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12903 Windy Dr, Ocean City
$9,500,000
6 Beds ⋅ 5 Baths ⋅ MDWO2039854 MLS ⋅ None Available BLDG.
This 37-acre Waterfront Estate in the desirable West Ocean City Community of Captains Hill stands among Worcester County’s true legacy properties. A rare combination of Coastal Luxury, privacy, acreage and future opportunity. Set on a expansive rise overlooking the bay, the Estate commands sweeping water and skyline views that shift elegantly from sunrise to the golden glow of sunset. A long driveway leads you to the 8000+ Sq Ft Coastal Residence, a grand yet serene retreat surrounded by park-like grounds and mature landscape that creates an atmosphere of total privacy. The main Estate and grounds encompass 27 acres that feature a diverse landscape designed for both beauty and functionality. Such highlights include a 3-acre freshwater pond that anchors the properties tranquil setting, an outdoor pool with surrounding deck ideal for families and entertaining, an expansive lawn for gatherings and pets, a large covered porch perfect for enjoying the broad water views and nature, covered parking entrance and a three-car garage. The residence itself offers the architectural presence and scale expected of a Coastal Estate of this magnitude, with generous living spaces, impressive ceiling heights and endless potential for customization or enhancement. In addition, this Estate offers additional parcels and development potential that allows for flexibility for future use. Included in the offering is a 2.73-acre Waterfront Lot and 20 plated lots with their own road frontage. This rare land portfolio provides exceptional opportunities, ideal for a private compound, multi-generational retreat, curated development or long-term investment that makes this property uniquely valuable. Opportunities of this size, location and versatility rarely ever come to market. With commanding views, coastal proximity, and expansive acreage, this Captain’s Hill Estate stands as one of the region’s premier offerings, a property with both present-day grandeur and limitless future potential. A Coastal Treasure without equal.

12903 Windy Dr, Ocean City

202 32nd St Unit 210, Ocean City
$179,500
1 Baths ⋅ MDWO2039962 MLS ⋅ Jamaica Daybreak I BLDG.
The perfect beach getaway at an incredible price! Welcome to Jamaica Daybreak 210, a charming second-floor end unit studio condo offering everything you need to enjoy the true Ocean City lifestyle. Located in one of Ocean City’s most desirable areas on 32nd Street, this prime location puts you just seconds from Jolly Roger Amusement Park, the beach, the bay, boat and jet ski rentals, and all the local favorites that make this area such a sought-after destination. Step inside this bright and inviting open-concept studio featuring a comfortable layout, a nice kitchen, and a spacious balcony perfect for soaking in the coastal atmosphere. The end unit location is truly one of the best features of this condo, offering an additional side window that fills the space with extra natural sunlight while providing a beautiful glimpse of the ocean. Start your morning with coffee on the balcony, fill your days with beach adventures and sunshine, and return home to the perfect place to relax, recharge, and enjoy the coastal lifestyle you’ve always wanted. This beach retreat has been lovingly maintained as a personal residence and was not rented. The efficient layout provides all the essentials for easy beach living, whether you’re looking for a weekend escape, a low-maintenance second home, or a place to create lasting Ocean City memories. Recent updates include a new washer and dryer (2025), Amana wall heating and air conditioning unit (2024), new window (2023), new deck screen door (2022), and appliances (2019). Jamaica Daybreak 210 offers the perfect blend of location, comfort, and coastal charm — a place where you can truly embrace the laid-back Ocean City lifestyle from sunrise coffee to sunset relaxation.

202 32nd St Unit 210, Ocean City

16 51st St Unit 205, Ocean City
$289,900
1 Beds ⋅ 2 Baths ⋅ MDWO2040096 MLS ⋅ Coral Reef BLDG.
Don't miss this beautifully maintained 1 bedroom, 1.5 bath second floor condo located on the sought-after ocean block of 51st St. in Ocean City. Just steps from the beach, this updated condo features a spacious layout, coastal breezes and ocean views from your balcony. Enjoy being within walking distance of popular restaurants (Bad Monkey OC, Mackey's Bayside Bar & Grill, Fager's Island, Dry85 OC, Dumser's Dairyland), shopping, entertainment (Seacrets, AlleyOops Midtown), and all that midtown Ocean City has to offer, while still having a peaceful place to relax after a day in the sun. Tastefully decorated and never rented, this property reflects true pride of ownership and offers the perfect opportunity for a personal beach retreat or investment. Whether you are looking for a weekend getaway, a vacation home, or a low maintenance coastal escape, this move-in-ready condo is a rare opportunity in one of Ocean City's most desirable ocean block locations.

16 51st St Unit 205, Ocean City

207 8th St Unit 204W, Ocean City
$274,990
2 Beds ⋅ 1 Baths ⋅ MDWO2040114 MLS ⋅ Jocelyn Manor BLDG.
Perfectly positioned in the heart of downtown Ocean City, this beautifully updated 2-bedroom, 1-bath condo puts you within easy walking distance of the beach, boardwalk, restaurants, shopping, and all the entertainment Ocean City has to offer. Located on the second floor, this move-in-ready unit offers the ideal combination of comfort, convenience, and investment potential. Numerous recent updates include new bedding, box springs, headboards, fresh paint and wall décor, updated lighting and furnishings. The kitchen has been refreshed with an updated refrigerator, coffee maker, toaster, and dining chairs, while the in-unit washer and dryer add everyday convenience. The bathroom features updated tile flooring, and recent plumbing improvements and general maintenance provide added peace of mind. Whether you're looking for a personal beach getaway, a year-round residence, or a property with a proven rental history, this condo checks all the boxes. Enjoy access to the community pool after a day at the beach and start making memories—or generating income—from day one.

207 8th St Unit 204W, Ocean City

104 56th St Unit 106, Ocean City
$269,999
1 Beds ⋅ 1 Baths ⋅ MDWO2040084 MLS ⋅ Jamaica Iv BLDG.
FULLY FURNISHED!!! Welcome to Jamaica IV, where coastal living meets convenience in the heart of Midtown Ocean City! This charming first floor condo at 104 56th Street #106 offers the perfect beach retreat, investment opportunity, or weekend getaway just seconds from both the beach and the bay. Inside, you'll find a bright, thoughtfully designed living space that maximizes comfort and functionality, along with a full bath and an efficient layout that's easy to maintain. The first floor location provides convenient access, making it ideal for owners and guests alike. Jamaica IV is perfectly situated on 56th Street, seconds from Ocean City's beautiful beaches, popular restaurants, nightlife, shopping, mini golf, and local attractions. Whether you're spending the day on the sand, enjoying waterfront dining, or taking in breathtaking bay sunsets, everything you love about Ocean City is just moments away. Whether you're searching for a personal beach escape or a property with strong rental potential, this Midtown gem offers an unbeatable combination of location, convenience, and coastal charm. Don't miss your opportunity to own your place at the beach!

104 56th St Unit 106, Ocean City

1014 Baybreeze Ln, Ocean Pines
$550,000
4 Beds ⋅ 3 Baths ⋅ MDWO2039868 MLS ⋅ Marina Village BLDG.
Property Can Convey With or Without Furniture ** Absolute Perfect Entertaining Spot in Marina Village ** Large 4 Bedroom End-Of-Group Townhome with Water Views from Numerous Rooms ** Largest Townhome Lot in the Community with a Southern Exposure & Yard Space on All Sides ** Main Level Primary Suite ** Two-Story Ceilings ** One-Car Attached Garage ** New Roof ** Multiple Outdoor Spaces to Enjoy Including Two Top Level Balconies / Main Level Deck & Screened Porch PLUS Huge Level Side & Back Yards ** All Furniture is Top Notch & Very Gently Used - Only One Owner & Never Been Rented ** Enjoy Walkability Proximity to Both Pines Point Marina & Ocean Pines Yacht Club ** Home is in Excellent Condition & Is One of the Largest in Community ** A++

1014 Baybreeze Ln, Ocean Pines

180 Teal Cir, Ocean Pines
$475,000
3 Beds ⋅ 3 Baths ⋅ MDWO2039860 MLS ⋅ None Available BLDG.
Located in the highly desirable Teal Bay neighborhood, this charming 3-bedroom, 3-bath home has been meticulously loved and maintained. The flexible floor plan features primary suites on both the first and second floors, along with an updated kitchen and bathrooms, a screened in porch, garage, private backyard, and encapsulated crawlspaces. Enjoy a peaceful view of the St. Martin River from the sunroom without the added cost and upkeep that comes with waterfront living. Natural light floods the home, creating a bright and welcoming atmosphere while the spacious upstairs primary suite features two walk-in closets and a private second-floor balcony. Find your serenity in this prime coastal location, just minutes from the beach with all the exceptional amenities Ocean Pines has to offer!

180 Teal Cir, Ocean Pines

6 Weeping Willow Ct, Ocean Pines
$370,000
3 Beds ⋅ 2 Baths ⋅ MDWO2039954 MLS ⋅ None Available BLDG.
MOTIVATED SELLER MAKE AN OFFER!! Welcome to coastal living at its finest in sought-after Ocean Pines, Maryland! Discover this beautifully updated 3-bedroom, 2-bath home that has been completely renovated from top to bottom. Every detail has been thoughtfully refreshed, offering a true move-in-ready experience just minutes from the beaches of Ocean City. Interior Highlights Totally renovated kitchen — modern finishes, perfect for everyday living or entertaining Fully renovated bathrooms with contemporary updates New vinyl plank flooring throughout the main living areas for durability and style New carpet in the bedrooms for added comfort Inviting gas fireplace ideal for cozy evenings year-round Outdoor Living Step outside to your brand-new wrap-around deck — the perfect spot for morning coffee, evening relaxation, or entertaining friends and family while enjoying the wooded, coastal surroundings of Ocean Pines. Ocean Pines Lifestyle & Amenities As a resident of Ocean Pines, you’ll enjoy access to one of the premier residential communities on Maryland’s Eastern Shore (amenities available via optional a-la-carte memberships): Five swimming pools (including indoor and outdoor options, plus the Ocean Pines Beach Club in Ocean City) Robert Trent Jones Sr.–designed championship 18-hole golf course Premier racquet sports complex with tennis, pickleball, and platform tennis Two marinas and the scenic Yacht Club with bayfront dining Private Beach Club oceanfront facility in Ocean City (with resident parking privileges) Multiple parks, walking & biking trails, community center, farmers market, and year-round recreation programs Own police and fire departments for added peace of mind Located just a short 10–15 minute drive to Ocean City’s beaches, boardwalk, dining, and entertainment, yet nestled in a quieter, wooded community with over 3,000 acres and more than nine miles of waterfront property. Ocean Pines offers the ideal balance of resort-style amenities and relaxed Eastern Shore living.This renovated home is ready for its next owners to enjoy the best of coastal Maryland living. Don’t miss this opportunity!

6 Weeping Willow Ct, Ocean Pines

124 75th St Unit 402, Ocean City
$850,000
3 Beds ⋅ 2 Baths ⋅ MDWO2039870 MLS ⋅ Thee Christina C BLDG.
Luxury Bayfront Living with Spectacular Sunset Views Experience coastal living at its finest in this beautifully updated 3-bedroom, 2-bath bayfront residence offering 1,735 square feet in an exclusive 12-unit boutique building in the heart of Midtown Ocean City. Perfectly positioned with southern exposure, this exceptional home offers breathtaking panoramic views of the bay and protected wetlands. This meticulously maintained residence has been extensively updated with fresh paint throughout, upgraded recessed lighting in every room, new ceiling fans, all new electrical outlets and switches, new gas fireplace logs, Levolor® motorized shades, and heated distressed wide-plank tile flooring with 11 individually controlled heating zones. The Levolor® motorized shades feature room-darkening blinds in the primary suite and light-filtering blinds in the living room, while the gas fireplace creates the perfect place to relax on cooler evenings. The spacious kitchen is designed for entertaining and offers an abundance of cabinetry, quartz countertops, a coastal blue tile backsplash, stainless steel appliances, and a wine refrigerator a rare find for a beach home. The primary suite features a custom Elfa® Closet System by The Container Store and a stunning en-suite bath with upgraded fixtures and a spacious walk-in shower. A second Elfa® Closet System adds exceptional organization to one of the additional bedrooms. The second bathroom has also been beautifully updated with a spacious walk-in shower and seamless glass doors. The spacious laundry room has also been recently enhanced with the addition of a utility sink and custom cabinetry, providing exceptional storage and functionality. Step onto the expansive waterfront deck and enjoy spectacular sunsets, outdoor dining, or simply relax while overlooking the bay and protected wetlands. Amenities include a south-facing outdoor pool, barbecue area, covered parking, ground-level storage, secure lobby with elevator, and a kayak/paddleboard launch and storage area. Located in a well-maintained boutique building, this home offers a peaceful waterfront lifestyle just moments from Ocean City’s beaches, dining, shopping, and entertainment. Don’t wait on this one! Opportunities like this are rare. Schedule your private showing today and experience the very best of bayfront living in Ocean City!

124 75th St Unit 402, Ocean City

4709 Coastal Highway Unit 555, Ocean City
$349,900
2 Beds ⋅ 2 Baths ⋅ MDWO2039904 MLS ⋅ Wight Bay South BLDG.
Welcome to Wight Bay South, where waterfront living, breathtaking sunsets, and the ultimate Ocean City beach lifestyle come together in one exceptional property. Perfectly located in the heart of Midtown Ocean City, this beautifully furnished 2-bedroom, 2-bath waterfront condominium offers direct bay access, peaceful canal views, incredible boating opportunities, and is just one short block from the Atlantic Ocean and sandy beaches. Wake up each morning with a cup of coffee on your private fifth-floor balcony as boats gently cruise through the canal, the sounds of seagulls drift through the coastal air, and the refreshing bay breeze reminds you why life at the beach is unlike anywhere else. Spend your days relaxing on the beach, boating on the Isle of Wight Bay, kayaking or paddle-boarding through the calm canals, fishing from the community pier, or simply soaking up the sun beside the bayfront pool. As evening falls, unwind with breathtaking waterfront sunsets that paint the sky in brilliant shades of orange, pink, and purple while reflecting across the tranquil bay. Inside, you’ll discover a bright, open-concept floor plan designed for effortless coastal living and entertaining. The spacious living area and primary suite both open to the oversized waterfront balcony through double sliding glass doors, creating the perfect indoor-outdoor lifestyle and allowing natural light and beautiful water views to become part of your everyday experience. The well-appointed kitchen offers generous counter space and a convenient pass-through to the dining area, making entertaining family and friends effortless. Offered fully furnished, this turnkey property is ready to enjoy from day one or continue as a successful vacation rental. Wight Bay South offers resort-style amenities, including a waterfront outdoor pool overlooking the bay, pier and dock access, a mooring area (subject to availability), elevators, extra storage (subject to availability), under-building and permit parking, professionally maintained common areas, and onsite management. Located in one of Ocean City’s most desirable Midtown neighborhoods, you’re within walking distance of the beach, waterfront dining, shopping, entertainment, marinas, and local favorites, while enjoying the peace and tranquility of a waterfront community tucked away from the crowds. Whether you’re searching for a waterfront vacation home, a second home, or a proven income-producing investment property with approximately $50,000 in annual rental income potential, this exceptional condo offers the perfect combination of location, lifestyle, and opportunity. Come experience why so many people fall in love with Wight Bay South—and why every day here feels like a vacation.

4709 Coastal Highway Unit 555, Ocean City

9400 Coastal Highway Unit 307, Ocean City
$399,000
2 Beds ⋅ 2 Baths ⋅ MDWO2039756 MLS ⋅ 9400 BLDG.
We're going to give you the same advice we've given OC buyers for nearly 30 years... "You can paint or renovate the inside of any condo. You can't 'paint' or 'create' a better view, or better location. So buy what's important." That's exactly why we think 9400 Condominium #307 deserves a close look. Located on the highly desirable south side of one of Ocean City's most recognizable oceanfront buildings, this beautifully furnished 2-bedroom, 2-bath residence offers approximately 1,078 square feet of comfortable living... along with something many buyers overlook: outstanding long-term opportunity. Ask almost any local property owner which side of an oceanfront building they'd choose, and you'll hear the same answer over and over again... the south side. More natural light throughout the day. A brighter interior. Additional warmth during the cooler months. It's one of those features you don't fully appreciate until you've owned it... and then you'll never want to give it up!! --- The third-floor location is another advantage that you might not realize. Here's something else that experienced rental owners already know. Third-floor residences have developed an unusually loyal following because they hit the sweet spot. You're high enough to enjoy beautiful ocean views, yet close enough to comfortably take the stairs during the busiest summer weeks when elevators are in high demand. It's a convenience guests genuinely appreciate, and one of those details that doesn't always show up on a "feature sheet"... but absolutely shows up in guest satisfaction and repeat rentals. Inside, the residence has maintained a consistent and successful rental history while remaining ready for its next chapter. Some buyers may choose to enjoy it exactly as it is. Others may decide to renovate the kitchen or bathrooms over time. That's actually part of what makes this opportunity so compelling. At $425,000, you're not paying someone else for renovation decisions you may not have made yourself..... Instead, you're starting with all the right foundational pieces. Perfect floor-height, good view, southern exposure, and great price! The 9400 Condominium has remained one of Ocean City's most sought-after oceanfront communities for decades, offering direct beach access, a large oceanfront pool and sundeck, fitness center, secure lobby, on-site management, assigned parking, and the kind of established ownership experience buyers continue to seek. Its mid-town location also happens to be one of our favorites. Walk to Liquid Assets, Bull on the Beach, Coffee Beanery, the Ocean City Library, grocery shopping, the Art League of Ocean City, and countless restaurants, shops, and local favorites. Park the car on Friday afternoon... and you may not need it again until it's time to head home. --- Here's another lesson we've learned after nearly three decades selling Ocean City real estate... Kitchens can be renovated. Bathrooms can be remodeled. Flooring can be replaced. Furniture can be updated. But you can't change the floor height. You can't renovate southern exposure. You can't change a premium location within the building. And you certainly can't change the price you paid. Five years from now, you probably won't remember what the countertops looked like the day you bought it. You'll remember that you bought the right condo... in the right building... at the right price. And that's exactly what makes 9400 Condominium #307 such a compelling opportunity.

9400 Coastal Highway Unit 307, Ocean City

14402 Jarvis Ave Unit 2A, Ocean City
$235,000
1 Beds ⋅ 1 Baths ⋅ MDWO2039848 MLS ⋅ Sandals Ph I, Ii, Ii BLDG.
Welcome to your bayside retreat at Sandals! This first floor unit checks all the boxes. It has central AC with an open kitchen-living concept. Truly move in ready. Upgrades include, kitchen, granite countertops, Breakfest Bar with stools, natural lighting from the kitchen window Luxury Vinyl Plank floors throughout. This well maintained property is also being sold fully furnished. You will be pleasantly surprised by the amount of closet space in this unit, so you can be comfortable living here, or enjoying your beach getaway on long weekend's during the season. This uptown location allows for quick access to Delaware dining and shopping as well as uptown OC's beaches and relaxed lifestlye. Schedule a tour before this one is sold.

14402 Jarvis Ave Unit 2A, Ocean City

542 Ocean Pkwy, Ocean Pines
$449,000
4 Beds ⋅ 2 Baths ⋅ MDWO2038136 MLS ⋅ None Available BLDG.
**PRICE REDUCED X2** Welcome to 542 Ocean Parkway in the highly desirable community of Ocean Pines — a truly unique coastal retreat offering 4 bedrooms, 2 full bathrooms, and an unforgettable cabin-inspired design rarely found this close to the beach. Nestled among mature trees on a beautifully landscaped lot backing the golf course, this meticulously maintained home blends warmth, character, and modern upgrades. Step inside to soaring vaulted ceilings, dramatic walls of windows, rich wood finishes, and an open-concept layout filled with natural light. The spacious living area creates the perfect cozy-yet-grand atmosphere with elevated architectural detail throughout. The updated gourmet kitchen is designed for both everyday living and entertaining, featuring newer stainless steel appliances, a cooktop, built-in microwave drawer, updated cabinetry, generous prep space, and an oversized island overlooking the main living space. Both full bathrooms have been tastefully renovated with modern finishes, and the home showcases pride of ownership at every turn with all major systems and appliances having been thoughtfully updated recently. Outside, enjoy multiple decks and outdoor seating areas surrounded by peaceful wooded views, creating a private setting perfect for morning coffee, entertaining guests, or unwinding after a beach day. The property also offers exceptional curb appeal with mature landscaping, gravel drive, and a striking exterior that perfectly complements the natural surroundings. The lower level provides additional flexible living space ideal for guests, hobbies, storage, fitness, or a game room. *Recent improvements provide exceptional value and peace of mind, including a NEW HVAC system and ductwork installed just one year ago, a beautifully remodeled gourmet kitchen with updated flooring throughout the kitchen, dining area, and living room, tastefully RENOVATED bathrooms completed two years ago, a roof replaced four years ago, and UPGRADED WINDOWS and French door SLIDERS installed five years ago. As an added bonus, the home conveys with a Jack Daniel's barrel table and chairs, an electric reclining sofa and loveseat set, two large-screen TVs, and additional furnishings, making it even easier to move in and start enjoying the coastal lifestyle. The seller has updated the property with FRESH PAINT. This one won't last long—schedule your showing today!

542 Ocean Pkwy, Ocean Pines

108 Nottingham Ln, Ocean Pines
$559,900
3 Beds ⋅ 2 Baths ⋅ MDWO2039838 MLS ⋅ None Available BLDG.
This new construction property is a customized version of the popular Wahoo model, with groundbreaking scheduled to start in approximately 30 days. Buyers who secure this home early have a rare window of opportunity to select the custom interior finishes and make this home uniquely theirs. Core Property Overview, Floor Plan: Customized Wahoo/3 Model , Bedrooms: 3 spacious bedrooms , Bathrooms: 2 full bathrooms, Garage: Attached 2-car garage , Premium Interior & Gourmet Kitchen Custom Upscale Kitchen: Outfitted with high-end stainless steel appliances. Gas Cooking: Features a premium gas range for culinary precision. Gas Fireplace: Serves as a cozy, ambient centerpiece in the main living area. Primary Suite: Features an expansive, large primary bath with detailed custom showers. Outdoor Living Spaces Screened Porch: Built for bug-free relaxation and comfortable outdoor lounging. Outside Deck: Perfect for grilling, entertaining, and enjoying the backyard views. High-Efficiency & Structural Systems Hybrid HVAC: Dual-fuel heating and cooling system maximizes energy efficiency and cost savings. On-Demand Hot Water: A tankless water heater system delivers endless hot water instantly while lowering utility costs. Encapsulated Crawl Space: Offers premium moisture control, protects the subfloor, improves indoor air quality, and adds superior insulation.

108 Nottingham Ln, Ocean Pines

721 Rusty Anchor Rd Unit 14, Ocean City
$450,000
1 Beds ⋅ 2 Baths ⋅ MDWO2039822 MLS ⋅ Rusty Anchor BLDG.
Not all one- bedroom waterfront condos are created equal. If you've been searching for privacy , seclusion , and an unmatched waterfront setting , welcome to RUSTY ANCHOR ROAD UNIT 14 . With no neighbors on either side , this exceptional end-unit offers a level of privacy that is nearly impossible to find , along with one of the largest unobstructed panoramic bay views in Ocean City. This rarely available 180-DEGREE- DIRECT BAYFRONT residence is located in the highly desirable RUSTY ANCHOR COMMUNITY ON 94th street. Designed for those who love life on the water , the property features DEEDED EXTRA DEEP-WATER BOAT SLIP , with a 7000 pound boat lift, providing easy access for larger boats , jet skis and other water craft, with plenty of room for all your waterfront adventures . Enjoy breathtaking sunsets from two private , waterfront decks - one on the main level and another on the upper deck- or spend the day hand crabbing and fishing right from your own docks. Whether you're heading out for the day on the bay or simply relaxing while taking in the view, this property offers the ultimate waterfront lifestyle . Tastefully decorated with a coastal flair, this move -in-ready hime combines comfort , privacy and an unbeatable location. Opportunities like this are incredibly rare . Schedule your private tour today and experience one of Ocean CIty' s most unique Bayfront properties .

721 Rusty Anchor Rd Unit 14, Ocean City

101 123rd St Unit 384C, Ocean City
$229,000
1 Beds ⋅ 1 Baths ⋅ MDWO2039808 MLS ⋅ Jockey Beach Club BLDG.
You couldn't ask for a better location for this affordable one bedroom condo! Just two blocks to the beach to enjoy the sun, surf and sand with a short four minute walk! Located on the top floor end unit, there will be no one above or on one side of you. There is access to the private balcony from the living room, offering a view of the canal! A breakfast bar and brand new range are featured in the Kitchen. The top floor units also offer a bonus second level with a roomy 14x14 bedroom and a full bath. Brand new carpeting on both levels. Don't worry about finding a place to park for fireworks and Winterfest of Lights, you are just 500 feet from beautiful Northside Park, where the Town of Ocean City features many events all season long! The perfect destination for vacation rentals and coastal getaways! Some photos have been virtually staged.

101 123rd St Unit 384C, Ocean City

62 Martinique Cir, Ocean Pines
$475,900
3 Beds ⋅ 3 Baths ⋅ MDWO2039826 MLS ⋅ None Available BLDG.
ANOTHER NEW PRICE! Seller and family have worked hard to remove their personal items collected over their many years of ownership and enjoyment, but most furniture is staying. Some minor handyman work has been done, and it is ready to see and fall in love. This is a Duane Maddy, Piney Island Builders, classic contemporary with all your "I wants". Formal Living room greets you as you enter and that leads to the large Family Room, kitchen and dining area. 12x12 screened porch and 20x12 deck for outdoor enjoyment. New roof in 2022 and Encapsulated Crawl space in 2017. In 2014, new kitchen granite countertops and all new appliances. New H/P in 2021. An additional room was added that could be a Bunk Room or Office. Sold furnished with Inventory List available with the few personal items not included. Easy to see.

62 Martinique Cir, Ocean Pines

1036 Ocean Pkwy, Ocean Pines
$524,900
3 Beds ⋅ 2 Baths ⋅ MDWO2039790 MLS ⋅ None Available BLDG.
This stunning ranch-style home, set on a beautifully landscaped lot, offers a harmonious blend of luxury and comfort. The interior boasts over 1,500 sq. ft. of thoughtfully designed space, featuring three bedrooms and two full bathrooms. The front bedrooms are perfect for guests or as a private office. The heart of the home is the expansive kitchen, complete with an island, stainless steel appliances, and a cozy breakfast bar, seamlessly flowing into the dining area with recessed lighting, and the house is adorned with crown molding throughout. Major renovations in 2024 have elevated this residence, including new roof, interior paint, doors, fixtures, lighting, and appliances. Enjoy the warmth of the electric fireplace in the living area, enhanced by abundant natural light from skylights and insulated windows. The primary suite features a double door entry, tray ceiling, walk-in closet and a spa-like bathroom with a walk-in shower, lighted faucets, and shiplap walls/ceiling. From the light-filled sunroom, step outside to discover a covered porch, fire pit, extensive hardscaping, pea gravel, a hot tub, and multiple patios perfect for entertaining or relaxing amidst the serene backdrop of trees, vinyl fencing, and gardens. The community offers an array of amenities, including pools, tennis courts, and walking paths, fostering an active lifestyle. Located in a vibrant neighborhood within walking distance to popular restaurants, bars and conveniences. With easy access to recreational facilities and a welcoming community atmosphere, this property is a true gem for those seeking a blend of luxury and lifestyle.

1036 Ocean Pkwy, Ocean Pines

104 75th St Unit 3, Ocean City
$889,900
4 Beds ⋅ 4 Baths ⋅ MDWO2039718 MLS ⋅ None Available BLDG.
104 75th Street, Unit 1 | Bayside 75 | Ocean City, MD The sales office is open Fri, Sat, Sun 11-2 or by appointment any day. Call Phillip Knight. This brand-new 4-bedroom, 4-full-bath luxury townhome offers approximately 2,700 square feet of coastal living with beautiful bay views and an unbeatable midtown Ocean City location. Thoughtfully designed for today's coastal lifestyle, the spacious open floor plan features high-end finishes, a gourmet kitchen, multiple outdoor living spaces, a 2-car garage with an electric vehicle charger, plus an additional assigned parking space. Whether you're searching for a primary residence, vacation home, or income-producing property, Unit 1 checks every box . Its size, location, and sought-after floor plan make it an exceptional opportunity with strong short-term rental income potential. Step outside and enjoy direct access to a shallow, protected section of the bay, perfect for launching kayaks and paddleboards, while being just a short walk to the beach, restaurants, shopping, and entertainment. **This incentive pricing makes Unit 1 one of the best values at Bayside 75 and one of the best-priced new luxury townhomes in Ocean City.** Move-in ready with immediate occupancy available—don't miss this rare opportunity to own a premium coastal home at an exceptional value.

104 75th St Unit 3, Ocean City

106 75th St Unit 3, Ocean City
$829,900
4 Beds ⋅ 3 Baths ⋅ MDWO2039734 MLS ⋅ None Available BLDG.
Sales office open Fri, Sat, Sun 11-2pm or anytime by appointment. Call Phillip Knight This brand-new 4-bedroom, 3-full-bath luxury townhome offers approximately 2,580 square feet of beautifully designed living space in the heart of midtown Ocean City. Designed for effortless beach living, the open-concept floor plan features upscale finishes, a gourmet kitchen, spacious living and dining areas, multiple outdoor living spaces, and parking for three vehicles. Whether you're looking for a primary residence, a second home, or an investment property, Unit 3 offers exceptional value with strong short-term rental income potential thanks to its desirable location and vacation-rental-friendly design. Enjoy direct access to a shallow, protected section of the bay, where you can launch kayaks and paddleboards just steps from your front door. Plus, you're only a short walk to Ocean City's beach, restaurants, shopping, and entertainment. This incentive pricing makes Unit 3 one of the best values at Bayside 75 and one of the best-priced new construction townhomes in Ocean City. Move-in ready with immediate occupancy available—don't miss this opportunity to own a luxury coastal property at an exceptional price.

106 75th St Unit 3, Ocean City

722 Anchor Chain Rd Unit 14B, Ocean City
$368,950
2 Beds ⋅ 2 Baths ⋅ MDWO2039720 MLS ⋅ Harbor Lights In North Ocean City BLDG.
Price Improvement - Welcome to 722 Anchor Chain Road #14B, "Harbor Lights" a beautifully reimagined coastal retreat tucked away in the sought-after Caine Woods neighborhood of North Ocean City. This impeccably renovated 2-bedroom, 1.5-bath townhome blends timeless coastal style with modern finishes, creating a turnkey getaway just moments from the beach and bay. Enjoy the convenience of covered under-home parking and unwind on the rear deck overlooking a tranquil canal, where waterfront views provide the perfect backdrop for morning coffee or evening cocktails. Perfectly positioned just off Route 54 at the Maryland-Delaware line, this exceptional location places you within walking distance of some of the area’s most celebrated waterfront destinations, including Harpoon Hanna’s, Catch 54, Papa Grande’s, nearby marinas, boutique shopping, and local entertainment. Whether your passion is boating, fishing, paddleboarding, waterfront dining, or relaxing on the beach, everything that defines the coastal lifestyle is just minutes from your front door. Whether you’re searching for a full-time residence, vacation escape, or investment opportunity, this move-in-ready townhome offers the perfect opportunity to embrace one of North Ocean City’s most desirable waterfront neighborhoods. Experience the very best of beach living where every day feels like a vacation.

722 Anchor Chain Rd Unit 14B, Ocean City

12108 Coastal Hwy Unit 401B, Ocean City
$33,000
2 Beds ⋅ 2 Baths ⋅ MDWO2039772 MLS ⋅ The Quarters BLDG.
Discover a charming coastal retreat in this beautifully maintained 2-bedroom, 2- bathroom Condo located in the desirable The Quarters timeshare community. Enjoy 13 weeks throughout the year segment B with a spacious 971 sq ft layout, this home features an inviting open floorplan that seamlessly connects the , and kitchen areas, perfect for entertaining or relaxing. Enjoy modern conveniences with energy efficient appliances, including a self-cleaning oven, built in microwave, and a stackable washer/dryer for added ease. Step outside to enjoy the community amenities, including an outdoor pool and beautifully landscaped common grounds. The property is ideally situated ocean block, offering stunning views of the canal and bay, while providing easy access to public beaches for swimming and fishing. The location is enhanced by nearby public transportation options, making it a prime investment opportunity for rental income. The association fee covers a comprehensive range of services, from cleaning, linens, interior and exterior maintenance, taxes, all utilities including high speed internet, ensuring a hassle-free ownership experience. With excellent property condition and desirable features like recessed lighting, a wet bar, and a sprinkler system, the home is not only a comfortable sanctuary but also a smart investment with potential for strong returns. Don't miss your chance to own a piece of this coastal paradise!

12108 Coastal Hwy Unit 401B, Ocean City

9900 Coastal Hwy Unit 1604, Ocean City
$579,900
2 Beds ⋅ 2 Baths ⋅ MDWO2039754 MLS ⋅ Century 1 BLDG.
This 2-level, 1,260 sq. ft. condo on the 16th floor of Century I offers the best of both worlds with breathtaking ocean and bay views, allowing you to enjoy spectacular sunrises over the Atlantic and stunning sunsets across the bay. Opportunities like this are rare, as few Century I residences feature an oceanfront bedroom. Wake up each morning to endless ocean views from the spacious primary bedroom, highlighted by a beautiful tropical mural and an entire wall of windows that fills the room with natural light. The oceanfront living room also captures panoramic water views and opens to a private balcony overlooking the beach, creating the perfect place to relax with the sights and sounds of the ocean. The second bedroom offers equally impressive bay views and its own private balcony, providing a peaceful retreat to enjoy unforgettable sunsets. Lovingly maintained and gently used, this unique residence is ready for its next owner to create lasting beach memories. Recent improvements include a new heating and air conditioning system in 2025, along with new vanities and mirrors in both bathrooms, also completed in 2025. Century I is one of Ocean City's premier oceanfront buildings, offering an impressive collection of amenities including multiple elevators, an indoor pool, fitness center with sauna, on-site management, security, and a welcoming oceanfront lobby. The condo fee also includes streaming DirecTV for added convenience. The unit also comes with its own large private storage locker located on the ground level ($35 per year fee), if buyer wants it. Located in the heart of midtown Ocean City at 99th Street, you'll be just moments from popular restaurants, shopping, the public library, dog park, playground, public basketball and tennis courts, and only a short drive to Northside Park. Whether you're searching for a primary residence, vacation getaway, or investment opportunity, this rare Century I condo delivers an unbeatable combination of location, views, and lifestyle.

9900 Coastal Hwy Unit 1604, Ocean City

5 41st St Unit 9 DOMINICA BEACH, Ocean City
$239,900
1 Baths ⋅ MDWO2039594 MLS ⋅ Dominica Beach BLDG.
Let's start with the obvious question... How is this condo only $239,900?   (We're asking this question so you don't have to).  With recent sales in the building (over $250,000), an excellent rental history, meaningful updates already completed, and one of Ocean City's most convenient mid-town locations, Dominica Beach #9 represents one of the best values currently available at the beach. Located on the second floor of the popular Dominica Beach Condominium, this furnished efficiency-style residence proves that buying at the beach doesn't have to mean compromising. The interior has been tastefully updated over the years, including the addition of a high-efficiency mini-split HVAC system, an attractive vintage tin backsplash, and one of the largest storage rooms featured in an condo in Ocean City!   You're going to have to see it to believe it....  it's a true walk-in storage 'room', with plenty of space for all your beach gear, bikes, fishing gear, surf boards, and more.   Instead of trying to squeeze everything into the condo, you'll have a dedicated space that's surprisingly large and incredibly useful.   Whether you're looking for a personal beach getaway, a weekend escape, or a property capable of producing rental income, this condo gives you options. It has an excellent rental history, yet it's equally suited for someone who simply wants an affordable place to call their own whenever Ocean City is calling. Just steps from the beach and an easy walk to the Ocean City Convention Center, miniature golf, restaurants, nightlife, and countless mid-town attractions, you'll spend less time driving and more time enjoying everything that makes Ocean City special. The assigned parking space only adds to that convenience. At the end of the day, buying real estate isn't just about finding something you like. It's about recognizing value when you see it. At $239,900, with this location, these updates, an excellent rental history, oversized storage, and a well-managed building... We think this is exactly that kind of opportunity. (Sale is contingency upon sellers ability to purchase a replacement unit of their choice)

5 41st St Unit 9 DOMINICA BEACH, Ocean City

405 Bayshore Dr Unit 304, Ocean City
$490,000
2 Beds ⋅ 2 Baths ⋅ MDWO2039728 MLS ⋅ South Shore BLDG.
Waterfront Living with Your Own Private Boat Slip! Discover the perfect blend of relaxation and recreation in this beautifully maintained 2-bedroom, 2 bathroom bayfront condo in Ocean City, MD. Offering breathtaking bay views, a private deep water boat slip, deep channel and excellent fishing ,crabbing and clamming right outside your door, this property is an ideal choice for boaters, anglers, vacationers, or anyone seeking the ultimate coastal lifestyle. Step inside to a bright, open floor plan designed for comfortable living and entertaining. The spacious living and dining areas open onto a private balcony overlooking the bay, providing the perfect setting to enjoy your morning coffee, watch spectacular sunsets, or simply take in the peaceful waterfront scenery. The primary suite features a private en-suite bath and ample closet space, while the second bedroom and full guest bath offer comfortable accommodations for family and friends. The well-equipped kitchen provides plenty of cabinet space and overlooks the main living area, making it easy to entertain. Bring your boat and take advantage of your private boat slip, offering quick and easy access to the bay for boating, paddleboarding, kayaking, and water sports. Fishing enthusiasts will appreciate the excellent fishing opportunities just steps from the condo, making it easy to cast a line whenever the mood strikes. Conveniently located just minutes from Ocean City's pristine beaches, famous boardwalk, restaurants, shopping, golf courses, and entertainment, this exceptional waterfront condo offers the best of both worlds peaceful bayfront living with all the excitement of Ocean City nearby. Whether you're looking for a full-time residence, a vacation retreat, or possible income potential this bayfront gem is ready to help you make unforgettable memories on the water.

405 Bayshore Dr Unit 304, Ocean City

2701 Sparrow Ln Unit 16, Ocean City
$227,900
1 Beds ⋅ 1 Baths ⋅ MDWO2039746 MLS ⋅ Bay Colony BLDG.
Whether you're searching for a smart investment property or your own beach getaway, this charming second-floor, one-bedroom, one-bath condo checks all the boxes! Ideally located on the bayside of Ocean City, you'll enjoy quick access to restaurants, shopping, amusements, and the beach just across the street. Inside, the unit features a full kitchen, in-unit washer and dryer, heat and air conditioning, and a bright, comfortable living space designed for easy living. Low condo fees help make ownership even more affordable. The community offers an outdoor pool, a spacious green area for relaxing, and off-street parking. With its desirable location, strong rental potential, and move-in-ready convenience, this condo is an excellent opportunity for investors, first-time beach buyers, or anyone looking for a low-maintenance retreat at the shore.

2701 Sparrow Ln Unit 16, Ocean City

15 Lord Guy Ter, Ocean Pines
$349,900
3 Beds ⋅ 2 Baths ⋅ MDWO2039468 MLS ⋅ None Available BLDG.
Welcome to 15 Lord Guy Terrace, a BEAUTIFULLY MAINTAINED one level home in the sought after community of Ocean Pines. Located just minutes from the beaches of Ocean City and Assateague Island, charming downtown Berlin, championship golf courses, marinas, shopping, dining, and year round entertainment, this home offers an ideal combination of coastal lifestyle and everyday convenience. Set on an OVERSIZED LOT with a spacious paved driveway, the property welcomes you with low maintenance landscaping, brick bordered stone beds, a charming front porch, and a convenient side porch that is perfect for outdoor dining, entertaining, or simply enjoying the coastal setting. Inside, the OPEN CONCEPT floor plan creates an easy flow between the living room, dining area, and kitchen, providing a comfortable space for both everyday living and gatherings. The owners suite is privately situated at the front of the home, while two additional bedrooms and a full bath are located toward the rear. Just off the kitchen, the SPACIOUS BONUS ROOM adds valuable flexibility and can easily serve as a second living area, home office, playroom, or potential fourth bedroom with minimal modifications. Living in Ocean Pines provides access to an impressive collection of RESORT STYLE AMENITIES, with both free and paid membership options available. Residents can enjoy swimming pools, parks, playgrounds, walking trails, a championship golf course, marina, yacht club, pickleball and tennis courts, a community garden, and a vibrant community center. Whether you are looking for a full time residence, vacation getaway, or investment property, this home offers the flexibility to fit a variety of lifestyles. Everyday essentials are conveniently close, including grocery stores, pharmacies, healthcare, banks, and local restaurants. Spend the day enjoying Ocean Citys famous Boardwalk and beaches, explore the wild horses and natural beauty of Assateague Island National Seashore, or visit historic downtown Berlin for its boutiques and cafes. Golf enthusiasts will appreciate the nearby selection of courses, including Rum Pointe Seaside Golf Links, the Links at Lighthouse Sound, and Glen Riddle Golf Club. Boating, fishing, and outdoor recreation are also close at hand, while popular Delaware beach destinations including Lewes, Rehoboth Beach, Bethany Beach, and Fenwick Island are all within an approximately 20 to 50 minute drive. With its convenient location, flexible floor plan, oversized lot, and access to the many amenities of Ocean Pines, 15 Lord Guy Terrace is ready to welcome you to the coastal lifestyle!

15 Lord Guy Ter, Ocean Pines

205 Somerset St Unit 403B, Ocean City
$479,350
1 Beds ⋅ 2 Baths ⋅ MDWO2039666 MLS ⋅ White Marlin BLDG.
Major Price Improvement! Top-floor direct-bay condo with proven rental history of over $35K/season. Stunning bay & marina views at White Marlin Condos – Somerset Street, Ocean City, MD This beautifully maintained 1-bedroom, 1.5-bath condo at White Marlin offers the perfect blend of comfort, convenience, and strong investment potential in the heart of Ocean City. Located on Somerset Street, this unit boasts breathtaking panoramic views overlooking the marina and Assawoman Bay, providing a serene waterfront backdrop from your private balcony or living area. Inside, the condo features stylish granite countertops and beautiful tile flooring, creating a bright, modern, and low-maintenance living space. The open layout maximizes natural light and makes entertaining effortless. The primary bedroom offers ample closet space and direct access to the updated full bathroom, while the convenient half-bath serves guests perfectly. Proudly well-maintained by its current owners, this unit is move-in ready and has a proven track record of excellent rental revenue. Whether you're looking for a personal coastal getaway or a turnkey investment property, this condo delivers year-round appeal with easy access to the beach, boardwalk, restaurants, and all the attractions Ocean City has to offer. Property has one assigned parking spot.

205 Somerset St Unit 403B, Ocean City

17 143rd St Unit 301, Ocean City
$254,900
1 Beds ⋅ 1 Baths ⋅ MDWO2039706 MLS ⋅ North Point BLDG.
Welcome to 301 North Point condominium. Adorable nine unit Low-Rise building located in North Ocean City OCEANBLOCK. TURN-KEY, FULLY FURNISHED with Beach Decor. This desirable location in quiet North OC is walking distance to restaurants, Tax-Free shopping in Fenwick Island, miniature golf, waterpark and access to pristine wide beaches of OC and Fenwick. Third floor EAST END Unit featuring an oversized desk with nice views of the Ocean, Bay, Fenwick Lighthouse. Central Air/Heat Pump, fully equipped kitchen with all modern appliances including WASHER AND DRYER. Self managed condo association with LOW CONDO Fees. Recent building upgrade to steps, balconies and new outdoor carpet. Offers under building off street covered parking and extra parking in rear lot. Outside shower, Bike area and Locked-Shared storage for owners use. Rented through Vuestay, call agent for lockbox code. Summer GRI @ $12k, water bill 89.00 quarter. Great rental investment or second home.

17 143rd St Unit 301, Ocean City

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