Willoughby Hills, OH Homes

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  /5

  $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

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

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  /33

  Starting at $935 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

  

  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 $617,528

  Last Listing Agent Alyssa Miller Howard Hanna

  33630 Rosewood Trail, Willoughby Hills, OH 44094
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  /35

  Est $456,724

  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

  Last Listing Agent Adam Kaufman Howard Hanna
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  /36

  $339,900

  • 3 Beds
  • 1.5 Baths
  • 1,493 Sq Ft

  38600 Berkshire Hills Dr, Willoughby Hills, OH 44094

  Welcome to your new home! This lovely 3 bedroom, 1.5 bath ranch is move in ready, and situated on a 0.76 acre lotwith a beautiful treed landscape. As you step into the front door, you will walk into a living room beaming withnatural light, hard wood floors, stone fireplace and a natural beamed vaulted ceiling. It flows directly into a diningroom and kitchen combo. The kitchen features

  Benjamin Beckman Century 21 Homestar

  38600 Berkshire Hills Dr, Willoughby Hills, OH 44094
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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

  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 $209,601

  Last Listing Agent Asa Cox Glasshouse Realty Group, LLC

  2841 River Rd, Willoughby Hills, OH 44094
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  /32

  Est $859,307

  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

  Last Listing Agent Allie Carr Berkshire Hathaway HomeServices Professional Realty
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  /49

  $575,000

  • 3 Beds
  • 3.5 Baths
  • 3,832 Sq Ft

  2596 Dodd Rd, Willoughby Hills, OH 44094

  Experience the perfect blend of comfort, style, and functionality in this beautifully maintained contemporary ranch offering over 3,800 square feet of finished living space! Nestled on a picturesque lot, this exceptional home features 3 bedrooms, 3.5 bathrooms, and an expansive finished lower level designed for entertaining and flexible living. Step into this stunning open-concept living room

  Lisa Sisko Keller Williams Greater Metropolitan

  2596 Dodd Rd, Willoughby Hills, OH 44094
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  /35

  Starting at $813 Per Month

  • 1 - 3 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

  

  27400 Chardon Rd, Willoughby Hills, OH 44092
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  /41

  $471,500

  Sold Jul 10, 2026

  2800 Worrell Rd, Willoughby Hills, OH 44094

  • 3 Beds
  • 3 Baths
  • 3,139 Sq Ft
  • Built 1991

  Last Sold Summary

  • 3% Above List Price
  • $150/SF
  • 44 Days On Market

  Current Estimated Value $462,479

  Last Listing Agent Annalie Glazen Berkshire Hathaway HomeServices Professional Realty

  2800 Worrell Rd, Willoughby Hills, OH 44094
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  /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

  Last Listing Agent David Gurary Century 21 Homestar
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  /45

  $430,000

  Open Sun 12PM - 2PM $56K 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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  /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

  

  35100 Chardon Rd, Willoughby, OH 44094
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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 $202,611

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

  2825 Orchard Dr, Willoughby Hills, OH 44092
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  /18

  Est $76,890

  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

  Last Listing Agent Kristina Zeleznik RE/MAX Results
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  /41

  $475,000

  Pending

  • 3 Beds
  • 2.5 Baths

  29451 Sayle Dr, Willoughby Hills, OH 44092

  This lovely ranch home has over 2,000 sq ft and is situated on 1.2 acres in desirable Willoughby Hills Ohio. Walk inside and be greeted by high ceilings and walls of windows to view your beautiful gardens. The spacious layout is an open floorplan with a large eat in kitchen.-ideal for cooking, entertaining, and gathering with family and friends. The family room has access to the enclosed patio

  Patricia Zaller HomeSource Real Estate LLC

  29451 Sayle Dr, Willoughby Hills, OH 44092
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  /18

  $1,500

  Total Monthly Price

  • Studio
  • 2 Baths
  • 1,500 Sq Ft
  • Townhouse for Rent

  1225 E 305th St, Willoughby Hills, OH 44092

  1225 east 305 street is located in a busy strip center just south of the railroad tracks . completely remodeled. new everything

  1225 E 305th St, Willoughby Hills, OH 44092
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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 $294,692

  Last Listing Agent Christopher Hallum EXP Realty, LLC.

  2300 River Rd, Willoughby Hills, OH 44094
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  /50

  Est $551,267

  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

  Last Listing Agent Kristina Zeleznik RE/MAX Results
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  /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
• 

  

  /25

  $300,000

  Sold Jul 10, 2026

  421 Pebblebrook Dr Unit 53, Willoughby Hills, OH 44094

  • 2 Beds
  • 2 Baths
  • 1,531 Sq Ft
  • Built 1992

  Last Sold Summary

  • $196/SF
  • 4 Days On Market

  Current Estimated Value $303,372

  Last Listing Agent Anthony Latina RE/MAX Crossroads Properties

  421 Pebblebrook Dr Unit 53, Willoughby Hills, OH 44094
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  /36

  Est $230,862

  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

  Last Listing Agent Richard Piraino Howard Hanna
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  /29

  $399,000

  $66K 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
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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 $811,700

  Last Listing Agent Jenifer Black Howard Hanna

  38430 Chardon Rd, Willoughby Hills, OH 44094
• 

  

  /10

  Est $232,769

  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

  Last Listing Agent Jennifer Brown Deleted Agent
• 

  

  /37

  $329,000

  • 3 Beds
  • 1.5 Baths

  38140 Rogers Rd, Willoughby Hills, OH 44094

  Nestled on approximately 2 scenic acres in desirable Willoughby Hills, this 3-bedroom, 1.5-bath ranch offers an incredible opportunity to create your dream home. Featuring a spacious single-floor layout, this property is full of potential for buyers looking to renovate, update, or invest. The expansive lot provides plenty of room for outdoor living, gardening, recreation, or future improvements

  Richard Piraino Howard Hanna

  38140 Rogers Rd, Willoughby Hills, OH 44094
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  /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 $726,976

  Last Listing Agent Patricia Gaeta Keller Williams Greater Metropolitan

  2675 Deer Run, Willoughby Hills, OH 44094
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  /42

  Est $343,401

  Not Listed For Sale

  57 Gullybrook Ln, Willoughby Hills, OH 44094

  • 3 Beds
  • 3 Baths
  • 2,338 Sq Ft
  • Built 2006

  57 Gullybrook Ln, Willoughby Hills, OH 44094

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Dianna Palmeri Howard Hanna
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  /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
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  /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 $366,095

  Last Listing Agent Nicholas Zerinsky Keller Williams Greater Cleveland Northeast

  27828 White Rd, Willoughby Hills, OH 44092
• 

  

  /35

  Est $721,911

  Not Listed For Sale

  2412 Pine Valley Dr, Willoughby Hills, OH 44094

  • 4 Beds
  • 3.5 Baths
  • 3,304 Sq Ft
  • Built 2006

  2412 Pine Valley Dr, Willoughby Hills, OH 44094

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Christopher Hallum EXP Realty, LLC.
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  /28

  $379,900

  • 4 Beds
  • 2.5 Baths
  • 2,440 Sq Ft

  2306 River Rd, Willoughby Hills, OH 44094

  You will appreciate the sense of calm that settles over you as you glimpse this home through the trees. Situated on over an acre surrounded by nature, the views from every window bring the outside in. Step into the welcoming foyer which features lovely hardwood floors and a generous coat closet. The living room (in the front of the home) has a beautiful bay window framing views of lawn and mature

  Karen Breedlove Howard Hanna

  2306 River Rd, Willoughby Hills, OH 44094
• 

  

  /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 $603,338

  Last Listing Agent Michael Kaim Real of Ohio

  29810 Chardon Rd, Willoughby Hills, OH 44094
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  /50

  Est $769,407

  Not Listed For Sale

  2379 Rivers Edge Dr, Willoughby Hills, OH 44094

  • 5 Beds
  • 4.5 Baths
  • 4,514 Sq Ft
  • Built 2004

  2379 Rivers Edge Dr, Willoughby Hills, OH 44094

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Judie Crockett Howard Hanna
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  /43

  $284,900

  $14K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,908 Sq Ft

  2804 Orchard Dr, Willoughby Hills, OH 44092

  Price recently reduced by $15,000 to $284,900. This charming colonial sits on a large lot in the highly desired area of Willoughby Hills. When entering through the front door, notice first the gorgeous overlooking window that pours in light. Next you'll find the spacious family room with decorative fireplace that will make for a picturesque holiday setting. Walking into the kitchen, there are

  William Flaherty Berkshire Hathaway HomeServices Professional Realty

  2804 Orchard Dr, 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 $417,098

  Last Listing Agent Michael Henry EXP Realty, LLC.

  2288 River Rd, Willoughby Hills, OH 44094
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  /46

  Est $420,114

  Not Listed For Sale

  35951 Maplegrove Rd, Willoughby Hills, OH 44094

  • 4 Beds
  • 2.5 Baths
  • 2,136 Sq Ft
  • Built 1900

  35951 Maplegrove Rd, Willoughby Hills, OH 44094

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Paul Ruksenas Platinum Real Estate
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  /47

  $1,495,000

  $155K 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
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  /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 $516,510

  Last Listing Agent Angelo Marrali Howard Hanna

  2870 Istra Ln, Willoughby Hills, OH 44092

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