Highland Hills, OH Homes

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  /43

  $450,000

  • 6 Beds
  • 6 Baths
  • 5,146 Sq Ft

  17914 Chagrin Blvd, Shaker Heights, OH 44122

  At first glance, you'll think you've found two stunning custom homes, but this exceptional side-by-side duplex offers so much more. Beautifully renovated and move-in ready, this rare Shaker Heights property presents an incredible opportunity for investors seeking strong rental income or owner-occupants looking to live in one residence while offsetting their mortgage by renting the other. Each

  

  Edith Ross

  Russell Real Estate Services

  17914 Chagrin Blvd, Shaker Heights, OH 44122
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  /34

  Starting at $1,300 Per Month

  • 1 - 3 Beds

  19333 Van Aken Blvd, Shaker Heights, OH 44122

  The Essex House is a unique, landmark building with modern amenities in the most prestigious neighborhood of Shaker Heights. Our suites are updated and unique in character with walk-in closets, large principal rooms, bedrooms, and kitchens, some with stainless steel appliances and granite counter tops. We feature large picture windows throughout offering excellent lighting and beautiful views

  Essex House Apartments

  

  19333 Van Aken Blvd, Shaker Heights, OH 44122
• 

  

  

  /21

  $93,000

  Sold Sep 18, 2025

  3878 E 143rd St, Cleveland, OH 44128

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1946

  Last Sold Summary

  • 3% Above List Price
  • $88/SF
  • 3 Days On Market

  Current Estimated Value $93,319

  Last Listing Agent Bryan Garra EXP Realty, LLC.

  3878 E 143rd St, Cleveland, OH 44128
• 

  

  

  /14

  Est $105,097

  Not Listed For Sale

  19015 Van Aken Blvd Unit 301, Shaker Heights, OH 44122

  • 2 Beds
  • 2 Baths
  • 1,268 Sq Ft
  • Built 1951

  19015 Van Aken Blvd Unit 301, Shaker Heights, OH 44122

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Erica Sanders Keller Williams Greater Metropolitan
• 

  

  

  /18

  $1,375,000

  $100K PRICE DROP

  • 5 Beds
  • 6.5 Baths

  2710 Chesterton Rd, Shaker Heights, OH 44122

  Set on one of the most highly desired streets in Shaker Heights, this stately brick Colonial built in 1931 showcases timeless architecture, exceptional craftsmanship, and beautifully preserved character throughout. The home features grand formal rooms across three floors, six fireplaces, and stunning original woodwork that highlight the elegance and quality of the era. The dining room is

  

  Brian Cantrall

  Chestnut Hill Realty, Inc.

  2710 Chesterton Rd, Shaker Heights, OH 44122
• 

  

  /23

  Starting at $800 Per Month

  • 1 - 4 Beds

  4761 Walford Rd, Warrensville Heights, OH 44128

  With its choice location, first-rate design and great amenities, Clarkwood Greens is the apartment community of choice in southeast Cleveland. Clarkwood Greens offers 1, 2, 3 and 4 bedroom garden apartments and townhomes. Our community provides exceptional living at affordable rates and high comfort levels. Apartments feature fully equipped kitchens, spacious closets, private patio or balcony and

  Clarkwood Greens Apartments & Townhomes

  4761 Walford Rd, Warrensville Heights, OH 44128
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  /39

  $300,000

  Sold Jan 21, 2026

  25805 Fairmount Blvd Unit 207, Beachwood, OH 44122

  • 3 Beds
  • 2 Baths
  • 1,816 Sq Ft
  • Built 1974

  Last Sold Summary

  • 8% Below List Price
  • $165/SF
  • 21 Days On Market

  Current Estimated Value $327,533

  Last Listing Agent Susan Lenahan Howard Hanna

  25805 Fairmount Blvd Unit 207, Beachwood, OH 44122
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  /34

  Est $821,195

  Not Listed For Sale

  2520 Fairwood Ct, Beachwood, OH 44122

  • 3 Beds
  • 3.5 Baths
  • 3,200 Sq Ft
  • Built 2018

  2520 Fairwood Ct, Beachwood, OH 44122

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Stacey Jones Keller Williams Living
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  /49

  $529,900

  $70K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 4,143 Sq Ft

  19909 Malvern Rd, Shaker Heights, OH 44122

  Welcome to this truly one-of-a-kind 1953 brick masterpiece, perfectly situated on one of the most picturesque tree-lined streets in Shaker Heights. Offering 5 spacious bedrooms, 3 full baths, 2 half baths, and a rare 3-car garage—a true luxury for a home of this era, this residence beautifully blends timeless mid-century architecture with thoughtful modern updates.Mid-century enthusiasts will

  

  Seth Task

  Berkshire Hathaway HomeServices Professional Realty

  19909 Malvern Rd, Shaker Heights, OH 44122
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  /25

  Starting at $725 Per Month

  • 1 - 4 Beds

  4361-4471 Granada Blvd, Warrensville Heights, OH 44128

  Granada Gardens offers quality and affordable living with 1, 2 and 3 bedroom garden, midrise, highrise and townhome suites in a beautifully landscaped community that is close to entertainment and shopping. This rental community has an indoor pool, community garden, playground, party room, onsite laundry and plenty of parking is available as well as garages for rent. Granada features spacious

  Granada Gardens

  4361-4471 Granada Blvd, Warrensville Heights, OH 44128
• 

  

  /21

  $87,500

  Sold Aug 19, 2025

  3990 E 151st St, Cleveland, OH 44128

  • 3 Beds
  • 1 Bath
  • 1,220 Sq Ft
  • Built 1952

  Last Sold Summary

  • 3% Below List Price
  • $72/SF
  • 2 Days On Market

  Current Estimated Value $92,899

  Last Listing Agent Bryan Garra EXP Realty, LLC.

  3990 E 151st St, Cleveland, OH 44128
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  /30

  Est $376,836

  Not Listed For Sale

  27500 Cedar Rd Unit 604, Beachwood, OH 44122

  • 2 Beds
  • 2 Baths
  • 2,108 Sq Ft
  • Built 1979

  27500 Cedar Rd Unit 604, Beachwood, OH 44122

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Marilyn Kahn Howard Hanna
• 

  

  /20

  $115,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,224 Sq Ft

  4287 E 162nd St, Cleveland, OH 44128

  Welcome home to this charming bungalow offering the perfect blend of comfort, functionality, and opportunity. With 3 bedrooms, 1.5 bathrooms, and over 1,200 square feet of living space, this home provides room to spread out while maintaining a warm and inviting feel. The spacious eat-in kitchen offers abundant cabinet and counter space, making meal preparation and entertaining a breeze. Two

  

  Seth Task

  Berkshire Hathaway HomeServices Professional Realty

  4287 E 162nd St, Cleveland, OH 44128
• 

  

  /17

  Starting at $860 Per Month

  • Studio - 2 Beds

  4510-4548 Warrensville Center Rd, North Randall, OH 44128

  EXCELLENT LOCATION AND AFFORDABLE PRICES! You can have it all at Randall Park APARTMENTS! Youre just minutes away from shopping, dining, Thistledown racetrack, Southpointe Hospital, I-271, I-480, downtown and RTA service is available. We offer the areas largest suites and best-maintained buildings for the lowest price. Our professional, courteous staff is on-site to ensure your comfort. Visit our

  Randall Park Apartments

  

  4510-4548 Warrensville Center Rd, North Randall, OH 44128
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  /48

  $455,000

  Sold Jun 08, 2026

  21012 Halburton Rd, Beachwood, OH 44122

  • 3 Beds
  • 4 Baths
  • 1,885 Sq Ft
  • Built 1949

  Last Sold Summary

  • 17% Above List Price
  • $241/SF
  • 7 Days On Market

  Current Estimated Value $433,557

  Last Listing Agent Janet Dienes Berkshire Hathaway HomeServices Professional Realty

  21012 Halburton Rd, Beachwood, OH 44122
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  /50

  Est $1,030,330

  Not Listed For Sale

  3850 Matisse Cir, Pepper Pike, OH 44124

  • 5 Beds
  • 4.5 Baths
  • 5,365 Sq Ft
  • Built 2017

  3850 Matisse Cir, Pepper Pike, OH 44124

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Veena Bhupali The Agency Cleveland Northcoast
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  /2

  $6,000

  Pending

  • Land
  • 4,878 Sq Ft
  • $53,571 per Acre

  4172 E 144th St, Cleveland, OH 44128

  Located in an established, quiet pocket of cleveland, this site offers a straightforward opportunity. The property is ready for development, with city utilities available at the street. It is well-situated within a neighborhood where you are just moments away from local schools, parks, and the day-to-day amenities that residents value. This is a manageable piece of land that serves as a perfect

  

  Johnny Kincaid

  LPT Realty

  4172 E 144th St, Cleveland, OH 44128
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  /41

  Starting at $1,160 Per Month

  • Studio - 2 Beds

  27621 Chagrin Blvd, Beachwood, OH 44122

  Welcome to Beechmont Towers, part of the Orange Village school district , located in Woodmere, OH! For more information, please visit our property website at to see more property photos and to fill out an online application. To see another AZ management community in Woodmere, please visit !

  Beechmont Towers

  

  27621 Chagrin Blvd, Beachwood, OH 44122
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  /14

  $65,000

  Sold Mar 16, 2026

  4320 E 167th St Unit c, Cleveland, OH 44128

  • 2 Beds
  • 1.5 Baths
  • 990 Sq Ft
  • Built 1988

  Last Sold Summary

  • 7% Below List Price
  • $66/SF
  • 4 Days On Market

  Current Estimated Value $61,958

  Last Listing Agent Brandi Peyatt Russell Real Estate Services

  4320 E 167th St Unit c, Cleveland, OH 44128
• 

  

  /5

  Est $926,447

  Not Listed For Sale

  3455 Legends Way, Cleveland, OH 44124

  • 4 Beds
  • 3.5 Baths
  • 3,040 Sq Ft
  • Built 2019

  3455 Legends Way, Cleveland, OH 44124

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Shakiba Soudmand Howard Hanna
• 

  

  /20

  $82,500

  $3K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 984 Sq Ft

  3279 Warrensville Center Rd Unit 3 A, Shaker Heights, OH 44122

  Fresh, warm, and inviting, this beautifully updated 2-bedroom, 1.5-bath condo offers approximately 984 square feet of comfortable living space in the desirable Shaker Gardens community. The thoughtfully designed floor plan features spacious living and dining areas, updated finishes, refreshed bathrooms, and a bright kitchen ready for everyday living and entertaining. Conveniently located near

  

  Kyle Cutler

  EXP Realty, LLC.

  3279 Warrensville Center Rd Unit 3 A, Shaker Heights, OH 44122
• 

  

  /50

  Starting at $1,573 Per Month

  • 1 - 3 Beds

  26900 Amhearst Cir, Beachwood, OH 44122

  Easthaven at the Village offers spacious 1-, 2-, and 3-bedroom apartment homes in Beachwood. Located at 26900 Amhearst Circle, the community provides convenient access to shopping, dining, and major roadways throughout the Cleveland metropolitan area. Apartment homes feature thoughtfully designed floor plans with modern conveniences that support comfortable everyday living. Select homes include

  Easthaven At The Village

  

  26900 Amhearst Cir, Beachwood, OH 44122
• 

  

  /36

  $64,000

  Sold Oct 28, 2025

  19201 Van Aken Blvd Unit 101, Shaker Heights, OH 44122

  • 2 Beds
  • 1 Bath
  • 798 Sq Ft
  • Built 1948

  Last Sold Summary

  • 8% Below List Price
  • $80/SF
  • 67 Days On Market

  Current Estimated Value $64,653

  Last Listing Agent Jenny Chin Howard Hanna

  19201 Van Aken Blvd Unit 101, Shaker Heights, OH 44122
• 

  

  /5

  Est $561,006

  Not Listed For Sale

  3824 Roselawn Ave, Beachwood, OH 44122

  • 4 Beds
  • 4.5 Baths
  • 2,800 Sq Ft
  • Built 2006

  3824 Roselawn Ave, Beachwood, OH 44122

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent DeVonna Mauldin Deleted Agent
• 

  

  /37

  $474,900

  $5K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,295 Sq Ft

  3331 Kenmore Rd, Shaker Heights, OH 44122

  Welcome to timeless elegance in the heart of Shaker Heights, a beautifully updated Tudor that blends classic architecture with refined, modern living across three expansive levels. From the moment you step into the open foyer, you're greeted by rich character and warmth. The spacious living room showcases gleaming hardwood floors and a striking brick fireplace, creating an inviting setting for

  

  Stephanie Bosworth

  McDowell Homes Real Estate Services

  3331 Kenmore Rd, Shaker Heights, OH 44122
• 

  

  /41

  Starting at $1,300 Per Month

  • 1 - 3 Beds

  3208 Warrensville Center Rd, Shaker Heights, OH 44122

  Uptown Shaker

  3208 Warrensville Center Rd, Shaker Heights, OH 44122
• 

  

  /34

  $80,000

  Sold Aug 15, 2025

  17316 Stockbridge Ave, Cleveland, OH 44128

  • 3 Beds
  • 1.5 Baths
  • 1,392 Sq Ft
  • Built 1947

  Last Sold Summary

  • 34% Above List Price
  • $57/SF
  • 2 Days On Market

  Current Estimated Value $108,837

  Last Listing Agent Joy Larson Keller Williams Elevate

  17316 Stockbridge Ave, Cleveland, OH 44128
• 

  

  /19

  Est $87,267

  Not Listed For Sale

  19015 Van Aken Blvd Unit 412, Shaker Heights, OH 44122

  • 2 Beds
  • 2 Baths
  • 715 Sq Ft
  • Built 1951

  19015 Van Aken Blvd Unit 412, Shaker Heights, OH 44122

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Robert Zimmer Keller Williams Greater Metropolitan
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  /38

  $165,000

  • 2 Beds
  • 2 Baths
  • 1,253 Sq Ft

  19425 Van Aken Blvd Unit 302, Shaker Heights, OH 44122

  Completely renovated and move-in ready, this bright third-floor condo offers an ideal combination of updated finishes, low-maintenance living, and an unbeatable Shaker Heights location. Just steps from the Van Aken Rapid Line and minutes from the Van Aken District, you'll enjoy easy access to downtown Cleveland, shopping, dining, and everything the city has to offer. The thoughtfully redesigned

  

  Amanda Pohlman

  Keller Williams Living

  19425 Van Aken Blvd Unit 302, Shaker Heights, OH 44122
• 

  

  /32

  Starting at $1,600 Per Month

  • 2 Beds

  20000 Van Aken Blvd, Shaker Heights, OH 44122

  Beautiful (Bedroom size), one bathroom apartment in Shaker Heights available now. Four minutes away from all of the food, and fun of the Van Aken District. (Rental Amount)/month plus $100 Admin fee(Wif/Cable, Water, Sewer, Pest Control and Trash Removal). The building is pet-friendly with no weight or breed restrictions. This property is managed by an amazing group using AppFolio software making

  Farnsleigh Apartments

  20000 Van Aken Blvd, Shaker Heights, OH 44122
• 

  

  /27

  $368,100

  Sold May 27, 2026

  3625 Tolland Rd, Shaker Heights, OH 44122

  • 3 Beds
  • 1.5 Baths
  • 2,456 Sq Ft
  • Built 1930

  Last Sold Summary

  • 10% Above List Price
  • $150/SF
  • 4 Days On Market

  Current Estimated Value $356,112

  Last Listing Agent Kristen Bartels Howard Hanna

  3625 Tolland Rd, Shaker Heights, OH 44122
• 

  

  /28

  Est $96,783

  Not Listed For Sale

  3333 Warrensville Center Rd Unit 204, Shaker Heights, OH 44122

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1964

  3333 Warrensville Center Rd Unit 204, Shaker Heights, OH 44122

  Last Sold Summary

  • 74 Days On Market

  Last Listing Agent Lindsey Griffith Phillips Berkshire Hathaway HomeServices Professional Realty
• 

  

  /10

  $69,900

  Under Contract

  • 2 Beds
  • 1 Bath
  • 696 Sq Ft

  4423 E 141st St, Cleveland, OH 44128

  Turnkey investment opportunity in Cleveland that would also make a great owner occupant home! This 2 bedroom, 1 bathroom property offers affordable living with updates already completed and appliances that stay with the home, making it move in ready from day one.One standout feature is the upgraded step in Jacuzzi tub, offering comfort, accessibility, and a luxury touch rarely found in this

  

  Kit Custer

  RE/MAX Transitions

  4423 E 141st St, Cleveland, OH 44128
• 

  

  /35

  Starting at $889 Per Month

  • 1 - 2 Beds

  21170 Ellacott Pkwy, Warrensville Heights, OH 44128

  Minutes from downtown Cleveland, in the heart of the East Side business district, Ellacott Parkway is located within an expanse of park-like landscaping. Shopping and dining options are only a few miles away in Legacy Village and Beachwood Place. With laundry in each building, additional storage available, and spacious courtyards you can enjoy the neighborhood just outside your front door. Each

  Ellacott Parkway Apartments

  21170 Ellacott Pkwy, Warrensville Heights, OH 44128
• 

  

  /36

  $77,000

  Sold Oct 30, 2025

  3915 E 177th St, Cleveland, OH 44128

  • 2 Beds
  • 1.5 Baths
  • 1,478 Sq Ft
  • Built 1941

  Last Sold Summary

  • 4% Below List Price
  • $52/SF
  • 51 Days On Market

  Current Estimated Value $96,632

  Last Listing Agent Christopher Frederick Coldwell Banker Schmidt Realty

  3915 E 177th St, Cleveland, OH 44128
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  /24

  Not Listed For Sale

  19901 Van Aken Blvd Unit 1, Shaker Heights, OH 44122

  • 2 Beds
  • 2 Baths
  • 1,545 Sq Ft
  • Built 1952

  19901 Van Aken Blvd Unit 1, Shaker Heights, OH 44122

  Last Sold Summary

  • 130 Days On Market

  Last Listing Agent Diane Russo Armington Berkshire Hathaway HomeServices Professional Realty
• 

  

  /7

  $629,999

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  2900 Warrensville Center Rd, Shaker Heights, OH 44122

  This exceptional new construction opportunity in Shaker Heights offers the perfect blend of modern design, energy efficiency, and convenience in a highly desirable location near the Van Aken District and Fairmount Circle. Contact the listing agent for information regarding potential reduced tax liability on new construction. The thoughtfully designed floor plan includes 4 bedrooms and 2.5 baths,

  

  Brian Cantrall

  Chestnut Hill Realty, Inc.

  2900 Warrensville Center Rd, Shaker Heights, OH 44122
• 

  

  /16

  Starting at $1,350 Per Month

  • 1 - 3 Beds

  18675 Van Aken Blvd, Shaker Heights, OH 44122

  Welcome to The Parkland, where location and space come together. Just a short walk from the vibrant Van Aken District, you’ll have easy access to top restaurants, shopping, and everyday essentials right outside your door. Set against a quiet golf course backdrop, this building offers a level of privacy you won’t find elsewhere, no neighboring buildings behind you, just open green space. These

  Parkland Apartments

  18675 Van Aken Blvd, Shaker Heights, OH 44122
• 

  

  /22

  $148,000

  Sold Dec 18, 2025

  4217 E 189th St, Cleveland, OH 44122

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • Built 1957

  Last Sold Summary

  • 7% Below List Price
  • $77/SF
  • 96 Days On Market

  Current Estimated Value $154,375

  Last Listing Agent Sheritha Miller Howard Hanna

  4217 E 189th St, Cleveland, OH 44122
• 

  

  /33

  Est $116,241

  Not Listed For Sale

  19801 Van Aken Blvd Unit 202, Shaker Heights, OH 44122

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Built 1952

  19801 Van Aken Blvd Unit 202, Shaker Heights, OH 44122

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent David Mitnick EXP Realty, LLC.

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