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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.

$550,000
3 Beds ⋅ 2 Baths ⋅ 4150548 MLS
Beautiful 7.60± acre lot located in the desirable Grand Oaks Subdivision. This property is located within the gate of the subdivision and features a heavily wooded lot with mature hardwood oak trees. The lot provides multiple options for an ideal home site, combining privacy with scenic views. Conveniently situated near Flora and Madison, this property offers the perfect balance of country living and accessibility to nearby amenities. The property also includes a beautiful Barndominium featuring 2 bedrooms and 1 bath on the first floor, along with a full mother-in-law suite on the second floor, offering additional living space ideal for guests or extended family.

Unassigned Grand Oaks Way Lot 9, Flora

Listing courtesy of Open Season Properties LLC.

$178,150
4150176 MLS
Beautiful 5.09± acre lot located in the desirable Grand Oaks Subdivision. This property is located within the gate of the subdivision and features a lightly wooded lot with mature hardwood oak trees and gently rolling pasture. The lot provides multiple options for an ideal home site, combining privacy with scenic views. Conveniently situated near Flora and Madison, this property offers the perfect balance of country living and accessibility to nearby amenities.

Grand Oaks Way, Flora

Listing courtesy of Open Season Properties LLC.

$230,300
4150171 MLS
Beautiful 6.58± acre lot located in the desirable Grand Oaks Subdivision. This property is located within the gate of the subdivision and features a lightly wooded lot with mature hardwood oak trees and gently rolling pasture. The lot provides multiple options for an ideal home site, combining privacy with scenic views. Conveniently situated near Flora and Madison, this property offers the perfect balance of country living and accessibility to nearby amenities.

Grand Oaks Way, Flora

Listing courtesy of Open Season Properties LLC.

$221,200
4150160 MLS
Beautiful 6.32± acre lot located in the desirable Grand Oaks Subdivision. This property is located within the gate of the subdivision and features a lightly wooded lot with mature hardwood oak trees and gently rolling pasture. The lot provides multiple options for an ideal home site, combining privacy with scenic views. Conveniently situated near Flora and Madison, this property offers the perfect balance of country living and accessibility to nearby amenities.

Grand Oaks Way, Flora

Listing courtesy of Open Season Properties LLC.

$192,500
4150106 MLS
Beautiful 5.50± acre lot located in the desirable Grand Oaks Subdivision. This property is located within the gate of the subdivision and features a mix of rolling open pasture and lightly wooded areas. The lot provides multiple options for an ideal home site, combining privacy with scenic views. Conveniently situated near Flora and Madison, this property offers the perfect balance of country living and accessibility to nearby amenities.

Grand Oaks Way, Flora

Listing courtesy of Open Season Properties LLC.

$156,100
4150102 MLS
Beautiful 4.46± acre lot located in the desirable Grand Oaks Subdivision. This property is located within the gate of the subdivision and features a mix of rolling open pasture and lightly wooded areas. The lot provides multiple options for an ideal home site, combining privacy with scenic views. Conveniently situated near Flora and Madison, this property offers the perfect balance of country living and accessibility to nearby amenities.

Grand Oaks Way, Flora

Listing courtesy of Open Season Properties LLC.

$735,000
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
$15,000 BUYER INCENTIVE! Seller is offering up to $15,000 toward buyer closing costs and/or an interest rate buy down with an acceptable offer! 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.

$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.