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Middlebury Homes for Sale

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  • /46

    $95,900

    • 3 Beds
    • 1 Bath
    • 1,945 Sq Ft

    304 Cleveland St, Akron, OH 44306

    Located closely near Rt. 8 and 76, This Akron home could be your next dream home or investment property. Closely situated 1 mile from The University of Akron. Located on a corner lot, this beautiful property has a covered porch, and 2 car detached garage equipped with electricity. This home features beautiful hardwood floors and wood built-ins. Close to shopping and public transit makes it a

    Agent Photo

    Shannon Raimondo

    Howard Hanna

    304 Cleveland St, Akron, OH 44306
  • /35

    $110,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,298 Sq Ft

    157 Henry St, Akron, OH 44305

    This extensively updated, income-producing Colonial on a quiet street in Middlebury is a fantastic investment opportunity! The main floor consists of an expansive living room, spacious dining room, and a fully renovated eat-in kitchen with new SS fridge and range, a bartop for additional seating, and a newly added full bathroom with a shower. The second floor houses three sizeable bedrooms and an

    Agent Photo

    Briana Yost

    Berkshire Hathaway HomeServices Stouffer Realty

    157 Henry St, Akron, OH 44305
  • /28

    $149,900

    • 4 Beds
    • 4 Baths

    31 Mcnaughton St, Akron, OH 44305

    Investor Opportunity – 4-Unit Multifamily with Value-Add Potential! Bring your vision and unlock the potential of this 4-unit multifamily property. Each unit features a functional floor plan with a living room, dining room, kitchen, 1 bedroom, and 1 full bath, providing a strong foundation for future rental income. Units #1 and #2 offer the convenience of private exterior entrances in addition to

    Agent Photo

    Sherry Kutcher

    Vylla Home

    31 Mcnaughton St, Akron, OH 44305
  • /50

    $130,000

    • 4 Beds
    • 2 Baths
    • 1,527 Sq Ft

    81 Cotter Ave, Akron, OH 44305

    Welcome to 81 Cotter Avenue! This renovated 4-bedroom, 2-bathroom home offers the perfect blend of modern updates and functionality. Whether you're searching for your first home or looking to add a turnkey property to your investment portfolio, this one is a must-see. Step inside to find a beautifully updated interior featuring fresh finishes throughout, spacious living areas, and a thoughtful

    Agent Photo

    Rocco Buccasso

    EXP Realty, LLC.

    81 Cotter Ave, Akron, OH 44305
  • /6

    $149,900

    • 5 Beds
    • 2.5 Baths
    • 1,584 Sq Ft

    691 Carroll St, Akron, OH 44304

    Welcome to 691 Carroll St – a spacious and updated townhouse conveniently located near Akron’s University District and historic Middlebury neighborhood. Featuring updated LVP flooring, neutral paint, and modern LED lighting throughout, this home offers a clean and comfortable living space with plenty of room to spread out. The large living room provides flexible space for both relaxing and

    Terry Young Keller Williams Greater Metropolitan

    691 Carroll St, Akron, OH 44304
  • /2

    $89,900

    • 3 Beds
    • 1 Bath

    427 Mcgowan St, Akron, OH 44306

    Welcome to 427 McGowan . This tradition Colonial offers 3 large Bedrooms with a finished Attic. The main floor features a large Living Room, Dinning Room, Family Room and Kitchen. The upstairs features 3 large Bedrooms and a large Attic with a full Bath. The exterior features Vinyl Siding, updated windows and spacious Deck in the rear of property. This is a great beginner home or Investment

    Richard Burroughs H & R Burroughs Realty, Inc.

    427 Mcgowan St, Akron, OH 44306
  • /28

    $140,000

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,675 Sq Ft

    231 Windsor St, Akron, OH 44306

    Great investment opportunity with this well-maintained duplex offering immediate income potential! One unit is currently rented, while the other is vacant and actively being marketed for rent—perfect for an owner-occupant or investor looking to maximize returns. This property has seen extensive recent updates. In January 2026, the owner separated the water service so each unit is now individually

    Jennifer Filipczak-Turner Berkshire Hathaway HomeServices Stouffer Realty

    231 Windsor St, Akron, OH 44306
  • /24

    $135,000

    • 5 Beds
    • 3 Baths
    • 1,985 Sq Ft

    905 E Buchtel Ave, Akron, OH 44305

    Are you looking to add a duplex to your rental portfolio? This property was recently rented but now is ready for its new owners and tenants. Live in one side and rent the other, or put tenants in both sides and watch the income flow. Reach out today for more information.

    Brandon Williams Red 1 Realty, LLC

    905 E Buchtel Ave, Akron, OH 44305
  • /16

    $105,000

    • 4 Beds
    • 1 Bath
    • 1,248 Sq Ft

    317 Black St, Akron, OH 44306

    Income-Producing Investment Property with Established Tenant – Turnkey Opportunity in Akron! Attention investors and savvy buyers! This income-producing rental property offers immediate cash flow with a tenant already in place for approximately 18 months. Whether you're looking to expand your investment portfolio or purchase your first rental property, this move-in-ready home offers strong income

    Valerie Fiala EXP Realty, LLC.

    317 Black St, Akron, OH 44306
  • /50

    $175,000

    • 5 Beds
    • 2.5 Baths
    • 2,322 Sq Ft

    690 Upson St, Akron, OH 44305

    Amazing opportunity for 1st time buyers, anyone looking for more space, or investors! This home has been freshly updated including paint, flooring, countertops, lighting, and more. Huge garage with ample storage makes a wonderful opportunity for small business owners, landscapers, remodelers, etc. Enjoy summer on the spacious back deck and the convenient location right by major highways,

    Joseph Vassel EXP Realty, LLC.

    690 Upson St, Akron, OH 44305
  • /6

    $149,900

    • 5 Beds
    • 2.5 Baths
    • 1,584 Sq Ft

    693 Carroll St, Akron, OH 44304

    Welcome to 693 Carroll St – a spacious and updated townhouse conveniently located near Akron’s University District and historic Middlebury neighborhood. Featuring updated LVP flooring, neutral paint, and modern LED lighting throughout, this home offers a clean and comfortable living space with plenty of room to spread out. The large living room provides flexible space for both relaxing and

    Terry Young Keller Williams Greater Metropolitan

    693 Carroll St, Akron, OH 44304
  • /23

    $125,000

    • 6 Beds
    • 3 Baths
    • 3,316 Sq Ft

    124 Roswell St, Akron, OH 44305

    Back on the market with major exterior improvements completed! This 3-unit property offers a rare opportunity for investors, renovators, or owner-occupants looking to build equity in Akron's historic Middlebury neighborhood. Recent updates include a brand-new roof, gutters, and soffits (2026), providing a solid foundation for future improvements and helping to reduce some of the larger capital

    Holly Becht EXP Realty, LLC.

    124 Roswell St, Akron, OH 44305
  • /2

    $75,000

    • 3 Beds
    • 1 Bath
    • 1,088 Sq Ft

    957 Bank St, Akron, OH 44305

    Great investment opportunity! This well-maintained 3-bedroom, 1-bath home is currently tenant-occupied, providing immediate rental income. Ideal for investors looking to add a solid property to their portfolio. Convenient location. Please do not disturb the tenant. Current tenants pay $700 monthly. Sold "as is". Seller financing offered with 10k down. This home is part of a package deal of 10

    Marshall Stephens Keller Williams Chervenic Rlty

    957 Bank St, Akron, OH 44305
  • /41

    $84,900

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft

    987 Boone St, Akron, OH 44306

    This colonial home has so much to offer with the right vision. Enjoy the front porch as you overlook the active cul-de-sac, or enjoy the private back deck that overlooks the backyard. The front porch is an inviting welcome to friends and family as they enter the home into the spacious living area and dining area. The recent kitchen (remodeled a few years ago) has newer countertops, nice

    Karen Bollins- Weisner Berkshire Hathaway HomeServices Simon & Salhany Realty

    987 Boone St, Akron, OH 44306
  • /23

    $110,000

    $10K PRICE INCREASE
    • 4 Beds
    • 1 Bath
    • 1,248 Sq Ft

    864 Forrest Dr, Akron, OH 44306

    Welcome to this charming 4-bedroom, 1-bath Colonial ideally located near expressways, shopping, and the University of Akron. A newer concrete driveway adds convenience and curb appeal. Step inside to a spacious first floor featuring a bright living room with a cozy fireplace, a formal dining room perfect for gatherings, and a functional kitchen ready for your personal touch. Enjoy additional

    Adriane Acquaviva-Beris EXP Realty, LLC.

    864 Forrest Dr, Akron, OH 44306
  • /11

    $40,000

    • 2 Beds
    • 1 Bath
    • 702 Sq Ft

    191 Chittenden St, Akron, OH 44306

    Great investment opportunity! Home is vacant and in need of some repair. New roof installed July 2024. Home is to be sold as is.

    Amanda Ligas Century 21 Carolyn Riley RL. Est. Srvcs, Inc.

    191 Chittenden St, Akron, OH 44306
  • /30

    $59,900

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 912 Sq Ft

    383 N Arlington St, Akron, OH 44305

    Attention investors! 383 N Arlington St in Akron is a prime value-add opportunity ready for your next project. This 2-bedroom, 1-bath home offers a functional layout and strong potential for a straightforward renovation. The property does need work, making it an ideal candidate for the Buy, Rehab, Rent, Refinance, Repeat strategy or a profitable fix-and-flip. With market rents around

    Jacob Chapman Keller Williams Greater Metropolitan

    383 N Arlington St, Akron, OH 44305

Why Live in Middlebury

As the original settlement for Akron, Middlebury is centrally located between the Summa Health System campus and Goodyear Tire headquarters, making it a convenient commute for those who work at one of the city’s two biggest employers. The neighborhood features a mix of Cape Cods, ranch style homes and bungalows, many of which date back to the 1940s. The rustic, ruby-red brick roads add to the area’s historic charm. Families are served by the Akron City School District, with kindergarten through sixth-grade students going to the Robinson Community Learning Center. Traditional middle and high schools are combined into the East Community Learning Center, and the University of Akron is directly west. The Goodyear Branch of the Akron Library provides academic programs and after-school activities. Locals can pick up their produce and pantry staples from Dave’s Markets on East Exchange Street, plus there are several restaurants and fast-food chains along East Market Street. Wings and burgers are popular favorites at the Market Street Grill and Pub, while Alexander Pierce is an elevated option with prime steaks and seafood. The Middlebury Trailhead connects to the Freedom Trail and is ideal for biking and cross-country skiing in the winter. Goodyear Theater is a historic concert hall that hosts live music performances.

Middlebury Home Prices vs. Nearby Akron, OH Neighborhoods

Middlebury Summit Lake South Akron Downtown Akron
Median Home Price
$94,200
$91,450
$99,900
$110,000
Median Sale Price
$83,250
+23% YoY
$82,450
+31% YoY
$87,000
+6% YoY
$95,000
+4% YoY
Median Single Family Price
$85,500
$89,900
$91,650
$96,000
Median Townhouse Price
$83,000
$70,000
$74,250
$109,000
Total Active Listings
13
9
27
23
Market Conditions
5 Months of Supply
Balanced Market
5 Months of Supply
Balanced Market
4 Months of Supply
Seller's Market
5 Months of Supply
Balanced Market

Frequently Asked Questions

Is Middlebury a good place to live?
Middlebury is a good place to live. Middlebury is considered somewhat walkable and somewhat bikeable with some transit options. Middlebury is a suburban neighborhood. Middlebury has 10 parks for recreational activities. It is somewhat dense in population with 8.0 people per acre and a median age of 35. The average household income is $37,438 which is below the national average. College graduates make up 9.7% of residents. A majority of residents in Middlebury are renters, with 73% of residents renting and 27% of residents owning their home. A local real estate agent serving Middlebury can help you decide if this neighborhood is the right one for you. Learn more on our Middlebury neighborhood guide.
Is Middlebury, OH a safe neighborhood?
Middlebury, OH is less safe than the average neighborhood in the United States. It received a crime score of 6 out of 10.
How much do you need to make to afford a house in Middlebury?
The median home price in Middlebury is $94,200. If you put a 20% down payment of $18,800 and had a 30-year fixed mortgage with an interest rate of 6.49%, your estimated principal and interest payment would be $480 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $21K a year to afford the median home price in Middlebury. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Middlebury is $37K.
What are the best public schools in Middlebury?
The best public schools that serve Middlebury are:
What are the best private schools in Middlebury?
The best private schools that serve Middlebury are:
What are the most popular zip codes in Middlebury, Akron, OH?
The most popular zip codes in Middlebury, Akron, OH include 44305, 44306, 44304, 44311 and 44312.
What are the most popular neighborhoods near Middlebury, Akron, OH?
The most popular neighborhoods near Middlebury, Akron, OH are Goodyear Heights, East Akron, Downtown Akron, Elizabeth Park Valley and Ellet.
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