Chester Twp Homes under $400,000

Welcome to Chester Township, Ohio—a charming community that perfectly blends suburban tranquility with a vibrant lifestyle. Nestled in the heart of Geauga County, Chester Township offers residents a picturesque setting characterized by lush landscapes, serene parks, and a strong sense of community. This delightful township is renowned for its excellent school system, making it a perfect place for families looking to settle down.

One of the most appealing aspects of Chester Township is its diverse housing market, particularly for those seeking homes under $400,000. Here, you can find a variety of properties that cater to different tastes and lifestyles. From cozy single-family homes to spacious townhouses, the options are plentiful, allowing you to find the perfect fit for your needs. Many of these homes boast modern amenities, charming architectural details, and ample outdoor space—ideal for entertaining or enjoying peaceful evenings under the stars.

Chester Township is also a hub for outdoor enthusiasts. With numerous parks and recreational facilities, residents can enjoy hiking, biking, and picnicking in the great outdoors. The township's commitment to preserving green spaces ensures that nature is always just a stone's throw away.

With its welcoming atmosphere, excellent schools, and affordable housing options, Chester Township is not just a place to live; it’s a place to thrive. Whether you’re a first-time homebuyer or looking to downsize, this vibrant community has something for everyone. Discover your dream home in Chester Township today, and experience the charm and warmth of this wonderful Ohio community!

Newest Chester Twp Homes under $400,000

$300,000

3 Beds ⋅ 2 Baths ⋅ 5250581 MLS

This home can speak for itself. County setting on one acre, 3 bedrooms, 2 full baths, large family room plus a living room, kitchen and dining area. This home is ready for new owners to pick up where the original family left off. The appliances all remain. The unfinished basement offers lot of storage or possibilities. The home was custom built by Hann Heritage Homes. The additional 24x32 block building comes complete with a large air compressor, wood burning stove, 220 electric and fully insulated ceiling. Here's an opportunity for a nice property in Northwestern Schools, midway between Ashland & Wooster, Cleveland & Columbus.

10757 Hiner Road, Wooster

$399,000

5 Beds ⋅ 3 Baths ⋅ 5249867 MLS

Set on a wooded lot with its own pond, this substantial conventional-style home offers 3,002 square feet of possibility and personality. Five bedrooms and two and one-half bathrooms provide room to spread out, while a two-car garage adds everyday convenience. Storage is a true standout here. Four bedrooms feature huge walk-in closets, and another generous walk-in closet is positioned in the hall between the living room and family room. Whether your wardrobe is extensive or your hobbies have hobbies, there is space to keep life organized. The kitchen showcases warm walnut cabinetry, bringing natural character to the heart of the home. In the dining room, a cherry built-in adds craftsmanship and useful display space. Separate living and family rooms create flexibility for entertaining, quiet evenings, or a dedicated work zone. Outdoors, mature trees create a peaceful backdrop, and the pond lends a scenic focal point through the changing seasons. A workshop outbuilding offers valuable room for projects, equipment, creative pursuits, or serious tinkering without taking over the garage.With good bones and abundant square footage, this property is ready for a buyer to shape it around personal style and future plans. The opportunity is spacious, distinctive, and full of potential. Here, generous space, practical storage, and natural scenery come together beautifully. Bring your ideas and imagine what comes next—schedule a private showing and see the possibilities firsthand.

12061 Heath Road, Chesterland

$315,000

3 Beds ⋅ 2 Baths ⋅ 5242422 MLS

Bring your vision and TLC to this one-story home nestled in a beautiful natural setting. Inspired by the timeless principles of Frank Lloyd Wright, the home brings the outdoors in with abundant windows, natural materials, and wood milled right from the property. The heart of the home is the dramatic two-story family room, surrounded by windows with transoms that showcase the beauty of nature. A loft overlooks the family room, adding flexible space for an office, reading area, or additional living space. The thoughtfully designed floor plan offers one-story living, with all three bedrooms located on one side of the home for added privacy. The primary bedroom features its own full bath and convenient access to the laundry room. For those dreaming of owning a horse, this property offers exciting possibilities with an existing barn, paddock, and pasture. Whether you're looking for a peaceful retreat, a property with equestrian potential, or a home you can make uniquely your own, this property is ready for your vision. Located in the sought-after West Geauga School District, this is an opportunity to create something truly special in a setting where nature takes center stage.

9657 Kim Drive, Chesterland

$379,000

3 Beds ⋅ 2 Baths ⋅ 5244624 MLS

Your own private pond on more than four wooded acres in Chester Township, with West Geauga Schools and an address that puts everything within easy reach. The setting alone would be enough, but the inside has already been updated top to bottom. The kitchen is the centerpiece. Quartz countertops and custom Amish-built soft-close cabinetry set the tone, including a pair of pull-out pantries that put everything within reach. A generous L-shaped island anchors the room with built-in bench seating, and matching Samsung stainless appliances, an oversized farmhouse sink, and a white subway tile backsplash finish the space. New LVP flooring runs throughout, and an oversized custom slider opens the room to the deck. Just beyond, the living room offers brand-new carpet and a large wood-burning fireplace and stove, the room you'll want all winter. A private office, first-floor laundry, and an updated full bath complete the main level. Upstairs are three oversized bedrooms with new flooring, one of them overlooking the pond, along with an updated full bath featuring a double vanity and a deep soaker tub. Fish it, skate it, walk it, or just watch it from the window. On four-plus acres in Chester, the possibilities are endless.

13419 Sperry Road, Chesterland

$289,900

3 Beds ⋅ 1 Baths ⋅ 5246391 MLS

Welcome to this completely updated Ranch home that has it all in the desirable Chesterland community! Thoughtful updates & an open floorplan make this move-in ready home an exceptional opportunity! Experience one floor living at its finest! Walk into the front door & you will notice how open this home is from the dining room into the bar area of the gorgeous kitchen and beyond to the family room! Entertaining is easy with this open floorplan! Family room offers a sliding door with inset blinds to the paver patio area with partially fenced rear yard! Updates include: New fence, garage door & front storm door (2026); vinyl siding, washer & dryer (2025); water softener (2022); complete house renovation 2021 that includes windows, doors, slider to patio, gorgeous kitchen remodel, bathroom gutted & remodeled, two electric panels, duct work, flooring, stainless steel kitchen appliances, laundry room, light fixtures, and added a gas heater in the family room. Outside the generous back yard features a spacious paver patio and storage shed as well as a garden area. The combination of open layout, thoughtful updates, and desireable location, make this home ready to welcome its next owners!

8264 Cedar Road, Chesterland

$365,000

5 Beds ⋅ 3 Baths ⋅ 5243801 MLS

Spacious Split-Level Home with Versatile Living Space! This generously sized split-level home offers a functional layout with multiple living areas. The large Living Room features vaulted ceilings that create an open, airy feel, while the vaulted Dining Room provides an inviting space for everyday meals and special occasions. The large Eat-In Kitchen is designed for functionality, offering a practical layout for meal preparation, casual dining, and entertaining. The spacious bedrooms provide comfortable accommodations with room for furnishings, personal belongings, and individual needs. Three full baths add privacy and convenience for both household members and guests. The basement offers additional storage. The Family Room serves as a comfortable gathering space centered around a wood-burning fireplace, creating a warm setting for relaxing or entertaining. From the Family Room, step outside to the expansive concrete patio, which provides an excellent area for outdoor dining, gatherings, and enjoying the surrounding landscape. The tree-lined backyard offers a private setting with space to enjoy the outdoors, while the impressive two-story pole barn adds exceptional versatility. Whether you need room for vehicles, equipment, a workshop, hobbies, or additional storage, this outbuilding provides a range of possibilities. Also, additional cars can fit in the pole barn. With its spacious interior, functional floor plan, multiple living areas and private outdoor setting, this property offers the flexibility to accommodate a variety of lifestyles. Come see the space, functionality, and possibilities for yourself—schedule your private showing today and don't miss this opportunity!

9284 Mayfield Road, Chesterland

$334,900

4 Beds ⋅ 2 Baths ⋅ 5242133 MLS

Mid-Century Charm Meets Modern Living in Desirable Chesterland Welcome to this stunning 1965 residence, designed and built by well-known local developer and architect Frank Bagaria during the height of mid-century architectural style. Set on a generous 1.14-acre lot, this 4-bedroom, 2-bath home offers the space, character, and craftsmanship that's increasingly hard to find. Step inside to an open, airy layout anchored by a dramatic cathedral beam ceiling that immediately sets this home apart. A flexible main floor room offers the perfect space for formal dining or a comfortable living room — whichever suits your lifestyle. This level also includes a spacious 16 x 20 bedroom addition completed in 1986. The kitchen flows easily into the main living areas and opens directly to the upper patio and backyard, making indoor-outdoor entertaining effortless. Upstairs, you'll find three spacious bedrooms and a full bath, including one with private access to a deck. The lower level features a bright and welcoming family room warmed by a classic wood-burning fireplace, with a large sliding door leading out to the lower patio and backyard for easy indoor-outdoor living. Just a few steps down, a full bathroom adds everyday convenience. A partial basement offers additional storage or workshop potential, while a large front porch invites you to slow down and enjoy the neighborhood charm that Chesterland is known for.

13037 Stratford Trail, Chesterland

$324,900

3 Beds ⋅ 1 Baths ⋅ 5236901 MLS

Country living, acreage, and the character of a 1920s home come together in a beautiful rural setting. Situated on approximately 3.6 acres in the Northwestern Local School District, this property offers plenty of room to enjoy the outdoors, a spacious yard, and multiple outbuildings. Inside, you'll find the charm you'd expect from an older home along with updates that have been made over the years. The spacious eat-in kitchen features a large center island, providing plenty of room for gathering and entertaining. One of the highlights of the kitchen is the picturesque view of the surrounding property; a great reminder of the peaceful country setting just outside your door. The home does need some repairs and presents an opportunity for its next owner to make additional improvements and updates to suit their style. The front porch will need to be reconstructed or replaced; the property is being sold as-is. The real standout here is the setting. With approximately 3.6 acres, a large yard, outbuildings, and room to spread out, this property offers the space and rural atmosphere that can be difficult to find. Bring your ideas and vision and discover the potential of this charming country property!

3763 Bates Road, Wooster

$325,000

3 Beds ⋅ 2 Baths ⋅ 5234209 MLS

If you’ve been searching for a nicely maintained home with major mechanical updates on a serene setting of over 2.5 acres, look no further! Enjoy peace of mind with significant recent improvements, including a new roof (2022), replacement windows (approx. 2016), and a new exterior electrical box equipped with a whole-house surge protector (2026). Step inside to discover beautiful red oak wood flooring running through the kitchen, dining room, living room, and main-floor laundry room. The heart of the home is the thoughtfully designed kitchen, complete with rich custom maple cabinets, quartz countertops, and sleek stainless steel appliances. Designed for ultimate comfort and easy one-floor living, the main level features 3 spacious bedrooms, 2 full bathrooms, and convenient first-floor laundry. Need even more room to expand? The full unfinished basement offers endless opportunities to create additional living space, a home gym, workshop, or entertainment area tailored to your needs. Enjoy peaceful living with modern updates—schedule your private tour today!

10435 Cedar Road, Chesterland

$279,900

3 Beds ⋅ 2 Baths ⋅ 5232822 MLS

Bring your ideas and make this property your own! Situated on a scenic 1-acre lot in the desirable West Geauga Local School District, this 3-bedroom, 1.5-bath ranch is full of potential for buyers looking to renovate and build equity. The home offers the convenience of one-floor living with a practical layout and plenty of outdoor space to enjoy. While the interior may need some updates, the peaceful setting and sought-after location make this a fantastic opportunity for anyone looking to customize a home to their own style. Enjoy the privacy and room to roam that comes with a full acre, all while being conveniently located near shopping, parks, and major commuter routes. Bring your vision and unlock the potential this property has to offer! Don't miss your chance to transform this diamond in the rough into something special.

7415 Avon Lane, Chesterland

Start Your Search

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MLS Now and updated as of . Real estate listings held by brokerage firms other than Assured Real Estate are marked with the Internet Data Exchange logo and detailed information about them includes the name of the listing broker(s).
IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
All information provided is deemed reliable but is not guaranteed and should be independently verified. © 2026 MLS Now. All Rights Reserved.