Orillia Real Estate | Orillia Homes with a Pool for Sale

Welcome to 49-5 Invermara, a beautifully maintained 3+1 bedroom, 3-bathroom home in the sought-after waterfront community of Sophie's Landing. Residents enjoy private dock access w/ boating across Lake Simcoe into Lake Couchiching, access to marinas, waterfront dining & Central Ontario's most iconic shoreline destinations. Amenities: private beach, swim dock, canoe/kayak storage, visitor parking & 1km+ of private waterfront trails. Enjoy the benefits of a gated community with access to a shared pool and the incredible outdoor lifestyle Invermara has to offer. This home features soaring vaulted ceilings, gas fireplace and an inviting open-concept main floor, this home offers a bright, spacious layout with plenty of room for family and guests. The main-floor primary bedroom and laundry provides convenient one-level living. Upstairs you will find 2 more bedrooms with one having an additional walk-in closet. The finished lower level adds a fourth bedroom, workshop, cold cellar, and additional flexible living space with your second gas fireplace and includes a kitchenette with bar area. Uniquely offering two dedicated parking spaces, new shingles, eavestroughs, and a newer furnace and air conditioner, the major updates are already taken care of. The backyard has been transformed into a private sanctuary with perennial gardens with front irrigation system. Just steps from trails and surrounded by the natural beauty of Lake Simcoe, this is an ideal opportunity for year-round living, a weekend retreat or a low-maintenance getaway. A fantastic combination of comfort, community amenities and location - come see everything 49-5 Invermara has to offer.

5 INVERMARA Court Unit 49, Orillia

$769,900

4 Beds ⋅ 3 Baths ⋅ S13721598 MLS

Bright and spacious brick 3+1 bedroom, 3-bathroom raised bungalow located in a desirable, family-friendly Orillia neighborhood. The ideal location offers quick access to amenities and the highway. Beautifully updated kitchen is complete with a generous island featuring extra storage, a coffee bar, pot drawers, stainless steel appliances and a pantry. Primary bedroom offers a walk-in closet and ensuite bath. Convenient main floor laundry includes a new washer and dryer (2025). Fully finished lower level expands living space with a large family room, cozy fireplace, updated bathroom, and an extra bedroom. New roof in 2026. Private, pie-shaped backyard acts as an outdoor oasis with a new deck and an inground saltwater pool featuring new heater and recently replaced liner.

23 Carter Crescent, Orillia

$789,999

4 Beds ⋅ 2 Baths ⋅ S13672550 MLS

This is the backyard people move for. At 92 Quinn Avenue, a heated above-ground pool wrapped in expansive decking, a hot tub beneath its own covered pavilion, a screened lounge, dedicated grilling space, multiple seating and firepit areas, and an upper deck tucked into the mature treed hillside come together as a private backyard retreat. Two walkouts-one directly from the primary bedroom and another through double sliding doors from the main living area-make the outdoor space part of everyday life and create effortless flow when entertaining.Inside, this extensively improved 3+1-bedroom, 2-bath raised bungalow offers a bright, open-concept kitchen, dining and living area with quartz counters, a large island, built-in smart lighting and a full suite of kitchen appliances approximately four months old. Three bedrooms and a full bath complete the main level. The finished lower level adds a spacious family room, fourth bedroom, 3-piece bath and kitchenette, plus convenient access through the attached garage, creating flexible space for extended family, older children, overnight guests, a home office or hobby area.The Seller reports more than $150,000 invested in improvements, including a Generlink connection that allows connection to a portable generator, furnace and central air conditioning (2021), tankless water heater (2021), paved driveway (2022), new garage door, garage entry door and front entrance door, epoxy-coated garage floor, dedicated drinking-water filtration, upgraded stairs, front landscaping, rear-deck improvements and tree removal. The attached garage provides practical parking and storage, while the improved front entrance and landscaping add curb appeal. Set on a mature lot in an established Orillia neighbourhood, this home offers a rare combination of privacy, adaptable living space and a backyard designed to be enjoyed. With the major mechanicals addressed and the lifestyle upgrades already completed, 92 Quinn is ready from day one.

92 Quinn Avenue, Orillia

$774,900

3 Beds ⋅ 2 Baths ⋅ S13670304 MLS

Discover this beautifully maintained raised bungalow just steps from the lake in one of Orillia's charming lakeside communities. Tucked away on a quiet private court, this inviting home offers 3 bedrooms and 2 full bathrooms, making it ideal for families, retirees, or anyone seeking a relaxed lifestyle close to the water. The bright, sun-filled main floor features a spacious, renovated primary bedroom with dual closets and convenient access to a 4-piece bathroom complete with a walk-in tub. The stylish kitchen showcases quartz countertops, stainless steel appliances, and an open-concept layout that flows seamlessly into the living and dining areas, creating the perfect space for everyday living and entertaining. The fully finished basement offers excellent flexibility with a separate inside entrance, an additional bedroom, a spacious family room, a full bathroom, and a dedicated laundry area. With its functional layout, it offers great potential for an in-law suite or multigenerational living. Step outside to your private backyard oasis, featuring a 16' x 30' above-ground pool, a large yard with plenty of room to relax or play, and an impressive 527 sq. ft. heated workshop-ideal for hobbyists, storage, or all your recreational toys. Enjoy the perfect blend of comfort, functionality, and location in this exceptional lakeside home, just moments from the lake and all the amenities Orillia has to offer.

8 Gaudaur Court, Orillia

$775,000

4 Beds ⋅ 2 Baths ⋅ S13610426 MLS

Welcome to 424 Homewood located in Orillia, this exceptional property offers a rare combination of spacious living and private outdoor space on a double-wide lot. The well-maintained home features two bedrooms on the upper level, including an oversized master bedroom, along with a two-bedroom in-law suite on the lower level. The interior boasts wide wood plank flooring throughout and an upgraded open-concept kitchen with granite countertops. Additional highlights include a beautiful bathroom with a soaker tub and a versatile lower-level room ideal for use as an office, craft room, or extra bedroom. The in-law suite offers a separate entrance from the detached drive-through garage. Outdoors, the property provides a private, fenced-in pool area and fully fenced yard surrounded by stunning gardens. Additional features include a fire pit, natural gas BBQ hookup, two sheds, and a brand-new air conditioning unit complete with a 10-year warranty. This home presents an ideal blend of comfort, functionality, and convenience. Situated in the heart of the city while offering exceptional privacy, it is perfectly suited for families, multi-generational living, or those seeking an income-producing opportunity.

424 Homewood Avenue, Orillia

$565,000

5 Beds ⋅ 2 Baths ⋅ S13585146 MLS

*** Additional Listing Details - Click Brochure Link *** Beautiful Raised Bungalow with an above ground salt watered pool. In Orillia's desirable North Ward. Close to Lake Couchiching and within walking distance; Couchinging Golf and Country Club; Orillia Rec Centre; Soldier Memorial Hospital; Hillcrest Park. In the backyard enjoy your coffee on the deck, next to the pool and enjoy the birds singing. Fully fenced with a long lasting vinyl fence with a double 10 ft door for access of your toys or vehicle. Inside you have lots of room as there are 5 bedrooms and 2 bathrooms.Open conception the livingroom and dining room makes it very inviting. There are 3 bedrooms upstairs and a 4 piece bathroom with a quartz-topped vanity. The lower level is finished and has 2 bedrooms; a den; 3 piece bathroom and laundry room. Additionally, large room with kitchen, fridge, dishwasher and can be used as 2nd kitchen, recommended or family room. House has been freshly painted inside and out.

112 Borland Street E, Orillia

$619,900

3 Beds ⋅ 2 Baths ⋅ S13552512 MLS

Set on an impressive double-wide lot in a family-friendly neighbourhood, this well-maintained 3-bedroom, 2-bathroom home combines comfortable everyday living with outdoor enjoyment and exciting future possibilities.Offering approximately 1,380 finished square feet, the home features a bright, functional layout with laminate flooring throughout and large windows that fill the space with natural light.The kitchen offers stainless steel appliances, ample cabinetry, and opens to the main living areas. The dining area is centred around agas fireplace, creating a warm place to gather, while the family room provides direct access to the backyard and pool area.The large deck overlooks the in-ground swimming pool, creating the perfect setting for summer entertaining, family gatherings, or relaxing weekends at home. Significant recent updates include a new pool liner in 2025 and a new pump and filter in 2023.The main floor also offers the convenience of laundry located within the full bathroom. Upstairs you'll find three bedrooms, including a primary bedroom with its own private 2-piece ensuite.The detached oversized single garage is heated by gas and includes loft storage above, providing excellent space for vehicles, hobbies, or a workshop.The oversized double lot is another standout feature and may present future opportunities for a new owner. Buyers are encouraged to complete their own due diligence regarding the possibility of severance, redevelopment, or other future uses. Neither the Seller nor Listing Brokerage make any representation or warranty regarding development potential.Located directly across from a school and just steps to a park, this home is ideally positioned for family living.Some images have been virtually staged and/or digitally enhanced.

8 GEORGE Street N, Orillia

$1,079,900

3 Beds ⋅ 2 Baths ⋅ S13549548 MLS

What makes a property truly rare? A beautifully updated, move-in-ready home on an exceptional mature lot in one of Orillia's most sought-after neighbourhoods, where homes rarely come to market. Welcome to 12 Francis Rd.This all-brick bungalow sits on a generous 100 x 150 ft lot in the desirable North Ward, just steps from Lake Couchiching with deeded access to a private community beach and park. Thoughtfully renovated inside and out, this home is completely turnkey. Exterior updates include a new asphalt driveway, concrete walkway and front steps, all new windows and doors, a Generac generator, and an insulated, drywalled garage with a new concrete floor. Inside, the bright open-concept main floor features oversized windows, engineered hardwood flooring, and a stunning kitchen with two-tone cabinetry, quartz countertops, tile backsplash, and a large island perfect for entertaining. Three spacious bedrooms and a beautifully renovated 5-piece bathroom with double vanity, heated floors, and a tiled shower complete the level. The fully redesigned lower level offers an inviting rec room, custom wet bar with quartz counters, a second renovated 5-piece bathroom with heated floors, abundant storage, and flexible space for a home office. Additional windows fill the lower level with natural light, while updated waterproofing, furnace, and sump pump provide peace of mind. The backyard is an entertainer's dream, featuring a large deck, 36 x 16 ft pool with deep end (pump, liner, and filter updated within the last five years), expansive green space for kids and pets, and a stamped concrete patio. Set in a quiet, mature neighbourhood just minutes from shopping, dining, schools, and everyday amenities, this is a rare opportunity to enjoy an exceptional home, incredible lot, and coveted lakeside lifestyle.

12 Francis Road, Orillia

$1,398,000

5 Beds ⋅ 4 Baths ⋅ S13522614 MLS

Welcome to 403 Bay Street-an exceptional custom built home in one of Orillia's most sought after neighbourhoods. Just a short stroll from the shores of Lake Couchiching and only minutes to Couchiching Beach Park, downtown Orillia, schools and trails. This remarkable property offers the perfect balance of luxury, comfort and family living. Offering over 4,000 sq. ft. above grade, plus a beautiful finished walkout basement, this spacious home features 5 bedrooms and 4 bathrooms with a layout designed for both everyday living and effortless entertaining. A truly rare feature is that all five bedrooms are located on the same level--an ideal design for families that provides both convenience and peace of mind. The bright walkout lower level offers something for everyone, complete with a games room featuring a billiard table and Murphy bed, a wet bar, sauna, exercise area, additional laundry, and direct access to the beautifully landscaped backyard. Step outside to your private retreat with a fully fenced yard, inground pool, playground, and plenty of space for family gatherings, entertaining, or simply relaxing. From the moment you arrive, the home's impressive curb appeal is evident with its interlock driveway, inviting covered front porch, and landscaping that reflects the pride of ownership. Rarely does a home of this size, quality and location become available. Combining timeless craftsmanship, exceptional living space, and an unbeatable lifestyle near the waterfront, 403 Bay Street is a truly special opportunity for families seeking room to grow without compromising on luxury or convenience.

403 Bay Street, Orillia

$534,900

3 Beds ⋅ 1 Baths ⋅ S13471808 MLS

North Ward Charm with Inground Pool & Covered Verandah! Welcome to this well-maintained 1 storey home nestled in Orillia's sought-after North Ward, just a short stroll to Couchiching Beach Park, downtown shops, restaurants, and everyday amenities. Combining character, comfort, and outdoor enjoyment, this 3-bedroom home offers an inviting lifestyle in one of the city's most desirable neighbourhoods. The heart of the home is the spacious country-sized eat-in kitchen, featuring an abundance of oak cabinetry, generous counter space, and a large dining area perfect for family gatherings. The bright and welcoming living room showcases beautiful hardwood flooring, a cozy gas fireplace with wood surround, and a walkout to the gorgeous covered front verandah-an ideal spot to relax and enjoy views of the quaint North Ward streetscape. Upstairs, you'll find three comfortable bedrooms, including a spacious primary bedroom with ample natural light. An enclosed front sunporch provides additional seasonal living space and a welcoming entrance to the home. Step outside and enjoy your own private summer retreat. The fenced backyard features a refreshing 15' x 30' inground pool surrounded by extensive decking, perfect for entertaining family and friends. A newer pool shed offers excellent storage, while the private paved driveway provides ample parking. Additional features include a 3-year-old gas furnace, central air conditioning, chain-link fencing, and numerous outdoor living areas designed for relaxation and enjoyment. A wonderful opportunity to own a charming family home in a prime North Ward location close to parks, the waterfront, schools, and downtown conveniences. Don't miss your chance to make this North Ward gem your own!

139 Borland Street E, Orillia

$749,900

3 Beds ⋅ 3 Baths ⋅ S13450248 MLS

Presenting 20 Mariposa Drive, a stunning family home in the highly sought-after north end neighbourhood of Orillia. This beautiful 2 storey home is perfect for families looking to establish roots in this desirable family friendly community and create lasting memories. You'll enjoy the convenience of being located close to highly rated schools, local parks, walking trails, highway access and the Orillia Downtown/Waterfront. This spacious home boasts over 1450 sq ft of above grade living space, and offers 3 bedrooms, 2.5 bathrooms, and a fully finished basement, providing ample room for the whole family. Entering this home, you'll be greeted by a lush front garden, a new front door (2018), and an inviting layout with large windows, modern flooring throughout, and a Chef inspired kitchen with tasteful wood countertops. Featuring high ceilings and large windows to start your day with natural light filling the home. The large kitchen offers soft-close cupboards, stainless steel appliances and plenty of counter and storage space. Heading upstairs you'll find three bright bedrooms and two full bathrooms. The primary suite is complemented with a large 3 piece ensuite bathroom, and walk in closet. The 2nd and 3rd bedrooms are paired with a 5pc updated second bathroom (2020) on the upper level. The professionally finished basement offers ample room for creating a 4th bedroom, a cozy media room, and/or a home office. Step outside to the backyard, where you can entertain or relax by the large 16'x32' in-ground 9.5 ft deep pool and manicured gardens. Key Upgrades & Features: Roof (2022) In-ground pool, S/S appliances (2021), 200amp service, A quick drive to Lakehead U, Soldiers' Memorial Hospital, Highway 11, dog parks, hiking trails, golf courses, and all major shopping. Don't miss out on this fantastic opportunity to live in one of the area's most desirable neighbourhoods!

20 Mariposa Drive, Orillia

$899,900

4 Beds ⋅ 3 Baths ⋅ S13440692 MLS

Welcome to this beautifully updated 4-bedroom, 2.5-bathroom home in Orillia's highly sought-after North Ward. Situated on a spacious corner lot with mature gardens, this exceptional property offers the perfect blend of comfort, style, and outdoor living, complete with a private inground pool that comes as is for endless summer enjoyment. At the heart of the home is a stunning chef-inspired kitchen featuring an impressive 11-foot quartz island, matching quartz backsplash, gas stove, built-in refrigerator and freezer, built-in microwave, and dishwasher. Large windows throughout fill the home with natural light, creating bright and inviting spaces where family and friends naturally gather. Whether you're enjoying a quiet morning coffee overlooking the beautifully landscaped gardens, hosting summer poolside gatherings around the inground outdoor pool, or sharing meals at the expansive kitchen island, this home is designed for both everyday living and memorable entertaining. The thoughtfully designed layout offers ample space to live, relax, and connect, while the private backyard retreat provides the perfect setting to unwind. Ideally located close to schools, parks, shopping, and everyday amenities, this exceptional North Ward property offers a rare combination of location, lifestyle, and timeless appeal. Enjoy the best of indoor-outdoor living in a home that is ready to be enjoyed for years to come.

77 June Drive, Orillia

$4,499,999

5 Beds ⋅ 5 Baths ⋅ S13251518 MLS

Welcome to 376 Brewery Lane, a stunning luxury waterfront home situated on one of Orillias finest streets. This exceptional property offers 104 feet of prime Lake Couchiching frontage on a beautifully landscaped half-acre lot with western exposureperfect for soaking in spectacular sunsets and views of downtown Orillia. Completely renovated from top to bottom, this home offers nearly 5400 square feet of high-end living space, featuring 5 bedrooms and 4.5 bathrooms. The gourmet kitchen is a showstopper with two impressive 10-foot islands, granite countertops, and premium appliances from WOLF, SUBZERO, and Thermador. The open-concept main floor boasts large windows that frame lake views, a cozy gas fireplace in the living room, and a walkout to an expansive deckideal for both relaxation and entertaining. The upper level features 3 spacious bedrooms, each with its own ensuite, and a laundry room for added convenience. The primary suite is a true retreat with vaulted ceilings, a grand walk-in closet complete with built-ins and an island, and a spa-like ensuite featuring a walk-in shower, soaking tub, heated floors, and double vanity. The finished walkout basement offers 9-foot ceilings, a second full kitchen, separate laundry, and a private entrance, making it perfect for extended family or guests. Outside, the property truly shines with a heated saltwater pool surrounded by interlock patios, multiple seating areas, and a large dock complete with sea doo lifts. The private stone path leads to a hard-packed lakefront, perfect for enjoying summer days by the water. Double gated entries and a heated interlock driveway provide both privacy and convenience. This rare waterfront gem is located at the end of a quiet court, offering tranquility and luxury living.

376 Brewery Lane, Orillia

$1,259,000

5 Beds ⋅ 3 Baths ⋅ S13147574 MLS

Welcome to 269 Cedarmere Road, in one of Orillia's most desirable neighbourhoods, minutes from Lake Couchiching. This beautifully maintained home offers just under 3,000 sq ft of finished living space PLUS a rare bonus: a separately deeded building lot (approx. 60 x 110 ft, own PIN & tax roll #) included in the sale! The stunning kitchen was completely renovated in 2022 with new cupboards, quartz counters, marble floor tiles, a vented range hood, and stainless steel Bluetooth-ready appliances. Three new sliding doors lead to the newly extended deck for effortless indoor-outdoor flow. The main floor also features a formal dining room, a living room with a wood fireplace, a family room with a gas fireplace and a powder room. Upstairs, there are 3 generous bedrooms, including a primary retreat with a custom walk-in closet. A partially renovated main bath (new shower, toilet, double-sink vanity). The finished lower level adds a 4th bedroom, office/den, rec room, full 3 pc bath, and storage - perfect for guests, multi-gen living, or working from home. Outside is a true backyard oasis: multi-level deck, inground pool with new liner, and a fully fenced yard backing onto mature trees and the Orillia Millennium Trail - no direct rear neighbours! The bonus lot offers privacy, future development potential, or investment value - opportunities like this rarely come along. Close to schools, parks, shopping, restaurants, downtown Orillia, and Lake Couchiching. Luxury, lifestyle, privacy, and future potential - all in one exceptional offering.

269 Cedarmere Road, Orillia

$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

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