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Middlebury Homes for Sale

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  • /35

    $110,000

    • 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

    (234) 386-4794

    157 Henry St, Akron, OH 44305
  • /33

    $149,900

    • 4 Beds
    • 4 Baths

    31 Mcnaughton St, Akron, OH 44305

    Well-positioned 4-unit multifamily offering strong investment fundamentals and value-add potential. Built on a solid foundation, the property features a consistent and efficient unit layout, with each unit offering a living room, dining room, kitchen, 1 bedroom, and 1 full bath—supporting long-term rental demand and efficient tenant turnover. Units #1 and #2 offer private exterior access in

    Agent Photo

    Sherry Kutcher

    Vylla Home

    (234) 222-4090

    31 Mcnaughton St, Akron, OH 44305
  • /35

    $24,500

    • 3 Beds
    • 1 Bath
    • 1,372 Sq Ft

    906 E Buchtel Ave, Akron, OH 44305

    Investor special! This charming Colonial-style two-story home presents a solid investment opportunity for buyers with vision. With three bedrooms and one full bathroom, this fixer-upper offers a traditional layout and classic architectural features that are ripe for restoration. Colonial character is evident in the symmetrical front facade, centered entryway, and gabled roofline. While the home

    Tina Li Howard Hanna

    906 E Buchtel Ave, Akron, OH 44305
  • /29

    $125,000

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

    124 Roswell St, Akron, OH 44305

    Triplex Investment Opportunity with a ton of Potential! Looking for your next value-add multi-family project? This triplex at 124 Roswell Avenue offers opportunity, flexibility, and long-term potential in one of Akron’s historic east side neighborhoods known for its deep roots, strong community identity, and convenient access to downtown, Route 8, I-76, and the University of Akron corridor.

    Holly Becht EXP Realty, LLC.

    124 Roswell St, Akron, OH 44305
  • /27

    $75,000

    • 3 Beds
    • 1 Bath
    • 1,058 Sq Ft

    117 Kent Ct, Akron, OH 44305

    Welcome to this beautifully updated 3-bedroom, 1-bath colonial offering over 1,300 square feet of comfortable living space. This move-in-ready home blends classic charm with modern updates and features a spacious layout with a natural flow between the living and dining areas, along with convenient first-floor laundry. The kitchen provides ample space for everyday cooking and entertaining, while

    Karelin Bruno EXP Realty, LLC.

    117 Kent Ct, Akron, OH 44305
  • /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

    $160,000

    • 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
  • /38

    $139,000

    • 6 Beds
    • 2 Baths
    • 1,728 Sq Ft

    840 E Buchtel Ave, Akron, OH 44305

    Welcome to your freshly updated turn-key home! All updates were professionally done and inspected, with all mechanicals by licensed experts! The list is too long to fit here: New Roof, Siding, and Windows outside, kitchen, bathrooms and all mechanicals updated inside in 2023. Fresh paint and carpet recently allow for you to move right in and get to enjoying the spacious front porch just in time

    Joseph Vassel EXP Realty, LLC.

    840 E Buchtel Ave, Akron, OH 44305
  • /26

    $80,000

    • 3 Beds
    • 2 Baths
    • 1,073 Sq Ft

    434 Matthews St, Akron, OH 44306

    Don’t miss this value-add investment opportunity! This vacant duplex is ready for your vision and offers good potential to generate cash flow. The front unit features an enclosed porch and a practical layout with 2 bedrooms and 1 full bathroom. The rear unit offers 1 bedroom and 1 bathroom, providing flexible rental options. A shared basement allows for additional storage and laundry access for

    Ariyon Robinson Keller Williams Chervenic Rlty

    434 Matthews St, Akron, OH 44306
  • /11

    $99,000

    • 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. Tenant month to month $675. Showings available upon accepted offer only. Sold "as is" Wrap around Owner finance/seller financing

    Marshall Stephens Keller Williams Chervenic Rlty

    957 Bank St, Akron, OH 44305
  • /4

    $10,000

    • Land
    • 0.13 Acre
    • $77,942 per Acre

    0 S Arlington St Unit 5134164, Akron, OH 44306

    This spacious lot is perfectly situated with easy access to major highways, making your commute a breeze. It’s also just minutes from Downtown Akron, where you can enjoy local restaurants, shopping, entertainment, and more. Whether you're looking to build a home or invest in the neighborhood, this lot offers the perfect location and potential. With a price of just $12,000 or best offer, this is a

    Eric Yetzer Howard Hanna

    0 S Arlington St Unit 5134164, Akron, OH 44306

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.

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 72.5% of residents renting and 27.5% 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 $82,450. If you put a 20% down payment of $16,500 and had a 30-year fixed mortgage with an interest rate of 6.38%, your estimated principal and interest payment would be $410 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $18K 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, Downtown Akron, East Akron, Elizabeth Park Valley and South Akron.

Home Trends in Middlebury, OH

Housing Trends

Median Sale Price
$80,000
Median Single Family Sale Price
$80,000
Median Townhouse Sale Price
$83,000
Average Price Per Sq Ft
$61
Number of Homes for Sale
7
Last 12 months Home Sales
41
Months of Supply
2.00
Median List Price
$82,450
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
23%
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