119

Ocean Pines, MD Homes for Sale with Pool

Section Image
  • 75 King Richard Rd, Berlin, MD 21811
    75 King Richard Rd, Berlin, MD 21811
    75 King Richard Rd, Berlin, MD 21811
    /107

    $829,900

    New Construction Open Wed 1PM - 3PM $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,850 Sq Ft

    75 King Richard Rd, Berlin, MD 21811

    Stunning New Construction in Ocean Pines – Move-In Ready! Built by RBR Homes LLC, this exceptional 4-bedroom, 3.5-bathroom home has just been completed and is ready for immediate occupancy in the desirable Triple Crown section of Ocean Pines. From the moment you arrive, you'll appreciate the home's charming coastal character, highlighted by beautiful blue siding and an inviting front porch.

    Nancy Reither Coldwell Banker Realty

    75 King Richard Rd, Berlin, MD 21811
  • 811 Ocean Pkwy, Berlin, MD 21811
    811 Ocean Pkwy, Berlin, MD 21811
    811 Ocean Pkwy, Berlin, MD 21811
    /3

    $424,900

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    811 Ocean Pkwy, Berlin, MD 21811

    Welcome home to this beautifully maintained single-level home offering an open floor plan, soaring vaulted ceilings in the living room, family room and primary bedroom, along with numerous updates throughout the years. A welcoming sunroom surrounded by windows fills the front of the home with abundant natural light, creating the perfect place to relax year-round.The spacious living areas

    Dave Whittington Coastal Life Realty Group LLC

    811 Ocean Pkwy, Berlin, MD 21811
  • 7 Jockey Ct, Berlin, MD 21811
    7 Jockey Ct, Berlin, MD 21811
    7 Jockey Ct, Berlin, MD 21811
    /64

    $785,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,580 Sq Ft

    7 Jockey Ct, Berlin, MD 21811

    BIGGER, BETTER... BUT you better hurry if you want to pick your own colors! Photos are actually pictures of 83 King Richard the beautiful HUNTER I model that just sold in 06/26!!“ The Hunter I” model is the little brother of The Hunter II currently being built at 7 Jockey Court with a larger footprint and on a larger lot (see house plans). Crafted by Ultimate Homes, LLC, this masterfully designed

    Jenny Sheppard Sheppard Realty Inc

    7 Jockey Ct, Berlin, MD 21811
  • 125 Skipjack Cir, Berlin, MD 21811
    125 Skipjack Cir, Berlin, MD 21811
    125 Skipjack Cir, Berlin, MD 21811
    /85

    $224,900

    • 2 Beds
    • 1 Bath
    • 748 Sq Ft

    125 Skipjack Cir, Berlin, MD 21811

    Your beach retreat awaits. Few of this cottage type come available. Move in ready, getaway for family & friends. Come own your piece of the Eastern Shore beach retreat w/in approx. 10 miles to Ocean City beach, boardwalk, shopping, restaurants, casino, horse races, Assateague Natl. Park & beach & see the ponies, all that OC & west O.C. offer & much more. Own deeded lot & home, NO GROUND RENT. 24

    Brenda Archer-Nichols Keller Williams Realty Delmarva

    125 Skipjack Cir, Berlin, MD 21811
  • 38 Fairway Ln, Berlin, MD 21811
    38 Fairway Ln, Berlin, MD 21811
    38 Fairway Ln, Berlin, MD 21811
    /12

    $200,000

    Open House 9/05
    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft

    38 Fairway Ln, Berlin, MD 21811

    OPEN HOUSE DATES:SATURDAY, SEPTEMBER 5, 2026 FROM 12:00 PM - 1:00 PMSATURDAY, SEPTEMBER 12, 2026 FROM 12:00 PM - 1:00 PMList price is Opening Bid at The Online Only Auction Sale to Be Held on The Auctioneers Website – Bidding begins Friday, September 11th @ 1:00PM & ends Wednesday, September 16th @ 1:00 PM. Welcome to 38 Fairway Lane, a charming single-level home ideally situated on a

    Scott Frank Alex Cooper Auctioneers, Inc.

    38 Fairway Ln, Berlin, MD 21811
  • 8 Grand Port Rd, Berlin, MD 21811
    8 Grand Port Rd, Berlin, MD 21811
    8 Grand Port Rd, Berlin, MD 21811
    /79

    $979,900

    $120K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,548 Sq Ft

    8 Grand Port Rd, Berlin, MD 21811

    This beautifully renovated 5-bedroom, 3 full bath canal-front beach retreat is ready for its next chapter. Thoughtfully updated by a trusted local home improvement company, the home is nearly complete. Recent upgrades include a new roof, siding, windows, and doors, along with fully renovated bathrooms, a new kitchen, water heater, and a new lower-level HVAC unit. A brand-new extra-high garage

    Donna Frankowski ERA Martin Associates, Shamrock Division

    8 Grand Port Rd, Berlin, MD 21811
  • 2208 Points Reach, Berlin, MD 21811
    2208 Points Reach, Berlin, MD 21811
    2208 Points Reach, Berlin, MD 21811
    /83

    $520,000

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

    2208 Points Reach, Berlin, MD 21811

    Welcome to recently renovated luxurious bayfront condo in the prestigious community of Points Reach in Ocean Pines! This stunning 3-bedroom, 2-bath one-level condominium offers breathtaking unobstructed bay views the moment you enter with an abundance of natural light! The custom finishes throughout, this exceptional home is designed to impress. Beautiful enhancements include stunning new LVP

    Deborah Bennington Berkshire Hathaway HomeServices PenFed Realty - OP

    2208 Points Reach, Berlin, MD 21811
  • 10 Stonemeadow Ct, Berlin, MD 21811
    10 Stonemeadow Ct, Berlin, MD 21811
    10 Stonemeadow Ct, Berlin, MD 21811
    /49

    $389,000

    • 3 Beds
    • 2 Baths
    • 1,112 Sq Ft

    10 Stonemeadow Ct, Berlin, MD 21811

    This beautifully updated 3-bedroom, 2-bath home is tucked away on a quiet cul-de-sac and sits on an oversized lot with a 2-car garage. Enjoy outdoor living at its best with a screened porch, spacious deck, and a fully fenced backyard that's perfect for kids and pets to play safely. Inside, you'll find new luxury vinyl plank flooring throughout, fresh paint, updated light fixtures, and solid

    Cindy Poremski Berkshire Hathaway HomeServices PenFed Realty - OP

    10 Stonemeadow Ct, Berlin, MD 21811
  • 277 Windjammer Rd, Berlin, MD 21811
    277 Windjammer Rd, Berlin, MD 21811
    277 Windjammer Rd, Berlin, MD 21811
    /22

    $619,990

    New Construction $10K PRICE INCREASE Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    277 Windjammer Rd, Berlin, MD 21811

    This brand new construction by Gemcraft Homes offers a rear screened porch, and is located on an extra-large cul-de-sac lot overlooking the Ocean Pines Golf Course! The Nottingham is a modern ranch-style home with 3 bedrooms, 2 baths, and a 2 car garage. The expansive Great Room area with 9' ceilings and gas fireplace opens to the Kitchen, that is ready for entertaining and cooking comforting

    Debbie Hileman Hileman Real Estate-Berlin

    277 Windjammer Rd, Berlin, MD 21811
  • 20 Southwind Ct, Berlin, MD 21811
    20 Southwind Ct, Berlin, MD 21811
    20 Southwind Ct, Berlin, MD 21811
    /45

    $399,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    20 Southwind Ct, Berlin, MD 21811

    Owners say bring your reasonable offer. This updated 3-bedroom, 2-bath coastal retreat is offered fully-furnished and ready for immediate enjoyment! Tucked away at the end of a quiet cul-de-sac, this beautifully maintained home showcases true pride of ownership with many recent upgrades including a brand NEW kitchen!! New entry doors welcome you into a bright, modern living space centered around

    Tom Polcari Atlantic Shores Sotheby's International Realty

    20 Southwind Ct, Berlin, MD 21811
  • 945 Yacht Club Dr, Berlin, MD 21811
    945 Yacht Club Dr, Berlin, MD 21811
    945 Yacht Club Dr, Berlin, MD 21811
    /31

    $550,000

    • 3 Beds
    • 2.5 Baths
    • 1,784 Sq Ft

    945 Yacht Club Dr, Berlin, MD 21811

    Beautiful Townhome in Prestigious Marina Village! This Lovely Unit is situated on a Wide Quiet Canal! Enjoy Sunrises or Sunsets from Your Waterfront Deck (Under the Awning if you so choose) or From the Beautiful Screened 3 Season Room. Stroll to the OP Yacht Club for Dining Al Fresco, Lounge in the Pool or Entertainment. Watch the Wildlife or Crab from Your Watefront Deck This Property boasts

    Holly Stevenson DuVaLl Shoreline Properties

    945 Yacht Club Dr, Berlin, MD 21811
  • 1014 Baybreeze Ln, Berlin, MD 21811
    1014 Baybreeze Ln, Berlin, MD 21811
    1014 Baybreeze Ln, Berlin, MD 21811
    /46

    $550,000

    • 4 Beds
    • 2.5 Baths
    • 2,115 Sq Ft

    1014 Baybreeze Ln, Berlin, MD 21811

    Showings Begin Friday 7/24 ** Absolute Perfect Entertaining Spot in Marina Village ** Large 4 Bedroom End-Of-Group Townhome with Water Views from Numerous Rooms ** Largest Townhome Lot in the Community with a Southern Exposure & Yard Space on All Sides ** Main Level Primary Suite ** Two-Story Ceilings ** One-Car Attached Garage ** New Roof ** Multiple Outdoor Spaces to Enjoy Including Two Top

    Steve Allnutt RE/MAX Advantage Realty

    1014 Baybreeze Ln, Berlin, MD 21811
  • 17 Sundial Cir, Berlin, MD 21811
    17 Sundial Cir, Berlin, MD 21811
    17 Sundial Cir, Berlin, MD 21811
    /58

    $439,900

    $35K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    17 Sundial Cir, Berlin, MD 21811

    What a view looking straight down the 3rd fairway of the Ocean Pines golf course! Walk to the golf club to start your tee time or grab a bite to eat! One level living with a single car garage, rear deck and a fantastic Sun Room with its own mini-split heat pump. The 12x4 entry foyer welcomes you to the open living plan featuring luxury vinyl plank flooring and two sets of sliding glass doors to

    Debbie Hileman Hileman Real Estate-Berlin

    17 Sundial Cir, Berlin, MD 21811
  • Lot #165 River Run Ln, Ocean Pines, MD 21811
    Lot #165 River Run Ln, Ocean Pines, MD 21811
    Lot #165 River Run Ln, Ocean Pines, MD 21811
    /42

    $249,000

    • Land
    • 14,374 Sq Ft
    • $754,545 per Acre

    Lot #165 River Run Ln, Ocean Pines, MD 21811

    Lot #165 – River Run, Berlin, Maryland -A Rare Opportunity to Build in One of the Eastern Shore’s Most Coveted Golf Communities.Just Released - Lot #165 in River Run, a pristine new homesite in one of the most desirable and well-preserved golf course communities on Maryland’s Eastern Shore. Never before offered for public sale, this exceptional lot represents a rare opportunity to secure

    Grant Fritschle Keller Williams Realty Delmarva

    Lot #165 River Run Ln, Ocean Pines, MD 21811
  • 5 Seattle Slew Ln, Berlin, MD 21811
    5 Seattle Slew Ln, Berlin, MD 21811
    5 Seattle Slew Ln, Berlin, MD 21811
    /50

    $645,000

    New Construction $55K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,103 Sq Ft

    5 Seattle Slew Ln, Berlin, MD 21811

    Welcome to 5 Seattle Slew Lane, a newly constructed coastal rancher in the highly sought-after Triple Crown community of Ocean Pines, Berlin, Maryland. Another quality home built by local builder Del Mar Construction, this 4-bedroom, 2.5-bath residence offers approximately 2,200 square feet of thoughtfully designed living space, blending modern style with everyday comfort.Inside, you’ll

    Dale Hunter Bayside Realty

    5 Seattle Slew Ln, Berlin, MD 21811
  • 12021 River Run Ln, Berlin, MD 21811
    12021 River Run Ln, Berlin, MD 21811
    12021 River Run Ln, Berlin, MD 21811
    /74

    $1,144,000

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 3,268 Sq Ft

    12021 River Run Ln, Berlin, MD 21811

    PRICE ADJUSTMENT!!! Take a drive thru the prestigious Golf community of River Run located near Ocean PInes and Berlin. Follow River Run Lane around into the newer developed area along Windmill Creek and take a look at this incredible new construction.Built by Two Dudes Builders, This home in River Run provides a picturesque setting creek side, a beautiful spacious residence boasting 5

    Sandy Dougan Berkshire Hathaway HomeServices PenFed Realty - OP

    12021 River Run Ln, Berlin, MD 21811
  • 582 Ocean Pkwy, Berlin, MD 21811
    582 Ocean Pkwy, Berlin, MD 21811
    582 Ocean Pkwy, Berlin, MD 21811
    /70

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 1,392 Sq Ft

    582 Ocean Pkwy, Berlin, MD 21811

    MUST-SEE beach-style home in the highly-acclaimed community of Ocean Pines! This 3-bedroom/2.5-bathroom, fully-furnished, turnkey house, with select items excluded, situated on a 0.20-acre serene, natural setting, with both an indoor and outdoor staircase to access inside. Within the main door, a foyer entrance allows for beach gear and other storage, before heading up the stairs to the elegant,

    Kimberly Heaney Berkshire Hathaway HomeServices PenFed Realty-WOC

    582 Ocean Pkwy, Berlin, MD 21811
  • 10 Jockey Ct, Ocean Pines, MD 21811
    10 Jockey Ct, Ocean Pines, MD 21811
    10 Jockey Ct, Ocean Pines, MD 21811
    /88

    $824,900

    New Construction $25K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,457 Sq Ft

    10 Jockey Ct, Ocean Pines, MD 21811

    Brand new construction now completed and ready for the summer season! This impressive home offers over 3,400 square feet of living space with 5 bedrooms, 3.5 baths, and a bonus room, providing exceptional flexibility for today’s lifestyle. Located on a quiet cul-de-sac in Triple Crown Estates, a community known for its larger lot sizes, this property features a generous 125’ x 100’

    Cindy Poremski Berkshire Hathaway HomeServices PenFed Realty - OP

    10 Jockey Ct, Ocean Pines, MD 21811
  • 6 Heron Isle Ct, Berlin, MD 21811
    6 Heron Isle Ct, Berlin, MD 21811
    6 Heron Isle Ct, Berlin, MD 21811
    /40

    $659,000

    $51K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,002 Sq Ft

    6 Heron Isle Ct, Berlin, MD 21811

    This absolutely pristine and well maintained home located in Wood Duck Isle is not only a gem, it comes with a one year AHS home warranty! The interior features a spacious first floor filled with natural light; first-floor primary bedroom with brand new carpet, fresh paint, two spacious custom walk-in closets, and private bath; extra large eat-in kitchen with a large island, breakfast bar,

    Celeste Dodson Berkshire Hathaway HomeServices PenFed Realty-WOC

    6 Heron Isle Ct, Berlin, MD 21811
  • 3208 Points Reach, Berlin, MD 21811
    3208 Points Reach, Berlin, MD 21811
    3208 Points Reach, Berlin, MD 21811
    /40

    $514,900

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

    3208 Points Reach, Berlin, MD 21811

    Welcome to 3208 Points Reach, where waterfront living and the relaxed Ocean Pines lifestyle come together in a spacious, light-filled condominium overlooking the bay. From the main living area, large glass doors draw your attention straight toward the water, while gleaming hardwood floors, crown molding, and a corner gas fireplace create a warm and inviting space for both everyday living and

    Jeremy McDonough Mr. Lister Realty

    3208 Points Reach, Berlin, MD 21811
  • 61 Abbyshire Rd, Berlin, MD 21811
    61 Abbyshire Rd, Berlin, MD 21811
    61 Abbyshire Rd, Berlin, MD 21811
    /40

    $379,900

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    61 Abbyshire Rd, Berlin, MD 21811

    Spacious and open floor plan designed for easy living and effortless entertaining . This inviting home features 3 generously sized bedrooms and 2 full baths * Sliding glass doors open to a large screened porch * The charming front porch is perfect for enjoying your morning coffee or relaxing in the evenings with your favorite beverage * Roof replaced in 2022 with 50 year warranty * Central Heat

    Grace Masten Sea Grace @ North Beach Realtors

    61 Abbyshire Rd, Berlin, MD 21811
  • 12540 River Run Ln Unit 102, Berlin, MD 21811
    12540 River Run Ln Unit 102, Berlin, MD 21811
    12540 River Run Ln Unit 102, Berlin, MD 21811
    /9

    $424,900

    Coming Soon
    • 4 Beds
    • 3 Baths
    • 1,969 Sq Ft

    12540 River Run Ln Unit 102, Berlin, MD 21811

    Interior Photos will be uploaded Monday 8/24Spacious 4-bedroom, 3-full bath villa located on the Gary Player Signature Golf Course in the sought-after River Run community! This well-maintained home offers a desirable downstairs primary suite, a one-car garage, and an open floor. Vaulted ceilings fill the living area with natural light. The main level includes a private guest bedroom with a

    Jessica Lynch Coldwell Banker Realty

    12540 River Run Ln Unit 102, Berlin, MD 21811
  • 36 Leigh Dr, Berlin, MD 21811
    36 Leigh Dr, Berlin, MD 21811
    36 Leigh Dr, Berlin, MD 21811
    /63

    $2,295,000

    $200K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,400 Sq Ft

    36 Leigh Dr, Berlin, MD 21811

    The opportunity to own the premier property in Ocean Pines comes around only once in a blue moon. Situated on a point lot on Leigh Drive with the most unobstructed views in the Tern’s Landing neighborhood. The 3 level Mediterranean masterpiece has been tastefully curated blending elevated style, design, and architecture. Privately nestled at the end of a cul-de-sac, this 4-bedroom home promotes

    Dylan Markward Coldwell Banker Realty

    36 Leigh Dr, 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

    $75K PRICE INCREASE
    • Land
    • 21,780 Sq Ft
    • $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
  • 5 Falcon Bridge Rd, Berlin, MD 21811
    5 Falcon Bridge Rd, Berlin, MD 21811
    5 Falcon Bridge Rd, Berlin, MD 21811
    /85

    $389,999

    Open Sun 3PM - 5PM $32K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,224 Sq Ft

    5 Falcon Bridge Rd, Berlin, MD 21811

    Nestled by green of the 7th hole of the golf course, this charming three-bedroom, two-bathroom home with a loft offers the kind of lifestyle most people only dream about — whether you’re looking for a full-time residence, a weekend escape, or a smart investment property.Step inside and feel the light pour in through a stunning wall of windows that frames the lush outdoor greenery like a

    Jennifer Kukel Keller Williams Realty Delmarva

    5 Falcon Bridge Rd, Berlin, MD 21811
  • 1 Links Ln, Berlin, MD 21811
    1 Links Ln, Berlin, MD 21811
    1 Links Ln, Berlin, MD 21811
    /47

    $445,000

    $14K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,454 Sq Ft

    1 Links Ln, Berlin, MD 21811

    Well-kept 3BR/2BA rancher on a corner lot in the desirable Innerlinks at Ocean Pines. This spacious single story home offers cathedral ceilings in the living room, hardwood floors throughout the foyer, living room, dining room, and hallway. Kitchen features a large eat-in area, quartz countertops, gas cooking, and a new refrigerator (2024). Sunroom off the dining room offers year-round use with

    Justin Damadio Iron Valley Real Estate Ocean City

    1 Links Ln, Berlin, MD 21811
  • 42 Quarter Staff Place, Ocean Pines, MD 21811
    42 Quarter Staff Place, Ocean Pines, MD 21811
    42 Quarter Staff Place, Ocean Pines, MD 21811
    /69

    $425,000

    Open Sun 12PM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,252 Sq Ft

    42 Quarter Staff Place, Ocean Pines, MD 21811

    OPEN HOUSE: Sunday, August 23rd, Noon to 2:00. Welcome to 42 Quarter Staff Place! Conveniently located on South Gate near grocery stores, restaurants, medical services and MORE! This lovely rancher has 3 bedrooms, 2 full baths, beautiful stone front with a welcoming front porch, open floorplan and backs to forestry (yard is half fenced and half undisturbed forestry). This 1200sqft+ home features

    Mia McCarthy Keller Williams Realty Delmarva

    42 Quarter Staff Place, Ocean Pines, MD 21811
  • 23 Harlan Trace, Berlin, MD 21811
    23 Harlan Trace, Berlin, MD 21811
    23 Harlan Trace, Berlin, MD 21811
    /55

    $1,560,000

    Open Sat 11:30AM - 3PM
    • 4 Beds
    • 3.5 Baths
    • 4,440 Sq Ft

    23 Harlan Trace, Berlin, MD 21811

    One of a kind custom designed home! Walk up the grand stone steps and enter thru double doors to a tile foyer with a walk-in coat closet, half bath, and laundry across from the downstairs ensuite that includes two walk-in closets, and a jacuzzi tub plus shower in it's bath. Step down to the hardwood floors of the dining room, great room- with a floor-to-ceiling stone gas fireplace - and a gourmet

    Augusto Arostegui NBI Realty, LLC

    23 Harlan Trace, Berlin, MD 21811
  • 34 Preakness Dr, Berlin, MD 21811
    34 Preakness Dr, Berlin, MD 21811
    34 Preakness Dr, Berlin, MD 21811
    /3

    $174,900

    • Land
    • 13,503 Sq Ft
    • $564,194 per Acre

    34 Preakness Dr, Berlin, MD 21811

    Welcome to Lot 19 at 34 Preakness Lane in the Triple Crown community! This cleared homesite offers an excellent opportunity to build the home you've been dreaming of in a desirable residential setting. The lot is already cleared and ready for your vision, while the natural buffer along the rear of the property provides added privacy and creates a peaceful backdrop for your future backyard.

    Bethany Drew Hileman Real Estate-Berlin

    34 Preakness Dr, Berlin, MD 21811
  • 202 Ocean Pkwy, Berlin, MD 21811
    202 Ocean Pkwy, Berlin, MD 21811
    202 Ocean Pkwy, Berlin, MD 21811
    /39

    $310,000

    Open Sat 2PM - 4PM
    • 3 Beds
    • 1 Bath
    • 1,080 Sq Ft

    202 Ocean Pkwy, Berlin, MD 21811

    This charming 3-bedroom A-frame features beautiful vaulted wood ceilings with exposed beams, an open floor plan, and abundant character throughout. The open-concept kitchen features stainless steel appliances and newly installed quartz countertops. Other improvements include a new roof and new carpeting. A spacious rear screened porch provides additional living space for relaxing or entertaining.

    Kimberly McGuigan Shore Results Realty

    202 Ocean Pkwy, Berlin, MD 21811
  • 1 Columbia Ave, Berlin, MD 21811
    1 Columbia Ave, Berlin, MD 21811
    1 Columbia Ave, Berlin, MD 21811
    /92

    $519,900

    Coming Soon
    • 3 Beds
    • 3 Baths
    • 2,125 Sq Ft

    1 Columbia Ave, Berlin, MD 21811

    Beautifully Maintained Coastal Retreat in a Premier 55+ CommunityWelcome to effortless coastal living in this beautifully maintained 3-bedroom, 3-bath home nestled within a highly desirable 55+ community offering an exceptional array of amenities and an enviable location just minutes from Ocean City, Maryland.Designed with both comfort and entertaining in mind, this spacious

    Amy Coy Berkshire Hathaway HomeServices PenFed Realty - OP

    1 Columbia Ave, Berlin, MD 21811
  • 72 Boston Dr, Berlin, MD 21811
    72 Boston Dr, Berlin, MD 21811
    72 Boston Dr, Berlin, MD 21811
    /25

    $250,000

    $19K PRICE DROP
    • Land
    • 7,840 Sq Ft
    • $1,388,889 per Acre

    72 Boston Dr, Berlin, MD 21811

    HUGE PRICE REDUCTION!!! Design and build your custom coastal retreat on this rare 0.18-acre waterfront lot offering expansive views of peaceful Manklin Creek. Nestled on Boston Drive in the sought-after Ocean Pines community, this homesite promises privacy and tranquility with unspoiled nature views and minimal development across the creek, a true luxury along the coast. Enjoy the best of coastal

    Anna Spann Coldwell Banker Realty

    72 Boston Dr, Berlin, MD 21811
  • 386 Ocean Pkwy, Berlin, MD 21811
    386 Ocean Pkwy, Berlin, MD 21811
    386 Ocean Pkwy, Berlin, MD 21811
    /96

    $579,990

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

    386 Ocean Pkwy, Berlin, MD 21811

    WATERFRONT beach retreat with recent updates! Welcoming, light + airy contemporary with a great rental history [approx $49,000/year] on a wide, deep-water canal w/private pier - located in incredibly amenity-rich Ocean Pines - multiple parks + pools, marinas, boat launches, beaches, robust recreation programs, walking trails, golf, yacht club, and so much more - just 5 miles from Ocean City,

    Richard Barr EXP Realty, LLC

    386 Ocean Pkwy, Berlin, MD 21811
  • 7 Long Point Ct, Berlin, MD 21811
    7 Long Point Ct, Berlin, MD 21811
    7 Long Point Ct, Berlin, MD 21811
    /59

    $559,900

    $39K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,808 Sq Ft

    7 Long Point Ct, Berlin, MD 21811

    Welcome to 7 Long Point Ct. located in the 55+ community of The Parke in Ocean Pines. This spacious Sandpiper model offers 4 BR's & 3BA's with lots of upgrades including a new roof, HVAC system, Leaf Filter gutter guards, gas hot water heater, washer/dryer, Pella windows, skylights, Silestone countertops, LVP in the Kitchen and a new LG refrigerator. Enjoy added privacy and natural surroundings

    Mickey Lobb Berkshire Hathaway HomeServices PenFed Realty - OP

    7 Long Point Ct, Berlin, MD 21811
  • 19 Duck Cove Cir, Berlin, MD 21811
    19 Duck Cove Cir, Berlin, MD 21811
    19 Duck Cove Cir, Berlin, MD 21811
    /94

    $1,099,999

    $59K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,249 Sq Ft

    19 Duck Cove Cir, Berlin, MD 21811

    Comfort, privacy, and waterfront living come together in this fully renovated three-level contemporary home, ideally positioned along one of the quietest canals in Ocean Pines with direct access to the bay and beaches of Ocean City. Offering 4 bedrooms, 3.5 baths, and approximately 3,250 square feet, this exceptional residence has been thoughtfully updated to provide the perfect blend of coastal

    Ryan Haley Atlantic Shores Sotheby's International Realty

    19 Duck Cove Cir, Berlin, MD 21811
  • 10 Gloucester Rd, Berlin, MD 21811
    10 Gloucester Rd, Berlin, MD 21811
    10 Gloucester Rd, Berlin, MD 21811
    /39

    $375,000

    Open Sun 10:30AM - 12:30PM
    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    10 Gloucester Rd, Berlin, MD 21811

    Welcome to this well-maintained home in the desirable Nantucket section of Ocean Pines, offering the perfect blend of comfort, functionality, and low-maintenance living. Situated on a nicely wooded lot with just the right amount of privacy, the yard is easy to maintain while still offering plenty of opportunity for gardening or additional landscaping. Enjoy relaxing on the inviting front porch or

    Anna Spann Coldwell Banker Realty

    10 Gloucester Rd, Berlin, MD 21811
  • 86 Boston Dr, Berlin, MD 21811
    86 Boston Dr, Berlin, MD 21811
    86 Boston Dr, Berlin, MD 21811
    /53

    $819,900

    • 3 Beds
    • 3.5 Baths
    • 3,342 Sq Ft

    86 Boston Dr, Berlin, MD 21811

    Experience elevated, expansive waterfront living at this 3,300+ sq. ft. residence, perfectly positioned to capture panoramic, unobstructed views, and direct access to the Isle of Wight Bay. This 3-bedroom, 3.5-bath home offers a thoughtfully designed layout complemented by a whole-home audio system throughout. The second floor serves as the main living level, where soaring vaulted ceilings and an

    Brett Berquist Keller Williams Realty Delmarva

    86 Boston Dr, Berlin, MD 21811
  • 1465 Ocean Pkwy, Berlin, MD 21811
    1465 Ocean Pkwy, Berlin, MD 21811
    1465 Ocean Pkwy, Berlin, MD 21811
    /74

    $665,000

    $35K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,684 Sq Ft

    1465 Ocean Pkwy, Berlin, MD 21811

    Move right in to this beautifully renovated 4-bedroom, 2.5-bath home offering over 2,600 square feet of comfortable living space on a spacious corner lot. Recent upgrades include a brand-new roof, new HVAC systems, luxury vinyl plank flooring, updated lighting, fresh paint, and stylish new bathroom vanities throughout. The kitchen features gorgeous quartz countertops, stainless steel appliances,

    Bethany Drew Hileman Real Estate-Berlin

    1465 Ocean Pkwy, Berlin, MD 21811
  • Lot #78 Muirfield Ln, Ocean Pines, MD 21811
    Lot #78 Muirfield Ln, Ocean Pines, MD 21811
    Lot #78 Muirfield Ln, Ocean Pines, MD 21811
    /47

    $259,900

    • Land
    • 16,552 Sq Ft
    • $683,947 per Acre

    Lot #78 Muirfield Ln, Ocean Pines, MD 21811

    Incredible Opportunity in River Run! Discover this exceptional 16,414 sq. ft. homesite overlooking a tranquil pond in the prestigious, gated River Run community. Offering beautiful water views, this property is already enhanced with a smokeless fire pit area—complete with chairs that convey—as well as lawn irrigation and electric in place. Build your dream home with the builder of your choice, or

    Cindy Poremski Berkshire Hathaway HomeServices PenFed Realty - OP

    Lot #78 Muirfield Ln, Ocean Pines, MD 21811
  • 354 Ocean Pkwy, Berlin, MD 21811
    354 Ocean Pkwy, Berlin, MD 21811
    354 Ocean Pkwy, Berlin, MD 21811
    /90

    $569,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,942 Sq Ft

    354 Ocean Pkwy, Berlin, MD 21811

    Waterfront, Great Price, Featuring 60 feet of bulkhead with deep water access and private dockage directly behind the home, this property is perfect for boating enthusiasts. Inside, you’ll find an open floor plan designed for comfortable coastal living, along with a spacious screened porch and large rear deck—ideal for entertaining or relaxing after a day on the water. The home also includes a

    Ed Balcerzak Berkshire Hathaway HomeServices PenFed Realty-WOC

    354 Ocean Pkwy, Berlin, MD 21811

Showing Results 41 - 80, Page 2 of 3

Maryland Worcester County

Homes for Sale with Pool in Ocean Pines, MD

How to Buy a Home How to Finance a Home How to Sell a Home

In Ocean Pines, there are currently 119 homes for sale with a pool, providing a refreshing retreat and a space for leisure. Whether it's a house for sale with a pool for those warm summer days, or a property featuring an indoor or screened-in pool for year-round enjoyment, these homes offer recreation right at home. Additionally, buyers can consider properties with access to community pools, offering a convenient space for relaxation and socializing. Whether you prefer a private pool or the convenience of a community pool, browse homes for sale with a pool in Ocean Pines, MD and discover your ideal residence.

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