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$450,000

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.

4 Beds ⋅ 3 Baths

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

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$515,000

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.*

4 Beds ⋅ 3 Baths

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

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (302) 539-9040

$699,999

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.

3 Beds ⋅ 2 Baths

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

Listing courtesy of Save 6, Incorporated. Contact:

$439,000

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.

4 Beds ⋅ 4 Baths

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

Listing courtesy of Rutherford Realty. Contact: (410) 524-1965

$475,000

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.

4 Beds ⋅ 3 Baths

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

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$2,250,000

Experience breathtaking water views from this expansive three-level waterfront home designed for comfort, convenience, and entertaining. Featuring a private elevator, two garages, concrete driveway, and a whole-house generator, this property offers exceptional space for everyday living and hosting guests. The home has also undergone a complete exterior overhaul, including the installation of a brand-new metal roof, providing both durability and long-term peace of mind. The main living area showcases a spacious island kitchen with granite countertops, stainless steel appliances, and a breakfast room, along with formal living and dining rooms. Additional spaces include a family room, office, sunroom, exercise room, studio, entertainment room, workshop, and abundant storage. Two impressive primary suites provide luxurious retreats. The main suite features a private deck, walk-in closets, gas fireplace with marble hearth, a spa-style bath with whirlpool tub, marble floors and tile, and a separate powder room. The second suite includes a walk-in whirlpool tub/shower combination. Additional highlights include hardwood floors, surround sound, central vacuum, security system, two washer/dryer sets, two water heaters, and three-zone heating and cooling. Outdoor living is just as impressive with five decks, front and rear paver patios, and exceptional boating amenities, including a 90’ vinyl bulkhead, a 6’ x 33’ dock, and two boat lifts installed in 2020. Prepare to be impressed by the space, views, and waterfront lifestyle this remarkable home offers.

5 Beds ⋅ 7 Baths

Experience breathtaking water views from this expansive three-level waterfront home designed for comfort, convenience, and entertaining. Featuring a private elevator, two garages, concrete driveway, and a whole-house generator, this property offers exceptional space for everyday living and hosting guests. The home has also undergone a complete exterior overhaul, including the installation of a brand-new metal roof, providing both durability and long-term peace of mind. The main living area showcases a spacious island kitchen with granite countertops, stainless steel appliances, and a breakfast room, along with formal living and dining rooms. Additional spaces include a family room, office, sunroom, exercise room, studio, entertainment room, workshop, and abundant storage. Two impressive primary suites provide luxurious retreats. The main suite features a private deck, walk-in closets, gas fireplace with marble hearth, a spa-style bath with whirlpool tub, marble floors and tile, and a separate powder room. The second suite includes a walk-in whirlpool tub/shower combination. Additional highlights include hardwood floors, surround sound, central vacuum, security system, two washer/dryer sets, two water heaters, and three-zone heating and cooling. Outdoor living is just as impressive with five decks, front and rear paver patios, and exceptional boating amenities, including a 90’ vinyl bulkhead, a 6’ x 33’ dock, and two boat lifts installed in 2020. Prepare to be impressed by the space, views, and waterfront lifestyle this remarkable home offers.

26 Leigh Dr, Ocean Pines

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$697,000

Rare opportunity to build your dream home on this homesite with Bay to Beach Builders! Please note: no home is currently built on this property. The list price reflects a proposed construction package and includes the lot, estimated lot preparation/site work, and the featured Bluewater floor plan. The Bluewater offers 1,767 square feet of thoughtfully designed living space with 3 bedrooms, 2.5 bathrooms, a first-floor primary suite, soaring ceilings in the main living area, and timeless coastal-inspired architecture. Designed for comfortable everyday living and effortless entertaining, this home blends modern functionality with classic beach-town charm. The Bluewater is just one of several floor plans that have been reviewed for this lot and meet setback requirements. Additional home designs available through Bay to Beach Builders include The Oxford (1,126 sq. ft.), The Driftwood (1,820 sq. ft.), The Surfside (1,614 sq. ft.), The Fenwick (2,029 sq. ft.), The Chesapeake (2,455 sq. ft.), The Bethany (2,584 sq. ft.), The Rehoboth (2,584 sq. ft.), and The Ocean View (3,424 sq. ft.). The maximum recommended footprint for this homesite is approximately 38' x 66', and these plans have been selected accordingly. Many of these designs are part of Bay to Beach Builders' popular Coastal Collection and Cottage Series, specifically designed to maximize living space on narrower lots. Homes shown on pilings may also be constructed on a traditional foundation depending on buyer preference and site conditions. As a custom builder, Bay to Beach Builders can modify floor plans to better suit your lifestyle, budget, and vision. Buyers are encouraged to explore available floor plans and design options through Bay to Beach Builders and consult directly with the builder regarding pricing, customization opportunities, and included features. Whether you're dreaming of a full-time residence, vacation retreat, or investment property near the coast, this property offers the flexibility to create a home tailored to your needs. The property offers navigable waterfront with the ability to construct a dock and pier. Neighboring owners currently keep a pontoon boat on the creek, demonstrating recreational boating access. Buyers should verify water depths for their specific vessel.

3 Beds ⋅ 3 Baths

Rare opportunity to build your dream home on this homesite with Bay to Beach Builders! Please note: no home is currently built on this property. The list price reflects a proposed construction package and includes the lot, estimated lot preparation/site work, and the featured Bluewater floor plan. The Bluewater offers 1,767 square feet of thoughtfully designed living space with 3 bedrooms, 2.5 bathrooms, a first-floor primary suite, soaring ceilings in the main living area, and timeless coastal-inspired architecture. Designed for comfortable everyday living and effortless entertaining, this home blends modern functionality with classic beach-town charm. The Bluewater is just one of several floor plans that have been reviewed for this lot and meet setback requirements. Additional home designs available through Bay to Beach Builders include The Oxford (1,126 sq. ft.), The Driftwood (1,820 sq. ft.), The Surfside (1,614 sq. ft.), The Fenwick (2,029 sq. ft.), The Chesapeake (2,455 sq. ft.), The Bethany (2,584 sq. ft.), The Rehoboth (2,584 sq. ft.), and The Ocean View (3,424 sq. ft.). The maximum recommended footprint for this homesite is approximately 38' x 66', and these plans have been selected accordingly. Many of these designs are part of Bay to Beach Builders' popular Coastal Collection and Cottage Series, specifically designed to maximize living space on narrower lots. Homes shown on pilings may also be constructed on a traditional foundation depending on buyer preference and site conditions. As a custom builder, Bay to Beach Builders can modify floor plans to better suit your lifestyle, budget, and vision. Buyers are encouraged to explore available floor plans and design options through Bay to Beach Builders and consult directly with the builder regarding pricing, customization opportunities, and included features. Whether you're dreaming of a full-time residence, vacation retreat, or investment property near the coast, this property offers the flexibility to create a home tailored to your needs. The property offers navigable waterfront with the ability to construct a dock and pier. Neighboring owners currently keep a pontoon boat on the creek, demonstrating recreational boating access. Buyers should verify water depths for their specific vessel.

72 Boston, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$379,900

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 /AC for year round comfort * Abundant closet space and storage shed for all of your beach and boating essentials * You'll love being part of a vibrant waterfront community offering exceptional amenities including 5 pools, tennis, pickleball, yacht club, restaurants, Robert Trent Jones, Sr designed championship golf course as well as a beachfront pool, parking and restaurant in Ocean City * EVERYTHING you need to embrace the Coastal Lifestyle to the fullest * Ocean Pines is located just 5 miles inland from Ocean City and blends wooded serenity with Coastal Charm * Fresh paint, new carpeting in bedrooms... Let's make this your home yours *

3 Beds ⋅ 2 Baths

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 /AC for year round comfort * Abundant closet space and storage shed for all of your beach and boating essentials * You'll love being part of a vibrant waterfront community offering exceptional amenities including 5 pools, tennis, pickleball, yacht club, restaurants, Robert Trent Jones, Sr designed championship golf course as well as a beachfront pool, parking and restaurant in Ocean City * EVERYTHING you need to embrace the Coastal Lifestyle to the fullest * Ocean Pines is located just 5 miles inland from Ocean City and blends wooded serenity with Coastal Charm * Fresh paint, new carpeting in bedrooms... Let's make this your home yours *

61 Abbyshire Rd, Ocean Pines

Listing courtesy of Sea Grace @ North Beach Realtors. Contact: 443-614-3901

$352,000

Welcome to 26 Castle Drive in Ocean Pines — a beautifully renovated 3-bedroom, 2-bath home originally built in 1984 and thoughtfully updated from top to bottom. This property offers peace of mind with major upgrades already completed, including a new roof, new siding, new windows and doors, new duct work. Inside, you’ll find fresh paint throughout, modern railings, a completely remodeled kitchen, and updated bathrooms designed with today’s style and functionality in mind. The new kitchen features contemporary finishes and a clean, modern aesthetic, making it perfect for everyday living and entertaining. Both bathrooms have been tastefully updated, offering a fresh and cohesive design throughout the home. Located in the sought-after Ocean Pines community, residents enjoy amenities including pools, parks, marina access, golf, and proximity to Ocean City beaches, dining, and shopping. Move-in ready and worry-free — this is the perfect opportunity for a primary residence, second home, or investment property

3 Beds ⋅ 2 Baths

Welcome to 26 Castle Drive in Ocean Pines — a beautifully renovated 3-bedroom, 2-bath home originally built in 1984 and thoughtfully updated from top to bottom. This property offers peace of mind with major upgrades already completed, including a new roof, new siding, new windows and doors, new duct work. Inside, you’ll find fresh paint throughout, modern railings, a completely remodeled kitchen, and updated bathrooms designed with today’s style and functionality in mind. The new kitchen features contemporary finishes and a clean, modern aesthetic, making it perfect for everyday living and entertaining. Both bathrooms have been tastefully updated, offering a fresh and cohesive design throughout the home. Located in the sought-after Ocean Pines community, residents enjoy amenities including pools, parks, marina access, golf, and proximity to Ocean City beaches, dining, and shopping. Move-in ready and worry-free — this is the perfect opportunity for a primary residence, second home, or investment property

26 Castle Dr, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$325,000

BIG PRICE REDUCTION! MOTIVATED SELLER! BRING ALL OFFERS! OVERSIZED FLOOR PLAN! You'll feel like you're in the mountains in this Extra Large Home on an Extra Large lot that backs to Parkland! The second level contains the main living areas, including a tiled backsplash kitchen, a living room with two story ceilings, balcony access, and rustic wooden walls. A large 16x12 Bedroom and 11x8 Bath complete the main floor. Enter the carpeted stairway to a loft area, two additional bedrooms and a full bath on the upper level, overlooking the living room. Accommodate the in-laws / grandparents / large families in the Lower Level living quarters with an additional bedroom, bath, laundry room, kitchen and living area. A one car garage will store all of your beach gear, toys, and tools! Easy access from the South entrance to Ocean Pines. Enjoy top-notch amenities and a short drive to the beaches of Ocean City and Assateague National Seashore. Sold in As-Is condition.

4 Beds ⋅ 3 Baths

BIG PRICE REDUCTION! MOTIVATED SELLER! BRING ALL OFFERS! OVERSIZED FLOOR PLAN! You'll feel like you're in the mountains in this Extra Large Home on an Extra Large lot that backs to Parkland! The second level contains the main living areas, including a tiled backsplash kitchen, a living room with two story ceilings, balcony access, and rustic wooden walls. A large 16x12 Bedroom and 11x8 Bath complete the main floor. Enter the carpeted stairway to a loft area, two additional bedrooms and a full bath on the upper level, overlooking the living room. Accommodate the in-laws / grandparents / large families in the Lower Level living quarters with an additional bedroom, bath, laundry room, kitchen and living area. A one car garage will store all of your beach gear, toys, and tools! Easy access from the South entrance to Ocean Pines. Enjoy top-notch amenities and a short drive to the beaches of Ocean City and Assateague National Seashore. Sold in As-Is condition.

850 Ocean Parkway, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200

$824,900

Brand new construction now completed 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’ homesite. The home offers two primary suites — one on each level. The first-floor primary suite features a beautifully tiled shower, while all full bathrooms are equipped with double-bowl vanities. The stunning kitchen showcases quartz countertops and stainless steel appliances and flows seamlessly into the dining area, which opens to a screened porch and deck, perfect for indoor-outdoor living. The family room is warm and inviting with a linear electric fireplace and a beam-accented vaulted ceiling. Additional highlights include 9’ ceilings on the first floor, LVP flooring throughout the first floor and staircase, a dedicated laundry room, and an 80-gallon hot water heater. The fully insulated, oversized two-car garage features 12’ ceilings, offering excellent potential for additional storage space. The bonus room is separately conditioned with its own split HVAC system, making it ideal for a media room, home office, playroom, or guest retreat. Enjoy all that Ocean Pines has to offer, including multiple pools, golf course, marina, yacht club, beach club in Ocean City, parks, walking trails, and year-round community amenities. Builder Registration #9569.

5 Beds ⋅ 4 Baths

Brand new construction now completed 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’ homesite. The home offers two primary suites — one on each level. The first-floor primary suite features a beautifully tiled shower, while all full bathrooms are equipped with double-bowl vanities. The stunning kitchen showcases quartz countertops and stainless steel appliances and flows seamlessly into the dining area, which opens to a screened porch and deck, perfect for indoor-outdoor living. The family room is warm and inviting with a linear electric fireplace and a beam-accented vaulted ceiling. Additional highlights include 9’ ceilings on the first floor, LVP flooring throughout the first floor and staircase, a dedicated laundry room, and an 80-gallon hot water heater. The fully insulated, oversized two-car garage features 12’ ceilings, offering excellent potential for additional storage space. The bonus room is separately conditioned with its own split HVAC system, making it ideal for a media room, home office, playroom, or guest retreat. Enjoy all that Ocean Pines has to offer, including multiple pools, golf course, marina, yacht club, beach club in Ocean City, parks, walking trails, and year-round community amenities. Builder Registration #9569.

10 Jockey Ct, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$2,249,000

Welcome to a rare waterfront masterpiece on a premier point lot in Ocean Pines. Located at 26 W Mallard Drive on a quiet cul-de-sac, this exceptional direct bayfront coastal-style home offers breathtaking, unobstructed views of the Isle of Wight Bay and the Ocean City skyline. Built in 1983 and impeccably maintained, the residence spans just over 5,000 sq. ft. with 8 bedrooms and 8.5 baths, ideal for large gatherings or multi-generational living. Designed to maximize waterfront living, the home features multiple balconies and expansive decks, an outdoor summer kitchen, hot tub, private pier with boat lift, and generous outdoor entertaining spaces perfect for hosting unforgettable bayfront gatherings. Inside, an elevator servicing up to the third level adds convenience and accessibility. The chef’s kitchen is outfitted with 42” cabinetry, granite countertops, stainless steel appliances, multiple ovens, and a GE induction cooktop, complemented by an abundance of storage and prep space. Additional highlights include six refrigerators, a dedicated laundry room, 200-amp whole-house generator, storm shutters, four storage sheds, and an encapsulated crawlspace with dehumidifier and sump pump. Situated within amenity-rich Ocean Pines, residents enjoy access to parks and recreation, aquatics, championship golf, marina, beach club, and more. This extraordinary bayfront property combines space, luxury, and lifestyle—an unparalleled opportunity on Maryland’s Eastern Shore.

8 Beds ⋅ 9 Baths

Welcome to a rare waterfront masterpiece on a premier point lot in Ocean Pines. Located at 26 W Mallard Drive on a quiet cul-de-sac, this exceptional direct bayfront coastal-style home offers breathtaking, unobstructed views of the Isle of Wight Bay and the Ocean City skyline. Built in 1983 and impeccably maintained, the residence spans just over 5,000 sq. ft. with 8 bedrooms and 8.5 baths, ideal for large gatherings or multi-generational living. Designed to maximize waterfront living, the home features multiple balconies and expansive decks, an outdoor summer kitchen, hot tub, private pier with boat lift, and generous outdoor entertaining spaces perfect for hosting unforgettable bayfront gatherings. Inside, an elevator servicing up to the third level adds convenience and accessibility. The chef’s kitchen is outfitted with 42” cabinetry, granite countertops, stainless steel appliances, multiple ovens, and a GE induction cooktop, complemented by an abundance of storage and prep space. Additional highlights include six refrigerators, a dedicated laundry room, 200-amp whole-house generator, storm shutters, four storage sheds, and an encapsulated crawlspace with dehumidifier and sump pump. Situated within amenity-rich Ocean Pines, residents enjoy access to parks and recreation, aquatics, championship golf, marina, beach club, and more. This extraordinary bayfront property combines space, luxury, and lifestyle—an unparalleled opportunity on Maryland’s Eastern Shore.

26 West Mallard, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$879,900

This brand-new 5-bedroom, 3.5-bath coastal farmhouse blends modern luxury with timeless design. Thoughtfully crafted with premium finishes throughout, it features 9-foot ceilings, an 18-foot vaulted great room with a custom fireplace, built-ins, and an open floor plan perfect for entertaining and everyday living. The designer kitchen is truly the heart of the home. It showcases solid wood cabinetry in soft sage and dove tones, Calacatta Prado quartz countertops and backsplash, and a large center island with a built-in microwave, prep sink, and elegant brass chandelier. The kitchen is equipped with high-end GE stainless steel appliances, including a gas range with an air fryer, French door refrigerator, and a quiet dishwasher. A pot filler, brushed brass fixtures, and soft-close cabinetry add to the thoughtful details, while a spacious walk-in pantry provides additional storage and convenience. The first-floor primary suite offers a relaxing retreat with a spa-like bathroom featuring a freestanding soaking tub, double vanity, and tiled shower. Upstairs, you will find additional bedrooms, a versatile loft, and a beautifully appointed bathroom. This home is designed with efficiency and durability in mind, featuring a Bosch dual-zone HVAC system, Rinnai tankless water heater, sound-insulated six-inch exterior walls, and a sprinkler and fire suppression system. Outside, enjoy covered front and rear porches, a finished two-car garage, and a newly paved driveway. Every detail of this home reflects quality, comfort, and thoughtful design, creating an exceptional coastal living experience. Photos are digital renders.

5 Beds ⋅ 4 Baths

This brand-new 5-bedroom, 3.5-bath coastal farmhouse blends modern luxury with timeless design. Thoughtfully crafted with premium finishes throughout, it features 9-foot ceilings, an 18-foot vaulted great room with a custom fireplace, built-ins, and an open floor plan perfect for entertaining and everyday living. The designer kitchen is truly the heart of the home. It showcases solid wood cabinetry in soft sage and dove tones, Calacatta Prado quartz countertops and backsplash, and a large center island with a built-in microwave, prep sink, and elegant brass chandelier. The kitchen is equipped with high-end GE stainless steel appliances, including a gas range with an air fryer, French door refrigerator, and a quiet dishwasher. A pot filler, brushed brass fixtures, and soft-close cabinetry add to the thoughtful details, while a spacious walk-in pantry provides additional storage and convenience. The first-floor primary suite offers a relaxing retreat with a spa-like bathroom featuring a freestanding soaking tub, double vanity, and tiled shower. Upstairs, you will find additional bedrooms, a versatile loft, and a beautifully appointed bathroom. This home is designed with efficiency and durability in mind, featuring a Bosch dual-zone HVAC system, Rinnai tankless water heater, sound-insulated six-inch exterior walls, and a sprinkler and fire suppression system. Outside, enjoy covered front and rear porches, a finished two-car garage, and a newly paved driveway. Every detail of this home reflects quality, comfort, and thoughtful design, creating an exceptional coastal living experience. Photos are digital renders.

4 Preakness Dr, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200

$2,295,000

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 an indoor-outdoor lifestyle with balconies and decks on every level to admire the panoramic views of Ocean City. Posh customizations including Walker Zanger tiles, Emtek doorknobs, Ralph Lauren pure wool carpet, Kohler faucets, Subzero and Bosch appliances to name a few. Featuring an expansive primary suite with secluded balcony and telescope lookout. Maintenance free exterior with Techo-Bloc pavers and 200 feet of vinyl bulkhead with dock and boat lift. This home radiates coastal luxury and sophistication. Call today for more information!

4 Beds ⋅ 4 Baths

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 an indoor-outdoor lifestyle with balconies and decks on every level to admire the panoramic views of Ocean City. Posh customizations including Walker Zanger tiles, Emtek doorknobs, Ralph Lauren pure wool carpet, Kohler faucets, Subzero and Bosch appliances to name a few. Featuring an expansive primary suite with secluded balcony and telescope lookout. Maintenance free exterior with Techo-Bloc pavers and 200 feet of vinyl bulkhead with dock and boat lift. This home radiates coastal luxury and sophistication. Call today for more information!

36 Leigh Dr, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$425,000

Don't miss out on this incredible opportunity to own a piece of Ocean Pines paradise. With its unbeatable location, stunning design, and endless possibilities, this remodeled 4 bedroom, 2 bath home is the perfect haven for anyone looking to experience the best of coastal living. Brand new 2.5 ton Rheem heat pump system and Honeywell thermostat just installed June 2026. This home in 2022 went under major rehab with new architectural roof, new siding and shutters, high efficiency tilt in windows, new flooring throughout, vanities and a beautiful gourmet kitchen with a large granite breakfast bar that seats 6. One of the larger lots in the Pines with the home situated to easily add a two-car garage. South gate living at its best and just a few houses over from the bay. Schedule a showing today and make your dreams a reality!

4 Beds ⋅ 2 Baths

Don't miss out on this incredible opportunity to own a piece of Ocean Pines paradise. With its unbeatable location, stunning design, and endless possibilities, this remodeled 4 bedroom, 2 bath home is the perfect haven for anyone looking to experience the best of coastal living. Brand new 2.5 ton Rheem heat pump system and Honeywell thermostat just installed June 2026. This home in 2022 went under major rehab with new architectural roof, new siding and shutters, high efficiency tilt in windows, new flooring throughout, vanities and a beautiful gourmet kitchen with a large granite breakfast bar that seats 6. One of the larger lots in the Pines with the home situated to easily add a two-car garage. South gate living at its best and just a few houses over from the bay. Schedule a showing today and make your dreams a reality!

120 Robin Hood, Ocean Pines

Listing courtesy of Sheppard Realty Inc. Contact: 4437830299