39 Pinebrook Circle

FOR SALE
$1,499,900
39 Pinebrook Circle, Caledon
39 Pinebrook Circle
39 Pinebrook Circle
39 Pinebrook Circle
39 Pinebrook Circle
39 Pinebrook Circle
39 Pinebrook Circle
39 Pinebrook Circle
39 Pinebrook Circle
39 Pinebrook Circle
39 Pinebrook Circle
39 Pinebrook Circle
39 Pinebrook Circle
39 Pinebrook Circle
39 Pinebrook Circle
39 Pinebrook Circle
39 Pinebrook Circle
39 Pinebrook Circle
39 Pinebrook Circle
39 Pinebrook Circle
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4 + 2
BEDROOMS
5
BATHROOMS
1 + 1
KITCHENS
9 + 4
ROOMS
W12805062
MLSID
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Property Description
Discover an exceptional executive residence in one of Valleywood's most coveted neighbourhoods. This meticulously maintained 4+2 bedroom, 5-bath home offers over 3,000 sq. ft. above grade and a finished, walk-out basement apartment, ideal for extended family, rental income, or multigenerational living. Set on an oversized lot backing directly onto Etobicoke Creek, the property delivers unmatched privacy with picturesque ravine views. The dream backyard is designed for true entertaining - featuring a heated inground pool, expansive decking, beautifully landscaped gardens, and a resort-style tiki bar perfect for summer gatherings. Inside, the home is warm, inviting, and impressively spacious. The main floor offers multiple living and dining areas, a bright eat-in kitchen with stainless steel appliances and centre island, and large windows framing serene greenery. The second floor features four generous bedrooms, each with ensuite or semi-ensuite access and custom closets. The walk-out lower level is a standout feature: a fully self-contained 2-bedroom apartment with its own kitchen, living room, bathroom, and private entrance. Ideal for in-laws, guests, or an incredible income opportunity. With outstanding curb appeal, a family-friendly community, scenic walking trails at your doorstep, and a backyard oasis rarely offered - this is a true lifestyle property that must be seen to be fully appreciated.
Sold History
List Date Sold Date Days Listed List Price Sold Price
2022-09-27 2022-10-02 5 $1,799,000 $1,650,000
Nearby Intersections
Property Features
Park, Ravine, School, Wooded/Treed, Other, Private Double
Property Details
Address
39 Pinebrook Circle
Community
Postal Code
L7C 1C4
Property Type
Detached, Detached
Zoning
R1-E72
Lot Size
61' x 127'
Taxes
$9,111 (2025
Basement
Apartment, Separate Entrance
Heat Type
Forced Air
Heat Source
Gas
Water
Municipal
Pool
Inground
Parking Spaces
4
Garage Type
Attached
Listing contracted with Real Broker Ontario Ltd.
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Gorgeous Greenpark Executive Legal Basement Home On Ravine Lot Without Sidewalk With Huge Driveway!! Grand Double Door Entrance Leads To Huge Foyer!! Chef's Delight Gourmet Dream Kitchen With Centre Island!! Huge Pantry!! Main Floor Has Executive Office/Den!! 9 Feet Ceilings!! Family Room With Fireplace Views Ravine!! Child Friendly Quite Street!! Has Two Master Bdrms! 6 Pc Ensuite And Huge Walk-In Closet In Master Bdrm! 2nd Master W/Ensuite Bath & W/I Closet.
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BEDS
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$1,400,000
FOR SALE
Enjoy pool days in every season - all from the comfort of home! Set on a beautiful 1-acre lot along a paved country road and surrounded by towering mature trees, this spacious 2-storey home offers comfort, character, and a truly unique resort-style lifestyle.With over 3000 sq. ft. of living space, 4 bedrooms, and 5 bathrooms, this entertainer's dream is designed for everyday comfort and memorable gatherings. The enclosed pool area is a true showstopper, featuring an indoor inground pool, a cozy sitting area with a wood-burning fireplace, three clear roll-up doors, and patio doors leading to a covered outdoor dining space.The bright, open kitchen features ceiling-height cabinetry, a centre island with breakfast bar, modern pot lighting, and a walk-out from the breakfast area directly to the pool. The main level also offers multiple living spaces, including a formal dining room with fireplace, a living room with a second fireplace, and a spacious family room. Premium Jatoba hardwood flooring adds warmth and quality throughout the living, dining, and sitting areas.Upstairs, you'll find four bedrooms and two bathrooms. Major updates include a top-of-the-line geothermal system installed in 2016, central air conditioning with lifetime warranty, triple-pane thermal windows replaced approximately 9 years ago with lifetime warranty, and a 30-year three-tab shingle roof completed in September 2024. The hot water tank is owned, and the propane tank has been recently serviced.Outside, enjoy a detached 2-car garage, with loft and 3pc bathroom. This property boasts peaceful mature-treed surroundings, and plenty of outdoor space with lighting- all just a short drive to town amenities. A rare opportunity to enjoy privacy, space, and year-round poolside living.
59 Tarquini Crescent, Caledon
4+1
BEDS
5
BATHS
$1,319,900
FOR SALE
Set on a premium corner lot with no neighbours across the street and plenty of parking for family and guests, this extensively renovated 5 Bedroom-5 bathroom home offers stylish, move-in ready living in a mature family-friendly neighbourhood. Thoughtfully updated over the last 3 years with high-end finishes throughout, the interior showcases impressive 24x48 porcelain tile, engineered hardwood flooring throughout with no carpet, custom trim detailing, and a sleek modern dine-in kitchen featuring updated counters, backsplash, and newer stainless steel appliances (2024). Every upper-level bedroom enjoys ensuite bathroom access, while the spacious primary suite offers a spa-inspired 5-piece bath and walk-in closet. The finished basement extends the living space with a large recreation area and versatile 5th bedroom and 3pc Bath ideal for guests, a home office, or growing families. Amazing upgrades include extended-life roof shingles (2019), high-efficiency furnace (2023), and luxury zebra blinds (2025). Ideally located close to parks, schools and the future GO Station expansion, this is a rare opportunity to enjoy contemporary living within one of Bolton's most established and desirable communities.
16568 Mount Hope Road, Caledon
5
BEDS
5
BATHS
$1,299,999
FOR SALE
FULLY SERVICED RURAL RESIDENTIAL ESTATE PROPERTY****2.83 ACRES****3886 SQFT 2-STOREY HOUSE***INGROUND POOL***TRIPLE GARAGE****POND *****JUST WAITING FOR SOMEONE TO OFFER TLC AND MAKE IT THEIR OWN*****
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