Connorsellsohio.com Search Results

$324,900

Welcome to 3706 Gridley Rd, a spacious Shaker Heights duplex offering a great opportunity for both investors and owner-occupants! The upper unit features 4 bedrooms and 2 full bathrooms and is currently occupied by a long-term tenant, providing immediate rental income. The first-floor unit offers 2 bedrooms and 1 full bathroom on the main level, plus additional finished living space and a full bathroom in the basement. Significant improvements have already been completed, including basement waterproofing in 2023. Additionally, the first-floor unit’s bathroom was fully renovated in 2023, along with the addition of finished living space and a second full bathroom in the basement, all completed in 2023. Additional updates include a new furnace in 2024 and replacement of a substantial number of windows in 2024. The property also features beautiful hardwood floors, a fireplace, finished basement space, enclosed rear porch, and a rare 3-car detached garage with plenty of additional driveway parking. The first-floor unit is currently vacant, making this an excellent opportunity for an owner-occupant looking to house hack while collecting rent from the upper unit, or an investor looking to add a solid Shaker Heights duplex to their portfolio. Conveniently located near shopping, dining, transportation, and everything Shaker Heights has to offer. Schedule your showing today!

6 Beds ⋅ 4 Baths ⋅ 5242886 MLS

Welcome to 3706 Gridley Rd, a spacious Shaker Heights duplex offering a great opportunity for both investors and owner-occupants! The upper unit features 4 bedrooms and 2 full bathrooms and is currently occupied by a long-term tenant, providing immediate rental income. The first-floor unit offers 2 bedrooms and 1 full bathroom on the main level, plus additional finished living space and a full bathroom in the basement. Significant improvements have already been completed, including basement waterproofing in 2023. Additionally, the first-floor unit’s bathroom was fully renovated in 2023, along with the addition of finished living space and a second full bathroom in the basement, all completed in 2023. Additional updates include a new furnace in 2024 and replacement of a substantial number of windows in 2024. The property also features beautiful hardwood floors, a fireplace, finished basement space, enclosed rear porch, and a rare 3-car detached garage with plenty of additional driveway parking. The first-floor unit is currently vacant, making this an excellent opportunity for an owner-occupant looking to house hack while collecting rent from the upper unit, or an investor looking to add a solid Shaker Heights duplex to their portfolio. Conveniently located near shopping, dining, transportation, and everything Shaker Heights has to offer. Schedule your showing today!

3706 Gridley Road, Shaker Heights

$384,000

Beautifully Updated side-by-side Duplex- 8 bedrooms & 2 bath- in a Prime Shaker Heights Location Welcome to this beautifully updated, bright, and spacious duplex located in a desirable area of Shaker Heights. Offering a fantastic combination of updates, inviting living space, and an excellent location, this property is a great opportunity for both owner-occupant and investors. Step inside to a bright and inviting main floor featuring all-new flooring, creating a fresh feel throughout the living spaces. The open floor plan provides an excellent flow between the kitchen, dining room, and living room, making the home ideal for entertaining and everyday living. The kitchen features a convenient bar, with additional seating and opening directly into the dining and living area. The second floor offers three spacious bedrooms along with an updated full bathroom. The layout provides plenty of room for family, guests, or tenants while maintaining a comfortable and functional floor plan. The third floor adds even more flexibility, featuring a large primary bedroom along with an additional bonus room. This bonus space could easily be used as a home office, dressing room, sitting area, workout space, hobby room, or additional storage depending on your needs. This property also presents an excellent house-hacking or investment opportunity. Live in one unit while renting out the other, helping offset your mortgage and expenses, or utilize the property as a long-term rental investment. With its desirable location and flexible layout, there are plenty of possibilities for an owner-occupant or investor. Location is another major highlight. The property is conveniently situated near the Van Aken District, offering easy access to restaurants, shopping, coffee shops, entertainment, and everyday conveniences. You'll also be close to parks, local amenities, and downtown, making it easy to enjoy everything Shaker Heights and the surrounding area have to offer. POS compliant.

8 Beds ⋅ 2 Baths ⋅ 5236942 MLS

Beautifully Updated side-by-side Duplex- 8 bedrooms & 2 bath- in a Prime Shaker Heights Location Welcome to this beautifully updated, bright, and spacious duplex located in a desirable area of Shaker Heights. Offering a fantastic combination of updates, inviting living space, and an excellent location, this property is a great opportunity for both owner-occupant and investors. Step inside to a bright and inviting main floor featuring all-new flooring, creating a fresh feel throughout the living spaces. The open floor plan provides an excellent flow between the kitchen, dining room, and living room, making the home ideal for entertaining and everyday living. The kitchen features a convenient bar, with additional seating and opening directly into the dining and living area. The second floor offers three spacious bedrooms along with an updated full bathroom. The layout provides plenty of room for family, guests, or tenants while maintaining a comfortable and functional floor plan. The third floor adds even more flexibility, featuring a large primary bedroom along with an additional bonus room. This bonus space could easily be used as a home office, dressing room, sitting area, workout space, hobby room, or additional storage depending on your needs. This property also presents an excellent house-hacking or investment opportunity. Live in one unit while renting out the other, helping offset your mortgage and expenses, or utilize the property as a long-term rental investment. With its desirable location and flexible layout, there are plenty of possibilities for an owner-occupant or investor. Location is another major highlight. The property is conveniently situated near the Van Aken District, offering easy access to restaurants, shopping, coffee shops, entertainment, and everyday conveniences. You'll also be close to parks, local amenities, and downtown, making it easy to enjoy everything Shaker Heights and the surrounding area have to offer. POS compliant.

3454 Ingleside Road, Shaker Heights

$210,000

4 Beds ⋅ 2 Baths ⋅ 5235633 MLS

3729 Chelton Road, Shaker Heights

$375,000

INVESTORS. Turnkey two-family in Shaker Heights, walking distance to the Van Aken District. One unit rented, one vacant, and priced to sell. Classic brick colonial with a sided extension on a tree lined corner lot. Each unit has its own street address and its own front entrance on a different street, the upper off Chagrin and the lower off Storer. Separate addresses keep leases, mail, and utility accounts cleanly divided, and tenants come and go without crossing paths at the front door. A rear hallway, back stairs, back door, and basement are shared. The lower unit is a fully remodeled 3 bedroom, 1.5 bath. The upper is a newly updated 3 bedroom with 2 full baths. Both offer spacious living areas, fireplaces, and hardwood floors throughout, plus a 3 car garage and generous storage. Each unit has its own laundry in the shared basement, which also holds a large bonus room ready to become an office, gym, or rec space. Walkable addresses near Van Aken, steps from the restaurants, market hall, and shops, draw professional tenants and cut vacancy days. Gas and electric are separately metered, so the owner's only recurring utility expense is water and sewer as the tenants pay Gas and Electric. The property will be Point of Sale compliant at closing. The lower unit is rented at $1,700 per month to a reliable, in place tenant. That is income from day one and roughly $300 under market, as comparable Shaker 3 bedrooms with 1 to 1.5 baths lease near $2,000. The upper unit, with its second full bath, is vacant and move in ready, and comparable 2 bath units near Van Aken support $2,200. That projects about $3,900 per month today, or roughly $4,200 per month and $50,400 annually once the lower unit resets. One vacancy to lease at market, one under rented unit to raise, and two full 3 bedroom units that draw long term family tenants rather than annual churn. Separate addresses, separate front entrances, separate systems, separate meters. Schedule your showing before it is gone.

6 Beds ⋅ 4 Baths ⋅ 5232076 MLS

INVESTORS. Turnkey two-family in Shaker Heights, walking distance to the Van Aken District. One unit rented, one vacant, and priced to sell. Classic brick colonial with a sided extension on a tree lined corner lot. Each unit has its own street address and its own front entrance on a different street, the upper off Chagrin and the lower off Storer. Separate addresses keep leases, mail, and utility accounts cleanly divided, and tenants come and go without crossing paths at the front door. A rear hallway, back stairs, back door, and basement are shared. The lower unit is a fully remodeled 3 bedroom, 1.5 bath. The upper is a newly updated 3 bedroom with 2 full baths. Both offer spacious living areas, fireplaces, and hardwood floors throughout, plus a 3 car garage and generous storage. Each unit has its own laundry in the shared basement, which also holds a large bonus room ready to become an office, gym, or rec space. Walkable addresses near Van Aken, steps from the restaurants, market hall, and shops, draw professional tenants and cut vacancy days. Gas and electric are separately metered, so the owner's only recurring utility expense is water and sewer as the tenants pay Gas and Electric. The property will be Point of Sale compliant at closing. The lower unit is rented at $1,700 per month to a reliable, in place tenant. That is income from day one and roughly $300 under market, as comparable Shaker 3 bedrooms with 1 to 1.5 baths lease near $2,000. The upper unit, with its second full bath, is vacant and move in ready, and comparable 2 bath units near Van Aken support $2,200. That projects about $3,900 per month today, or roughly $4,200 per month and $50,400 annually once the lower unit resets. One vacancy to lease at market, one under rented unit to raise, and two full 3 bedroom units that draw long term family tenants rather than annual churn. Separate addresses, separate front entrances, separate systems, separate meters. Schedule your showing before it is gone.

19208 Chagrin, Shaker Heights

$275,000

Welcome to 3544 Lynnfield Rd in Shaker Heights! This duplex is stunning and ready for its next owner and/or tenants. Both units consist of a kitchen, living room, dining room, 2 bedrooms, and 1 full bathroom. There is a vast unfinished 3rd floor and full unfinished basement. Beautiful Shaker Heights duplex - walkable to the Van Aken District and Rapid. Just minutes from Larchmere, the hospitals main campuses and University Circle, Little Italy, and downtown Cleveland just beyond that. Look no further, this home is a MUST see!

4 Beds ⋅ 2 Baths ⋅ 5233360 MLS

Welcome to 3544 Lynnfield Rd in Shaker Heights! This duplex is stunning and ready for its next owner and/or tenants. Both units consist of a kitchen, living room, dining room, 2 bedrooms, and 1 full bathroom. There is a vast unfinished 3rd floor and full unfinished basement. Beautiful Shaker Heights duplex - walkable to the Van Aken District and Rapid. Just minutes from Larchmere, the hospitals main campuses and University Circle, Little Italy, and downtown Cleveland just beyond that. Look no further, this home is a MUST see!

3544 Lynnfield Road, Shaker Heights

$299,000

Don't miss this excellent opportunity to own this well maintained multi family property. Each unit features two generously sized bedrooms, one bath, kitchen, and dining room. Enjoy a peace of mind with major mechanicals updated last year and property is point of sale compliant. Conveniently located near shopping, dining,schools, parks, and hospitals. This property checks all the boxes! Schedule a tour today!

4 Beds ⋅ 2 Baths ⋅ 5233446 MLS

Don't miss this excellent opportunity to own this well maintained multi family property. Each unit features two generously sized bedrooms, one bath, kitchen, and dining room. Enjoy a peace of mind with major mechanicals updated last year and property is point of sale compliant. Conveniently located near shopping, dining,schools, parks, and hospitals. This property checks all the boxes! Schedule a tour today!

3435 Ashby Road, Shaker Heights

$419,000

Perfectly positioned just a short walk from the vibrant Van Aken District, this beautifully updated two-family home offers an exceptional opportunity for both investors and owner-occupants. Extensively renovated in 2015, the property features major improvements including updated Romex electrical wiring, modern plumbing, stylish kitchens and bathrooms, central air conditioning throughout both units, and the addition of a dedicated third-floor laundry area to service the upper unit. Best of all, the home is currently vacant, allowing an owner-occupant to choose their preferred unit while generating rental income from the other—or giving investors the flexibility to lease both units at current market rates. The first-floor unit offers two spacious bedrooms, one full bathroom, beautiful hardwood floors, and an updated kitchen complete with quality cabinetry, granite countertops, and abundant storage. The expansive upper unit spans the second and third floors and features four bedrooms, two full bathrooms, hardwood flooring throughout (with brand-new carpet installed in one bedroom this week), and an equally impressive updated kitchen featuring quality cabinetry, granite countertops, and ample storage. The upper unit also enjoys the convenience of its own dedicated laundry area. The large basement provides excellent storage space and includes a separate laundry area for the first-floor unit. Outside, you'll find a two-car garage with additional off-street parking for a third vehicle, a charming grassy yard, and peace of mind knowing the exterior received a fresh coat of paint in 2026 along with extensive masonry work completed the same year. Whether you're looking to build your investment portfolio or offset your mortgage with rental income, this turnkey property in one of Shaker Heights' most desirable locations is an opportunity you won't want to miss.

6 Beds ⋅ 3 Baths ⋅ 5229525 MLS

Perfectly positioned just a short walk from the vibrant Van Aken District, this beautifully updated two-family home offers an exceptional opportunity for both investors and owner-occupants. Extensively renovated in 2015, the property features major improvements including updated Romex electrical wiring, modern plumbing, stylish kitchens and bathrooms, central air conditioning throughout both units, and the addition of a dedicated third-floor laundry area to service the upper unit. Best of all, the home is currently vacant, allowing an owner-occupant to choose their preferred unit while generating rental income from the other—or giving investors the flexibility to lease both units at current market rates. The first-floor unit offers two spacious bedrooms, one full bathroom, beautiful hardwood floors, and an updated kitchen complete with quality cabinetry, granite countertops, and abundant storage. The expansive upper unit spans the second and third floors and features four bedrooms, two full bathrooms, hardwood flooring throughout (with brand-new carpet installed in one bedroom this week), and an equally impressive updated kitchen featuring quality cabinetry, granite countertops, and ample storage. The upper unit also enjoys the convenience of its own dedicated laundry area. The large basement provides excellent storage space and includes a separate laundry area for the first-floor unit. Outside, you'll find a two-car garage with additional off-street parking for a third vehicle, a charming grassy yard, and peace of mind knowing the exterior received a fresh coat of paint in 2026 along with extensive masonry work completed the same year. Whether you're looking to build your investment portfolio or offset your mortgage with rental income, this turnkey property in one of Shaker Heights' most desirable locations is an opportunity you won't want to miss.

19619 Winslow Road, Shaker Heights

$399,000

At first glance, you'll think you've found two stunning custom homes, but this beautifully renovated side-by-side duplex offers an exceptional opportunity in Shaker Heights. One unit is currently leased at $1,850 per month, providing immediate rental income, while the second unit remains available for an owner-occupant or additional rental income. Each spacious residence offers approximately 2,000 square feet with 3 bedrooms, 2.5 baths, and an attached two-car garage. Features include hardwood floors, fresh neutral paint, updated kitchens with granite countertops, contemporary backsplashes and stainless steel appliances, oversized family rooms, and first-floor half baths. Upstairs, each primary suite features double closets and an updated ensuite bath, plus two additional bedrooms and another full bath. Private basements provide separate laundry and bonus space for an office, fitness area, storage, or hobbies. Separate gas and electric utilities add convenience. Ideally located near University Circle, Cleveland Clinic, University Hospitals, Case Western Reserve University, Downtown Cleveland, shopping, dining, and parks. Turnkey, income-producing, and ready for its next owner!.

6 Beds ⋅ 6 Baths ⋅ 5225341 MLS

At first glance, you'll think you've found two stunning custom homes, but this beautifully renovated side-by-side duplex offers an exceptional opportunity in Shaker Heights. One unit is currently leased at $1,850 per month, providing immediate rental income, while the second unit remains available for an owner-occupant or additional rental income. Each spacious residence offers approximately 2,000 square feet with 3 bedrooms, 2.5 baths, and an attached two-car garage. Features include hardwood floors, fresh neutral paint, updated kitchens with granite countertops, contemporary backsplashes and stainless steel appliances, oversized family rooms, and first-floor half baths. Upstairs, each primary suite features double closets and an updated ensuite bath, plus two additional bedrooms and another full bath. Private basements provide separate laundry and bonus space for an office, fitness area, storage, or hobbies. Separate gas and electric utilities add convenience. Ideally located near University Circle, Cleveland Clinic, University Hospitals, Case Western Reserve University, Downtown Cleveland, shopping, dining, and parks. Turnkey, income-producing, and ready for its next owner!.

17914 Chagrin Boulevard, Shaker Heights

$244,900

3381-3383 Sutton is a Beautiful 2 family duplex with each unit has its own Parcel number and is considered a 2 Single Family per Cuyahoga County. Each Side can be purchased separately or as a 2 unit Duplex. Located in the Beautiful Van Aken Area with Brick exterior charm, perfectly blends classic character. Both units are ready for moving in .... live in one and have the other unit pay your mortgage as the units have a high rental potential in the City of Shaker Heights. Point Of Sale (P.O.S) are all completed per City requirements and in compliance. Do not miss this great opportunity.

2 Beds ⋅ 1 Baths ⋅ 5225453 MLS

3381-3383 Sutton is a Beautiful 2 family duplex with each unit has its own Parcel number and is considered a 2 Single Family per Cuyahoga County. Each Side can be purchased separately or as a 2 unit Duplex. Located in the Beautiful Van Aken Area with Brick exterior charm, perfectly blends classic character. Both units are ready for moving in .... live in one and have the other unit pay your mortgage as the units have a high rental potential in the City of Shaker Heights. Point Of Sale (P.O.S) are all completed per City requirements and in compliance. Do not miss this great opportunity.

3381-3383 Sutton Road, Shaker Heights

$316,000

5 Beds ⋅ 3 Baths ⋅ 5222456 MLS

3559 Gridley Road, Shaker Heights

$120,000

Estate Portfolio Opportunity! This duplex offers an excellent opportunity for investors seeking to expand or begin a Northeast Ohio investment portfolio. Available for individual purchase or as part of a preferred property portfolio with the companion property located at 3632 E. 154th street. Seller prefers a coordinated purchase of both properties and has established attractive portfolio pricing. See companion MLS listing (#5223222) for additional details. All offers will be considered. Property is being sold AS-IS. Buyer to assume all point of sale (POS) violations and any repairs required by the municipality.

5 Beds ⋅ 3 Baths ⋅ 5223293 MLS

Estate Portfolio Opportunity! This duplex offers an excellent opportunity for investors seeking to expand or begin a Northeast Ohio investment portfolio. Available for individual purchase or as part of a preferred property portfolio with the companion property located at 3632 E. 154th street. Seller prefers a coordinated purchase of both properties and has established attractive portfolio pricing. See companion MLS listing (#5223222) for additional details. All offers will be considered. Property is being sold AS-IS. Buyer to assume all point of sale (POS) violations and any repairs required by the municipality.

3629 Menlo Road, Shaker Heights

$320,000

Welcome to the Winslow Road Historic District! This classic Tudor-style duplex home is one of the most architecturally distinguished properties on this beautiful and historic Shaker Heights street. Rich in character, this timeless property showcases stunning original architectural details, including beautiful woodwork, classic craftsmanship, and the charm that makes this Shaker Heights neighborhood so desirable. The upper unit offers 5 bedrooms and 2 full bathrooms and is currently tenant-occupied at $1,830 per month. The lower unit features 2 bedrooms and 1 full bathroom and is rented for $1,200 per month, providing immediate cash flow for investors. Whether you're looking to expand your investment portfolio, or aspire to purchase a property with the opportunity to owner-occupy in the future, this duplex home offers exceptional value. Enjoy a prime location just minutes from the Van Aken District, rapid transit, parks, shopping, restaurants, and everything that makes Shaker Heights one of Northeast Ohio's most sought-after communities.

7 Beds ⋅ 3 Baths ⋅ 5221904 MLS

Welcome to the Winslow Road Historic District! This classic Tudor-style duplex home is one of the most architecturally distinguished properties on this beautiful and historic Shaker Heights street. Rich in character, this timeless property showcases stunning original architectural details, including beautiful woodwork, classic craftsmanship, and the charm that makes this Shaker Heights neighborhood so desirable. The upper unit offers 5 bedrooms and 2 full bathrooms and is currently tenant-occupied at $1,830 per month. The lower unit features 2 bedrooms and 1 full bathroom and is rented for $1,200 per month, providing immediate cash flow for investors. Whether you're looking to expand your investment portfolio, or aspire to purchase a property with the opportunity to owner-occupy in the future, this duplex home offers exceptional value. Enjoy a prime location just minutes from the Van Aken District, rapid transit, parks, shopping, restaurants, and everything that makes Shaker Heights one of Northeast Ohio's most sought-after communities.

18428 Winslow Road, Shaker Heights

$190,000

Fantastic investment opportunity in Shaker Heights! This well-maintained duplex offers immediate income potential with a long-term month-to-month tenant in the lower unit and a vacant upper unit ready for a new tenant or owner occupancy. Whether you're looking to expand your portfolio or live in one unit while generating rental income from the other, this property offers flexibility and strong upside. Conveniently located near shopping, dining, parks, and more. Schedule your showing today!

4 Beds ⋅ 2 Baths ⋅ 5220063 MLS

Fantastic investment opportunity in Shaker Heights! This well-maintained duplex offers immediate income potential with a long-term month-to-month tenant in the lower unit and a vacant upper unit ready for a new tenant or owner occupancy. Whether you're looking to expand your portfolio or live in one unit while generating rental income from the other, this property offers flexibility and strong upside. Conveniently located near shopping, dining, parks, and more. Schedule your showing today!

3571 Strathavon Road, Shaker Heights

$214,900

Shaker Heights Duplex | Investment or Owner-Occupant Opportunity Sold as-is. Point of Sale (POS) inspection to be assumed by buyer. Reflected in price reduction. Don't miss this well-maintained duplex in sought-after Shaker Heights. The first-floor unit comes with a subsidized tenant in place, providing guaranteed rental income of $1,175/month from day one — giving any buyer immediate cash flow at closing. The second-floor unit is vacant offering flexibility for an owner-occupant looking to house-hack or an investor ready to place their own tenant. Some turn work will be needed on the second floor. Seller will place a tenant prior to closing upon buyer request. Both units feature updated luxury vinyl plank flooring, refreshed kitchens with white shaker cabinets and stainless appliances, and updated bathrooms. The first floor showcases a spacious living room with fireplace, crown molding, arched doorways, and a dining room with chandelier — classic Shaker character throughout. The large unfinished basement offers substantial storage and utility space. Outside, enjoy a covered front porch with brick columns, fresh driveway, detached garage, and a well-kept lawn. A rare chance to own in Shaker Heights with built-in income and the flexibility to grow. Second floor is vacant and can be shown at any time. First floor is occupied and will require notice, showing with accepted offer.

4 Beds ⋅ 2 Baths ⋅ 5218646 MLS

Shaker Heights Duplex | Investment or Owner-Occupant Opportunity Sold as-is. Point of Sale (POS) inspection to be assumed by buyer. Reflected in price reduction. Don't miss this well-maintained duplex in sought-after Shaker Heights. The first-floor unit comes with a subsidized tenant in place, providing guaranteed rental income of $1,175/month from day one — giving any buyer immediate cash flow at closing. The second-floor unit is vacant offering flexibility for an owner-occupant looking to house-hack or an investor ready to place their own tenant. Some turn work will be needed on the second floor. Seller will place a tenant prior to closing upon buyer request. Both units feature updated luxury vinyl plank flooring, refreshed kitchens with white shaker cabinets and stainless appliances, and updated bathrooms. The first floor showcases a spacious living room with fireplace, crown molding, arched doorways, and a dining room with chandelier — classic Shaker character throughout. The large unfinished basement offers substantial storage and utility space. Outside, enjoy a covered front porch with brick columns, fresh driveway, detached garage, and a well-kept lawn. A rare chance to own in Shaker Heights with built-in income and the flexibility to grow. Second floor is vacant and can be shown at any time. First floor is occupied and will require notice, showing with accepted offer.

3698 Menlo Road, Shaker Heights

$160,000

Freshly updated and full of opportunity, this Shaker Heights duplex offers a rare combination of immediate usability and future upside. The freshly painted exterior provides great curb appeal, while the vacant upper unit has been freshly painted and is ready for occupancy, allowing an owner-occupant or investor to begin generating income right away. Both units are served by central air conditioning, and the property features a hard-to-find three-car garage for additional parking, storage, or rental potential. The unfinished third floor offers flexible bonus space for storage, hobbies, or other permitted uses, while the basement provides additional usable space and utility. Conveniently located near shopping, dining, parks, and major commuter routes, this property is an excellent opportunity for both investors and owner-occupants looking to build equity in the desirable Shaker Heights School District.

6 Beds ⋅ 2 Baths ⋅ 5218303 MLS

Freshly updated and full of opportunity, this Shaker Heights duplex offers a rare combination of immediate usability and future upside. The freshly painted exterior provides great curb appeal, while the vacant upper unit has been freshly painted and is ready for occupancy, allowing an owner-occupant or investor to begin generating income right away. Both units are served by central air conditioning, and the property features a hard-to-find three-car garage for additional parking, storage, or rental potential. The unfinished third floor offers flexible bonus space for storage, hobbies, or other permitted uses, while the basement provides additional usable space and utility. Conveniently located near shopping, dining, parks, and major commuter routes, this property is an excellent opportunity for both investors and owner-occupants looking to build equity in the desirable Shaker Heights School District.

3646 Chelton Road, Shaker Heights

$434,900

Exceptional investment and lifestyle opportunity in the heart of Shaker Heights, just moments from the vibrant Van Aken District and convenient rapid transit service to downtown. Freshly painted and rich in architectural character, this stately brick-and-stone Tudor stands out as one of the most impressive homes on a street renowned for its beauty and charm. Both units showcase the timeless craftsmanship Shaker Heights is celebrated for, featuring high ceilings with exposed beams, abundant natural light, built-in cabinetry, and inviting gas fireplaces. The expansive upper unit lives like a single-family home, offering six spacious bedrooms and two full baths, while the 1st floor unit boasts beautifully refinished hardwood floors, three bedrooms, one full bath, and a private lower-level family/recreation room with an additional gas fireplace. Ideally located near premier shopping, dining, and entertainment, this remarkable property combines historic elegance with modern convenience. Additional updates include both hot water tanks replaced in 2020. . Conveniently located close to restaurants, shopping, hospitals, Little Italy, University Circle, museums and more!

9 Beds ⋅ 3 Baths ⋅ 5217713 MLS

Exceptional investment and lifestyle opportunity in the heart of Shaker Heights, just moments from the vibrant Van Aken District and convenient rapid transit service to downtown. Freshly painted and rich in architectural character, this stately brick-and-stone Tudor stands out as one of the most impressive homes on a street renowned for its beauty and charm. Both units showcase the timeless craftsmanship Shaker Heights is celebrated for, featuring high ceilings with exposed beams, abundant natural light, built-in cabinetry, and inviting gas fireplaces. The expansive upper unit lives like a single-family home, offering six spacious bedrooms and two full baths, while the 1st floor unit boasts beautifully refinished hardwood floors, three bedrooms, one full bath, and a private lower-level family/recreation room with an additional gas fireplace. Ideally located near premier shopping, dining, and entertainment, this remarkable property combines historic elegance with modern convenience. Additional updates include both hot water tanks replaced in 2020. . Conveniently located close to restaurants, shopping, hospitals, Little Italy, University Circle, museums and more!

19000 Winslow Road, Shaker Heights

$188,000

Opportunity knocks in Shaker Heights! This spacious side-by-side duplex offers over 2,600 square feet with a total of 6 bedrooms and 2 full baths. One unit is currently occupied at $1305 per month providing immediate income, while the vacant unit presents an excellent opportunity for renovation, lease-up, or owner-occupancy. The occupied unit offers additional upside through future updates and rent growth. Being sold strictly as-is, with buyer to assume all Shaker Heights Point of Sale violations. POS report available upon request via email. With strong rental demand, large unit sizes, and numerous renovated duplexes in the area commanding over $300k, this property presents a compelling value-add opportunity for investors looking to build equity through strategic improvements. Conveniently located near shopping, parks, schools, public transportation, and major commuter routes. Bring your vision and unlock the potential of this Shaker Heights investment opportunity. Absolutely no seller financing, no wholesale contracts, END BUYERS ONLY! ***Multiple offers received, highest & best offers due Monday 6/8/26, 9am***

6 Beds ⋅ 2 Baths ⋅ 5214477 MLS

Opportunity knocks in Shaker Heights! This spacious side-by-side duplex offers over 2,600 square feet with a total of 6 bedrooms and 2 full baths. One unit is currently occupied at $1305 per month providing immediate income, while the vacant unit presents an excellent opportunity for renovation, lease-up, or owner-occupancy. The occupied unit offers additional upside through future updates and rent growth. Being sold strictly as-is, with buyer to assume all Shaker Heights Point of Sale violations. POS report available upon request via email. With strong rental demand, large unit sizes, and numerous renovated duplexes in the area commanding over $300k, this property presents a compelling value-add opportunity for investors looking to build equity through strategic improvements. Conveniently located near shopping, parks, schools, public transportation, and major commuter routes. Bring your vision and unlock the potential of this Shaker Heights investment opportunity. Absolutely no seller financing, no wholesale contracts, END BUYERS ONLY! ***Multiple offers received, highest & best offers due Monday 6/8/26, 9am***

3561 Daleford Road, Shaker Heights

$375,000

Fantastic opportunity to own a beautiful two-family property that exudes character throughout, home-like feel that is attractive to tenants/owner occupants and well maintained. An excellent opportunity for an owner occupant looking to offset their mortgage with rental income, or for an investor seeking to capitalize on a strong rental market within a desirable blend of a single-family home community. It has beautiful hardwood floors, decorative fireplace, large window, formal dining room with built-in cabinets. Second floor living room has a soaring vaulted beam ceiling, large window, decorative fireplace, and a Juliet loft area adding architectural charm, formal dining with built-in cabinets, french doors, and a cove ceiling. The kitchen/bathrooms have tiled floors, and bathrooms have been updated. Most of the windows are vinyl resulting in lower gas bills. There are two bedrooms on the second floor, also 2 bedrooms on the 3rd floor with a full bath and a storage area. Included is a 3-car garage, in addition to parking area alongside the garage. Tenant parks alongside the garage giving full access to all three garage spaces at the present time. There is ample space to turn around to exit the property. Additionally, both units have rear porches and updated electrical panels which can accomodate a/c mini splits, many other unique features such as laundry chutes in each unit, wood-stained doors, original heat registers, spiral steps at back hallway from the basement to the third floor. Basement laundry area has a laundry hook for both units, all appliances stay. Newer water, sewer infrastructure lines were installed, as well as a copper water line installed to the property. Convenient travel to Van Aken District, Cleveland Clinic, University Hospitals, Rapid railway to Downtown Cleveland and Cleveland Hopkins Airport. Owner is a licensed real estate agent, and the occupant of the second-floor, showings can be same day. Seller plans to complete point of sale repairs.

6 Beds ⋅ 3 Baths ⋅ 5212651 MLS

Fantastic opportunity to own a beautiful two-family property that exudes character throughout, home-like feel that is attractive to tenants/owner occupants and well maintained. An excellent opportunity for an owner occupant looking to offset their mortgage with rental income, or for an investor seeking to capitalize on a strong rental market within a desirable blend of a single-family home community. It has beautiful hardwood floors, decorative fireplace, large window, formal dining room with built-in cabinets. Second floor living room has a soaring vaulted beam ceiling, large window, decorative fireplace, and a Juliet loft area adding architectural charm, formal dining with built-in cabinets, french doors, and a cove ceiling. The kitchen/bathrooms have tiled floors, and bathrooms have been updated. Most of the windows are vinyl resulting in lower gas bills. There are two bedrooms on the second floor, also 2 bedrooms on the 3rd floor with a full bath and a storage area. Included is a 3-car garage, in addition to parking area alongside the garage. Tenant parks alongside the garage giving full access to all three garage spaces at the present time. There is ample space to turn around to exit the property. Additionally, both units have rear porches and updated electrical panels which can accomodate a/c mini splits, many other unique features such as laundry chutes in each unit, wood-stained doors, original heat registers, spiral steps at back hallway from the basement to the third floor. Basement laundry area has a laundry hook for both units, all appliances stay. Newer water, sewer infrastructure lines were installed, as well as a copper water line installed to the property. Convenient travel to Van Aken District, Cleveland Clinic, University Hospitals, Rapid railway to Downtown Cleveland and Cleveland Hopkins Airport. Owner is a licensed real estate agent, and the occupant of the second-floor, showings can be same day. Seller plans to complete point of sale repairs.

3646 Lynnfield Road, Shaker Heights

$415,000

Location! Location! Location! Historic Winslow district. Majestic Shaker Heights one of a kind two family brick Tudor features leaded glass windows, vaulted ceilings, beautiful moldings, hardwood floors throughout. Gorgeous 5 bedroom upstairs unit with two story living room perfect for owner occupant or luxury rental featuring brand new upscale kitchen. Up unit is currently tenant occupied. Built-in corner cabinets with leaded glass doors in formal dining room. Beautiful 2 bedroom first floor unit currently vacant and available to show. Walking distance to Van Aken shopping district, RTA line to downtown. Both units feature updated forced air heating and central air. 3 car garage. Total of 7 bedrooms and 4 baths! Shaker Heights point of sale compliant.

7 Beds ⋅ 4 Baths ⋅ 5212976 MLS

Location! Location! Location! Historic Winslow district. Majestic Shaker Heights one of a kind two family brick Tudor features leaded glass windows, vaulted ceilings, beautiful moldings, hardwood floors throughout. Gorgeous 5 bedroom upstairs unit with two story living room perfect for owner occupant or luxury rental featuring brand new upscale kitchen. Up unit is currently tenant occupied. Built-in corner cabinets with leaded glass doors in formal dining room. Beautiful 2 bedroom first floor unit currently vacant and available to show. Walking distance to Van Aken shopping district, RTA line to downtown. Both units feature updated forced air heating and central air. 3 car garage. Total of 7 bedrooms and 4 baths! Shaker Heights point of sale compliant.

19627 Winslow Road, Shaker Heights

$211,500

Investment opportunity! Leave as is, or flip! These two units welcome many possibilities. There is a two-bedroom, one-bath apartment on the main level. The living area has a decorative fireplace. There are wood floors throughout. The dining room leads into the full-size kitchen and two bedrooms. This kitchen has a refrigerator, stove, microwave, and dishwasher (seller-owned). The upstairs unit is two levels with one full bath and one half bath. The main living area has the same layout as the lower level. The third floor has three rooms that could be used for storage or office space.

4 Beds ⋅ 3 Baths ⋅ 5209053 MLS

Investment opportunity! Leave as is, or flip! These two units welcome many possibilities. There is a two-bedroom, one-bath apartment on the main level. The living area has a decorative fireplace. There are wood floors throughout. The dining room leads into the full-size kitchen and two bedrooms. This kitchen has a refrigerator, stove, microwave, and dishwasher (seller-owned). The upstairs unit is two levels with one full bath and one half bath. The main living area has the same layout as the lower level. The third floor has three rooms that could be used for storage or office space.

3574 Daleford Road, Shaker Heights

$192,500

Remodeled Shaker Heights Duplex – Owner Occupied Possible The Opportunity: A meticulously updated up/down duplex in the heart of Shaker Heights. Fully remodeled and generating $2,050 total monthly rent, this property offers a stable, turn-key addition to your portfolio with high-demand appeal and zero deferred maintenance on the interior. Key Interior Features: Fully Updated Units: Both 2-bed, 1-bath units feature brand-new kitchens with stainless appliances, sleek cabinetry, renovated bathrooms, and gleaming refinished hardwood floors. Move-In Ready: Extensive interior renovations mean no immediate work is required. Classic Shaker charm meets modern luxury. Investor Efficiency: Utilities: Separate gas and electric meters (tenants pay their own usage). Storage & Parking: Clean basement with laundry hookups and a 2-car detached garage. Infrastructure: Updated mechanicals and fresh paint throughout. Prime Location: Steps from the RTA Blue Line and minutes from the Van Aken District, University Circle, and Cleveland Clinic. This is a high-demand rental pocket known for strong property values. Stable, remodeled, and performing from Day 1.

4 Beds ⋅ 2 Baths ⋅ 5201452 MLS

Remodeled Shaker Heights Duplex – Owner Occupied Possible The Opportunity: A meticulously updated up/down duplex in the heart of Shaker Heights. Fully remodeled and generating $2,050 total monthly rent, this property offers a stable, turn-key addition to your portfolio with high-demand appeal and zero deferred maintenance on the interior. Key Interior Features: Fully Updated Units: Both 2-bed, 1-bath units feature brand-new kitchens with stainless appliances, sleek cabinetry, renovated bathrooms, and gleaming refinished hardwood floors. Move-In Ready: Extensive interior renovations mean no immediate work is required. Classic Shaker charm meets modern luxury. Investor Efficiency: Utilities: Separate gas and electric meters (tenants pay their own usage). Storage & Parking: Clean basement with laundry hookups and a 2-car detached garage. Infrastructure: Updated mechanicals and fresh paint throughout. Prime Location: Steps from the RTA Blue Line and minutes from the Van Aken District, University Circle, and Cleveland Clinic. This is a high-demand rental pocket known for strong property values. Stable, remodeled, and performing from Day 1.

3397 Westbury Road, Shaker Heights

$239,900

Ready & Clean for New Owner to move in. Handsome Tudor. Well maintained . 1st floor:$1325, 2 Bedrooms Sunroom for office, Bath, Oak floors. 2nd floor: $1115, mo-mo, 2 Bedrooms , Sunroom for office, Bath, Oak floors. 3rd Floor: $650, Private entrance, 1 Bedroom, Living room, Full Bath. Updated hot water tanks, Forced air Furnaces. Newer Gable roof 2 car Garage' Short distance to Van Aken Market District. Let Rental income pay most of you Housing expenses' Point of Sale inspection is all Clear.

5 Beds ⋅ 3 Baths ⋅ 5207718 MLS

Ready & Clean for New Owner to move in. Handsome Tudor. Well maintained . 1st floor:$1325, 2 Bedrooms Sunroom for office, Bath, Oak floors. 2nd floor: $1115, mo-mo, 2 Bedrooms , Sunroom for office, Bath, Oak floors. 3rd Floor: $650, Private entrance, 1 Bedroom, Living room, Full Bath. Updated hot water tanks, Forced air Furnaces. Newer Gable roof 2 car Garage' Short distance to Van Aken Market District. Let Rental income pay most of you Housing expenses' Point of Sale inspection is all Clear.

18323 Newell Road, Shaker Heights

$261,900

Brick Shaker Heights double. Excellent income opportunity. Large units. Convenient location near shopping, downtown, and library. Award winning schools. Upstairs unit vacant to allow for easy showings. 3 car garage. Hardwood floors. Basement rec room.

8 Beds ⋅ 3 Baths ⋅ 5207247 MLS

Brick Shaker Heights double. Excellent income opportunity. Large units. Convenient location near shopping, downtown, and library. Award winning schools. Upstairs unit vacant to allow for easy showings. 3 car garage. Hardwood floors. Basement rec room.

3638 Lindholm Road, Shaker Heights

$289,999

Welcome to this spacious multi-family home in the highly desirable city of Shaker Heights! This well maintained property offers incredible versatility for both owner-occupants and investors. Each unit features a living room with fireplace, formal dining room, kitchen with stainless steel appliances, 2 bedrooms, 1 full bath and rear porch. The third floor offers 3 additional bedrooms and 1 full bath great for additional living and income potential. The backyard has ample parking and detached 2 car garage. Schedule your private showing today, this one won’t last long!

7 Beds ⋅ 3 Baths ⋅ 5204509 MLS

Welcome to this spacious multi-family home in the highly desirable city of Shaker Heights! This well maintained property offers incredible versatility for both owner-occupants and investors. Each unit features a living room with fireplace, formal dining room, kitchen with stainless steel appliances, 2 bedrooms, 1 full bath and rear porch. The third floor offers 3 additional bedrooms and 1 full bath great for additional living and income potential. The backyard has ample parking and detached 2 car garage. Schedule your private showing today, this one won’t last long!

17415 Winslow Road, Shaker Heights

$334,000

Welcome to this charming brick Tudor duplex in Shaker Heights, where timeless character blends seamlessly with modern comfort. This picturesque two-family home offers a versatile opportunity—live in one unit while generating rental income from the other, or add a solid asset to your investment portfolio in a highly walkable neighborhood. The inviting first-floor unit features 2 bedrooms and 1 full bath, highlighted by gleaming hardwood floors, a classic fireplace, and an updated kitchen with granite countertops and included appliances. Upstairs, the expansive second unit spans two levels, offering 4 bedrooms and 2 full baths, along with a second fireplace and a beautifully remodeled (2026) kitchen featuring white cabinetry, quartz countertops, and stainless steel appliances. Recent updates enhance both style and functionality, including new carpet on the third floor (2024), refinished hardwood floors on the second floor (2024), and fresh paint throughout the second and third floors (2026). Each unit enjoys its own private sun deck—perfect for morning coffee or relaxing evenings—while original leaded glass windows add warmth and storybook charm throughout. Newer furnaces, central air systems, and hot water tanks provide peace of mind, complemented by a well-maintained detached garage. Ideally located, this home is just a short stroll to the vibrant Van Aken District for shopping and dining, with convenient access to public transit for an easy commute downtown. Schedule your private showing today! Point of Sale violations will be compliant prior to closing.

6 Beds ⋅ 3 Baths ⋅ 5202833 MLS

Welcome to this charming brick Tudor duplex in Shaker Heights, where timeless character blends seamlessly with modern comfort. This picturesque two-family home offers a versatile opportunity—live in one unit while generating rental income from the other, or add a solid asset to your investment portfolio in a highly walkable neighborhood. The inviting first-floor unit features 2 bedrooms and 1 full bath, highlighted by gleaming hardwood floors, a classic fireplace, and an updated kitchen with granite countertops and included appliances. Upstairs, the expansive second unit spans two levels, offering 4 bedrooms and 2 full baths, along with a second fireplace and a beautifully remodeled (2026) kitchen featuring white cabinetry, quartz countertops, and stainless steel appliances. Recent updates enhance both style and functionality, including new carpet on the third floor (2024), refinished hardwood floors on the second floor (2024), and fresh paint throughout the second and third floors (2026). Each unit enjoys its own private sun deck—perfect for morning coffee or relaxing evenings—while original leaded glass windows add warmth and storybook charm throughout. Newer furnaces, central air systems, and hot water tanks provide peace of mind, complemented by a well-maintained detached garage. Ideally located, this home is just a short stroll to the vibrant Van Aken District for shopping and dining, with convenient access to public transit for an easy commute downtown. Schedule your private showing today! Point of Sale violations will be compliant prior to closing.

18427 Winslow Road, Shaker Heights

$331,600

Fantastic turnkey opportunity in Shaker Heights, perfect for a savvy investor or an owner-occupant looking for a location that's so popular in the historic Winslow district.

6 Beds ⋅ 2 Baths ⋅ 5193272 MLS

Fantastic turnkey opportunity in Shaker Heights, perfect for a savvy investor or an owner-occupant looking for a location that's so popular in the historic Winslow district.

18520 Winslow Road, Shaker Heights

$260,000

Great opportunity to own one of the very few four family properties in Shaker Heights! The property consists of 4 one bedroom units. The front units have living, dining, kitchen and bedroom while the back are a bit smaller with living, kitchen and bedroom. The property has a full basement, large attic and two 2-car garages. All units are currently occupied and bringing in a total of $3,125 per month. Cheshire is a well located beautiful street just down from the shops, galleries and restaurants on Larchmere. Shaker Square and its shops, restaurants, drug store, grocery store and theater are just another block further. The RTA Green and Blue line trains are nearby to whisk your tenants off to downtown, the airport or the Van Aken District. Minutes to University Circle, Cleveland Clinic and University Hospitals. Don't miss out on this great investment opportunity.

4 Beds ⋅ 4 Baths ⋅ 5192730 MLS

Great opportunity to own one of the very few four family properties in Shaker Heights! The property consists of 4 one bedroom units. The front units have living, dining, kitchen and bedroom while the back are a bit smaller with living, kitchen and bedroom. The property has a full basement, large attic and two 2-car garages. All units are currently occupied and bringing in a total of $3,125 per month. Cheshire is a well located beautiful street just down from the shops, galleries and restaurants on Larchmere. Shaker Square and its shops, restaurants, drug store, grocery store and theater are just another block further. The RTA Green and Blue line trains are nearby to whisk your tenants off to downtown, the airport or the Van Aken District. Minutes to University Circle, Cleveland Clinic and University Hospitals. Don't miss out on this great investment opportunity.

2536-2538 Cheshire Road, Shaker Heights

$216,000

Great opportunity for investor or owner occupant with this two family home situated in the Lomond neighborhood of Shaker Heights. Each unit offers central air with full living room, full dining room, 2 bedrooms, and 1 bath. Dining rooms feature window seat and built in cabinetry. Natural wood floors throughout both units. Units boast spacious kitchens with first floor including a dishwasher and extra counter space that can be utilized for eat-in, work from home, or study area. All appliances remain with the home. Second floor has access to the third floor, and includes additional 2 bedrooms, bathroom, and kitchenette area. Come and view this home in the heart of Shaker Heights. Property is agent owned.

6 Beds ⋅ 3 Baths ⋅ 5189611 MLS

Great opportunity for investor or owner occupant with this two family home situated in the Lomond neighborhood of Shaker Heights. Each unit offers central air with full living room, full dining room, 2 bedrooms, and 1 bath. Dining rooms feature window seat and built in cabinetry. Natural wood floors throughout both units. Units boast spacious kitchens with first floor including a dishwasher and extra counter space that can be utilized for eat-in, work from home, or study area. All appliances remain with the home. Second floor has access to the third floor, and includes additional 2 bedrooms, bathroom, and kitchenette area. Come and view this home in the heart of Shaker Heights. Property is agent owned.

3631 Rolliston Road, Shaker Heights

$120,000

Great turnkey opportunity. Both units occupied. Unit #1 CMHA tenant currently month to month paying $958/month. Unit #2 currently month to month paying $865//month. Owner pays water and sewer. Buyer to assume pos violations. Owner will make no repairs.

4 Beds ⋅ 2 Baths ⋅ 5188855 MLS

Great turnkey opportunity. Both units occupied. Unit #1 CMHA tenant currently month to month paying $958/month. Unit #2 currently month to month paying $865//month. Owner pays water and sewer. Buyer to assume pos violations. Owner will make no repairs.

3659 Chelton Road, Shaker Heights

$355,000

Elegant Side-by-Side Duplex in Sought-After Shaker Heights Discover timeless charm and modern convenience in this classic side-by-side duplex perfectly positioned in the heart of Shaker Heights (44122). Just a short stroll from the lively Van Aken District, enjoy easy access to restaurants, shops, and Heinen’s Grocery, Mitchell's for ice cream lovers, plus the RTA transit line only one block away—taking you to Shaker Square and downtown Cleveland in minutes. Each spacious unit offers four bedrooms and two and a half baths, blending comfort and character with beautiful hardwood floors, inviting wood-burning fireplaces, and thoughtfully designed layouts. The north side is vacant and ready for your personal touch—an ideal opportunity for an owner-occupant or fresh renovation. The south side is currently tenant-occupied on a month-to-month basis, providing immediate income flexibility. Both homes include all appliances and showcase the architectural warmth that makes Shaker Heights so special. Whether you’re looking to live on one side and lease the other, or invest in a high-demand rental property, this duplex offers the perfect combination of location, lifestyle, and long-term value.

8 Beds ⋅ 6 Baths ⋅ 5168757 MLS

Elegant Side-by-Side Duplex in Sought-After Shaker Heights Discover timeless charm and modern convenience in this classic side-by-side duplex perfectly positioned in the heart of Shaker Heights (44122). Just a short stroll from the lively Van Aken District, enjoy easy access to restaurants, shops, and Heinen’s Grocery, Mitchell's for ice cream lovers, plus the RTA transit line only one block away—taking you to Shaker Square and downtown Cleveland in minutes. Each spacious unit offers four bedrooms and two and a half baths, blending comfort and character with beautiful hardwood floors, inviting wood-burning fireplaces, and thoughtfully designed layouts. The north side is vacant and ready for your personal touch—an ideal opportunity for an owner-occupant or fresh renovation. The south side is currently tenant-occupied on a month-to-month basis, providing immediate income flexibility. Both homes include all appliances and showcase the architectural warmth that makes Shaker Heights so special. Whether you’re looking to live on one side and lease the other, or invest in a high-demand rental property, this duplex offers the perfect combination of location, lifestyle, and long-term value.

3475 Norwood Road, Shaker Heights