Highland Square Real Estate

Welcome to Highland Square, a vibrant and enchanting neighborhood nestled in the heart of Akron, Ohio, within Summit County. Known for its rich history and eclectic charm, Highland Square is a delightful blend of urban convenience and suburban tranquility, making it a sought-after destination for families, young professionals, and retirees alike.

One of the standout features of Highland Square is its close-knit community feel. Tree-lined streets are adorned with charming homes, many of which boast unique architectural styles that reflect the area’s historic roots. Residents enjoy a warm sense of belonging, often gathering for community events, farmer’s markets, and local festivals that celebrate the spirit of this lively neighborhood.

Highland Square is also a hub for culture and creativity. The area is home to an array of independent shops, cozy cafes, and diverse dining options that cater to every palate. Whether you’re in the mood for a casual bite or an upscale dining experience, you’ll find it all just a stone’s throw away. Art enthusiasts will appreciate the local galleries and theaters that showcase the talents of both established and emerging artists.

For nature lovers, Highland Square offers easy access to beautiful parks and green spaces, perfect for leisurely strolls, picnics, or outdoor activities. The nearby Ohio & Erie Canal Towpath Trail provides a scenic route for biking and hiking, allowing residents to immerse themselves in the natural beauty of the area.

With its unique blend of community spirit, cultural richness, and convenient amenities, Highland Square is not just a place to live; it’s a place to thrive. Come discover the charm of Highland Square, where every day feels like a celebration of life in Akron!

Newest Listings in Highland Square

$124,000

4 Beds ⋅ 1 Baths ⋅ 5229633 MLS

Classic Highland Square charm meets the space and flexibility today's buyers are looking for. From the moment you arrive, you'll appreciate the inviting front porch, perfect for morning coffee or relaxing evenings. Inside, timeless character shines through with beautiful natural woodwork, original built-ins, and a cozy fireplace that creates a warm focal point in the living room. The formal dining room continues the home's historic charm with additional built-ins and provides the perfect setting for everyday dinners or entertaining guests. The kitchen offers generous cabinet and counter space with a functional layout that flows seamlessly into the main living areas. Upstairs, you'll find three comfortable bedrooms, while the expansive third-floor attic offers endless possibilities as a spacious primary suite, home office, playroom, or additional living space. Electrical, plumbing, and mechanical improvements provide added peace of mind while preserving the home's original character. Located in the heart of Highland Square, you'll enjoy the perfect blend of historic charm, generous living space, and a location just minutes from local restaurants, coffee shops, parks, and everything this vibrant neighborhood has to offer.

985 Bloomfield Avenue, Akron

Listing Courtesy of: Anthony Glasser, anthonyglasser@kw.com With Keller Williams Legacy Group Realty

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity™ program of the Multiple Listing Service of Greater Cincinnati. Real estate listings held by brokerage firms other than our company are marked with the Broker Reciprocity™ logo (the small house as shown to the left) and detailed information about them includes the name of the listing brokers. This data is up-to-date as of . Copyright 2026, MLS of Greater Cincinnati, Inc. All rights reserved. Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of the Dayton Area Board of Realtors® MLS IDX Database. Real estate listings from the Dayton Area Board of Realtors® MLS IDX Database held by brokerage firms other than Purtan Technologies, LLC are marked with the IDX logo and are provided by the Dayton Area Board of Realtors® MLS IDX Database. Information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in. Copyright© 2026 Dayton Area Board of Realtors®