Montego Bay Homes with Pool

Montego Bay Homes with Pool

Welcome to Montego Bay, a picturesque subdivision nestled in the heart of Ocean City, Maryland. This charming community offers the perfect blend of coastal living and suburban tranquility, making it an ideal destination for families, retirees, and anyone looking to embrace the beach lifestyle.

Montego Bay is renowned for its welcoming atmosphere and vibrant sense of community. Residents enjoy access to a range of amenities, including beautifully landscaped parks, walking trails, and recreational facilities. One of the highlights of living in Montego Bay is the array of homes available, many of which feature private swimming pools, perfect for cooling off on those warm summer days or hosting lively gatherings with friends and family.

The homes in Montego Bay boast a variety of architectural styles, ensuring there’s something for everyone. Whether you’re seeking a cozy bungalow or a spacious family home, you’ll find properties that cater to your unique preferences. The charm of this subdivision is further enhanced by its proximity to the stunning beaches of Ocean City, where you can enjoy sun-soaked days on the sand or indulge in a variety of water sports.

In addition to its natural beauty, Montego Bay is conveniently located near local shops, restaurants, and entertainment venues, ensuring you have everything you need right at your doorstep. With its friendly community vibe and inviting homes with pools, Montego Bay is not just a place to live; it's a lifestyle waiting to be embraced. Discover your dream home in Montego Bay today and experience the best of coastal living!

Newest Montego Bay Homes with Pool

$499,900
4 Beds ⋅ 2 Baths
Discover the charm of this beautifully maintained double-wide manufactured home in the desirable Montego Bay community. Built in 2017, this inviting residence offers 1,224 sq. ft. of comfortable living space, featuring four spacious bedrooms and two full bathrooms, perfect for relaxation and privacy. Enjoy the convenience of a partially furnished home, ready for you to move in and make your own. With a concrete driveway providing ample parking for two vehicles, accessibility is a breeze. Set on a manageable 0.08-acre lot, this home combines comfort with low maintenance living. Experience the joy of community living while being just moments away from local attractions. Community amenities include 2 inground swimming pools, 1 kiddie pool, 2 tennis courts, pickle ball courts, a shuffleboard court, a 9 hole mini-golf course, a bayfront boardwalk with 3 fishing/crabbing piers, and a woldlife sanctuary/park area with an 8-acfre pond and blacktop walking/jogging path...all for a low hoa fee of $415.00 a year! This property is a wonderful opportunity for anyone seeking a cozy, inviting space for vacationing or to call home. Don't miss out on making this delightful residence your own!

138 Clam Shell Rd, Ocean City

Listing courtesy of Montego Bay Realty. Contact: (410) 250-3020
$284,900
2 Beds ⋅ 1 Baths
Welcome to coastal living at its finest in the highly sought-after Montego Bay community! This charming 2-bedroom, 1-bath home offers the perfect opportunity to own your own beach retreat, vacation getaway, or investment property just three blocks from the beautiful beaches of Ocean City. Enjoy an unbeatable location surrounded by everything that makes the area so special. Spend your mornings walking or biking through nearby Northside Park, featuring scenic walking trails, fishing and kayaking, softball fields, an outdoor fitness area, playgrounds, and the popular **Sundays in the Park** summer concert series. Nature lovers will appreciate the nearby wildlife preserve with peaceful walking trails, while beach days, miniature golf, local restaurants, and entertainment are all just moments away. Convenience is everywhere with the Ocean City bus stop only one block away, making it easy to explore the boardwalk, dining, and attractions without the hassle of driving. Just minutes north, you'll find Fenwick Island, Delaware, offering tax-free shopping, boutique stores, waterfront dining, and the iconic Fenwick Island Lighthouse. Free public Wi-Fi is also available nearby, making it easy to stay connected while enjoying the coastal lifestyle. Whether you're looking for a weekend escape, a seasonal residence, or a place to create lasting family memories, this home offers an incredible opportunity to enjoy everything Ocean City has to offer. Come experience the relaxed beach lifestyle you've been dreaming of!

13110 Atlantic Blvd, Ocean City

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$729,000
3 Beds ⋅ 2 Baths
LOCATION,LOCATION,LOCATION!! Only 2 blocks to the beach! Less than a block to the community amenities, multiple restaraunts/bars, shopping and the bus stop. This 3 bed/2 bath home is located on a canal in the highly sought after community of Montego Bay in North OC. Home features a private dock/pier/2 boat slips and a boatlift. The home has upgraded kitchen, bathrooms, flooring, and it is being sold fully furnished. Community amenities include 2 inground swimming pools, 1 kiddie pool, 2 tennis courts, pickle ball courts, a shuffleboard court, a 9 hole mini-golf course, a bayfront boardwalk with 3 fishing/crabbing piers, and an 8 acre wildlife sanctuary that has a pond with a blacktop walking/jogging path...all for a low hoa fee of $415.00 a year!!

13009 Atlantic Blvd, Ocean City

Listing courtesy of Montego Bay Realty. Contact: (410) 250-3020
$479,900
2 Beds ⋅ 2 Baths
Welcome to 105 Assateague Court in the popular Montego Bay Community. This one of a kind home is located on one of the biggest lots in Montego Bay with 6,629 Sqft. With only 14 lots on this street which backs up to the wildlife sanctuary pond and 5 acre park there will be little traffic on this road. As you enter the home you will see a wide open floor plan with a Beautiful kitchen with stainless steel appliances and a large center island with seating and cabinets for storage. The attractive Luxuary Vinyl Plank flooring throughout the kitchen ,dining room and living room is an eye catcher. Both bathrooms have Tiled showers. Step out off the Dining room through the sliding glass door to your Large outside porch perfect for those family get togethers for BBQ'S or just eating crabs. The large yard on the other side of the house is sure to be a hit for outdoor activities. Take an evening walk or jog along the paved paths on the pond. How about a bike around the neighborhood or simply enjoy yourself poolside at one of the two community pools. If you are looking for a more active lifestyle you can enjoy the tennis or Pickleball courts or take in a round of mini golf! This is a must see property!! Schedule your showing today.

105 Assateague Ct, Ocean City

Listing courtesy of Larry Holdren Real Estate Inc. Contact: 4102502700
$479,900
4 Beds ⋅ 3 Baths
Spacious 4BR/2.5BA home with den that could serve as a 5th bedroom! Well-maintained uptown property on a foundation with room for your finishing touches. Perfect as a year-round home or beach getaway with plenty of space for guests and entertaining. Great uptown location close to many local favorite restaurants, shopping, and attractions. Enjoy the amenities that Montego Bay has to offer including pools, tennis courts, walking and biking paths, plus extra storage with the backyard shed.

13329 Nantucket Rd, Ocean City

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382
$314,900
3 Beds ⋅ 1 Baths
Nestled in the charming Montego Bay community, this delightful 3-bedroom, 1-bathroom manufactured home offers a perfect blend of comfort and convenience. Built in 1997, this traditional-style residence boasts excellent condition and a welcoming atmosphere. Enjoy sunny days at the community pool or challenge friends to a round on the putting green, all just steps from your door. The neighborhood is known for its friendly vibe and well-maintained surroundings, making it an ideal place to unwind. Local parks provide ample green space for outdoor activities, while nearby schools ensure quality education options for all ages. With essential public services and amenities close by, everything you need is within reach. This home features a cozy layout with a manageable lot size, perfect for those seeking a low-maintenance lifestyle. Experience the warmth of community living in Montego Bay, where every day feels like a retreat. Don't miss your chance to call this inviting space your own!

163 Clam Shell Rd, Ocean City

Listing courtesy of RE/MAX One. Contact: 4105356291
$369,999
2 Beds ⋅ 2 Baths
Welcome to your perfect coastal retreat in the sought-after community of Montego Bay in Ocean City! This charming and well-maintained 2-bedroom, 2 full bath home offers the ideal blend of comfort, convenience, and beachside living. With an added bump-out to add ore space and relaxing deck that hosts a soothing hot tub, you will enjoy the spaces inside and out! Step inside to discover a traditional, inviting layout that feels like home the moment you walk through the door. Both bathrooms feature spacious walk-in showers, adding a touch of everyday luxury and ease. The home has been lovingly cared for, making it truly move-in ready. Location is everything—and this one delivers. Just steps from the community pool, you’ll enjoy effortless access to one of Montego Bay’s most popular amenities. Even better, the property backs to one of the best parks in Ocean City, Northside Park! Offering open green space, recreation, and a peaceful backdrop right in your own backyard. Montego Bay is known for its vibrant atmosphere and amenity-rich lifestyle, including pools, parks, walking paths, and more. Plus, you’re surrounded by some of the area’s best restaurants, shopping, and entertainment, making every day feel like a vacation. Whether you’re looking for a primary residence, vacation getaway, or investment opportunity, this home offers the perfect opportunity to enjoy everything Ocean City has to offer.

119 S Ocean Dr, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211
$255,000
2 Beds ⋅ 1 Baths
A great opportunity to create your own space in the highly sought-after Montego Bay Community. You can either refresh this 2-bedroom, 1-bath home and make it your own, or you can start anew. This property is a few doors down from the community swimming/tennis/mini golf/shuffleboard complex. Property sold “As Is" Community amenities include 2 inground swimming pools, 1 kiddie pool, 2 tennis courts, pickle ball courts, shuffleboard court, a 9-hole mini-golf course a bayfront boardwalk with 3 fishing/crabbing piers, a wildlife sanctuary park area with large pond and a blacktop walking/jogging path all for $415.00 per year!! A few blocks from the beach, dining, and Ocean City’s 58-acre North Side Park.

153 Oyster Ln, Ocean City

Listing courtesy of Sheppard Realty Inc (I). Contact: (410) 213-1265
$739,900
3 Beds ⋅ 3 Baths
LOCATION, LOCATION, LOCATION!! Waterfront on 1 of the widest canals in Ocean City and only a short 2-3 block walk to the beach! A prime investment opportunity in the highly sought after community of Montego Bay community in North OC! This well-maintained 3-bedroom, 2.5-bathroom modular home, built in 1994, offers a spacious 1,344 sq. ft. of living space, perfect for generating rental income or as a cozy retreat. The inviting layout features a comfortable living area overlooking the water and your private pier/boatlift...ideal for relaxation or entertaining. Enjoy the benefits of community living with access to 2 refreshing pools, enhancing the appeal for potential renters. Additional amenities include 2 tennis courts, pickle ball courts, shuffleboard court, 9 hole mini-golf course, a wildlife sanctuary with an 8 acre pond and a blacktop walking/jogging path, and a bayfront boardwalk with 3 fishing/crabbing piers...all for a low hoa fee of $415.00/year. The property sits on a manageable 0.08-acre lot, providing low maintenance while maximizing returns. With a concrete driveway accommodating two vehicles, convenience is at your fingertips. Furnished and ready for immediate occupancy, this home is a turn-key investment. The modular construction ensures durability and efficiency, making it a smart choice for long-term value. Don't miss out on this opportunity to secure a property that combines comfort, community, and investment potential!

112 Sea Breeze Dr, Ocean City

Listing courtesy of Montego Bay Realty. Contact: (410) 250-3020
$749,900
3 Beds ⋅ 2 Baths
Experience joyful coastal living in this adorable waterfront residence nestled in the highly sought-after community of Montego Bay in Ocean City. Perfectly positioned for both relaxation and recreation, this beautifully maintained 3-bedroom, 2-bath home offers a rare blend of location, lifestyle, and opportunity—now enhanced with a new hot water heater in 2025 and a BRAND NEW ROOF April of 2026 with transferrable warranty for added peace of mind. Wake each morning to tranquil water views and unwind in the stunning three-season waterfront room, where walls of windows invite natural light and gentle coastal breezes. Step outside to a large deck designed for entertaining, dining, or simply soaking in the serene surroundings as boats glide by. For boating enthusiasts, the private dock is a true highlight—thoughtfully designed to accommodate two boats or a combination of a boat and personal watercraft, complete with a convenient boat lift for effortless days on the water. From here, you’re just minutes away from open bay access and all the vibrant attractions, dining, and entertainment that make Ocean City a premier destination. Inside, the home offers a seamless blend of coastal charm and modern livability, with spacious bedrooms, well-appointed baths, and an inviting layout ideal for both everyday living and hosting guests. Located within the desirable Montego Bay community, residents enjoy an array of amenities including multiple swimming pools, tennis courts, pickleball, put put golf, walking paths, and easy access to the beach. Whether you’re seeking a luxurious primary residence, a vacation retreat, or an investment opportunity, this waterfront gem delivers an unparalleled lifestyle defined by comfort, convenience, and captivating views.

610 Gulf Stream Dr, Ocean City

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$675,000
3 Beds ⋅ 3 Baths
HOME TO BE BUILT -- Expected Delivery of Early August! This is the new construction home you've been looking for with the location you'll enjoy for years to come! Introducing a truly one-of-a-kind new construction home offering 3 bedrooms and 3 full baths, perfectly timed to select your finishes. This thoughtfully designed home features a bright, open floor plan with modern finishes and a coastal-inspired feel that blends comfort, style, and functionality. Builder reserves the right to change finishes on renderings on project before contract is in place. Customize the way you want this fabulous house to look while it's in the early stages of construction. One of the most exciting opportunities with this home is the flexibility to personalize finishes while construction is underway. With a contract in place, you can select the details that matter most to you—creating a home that reflects your unique taste and lifestyle. Designed with both beauty and practicality in mind, while the interior showcases the airy, beachy amenities you’ve been dreaming of. The home also features a welcoming covered front porch, ideal for relaxing afternoons after a day at the beach. Ideally located just a short walk to the beach, as well as popular shops, restaurants, and Northside Park, this home offers the perfect blend of relaxation and convenience. Situated in the highly sought-after Montego Bay community, you’ll enjoy an unheard-of HOA of just $415 per year, which includes access to two swimming pools, a miniature golf course, tennis courts, and an 8-acre wildfowl lake—an incredible value for such amenities. This is your chance to own a stunning new construction home in an unbeatable location while still having the opportunity to make it your own. Secure this one-of-a-kind property today and start selecting your finishes!

103 Ocean Dr, Ocean City

Listing courtesy of RE/MAX One. Contact: 4105356291
$374,900
3 Beds ⋅ 2 Baths
Welcome to the highly sought-after Montego Bay community in North Ocean City! Enjoy everything OCMD has to offer while owning this 3 bedroom 2 full bath home. Front Bedrooms have a Jack and Jill full bath. You will love the wide open floor plan. There is also a covered back porch for relaxing after a day at the beach or pool. This vibrant neighborhood offers the perfect blend of coastal charm and resort-style amenities. Located just blocks from the beach and a beach bus ride away to Ocean City's famed boardwalk. Montego Bay features a vacation-like atmosphere with unbeatable convenience whether you are looking to be a full time resident or own a 2nd home get-away. Residents enjoy two outdoor pools, tennis courts, a scenic boardwalk along the bay, a nine-acre wildlife sanctuary, and a picturesque pond with walking trails. The community also offers shuffleboard courts, a mini-golf course, and a full-service community center. Montego Bay Civic Association has low HOA fees at $385/Year. Whether you're boating on the bay, relaxing by the pool, hanging out on the beach, enjoying dinner at one of the nearby restaurants, you'll love calling Montego Bay your home.

13316 Colonial Rd, Ocean City

Listing courtesy of Larry Holdren Real Estate Inc. Contact: 4102502700
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