5 O'reilly's Lane

Prime Location!!!!**MOTIVATED SELLERS** Welcome to this exceptional, extensively upgraded bungalow nestled on a spectacular 2.45-acre private estate in the heart of prestigious Rural Caledon. Surrounded by mature trees, a tranquil pond, and picturesque ravine views, this remarkable property offers the perfect balance of luxury, privacy, and versatility, all within easy reach of Caledon's amenities and major commuter routes. Thoughtfully renovated with over $300,000 in quality upgrades, the bright and inviting main level features a spacious living room highlighted by a large bay window, an electric fireplace, and abundant natural light. The formal dining room is enhanced with stylish pot lights, creating the perfect setting for family gatherings and entertaining. The beautifully updated kitchen is equipped with premium stainless steel KitchenAid appliances, porcelain flooring, ample cabinetry, and a sun-filled breakfast area overlooking the scenic grounds. The main floor offers 3 generously sized bedrooms, including a luxurious primary retreat complete with his-and-hers closets and a beautifully appointed 5-piece ensuite bath designed for comfort and relaxation.Adding incredible value and flexibility, the Fully finished walk-out basement apartment with its own separate entrance is ideal for multi-generational living or potential rental income. This self-contained lower level features a spacious great room, a second full kitchen, two beds, baths, and direct access to the backyard. Outside, enjoy the peace and serenity of country living with beautifully maintained grounds, mature trees, a private pond, ravine views, and endless outdoor space for recreation, gardening, or future possibilities. A newly paved asphalt driveway provides parking for 25+ vehicles, with additional parking available at the rear of the property-perfect for large families, contractors, transporters, recreational vehicles, or hosting gatherings. A must see property.

Welcome to a rare 10-acre luxury estate opportunity on the Niagara Escarpment, where a 3+2 bedroom raised bungalow sits on a beautifully manicured, south-facing lot that has been in the same family for over 50+ years. Perfectly positioned at the top of the escarpment between Kennedy Road and Heart Lake Road-steps to Devil's Pulpit Golf Course, close to the Caledon Flying Club, renowned cycling routes, the Bruce Trail, and a short drive to grocery stores, amenities, and Headwaters Hospital-this highly desirable property is surrounded by some of Caledon's most prestigious multimillion-dollar estate homes, making it an exceptional chance to build a custom luxury residence that fully leverages the rare topography, escarpment setting, and sweeping views. The existing home requires extensive rehabilitation, offering flexibility for those looking to renovate or rebuild in one of Ontario's most sought-after rural communities, with the breathtaking Niagara Escarpment as your backdrop.

Welcome to your own private Caledon retreat, where nature, tranquility, and exceptional craftsmanship come together. A long, winding driveway leads you through a breathtaking canopy of towering whispering pines and mature hardwood forest, creating a truly unforgettable approach to this custom-built bungalow. Thoughtfully designed for comfortable living, the spacious bungalow features a fully finished walkout basement, abundant storage, and versatile living spaces ideal for family, entertaining, or multi-generational living. A Private Sanctuary in the Hills of Caledon. Welcome to an extraordinary 26-acre estate where nature, privacy, and timeless craftsmanship create a lifestyle that's second to none. Arrive home via a long, winding driveway through a majestic forest of towering whispering pines and mature hardwoods, setting the stage for this exceptional custom-built bungalow nestled in one of Caledon's most picturesque settings. Designed to embrace its spectacular surroundings, this energy-efficient home offers spacious, thoughtfully designed living with a fully finished walkout basement and an abundance of storage. Large windows invite the outdoors in, filling the home with natural light and showcasing peaceful views in every season .Step outside to an expansive multi-level deck, perfect for entertaining, family gatherings, or simply relaxing while immersed in the sights and sounds of nature. Explore your own private walking trails winding throughout the property, offering a true Muskoka-inspired retreat just minutes from the city. Despite its peaceful seclusion, you're only moments from Caledon's renowned restaurants, charming cafés, boutique shopping, golfing. Whether you're looking for a forever home, a peaceful escape, or a place where family and friends naturally gather, this remarkable property delivers. More than just a home, it's a destination you'll be proud to call your own, don't let this one pass you by.

Welcome to this beautifully maintained home in Bolton's desirable North Hill neighbourhood, where pride of ownership is evident throughout. This bright and spacious two-story home offers a thoughtfully designed layout featuring 3 bedrooms and 4 bathrooms. The open-concept main floor seamlessly connects the kitchen and breakfast area with the inviting family room, creating a warm and functional space ideal for everyday living and entertaining. The bathrooms add modern comfort, while the trees and beautifully established gardens provide privacy and a peaceful outdoor setting. Located in a family-friendly neighbourhood close to schools, parks, trails and amenities. This home offers a wonderful balance of comfort, convenience, and community. This exceptional property is truly move-in ready and a home you won't want to miss!

Stunning 3+1 Bed 4 Bath Home On 1.13 Acres In The Village Caledon East. 4443SqFt Of Living Space, 100Ft Wide Lot W/ Mature Trees & Privacy. A 22X32Ft Addition W/ Wrap Around Windows (2016), 16X24Ft Pool W/ Composite Deck "Entertainers Delight W/ Outdoor Tv" (2017), Roof (2019), Furnace (2019), Basement Reno (2019), Bathrooms (2016), Fully Painted (2019), Custom Maple Kitchen (2016), Exotic Brazilian Counter Top (2016), Main Floor Laundry W/ Custom Cabinets (2016), Reverse Osmosis (2026)Water softener (2026,Soffit & Eavestrough (2025, Front Windows (2025), Pool Heater and Filter (2025), One Bedroom In-law Suite w/ Separate Entrance, Kitchen and Large Living Area.

Exceptional Estate Bungalow on a private 0.734-acre lot in an exclusive enclave in the Village of Inglewood. Offering impressive space and versatility, this home is ideal for entertaining, extended family or multi-generational living.The main level features maple hardwood flooring, generous principal rooms and a renovated kitchen with quality cabinetry, Blum soft-close hardware, smart organizers and stainless steel pantry storage. The primary retreat offers an ensuite with heated floor and barrier-free walk-in shower. An additional 4-piece ensuite bath, powder room and main-floor laundry complete this level.The fully finished, self-contained walkout lower level offers outstanding flexibility with its own kitchen, open-concept living area, 3 bedrooms and 2 full bathrooms including an ensuite. Enjoy a private walkout plus convenient direct access from the double garage.Outside, discover your own private retreat with saltwater pool, expansive deck, extensive hardscaping, mature landscaping and 8-zone irrigation. A detached studio provides a fantastic gym/home office plus additional storage. Double garage with approx. 9.5' x 20' workshop area and 200-amp service with convenient EV charging potential.Enjoy the best of the Caledon lifestyle with golf, skiing, cycling and walking trails, equestrian facilities and conservation areas nearby. Minutes to renowned golf destinations, Caledon Ski Club and the amenities of Inglewood, while remaining within commuting distance of the GTA.Privacy, recreation and exceptional multi-generational possibilities-all in one remarkable property.

Built by Charleston Homes, this quality-constructed, 3+1 bedroom custom bungalow, is set on a mature, private, park-like 2.05 acre lot, with an ornamental pond with a waterfall feature, bush, and small stream. Hardwood and porcelain tile flooring and 9-foot ceilings are found throughout, along with transom windows, vinyl casement windows, glass inserts in the front doors, side lights and elliptical glass above the front door. Maple "Barzotti" Kitchen with centre island with breakfast bar, SS appliances, tumbled marble backsplash, open to the Living. Dining has a coffered ceiling. Sunroom features 8-person hot tub plus garden door walk-out to a tiered deck and backyard. Primary w/ large walk-in closet, 5-piece ensuite w/ double sinks, jacuzzi tub & glass shower. Bright lower level has in-law suite potential w/ sep entry, Oak Kitchenette w/ granite countertop and breakfast bar, gas fireplace and nearby 4-pc bath. 4th bedroom or office has French doors. In addition to the attached 2-car garage, a detached approx. 20 ft. x 34 ft. workshop/garage offers hydro, a 240-volt, 60-amp service. This centrally located home is 10 minutes to all shopping amenities and the hospital in nearby Orangeville, is a 5-minute drive to Highways 10, 9, and Airport Rd for easy commuting and is a 45 min drive to TO. Recent upgrades include: furnace (2024), A/C (2025), humidifier (2025), well pump (2025), water softener (2024).

Welcome To Your Forever Home with 3650 Sq.ft total living space. Discover The Perfect Blend Of Country Charm, Modern Luxury And Tranquility In This Beautifully Renovated 3+1 Bedroom Ranch-Style Bungalow, Set On Approximately 1.85 Acres With A Private Pond And Directly Backing Onto The Caledon Trailway. Surrounded By Nature And Offering Exceptional Privacy, This Rare Property Is Truly One Of A Kind.Step Inside To A Bright, Spacious And Thoughtfully Updated Interior Featuring Stylish Finishes, Pot Lights And Large Windows Throughout, Allowing An Abundance Of Natural Light To Fill The Entire Home. The Gorgeous Kitchen Is Designed For Both Everyday Living And Entertaining, Featuring Quartz Countertops, A Centre Island, Stainless Steel Appliances, Pot Lights And A Convenient Combined Breakfast Area. The Separate Living Room Is Bright And Inviting, While Spacious Bedrooms With Custom Closets Offer Comfortable And Functional Retreats For The Entire Family.The Finished Basement Provides Valuable Additional Living Space And Features Laminate Flooring, Skylight And Pot Lights, Making It Perfect For A Family Room, Recreation Area, Home Office, Gym Or Entertainment Space.Extensively Updated With Numerous Recent Improvements, Including Iron Filter And Heat Exchanger (2026), Well Water Pump (2025), Sump Pump (2024), Water Softener (2020), Septic Bed (2021), Paved Driveway (2021), Interlocking At The Front Of The Home, Patio (2021), Gutters, Soffits & Fascia (2021), All Doors & Windows (2021) And Garage Doors (2021).Enjoy Outdoor Living At Its Finest With Expansive Grounds, A Private Pond, A Beautiful Backyard Gazebo And Direct Access To The Caledon Trailway. A Truly Exceptional Property Offering Space, Privacy, Modern Updates And An Unparalleled Natural Setting. Move In, Unwind And Enjoy The Peaceful Country Lifestyle You've Been Waiting For!

A rare opportunity in the heart of Palgrave! Set on a picturesque 0.98-acre lot, this custom-built log home blends distinctive craftsmanship, refined finishes, and the serenity of country living. A long private drive leads to Banas stone steps and a welcoming covered front porch. Inside, soaring vaulted ceilings and a beautiful mix of exposed log and drywall create warmth and character throughout the bright open-concept living spaces. The living and family rooms overlook mature trees, lush gardens, manicured grounds, and surrounding greenspace. Designed to embrace its natural setting, the main-floor office overlooks the tranquil pond across the road, while the dining area opens to a charming 3-season screened sunroom. The chef-inspired kitchen features custom cabinetry with pot drawers and matching pantry, Caesarstone counters, antique hammered copper sink, counter-depth refrigerator, black stainless appliances, gas stove, microwave, breakfast bar, and scenic views. Upstairs, the generous primary retreat offers a walk-in closet and spa-inspired 3-piece ensuite with glass shower, joined by two spacious bedrooms and a 3-piece bath. The finished walkout lower level adds exceptional versatility with a bright one-bedroom apartment style layout, private entrance, full kitchen, living/dining area, above-grade windows, laundry, ample storage, and walk-out to the backyard patio, ideal for extended family, guests, or in-law suite potential. Outside, enjoy a detached 2-car garage, workshop, potting shed, and garden shed. Minutes to Palgrave Public School, parks, Bolton, Caledon East, Palgrave Forest & Wildlife Area, and the Caledon Trailway, with endless hiking, cycling, and equestrian trails. A truly special property offering privacy, nature, versatility, and the unmistakable character of a custom log home.

Welcome To Fully Updated, All-Brick BUNGALOW Nestled On An Acre Of Beautifully Landscaped Land Backing Onto Scenic Farmland. This Bright & Expansive Home Features Well-Designed Living Space, Perfect For Large Families The Main Level: An Elegant Living/Dining Area Perfect For Family Gatherings That Leads To A White Bright Kitchen With An Walk Out To The Outdoor Deck. The Main Level : Boasts Three Large Bedrooms, A Luxurious 4-Piece Bath With Shower, And Private Balcony Off The Primary Suite. The Walkout Level: Features A Cozy Family Room With Wood Burning Fireplace, An Additional Bedroom, A Modern 3 Pc Bath & A Walkout To the Backyard Plus A Private Side Entrance. The Lower Level Basement- Is An Entertainment Haven With A room A 3 Piece Bath, Additional Rec Area, Plus A Separate Entrance Leading To Next rental unit with Two Bedroom , extended kitchen with 3 Piece full washroom . A Spacious Car Garage, 5 Bedroom and 3 Bathroom .

Visit REALTOR website for additional information. This exceptional two-story family home features a stunning backyard pool oasis, a grand circular driveway, in-law suite with its own completely separate entrance. Prime location near a great school. In the heart of Caledon Village, this beautiful 2 storey home sits on a 1.2 acre corner lot, has an attached 2 car garage, large circular driveway for 8 cars, in-law suite with separate entrance through garage, huge yard for kids to play and fenced in patio, pool, cabana and hot tub. This home has 4 bedrooms, 3 1/2 baths, large galley kitchen with quartz countertops, island and SS fridge, gas stove and microwave. Newer baths, hardwood floors throughout, crown moulding, newly painted, professionally finished basement with in-law suite with space for gym or home office. Metal roof with 50 year warranty, brand new furnace and a/c. New insulation, siding & eaves. Walkout to professionally done, two-tone interlock patio with beautiful salt water, gas heated pool, hot tub and fire pit. This is the central gathering spot for family gatherings and relaxation. Whether it's a multi-generational setup, a savvy rental income stream, or your own private retreat, this rare property checks every single box. Close to Caledon Ski Club and Hockley Valley.

Welcome home to this Cozy 3 bedroom family gem . The upper level offers 3 spacious bedrooms, a 4-pcbath with heated floor. Primary BR with double closets. The main floor flows beautifully with ceramic tile from the entrance through the bright, updated kitchen and hardwood floors in the cozy living and dining rooms. Living Room with gas fireplace and skylight. Step outside to a brand-new2-level deck (2025) with hot tub perfect for family fun. The private backyard oasis features a heated inground kidney-shaped pool, change house and garden shed with no homes behind. A separate entrance leads to the lower level with family room, office, gas fireplace, 3-pc bath with heated floor, and large windows. The basement adds a rec room, 5th bedroom, heated floors and laundry. The2-car garage is converted to a nanny suite with gas fireplace and 3-pc bath. Interlocking stone(2020) and 200-amp service complete this wonderful home.

A rare opportunity to own a fully renovated home that is situated on a quiet and dead-end, family-friendly court. Children can safely play, and neighbours enjoy a true sense of community. Families will love the exceptional location, with several elementary schools within walking distance and two secondary schools within a 5 km radius. Parks, recreation facilities, shopping, restaurants, and everyday conveniences are all just minutes away. The main level showcases a spacious living room and a beautifully designed kitchen featuring a large island, elegant white cabinetry with gold accents, and stainless appliances. Enjoy direct walk-out access to the fully fenced yard where a large gazebo, perennial gardens and a beautiful fruit tree create a charming outdoor setting. The deck has been finished with waterproof paint for added durability and lasting enjoyment. An impressive upper-level family room offers a separate gathering space with soaring ceilings, oversized windows, and a stunning fireplace that adds warmth and character. Three bedrooms are privately situated from a separate staircase, each featuring custom feature-wall headboards that add both style and practical design. The finished lower level extends the home's versatility. The additional bedroom, kitchenette and impressive 4-piece bathroom are perfectly suited for multi-generational living, a guest suite or additional living space. Combining an outstanding location with modern design, this home is one you won't want to miss!

Welcome to 30 Borland Crescent, a beautifully maintained, turn-key bungalow nestled on a quiet, mature street in the heart of Caledon East. Upon arrival, you are greeted by excellent curb appeal with interlock driveway and stone planters. Inside offers the ease of main-floor living without compromising on space or style, this exceptional home is thoughtfully designed for comfortable everyday living and effortless entertaining.Off the foyer, beautiful French doors open into the front room currently used as a music room but is the 3rd bdrm offering a versatile space. The bright, open-concept floor plan is filled with natural light & features a spacious living room, dining area, and a beautifully updated kitchen w/new custom quartz countertops, & abundant cabinetry. The spacious primary suite provides a walk-in closet and private ensuite. A finished lower level significantly expands the living space & features an extra bedroom, a beautifully updated 3pc bathroom, a dedicated home office, craft room, and home gym-offering endless possibilities for work, hobbies, fitness, or accommodating overnight guests. In the backyard, the interlocking patio & mature landscaping creates space for relaxing or room for kiddos 6x8 shed for added storage. Convenient in-ground sprinkler system (+gardens!) and a 8000kw Generac generator for added peace of mind. Lovingly cared for and truly move-in ready, this home offers the perfect combination of comfort, functionality, and low-maintenance living.Ideally located in one of Caledon East's most sought-after neighbourhoods, you'll enjoy easy access to parks, schools, walking trails, and everyday amenities. Whether you're downsizing, a professional seeking the convenience of bungalow living, or simply looking for a beautifully maintained home in a vibrant community, this is an exceptional opportunity not to be missed.

Nestled on an approximately half-acre lot in the heart of Bolton, this turnkey bungalow offers exceptional privacy with a setting that's completely hidden from the road. Surrounded by mature trees and breathtaking views, you'll feel miles away while enjoying the convenience of being right in town.Thoughtfully updated throughout, the home features newer aluminum tilt-and-turn windows and sliding patio door, most with built-in screens, flooding the home with natural light. Two of the three bedrooms showcase dramatic floor-to-ceiling windows that perfectly frame the picturesque surroundings. Additional upgrades include updated electrical, beautifully renovated bathrooms, and a brand-new roof, providing complete peace of mind.The fully finished basement expands the living space with a luxurious spa-inspired bathroom featuring heated floors. An oversized laundry room with two washing machines adds everyday convenience, while abundant storage throughout the home ensures everything has its place.Outside, the professionally landscaped grounds are designed for both relaxation andentertaining. Enjoy a stunning cedar deck with frameless glass railings, pre-wired and readyfor a hot tub, along with landscape lighting, built-in outdoor speakers, and a beautiful stone patio finished with elegant frameless glass railings. A heated front walkway provides added comfort and convenience during the winter months.Car enthusiasts, hobbyists, and growing families will appreciate the ample parking, generousstorage, and a spacious detached workshop/garage that's perfect for projects, recreational equipment, or additional vehicle storage.This rare, move-in-ready property combines luxury upgrades, incredible privacy, outstanding outdoor living, and the convenience of an in-town location-offering a lifestyle that's truly hard to find.

Welcome to this masterfully designed property in the heart of Palgrave, where timeless character meets uncompromising modern luxury. Enjoy absolute maintenance free comfort from the fresh stucco exterior & steel roof to the heated, patterned-concrete driveway, walkways & patios & a lush front lawn, putting green, & low-maintenance artificial turf, plus electronic entry gate with parking for 10-12 vehicles. Step through the substantial solid entry door into this beautiful 3+1 bedroom home, a warm, open-concept main floor washed in hardwood flooring. A custom chef's kitchen anchors the space with granite counters, stainless appliances, a gas range & a separate island. The dining area flows to the backyard oasis, while the main-floor family room and custom 3-piece bath open through custom sliding glass fully opening doors lead onto your private outdoor retreat. Upstairs, a charming primary suite with spa-inspired ensuite, two additional bedrooms, and a second 3-piece bath, plus laundry. Each bedroom with independent comfort thanks to a dedicated heat pump. A fully finished basement with private entry walk-up boasts a great room, bedroom and functional mechanical room all offering valuable additional living space. Outside is where this property truly shines: a fully fenced large private yard centred on a saltwater, cement in-ground pool with waterfall feature, artistic concrete, and turf surrounds, a gazebo bar with swings, and awnings for shaded lounging. A heated, insulated double garage/shop with loft storage, reached by an industrial folding staircase, houses the pool's mechanical systems and heating for the patterned concrete, all offers a rare workshop or storage solution. Complete with a whole home Generac Generator and Ubiquity security cameras, a Tesla EV charger & so much more. Just steps to Palgrave's charming main street, the Caledon Trailway, Palgrave pond & the tennis club.This is an extraordinary opportunity with bespoke customization at every turn!

Some homes are built. This one was crafted. Set in Caledon Village, this home has been transformed into something truly rare: a craftsman-quality renovation executed by a master cabinet maker, where every finish, every detail, every joint, reflects pride of ownership. The top-to-bottom renovation left nothing untouched. The showpiece kitchen is anchored by multiple slabs of granite, built-in Thermador appliances, bespoke millwork showcasing the owner's design and carpentry expertise, and a built-in seating area overlooking the expansive back yard. Step outside to the rear patio, perfect for sunset dinners on the deck or shaded afternoons under the covered porch. The home sits on a spectacular 114' X 282' lot, backing onto mature woodland. Privacy, birdsong, and green-space are your backyard neighbours. The side-split layout works brilliantly for families, with three large bedrooms with custom built-in storage, and two fully renovated full bathrooms on the top floor. The main floor offers a chef's kitchen, dining area, and formal living room. The lower level features a huge additional family room with large above-grade windows and a gas fireplace, an additional bedroom or office with great views, and a huge guest bathroom with laundry facilities. The basement level provides plenty of storage with high ceilings and potential for use as a 3rd living space or games room. Outside, the oversized three-car heated garage with epoxy floors, hot and cold waterlines, and soaring ceilings is a statement in itself; equally at home for the car enthusiast, the workshop devotee, or anyone who simply refuses to compromise on storage. This is Caledon Village living at its finest: country-scale privacy, a serene and tucked-away setting, and a renovation built with the kind of care and craftsmanship that simply cannot be replicated. 3+1 Bedrooms | 3 Full Baths | Professional Grade Kitchen | 3-Car Heated Garage | 0.74-Acre Lot Backing onto Woodland | Exquisite Renovation

Every so often, a home comes along that offers more than beautiful finishes- it offers a new way of living. A home where plans revolve around staying in, time slows down, and every day feels a little more peaceful.Wake up to open countryside views, unwind beneath breathtaking sunsets, and enjoy the slower pace of country living without sacrificing convenience. Designed with families, entertainers, and multi-generational living in mind, the open-concept layout flows effortlessly, creating warm, inviting spaces to gather, celebrate, and make memories. Thoughtful renovations throughout mean every detail has been taken care of, allowing you to simply move in and enjoy from day one. Step outside and discover an outdoor space designed to be enjoyed year-round. Host summer dinners beneath the covered dining area, grill at the custom built-in BBQ, or relax in the 19' x 15' enclosed three-season deck-a true extension of the home where morning coffee, evening wine, and peaceful countryside views become part of your everyday routine. Mature apple and pear trees complete the backyard, adding seasonal beauty and fresh fruit to enjoy each year. Adding even more versatility is the fully insulated, custom-built 16' x 16' shed with hydro, creating the ultimate bonus space. Whether you envision a private home office, fitness studio, creative workspace, guest bunkie, games room, or workshop, this flexible space is ready to evolve with your lifestyle. Perfect for growing families, professionals working from home, multi-generational living, or buyers searching for their forever home, this property offers the rare combination of comfort, flexibility, and room to grow. Located just minutes from schools, parks, local amenities, and major commuter routes, you'll enjoy the tranquility of country living while remaining connected to everything you need. The views. The privacy. The possibilities. More than a home-it's a lifestyle designed for where you are today and everything that comes next..

Welcome to 13 Blueberry Hill Court - a beautifully maintained, all-brick raised bungalow on a quiet, family-friendly court in sought-after Bolton East, Caledon. This bright 3+1 bedroom, 3-bath detached bungalow offers easy main-floor living: sun-filled living and dining rooms, a functional eat-in kitchen, and generous principal rooms throughout.The fully finished lower level is the showstopper - a massive open-concept rec room, a 4th bedroom, and a cozy wood-burning stove, perfect for an in-law suite, multi-generational living, or income potential future income.Outside: a private double-car garage, parking for 6 cars, and a landscaped, fenced yard on a deep 116 ft lot. Minutes to top-rated schools, parks, trails, shopping, and Highway 50/427 for an easy GTA commute.A rare turn-key bungalow for sale in Bolton - in one of Caledon's most established neighbourhoods.