Quick Diamondhead MS MLS Search

Browse All Diamondhead MS Properties with Pool for Sale

$2,200,000
9 Beds 7 Baths 4156734 MLS
Luxury Waterfront Estate Experience the pinnacle of Mississippi Gulf Coast living at this extraordinary waterfront estate in the prestigious Diamondhead community. Perfectly positioned on Cut Off Bayou with breathtaking views across the Jourdan River and St. Louis Bay, this one-of-a-kind property offers an unmatched blend of luxury, recreation, privacy, and entertaining. Located within Diamondhead's unique aviation community, this remarkable residence is designed for those who appreciate waterfront living, boating, aviation, and resort-style amenities. With two distinct living wings connected by an elegant formal dining room, the home provides exceptional flexibility for large families, multi-generational living, corporate retreats, or hosting guests while maintaining privacy. The south wing showcases soaring 20-foot ceilings, a sophisticated living room, custom cocktail bar, sunroom overlooking the water, and an impressive chef's kitchen featuring floor-to-ceiling custom cabinetry, a commercial-grade gas cooktop, double ovens, concealed refrigerator, oversized pantry, service bar, and elevator access from the garage for effortless grocery transport. The luxurious primary suite offers panoramic water views, a spa-inspired bath with soaking tub and walk-in shower, plus a private kitchenette for added comfort. An additional guest suite completes the main level. Upstairs, you'll find three spacious guest bedrooms, including two connected by a Jack-and-Jill bath and a generous bunk room perfect for family and visitors. Beneath the south wing is the ultimate entertainment space featuring a fully equipped game room, commercial-style kitchen, full bath, bunk room, oversized double garage, and expansive translucent vinyl windows that showcase spectacular waterfront views. The resort-style outdoor living area is truly unforgettable. A covered breezeway leads to a screened, gas-heated swimming pool designed for year-round enjoyment. Entertain with ease at the outdoor kitchen and poolside bar, then relax beside the stunning brick fireplace while taking in the peaceful coastal setting. The north wing functions as a private guest retreat, complete with four spacious balcony suites, each offering beautiful views of the pool, bayou, and bay. A convenient kitchenette serves the guest accommodations, while charming reading nooks provide flexible space for relaxation or additional sleeping arrangements. This exceptional estate also features multiple garages, elevator access, expansive balconies, luxurious finishes throughout, and endless opportunities for entertaining, vacationing, or creating a premier family compound. If you've been searching for an extraordinary waterfront property that offers privacy, elegance, recreation, and unforgettable, a truly unparalleled lifestyle. ***Showings are by appointment only. Qualified buyers must provide proof of funds or a pre-approval letter prior to scheduling. A listing agent must be present for all showings.***

1332 Poki Place, Diamondhead

Listing courtesy of Allied Realty Coastal Homes.

$649,000
3 Beds 3 Baths 4155428 MLS
This gorgeous 3,320 sq ft remodeled cedar home sits on nearly an acre, overlooking the signature 15th hole of the Cardinal course. Enjoy panoramic Twin Lakes views, a luxurious master suite, and an upstairs BONUS room and observation deck. Home features Brazilian cherry wood floors, custom cabinets. Outdoor living shines with a deep saltwater pool, spa, screened enclosure, pool house, and expansive covered entertaining areas. A rare Diamondhead property built for privacy, views, and unforgettable gatherings. Property sits on 3 parcels. Second driveway has crushed granite. 3320 square feet on a full acre does not tell the story behind this truly stunning golf course property - one of only 4 homes on the signature 15th hole of the Cardinal golf course in Diamondhead. Lot 1 of the Highlands features spectacular Twin Lakes and golf course views from the well designed kitchen, dining area, living room, master bedroom and bonus room upstairs featuring an outside observation deck. The corner stacked stone fireplace with granite hearth in the living room is a true gathering place with friends and family for winter fires. Beyond the oversized master bedroom, the master bath features a large wet area with jetted tub and shower heads from 2 directions. The double vanity highlights a granite countertop with 2 stone bowls. On demand hot water guarantees you never run out of hot water. An expansive covered breezeway with stacked stone and cedar columns leads to an indented covered porch on the pool house deck. There is direct access to the pool house bathroom from the deck, the pool and a pocket door inside. There is a pass-through window from the pool house to the deck with rough granite ice cream texture that is mirrored in the pool house bathroom vanity. The saltwater pool and the generous spa seating 6 is controlled from the I-Aqua Link app on your phone. This pool is one of the deepest private pools in Diamondhead at a depth of 8.5 feet. The 10x10 tanning ledge in the pool adds to the entertainment value. An outdoor shower and grilling area complete your ability to entertain. The entire pool and decking have a screen enclosure matching the 16 foot ceiling and roofline of the pool house creating outdoor living space. Not included in the pool house square footage is a 3rd garage that runs the length of the pool house featuring a built in work bench and work area with storage overhead. This is beyond a unique property and is priced to sell to those with vision and entertaining in mind.

96489 W Diamondhead Drive, Diamondhead

Listing courtesy of Berkshire Hathaway HomeServices Preferred Properties.

$869,000
3 Beds 3 Baths 4154442 MLS
Experience an extraordinary standard of waterfront living in these meticulously designed luxury townhomes overlooking the breathtaking waters of Bay St. Louis. Every detail has been thoughtfully crafted to deliver timeless coastal elegance, exceptional comfort, and uncompromising quality, creating a residence that lives like a custom waterfront estate. Constructed with premium craftsmanship, each home features 2x6 exterior walls with R-19 insulation, R-38 attic insulation, and insulated flooring between all three levels for superior energy efficiency and comfort. Party walls utilize staggered-stud, double-wall construction with two layers of 5/8-inch drywall on both sides, providing outstanding soundproofing, enhanced privacy, and a superior firewall between residences. The lower level is designed for convenience and coastal living, featuring a private guest entrance with direct access to the private pedestrian elevator, an expansive storage area, an oversized garage with a 10' x 12' door designed to accommodate larger center-console boats, and a spacious waterfront entertaining area beneath the home. The main living level showcases spectacular panoramic views of Bay St. Louis through oversized windows beneath soaring 12-foot ceilings. Elegant ceiling beams, shiplap accents, and premium finishes complement the open-concept design. The gourmet kitchen features custom cabinetry, an oversized island, breakfast bar, double ovens, smooth cooktop, built-in microwave, premium refrigerator, and an oversized walk-in pantry. A wet bar with sink, wine cooler, and ice maker flows seamlessly into the great room, highlighted by a dramatic 60-inch electric fireplace. Expansive multi-panel glass doors open completely to a covered waterfront terrace with motorized retractable screens, creating seamless indoor-outdoor living. A separate covered grilling porch enhances the entertaining experience, while owners may choose to add an optional mid-level waterfront deck to further expand their outdoor living space. The luxurious primary suite offers private balcony access and stunning water views. The spa-inspired bath features a custom-tiled walk-in shower, dual vanities, oversized mirrors, abundant cabinetry, and a premium intelligent toilet with heated seat, bidet, automatic lid, and automatic flushing. A spacious laundry room, oversized coat closet, powder room, and dedicated HVAC system complete the main level. The upper level offers two spacious guest bedrooms, a beautifully appointed full bath with an acrylic soaking tub, custom-tiled shower, and intelligent toilet, plus a comfortable loft ideal for a media room, reading area, or additional gathering space. Guests also enjoy a large covered waterfront balcony with breathtaking sunset views. Every residence includes a private pedestrian elevator serving all three levels for effortless accessibility. Each townhome also includes its own dedicated section of waterfront bulkhead, allowing owners to design and construct a private dock tailored to their boating lifestyle. Whether for a center-console, cruiser, pontoon, or personal watercraft, you'll enjoy direct boating access to Bay St. Louis, the Mississippi Sound, and the Gulf of America. These exceptional estate-style waterfront townhomes combine refined coastal architecture, superior engineering, premium construction, luxury finishes, breathtaking views, and an unmatched boating lifestyle to create one of the Mississippi Gulf Coast's most exclusive residential opportunities. Ideal as a primary residence, second home, or luxury waterfront retreat, they offer an extraordinary blend of craftsmanship, customization, comfort, and coastal elegance.

3424 Harbor Circle, Diamondhead

Listing courtesy of Allied Realty Coastal Homes.

$849,000
3 Beds 3 Baths 4154441 MLS
Experience an extraordinary standard of waterfront living in these meticulously designed luxury townhomes overlooking the breathtaking waters of Bay St. Louis. Every detail has been thoughtfully crafted to deliver timeless coastal elegance, exceptional comfort, and uncompromising quality, creating a residence that lives like a custom waterfront estate. Constructed with premium craftsmanship, each home features 2x6 exterior walls with R-19 insulation, R-38 attic insulation, and insulated flooring between all three levels for superior energy efficiency and comfort. Party walls utilize staggered-stud, double-wall construction with two layers of 5/8-inch drywall on both sides, providing outstanding soundproofing, enhanced privacy, and a superior firewall between residences. The lower level is designed for convenience and coastal living, featuring a private guest entrance with direct access to the private pedestrian elevator, an expansive storage area, an oversized garage with a 10' x 12' door designed to accommodate larger center-console boats, and a spacious waterfront entertaining area beneath the home. The main living level showcases spectacular panoramic views of Bay St. Louis through oversized windows beneath soaring 12-foot ceilings. Elegant ceiling beams, shiplap accents, and premium finishes complement the open-concept design. The gourmet kitchen features custom cabinetry, an oversized island, breakfast bar, double ovens, smooth cooktop, built-in microwave, premium refrigerator, and an oversized walk-in pantry. A wet bar with sink, wine cooler, and ice maker flows seamlessly into the great room, highlighted by a dramatic 60-inch electric fireplace. Expansive multi-panel glass doors open completely to a covered waterfront terrace with motorized retractable screens, creating seamless indoor-outdoor living. A separate covered grilling porch enhances the entertaining experience, while owners may choose to add an optional mid-level waterfront deck to further expand their outdoor living space. The luxurious primary suite offers private balcony access and stunning water views. The spa-inspired bath features a custom-tiled walk-in shower, dual vanities, oversized mirrors, abundant cabinetry, and a premium intelligent toilet with heated seat, bidet, automatic lid, and automatic flushing. A spacious laundry room, oversized coat closet, powder room, and dedicated HVAC system complete the main level. The upper level offers two spacious guest bedrooms, a beautifully appointed full bath with an acrylic soaking tub, custom-tiled shower, and intelligent toilet, plus a comfortable loft ideal for a media room, reading area, or additional gathering space. Guests also enjoy a large covered waterfront balcony with breathtaking sunset views. Every residence includes a private pedestrian elevator serving all three levels for effortless accessibility. Each townhome also includes its own dedicated section of waterfront bulkhead, allowing owners to design and construct a private dock tailored to their boating lifestyle. Whether for a center-console, cruiser, pontoon, or personal watercraft, you'll enjoy direct boating access to Bay St. Louis, the Mississippi Sound, and the Gulf of America. These exceptional estate-style waterfront townhomes combine refined coastal architecture, superior engineering, premium construction, luxury finishes, breathtaking views, and an unmatched boating lifestyle to create one of the Mississippi Gulf Coast's most exclusive residential opportunities. Ideal as a primary residence, second home, or luxury waterfront retreat, they offer an extraordinary blend of craftsmanship, customization, comfort, and coastal elegance.

3423 Harbor Circle, Diamondhead

Listing courtesy of Allied Realty Coastal Homes.

$99,000
1 Beds 1 Baths 4150361 MLS
Welcome to Lakeside Villa, where comfort, convenience, and resort-style living come together in the heart of Diamondhead! This charming second-floor, one-bedroom, one-bath condominium is nestled in Building G beneath the shade of a magnificent magnolia tree, offering peaceful views of the community pool and the first fairway of the Pine Golf Course. Inside, you'll find an inviting, low-maintenance space that's perfect as a full-time residence, weekend getaway, or investment opportunity. Enjoy the ease of condominium living with association dues covering water, sewer, trash service, fire protection, exterior maintenance, and exterior insurance, allowing you to spend more time enjoying everything the community has to offer. Diamondhead is known for its exceptional amenities and active lifestyle. Residents enjoy access to walking and biking paths, tennis and pickleball courts, playgrounds, parks, community events, dining, and nearby marina access for boating and fishing adventures. Golf enthusiasts have the option to join one of Diamondhead's renowned golf courses through a separate membership, while everyone can appreciate the beautifully maintained surroundings and welcoming atmosphere. Conveniently located with easy access to Bay St. Louis, Gulfport, Biloxi, and New Orleans, this home offers the perfect balance of peaceful coastal living and accessibility. Whether you're searching for your first home, a weekend retreat, or a place to enjoy the Mississippi Gulf Coast lifestyle, this Lakeside Villa condominium is ready to welcome you home. (Some images were enhanced with AI)

243 Lakeside Villa H, Diamondhead

Listing courtesy of Century 21 J. Carter & Company.

$229,900
2 Beds 3 Baths 4145384 MLS
Nestled within the private community of Highpoint, this beautifully updated townhome offers comfort, convenience, and a serene setting. Featuring two spacious bedrooms--each with its own private bath--this home is designed for both privacy and functionality. One bedroom boasts three closets, including a generously sized space that accommodates a standard stackable washer and dryer. Freshly painted throughout, the interior presents a clean, move-in-ready appeal. The front wall has been thoughtfully modified to create a dedicated dining area adjacent to the kitchen, complemented by a pantry and a convenient corner desk space--ideal for everyday living or working from home. What truly sets this property apart is its exceptional location within Highpoint. Community mailboxes are just steps away, while a beautiful pool is conveniently located right out the back door. In the front, a magnificent oak tree provides ample shade and a welcoming natural touch. Additional features include granite kitchen countertops and tasteful updates that enhance both style and ease of maintenance. The Diamondhead Country Club is within walking distance, where you'll also find a scenic walking trail and an additional large community pool. Highpoint Townhomes is known for being one of the highest elevations on the Mississippi Gulf Coast, offering added peace of mind. Don't miss this opportunity to enjoy quiet, low-maintenance living in the desirable City of Diamondhead.

258 Highpoint Drive, Diamondhead

Listing courtesy of RE/MAX Coast Delta Realty.

$700,000
4 Beds 3 Baths 4144790 MLS
AWESOME NEW PRICE!! WELCOME to this stunning mediterranean residence located on 2 lots enveloped by serene bayou waterfront property. This home effortlessly blends elegance and comfort featuring 4 bedrooms and 2.5 baths with open floorplan. The home is surrounded by patios and decks , ideal for relaxation and entertaining plus granting fantastic WATERVIEWS. and accented by a private swimming pool! Beautiful terrace gardens welcome you at the front entrance with its Jassby reconstructed brick stairway. The lower level features a double carport, a workshop, a screened bungalow with Tiki bar, and a fourth bedroom with a half bath. The bungalow porch opens to a pergola - perfect for barbeques , fire pit nights, or alfresco dining. Follow the pier, newly constructed in 2024, to the dock on the bayou. On the main living area is the gourmet kitchen , a chef's dream with its custom hickory cabinetry, premium granite countertops, KitchenAid refrigerator, new dishwasher, BOSCH GAS STOVE, Whirlpool double oven, & Marvel wine cooler. Enjoy a dual propane fireplace connecting the kitchen and great room. The huge primary suite has a fireplace and open onto patio and pool area. The bath. which was renovated in 2021 features a walk-in tiled shower, ajetted Roman tub & chandeliers, plus twin vanities and make-up area. See sellers disclosure for more info. including items not included in the sale.

10418 Malahini Place, Diamondhead

Listing courtesy of RE/MAX Coast Delta Realty.

$415,000
3 Beds 2 Baths 4137081 MLS
Immaculate Home on the 14th Hole of The Pines Golf Course nestled on the 14th hole of The Pines Golf Course, this immaculate 3-bedroom, 2-bath home offers approximately 1,800 square feet of beautifully maintained living space designed for both everyday comfort and effortless entertaining. The stunning in-ground pool serves as the focal point of the home and can be enjoyed from the primary suite, living room, and kitchen, creating seamless indoor-outdoor living. Spend your evenings relaxing under the pergola or hosting family and friends in the outdoor kitchen area—perfect for year-round gatherings. The pool is equipped with a new saltwater system, making maintenance easier while providing a refreshing swimming experience. Inside, you'll find elegant finishes throughout, a cozy fireplace, and a bright, inviting floor plan. The kitchen appliances are only two years old, offering modern convenience and peace of mind. Additional recent updates include a new air conditioning system, providing year-round comfort and energy efficiency. The spacious primary suite features a tray ceiling and a spa-inspired ensuite bath complete with double vanities, a walk-in shower, and a jetted soaking tub—the perfect place to unwind. Both patios and the garage showcase custom painted flooring, adding unique charm and character to the outdoor living spaces. Situated on a quiet cul-de-sac street, this move-in-ready home combines golf course living with outstanding indoor and outdoor amenities. With thoughtful updates, beautiful views, and exceptional entertaining spaces, this is a home you'll be proud to call your own. Come see it for yourself—you'll be ready to hang your hat and stay awhile!

5516 Alakoko Place, Diamondhead

Listing courtesy of Compass.

Start Your Search

Copyright 2026 Mississippi Gulf Coast Multiple Listing Service, Inc. Buyer and/or Buyer's Agent should verify data and evaluate source. This information is furnished by the Mississippi Gulf Coast Multiple Listing Service, Inc. This data is copyrighted and may not be transmitted, retransmitted, copied, framed, repurposed, or altered in any way for any other site, individual and/or purpose without the express written permission of the Mississippi Gulf Coast Multiple Listing Service, Inc. All properties are subject to prior sale, change or withdrawal. Neither the MLS nor the Listing Broker will be held responsible for any typographical errors, misinformation and misprints and shall be held totally harmless. Data displayed is a portion of, and not a complete listing of all listing information published in the Mississippi Gulf Coast Multiple Listing Service, Inc.

Diamondhead Homes with Pool

Our website features the best real estate search for properties available in Diamondhead and surrounding areas with pool. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!