Best Homes for Sale in Chestnut Hills Madison MS

3 Beds ⋅ 2 Baths ⋅ 119 DOM ⋅ ACTIVE Status

This single-family home includes multiple bedrooms, bathroom(s), a living area, and a kitchen designed for everyday use. The property also features a yard and exterior space. Located within close proximity to local schools, shopping, and major roadways, the property offers access to nearby amenities. Offered AS-IS, making it suitable for buyers considering its current condition. Property is under court-ordered receivership; a copy of the order is available.

133 Shadow Hill Drive, Madison

$248,000

3 Beds ⋅ 2 Baths ⋅ 142 DOM ⋅ ACTIVE Status

Like new Beautifully updated home in Germantown School District! New roof in 2025 New windows, new toilets, solid surface countertops, sink in spacious laundry room, panty and so much more storage! Both bathrooms remodeled with new tub and tile in one and walk in shower in the other! NO CARPET! Tons of natural light and new doors! You can also access the Reservoir with a boat launch in the neighborhood! Above ground pool and two storage buildings remain with property. Call your favorite Realtor today !

506 Old Rice Road, Madison

$249,900

4 Beds ⋅ 2 Baths ⋅ 109 DOM ⋅ ACTIVE Status

Come and view this updated 4br/2ba home with a bonus room that could be a 5th bedroom. Home has new flooring, new HVAC system, new fixtures, new stainless steele stove, new paint, new tub & toilets, etc. Home is centrally located near I55, main roads, shopping, dining and entertaining, and minutes to great schools (10 out of 10 score) hospitals and clinics, grab your Realtor now to view!

119 Harris Lane, Madison

$258,500

3 Beds ⋅ 2 Baths ⋅ 60 DOM ⋅ ACTIVE Status

A MUST SEE!!.. beautifully maintained, move-in ready home loaded with charm and functionality! Featuring a bright and spacious open floor plan, this home offers a warm and inviting living room anchored by a stunning brick fireplace, perfect for cozy evenings and entertaining guests. The spacious kitchen flows seamlessly into the dining area, creating the ideal setup for everyday living and special gatherings alike. Enjoy outdoor living year-round under the covered patio overlooking a private fenced backyard with plenty of space for pets, play, and weekend cookouts. Situated on a desirable corner lot with a side-entry garage, this home offers added curb appeal and convenience. Clean, spacious, and ready for its next owner — see it today and move in tomorrow!

468 Pine Ridge Drive, Madison

$260,000

3 Beds ⋅ 2 Baths ⋅ 0 DOM ⋅ ACTIVE Status

Welcome to this beautiful MOVE IN READY 3-bedroom, 2-bath home, where modern upgrades and inviting outdoor living come together. Inside, you'll find stylish new flooring throughout, a completely renovated kitchen featuring stainless appliances and new finishes. Updated bathrooms with modern fixtures that create a fresh, move-in-ready space. Step outside to discover a truly spectacular backyard oasis. Lush landscaping, newly installed limestone rock pathways, and thoughtfully designed shaded seating area provide the perfect setting for relaxing, entertaining, or enjoying the outdoors. Located in a desirable neighborhood, residents enjoy access to a private boat launch, making it easy to spend days boating, fishing, or exploring the reservoir. This exceptional home offers the perfect combination of comfort, style, and outdoor recreation. Call your favorite realtor today!

419 Trace View Road, Madison

$264,500

3 Beds ⋅ 2 Baths ⋅ 19 DOM ⋅ ACTIVE Status

DO YOU LIKE SOMETHING SLIGHTLY DIFFERENT IN ARCHITECTURAL STYLE? Check out this house! The ONLY plan like it! Plus, it is move-in ready! Home inspection done and repairs made! Everything up to code and freshly painted on the inside. This house has a large backyard, but if you want a smaller one, use landscaping to create the size you want. The primary bedroom is oversized with a walk-in closet. A private screened-in porch has been added to the family room.

1116 Benbrook Drive, Madison

$264,900

3 Beds ⋅ 2 Baths ⋅ 74 DOM ⋅ ACTIVE Status

Welcome home to this spacious gem in the heart of Madison. Featuring a charming front porch and a thoughtfully designed layout, this home offers a large den, formal dining room, and an eat-in kitchen complete with a bonus wet bar—perfect for entertaining. The first-floor primary suite includes two closets and a private bath for added comfort and convenience. Upstairs, you'll find an open bonus room, two generously sized bedrooms, and a full bath, providing plenty of space for family, guests, or a home office. Step outside to enjoy the wooden deck overlooking the backyard, ideal for relaxing or hosting gatherings. Conveniently located near shopping, dining, and Interstate 55, this home combines space, comfort, and location. Don't miss this opportunity!

110 Bayleaf Lane, Madison

$264,900

3 Beds ⋅ 2 Baths ⋅ 3 DOM ⋅ ACTIVE Status

Welcome to this inviting 3-bedroom, 2-bathroom home located in the desirable Hunters Pointe neighborhood. This property features an open floor plan that creates a seamless and comfortable flow throughout the main living spaces. The heart of the home is the welcoming living room, which is highlighted by a cozy fireplace. Overlooking the living area, the kitchen is efficiently designed with granite countertops and modern stainless-steel appliances. Step outside to enjoy the privacy of a fully fenced-in backyard, perfectly situated on a quiet cul-de-sac lot that offers excellent space for outdoor relaxation. Situated in a prime location, this home provides outstanding convenience with close proximity to local schools, everyday shopping essentials, and neighborhood parks. Schedule your private showing today!

816 Strawberry Pointe, Madison

$265,000

3 Beds ⋅ 2 Baths ⋅ 83 DOM ⋅ ACTIVE Status

This charming 3-bedroom, 2-bathroom home in the heart of Madison offers a spacious and functional layout with a split plan for added privacy. The large laundry room is perfect for all your storage needs and makes household chores a breeze. You'll appreciate the extra parking pad, ideal for guests or additional vehicles. Situated on a desirable corner lot in a great neighborhood, this home is just minutes away from everything you need, including shopping, dining, and schools. Don't miss out on the opportunity to make this one yours! Call your Agent today for a showing!

201 Planters Cove, Madison

$265,000

3 Beds ⋅ 2 Baths ⋅ 54 DOM ⋅ ACTIVE Status

Wonderful location in the heart of Madison, convenient to shopping, dining ,the excellent madison county schools, and everything the city has to offer! Situated on a desirable corner lot, this home is currently undergoing an extensive interior renovation and is expected to be completed in approximately 60 days. Upon completion, the home will offer approximately 1,900 square feet of total living space, broken down as such; approximately 1,500 square feet in the main house plus an additional approximately 400 square feet of enclosed garage space that provides valuable extra living area that can be additional sleeping quarters, large gameroom, large playroom, office/study, this room can serve multiple purposes and be whatever you need it to be! The main home features 3 bedrooms and 2 full baths with vaulted ceilings and an open-concept layout. Planned finishes include luxury vinyl tile flooring throughout, fresh interior paint, an electric fireplace, white granite countertops with beautiful gray movement, a separate pantry, bar seating, and an electric range located in the kitchen island.The renovation includes substantial improvements making the interior literally new construction, including a new HVAC system with all new ductwork, new 50-gallon water heater, new PEX plumbing system with replacement of all plumbing lines, all new electrical wiring, new canned lighting, Cat-6 wiring run to all TV locations and pulled to a central junction box, windows and doors replaced throughout. Most of the roof is new, and the remaining portion is less than four years old. Outside, you'll enjoy an inviting front porch, covered back porch, a two-car garage, and remember that additional enclosed garage space that offers flexibility for a second living area, office, playroom, hobby room, or workout space. A rare opportunity to purchase a home in a prime Madison location that is being thoughtfully transformed with major system upgrades and high-quality finishes throughout. Buy now and enjoy the benefits of an extensively renovated home without the price tag of new construction!

519 Hunters Creek Circle, Madison

$272,000

3 Beds ⋅ 2 Baths ⋅ 54 DOM ⋅ ACTIVE Status

Welcome home to this beautifully maintained 3 bedroom, 2 bath residence located in the desirable North Ridge subdivision. This inviting home offers a spacious and functional floor plan designed for comfortable living and entertaining. The bright living area flows seamlessly into the dining and kitchen spaces, creating the perfect setting for family gatherings and everyday living. The master suite features a private bath and generous closet space.

456 Treles Drive, Madison

$274,900

3 Beds ⋅ 2 Baths ⋅ 7 DOM ⋅ ACTIVE Status

Come and see this move-in ready 3-bedroom, 2-bathroom home in the desirable Highland Ridge neighborhood. This home features a classic traditional floor plan that provides well-defined living spaces, including an inviting living room anchored by a cozy fireplace. The kitchen is beautifully updated, boasting elegant granite countertops and sleek stainless-steel appliances, making it a highly functional and stylish space for cooking. The primary suite offers a comfortable private retreat, complete with a large walk-in closet and an attached primary bathroom featuring a convenient double-sink vanity. Step outside to enjoy the fully fenced-in backyard, providing an excellent, secure space for outdoor relaxation. Schedule your private showing today!

550 Spring Hill Drive, Madison

$282,500

3 Beds ⋅ 2 Baths ⋅ 37 DOM ⋅ ACTIVE Status

Beautifully updated 3 bedroom-2 bath home offers modern finishes, stylish design, and exceptional functionality throughout. Located in highly desirable area, you'll love the convenience. Features an open and inviting layout and thoughtful upgrades from top to bottom. Perfect combination of comfort, quality and value.

212 Hawthorne Drive, Madison

$284,900

4 Beds ⋅ 2 Baths ⋅ 4 DOM ⋅ ACTIVE Status

Welcome to this inviting four-bedroom, two-bathroom home located in the desirable Chelsea Crest neighborhood. This Northwest-facing home features an open floorplan with beautiful vinyl laminate flooring that creates a seamless flow throughout the main living areas. The living room serves as a comfortable focal point, highlighted by a cozy fireplace. It overlooks the thoughtfully updated kitchen, which is equipped with sleek solid surface countertops and modern stainless steel appliances. The primary bedroom features an en-suite bathroom complete with a convenient double sink vanity. Step outside to enjoy a private, fully fenced-in backyard that offers a great space for outdoor relaxation. Situated in the established Cobblestone area, this home offers quick and convenient access to local shopping, dining, neighborhood parks, and all the amenities that Madison has to offer. Schedule your private showing today!

326 Crestview Drive, Madison

$285,000

3 Beds ⋅ 2 Baths ⋅ 123 DOM ⋅ ACTIVE Status

Located in the heart of Madison, this beautiful home features a classic formal layout with a welcoming foyer, elegant dining room, and a spacious great room highlighted by a wood-burning fireplace and vaulted, beamed ceilings. The updated kitchen offers granite countertops and abundant cabinetry, perfect for both everyday living and entertaining. Stunning new hardwood flooring runs throughout the home. The owner's suite is generously sized and includes a tastefully updated bath. Step outside to enjoy a covered porch just off the kitchen--ideal for relaxing or hosting guests--overlooking a large, fully fenced backyard. With a newer roof (2023) and a prime location just minutes from everything Madison has to offer, this home is truly a gem in Hunter's Pointe! (some pictures have been virtually staged) While not the Listing Agent, one of the Agents in the Brokerage is a family member of the Seller.

606 Honeysuckle Drive, Madison

$286,000

3 Beds ⋅ 2 Baths ⋅ 134 DOM ⋅ ACTIVE Status

ON THE WATER in Chelsea Isle in Cobblestone. This 3 bedroom, 2 bath house is conveniently located off of 51 in Madison. You walk in to a foyer and a large living area with a fireplace. Off of that space is the dining room with outside access and near the kitchen. Cabinets were added to the kitchen space for more counter space and storage. The laundry is just off the kitchen before you get to the 2 car enclosed garage. Down the hallway are the bedrooms and bathrooms. Two large guest bedrooms have hallway access to a large guest bathroom. The large primary bedroom has its own bathroom and large closet. Off the dining room area is a screened in porch that looks out on your large yard that is on the water! Call your favorite Realtor and come see how great this one is in person!

490 Brookstone Drive, Madison

$288,000

4 Beds ⋅ 2 Baths ⋅ 395 DOM ⋅ ACTIVE Status

Welcome to your own slice of serenity in Madison County. Tucked away on 2.5 acres, this charming home offers a peaceful setting with the convenience of nearby city access. Surrounded by nature and set in a quiet, established area, you'll love the balance of space, comfort, and location. Whether you're dreaming of wide-open skies, room to roam, or simply a slower pace of life with all the benefits of being close to major interstates, this property is the perfect fit. With its generous land, inviting layout, and easy access to top Madison County amenities, this is a place to plant roots, grow, and make lasting memories.

155 Sonnys Road, Madison

$289,000

4 Beds ⋅ 2 Baths ⋅ 95 DOM ⋅ ACTIVE Status

Location, Location,Location! This beautiful 4-bedroom, 2-bath home offers the perfect blend of comfort and convenience in the highly sought -after Madison School District. Featuring no carpet throughout, you'll love the clean look of hardwood and tile flooring in every room. Enjoy a spacious family room with a stunning stone fireplace, perfect for relaxing or entertaining. The open layout flows into a generous dining area, creating an ideal space for gatherings. The home is filled with bright, airy colors that give it a fresh, welcoming feel. The primary suite is a true retreat with a trey ceiling and plenty of space to unwind. Additional features include a 2-car garage and a prime location just minutes from shopping, dining, and everything Madison has to offer.

135 Stratford Drive, Madison

$289,900

3 Beds ⋅ 2 Baths ⋅ 87 DOM ⋅ ACTIVE Status

Come see this move-in-ready 3 bed, 2 bath home in the Germantown zone in Madison County Schools. This house is comfortable, welcoming, and ready for you to make it your home. Do not miss this move-in ready home!

128 Seville Way, Madison

$295,000

3 Beds ⋅ 2 Baths ⋅ 40 DOM ⋅ ACTIVE Status

Whether you're a first-time homebuyer, downsizing, or looking for a great investment opportunity, 220 Cobblestone Drive is a wonderful place to call home. Welcome to 220 Cobblestone Drive, a charming home nestled in the heart of Madison! This well-maintained 3-bedroom, 2-bath residence offers a spacious and inviting layout designed for comfortable everyday living. The family room features soaring ceilings, abundant natural light, and a cozy fireplace that creates the perfect gathering space for family and friends. The kitchen and dining area provide plenty of room for entertaining, while the split-bedroom floor plan offers privacy and functionality. The primary suite serves as a relaxing retreat with an en-suite bath and generous closet space as well as a private entrance to the backyard. Step outside to enjoy the fenced backyard, ideal for pets, play, gardening, or simply relaxing after a long day. The two-car garage provides ample storage and convenience. Located in the established Cobblestone neighborhood, this home offers quick access to shopping, dining, parks, and all that Madison has to offer. Schedule your private showing today!

220 Cobblestone Drive, Madison

$297,900

5 Beds ⋅ 4 Baths ⋅ 129 DOM ⋅ ACTIVE Status

WATERFRONT! Welcome to this beautifully updated and exceptionally spacious five,3.5-bath WATERFRONT home offering 3,373 square feet of thoughtfully designed living space. Perfectly situated in the highly sought-after Madison School District and zoned for Madison Avenue Elementary School, Madison Middle School, and Madison Central High school, this property combines location, luxury, and long-term value. Completely remodeled in 2025, the home features brand-new appliances and durable waterproof wood flooring, offering both style and practicality. The cozy family room is anchored by a charming fireplace, creating the perfect setting for relaxing evenings. A bright dinning nook overlooks the tranquil lake, providing picturesque views with every meal. Designed for convenience, the extra-large laundry room offers abundant storage and workspace. The home's elegant finishes and thoughtful upgrades make this home appealing in numerous ways. Step outside to your private waterfront retreat, complete with greenhouse facing the lake and vast backyard ready for planting, entertaining, or creating your own nature-filled oasis. Whether you're searching for a forever home or you're investor seeking an upgraded, income-ready property with strong appreciation potential, this exceptional residence is prepared to bring your vision to life. *Some photos have been virtually staged*

329 Arapaho Lane, Madison

$299,000

3 Beds ⋅ 2 Baths ⋅ 11 DOM ⋅ ACTIVE Status

Welcome home to this beautifully maintained 3-bedroom, 2-bath home offering 1,533 square feet of comfortable living space! Tucked away in a quiet cul-de-sac, this home features a bright open-concept floor plan that's perfect for both everyday living and entertaining. The spacious living, dining, and kitchen areas flow seamlessly together, creating a warm and inviting atmosphere. The split-bedroom layout provides privacy, while the generously sized primary suite offers a relaxing retreat. Step outside to enjoy the large, fully usable backyard—ideal for kids, pets, gardening, or hosting family and friends. With its well-kept condition, desirable location, and move-in-ready appeal, this home is ready for its next owners. Located in the desirable Ashbrook neighborhood, residents enjoy a welcoming community atmosphere with amenities such as a neighborhood pool, playground, walking paths, and beautifully maintained common areas. Conveniently located near shopping, dining, and top-rated schools, Ashbrook offers both comfort and convenience for everyday living. Don't miss your opportunity to own this charming home in a peaceful cul-de-sac setting!

106 Avery Court, Madison

$299,900

3 Beds ⋅ 3 Baths ⋅ 66 DOM ⋅ ACTIVE Status

Welcome home to this beautiful home located in Northbay. This 3 bedroom 2 and a half bath in Madison Central/ Madison Avenue school district has been completing remodeled. This home features new quartz countertops throughout, updated flooring, plumbing fixtures, appliances and more for it's new owner. Northbay offers one of the few accesses via water to the Reservoir in Madison Co. As you approach the southern style front porch and enter the home, you will notice the new floors along with view of the kitchen. The master suite is located along the right side of the home. It's a cozy atmosphere with it's own fireplace. The master bath has a tiled shower as well as his and hers closets. Both guest bedrooms are split with a jack and jill bathroom. The kitchen offers a walk in pantry. Now on to my favorite part of the house, the screened in back patio and huge multi-level back deck. This is the perfect place to wind down on those long days. Northbay offers some of the best of Madison, but this house will be the icing on the cake.

25 Moss Woods Cove, Madison

$303,000

4 Beds ⋅ 3 Baths ⋅ 33 DOM ⋅ ACTIVE Status

This one is a slam dunk! Ideally located just 0.2 miles from Strawberry Park, you'll enjoy easy access to a scenic walking trail, a picturesque pond filled with ducks, and a wonderful playground for children. Even better, MRA is within walking and biking distance, making school drop-offs a thing of the past. This charming one-story ranch-style home offers just under 1,900 square feet with a flexible floor plan featuring either 4 bedrooms and 3 full bathrooms, or 3 bedrooms with an additional den or bonus living space. The updated kitchen boasts solid-surface countertops, abundant storage, and a cozy banquet dining area perfect for everyday meals and gatherings. The bathrooms have been tastefully renovated with attractive countertops, updated fixtures, and beautiful tongue-and-groove wood ceilings that add warmth and character. Outside, you'll find a fantastic private backyard, mature landscaping, and gorgeous hostas lining the front entrance. With its unbeatable location, functional layout, and extensive updates, this home checks all the boxes and is sure to attract immediate attention. Don't wait—homes like this rarely stay on the market for long!

215 Sheryl Drive, Madison

$304,900

3 Beds ⋅ 2 Baths ⋅ 199 DOM ⋅ ACTIVE Status

BACK ON MARKET due to Buyer not getting loan! Good news for new Buyer all repairs made and home has a new water heater! Newly renovated and move-in ready home in Lake Caroline! This 3 bedroom, 2 bath split plan offers an open, comfortable layout with a cozy fireplace anchoring the living area. The primary suite is privately located, with the additional bedrooms on the opposite side, perfect for a true split plan. Step outside to enjoy a fenced backyard that's great for pets, play, or relaxing evenings at home.

122 Prescott Ridge, Madison

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