Chester Real Estate

Welcome to Chester, a picturesque city steeped in history and charm, nestled in the heart of Cheshire, England. Known for its well-preserved medieval architecture and vibrant cultural scene, Chester is a delightful blend of old-world charm and modern living. With its iconic Roman walls, stunning cathedral, and the enchanting River Dee, this region offers a unique backdrop for both residents and visitors alike.

Chester boasts a rich historical tapestry, dating back to Roman times when it was a vital military base. Today, you can stroll through the city and explore its cobbled streets, where each corner reveals a new story. The famous Rows, unique two-tiered shopping galleries, provide a delightful shopping experience, featuring a mix of independent boutiques and well-known brands.

For those who appreciate the outdoors, Chester is surrounded by beautiful countryside, including the scenic Chester Meadows and the picturesque Delamere Forest, perfect for walks, cycling, and family outings. The city also hosts a variety of events throughout the year, from the vibrant Chester Racecourse to the beloved Christmas market, ensuring there's always something happening.

Families will find Chester an ideal place to settle down, thanks to its excellent schools, friendly community, and a range of amenities. With easy access to major transport links, including the M56 and M6 motorways, as well as a direct train service to Manchester and Liverpool, Chester combines the tranquility of city life with the convenience of urban accessibility.

In Chester, you'll find not just a place to live, but a vibrant lifestyle filled with history, culture, and community spirit. Come and discover what makes Chester a truly special place to call home!

Newest Listings in Chester

$349,900

3 Beds ⋅ 2 Baths ⋅ 5222187 MLS

Details to follow tonight!

50 Hillcrest Manor Drive, Chester

$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

$99,000

5222176 MLS

Ready for a homesteading opportunity with an awesome view? This gorgeous hillside property offers approximately 5.74 acres, multiple potential building areas, and an incredible combination of open land, mature woods, privacy, and convenience. Whether you are searching for a peaceful retreat with beautiful river-valley views or dreaming of creating a more self-sufficient homestead, this versatile property has so much to offer. Broad areas of open, usable lawn provide plenty of room for gardens, pets, play equipment, outdoor recreation, and a variety of homesteading activities. The cleared portions of the property are surrounded by mature trees and wooded acreage, creating a private, peaceful atmosphere with natural shade, wildlife habitat, and potential recreational or hunting opportunities, subject to local regulations. The elevated setting overlooks the surrounding hills and river valley, with glimpses of the river and nearby community visible through the trees. Enjoy the feeling of a private, remote getaway while remaining within the city near homes, businesses, the riverfront area, and everyday amenities. Multiple potential building areas offer exciting possibilities for a dream home, cabin, private retreat, or homestead. A small storage shed is already situated on the property, and the generous open grounds provide ample space to enjoy the outdoors while the wooded surroundings create a beautiful natural backdrop. With its blend of cleared land, mature woods, scenic views, privacy, and convenient access to town, this property presents a rare opportunity to enjoy a peaceful country-setting without feeling far removed from the community. Build your dream home, establish a secluded retreat, plant expansive gardens, or create the homestead lifestyle you have always imagined! Property boundaries, acreage, access, utility availability, zoning, building suitability, and permitted property uses should be independently verified by the buyer.

000 Indiana, First street Extension Road, Chester

$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

$229,000

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

$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

$249,000

5195485 MLS

Well maintained Professional Office building located downtown Chester with excellent accessibility. The property features replacement windows, updated gas furnace and central air on the first floor, all new electric (1st floor) ensuring comfort and energy efficiency throughout. The first floor offers functional and welcoming layout, including a reception/waiting area, 2 secretary offices, and a dedicated file room or more office space. Perfect for a variety of professional uses. Property sits on a level lot and easy entry. A 2-car detached garage provided added convenience and storage. Above the 1st floor office space is an unfinished second floor apt. offering great potential for additional income. the 2nd floor has boiler heat, no central air, 2 separate entrances, and updated windows. Call to view

448 Carolina Ave, Chester

$41,500

1 Beds ⋅ 1 Baths ⋅ 5192439 MLS

Whether you are looking for an easily maintainable rental to add to your portfolio, or you are in search of the right home to call your own, don't pass up this property! This home is located at the edge of city limits, within easy walking distance to all local shops and restaurants. This property has one bedroom with a bonus room that could easily become a second bedroom, a nursery, or even an office space. It also offers a charming eat-in kitchen, main floor laundry, and a cozy living room. Call today to book your tour!

603 Utah Lane, Chester

$15,000

5178082 MLS

2 plus acres of wooded land off of Middle Run, inside City Limits.

TBD Middle Run Road, Chester

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