42 Whippoorwill Drive

Rural Tiny, Tiny, L0L 2J0
FOR SALE
$1,050,000
42 Whippoorwill Drive, Tiny
42 Whippoorwill Drive
42 Whippoorwill Drive
42 Whippoorwill Drive
42 Whippoorwill Drive
42 Whippoorwill Drive
42 Whippoorwill Drive
42 Whippoorwill Drive
42 Whippoorwill Drive
42 Whippoorwill Drive
42 Whippoorwill Drive
42 Whippoorwill Drive
42 Whippoorwill Drive
42 Whippoorwill Drive
Browsing Limit Reached
Please Register for Unlimited Access
3
BEDROOMS
2
BATHROOMS
1
KITCHENS
8 + 3
ROOMS
S14076182
MLSID
Contact Us
Property Description
Welcome to 42 Whippoorwill Drive, nestled in the sought-after Whippoorwill Estates community! Situated on a beautifully treed and private estate lot spanning over 3 acres, this executive home offers more than 2,000 square feet of living space, combining the tranquility of country living with thoughtful modern updates. Step inside to discover an impressive great room featuring soaring vaulted ceilings, expansive windows that fill the space with natural light, and a cozy wood-burning fireplace. The beautifully renovated kitchen (2022) showcases updated cabinetry, flooring, and appliances, along with a bright eat-in area and walkout to the deck, perfect for entertaining or enjoying the peaceful surroundings. The unique loft-style primary bedroom provides a private retreat complete with its own ensuite, while two additional bedrooms on the main floor offer comfortable accommodations for family or guests. The main floor also features an updated bathroom (2022) and a separate soaker tub room. The finished lower level offers a spacious family room, an additional room added in 2023, updated flooring and lighting (2024), and plenty of storage space, providing flexibility for growing families, guests, or a home office. Extensive improvements include new windows throughout, patio and rear doors, kitchen renovation, updated main-floor bathroom, and mudroom flooring (2022); an additional lower-level bedroom (2023); driveway improvements, backyard clearing, basement flooring, and updated lighting (2024); and a new UV water treatment system (2025). A natural gas furnace was also installed in 2019.Outside, enjoy the privacy and natural beauty of your expansive property, with plenty of room to relax, entertain, or explore. The large detached heated garage (24 ft x 21 ft) provides excellent space for vehicles, recreational equipment, and all your toys. This exceptional property offers the perfect opportunity to enjoy peaceful country living, modern comforts, and privacy.
Sold History
List Date Sold Date Days Listed List Price Sold Price
2018-05-17 2018-06-20 34 $599,900 $560,000
Property Features
Air Exchanger, Central Vacuum, Front Yard Parking, Other, Irregular Lot, None, Family Room, None
Property Details
Address
42 Whippoorwill Drive
Community
City
Postal Code
L0L 2J0
Property Type
Detached, Detached
Zoning
CR Country Residential
Lot Size
214' x 636'
Acreage
3.2 Feet
Taxes
$3,896 (2026
Basement
Partially Finished, Full
Exterior
Deck, Privacy, Year Round Living
Heat Type
Forced Air
Heat Source
Gas
Water
Well
Parking Spaces
10
Garage Type
Detached
Listing contracted with Re/Max Hallmark Chay Realty
Similar Listings
59 Trout Lane, Tiny
3
BEDS
2
BATHS
$1,049,500
FOR SALE
A little more space. A little more nature. A lot more Georgian Bay. This is the kind of home where the lifestyle is part of the property. Set in beautiful Tiny Township, 59 Trout Lane offers the peace of a country setting with Georgian Bay, nature trails, local farms and everyday amenities close at hand - and the GTA still within easy reach. THE HOME: Turn-key and nearly new, this impressive ranch bungalow offers over 2,000 sq. ft. of beautifully finished main-floor living with 3 bedrooms and 2 full bathrooms. The open-concept layout is bright, comfortable and designed for easy one-level living, making it an excellent choice for retirees, downsizers and professional families. The full-height basement offers additional potential and is roughed-in for a third bathroom. THE COMFORT: In-floor radiant heating on both levels, a gas fireplace and in-ceiling air conditioning make this a true four-season home. The kitchen features a large island, granite countertops and premium appliances, while main-floor laundry and a double garage with inside entry add everyday convenience. THE CONNECTION" High-speed internet makes working from home easy. Your own drilled well means no municipal water charges and a private source of clean drinking water for your household and pets. THE LIFESTYLE: Step outside to mature trees, a landscaped yard, irrigation and a private wooded backdrop. Explore nearby nature trails, Georgian Bay beaches and waterfront parks, then enjoy farm-fresh produce and local specialties from area farms and markets. THE LOCATION: Enjoy the tranquility of Tiny Township country living while staying close to restaurants, delis and everyday amenities. Major retailers, theatres, museums and historic attractions are approximately 20 minutes away. This is more than a house near Georgian Bay. It's a different way of living - with room to breathe, room to gather and room to enjoy what brought you here.
6 Beaufort Crescent, Tiny
3
BEDS
2
BATHS
$999,999
FOR SALE
Welcome to this exceptional soon to be completed luxury bungalow by The Fourth Home Developments Inc., thoughtfully designed with quality craftsmanship, elevated finishes, and modern functionality in a desirable Tiny location just minutes from Georgian Bay beaches, marinas, trails, and local amenities. Offering 3 bedrooms and 2 bathrooms with soaring cathedral ceilings and an open, airy layout, this home is being built to deliver comfort, efficiency, and upscale living in a peaceful, nature inspired setting. This home will be delivered with an extensive premium inclusion package including a full kitchen appliance package, washer and dryer, smart home features, heated floors in the primary ensuite, reverse osmosis kitchen system, water purification and softener system throughout the home and generator hookups, providing added peace of mind and future backup power capability. Buyers will appreciate the high-end interior finishes, including engineered hardwood and tile flooring throughout, quartz countertops, quality cabinetry, and thoughtfully selected fixtures that reflect a higher level of finish than many standard new builds. Exterior features include full grading and sod, along with attractive exterior finishes combining stone veneer and board and batten siding for lasting curb appeal. Built with long term durability and efficiency in mind, the property includes well and septic services, hot water on demand, complete electrical and plumbing systems, and construction aligned with Tarion Warranty standards. An in-progress construction orientation will be provided to review build details, timelines, and any available upgrade options depending on the stage of completion. This home is an excellent opportunity to secure a newly constructed home with premium inclusions, future ready infrastructure, upgraded features, and a refined level of finish in a sought after Tiny location. *All images are virtual renderings. Actual finishes and fixtures will vary.*
19 Kingfisher Crescent, Tiny
4
BEDS
2
BATHS
$1,049,777
FOR SALE
Welcome to 19 Kingfisher Crescent in Tiny, a custom-built log home nestled on over two acres in prestigious Whippoorwill Estates. Surrounded by nature and located just minutes from beautiful Georgian Bay, Tiny Trails, and local amenities, this property offers the perfect blend of privacy, charm, and convenience. Designed for comfortable family living, the home features four bedrooms, two bathrooms, and the convenience of main floor laundry. The open-concept kitchen, dining, and living area creates a warm and inviting atmosphere, highlighted by hardwood floors and a beautiful wood-burning fireplace in the living room. Step outside and enjoy your own private retreat complete with an inground pool, making it the perfect setting for entertaining family and friends or simply relaxing in the peaceful surroundings. A rare opportunity to own a distinctive log home in one of Tiny Township's most sought-after communities.
33 Greenwood Drive, Tiny
3
BEDS
2
BATHS
$895,000
FOR SALE
The Beach, the Forest, and a Home Unlike Any Other. Welcome to a truly distinctive Viceroy home in one of Tiny Township's most sought-after beach communities-an area loved for its spectacular sandy shoreline and one of the finest beaches ( Ossassane beach) on Georgian Bay, just a nine-minute walk away.Owned by only two families and lovingly maintained and renovated over the years, this home offers the best of both worlds: relaxed beachside living with a private forest backdrop. The partially fenced backyard backs directly onto acres of private forest, creating a peaceful setting with exceptional privacy, while the welcoming neighbourhood and wonderful neighbours make this an easy place to feel at home. Inside, the home's unique Viceroy design showcases the architectural character these homes are known for, including soaring ceilings, exposed wood beams, expansive windows and an abundance of natural light. The stylish interior feels warm, sophisticated and refreshingly different from the ordinary. The main level features an inviting open-concept living area, two convenient entrances and a beautiful custom kitchen with solid walnut wood cabinetry and stainless-steel appliances. Two gas fireplaces add warmth and atmosphere throughout the home. There are three bedrooms plus a separate office that can easily provide additional sleeping space for overnight guests. Because the home sits above grade, the finished lower level feels bright and comfortable, with two walkouts offering easy access to the private backyard and forest setting. Additional highlights include a double-car garage, durable metal roof, efficient natural-gas heating and a gas-powered generator for added peace of mind during power outages. Numerous upgrades have been completed over the past decade, allowing the next owner to simply move in and enjoy.Private, beautifully maintained and filled with character, this is more than a home-it is the Tiny Township lifestyle people dream about.
8 Joliet Crescent, Tiny
3
BEDS
2
BATHS
$874,900
FOR SALE
Top 5 Reasons You Will Love This Home: 1) Set on just over half an acre, this fully renovated raised bungalow offers a private setting with ample parking, boat and trailer storage, an enclosed dog run, welcoming front patio, and a breathtaking backyard. The garage features high ceilings with room for a lift, while a brand-new roof and upgraded insulation add peace of mind 2) Step inside to a bright, modern main floor with laminate flooring throughout the living areas and bedrooms, complemented by ceramic tile in the kitchen and bathrooms. The elegant great room features high ceilings and an extra-large fireplace, while the brand-new kitchen offers quartz countertops, a triple sink, large prep station, and extra-deep oversized cabinetry 3) The wing-style layout creates separation between the living space and bedrooms. Retreat to the spacious primary suite with a built-in closet and private three-piece ensuite, plus two additional bedrooms and a beautifully renovated four-piece bathroom. Thoughtfully renovated from top to bottom, this home is truly move-in ready 4) The fully finished lower level offers large windows, a spacious family room with both a fireplace and enclosed wood stove, plus a walkout creating excellent in-law potential. A unique spa room with Jacuzzi tub and drop-down television could become a private wellness or fitness space. Laundry, storage, workshop potential, high-end water systems, and a property camera system complete the lower level 5) Enjoy a fantastic Georgian Bay lifestyle just steps from five private beaches with direct access to pristine sandy shoreline and safe, inviting water. Nearby parks provide space for picnics, relaxing outdoors, and afternoons with the grandkids, making this an incredible year-round home or Georgian Bay getaway. 1,762 above grade sq.ft. plus a finished basement. *Please note some images have been virtually staged to show the potential of the home.
15 Rosemary Road, Tiny
3
BEDS
2
BATHS
$849,000
FOR SALE
Top 5 Reasons You Will Love This Home: 1) Discover a truly one-of-a-kind retreat in the exclusive Deanlea Beach community, where the owners affectionately call this their "summer cottage," yet the property offers all the comfort and functionality of a four-season home, with access to a private beach, spectacular sunsets, and a peaceful setting. This is a special place for families to relax, reconnect, and enjoy life by the water 2) Thoughtfully custom-built, this ranch bungalow was carefully designed to maximize natural light, openness, and functional living space while creating an inviting atmosphere for family gatherings. With a 2022 addition further expanding the home with a garage, a second full bathroom, pantry area, and connecting hallway providing convenient access between the interior and outdoor spaces 3) Nestled among carefully selected trees, the property presents a beautifully curated, low-maintenance setting complete with a poured concrete entrance and welcoming front entry, allowing you to spend less time on upkeep and more time enjoying the outdoors and Deanlea Beach, located just steps away along a distinctly marked private pathway 4) Move in and enjoy this turn-key home for years to come, with important updates and features already in place, including the roof (2022), furnace (February 2026), ample garage power for EV charging, and two composite decks, while multiple walkouts from the home and sunroom make it easy to transition outdoors and enjoy the peaceful surroundings 5) Adding even more versatility to the property is a charming bunkie with a loft, creating the perfect bonus space to make your own, whether used as an art studio, a quiet retreat for morning coffee, a fun play space, or additional sleeping accommodations when family and friends come to stay. 1,353 fin.sq.ft. *Please note some images have been virtually staged to show the potential of the home.
39 Rosemary Road, Tiny
3
BEDS
2
BATHS
$825,000
FOR SALE
Top 5 Reasons You Will Love This Home: 1) Indulge in the serenity of exclusive private beach access, where each day ends with awe-inspiring sunsets over the water, positioned in a unique coastal enclave, delivering a blissful escape from the pace of everyday life 2) Set amidst towering mature trees on an expansive lot, this enchanting cottage provides a private, meandering path that leads directly to the shoreline, perfect for enjoy seamless, secluded beachside adventures just steps from your door 3) With 1,418 square feet of thoughtfully designed living space, this raised bungalow impresses with its luminous, open-concept interior, soaring vaulted ceilings, and timeless brick-and-stone exterior, alongside a welcoming wraparound porch inviting you to unwind and take in the tranquil surroundings 4) The expansive partially finished lower level recreation room is highlighted by 8.5' ceilings and a sleek bathroom with a walk-in shower, delivering endless possibilities whether envisioned as a home gym, studio, or entertainment suite 5) Enjoy practical luxuries including a garden shed, ample guest parking, and easy access to the beach, ideally located near Midland, Wasaga Beach, and Elmvale, and just a comfortable commute from Toronto. 1,257 above grade sq.ft. plus a partially finished basement. *Please note some images have been virtually staged to show the potential of the home.
50 Leonard Road, Tiny
3
BEDS
2
BATHS
$799,000
FOR SALE
Lovely all brick raised bungalow in prestigious Thunder Beach. Short walk to one of the nicest beaches in Simcoe County. Main floor boasts open concept kitchen, living room, dining room with walk out to side deck. Privacy ++! Tons of light teaming through. 2 bathrooms, and 3 spacious bedrooms. Wood burning stove in Great Room with new insert, and chimney liner all certified for that cozy feeling. HVAC updated to forced air gas. Central air installed in 2022. Large bright unspoiled basement with walk up to large 2-car garage with extra height for all those toys. Endless possibilities for this home. Municipal water and septic system. Can be sold fully furnished. Enjoy this home full time or as a great year round cottage!
34 Oakwood Avenue, Tiny
3
BEDS
3
BATHS
$999,900
FOR SALE
Top 5 Reasons You Will Love This Home: 1) Built in 2021, this turn-key custom home is available furnished and showcases soaring 10' ceilings in the main living area, 9' ceilings throughout the rest of the home, and impressive 8' interior doors, creating an open, light-filled atmosphere with the spacious feel and grandeur of an estate home, all on a single level 2) Expansive 600 square foot covered wraparound deck with a tongue-and-groove ceiling and recessed lights creating an exceptional outdoor living space, while the private, mature-treed lot provides a peaceful, low-maintenance setting for year-round entertaining, relaxing, or enjoying your morning coffee 3) With over 1,451 square feet of wide-open unfinished basement space complete with a bathroom rough-in, this home delivers incredible potential to nearly double its finished living space, creating the perfect opportunity for a home theatre, private guest suite, home gym, dream recreation room, or a combination to suit your lifestyle 4) Designed with high-end conveniences, including heated bathroom floors, a massive chef-inspired island with a gas range, a main level laundry room with direct garage access, and an energy-efficient on-demand water heater, delivering everyday comfort and functionality throughout the home 5) Ideally located within walking distance of two pristine sandy beaches on Georgian Bay, this property presents the best of the Tiny Township lifestyle with quiet beach days, nearby marina access, and the trails of Awenda Provincial Park just minutes away, all while enjoying the comfort and quality of a modern, custom-built home. 2,128 above grade sq.ft. plus an unfinished basement. *Please note some images have been virtually staged to show the potential of the home.
1490 Champlain Road, Tiny
2
BEDS
2
BATHS
$974,900
FOR SALE
Top 5 Reasons You Will Love This Home: 1) One-of-a-kind retreat showcasing soaring vaulted ceilings, a hand-installed solid pine tongue-and-groove interior, dramatic floor-to-ceiling windows, luxury 9-inch plank vinyl flooring, and breathtaking seasonal views of Georgian Bay, creating a warm and inviting atmosphere that captures the essence of waterfront living without the added expense of waterfront taxes 2) The outdoor living space is one of the property's defining features, with grounds thoughtfully shaped into a series of connected destinations including an elevated covered deck, landscaped firepit area, and natural stone pathways weaving through mature trees, creating a layout that feels larger, more private, and more usable than most comparable properties while offering multiple spaces to relax, entertain, and enjoy seasonal views of Georgian Bay in a rare blend of natural beauty, privacy, and year-round enjoyment 3) Brand-new custom-built home offering modern comfort throughout, including beautifully appointed bathrooms with a luxurious soaker tub, a versatile loft ideal for a home office or additional living space, and an above-grade basement with bathroom plumbing already roughed-in for future expansion 4) Experience the best of Georgian Bay living from the moment you arrive with a scenic drive along Champlain Road from Penetanguishene, passing marinas, sheltered bays, and stretches of shoreline that showcase the beauty of Georgian Bay, creating a memorable approach that sets the tone for the lifestyle ahead before you even reach the property 5) Peaceful and private setting on a highly desirable lot with no planned development behind, offering a tranquil woodland backdrop while still being just a short drive to the shops, restaurants, marinas, and everyday amenities of Penetanguishene. 2,257 square feet above grade (1,632 finished). *Please note some images have been virtually staged to show the potential of the home.
1697 Champlain Road, Tiny
3
BEDS
1
BATHS
$929,900
FOR SALE
Top 5 Reasons You Will Love This Home: 1) A rare 1/2-acre 100' waterfront lot, along the peaceful Shorelines of Southern Georgian Bay with endless space to relax, play, or explore. Centrally situated along Popular Clearwater Beachs highly desirable & naturally protected waters while offering priceless views of Beausoleil Island 2) Providing the perfect place to make memories all year-round, this charming 4-season, over 1,500 square feet, custom-built family cottage located in Southern Georgian Bay accommodates 6-10 guests & features a cozy 20' Cabin Bunkie placed among the lush gardens, for the kids or 2-4 additional guests 3) Property comes fully loaded with over $150,000 in added value, including a 21' Bowrider with < 250 hours of operation & a 14' Laser One Sailboat. The Boats are fully equipped & outfitted with all necessary operational or safety gear. Other extras include, a beach firepit for those nights under the stars, outdoor furniture with large Muskoka chairs for sitting on the deck or beach, Propane BBQ & assorted family activities for indoor or outdoor leisures 4) Making this a true turn-key retreat, it comes fully equipped with its own 32' Dry Lakeside Boathouse housing up to 25 ft of watercraft. The Naylor MR40 Marine rail push/pull system offers effortless & wireless access to the lake & supports over 4000 lbs along its 150 ft of Steel Track. Additionally, for the smaller Toys, Fishing gear or seasonal maintenance needs, there is a 10' Garden Shed quietly placed among the lush greens 5) Nestled on a quiet stretch of road, and just 90 mins away from the GTHA, lies your private gateway to Thousand Islands Retreat getaways. Whether travelling by Bike, Boat or Car you'll be at the places you love in just 20 mins, Horseshoe Valley, Awenda Provincial Park, Penetanguishene & Midland Harbour, Giants Tomb, Trent Severn Waterways & Honey. Harbour.
26 Shades Valley Road, Tiny
4
BEDS
2
BATHS
$899,900
FOR SALE
Ever dreamed on living by the ocean? Want to wake up and walk the beach with your morning coffee? How about fall asleep with sounds of rolling waves? But don't want to pay the taxes or move to California? Located just 250 or so meters off the shores of Georgian Bay sits this bungalow built for living life to its fullest. Backing onto ravine means privacy when you want it. Open Concept floor plan with 4 beds and 2 baths all on one level. Large bay windows in Living and Primary. Kitchen overlooks backyard. Dining Room can seat a crowd with a walk-out to expansive concrete patio for all your entertaining needs. Custom Gazebo is remote controlled to allow for sun or shade and has retractable screens for lazy summer dinners. Propane patio heater and Bose speakers ensure you won't be in a hurry to go inside. Gas Line to BBQ means no lugging tanks. Hot Tub and Wood Fired Sauna take relaxation to the next level. Tiered backyard with fire pit and open area. Grassed area for a soccer game or a kids play set. Then hit the outdoor shower. Inside you'll find low maintenance floors because who wants to be worried about that? Bathrooms boast heated, motion activated toilet seats with remotes. Yup. You read that right. Wifi Thermostat and Lights. This place has it all. Chilly evenings you can fire up the wood stove if you're so inclined. Whatever you can dream up, there'll be room for in the other 1647 sq ft of unfinished basement. Heated Detached Garage. Circular Driveway plus Side Drive. Ramps to back patio. Firewood Shed. Covered Porch. Engineered Siding. Fruit Trees and Wild Berries Growing! There's just no way to list it all. This house needs to be seen. 3 min walk to public beach access!! Windows, Furnace & AC, Gas HWT (2019), Roof (2015). Freshly painted (2025). Book your showing and save time to walk one of the Best Beaches in Ontario!! *Some exterior images have been digitally altered.
28 Timcourt Drive, Tiny
3+1
BEDS
2
BATHS
$899,000
FOR SALE
Welcome to an exceptional four-season retreat where luxury, privacy, and nature come together in perfect harmony. Nestled on a quiet dead-end road and backing onto tranquil township-owned forest, this beautifully re-imagined bungalow offers a rare opportunity to enjoy sophisticated cottage living just steps from the water. Completely redesigned and renovated in 2022, this stunning residence blends modern comfort with timeless cottage charm. Every detail has been thoughtfully updated, including HVAC, electrical, insulation, and all interior living spaces-creating a truly turnkey home that is offered fully furnished for immediate enjoyment. Inside, the home was designed with both relaxation and entertaining in mind. The open-concept living area is anchored by an impressive chef-inspired kitchen featuring a dramatic oversized island-perfect for gathering with family and friends. Elegant bathrooms and refined finishes elevate the space, while expansive floor-to-ceiling windows flood the home with natural light and capture beautiful seasonal views of the water. Step outside and discover your own private wellness retreat. The backyard invites you to unwind in the hot tub, detox in the barrel sauna, or gather around the picturesque fire pit beneath the stars. Just across the road, full beach access awaits-ideal for swimming, paddle boarding, or simply enjoying peaceful days by the water. Nature lovers will appreciate being surrounded by the spectacular landscapes of Awenda Provincial Park, known for its pristine beaches along Georgian Bay and miles of breathtaking hiking trails through protected forest and shoreline. Offering 1,448 square feet of beautifully finished living space, this extraordinary property delivers the perfect balance of upscale comfort, outdoor adventure, and serene privacy. A rare opportunity to own a turnkey luxury cottage retreat in one of Ontario's most coveted natural settings.
1 Moore Avenue, Tiny
4
BEDS
2
BATHS
$895,000
FOR SALE
Welcome to 1 Moore Avenue in Woodland Beach-a modern, turnkey home that effortlessly bridges the gap between weekend beach retreat and practical year-round living in Southern Georgian Bay. Built in 2011, this thoughtfully designed 2-storey home offers the low-maintenance peace of mind that older cottage stock simply can't match. Step inside to a bright, open-concept kitchen, dining, and living space designed for real gatherings, with effortless flow out to multiple private decks for morning coffee or sunset dinners.The layout is smart and flexible: the main floor features two comfortable bedrooms and a full bathroom, while the upper level provides two more bedrooms, a second full bath, and a dedicated loft space-ideal for a quiet home office, a tv room for the kids or extra sleeping space. Equipped with efficient forced-air natural gas heating and central air conditioning, this home is engineered for true 4-season comfort just steps from the sandy shores of Georgian Bay. Move in and start enjoying the authentic Woodland Beach lifestyle!
1811 Tiny Beaches Road, Tiny
4
BEDS
2
BATHS
$799,900
FOR SALE
Welcome to your Woodland Beach retreat, just steps from the crystal-clear waters of Georgian Bay. Blending year-round comfort, this renovated bungalow is located in one of Tiny Township's most sought-after waterfront communities. Set on a landscaped lot surrounded by mature trees and gardens, this move-in-ready home offers exceptional indoor and outdoor living. Spend summer evenings relaxing in the illuminated gazebo, gathering around the fire pit, or enjoying easy access to Georgian Bay through two beach access points directly across the road, with a third just a short walk away. Inside, the open-concept living, dining, and kitchen area is designed for entertaining and everyday living. Large windows fill the space with natural light and offer views of Georgian Bay and the surrounding landscape. The kitchen features a centre island with seating and storage, illuminated glass cabinetry, under-cabinet lighting, a beverage centre, and overlooks the living room with a gas fireplace. Renovations completed in 2025 include new paint throughout, updated interior and exterior lighting, new hardware and heat registers, a renovated primary bedroom with maple hardwood flooring and a custom wardrobe system, and an updated fourth bedroom/family room with maple hardwood flooring, pot lights, French glass doors, and direct backyard access. The laundry room features new cabinetry and a quartz countertop. Additional features include central air conditioning, a natural gas BBQ hookup, front-yard irrigation, owned water filtration, softener, UV purification system and water heater, smart Google Nest security, keyless entry, boundary fencing, a detached garage with drive-through access, and a U-shaped driveway. Licensed by the Township of Tiny for short-term rental use in 2026, this property also offers excellent income potential. Whether you're seeking a year-round home, weekend getaway, or investment opportunity, this Woodland Beach property offers the ultimate Georgian Bay lifestyle.
38 Bellehumeur Road, Tiny
3
BEDS
3
BATHS
$799,999
FOR SALE
Welcome to this brand new bungalow offering the ease and simplicity of main floor living. Everything you need is on one level, making it an ideal fit for those looking to avoid stairs without sacrificing space or comfort. The open concept kitchen, dining and living area forms the heart of the home, a practical and sociable layout that works equally well for quiet evenings in or entertaining family and friends. The primary bedroom features a walk in closet and a well appointed ensuite. Two additional bedrooms and a second full bathroom are thoughtfully positioned on the opposite end of the home. The laundry room doubles as a mudroom with convenient inside entry from the two car garage, keeping everyday comings and goings clean and organized. For buyers looking to maximize the home, there is an opportunity to have the basement professionally finished at an additional cost, adding significant living space and long term value. Qualifying buyers may also be eligible to take advantage of the new home HST rebate program.
11 Rosemary Road, Tiny
4
BEDS
2
BATHS
$799,000
FOR SALE
Located just a few minutes' walk from Deanlea Beach and sitting on a huge, treed lot, this 4-bedroom, 2-bathroom home is anything but cookie-cutter. With plenty of character, some seriously cool spaces, and a flexible layout, there are so many ways to make this home work for you. The kitchen is spacious, with plenty of room to gather around the island, new upper cabinetry, and an updated pantry with existing laundry hookups, giving you the option to move the laundry here. The living room is a showstopper, anchored by an incredible fireplace that gives the entire space its character. There's even a second fireplace in the primary bedroom. Then come the bonus spaces. The bright sunroom could make an amazing dining room. Upstairs, the loft is just plain cool and could become whatever suits you best-a gaming room, reading spot, home office, yoga space, kids' hangout... you've got options. Recent updates include new shingles (2025), refreshed bathrooms, new light fixtures, fresh paint throughout (2025), custom kitchen and living room blinds, a new shed, landscaping, and a new firepit area. The septic was pumped in 2025, and another pretty great bonus: water is currently included through the property taxes. And then there's the lot. It's huge. It's treed. It's private. And at night, it's an absolute vibe. Turn on the string lights, get the fire going, and you've got one seriously good backyard. During the day, grab your beach stuff and head down the road. Deanlea is a friendly beachfront community, with the beach just a quick walk away. Whether you're looking for your first home, room for a growing family, a place to downsize, or even a home to buy with your best friends, this property gives you the space, character, and flexibility to make it your own.
683 Lafontaine Road, Tiny
3+1
BEDS
3
BATHS
$1,039,500
FOR SALE
Discover a welcoming blend of comfort, functionality, and Northern charm in this well-designed ranch bungalow, ideally located in the heart of Tiny-just steps from Lafontaine Beach Park and Tiny Treats Deli. Built in 2013, this home is perfectly suited for those looking to simplify without giving up space, privacy, or everyday practicality.The main level features a bright, open-concept layout with hardwood and tile flooring throughout, offering three bedrooms and two full bathrooms, including a spacious primary suite with a walk-in closet and ensuite. The kitchen and living areas connect seamlessly to a covered 16' x 16' deck overlooking the landscaped backyard, complete with armour stone, stamped concrete patios, and tranquil greenspace beyond. All the outdoor work is done-simply bring your furniture and enjoy.For hobbyists, collectors, or anyone needing extra space, this property truly delivers. A 26' x 26' workshop, 36-foot carport, and double attached garage with inside entry provide exceptional storage and versatility. Both the garage and workshop are heat-ready, while the basement offers even more potential with a walkout, high ceilings, an additional bedroom, a full bathroom, and a rough-in for in-floor radiant heating. Additional features include main-floor laundry, propane forced-air heating, central air conditioning, 200-amp service, a crushed asphalt driveway, and a storage shed with lean-to.Set on a 100' x 150' lot backing onto greenspace in a friendly, walkable community, this home offers the lifestyle many are searching for-peaceful, practical, and perfectly positioned just minutes from Midland, marinas, and endless Georgian Bay adventures.
25 Chippewa Crescent, Tiny
2
BEDS
1
BATHS
$950,000
FOR SALE
Discover peaceful private Waterfront Cottage Living & an exquisite private sand beach at 25 Chippewa Crescent in Tiny! This Panabode Cottage offers a versatile layout, bright and welcoming living areas, and a great setting for both relaxation and outdoor enjoyment. Offered fully furnished-including a private hot tub (as-is)-this property is ready for immediate enjoyment. Conveniently located near local amenities and area recreation, making it an ideal cottage property situated on beautiful Georgian Bay. Do Not Miss out on this ideal and great Opportunity to start making family Memories. Built with classic solid-cedar Panabode construction, this cottage radiates natural warmth and distinct Canadian cottage character from the moment you step inside. The signature exposed wood walls and ceilings give every room an inviting, cozy feel, while large windows allow natural light to fill the home throughout the day. Enjoy an open-concept living/dining area, a cozy fireplace, main floor laundry, 2 Bdrms, municipal water & available Bell Fibre Line. The heart of the home centers around the living space, where the warmth of the fireplace sets the perfect mood for cooler evening gatherings or quiet mornings spent looking at the water and admiring the views to the west. The open-concept design ensures that whether you are hosting guests for dinner or cooking family meals, everyone stays connected in a shared, social environment.Outside, the property takes full advantage of its serene waterfront setting along the renowned shores of Georgian Bay with 148 ft. of frontage and magnificent sunsets over Giants Tomb Island. Step out onto the private grounds where mature trees provide natural shade, privacy, and an idyllic backdrop for outdoor living.The waterfront side is a relaxing spot to unwind after a day on the lake or take in the night sky while the yard provides plenty of space for lawn games, evening bonfires, or sitting with a warm coffee as the sun rises over the water.
20 Pineshore Crescent, Tiny
4
BEDS
3
BATHS
$899,888
FOR SALE
Sandy shores, whispering pines and room for everyone. Tucked on a quiet cul-de-sac among mature trees in Tiny Township, this 4-bedroom, 3-bath retreat is just a few minutes' walk from a private sandy beach on Georgian Bay, ready for year-round living or a four-season escape. Step inside to soaring cathedral ceilings and the warm crackle of a wood-burning fireplace, a room made for long conversations, good books and snowy afternoons. The kitchen and dining area open to a generous rear deck overlooking a private, tree-lined yard, where summer suppers linger, and games carry on until the fireflies come out. Upstairs, four bedrooms offer rest for the whole crew, including a primary suite with a walk-in closet and updated ensuite. Below, a spacious walk-up lower level with a second fireplace gives teens, visiting family or hobbyists a hideaway of their own, with in-law potential. The practical side is covered too: carpet-free living, an attached double garage, newer windows and exterior doors, natural gas heat, an owned water heater, a full generator, an alarm system and municipal water. Beach mornings, family weekends and quiet evenings under the trees. There's a place for all of it here.
157 Desroches Trail N/A, Tiny
2
BEDS
3
BATHS
$849,500
FOR SALE
Trade the GTA Commute for Georgian Bay Living!Imagine starting your day with a quiet coffee on your covered porch, walking to the beach or forest trails, and coming home to a beautiful, virtually new home where there is nothing to renovate. Built in 2025, this stylish bungaloft in Tiny Township delivers the space, comfort and lifestyle many GTA retirees have been waiting for.Designed for easy four-season living, the open-concept main living area features soaring cathedral ceilings, pot lights and a walkout to a covered rear deck-perfect for entertaining family, enjoying summer evenings or simply slowing down and enjoying life. The main floor includes a primary bedroom, full bathroom and convenient laundry, while the upper level offers a second bedroom and full bathroom. With 3 full bathrooms, guests and visiting family have plenty of space.The full basement gives you the freedom to create additional living space when you want it-or simply enjoy exceptional storage without paying for space you don't need today.And then there's the 24' x 40' deep double garage, complete with a storage loft above and its own separate entrance, plus convenient interior access from the home. Whether you're storing vehicles, a boat, bikes, a workshop or all the things that come with an active Georgian Bay lifestyle, there is room for it here.Enjoy Fibe high-speed internet availability while being just a short walk from Lafontaine Beach Park on Georgian Bay and beautiful forested trails. The village of Lafontaine is only 5 minutes away with an LCBO, bakery, deli, restaurant, community centre, park and outdoor skating rink. Midland and Penetanguishene are approximately 20 minutes away, and the GTA is about 90 minutes-close enough for family visits without living in the city. Are you dreaming of downsizing from the GTA, retiring to Tiny Township, moving closer to Georgian Bay, or finding a newer home with space for visiting children and grandchildren?
58 Wolfe Trail, Tiny
3+2
BEDS
3
BATHS
$999,900
FOR SALE
Welcome to 58 Wolfe Trail, a beautifully finished custom home offering exceptional space, style, and everyday functionality. Nestled on a private, meticulously landscaped lot in a highly sought-after Tiny Township neighbourhood, this 3+2 bedroom residence is built to impress. Step inside to a bright, airy open-concept main floor designed for modern living and effortless entertaining. The heart of the home is the custom kitchen, featuring premium cabinetry, generous counter space, and a seamless flow into the primary living and dining areas. The main level hosts a peaceful primary suite complete with a private ensuite, alongside two additional well-sized bedrooms and a main bath. The fully finished lower level significantly expands your living space, featuring two extra bedrooms, a dedicated office ideal for working from home, and versatile recreation space-perfect for extended family, guests, or quiet productivity. Outside, the property boasts a spacious fully finished and insulated double-car garage and a fully landscaped yard complete with irrigation that serves as your own private outdoor oasis, offering plenty of room for relaxation, gardening, or outdoor gatherings. Lots of storage with a cozy 12x11 storage shed plus both decks have clean and dry storage under them. Located just minutes from the sandy shores of Georgian Bay, local trails, and area amenities, this property delivers the ideal balance of quiet country charm and everyday convenience.
29 Milton Street, Tiny
3+2
BEDS
3
BATHS
$989,888
FOR SALE
Peaceful And Serene. Enjoy The Beautiful View Over Georgian Bay To Collingwood And Blue Mountain, Spectacular Sunsets And Large Family Gatherings All From Your Elevated Deck. 3 Minute Walk To Golden Sans And Crystal Clear Water Of Blue Water Beach.
20 Rue Eric, Tiny
2+2
BEDS
3
BATHS
$937,500
FOR SALE
Top 5 Reasons You Will Love This Home: 1) Oversized double garage with full insulation, forced-air gas heating, 15.5' ceilings and an upper mezzanine ideal for living space, a studio, workshop, or storage, complemented by interior access from both the main and lower levels and a gas line for a future generator hookup 2) Outdoor spaces feature a limestone-lined entry, pyramid cedars, privacy landscaping, armour stone accent gardens, and approximately 100' of stamped concrete walkway, while the backyard showcases a rebuilt 20x20' deck on 12 inch centres, a North American-built hot tub, west-facing sunset views, raised garden beds, and an orchard with Honeycrisp and McIntosh apple trees and two Bartlett pear trees 3) Interior offers four bedrooms, including an oversized main level primary and a lower level suited for in-law living, complemented by an upgraded kitchen with coffee bar, seating island, formal dining space, leathered granite countertops, undermount sinks, new taps and backsplash, under-cabinet lighting, induction stove and convection microwave, reverse osmosis water servicing the sink, ice maker, and refrigerator dispenser, plus matching granite in all three bathrooms 4) Extensive improvements include all-brick construction, updated air conditioning, owned gas water heater, newer chlorine removal system and water softener, new sump pump, whole-home surge protection, full security system, upper level windows replaced in 2019 and 2020, updated flooring, LED recessed lights, Lutron smart switches, and sealed GFI outlets outdoors 5) Peaceful Lafontaine estate neighbourhood within walking distance of restaurants, the liquor store, fine food and grocery store, and community park with an outdoor ice rink, while Tiny Township's sandy beaches are three minutes away, Penetanguishene is 12 minutes away, and downtown Midland is 15 minutes away, complemented by municipal water, natural gas, and high-speed internet. 1,730 above grade sq.ft. plus a finished lower level.
DIALOG CONTENT
Would you like to receive Similar Listing Alerts as soon as they are uploaded to MLS®?
How would you rate our website?
★
★
★
★
★
Would you like to rate us on Google?
Yes
462241086