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Homes for Sale in Montego Bay Community - Ocean City MD

The Montego Bay Community in Ocean City Maryland is located Bay Side between 130th and 135th Street, and encompasses approximately 1,500 total lots. Much like the Caine Woods Community, Montego Bay’s neighbor to the North, it was originally developed by James B. Caine back in the 1960’s.

Mr. Caine’s vision in the 60’s was that Montego Bay be a modern, some would say futuristic mobile home park where instead of leased lots, owner’s would instead enjoy fee-simple lot ownership in a planned community with many amenities. Those amenities at the time included 2 off-street parking pads per lot, underground trash cans, a shed for storage and a paved area on each lot for enjoyment besides each home. Public, owner's-only amenities included two (2) tennis courts and pools.

Today, homes found in Montego Bay are quite different than ever imagined by Mr. Caine. Although the fee-simple 50 x 90 foot average lot sizes still remain the same, as do the resident pools and tennis courts, Montego Bay has and is still undergoing a dramatic transformation into a community of 2 story stick-built custom homes.

There are waterfront homes available here and even pond-front homes, if that’s your fancy.

Maybe you want to build your own custom home, tailored to your exact specifications and tastes. If that's your plan, there are vacant buildable lots available here.

Want to know the inside scoop on listing prices, sales and trends of Montego Bay homes and lots in Ocean City Maryland? Visit our Montego Bay Real Estate Market Report for all the details.

Sign Up Now for real-time access to view every single active home and condominium listing in the Montego Bay Community in Ocean City Maryland including all detailed property information with virtual pictures. Receive custom daily email alerts of any new Montego Bay home listings and price changes as they hit the market pulled directly from our local Ocean City area Board of REALTORS® MLS Listing Database.

Latest Homes for Sale in Montego Bay - Ocean City MD

306 Oyster Lane, Ocean City $699,900

This magnificent custom-built (2017) 2,400 square foot waterfront home is located in the Montego Bay community in North Ocean City Maryland and is situated on a 5 acre pr...

3 Beds
3 Baths
MDWO110626 MLS

155 Yawl Drive, Ocean City $272,000

This beautifully maintained home is located in the Montego Bay community in North Ocean City Maryland and is situated less than 3/4 of a mile from Ocean City's 9.5 mile l...

3 Beds
2 Baths
MDWO110484 MLS

13330 Colonial Road, Ocean City $199,900

This 3 bedroom, 2 bath home has an open floor plan located within the Montego Bay community in North Ocean City. Large kitchen, dining & living room to entertain family &...

3 Beds
2 Baths
MDWO110118 MLS

13334 Nantucket Road, Ocean City $179,900

Walk to the Beach from this 3 bed/2 bath home located in the sought after community of Montego Bay. Home features an open split bedroom floor plan, newer appliances (with...

3 Beds
2 Baths
MDWO110036 MLS

100 Yawl Drive, Ocean City $249,000 ▼

This fully furnished 3BR/2BA home is located in the Montego Bay community in North Ocean City Maryland and is situated approx. a 1/2 mile from a 9.5 mile long public beac...

3 Beds
2 Baths
MDWO110018 MLS

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Homes for Sale in Montego Bay Community - Ocean City MD

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