Best Homes for Sale in Chestnut Hills Madison MS

3 Beds ⋅ 2 Baths ⋅ 60 DOM ⋅ ACTIVE Status

MADISON, MS — AN OPPORTUNITY YOU DON'T WANT TO MISS! 3 Bedrooms | 2 Bathrooms | 1,540 Sq. Ft. Why pay more for someone else's design choices when you can make a home your own? This well-loved Madison home offers an attractive price and the opportunity to add your personal style while enjoying the potential equity created by purchasing below its appraised value. Conveniently located near Strawberry Patch Park and Madison-Ridgeland Academy, the property features a spacious backyard and a specially built shed that has hosted years of family adventures and sleepovers. Whether you're a first-time buyer, looking to personalize your next home, or exploring an investment opportunity, this property is worth a look! Offered as-is and priced to sell. Schedule your showing today and discover the possibilities!

468 Longwood Trail, Madison

$220,000

3 Beds ⋅ 2 Baths ⋅ 2 DOM ⋅ ACTIVE Status

Welcome home to the heart of Madison in the Pecan Creek Subdivision! Situated on a corner lot, this charming 3-bedroom, 2-bathroom home offers inviting spaces inside and out. A covered front porch welcomes you into a living area featuring vaulted ceilings, exposed beams, and a brick fireplace. Natural light, neutral colors, wood-look flooring, and decorative wall detailing add warmth and character. The living room flows into the dining area, while the kitchen features white cabinetry and generous counter space for everyday cooking and entertaining. Step outside to a fenced-in backyard with room to relax, garden, or gather with guests. Conveniently located near restaurants, shopping, and I-55, this home makes everyday living easy. Schedule your private showing TODAY!!

468 Pine Ridge Drive, Madison

$225,000

3 Beds ⋅ 2 Baths ⋅ 144 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

$235,900

4 Beds ⋅ 2 Baths ⋅ 199 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

$245,000

3 Beds ⋅ 2 Baths ⋅ 9 DOM ⋅ ACTIVE Status

Looking for a move-in-ready home with modern updates, generous outdoor space, and plenty of room to entertain? This beautifully refreshed 3-bedroom, 2-bath home checks all the boxes! Nestled on a spacious, manicured lot in an established neighborhood with wide, tree-lined streets, this inviting home offers the perfect blend of comfort, charm, and functionality. Step inside through the welcoming entry foyer that flows into a spacious living room featuring a cozy fireplace, creating the perfect setting for relaxing or entertaining. Enjoy laminate wood flooring throughout the main living areas, foyer, kitchen, and bathrooms, with comfortable carpeting in the bedrooms. Fresh interior and exterior paint, updated bathroom countertops, and select updated lighting fixtures add a fresh, modern touch throughout. Love outdoor living and entertaining? You'll appreciate everything this property has to offer! The generously sized, fully fenced backyard features a wooden fence, patio, playground set, and storage shed, offering plenty of space for outdoor gatherings, recreation, or simply relaxing. The covered front porch provides another inviting spot to unwind and enjoy the neighborhood surroundings. Parking is a breeze with a two-car garage and extended driveway, providing plenty of room for additional vehicles and guests when hosting gatherings. With its thoughtful updates, spacious lot, inviting outdoor living areas, and desirable established neighborhood setting, this home is one you won't want to miss! Schedule your private showing today!

110 Eastwood Drive, Madison

$247,000

3 Beds ⋅ 2 Baths ⋅ 20 DOM ⋅ ACTIVE Status

Homes in excellent condition in this price range are a rarity in Madison. This solid house with its 6-year-old roof has NO history of foundation issues. The current owner has maintained it faithfully during his 22-year occupancy, even getting a home inspection so any repairs could be completed prior to listing. The exterior appeal of this charming home is matched on the inside with a high-ceilinged great room and octagonal dining room. The master suite has a walk-in closet and is separated from the other two bedrooms in this desirable split-plan layout. An outstanding feature of this home is the low utility bills; the owner was a long-time employee of a large power company and a master at minimizing electric bills. He installed a dual-fuel energy efficient HVAC system along with smaller heating and cooling appliances in different areas of the home to keep bills at an average of $125 per month. The seller also installed dual flush toilets in both bathrooms to save on water usage. The large backyard can be enjoyed from a private patio and has a privacy fence on three sides. The new owners will enjoy a variety of flowering and fragrant shrubs planted by the seller. Make your appointment to see this well-kept home today!

518 Huntington Drive, Madison

$247,900

3 Beds ⋅ 2 Baths ⋅ 9 DOM ⋅ ACTIVE Status

Very nice home and move in ready. 3 bedrooms and 2 baths. Nice size family room with a gas fireplace. New paint throughout and new vinyl plank flooring. Open plan. 2 year old architectural roof. New garage doors installed in 2026. Stainless dishwasher is 7 years old. Great big fenced backyard with patio for cooking out and entertaining. Home is located in a great area right off Madison Parkway and close to everything! Close to Interstate 55. Come see!

635 Live Oak Drive, Madison

$255,000

3 Beds ⋅ 2 Baths ⋅ 164 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

$256,000

3 Beds ⋅ 3 Baths ⋅ 22 DOM ⋅ ACTIVE Status

Great location for this 3 bedroom 2.5 bath home in a covenant protected neighborhood. This home is on a corner lot with the neighborhood pool directly across the street. Enter the home through the front courtyard. Family room with a fireplace, spacious dining area, kitchen with granite countertops and stainless steel appliances. There is a downstairs powder room as well as a laundry room. You will also find some good storage closets downstairs. The primary bedroom is upstairs with a balcony overlooking the front yard as well as the neighborhood pool. The primary bath features double vanities and there is a walk in closet. 2 other bedrooms are upstairs and share a hall bath. There is a fenced in side yard that's great for outdoor dining as well as a small backyard.

105 Armonde Court, Madison

$259,900

3 Beds ⋅ 2 Baths ⋅ 93 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

$259,900

3 Beds ⋅ 2 Baths ⋅ 5 DOM ⋅ ACTIVE Status

Come and check out this completely updated 3 bedroom, 2 full bathroom here in the Madison County school district! New roof, all new flooring throughout, fresh paint, amazing kitchen (with gorgeous Carrera white marble), a new appliance package, two car covered-attached parking, updated bathrooms, and a big yard to throw the football! Book your appointment now! Agent is the owner.

405 Brentwood Drive, Madison

$260,000

3 Beds ⋅ 2 Baths ⋅ 57 DOM ⋅ ACTIVE Status

Fantastic home in great neighborhood. Spacious back yard with a covered deck and storage building in the corner. Call today to see this 3/2 split plan. Professional Landscape lighting installed by the previous owner. There is a Formal Dining Room and Living Room combo. You also have a Breakfast Room/Kitchen combo. There is a separate Laundry Room with cabinets. The Master Bath has a separate shower and tub. Enjoy the peace and quiet at the end of the street in a cul-de-sac. NEW ROOF AUGUST 2026!

525 Chelsea Way, Madison

$264,000

3 Beds ⋅ 2 Baths ⋅ 44 DOM ⋅ ACTIVE Status

LOCATION, LOCATION, LOCATION! This beautifully updated 3-bedroom, 2-bath home is ideally located in the heart of Madison, offering convenience to shopping, dining, schools, and everything Madison has to offer. The spacious split floor plan provides privacy and an easy flow throughout the home, while the large den offers plenty of room for relaxing or entertaining. A separate dining room adds flexibility. The kitchen is well-equipped, with the refrigerator remaining with the home, and the washer and dryer are also included for added convenience. The roof was replaced a few years ago, and a stable foundation is a plus! Outside, enjoy a fully fenced backyard with plenty of space for outdoor entertaining. Move-in ready and perfectly located—this Madison home is one you won't want to miss!

432 Green Leaf Trail, Madison

$264,900

3 Beds ⋅ 2 Baths ⋅ 68 DOM ⋅ ACTIVE Status

Come and see this move-in ready three-bedroom, two-bathroom home in the welcoming Stonegate neighborhood! This home features a spacious floorplan that seamlessly connects the main living areas, making it perfect for both daily living and entertaining. The living room is anchored by a cozy fireplace, creating a comfortable and inviting atmosphere. The thoughtfully updated kitchen boasts durable countertops and modern stainless steel appliances. For your privacy, the primary bedroom includes a dedicated, attached primary bathroom. Step outside to enjoy a fully fenced-in backyard, providing an excellent space for outdoor activities and relaxation. Schedule your private showing today!

161 Stonegate Drive, Madison

$269,900

3 Beds ⋅ 2 Baths ⋅ 97 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

$274,900

3 Beds ⋅ 3 Baths ⋅ 44 DOM ⋅ ACTIVE Status

This 3-bedroom, 2.5-bathroom Two-Story home is perfectly situated in the Colonial Village neighborhood. The traditional floor plan provides a classic and functional layout, featuring an inviting living room centered around a cozy fireplace. Flowing into the kitchen, you will find durable granite countertops and sleek stainless-steel appliances. The primary bedroom is well-appointed with a large walk-in closet for ample storage. Step outside to enjoy a private, fully fenced-in backyard that offers a great space for outdoor entertaining and relaxation. Conveniently located near everyday local amenities and a great school district, this property provides excellent accessibility for a variety of lifestyles. Schedule your private showing today!

253 Heritage Drive, Madison

$279,000

3 Beds ⋅ 2 Baths ⋅ 10 DOM ⋅ ACTIVE Status

Priced to sell! This classic beauty offers a rare opportunity to create your ultimate modern dream home. Perfectly situated in the highly desirable Sandalwood neighborhood, you will enjoy a peaceful, tree-lined setting just minutes from everything the city has to offer. Step inside to find gorgeous wood and ceramic tile flooring. The fully equipped kitchen features solid granite countertops that make cooking a delight, while a convenient central vacuum system makes cleaning effortless. Flooded with natural light from windows in every room (including the laundry and bathrooms). Major recent updates include a one-year-old roof and a brand-new water heater. Relax on the charming front porch, or unwind in the spacious sunroom overlooking your private, fully fenced backyard.

150 Sumac Drive, Madison

$279,900

4 Beds ⋅ 2 Baths ⋅ 94 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! One or more photos in this listing have been virtually staged.

326 Crestview Drive, Madison

$279,900

3 Beds ⋅ 3 Baths ⋅ 78 DOM ⋅ ACTIVE Status

Welcome to 148 Devlin Springs Dr. This spacious 3-bedroom, 2-bath home has so much to offer! The kitchen features stainless steel appliances, butcher block countertops, and plenty of space for everyday living and entertaining. The primary bath is finished with beautiful quartz countertops, and vinyl plank and ceramic tile flooring run throughout the home for easy maintenance. Situated on a large corner lot, the property also features a fully fenced backyard with plenty of room to enjoy the outdoors. Located in the highly sought-after Mannsdale and Germantown School District, this home offers a great combination of space, style, and location. Don't miss this one! Call your REALTOR today!

148 Devlin Springs Drive, Madison

$279,900

3 Beds ⋅ 2 Baths ⋅ 23 DOM ⋅ ACTIVE Status

Discover a truly unique home just minutes outside of Madison The City! This property offers canal access to the Ross Barnett Reservoir, complete with a private boat slip, so you can be on the big water in minutes—right from your own backyard. Enjoy outdoor living with a 12'×16' covered patio off the kitchen, perfect for relaxing or entertaining. The backyard also features a 10'×20' enclosed shop plus a 13.6'×20' covered concrete patio, ideal for gatherings, hobbies, or cleaning the day's catch in the shade. Inside, you'll find a home full of character and potential, with all the needed appliances included and set on a spacious lot with mature trees and a peaceful water view. Located just minutes from everything Madison The City has to offer—shopping, dining, schools, and recreation—this property combines convenience with a rare waterfront lifestyle. Don't miss this opportunity—call your favorite Realtor today to schedule a private showing!

414 Old Rice Road, Madison

$282,000

3 Beds ⋅ 2 Baths ⋅ 130 DOM ⋅ ACTIVE Status

NEW CARPET and NEW PRICE! 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. Some photos in this listing have been enhanced with AI. Schedule your private showing today!

220 Cobblestone Drive, Madison

$284,900

3 Beds ⋅ 2 Baths ⋅ 11 DOM ⋅ ACTIVE Status

Welcome to Lake Caroline living at its finest! This inviting three bedroom two bath split-plan blends comfortable living with the charm of one of Madison's most sought-after lake communities. Step inside to an open, welcoming design where the dining room flows effortlessly into the spacious living room, highlighted by soaring ceilings, beautiful wood floors, and a cozy corner fireplace. The well-appointed kitchen offers a charming breakfast nook overlooking the privacy-fenced backyard, creating the perfect setting for morning coffee or relaxed evenings at home. Located in the coveted Germantown School Zone, this home offers an added advantage for qualified buyers with the opportunity for 100% USDA financing. Beyond your front door, enjoy the Lake Caroline lifestyle with community pools, a clubhouse, golf course, scenic walking trails, and an expansive 850-acre recreational lake. The newly opened McB's Lakeside restaurant is just moments away, adding even more appeal to this exceptional community. Your opportunity to enjoy the Lake Caroline lifestyle starts here! Call your trusted Realtor today to schedule your private showing.

128 Seville Way, Madison

$285,900

3 Beds ⋅ 2 Baths ⋅ 224 DOM ⋅ ACTIVE Status

ON THE WATER in Chelsea Isle in Cobblestone. This 3 bedroom, 2 bath house with a NEW ROOF is conveniently located off of 51 in Madison. You walk in to a foyer and a large living area with plantation shutters and a fireplace. Off of that space is the dining room with outside access and the kitchen right there. Cabinets were added to the kitchen for even more counter space and storage! The laundry is just past 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, linen closet and large closet. Off the dining room area is an extended patio 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

3 Beds ⋅ 2 Baths ⋅ 87 DOM ⋅ ACTIVE Status

Wonderful 3 bedroom 2 bath home in Madison. Formal dining, Large living area with gas fireplace, nice kitchen with lots of counter and cabinet space, eat-at bar, and eat-in kitchen space. Master is a good size with nice walk-in closet. Master bath has jetted tub and separate stand up shower, Secondary bedrooms are a good size with good closet space. nice fenced backyard with GREAT deck.

117 Devlin Springs Drive, Madison

$288,900

3 Beds ⋅ 2 Baths ⋅ 19 DOM ⋅ ACTIVE Status

EXCELLENT LOCATION!! Low-maintenance lifestyle perfect for main-level living. Enjoy a peaceful neighborhood setting within easy walking distance to Madison Landing, Old Trace Park, and the Yacht Club. Inside, an open floor plan connects the family room, dining area, and kitchen. The kitchen is well-equipped with granite countertops, updated appliances, and a breakfast bar. The entire home features no carpet for effortless upkeep, and the refrigerator, washer, and dryer all stay. Major updates include bathrooms, kitchen & flooring, a new roof (2019) and new HVAC system (2023). The private backyard requires minimal yard work. Relax on the covered deck with two ceiling fans, and a private fishing deck overlooking the creek. Current annual lease with Pearl River Valley for reservoir $1020.00.

151 Mallard Pointe Drive, Madison

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