Shaker Heights OH Multi-Family Real Estate, Homes for Sale

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

$325,000

6 Beds ⋅ 3 Baths ⋅ 5185404 MLS

Attention Investors! Fully occupied, lovingly maintained, cash-flowing property in Shaker Heights now available. Currently grossing $3,250.00/month with reliable tenants locked in on 1 year leases. Conveniently located within 1.2 miles of shopping, parks, and healthcare. Approximately $100K in improvements have been made within the last 4 years, including a New Roof (2025), New Front Steps(2025), Storm Doors(2025), Basement windows (2025), Replaced Interior Electric Outlets with GFC compatible (2025), Replaced Furnaces (2024), Replaced Water Heater Upstairs (2024), Replaced lower unit Front Windows (2024), Replaced Sewer line from street to house (2024), Replaced Water Heater Downstairs (2024), Replaced Sump Pump (2024), Finished downstairs basement with flooring (2023), Updated both kitchens and repaired both bathrooms (2023), Two New Electrical Panels(2023), Miscellaneous plumbing updates(2023). All you have to do is purchase to start making immediate income. Call to schedule your showing today.

3613 Lynnfield Road, Shaker Heights

$170,000

6 Beds ⋅ 3 Baths ⋅ 5185428 MLS

Investor opportunity in Shaker Heights. Duplex property featuring beautiful architectural character, classic details, and strong curb appeal, offered as-is and in need of renovation. POS report available; buyer to assume required escrow and compliance. The property offers a solid layout with potential to reconfigure the upper level into a third unit (buyer to verify), providing an opportunity to maximize future earning potential. Significant updates are needed throughout, making this an ideal project for experienced investors or buyers using renovation financing. Buyers to verify condition, zoning, use, and unit count to their own satisfaction.

3575 Gridley Road, Shaker Heights

$169,999

6 Beds ⋅ 2 Baths ⋅ 5175608 MLS

Collect almost $3,000/mo with this Shaker duplex. Email agent for market rent roll & video tour along with complete investment analysis, drone footage, information on the mechanical systems of the building. Professional property management availalbe. Local & out of state investors welcome!

3705 Sudbury Road, Shaker Heights

$225,000

4 Beds ⋅ 2 Baths ⋅ 5182632 MLS

Ready to grow your investment portfolio? This well-maintained colonial duplex offers solid cash-flow and strong fundamentals. The upper unit is tenant-occupied, generating $1,200/month on a month-to-month lease. Future rent could also be month-to-month. The Down Unit market rent is $1,300/mo. Each unit features 2 bedrooms and 1 full bath, spacious living areas, and bright, functional kitchens, vinyl windows throughout, hardwood flooring in the main living areas of the down unit, and LVP kitchen with carpeted living space in the up unit. Major updates include a newer roof (2022), updated electrical panels, updated plumbing drain lines, and a newer furnace. The finished basement offers ample storage with glass block windows. The property includes a detached 2-car garage Full service property management available with dedicated departments for leasing, marketing, tenant communication. Plus rehab and construction services for remote investors! Located in the desirable Shaker Heights neighborhood, close to major roads, shopping, and schools—an excellent opportunity for both new and seasoned investors. Strong fundamentals, immediate cash flow, and flexibility for future growth. Schedule your showing now! No wholesalers. No Seller financing. No low ball offers.

3318 Milverton Road, Shaker Heights

$210,000

4 Beds ⋅ 3 Baths ⋅ 5179663 MLS

Charming Multi-Family opportunity in Shaker Hts Welcome to this beautifully maintained multi family residence in the heart of Shake Heights. This well designed property features four spacious bedrooms and three full baths/, ideal for owner- occupiers, or investors. The downstairs unit has a month to month section eight tenant paying $1160. The upstairs unit has been remodeled and is ready for a tenant or home owner. The property also comes with a clear point of sale from the city.

17460 Chagrin Boulevard, Shaker Heights

$365,000

6 Beds ⋅ 3 Baths ⋅ 5176990 MLS

GORGEOUS duplex with CENTRAL AC on one of Shaker Heights' most sought-after streets has been remodeled to compete with the modern luxury apartment rentals, but with more space and at a better price! Truly everything that needed to be improved has been, so that you can enjoy worry-free ownership for years to come. The 2-bedroom, 1-bath first floor unit is currently rented through 5.31.26 for $1700. Tenant has been in place since 2022. The Up Unit, which features 4 bedrooms plus a sizeable Bonus Room, as well as 2 bathrooms, spans both the 2nd and 3rd floors and would be great space for an owner-occupant (finished 3rd floor is not included in the square footage). Property improvements include: interior renovations with LVP throughout 1st and 2nd floors, paint, new kitchens with all stainless steel appliances (2022), remodeled bathrooms (2022), 2 new electrical panels (2022), 2 AC condensers (2023), new HWT (2022 + 2025), Ohio Basement Systems with 5-years annual service contract (2022 - see invoice). Other features include: newer garage with automatic opener + vinyl windows with blinds. Property will transfer POS-compliant. A truly fantastic property in a great location to add to your investment portfolio or to house-hack. Schedule a tour today.

17424 Winslow Road, Shaker Heights

$217,000

6 Beds ⋅ 2 Baths ⋅ 5169141 MLS

Classic Shaker Heights Duplex – A Perfect Renovation Opportunity Bring your vision to life with this classic up-and-down duplex ideally situated in the heart of Shaker Heights (44122). Just a short stroll from the vibrant Van Aken District, enjoy easy access to shops, dining, and Heinen’s Grocery, plus the RTA transit line only one block away, connecting you to Shaker Square and downtown Cleveland in minutes. Each unit offers three bedrooms and one full bath, with the architectural charm and spacious layouts that define traditional Shaker homes. Hardwood floors ready to finish, generous living areas, and original details provide a strong foundation for your renovation plans. Both units are vacant and in need of tender loving care, offering an excellent opportunity for those ready to restore and reimagine. No appliances are included, and the property is priced to renovate, making it ideal for investors, rehab specialists, or buyers looking to create their dream duplex in one of the area’s most desirable neighborhoods. Live in one and rent the other to create a perfect flow of funds and living!

19239 Winslow Road, Shaker Heights

$102,000

4 Beds ⋅ 2 Baths ⋅ 5173057 MLS

Discover a fantastic investment opportunity at 3653 Hildana Rd in Shaker Heights, a fully occupied two-family property generating $1,750 in monthly gross income. The up unit is leased through January 2026 and the down unit through September 2026, offering immediate and stable cash flow. This property is being sold strictly as-is, with no seller-made repairs, and showings permitted only after an accepted offer. The seller will order the required Shaker Heights Point of Sale inspection following contract acceptance, and the buyer will assume all POS violations, if any. A solid addition to any investment portfolio!

3653 Hildana Road, Shaker Heights

$225,000

6 Beds ⋅ 3 Baths ⋅ 5171956 MLS

Fully renovated duplex in the heart of Shaker Heights! This 6-bed, 3-bath property features new HVAC, roof, plumbing, most windows, updated kitchens and baths, fresh paint, and new flooring throughout. Perfect for investors or house hackers—live in one unit and rent the other! Projected rents: first floor $1,200–$1,400, second floor $1,600–$1,800. Conveniently located near shopping, parks, and highways. Updated, turnkey, and priced to sell, schedule your showing today! Absolutely no wholesalers, no assigmnent contracts, end buyers only. Seller WILL NOT entertain any creative financing offers. Call your favorite agent today before this one is going going gone! Some photos have been virtually staged.

3298 Milverton Road, Shaker Heights

$169,900

4 Beds ⋅ 2 Baths ⋅ 5148167 MLS

Don't miss this terrific two-family property! The rooms are spacious with terrific natural light, hardwood floors, carpeting and vinyl flooring. Both units have an Entry Foyer, Living Room, Dining Room, Kitchen with all appliances, two Bedrooms and a Full Bathroom. The 2nd floor unit has an unheated Bonus Room that has been rented with unit 2. Two sets of washer/dryers, individual furnaces, hot water tanks and water meters are provided for each unit. There is a two-car detached garage, one with an automatic opener. Each unit also has a front porch, entry from the front and back of the house. The 1st floor unit is rented thru July 2026. The property will transfer Violation Free. Located in the Shaker Heights school district and the trendy area of Larchmere with many shops, restaurants and in close proximity to Shaker Square, University Circle and Downtown Cleveland!

2549 Kendall Road, Shaker Heights

$194,587

5 Beds ⋅ 3 Baths ⋅ 5168824 MLS

Great Value-Add Duplex with Expansion Potential Discover a rare investment opportunity in the heart of Shaker Heights! This spacious duplex features two identical 2-bedroom, 1-bath units — one up and one down — each offering excellent layout and natural light. The first floor unit includes a sun room that leads to the backyard. The second floor unit has a balcony. The third level includes an additional 1-bedroom, 1-bathroom suite with unfinished space, providing an incredible opportunity to expand living area or convert the property into a 3-unit triplex for additional rental income. Both units are vacant and easy to show, making it perfect for investors or owner-occupants looking to house hack — live in one unit and rent the other. The property has good bones and a solid foundation. The roof is young. A recent upgrade includes a partially updated PVC plumbing stacks (2025). With just a bit of TLC, this property will be rent-ready and move in ready. Located on a quiet street just a 10-minute walk to Shaker Towne Centre, you’ll enjoy proximity to shopping, dining, and public transit while still benefiting from the serene neighborhood atmosphere. Call to schedule a showing today to see this gem for yourself.

3560 Avalon Road, Shaker Heights

$133,000

4 Beds ⋅ 2 Baths ⋅ 5167825 MLS

Shaker duplex ready for your finishing touches! Up-and-down, 2 beds/1 bath each unit, plus a front den/sun room that could be additional living area or a 3rd bedroom. Much work has been done, and the seller will leave the existing building materials with an acceptable offer (cabinets, flooring, etc). Upgraded electric panels, white Shaker cabinets in one kitchen, 2 newer hot water tanks, modern furnaces. Other features: separately-metered gas and electric, 2-car detached garage, full basement with 2 sets of laundry hookups, walk-up attic for lots of storage! Great location, just minutes to shopping (Heinen's is just a couple blocks away), restaurants, University Circle, Cleveland Clinic, and Downtown Cleveland. Rehab it to generate about $2200/mo income or live in one unit and rent the other. Buyer to assume remaining POS violations.

3638 Menlo Road, Shaker Heights

$390,000

6 Beds ⋅ 3 Baths ⋅ 5163077 MLS

Fantastic opportunity to own an architectural gem in the Historic Winslow District of Shaker Heights! Perfectly positioned just steps from the vibrant Van Aken District, this two-family home offers an ideal blend of historic character, modern updates, and investment potential. Enjoy a walkable lifestyle home to local artisans, eateries, boutiques, and year-round community events that make this neighborhood truly special. The property offers incredible flexibility—ideal for an owner-occupant (the upper unit will be vacant upon transfer) or an investor ready to start earning on the occupied lower unit with the option to fill the remaining space. The lower unit features 2 bedrooms, 1 bath with a tiled walk-in shower, central air, and a private back deck. The upper unit boasts 4 spacious bedrooms, 2 full baths, front and rear porches, and two mini-split A/C systems for added comfort. Both kitchens feature modern finishes and stainless steel appliances, with dedicated laundry for each unit in the basement. A two-car garage and backyard fire pit add convenience and outdoor enjoyment. Major systems have been thoughtfully maintained and updated in recent years, including a boiler replacement for the upper unit (2025), a full lateral sewer line replacement (2025), newer hot water heaters (2022), lower unit furnace and A/C (2022). Come experience the charm and versatility of this turn-key historic home for yourself!

19229 Winslow Road, Shaker Heights

$250,000

6 Beds ⋅ 2 Baths ⋅ 5155698 MLS

This well-maintained property features updated kitchens and bathrooms, new roof on both the house and garage, and updated front and back porches for relaxing outdoor living. Additional highlights include a newer hot water tank and modern upgrades throughout. Located in the desirable Shaker Heights community, you’ll enjoy tree-lined streets, close proximity to shopping, dining, schools, and easy access to major highways. Whether you’re looking for a primary residence or a great investment opportunity, this home offers both comfort and value!

3616 Hildana Road, Shaker Heights

$175,000

4 Beds ⋅ 2 Baths ⋅ 5154541 MLS

Investor special! Great opportunity to get in on the ground floor with this two family brick colonial situated within close distance to Lomond Elementary School. Much remodeling done and was violation free when last purchased in 2016. Long term tenants have comfortably occupied both units and so it's time for a freshening. Units are identical and each has two bedrooms hardwood floors and 1 full bath. Central air for both units. First floor apartment has access to a unique rec room which gives added value. Great location and excellent location within easy access to school, shopping, and public transportation. Selling as-is.

3633 Ingleside Road, Shaker Heights

$300,000

4 Beds ⋅ 4 Baths ⋅ 5152781 MLS

Incredible 2 family on a double lot.

3557 Hildana Road, Shaker Heights

$375,000

6 Beds ⋅ 4 Baths ⋅ 5153972 MLS

Discover a truly unique opportunity in Shaker Heights! This versatile multi-family home offers remarkable flexibility, perfect for multi-generational living, extended guest quarters, or creative use. The second-floor residence is a showstopper, flooded with natural light, soaring vaulted ceilings, and a dramatic open living space. It features a spacious dining area and a large kitchen with abundant cabinetry, granite countertops, and stainless-steel appliances. A lofted retreat on the upper-level functions perfectly as a primary suite or private office and includes its own full bathroom. A Juliet balcony overlooks the great room below, adding architectural charm. Altogether, this unit offers four bedrooms and three full baths. The first-floor unit highlights classic Shaker Heights character with abundant natural light, a decorative fireplace, and thoughtful updates throughout. The renovated kitchen and bathroom complement two spacious bedrooms and a welcoming layout. With a total of six bedrooms and four full bathrooms, this home also includes a three-car garage, offering rare convenience and storage. The property has been thoughtfully updated and is point-of-sale compliant. Many improvements have been made, blending historic charm with modern convenience. Nestled in a sought-after Shaker Heights neighborhood, this property offers both character and versatility that is hard to find.

3553 Ingleside Road, Shaker Heights

$186,000

6 Beds ⋅ 5 Baths ⋅ 5153689 MLS

Income-generating property! This duplex in Shaker Heights has long-term, on-time paying residents. The apartments are spacious and come with many amenities. The upstairs unit has a spacious living room with hardwood floors, a full kitchen, a common full bath off the main hallway, a master bedroom with a bath, and two other bedrooms. There is an enclosed porch off the master bedroom. The lower-level apartment is the same layout but features a back deck. The tenants have access to their apartment through a common hallway (two doors) that leads to their apartments, but also provides access to the basement. The basement has a finished front room with a built-in bar for shared access and entertaining, a half bath, storage units per apartment, and separate laundry hookups. The location is within a few blocks of restaurants and retail, and less than a few miles from the Van Aken District.

3533 Daleford Road, Shaker Heights

$155,000

6 Beds ⋅ 4 Baths ⋅ 5143006 MLS

Great opportunity to buy this spacious duplex built in 1925, located in Shaker Heights, OH and sitting on a .228 acre lot (62x160) with a detached 2 car garage. The interior has a total of 3252 sq. ft. with 6 bedrooms, 2 full bathrooms and 2 half bathrooms plus a full basement.

3428 Milverton Road, Shaker Heights

$325,000

6 Beds ⋅ 3 Baths ⋅ 5134494 MLS

Charming 1920s Two-Family in the Winslow Historic District! This classic home blends historic character with incredible space and versatility. The first-floor unit offers 2 bedrooms, 1 full bath, hardwood floors, and a bright bay window that fills the living room with natural light. The spacious upstairs unit spans two floors, featuring 4 bedrooms, 2 full baths, and flexible living space perfect for today’s lifestyle. Both units benefit from younger forced air heating and central air conditioning for year-round comfort. Additional highlights include a 3-car garage and an unbeatable location just a short stroll to the vibrant Van Aken District—enjoy restaurants, shops, and Mitchell’s Ice Cream for a sweet treat. A fantastic opportunity for owner-occupants or investors alike!

19609 Winslow Road, Shaker Heights

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