Homes For Sale in Deerhurst Highlands community
A golf-course community in Huntsville, built around Deerhurst Highlands Golf. Every listing below sits inside the hand-drawn community boundary shown on the map.
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Active Listings in Deerhurst Highlands community
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About Deerhurst Highlands community
Deerhurst Highlands community is a golf-course community in Huntsville set around Deerhurst Highlands Golf. Homes here are typically detached houses and townhomes, many with fairway frontage.
Golf-course buyers are buying a lifestyle: morning tee times, generous lots, and a built-in view. Every listing below sits inside the community boundary shown on the map.
The homes of Deerhurst Highlands
The Deerhurst Highlands community is a pocket of freehold executive homes on Deerhurst Highlands Drive in Huntsville's Chaffey area, set around the Deerhurst Highlands golf course — part of the broader Deerhurst Resort lands. The product is the Muskoka executive home: custom bungalows and two-storey designs on deep landscaped lots with golf-course outlooks. A three-bedroom, three-bathroom executive home at 23 Deerhurst Highlands Drive, backing onto the 15th hole, was listed at $1,399,900; a custom year-round bungalow at 20 Deerhurst Highlands Drive with a view of the 18th hole, gas, municipal water and sewer, was listed at $1,000,000 in the fall of 2026; and an executive home at 17 Deerhurst Highlands Drive with vaulted ceilings, wrap-around porch and walkout basement was offered at $834,900.
The market spans the Muskoka spectrum within a single street: executive freehold homes in the high-six figures to $1.4 million, plus the resort's own condominium and cottage product nearby — Deerhurst Golf Cottages by Skyline were marketed from $399,900, and resort condos (like a one-bedroom at the Summit Lodge complex, listed at $239,900 in 2026 with $892 monthly fees) serve the entry-level resort buyer. The freehold Highlands homes are the top of the local golf-community market: municipal services, year-round construction, and direct course frontage.
Ownership of the Highlands Drive homes is freehold — a meaningful distinction in a resort area heavy with condo and timeshare-style product. Standard freehold diligence applies: home inspection, services verification (many of these homes have municipal water, sewer and natural gas — confirm for the specific property), and a lawyer's review of any easements where lots meet the course.
Amenities and daily life
Deerhurst Resort is the amenity backdrop — one of Muskoka's landmark resorts, with two golf courses (the Highlands and the Lakeside), a shared sandy beach on Peninsula Lake, pools including the Oasis Pool, fitness facilities, sports courts, trails, dining and entertainment programming. Owners in the Highlands community live beside the resort's infrastructure; resort condo owners get amenity access and preferred pricing on golf and dining bundled into their fees. Hidden Valley Highlands Ski Area is about two minutes away, making this a genuine four-season location.
Daily life runs through Huntsville, less than ten minutes away — a complete Muskoka town with downtown shops and restaurants, grocery, medical services and the hospital. The community's homes have municipal services (natural gas, water, sewer, curbside pickup, high-speed internet per listings), which makes year-round living practical in a way that seasonal cottage properties aren't.
The buyer profile splits three ways: full-time residents working remotely or locally, Toronto second-home owners, and resort investors buying the condo and cottage product for the rental program. The Highlands Drive freehold homes skew to the first two — people buying a Muskoka home, not a hotel room.
Location and the commute
The community sits on Deerhurst Highlands Drive in Huntsville's Chaffey area — about two hours and fifteen minutes north of Toronto via Highways 400 and 11. That's weekend-home range, not commuter distance; there is no rail service. The location's logic is the Muskoka relocation logic: remote work, retirement, or the four-season second home.
Locally, the position is excellent: minutes to downtown Huntsville, two minutes to Hidden Valley skiing, on the doorstep of Deerhurst Resort's 800-plus acres, and surrounded by the lakes (Peninsula, Fairy, Vernon) and trails that define the Huntsville area. The winter Highway 11 drive is the practical consideration for year-round life — experience it before committing.
Deerhurst Highlands market snapshot
The Highlands freehold market is a thin executive segment: recent listings ran from $834,900 (17 Deerhurst Highlands Drive) to $1,000,000 (20 Deerhurst Highlands Drive, fall 2026) to $1,399,900 (23 Deerhurst Highlands Drive, backing the 15th hole) — a spread defined by size, finish level and the specific course outlook. The resort's condo and cottage product trades separately and lower: Golf Cottages from $399,900 at launch, one-bedroom resort condos in the $240,000s with monthly fees near $900.
For valuation, keep the segments separate: a freehold Highlands Drive executive home and a Summit Lodge resort condo are different products with different buyer pools, fee structures and rental programs. Within the freehold segment, the course outlook (which hole, which view) and the home's year-round build quality are the pricing variables. Have your agent pull comparables from the Highlands streets specifically.
Buying in Deerhurst Highlands: what to check
Start with the product type, because this area mixes them: freehold homes on Deerhurst Highlands Drive (standard freehold diligence), resort condominiums with rental programs (condo diligence plus the rental program's terms — one 2026 listing noted $19,698 in 2025 rental revenue against $892 monthly fees, which frames the investor math), and new cottage product from the resort developer. Know which one you're buying — the economics differ completely.
For the freehold homes, the diligence is executive-home diligence: thorough inspection (these are large homes with complex systems — one listing noted a wired-in generator, hot tub, and extensive finished basements), services verification in writing, and easement review where lots meet the course. Early-morning maintenance is the standard golf-community trade on course-facing lots.
Finally, the Muskoka year-round question: confirm winter road maintenance for the specific street, internet reliability for remote work, and healthcare access for full-time living. The municipal servicing on these streets is a genuine advantage over seasonal cottage properties — verify it for the specific home rather than assuming.
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