Chester Homes for Sale

Chester Homes for Sale

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Chester and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

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Newest Chester Homes for Sale

$750,000
4 Beds 5 Baths 5225746 MLS
Nestled on a beautifully landscaped 1.74-acre cul-de-sac lot in desirable Chesterland, this brick Transitional Colonial offers timeless style, thoughtful updates, and exceptional privacy. Set back from the road and surrounded by mature trees, the property provides a peaceful setting while remaining close to everyday conveniences. Inside, a spacious floor plan features a dramatic step-down great room with soaring ceilings, a fireplace, custom built-in cabinetry, and beautiful backyard views. The eat-in kitchen is the heart of the home with freshly painted cabinetry (2026), new flooring (2026), a bayed dining area, and adjoining workspace. Granite flooring throughout the main level (2021), formal living and dining rooms, a private first-floor den/office, first-floor laundry with new cabinetry (2023), and two half baths complete the main level. The first-floor primary suite includes a private bath and walk-in closet updated in 2022. Upstairs are three generously sized bedrooms, including one with an updated ensuite bath (2020), a renovated hall bath (2022), hardwood flooring throughout (2022), and a versatile loft ideal as a media room, playroom, or additional living space. Relax or entertain on the expansive rear deck overlooking the private wooded backyard. The 1.74-acre property also features a storage shed, invisible pet fence, and plenty of space to enjoy the outdoors. Additional updates include a new well pump (2025), hot water tank (2026), well pressure tank (2019), leaf gutter guards (2021), generator line, and an attached three-car garage. Combining space, quality, and a highly desirable cul-de-sac location, this is a wonderful opportunity to call Chesterland home.

12145 Reserve Lane, Chesterland

$139,900
3 Beds 2 Baths 5222938 MLS
Divorce your landlord, lawnmower, and big yard headaches! This beautifully remodeled classic home sits on a charming, flat corner lot in the heart of downtown Chester, blending old-world character, modern updates, and easy low-maintenance living. The tiny yard is just enough for a hot tub, child’s pool, swing set, or smaller pets—without hours of mowing. Leave the lawnmower behind, grab a weed whacker, and enjoy walking to nearby stores, grocery options, drugstores, eateries, restaurants, and downtown conveniences. Step onto the welcoming covered front porch and into a beautiful old-world foyer filled with charm, featuring built-in bookshelves, display shelving, and seating—the perfect spot to take off your shoes, pause, or relax with a good book. Inside, fresh neutral paint, crisp white trim, updated flooring, and natural light from vinyl windows create a bright, clean, move-in-ready feel. The spacious living room flows into a flexible adjoining space that can serve as a formal dining room, sitting area, office, playroom, or be adapted as a first-floor bedroom for those seeking main-level living. A newly added full bath off this area adds convenience and function. The kitchen will make any home chef happy with plenty of counter space, new cabinetry, updated counters, modern fixtures, stainless appliances including refrigerator, stove, microwave, and dishwasher, plus white cabinets, black hardware, modern backsplash, & updated flooring. Upstairs are three spacious, newly remodeled bedrooms with fresh walls, neutral colors, updated flooring, and great natural light, along with a second updated full bath. Major improvements are already done, including a new metal roof, updated 200-amp electric, new central air, updated furnace, new flooring, fresh walls, newer windows, brand-new kitchen, and added second bathroom. If you are tired of rent, yard work, constant projects, and driving for errands, this downtown Chester home is ready for you!

416 5th Street, Chester

$329,900
3 Beds 2 Baths 5222178 MLS
Welcome home to this beautifully remodeled 3 bedroom, 2 bath brick ranch nestled in one of Chester's most desirable neighborhoods just above downtown. From the moment you step inside, you'll appreciate the quality updates, open and inviting atmosphere and thoughtful finishes throughout. The spacious living room is filled with natural light from its oversized windows, while the impressive 10-foot ceilings create an open, airy atmosphere rarely found in ranch homes. The stunning new kitchen features granite countertops, stainless steel appliances, and modern cabinetry, making it as functional as it is beautiful. Gorgeous oak flooring runs throughout the home, while both full bathrooms have been completely renovated with ceramic tile flooring, new fixtures, and stylish finishes. The primary bedroom offers the convenience of its own private bath, creating a comfortable retreat at the end of the day. Step outside to enjoy the large Trex deck overlooking a private wooded backdrop—perfect for relaxing, entertaining, or enjoying your morning coffee in peace. Additional features include all new lighting fixtures throughout, an irrigation system to keep the yard looking its best, a 1.5 car attached garage, and a full unfinished basement offering endless possibilities for storage, a workshop, or future living space. Move-in ready and packed with upgrades, this exceptional home combines modern comfort, quality craftsmanship, and a fantastic location. Don't miss your opportunity to own this beautifully updated home in a sought-after Chester neighborhood. Schedule your private showing today!

623 Bridgeview Avenue, Chester

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