Willoughby Hills, OH Homes

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  /37

  $299,900

  Under Contract

  • 3 Beds
  • 2 Baths
  • 2,148 Sq Ft

  2821 Trabar Dr, Willoughby Hills, OH 44092

  Your new home awaits with this beautiful 3-bedroom, 2 full bath ranch situated on nearly an acre of peaceful property! Enjoy the ease of one-floor living with a spacious, functional layout designed for comfort and convenience. This well-maintained home offers bright living spaces, generous bedrooms, and room to relax both inside and out. Plenty of outdoor space for entertaining, gardening, pets,

  

  Rhonda Battig

  Century 21 Homestar

  (440) 659-2739

  2821 Trabar Dr, Willoughby Hills, OH 44092
• Explore Willoughby Hills

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  /33

  Starting at $960 Per Month

  • 1 - 3 Beds

  2252 Par Ln, Willoughby Hills, OH 44094

  ONE MONTH FREE on your first full month's rent, PLUS AN ADDITIONAL $500 OFF if you apply within 48 hours! Don't miss this look-and-lease special, it won't be available for long!

  Pine Ridge Apartments

  (440) 664-1074

  

  2252 Par Ln, Willoughby Hills, OH 44094
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  /38

  $602,000

  Sold Oct 09, 2025

  33630 Rosewood Trail, Willoughby Hills, OH 44094

  • 4 Beds
  • 2.5 Baths
  • 3,294 Sq Ft
  • Built 2006

  Last Sold Summary

  • 1% Above List Price
  • $183/SF
  • 6 Days On Market

  Current Estimated Value $605,133

  Last Listing Agent Alyssa Miller Howard Hanna

  33630 Rosewood Trail, Willoughby Hills, OH 44094
• 

  

  

  /50

  Est $628,376

  Not Listed For Sale

  2649 Dodd Rd, Willoughby Hills, OH 44094

  • 5 Beds
  • 3.5 Baths
  • 3,246 Sq Ft
  • Built 1995

  2649 Dodd Rd, Willoughby Hills, OH 44094

  Last Sold Summary

  • 42 Days On Market
• 

  

  

  /6

  $625,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 3,941 Sq Ft

  V/L 39 Chardon Rd, Willoughby Hills, OH 44092

  Stunning New Construction Colonial built by Vincent Homes! Under construction, the home offers 2,364 square feet, 4 bedrooms, and 2.5 baths. First floor features beautiful LVT flooring, 9’ ceilings, and an open floor plan. Spacious eat-in kitchen 15 x 12 includes soft-close cabinets, granite countertops, and bar-stool seating. First-floor master bedroom 16 x 15 features a private bath and walk-in

  

  Joseph Zingales

  Berkshire Hathaway HomeServices Professional Realty

  (440) 274-7494

  V/L 39 Chardon Rd, Willoughby Hills, OH 44092
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  /49

  Starting at $650 Per Month

  • Studio - 2 Beds

  27000 Bishop Park Dr, Willoughby Hills, OH 44092

  Bishop Park Apartments blends luxury with good taste all at a reasonable price. It reflects an atmosphere of warmth and comfort where leisure living is a way of life. Scenic natural beauty is the key note at BISHOP PARK... with the convenience of fine shopping centers and luxurious recreational facilities at your fingertips. Call today to schedule your personal tour or apply online now.For

  Bishop Park Apartments

  (440) 516-7641

  27000 Bishop Park Dr, Willoughby Hills, OH 44092
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  /37

  $198,000

  Sold Jun 11, 2026

  2841 River Rd, Willoughby Hills, OH 44094

  • 3 Beds
  • 1 Bath
  • 1,050 Sq Ft
  • Built 1920

  Last Sold Summary

  • 21% Below List Price
  • $189/SF
  • 61 Days On Market

  Current Estimated Value $236,537

  Last Listing Agent Asa Cox Glasshouse Realty Group, LLC

  2841 River Rd, Willoughby Hills, OH 44094
• 

  

  /50

  Est $603,710

  Not Listed For Sale

  2882 Oakwood Dr, Willoughby Hills, OH 44094

  • 5 Beds
  • 4 Baths
  • 5,373 Sq Ft
  • Built 1990

  2882 Oakwood Dr, Willoughby Hills, OH 44094

  Last Sold Summary

  • 6 Days On Market
• 

  

  /41

  $459,000

  Under Contract

  • 3 Beds
  • 3 Baths
  • 3,139 Sq Ft

  2800 Worrell Rd, Willoughby Hills, OH 44094

  There's something so comforting when you enter a home that has been lovingly cared for over time. This Willoughby Hills ranch is ready for its next chapter. Mature landscaping frames the home's beautiful front elevation, and once you're inside, the water is visible from just about everywhere, like every room was built to know exactly where the pond was and turn you toward the view. Nearly 2,000

  Annalie Glazen Berkshire Hathaway HomeServices Professional Realty

  2800 Worrell Rd, Willoughby Hills, OH 44094
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  /35

  Starting at $813 Per Month

  • 1 - 2 Beds

  27400 Chardon Rd, Willoughby Hills, OH 44092

  Welcome home to Willoughby Hills! Our apartments in Willoughby Hills allow you to reside in comfort and sophistication. Superior amenities, desirable services, and a well-connected address allow you to indulge in all the urban conveniences you want without giving up on the peace and quiet you deserve. Offering a selection of one and two-bedroom apartments for rent, Willoughby Hills Towers

  Willoughby Hills Towers

  (937) 745-2672

  

  27400 Chardon Rd, Willoughby Hills, OH 44092
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  /49

  $202,000

  Sold Jun 10, 2026

  2825 Orchard Dr, Willoughby Hills, OH 44092

  • 3 Beds
  • 2 Baths
  • 1,410 Sq Ft
  • Built 1946

  Last Sold Summary

  • 19% Below List Price
  • $143/SF
  • 39 Days On Market

  Current Estimated Value $224,251

  Last Listing Agent Cassandra Cox Soto Estrada Glasshouse Realty Group, LLC

  2825 Orchard Dr, Willoughby Hills, OH 44092
• 

  

  /27

  Est $306,797

  Not Listed For Sale

  2776 Oak St, Willoughby Hills, OH 44094

  • 3 Beds
  • 2 Baths
  • 1,698 Sq Ft
  • Built 1956

  2776 Oak St, Willoughby Hills, OH 44094

  Last Sold Summary

  • 39 Days On Market
• 

  

  /25

  $299,900

  Under Contract

  • 2 Beds
  • 2 Baths
  • 1,531 Sq Ft

  421 Pebblebrook Dr Unit 53, Willoughby Hills, OH 44094

  421 Pebblebrook Drive in Willoughby Hills offers the ease of one floor living paired with spacious rooms, thoughtful design, and a bright, welcoming atmosphere throughout. This 2 bedroom, 2 full bathroom condo features an attached 2 car garage, beautiful curb appeal, and a layout designed for both comfort and convenience. Upon entering, you're greeted by a charming front den highlighted by a

  Anthony Latina RE/MAX Crossroads Properties

  421 Pebblebrook Dr Unit 53, Willoughby Hills, OH 44094
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  /20

  Starting at $1,705 Per Month

  • 1 - 2 Beds

  35100 Chardon Rd, Willoughby, OH 44094

  Our exceptional community in the heart of Willoughby Hills offers elegant and comfortable living tailored to those aged 55 and above. Set back from Chardon Road, Willoughby Hills Senior Apartments’ prime location is just minutes away from many shopping and dining options.Our thoughtfully designed 1- and 2-bedroom units provide the ideal blend of modern convenience and comfortable living.

  Willoughby Hills Senior Apartments

  (937) 745-3540

  

  35100 Chardon Rd, Willoughby, OH 44094
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  /28

  $255,000

  Sold Sep 25, 2025

  2300 River Rd, Willoughby Hills, OH 44094

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft
  • Built 1969

  Last Sold Summary

  • 12% Below List Price
  • $147/SF
  • 11 Days On Market

  Current Estimated Value $289,965

  Last Listing Agent Christopher Hallum EXP Realty, LLC.

  2300 River Rd, Willoughby Hills, OH 44094
• 

  

  /23

  Est $233,375

  Not Listed For Sale

  2964 Rockefeller Rd, Willoughby Hills, OH 44092

  • 3 Beds
  • 1 Bath
  • 1,140 Sq Ft
  • Built 1949

  2964 Rockefeller Rd, Willoughby Hills, OH 44092

  Last Sold Summary

  • 30 Days On Market
• 

  

  /41

  $469,900

  $16K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,208 Sq Ft

  36241 Eddy Rd, Willoughby Hills, OH 44094

  Nestled on a picturesque 1.14-acre lot in Willoughby Hills, this beautifully maintained home offers spacious living, abundant natural light, and inviting indoor-outdoor spaces throughout. The thoughtfully designed floor plan features 3 generously sized bedrooms, 2 full baths, and 1 half bath. The main level includes a spacious primary suite with double closets and an attached bath complete with a

  Kimberly Kolar Howard Hanna

  36241 Eddy Rd, Willoughby Hills, OH 44094
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  /49

  $795,000

  Sold Oct 31, 2025

  38430 Chardon Rd, Willoughby Hills, OH 44094

  • 4 Beds
  • 4 Baths
  • 4,791 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $166/SF
  • 9 Days On Market

  Current Estimated Value $803,299

  Last Listing Agent Jenifer Black Howard Hanna

  38430 Chardon Rd, Willoughby Hills, OH 44094
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  /5

  Not Listed For Sale

  V/L Dodd Rd, Willoughby Hills, OH 44094

  V/L Dodd Rd, Willoughby Hills, OH 44094

  Last Sold Summary

  • 69 Days On Market
• 

  /2

  $79,900

  $15K PRICE DROP Under Contract

  • Land
  • 7.74 Acres
  • $10,323 per Acre

  0 White Rd Unit 3327854, Willoughby Hills, OH 44092

  Build your dream home! 7.74 acres in Willoughby Hills! Great for Horses or Hobbies! 2 Parcels! Private Wooded Lot! Lots have an Easement For a Shared Driveway!

  Paul Paratto Howard Hanna

  0 White Rd Unit 3327854, Willoughby Hills, OH 44092
• 

  

  /50

  $740,000

  Sold May 22, 2026

  2675 Deer Run, Willoughby Hills, OH 44094

  • 5 Beds
  • 3 Baths
  • 4,286 Sq Ft
  • Built 1992

  Last Sold Summary

  • 7% Below List Price
  • $173/SF
  • 153 Days On Market

  Current Estimated Value $741,935

  Last Listing Agent Patricia Gaeta Keller Williams Greater Metropolitan

  2675 Deer Run, Willoughby Hills, OH 44094
• 

  

  /35

  Est $441,589

  Not Listed For Sale

  32700 White Rd, Willoughby Hills, OH 44092

  • 5 Beds
  • 3.5 Baths
  • 4,669 Sq Ft
  • Built 1850

  32700 White Rd, Willoughby Hills, OH 44092

  Last Sold Summary

  • 119 Days On Market
• 

  

  /29

  $429,000

  $36K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,485 Sq Ft

  37531 Milann Dr, Willoughby Hills, OH 44094

  Recently refreshed and ready to enjoy this summer with refinished hardwood floors, fresh paint, and updated interior finishes, this Willoughby Hills home tucked beneath a canopy of mature trees offers nearly an acre of privacy, 5 bedrooms or 4 bedrooms with den, and timeless charm in a rare retreat-like setting. Inside, sunlit picture windows frame serene wooded views, while the flowing layout

  Denise Zervos Platinum Real Estate

  37531 Milann Dr, Willoughby Hills, OH 44094
• 

  

  /49

  $359,500

  Sold Oct 24, 2025

  27828 White Rd, Willoughby Hills, OH 44092

  • 3 Beds
  • 2.5 Baths
  • 2,581 Sq Ft
  • Built 1958

  Last Sold Summary

  • 7% Below List Price
  • $139/SF
  • 21 Days On Market

  Current Estimated Value $361,159

  Last Listing Agent Nicholas Zerinsky Keller Williams Greater Cleveland Northeast

  27828 White Rd, Willoughby Hills, OH 44092
• 

  

  /32

  Est $838,731

  Not Listed For Sale

  2532 Maple Hill Rd, Willoughby Hills, OH 44094

  • 3 Beds
  • 2.5 Baths
  • 2,701 Sq Ft
  • Built 2017

  2532 Maple Hill Rd, Willoughby Hills, OH 44094

  Last Sold Summary

  • 1 Day On Market
• 

  

  /15

  $289,900

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,698 Sq Ft

  240 Steeplechase Unit 15, Willoughby Hills, OH 44092

  Welcome home to this charming 3-bedroom, 2-full-bath condo situated on a quiet cul-de-sac. The flexible floor plan features a convenient first-floor bedroom, while two additional bedrooms upstairs share a full bath. Enjoy the convenience of a 2-car attached garage and low-maintenance condo living. With spacious living areas and a desirable location, this home offers comfort, convenience, and

  Patrick Riley Century 21 Carolyn Riley RL. Est. Srvcs, Inc.

  240 Steeplechase Unit 15, Willoughby Hills, OH 44092
• 

  

  /25

  $172,000

  Sold Jun 26, 2025

  2986 Bishop Rd, Willoughby Hills, OH 44092

  • 3 Beds
  • 1 Bath
  • 1,477 Sq Ft
  • Built 1944

  Last Sold Summary

  • 19% Below List Price
  • $116/SF
  • 55 Days On Market

  Current Estimated Value $189,264

  Last Listing Agent Valeria Boehler Howard Hanna

  2986 Bishop Rd, Willoughby Hills, OH 44092
• 

  

  /10

  Not Listed For Sale

  36175 Chardon Rd, Willoughby Hills, OH 44094

  36175 Chardon Rd, Willoughby Hills, OH 44094

  Last Sold Summary

  • 25 Days On Market
• 

  

  /5

  $799,000

  New Construction

  • 2 Beds
  • 3.5 Baths

  S/L 1 White Rd, Willoughby Hills, OH 44092

  ALL TERMS AND CONDITIONS TO BE NEGOTIATED WITH OWNER/BUILDER. This beautiful 2600+ sq.ft. two bedroom plus office/flex space home can be completed in 2026/2027 and offers unmatched craftsmanship. With custom finishes and impressive architectural touches throughout, this home blends modern design and functionality. Ranch style design with owner's suite and luxurious bathroom. Chef's kitchen with

  Natalie Antonelli Elite Sotheby's International Realty

  S/L 1 White Rd, Willoughby Hills, OH 44092
• 

  

  /50

  $579,900

  Sold Oct 02, 2025

  29810 Chardon Rd, Willoughby Hills, OH 44094

  • 3 Beds
  • 3.5 Baths
  • 2,627 Sq Ft
  • Built 2005

  Last Sold Summary

  • $221/SF
  • 2 Days On Market

  Current Estimated Value $593,828

  Last Listing Agent Michael Kaim Real of Ohio

  29810 Chardon Rd, Willoughby Hills, OH 44094
• 

  

  /18

  Est $74,307

  Not Listed For Sale

  29152 Chardon Rd, Willoughby Hills, OH 44092

  29152 Chardon Rd, Willoughby Hills, OH 44092

  Last Sold Summary

  • 50 Days On Market
• 

  

  /45

  $368,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 2,212 Sq Ft

  2027 Orchard Road Extension, Willoughby Hills, OH 44092

  Welcome to your own peaceful, secluded retreat in the heart of the city. This beautifully maintained classic ranch offers the ease of one-floor living with a warm, inviting, and pleasant atmosphere throughout. The main level features three comfortable bedrooms, a full bath, and a spacious living room filled with natural light. The welcoming dining room provides the perfect setting for dinners,

  Terry Zilis Howard Hanna

  2027 Orchard Road Extension, Willoughby Hills, OH 44092
• 

  

  /37

  $392,500

  Sold Dec 19, 2025

  2288 River Rd, Willoughby Hills, OH 44094

  • 4 Beds
  • 3 Baths
  • 2,533 Sq Ft
  • Built 1973

  Last Sold Summary

  • 12% Below List Price
  • $155/SF
  • 70 Days On Market

  Current Estimated Value $426,088

  Last Listing Agent Michael Henry EXP Realty, LLC.

  2288 River Rd, Willoughby Hills, OH 44094
• 

  

  /50

  Est $534,231

  Not Listed For Sale

  29329 Eddy Rd, Willoughby Hills, OH 44092

  • 5 Beds
  • 4.5 Baths
  • 5,017 Sq Ft
  • Built 1987

  29329 Eddy Rd, Willoughby Hills, OH 44092

  Last Sold Summary

  • 140 Days On Market
• 

  

  /45

  $215,000

  Pending

  • 4 Beds
  • 2.5 Baths

  2648 River Rd, Willoughby Hills, OH 44094

  Amazing opportunity in Willoughby Hills! Set on nearly 3 picturesque acres near the Chagrin River Valley, this property offers unmatched privacy, natural beauty, and potential. With great bones and endless possibilities, it’s ready for someone with vision to make it truly extraordinary. Even better — the renowned Hach-Otis Nature Preserve & Bird Sanctuary is just across the street, giving you

  Christopher Hallum EXP Realty, LLC.

  2648 River Rd, Willoughby Hills, OH 44094
• 

  

  /43

  $521,700

  Sold May 21, 2026

  2870 Istra Ln, Willoughby Hills, OH 44092

  • 4 Beds
  • 3 Baths
  • 2,622 Sq Ft
  • Built 1993

  Last Sold Summary

  • 10% Above List Price
  • $199/SF
  • 2 Days On Market

  Current Estimated Value $502,334

  Last Listing Agent Angelo Marrali Howard Hanna

  2870 Istra Ln, Willoughby Hills, OH 44092
• 

  

  /36

  Est $218,110

  Not Listed For Sale

  28865 Eddy Rd, Willoughby Hills, OH 44092

  • 3 Beds
  • 2 Baths
  • 1,640 Sq Ft
  • Built 1953

  28865 Eddy Rd, Willoughby Hills, OH 44092

  Last Sold Summary

  • 61 Days On Market
• 

  

  /47

  $1,595,000

  $55K PRICE DROP

  • 6 Beds
  • 4 Baths

  37250 Chardon Rd, Willoughby Hills, OH 44094

  This Gorgeous, 5-6 Bedroom, Modern Farmhouse on 8 acres in Willoughby Hills is the perfect property for those searching for a Totally Private and Self-Sustaining property (includes private gas well & spring water). Pleasant Valley Natural Springs...is a truly Stunning, One-Of-A-Kind Hidden Gem that is tucked away and abutting Cleveland's Metro Parks! This property was once the home and original

  David Malone Howard Hanna

  37250 Chardon Rd, Willoughby Hills, OH 44094
• 

  

  /20

  $230,000

  Sold Apr 23, 2026

  2809 Stark Dr, Willoughby Hills, OH 44094

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • Built 1950

  Last Sold Summary

  • 4% Below List Price
  • $213/SF
  • 13 Days On Market

  Current Estimated Value $223,437

  Last Listing Agent Nicole Rodriguez Engel & Völkers Distinct

  2809 Stark Dr, Willoughby Hills, OH 44094
• 

  

  /10

  Est $221,024

  Not Listed For Sale

  28825 Eddy Rd, Willoughby Hills, OH 44092

  • 3 Beds
  • 2 Baths
  • 1,645 Sq Ft
  • Built 1885

  28825 Eddy Rd, Willoughby Hills, OH 44092

  Last Sold Summary

  • 43 Days On Market

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