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$179,000

Spacious home with two lots ready for its new owner! This property features an oversized yard not found in most neighborhoods. It includes two lots providing plenty of space in the fenced yard. Major updates in the last few years include new vinyl windows, new roof, bathrooms, kitchen and lighting. Inside you'll find an updated interior that still maintains character and charm with the vintage living room fireplace and exposed brick accents. Kitchen is huge with lots of space to add an island or eat-in area. Convenient half bathroom on the main level for guests. Upstairs are three very large bedrooms and a full bathroom. The wood flooring has been freshly painted throughout the home and exterior painting has been completed on the porch as well. Storage shed outback provides additional storage space for all your tools and lawn equipment. Don't miss out on this move-in ready gem!

3 Beds ⋅ 2 Baths ⋅ 968956 MLS ⋅ Eric Jones

Spacious home with two lots ready for its new owner! This property features an oversized yard not found in most neighborhoods. It includes two lots providing plenty of space in the fenced yard. Major updates in the last few years include new vinyl windows, new roof, bathrooms, kitchen and lighting. Inside you'll find an updated interior that still maintains character and charm with the vintage living room fireplace and exposed brick accents. Kitchen is huge with lots of space to add an island or eat-in area. Convenient half bathroom on the main level for guests. Upstairs are three very large bedrooms and a full bathroom. The wood flooring has been freshly painted throughout the home and exterior painting has been completed on the porch as well. Storage shed outback provides additional storage space for all your tools and lawn equipment. Don't miss out on this move-in ready gem!

1024 Hughes Street, Middletown

Courtesy of Eric Jones and Keller Williams Community Part

$194,900

Great opportunity to own this well maintained duplex building in Middletown. Each unit has 2 bedrooms and 1 bath with washer and dryer hook up. Off street parking. Tenants pay gas, electric, and water. Rents are: unit 3214 A VACANT - 3214 B $973. Can be bundled with 2 other properties on Illinois Ave. MLS#'s: 968632 and 968634.

4 Beds ⋅ 2 Baths ⋅ 968628 MLS ⋅ Marc Broomhall

Great opportunity to own this well maintained duplex building in Middletown. Each unit has 2 bedrooms and 1 bath with washer and dryer hook up. Off street parking. Tenants pay gas, electric, and water. Rents are: unit 3214 A VACANT - 3214 B $973. Can be bundled with 2 other properties on Illinois Ave. MLS#'s: 968632 and 968634.

3214 Illinois Avenue, Middletown

Courtesy of Marc Broomhall and Howard Hanna Real Estate Serv

$194,900

Great opportunity to own this well maintained duplex building in Middletown. Each unit has 2 bedrooms and 1 bath with washer and dryer hook up. Off street parking. Tenants pay gas and electric. Rents are: unit 3218 A VACANT - 3218 B $550.Can be bundled with 2 other properties. MLS#'s: 968628 and 968634.

4 Beds ⋅ 2 Baths ⋅ 968632 MLS ⋅ Marc Broomhall

Great opportunity to own this well maintained duplex building in Middletown. Each unit has 2 bedrooms and 1 bath with washer and dryer hook up. Off street parking. Tenants pay gas and electric. Rents are: unit 3218 A VACANT - 3218 B $550.Can be bundled with 2 other properties. MLS#'s: 968628 and 968634.

3218 Illinois Avenue, Middletown

Courtesy of Marc Broomhall and Howard Hanna Real Estate Serv

$194,900

Great opportunity to own this well maintained duplex building in Middletown. Each unit has 2 bedrooms and 1 bath with washer and dryer hook up. Off street parking. Tenants pay gas and electric. Rents are: unit 3220 $915 - 3222 $1092. Can be bundled with 2 other properties. MLS#'s: 968628 and 968632.

4 Beds ⋅ 2 Baths ⋅ 968634 MLS ⋅ Marc Broomhall

Great opportunity to own this well maintained duplex building in Middletown. Each unit has 2 bedrooms and 1 bath with washer and dryer hook up. Off street parking. Tenants pay gas and electric. Rents are: unit 3220 $915 - 3222 $1092. Can be bundled with 2 other properties. MLS#'s: 968628 and 968632.

3220 Illinois Avenue, Middletown

Courtesy of Marc Broomhall and Howard Hanna Real Estate Serv

$195,000

Here is a Huge investment opportunity to make your dream come true with this 2 unit Duplex. Each unit has 3 bedrooms and 1 full bath. Both units are vacant, but the upper unit has been updated(see pictures) and the lower unit need some TLC. The building could possibly be converted into a 6 bedroom, 2 bath single family residence. Agent Owned.

6 Beds ⋅ 2 Baths ⋅ 968030 MLS ⋅ Terri L Glenn

Here is a Huge investment opportunity to make your dream come true with this 2 unit Duplex. Each unit has 3 bedrooms and 1 full bath. Both units are vacant, but the upper unit has been updated(see pictures) and the lower unit need some TLC. The building could possibly be converted into a 6 bedroom, 2 bath single family residence. Agent Owned.

1338 Woodlawn Avenue, Middletown

Courtesy of Terri L Glenn and C21-Thacker & Associates, Inc.

$70,000

Classic 1944 ranch with one-level living in Middletown’s Meadowlawn neighborhood. This 3-bedroom, 1-bath home offers 1,056 sq. ft. on a level 0.11-acre lot with driveway and on-street parking. The layout is practical and easy to live in: living room, dining room, and kitchen on the main floor, plus three bedrooms. Kitchen includes vinyl flooring, a pantry, dishwasher, oven/range, and refrigerator. Bathroom has been remodeled with a tub/shower. Brick gas fireplace in the living area. Primary bedroom is approximately 14x10.Gas heat, central air, gas water heater, and double-pane windows. Aluminum siding. Crawl space. Public water and sewer. Middletown City Schools. A solid home with room to update and make it your own. Great fit for a first-time buyer, downsizer, or investor looking for a manageable ranch.

3 Beds ⋅ 1 Baths ⋅ 967576 MLS ⋅ Brian Brockman

Classic 1944 ranch with one-level living in Middletown’s Meadowlawn neighborhood. This 3-bedroom, 1-bath home offers 1,056 sq. ft. on a level 0.11-acre lot with driveway and on-street parking. The layout is practical and easy to live in: living room, dining room, and kitchen on the main floor, plus three bedrooms. Kitchen includes vinyl flooring, a pantry, dishwasher, oven/range, and refrigerator. Bathroom has been remodeled with a tub/shower. Brick gas fireplace in the living area. Primary bedroom is approximately 14x10.Gas heat, central air, gas water heater, and double-pane windows. Aluminum siding. Crawl space. Public water and sewer. Middletown City Schools. A solid home with room to update and make it your own. Great fit for a first-time buyer, downsizer, or investor looking for a manageable ranch.

1808 Meadow Avenue, Middletown

Courtesy of Brian Brockman and Bang Realty Inc.

$139,000

Cute, affordable, and full of potential! This 2-bedroom, 1-bath ranch offers a spacious layout with a large living room, two generously sized bedrooms, and a bonus room created from the converted garage. Plus, there are hardwood floors under the carpet, making this the perfect opportunity to add your own cosmetic touches. Major updates include, a 4-year-old roof, fresh paint throughout, new bedroom and kitchen windows, new kitchen light/fan, gutters and fascia wrapped in metal (2025), an 8-year-old furnace with a new blower and motherboard (January 2026), and a 10-year-old A/C. Situated on a large lot with great curb appeal, you’ll love the fully fenced backyard, oversized shed, and additional yard space that extends well beyond the fence.

2 Beds ⋅ 1 Baths ⋅ 966066 MLS ⋅ Chelsea Saunders

Cute, affordable, and full of potential! This 2-bedroom, 1-bath ranch offers a spacious layout with a large living room, two generously sized bedrooms, and a bonus room created from the converted garage. Plus, there are hardwood floors under the carpet, making this the perfect opportunity to add your own cosmetic touches. Major updates include, a 4-year-old roof, fresh paint throughout, new bedroom and kitchen windows, new kitchen light/fan, gutters and fascia wrapped in metal (2025), an 8-year-old furnace with a new blower and motherboard (January 2026), and a 10-year-old A/C. Situated on a large lot with great curb appeal, you’ll love the fully fenced backyard, oversized shed, and additional yard space that extends well beyond the fence.

1808 Brentwood Street, Middletown

Courtesy of Chelsea Saunders and eXp Realty

$124,900

Looking for a hassle-free investment with immediate returns? This well maintained 2-bedroom, 1.5-bathroom Middletown rental is already occupied by a reliable tenant, eliminating the time and expense of finding a new renter. The current lease began on April 1, 2026, providing dependable income with monthly rent totaling $1,300, consisting of $1,200 in base rent plus $100 in pet rent. Designed for investors seeking predictable cash flow, this property offers proven rental history and a practical floor plan that continues to attract long term tenants. Whether you are building your real estate portfolio or purchasing your first rental property, this is a turnkey opportunity that begins generating income the day you close. The seller is willing to consider both conventional financing and creative purchase structures, giving buyers additional flexibility. The current lease agreement and rent roll are available for review, making it easy to evaluate this income producing property before making your move.

2 Beds ⋅ 2 Baths ⋅ 965650 MLS ⋅ John Clark

Looking for a hassle-free investment with immediate returns? This well maintained 2-bedroom, 1.5-bathroom Middletown rental is already occupied by a reliable tenant, eliminating the time and expense of finding a new renter. The current lease began on April 1, 2026, providing dependable income with monthly rent totaling $1,300, consisting of $1,200 in base rent plus $100 in pet rent. Designed for investors seeking predictable cash flow, this property offers proven rental history and a practical floor plan that continues to attract long term tenants. Whether you are building your real estate portfolio or purchasing your first rental property, this is a turnkey opportunity that begins generating income the day you close. The seller is willing to consider both conventional financing and creative purchase structures, giving buyers additional flexibility. The current lease agreement and rent roll are available for review, making it easy to evaluate this income producing property before making your move.

707 Moore Street, Middletown

Courtesy of John Clark and eXp Realty

$225,000

Fabulous, well-maintained multi-family investment at 2101 Central Ave in Middletown! This versatile property features three residential units plus a commercial space with a long-term salon tenant ($650/month on a one-year lease). The property has been in the family for nearly 50 years and the owner has lived in Unit A for the past 5 years, making this an ideal owner-occupant opportunity with immediate cash flow. The upstairs residential unit has been beautifully redone in the last couple of years. Two additional residential units generate $800/month each on month-to-month leases. Roof replaced approximately five years ago. Basement laundry facilities offer coin-op potential for added revenue. Rear parking adds tenant and customer convenience. Plenty of upside for the savvy investor! Ask about a possible low-cost management arrangement that could provide exceptional value to a new owner. Don't miss this incredible investment!

6 Beds ⋅ 3 Baths ⋅ 962736 MLS ⋅ Mark J Peebles

Fabulous, well-maintained multi-family investment at 2101 Central Ave in Middletown! This versatile property features three residential units plus a commercial space with a long-term salon tenant ($650/month on a one-year lease). The property has been in the family for nearly 50 years and the owner has lived in Unit A for the past 5 years, making this an ideal owner-occupant opportunity with immediate cash flow. The upstairs residential unit has been beautifully redone in the last couple of years. Two additional residential units generate $800/month each on month-to-month leases. Roof replaced approximately five years ago. Basement laundry facilities offer coin-op potential for added revenue. Rear parking adds tenant and customer convenience. Plenty of upside for the savvy investor! Ask about a possible low-cost management arrangement that could provide exceptional value to a new owner. Don't miss this incredible investment!

2101 Central Avenue, Middletown

Courtesy of Mark J Peebles and NavX Realty, LLC

$95,000

Multifamily for sale in Middletown. Three units all one bedroom with two units currently rented with leases thru the end of the year. Agent Owned. Property Being Sold AS-IS.

3 Beds ⋅ 3 Baths ⋅ 961765 MLS ⋅ Lindsey Schafer

Multifamily for sale in Middletown. Three units all one bedroom with two units currently rented with leases thru the end of the year. Agent Owned. Property Being Sold AS-IS.

212 Baltimore Street, Middletown

Courtesy of Lindsey Schafer and Coldwell Banker Heritage

$197,000

Discover an exceptional opportunity in Middletown, where comfort meets convenience in this charming residence. This delightful two-story home offers ample space for a vibrant lifestyle, perfectly situated to enjoy local amenities. The inviting atmosphere welcomes all who enter, promising a serene living experience. Boasting four generously sized bedrooms and two full bathrooms, this home provides a comfortable retreat for everyone. The well-designed layout spans 1314 square feet, creating distinct areas for relaxation and entertaining. Central air ensures a pleasant indoor climate throughout the seasons, enhancing everyday comfort. Outdoor living is a joy with a spacious deck, ideal for gatherings or quiet moments of reflection. The property sits on a sizable lot of 0.13 acres, offering plenty of room for outdoor activities. Additionally, a dedicated craftsman space in a shed with electric offers a versatile area for hobbies or projects. A convenient parking pad off the back alley adds practical appeal. This home is a true gem, combining functional living spaces with a desirable location, presenting an ideal setting for making lasting memories.

4 Beds ⋅ 2 Baths ⋅ 959280 MLS ⋅ Tasha Batsche

Discover an exceptional opportunity in Middletown, where comfort meets convenience in this charming residence. This delightful two-story home offers ample space for a vibrant lifestyle, perfectly situated to enjoy local amenities. The inviting atmosphere welcomes all who enter, promising a serene living experience. Boasting four generously sized bedrooms and two full bathrooms, this home provides a comfortable retreat for everyone. The well-designed layout spans 1314 square feet, creating distinct areas for relaxation and entertaining. Central air ensures a pleasant indoor climate throughout the seasons, enhancing everyday comfort. Outdoor living is a joy with a spacious deck, ideal for gatherings or quiet moments of reflection. The property sits on a sizable lot of 0.13 acres, offering plenty of room for outdoor activities. Additionally, a dedicated craftsman space in a shed with electric offers a versatile area for hobbies or projects. A convenient parking pad off the back alley adds practical appeal. This home is a true gem, combining functional living spaces with a desirable location, presenting an ideal setting for making lasting memories.

102 Franklin Street, Middletown

Courtesy of Tasha Batsche and Glasshouse Realty Group

$249,900

Here is a HUGE opportunity! Your vision awaits in this 10,500 square foot property. Currently divided as a duplex, the possibilities are endless with large open rooms, custom tile with heated floor, expansive closets, and an indoor heated Endless pool. First floor unit features the pool, heated tile floor, 2.5 baths including a master bath with: steam room, whirlpool tub, and double showers, and plenty of room to expand the bedroom count. The spacious second floor unit has private access and features an open floor plan and an appointed bath with whirlpool tub/shower. The property is protected with a professionally installed 13 camera security system, has on street parking and private parking in the rear, and includes an additional parcel in the rear for more yard area. The size and amenities of this property allow for so many options to turn this into a great investment, a great personal sanctuary, and more.

4 Beds ⋅ 4 Baths ⋅ 959047 MLS ⋅ Stefan Wannemacher

Here is a HUGE opportunity! Your vision awaits in this 10,500 square foot property. Currently divided as a duplex, the possibilities are endless with large open rooms, custom tile with heated floor, expansive closets, and an indoor heated Endless pool. First floor unit features the pool, heated tile floor, 2.5 baths including a master bath with: steam room, whirlpool tub, and double showers, and plenty of room to expand the bedroom count. The spacious second floor unit has private access and features an open floor plan and an appointed bath with whirlpool tub/shower. The property is protected with a professionally installed 13 camera security system, has on street parking and private parking in the rear, and includes an additional parcel in the rear for more yard area. The size and amenities of this property allow for so many options to turn this into a great investment, a great personal sanctuary, and more.

902 Crawford Street, Middletown

Courtesy of Stefan Wannemacher and Coldwell Banker Heritage

$259,900

Turn-key or value add investment dream. This all brick construction, high-performing investment property is generating approximately $5,000/month through its current room rental setup. This multi-level building offers immediate cash flow with additional upside for investors looking to maximize returns. The upper levels are currently configured for room rentals, providing consistent income, while the lower level offers a flexible space that can be utilized for commercial or business use. For those seeking to increase long-term revenue, there is strong potential to convert the lower level into additional residential units, creating a fully apartment-style property. Whether you're looking to continue operating as-is for steady income or reposition the asset for higher rents and appreciation, this property offers multiple strategies to fit your investment goals.

9 Beds ⋅ 4 Baths ⋅ 957141 MLS ⋅ Craig D Kellogg

Turn-key or value add investment dream. This all brick construction, high-performing investment property is generating approximately $5,000/month through its current room rental setup. This multi-level building offers immediate cash flow with additional upside for investors looking to maximize returns. The upper levels are currently configured for room rentals, providing consistent income, while the lower level offers a flexible space that can be utilized for commercial or business use. For those seeking to increase long-term revenue, there is strong potential to convert the lower level into additional residential units, creating a fully apartment-style property. Whether you're looking to continue operating as-is for steady income or reposition the asset for higher rents and appreciation, this property offers multiple strategies to fit your investment goals.

409 Crawford Street, Middletown

Courtesy of Craig D Kellogg and Agora Realty Group

$59,900

One BR, One Bath single Family Cottage, Newly refreshed w/ paint and flooring. Property is Rent Ready. Previous rent was $750; Tenant paid own utilities.

1 Beds ⋅ 1 Baths ⋅ 956478 MLS ⋅ Thomas W Ellis

One BR, One Bath single Family Cottage, Newly refreshed w/ paint and flooring. Property is Rent Ready. Previous rent was $750; Tenant paid own utilities.

2039 Howard Avenue, Middletown

Courtesy of Thomas W Ellis and Ellis and Associates

$218,000

Discover an exceptional income-producing investment opportunity in Middletown, where income potential meets comfortable living. This distinguished multi-family residence, offering 2-4 units, presents a unique chance to acquire a valuable asset in a thriving community, currently generating $1900 gross per month. Boasting a generous 2340 square feet of living space across two stories, this property provides ample room for tenants while ensuring a desirable lifestyle. The structure includes a total of six bedrooms, with three in each unit, and two full bathrooms, one in each unit, catering to diverse occupancy needs. Each unit benefits from practical features such as 220 Volt electrical service, ensuring modern appliance compatibility and efficiency. The exterior provides welcoming spaces for relaxation and enjoyment, with both a charming patio and a classic porch. Situated on a substantial 0.11-acre lot, the property offers a blend of urban convenience and a sense of personal space. This Middletown location provides access to local amenities and a vibrant neighborhood atmosphere, making it an attractive prospect for long-term residents and savvy investors alike. Embrace the opportunity to enhance your portfolio with this well-maintained and income-generating property on Baltimore Street.

6 Beds ⋅ 2 Baths ⋅ 956153 MLS ⋅ Mark J Peebles

Discover an exceptional income-producing investment opportunity in Middletown, where income potential meets comfortable living. This distinguished multi-family residence, offering 2-4 units, presents a unique chance to acquire a valuable asset in a thriving community, currently generating $1900 gross per month. Boasting a generous 2340 square feet of living space across two stories, this property provides ample room for tenants while ensuring a desirable lifestyle. The structure includes a total of six bedrooms, with three in each unit, and two full bathrooms, one in each unit, catering to diverse occupancy needs. Each unit benefits from practical features such as 220 Volt electrical service, ensuring modern appliance compatibility and efficiency. The exterior provides welcoming spaces for relaxation and enjoyment, with both a charming patio and a classic porch. Situated on a substantial 0.11-acre lot, the property offers a blend of urban convenience and a sense of personal space. This Middletown location provides access to local amenities and a vibrant neighborhood atmosphere, making it an attractive prospect for long-term residents and savvy investors alike. Embrace the opportunity to enhance your portfolio with this well-maintained and income-generating property on Baltimore Street.

529 Baltimore Street, Middletown

Courtesy of Mark J Peebles and NavX Realty, LLC