Highland Hills, OH Homes for Sale under $500,000

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  /36

  $390,000

  Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 1,758 Sq Ft

  3340 Ingleside Rd, Shaker Heights, OH 44122

  Flawless Fernway colonial that has been beautifully renovated throughout! This well-maintained home is move-in-ready and features an updated, timeless kitchen that opens to the dining area. So many details have been thoughtfully considered from the functional flow, center island, marble countertops, abundance of storage, newer appliances and exposed brick. Throughout this meticulous home you will

  Noelle Pangle Howard Hanna

  3340 Ingleside Rd, Shaker Heights, OH 44122
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  /5

  $200,000

  $49K PRICE DROP

  • Land
  • 16,857 Sq Ft
  • $516,796 per Acre

  1906 Woodbrook, Beachwood, OH 44122

  Buildable, walk-out homesite on a private cul-de-sac, in the sought-after Woods of Lyndhurst setting—tucked into a peaceful, wooded enclave where recent sales showcase spacious ranch and two-story designs with walls of windows, vaulted ceilings, and seamless indoor-outdoor living. This lot can accommodate either a ranch or a two-story home, both with a walkout basement, allowing you to capture

  David Gurary Century 21 Homestar

  1906 Woodbrook, Beachwood, OH 44122
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  /48

  $215,900

  • 3 Beds
  • 2 Baths
  • 1,060 Sq Ft

  19819 Harvard Ave, Warrensville Heights, OH 44122

  Welcome to Warrensville Heights! BECOME A REAL ESTATE INVESTOR overnight! This home is currently cash flowing! A stunningly renovated 3-bedroom, 2-bath Cape Cod offers over 1,300 sq/ft of comfortable, modern living and is truly a MUST SEE. This home has been thoughtfully updated from top to bottom with quality finishes and attention to detail, which is seen with the custom wood trim throughout.

  Jermaine Brooks Keller Williams Greater Metropolitan

  19819 Harvard Ave, Warrensville Heights, OH 44122
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  /38

  $279,900

  $15K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  18526 Scottsdale Blvd, Shaker Heights, OH 44122

  Welcome home to this charming brick Colonial offering 3 bedrooms, 1 full and 1 half baths, plus a finished third floor that provides flexible space for a fourth bedroom, home office, or playroom. The updated eat-in kitchen features beautiful wood cabinetry, stunning dark granite countertops with an undermount sink, and all-new stainless steel appliances (2025). The inviting living room showcases

  Sajag Patel Keller Williams Greater Metropolitan

  18526 Scottsdale Blvd, Shaker Heights, OH 44122
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  /48

  $419,000

  • 6 Beds
  • 3 Baths
  • 3,217 Sq Ft

  19619 Winslow Rd, Shaker Heights, OH 44122

  Perfectly positioned just a short walk from the vibrant Van Aken District, this beautifully updated two-family home offers an exceptional opportunity for both investors and owner-occupants. Extensively renovated in 2015, the property features major improvements including updated Romex electrical wiring, modern plumbing, stylish kitchens and bathrooms, central air conditioning throughout both

  Sam Zimmer Keller Williams Greater Metropolitan

  19619 Winslow Rd, Shaker Heights, OH 44122
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  /46

  $325,000

  • 3 Beds
  • 2.5 Baths
  • 2,292 Sq Ft

  2602 S Green Rd Unit 2602, Beachwood, OH 44122

  Welcome to this spacious and stylishly updated 3-bedroom, 2.5-bathroom condo in the highly desirable Villas On The Green community! Offering nearly 2,300 square feet of living space, this beautifully maintained home combines modern upgrades with comfortable living in a prime University Heights location. Step inside to discover a light-filled first floor featuring brand-new designer tile flooring,

  Gavi Septon Keller Williams Citywide

  2602 S Green Rd Unit 2602, Beachwood, OH 44122
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  /26

  $225,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,482 Sq Ft

  19304 Mayfair Ln, Cleveland, OH 44128

  Welcome home to this completely remodeled 3 bedroom, 2 bath, move-in ready ranch! The beautifully updated kitchen features new cabinetry, butcher block countertops, stainless steel appliances, Kraus sink & faucet, and plenty of space for everyday cooking and entertaining.The bright and spacious family room flows into a cozy dining area, while refinished hardwood floors throughout the main

  Andrey Godes Keller Williams Living

  19304 Mayfair Ln, Cleveland, OH 44128
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  /27

  $300,000

  $50K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,465 Sq Ft

  23718 Cedar Rd, Beachwood, OH 44122

  Beautifully remodeled home featuring 4 bedrooms and 2 fully updated bathrooms. Spacious living room with a stylish accent wall and electric fireplace, updated eat-in kitchen with stainless steel appliances. Remodeled second floor with added bonus room and new bathroom. Finished basement with rec room and bonus area great for entertaining. Exterior updates include new siding and a fully enclosed

  De'Chella Woodruff HomeSmart Real Estate Momentum LLC

  23718 Cedar Rd, Beachwood, OH 44122
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  /38

  $264,900

  Open Sat 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 2,331 Sq Ft

  3698 Strandhill Rd, Shaker Heights, OH 44122

  Classic charm, thoughtful space, and an unbeatable location come together in this inviting all-brick Colonial ready for its next owner.Step inside to find the character buyers love. Hardwood floors throughout many rooms, a welcoming living room with fireplace, formal dining room, and a kitchen with room for a table. The sunny all-season sunroom offers a perfect spot for morning coffee,

  Kaela Marable Keller Williams Greater Metropolitan

  3698 Strandhill Rd, Shaker Heights, OH 44122
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  /43

  $415,000

  $10K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 4,153 Sq Ft

  19406 Winslow Rd, Shaker Heights, OH 44122

  Timeless Tudor-style duplex located on beautiful, tree-lined Winslow Rd in the heart of Shaker Heights Historic district. This well-maintained property has been owned & lovingly cared for by one family, offering exceptional character, solid mechanical updates, & spacious layouts ideal for an owner/occupant or investor. Both units feature gorgeous hardwood floors throughout, classic architectural

  Cathy LeSueur Howard Hanna

  19406 Winslow Rd, Shaker Heights, OH 44122
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  /20

  $325,000

  $45K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,927 Sq Ft

  3280 Richmond Rd, Beachwood, OH 44122

  Fabulous one floor living with soaring ceilings, spacious primary suite with glamour bath, walk-in closets, large second bedroom, private patio overlooking common area green space, eat-in Kitchen, first floor laundry, attached two-car garage, central air. Near fine dining, upscale shopping, medical institutions, colleges and interstate. Move Right In!

  Milan Polacek Howard Hanna

  3280 Richmond Rd, Beachwood, OH 44122
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  /19

  $380,000

  Open Sat 12PM - 2PM $15K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,067 Sq Ft

  23703 E Baintree Rd, Beachwood, OH 44122

  A beautiful Beachwood home you don’t want to miss. A well maintained, brick home and garden with versatile living space, spacious bedrooms and great character. On the main floor: a spacious living room complete with hardwood floors and a wood burning fireplace that opens to the formal dining area, sunny family room at the back with views of the garden, and an eat-in kitchen with pantry and access

  Andrea Dorfmeyer Coldwell Banker Schmidt Realty

  23703 E Baintree Rd, Beachwood, OH 44122
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  /39

  $375,000

  $44K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 1,796 Sq Ft

  6136 N Pointe Dr, Cleveland, OH 44124

  Incredible townhome in The Pointe at Sterling Lakes. Effortless living meets elevated style in this beautifully appointed Pepper Pike townhome where light-filled spaces, smart design, and an unbeatable location come together seamlessly.Step inside to an open-concept main level designed for both everyday comfort and easy entertaining. Freshly painted throughout and move-in ready, the

  Geoffrey Hoffman Howard Hanna

  6136 N Pointe Dr, Cleveland, OH 44124
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  /29

  $389,900

  $25K PRICE DROP

  • 3 Beds
  • 3.5 Baths

  6196 N Pointe Dr, Pepper Pike, OH 44124

  Beautifully updated and truly move-in ready, this 3-level townhome offers thoughtfully designed living spaces, quality finishes, and the ease of low-maintenance living in the Beachwood School District. With 3 bedrooms, 3.5 baths, an attached 2-car garage, and a newer composite deck, the home provides exceptional flexibility for everyday living, entertaining, working from home, and hosting

  Kristian Romanini Engel & Völkers Distinct

  6196 N Pointe Dr, Pepper Pike, OH 44124
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  /35

  $384,000

  • 8 Beds
  • 2 Baths
  • 2,980 Sq Ft

  3454 Ingleside Rd, Shaker Heights, OH 44122

  Beautifully Updated side-by-side Duplex- 8 bedrooms & 2 bath- in a Prime Shaker Heights LocationWelcome to this beautifully updated, bright, and spacious duplex located in a desirable area of Shaker Heights. Offering a fantastic combination of updates, inviting living space, and an excellent location, this property is a great opportunity for both owner-occupant and investors.Step inside

  Iris Wheeler Keller Williams Greater Cleveland Northeast

  3454 Ingleside Rd, Shaker Heights, OH 44122
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  /49

  $500,000

  Open Sat 10AM - 12PM

  • 3 Beds
  • 3 Baths
  • 2,885 Sq Ft

  21650 S Woodland Rd, Shaker Heights, OH 44122

  This is just a terrific Home! Shaker colonial with sought after options.Meticulously maintained and thoughtfully cared for.Nice architectural details including hardwoods, moldings, and placement of windows enhance this home.The first floor provides great open space and multiple options for living and entertaining. The living room, which is highlighted by a classic fireplace and

  Susan Delaney Howard Hanna

  21650 S Woodland Rd, Shaker Heights, OH 44122
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  /39

  $449,000

  $16K PRICE DROP

  • 2 Beds
  • 3 Baths
  • 2,108 Sq Ft

  27500 Cedar Rd Unit 804, Beachwood, OH 44122

  This gorgeous Point East unit has been completely gut renovated and redone! An absolutely beautiful presentation where highlights include engineered hardwood floors, crisp white walls, and fabulous lighting throughout! Walk into the foyer and you will be dazzled by the open flowing floor plan and walls of windows! The kitchen in this unit is second to none with a huge center island, stainless

  Adam Kaufman Howard Hanna

  27500 Cedar Rd Unit 804, Beachwood, OH 44122
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  /25

  $330,000

  $25K PRICE DROP

  • 4 Beds
  • 3.5 Baths

  19219 Lomond Blvd, Shaker Heights, OH 44122

  Where timeless charm meets everyday comfort! This stunning colonial offers 4 spacious bedrooms 3.5 bathrooms, a 2 car garage, and a partially finished basement ready for entertaining, relaxing, or creating perfect flex space. Enjoy the luxury of two inviting living rooms, a formal dining room perfect for gatherings and room for everyone to feel right at home. Nestled in Shaker Heights most

  Monique Smith Russell Real Estate Services

  19219 Lomond Blvd, Shaker Heights, OH 44122
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  /37

  $499,000

  $26K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 4,542 Sq Ft

  24800 Shaker Blvd, Beachwood, OH 44122

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath ranch ideally located on Shaker Boulevard in the heart of Beachwood. This inviting home features a beautifully updated kitchen, soaring vaulted ceilings, and a spacious, light-filled four-season room—perfect for relaxing or entertaining year-round. The generous floor plan offers comfortable one-floor living with plenty of space for family

  Susan Smith Keller Williams Living

  24800 Shaker Blvd, Beachwood, OH 44122
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  /22

  $235,000

  Open Sun 1PM - 3:30PM

  • 3 Beds
  • 1 Bath

  20274 Emery Rd, Cleveland, OH 44128

  Such a Splendid Space in the Village of North Randall. This beautifully updated 3-bedroom, 1-bath home offers modern improvements, classic character, and a peaceful setting on nearly one-half acre. The home features hardwood floors throughout the bedrooms and main living space. Ceiling fans in all bedrooms, home has central heat, and new central air installed in 2026.Major improvements

  Lorrice Mosley EXP Realty, LLC.

  20274 Emery Rd, Cleveland, OH 44128
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  /33

  $279,000

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths

  2112 Acacia Park Dr Unit 309, Cleveland, OH 44124

  You have to see it to believe it! Absolutely stunning! One-of-a-kind, ultra-modern open-floor 2 bedroom, 2 full bath condo. Updated throughout with premium finishes including waterproof LVP floors, designer kitchen cabinetry, granite counters, natural stone backsplash, new appliances, electric fireplaces, closet systems, LED dimmable lights throughout, exceptional spa-like bathrooms, custom built

  Stan Gudalevich Howard Hanna

  2112 Acacia Park Dr Unit 309, Cleveland, OH 44124
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  /41

  $425,000

  • 2 Beds
  • 2 Baths
  • 2,134 Sq Ft

  5150 Three Village Dr Unit LLD, Cleveland, OH 44124

  GORGEOUS END UNIT AT THE END OF THE HALLWAY OFFERING MAXIMUM PRIVACY IN SOUGHT AFTER THREE VILLAGE! THIS UNIT HAS IT ALL INCLUDING AN UPDATED KITCHEN, EXTRA ROOM (CURRENTLY USED AS A DEN), AND A GRACIOUS FORMAL LIVING ROOM WITH FIREPLACE! THE ENTRY AND FOYER AREA ARE TRULY GRACIOUS AND WELCOME ONE INTO THE LIGHT FILLED UNIT WHICH HAS HARDWOOD FLOORS THROUGH MUCH OF THE SPACE. THE SPLIT FLOOR PLAN

  Adam Kaufman Howard Hanna

  5150 Three Village Dr Unit LLD, Cleveland, OH 44124
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  /16

  $204,000

  $35K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,440 Sq Ft

  3709 Chelton Rd, Shaker Heights, OH 44120

  Step into the past and into your future at 3709 Chelton Rd — a 1927 Shaker Heights Colonial brimming with character and ready for its next chapter.Step into the past and into your future at 3709 Chelton Rd — a 1927 Shaker Heights Colonial brimming with character and ready for its next chapter. Warm hardwood-style floors lead you past a fireplace-lit living room into a beautifully refreshed

  Irina Kleyner Smartland, LLC.

  3709 Chelton Rd, Shaker Heights, OH 44120
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  /50

  $249,000

  • 6 Beds
  • 4 Baths
  • 3,088 Sq Ft

  3852 E 140th St, Cleveland, OH 44128

  This absolute showstopper is an exceptional investment opportunity! This massive brick duplex offers over 3,000 square feet with two spacious units, the lower unit features 3 bedrooms, 2 full bathrooms, generous living areas, functional kitchens, and adjoining dining spaces. the upper unit offers an additional 1,200-square-foot finished third floor includes 2 bedrooms and 1 full bathroom,

  Mike Azzam RE/MAX Haven Realty

  3852 E 140th St, Cleveland, OH 44128
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  /18

  $214,900

  $5K PRICE DROP

  • 4 Beds
  • 2 Baths

  3698 Menlo Rd, Shaker Heights, OH 44120

  Shaker Heights Duplex | Investment or Owner-Occupant OpportunitySold as-is. Point of Sale (POS) inspection to be assumed by buyer. Reflected in price reduction. Don't miss this well-maintained duplex in sought-after Shaker Heights. The first-floor unit comes with a subsidized tenant in place, providing guaranteed rental income of $1,175/month from day one — giving any buyer immediate cash

  Valerie Couch Smartland, LLC.

  3698 Menlo Rd, Shaker Heights, OH 44120
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  /46

  $295,000

  • 5 Beds
  • 2 Baths
  • 2,606 Sq Ft

  17636 Winslow Rd, Shaker Heights, OH 44120

  Turnkey Duplex in the Historic Winslow corridor of Shaker Hts. Lovely architectural details blended with updates to kitchens and baths. Light, bright first floor unit has 2 bedroom and bath, handsome fireplace, floor to ceiling windows, newer carpeting and freshly painted. 2nd floor unit offers 2 floors of flexible living. Hardwood flooring in LR & DR with LR accented by fireplace and DR with

  Mary Brown Howard Hanna

  17636 Winslow Rd, Shaker Heights, OH 44120
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  /50

  $329,999

  Open Sun 11AM - 1PM $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,012 Sq Ft

  21126 Fairmount Blvd, Shaker Heights, OH 44118

  Welcome to 21126 Fairmount Boulevard! This spacious 4-bedroom, 2.5-bath home offers plenty of room to spread out with a great combination of character, functional living space, and recent updates. Step inside to a welcoming living room centered around a brick fireplace, with plenty of natural light and space for gathering and entertaining. The main floor offers multiple living and dining spaces,

  Mathew Chase Keller Williams Greater Metropolitan

  21126 Fairmount Blvd, Shaker Heights, OH 44118
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  /28

  $449,900

  $45K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 3,725 Sq Ft

  3835 Acorn Trail Unit C04, Chagrin Falls, OH 44022

  Discover the rare luxury of main-level living in this exquisite Landerwood Glen residence, a true standout featuring a coveted private backyard and expansive patio space rarely found in the community. The interior radiates timeless elegance with gleaming hardwoods, a formal dining room, and a beautifully updated white kitchen finished with granite countertops and stainless steel appliances. At

  Heather Price Howard Hanna

  3835 Acorn Trail Unit C04, Chagrin Falls, OH 44022
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  /34

  $272,500

  $27K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,006 Sq Ft

  1761 Oakmount Rd, South Euclid, OH 44121

  Beautiful 5 Bedroom, 3 full Bath colonial located on a desirable street in South Euclid, conveniently close to highways, shopping, hospitals, and schools. This spacious home features a welcoming living room/ dining room with a cozy fireplace and beautiful hardwood floors throughout. The flexible floor plan offers master bedroom options on both the first and second floors.Teen or in-law suite with

  Judy Stropki RE/MAX Crossroads Properties

  1761 Oakmount Rd, South Euclid, OH 44121
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  /38

  $299,900

  $20K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,162 Sq Ft

  16809 Scottsdale Blvd, Cleveland, OH 44120

  This classic 1948 brick Colonial offers timeless character, solid construction, and an abundance of living space. Featuring 4 bedrooms, 3 full bathrooms, and 1 half bath, the home offers approximately 1,812 square feet of above-grade living space, plus a finished basement providing additional room for a recreation area, home office, or entertaining.The traditional floor plan includes 7 rooms,

  Brenda Gadowski Glasshouse Realty Group, LLC

  16809 Scottsdale Blvd, Cleveland, OH 44120
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  /47

  $225,000

  • 2 Beds
  • 2.5 Baths
  • 1,464 Sq Ft

  2112 Acacia Park Dr Unit 501, Cleveland, OH 44124

  Bright and spacious, this unit on 5th floor has a fabulous balcony view of the pool and the Acacia courtyard! Close to elevator and laundry room, condo has neutral decor throughout. Tiled foyer opens to sizable Living room with Luxury Vinyl Plank floors and Dining room with chandelier and chair rail in "L" shape for ease of entertaining. Kitchen with gas range has room for a table and chairs.

  Sharon Friedman Berkshire Hathaway HomeServices Professional Realty

  2112 Acacia Park Dr Unit 501, Cleveland, OH 44124
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  /20

  $289,999

  • 7 Beds
  • 3 Baths
  • 2,536 Sq Ft

  17415 Winslow Rd, Shaker Heights, OH 44120

  Welcome to this spacious multi-family home in the highly desirable city of Shaker Heights! This well maintained property offers incredible versatility for both owner-occupants and investors. Each unit features a living room with fireplace, formal dining room, kitchen with stainless steel appliances, 2 bedrooms, 1 full bath and rear porch. The third floor offers 3 additional bedrooms and 1 full

  De'Chella Woodruff HomeSmart Real Estate Momentum LLC

  17415 Winslow Rd, Shaker Heights, OH 44120

Showing Results 41 - 72, Page 2 of 2