Orillia Real Estate | Orillia 5 Bedroom Properties for Sale

Welcome to 29 Tecumseth Street in Orillia, a distinctive 2 1/2-storey century home where history meets modern updates. Originally built in 1900 just across the street and carefully relocated to its present setting in 1911, this 5-bedroom, 4-bathroom residence blends classic charm with thoughtful improvements. With minimal changes, it could easily be converted back to a 6-bedroom home. Step inside through the welcoming side foyer and you're immediately greeted by warmth and character. The main hallway features the classic original staircase, a timeless focal point.The spacious living room offers a bay window, built-ins, and a marble fireplace surround, while the large formal dining room features a plate rail and electric fireplace, ideal for hosting family gatherings and celebrations. The oversized powder room adds convenience, and the kitchen includes updated appliances, original baker's table and cabinetry, and access to the butler's staircase. A bright 3-season room provides access to the backyard and a separate basement entrance. Upstairs, the second level offers two separate wings encompassing four bedrooms,including a primary suite with a walk-in dressing room thoughtfully converted from a former bedroom. A 4-piece main bath with tiled shower and convenient laundry closet, along with an additional 2-piece bath, complete the level. The third floor features a fifth bedroom with its own ensuite and classic clawfoot tub, plus attic storage. The full unfinished basement offers a rec room area, additional laundry hookups, abundant storage, and a walk-up to the sunroom. Featuring many original architectural details alongside modern mechanical updates, including a boiler (2022) and hot water heater (2026), this home offers the perfect balance of character and functionality. (id:5764)

29 TECUMSETH Street, Orillia

Listing courtesy of Royal LePage Locations North.

$899,000

5 Beds ⋅ 4 Baths ⋅ S12961238 MLS® #

Welcome to 29 Tecumseth Street in Orillia, a distinctive 2 1/2-storey century home where history meets modern updates. Originally built in 1900 just across the street and carefully relocated to its present setting in 1911, this 5-bedroom, 4-bathroom residence blends classic charm with thoughtful improvements. With minimal changes, it could easily be converted back to a 6-bedroom home. Step inside through the welcoming side foyer and you're immediately greeted by warmth and character. The main hallway features the classic original staircase, a timeless focal point.The spacious living room offers a bay window, built-ins, and a marble fireplace surround, while the large formal dining room features a plate rail and electric fireplace, ideal for hosting family gatherings and celebrations. The oversized powder room adds convenience, and the kitchen includes updated appliances, original baker's table and cabinetry, and access to the butler's staircase. A bright 3-season room provides access to the backyard and a separate basement entrance. Upstairs, the second level offers two separate wings encompassing four bedrooms,including a primary suite with a walk-in dressing room thoughtfully converted from a former bedroom. A 4-piece main bath with tiled shower and convenient laundry closet, along with an additional 2-piece bath, complete the level. The third floor features a fifth bedroom with its own ensuite and classic clawfoot tub, plus attic storage. The full unfinished basement offers a rec room area, additional laundry hookups, abundant storage, and a walk-up to the sunroom. Featuring many original architectural details alongside modern mechanical updates, including a boiler (2022) and hot water heater (2026), this home offers the perfect balance of character and functionality.

29 TECUMSETH Street, Orillia

Listing courtesy of Royal LePage Locations North.

$2,549,000

5 Beds ⋅ 4 Baths ⋅ S12844718 MLS® #

Welcome to this rare exceptional waterfront residence on Couchiching Point. On a quiet cul-de-sac with cherished ownership along one of the areas most prestigious streets in Orillia. With easterly views overlooking beautiful Lake Couchiching and access to the renowned Trent-Severn Waterway, this home offers the best of lakeside living. With seamless connections to both Lake Couchiching and Lake Simcoe, this property is a boaters dream. The exterior is equally impressive, featuring stunning meticulously manicured gardens, a inter locked driveway and walkway, and an inviting front entrance that sets the tone for the elegance within. A newly finished patio right at the waters edge perfect for entertaining or relaxing. Enjoy your morning coffee or evening wine in the screened-in sunroom or the hot tub attached to the newly appointed adjoining deck while taking in the sunrise and tranquil lake views. Inside this family-oriented home offers 4+ bedrooms and features a bright eat-in kitchen where family meals come with unobstructed lake views while watching boats glide across the lake and a finished basement with guest suite or den, this home is designed for family gatherings. . The residence blends luxury finishes with warmth and comfort, making it ideal for both family life and entertaining. This is more than just a home its a lifestyle. The lifestyle extends beyond the home with easy access to the Lightfoot Trail for walking or biking, family-oriented surroundings, and endless opportunities for waterfront enjoyment. Whether entertaining, relaxing, or exploring the waterways, this home is designed to impress. Perfect for families seeking a balance of relaxation and recreation, or for those desiring a luxury waterfront retreat with endless potential. (id:5764)

759 Broadview Avenue, Orillia

Listing courtesy of RE/MAX RIGHT MOVE.

$2,549,000

5 Beds ⋅ 4 Baths ⋅ S12844718 MLS® #

Welcome to this rare exceptional waterfront residence on Couchiching Point. On a quiet cul-de-sac with cherished ownership along one of the areas most prestigious streets in Orillia. With easterly views overlooking beautiful Lake Couchiching and access to the renowned Trent-Severn Waterway, this home offers the best of lakeside living. With seamless connections to both Lake Couchiching and Lake Simcoe, this property is a boaters dream. The exterior is equally impressive, featuring stunning meticulously manicured gardens, a inter locked driveway and walkway, and an inviting front entrance that sets the tone for the elegance within. A newly finished patio right at the waters edge perfect for entertaining or relaxing. Enjoy your morning coffee or evening wine in the screened-in sunroom or the hot tub attached to the newly appointed adjoining deck while taking in the sunrise and tranquil lake views. Inside this family-oriented home offers 4+ bedrooms and features a bright eat-in kitchen where family meals come with unobstructed lake views while watching boats glide across the lake and a finished basement with guest suite or den, this home is designed for family gatherings. . The residence blends luxury finishes with warmth and comfort, making it ideal for both family life and entertaining. This is more than just a home its a lifestyle. The lifestyle extends beyond the home with easy access to the Lightfoot Trail for walking or biking, family-oriented surroundings, and endless opportunities for waterfront enjoyment. Whether entertaining, relaxing, or exploring the waterways, this home is designed to impress. Perfect for families seeking a balance of relaxation and recreation, or for those desiring a luxury waterfront retreat with endless potential.

759 Broadview Avenue, Orillia

Listing courtesy of RE/MAX RIGHT MOVE.

$1,999,900

5 Beds ⋅ 3 Baths ⋅ S12714326 MLS® #

Exceptional Waterfront Home On Desirable Couchiching Point W/Spectacular View Of Orillia, House With Modern Finishes Offers You 3 Brs Main& 2 Brs Basmt With Total 3 Wrs With Main Floor Laundries. Everything New From Top To Bottom, Designer Kitchen With Quarts Counters AndBack Splash, High Quality Flooring ,Pot Lights. Over 3349 Square Feet of Stylish Living Space Excellent. Concrete Driveway and Patio, Included60' Steel Dock. Tesla and Regular EV chargers. (id:5764)

694 Broadview Avenue, Orillia

Listing courtesy of CENTURY 21 PEOPLE'S CHOICE REALTY INC..

$1,999,900

5 Beds ⋅ 3 Baths ⋅ S12714326 MLS® #

Exceptional Waterfront Home On Desirable Couchiching Point W/Spectacular View Of Orillia, House With Modern Finishes Offers You 3 Brs Main& 2 Brs Basmt With Total 3 Wrs With Main Floor Laundries. Everything New From Top To Bottom, Designer Kitchen With Quarts Counters AndBack Splash, High Quality Flooring ,Pot Lights. Over 3349 Square Feet of Stylish Living Space Excellent. Concrete Driveway and Patio, Included60' Steel Dock. Tesla and Regular EV chargers.

694 Broadview Avenue, Orillia

Listing courtesy of CENTURY 21 PEOPLE`S CHOICE REALTY INC..

$1,380,000

5 Beds ⋅ 4 Baths ⋅ S12515842 MLS® #

Welcome to 407 Bay Street, Orillia - located in one of the city's most desirable neighbourhoods. This stunning custom-built 5-bedroom, 3.5-bath, two-storey home showcases exceptional craftsmanship, modern design, and high-end finishes throughout. The main level offers an open-concept dining area and a gorgeous farmhouse-style kitchen featuring a custom oak island, quartz countertops, floating shelves, and a pot filler. The living room boasts a beautiful brick accent wall and a gas fireplace, complemented by an office, 2-piece bath, and a spacious laundry/mudroom with garage access and a walkout to the rear deck. Upstairs, you'll find three bedrooms, including a bright primary suite with a 3-piece ensuite, plus an additional 4-piece bath. The fully finished lower level features a large recreation room with a gas fireplace, wet bar/kitchenette, walkout to the backyard, two additional bedrooms, a 3-piece bath, fitness area, utility room, and storage. (In-law suite with walk out to pool). The backyard is perfect for family enjoyment, backing onto scenic recreational trails and featuring an in-ground pool with a newer liner and concrete surround. This home has been extensively updated with premium finishes - custom millwork, built-in cabinetry, ship lap details, cedar accents, stunning tile work, upgraded fixtures, and elegant brass hardware. Additional updates include a metal roof, new main and second level windows, composite decking, Regal railing and more. Located across the street from Lake Couchiching, water access via an unopened 66' Bay Street road allowance or Borland St, just minutes to downtown, Couchiching Beach Park, boat launch, shopping and more. A truly remarkable home that must be seen in person to be appreciated. (id:5764)

407 Bay Street, Orillia

Listing courtesy of RE/MAX RIGHT MOVE.

$1,380,000

5 Beds ⋅ 4 Baths ⋅ S12515842 MLS® #

Welcome to 407 Bay Street, Orillia - located in one of the city's most desirable neighbourhoods. This stunning custom-built 5-bedroom, 3.5-bath, two-storey home showcases exceptional craftsmanship, modern design, and high-end finishes throughout. The main level offers an open-concept dining area and a gorgeous farmhouse-style kitchen featuring a custom oak island, quartz countertops, floating shelves, and a pot filler. The living room boasts a beautiful brick accent wall and a gas fireplace, complemented by an office, 2-piece bath, and a spacious laundry/mudroom with garage access and a walkout to the rear deck. Upstairs, you'll find three bedrooms, including a bright primary suite with a 3-piece ensuite, plus an additional 4-piece bath. The fully finished lower level features a large recreation room with a gas fireplace, wet bar/kitchenette, walkout to the backyard, two additional bedrooms, a 3-piece bath, fitness area, utility room, and storage. (In-law suite with walk out to pool). The backyard is perfect for family enjoyment, backing onto scenic recreational trails and featuring an in-ground pool with a newer liner and concrete surround. This home has been extensively updated with premium finishes - custom millwork, built-in cabinetry, ship lap details, cedar accents, stunning tile work, upgraded fixtures, and elegant brass hardware. Additional updates include a metal roof, new main and second level windows, composite decking, Regal railing and more. Located across the street from Lake Couchiching, water access via an unopened 66' Bay Street road allowance or Borland St, just minutes to downtown, Couchiching Beach Park, boat launch, shopping and more. A truly remarkable home that must be seen in person to be appreciated.

407 Bay Street, Orillia

Listing courtesy of RE/MAX RIGHT MOVE.

$609,000

5 Beds ⋅ 2 Baths ⋅ S12482887 MLS® #

Close-to-everything location on Mississaga St. W. backing onto Grenville Park....easy Hwy and Westridge access, walk to Homewood park and on a bus route to downtown. This 3+2 bedroom, 2 full bath home is really sweet, has in-law potential on the lower level with a walk-up to the spacious 55' x 204' yard. Plenty of parking, front porch, back deck & outside storage shed. Improvements over the last year; dishwasher, microwave/hood, fence, electric fireplace. Second laundry hook-up on the main level. Book your showing today! (id:5764)

401 Mississaga Street West, Orillia

Listing courtesy of Royal LePage Quest.

$609,000

5 Beds ⋅ 2 Baths ⋅ S12482887 MLS® #

Close-to-everything location on Mississaga St. W. backing onto Grenville Park....easy Hwy and Westridge access, walk to Homewood park and on a bus route to downtown. This 3+2 bedroom, 2 full bath home is really sweet, has in-law potential on the lower level with a walk-up to the spacious 55' x 204' yard. Plenty of parking, front porch, back deck & outside storage shed. Improvements over the last year; dishwasher, microwave/hood, fence, electric fireplace. Second laundry hook-up on the main level. Book your showing today!

401 Mississaga Street W, Orillia

Listing courtesy of Royal LePage Quest.

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