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$832,500
5 Beds 5 Baths 4152208 MLS
Nestled in the heart of Flora, Mississippi, at 140 Westchester Drive, this exceptional property offers a perfect blend of comfort, style, and convenience. Set on a generously sized 5 acre lot, this home boasts lush landscaping that enhances its curb appeal and provides a serene retreat. As you enter, you're welcomed by an expansive, light-filled living area with soaring ceilings and large windows that invite natural light. The open floor plan seamlessly connects the living room, dining space, complete with granite countertops, custom cabinetry, and high-end stainless steel appliances. The luxurious primary suite is a true retreat, featuring a spa-like en-suite bathroom with a soaking tub, separate shower, double vanities, and a walk-in closet. four additional spacious bedrooms provide ample room for family or guests, and a dedicated home office offers the perfect space for remote work. One of the two car garage is converted to 543 sq ft of insulated, heated and cooled is a perfect man-cave which features a massive 120" screen for movie or game nights.utside, the expansive backyard is ideal for entertaining or simply relaxing, featuring a spacious covered patio which features 2 bar areas, outdoor kitchen with 6 burner gas stove, sink, fridge, wine cooler, ice machine, charcoal grill, storage, firepit and custom seating for over 30+ guest not including bar areas. The pond at 140 Winchester Drive is a serene, fully stocked pond nestled right at the edge of the property. It's surrounded by mature trees, providing a tranquil backdrop. The water is calm, and it's stocked with fish, making it perfect for peaceful fishing or just enjoying the view. It really adds a special charm to the whole property in the Heartlands Estate. , and plenty of room for a future pool or garden oasis. Conveniently located just minutes from local schools, shopping, and dining, this home offers both tranquility and easy access to city amenities. Don't miss your chance to own this captivating home—schedule your private tour today!

140 Winchester Drive, Flora

Listing courtesy of Maselle & Associates Inc.

$745,000
3 Beds 4 Baths 4149689 MLS
Exceptional sprawling estate located in the desirable Flora area, offering privacy, space, and endless possibilities on nearly five and a half beautiful acres. Situated on a more secluded corner property, this impressive home combines peaceful country living with thoughtfully designed amenities and quality craftsmanship throughout. The home features 3 bedrooms, 3 full bathrooms, and a spacious bonus room complete with a half bath. Downstairs offers an open-concept layout with soaring 10- and 12-foot ceilings, creating a bright and inviting atmosphere ideal for both everyday living and entertaining. The kitchen and baths feature granite countertops, while the home's tile and luxury vinyl flooring provide both durability and modern style throughout. Metal-clad double-paned windows offer energy efficiency and lasting performance. Beautiful architectural details can be found throughout the property, including nine stunning cypress posts featured on the front porch, rear porch, and interior spaces. The welcoming front porch also showcases an attractive shiplap treatment, adding warmth and timeless character to the home's exterior design. The spacious primary suite includes two walk-in closets, a built-in jewelry closet, double vanities, a separate soaking tub, and a walk-in shower for a true retreat experience. Additional interior features include a convenient mud room and generous living spaces throughout. Outdoor amenities are equally impressive, including a stocked pond, a deep welcoming front porch, and a curtained back porch perfect for relaxing while enjoying the peaceful surroundings. The property also includes an approximately 1,500-square-foot shop featuring a 2-car garage, golf cart bay, and attached office — ideal for storage, hobbies, recreational vehicles, or a home-based business. With expansive acreage, privacy, and versatile spaces, this one-of-a-kind estate offers the perfect blend of comfort, functionality, and country elegance.

170 Browning Road, Flora

Listing courtesy of Lisa Harvey Properties.

$649,000
4 Beds 5 Baths 4148966 MLS
Welcome to your private Southern retreat on 5 acres in the Flora area. This large home offers over 4,000 square feet of living space with a layout that makes sense for a busy family. The property also comes with a Generac generator so you never have to worry about losing power. Step inside to find beautiful wood floors and plenty of natural light. The kitchen has granite counter tops and a center island. There is a cozy breakfast nook for casual meals and a formal dining room for special occasions. You can also relax in the sun room or get work done in the private office. With 4 bedrooms or the bedroom upstairs could be used as a large bonus room plus 5 full bathrooms there is space for everyone. The laundry room is a great size and the home even includes a storm shelter for your safety. The primary bedroom is huge and features its own fireplace which is one of two in the house. Outside you have a 3 car garage and plenty of extra room to park your boats or other outdoor vehicles. This property is in a great school district and has no HOA so you have the freedom to enjoy your land. Come see this beautiful home today and make it your own.

136 Mccullough Lane, Flora

Listing courtesy of TWade Realty LLC.

$875,000
4 Beds 6 Baths 4145953 MLS
Nestled on private acreage with picturesque lake views and a tranquil pond, this exceptional home combines elegance, comfort, and functionality. Custom molding and built-ins add timeless character throughout, while soaring ceilings create an open, airy atmosphere. The heart of the home is a spacious kitchen featuring a large center island, double ovens, and a walk-in pantry, flowing seamlessly into the keeping room with its impressive wood-burning stone fireplace. Multiple living spaces—including a formal dining room, family room with gas-log fireplace, and separate living/music room—offer flexibility for both everyday living and entertaining. The luxurious primary suite serves as a private retreat, complete with a sunroom overlooking the lake and a spa-inspired bath with dual vanities, separate tub and shower, and expansive walk-in closets. With abundant entertaining areas and scenic outdoor spaces, this property offers a rare opportunity to enjoy peaceful waterfront living in a beautiful private setting.

373 Chapel Hill Road, Flora

Listing courtesy of Juanita Kennedy, Broker.

$765,000
4 Beds 3 Baths 4145836 MLS
Welcome to this beautifully updated 4-bedroom, 3-bath home in Flora, offering the perfect blend of comfort, functionality, and country living. With 2,795 square feet, this home features a thoughtfully updated interior throughout, providing a fresh, move-in-ready feel while maintaining a warm and inviting atmosphere. Step outside and enjoy one of the property's standout features--a large back porch complete with an outdoor kitchen and fireplace, ideal for entertaining or relaxing year-round. Whether you're hosting guests or enjoying a quiet evening, this space is built to be enjoyed. The property sits on approximately 8.6± acres and is well-equipped for those seeking space and versatility. In addition to the 3-car garage, you'll find a storage room and a barn with horse stalls, making it perfect for equestrian use or hobby farming. The fenced pasture and small pond add both functionality and charm, creating a true rural retreat just minutes from town. This is a rare opportunity to own a turnkey home with acreage in a highly desirable area--offering privacy, room to grow, and everything you need for country living at its best.

5214 Hwy 22 5214, Flora

Listing courtesy of Lost Land Co LLC.

$1,025,000
4 Beds 4 Baths 4113373 MLS
Experience true Southern charm in this stunning 6,437 sq ft custom home nestled on 10.5 peaceful acres in the highly sought-after Madison Central School District. Overlooking a fully stocked 5-acre pond, this Southern-style home features a classic wraparound front porch and breathtaking sunset views with frequent deer and wildlife sightings. Inside, enjoy an open floor plan with beautiful wood floors, panoramic pond views, and premium features including an elevator, a safe/storm room, and abundant storage. The spacious first-floor primary suite includes two oversized walk-in closets, a spa-like bathroom with a large soaking tub, an oversized walk-in shower with double shower heads and a bench, a water closet, and a linen closet. Additional highlights include a private home office with pond views and a walk-in closet, two large secondary bedrooms on the main level (one with en-suite bath, one near a half bath that could be converted to a full), a mudroom, and a large laundry room with sink and ample storage overlooking the pond. Upstairs offers even more flexibility with a loft area, bonus room, fourth bedroom with large closet, full bathroom, two oversized storage rooms (one ideal for a future bedroom or craft room), and an attic with potential to build out a Jack & Jill bathroom. Peaceful, private, and perfectly located â€'' this home offers the best of country living with top-rated schools and conveniences just minutes away.

112 Blackberry Creek Road, Flora

Listing courtesy of Front Gate Realty LLC.

$200,000
4110974 MLS
Come build your custom, dream home on this huge, lakefront/access, 5.02 acre located in the beautiful rolling hills of South Madison County! The gated subdivision of Andover is a quick commute with little traffic to the nearby Town of Livingston and to the Cities of Flora, Madison, Gluckstadt and Canton....all offering shopping, health care, schools, parks, recreation and more! This premier subdivision features 2+ acre estate lots with two lakes, gated entrances, underground utilities, public water/sewer and high speed internet. The minimum square footage is 2800 square feet and the gentle covenants help preserve the integrity and property values of the Andover area. You can watch both sunrise and sunset views from your porches while you enjoy this quiet, country lifestyle! This is a great place to make your dreams come true! Call your realtor today for details and more information. Please note: minimum square footage is now 2800 square feet. House plans must be approved by Andover Architectural Review Committee.

Cane Creek Road, Flora

Listing courtesy of Dream Home Properties.

$160,000
4110966 MLS
Come build your custom, dream home on this huge, lakefront/access, 5.02 acre located in the beautiful rolling hills of South Madison County! The gated subdivision of Andover is a quick commute with little traffic to the nearby Town of Livingston and to the Cities of Flora, Madison, Gluckstadt and Canton....all offering shopping, health care, schools, parks, recreation and more! This premier subdivision features 2+ acre estate lots with two lakes, gated entrances, underground utilities, public water/sewer and high speed internet. The minimum square footage is 2800 square feet and the gentle covenants help preserve the integrity and property values of the Andover area. You can watch both sunrise and sunset views from your porches while you enjoy this quiet, country lifestyle! This is a great place to make your dreams come true! Call your realtor today for details and more information. Please note: minimum square footage is now 2800 square feet. House plans must be approved by Andover Architectural Review Committee.

Cane Creek Road, Flora

Listing courtesy of Dream Home Properties.

$85,000
4110959 MLS
Come build your custom, dream home on this gorgeous, 2.30 acre located in the beautiful rolling hills of South Madison County! The gated subdivision of Andover is a quick commute with little traffic to the nearby Town of Livingston and to the Cities of Flora, Madison, Gluckstadt and Canton....all offering shopping, health care, schools, parks, recreation and more! This premier subdivision features 2+ acre estate lots with two lakes, gated entrances, underground utilities, public water/sewer and high speed internet. The minimum square footage is 2800 square feet and the gentle covenants help preserve the integrity and property values of the Andover area. You can watch both sunrise and sunset views from your porches while you enjoy this quiet, country lifestyle! This is a great place to make your dreams come true! Call your realtor today for details and more information. Please note: minimum square footage is now 2800 square feet. House plans must be approved by Andover Architectural Review Committee.

Andover Drive, Flora

Listing courtesy of Dream Home Properties.

$85,000
4110877 MLS
Come build your custom, dream home on this gorgeous, 3.03 acre located in the beautiful rolling hills of South Madison County! The gated subdivision of Andover is a quick commute with little traffic to the nearby Town of Livingston and to the Cities of Flora, Madison, Gluckstadt and Canton....all offering shopping, health care, schools, parks, recreation and more! This premier subdivision features 2+ acre estate lots with two lakes, gated entrances, underground utilities, public water/sewer and high speed internet. The minimum square footage is 2800 square feet and the gentle covenants help preserve the integrity and property values of the Andover area. You can watch both sunrise and sunset views from your porches while you enjoy this quiet, country lifestyle! This is a great place to make your dreams come true! Call your realtor today for details and more information. Please note: minimum square footage is now 2800 square feet. House plans must be approved by Andover Architectural Review Committee.

Andover Drive, Flora

Listing courtesy of Dream Home Properties.

$140,000
4110848 MLS
Come build your custom, dream home on this gorgeous, 4.40 acre located in the beautiful rolling hills of South Madison County! The gated subdivision of Andover is a quick commute with little traffic to the nearby Town of Livingston and to the Cities of Flora, Madison, Gluckstadt and Canton....all offering shopping, health care, schools, parks, recreation and more! This premier subdivision features 2+ acre estate lots with two lakes, gated entrances, underground utilities, public water/sewer and high speed internet. The minimum square footage is 2800 square feet and the gentle covenants help preserve the integrity and property values of the Andover area. You can watch both sunrise and sunset views from your porches while you enjoy this quiet, country lifestyle! This is a great place to make your dreams come true! Call your realtor today for details and more information. Please note: minimum square footage is now 2800 square feet. House plans must be approved by Andover Architectural Review Committee.

Andover Drive, Flora

Listing courtesy of Dream Home Properties.

$170,000
4109741 MLS
Come build your custom, dream home on this gorgeous lot located in the beautiful rolling hills of South Madison County! The gated subdivision of Andover is a quick commute with little traffic to the nearby Town of Livingston and to the Cities of Flora, Madison, Gluckstadt and Canton....all offering shopping, health care, schools, parks, recreation and more! This premier subdivision features 2+ acre estate lots with two lakes, gated entrances, underground utilities, public water/sewer and high speed internet. The minimum square footage is 2600 square feet and the gentle covenants help preserve the integrity and property values of the Andover area. You can watch both sunrise and sunset views from your porches while you enjoy this quiet, country lifestyle! This is a great place to make your dreams come true! Call your realtor today for details and more information.

Cane Creek Road, Flora

Listing courtesy of Dream Home Properties.

$180,000
4109740 MLS
Come build your custom, dream home on this gorgeous lot located in the beautiful rolling hills of South Madison County! The gated subdivision of Andover is a quick commute with little traffic to the nearby Town of Livingston and to the Cities of Flora, Madison, Gluckstadt and Canton....all offering shopping, health care, schools, parks, recreation and more! This premier subdivision features 2+ acre estate lots with two lakes, gated entrances, underground utilities, public water/sewer and high speed internet. The minimum square footage is 2800 square feet and the gentle covenants help preserve the integrity and property values of the Andover area. You can watch both sunrise and sunset views from your porches while you enjoy this quiet, country lifestyle! This is a great place to make your dreams come true! Call your realtor today for details and more information. Please note: minimum square footage is now 2800 square feet. House plans must be approved by Andover Architectural Review Committee.

Cane Creek Road, Flora

Listing courtesy of Dream Home Properties.

$211,200
4109446 MLS
Come build your custom, dream home on this gorgeous, 5 acre lot located in the beautiful rolling hills of South Madison County! The gated subdivision of Andover is a quick commute with little traffic to the nearby Town of Livingston and to the Cities of Flora, Madison, Gluckstadt and Canton....all offering shopping, health care, schools, parks, recreation and more! This premier subdivision features 2+ acre estate lots with two lakes, gated entrances, underground utilities, public water/sewer and high speed internet. The minimum square footage is 2800 square feet and the gentle covenants help preserve the integrity and property values of the Andover area. You can watch both sunrise and sunset views from your porches while you enjoy this quiet, country lifestyle! This is a great place to make your dreams come true! Call your realtor today for details and more information. Please note: minimum square footage is now 2800 square feet. House plans must be approved by Andover Architectural Review Committee.

Cane Creek Road, Flora

Listing courtesy of Dream Home Properties.

$829,500
4 Beds 5 Baths 4076093 MLS
Welcome to your dream retreat! Nestled on an fantastic 11.46 acres, this marvelous 6300+/- square foot farmhouse offers an unparalleled opportunity for a serene country living experience. From the private driveway winding through lush meadows to the charming barn and tranquil pond, this property is a true gem. Key features include: spacious farmhouse in a super private setting provides a warm and inviting atmosphere for both everyday living as well as turnkey entertaining; expansive primary suite with home office overlooking pool and private study with separate fireplace; five stall barn with office and tack room; and unmatched views of the surrounding countryside from every window. All of this in a secluded location that is still not far from essential amenities and shopping, offering the perfect balance between rural living and convenience! Call to schedule your private showing today-

280 Mccullough Lane, Flora

Listing courtesy of Overby, Inc..

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.