The five-bedroom riverfront house on the Chagrin River, built in 1998, went under contract the same day the current listing went live. It led a week in which the five highest-priced reported Cleveland home sales combined for $7.62 million.
The five sales span Bentleyville, Pepper Pike, Westlake and Newbury, with Westlake home to both the No. 3 and No. 5 closings. Howard Hanna real estate agents represented the listing side of the No. 1, No. 3 and No. 5 transactions. By build year, the list runs from a 1965 colonial on Fairmount Boulevard in Pepper Pike to a custom home completed in 2022 on nearly 9 acres in Newbury.
No. 1 — $2,500,000 · 35 Winding River Trl, Bentleyville, Ohio
35 Winding River Trail in Bentleyville sold for $2.50 million on September 8, 2026. The house carries a reported 6,992 square feet on private grounds along the river.
The residence has been through extensive high-end renovations, according to the listing. A great room with a fireplace anchors the main floor alongside a large dining area and an entertainer’s bar, while a mahjong alcove looks out across the grounds toward the river. The primary suite is on the first floor, and the lower level is a finished walkout.
Outdoors, a large deck opens off the house, and a two-story outbuilding stands apart from the main residence as a separate structure suited to a range of uses. The home lies within the Chagrin Falls Exempted Village Schools. It previously changed hands for $900,000 in 2012.
The home closed at its full asking price, and the $2.50 million transaction ranked No. 1 in RealtyWire’s Cleveland Metro Area Top 5 for the week ending September 13. Laurel Worley Heater of Howard Hanna was the listing agent.
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No. 2 — $1,500,000 · 31099 Fairmount Blvd, Pepper Pike, Ohio
In Pepper Pike, a $1.50 million sale at 31099 Fairmount Boulevard took second place on the week’s list, with the transaction completed September 10, 2026. The four-bedroom colonial dates to 1965, has a reported 6,161 square feet and sits on a wooded lot reached by a circular driveway.
The renovated house opens through a double-door entry into a foyer finished in wood and diamond-pattern tile with wainscoting, leading to a living room and formal dining room with hardwood floors. French doors connect to a sunroom with a vaulted ceiling and a wall of windows, and beyond it are a private office and a family room with its own vaulted ceiling. The kitchen pairs a marble-topped center island with granite countertops, a marble tile backsplash, a copper range hood and a skylight, and a second family room has a beamed vaulted ceiling, a stone fireplace and built-ins.
Upstairs, the primary suite includes a renovated marble bath with a large walk-in shower and a walk-in closet with built-ins, and three more bedrooms complete the floor. A partial basement holds a recreation room and a bonus room. Outside are a large fenced backyard and two heated garages with four spaces in all. Updates include new windows, a newer roof, a Generac whole-house generator, a new concrete driveway with a double-wide circular section and a newer Trane furnace and air conditioning system. The property previously changed hands for $633,000 in 2004.
The home went under contract 12 days after the current listing date, and the sale placed No. 2 in RealtyWire’s weekly Cleveland Metro Area Top 5. Terry Young’s listings have reached RealtyWire’s Cleveland-area Top 5 twice before. Terry Young of Keller Williams Greater Metropolitan was the listing agent. Mary Alice Buckley of Coldwell Banker Schmidt Realty represented the buyer.
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No. 3 — $1,290,000 · 28203 Preston Pl, Westlake, Ohio
Westlake produced the No. 3 sale: 28203 Preston Place, a five-bedroom colonial built in 2003, sold for $1.29 million on September 11, 2026. The house has a reported 6,494 square feet and occupies a private lot with no neighbors directly behind it or across the street.
The first floor has been extensively renovated and connects an updated kitchen with a large dining room, a private office, a great room and additional gathering areas. Upstairs are five bedrooms, including the primary suite, and the lower level is set up for recreation, fitness, guests or movie nights.
The backyard centers on a saltwater pool with a large patio and a covered pergola, and the space is already prepped for a future outdoor kitchen. Parks, schools and shopping are nearby. The property previously changed hands for $714,500 in 2019.
The home went under contract 2 days after the current listing date and closed $10,100 above its final asking price of $1,279,900, earning the No. 3 position in RealtyWire’s Cleveland Metro Area Top 5 for the week. Caitlin Desantis and Lisa Young of Howard Hanna were the listing agents. Heather Byrne of Century 21 DeAnna Realty represented the buyer.
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No. 4 — $1,200,000 · 15806 Arbor Trl, Newbury, Ohio
Newbury’s entry on the list is a custom-built home on nearly 9 acres at 15806 Arbor Trail, which sold for $1.20 million to take the No. 4 spot. Its closing date was September 11, 2026. The five-bedroom house has a reported 4,100 square feet, and the property previously changed hands for $295,000 in 2021, before the current residence was completed in 2022.
A tree-lined drive winds in past a spring-fed pond that was excavated, restored and stocked with bass, bluegill and perch, with a pavilion at its edge serving as the center of the outdoor entertaining area. ATV and walking trails run through the surrounding woods, where deer, wild turkey, herons and bald eagles are seen. Covered front and back porches, a stone patio and a fire pit add to the outdoor features, and downtown Chagrin Falls is a short drive away.
Inside, an open main level is organized around a vaulted great room with a floor-to-ceiling stone fireplace, along with a chef’s kitchen, a butler’s pantry, a dedicated office, an oversized mudroom, a dog wash and a heated three-car garage. The first-floor primary suite has two walk-in closets and a bathroom with heated floors, a soaking tub, dual vanities and a glass shower. Four more bedrooms and a loft are upstairs, and the lower level has 10-foot ceilings. Construction details include 2×6 framing and a precast foundation. A detached outbuilding completed in 2026 adds four oversized bays and a heated and cooled 17×31 bonus room.
The home went under contract 10 days after the current listing date, and the $1.20 million closing took the No. 4 spot in RealtyWire’s Cleveland Metro Area Top 5. Annalie Glazen of Berkshire Hathaway HomeServices Professional Realty was the listing agent. Brian H Miller of Berkshire Hathaway HomeServices Professional Realty represented the buyer.
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No. 5 — $1,125,000 · 3251 Royal Oak Ct, Westlake, Ohio
The No. 5 sale came from Westlake’s Royal Woods, where 3251 Royal Oak Court sold for $1,125,000 in a transaction completed September 10, 2026. Built in 1994, the four-bedroom colonial has a reported 6,996 square feet on a landscaped, wooded 0.61-acre lot on a cul-de-sac.
Interior details include soaring and tray ceilings, extensive crown molding, poplar doors and board-and-batten accents, along with a dedicated faucet for filling a pet’s water bowl. The white kitchen is equipped with Sub-Zero and Wolf appliances and two oversized islands, and it opens to a vaulted great room with a gas fireplace. A laundry room includes a family command center.
The owner’s suite upstairs has two walk-in closets and a bath with heated ceramic floors, an oversized walk-in shower and a private water closet. Of the other three bedrooms, one has its own ensuite bath and two share a Jack-and-Jill bath with dual vanities. The lower level adds a large recreation room with a wet bar and beverage refrigerator, a fitness area, a full bath with a steam shower and a hobby room. Outside are a private patio, a side-entry 3.5-car garage and newly planted privacy trees along the back of the yard. The property previously changed hands for $855,000 in 2021.
The home went under contract 24 days after the current listing date, and the $1,125,000 sale secured the No. 5 position in RealtyWire’s Cleveland Metro Area Top 5 for the week. Mike Vonderau of Howard Hanna was the listing agent. Swati Y Desai of Howard Hanna represented the buyer.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, September 13, 2026. The report may exclude private, off-market, delayed or nondisclosed transactions. Prices, property details and professional representation are reported as available at publication and may be updated following confirmation from transaction participants.
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