Simcoe County Multi-Family Real Estate Listings

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Jeff Gilbert, an experienced real estate broker with a focus on real estate investing.  

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Browse Current Multi-Family Listings

* For the Income/Expense, Rent Roll, Net Operating Income, Details of current tenancies and projected Return on Investment for any property listed below, Please Contact Jeff Direct.

89 results | Page 1 of 8
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For sale
$1,199,000
5287 COUNTY 9 ROAD, Clearview, Ontario

5287 County 9 Road

Clearview, Ontario

Sale of Mixed Use real estate property Situated On A Large Corner Lot With Commercial (C1) Zoning. Property gives flexibility of use with two separate units, each having its own entrance. The main/first unit offers 3 Bedrooms, 1.5 Bathrooms, 2 Spacious Living Rooms, A very large Kitchen, Office, large Loft Space. The second unit includes a large kitchen, living room, bedroom, bathroom, and den/office. Both Units Feature Laundry Hook-Ups. A Detached Garage provides 2 covered parking spaces and up to six or more open parkings. The property has a lot of natural light, Character And Potential. Although this property is currently used as a large family house, it is perfect for any investor seeking rental cash flow or an end user who wishes to live in one unit and rent the other for commercial or residential use. The large backyard allows for additional development, subject to city approvals to build residential or commercial space. Perfect for: Boutique bed and breakfast/hotel, restaurant, medical use (Dentist, pharmacy), any other retail use and many more uses. (id:67934)

5 Bedroom 4 Bathroom 2,500 - 3,000 sqft
For sale Open House
$699,000
3 BLUE MOUND DRIVE, Barrie, Ontario

3 Blue Mound Drive

Barrie, Ontario

LEGAL DUPLEX ON A SPACIOUS CORNER LOT WITH ESTABLISHED INCOME & FURTHER INVESTMENT POTENTIAL! There is something exciting about a property that gives you options, and this legal duplex offers plenty of them. Set on a spacious corner lot surrounded by mature trees and generous green space, this brick raised bungalow features two separate living spaces, with a 3-bedroom, 1-bathroom main-floor unit and a 2-bedroom, 1-bathroom basement apartment with a separate entrance, each with its own kitchen. Whether you're looking to create a comfortable home for extended family, generate rental income, or build an investment with room to grow, the flexible layout makes it easy to envision what comes next. Reliable tenants are currently in place in both units, providing established monthly income, while six parking spaces, including an oversized single car garage and four driveway spaces, add everyday convenience and flexibility. The generous lot may also offer potential for a future garden suite, subject to applicable requirements and approvals from the City of Barrie, giving buyers another opportunity to explore the property's possibilities over time. Located in Barrie's City Centre neighbourhood, this property puts downtown, shopping, schools, services, entertainment, restaurants, and everyday amenities within easy reach, offering the convenience of an established community while leaving plenty of room to shape the future. Whether your vision is rooted in family, investment, or simply having more options at your fingertips, this is a property that gives you the space and flexibility to make it your own. (id:67934)

5 Bedroom 2 Bathroom 1,100 - 1,500 sqft
For sale
$799,900
93 GROVE STREET E, Barrie, Ontario

93 Grove Street E

Barrie, Ontario

Excellent Investment Opportunity in East Barrie! Live in one suite and rent the other, keep family close, or rent both, all while enjoying the privacy of separate living spaces. This well-maintained legal duplex offers a bright 3-bedroom upper suite and a comfortable, renovated 2-bedroom lower suite, each with a private entrance, its own washer and dryer, parking and outdoor space. Enjoy the best of both spaces, from summer barbecues on the south-facing upper deck to cozy evenings by the gas fireplace downstairs. The lower suite also features a private floating deck in the fenced backyard, with well-kept gardens. Both kitchens feature quartz countertops and stainless steel appliances, while thoughtful accessibility features, including grab bars and exterior railings, add comfort and peace of mind. Ideally located within walking distance of schools, the library and downtown Barrie, with easy access to the Saturday Farmers' Market, local shops, Hwy 400, Royal Victoria Regional Health Centre and Georgian College. Major systems have been updated, including windows, furnace, A/C, plumbing and electrical, plus a new sump pump system with battery backup. The upper suite is tenanted, while the lower suite is vacant as of November 1, offering flexibility for personal use, extended family or rental income. A home that adapts as life changes. Photos virtually decluttered. (id:67934)

5 Bedroom 1 Bathroom 2,316 sqft
For sale
$649,900
9 PENETANG STREET, Barrie, Ontario

9 Penetang Street

Barrie, Ontario

Legal triplex offered at $649,900 with annual rental income of $58,560 and an approximately 5.6% cap rate based on seller-reported income and expenses. Professionally managed and fully tenanted, this Barrie investment property features two spacious two-bedroom units and one large one-bedroom unit, along with six parking spaces. Income and expense information fro all three units, and floor plans for two units are available for review. Situated on historic Court House Hill in the established Codrington neighbourhood, this substantial circa-1888 red-brick building combines rental income with distinctive character. Significant renovations completed in 2013 included kitchens, bathrooms and more. The furnace and shingles date to 2013, and an on-demand hot water system was installed in 2025.An opportunity to add a three-unit income property to your portfolio in an established Barrie neighbourhood. All tenants are currently month to month. Buyer to verify financial information. (id:67934)

5 Bedroom 4 Bathroom 2,500 - 3,000 sqft
For sale
$1,179,000
22 OLIVE CRESCENT, Orillia, Ontario

22 Olive Crescent

Orillia, Ontario

RENOVATED LEGAL FOURPLEX WITH MAJOR UPGRADES, LAKE SIMCOE ACROSS THE ROAD & INCOME-PRODUCING POTENTIAL! Secure an income-focused legal fourplex on nearly half an acre, positioned across from Lake Simcoe with renovated suites, strong rental potential, and neighbouring higher-end homes adding to the area's appeal. Set on an impressive 87 x 203 ft lot, 22 Olive Crescent speaks to investors, entrepreneurs, and multi-family buyers looking beyond the ordinary income property. Live in one unit, keep family close in another, and generate rental income from the remaining suites, or lease all four to capture current market value. The property offers a versatile mix of one-bedroom, three-bedroom, one-bedroom plus den, and two-bedroom suites, with only one unit below grade. Three units are currently vacant, giving the next owner control over tenant selection and market rents from day one, while three of the four suites have been extensively renovated with updated kitchens, bathrooms, flooring, trim, interior doors, and appliances. With 8 parking spaces, separate utilities except water, a common coin-operated laundry, storage, and major improvements including the roof, insulation, siding, basement waterproofing, sump pump, and ongoing landscaping enhancements, much of the heavy lifting has already been done. Minutes from Kitchener Park, beaches, boat launches, downtown Orillia, Orillia Soldiers' Memorial Hospital, schools, shops, and local parks. (id:67934)

7 Bedroom 4 Bathroom 2,500 - 3,000 sqft
For sale
$1,799,000
154 WILLIAM STREET, Tay, Ontario

154 William Street

Tay, Ontario

A STRATEGIC MIXED-USE ACQUISITION IN THE HEART OF VICTORIA HARBOUR! The smartest business decision you can make is owning the building your future runs from, and this 10,300+ sq ft mixed-use landmark in the centre of Victoria Harbour delivers exactly that, pairing a high-exposure commercial presence with five self-contained residential units that create layered income potential under one roof. Positioned in the centre of Victoria Harbour, the property benefits from steady vehicle and foot traffic, with Georgian Bay and the waterfront close by, while marinas, trails, parks, and local amenities sit nearby, strengthening the appeal for both customers and tenants. The nearly 2,900 sq ft street-level commercial space features soaring 13 ft ceilings, rustic wood character, two washrooms, and an open layout that adapts to a wide range of permitted uses, including restaurant, tavern, retail store, business or professional office, clinic, craft shop, or personal service shop. Upstairs, the bright four-bedroom unit functions like a full private residence with a spacious kitchen centred around a large island, open living and dining areas, warm wood flooring, large windows, and two full baths, offering a standout owner's suite or a premium rental option, while two main-level one-bedroom units and two lower-level bachelor units add additional tenancy options and the flexibility to structure tenancies around your business goals. With C1 zoning supporting an array of commercial possibilities, this is the kind of property that lets you build your brand out front while the rest of the building works in the background. Buy the building, run the brand, and let the rest of the space support the vision with serious cash flow potential. (id:67934)

6 Bedroom 8 Bathroom 5,000 - 100,000 sqft
For sale Open House
$684,000
11 DAPHNE CRESCENT, Barrie, Ontario

11 Daphne Crescent

Barrie, Ontario

Welcome to 11 Daphne Crescent, a thoroughly renovated VACANT LEGAL DUPLEX bungalow and exceptional incomeproperty with pride of ownership throughout. Ideal for an investor seeking rental income, a homeowneroffsetting their mortgage with a second suite, or a family looking for a flexible multigenerational or in-lawliving arrangement with separate living spaces. It offers investment security and versatility: $50,400/year($4,200/month) in gross rent, plus over $100,000 in upgrades in the last 7 years, already done foryou.Meticulous updates include a complete roof replacement (sheathing, insulation, shingles, soffits, fascia,and gutters), high-end Kempenfelt Windows, furnace and A/C, 100-amp electrical panel, water softener,washer/dryer, and reverse osmosis drinking water filtration.Both units feature updated kitchens with whitecabinetry, new countertops, Moen faucets, and stainless (wifi enabled) appliances. Upstairs has a hexagonbacksplash, brass hardware, and a dishwasher; downstairs has a herringbone backsplash. Both bathroomsare equally new, with the upstairs vanity built from marine-grade plywood cabinetry for long-termdurability. Wide-plank flooring with added sound barrier runs throughout both units.Coin laundry addsroughly $1,200/year. Each unit has its own indoor storage area and dedicated outdoor storage shed, in afenced backyard with a new deck and garbage enclosure. Walking distance to parks and schools, minutesfrom Bayfield Street shopping, Royal Victoria Hospital, and Georgian College, with easy Highway 400access. VACANT POSSESSION - the chance to move in or choose your own tenants and set new rental rates. This is an ideal turnkey investment property. (id:67934)

4 Bedroom 2 Bathroom 700 - 1,100 sqft
For sale
$1,288,000
3232 SIMCOE ROAD, Ramara, Ontario

3232 Simcoe Road

Ramara, Ontario

Exceptional Investment Opportunity! Unlock the potential of this income-producing mixed-use property featuring a commercial shop and four residential units. Offering excellent cash flow and long-term growth potential, this property is an ideal addition to any investment portfolio. The property includes approximately 1,600 sq. ft. of commercial space and a beautifully renovated 2-bedroom apartment above the shop. The residential component offers approximately 3,500 sq. ft. of living space across the four units, all well-maintained and updated. Several quality long-term tenants are already in place, providing immediate income and stability. Additional features include a community laundry room, separate heating systems, ample parking, and outdoor storage for added convenience. Whether you're a seasoned investor or looking to expand your real estate holdings, this versatile property offers multiple income streams, strong rental potential, and the opportunity to build equity for years to come. Don't miss this outstanding investment opportunity! (id:67934)

6 Bedroom 5 Bathroom 3,000 - 3,500 sqft
For sale
$925,000
138 INNISFIL STREET, Barrie, Ontario

138 Innisfil Street

Barrie, Ontario

PRIME TRIPLEX INVESTMENT OPPORTUNITY IN THE HEART OF BARRIE! Welcome to 138 Innisfil Street, a well-positioned triplex offering an excellent opportunity for investors seeking a property in a highly desirable and convenient location. Ideally situated just minutes from downtown Barrie, residents can enjoy easy access to a vibrant selection of shops, restaurants, cafés, entertainment and everyday amenities, while Centennial Beach and the beautiful waterfront are also within close proximity. Uniquely serene forest/park like large lot with lots of room for future possibilities. 1.1KM to new Barrie soccer facility. With its sought-after location and multi-unit configuration, this property presents an excellent opportunity to add a versatile income-producing asset to your portfolio in one of Barrie's established neighbourhoods. Unit 1 is a two bedroom (will be vacant on closing), unit 2 is a three bedroom (tenant occupied), and unit 3 is a three bedroom (currently vacant). (id:67934)

8 Bedroom 3 Bathroom 3,000 - 3,500 sqft
For sale
$599,000
24 BRENTWOOD ROAD, Essa, Ontario

24 Brentwood Road

Essa, Ontario

LEGAL TRIPLEX RIGHT IN ANGUS!! Exceptional Investment Opportunity in Angus! Rare legal triplex offering strong income potential and exceptional versatility. This property features one spacious 3-bedroom 2-storey unit and two 1-bedroom main floor units . Each unit enjoys its own private walkout to a fully fenced yard space providing added privacy and outdoor enjoyment for tenants. Ideally located in the established community of Angus, this property is within walking distance or a short drive to restaurants, grocery stores, recreation centre, schools, and everyday amenities. Commuters will appreciate the convenient location, just minutes to Barrie, Highway 27 and Highway 400. Situated on a generous lot with parking for 10+ vehicles. Whether you're looking to expand your investment portfolio, live in one unit while generating rental income, or explore future opportunities, this unique property checks all the boxes. A rare chance to own a versatile, income-producing property in a high-demand location. Excellent investment and income-generating opportunity. This is a standout property offering location, flexibility, and long-term potential. (id:67934)

5 Bedroom 4 Bathroom 2,000 - 2,500 sqft
For sale
$439,900
174 BARRIE ROAD, Orillia, Ontario

174 Barrie Road

Orillia, Ontario

Owner Occupied duplex featuring a vacant second unit, no tenants to assume or vacant posession to arrange! This legal 2-unit home (duplex) sits on an exceptionally deep lot (46.42ft x 196.66ft x 40.29ft x 173.19ft) just off Memorial Drive and offers rare 4-car parking, making it an outstanding opportunity for both investors and owner-occupiers. NOTE: The lot size makes it idea to consider Additional Dwelling Unit(s) (ADU). The property features two spacious one-bedroom units, each with excellent layout and appeal. The main floor offers a large, open-concept one-bedroom suite enhanced by a new heat pump installed in November 2025, providing efficient year-round comfort. The upper unit is bright, inviting, and equally well-designed, making it highly desirable for tenants. The home has been thoughtfully updated over the years, including a new roof in 2020, gutter replacement and extensive brick repairs completed in 2017, and the addition of separate hydro metering so tenants pay their own hydro. These improvements, combined with the property's legal duplex status, create a strong, low-maintenance investment with excellent income potential. Whether you're looking to expand your portfolio or live in one unit while renting the other to help qualify for a larger mortgage, this property delivers exceptional value in a prime location. (id:67934)

2 Bedroom 2 Bathroom 1,100 - 1,500 sqft
For sale
$674,900
118 MARSHALL STREET, Barrie, Ontario

118 Marshall Street

Barrie, Ontario

ALLANDALE HEIGHTS COMPLETELY RENOVATED VACANT LEGAL DUPLEX WITH TWO SEPARATE YARDS! This modern home offers a fully legal second suite registered in 2020! As a duplex it presents exceptional flexibility for buyers seeking mortgage-offset income, improved TDS ratios for financing, multi-generational living, or a strong investment property in a high-demand neighbourhood. The home sits on a 50' lot with deck & shed and is completely turnkey, offering detailed finishes throughout. The main level features a bright three-bedroom layout with a spacious living room, dedicated dining area, an updated kitchen, an ultra-modern four-piece bath, and its own separate laundry. Large windows and clean contemporary finishes create an inviting space that feels fresh and move-in ready. The lower level is a registered legal apartment offering two bedrooms, a full second kitchen, a generous living room, full bath and private laundry. This suite also enjoys its own yard, giving both units independence and privacy rarely found in duplex properties.With five total bedrooms, two full baths, two kitchens, two laundries, and two separate yards, the property provides outstanding versatility for comfortable living and income potential. Park in the attached garage or the large drive with four additional spaces. (total of 5 car parking) Located in the heart of Allandale, the home is close to parks, schools, shopping, transit, and Barrie's waterfront. The property is vacant, making it easy to show and allowing for a quick closing. With no tenants, buyers can move forward without complications or delays. (id:67934)

5 Bedroom 2 Bathroom 1,100 - 1,500 sqft
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