Chester Homes for Sale

Welcome to Chester, a picturesque gem nestled in the heart of the charming countryside. Known for its rich history and vibrant community, Chester offers a unique blend of small-town charm and modern conveniences. With its stunning landscapes, historic architecture, and friendly neighborhoods, it’s no wonder that families and individuals alike are drawn to this enchanting locale.

Chester is renowned for its beautiful parks, scenic walking trails, and a bustling downtown area filled with delightful shops, cafes, and local eateries. The town is also home to a thriving arts scene, with various cultural events and festivals throughout the year, making it a lively place to both live and visit. Families will appreciate the highly-rated schools and a strong sense of community, ensuring that everyone feels right at home.

When it comes to homes for sale in Chester, there’s something for everyone. From charming historic houses that boast character and warmth to modern new constructions featuring the latest amenities, the real estate market here is as diverse as its residents. Many properties come with spacious yards, perfect for outdoor gatherings or simply enjoying the serene surroundings. Whether you’re seeking a cozy bungalow, a family-sized home, or a luxurious estate, Chester’s real estate options are sure to impress.

Embrace the opportunity to become a part of this wonderful community. Explore the homes for sale in Chester today, and discover the perfect place to create lasting memories in a town that truly feels like home.

Newest Chester Homes for Sale

$249,000

2 Beds ⋅ 1 Baths ⋅ 5239879 MLS

Stunning cape cod on a corner lot. This home features 2 bedrooms and bath upstairs, high ceilings, large living room, dining room (with original built-in cupboard) and kitchen on main level. DRY basement features laundry, and plenty of storage (was used as a quilting parlor). Newer mudroom off the kitchen leads to the back yard and HUGE garage/workshop. Garage is enormous, and features 3 bays, water, electric, insulated walls, mezzanine storage galore, its own half bath, plenty of lights and fans, and more outlets than you can shake a stick at. In addition there is a carport next to the garage for additional parking, or boat storage. Home features new metal roof, new siding, and newly remodeled inside. Don't blink on this one, or you will probably miss out.

300 Louisiana Avenue, Chester

$325,000

3 Beds ⋅ 2 Baths ⋅ 5222187 MLS

Get away from it all and enjoy greater freedom and self-sufficiency in this beautiful 3-bedroom, 2-bath country home situated on a little over four fairly level acres. Green lawns, mature trees, peaceful surroundings, and plenty of privacy create an ideal setting for a homestead, large garden, horse or two, or a closer connection to nature. Open acreage offers space for gardening, outdoor recreation, pets, play equipment, entertaining, and relaxing in the fresh country air. Grow fruits, vegetables, and herbs, preserve your harvest, or add fencing and pasture for small-scale homesteading. A functioning private well and septic system provide independence from public utilities. Recent improvements include a new roof in 2026, updated bathrooms, kitchen improvements, and updated flooring. Covered porches, decking, and fenced areas add comfort and convenience while leaving room for the next owner’s personal touches. The home, garage, shed, driveway, and work areas are conveniently arranged, with gravel access providing easy movement throughout the property. There is ample room for vehicles, tractors, lawn equipment, tools, recreational items, and workshop projects. The garage has 200 AMP service for serious work! A dedicated RV parking area with a separate electrical hookup provides convenient accommodations for visiting family and friends. Public water and gas are options for the new owners to tap in. Additional lots offer potential space for a barn, pasture, expanded gardens, or possibly another homesite. With more than four acres, useful outbuildings, private utilities and numerous updates, this versatile property offers the space and peaceful country lifestyle you have been searching for. Additional storage available in 50 ft cargo trailer. The property includes a private remote controlled bridge from Veterans Blvd to the home as well as from the home to the property between the home and Veterans blvd. The bridge was built around 5 years ago.

50 Hillcrest Manor Drive, Chester

$224,000

3 Beds ⋅ 2 Baths ⋅ 5222060 MLS

Beautifully Remodeled Home Near the River! Just steps from the river overlook, this charming and newly remodeled home offers the perfect blend of comfort, style, and convenience. Previously utilized as an executive rental, the property is now available for purchase and ready for its next owner. The second floor features 3 spacious bedrooms, a full bath, and a conveniently located laundry area. On the main level, you'll find a large living room, a formal dining room with a pass-through to the expansive kitchen, and an open, airy layout enhanced by abundant natural light streaming through numerous windows. A versatile bonus room and second full bath are located at the rear of the home, providing additional living space ideal for a family room, home office, or guest area. Outside, enjoy a large patio overlooking the fenced backyard, perfect for entertaining, gardening, or relaxing. The inviting covered front porch, complete with a porch swing, offers the perfect spot to unwind and enjoy the neighborhood atmosphere. With its modern updates, generous living spaces, and desirable location near the river, this move-in-ready home is one you won't want to miss!

128 Columbia, Chester

$184,000

2 Beds ⋅ 1 Baths ⋅ 5222065 MLS

Charming Victorian-Style Home with Stunning New Remodel! This beautifully renovated Victorian-style home blends timeless character with modern updates. The spacious eat-in kitchen flows seamlessly into the open-concept living and dining area, creating an inviting space for everyday living and entertaining. A stunning sunroom spans the front of the home, showcasing abundant natural light through large windows that flood the interior with sunshine. Step outside to enjoy the large covered rear porch overlooking the level backyard—perfect for relaxing or hosting family and friends. A one-car detached garage with alley access adds convenience and additional storage. Upstairs, you'll find two comfortable bedrooms, a full bath, and a conveniently located laundry area. The home's unique layout and open floor plan create a sense of space and charm that simply can't be fully captured in photographs. This is a property you truly need to experience in person to appreciate all it has to offer!

556 Louisiana Avenue, Chester

$107,000

3 Beds ⋅ 1 Baths ⋅ 5218729 MLS

Updated 3-bedroom, 1-bath two-story home situated on a level lot with numerous improvements already completed, including vinyl siding, replacement windows, roof, HVAC system, electrical updates, hot water tank, and a waterproofed basement with transferable warranty. The interior features an equipped kitchen with breakfast bar, formal dining room, and a spacious living room highlighted by a decorative fireplace. Step outside from the kitchen onto the spacious deck, perfect for entertaining family and friends. Additional amenities include a fenced yard, two-vehicle carport, storage shed, and plenty of outdoor space to enjoy. Conveniently located within walking distance of shopping, dining, schools, and other everyday amenities, this move-in-ready home offers both comfort and convenience.

529 Railroad Street, Chester

$249,900

3 Beds ⋅ 2 Baths ⋅ 5217740 MLS

This spacious 3BR, 2BA brick ranch is a timeless beauty with so much character and charm. As soon as you enter you will be impressed with the quality and space the home has to offer. The bright living room boasts tons of natural light from the large picture window flowing into the kitchen with white cabinetry and stainless appliances. Just off the kitchen is the first floor family room and access to the two car attached garage for easy one level living. Three nicely sized bedrooms with large closets and two full baths to give everyone the space they need. This home offers so much flexibility with main level and basement level laundry options. The full basement is ready for to be used to be finished for additional living space and loads of storage. Situated on an almost 1 acre lot in park like setting.

6291 Veterans Blvd, Chester

$114,900

3 Beds ⋅ 2 Baths ⋅ 5199628 MLS

Charming two-story home featuring three bedrooms and a spacious dining room, perfect for gatherings. The main floor boasts brand-new flooring and fresh paint throughout, creating a bright, move-in-ready feel. Enjoy the convenience of two remodeled full bathrooms-one on each floor-including a main-floor bath with a walk-in shower. A main-floor laundry area with storage and a folding counter adds everyday functionality. Situated on a quiet dead-end street, this property offers a flat yard and a fenced backyard-ideal for play and pets-complete with a storage shed for added convenience.

314 Adolphus Street, Chester

$84,900

3 Beds ⋅ 2 Baths ⋅ 5147391 MLS

Large 3 bedroom home with large fenced FLAT yard on main street through town. Large front porch to enjoy the parades and fireworks. Home sits towards rear of lot, so it has a huge front yard completely fenced with chain link. Parking on street or in alley. Family home that has seen lots of love and memories, now ready for you to add your personal touches and start making NEW memories. Conveniently located to restaurants and shopping. Per seller new roof 5 years ago, new furnace more recently.

122 Carolina Avenue, Chester

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