Highway 89 Real Estate for Sale

Top 5 Reasons You Will Love This Home: 1) Discover exceptional elegance in this beautifully customized bungalow nestled within a prestigious executive neighbourhood, showcasing over $525,000 in upgrades, soaring architectural beamed ceilings, extensive millwork, and high-end finishes that create a sophisticated atmosphere throughout 2) Entertain effortlessly in the stunning chef-inspired kitchen featuring custom cabinetry, an impressive 9' curved quartz breakfast bar, two Miele dishwashers, and French doors opening to a spacious, sheltered custom-built outdoor dining pavilion, creating a seamless transition between indoor and outdoor entertaining 3) Enjoy the comfort of thoughtfully designed main-floor living, highlighted by an expansive primary retreat with a luxurious six-piece ensuite featuring a separate water closet, exceptional built-in storage, a separate office or workshop, and a walk-in pantry, complemented by a beautifully finished lower level with 9' ceilings, two bathrooms, a fully equipped home gym, and versatile living space 4) Escape to an exceptionally private backyard oasis, where mature trees and six exotic custom privacy shutter structures create a peaceful, secluded setting, complemented by a charming 16'x16' Muskoka-style pavilion with an electronically operated opening and closing wall, tranquil gardens with an electric water fountain, stone patios and walkways, and a three-hole putting green, all surrounded by low-maintenance landscaping with no lawn to mow 5) Embrace Cookstown's historic charm and welcoming small-town atmosphere while enjoying convenient access to everyday amenities, Tanger Outlets, and Highway 400, offering an ideal balance of peaceful living, shopping, dining, and commuter convenience, just 12-15 minutes from surrounding cities. 1,838 above grade sq.ft. plus a finished basement. 3,555 sq.ft. of total living space. *Please note some images have been virtually staged to show the potential of the home.

Welcome to Royal Oak Estates. This Senior (Age 55+) Land Lease Community is in the heart of Cookstown.Just a short walk from the Shops and Restaurants, The Community Centre & Curling Club. Located On a Quiet Cul-De-Sac. This modular home is A277 Canadian Standard Built by Kent Homes of New Brunswick. The park is a year round park and the monthly fees are as follow: Park lease $765.00/month, Includes Garbage Removal & Snow Plowing the main road. Land lease.Bright and spacious layout with combined Kitchen/Dining/Living room. Primary Bedroom has large walk-in closet and ensuite, 2nd and 3rd bedrooms have a closet and window. Side entrance into living room with a walk-in closet.

Welcome to Royal Oak Estates. This Senior (Age 55+) Land Lease Community is in the heart of Cookstown.Just a short walk from the SHops and Restaurants, The Community Centre & Curling Club. Located on a Quiet Cul-De-Sac. This Bayberry modular home is A277 Canadian Standard Built by Kent Homes. The Park is a year round park and the monthly fees are as follow: Park lease $765.00/month, Includes Garbage Removal & Snow Plowing the main road. Land lease. Bright & spacious layout with combined Kitchen/Dining/Living room. Primary Bedroom has large walk-in closet and ensuite and There is a 2nd bedroom and a den/office. Must be conditional Upon Park Approval. Police Check & Credit Check Required. 55+ to Apply.

Welcome to Royal Oak Estates. This Senior (Age 55+) Land Lease Community is in the heart ofCookstown.Just a short walk from the Shops and Restaurants, The Community Centre & Curling Club. Located on a Quiet Cul-De-Sac. This modular home is A277 Canadian Standard Built by Kent Homes of New Brunswick. The park is a year round park and the monthly fees are as follow: Park lease$765.00/month, Includes Garbage Removal & Snow Plowing the main road. Land lease.Bright and spacious layout with combined Kitchen/Dining/Living room. Primary Bedroom has large walk-in closet and ensuite, 2nd and 3rd bedrooms have a closet and window. Side entrance into living room with a walk-in closet.

Welcome to Cookstown! Solid, well-maintained bungalow ideally located in the heart of Cookstown with a generous 70.63' x 177.05' lot with a large, fully fenced yard. Efficient home with excellent potential to add value as it offers the opportunity to purchase the vacant lot behind the property, offering exciting options for future expansion. Potential to add onto the existing home or explore the possibility of a detached dwelling, subject to approvals. Extremely well cared for and move-in ready with a spacious basement with excellent storage and utility space. Great opportunity for buyers looking for a well-kept home with future development and expansion potential! Within walking distance to all Cookstown has to offer, a town that has such easy accessibility to the GTA, offering a variety of routes to get there!

Welcome to 30 Mumberson Street, an exceptional residence in the charming community of Cookstown. Built in 2018 by renowned Zancor Homes and offered for sale for the very first time, this stunning "Oxford" model showcases over 3,800 sq. ft. of thoughtfully designed finished living space, featuring 4 spacious bedrooms, 4 bathrooms, and a rare 3-car garage with tandem parking. From the moment you enter, you'll appreciate the impressive 10-foot ceilings on the main floor, 9-foot ceilings upstairs, elegant hardwood flooring throughout, crown moulding, coffered ceilings, and an abundance of natural light. The beautifully appointed kitchen is the heart of the home, featuring an oversized centre island, quartz countertops, high-end appliances, and generous space for entertaining. Expansive principal rooms offer the perfect balance of sophistication and everyday comfort, while the luxurious primary suite provides a private retreat complete with a spa-inspired ensuite featuring a freestanding soaker tub and oversized glass shower. Additional highlights include upgraded tile flooring, pot lights throughout, manicured exterior landscaping including stone interlocking, and large basement windows offering excellent natural light and future finishing potential. Ideally situated in one of Cookstown's desirable residential communities, this home offers the charm of small-town living with exceptional convenience. Enjoy nearby boutique shops, antique stores, scenic trails, Tanger Outlets Cookstown, and quick access to Highway 400 for an easy commute. A rare opportunity to own a beautifully appointed, original-owner home where timeless elegance meets modern family living.

Welcome home to 3 B George Street just five years new,(built 2021); the place where your family's best memories are waiting to be made. From the moment you step inside, you'll appreciate the space this beautifully built home has to offer. With generous living areas designed for bringing people together and spacious bedrooms that give everyone a place to unwind, this is a home that truly grows with your family. Step outside and discover your own private retreat. The fully fenced backyard offers peace of mind for children and pets to play freely, while the spacious deck is the perfect place to gather with friends. Located in one of Cookstown's desirable family-friendly neighbourhoods, you'll love thie convenience of walking to the local Community Centre while being just minutes from schools, Outlet Shops, and Highway 400-giving you the perfect balance of small-town charm and easy access to everything you need. The photos simply can't capture the warmth, quality, and feeling you'll experience the moment you walk through the front door. Schedule your private showing today and discover why this is the home you've been waiting for. See attached list of features this home offers. Home is no longer furnished, photos taken when home was furnished, not A.I. generated.

Welcome to 62 Heritage Road in Cookstown, Innisfil, a stunning modern open-concept home with over $100,000 in upgrades. Soaring 10' ceilings on the main floor, hardwood floors, pot lights throughout and an iron staircase create a bright, elevated feel from the moment you walk in. This is the move-up home that has it all: no projects, no compromises. The kitchen is made for entertaining, with high-end stainless steel appliances including an $11,000 fridge and a $16,000 stove. Whether it's weeknight dinners or hosting family and friends, the open layout keeps everyone connected. Zebra blinds ($8,500) dress every window, and built-in speakers on the ceilings and walls set the mood throughout the home. The primary bedroom features an enlarged shower with a glass door for a spa-like retreat. Outside, $15,000 of exterior stone delivers standout curb appeal. The tandem 3-car garage offers rare space for vehicles, tools and toys, plus a separate entrance from the garage for added flexibility.Cookstown is a historic village known as the antique capital of Southern Ontario, with charming shops, Heritage Park, a community park and a community centre. Families will appreciate the nearby schools, parks and everyday amenities. Tanger Outlets and Highway 400 are only minutes away for easy commutes to Barrie, the GTA and cottage country, and Lake Simcoe beaches are a short drive. Small-town character with big convenience.

Rare opportunity to own an expansive private retreat in Innisfil, situated on a massive 181.53 ft x 151.35 ft lot. This bright 3-bedroom residence features a seamless open -concept living and dining area designed for modern living, complemented by a dedicated main floor family room that offers additional cozy space for relaxation or a home office. Recent mechanical upgrades provide peace of mind, including updated windows, a new furnace, and a replaced oil tank. Car enthusiasts and hobbyists will appreciate the impressive driveway with parking for 8+ vehicles. The property's significant frontage and depth create a truly private oasis with a serene, treed backdrop, offering endless possibilities for outdoor recreation or future customization. Perfectly positioned to enjoy a peaceful, rural atmosphere while maintaining easy access to local amenities, this home is a unique find for those seeking unparalleled space and tranquility. The location perfectly balances seclusion with convenience, situated just minutes from Highway 400 for seamless commute. Enjoy easy access to premier shopping at the local outlet mall and the charming, historic atmosphere of nearby Cookstown.

Nestled within one of Cookstown's most desirable executive enclaves and built with the exceptional craftsmanship of Zancor Homes, this stunning executive bungalow offers approximately 4700 sq ft of finished living space designed for modern luxury living. Priced to sell and offering a larger floorplan than many comparable homes in Cookstown, this property presents outstanding value for GTA move-up buyers seeking luxury, space, and lifestyle. It features 10-foot ceilings on the main level, 8-foot interior doors, elegant coffered ceilings, pot lights, luxury trim detailing, and thoughtfully designed living spaces with sophisticated finishes throughout. The upgraded kitchen showcases quartz countertops and premium stainless steel appliances, while the professionally finished basement provides exceptional additional living and entertaining space. A rare triple-car garage and parking for up to 9 vehicles provide incredible flexibility for families, car enthusiasts, and all your vehicles and toys! The exterior is equally impressive with premium landscaping from front to back, complete with an in-ground sprinkler system, illuminated interlock walkways, and landscape lighting creating exceptional curb appeal day and night. Enjoy added privacy in the beautifully maintained backyard retreat framed by newer vinyl fencing. Ideally located in the growing community of Cookstown, this home offers convenient access to Highway 400, schools, parks, shopping, grocery stores, and the Tanger Outlets of Cookstown, combining luxury living with small-town charm and everyday convenience in one of the area's most sought-after communities.

Discover refined bungalow living in this beautifully appointed executive residence, ideally positioned on a premium corner lot in the sought-after Cookstown community of Innisfil and backing onto an open field for enhanced privacy and tranquil views. Offering approximately 4,127 sq. ft. of finished living space, this distinguished home combines elegant design, generous proportions, and exceptional functionality. The sun-filled main level features rich hardwood flooring, expansive windows, and a sophisticated open-concept layout designed for both everyday comfort and elevated entertaining. The impressive eat-in kitchen is enhanced by granite countertops, abundant cabinetry, and a seamless walkout to the backyard, while the elegant dining room showcases a coffered ceiling and oversized window. The grand family room is a true focal point, featuring a soaring vaulted ceiling and gas fireplace that creates a warm yet luxurious atmosphere. The spacious primary suite offers a walk-in closet and spa-inspired 5-piece ensuite, complemented by two additional bright and generously sized bedrooms. Main-floor laundry with direct garage access adds everyday convenience. The professionally finished lower level significantly extends the living space with an expansive recreation area, a large fourth bedroom with walk-in closet, full bathroom, and exceptional flexibility for a home theatre, gym, executive office, guest suite, or multigenerational living. Outdoors, enjoy a deep fenced backyard ideal for private relaxation and entertaining, along with a rare triple-car garage and parking for up to 9 vehicles. Located close to parks, schools, places of worship, local amenities, and key commuter routes, this exceptional residence delivers luxury, space, privacy, and versatility in one impressive package.

Newer Home Built By Famous Dreamland Homes. Situated On A Quiet Court In Highly Coveted Cookstown Community. This Home Boasts A Premium Lot Measuring 84 x 178 Feet, Approximately 4,000 Sf Of Total Luxurious Living Space (2,827 Sq Ft Per Builder + Approx 1,200 Sf in Basement), Offering Ample Space For Your Family Enjoyment. 3 Car Garage, 3+2 Bedrooms and 4 Washrooms. Second Floor Primary Bedroom Can Be Converted/Split Into Two Bedrooms Allowing for 4 Bedrooms On The Second Floor. $$$ Spent on Interior And Exterior Upgrades, Professional Front And Backyard Landscaping. This Unique Home Has One Of A Kind Features Including Multi-Level Floor Layout With Stunning Great Room, Features 13 Ft High Ceilings, Coffered and Waffle Ceilings, 9 Ft High Ceiling On Main Floor, TS42 Luxury Gas & Rumford Wood Burning Fireplace. Marvelous Interior Finishes Include Hardwood Floor Thru-Out, Elegant Modern Gourmet Kitchen, With Granite Countertops, Centre Island With Sink, Breakfast Bar, Custom Cabinetry, And Extra Pantry Space. Retreat To The Primary Bedroom Oasis, Featuring A Walk-In Closet And A Lavish 4-Piece Ensuite With Custom Vanity, Granite Countertops, Seamless Glass Showers, And A Free Standing Bathtub. Heated Floor In 2 Bathrooms On The Second Floor And In 1 Bathroom In The Basement. 200 Amp Services, Underground Pipes For Gas And Electricity In Backyard For Future Pool Installation. Professionally Finished Basement Features Engineered Hardwood Floor, Recreation Room With Napoleon Natural Gas Fireplace, 2 Bedrooms And 4 Piece Ensuite Bathroom. Outside, Meticulously Landscaped Grounds Feature A Sparkling Hot Tub, Huge Interlocking Patio, Fully Fenced Backyard For Ultimate Privacy. This Home Combines Timeless Elegance With Modern Amenities, Promising A Lifestyle Of Unparalleled Luxury For Those Who Seek Refinement And Serenity. Sparing No Expense, Epitomizes Uncompromising Luxury And Meticulous Attention To Detail At Every Turn.

Almost 5,000 square feet luxury home with 3 car garage (tandem). Largest sized "BELCROFT model" built by Zanier Homes & Feels almost like a brand new house!!! This One of the largest sized lot & largest sized House on the street. Premium large lot with no sidewalk & facing other newer homes! Can park 9 cars In total (3 cars in garage + 6 cars on driveway. Main floor office. 5 bedrooms & 4 bathrooms on 2nd floor . Lots of upgrades including 10ft ceiling on main floor & 9ft ceiling on 2nd floor. Upgraded coffered ceiling. Upgraded security cameras . Upgraded pot lights. Upgraded hardwood floors on main level & 2nd floor. Upgraded window coverings. Upgraded washroom tiles & quartz counter tops. New Kitchen backsplash will installed. Laundry room on the 2nd floor. Massive Bright south facing backyard. This Beautiful home is Located just west of Tanger Outlet Mall on Hwy 400.....Feels like a very new house!!!

Welcome to this iconic building on Queen Street in the heart of Cookstown! A rare investment and development opportunity located just minutes from Highway 400 and surrounded by new residential development. Situated on an impressive 30 x 220 ft double lot with excellent exposure at Queen Street and Wellington Street, this freestanding commercial/residential property offers tremendous potential for investors, builders and end users. The property features an established barber shop tenant on a 5-year lease at $1,000/month plus HST, providing immediate rental income. The residential portion includes a spacious 3-bedroom apartment that can be refurbished and rented for additional income. Unfinished basement provides further potential, with driveway and access to the rear of the property. What truly sets this property apart is the potential severance opportunity at the rear to create an additional residential building lot and potentially build another home, subject to municipal approval. The depth of the property and double-lot configuration create possibilities rarely available in this area. Hold, renovate, generate income, explore the severance potential, or position yourself for the continued growth of Cookstown. Opportunities like this are becoming increasingly difficult to find. Excellent location, existing income and future development potential all in one property. Property is being sold As Is, Where Is.

Welcome to this beautifully appointed executive residence offering approximately 3,729 sq. ft. of finished living space, ideally situated on a quiet court in the desirable community of Cookstown. Offering a perfect blend of elegance, comfort, and functionality, this exceptional home is thoughtfully designed for families who value space, style, and everyday convenience. From the moment you enter, you'll appreciate the refined details throughout, including hardwood flooring across the main and upper levels, California shutters, elegant formal living and dining rooms, and a private main-floor library/office with soaring 13-foot ceilings-an ideal space for working from home, reading, or quiet relaxation. The bright, chef-inspired kitchen features granite countertops, a walk-in pantry, and an open-concept layout overlooking the inviting family room with a gas fireplace. Designed for both everyday living and entertaining, this warm and welcoming space is the heart of the home. The upper level offers four generously sized bedrooms, including a spacious primary retreat complete with a walk-in closet and 5-piece ensuite featuring a soaker tub and separate shower. The second bedroom includes its own private ensuite, while the remaining bedrooms provide a functional layout for family and guests. The professionally finished basement adds another level of living space with oversized windows, a large recreation area, an electric fireplace, and a 3-piece bathroom. Perfect for entertaining, relaxing, or creating a dedicated family retreat, this lower level offers endless possibilities. Additional features include upgraded lighting, a tandem 3-car garage, ample driveway parking, and a prime location just steps from Kidd's Park, schools, local amenities, and convenient Highway 400 access. This remarkable Cookstown residence offers an exceptional opportunity to enjoy spacious living in a peaceful and family-friendly community.

One-of-a-Kind Beauty in a Prime LocationIdeally situated just minutes from Hwy 400, this exceptional home offers convenient access to schools, a library, recreation centre, parks with outdoor water features, restaurants, an outlet mall, and local shops.Step into your own private backyard oasis, featuring three expansive decks that wrap around the home-perfect for entertaining or relaxing. The beautifully landscaped yard is surrounded by mature cedars, highlighted by a stunning Japanese maple and a unique pear tree. Enjoy evenings by the fire pit or unwind in the hot tub. Additional outdoor features include a spacious shed and a dedicated firewood/garden shelter, providing ample storage for all your landscaping needs. Plenty of parking adds to the home's functionality.This charming 1.5 storey home has been thoughtfully upgraded with modern wiring, enhanced insulation, air conditioning, and central vacuum. The main floor showcases a beautifully renovated kitchen with high-end appliances, a stylish four-piece bathroom, and refinished original flooring throughout, along with generous storage space.The second floor offers three comfortable bedrooms and a well-appointed three-piece bathroom.A standout feature is the fully renovated workshop, complete with its own air conditioning, pellet stove, loft overlooking the space, and two separate entrances-an ideal setup for hobbyists, creatives, or potential home-based business use.A truly unique property that must be seen to be fully appreciated.

Turn-key investment opportunity with immediate rental income! This approx. 2,400 sq. ft. raised bungalow features a separate entrance and fully finished walk-out basement-ideal for multi-unit living or extended family use. Offering 3+2 bedrooms and 3 bathrooms, the layout provides strong rental flexibility and future upside.Currently tenanted with reliable income of $2,700/month, making it an excellent addition to any investment portfolio or a great option for buyers looking to offset carrying costs.Situated on a desirable lot with a private backyard oasis, including a saltwater pool and fire pit-features that enhance tenant appeal and long-term value. Interior upgrades include a modernized kitchen, upgraded baseboards, and crown moulding, contributing to its move-in ready condition.Conveniently located minutes from Hwy 400, Tanger Outlets, and Gilford Beach, ensuring strong rental demand and lifestyle appeal. A solid income-producing property with both immediate cash flow and future potential.

Escape to your own private country oasis just outside the charming village of Cookstown. Nestled on 10 picturesque acres and conveniently located off Highway 89, this custom-built sidesplit offers the perfect balance of peaceful rural living and modern convenience, with easy access to Highway 400 and Barrie. Thoughtfully designed for family living and entertaining, this beautifully maintained home features 3 bedrooms and 3 bathrooms, including a tranquil primary retreat complete with an ensuite bath, radiant heated floors and a private glass balcony overlooking the serene backyard. The gourmet kitchen opens to a spectacular wrap-around deck with glass railings, creating the perfect setting to enjoy panoramic views of the surrounding landscape.At the heart of the home, the impressive great room is highlighted by a floor-to-ceiling stone fireplace and four skylights that fill the space with natural light. The finished lower level offers exceptional versatility with a spacious recreation room featuring a second fireplace, a private guest suite complete with the third bedroom and adjoining bathroom, and two walkouts providing seamless access to the outdoors-ideal for extended family or overnight guests.Surrounded by mature trees and extensive landscaping, this remarkable property is a haven for those who appreciate privacy, space and nature. Enjoy peaceful walking trails through the woods and take advantage of the 20' x 40' metal Coverall for additional storage. A double-car attached garage, exceptionally long driveway and parking for up to 24 vehicles provide ample room for family and guests.Numerous updates include newer windows, roof (2020), furnace (2020), water pump (2020), tankless water heater (2023) and water filtration system (2023).A rare opportunity to experience the best of country living while remaining just minutes from Cookstown, Barrie, Highway 400, Tanger Outlets and everyday amenities.

Looking for a classic small town vibe? Cookstown is the place for you! Step back in time with this character-filled century home nestled in the quaint, welcoming town of Cookstown. Offering 3 generously sized bedrooms and a classic layout, this property is brimming with original charm but also has some great new updates. It boasts solid bones, high ceilings and an inviting front porch. Located just steps from local shops, schools, and parks, it's ideal for those seeking a small-town lifestyle with room to grow. It's an ideal location if you are commuting to the city. A rare opportunity to own a piece of history! Some recent updates include; New Kitchen (2026), new flooring throughout (2026), Freshly painted (2026),New bathroom (2026), Sliding back door (2025), New heat pump (2024), Roof (2019) Front doors (upstairs and downstairs) (2025), Ac (2025), Updated to 200 amp electrical service, New Insulation in attic and crawl space (March 2025).

Absolutely Stunning From Top To Bottom, your search ends here! Welcome to this 4+1 bedroom and 5 Washroom, double car garage, beauty located within Cookstown! Bright home with plenty of natural lights. This home is generously expansive, and has Approximately 4767Sqft Of Living Area. This home has Hardwood Flooring, Smooth Ceilings, Rod Iron Staircase, & Granite Counter Tops In All Bathrooms. Beautiful Finished Walk out Basement With Newly Re-designed and fully upgraded Chef's Kitchen, Family Area, 3Pc Bathroom & Bedroom. Great For 2 Family Living or potential basement apartment. The expansive Master Bedroom, comes With a Sitting Area, Closet Organizers + Oasis like- 5 piece Bathroom. All Rooms Are A Great Size, There is additionally a Den On the Main Floor. 9 Ft Ceilings, Pot Lights Thru-Out Home, Direct access to garage from inside. The Driveway can easily park 4 vehicles, and an additional 2 vehicles in the garage. Situated near Hwy 27,Hwy 89&Hwy400.