As your gateway to the 30,000 Islands, the property features a stone circle drive and a cement drive leading to a private harbor. With a five-foot depth to accommodate a large motor yacht, the shoreline also boasts a sandy beach and a two-bay dry boathouse topped by a stone observation patio. It is the ultimate spot for sunset views over Penetang Bay and unobstructed views north up the Gap to Cognashene, all framed by manicured perennial gardens. Inside, soaring vaulted ceilings and heated radiant floors run throughout. The open-concept main floor seamlessly integrates a great room with a wood-burning fireplace, lounge, TV area, formal dining, and a breakfast nook. The professional chef's kitchen features a Sub-Zero fridge, Miele coffe
9 pictures
Commercial
$ 1,300,000
viewed
Downtown Penetanguishene, Penetanguishene
Sep 01, 2026
investors to acquire a substantially advanced mixed-use development site at 59 Main Street, prominently positioned on the corner of Main St & Simcoe St in Penetanguishene and commercial infill project.
Live/work opportunity for entrepreneur or investor in Historical Penetanguishene on the Shores of Georgian Bay.
16 pictures
House
$ 564,900
viewed
Penetanguishene, Central Ontario
GardenFireplaceDeckParking
1 week + 3 days ago
(Id: 27)
40 pictures
Townhouse
$ 609,900
viewed
Penetanguishene, Central Ontario
Office roomParking
1 week + 4 days ago
UPDATED WHERE IT COUNTS A beautifully updated kitchen and main bathroom give you fresh, modern finishes mean two important spaces already taken care of. A LITTLE EXTRA SPACE OUTSIDE As an end unit, this home enjoys open green space beside it, giving you a little more breathing room outdoors. ATTACHED GARAGE Pull right in, keep out of the weather and still have room for everyday storage. LESS TO LOOK AFTER Snow removal and lawn maintenance are among the services handled through the condo association. CLUBHOUSE A well-equipped community clubhouse offers another place to gather, play games and spend time socializing. (Id: 27)
10 pictures
Land
$ 244,900
viewed
Penetanguishene, Central Ontario
2 weeks + 2 days ago
steps away, connecting you to nearby waterfront parks and everyday outdoor enjoyment 5) Short five-minute drive placing you in the heart of Midland and Penetanguishene
14 pictures
Land
$ 375,000
viewed
Penetanguishene, Central Ontario
2 weeks + 2 days ago
you to Tom McCullough Waterfront Park and Portage Park for effortless outdoor recreation 4) Just a short five-minute drive brings you to Midland and Penetanguishene
16 pictures
Land
$ 399,900
viewed
Penetanguishene, Central Ontario
2 weeks + 2 days ago
Tom McCullough Waterfront Park and Portage Park, with Georgian Bay and the iconic 30,000 Islands just beyond 5) Only a 5-minute drive to Midland and Penetanguishene
35 pictures
Townhouse
$ 299,999
viewed
Penetanguishene, Central Ontario
Air conditioningParking
2 weeks + 3 days ago
Easy Condo Living in the Heart of Penetanguishene!
39 pictures
House
$ 699,900
viewed
Penetanguishene, Central Ontario
Office roomDeckParkingAir conditioning
2 weeks + 2 days ago
Adult lifestyle community in Penetanguishene, this impeccably well-maintained bungalow offers the kind of simplicity and comfort that's getting harder
34 pictures
Condo
$ 607,777
viewed
Penetanguishene, Central Ontario
PatioBalconyFireplaceLiftParking
2 weeks + 4 days ago
Inside, this 2-bedroom, 2-bathroom condo features an open-concept kitchen, living, and dining area centered around a cozy three-sided gas fireplace, creating a warm and inviting atmosphere. Additional highlights include underground parking, an owned outdoor parking space, locker storage, elevators, a common library, exercise room, and a rooftop patio with panoramic views. Ideally located within walking distance to amenities, this well-maintained unit offers a rare opportunity to enjoy waterfront living with convenience and comfort. (Id: 27)
30 pictures
House
$ 699,900
viewed
Penetanguishene, Central Ontario
GardenOffice roomDeckCellar
3 weeks + 2 days ago
The basement has a fully finished rec room, bedroom, office and ample storage. Reshingled roof and appliances were done approx 5 years ago. Situated on a huge lot, enjoy sitting on your deck under a pergola, create that beautiful garden, or sit by the fire pit every summer night. Located next to many beaches and minutes to Penetang Harbour. You don't want to miss out on this gem. Show and make an offer. (Id: 27)
20 pictures
Townhouse
$ 679,900
viewed
Penetanguishene, Central Ontario
PatioFireplaceDeck
1 week + 3 days ago
Enjoy a relaxing day in your lovely living room with a gas fireplace, beautiful hardwood floors and a picture window which overlooks an inviting front patio to welcome your guests. An open concept kitchen with plenty of counter space and cabinets, kitchen sink with water purifier dispenser and a serving counter to the separate dining room make entertaining a breeze. The dining room has additional cabinets and serving buffet/counter space. Walk out to the rear deck to enjoy a barbecue with friends and family. With well maintained landscaping and backing onto a privacy hedge you can enjoy year round living. On the main level are 2 bedrooms and a 3-pc bath with an easy walk-in shower. The main floor laundry room has additional storage cabinets and walkout
4 pictures
House
$ 909,000
viewed
Penetanguishene, Central Ontario
Deck
Oct 02, 2026
Single floor living with primary bedroom on main floor suitable for king sized bed and featuring a 5-piece ensuite with double sinks, step up tub and separate shower. Flexible open concept layout with walk out to a covered deck is ideal for entertaining. Lots of quality standard features including 9' ceilings, quartz counters, hardwood on main level, oak staircase with metal spindles, 7' baseboards, 3-1/2' Window mouldings, pot lights, and more. Select your finishes from designer curated packages or quality options and upgrades. Two future community parks offer spectacular views of the Bay; walk the dog, enjoy a coffee or socialize and enjoy year round sunsets. Community dock offer option of keeping your boat where you live; explore some of the best boating in Ontario in the 30,000 Islands Archipelago. The
35 pictures
House
$ 699,000
viewed
Penetanguishene, Central Ontario
GardenFireplace
Oct 01, 2026
Top 5 Reasons You Will Love This Home: 1) Fully rebuilt in 2019, this stunning 4-season home or cottage perfectly delivers modern upgrades with timeless Georgian Bay charm, featuring updated mechanicals, a drilled well, upgraded septic system, and the confidence of professionally completed renovations with permits 2) Thoughtfully designed with five bedrooms and two bathrooms, the inviting interior showcases warm wood ceilings, recessed lights, a cozy fireplace, and a spacious kitchen island that creates the ideal setting for gathering with family and friends 3) The fully finished lower level expands the living space with a large family room, offering incredible flexibility for entertaining, relaxing, accommodating guests, or creating the perfect kids' retreat 4) Step outside from the kitchen walkout to a beautifully landscaped backyard complete with a firepit, while the desirable corner lot provides added privacy, nearby water access, green space across the street, and future potential
15 pictures
House
$ 384,900
viewed
Penetanguishene, Central Ontario
Parking
Oct 01, 2026
Welcome to 9 Wolfe Street in the heart of Penetanguishene!
30 pictures
House
$ 724,900
viewed
Penetanguishene, Central Ontario
2 weeks + 2 days ago
Step inside to an inviting open-concept main floor that's perfect for both entertaining and everyday living. The heart of the home is the stunning kitchen, featuring quartz countertops, a large centre island, stainless steel appliances, and a natural gas stove. Quality finishes continue throughout with tile and high-grade laminate flooring, and a striking open wood staircase. Upstairs, the spacious primary suite offers a walk-in closet and a private ensuite, creating the perfect place to unwind. The fully finished lower level extends your living space with a generous recreation room, laundry area, and additional 2-piece bathroom w/ shower rough-in. Outs
50 pictures
House
$ 699,900
viewed
Penetanguishene, Central Ontario
GardenFireplaceDeck
2 weeks + 3 days ago
Top 5 Reasons You Will Love This Home: 1) Thoughtfully renovated from top-to-bottom, this beautifully maintained home showcases stylish finishes, quality craftsmanship, and exceptional pride of ownership, allowing you to simply move in and enjoy 2) Offering a spacious and functional layout with four bedrooms, two full bathrooms, multiple inviting living areas, and two cozy gas fireplaces, this home provides the flexibility and comfort today's families are looking for 3) Beautifully designed for both everyday living and entertaining, the open-concept custom kitchen showcases white walnut cabinetry, generous workspace, and a seamless flow into the surrounding living spaces, creating the perfect gathering place for family and friends 4) Step outside to a fully fenced backyard surrounded by mature landscaping, complete with a low-maintenance composite deck and a 10'x12' shed with a durable metal roof, offering the perfect setting for relaxing, entertaining, and enjoying the outdoors 5) Fro
15 pictures
House
$ 699,800
viewed
Penetanguishene, Central Ontario
Parking
Sep 23, 2026
Located in picturesque Penetanguishene, minutes from eateries, shopping, harbour, docks, fishing and so much more! A must see!
12 pictures
Condo
$ 439,000
viewed
Penetanguishene, Central Ontario
PatioDeckLiftParking
Sep 22, 2026
Be situated in White Sands across from Georgian Bay in a desirable Penetanguishene neighbourhood, and a hop-skip-and-jump from our vibrant down
38 pictures
House
$ 1,588,000
viewed
Penetanguishene, Central Ontario
Sep 19, 2026
This extraordinary residence offers a rare setting for both refined everyday living and unforgettable family gatherings, entertaining, and waterfront enjoyment. Approximately 3,000-3,500 sq ft of thoughtfully designed living space showcases a striking architectural interior with soaring ceilings, custom-designed ceiling details, skylights, and expansive floor-to-ceiling windows framing breathtaking waterfront views. Heated floors throughout provide year-round comfort. Designed with family living and entertaining in mind, the home offers generous spaces that naturally bring people together, whether hosting intimate dinners, celebrating special occasions, or enjoying long summer days by the water. Three spacious
40 pictures
House
$ 1,099,900
viewed
Penetanguishene, Central Ontario
1 week + 5 days ago
Top 5 Reasons You Will Love This Home: 1) More than just a water view, this home offers a true waterfront experience where the water becomes your everyday backdrop, with every room oriented toward the sandy shoreline and sparkling Georgian Bay, creating a seamless connection to sunrises, calm afternoons, and glowing evening skies 2) The covered waterside porch serves as a natural extension of the living space, perfect for enjoying shaded midday relaxation, watching summer storms roll across the Bay, or unwinding into peaceful evenings with uninterrupted shoreline views 3) Designed for the way waterfront living is meant to be enjoyed, the property features a private dock, boat lift, and Seadoo lift, allowing for effortless days on the water, while the professionally graded shoreline flows naturally to the sandy beach for a clean, low-maintenance, and highly functional outdoor setting 4) Inside, a spacious and functional kitchen anchors the home for both everyday living and entertaining,
50 pictures
House
$ 3,450,000
viewed
Penetanguishene, Central Ontario
Cellar
3 weeks + 1 day ago
Spanning just over two acres of private, meticulously manicured grounds, the estate boasts nearly 240 feet of shoreline along Penetanguishene Harbour.
42 pictures
House
$ 949,900
$ 1,049,900
10%
viewed
Penetanguishene, Central Ontario
PatioGardenDeck
Oct 03, 2026
Set on 3.07 acres in the heart of Penetanguishene with municipal water and sewer, this custom-built home offers the freedom and privacy of country living
44 pictures
House
$ 449,900
viewed
Penetanguishene, Central Ontario
GardenDeckParking
Oct 03, 2026
5 min to
44 pictures
House
$ 899,900
viewed
Penetanguishene, Central Ontario
GardenOffice roomFireplaceAir conditioning
Sep 09, 2026
Step inside to a bright, open-concept main floor featuring vaulted ceilings, a cozy wood-burning fireplace, formal dining area, sun-room, and a stunning new Lindsay Schultz kitchen ideal for entertaining or simply soaking in the views. The main floor primary suite is a private escape with its own en-suite and walk-in closet. Downstairs, the fully finished lower level boasts a spacious family room with a new Napoleon gas fireplace, additional bedrooms, an office, and two walkouts to the beautifully landscaped backyard. Thoughtful updates include new AC (2026), new shingles (2025), a new gas hot water heater (2025), updated flooring, a
27 pictures
Condo
$ 449,900
viewed
Penetanguishene, Central Ontario
PatioTerraceFireplaceLiftAir conditioningParking
Sep 04, 2026
Welcome to this top-floor White Sands Condo, where every window frames stunning westerly vistas of Georgian Bay and Penetanguishene Harbour.
34 pictures
Condo
$ 419,000
viewed
Penetanguishene, Central Ontario
PatioGardenParking
Aug 25, 2026
This spacious 2 bedroom, 2 bathroom ground floor unit is the perfect mix of quite relaxation and close enough the Penetanguishene Harbour to enjoy outdoor This unit includes its own private patio overlooking the nearby Penetanguishene Centennial Museum garden, as well as the convenience of in-suite laundry
20 pictures
House
$ 825,000
viewed
Penetanguishene, Central Ontario
1 week + 4 days ago
Rendering Image Display. Waterfront becomes more treasured. And harder to find. With every passing season. Here's your opportunity to own a spectacular piece of beautiful Georgian Bay without paying Muskoka prices! Imagine building your four-season dream cottage on this gently sloping waterfront, where morning sunrises, sandy shoreline and sparkling bay waters become part of your everyday life. With two road accesses and services already in place, the possibilities are here to create the waterfront retreat you've always dreamed of. Spend summer days swimming from your own sandy beach, canoeing, kayaking or boating on the bay, then gather around for star-filled evenings. When you're ready to explore, you're minutes from the King's Wharf Theatre and Penetanguishene's waterfront, with restaurants, shops and local amenities nearby, while Midland offers additional shopping, dining, strolling and community attractions. A rare 100-foot
36 pictures
House
$ 749,900
viewed
Penetanguishene, Central Ontario
PatioGardenParkingAir conditioningCellar
1 week + 4 days ago
Ft. plus a partially finished basement. (Id: 27)
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