27

Ocean Pines, MD Homes for Sale under $500,000

Section Image Section Image Section Image
  • 9 Holly Ct, Berlin, MD 21811
    9 Holly Ct, Berlin, MD 21811
    9 Holly Ct, Berlin, MD 21811
    /50

    $419,900

    • 3 Beds
    • 2 Baths
    • 1,618 Sq Ft

    9 Holly Ct, Berlin, MD 21811

    Welcome to Ocean Pines! Step through the front door into a welcoming living room featuring a cozy fireplace, soaring vaulted ceiling with fan, and a skylight that fills the space with natural light. The open layout flows effortlessly into the dining area, highlighted by a specialty light fixture, and the modern kitchen, which boasts designer pendant lighting over a breakfast counter that seats

    Agent Photo

    Dustin Oldfather

    Compass

    (443) 639-8237

    9 Holly Ct, Berlin, MD 21811
  • 11029 Augusta Ln Unit 4, Berlin, MD 21811
    11029 Augusta Ln Unit 4, Berlin, MD 21811
    11029 Augusta Ln Unit 4, Berlin, MD 21811
    /33

    $494,900

    • 3 Beds
    • 2.5 Baths
    • 2,359 Sq Ft

    11029 Augusta Ln Unit 4, Berlin, MD 21811

    This stunning two-year-old townhouse in the desirable River Run community is truly breathtaking. Featuring 3 bedrooms and 2.5 baths, the home offers a spacious dining area and a beautifully equipped kitchen perfect for everyday living or entertaining. The first-floor primary bedroom includes a generous walk-in closet for added convenience. Upstairs, you’ll find two large bedrooms and a versatile

    Agent Photo

    Michael Ross

    Newport Bay Realty

    (410) 936-7371

    11029 Augusta Ln Unit 4, Berlin, MD 21811
  • 21 Abbott Place, Berlin, MD 21811
    21 Abbott Place, Berlin, MD 21811
    21 Abbott Place, Berlin, MD 21811
    /131

    $469,900

    • 4 Beds
    • 3 Baths
    • 1,555 Sq Ft

    21 Abbott Place, Berlin, MD 21811

    Welcome to this inviting cottage-style home nestled in the South Gate section of Ocean Pines. Thoughtfully renovated in 2016, this property features a new roof, windows, flooring, updated kitchen and baths, stainless steel appliances, heat pump, exterior siding, decks, and a screened porch. The living room is highlighted by a soaring vaulted ceiling accented with beautiful stained

    Dave Whittington Coastal Life Realty Group LLC

    21 Abbott Place, Berlin, MD 21811
  • 14 White Sail Cir, Berlin, MD 21811
    14 White Sail Cir, Berlin, MD 21811
    14 White Sail Cir, Berlin, MD 21811
    /29

    $444,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    14 White Sail Cir, Berlin, MD 21811

    Amazing Ocean Pines rancher completely renovated and professionally designed by the Woven Sand Studios design company and her acclaimed style coined, OC BOHO. The home features ample space for a family or the ability to make an amazing rental property for passive income. The home has new LVP flooring that is 100 percent water proof and scratch resistant for those 4 legged family members. Exterior

    Ryan Eby Corner House Realty

    14 White Sail Cir, Berlin, MD 21811
  • 7710 Yacht Club Dr Unit 314, Berlin, MD 21811
    7710 Yacht Club Dr Unit 314, Berlin, MD 21811
    7710 Yacht Club Dr Unit 314, Berlin, MD 21811
    /52

    $445,900

    • 2 Beds
    • 2 Baths
    • 1,256 Sq Ft

    7710 Yacht Club Dr Unit 314, Berlin, MD 21811

    It's rare to find views of the Water and the Yacht Club Basin Marina at this price! Imagine watching the spectacular sunrises and Fourth of July fireworks from your living room or screened porch! Just steps to Dining, Entertainment, Swimming and Boating! Turn-Key furnished corner end unit condominium with outdoor storage area and a building elevator. Lots of recent updates including LVP flooring,

    Debbie Hileman Hileman Real Estate-Berlin

    7710 Yacht Club Dr Unit 314, Berlin, MD 21811
  • 82 Sandyhook Rd, Berlin, MD 21811
    82 Sandyhook Rd, Berlin, MD 21811
    82 Sandyhook Rd, Berlin, MD 21811
    /55

    $425,000

    • 4 Beds
    • 2.5 Baths
    • 1,988 Sq Ft

    82 Sandyhook Rd, Berlin, MD 21811

    Welcome to 82 Sandyhook Rd, located in the highly sought after Ocean Pines community, where lifestyle meets convenience and resort style living!Ocean Pines offers an unmatched list of amenities that truly make it a place you never have to leave. Residents enjoy access to 5 swimming pools, both indoor and outdoor, a championship 18 hole golf course, two marinas, a yacht club with waterfront

    Amber Parsley Keller Williams Flagship

    82 Sandyhook Rd, Berlin, MD 21811
  • 23 Duck Cove Cir, Berlin, MD 21811
    23 Duck Cove Cir, Berlin, MD 21811
    23 Duck Cove Cir, Berlin, MD 21811
    /70

    $499,000

    • 4 Beds
    • 2 Baths
    • 1,264 Sq Ft

    23 Duck Cove Cir, Berlin, MD 21811

    Don’t let this opportunity pass you by to purchase a 4 bedroom Ocean Pines waterfront home for under $500,000!! The home sits on a lot that is highly elevated from the water, and includes a private dock with a boat lift. Enter the foyer/dining area through 2 sets of French Doors from the 20 x 10 front deck with a spacious 10 x 6 storage room. Enjoy having a split floor plan - 2 bedrooms and 1

    Cynthia Crockett Hileman Real Estate-Berlin

    23 Duck Cove Cir, Berlin, MD 21811
  • 185 Windjammer Rd, Berlin, MD 21811
    185 Windjammer Rd, Berlin, MD 21811
    185 Windjammer Rd, Berlin, MD 21811
    /29

    $437,000

    • 3 Beds
    • 3 Baths
    • 2,200 Sq Ft

    185 Windjammer Rd, Berlin, MD 21811

    Ocean Pines Colonial Home – Golf Course Living at Its Finest.Property Overview -- This beautifully appointed colonial home offers the perfect blend of timeless charm and modern comfort. Featuring three spacious bedrooms and three full bathrooms, the residence is fully furnished and is ideally situated along the scenic fairways of the Ocean Pines Golf Course, creating a peaceful and

    Steve Howse Berkshire Hathaway HomeServices PenFed Realty - OP

    185 Windjammer Rd, Berlin, MD 21811
  • 1 Surfers Way, Berlin, MD 21811
    1 Surfers Way, Berlin, MD 21811
    1 Surfers Way, Berlin, MD 21811
    /30

    $419,900 Open Sun 11AM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,446 Sq Ft

    1 Surfers Way, Berlin, MD 21811

    Located on a cul-de-sac in North Ocean Pines, this home has cathedral ceilings in the living room, kitchen, and primary bedroom. It features an open floor plan, with 3 bedrooms and 2 full baths, and it sits on a large high, dry, private corner lot. The chef of the family will enjoy entertaining family and friends in the kitchen overlooking the dining/living rooms and large screened in back porch.

    Vicki Harmon Coldwell Banker Realty

    1 Surfers Way, Berlin, MD 21811
  • 102 Hingham Ln Unit 27, Berlin, MD 21811
    102 Hingham Ln Unit 27, Berlin, MD 21811
    102 Hingham Ln Unit 27, Berlin, MD 21811
    /25

    $449,000

    • 4 Beds
    • 3.5 Baths
    • 2,872 Sq Ft

    102 Hingham Ln Unit 27, Berlin, MD 21811

    Welcome to The Townes of Ocean Pines! With 4 bedrooms, 3 1⁄2 baths, a loft and recreation area this townhome has space for all to enjoy. On the main floor you will find a spacious primary bedroom with a large walk-in closet, an ensuite with a double sink vanity, soaking tub, separate shower and water closet. For your convenience, a powder room is located just to the left of the entryway. The

    Mike Foelber Rutherford Realty

    102 Hingham Ln Unit 27, Berlin, MD 21811
  • 37 Watertown Rd, Berlin, MD 21811
    37 Watertown Rd, Berlin, MD 21811
    37 Watertown Rd, Berlin, MD 21811
    /86

    $419,000 Open Sun 10:30AM - 12:30PM

    • 4 Beds
    • 2.5 Baths
    • 1,630 Sq Ft

    37 Watertown Rd, Berlin, MD 21811

    This stunning 4-bedroom, 2.5-bath contemporary single-family home offers the perfect blend of modern updates, open living spaces, and turnkey convenience in the sought-after community of Ocean Pines. Designed with an inviting open-concept layout, the home features a bright and airy living room with cathedral ceilings, skylights, and large windows that fill the space with natural light, along with

    Whitney Jarvis Coldwell Banker Realty

    37 Watertown Rd, Berlin, MD 21811
  • 89 Cresthaven Dr, Berlin, MD 21811
    89 Cresthaven Dr, Berlin, MD 21811
    89 Cresthaven Dr, Berlin, MD 21811
    /58

    $499,900

    • 3 Beds
    • 2 Baths
    • 1,870 Sq Ft

    89 Cresthaven Dr, Berlin, MD 21811

    Experience the PERFECT BALANCE of comfort, upgrades, and coastal convenience in this beautifully maintained 3-bedroom, 2-bath rancher tucked away on a quiet cul-de-sac in Ocean Pines, MD. Situated on a PEACEFUL LOT, the property features a spacious concrete driveway with plenty of room for multiple vehicles, guests, or even your boat. The CONDITIONED AND HEATED GARAGE is a standout feature,

    Ryan McCoy Coldwell Banker Realty

    89 Cresthaven Dr, Berlin, MD 21811
  • 779 Ocean Pkwy, Berlin, MD 21811
    779 Ocean Pkwy, Berlin, MD 21811
    779 Ocean Pkwy, Berlin, MD 21811
    /34

    $405,900 Open Sat 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    779 Ocean Pkwy, Berlin, MD 21811

    Welcome to your new home located at 779 Ocean Parkway, Ocean Pines, Md. With its roomy interior and homey charm, you won't want to leave. The open floor plan leaves plenty of room for your decorating. You will love the cozy gas fireplace. A large enclosed 3-season room for entertaining on the back deck is a plus. The main bedroom is very roomy and has beautiful sliding glass doors that lead to

    Theresalaina Barnett Long & Foster Real Estate, Inc.

    779 Ocean Pkwy, Berlin, MD 21811
  • 4 Fantail Ct, Berlin, MD 21811
    4 Fantail Ct, Berlin, MD 21811
    4 Fantail Ct, Berlin, MD 21811
    /34

    $449,500

    • 4 Beds
    • 2 Baths
    • 1,766 Sq Ft

    4 Fantail Ct, Berlin, MD 21811

    SIMPLY BEAUTIFUL! If you are looking for the ultimate in privacy, value, comfort and gracious living, this home is for you. Whether it's your primary nest or weekend retreat, everything you need is here. There's a lovely gracious interior with a vaulted ceiling in the living area, 4 bedrooms for plenty of sleeping space and a wonderful Florida Room plus a screened porch nestled in the trees.

    Marlene Ott Berkshire Hathaway HomeServices PenFed Realty - OP

    4 Fantail Ct, Berlin, MD 21811
  • 29 Pinehurst Rd, Berlin, MD 21811
    29 Pinehurst Rd, Berlin, MD 21811
    29 Pinehurst Rd, Berlin, MD 21811
    /87

    $429,900

    • 4 Beds
    • 2 Baths
    • 2,224 Sq Ft

    29 Pinehurst Rd, Berlin, MD 21811

    Welcome to 29 Pinehurst, a spacious and inviting 4–5 bedroom, 2-bath home designed for comfortable everyday living. A first-floor bedroom provides added flexibility for guests, a home office, or convenient main-level living. Upstairs, you’ll find 3–4 additional bedrooms, allowing you to configure the space to fit your needs—whether for sleeping, working, or hobbies.The open living room and

    Bethany Drew Hileman Real Estate-Berlin

    29 Pinehurst Rd, Berlin, MD 21811
  • 1258 Ocean Pkwy, Berlin, MD 21811
    1258 Ocean Pkwy, Berlin, MD 21811
    1258 Ocean Pkwy, Berlin, MD 21811
    /58

    $449,900

    • 4 Beds
    • 3 Baths
    • 2,230 Sq Ft

    1258 Ocean Pkwy, Berlin, MD 21811

    Great 4-bedroom, 3-bathroom home in Ocean Pines is an ideal choice for a primary residence, vacation getaway, or high-yield rental property. Spanning 2,230 square feet, the home features two separate living areas designed for large families or group entertaining. Key Renovations & Upgrades in 2021 include granite countertops, custom tile backsplash, and stainless steel appliances (including a new

    Jenny Sheppard Sheppard Realty Inc

    1258 Ocean Pkwy, Berlin, MD 21811
  • 48 Battersea Rd, Berlin, MD 21811
    48 Battersea Rd, Berlin, MD 21811
    48 Battersea Rd, Berlin, MD 21811
    /46

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,076 Sq Ft

    48 Battersea Rd, Berlin, MD 21811

    Located in the established Ocean Pines community, this well-maintained 4-bedroom, 2-full-bath rancher offers comfortable single-level living with a functional layout and scenic golf course views. The interior features spacious living and gathering areas highlighted by vaulted ceilings, exposed beams, skylights, and a wood-burning fireplace in the living room. The kitchen provides ample cabinet

    Lee Tessier EXP Realty, LLC

    48 Battersea Rd, Berlin, MD 21811
  • 2102 Points Reach, Berlin, MD 21811
    2102 Points Reach, Berlin, MD 21811
    2102 Points Reach, Berlin, MD 21811
    /37

    $489,900

    • 3 Beds
    • 2 Baths
    • 1,896 Sq Ft

    2102 Points Reach, Berlin, MD 21811

    *Sellers have already found their new home** Offering $10k seller concessions*Enjoy coastal living at its best in this beautifully maintained 3-bedroom, 2-bath condominium located in Points Reach, Berlin, MD, offering peaceful water views of the bay and surrounding canals. This light-filled residence features an open-concept living and dining area, perfect for everyday living or

    Brenda Moore Coldwell Banker Realty

    2102 Points Reach, Berlin, MD 21811
  • 51 Newport Dr, Berlin, MD 21811
    51 Newport Dr, Berlin, MD 21811
    51 Newport Dr, Berlin, MD 21811
    /32

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,722 Sq Ft

    51 Newport Dr, Berlin, MD 21811

    Welcome to 51 Newport Dr. Located close to Golf Course and N Side Swim and Raquet Club and Community Center Activities. This One Level Home features an Open Living Concept and High Ceilings give it a spacious feel. A Large Sunroom adds extra space and is easy to access from the Family Room and Primary Bedroom. The Kitchen appliances are brand new as well as the garage door. Comes furnished as you

    Marianne Leizure Coldwell Banker Realty

    51 Newport Dr, Berlin, MD 21811
  • 9 Burr Hill Dr, Ocean Pines, MD 21811
    9 Burr Hill Dr, Ocean Pines, MD 21811
    9 Burr Hill Dr, Ocean Pines, MD 21811
    /82

    $435,000

    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft

    9 Burr Hill Dr, Ocean Pines, MD 21811

    NEW PRICE! Ready for immediate enjoyment, this 1 level contemporary has been 1 owner since it was built but several additions including a Sun/Forida Room with access to a 3-season room have been added. Large Family room off the Primary Bedroom, with a gas fireplace, gives you lots of options for spending quality time with friends and family. Wood flooring throughout the home and crown molding in

    Marlene Ott Berkshire Hathaway HomeServices PenFed Realty - OP

    9 Burr Hill Dr, Ocean Pines, MD 21811
  • 50 Admiral Ave, Berlin, MD 21811
    50 Admiral Ave, Berlin, MD 21811
    50 Admiral Ave, Berlin, MD 21811
    /52

    $427,900 Open Sun 1PM - 3PM

    • 4 Beds
    • 3 Baths
    • 1,944 Sq Ft

    50 Admiral Ave, Berlin, MD 21811

    Expanded 600 sq. ft . addition brings the total finished square footage to 1944 estimated .Impeccable Ocean Pines Rambler with 4 bedrooms and 3 full baths .There are Brazilian hardwood floors main living area and they look great. The roof was replaced in 2018 and adds to the fine Curb Appeal. There is also a living room wood burning brick fireplace ..Freshly painted and lots of windows .This fine

    Michael Ray Sunshine Properties Inc.

    50 Admiral Ave, Berlin, MD 21811
  • Lot #180 River Run Ln, Ocean Pines, MD 21811
    Lot #180 River Run Ln, Ocean Pines, MD 21811
    Lot #180 River Run Ln, Ocean Pines, MD 21811
    /40

    $400,000

    • Land
    • 0.5 Acre
    • $800,000 per Acre

    Lot #180 River Run Ln, Ocean Pines, MD 21811

    Welcome to Lot 180, an extraordinary new offering in the exclusive River Run community in Berlin, Maryland. This is one of the few remaining waterfront lots in the entire community—and certainly one of the finest. Perfectly positioned along the tranquil banks of the St. Martin River, Lot 180 boasts serene water views, easy access for launching kayaks or paddleboards, and a peaceful, natural

    Grant Fritschle Keller Williams Realty Delmarva

    Lot #180 River Run Ln, Ocean Pines, MD 21811
  • 756 Ocean Pkwy, Berlin, MD 21811
    756 Ocean Pkwy, Berlin, MD 21811
    756 Ocean Pkwy, Berlin, MD 21811
    /40

    $415,000

    • 5 Beds
    • 2 Baths
    • 2,054 Sq Ft

    756 Ocean Pkwy, Berlin, MD 21811

    This lovely home is for your family and all your friends. A spacious well-maintained 5 bedroom rancher featuring an addition that added family room living area and additional bedroom space. The home is complemented with new vinyl plank flooring throughout. Some other renovations include an updated primary bathroom, new roof (home and shed), new gutters/ gutter guards, and down spouts, new

    Beth Miller Berkshire Hathaway HomeServices PenFed Realty - OP

    756 Ocean Pkwy, Berlin, MD 21811
  • 120 Robin Hood Trail, Berlin, MD 21811
    120 Robin Hood Trail, Berlin, MD 21811
    120 Robin Hood Trail, Berlin, MD 21811
    /48

    $439,900

    • 4 Beds
    • 2 Baths
    • 1,402 Sq Ft

    120 Robin Hood Trail, Berlin, MD 21811

    Don't miss out on this incredible opportunity to own a piece of Ocean Pines paradise. With its unbeatable location, stunning design, and endless possibilities, this remodeled 4 bedroom, 2 bath home is the perfect haven for anyone looking to experience the best of coastal living. This home has a new architectural roof, new siding and shutters, high efficiency tilt in windows, new flooring

    Jenny Sheppard Sheppard Realty Inc

    120 Robin Hood Trail, Berlin, MD 21811
  • 10707 Windmill Creek Ln Unit 36143388, Berlin, MD 21811
    10707 Windmill Creek Ln Unit 36143388, Berlin, MD 21811
    10707 Windmill Creek Ln Unit 36143388, Berlin, MD 21811
    /22

    $499,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,566 Sq Ft

    Aviano Plan at Windmill Creek, Berlin, MD 21811

    Welcome to Windmill Creek – the only new single-family home community with included basements on most floorplans in the Ocean City area. Located just off Route 90 near Ocean Pines and 7 miles to the beach. The Aviano single-family home is where convenience meets comfort. Enter through the 2-car garage or the foyer to a light-filled room that’s spacious and stylish. Gather round the table in the

    Ryan Homes Builder
    10707 Windmill Creek Ln Unit 36143388, Berlin, MD 21811
  • 8 Chelsea Ct, Berlin, MD 21811
    8 Chelsea Ct, Berlin, MD 21811
    /2

    $495,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,896 Sq Ft

    8 Chelsea Ct, Berlin, MD 21811

    COMING SOON! Chalet style home on a golf course lot, extra 2 car detached garage in the back, So much more to offer.... keep an eye out! In prep mode now and may be coming on the market earlier than next Thursday. More details to follow along with photos (in listing prep).

    April Love Raimond EXP Realty, LLC

    8 Chelsea Ct, Berlin, MD 21811
  • 52 Hingham Ln, Berlin, MD 21811
    52 Hingham Ln, Berlin, MD 21811
    /2

    $475,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,148 Sq Ft

    52 Hingham Ln, Berlin, MD 21811

    Enjoy stunning golf course views and the best of coastal living in this beautifully maintained 2,100 sq ft home overlooking the 17th fairway. Thoughtfully designed and filled with natural light, this spacious 3 bedroom, 2.5 bath home offers a perfect blend of comfort, functionality, and scenic surroundings. Inside, you are welcomed by a bright and airy layout featuring a dramatic two story great

    Krystal Casey Keller Williams Realty

    52 Hingham Ln, Berlin, MD 21811
Maryland Worcester County Ocean Pines

Real Estate & Homes in Ocean Pines, MD under $500,000

Home Trends in Ocean Pines, MD

On average, homes in Ocean Pines, MD sell after 141 days on the market compared to the national average of 55 days. The median sale price for homes in Ocean Pines, MD over the last 12 months is $622,500, up 20% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$622,500
Median Single Family Sale Price
$675,000
Median Townhouse Sale Price
$550,000
Average Price Per Sq Ft
$272
Number of Homes for Sale
8
Last 12 months Home Sales
18
Months of Supply
5.30
Median List Price
$645,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
20%
How to Buy a Home How to Finance a Home How to Sell a Home

In Ocean Pines, you'll encounter a variety of homes and houses for sale priced under $500,000, providing affordable options for potential buyers. With 27 listings available, there's a wide selection to explore, from charming bungalows to contemporary townhouses. These properties offer an opportunity to enter the real estate market or diversify your investment portfolio without exceeding your budget. Discover the range of homes for sale under 500k in Ocean Pines, MD and find the perfect fit for your homeownership goals.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group