7775 Woodlands Trail
Chesterland, OH, 44026 $ 995,000
Bedrooms5 Baths4.1 Sq 5,158 Monthly Estimate*
$ 6,126
for $995,000 with 5 bedrooms and 4 full baths, 1 half bath. This 5,158 square foot home was built in 1999 on a lot size of 3.
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 custom built-ins set the stage for cozy evenings and lively get togethers. Upstairs, the luxurious primary suite offers a serene retreat with vaulted ceilings, an oversized walk-in closet, and a spa-inspired bath. Four additional bedrooms, connected by Jack-and-Jill baths, provide space and comfort for family and guests. The walk-out lower level is designed for recreation and relaxation, with a spacious family room, wet bar, game room, and a full bathroom that includes a steam room attachment for a private spa experience, plus a bonus room that doubles as a sixth bedroom. French doors open to a private patio, extending the living space outdoors to your own private sanctuary, an expansive backyard perfect for weekend gatherings and entertaining. With an attached three-car garage and a detached two-car garage with loft area, there is no shortage of space. Recent improvements include a new roof 2026, 2 new furnaces 2026, 2 newer ac units, and a whole home generator!
See more
FeaturesGeneralSewer Septic Tank
Heating Forced Air Gas
Cooling Central Air
Possession Negotiable
Roof Asphalt Shingle
Garage Spaces 5
Patio/Porch Features Patio Porch
Architectural Style Colonial Conventional
Construction Materials Stone Vinyl Siding
Year Built 1999
Stories Count 2
Township Chester Twp
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
County Geauga
Property Type Residential
HOA false
Attached Garage true
Subdivision Name Woodlands Sub
Garage Y/N true
Total Rooms 9
Full Baths 4
Status Active
Directions Head north on Caves Rd toward Woodlands Trail Turn left onto Woodlands Trail
City Chesterland
High School District West Geauga LSD - 2807
Lot Size Units Acres
Carport Y/N false
Land Lease Y/N false
Tax Annual Amount 11991
Home Warranty Y/N false
Living Area Units Square Feet
Standard Status Active
Middle/Junior School District West Geauga LSD - 2807
Elementary School District West Geauga LSD - 2807
Year Built Source Public Records
Property Sub Type Additional Single Family Residence
Legal Description S/L 4 WOODLANDS SUB
See more
InteriorInterior Amenities Wet Bar Built-in Features Eat-in Kitchen Granite Counters High Ceilings Kitchen Island
Basement Full Partially Finished Walk-Out Access
Total Fireplaces 2
Fireplace Features Family Room Living Room
Basement (Y/N) true
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Above Grade Finished Area 5158
Half Baths 1
Total Bedrooms 5
Below Grade Finished Area 2304
Main Level Bedrooms 0
Main Level Bathrooms 1
Below Grade Finished Area Source Estimated
Above Grade Finished Area Source Assessor
Total Baths 5
See more
ExteriorFencing None
Parking Features Attached Detached Garage
Lot Features Wooded
Water Source Well
Lot Size Area 3
Lot Size Acres 3
Lot Size Source Assessor
Waterfront Y/N false
See more
* Excluded FeaturesList ByKeller Williams Greater MetropolitanBroker
Terryyoung@theyoungteam.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $6,126
- Monthly Property Taxes
- $999
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Chesterland, OH
Average List Price $527,665
Percent of Sale Price 47%
About Chesterland, OH 2,489 Population
-5% Since 2002
$ 61,893 Median Income
48.54 Median Age
25% Households with Children
Trends Information provided by ATTOM Data Solutions.
4459042 Elementary School
4458743 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 6/19/2026 | $995,000 | | Listed Price |