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Downtown Willoughby Homes for Sale

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  • /33

    $219,900 Open Wed 6:30PM - 8PM

    • 2 Beds
    • 2 Baths

    5132 Chestnut Hill Dr, Willoughby, OH 44094

    Welcome Home to This Charming & Spacious Ranch! This beautifully maintained 2-bedroom, 2-full bathroom ranch offers the perfect blend of comfort, convenience, and charm. Step inside to find a warm and inviting layout with generous living space, a partially finished basement ideal for a rec room or home office, and a 2-car garage for added storage and convenience. Enjoy peaceful mornings on the

    Agent Photo

    Clorice Dlugos

    McDowell Homes Real Estate Services

    (440) 901-5564

    5132 Chestnut Hill Dr, Willoughby, OH 44094
  • /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
  • /38

    $299,900

    • 3 Beds
    • 2.5 Baths
    • 2,340 Sq Ft

    34598 Jude Ct, Willoughby, OH 44094

    Welcome to this stunning townhouse in Brookwood Crossing! This light filled home offers three levels of living space. Upon entering, the ground level has access to the two car garage and additional space currently used as an exercise room with plenty of storage as well. The second level is the heart of the home with its open floor plan and inviting great room highlighted with LVT flooring and

    Seth Task Berkshire Hathaway HomeServices Professional Realty

    34598 Jude Ct, 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
  • /44

    $725,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,835 Sq Ft

    4322 Tudor Dr, Willoughby, OH 44094

    Prestigious Kirtland Tudor Estates: Why Wait to Build When You Can Move Into this Exceptional 2019 Custom Payne & Payne Home, Meticulously Maintained & Thoughtfully Upgraded, This Barely Lived-In Residence is Nestled in One of the Most Sought-After Communities, Directly Across from Kirtland Country Club, Offering a Rare Blend of Refined Living & Unmatched Convenience. An Inviting Covered Front

    Linda Ebersbacher Howard Hanna

    4322 Tudor 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
  • /17

    $179,950

    • 3 Beds
    • 1.5 Baths

    5520 Bretton Ct Unit 5-A, Willoughby, OH 44094

    Easy Living!!!... Very Well Maintained Condo. Recently Updated Throughout; 3 Large Bedrooms, Beautiful Kitchen, Newer Flooring and Paint, Bonus Room in Basement, 1.5 Bath, In Suite Full Laundry Room. Perfectly Located in the Heart of Willoughby. Just Seconds From Freeways, Shopping, Shops, and Schools. Nothing to do but move right in and enjoy!!

    Jim Ruschak Progressive Realty Associates

    5520 Bretton Ct Unit 5-A, 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
  • /35

    $329,900

    • 4 Beds
    • 2 Baths
    • 2,054 Sq Ft

    4312 Parklawn Dr, Willoughby, OH 44094

    Welcome to this spacious 4-bedroom, 2-bathroom home nestled on a desirable corner lot on a quiet cul-de-sac street. An open-concept layout, this home boasts a fully remodeled kitchen complete with granite countertops, a large island perfect for entertaining, and modern finishes throughout.Recent updates include a brand-new full tear-off roof and decking (2022), all-new siding (2022), a

    Jodi Consolo McDowell Homes Real Estate Services

    4312 Parklawn Dr, Willoughby, OH 44094
  • /22

    $155,000

    • 2 Beds
    • 1.5 Baths
    • 1,372 Sq Ft

    35049 N Turtle Trail Unit C, Willoughby, OH 44094

    This end unit condo offers the feeling of more yard space and scenery with the tree lined scape. The front patio off of the eat-in kitchen is a great spot to enjoy morning coffee or after work relaxation. The condo has a one car garage that is attached to the building, but not the condo. You’ll find extra parking adjacent to this building for guests. Inside you’ll find large rooms, remodeled

    Christine Pappas EXP Realty, LLC.

    35049 N Turtle Trail Unit C, Willoughby, OH 44094
  • /21

    $69,000

    • 2 Beds
    • 1 Bath

    34424 Euclid Ave Unit 260, Willoughby, OH 44094

    Welcome to this beautifully updated two bedroom, one bathroom manufactured home in the highly sought-after 55+ community of Concord Estates in Willoughby! Enjoy the perfect blend of comfort, convenience, and relaxation in this lovely home, featuring two spacious bedrooms with ample closet space, one updated bathroom with modern fixtures, bright and airy living areas with large windows, and a

    Ashley Snowberger McDowell Homes Real Estate Services

    34424 Euclid Ave Unit 260, 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
  • /26

    $529,900

    • 3 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    38063 Euclid Ave, Willoughby, OH 44094

    Located in the heart of Downtown Willoughby, this bright and airy townhome offers high ceilings, a sprawling floorplan, and convenient location. With easy access to the area’s renowned restaurants and bars, this residence places you in the center of it all! The entry is on the garage level, where an elevator provides access to both upper levels - ideal for ease and accessibility.Inside, you’ll

    Kevin Wasie Exactly

    38063 Euclid 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
  • /7

    $750,000

    • Land
    • 8 Acres
    • $97,150 per Acre

    0 Lost Nation Rd, Wiloughby Hills, OH 44094

    Great development site for Retail, office, buisness, warehouse and multiple uses. Corner lot with major traffic count. Across form Lost Nation Airport. The city is a putting a Circle interchange on Lost Nation rd. The city wants more development and opportunities in that area. The airport is going to growing even more. Since Burke Lake is going to be closing all those clients are now moving to

    Jerome A. Lesak CSD McDowell Homes Real Estate Services

    0 Lost Nation Rd, Wiloughby Hills, OH 44094
  • /50

    $1,425,000 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
  • /2

    $5,000

    • Land
    • 0.16 Acre
    • $32,258 per Acre

    V/L Vine #47 St, Willoughby, OH 44094

    Please contact Co-Lister with any and all questions.

    Richard Piraino Howard Hanna

    V/L Vine #47 St, Willoughby, OH 44094
  • /2

    $5,000

    • Land
    • 0.11 Acre
    • $45,455 per Acre

    V/L Vine #48 St, Willoughby, OH 44094

    Richard Piraino Howard Hanna

    V/L Vine #48 St, Willoughby, OH 44094
  • /2

    $5,000

    • Land
    • 0.03 Acre
    • $166,667 per Acre

    V/L Vine #50 St, Willoughby, OH 44094

    Richard Piraino Howard Hanna

    V/L Vine #50 St, Willoughby, OH 44094
  • /2

    $5,000

    • Land
    • 0.07 Acre
    • $71,429 per Acre

    V/L Vine #49 St, Willoughby, OH 44094

    Richard Piraino Howard Hanna

    V/L Vine #49 St, Willoughby, OH 44094
  • /2

    $5,000

    • Land
    • 0.19 Acre
    • $26,316 per Acre

    V/L Vine #46 St, Willoughby, OH 44094

    Richard Piraino Howard Hanna

    V/L Vine #46 St, Willoughby, OH 44094
  • /28

    $389,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,210 Sq Ft

    5068 Shepherds Glen, Willoughby, OH 44094

    Step into this inviting, new construction, 2-story townhome exuding both space and sophistication. Boasting a ground-level primary bedroom and loft, this residence encompasses 3 bedrooms, 2.5 bathrooms, and an attached 2-car garage. The main floor welcomes you with an airy layout complemented by luxurious vinyl flooring and a generous dining area. Indulge your culinary senses in the kitchen

    Paul Paratto Howard Hanna

    5068 Shepherds Glen, Willoughby, OH 44094
  • /22

    $389,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,210 Sq Ft

    5051 Shepherds Glen, Willoughby, OH 44094

    Step into this inviting, new construction, 2-story townhome exuding both space and sophistication. Boasting a ground-level primary bedroom and loft, this residence encompasses 3 bedrooms, 2.5 bathrooms, and an attached 2-car garage. The main floor welcomes you with an airy layout complemented by luxurious vinyl flooring and a generous dining area. Indulge your culinary senses in the kitchen

    Paul Paratto Howard Hanna

    5051 Shepherds Glen, Willoughby, OH 44094
  • /17

    $120,000

    • 3 Beds
    • 2 Baths
    • 1,978 Sq Ft

    5436 Summerwood Ct Unit C, Willoughby, OH 44094

    Discover the potential to rehab this condo and make it your own. This condo features 2 bedrooms and a loft that could be used as a third bedroom. This unit features a vaulted ceiling in the living room that opens to the kitchen area. This condo has a full finished basement with a recreation room and an indoor sauna. This condo also has a 1 car attached garage that can be accessed from the

    Gregory Strnisa Platinum Real Estate

    5436 Summerwood Ct Unit C, 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.

Frequently Asked Questions

Is Downtown Willoughby a good place to live?
Downtown Willoughby is a good place to live. Downtown Willoughby is considered fairly walkable and bikeable. Downtown Willoughby is a suburban neighborhood with a crime score of 4, on par with the average neighborhood in the U.S. Downtown Willoughby has 8 parks for recreational activities. It is fairly sparse in population with 3.4 people per acre and a median age of 46. The average household income is $89,165 which is below the national average. College graduates make up 36.8% of residents. A majority of residents in Downtown Willoughby are home owners, with 40.4% of residents renting and 59.6% of residents owning their home. A local real estate agent serving Downtown Willoughby can help you decide if this neighborhood is the right one for you. Learn more on our Downtown Willoughby neighborhood guide.
Is Downtown Willoughby, OH a safe neighborhood?
Downtown Willoughby, OH is a safe neighborhood and is on par with the average neighborhood in the United States. It received a crime score of 4 out of 10.
How much do you need to make to afford a house in Downtown Willoughby?
The median home price in Downtown Willoughby is $259,900. If you put a 20% down payment of $52,000 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $1,340 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $57K a year to afford the median home price in Downtown Willoughby. The average household income in Downtown Willoughby is $89K.
What are the best public schools in Downtown Willoughby?
The best public schools that serve Downtown Willoughby are:
What are the best private schools in Downtown Willoughby?
The best private schools that serve Downtown Willoughby are:
  • Andrews Osborne Academy has an A+ Niche grade, a student teacher ratio of 7:1 and an average review score of 4.4.
  • Mater Dei Academy has an A Niche grade, a student teacher ratio of 12:1 and an average review score of 4.9.
  • Lake Catholic High School has a B+ Niche grade, a student teacher ratio of 9:1 and an average review score of 3.8.
What are the most popular zip codes in Downtown Willoughby, Willoughby, OH?
The most popular zip codes in Downtown Willoughby, Willoughby, OH include 44094, 44095, 44060, 44092 and 44132.
What are the most popular neighborhoods near Downtown Willoughby, Willoughby, OH?
The most popular neighborhood near Downtown Willoughby, Willoughby, OH is North Collinwood.

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
$162,750
Average Price Per Sq Ft
$162
Number of Homes for Sale
25
Last 12 months Home Sales
179
Months of Supply
1.70
Median List Price
$259,900
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
6%
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