Highway 27 & Highway 89 Real Estate for Sale

!!! WELCOME TO 7 RILEY ST. COOKSTOWN !!!Stunning 4 Bedrooms,5 Washrooms DETACHED House offering approximately 3,400+ sq. ft(Above Ground level) and approx. 1,350+ sq. ft (Below ground level) of luxurious living space. This beautiful property features , a specious double car garage , an Open concept layout, and an abundant day light throughout. The Modern kitchen equipped with high-end finishes and ample cabinetry with separate Pantry area. Perfect for family gathering and entertaining. Family room with Electric Fire place. Additional Office space/room at the main level. Each Bedroom is generously sized, including primary suite with a spa-like ensuite and a walking closet. The home also includes Elegant finishes, a beautifully designed fully fenced backyard featuring a wood-paneled covered Hot Tub area and a charming Stone fire pit-perfect for relaxation and entertaining. This Beautiful House is located in a highly sought after neighborhood close to schools, parks, shopping and Transit. Perfect for growing families looking for comfort, style and convenience. Show with Confidence.

Welcome to 27 Royal Oak Drive, situated in 60+ Land Lease community of Royal Oak Estates in Cookstown. This charming 3-bedroom, 1-bathroom bungalow provides convenient one-level living. As you enter, you'll find a welcoming eat-in kitchen equipped with stainless steel appliances, a bright living/dining area, and three generously sized bedrooms. The third bedroom offers a walkout to the back patio and yard. The property features a front ramp for easy access to the front door. Two garden sheds for additional storage. Land Lease Details: Combined property tax, water/sewer, land lease fee is $905.38 per month. (Base rent includes increase by 2.1% on January 1, 2026, resulting in a new rate of $709.83 per month). Taxes $145.55 per month- Note an additional tax increase per month may apply in 2026).$50.00 increase to the land lease upon sale included in base rent.

Great opportunity for retirees. 2 Bdrm plus den offers well laid out design. Combination Lr/Dr/Kit provides open concept for easy living space and furniture placement. Front vestibule/entrance shields weather front door. New roof 2022/23. Land lease is $625.45 plus property tax component of $59.43 per month for a total of $684.88/month. Land lease fees include water, sewer, property taxes. Included are washer, dryer, fridge, stove (all working and sold "As Is"), Garden Shed, Portable car port "As Is" Great commuter location to Alliston, Barrie or Bradford. Large garden shed is approx. 12 x 16. Residents have access to a community club house for social activities and special events. Please note, park owners require buyers to be 60+ years of age. They will require a credit check and police check as well.

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.

Prime location. Private Backyard. Endless Possibilities. This delightful two-storey home features a charming brick and vinyl exterior with a covered front porch, perfect for warm welcomes and quiet morning coffees. Inside, the spacious kitchen, dedicated dining area, and large living room flow seamlessly into the hot tub room, while a front office and main-level bathroom provide ideal space for remote work or hosting guests. The upper level offers four generously sized bedrooms, including a private primary suite with a walk-in closet and ensuite, creating a peaceful personal retreat. The fully fenced backyard includes a large deck ideal for outdoor dining, direct access to the three-season room, and generous greenspace surrounded by mature trees. Located in a friendly, vibrant community with convenient access to schools, parks, shopping, dining, and major highways - and enriched by beloved local events such as the Steam Show, Music Festival, and Wing Ding - this home delivers exceptional lifestyle appeal. Offering 2,447 square feet plus an unfinished basement, this well-maintained 36-year-old home blends comfort, space, and community in one inviting package.

Welcome to a highly versatile mixed-use property ideally situated in the heart of Cookstown. This well-designed building seamlessly combines commercial and residential components, offering flexibility for a wide range of users and investment strategies. The main level features a functional and adaptable commercial space suitable for professional offices, retail, boutique, or service-oriented businesses, benefiting from strong street exposure and easy accessibility. The upper level offers a fully renovated two-bedroom residential unit with modern finishes, vinyl flooring throughout, and generous natural light from oversized windows. A heated garage further enhances the property's versatility, providing the option for secure parking, additional storage, or potential conversion to supplementary living, office, or studio space, subject to use requirements. Ideal for investors seeking a turnkey mixed-use asset or owner-occupiers looking to integrate business and residential use, this property stands out as a compelling opportunity. Located in a high-traffic area with strong local demand and community presence, the building is move-in ready and positioned for long-term value and growth.

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.

46 King Street N, Cookstown Century Charm on a Rare Deep Lot!Beautifully preserved 4-bed century home on a 66 x 330 lot in the heart ofCookstown. Over 1,900 sq. ft. of character-filled space with main floor bedroom, bright living areas, and a 3-season room with hot tub. Detachedworkshop (100-amp), 1-car garage, and parking for 8. Recent steel & metal roofs (2024). Walk to shops, parks, and schools with easy commuteraccess. A unique blend of heritage charm and modern comfort!

100% financing possible. S-P-A-C-I-O-U-S! With incomparable Charm, explore a 3-storey, 3 bedroom, and unique home in the heart of Cookstown! With classic architecture, you can enjoy history and small town living right in your very own home. Walk into a beautifully styled entrance way that looks straight out of a storybook yet full of natural light! Enjoy a comfortable kitchen overseeing a family room and a living room full of potential to make your very own. Not only are the bedrooms spacious and colourful, a unique add-on to a stylistic eye, there is a huge attic perfect to turn into a loft or your very own hobby-room. Perfect for owner-operators of walk-in clinic, pharmacy, x-ray, endo, ultrasound or even for service providers like: lawyers, accountants, real estate, mortgage, architects, insurance brokers. Don't miss this amazing opportunity to enjoy some of Canada's finest history in a charming town.

Looking to simplify your life? This adorable bungalow has just the right amount of space and is located in a 60 + community on a quiet cul de sac with mature trees and quiet neighbours. With laminate floors and trim all done in 2020 as well as paint you will instantly notice the pride of ownership. The large driveway doesn't feel like you're downsizing at all, and bonus shed in the back for your tires, lawn mower and such are a bonus. Back inside massive living, dining space plus eat-in kitchen with plenty of storage and sliding door to outside. Down the hall updated bathroom and vanity 2020, main floor laundry and 3 spacious bedrooms. Handy crawl space for added storage. Be a part of Cookstown's quaint community, with library, curling club, theatre, restaurants, pubs, grocery store, home decor, apparel shops, fashion boutiques, and Home Hardware to name a few. Steps to the Trans Canada Trail and perched amongst million and multi-million dollar homes this home will be snatched up before you know it. Roof 2017

Top 5 Reasons You Will Love This Property: 1) Exceptional land banking and future development opportunity with 137.5-acres of prime land adjacent to developer-owned property, located approximately 465 meters from the municipal boundary of Cookstown in the Town of Innisfil 2) Enjoy the convenience of gas, hydro, and water services available at the road, just minutes to Highway 400, in a growing area featuring the nearby Tanger Outlet Mall and the upcoming Gateway Casino (2028), further enhancing the property's appeal 3) Property includes 80-acres of workable land currently under cultivation, as well as a barn for storage, offering immediate agricultural use and income 4) Potential to sever the 15th Line for future development purposes while maintaining the 14th Line portion for continued agricultural use and income, providing endless possibilities for growth and vision 5) Potential water access available from Innisfil Creek, adding valuable water resources and enhancing the overall versatility of the property.

Royal Oak Estates is a senior (60+) community. Conveniently located in Cookstown at Hwy 27 and Hwy89,just minutes to Hwy 400 and 10 minutes to Alliston. This spacious bungalow offers a full basement,finished with a 3rd bedroom, 3 piece bath and large family room, convenient spacious laundry/furnace room and separate workshop with built in benches. Single care garage is large enough to accommodate a vehicle with ample room left over for storage. There is a man door to the kitchen from the garage. Bright eat in kitchen with walk out to deck. Separate main floor family and living and dining rooms. Primary bedroom has large walk in closet. Front stairs and porch new 2024. Land lease is $668 per month and taxes$185 per month($2225 annually). Services include garbage removal and road snow maintenance.

BACKS ONTO PROTECTED LAND. This stunning luxury home is situated on a quiet dead-end st, w/views of the countryside, + steps from park/rink/courts/library. This thoughtfully designed home offers an elegant, vibe, w/high end craftsmanship, featuring a stone + stucco exterior w/exceptional curb appeal. Upon entering, you are greeted by a grand entrance w/ heated porcelain tile floors, a custom wood staircase w/glass railing, + vaulted ceilings that create an inviting ambiance. The main level showcases engineered white oak flooring + exposed beam accents. The spacious living room offers custom-built cabinetry, a tiled feature wall with a built-in electric f/pl, + space for a TV. Adjacent is the elegant dining room, equipped w/ built-in cabinetry, dry bar, quartz counters, backsplash, +under-mount lighting perfect for entertaining. The family room flows directly from the dining room, offering a 2nd tiled wall w/ built-in electric f/pl, lg windows + seamless transition. The gourmet kitchen is classy, featuring an oversized island, quartz countertops, high-end s/s appliances, incl a gas range w/ a custom range hood + walk-in pantry. A private office w/views + a mud/laundry room w/heated tile floors, inside entry to garage w/ epoxy floors + w/up from basement. 25 ft ceilings impress, flowing into 2nd flr w/white oak flooring that continues throughout, leading to the luxurious primary suite. This retreat incl access to private balcony, a walk-through closet w/ built-in organizers, + 6PC ensuite w/ dbl sinks, soaker tub, + large glass shower. Two additional bedrooms each have their own 3PC bathrooms w/ tiled showers + heated floors. The basement offers versatility, featuring expansive rec room + walk-out French doors leading to the patio, providing in-law potential. This bright space offers luxury plank floor, full kitchen, 2 bedrooms, + a 3PC bathroom. Outside, enjoy an add. detached,heated 2-car garage w/ gas + water lines for future pool installation.

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 $950/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.