20

Downtown Willoughby Houses for Sale

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  • /49

    $649,900

    • 3 Beds
    • 4 Baths
    • 5,030 Sq Ft

    35005 Lisle Ct, Willoughby, OH 44094

    Welcome to this stunning custom built home located in the sought after Hartshire Woods development. At the end of the cul-de-sac you will instantly notice the breathtaking curb appeal of this stand out colonial perched up upon the hill, offering a private atmosphere yet minutes away from the interstate, dining, and shopping. Step inside to a welcoming entryway foyer, that opens into a spacious

    Gina Meyer McDowell Homes Real Estate Services

    35005 Lisle Ct, Willoughby, OH 44094
  • /25

    $445,000

    • 4 Beds
    • 3 Baths

    4939 Shankland Rd, Willoughby, OH 44094

    Welcome to 4939 Shankland Rd in Willoughby, a classic Colonial offering 4 bedrooms, 3.5 baths, and 2,576 square feet of inviting living space on a peaceful half-acre lot. Set back from the road and framed by mature trees, this home blends timeless character with comfort in all the right places. Step inside to discover a spacious great room with vaulted ceilings and a striking floor-to-ceiling

    Sean Stewart Keller Williams Greater Cleveland Northeast

    4939 Shankland Rd, Willoughby, OH 44094
  • /49

    $495,000

    • 4 Beds
    • 2 Baths
    • 2,063 Sq Ft

    4710 Waldamere Ave, Willoughby, OH 44094

    Nestled on one of the most sought-after streets in Downtown Willoughby, this beautifully updated 4-bedroom, 2-bath Cape Cod perfectly blends historic character with modern upgrades. Built in 1924, the home showcases original, refinished hardwood floors and classic architectural details, complemented by thoughtfully renovated spaces throughout.Step inside to discover a stunning, fully

    Katie McNeill Platinum Real Estate

    4710 Waldamere Ave, Willoughby, OH 44094
  • /44

    $799,900

    • 4 Beds
    • 3.5 Baths
    • 4,272 Sq Ft

    4342 Tudor Dr, Willoughby, OH 44094

    Experience refined luxury living in this four-bedroom, three-and-a-half-bath Cape Cod-style home located in the prestigious Kirtland Tudor Estates, overlooking the Kirtland Country Club. A former Payne & Payne model, this home offers exceptional craftsmanship, high-end finishes, and a thoughtfully designed floor plan. Set on a beautifully landscaped lot, the exterior features a spacious paver

    Jenifer Black Howard Hanna

    4342 Tudor Dr, Willoughby, OH 44094
  • /41

    $474,900

    • 5 Beds
    • 2.5 Baths
    • 2,886 Sq Ft

    4347 Parklawn Dr, Willoughby, OH 44094

    Tucked away on a quiet cul-de-sac just minutes from vibrant Downtown Willoughby, this spacious 5-bedroom, 2.5-bath brick colonial sits on 2 private acres. The heart of the home is the beautifully renovated kitchen, featuring custom cabinetry, quartz countertops, a subway tile backsplash, and a massive center island—ideal for cooking, entertaining, or everyday life. The open layout flows into

    Paul Ruksenas Platinum Real Estate

    4347 Parklawn Dr, Willoughby, OH 44094
  • /46

    $494,900

    • 5 Beds
    • 4 Baths
    • 2,510 Sq Ft

    4729 Waldamere Ave, Willoughby, OH 44094

    Awesome, elegantly updated, spacious, quaint century home settled in the famous historic Downtown Willoughby * Tastefully restored home features a large, totally updated eat-in kitchen with new cabinets, new granite counters, new tile backsplash, deluxe vinyl flooring, updated light fixtures and a fabulous coffee bar * New stainless steel appliances * Banquet sized dining room with refinished

    Angelo Marrali Howard Hanna

    4729 Waldamere Ave, Willoughby, OH 44094
  • /39

    $499,999

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    38038 Ridge Rd, Willoughby, OH 44094

    Looking for that UNIQUE HOME....HERE IT IS! Renovated Cape Cod overlooking the Chagrin River. Comes with a 1st Floor Master Suite with walk in renovated shower and Bath...Walk in closets and Built Ins. Oversized Gourmet Kitchen with Island for the baking needs, stainless steel appliances, and Granite Countertops. Dining room is just off the kitchen for those Huge Family gatherings or game

    Elaine Hanf Platinum Real Estate

    38038 Ridge Rd, Willoughby, OH 44094
  • /29

    $415,000

    • 4 Beds
    • 2.5 Baths
    • 2,708 Sq Ft

    2099 Farroni Dr, Willoughby, OH 44094

    Modern Elegance Overlooking the GreensWelcome to 2099 Farroni Drive, a beautifully appointed 4-bedroom, 2.5-bath home built in 2020 and thoughtfully upgraded for style and comfort. From the moment you step inside, you’ll notice the upgraded solid surface flooring that flows gracefully throughout the home, enhancing both durability and design.A flexible front living room—complete

    Paul Koerwitz Keller Williams Greater Cleveland Northeast

    2099 Farroni Dr, Willoughby, OH 44094
  • /24

    $649,900

    • 4 Beds
    • 2.5 Baths
    • 2,750 Sq Ft

    4879 Oakdale Ave, Willoughby, OH 44094

    Welcome to this stunning to be built opportunity. This model option features 3 spacious bedrooms and 2 full baths, located in the highly desirable Willoughby community. Enjoy the perfect blend of comfort and convenience with easy access to the vibrant nightlife and shopping of downtown Willoughby. Ready to be built by an excellent custom builder, Handcrafted Homes, this home offers exceptional

    Judie Crockett Howard Hanna

    4879 Oakdale Ave, Willoughby, OH 44094
  • /46

    $444,900

    • 4 Beds
    • 3.5 Baths
    • 3,396 Sq Ft

    34210 Beacon Dr, Willoughby, OH 44094

    Fantastic 4 bedroom 3.5 bath Willoughby Colonial !!! A Very Rare Find in a Phenomenal Location !!! Don't miss your opportunity to own a home in Halle Estates! This home is situated on a cul de sac street in a desirable location near parks, grocery stores and easy freeway access. The home is freshly painted in neutral colors and invites you to bring your finishing touches. A front porch greets

    Ari Dori Acacia Realty, LLC.

    34210 Beacon Dr, Willoughby, OH 44094
  • /5

    $572,500 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,203 Sq Ft

    S/L 41 Scholar Dr, Willoughby, OH 44094

    To Be Built! The Huntington floor plan with it's first floor master bedroom, large great room that is open to the kitchen, and a large dinning room make this home a very popular choice. 3 bedrooms upstairs and 2 1/2 baths with a 2 car garage and a full basement, All in a desirable community in South Willoughby. Close to shopping, nearby schools and restaurants.

    William Langa HomeSmart Real Estate Momentum LLC

    S/L 41 Scholar Dr, Willoughby, OH 44094
  • /33

    $339,900

    • 3 Beds
    • 2 Baths

    4292 W Bend Dr, Willoughby, OH 44094

    Welcome to this beautifully maintained 3-bedroom, 2-bath home nestled in a beautiful neighborhood and on a cul-de-sac street. Boasting endless space and a smart layout, this home is perfect for comfortable everyday living and effortless entertaining.Step inside to find a bright and inviting living area with fireplace, a large and beautiful kitchen and the all season room with deck.

    Angie Grajzl RE/MAX Results

    4292 W Bend Dr, Willoughby, OH 44094
  • /48

    $250,000

    • 4 Beds
    • 1 Bath
    • 1,160 Sq Ft

    37710 Vine St, Willoughby, OH 44094

    This home offers options as far as mixed use. It can be considered Business/Commercial/Retail/Residential.Come explore your opportunities for living or running a business. So close to Downtown Willoughby!!!

    Greg Pernus HomeSmart Real Estate Momentum LLC

    37710 Vine St, Willoughby, OH 44094
  • /15

    $204,900

    • 3 Beds
    • 1 Bath
    • 980 Sq Ft

    5140 Robinhood Dr, Willoughby, OH 44094

    Have you been dreaming of that perfect place that adds up to a smart decision? Well, your search is over as this gem offers (1) affordable living, (2) in the heart of Willoughby, in a highly sought-after neighborhood and (3) trendy upgrades and finishes...It all adds up to a DREAM come TRUE! This wonderful home is poised and ready for its next owner! Polished hardwood graces the floors

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

    5140 Robinhood Dr, Willoughby, OH 44094
  • /7

    $141,900

    • 3 Beds
    • 1.5 Baths
    • 938 Sq Ft

    4954 Glenwood Ave, Willoughby, OH 44094

    Investors Special in Willoughby!!! 4954 Glenwood Ave is full of potential and ready for your vision! This Property offers a great opportunity for investors, flippers, or handy buyers looking to build equity. Located in a desirable area of Willoughby with easy access to shops, restaurants, parks, and highways, this home sits on a generous lot-just waiting for the right updates.Bring your

    Sara Difranco RE/MAX Results

    4954 Glenwood Ave, Willoughby, OH 44094
  • /28

    $379,900

    • 3 Beds
    • 2.5 Baths
    • 1,736 Sq Ft

    4800 River St, Willoughby, OH 44094

    Welcome home to this beautifully updated 3-bedroom, 2.5-bath retreat nestled in the heart of Willoughby, Ohio. Step inside to discover a spacious open concept layout featuring a large kitchen, inviting living room, and elegant dining area—all perfect for modern living. Upstairs, two bedrooms and a contemporary 1.5 baths offer comfort and convenience, while a main floor bedroom and bath provide

    C.J. Trivisonno Keller Williams Living

    4800 River St, Willoughby, OH 44094
  • /24

    $189,900

    • 4 Beds
    • 1 Bath

    38522 Courtland Dr, Willoughby, OH 44094

    Craftsman style home with built-in china cabinets with window seat. Fireplace in living room. 4-bedroom home. 2 bedrooms on the main floor. The two bedrooms upstairs have no closets. Full basement partly finished. Two-car garage with tons of storage overhead. Large attached workshop with wood stove heat. Possibilities are endless. Point of sale has been ordered.

    Thomas Coyle Platinum Real Estate

    38522 Courtland Dr, Willoughby, OH 44094
  • /43

    $349,990

    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft

    38581 Ranally Way, Willoughby, OH 44094

    Welcome to this move-in ready 3-bedroom, 2-bath ranch, ideally located in the heart of Willoughby—just minutes from local amenities and quick freeway access.Step inside to an inviting open-concept living space featuring a cozy gas fireplace, perfect for relaxing or entertaining. The spacious kitchen is a chef’s dream, complete with granite countertops, a center island, and all appliances

    Cindy Kriynovich HomeSmart Real Estate Momentum LLC

    38581 Ranally Way, Willoughby, OH 44094
  • /50

    $1,399,000 Open Sun 1PM - 3PM

    • 6 Beds
    • 4.5 Baths
    • 7,300 Sq Ft

    4670 Figgie Dr, Willoughby, OH 44094

    VERY PRIVATE SECLUDED RAVINED LOT OVERLOOKING A LEG OF THE CHAGRIN RIVER AND AMAZING PANORAMIC VIEW! YOU'LL FEEL LIKE YOU'RE IN THE SMOKY MOUNTAIN NAT'L PARK! THIS HOME WAS DESIGNED FOR ENTERTAINING WITH ELEGANT FOYER, TWO STORY ENTRANCE AND MARBLE FLOORING. WALK UP 3 STAIRS TO ELEVATOR INSTALLED IN 2017. TWO STORY ELEGANT GREAT ROOM WITH FEATURED FIREPLACE WALL PLUS AMAZING CUSTOM CABINETRY WITH

    Michael Kaim Real of Ohio

    4670 Figgie Dr, Willoughby, OH 44094
  • /35

    $1,490,000

    • 4 Beds
    • 4.5 Baths
    • 5,172 Sq Ft

    39470 Stillman Ln Unit 13, Willoughby, OH 44094

    Step into a life of luxury and comfort, adjacent to Kirtland Country Club and less than 30 minutes to Downtown Cleveland. This stunning 4-bedroom, 4.5-bath home in Kirtland Tudor Estates is more than a home, it’s the backdrop for your next chapter. Wake up in the first-floor primary suite, complete with dual walk-ins and a spa-like bath with heated floors. Enjoy your morning coffee in the sleek

    Denise Zervos Platinum Real Estate

    39470 Stillman Ln Unit 13, Willoughby, OH 44094

Why Live in Downtown Willoughby

Downtown Willoughby is a vibrant neighborhood known for its strong support of local businesses and diverse dining options. The area is home to numerous mom-and-pop shops and regional restaurants, such as River Tavern and Nora's Public House, which offer a variety of local dishes and live music. For breakfast, Chagrin River Diner is a popular spot, especially for its all-you-can-eat fish fry on Fridays. Shopping options include Elite Repeats for designer consignment clothing and W Brown Custom Jewelry & Design. Residents can also visit the nearby Great Lakes Mall, just three miles away, for big box retailers. Grocery needs are met by Giant Eagle Supermarket and Heinen's Grocery Store. Outdoor activities are abundant with parks like Wes Point Park, Todd Field, and Chagrin River Parks offering scenic trails, playgrounds, and summer concerts. The neighborhood also hosts the annual Downtown Willoughby 5k, supporting Make-A-Wish. Transportation is convenient with proximity to Interstate Highway 90 and bus routes SR-20 and SR-91. Housing options range from affordable single-family mobile homes to luxurious Tudor-style residences near Kirtland Country Club. The neighborhood is safer than the national average, and residents enjoy a close-knit community with various events throughout the year.

Home Trends in Downtown Willoughby, OH

Housing Trends

Median Sale Price
$250,000
Median Single Family Sale Price
$260,000
Median Townhouse Sale Price
$360,000
Median 2 Bedroom Sale Price
$163,000
Average Price Per Sq Ft
$163
Number of Homes for Sale
31
Last 12 months Home Sales
179
Months of Supply
2.10
Median List Price
$259,900
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
5%
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