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$998,000
5 Beds 5 Baths S13595768 MLS® #
233 ft of waterfront double lot! Join the shipping container lifestyle revolution! Original and updated Lake Simcoe waterfront cottage and boathouse anchor the family compound. Built over 1.2 acres with three purpose-built luxury shipping containers (one queen bed studio + four bed kid's cabin + fitness studio, combined with two 2-piece bathrooms, shower, laundry room (total 3.5 bath). The property sleeps 12 and breaks up into five private areas with its own terraces and landscaping. Everything from outdoor sauna, hot tub, roof decks, fire pit, retractable 50 ft boat deck and glamping tent included! $200k invested since 2023 in various upgrades including a brand-new septic system. 600' cedar hedge & 6' ft high wrought iron fencing encloses the property. Let the dogs and kids run free! Perfect Wi-Fi and top of the line security system with multiple cameras. Fully furnished (perfect mix of mid-century and contemporary cottage) and move-in ready. All the work has been done for you! Be in total privacy 1.5 hours from Toronto! (id:5764)

45 Ivy Lane, Orillia

Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA.

$1,199,000
4 Beds 2 Baths S13442306 MLS® #
Beautiful, Bright and Beaming Bungalow Boasts a Bounty of Breathtaking Views from Fifty Feet on Lake Simcoe Waterfront just an hours Jump from Toronto, a quick Skip to Barrie, or wee Hop to Orillia and Cottage Country. Take the Meandering Trip down Moon Point Drive passing many long term quality neighbours along the way to your own Piece of Paradise. Pull Up to this Four Bed, Two Full Bath, Fully Finished Basement Four Season Home. Park in your Private Drive, Stroll on up to your Covered Porch, Walk in to your Open Concept Wall of Windows framing your Grand Stone Patio and down the tall staired retaining wall to your Private PWC Lift and Dock complete with Muskoka Chairs for your viewing Pleasure! (id:5764)

211 Moon Point Drive, Oro-Medonte

Listing courtesy of SUTTON GROUP INCENTIVE REALTY INC..

$1,538,000
4 Beds 3 Baths S13129940 MLS® #
Welcome To Your New Grape Island Family Cottage Compound! This Stunning Lake Simcoe Property Overlooks Tranquil Lake Simcoe In Orillia, Just 1 Hour From The Gta. Viceroy Style Main Cottage With 565Ft Of South East And West Shoreline On 1.146 Acres On A Very Private South Facing Point Of Land For All Day Sun Along With East Sunrise And West Sunset Views. The Soaring Great Room And Open Concept Kitchen With Plenty Of Natural Light Is Perfect For Preparing Dinner For Family And Friends. For Those Who Prefer To Be Outside, The Deck That Spans The Front Of This Property Also Offers A Fully-Equipped Outdoor Bbq Kitchen. A Multitude Of Windows Span The Entire Front Of The Cottage Provide Breathtaking Long Lake Views! Open Concept Living Spaces Afford Easy Guest Flow Throughout The Cottage. Stunning Natural Landscapes Feature Stone Steps Leading Down To A Dock And Boat lift With Forested Trails That Surround The Property. Excellent Swimming And Boating With Deep Water Off The Dock and Sandy Entry. Enjoy Long Sun-Drenched Days On The Sw Facing Decks Or Warm you And Your Guests By The Fire Or In The Hot Tub. Includes Two Guest Bunkies And A Wc With Access To The Garden. (id:5764)

1 & 2 Ivy Lane, Orillia

Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA.

$630,000
5 Beds 1 Baths S12992884 MLS® #
Welcome to Grape Island on the north edge of Lake Simcoe, in Orillia! This little piece of heaven is located on an island, only a 2 min boat ride from mainland, and limited to 52 lots and approx. 45 cottages. 1.5h away from Toronto, Grape Island is a small community of friendly owners. Facing the west (quieter) side of the island in a sheltered cove on a large lot of approx. 102 x 190. Deep water access for boating, boat access only. This wonderful cottage was built in 1951 and has been owned by the same family since 1969. It's ready for a new owner to make it their own and create memories. Everything is original. The main cottage is approx. 750 sqft, includes 1-3p bathroom, kitchen/dining, 2 bedrooms and living area. The heat source is propane, has septic, water is pulled through the lake through UV (updated 2024) filtration, wrap around patio in great shape. 2 bunkies, 1 bedroom and 2 bedrooms. 2 boathouses (grandfathered, no longer permitted to build 2 boathouses on Simcoe), and 2 legal docks. Beautifully landscaped. Convenient mainland parking. Main cottage roof was done in 2012. Newest Boathouse was done in 2017. Older Boathouse and 2 cabins were done in 2024. This cottage is a close escape from the city with stunning sunsets that will take your breath away! (id:5764)

70 Ivy Lane, Orillia

Listing courtesy of REAL BROKER ONTARIO LTD..

$1,988,000
S12985950 MLS® #
Amazing visibility of 334 ft fronting Old Barrie Rd in Orillia across Lakehead University and other major commercial developments including Costco with fast access to north and south bound lanes of Hwy 11. This 7.27 Acre Parcel has yet to see its highest and best use making it a very interesting investment opportunity in a prime location in the beautiful and fast growing city of Orillia. Industrial/Rural zoning with a very large residential home with an excellent tenant (Formerly Operated As A Group Home) featuring large rooms, 18 X 36 deck overlooking park-like rear yard. 2 add'l structures - 12' X 48' former school portable & larger barn. Currently serviced by well & septic. Commercial grade sprinkler system and generac system. Buyer responsible for doing their own due diligence related to details of zoning current or future specific restrictions. (id:5764)

2925 Old Barrie Road East, Orillia

Listing courtesy of CENTURY 21 B.J. ROTH REALTY LTD..

$1,349,900
3 Beds 2 Baths S12769786 MLS® #
Welcome to your private lakeside retreat, featuring 72 feet of pristine, hard-bottom and sparkling, crystal-clear water-ideal for swimming, boating, and unforgettable sunrises. This fully winterized 3-bedroom, 2-bathroom bungalow is nestled on a beautifully treed lot, offering a peaceful natural setting with uninterrupted lake views from the moment you arrive.The open-concept living area showcases new vinyl flooring, a cozy wood-burning fireplace, and a walkout to an expansive deck that extends toward the water-perfect for relaxing or entertaining just steps from the lake. The lakeside eat-in kitchen blends function and scenery, featuring stainless steel appliances including a 6-burner gas stove, fridge, and dishwasher, all complemented by panoramic shoreline views.Wake up to the beauty of the lake in the primary bedroom with ensuite. Two additional bedrooms and a full 4-piece bath provide comfortable accommodations for family or guests. The lower level offers laundry facilities and ample storage space.The true showstopper is the impressive 30' x 33' waterfront deck-an ideal setting for lakeside lounging or summer gatherings, enhanced by the gentle sounds of the water below. Enjoy the ultimate lake lifestyle with a 26.5' x 16' boathouse complete with a marine railway, perfectly suited for your boat and water toys. Above, a 29' x 18' concrete rooftop deck creates an unforgettable space for evening entertaining under the stars.This is more than a home-it's a lifestyle on the lake. (id:5764)

1125 Woodland Drive, Oro-Medonte

Listing courtesy of RE/MAX HALLMARK CHAY REALTY.

$1,299,000
S12755740 MLS® #
A 146-acre legacy property in the heart of Oro-Medonte's most established estate corridor - minutes from Carthew Bay, the Lake Simcoe shoreline, and the rural character that's drawn Toronto's families north for over a century. Rolling hardwood forest, elevated building sites suited to a walkout custom home, and a private setting protected on two sides by the Oro-Medonte Rail Trail and the Carthew Bay Nature Reserve. This is land where the view stays the view. Agricultural/Rural zoning permits a single detached dwelling, equestrian facilities, hobby farm uses, home occupations, and a range of rural lifestyle uses - flexibility for the buyer building something to hold for the next generation. 3,019 ft of frontage on Line 14 South and 2,476 ft along Lakeshore Road East provide exceptional siting and access flexibility. Hydro, gas, and telephone available at the road. Just minutes to Orillia for full services, an easy commute to Barrie, and inside the GTA's weekend radius via Highway 11. Survey, environmental documentation, and current 2025 appraisal available. Build the home. Plant the trees. Hold the land. (id:5764)

600 14TH LINE SOUTH, Oro-Medonte

Listing courtesy of RE/MAX HALLMARK YORK GROUP REALTY LTD..