The Highlands Real Estate

Welcome to The Highlands, a picturesque subdivision nestled in the heart of Mississippi, where Southern charm meets modern living. This enchanting community is designed for those who appreciate the beauty of nature and the comforts of suburban life. With its rolling hills and lush greenery, The Highlands offers a serene escape from the hustle and bustle of city life while remaining conveniently close to the amenities you need.

One of the standout features of The Highlands is its commitment to creating a close-knit community. Residents enjoy a variety of amenities, including well-maintained parks, walking trails, and playgrounds, perfect for families and outdoor enthusiasts alike. The subdivision is also home to a vibrant mix of friendly neighbors, fostering a sense of belonging that makes every resident feel at home.

The Highlands boasts a selection of stunning homes, each designed with thoughtful layouts and modern finishes. Whether you're looking for a cozy starter home or a spacious family residence, you'll find a variety of options that cater to your needs. The architectural styles are diverse, ensuring that every home reflects the unique personality of its owner.

Conveniently located near top-rated schools, shopping centers, and dining options, The Highlands offers the perfect blend of convenience and tranquility. Enjoy easy access to major highways, making commutes to nearby cities a breeze.

Discover your dream home in The Highlands, where a warm welcome awaits you, and every day feels like a getaway. Embrace the lifestyle you’ve always wanted in this charming Mississippi community!

Newest Listings in The Highlands

$949,500

6 Beds ⋅ 6 Baths ⋅ 4165746 MLS

MOTIVATED SELLERS!! Set on approximately six acres in a quiet cul-de-sac within the gated community of The Highlands, this extraordinary six-bedroom, five-and-a-half-bath waterfront home offers privacy, space, and an unforgettable setting along a breathtaking 100-acre lake. Designed to make the most of its surroundings, the home captures beautiful water views from multiple rooms. A covered back patio and spacious upper balcony invite you to slow down and enjoy peaceful mornings, relaxed evenings, and effortless outdoor entertaining. Inside, a beautiful kitchen opens to generous living spaces that feel equally suited for cozy nights at home and celebrations with family and friends. The main-level primary suite is a true retreat, featuring serene lake views and a private bath with a jetted tub, dual vanities, and a spacious walk-in closet. A second downstairs bedroom with its own private bath provides a comfortable, convenient space for guests. Upstairs features four additional bedrooms, bonus room, den, kitchenette and additional bathrooms—creating endless possibilities for extended family, overnight guests, hobbies, work, or entertainment. A game room and spacious laundry/mudroom add even more comfort and functionality to the home. Step outside and discover your own private lakeside escape. Spend warm afternoons by the gunite pool, unwind in the hot tub, explore the expansive grounds, or simply enjoy the quiet beauty of life on the water. With a three-car garage, gated access, exceptional privacy, and impressive indoor and outdoor amenities, this remarkable property offers more than a home—it offers a lifestyle. Don't wait to make this beautiful waterfront home yours. Schedule your private showing today.

130 Pine Lake Cove, Flora

Listing courtesy of Hopper Properties.

$274,900

3 Beds ⋅ 2 Baths ⋅ 4165207 MLS

Discover this beautifully designed 3-bedroom, 2-bath home offering 1,676 square feet of comfortable living space. Featuring a limited-production floor plan that has since been discontinued, this home offers a layout that sets it apart from others in the neighborhood. The desirable split-bedroom design provides added privacy, while the spacious living area creates a welcoming atmosphere for everyday living and entertaining. A separate formal dining room offers the perfect space for gatherings or office space. Step outside to the screened-in back porch, where you can relax and enjoy the outdoors without the hassle of insects. With its thoughtful layout, inviting living spaces, and distinctive floor plan, this home offers a wonderful combination of comfort, functionality, and character. Don't miss your opportunity to own a home with a floor plan that is no longer being offered!

5356 Leeds Lane, Biloxi

Listing courtesy of Compass.

$1,999,000

7 Beds ⋅ 9 Baths ⋅ 4165016 MLS

***LOVELY ESTATE Ready for a NEW Owner to LOVE and ENJOY it as Much as the Current Owners Have LOVED and ENJOYED it over the YEARS*** Entering the GATES your eyes are Immediately Drawn to the GRACIOUS, STATELY Brick HOME w/ Large White COLUMNS & WELCOMING Circular Driveway*** SITUATED 21.5+ ACRES w/ Access to 30+ Acre Shared LAKE*** INSIDE You are Greeted by a DOUBLE Sweeping Staircase, CREATING a Dramatic First IMPRESSION **Formal LIVING ROOM to the Left & HANDSOME Study to the Right*** Beyond the GRAND Staircase, is a SPACIOUS Formal Room, Currently Serves as BANQUET-sized DINING ROOM w/ Fireplace & Oversized Windows w/ view of the POOL & Stunning BRONZE Fountain*** DESIGNER KITCHEN w/ EXCEPTIONAL MILLWORK & CRAFTSMANSHIP, Brick Paver floors w/ Wood Inlay Accent*** CHEF's KITCHEN Equipped w/ THREE FULL-Size Sub-Zero Refrigerator/Freezer Units, SIX-burner Wolfe Range, w/ Oversized Griddle & Double OVENS, & COPPER Vent Hood ***A Large GRANITE ISLAND, ABUNDANT Workspace, NEW Lighting Fixtures & BRAND NEW WOLFE Microwave *Built-in Miele COFFEE System*** Great SIGHTLINES from the Kitchen into DEN, The GATHERING Spot for COMFORTABLE Everyday Living w/ SUBSTANTIAL Stone Mantle, RUSTIC Wood floors & EXPOSED BEAMS giving WARMTH & CHARACTER *** Large Windows/Doors w/ VIEWS & Access to the EXPANSIVE Covered PATIO*** BRICK ARCHWAY to COZY RELAXING ROOM w/Fireplace, Stained Wood Accents & COFFERED Wood Ceiling. FULL Size Service BAR, w/ ICE Maker- EXCEPTIONAL for ENTERTAINING*** European Inspired PRIMARY SUITE ADDITION*** Beginning w/ GRAND PARLOR, w/ Detailed STONE Wall & ELEGANT Double-Sided Fireplace *** STONE ARCHWAYS provide Entry to Primary Bedroom w/ VAULTED Ceiling & Enjoying the Opposite side of the DRAMATIC Double-Sided STONE Fireplace*** TWO Separate Walk-In Closets, One w/ Stained-Wood Details & Both w/ Extensive & Thoughtful WARDROBE Storage*** Primary BATH is a LUXURIOUS RETREAT!*** Dual Vanities, & Walk-in STEAM Shower w/ Multiple Sprayers*** TWO Separate WATER CLOSETS for PRIVACY! One w/ a Dedicated Gentleman's Fixture *** There is a SECONDARY PRIMARY Suite on Main Level! Offering GENEROUS space w/ FIREPLACE, 2 Walk-In Closets, & SPACIOUS Bath w/ Large Tub, DUAL Vanities, TONS of Storage, Walk-In Shower & Private Water Closet *** Up the GRAND STAIRCASE are FOUR GENEROUSLY Sized Bedrooms, ALL w/ Walk-in Closets & their Own En-Suite Baths*** 2nd Floor has Walk-In Attic w/ Access to Walk-up Attic, Exceptional STORAGE *** OUTDOOR LIVING Spaces are Equally Impressive*** Gunite Pool at the HEART of the Home w/ a HOT TUB & WATERFALL Feature, the Perfect CENTERPIECE for Entertaining! *** EXPANSIVE Exterior BREEZEWAY Connects the Main House to GUEST HOUSE *** Multiple Shaded & Covered Spots to Entertain or RELAX & VISIT*** COZY Outdoor Fireplace*** 2150+sf GUEST HOUSE is IDEAL for ENTERTAINING*** OPEN-CONCEPT Design features SOARING VAULTED Ceiling, Impressive CUSTOM Draperies & PLENTY of Room for Sitting, Dining, & PLAYING *** FULLY EQUIPPED Kitchen w/ Granite Countertops, EXPANSIVE Bar Seating, Viking Gas Range, Pot Filler, Copper Vent Hood, Built-In Sub-Zero Refrigerator, Wine Cooler*** Spacious PRIVATE Bedroom w/ Walk-in closet & EN-SUITE Bathroom*** BONUS ROOM currently a HOME GYM, but could be EXCELLENT Home Office/Studio.*** ½ BATH that Conveniently Serves as a POOL BATH*** Laundry Closet in Guest House*** Fantastic PORCHES for Grilling, Entertaining & Watching the BIG Game on TV Outside *** Built-in Fire Pit to Enjoy Cool Evenings! *** PRICED Well Below a Previous APPRAISAL*** This REMARKABLE Property presents a WONDERFUL OPPORTUNITY to OWN a Private Estate with EXCEPTIONAL Living, Entertaining, & Guest Spaces at ATTRACTIVE Price Point for a New Owner to CREATE Their Very OWN,One-of-a-Kind, Extraordinary Lifestyle ESTATE HOME! *** Call your FAVORITE REALTOR Today to Schedule a PRIVATE Tour & Let's get Started on Making Your DREAMS come TRUE! ***

317 Highland Meadow Road, Flora

Listing courtesy of Nix-Tann & Associates, Inc..

$209,900

3 Beds ⋅ 2 Baths ⋅ 4164544 MLS

Here is a great chance to score a house under value that just needs a little cosmetic love to make it home. You could move right in and make updates along the way, or you can get it all done before you start occupying. This is ideal for homeowners who don't mind DIY and sweat equity or can spearhead their own project. The property is priced below market to reflect needed updates. Utilities have been requested. Buyers are to perform their due diligence. Sold AS-IS. The seller will not make repairs. This listing will only be available for a very short time. Afterwards, the seller will cancel and renovate the property, so don't wait if you are interested.

9111 Bentley Woods Drive, Southaven

Listing courtesy of REI Nation Real Estate Services, LLC.

$345,000

4 Beds ⋅ 2 Baths ⋅ 4164320 MLS

"STOP SCROLLING --- THIS ONE HAS THE YARD YOU WANT!" Looking for the convenience of a neighborhood but craving the space, privacy, and feel of country living? This home in the Highlands Subdivision gives you the best of both worlds! Sitting on a huge lot, this property offers a completely privacy-fenced backyard with plenty of room for entertaining on the covered rear patio, gardening, kids, pets or simply enjoying your own private outdoor space. You'll also find a 16x12 storage building with a roll-up door, making it perfect for storing a four-wheeler, lawn tractor, tools or outdoor equipment. Inside, the home features a fantastic open-concept floor plan with tall ceilings designed for both comfort and functionality. The kitchen offers an island and eat-in area overlooking the living room, creating a welcoming space for everyday living and entertaining. Upstairs, you'll find a spacious bonus room that offers excellent flexibility. It can serve as an additional living area, game room, home office, hobby space, guest area or potential fourth bedroom depending on your needs. Additional features include French drainage in the front flower bed area, helping with water management around the home. And the location gets even better! Back Acres Country Club is just a stone's throw away, offering an 18-hole golf course, tennis courts, large swimming pool and on-site dining with lunch and dinner service. Imagine having golf, swimming, tennis and dining practically right around the corner while still coming home to your own spacious, private backyard! This home has so much to offer — space, privacy, functionality, storage, recreation, and a fantastic location. Schedule your private showing today before someone else calls it HOME!

117 Fairway Drive, Senatobia

Listing courtesy of Entrusted Home & Land Group.

$949,999

3 Beds ⋅ 4 Baths ⋅ 4164047 MLS

Designed by renowned architect Ken Tate, this incredible estate in the gated community of The Highlands offers a rare combination of privacy, character, and architectural detail. The home has received national recognition over the years, including features in Southern Living, Traditional Home, House Beautiful, Period Home, American Farmhouse Magazine, The New Farm Home, and Ken Tate Classics. Situated on approximately 13.5 acres in Madison County, the property offers a beautiful setting with mature hardwoods, rolling hills, a fully stocked private pond, raised stone garden beds, and landscaping originally designed by renowned landscape architect Phillip Watson. The outdoor living areas are a major highlight, with expansive porches, an oversized deck, a masonry fireplace, a screened pavilion-style gunite pool area with a full bath, and peaceful views throughout the property. Inside, the home is full of character and craftsmanship, with tall ceilings, hardwood floors, masonry fireplaces, French doors, built-in shelving, and great natural light. The kitchen includes stainless steel appliances and a new stove, while the living spaces offer a warm, comfortable layout that fits the setting of the property perfectly. Since purchasing the home, the current owners have made several meaningful updates, including fresh paint throughout the house, new light fixtures and fans, updated landscaping, an updated primary bath, a completely renovated guest bathroom, a new irrigation system, new wood and marble flooring, updates to the pool area and outdoor spaces, and much more. Private and peaceful, yet conveniently located near Flora, Madison, and all that Madison County has to offer, this property is truly one of a kind.

241 Highland Hills Lane, Flora

Listing courtesy of Primos Land & Homes.

$300,000

3 Beds ⋅ 2 Baths ⋅ 4163124 MLS

LIKE NEW! MOVE-IN READY!!! Built in 2024 and beautifully maintained, this 3-bedroom, 2-bath home offers the feel of new construction without the wait! Located in the desirable Highlands community, the home features a bright open-concept layout perfect for everyday living and entertaining. The kitchen is finished with granite countertops and stainless steel appliances, while smart-home features add convenience throughout. The spacious owner's suite includes a generous walk-in closet and a comfortable private bath. Like-new, well cared for, and move-in ready, this one isready to welcome you home.

17920 Kelso Drive, D'Iberville

Listing courtesy of eAgent United.

$279,900

3 Beds ⋅ 2 Baths ⋅ 4161647 MLS

Welcome to this well-maintained home in the Highlands subdivision, conveniently located just minutes from Keesler Air Force Base, shopping, restaurants, entertainment, and the beautiful Mississippi Gulf Coast beaches. This home offers an open floor plan with ceilings that create a bright and spacious feel throughout. The kitchen is both functional and inviting, featuring granite countertops, stainless steel appliances, plenty of cabinet and counter space, and a large island that flows seamlessly into the living and dining areas—perfect for everyday living and entertaining. The spacious primary suite includes a soaking tub, separate shower, and plenty of room to relax. A well-designed layout makes this home comfortable and move-in ready. Step outside to enjoy the covered back porch overlooking the peaceful De Soto National Forest. The pergola and wooded backdrop provide the perfect place to unwind, entertain, or simply enjoy the privacy of your backyard. As an added bonus, this home is USDA eligible for qualified buyers, making it an excellent opportunity to enjoy homeownership with potential financing benefits. If you're looking for a home that combines convenience, comfort, and a peaceful setting, this one is a must-see.

5361 Overland Drive, Biloxi

Listing courtesy of Rise Real Estate Company, LLC..

$289,000

3 Beds ⋅ 2 Baths ⋅ 4154400 MLS

Just listed, Move in ready home in 'The Highlands' Why buy new when a very well maintained home is available. Only a few years old and the home is available for a new owner to enjoy. Great curb appeal, walk in to a sweet foyer that leads right into an open floorplan. Great kitchen with and island, farm sink, a nice size pantry. Allowing a view right into the living room and the dining area. Large main bedroom with a double sink bathroom, tub and seperate shower. Other rooms are nice size for the rest of the family or guest room. Outside the home you will have a nice back patio with a huge yard. The yard is fenced with a wood privacy fence, Check this one out. You will be glad you did.

15614 Arran Way, Biloxi

Listing courtesy of Coldwell Banker Alfonso Realty-Lorraine Rd.

$39,000

4153031 MLS

RARE OPPORTUNITY to own one of the last remining lots in the desirable Highlands Subdivision just outside of Poplarville. Build your dream home on this beautiful 3.437-acre homesite! Enjoy the perfect blend of privacy, space, and community amenities in this established neighborhood. Property owners have access to a scenic 20+ acre stocked lake, ideal for fishing, kayaking, and relaxing waterfront recreation. With plenty of room for your custom home, workshop, garden, and outdoor living spaces, this property offers endless possibilities. Conveniently located near town, this is a rare opportunity to own acreage in one of the area's most sought-after subdivisions. Don't miss your chance to create your own private retreat with lake access and room to grow.

S Highlands Drive, Poplarville

Listing courtesy of Tyner Properties.

$2,150,000

4 Beds ⋅ 4 Baths ⋅ 4152817 MLS

Luxury Lakefront Estate on 50.45± Acres in The Highlands | Flora, Mississippi - Experience some of Madison County's finest countryside living at this exceptional 50.45± acre estate located within the gated community of The Highlands in Flora. Custom built by renowned builder George Henson, this one-of-a-kind property combines timeless craftsmanship, luxury finishes, and breathtaking natural beauty with the privacy and tranquility of a secluded retreat. The 5,465± square foot residence is thoughtfully designed for both everyday living and entertaining. The gourmet kitchen features premium appliances, custom inset cabinetry, a substantial butcher block island, and a spacious walk-in butler's pantry. Adjacent to the kitchen are a dedicated laundry room with sink and built-ins, a mudroom with custom storage, and a convenient half bath. The primary suite occupies its own private wing and offers sweeping views of the property, a spa-inspired bath with jacuzzi and separate shower, and dual walk-in closets. A first-floor guest suite includes a private bath, providing comfort and privacy for visitors. The living room showcases expansive lake views, a gas-log fireplace, and an open flow into the dining area and a kitchen accented by beautiful slate flooring. Upstairs, solid oak floors run throughout two additional bedrooms. There is a shared bath with separate tub and shower, a versatile great room ideal for a media room, office, fitness space, or playroom, and a charming art studio with skylight, sink, and built-in storage that could easily serve as a fifth bedroom or nursery. Additional features include an asphalt driveway (resurfaced in 2022), three-car garage with EV charger, smart-home automation, executive study, lightning protection, storm room, 26kW whole-home backup generator, security cameras with NightVision and surveillance, alarm system, automatic irrigation system and invisible pet fence. Outside, the property truly shines. The 50.45± acres offer a rare combination of rolling pastures, mature hardwoods, abundant wildlife habitat, and a picturesque private lake. The screened porch with brick wood-burning fireplace creates the perfect setting for year-round outdoor living. A stunning New Orleans-inspired courtyard welcomes guests with a fountain, brick flooring, and elegant copper gutters. Despite its peaceful setting, the property is conveniently located just minutes from Livingston, downtown Flora, Madison, and Ridgeland, providing easy access to dining, shopping, and top-rated amenities. A truly remarkable offering that combines luxury, acreage, lakefront beauty, and privacy in one of Madison County's most desirable gated communities. Subdivision Rights: The Highlands Covenants explicitly permit the legal subdivision and individual sale of 10-acre lots. Survey Status: The entire property tract has been fully surveyed with clearly demarcated 10-acre boundaries already established on each side. Flexible Configurations: Available for dynamic acquisition as a 30-acre, 40-acre, or complete 50.43-acre parcel.

251 Highland Meadow Road, Flora

Listing courtesy of Hopper Properties.

$295,000

4 Beds ⋅ 2 Baths ⋅ 4147698 MLS

Lower your monthly mortgage payment by as much as $380! The seller is offering up to $7,000 for a 2/1 interest rate buy down Welcome Home! This move-in-ready home brings together comfort, thoughtful upgrades, and everyday convenience in a spacious layout designed for both relaxing and entertaining. A charming front patio and welcoming entry lead into a bright, open-concept living space where the kitchen, dining, and living areas flow seamlessly together. Nine-foot ceilings throughout, paired with an impressive 11-foot ceiling in the living room and a 10-foot ceiling in the primary bedroom, create an open and airy atmosphere you'll appreciate from the moment you step inside. The well-appointed kitchen is ready for everyday meals and special gatherings alike, featuring upgraded appliances, including a double-oven range with a built-in air fryer function in the lower oven. Conveniently located just off the main living area, the laundry room includes a washer and dryer, while the garage offers even more storage with a GE 15.7-cubic-foot chest freezer that remains with the home. With four spacious bedrooms and two full bathrooms, there is plenty of flexibility for family, guests, a home office, or hobbies. The private primary suite provides a relaxing retreat with a soaking tub, separate walk-in shower, and large walk-in closet. Step outside to enjoy a fully fenced backyard enhanced by a new privacy fence that offers added seclusion while preserving the beautiful view. Whether you're hosting friends, tending a garden, sipping your morning coffee, or unwinding at the end of the day, this outdoor space is ready to enjoy. A fire pit is also included, making cozy evenings under the stars even better. Additional peace of mind comes with a one-year buyer's home warranty, along with the remaining builder's warranty, with approximately seven years still in effect. The convenience continues beyond the front door, with K-12 schools within walking distance. Located in a USDA-eligible area, the property may also qualify for zero-down financing for qualified buyers. With its spacious layout, soaring ceilings, thoughtful upgrades, included appliances and extras, private outdoor space, and convenient location, this home offers an exceptional blend of comfort, convenience, and value. Come see everything this home has to offer and imagine making it your own! Located in a USDA-eligible area, the property may also qualify for zero-down financing for qualified buyers.

5374 Leeds Lane, Biloxi

Listing courtesy of Palmetto Real Estate Gulf Coast, LLC.

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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.

The Highlands Real Estate

Newest Listings in The Highlands

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