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$349,900
3 Beds ⋅ 2 Baths ⋅ MDWO2038790 MLS
Welcome to your private retreat in the heart of Ocean Pines! Set on a serene, maturely wooded, this beautifully maintained 3-bedroom, 2-full-bath home offers the perfect blend of comfort, privacy, and convenience. The standout feature is the expansive screened porch, where you can enjoy morning coffee, evening breezes, and peaceful wooded views in every season. Inside, the bright, open-concept living and kitchen area is designed for both everyday living and entertaining. A cozy wood-burning fireplace creates a warm focal point for relaxing after a day at the beach or on the golf course. The thoughtfully designed layout feels spacious and functional throughout. Sliders open to a rear deck and a large yard complete with a freestanding storage shed, providing plenty of room for outdoor living and all your beach gear. Recent upgrades include a newer roof, 4 years old, and HVAC system, offering added peace of mind. Located just minutes from Ocean Pines' exceptional amenities, including championship golf, marinas, yacht club, pools, parks, walking trails, and racquet sports facilities, this home also offers easy access to Ocean City's beaches, boardwalk, dining, and entertainment. Whether you're seeking a year-round residence, vacation getaway, or investment opportunity, this coastal gem is ready to welcome you home.

126 Camelot Cir, Ocean Pines
$399,000
3 Beds ⋅ 2 Baths ⋅ MDWO2038714 MLS
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 the completely renovated kitchen. The family chef will love the stylish new cabinetry, quartz countertops, sleek backsplash, and stainless steel appliances that combine both beauty and functionality. Spacious living and dining areas provide plenty of room to relax, gather, and entertain guests with ease. A versatile three-season room extends the living space and creates the perfect transition between indoors and outdoors. Overlooking the large yard, this inviting space offers peaceful views of mature trees that provide both privacy and a lush natural setting. The home also features a huge driveway with abundant off-street parking, along with a one-car garage for added convenience. All three bedrooms are generously sized and updated with new flooring, while the entire home has been freshly painted and tastefully decorated in a charming beach-inspired style. Simply move in and start enjoying coastal living from day one! Located in the vibrant community of Ocean Pines, residents enjoy an impressive array of amenities including indoor and outdoor pools, tennis and pickleball courts, parks, walking trails, golf, boating, and the famous Ocean Pines Yacht Club and Beach Club!

20 Southwind, Ocean Pines
$569,900
4 Beds ⋅ 3 Baths ⋅ MDWO2038710 MLS
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 with an all-season porch overlooking a private back yard. HOA Fees include the use of the clubhouse with an indoor pool. fitness center, sauna, billiards room & a library. The Parke also includes cutting your grass, mulching flower beds & snow removal! This well-maintained property is ready for its next owners. Motivated seller says: Make this your next home in Ocean Pines!

7 Long Point Ct, Ocean Pines
$525,000
4 Beds ⋅ 3 Baths ⋅ MDWO2038732 MLS
PRICE REDUCTION! SHOW AND SELL!This highly sought after Osprey Model in the Parke at Ocean Pines' over 55 community is situated on a large culdesac wooded lot. It features a first floor primary bedroom with ensuite bathroom including double vanities, soaking tub and walk-in shower. The tray ceiling and and triple windows add to the ambiance of this desirable primary suite which also features a walk-in closet. The spacious foyer opens into a magnificent great room with gas fireplace. The wide open kitchen is equipped with a gas range with self cleaning oven, built-in microwave, brand new dishwasher, and refrigerator with icemaker. A beautiful sunroom with 9 foot windows and a fireplace overlooks wooded yard and circular stone paver patio. There is also a 2nd bedroom with abundant windows, a den or 4th bedroom, another full bath and gleaming hardwood floors on the 1st floor. All of this level has 10 foot ceilings and soaring vaulted ceilings open to a loft above. The upstairs features a family room, a massive third bedroom and another full bath. The house has a two car garage with overhead storage. There is a fist floor laundry room with full size side by side washer and dryer. Can you imagine all of this in an active over 55 adult community with clubhouse, indoor pool, whirlpool, sauna, fitness center, card room. billiard room, library, huge wrap around patio overlooking lake with fountain and outstanding landscaping. In addition to all of these ammenities, The Parke HOA fee includes all grounds keeping and grass mowing and edging, mulching, shrub trimming, gutter cleaning, and snow removal of driveways and walkways all for a low monthly fee of $245.00 per month. The Parke is located within a larger Home Owners Association of Ocean Pines. Ocean Pines features a marina with restaurant and clubhouse, multiple pools, tennis and pickleball courts, dog park, walking trails, 18 hole golf course, playgrounds, stocked fishing lakes, picnic areas and a beach club on the Ocean City beach . The HOA fee for Ocean Pines is $915.00 per year. Some amenities like swim clubs, golf and boat slips have additional reasonable fees for usage. Move in to The Parke at Ocean Pines and start living the dream just minutes to the Ocean City Beach.

95 Chatham Ct, Ocean Pines
$569,000
3 Beds ⋅ 3 Baths ⋅ MDWO2038602 MLS
This exceptional home, is located in the Sherwood Forest area of Ocean Pines. If you missed it the first time, now is your second chance. It was temporarily taken off the market to replace the roof. Not only was the roof replaced with 50 year architectural shingles, but the skylights are brand new, and other improvements were made, as well. This home is the perfect blend of comfort, style, and coastal living. If you are looking for a primary home, a forever home, a second home, or an investment property this is the one. This custom home shows pride in ownership, it has 3 bedrooms and 2.5 baths. The first level offers a beautiful wide foyer that leads into an open floor plan, the living/great room, dining area, kitchen, primary bedroom suite, office, and 1/2 bathroom all have new upgraded LVP flooring except the primary, which is hardwood. The living room has a cathedral ceiling and a gas fireplace, which has a blower and provides heat if desired. The gorgeous kitchen has maple cabinetry with pullouts and soft closing doors and drawers, granite countertops and stainless steel appliances. It has a large center island with a granite counter and maple cabinetry underneath for storage. The first floor also boost a large laundry room and mud room both with tiled floors and both off of the 2 car garage entrance that leads into the home. One will also appreciate a 3 Season Room that expands across the back of the home overlooking the back yard and excellent for bird watching, all while enjoying your morning cup of coffee. If this isn't enough, one will also enjoy the expansive upstairs for a larger family or for guests. The second floor has a beautiful open hall that overlooks the living/great room and separates the bedrooms on both sides of the home. Upstairs you will find 2 additional bedrooms and a full bath and a large bonus room which could be a fourth bedroom. This home also has many areas for attic storage. All of this in the amenity rich community of Ocean Pines, where one can enjoy the pools (indoor/outdoor), parks/playgrounds, pond, yacht club, boating/fishing/ crabbing and the community center. Don’t miss out on the opportunity to own a beautiful home in Ocean Pines just 8 miles from Ocean city, 10 minutes from Berlin and a short drive to Assateague Island. Make your appointment today.

1210 Ocean Pkwy, Ocean Pines
$449,900
3 Beds ⋅ 2 Baths ⋅ MDWO2038694 MLS
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 the rear. Stainless Steel appliances, including a cooktop and wall oven, large breakfast bar, tiled backsplash and double pantry complete the fully functional kitchen. There's lots of room in the 13x15 primary suite, containing a ceramic tiled bath floor and a 4 foot shower. A front loading washer and dryer is located within the guest bathroom, which has a tub/shower. All located within the award winning Ocean Pines community, just a short drive from the beaches of Ocean City and Assateague Island National Seashore!

17 Sundial Cir, Ocean Pines
$979,900
5 Beds ⋅ 3 Baths ⋅ MDWO2038632 MLS
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 door and an oversized one-car garage provide ample space for storage, including taller vehicles and all your beach and water gear. The main level features an open-concept living space designed for gathering, complemented by three bedrooms, including a private en-suite. The lower level adds exceptional flexibility with a spacious family room, two additional bedrooms, a full bath, and a large laundry/utility room. Experience the best of coastal living with expansive upper and lower decks overlooking the canal and your private dock ready for you to pull up your boat. perfect for relaxing or entertaining. Enjoy your own private boat dock with effortless access to open water—no bridges to slow you down, just smooth sailing right from your backyard. Close to local beaches and all that Ocean City has to offer, you’re just minutes from golf, dining, swimming, and the area’s popular farmer’s market.

8 Grand Port Rd, Ocean Pines
$389,900
3 Beds ⋅ 2 Baths ⋅ MDWO2038680 MLS
With new improved pricing you can experience the ultimate beach lifestyle in this completely remodeled 3-bedroom, 2-bath coastal retreat loaded with over $142,000 in recent enhancements and upgrades. From the moment you enter, you’ll appreciate the stunning HDPA 3 patio sliding glass doors that fill the home with natural light and seamlessly connect indoor and outdoor living spaces. Cathedral ceilings with skylights and exposed wood beams throughout the home create a bright, open coastal atmosphere with exceptional architectural charm. The beautifully updated kitchen features new flooring, quartz countertops, and all-new stainless steel appliances, including a front-load washer and dryer installed in 2023. Comfort and efficiency are ensured with an American Standard 3-ton package HVAC system with 15kW backup heat. Major improvements include a new home and shed roof with upgraded plywood sheathing, a new hot water heater installed in 2026, and complete primary and guest bathroom replacements by Bath Fitter. Additional upgrades include a full crawl space encapsulation system installed in 2022, a professionally designed hardscape front patio with firepit, and extensive wraparound deck improvements featuring 100 replaced deck boards and new stairs leading to the Sundance Optima Spa added in August 2022. The professionally landscaped fenced in yard provides space for pets and children to plan and includes the addition of 11 holly trees by Roots Landscaping, enhancing both privacy and curb appeal. Every detail of this home has been thoughtfully updated, making this exceptional property truly move-in ready and perfect for enjoying coastal living at its finest. Call now for your private showing!

25 Rabbit Run Ln, Ocean Pines
$1,100,000
4 Beds ⋅ 4 Baths ⋅ MDWO2038614 MLS
Exceptional waterfront living in sought-after Terns Landing, this elegantly updated 4-bedroom, 3.5-bath coastal residence offers refined interiors, generous gathering spaces, and direct deep-water access to the ocean with no Ocean Pines bridges to navigate. Offered furnished and move-in ready, this inviting waterfront retreat showcases an open floor plan enhanced by cathedral ceilings, three skylights, hardwood flooring in the main living areas, and fireplaces in both the living and family rooms. The beautifully refinished kitchen is appointed with quartz countertops, new cabinetry, stainless steel appliances, large pantry and abundant workspace for effortless entertaining. Two spacious primary suites feature impressive, updated baths, including a desirable first-floor suite and a second-floor suite with access to a private deck. Two additional oversized bedrooms with walk in closets. A loft with built-in desk and cabinetry provides flexible space for work or overflow accompaniment. The Florida four-season sunroom and separate three-season room create seamless options for year-round enjoyment overlooking the deep-water canal. Family and sun rooms adjoin with open concept. Outside, beautifully landscaped grounds, a patio, vinyl bulkhead, and recently installed boat and jet ski lifts complete the waterfront lifestyle. Additional highlights include a 2-car garage, plentiful storage, walk-in closets in all bedrooms, pantry, recently replaced HVAC systems, and tankless hot water heater. From boating, fishing, crabbing, and clamming to easy access to the Ocean Pines yacht club, golf course, clubhouse grill, pools, racquet facilities, Ocean City beach club and more. The Ocean Pines Beach Club is located between 49th and 50th streets with private parking, pool and changing area flowing out to the beach on the Atlantic Ocean. This home offers an exceptional opportunity to enjoy the best of coastal living and is ready for your summer enjoyment now.

10 Stacy Ct, Ocean Pines
$389,999
3 Beds ⋅ 2 Baths ⋅ MDWO2038458 MLS
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 living painting. The thoughtfully remodeled kitchen and updated bathrooms bring modern comfort to a home that’s already move-in ready, so you can spend less time renovating and more time enjoying. The real heart of this home? The screened porch. Overlooking the wooded yard, hung with warm string lights, and cooled by a ceiling fan, it’s the kind of space you’ll never want to leave. Cozy rattan furniture, a patterned rug, and an easy, relaxed atmosphere make it perfect for morning coffee, afternoon entertaining, or lingering summer evenings — and the convenient pass-through window to the kitchen means the host never misses a moment. The yard and generous outdoor living areas give you room to breathe — and room to play or entertain. Imagine corn hole, a tiki bar, under mount porch swing, space to set up a fire pit to roast marshmallows or enjoy a brisk Fall evening. And when you’re ready to dream even bigger, the unfinished basement -unheard of in Ocean Pines-offers potential to expand your living space to include a game room for kids (or adults!), a hobby or craft space, or simply storage space (also rare in Ocean Pines). A one-car garage rounds out this comfortable, easy-living layout. Beyond your doorstep, Ocean Pines delivers an extraordinary community lifestyle — golf, multiple pools, parks, marinas, walking trails, tennis, pickleball, seasonal live music, and an exclusive beach club are all part of the package. And when the mood strikes for Ocean City’s restaurants, shops, and beaches? You’re just a short drive away.

5 Falcon Bridge Rd, Ocean Pines
$1,099,999
4 Beds ⋅ 4 Baths ⋅ MDWO2038556 MLS
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 comfort, functionality, and entertaining space. Designed with an open-concept layout, the home features soaring vaulted ceilings, skylights, and expansive windows that fill the interior with natural light while showcasing tranquil water views from all three levels. Multiple gathering areas throughout the home allow family and guests to comfortably spread out, including a spacious great room, waterfront den, and bar area adjacent to the kitchen. The middle level also offers a private guest suite with en suite bath for those wishing to avoid stairs, an additional powder room, laundry room, and direct access to the oversized multi-car garage with front and rear access points. Upstairs, the primary suite serves as a true private retreat, spanning approximately 768 square feet and featuring its own three-season porch overlooking the water. This luxurious space includes a large walk-in closet, natural gas fireplace, and beautifully renovated spa-style bath complete with extensive cabinetry, dual-person Jacuzzi soaking tub, and walk-in wall-jet shower. Two additional bedrooms, two porches, and another full bath complete the upper level. The ground level offers even more flexibility with two freshly renovated waterfront rooms ideal for entertaining, relaxing after a day on the water, or hosting the perfect crab feast. Walls of windows and sliding glass doors provide panoramic canal views and direct access to one of the largest waterfront backyards in Ocean Pines. The oversized .35-acre lot includes a full-length fenced yard, expansive private bulkhead, maintenance-free dock with fish cleaning station, hardscape walkways, and ample room for kayaking, crabbing, pets, and outdoor gatherings. Extensive 2026 renovations include a full interior repaint, all new luxury vinyl plank flooring, carpet, and ceramic tile throughout, remodeled kitchen and baths, a fully renovated third level with dedicated mini-split HVAC system, updated plumbing and lighting fixtures, new vanities with quartz and marble countertops, updated toilets, ceiling fans, and more. Additional highlights include three-zone heating and cooling, instant hot water system, air purification system, dehumidification system, fire and alarm monitoring with cameras, oversized garage with 9-foot door for possible boat storage, and parking accommodations for up to 6+ vehicles. The home also offers a full concrete crawlspace with convenient interior access to mechanical systems including the furnace, plumbing, dehumidifier, air purification equipment, and AirBoss controls. Pride of ownership is evident throughout, with the roof and multi-zone HVAC systems regularly cleaned and professionally serviced. Move-in ready and meticulously maintained, this rare waterfront offering combines peaceful coastal living with convenient access to the bay, ocean, dining, marinas, and entertainment of the greater Ocean City area.

19 Duck Cove, Ocean Pines
$417,900
3 Beds ⋅ 2 Baths ⋅ MDWO2038504 MLS
Welcome home to this beautifully maintained 3-bedroom, 2-bath home in the premier bayside community of Ocean Pines. Designed with an open floor plan, this home features an updated kitchen, newer roof and skylights, encapsulated crawlspace and a bright sunroom that opens to a private rear deck overlooking the peaceful backyard. The spacious primary suite is your own private retreat, offering a large wall of closets, private in suite bath, and French doors leading to the rear deck—perfect for enjoying your morning coffee. Two additional guest bedrooms and a full hall bath provide plenty of space for family and visitors. The open living and dining areas flow seamlessly into the updated kitchen, creating an ideal setting for everyday living and entertaining. The rear sunroom is filled with natural light and offers the perfect place to relax while taking in the beauty of the private backyard. A one-car garage provides ample storage for your beach gear, bikes, and outdoor toys. Ocean Pines offers an exceptional lifestyle with multiple outdoor pools, an indoor pool, boat launches, a marina with available boat slips, tennis and pickleball courts, a clubhouse, and a championship golf course. Located just minutes from the beaches of Ocean City, homeowners also have the opportunity to join the exclusive oceanfront Beach Club. Enjoy nearby fine dining, shopping, marinas, and breathtaking sunrises and sunsets, making this coastal retreat the perfect place to call home.

26 Burr Hill Dr, Ocean Pines
$520,000
3 Beds ⋅ 2 Baths ⋅ MDWO2038334 MLS ⋅ Points Reach BLDG.
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 flooring in hall, kitchen. dining room, great room, laundry room, new carpeting in bedrooms and soaring 10-foot ceilings accented with crown molding throughout the home. The expansive gourmet kitchen is perfect for entertaining family and friends, featuring beautiful cabinetry, granite countertops, stainless applicances all overlooking the elegant formal dining room and sun-filled great room complete with a cozy corner gas fireplace for those cool coastal evenings. Retreat to the impressive primary suite offering a private waterfront balcony, oversized walk-in closets, and a luxurious spa-style bath with jetted tub and double vanities. Guests will enjoy spacious second and third bedrooms after a relaxing day at the beach. End your evenings with spectacular sunsets while enjoying your favorite beverage from the expansive covered balcony! Additional upgrades include a newer installed geo-thermal heating and air system for outstanding energy efficiency, and convenient owner storage/bike storage facilities. Condo fees include flood insurance, bi-annual geothermal system inspections, annual gas grill service, water, trash, landscaping, storage, and parking lot maintenance.This second-level condo with elevator access is located within the friendly and active community of Points Reach/Ocean Pines and offers the perfect blend of luxury, comfort, and coastal lifestyle. Rarely available and impeccably maintained, this exceptional bayfront residence will not last long. Schedule your private showing today!

2208 Points Reach Unit #2208, Ocean Pines
$499,000
3 Beds ⋅ 2 Baths ⋅ MDWO2038454 MLS
72 hr Kick out Clause. Home can still be shown. Tucked along the canal in the sought after community of Ocean Pines, this charming A-frame retreat blends rustic cottage character with the laid back waterfront lifestyle you’ve been dreaming of. With soaring vaulted ceilings, oversized windows, and an open layout designed to capture natural light and tranquil water views, this home is ready for relaxing weekends, family gatherings and entertaining after a day on the water. Step outside to enjoy the expansive wraparound deck overlooking the canal, the perfect place for morning coffee or evening sunsets. Boaters will appreciate the shared dock with a dedicated private slip for the home, offering easy access to the water. A cozy fireplace adds warmth and charm to the inviting living space, while the garage provides additional storage for all your beach and boating essentials. The main level features two bedrooms, a full bathroom, and a convenient laundry closet. Upstairs, the loft overlooks both the water and the main living area, creating a bright and airy retreat. The primary suite is also located on the upper level and showcases more dramatic vaulted ceilings that enhance the home’s unique architectural style. Located in Ocean Pines, residents can enjoy access to an incredible lineup of amenities including pools, parks, golf, marinas, trails, a beach club, and more, all just a short drive from the beaches, dining, and entertainment of Ocean City!

101 White Sail Cir, Ocean Pines
$1,560,000
4 Beds ⋅ 4 Baths ⋅ MDWO2038474 MLS
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 kitchen including eating area. Upstairs is another ensuite with double lighted closets, corner jacuzzi tub and shower, and two balconies - one indoor, one out. Also upstairs are two more bedrooms (one with a bonus room), off a hallway with another overlook and three walls of bookcases. There are five sliding glass doors leading to a wrap around deck overlooking a lovely landscaped backyard that includes a large pond with waterfall, and a dock with boat lift on a wide canal. Additionally, this home has a circular driveway, a two car garage with overhead storage, Andersen windows and doors throughout, huge floored attic, five pocket doors, three newish HVAC systems, a central vac system, a direct propane grill hook up, an outdoor shower, and a climatized encapsulated crawl space. All blinds convey. Ocean Pines community has 5 swimming pools, golf course, Yacht Club with restaurant, golf course with club house, and its own fire station and police force.

23 Harlan Trce, Ocean Pines
$459,000
4 Beds ⋅ 3 Baths ⋅ MDWO2038298 MLS
If you are looking for space, you’ve found it in this home nestled on a serene wooded lot in Ocean Pines! This two-story home features 4 bedrooms, 3 full baths, a 2-car garage, and a versatile sunroom. The bright and airy living space boasts soaring ceilings and tons of windows that allow natural light to fill the inside. The thoughtfully designed floorplan includes a main-level primary bedroom with en-suite bath and spacious walk-in closet. Upstairs you will find three additional bedrooms each with large closets. Bonus…there is easy access to a large floored attic for extra storage. Outdoor living is just as inviting, with an enormous deck overlooking the private backyard — the perfect spot to relax or entertain after a day at the beach. The yard also features a powered storage shed for hobbies, tools, or extra workspace. Freshly painted throughout, the home is clean, bright, and move-in ready. While some TLC and updates could further enhance its value, the home is priced with that in mind. Sellers are also offering a $5,000 credit toward new appliances! Savvy investors can enjoy this property immediately and make updates over time adding tremendous value!

70 Capetown Rd, Ocean Pines
$119,900
MDWO2038416 MLS
Great Corner lot located in Ocean Pines, ready to build on, with views of the golf course. Ideally situated just one minute from the Ocean Pines Golf Club and golf course, this property is tucked away in a private, secluded enclave on a quiet street. Enjoy convenient access to the Ocean Pines amenities, including the boat ramp, swimming pools, marina, yacht club, and more. This is a rare opportunity to secure one of the few premium building lots available in Ocean Pines.

1 Watergreen Ln, Ocean Pines
$345,000
3 Beds ⋅ 2 Baths ⋅ MDWO2038390 MLS
Price Reduction, Motivated Seller! Welcome to this charming 3-bedroom, 2-bath home in the heart of Ocean Pines, sitting well back from the road and surrounded by natural beauty! Gently used as a vacation home by the owner for many years, this property has been very well maintained, with service contracts on all major systems for peace of mind. A new roof was added in 2019, newer windows providing efficiency and comfort, newer protective gutter guards, and storage is abundant with a pull-down attic with flooring. Tucked away in a tranquil wooded setting, this home offers fantastic privacy while still being close to everything the Eastern Shore has to offer. There’s ample room to build a garage or park your boat here, giving you great options to expand (see updated survey). Inside, you’ll find spacious bedrooms and a warm living area complete with a cozy fireplace—perfect for relaxing evenings or gathering with friends. The open layout creates excellent entertaining space, while the front porch, back deck and patio, and outside shower (with both hot and cold water) invite you to enjoy coastal living at its best. This home truly combines comfort, convenience, and community—ready for you to make it your own! Ocean Pines amenities are second to none, including: five pools, a racquet center with pickleball, tennis & paddle courts; several kayak launches; a yacht club with dining and a marina, and many parks right at your fingertips. Beyond the neighborhood, you’re just minutes from the historic town of Berlin, MD, and a short drive to the beaches of Ocean City and Assateague.

32 Whaler Ln, Ocean Pines
$499,900
3 Beds ⋅ 2 Baths ⋅ MDWO2038304 MLS
Discover the charm of this delightful ranch-style home, nestled on a spacious 0.22-acre lot. Built in 2001, this well-maintained residence offers 2,054 sq. ft. of inviting living space, perfect for creating lasting memories. With three large bedrooms and two full bathrooms, there's ample room for relaxation and comfort. Step inside to find a warm ambiance highlighted by cathedral ceilings throughout, skylights in living area, custom cabinetry, granite counters, and a gas fireplace, ideal for cozy evenings. Outside you will find a spacious patio area, a large deck overlooking your private back yard, and an enclosed porch off of the master bedroom...perfect for enjoying your morning coffee. Enjoy the convenience of an asphalt driveway with space for up to four vehicles. Not too far away, a community pool awaits for those sunny days, providing a refreshing escape. The surrounding neighborhood offers a welcoming atmosphere, perfect for leisurely strolls or enjoying the outdoors. This home is not just a place to live; it's a place to thrive. Embrace the lifestyle you've been dreaming of! Call now to schedule your private showing.

92 Tail Of The Fox Dr, Ocean Pines
$289,900
MDWO2038196 MLS
Beautiful, wooded waterfront lot, ready for immediate construction or the perfect opportunity to hold for future plans. Enjoy a peaceful natural setting while still being conveniently located near community pools and parks. With easy access to the river, bay, and ocean—and no bridges to navigate—this property is ideal for boating enthusiasts and nature lovers alike. Survey is available on file.

307 Ocean, Ocean Pines
$659,000
4 Beds ⋅ 3 Baths ⋅ MDWO2038212 MLS
This absolutely pristine home located in Wood Duck Isle is quite the gem! 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, built-in window bench, custom window treatments and easy access to the separate formal dining room. The main living area features brand new carpet, cozy gas fireplace and electronic shades over the skylights; the newly added sunroom complete with custom window treatments, seamlessly connects to the main living area and backyard. Upstairs is a versatile loft offering additional living space, and generously sized bedrooms providing privacy for family members or guests. The meticulously landscaped front yard features a tranquil koi pond, while the backyard showcases beautiful hardscaping, a charming gazebo, beautiful plant beds, and serene views of Manklin Creek. Enjoy direct walking access to Wood Duck Park, where you can kayak, fish, or simply relax and take in the views. Additional highlights include a brand new first floor air condition unit, approximately five year old roof, encapsulated crawl space, two-car garage, plenty of on site parking, abundance of storage, security system, two tastefully remodeled bathrooms, and much more. This is a must see - don't miss out! This property is back on the market at no fault of the Sellers

6 Heron Isle Ct, Ocean Pines
$475,000
5 Beds ⋅ 4 Baths ⋅ MDWO2038186 MLS
NEW PRICE! This gracious Tudor styled home is waiting for you to enjoy now at a reduced price. The open living, dining and kitchen greet you as you enter the home. 3 bedrooms, including the Primary one, are on the first level along with 2 full baths. Wonderful Sunroom off the dining room plus a screened porch overlooking the private rear yard. Large rear deck for more outside enjoyment. Large 2 car garage has some extra space of tools and storage. Second floor has an open loft with lots of shelves for books or collectables. One more bedroom is the next room and has a full bath plus skylights and a nice size closet. Private office is the next room with separate rear access to the rear stairs. It has a skylight and a small closet and could be another bedroom. Roof is only 2 or 3 years old. Almost all of the furniture in the home will remain. Vacant and easy to see.

127 Nottingham Ln, Ocean Pines
$425,000
3 Beds ⋅ 3 Baths ⋅ MDWO2038034 MLS
Welcome to 14 Trinity Place. Located just inside South Ocean Pines at the end of a quiet cul de sac, this home features a spacious and functional layout with several living spaces and home offices. Step inside to the family style kitchen with great lighting and ample cabinet space. The kitchen was upgraded with stainless GE electric double oven range, LG side-by-side refrigerator and new dishwasher in 2024. Hardwood floor flows from the dining room into the main living room with vaulted ceilings and wood burning stove. Just off the living room and bright sunroom you have two sliding glass doors that connect you to the large, composite sun deck. The impressive first-floor owner’s suite has so much to offer, featuring a walk-in closet, two attached office spaces and direct access to the back deck. The primary bathroom boasts dual sink vanity, shower and jetted tub. The home has seen several big updates, including a new roof installed in 2023 by Spicer Bros with a 30-year warranty, giving peace of mind for years to come. New HVAC installed in 2024, high-capacity Electrolux stacked washer and dryer in 2024 and new water heater in 2020. Upstairs features 2 freshly painted bedrooms with brand new carpet and a Jack and Jill bathroom. Outside, enjoy a fully fenced backyard, detached shed, multiple driveway spaces and the convenience of a detached garage ideal for storage, hobbies, or extra parking. The surrounding trees create a serene setting, while the new composite deck offers a great space for relaxing or entertaining. Located in amenity-rich Ocean Pines, residents enjoy access to pools, parks, beach club, golf, marinas, and more. All this just a few miles from Ocean City. Don’t miss this move-in ready home with major updates already completed!

14 Trinity Pl, Ocean Pines
$377,000
5 Beds ⋅ 2 Baths ⋅ MDWO2037820 MLS
PRICE IMPROVEMENT + HOME WARRANTY INCLUDED! Nestled on a quiet cul-de-sac in the desirable Ocean Pines community, this charming Cape Cod offers approximately 1,224 square feet of comfortable living space with five bedrooms and two full bathrooms. Two main-level bedrooms provide flexibility for one-level living, guest accommodations, or a home office. Natural light fills the home, creating a warm and inviting atmosphere throughout. The functional layout is designed for everyday living, while the expansive deck overlooks a peaceful wooded setting, providing the perfect space for relaxing, entertaining, or enjoying nature. The spacious yard offers additional room for outdoor activities and enjoyment. With a recent price improvement and a home warranty included for added peace of mind, this property presents an excellent opportunity to own in Ocean Pines. Conveniently located near community amenities, golf, marinas, shopping, dining, and the beaches of Maryland's Eastern Shore. Schedule your private tour today!

6 Fleet Ct, Ocean Pines
$450,000
4 Beds ⋅ 3 Baths ⋅ MDWO2037862 MLS
Seller days bring us an offer ! Nestled on a quiet cul-de-sac in the desirable community of Ocean Pines, this custom-built 4-bedroom, 3 full bath home offers a rare opportunity to enjoy golf course living at its finest. Perfectly positioned along the 4th hole of the prestigious Robert Trent Jones Golf Course, the property showcases sweeping fairway views and a serene setting.Designed with both comfort and functionality in mind, the home features an open floor plan filled with natural light. Expansive windows and sliding glass doors throughout the kitchen, dining area, and great room provide stunning panoramic views from nearly every angle. The great room is anchored by a cozy fireplace, creating a warm and inviting gathering space.The recently renovated kitchen (2020) is a standout, featuring granite countertops, stainless steel appliances, a center island, and soft-close cabinetry, all complemented by durable LVP flooring. Just off the main living area, a spacious three-season room with vinyl tech windows offers the perfect spot to relax year-round, with direct access to the wraparound double decks—ideal for entertaining or simply enjoying the peaceful surroundings. The flexible floor plan includes a first-floor bedroom and full bath, perfect for guests or convenient single-level living. Upstairs, the primary suite offers a private retreat with its own bath, while two additional bedrooms and another full bath complete the second level.Additional highlights include a 1.5-car garage with workshop space and ample storage, a newly installed hot water heater, and an oversized lot that maximizes both privacy and those beautiful golf course views.Whether you’re searching for a primary residence, a vacation escape, or a beach-area investment property, this home delivers exceptional versatility and lifestyle appeal—all just a short drive from the shores of Ocean City. Home is being sold AS-IS as a matter of convenience for sellers.

63 Drawbridge Rd, Ocean Pines
$499,999
4 Beds ⋅ 3 Baths ⋅ MDWO2037800 MLS
A fantastic new price and home warranty coverage for 3 years! Welcome to 2 Moonraker Rd, a bright, airy, and beautiful contemporary home in Ocean Pines with many recent upgrades, including a new HVAC system in 2026. Step inside to find a soaring two-story foyer and flowing LVP floors, just installed at the beginning of 2026. The two-story ceilings continue into the family room with abundundant windows, allowing plenty of natural light, and a gas fireplace for those chilly winter days. The eat-in kitchen boasts a coastal white kitchen with new tile backsplash(2022), all newer stainless steel appliances (2022), a breakfast bar perfect for those quick morning meals, and a spacious dining room flowing off the kitchen, making entertaining a breeze. The first-floor mastersuite is a generous size and offers a large walk-in closet and an en-suite bath with double vanity with new counter tops and new faucets, a tub/shower combo with a jet tub, a water closet for privacy, and a linen closet for additional storage. Also on the first floor is the full laundry room with newer washer and dryer as well as a powder room, giving this home easy one-level living. On the second floor you'll enjoy three guest bedrooms, each quite spacious and with abundant closet space, as well as a full guest bathroom. One of the guest bedrooms could easily be converted to a second master suite as it has a large walk-in closet and an adjoining den that butts up to the guest bathroom, making it easy to convert to a bathroom if desired. Or keep it as a home office, studio, craft room, play room, the options are endless! Enjoy outdoor living with a roomy screened porch with high ceilings, perfect for relaxing and entertaining. This home also offers a spacious side and back yard that is full fenced with a beautiful decorative wood fence (installed in 2024) that comes with an oversized gate for easy access, a fire pit, and recently installed landscaping around the fence and along the road to give added privacy. There is plenty of space to play, relax, and even garden! This section of Ocean Pines is peaceful and tranquil with little to no thru-traffic. The community of Ocean Pines is reknowned for all that it has to offer, from the low HOA fees to the grand amenities package that you can join, including three outdoor pools, an indoor pool, a beach club in Ocean City with an oceanfront pool and clubhouse, a golf club with a Robert Trent Jones Championship course, marinas with boat slips available, plentiful sports courts including tennis, basketball, volleyball, pickelball, and baseball and soccer fields, numerous playgrounds throughout the community, and a community center with popular farmer's market. What are you waiting for? Schedule your private tour today! *Some photos have been virtually staged to show different options.*

2 Moonraker Rd, Ocean Pines
$389,999
4 Beds ⋅ 3 Baths ⋅ MDWO2037766 MLS
This inviting ranch-style home in the heart of Ocean Pines Resort offers the ideal combination of comfort, style, and convenience. Step inside to discover a bright, open floor plan featuring an updated kitchen and bathrooms. The home includes four spacious bedrooms and three full baths, with two bedrooms offering private en-suite bathrooms and a third full bath conveniently located off the hallway. Many recent updates have been completed throughout the home. The cozy living room is warmed by an electric fireplace, creating a welcoming space to relax and unwind. Just outside, a large deck provides the perfect setting for outdoor dining and entertaining, while an outdoor shower—located to the left of the house—makes beach clean-up quick and easy. With ample parking and a front-load washer and dryer, this home is thoughtfully designed for easy, relaxed living. Ideally situated near the community center, park, and playground, the property offers access to a wide range of amenities. For a small fee, residents and guests can enjoy five community pools, tennis courts, a marina, and an on-site golf course. Ocean City is just a short 15-minute drive away, where you can stroll the boardwalk, relax on the beach, or enjoy family-friendly attractions such as the Ferris wheel at Jolly Roger at the Pier. Whether you’re seeking a full-time residence, a weekend retreat, or a vacation rental investment, this Ocean Pines gem delivers the very best of coastal living. New updates to the property include: New roof Wi-Fi–enabled systems, including front door lock, hot water heater shut-off, main water shut-off, water monitor shut-off, and water leak detection Ring cameras at the front and back doors SimpliSafe security system with smoke detector Two Wi-Fi–enabled light switches Crawl space dehumidifier Front lawn flower sprinkler system Under-cabinet kitchen lighting Wi-Fi–enabled thermostat

220 Ocean, Ocean Pines
$699,999
3 Beds ⋅ 2 Baths ⋅ MDWO2037660 MLS
WATERFRONT HOME on Deep Water Canal with Direct Access to the Bay Spacious Rancher, 3 Bedrooms, 2 Baths, Attached oversized 2 car garage, Wide asphalt driveway with parking for 6 vehicles. Move in ready, just add your style. 2 heating systems - baseboard and HVAC heat pump. Updates include new hot water heater, walk in tub, high efficiency HVAC unit, fence, driveway, stove with convection oven and air fry capabilities, large sized washing machine, main living area carpet, granite countertops, and architectural stone foundation. Highlights are ONE FLOOR LIVING SPACE, Spectacular Views of Canal from majority of rooms, Open concept design, Bright & Airy, Dining / Living room combination, which walks directly to the deck spanning entire back of home, Huge kitchen with plenty of cabinets, Large shelved pantry, Spacious foyer, Master bedroom bath has a Walk In Jetted Tub/Shower, Bedrooms are good sized with big closets, Hall bath has jetted tub/ shower, Laundry room on same level with second refrigerator, Anderson casement windows, BOAT DOCK Easy living exterior with vinyl siding, Covered entry and porch, Pine nugget mulch beds, Landscaped. This a rare opportunity to live in Ocean Pines, on the water, in a safe & friendly neighborhood , which has numerous amenities of pools, playgrounds, tennis/ pickleball courts, basketball, baseball fields, dog park, skate park, ponds, restaurants, golf course, soccer fields, community center with indoor basketball, meeting rooms, craft shop, farmers market, beach, walking/ bike trails, boat ramp, post office, library, and our own Police and Fire Departments. All of this only minutes from the Ocean.

19 Pintail Dr, Ocean Pines
$439,000
4 Beds ⋅ 4 Baths ⋅ MDWO2036608 MLS
Welcome to The Townes of Ocean Pines! With 4 bedrooms, 3 ½ 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 kitchen is equipped with brand new Frigidaire range, microwave, dishwasher and refrigerator. Dine at the elevated kitchen island or at your table in the dining area. The freshly carpeted living room area with gas fireplace, sits just off the kitchen, facing the Ocean Pines golf course, creating a warm, inviting gathering space for friends and family. Enjoy your morning coffee on the main floor deck while taking in the view of the 13th green of the golf course. Upstairs is a versatile loft area overlooking the main floor, perfect for a home office, lounge or additional guest bed space. Just off the loft is another bedroom suite complete with a spacious walk-in closet and ensuite bath. Heading downstairs from the main floor is a lovely den or recreation room area with two more bedrooms and shared hall bath. The enclosed laundry area with Whirlpool washer and dryer is on this floor as well. An oversized 2 car garage with plenty of storage space completes this level. This home has easy access to all that the Ocean Pines community has to offer; multiple pools, golf, yacht club with restaurant and special event space, marina, beach club, tennis, pickleball/paddleball, walking trails, parks, playgrounds, boat ramps and many, many community and recreational events. Ocean City and Assateague Island are just minutes away for more outdoor adventures to enjoy. You can’t miss making this home your new adventure! Recent Property Inspection Report indicated two areas of exterior water penetration behind the vinyl siding. As this is common area, the Condo Board contracted to have both areas properly flashed/gutter adjusted with new sheeting installed as necessary. No indications of moisture in drywall. The work was completed July 2nd and Report is attached.

102 Hingham Ln Unit #27, Ocean Pines
$475,000
4 Beds ⋅ 3 Baths ⋅ MDWO2036888 MLS
HOME SALE CONTINGENCY FELL THROUGH TO NON FAUL T OF SELLERS . Now back on the market with Major Price Adjustment!!! Welcome to this beautifully maintained, light-filled home perfectly positioned along the 12th hole of golf course in the highly sought-after community of Ocean Pines. Offering space, comfort, and thoughtful upgrades throughout, this 4-bedroom, 2.5-bath home is designed for both everyday living and effortless entertaining. First level features hardwood floors throughout, creating a warm and cozy feel across the living spaces. The impressive great room is a true centerpiece of the home, showcasing soaring cathedral ceilings and dramatic sliding glass doors and windows that flood the space with natural light while offering beautiful golf course views. The oversized first-floor primary suite provides the convenience of main-level living and features hardwood flooring and an expansive walk-in closet, creating a comfortable private retreat. The upper level offers additional bedrooms, bath and loft with flexible living space ideal for guests, hobbies, or a home office. At the heart of the home is the remodeled gourmet kitchen (2022), thoughtfully designed for both everyday living and entertaining. It features stainless LG appliances, a wall oven, island gas cooktop, upgraded cabinetry, quartz countertops, breakfast bar seating, durable luxury vinyl plank flooring, and a convenient built-in office nook for working from home or managing daily tasks. Step outside to enjoy the spacious backyard overlooking the golf course, complete with an oversized deck and custom stone patio, perfect for outdoor dining, relaxing, or entertaining. Pet owners will appreciate the invisible perimeter fence, while the heated garage and central vacuum system add everyday convenience. Additional improvements include a gas furnace (approximately four years old) with a Remy Halo ultraviolet air purification system, a professionally encapsulated crawl space, annual termite protection, and exterior flood lighting for enhanced security and evening ambiance. With walking distance to the Yacht Club, Marina and beautiful golf course views, modern upgrades, hardwood floors, and a layout designed for today’s lifestyle, this home offers the perfect blend of comfort, functionality, and location in one of Ocean Pines’ most desirable settings. Enjoy all the amenities Ocean Pines has to offer this summer. Call now for your private showing. With beautiful golf course views, modern upgrades, hardwood floors, and a layout designed for today’s lifestyle, this home offers the perfect blend of comfort, functionality, and location in one of Ocean Pines’ most desirable settings.

562 Ocean Parkway, Ocean Pines