Willoughby Hills, OH Homes

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  /50

  $350,000

  • 4 Beds
  • 3 Baths
  • 1,962 Sq Ft

  2758 Oak St, Willoughby Hills, OH 44094

  Luxury meets peace of mind in this completely reimagined 4-bed, 3 full bath home nestled on a beautiful tree-lined lot in highly desirable Willoughby Hills. Renovated from top to bottom, nearly every major component is brand new—including the electrical, plumbing, furnace, AC, HWT, windows, flooring, kitchen, bathrooms, lighting, fixtures, and more—offering the style and confidence of new

  

  Rebecca Nedelka

  EXP Realty, LLC.

  2758 Oak St, Willoughby Hills, OH 44094
• Explore Willoughby Hills

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  /33

  Starting at $975 Per Month

  • 1 - 3 Beds

  2252 Par Ln, Willoughby Hills, OH 44094

  LOOK & LEASE ENDS 9/30! ONE MONTH FREE on your first full month's rent, PLUS AN ADDITIONAL $500 OFF if you apply within 48 hours!

  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 $434,515

  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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  /38

  $499,900

  Under Contract

  • 3 Beds
  • 2.5 Baths

  37075 Skyline Dr, Willoughby Hills, OH 44094

  Nestled on more than 8 picturesque acres and adjacent to the Hack Otis Sanctuary, this one-of-a-kind 3-bedroom, 2.5-bath home offers a wonderful blend of rustic charm, privacy, and modern updates. Surrounded by mature trees and lush landscaping, the property welcomes you with a winding drive, detached garage, and a peaceful setting that feels like your own private retreat.Inside, the dramatic

  

  Mary Jane Shannon

  HomeSmart Real Estate Momentum LLC

  37075 Skyline 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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  /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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  /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
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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 gives

  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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  /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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  /48

  $599,500

  Pending

  • 4 Beds
  • 4 Baths
  • 3,999 Sq Ft

  2931 Canterbury Ct, Willoughby Hills, OH 44092

  Imagine coming home to your own private retreat. Tucked away at the end of a quiet cul-de-sac, 2931 Canterbury offers something increasingly hard to find—a beautiful home surrounded by two acres of privacy, woods, greenery, and scenic views. Enjoy peaceful mornings, afternoons on the multi-level deck, and evenings gathered with friends and family. Inside, the light-filled kitchen is the heart of

  Bonnie Phillips Redfin Real Estate Corporation

  2931 Canterbury Ct, 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 $202,611

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

  2825 Orchard Dr, Willoughby Hills, OH 44092
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  /48

  Est $356,216

  Not Listed For Sale

  38031 Pleasant Valley Rd, Willoughby Hills, OH 44094

  • 4 Beds
  • 1 Bath
  • 1,359 Sq Ft
  • Built 1930

  38031 Pleasant Valley Rd, Willoughby Hills, OH 44094

  Last Sold Summary

  • 105 Days On Market

  Last Listing Agent Judie Crockett Howard Hanna
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  /49

  $500,000

  $75K PRICE DROP Pending

  • 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

  Lisa Sisko Keller Williams Greater Metropolitan

  2596 Dodd Rd, Willoughby Hills, 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 $294,692

  Last Listing Agent Christopher Hallum EXP Realty, LLC.

  2300 River Rd, Willoughby Hills, OH 44094
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  /50

  Est $397,025

  Not Listed For Sale

  28835 Eddy Rd, Willoughby Hills, OH 44092

  • 4 Beds
  • 5 Baths
  • 4,952 Sq Ft
  • Built 1940

  28835 Eddy Rd, Willoughby Hills, OH 44092

  Last Sold Summary

  • 64 Days On Market

  Last Listing Agent Christopher Frederick Coldwell Banker Schmidt Realty
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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
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  /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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  /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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  /29

  $375,000

  $90K PRICE DROP

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

  37531 Milann Dr, Willoughby Hills, OH 44094

  LOOKING FOR PEACE, SPACE AND A HOME THAT DOESN’T REVOLVE AROUND A BASEMENT? Tucked beneath mature trees on nearly .79 acres in Willoughby Hills, this 2,485-square-foot home offers comfortable main-level living, flexible upstairs space for guests or hobbies, and room outside to garden, tinker, store equipment or simply enjoy the quiet. The main level is where everyday life happens, with two

  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
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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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  /41

  $299,000

  $30K PRICE DROP

  • 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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  /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
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  /7

  $799,000

  New Construction

  • 3 Beds
  • 3.5 Baths

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

  Under construction and available now! There is still time to select your finishes for this beautiful new build. 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

  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
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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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  /28

  $379,900

  Pending

  • 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
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  /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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  /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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  /36

  $319,900

  $20K PRICE DROP Under Contract

  • 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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  /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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  /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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  /25

  $525,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 1,930 Sq Ft

  29451 Sayle Dr, Willoughby Hills, OH 44092

  Welcome to this stately brick vaulted ranch, beautifully situated on 1.2 private acres in one of Willoughby Hills' most special and desirable neighborhoods. Offering the rare combination of exceptional privacy and a true neighborhood setting, this gracious home is filled with warmth, character, natural light, and wonderful potential.A grand foyer welcomes you into an expansive interior,

  Tiffany Ford McDowell Homes Real Estate Services

  29451 Sayle Dr, Willoughby Hills, OH 44092
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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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  /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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  /43

  $284,900

  $14K PRICE DROP Pending

  • 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

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