3,093 properties for sale in Chesterland

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Nestled on three wooded acres on a quiet street, this extraordinary estate combines refined sophistication with the warmth of a true family home. A circular drive framed by mature trees sets the tone, leading to a residence that offers privacy, elegance, and a lifestyle of effortless comfort. Step inside and you are greeted by a dramatic two-story foyer, where gleaming hardwood floors flow throughout the main level. French doors open to a home office, while the opposite side reveals a formal dining room designed for large celebrations. The heart of the home is the expansive gourmet kitchen, perfectly crafted for both daily living and grand entertaining. With two large islands, dual sinks, granite countertops, and a generous walk-in pantry, it is as functional as it is beautiful. The adjoining sun-filled dining area and vaulted sunroom open seamlessly to the patio, creating an easy flow for indoor-outdoor living. Gather in the grand living room, where a striking stone fireplace and cust

Welcome to 7161 Old Mill Road in Chesterland, where quiet country living meets effortless sophistication. Set behind iron gates along historic Old Mill Road, this 2.5-acre wooded retreat offers privacy while remaining close to everything the East Side has to offer, and being right on the border of Gates Mill. Rolling lawn, mature trees, and newly planted white pines create a peaceful and private setting. The front covered porch welcomes you with a natural designed water feature/pond that showcases a fountain in the warmer seasons. Inside the authentic rustic farm front door, the ranch has been thoughtfully refreshed with a warm, modern palette and elevated finishes. LVP flooring flows throughout, grounding the home in soft natural tones. The hearth room centers around a fireplace and large windows that frame the surrounding greenery, flowing seamlessly into the dining space and kitchen. Dark cabinetry, stainless appliances, and a one of a kind hammered stainless farmhouse sink add char

Architecturally striking, 4 bedroom, 3.5 bath, multi-level home sits on over 9 acres of private, wooded land with a layout that maximizes natural light & scenic views from every level, with expansive windows and multiple decks that create seamless indoor-outdoor living. The open-concept kitchen is the heart of the home with soaring vaulted ceilings with wood beams, sleek gray cabinetry, stainless steel appliances, large island with seating & extends into the dining area anchored by a striking exposed brick wall showcasing a woodburning fireplace, wet bar area & a set of sliders leading to spacious deck areas, making gathering & entertaining easy. The kitchen/dining area flows into the family room & features an additional fireplace & large windows that frame picturesque wooded views. The expansive primary suite is a true retreat featuring dramatic vaulted ceilings w/exposed beams, a wall of windows showcasing treetop views, brick faced fireplace & French doors that open to the ensuite b

Set amidst over 5 acres of breathtaking, manicured grounds, this exceptional estate offers exquisitely designed living space, where timeless elegance meets unmatched tranquility. The five-bedroom, four and a half bath residence with walk-out lower level is surrounded by picturesque scenery, and a gated turnaround driveway, creating a private retreat defined by beauty, serenity, and refined luxury. A charming one bedroom carriage house with a full bath and private patio provides an ideal guest residence, while six-car garage capacity offers both convenience and prestige. Resort-inspired outdoor living takes center stage with a stunning in-ground saltwater pool, elegant pool house, tranquil pond, fire pit, lush gardens, barn, shed, and impeccably curated landscaping that transforms every view into a work of art. A whole-home generator adds seamless peace of mind

Great home, Great location nestled in Geauga County! This one owner’s home is waiting for your magical decoration! The upstairs is complete with a master bedroom walk-in-closet & master bedroom, 3 additional bedrooms that share a full bath. The sprawling first floor has an eat-in-kitchen and a dining room that will be the center for entertainment, with a slider to step out onto the four-season room. The living room has plenty of space to spread out and relax. Did you see that there is a First-floor laundry room! The basement has endless possibilities for a recreation room, workshop, and possible office space or gym or second kitchen. The yard once had a full sand volleyball court with plenty of parking in the oversized driveway that leads into the 3-car garage! Do not forget about the small creek that winds its way through the back corner of the yard backyard. 2023: New Furnace & Hot Water Tanks, 2024: New Roof, 2025 New Driveway

Welcome to your own private escape in highly desirable Chesterland! Nestled on 5 breathtaking wooded acres with a picturesque pond and private walking trails throughout the property, this beautifully updated Cape Cod offers the perfect blend of privacy, charm, and modern comfort while remaining just minutes from shopping, dining, parks, and everyday conveniences. Located within the highly rated West Geauga School District, this one-of-a-kind property feels like your own personal sanctuary and metropark. Inside, you’ll immediately notice the warmth and character of the home with custom built-ins, modern updates, and two stunning wood-burning fireplaces with stone accents. The spacious living room flows into a formal dining room and sun-filled four-season room through French doors. Just beyond, a recently renovated Amish-built 400 square foot deck overlooks the wooded backyard and creates the perfect setting for entertaining or relaxing in nature. The owner’s suite addition features vaul

Welcome home to this Classic Mid Century Modern Ranch, where architectural design meets the natural beauty of Geauga County. Nestled on 2.88 acres of park-like splendor. This meticulously maintained and updated home offering a Great Room & Dining Combo featuring vaulted and beamed ceiling, a cozy wood burning fireplace and a wall of windows framing views of nature. The updated kitchen is a sleek culinary space where all appliances stay. The Three Season Room is a sun drenched addition offering extra living space & panoramic views. An expansive multi tiered deck overlooks the private yard, mature trees and pond, perfect for entertaining or relaxing, Three bedrooms total, with the 3rd bedroom currently utilized as a convenient first floor laundry room. The partially finished basement expands your living space, with a second cozy wood burning fireplace, a huge workshop area for hobbies or trades, an abundance of storage space and convenient walk up exterior access. The deep oversized 3 ca

A truly rare offering in the coveted Falcon Ridge community? 12420 Falcon Ridge Rd presents the first opportunity to own in this neighborhood in over five years. Set on 3 scenic acres, this 5-bedroom, 5-bathroom residence offers an exceptional blend of space, privacy, and versatility. Designed with functionality in mind, each bedroom is paired with a full bath, including three private ensuites. The home features updated hardwood flooring, a beautifully remodeled primary suite bathroom, and a well-appointed butler's pantry. The walkout lower level expands the living space with a full bar/kitchen area, ideal for entertaining. A standout feature is the bonus room above the garage, complete with a kitchenette and full bathroom, perfect for guests, extended living, or work-from-home flexibility. The property also includes a barn for additional storage or recreational use, along with retaining walls that enhance the outdoor setting. Opportunities like this in Falcon Ridge are extremely limit

Tucked away on a scenic, wooded setting in desirable Chesterland, this one-owner Amish built ranch offers the rare combination of privacy, space, and exceptional craftsmanship. Surrounded by mature trees, lush landscaping, and serene natural beauty, this custom-built 4-bedroom, 3 full bath home has been lovingly maintained throughout the years. Inside, you’ll find over 2,300 square feet of thoughtfully designed first-floor living featuring vaulted ceilings, expansive windows, and spacious rooms filled with natural light. The heart of the home is the large kitchen with abundant custom cabinetry, skylight, and open sight-lines to the dining area and impressive living room anchored by a stunning floor-to-ceiling stone wood-burning fireplace. The spacious living and dining areas showcase picturesque wooded views from nearly every angle, while sliding doors lead to the oversized deck and pergola overlooking the peaceful backyard setting. The generous primary suite offers private deck access

Welcome home to this inviting 4-bedroom, 2 full-bath property sitting on over 2.5 acres of picturesque land featuring a beautiful mix of open clearing and mature trees, offering the perfect blend of space, shade, and natural privacy with views of Fowlers Mill golf course across the street. Carefully maintained and tastefully updated, this home is truly move-in ready. Step inside to find new flooring throughout the bedrooms and hallways, while the living and dining rooms retain their classic charm. The kitchen has been refreshed with refaced cabinetry for a clean, updated look. Enjoy peace of mind with new siding 2021, new windows 2021, and a new roof installed in 2020 — the big-ticket items are already done. Outside, splash and unwind in your Kayak pool installed in 2021, perfect for summer gatherings, all set against the backdrop of your beautiful acreage. The perfect retreat from the hustle and bustle, yet close enough to shopping, dining, and everything the city has to offer. This i

Set on 5.5 beautifully landscaped acres in the heart of Chesterland, this meticulously cared-for colonial offers a rare combination of elegance, functionality, and space. Featuring 4 bedrooms and 2.5 baths, the home showcases beautifully restored hardwood floors throughout most of the living areas and three fireplaces that add warmth and character. The welcoming front foyer opens to the kitchen, dining room, and great room, ideal for both everyday living and entertaining. The great room features high ceilings, a stone surround with built-in grill, wood-burning fireplace, french doors and a wall of windows with stunning views of the backyard oasis and leads to a newly updated four-season sunroom with its own mini-split system. A convenient main floor laundry room and main floor primary suite enhance everyday convenience. The primary suite offers a walk-in closet and updated spa-like bath with a wet room and soaking tub. Upstairs, you’ll find additional bedrooms, updated full bath and a

Secluded 4 bedroom 3 ½ bath colonial located at the end of the cul-de-sac in sought after Chesterland that sits on 3.5 wooded acres. This home has over 3,300 sq ft and boasts a grand 27 x 16 eat in kitchen with granite counters, center island/breakfast bar with seating for 3, appliances that stay and a ton of cabinets that will meet all your kitchen storage needs, a very large pantry and then some and a spacious dining area with a bay window. A great kitchen for friends and family to gather. The large great room features a brick gas fireplace, crown molding and recessed can lighting, the dining room is big enough to accommodate a large table for those holiday dinners. There is a first floor bedroom and full bath with a walk-in shower that could potentially be an in-law suite or a first floor office. A first floor laundry room/mud room cabinets, utility sink and stall shower, another half bath and a 3 season room that complete the main floor. The second floor includes the HUGE master su

Move right in to this beautifully completely remodeled home set on nearly an acre in the heart of Chesterland! This turnkey property has been thoughtfully updated from top to bottom and is truly ready for immediate occupancy. Step inside to discover a brand-new kitchen featuring all-new cabinetry, quartz countertops, and a spacious layout with a comfortable eating area that opens seamlessly to the living room—perfect for everyday living and entertaining alike. The entire home showcases brand-new luxury vinyl plank (LVT) flooring and has been freshly painted throughout, offering a clean, modern feel. The home includes two bedrooms and a highly functional first-floor laundry room complete with an abundance of shelving and storage. Outside, enjoy the charm of a welcoming front porch, plus a backyard pergola ideal for relaxing or hosting guests. A detached garage adds convenience and additional storage. Don’t miss this opportunity to own a beautifully updated home with space, style, and co

Welcome to this fully renovated home offering modern updates, functional design, and plenty of space both inside and out. Situated on a generous 1.30 acre lot, this property provides the perfect blend of privacy and convenience with room to enjoy outdoor living. This home has undergone a complete rehab, featuring new siding, new windows, updated electrical, a new furnace, and a new garage floor, giving you peace of mind for years to come. Inside, you’ll find fresh paint, new flooring, and updated light fixtures throughout, creating a clean and modern feel from the moment you walk in. The remodeled kitchen is a standout, complete with brand new appliances, while the updated bathrooms offer stylish finishes and functionality. The main living area features vaulted ceilings and an open floor plan, making the space feel bright, airy, and perfect for both everyday living and entertaining. An accent wall in the living room adds a touch of character and design. Enjoy the ease of one-floor livi

This Chester Twp Hobby Farm has many possibilities for your 4H family and homestead! This Split level home has great living space with 4 Bedrooms, 2 Full Baths and newer LVT flooring throughout the main level. Spacious Living/Dining Room combination with wood burning brick fireplace & sliders to patio. Eat-in Kitchen with all appliances. 1st floor Master Bedroom w/full bath access. 3 additional bedrooms on 2nd floor all have original hardwood floors. 2nd floor laundry. 2+car attached garage. Electric & water to large Barn with lean-to, front fenced pasture, back outdoor riding arena. This home is ready for a new family to make it their own! Selling as-is. West Geauga Schools

Tucked away on a peaceful cul-de-sac in Chesterland, this beautifully updated and meticulously maintained 4-bed, 2.5-bath split-level offers the perfect blend of comfort, privacy, and everyday functionality on an incredible 3.6 acre corner lot. This move-in ready home is surrounded by lush greenery, mature trees, and scenic backyard views in every season. Step inside to discover a bright and welcoming layout featuring neutral décor, durable vinyl flooring throughout, and a seamless flow from the front foyer into the spacious living and dining rooms with soaring vault ceilings. The fully updated eat-in kitchen is complete with quartz countertops, stainless steel appliances, and easy access to the cozy family room featuring a wood-burning fireplace and two sliding doors overlooking the backyard oasis. A third sliding door off the dining room leads to the deck and patio, ideal for entertaining or enjoying the outdoors. One true highlight of this home is the incredible four-season sunroom