14294 Winston Churchill Boulevard

Welcome to Cedar Drive!!!! One of Caledon's most prestigious Estate Style developments. This 3.03 acre stunning property offers you close proximity to Toronto and only 30 minutes to Pearson. Surrounded by many walking/cycling trail systems & some of Canada's best golf courses including many unique dining experiences such as Rays Bakery, Caledon Hills and Good Lot Craft Breweries. Set well back from the road, you will enjoy the complete privacy you desire from towering 30 ft trees while affording lots of sunlight. Perfect for creating your own oasis. Cozy up to the wood burning fireplace in the living/dining rooms and enjoy the views from the large picture windows. This amazing home with 3+1 BR's and 3 Baths, will not disappoint from the hard wood flooring, to the walk out lower level to the quartz counter tops, stainless steel appliances, wrap around porch and a large front perennial garden. Just minutes on Hwy 10 to Brampton or Orangeville. Just a chip & a put to the Devils Pulpit and Osprey Valley Golf, a cast away from the Caledon Trout Club, a hop skip and a jump to the Caledon Trail Way & Bruce Trail and a snow shoe to the Caledon Ski Club. You will feel you are in Europe every time you drive along the Forks of the Credit Rd. This is a must see. Bathrooms have been freshly updated.

Welcome to 82 Marilyn St. Situated on a highly sought after lot backing on to Caledon East Green space with a meandering creek. This 2 storey, four bedroom home with in-law suite has been meticulously updated. Upon entering the home, you will see the owner has added an entirely new stair case with accent lighting. 6" White Oak Hardwood has been Used. 6" Engineered white oak hardwood planks throughout the main and Second Floor. The main floor has been updated to an open concept kitchen and Family Room Design with Island seating. This new Chef's kitchen provides a Miele centric cooking experience. The 36" Gas cooktop and hood along with a Miele double wall oven. The Bosche SS Refrigerator, integrated Dishwasher, built in Microwave and KitchenAid Wine Cooler round out this beautiful kitchen. The family room has a beautiful Open Gas Oak Log Set complete with walnut Mantle. The main floor has a convenient Oversized Laundry area just off the garage. On the second floor, the Primary bedroom and 5 pc ensuite which also contains a very large highly functional Walk-in Closet. In the basement, 5" Engineered White Oak Hardwood forms the base for the new owners special In-Law Suite with added 3pc bathroom. There is also a large recreation room with Fireplace. The New Windows, Doors, Riobel Faucets, Roof and HVAC will provide the new owners with years of comfort.

Client RemarksLuxury Executive Detached Estate Home In Prestigious Osprey Mills, 3252 Sqft Of Above Ground on 98' x 215' Estate Lot. Featuring 10 Ft Main Floor Ceilings,9' Basement & 2nd Floor. Engineered Hardwood Flooring Throughout, Extended Height Kitchen Uppers + Stacked Uppers, Quartz Countertops Throughout, Stainless Steel Kitchen Appliances. See Schedule For Standard Features And Finishes. Taxes Not Assessed. OPEN HOUSE EVERY SATURDAY AND SUNDAY 12-5! Rent To Own Program available.

ABSOLUTELY Gorgeous ! ! ! ! Excellent Location! Beautiful 4 +1 Bedroom , 4 Bathroom Home With A 3 Car Garage And Workshop Sits On A Gorgeously Landscaped 1 - Acre Lot. Once You Enter Everything Is Just Gorgeous! Living & Family Rooms are Enough To Gather Visitors & Family, Kitchen Is Magnificent W/ Center Isle & An Eat-In. An Entertainers Dream Backyard With An In-Ground Pool , Hot Tub , Cabana , Multiple Decks & Sitting Areas. Located Only Minutes To Caledon Village & Only 10 Minutes To Orangeville. Close To Tpc Osprey Valley Golf Course .

Welcome to this beautiful home in Caledon, offering approximately 2,700 sqft of thoughtfullydesigned living space. Nestled on a fully fenced lot near the city, this residence features astriking blend of brick and stone construction. Inside, you'll find a spacious layout withfour bedrooms, with an additional two bedrooms in the finished basement. The basement includesa separate entrance, perfect for extended family or guests. The main floor is enhanced withnew kitchen upgrades, elegant porcelain tiles, and a vaulted ceiling in the living room, wherea cozy wood-burning fireplace awaits. The home also includes a unique loft space behind thegarage for extra storage. This stunning home also boasts an impressive 21 parking spaces!Whether you're hosting gatherings, have multiple vehicles, or need ample space for RVs andguests, this property has you covered. The expansive driveway and dedicated parking areaprovide unmatched convenience and flexibility for your lifestyle. Enjoy the peace of mind thatcomes with having plenty of room for everyone and everything. This home truly offers the bestin comfort and practicality don't miss out on this one-of-a-kind opportunity!

A rare Caledon 1 Acre property offering a massive 30x40 heated & insulated detached shop/garage, a sprawling bungalow with a fully finished walk-up basement, and close to 4,000sq.ft. of total living space - this property is built for buyers who need space, storage, and serious functionality without sacrificing comfort. Set on a private, sprawling , level 1-acre lot along the desirable Torbram corridor, this 6 bedroom home delivers the perfect mix of country privacy and GTA convenience. The standout detached Heated and insulated workshop is ideal for car enthusiasts, tradespeople, hobbyists, home-based businesses, or anyone who simply wants a true dream garage - fully powered and backed by an 20 kW Briggs & Stratton generator that runs both the house and shop during power outages. The bright, spacious main level features a beautiful light filled living room and formal dining area. The updated kitchen shines with solid hardwood cabinetry, granite countertops, under-cabinet lighting, stainless steel appliances ('22), and a skylight with custom wood detailing that fills the space with natural light. The primary suite includes a walk-in closet and a beautifully updated ensuite with heated flooring. Two additional generous bedrooms and two newly finished bathrooms complete the main floor, offering modern finishes and thoughtful upgrades throughout. The fully finished walk-up basement significantly expands your living space with two additional bedrooms, 1 full bathroom, a recreation room, games room, and ample storage - making it ideal for extended family, guests, or a private work-from-home setup. Outside, enjoy your new deck and screened-in gazebo ('23) and a newly paved driveway and concrete pad ('22). Major updates include: new furnace & A/C ('20), new windows and patio doors ('16), house roof ('16), shop roof ('21). If you've been searching for acreage, space, and a true 30x40 dream garage in Caledon - this is the one.

A rare offering on one of Palgrave's most sought-after estate streets. Set on a picturesque 2.14-acre lot, 12 Matson Drive blends privacy and natural beauty in an exceptional raised bungalow. Surrounded by mature trees and frequently visited by local wildlife, this home offers a peaceful lifestyle just minutes from local amenities. Inside, natural light fills the spacious layout through oversized windows. Two inviting living rooms with a gas fireplace and the other with a wood-burning fireplace provide cozy gathering spaces for all seasons. The primary bedroom features large windows, a walk-in closet, and a private ensuite. The kitchen includes a gas burner, grill and fridge (sold as-is), with additional newer fridges located throughout the home. The lower level offers flexible space, including a room with a sink ideal for extended family or future in-law suite potential (buyer to verify local zoning). Recent upgrades include a new furnace (2025), water softener (2025), owned tankless water heater (2025), dishwasher (2025), new wood deck (2025), and modern glass deck railing (2025), and new Chamberlain garage doors (2025). A generator is housed in the garage. The oversized 3.5-car garage offers ample space for parking, storage, and tools. The gently sloping rear lot provides a serene, forested backdrop and endless potential for outdoor enjoyment. Skavana robot lawn mowers included. Appliances included in as-is condition. A rare opportunity to own a well-maintained, light-filled home in a highly desirable estate setting. Book your private showing today to experience 12 Matson Drive.

Set On A Serene 1.025-Acre Estate With Sweeping Scenic Views, This Custom-Built 2007 Bungalow Showcases Exceptional Craftsmanship And Timeless Luxury. The Main Floor Impresses With 9-Ft Ceilings, Rich Hardwood Flooring, Elegant Pot Lighting, And Refined Finishes That Elevate Every Space. The Gourmet Chef's Kitchen Features Premium Appliances, Custom Cabinetry And A Spacious Eat-In Area Designed For Both Casual Dining And Elevated Entertaining. The Master Suite Offers A Private Sanctuary Complete With A Spa-Inspired Ensuite, Featuring A Jacuzzi Tub, Steam Shower, And Heated Floors. The Lower Level Continues The High-End Feel With 9-Ft Ceilings, A Full Bathroom With Heated Floors, Two Generously Sized Bedrooms, And More Than Half Of The Basement Left Open As A Customizable Canvas For A Theatre, Gym, Or Entertainment Lounge. The Backyard Boasts An Expansive Deck With Glass Railings, Perfect For Summer Enjoyment, Scenic Views, And Unforgettable Sunsets. Nearly $120K In Upgrades Ensure Modern Comfort and Sophistication Throughout. Car Enthusiasts And Hobbyists Will Appreciate The Expansive Heated 4-Car Garage, Boasting Impressive 14-Ft Ceilings And The Flexibility To Double As A Workshop. Offering Elegance, Privacy, And Endless Potential, This Remarkable Residence Is The Perfect Blend Of Luxury Living And Functional Design-An Extraordinary Opportunity For The Discerning Buyer.