Ocean Pines, MD Homes for Sale

About Ocean Pines Maryland

Ocean Pines is a premier exclusive homeowners association community located in Worcester County in Maryland. What began as a small resort in the ’60s, Ocean Pines has now become the largest residential community in the county with an unparalleled reputation that sits on prime land that meanders along Maryland’s Eastern Shore.

As a private homeowners association, Ocean Pines prides itself for its exclusivity which requires interested homeowners to apply for approval from the board of directors. Ocean Pines neighborhood has its own police department, fire department, water system, and other essential services managed and operated by the Homeowner’s Association of Ocean Pines Association Inc.

The residential community of Ocean Pines presents options to choose between living on its 18-hole golf course and building their property on their 9-mile long waterfront or a more secluded area in the woods. Ocean Pines mainly houses single-family homes and townhomes with an occasional luxury condominium in the market.

Although it is a private residential neighborhood, living in Ocean Pines feels like living in the city as it is already complete with shops, restaurants, and entertainment where families can spend quality time together. Ocean Pines residents can wine and dine at Taylor’s Neighborhood Restaurant or at their very own Ocean Pines Yacht Club. The exclusive community also has its own Racquet Sports Complex equipped with courts for tennis, platform tennis, and pickleball.

Amenities:

Parks
Sports Complex
Yacht Club
Marinas
Police Force
Fire Station
Community Garden

School Information:

Most Blessed Sacrament Catholic School
Showell Elementary School

Ocean Pines, MD Homes for Sale for Sale

STUNNING WATER VIEWS that will take your BREATH AWAY! Enjoy the private rear yard which offers a tranquil setting with 168’of beautiful water frontage overlooking the Bay, Turville Creek and the Ocean City Skyline. This is one of the best views in Ocean Pines! Desirable cul de sac location with a large backyard where you can enjoy kayaking, water sports and wildlife. There is a covered deck where you can relax with your morning coffee as you watch the beautiful sunrise, and in the evenings you will love the colorful skies as the sun is setting and the lights of Ocean City reflect in the water.  Quality construction, owned by original owners. Builders personal residence which offers a bright open floorplan with lots of natural sunlight and a southern exposure. As you approach the home, you will notice a n elegant paver driveway and oversized (24x30) garage. Brick front steps lead you to a covered front porch. As you enter the home, you’ll see the panoramic water views and a spacious great room with a unique custom wood ceiling. There are 2 sunrooms, which are great for entertaining. There is a spacious first floor primary suite which offers a private balcony, sitting/ tv area and a large bath. Upstairs features 2 bedrooms, full bath and a large multi purpose room over the garage which would make a great office or game room.  All the bedrooms have access to a bathroom. Geothermal HVAC system offers low electric bills. This floorplan was designed to take advantage of the water views, with no wasted space. There are many additional features including nice trim detailing and ample storage including 2 floored attics with pull down stairs.  Schedule your appointment today!
208 Breezy Creek Court
Ocean Pines, Maryland
  • 4 Beds
  • 4 Baths
  • 4,333 SqFt
  • 0.410 Acres
It's all about the view!  Just Reduced. Get the feeling of being on open water and looking out  to breathtaking  River Views and Ocean City Skyline. Spacious  Point lot in Ocean Pines.  Beautifully remodeled and updated beach house in Ocean Pines, on the St Martins River with spectacular, panoramic views of the beautiful skyline of Ocean City. This home is perfect for entertaining, indoors and outdoors.     Huge wrap around upper deck with panoramic views.  Formal living room  and dining room w/ cathedral ceilings,  kitchen primary and bedroom and bath on upper level. Lower level features family room and 3 additional bedrooms.    Imagine your own beach setting with beautiful hardscaped patio and walkways.    2 boat lifts , one 15K lbs and one 10K lbs and 2 Jet ski lifts with 200+/- Ft of Bulkhead with room for all of you your water sports toys.   Hot Tub included.  You must see to believe beautiful beach home.  Home Warranty.  Furniture Negotiable.
35 Harborview Drive
Ocean Pines, Maryland
  • 4 Beds
  • 2 Baths
  • 1,872 SqFt
  • 0.290 Acres
BEAUTIFUL, OPEN BAY VIEWS!!!  This spacious, coastal contemporary is HUGE with FIVE bedrooms, and FOUR baths. The three-level home has TWO living areas that take advantage of the incredible views of the Ocean City skyline.  The roomy, main level living space boasts cathedral ceilings, a gas fireplace, and plenty of windows to take in views down the canal, and across the Saint Martin’s River.  Eat-in kitchen includes an island and wall oven. Comfortable 3 season porch makes for yet another comfortable place to take in the beautiful scenery.  Main floor, spacious master bedroom features a large walk-in closet.  Upper level has more generously sized bedrooms and an elevated deck with poly deck boards.  Lower level includes a large family room, spacious laundry room and access to a lower patio and boat lift.  Recent improvements include two new HVAC’s, new roof, new water heater, new garage doors, new front door, and fresh paint. Driveway pavers enclose most of the front yard allowing for minimal yard work in the front of the property.  Two uniquely separated garages.  Total living space is approximately 3000 sf.  Buyers and their agents are encouraged to take their own measurements. Home and Boat lift conveys in “as is” condition.  The home is the PERFECT size and place with room for everyone in an incredible location with amazing views.  Home is much bigger than it looks and a definite MUST SEE in the amenities-rich community of Ocean Pines. ***SELLER IS WILLING TO PROVIDE A $20,000 DECORATORS ALLOWANCE.***
215 Teal Circle
Ocean Pines, Maryland
  • 5 Beds
  • 4 Baths
  • 3,000 SqFt
  • 0.170 Acres
Check out this 4 bedroom, 3 and 1/2 bath, canal front home with awesome views from every window in sought after Tern's Landing. Attention to detail is evident in practically all updated systems, including flooring, kitchen, doors, paint, feature walls, 20 ft cathedral ceiling with too many improvements to mention! Double sided gas fireplace. New and refinished hardwood flooring on 1st floor and new luxury vinyl plank flooring on 2nd floor. Crawl space has been completely encapsulated with a state of the art dehumidifier. Mechanicals have all been replaced/updated within the last 3 years. New PVC railing on the deck that stretches the length of the house and look at the peek of the Ocean City skyline!! 93' bulkhead with large dock. Park your boat or jet skis here and enjoy waterfront living at it's finest!
4 Alton Point
Ocean Pines, Maryland
  • 4 Beds
  • 4 Baths
  • 3,076 SqFt
  • 0.430 Acres
NEW PRICE AGAIN . Dreams do come true! Looking for a waterfront 1 level custom-built home with boat dock and lift with quick access to Bay and Ocean? Look no further. Very large open Living and Dining room with tile floors and lots of windows. Gas Fireplace added and TV included. Sun Room/den directly off that with access to large rear deck with gas grill hooked up to central line. Primary bedroom has a primary bath with walk-in closets, shower and separate areas with twin sinks. Laundry room with Bonus/Office room off to one side and pantry closet for additional storage. Large kitchen with great bar seating plus a desk area and pantry. 2 car garage and concrete driveway. 60 ft. long pier with boat lift.  Nice rear yard. Remaining furniture will stay along with 4 TVs and Surround Sound system. Ready for your enjoyment immediately.
7 Harlan Trace
Ocean Pines, Maryland
  • 3 Beds
  • 2 Baths
  • 2,228 SqFt
  • 0.280 Acres
Have you been looking for a perfectly INCREDIBLE home for a large family?  Are you thinking you may want to invest in a beautiful waterfront home not far from the beach thats big enough for everyone?   Well this is it!!  You must come to see this nicely finished FULLY FURNISHED spacious waterfront home near the Golf Clubhouse in OP!  Tastefully done & completed with spectacular  abundant updates!  There will be SO MUCH SPACE for all friends &  family  with over 5200 sq. Ft -5 Bedrooms/5 Baths - 3 of these baths are dedicated to specific Bedrooms.  Private entrance to  The perfect In Law Suite on the ground level, with living area, private bath  and opens to  ground level veranda.  Enjoy picturesque  views out to the  Wide Lagoon  from  Family/Den  with beautiful Fireplace on the lower level  Enjoy easy  access out to the covered veranda and dock/with 8,000lb lift-new  in 2016.  On the main living level you will find a delightfully updated Kitchen... stainless appliances,  granite counters, breakfast bar..  Enjoy the spacious open living & dining areas with coffered custom ceilings, oak driftwood Cortex flooring, plantation shutters throughout the home and all open to  fabulous waterviews!  And there is more...  Above the Master suite on this level ... your own private exercise room/or extra sleeping area!  Multiple balconies to take in views from everywhere too!  Most recently added...  a full private Media/entertainment room on the 3rd level  pre-wired  complete with its own balcony overlooking large lagoon!  In addition to all of this there is:  11 x 23 Fishing Room, 10 x 16 additional storage space, 3 Zone HVAC, lots of parking... enough for 6-8 cars, A separate office, small side fenced area and upgraded 400 Amp electrical service!  There is so much more and you must see it to appreciate this great home!     Don't wait because this spectacular waterfront home is just what you have been waiting for!! More photos coming soon.  Tax records do not reflect correct sq. footage.
76 Clubhouse Drive
Ocean Pines, Maryland
  • 5 Beds
  • 5 Baths
  • 2,594 SqFt
  • 0.210 Acres
Elegant home offering a beautiful WATER VIEW & PRIVATE YARD! Located on a large lot in the upscale community of  Whitetail Sanctuary. This spacious home has been custom designed & well maintained by original owner/Builder. There are many high end features throughout including dramatic tall ceilings with exquisite trim detailing, gourmet chefs kitchen with wall double ovens including an Avantium oven , 2x6 construction, 400 amp service, and a conditioned crawl space. Great floorplan including  2 primary suites, one on each level. 4 bedrooms connect directly to a bathroom which is nice for your family or guests. If you are looking for a home office, this home has plenty of options! There is an additional room on the 1st floor that is currently being used as an office, but could easily be used as a 5th bedroom and there is a large loft on the 2nd floor that would make a great office. Enjoy relaxing on the  rear decks (one on each level)  as you enjoy the water views, wildlife and colorful sky as the sun rises & sets. There is also a large vinyl tech porch that is great for entertaining. The attached two car garage features plenty of space with approximately 650 s.f.. In 2017 the first floor HVAC system was completely replaced and in 2019 the second floor compressor was replaced. Most of the kitchen appliances were replaced within the past two years, as well as the water heater and garbage disposal. This is a MUST SEE to appreciate the views, outdoor living space and beautiful features! Houzz has recognized the owner as an award winning designer.
306 Piedmont Court
Ocean Pines, Maryland
  • 5 Beds
  • 4 Baths
  • 4,430 SqFt
  • 0.310 Acres
Tern's Landing in Ocean Pines is one of the newer waterfront neighborhoods.   This house was built by PINEY ISLAND BUILDERS for these ORIGINAL OWNERS and has NEVER BEEN RENTED.    65' of bulk-headed waterfrontage and NEW VINYL BULKHEAD September of 2020.   (IMPORTANT since property owners in Terns Landing are responsible for the maintenance and repair/replacement of their own bulkheads. )   Dock (approx. 33 X 6) with boat lift... 
Just a quick boat ride out to the bay and on to the ocean...   This floor plan is called the "Conventry" model and offers a LARGE first floor primary bedroom suite with private bath and walk-in closet...  Kitchen with breakfast/ dining area (with direct access to sundeck and down to dock area)  PLUS a formal dining room.  Great room with gas fireplace and cathedral ceiling.  Two-story entrance hall with L-shaped stairs to upper level.   Sunroom with cathedral ceiling and deck access, powder room, plus laundry room on first floor.     GARAGE is approx. 29' wide by 19' deep (interior measurements)...   Two gas furnaces and two central a/c units...   LOTS of attic storage, both walk-in and pull-down stairs) Detailed brochure at property...
SELLERS PROVIDING A ONE-YEAR AMERICAN HOME SHIELD "SHIELD COMPLETE" WARRANTY AT SETTLEMENT.
19 Stacy Court
Ocean Pines, Maryland
  • 3 Beds
  • 3 Baths
  • 2,436 SqFt
  • 0.260 Acres
Check out this custom built home by T&G builders located in the Sanctuary of Ocean Pines.  Large, almost 5000 square foot home with lots of thought put into the design and layout.  Primary bedroom and full bathroom on each floor, two-sided gas fireplace creates an amazing ambience, large deck off the back overlooking the stream and equipped with a full bathroom making those crab feasts an easy cleanup.  The house is adorned with hardwood floors, kitchen has granite countertops and stainless appliances, cathedral ceiling in the living area, large bedrooms, loft area, walk in closets, and views of the water from many windows.  You can also store all of your cars and toys in the attached, 3 car garage.  You have to see this one in person to truly see all it has to offer.
261 Charleston Road
Ocean Pines, Maryland
  • 4 Beds
  • 5 Baths
  • 4,760 SqFt
  • 0.530 Acres
Boaters Paradise! Don't miss out on this beautifully maintained house in Ocean Pines. This house has a BRAND NEW roof (2021), Brand new carpet, tile flooring. Double Hvac systems and water heater are all only 5 years old and serviced regularly.  This house boasts 4 bedrooms, 3 full bathrooms, a loft area for more sleeping room, and an all-season sunroom! The crawlspace was completely encapsulated and added dehumidifiers. There's room for the whole family with your private outside oasis. You have a trex decking and pier, two deeded boat slips, a motor powered lift, and two jetski lifts!
118 Watertown Road
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 2,384 SqFt
  • 0.180 Acres
This awesome large beach house  has everything you need and want, is in a fantastic waterfront location right by open water, and has the best entertaining space for a large group!  Friends and family will gather in the kitchen /dining area which opens to the huge waterfront great room filled with windows.... OR gather on the 12x20 3 season sun room....OR gather on one of 2 sun decks.  Your boat is ready and waiting on the newer 8000 lb boatlift and your jet skis are parked on the floating jet ski dock.  You are less than one minute from the open waters of beautiful Manklin Creek and Isle of Wight Bay! The gorgeous oversized garage is super organized with lots of storage, a utility sink, shelving units & work area, and extra refrigerator.  For quiet time and privacy, this house boasts three dens/offices!  Owners will delight in the private stairway leading to the large primary suite with beautiful master bath and private office.  The other staircase leads to a loft overlooking the water, two more bedrooms, a full bathroom,  a den/office/fifth bedroom, and a pull down staircase leading to attic storage.  There is also one bedroom and full bathroom on the first floor, along with another den.  There are 3 zones for heating and cooling in this home! Recent updates include: new roof with architectural shingles in 2020; all new carpet 2021; insulated garage door 2021 controlled by your cell phone; hot water heater and washer/dryer recently new.  You have been dreaming of owning a beach home, and this home is your dream come true!
7 Westfield Circle
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 3,100 SqFt
  • 0.190 Acres
Meticulously maintained primary home for over twenty years.  Endless curb appeal starts with lovely maintenance free landscaping and gorgeous colonial blue siding added in 2014.  Energy efficient windows installed on second floor (plus kitchen and dining room) in 2014.  Wide streets with extra parking in front.  Walk into wide foyer and take a left, go straight or turn right.  On the left is a roomy living room with a beautiful stone gas fireplace and a den/office that was previously used as a bedroom for an elderly parent., with easy access to a full bathroom.   Straight ahead is a sunny family room and a fully enclosed sunroom that has a custom made canvas cover installed in 2019.  Take a right at the foyer and you have a staircase to second floor and very spacious dining room with built in cabinetry and a second gas fireplace.  There is another sunroom off of the dining room.  The kitchen has corian counters, plenty of cabinets, pantry, double oven.   Wood floors throughout the first floor.  Four bedrooms on second floor and the primary bedroom has a large walk in closet and a beautifully updated bath with programmable heated floors.  Gas heat on 1st floor, Heat pump on 2nd floor, both are serviced twice a year.  Walk in attic provides tons of storage.  10K lb./23' Boat lift, large rear deck.  This canal leads right out to the river, which you can see from the deck.   ADT central station fire and burglar alarm system.  There just is nothing missing from this fabulous home.  Updates  include:  Roof:  2010, Siding:  2014, 2nd Floor HVAC replaced 2018, HWH new in 2015/converted to gas in 2018, Both fireplaces converted to gas in 2018, Primary Bath Remodeled 2014,  New Washer/Dryer2020, Boat lift serviced 2021, Crawlspace encapsulated 2015, Preventative pest control three times a year.
24 Wood Duck Drive
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 2,751 SqFt
  • 0.310 Acres
Immaculate Waterfront Home is ready for you to Enjoy this 2nd Season here at the Beach.  You will appreciate peaceful wateviews up and down the canal from the Living Areas as well as the covered open deck.  First Level includes a Primary Bedroom/Bath and a Bedroom (presently used as an Office) and Full Guest Bath, Open Great Room with Cathedral Ceiling , wood floors and gas log Fireplace, and a lovely Kitchen that opens to the Dining Area.  A 2 Story Window Wall leads to the covered deck and allows light and water to be viewed from the entire Living Area.
Upstairs are 2 more large Bedrooms-each with their own private bath. 
Many closet/storage areas exist within, as this home was custom built by Steen with the original owner's requests. A Laundry area leads to the 2 car 'insulated/heated' garage where even the floor was recently 'cleaned'.  2 HVAC systems were  replaced in past 1-5 yrs and a 65gal  H/W is @11 yrs old.  This home has been well maintained and Seller is planning to downsize and move near family members in near future, so better hurry and make appt to see if this will be YOUR next Home in the Pines.
43 Battersea Road
Ocean Pines, Maryland
  • 4 Beds
  • 4 Baths
  • 2,352 SqFt
  • 0.290 Acres
Spacious furnished 3000 Square foot home with a boat dock and access to St Martins River and Assawoman Bay with no bridges in the desirable community of Ocean Pines.  Enter the home to a warm and inviting ground-level Living area with a brick/masonry fireplace which has been converted to an Electric insert with a blower.  This level also includes a heated storage/laundry area with access to the two-car garage.  Large rear patio to relax and enjoy the canal views.  New Insulated Garage doors with new openers, front entry, and rear entry doors are on order and are to be installed soon.   Wireless, smartphone (or internet) controlled thermostat for heating and cooling.  The main level boasts a large open floor plan with Maple cabinets in the kitchen, a second wood-burning fireplace, master bedroom, 2nd bedroom, and full hall bath.  Large 2nd floor rear deck leading to stairway and large partially wooded back yard and dock for your boat.  3rd floor has extra large bedrooms perfect for summer guests with a full bath.  Thoughtful planning during build allowed for pre-plumbed space for kitchenette/sink on the third floor. Hardwood floors throughout.
379 Ocean Parkway
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 3,000 SqFt
  • 0.210 Acres
Welcome home to your waterfront oasis where peace and tranquility abound.   This fully furnished, canal front beauty is both timeless in design and well built with discriminating buyers in mind.  Open floor plan with vaulted ceilings, gas fireplace with brick hearth warmly welcome you home.  Dual sliders greet you to a screen room and patio where family gatherings await, to enjoy the splendor and wildlife of the vast lagoon behind your home.  Direct access to Assawoman bay is just a few turns away!  A large dock with pilings already in place will allow for the installation of a boat lift.   Plenty of sunshine streams into this serene three-bedroom, 2 1/2 bath home.  The owner's suite has a large walk-in closet, well-appointed master bathroom, and direct lagoon views.  The Kitchen boasts granite countertops, custom kitchen cabinets, stainless steel appliances, a built-in microwave, disposal, and an eat-in bar area that is perfect for gathering with friends.   An extra refrigerator and freezer in the garage will convey.  The two-car garage with ample storage is a plus!  A spacious loft extends your living area for weekend guests.  Thoughtful pre-construction planning includes abundant storage under the home with concrete slabs in place for ease of access and hard-wired lighting.  Do not hesitate to visit this home!
383 Ocean Parkway
Ocean Pines, Maryland
  • 3 Beds
  • 3 Baths
  • 1,996 SqFt
  • 0.250 Acres
Updated waterfront home for your immediate enjoyment sold fully furnished including the kayaks. Neat and clean inside and out, this 3 bedroom 2 full bath raised contemporary has had 2 Sunrooms added for more living space and family fun. Updated kitchen with granite countertops and Stainless Steel appliances with a gas stove. Primary bedroom has 4 x 8 dressing/bonus area and updated walk-in shower. Large upper deck with stairs to the ground. Full basement has 2 parking bays and room for all your beach toys and workshop or storage areas plus the extra refrigerator stays. Washer and Dryer are in basement. Newer hot water heater and roof new in 2007. Dock with 10,000 lb. lift done in May 2008 and easy access to River, Bay and Ocean. Easy to see and ready when you are to have that dream home on the waterfront. Nice patio area in rear yard. Boat could possibly be for sale. Easy to show.
9 Carriage Lane
Ocean Pines, Maryland
  • 3 Beds
  • 2 Baths
  • 1,888 SqFt
  • 0.210 Acres
Great Home in Beautiful Teal Bay Ocean Pines! 4 bedrooms 2.5 baths will  accommodate all your family and friends or would make a great weekly rental! Beautiful views of the canal from the entire rear of the home and deck.  Dock will accommodate a large boat and 10k boat lift One car garage and of course all of the great amenities that Ocean Pines offers. Ten year young roof on a great side street! This house is turn key and comes furnished  with new flooring and carpet, so all you have to do is bring your clothes or list it to rent! Easy to show!
4 Windward Court
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 1,856 SqFt
  • 0.200 Acres
QUALITY BUILT HOME with a peaceful, private setting. Shows pride of ownership and is located on a cul-de-sac street. Great location in the desirable community of Colonial Village in Mumfords Landing. Walking distance to 2 pools, marinas and the Yacht Club which provides dining & live entertainment. This beautiful home is in excellent condition and features many upgrades, including hardwood flooring throughout the main rooms.  The first floor features an open floor plan with a great room, kitchen, dining area, beautiful sunroom, office and a huge laundry room. The kitchen is light & bright and includes a center island with counter bar, solid surface countertops, stainless steel appliances and a large pantry. The second floor features three bedrooms, including a spacious primary suite, two full baths and a second office. The 2nd floor HVAC system is approx. 4 years old, and the kitchen appliances were replaced within the last 5 years. Enjoy the outdoors on the paver patio which features a nice private setting.  If you need extra space for guest, you will love the in law suite featuring an additional 700 s.f. that includes 2 bedrooms, 1 1/2 baths,  a kitchen and family room! Owned by original owners. This home will not last long!
1708 Chase Street S
Ocean Pines, Maryland
  • 3 Beds
  • 3 Baths
  • 2,444 SqFt
  • 0.290 Acres
Truly Breathtaking Views of EXTRA DEEP canal that boasts a boat lift,2 pwc lifts and a fishing dock with Ladder.
This Charming 3 bedroom 2 full bath has recently had a NEW roof,Trex deck and giant sunroom with electric shades. New flooring in Entire home!! Newly painted! With workshop/garage!
66 Watertown Road
Ocean Pines, Maryland
  • 3 Beds
  • 2 Baths
  • 1,580 SqFt
  • 0.140 Acres
Pending Release
Fantastic views, great location! Boating right from your own deep water dock to Ocean City, Assateague Island or the Yacht Club makes this a one of a kind location. A vacation or permanent home you’ll never  want to leave. Biking, crabbing, kayaking and paddle boarding makes this an exceptional neighborhood. This gem is located on one of Manklin Creeks widest unobstructed views.  Endless beauty of waterfowl and magnificent sunsets are like no other.  This desirable location is within  minutes of the Ocean Pines  Library, Post Office, Yacht Club and numerous pools, including a pool with parking and clubhouse in Ocean City on the beach. Several Golf Courses and numerous restaurants, banks, farmers markets, grocery stores and more add to making this one of the best communities! This 3 bedroom, plus office and 2.5 bath is one of the few homes with a large attached  2 car  garage. The panoramic  screened front  porch  and winter sun porch provide year round enjoyment. Original builder and owner.
94 Watertown Road
Ocean Pines, Maryland
  • 3 Beds
  • 3 Baths
  • 1,764 SqFt
  • 0.140 Acres

Get in Touch

Give us a Call