • /58

    $550,000 Open Sat 11AM - 1PM

    • 6 Beds
    • 3 Baths
    • 3,344 Sq Ft

    200 Millstone Ln, Millsboro, DE 19966

    Welcome home to Millsboro, the town that Milton claims to be! This expansive property features all the room you could ask for, without the feeling of being overwhelmed. Located on Betts Pond and only a short easterly drive to the Delaware beaches, without the hassle of Route 1 north- and southbound traffic! Located on public sewer and water for low-maintenance living and boasting 6 bedrooms! Make

    Nicolas Ganley Iron Valley Real Estate Premier

    200 Millstone Ln, Millsboro, DE 19966
  • /22

    $233,000

    • 5 Beds
    • 2 Baths
    • 1,651 Sq Ft

    26820 Bethesda Rd, Millsboro, DE 19966

    Discover a hidden gem in the heart of Millsboro, where investment potential meets timeless charm! This spacious 5-bedroom, 2-bathroom Colonial home, built in 1940, offers a unique opportunity for savvy investors looking to capitalize on a property with character and room for growth. Set on an expansive 1-acre lot, this detached residence boasts ample outdoor space, perfect for future development

    Bob Comegys EXP Realty, LLC

    26820 Bethesda Rd, Millsboro, DE 19966
  • /31

    $225,000

    • 7 Beds
    • 1 Bath
    • 1,088 Sq Ft

    37245 Firemans Rd, Millsboro, DE 19966

    Spacious 7-bedroom, 1-bathroom farmhouse situated on just over 2 acres in the quiet town of Gumboro, DE. This large home offers plenty of room to grow, with classic farmhouse charm and ample living space. The property also includes two outbuildings, a shed, and a single-wide trailer. Please note, the current owner will retain lifetime rights to the trailer and garage. This unique property is

    Pamela Price RE/MAX Advantage Realty

    37245 Firemans Rd, Millsboro, DE 19966
  • /56

    $425,000

    • 5 Beds
    • 4.5 Baths
    • 3,561 Sq Ft

    10040 Iron Pointe Drive Extension Unit 405A4, Millsboro, DE 19966

    Waterfront Oasis with Nature Views & Modern Comfort Discover the largest model in the community—offering over 3,500 sq ft of beautifully finished living space across three spacious levels. This 5-bedroom, 4.5-bath retreat sits at the headwaters of the Indian River, surrounded by a protected conservation area teeming with native plants, pollinators, and local wildlife . Enjoy peaceful water views

    Christine McCoy Coldwell Banker Realty

    10040 Iron Pointe Drive Extension Unit 405A4, Millsboro, DE 19966
  • /47

    $550,000

    • 6 Beds
    • 5 Baths
    • 4,780 Sq Ft

    222 S Washington St, Millsboro, DE 19966

    Welcome to a wonderful turn of the century beauty in the heart of Millsboro. Situated on .68 acres, this 4 bedroom, 3 bath home with 3300+ square foot of living space, and an additional 2 bedroom 2 bath self-contained cottage with approximately 1000 square foot awaits your arrival. The main home has a living room, 4 large bedrooms, (primary with full en-suite,) 3 full baths, (2 upstairs and 1

    Thomas Lucks Keller Williams Realty

    222 S Washington St, Millsboro, DE 19966
  • /72

    $444,000

    • 5 Beds
    • 3.5 Baths
    • 2,504 Sq Ft

    32602 Long Iron Way, Millsboro, DE 19966

    This spacious five-bedroom home invites you into the vibrant resort-style community of Baywood, where comfort, charm, and top-tier amenities come together. A generous front deck sets a welcoming tone and leads you into a thoughtfully designed layout perfect for everyday living or entertaining.On the main level, double doors open to a private primary bedroom suite featuring a tiled glass-door

    Jim Lattanzi Northrop Realty

    32602 Long Iron Way, Millsboro, DE 19966
  • /25

    $554,900 Open Sun 1PM - 4PM

    • 5 Beds
    • 3 Baths
    • 4,108 Sq Ft

    27875 Roanoke Rapids Landing, Millsboro, DE 19966

    Special Opportunity to live in prestigious Plantation Lakes on the 7th Fairway with a Pond View! This premium home features over 4000 sq ft of living space and boasts a two-bedroom walk-out basement apartment with its own kitchenette (income potential or in-law quarters) and large family room. Step inside the main level and you will appreciate this meticulously maintained home featuring open

    DANIEL DEMERS Sell Your Home Services

    27875 Roanoke Rapids Landing, Millsboro, DE 19966
  • /28

    $299,000

    • 5 Beds
    • 2 Baths

    26478 Jersey Rd, Millsboro, DE 19966

    Waterfront Investment Opportunity in Millsboro, DE – Two Homes, Endless Potential!Don’t miss this rare chance to own a waterfront property on the Indian River, a large parcel of 0.44 acre with 80 feet of direct water frontage in beautiful Millsboro, Delaware. This unique property features two separate houses, each with its own postal address, offering incredible flexibility for

    Bob Hamour Realty Mark Associates-Newark

    26478 Jersey Rd, Millsboro, DE 19966
  • /92

    $2,395,000

    • 6 Beds
    • 5.5 Baths
    • 5,400 Sq Ft

    33521 Tiderunner Ave, Millsboro, DE 19966

    Blending timeless coastal style, superior craftsmanship, and refined finishes, this custom Echelon Grand Cayman model stands among the most impressive residences in The Peninsula. With six bedrooms and five-and-a-half baths, the home commands sweeping Indian River Bay vistas from nearly every room, perfectly framed by the 7th hole of the Jack Nicklaus Signature Golf Course—a rare combination of

    Jim Lattanzi Northrop Realty

    33521 Tiderunner Ave, Millsboro, DE 19966
  • /90

    $1,999,900

    • 5 Beds
    • 5.5 Baths
    • 5,720 Sq Ft

    33442 Marina Bay Cir, Millsboro, DE 19966

    Luxurious golf course living is yours in this stunning 5720 sq ft, 5-bedroom home in the gated, private country club community, The Peninsula on the Indian River Bay. Elegantly designed, expertly appointed, & beautifully maintained, this unique & rare custom designed Echelon home is nestled in a prime location & boasts unparalleled views of the #1 handicap,11th hole. Don't miss the VIDEO. Enjoy

    Valerie Ellenberger Compass

    33442 Marina Bay Cir, Millsboro, DE 19966
  • /37

    $430,000

    • 5 Beds
    • 4 Baths
    • 2,800 Sq Ft

    33273 Claremont Ct, Millsboro, DE 19966

    BOOK THIS HOME NOW!!! ARE YOU A GOLFER?? 5 BEDROOMS??? REDUCED LETS GO!!! Are you in the market for a spacious five-bedroom home? Look no further. This exceptional property, uniquely situated in a prestigious golf course community, is the only available five-bedroom home in this section. The community offers unlimited golf as part of its amenities, providing an unparalleled lifestyle for golf

    Jay Shinn RE/MAX Point Realty

    33273 Claremont Ct, Millsboro, DE 19966
  • /53

    $879,000

    • 5 Beds
    • 4 Baths
    • 3,988 Sq Ft

    26191 Tuscany Dr, Millsboro, DE 19966

    Spacious and Modern Living in Kingston RidgeDiscover this stunning 5-bedroom, 4-bathroom home in the desirable Kingston Ridge community, offering nearly 4,000 square feet of thoughtfully designed living space on a spacious lot just under an acre, with picturesque pond views.Step inside to find an open floor plan featuring a gourmet kitchen equipped with premium appliances, a center

    Rachel Cooper Berkshire Hathaway HomeServices PenFed Realty

    26191 Tuscany Dr, Millsboro, DE 19966
  • /35

    $417,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,415 Sq Ft

    22186 Shorebird Way, Millsboro, DE 19966

    Explore 22186 Shorebird Way, a beautiful new home under construction in Plover Point offering peaceful living in Millsboro, DE. The Elm floorplan is a contemporary 2,415 square feet two-story home featuring five bedrooms, three bathrooms, a loft, and a two-car garage. As you enter the home from the covered porch and step into the home's distinct foyer you will notice that the stairs are

    Builder Photo

    D.R. Horton

    Builder

    22186 Shorebird Way, Millsboro, DE 19966
  • /35

    $417,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,415 Sq Ft

    ELM Plan at Plover Point, Millsboro, DE 19966

    The Elm, a contemporary 2,415 square feet two-story home, features five bedrooms, three bathrooms, a loft and a two-car garage. As you step into the home's distinct foyer you will notice that the stairs are separated from the main living space. Continuing into the home, the open-concept floorplan comes to life as you take in the kitchen, dining area and living room. The spacious kitchen

    Builder Photo

    D.R. Horton

    Builder

    22114 Shorebird Way Unit 36203291, Millsboro, DE 19966
  • /23

    $428,990 New Construction

    • 5 - 6 Beds
    • 3 Baths
    • 2,540 Sq Ft

    Hazel Plan at Patriots Glen, Millsboro, DE 19966

    Welcome home to The Hazel at Patriots Glen – Millsboro's best value for new ranch and two-story homes with large back yards and a community pool. This 2-car garage single-family home is highlighted by a large great room adjoining a gourmet kitchen with an island overlooking the dining area. Just off the garage, a first-floor guest suite means you don’t have to sacrifice your flex room at the

    Builder Photo

    Ryan Homes

    Builder

    22175 Thomas Jefferson Terrace Unit 36142547, Millsboro, DE 19966

Home Trends in Millsboro, DE

Housing Trends

Median Sale Price
$421,287
Median Single Family Sale Price
$458,745
Median Townhouse Sale Price
$331,000
Median 2 Bedroom Sale Price
$323,796
Median 1 Bedroom Sale Price
$174,850
Average Price Per Sq Ft
$213
Number of Homes for Sale
507
Last 12 months Home Sales
743
Months of Supply
8.20
Median List Price
$430,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-1%
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