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$319,900
6 Beds 3 Baths 5230466 MLS
Don't miss this exceptional duplex investment opportunity in the heart of Shaker Heights! Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the other, this spacious property offers outstanding flexibility and value. The upstairs unit features 4 bedrooms, an additional office, and 2 full bathrooms, providing plenty of space for a large household or work-from-home setup. The downstairs unit offers 2 bedrooms, a bonus office, and 1 full bathroom, making it an attractive option for tenants or owner-occupants alike. Major updates include a roof that's only 2 years old, newer hot water tanks, and one newer furnace, helping reduce future maintenance expenses. Conveniently located near shopping, dining, parks, public transportation, University Circle, Cleveland Clinic, and Downtown Cleveland, this property is well-positioned for strong rental demand. Whether you're an experienced investor or purchasing your first multifamily property, This home is an opportunity you don't want to miss. Schedule your private showing today!

17411 Chagrin Boulevard, 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

$450,000
6 Beds 6 Baths 5225341 MLS
At first glance, you'll think you've found two stunning custom homes, but this exceptional side-by-side duplex offers so much more. Beautifully renovated and move-in ready, this rare Shaker Heights property presents an incredible opportunity for investors seeking strong rental income or owner-occupants looking to live in one residence while offsetting their mortgage by renting the other. Each spacious home offers approximately 2,000 square feet of thoughtfully designed living space featuring 3 bedrooms, 2 full baths, 1 half bath, and an attached two-car garage. Step inside to discover hardwood floors throughout the living room, dining room, staircase, and all three bedrooms, complemented by fresh neutral paint and stylish modern finishes. The updated kitchens are designed to impress with granite countertops, contemporary backsplashes, stainless steel appliances, and durable luxury flooring. Oversized family rooms provide the perfect gathering space for entertaining or everyday living, while convenient first-floor half baths add functionality. Upstairs, each primary suite serves as a private retreat with double closets and an updated ensuite bath. Two additional generously sized bedrooms and an updated full bath complete the second level. Private basements offer separate laundry areas along with bonus rooms ideal for a home office, fitness room, hobby space, or additional storage. Separate gas and electric utilities, quality renovations throughout, and turnkey condition make this property ready for immediate occupancy or rental. With projected market rents of approximately $2,200 to $2,400 per unit, the income potential is outstanding. Ideally located near University Circle, Cleveland Clinic, University Hospitals, Case Western Reserve University, Downtown Cleveland, shopping, restaurants, parks, and all that Shaker Heights has to offer, this rare beautifully updated property delivers exceptional lifestyle appeal and long-term investment potential.

17914 Chagrin Boulevard, 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

$219,900
4 Beds 2 Baths 5218646 MLS
Shaker Heights Duplex | Investment or Owner-Occupant Opportunity 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. Sold as-is. Point of Sale (POS) inspection to be assumed by buyer. A rare chance to own in Shaker Heights with built-in income and the flexibility to grow.

3698 Menlo Road, Shaker Heights

$449,900
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, and the seller plans to complete all point-of-sale repairs prior to title transfer, making this an outstanding turnkey opportunity. Conveniently located close to restaurants, shopping, hospitals, Little Italy, University Circle, museums and more!

19000 Winslow Road, Shaker Heights

$389,500
6 Beds 3 Baths 5212651 MLS
What a fantastic opportunity to own a beautiful two-family property that exudes character throughout and has been lovingly maintained by the owner-occupied for many years. An excellent opportunity for an occupant owner looking to offset their mortgage with rental income or for an investor with interest in a strong rental market. First-floor unit is rented to a wonderful tenant who has lived there 3+ years with 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 with two more bedrooms on the 3rd floor and a full bath as well as a storage area. Included is a 3-car garage, in addition to parking area alongside the garage. The 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. There are so many other unique features such as hardwood floors, laundry chutes in each unit, wood-stained doors, original heat registers, glass door knobs, spiral steps at back hallway from the basement to the third floor. Newer water, sewer infrastructure lines were installed, and a copper water line installed to the property. Selling willing to escrow for the install of an acceptable quote of a/c for the second/third floor. Conveniently located near schools, libraries, Van Aken District, Rapid railway to Downtown Cleveland and Cleveland Hopkins Airport. Listing agent is a licensed real estate agent/owner, and the occupant of the second-floor, showings can be same day.

3646 Lynnfield Road, Shaker Heights

$429,900
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

$319,000
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

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