29 Woodside Drive

Sherwood, Hamilton, L8T 1C4
FOR SALE
$1,495,000
29 Woodside Drive, Hamilton
29 Woodside Drive
29 Woodside Drive
29 Woodside Drive
29 Woodside Drive
29 Woodside Drive
29 Woodside Drive
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5
BEDROOMS
4
BATHROOMS
1
KITCHENS
10 + 5
ROOMS
X12736132
MLSID
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Property Description
Showcasing a classic centre hall plan, this beautiful home offers impressive curb appeal, is set on an exceptional 80' x 153' professionally landscaped lot on a sought-after East Mountain street where houses rarely come on the open market. Enjoy a quiet, mature tree-lined setting close to schools, parks, everyday amenities, and just a short stroll to the Mountain Brow. The main level is thoughtfully designed with a formal dining room, separate home office, and a stunning Great Room overlooking the resort-style backyard and multiple walkouts that seamlessly connect indoor and outdoor living. A main-floor bedroom w/ private inside entry is ideal for guests, extended family or aging parents. Upstairs, four generous bedrooms w/ ample closet space accommodate growing families. The finished basement has an open design with the family room w/ fireplace, a wet bar connecting to the Rec room/home gym. Then step into the spa area to enjoy the sauna room & a lovely 3-piece bath w/ separate walk-in shower. Two entries to the basement, include a private staircase from the main-floor laundry ideal for easy possibility for in-law or multi-generational living. The fully fenced resort style backyard is a Showstopper featuring the heated inground pool, recent deck off the Great Room, multiple patio and seating areas, gazebo, outdoor kitchen w/ stone counters, built-in gas BBQ, 2-burner cooktop, and 2 fridges. An inground sprinkler system keeps the grounds lush and well maintained. Additional features include 2 forced-air gas furnaces, 2 central air units, 2 owned hot water tanks, and a double garage w/ inside entry wired for an EV charger. Lovingly maintained and thoughtfully updated, this exceptional home offers space to grow, a great flow and layout perfect for entertaining family and friends, and an outstanding location close to everything you want and need. Seize this opportunity!
Property Features
Hospital, Library, Park, Place Of Worship, School, Public Transit, Auto Garage Door Remote, Bar Fridge, Built-In Oven, Countertop Range, Garburator, In-Law Capability, Primary Bedroom - Main Floor, Sauna, Storage, Upgraded Insulation, Water Heater Owned, Water Meter, Private Double, Alarm System, Carbon Monoxide Detectors, Security System, Smoke Detector, Family Room, Natural Gas, Other, Level Entrance, Multiple Entrances
Property Details
Address
29 Woodside Drive
Community
Postal Code
L8T 1C4
Property Type
Detached, Detached
Zoning
B-1
Lot Size
80' x 153'
Acreage
12,248.0 Feet
Taxes
$9,036 (2025
Basement
Full, Walk-Up, Separate Entrance, Finished
Exterior
Deck, Landscape Lighting, Landscaped, Lawn Sprinkler System, Patio, Privacy, Porch, Year Round Living
Heat Type
Forced Air
Heat Source
Gas
Water
Municipal
Pool
Inground
Parking Spaces
4
Garage Type
Attached
Listing contracted with Royal Lepage State Realty
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$1,179,900
FOR SALE
Spacious 4-bedroom, 4-bathroom home offering approximately 2,900 sq ft of thoughtfully designed living space. This 45-foot wide house is situated in a quiet, family-friendly neighbourhood, providing a peaceful and safe environment. Large bedrooms provide plenty of room for relaxation and personalization. The backyard backs onto a school field, offering serene views and added privacy. Inside, you'll find a functional layout perfect for modern living, including multiple washrooms for convenience. The home is close to shopping centers, banks, schools, parks, and all essential amenities, making daily errands quick and easy. Whether you're entertaining guests or enjoying quiet family time, this house delivers both comfort and style. Additional features include ample storage, bright and airy rooms with plenty of natural light, and well-maintained outdoor spaces ideal for kids. With easy access to major roads and public transit, commuting is hassle-free. This home is perfect for growing families or anyone looking to settle in a vibrant community with all conveniences close by. Don't miss the opportunity to own a spacious, well-located property that blends comfort, functionality, and a great neighbourhood lifestyle. Currently tenanted by cooperative occupants who are willing to vacate upon the sale of the property.
23 Tranquility Avenue, Hamilton
4
BEDS
4
BATHS
$1,169,900
FOR SALE
Welcome home. In the heart of Ancaster, surrounded by nature, this beautiful 2-storey home offers over 3,500 sq. ft. of spacious living with 4 bedrooms, 4 bathrooms, and 9-foot ceilings with pot lights throughout. The main level features a bright family room with gas fireplace and custom built-ins, a cozy front Office/den, separate D/R, with hardwood and ceramic flooring, and a eat-in kitchen with S/S appliances, gas stove, and walkout to a private, fully fenced backyard. Mature cedars create a sense of seclusion around the exposed aggregate patio-perfect for outdoor entertaining. Additional highlights include main-floor laundry, a spacious primary suite with ensuite bath, and brand-new carpet on the upper level. The fully finished basement, renovated in 2020, offers a recreation room, games/gym area, full bath with infrared sauna, and distinctive barn-door sliders. Outside, the property is beautifully landscaped with an aggregate double driveway, porch, and rear patio with gas line for BBQ. Ideally located near schools, Highway 403, shopping, trails, and the Dundas Conservation Area, this home offers comfort, space, and convenience in one of Ancaster's most prestigious communities, celebrated for its tree-lined streets, conservation lands, scenic trails, top-rated schools, and vibrant local amenities.
38 Assisi Street, Hamilton
4
BEDS
4
BATHS
$1,169,000
FOR SALE
This beautiful, carpet-free four-bedroom detached home is located at the end of a quiet court and offers over 2,500 square feet of well-designed living space, plus a finished basement. The main level features large windows, hardwood floors, and a bright, open layout with a cozy family room with a gas fireplace. The kitchen is clean and functional, with quality appliances, a pantry, and plenty of cabinet space. Upstairs, the spacious primary bedroom includes a four-piece ensuite and a walk-in closet, while the other bedrooms are generous in size and filled with natural light. The finished basement adds even more flexibility with a large bathroom and a second full kitchen, offering great space for extended family, guests, or extra living space. There is also potential to create a separate entrance. Outside, the poured concrete driveway fits four cars comfortably, and the backyard backs onto a peaceful green space, providing extra privacy. Laundry has been moved to the basement, but the original plumbing is still available upstairs for an optional second laundry area. This move-in-ready home offers comfort, space, and a great location close to schools, parks, and amenities.
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