38

Dagsboro, DE Homes for Sale under $500,000

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  • /48

    $469,900

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    31468 Wingate Rd, Dagsboro, DE 19939

    Welcome to 31468 Wingate Rd in Dagsboro, a beautifully maintained 3-bedroom, 2-bath coastal cottage offering the perfect blend of charm, functionality, and flexibility. This inviting home features warm bamboo flooring throughout the main living areas and hallway, with rich walnut flooring in the bedrooms, creating a cozy yet refined feel. Enjoy peaceful mornings on the welcoming front porch and

    Agent Photo

    Kim Hook

    RE/MAX Coastal

    31468 Wingate Rd, Dagsboro, DE 19939
  • /8

    $210,000

    $15K PRICE DROP
    • Land
    • 13,503 Sq Ft
    • $677,419 per Acre

    0 Sawtooth, Dagsboro, DE 19939

    BUILD YOUR COASTAL DREAM HOME IN BAY COLONY! Bring your own builder, favorite floor plan, and coastal wish list to Dagsboro’s premier bayfront community on the Indian River Bay. Tucked away on a quiet street within the community, this 0.31-acre interior lot with mature trees offers the perfect canvas to design a custom layout built for outdoor living, porches, and capturing coastal

    Agent Photo

    Rich Meadows

    Compass

    0 Sawtooth, Dagsboro, DE 19939
  • /15

    $369,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,533 Sq Ft

    Grand Cayman Plan at Highlands of Peppers Creek, Dagsboro, DE 19939

    Welcome to the Grand Cayman at Peppers Creek – the lowest-priced new homes 20 minutes from Bethany, Fenwick, and Ocean City in the suburb of Dagsboro. This thoughtfully designed one-level home offers the perfect blend of comfort and convenience, making everyday living effortless while keeping close to the coast.Step inside to an open-concept design where the kitchen, dining, and living

    Ryan Homes Builder
    31803 Dagsworthy Blvd Unit 38582187, Dagsboro, DE 19939
  • /21

    $389,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,694 Sq Ft

    Dominica Spring Plan at Highlands of Peppers Creek, Dagsboro, DE 19939

    The Dominica Spring brings effortless elegance and smart design to one-level living. Located at Highlands of Peppers Creek in Dagsboro, DE, this home is crafted for those who want comfort without compromise – just a short drive from the Delaware beaches.From the moment you enter, you'll notice the space and natural light. The kitchen takes center stage with its modern layout, flowing

    Ryan Homes Builder
    31803 Dagsworthy Blvd Unit 38582179, Dagsboro, DE 19939
  • /15

    $329,990

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,153 Sq Ft

    Aruba Bay Plan at Highlands of Peppers Creek, Dagsboro, DE 19939

    Welcome to the Aruba Bay at Highlands of Peppers Creek – the lowest-priced new homes 20 minutes from Bethany, Fenwick, and Ocean City in the suburb of Dagsboro.Discover the perfect blend of comfort and coastal charm with the Aruba Bay. This thoughtfully designed single-story home offers 2 bedrooms, 2 baths, and an open-concept layout that makes everyday living effortless. The spacious

    Ryan Homes Builder
    31803 Dagsworthy Blvd Unit 38582183, Dagsboro, DE 19939
  • /11

    $349,990

    New Construction $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,338 Sq Ft

    Grand Bahama Plan at Highlands of Peppers Creek, Dagsboro, DE 19939

    Welcome to the Grand Bahama at Highlands of Peppers Creek – the lowest-priced new homes 20 minutes from Bethany, Fenwick, and Ocean City in the suburb of Dagsboro. Designed for those who love hosting and a little me time, this main-level-living home gives you the right amount of space exactly where you need it.Step inside to a bright, open layout where the kitchen, dining area, and great

    Ryan Homes Builder
    31803 Dagsworthy Blvd Unit 39402655, Dagsboro, DE 19939
  • /32

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,494 Sq Ft

    26921 Nine Foot Rd, Dagsboro, DE 19939

    Beautifully and extensively updated, this exceptionally well-maintained home offers easy one level living on a generous .46 acre lot approximately 12 miles from Bethany Beach. The home underwent a major renovation in 2024 that included beautiful wide width LVP flooring throughout the entire home, two fully renovated bathrooms with attractive finishes, updated plumbing and extensive interior and

    SARAH FRENCH Long & Foster Real Estate, Inc.

    26921 Nine Foot Rd, Dagsboro, DE 19939
  • /2

    $400,000

    • Land
    • 4.07 Acres
    • $98,280 per Acre

    0 Dupont Blvd Unit DESU2102496, Dagsboro, DE 19966

    4 Acres +/- zoned C-1 partially wooded site, no soil work done. Fronting on 113 South bound lane.

    Richard Bryan Delaware Coastal Realty

    0 Dupont Blvd Unit DESU2102496, Dagsboro, DE 19966
  • /43

    $498,500

    Open Fri 12PM - 2PM $27K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,624 Sq Ft

    112 S Newport Way, Dagsboro, DE 19939

    Charming coastal retreat on a generous half-acre lot just minutes from the beach! This light-filled home boasts an open-concept great room with vaulted ceilings and is perfect for everyday living and entertaining. The beautifully updated kitchen features granite countertops, stylish cabinetry, and ample storage. The main level includes a primary suite with an ensuite bath featuring dual sinks,

    Leslie Kopp Long & Foster Real Estate, Inc.

    112 S Newport Way, Dagsboro, DE 19939
  • /44

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,941 Sq Ft

    33301 Bayberry Ct, Dagsboro, DE 19939

    Back on the market through no fault of the seller! Still time to get into this home and enjoy the shoulder season!Discover the charm of coastal living in the desirable Marina at Peppers Creek community, where water features enhance your lifestyle. This beautiful detached home, built in 2015, offers 1,841 sq. ft. of thoughtfully designed space, featuring 3 spacious bedrooms and 2 full

    Tammy Dunn Keller Williams Realty

    33301 Bayberry Ct, Dagsboro, DE 19939
  • /27

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft

    38147 Jetty Ln, Dagsboro, DE 19939

    Discover refined coastal living in The Marina at Pepper’s Creek, a distinctive waterfront community in Dagsboro, Delaware. Ideally positioned on a desirable corner homesite, this newer Vandalay model by award-winning Insight Homes combines thoughtful design, energy efficiency, and effortless one-level living.Inside, a beautifully designed open-concept floor plan creates an inviting sense

    Kimberly Dyer Monument Sotheby's International Realty

    38147 Jetty Ln, Dagsboro, DE 19939
  • /26

    $339,000

    • 4 Beds
    • 2 Baths
    • 1,453 Sq Ft

    28927 E Diamond St, Dagsboro, DE 19939

    Welcome to this beautifully renovated 4-bedroom, 2-bath rancher offering the convenience of first-floor living in a peaceful Dagsboro location. Completely updated throughout, this move-in ready home features a bright, functional layout, a spacious primary suite with a private en suite bathroom, and modern finishes from room to room. Conveniently located near shopping, dining, and Delaware's

    William Certeza LPT Realty, LLC

    28927 E Diamond St, Dagsboro, DE 19939
  • /66

    $499,900

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,041 Sq Ft

    33286 Bayberry Ct, Dagsboro, DE 19939

    Coastal living at its best! Nestled in the sought-after waterfront community of Marina at Pepper's Creek, this beautifully landscaped and meticulously maintained 3-bedroom, 2-bath home offers the perfect blend of style, comfort, and versatility. The open-concept floor plan features soaring ceilings, updated flooring, a cozy fireplace, and a gourmet kitchen with granite countertops, updated

    Ashley Brosnahan Long & Foster Real Estate, Inc.

    33286 Bayberry Ct, Dagsboro, DE 19939
  • /46

    $450,000

    Open Sun 10AM - 12PM
    • 3 Beds
    • 2 Baths
    • 1,870 Sq Ft

    31210 Anchor Watch Loop, Dagsboro, DE 19939

    Welcome to 31210 Anchor Watch Loop, a beautifully designed single-level home in The Marina at Pepper’s Creek, a waterfront community in Dagsboro, Delaware. The open-concept floor plan flows seamlessly between the living room, dining area, and spacious kitchen featuring granite countertops, a center island, stainless steel appliances, and access to the bright morning room a sunroom.The

    Russell Griffin Keller Williams Realty

    31210 Anchor Watch Loop, Dagsboro, DE 19939
  • /17

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,537 Sq Ft

    117 River Bend Dr, Dagsboro, DE 19939

    Nestled in a quiet neighborhood, this fully renovated home shines with modern updates throughout. Enjoy a brand‐new kitchen, new flooring, beautifully redesigned bathrooms, updated light fixtures, and fresh landscaping. Major improvements include a new in‐ground propane tank , encapsulated crawl space, updated roof and septic system, offering peace of mind for years to come. A true move‐in‐ready

    Andrea Douds Weichert, Realtors - Beach Bound

    117 River Bend Dr, Dagsboro, DE 19939
  • /7

    $219,844

    $40K PRICE DROP
    • Land
    • 2.86 Acres
    • $76,869 per Acre

    Lots 49 & 50 Dupont Blvd, Dagsboro, DE 19939

    2.9 acre land parcel with approximately 200 feet of frontage along high-traffic US Highway 113. The property offers excellent visibility and approximately 1.5+ acres of usable land, providing flexibility for future development. Roughly three-quarters of the parcel is zoned General Commercial (C-1), allowing for a variety of potential commercial uses while also offering the possibility for an

    Christina Antonioli Long & Foster Real Estate, Inc.

    Lots 49 & 50 Dupont Blvd, Dagsboro, DE 19939
  • /7

    $499,999

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,563 Sq Ft

    34866 Tenleys Trail, Dagsboro, DE 19939

    Welcome to The Knoll by Foxlane Homes - a serene new community of just 33 luxury single-family homes,ideally located beside Cripple Creek Golf & Country Club and minutes from Ocean View and Bethany Beach.To be built/Homesite of the month features the New Haven. Perfect one-level living home for those wanting to downsize. Offering 3 bedrooms and 2 full baths, and open concept living with

    Michael Kennedy Compass

    34866 Tenleys Trail, Dagsboro, DE 19939
  • /9

    $449,500

    New Construction Coming Soon Nov 30
    • 3 Beds
    • 2 Baths
    • 1,640 Sq Ft

    34014 Indian Queen Ln, Dagsboro, DE 19939

    Construction is scheduled with foundation work scheduled in September and framing expected in late September to early October. Skip months of planning, engineering, and approval delays. County and septic approvals have already been secured, allowing construction to move forward on this thoughtfully designed new home.Designed by Rick Evans Design, this proven floor plan has earned the

    Stephen Morgan Keller Williams Realty

    34014 Indian Queen Ln, Dagsboro, DE 19939
  • /9

    $204,500

    • Land
    • 22,215 Sq Ft
    • $400,980 per Acre

    24 Manor Dr, Dagsboro, DE 19939

    Located in the sought-after Mallard Creek community with low HOA fees, this prime lot offers the perfect blend of coastal living and everyday convenience. Just minutes from Bethany Beach and close to grocery stores, restaurants, and charming boutique shops, the location is hard to beat. Residents enjoy easy access to the private Cripple Creek Country Club, where a social membership includes the

    Cindy Joseph INDIAN RIVER LAND CO

    24 Manor Dr, Dagsboro, DE 19939
  • /34

    $359,999

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,722 Sq Ft

    28237 Dagsboro Rd, Dagsboro, DE 19939

    JUST REDUCED $10,000! Hurry, don't miss this one, rare find with the land at this price! This 4 bedroom/2 full bath delivers the ultimate in effortless, one-level living on over an acre of beautiful land. Step inside and prepare to be wowed by the massive 19' x 30' primary suite — a true retreat with a private slider to the backyard, a designer California Closet system, and space that feels

    Sally Fricke RE/MAX Solutions

    28237 Dagsboro Rd, Dagsboro, DE 19939
  • /88

    $454,900

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    315 King George III St, Dagsboro, DE 19939

    Welcome to 315 King George III Street in Dagsboro, a charming 3-bedroom, 2.5-bath home offering over 1,900 square feet of living space in the peaceful community of Prince Georges Acres. Situated on an oversized corner lot, this well-maintained property combines comfort, convenience, and coastal charm....From the moment you arrive, you'll appreciate the beautiful landscaping and welcoming

    Michael Valenti Long & Foster Real Estate, Inc.

    315 King George III St, Dagsboro, DE 19939
  • /42

    $359,900

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,065 Sq Ft

    31103 Vines Creek Rd, Dagsboro, DE 19939

    Welcome to this well maintained brick ranch located LESS than 30 minutes from the Delaware beaches (8 miles to downtown Bethany Beach, 10 miles to Fenwick Island State Park) and just minutes from Vines Creek Marina, and plenty of other restaurants and attractions. You enter the living room with hardwood flooring and plenty of natural light. Next to the living room is the updated kitchen with

    Brian Hadley Patterson-Schwartz-Hockessin

    31103 Vines Creek Rd, Dagsboro, DE 19939
  • /14

    $299,000

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    32908 Swamp Rd, Dagsboro, DE 19939

    Discover the potential in this 4.37‑acre property, ideally located just minutes from Dupont Highway/Route 113 in Dagsboro. Offering a blend of partially cleared land and mature wooded areas, this parcel provides flexibility for a variety of uses—whether you’re envisioning a new home, small homestead, or investment opportunity. An 1800s farmhouse currently sits on the property giving buyers the

    Elizabeth Kapp Long & Foster Real Estate, Inc.

    32908 Swamp Rd, Dagsboro, DE 19939
  • /50

    $415,000

    $44K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,727 Sq Ft

    31204 Anchor Watch Loop, Dagsboro, DE 19939

    **$5000 SELLER ASSISTANCE AT CLOSING**Located in the desirable community of The Marina at Peppers Creek, this well-maintained ranch-style home offers easy single-level living with thoughtful updates and access to resort-style amenities. Featuring 3 bedrooms and 2 bathrooms, the home welcomes you with new LVP flooring throughout and an open-concept layout designed for comfortable everyday

    Russell Griffin Keller Williams Realty

    31204 Anchor Watch Loop, Dagsboro, DE 19939
  • /56

    $485,000

    • 3 Beds
    • 1.5 Baths
    • 1,070 Sq Ft

    30200 Kent Rd, Dagsboro, DE 19939

    LOVE THE WATER AND BOATING?? Welcome to your boats new home! Looking for an unbeatable value on a home with a private boat dock just minutes to fishing and fun? You found it! Summer days and nights are made to enjoy the peace and quiet that is found in this tucked away gem. You can enjoy the sunsets and bay views from the covered porch of your new home. What's more the community offers a boat

    Melissa Graver Active Adults Realty

    30200 Kent Rd, Dagsboro, DE 19939
  • /32

    $499,900

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 3,163 Sq Ft

    115 River Bend Dr, Dagsboro, DE 19939

    WATER ACCESS, PRIVATE BOAT SLIP & LOW HOA FEES — Experience the best of Delaware coastal living in the highly desirable River Bend community, where residents enjoy a private marina, boat ramp, and boat slips with direct access to the Indian River. Even better, this home includes a deeper-water boat slip, ideally located second from the end of the dock, making boating days easier than

    Trish Gesswein Houwzer, LLC

    115 River Bend Dr, Dagsboro, DE 19939
  • /9

    $235,000

    • Land
    • 1 Acre
    • $235,000 per Acre

    Lot #4 Falling Point Rd, Dagsboro, DE 19939

    This One Acre lot is located in an exclusive waterfront community with dock access to the Indian River Bay. Enjoy fishing, crabbing, and so much more. The community offers a marina with a shared dock. There are currently no boat slips available for sale. Build your Dream Home or Buy and Hold as a SUPERIOR INVESTMENT. There is a recent site evaluation and survey available upon request. In addition

    Joseph Cole EXP Realty, LLC

    Lot #4 Falling Point Rd, Dagsboro, DE 19939
  • /2

    $225,000

    • Land
    • 1.01 Acres
    • $222,772 per Acre

    Lot 4 Gray Rd, Dagsboro, DE 19939

    Build your dream home on this 1.01 AC lot located on Gray Road in Dagsboro DE, No HOA and no City tax. The lot currently has corn planted but no lease encumbers this property. The Site evaluation is attached. There is a small tax ditch tax of $3.30 on this property. Tax information is based on 2025 tax bill.

    BECKY GLOVER Long & Foster Real Estate, Inc.

    Lot 4 Gray Rd, Dagsboro, DE 19939
  • /13

    $387,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,533 Sq Ft

    31879 W Pepper Dr, Dagsboro, DE 19939

    The Grand Cayman at Highlands of Peppers Creek showcases easy, open living with included kitchen appliances, classic brown cabinetry, and a rear covered porch overlooking the oversized corner homesite and serene pond views.Step inside to a bright, open-concept layout where the kitchen, dining area, and great room flow seamlessly together, creating a comfortable space for everyday living

    Ryan Homes Builder
    31879 W Pepper Dr, Dagsboro, DE 19939
  • /51

    $250,000

    • 3 Beds
    • 3 Baths
    • 1,000 Sq Ft

    32286 S Dogwood Dr, Dagsboro, DE 19939

    NEW PRICE $250K! INCOME PRODUCING PROPERTY! This property has 2 homes! A single wide home with 2 additions for added square footage, 2 bedrooms and 2 baths AND a cottage with 1 bedroom and 1 bath. Located in the community of Dogwood Acres with access to the bay and a LOW HOA! The 14x70 1987 Oakwood Mobile Home was purchased brand new! Lived in by one owner this home has 2 bedrooms and 2 full

    Kim Bowden Patterson-Schwartz-OceanView

    32286 S Dogwood Dr, Dagsboro, DE 19939
  • /17

    $345,000

    $55K PRICE DROP
    • Land
    • 1.57 Acres
    • $219,745 per Acre

    31772 Stevensons Rd, Dagsboro, DE 19939

    Nestled in a beautiful setting that combines the charm of rural living yet steps away from the Indian River Bay, this 1.57-acre lot offers endless possibilities. The property is adjacent to the desirable Bluffs at Sandy Landing, featuring stunning homes, but it’s not part of the community, so there’s no builder tie-in and no HOA fees. Enjoy the freedom to build your dream home without

    Christina Antonioli Long & Foster Real Estate, Inc.

    31772 Stevensons Rd, Dagsboro, DE 19939
  • /33

    $275,000

    • 3 Beds
    • 2.5 Baths
    • 1,232 Sq Ft

    32366 Cea Dag Cir Unit 505, Dagsboro, DE 19939

    Nearly new and impeccably kept, 32366 Cea Dag Circle #505 is a 3-bedroom, 2.5-bath townhome built in 2024 by Capstone Homes, offering modern finishes, a private wooded setting, and a location that keeps both everyday conveniences and the beach within easy reach.The main level features luxury vinyl plank flooring throughout and an inviting open-concept design that brings the kitchen,

    Ashley Brosnahan Long & Foster Real Estate, Inc.

    32366 Cea Dag Cir Unit 505, Dagsboro, DE 19939
  • /43

    $449,900

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    31242 W Ocean Dr, Dagsboro, DE 19939

    Completely Reimagined. Truly Move In Ready. Welcome to 31242 W Ocean Drive.If you've been searching for a home where the hard work has already been done, your search ends here. This stunning 3-bedroom, 2-bath residence in the West Ocean Farms community has undergone an extensive top to bottom renovation, blending timeless craftsmanship with today's most desirable finishes.From the moment

    Brandon Scott Long & Foster Real Estate, Inc.

    31242 W Ocean Dr, Dagsboro, DE 19939
  • /8

    $259,000

    $15K PRICE DROP
    • Land
    • 8,712 Sq Ft
    • $1,295,000 per Acre

    29474 Turnberry Dr, Dagsboro, DE 19939

    Discover the prefect blend of luxury, convenience and scenic beauty with this prime lot in the Fairway Villas community located within the prestigious Cripple Creek Golf & Country Club. This property offers an unparalleled lifestyle with its prime location offering a serene and luxurious living experience and breathtaking views. The property is located within a short drive of the picturesque

    Cindy Joseph INDIAN RIVER LAND CO

    29474 Turnberry Dr, Dagsboro, DE 19939
  • /6

    $377,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,338 Sq Ft

    31880 W Pepper Dr, Dagsboro, DE 19939

    This brand-new Grand Bahama at Highlands of Peppers Creek is set on a desirable oversized corner homesite and offers effortless single-level living, a full set of kitchen appliances, and a rear covered porch overlooking serene wooded views, open space, and no rear neighbors.Located in an enclave of ranch homes, this thoughtfully designed home delivers both comfort and convenience. The

    Ryan Homes Builder
    31880 W Pepper Dr, Dagsboro, DE 19939
  • /11

    $269,900

    $80K PRICE DROP
    • Land
    • 1.78 Acres
    • $151,629 per Acre

    0 Helms Landing Rd, Dagsboro, DE 19939

    Nestled along the quiet and scenic Helms Landing Road in Dagsboro, Delaware, this picturesque 1.78-acre wooded lot offers a rare opportunity to build your dream home or create a peaceful retreat near the water. Surrounded by mature trees and natural landscape, the property provides privacy and serenity, while being just minutes from the Indian River Bay. Though not directly waterfront, the lot’s

    Mark Lally BAY COAST REALTY

    0 Helms Landing Rd, Dagsboro, DE 19939
  • /24

    $249,900

    • Land
    • 4,791 Sq Ft
    • $2,271,818 per Acre

    0 W, Dagsboro, DE 19939

    Discover this prime corner lot in the Dogwood Acres subdivision, offering a unique opportunity for your dream home. This property boasts stunning views of the Bay and Canal, perfect for those who appreciate serene living. Just steps from the community boat ramp and your own deeded boat slip you can enjoy the ease of waking up and being on the water in just minutes. Situated on a corner lot, the

    Ryan Deck Keller Williams Realty

    0 W, Dagsboro, DE 19939
  • /9

    $224,000

    • 2 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    32372 Cea Dag Cir Unit 801, Dagsboro, DE 19939

    Affordable townhome close to shopping and medical. Only a few minute drive to beach. New carpeting just installed. Community pool.

    JACLYN HICKMAN-HILLS JACK HICKMAN REAL ESTATE

    32372 Cea Dag Cir Unit 801, Dagsboro, DE 19939

Home Price Trends

Median Sale Price
$432,000
Median Single Family Sale Price
$462,500
Median Townhouse Sale Price
$325,500
Median 2 Bedroom Sale Price
$309,950
Median 1 Bedroom Sale Price
$110,000
Average Price Per Sq Ft
$246
Number of Homes for Sale
57
Last 12 months Home Sales
159
Months of Supply
4.30
Median List Price
$472,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-2%
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