Pickering Homes with 51-99 Approx Age

Pickering Homes with 51-99 Approx Age

Welcome to Pickering, Ontario—a vibrant city that beautifully marries the charm of suburban living with the excitement of urban amenities. Nestled along the shores of Lake Ontario, Pickering boasts stunning waterfront views, lush parks, and a rich tapestry of cultural diversity. With a population that continues to grow, this city is not just a place to live; it's a community where families thrive and friendships blossom.

Pickering's real estate market is as diverse as its residents, featuring a range of homes that cater to various lifestyles. Among these, homes aged between 51 to 99 years hold a unique charm and character that newer constructions often lack. These residences exude a sense of history and nostalgia, offering spacious layouts, mature landscaping, and architectural details that tell a story of the past. Many of these homes have been lovingly maintained or thoughtfully renovated, providing modern conveniences while preserving their classic appeal.

Living in Pickering means enjoying a plethora of amenities, including excellent schools, shopping centers, and recreational facilities. The city is well-connected to Toronto via major highways and public transit, making it an ideal choice for commuters seeking a peaceful retreat after a bustling day. Additionally, the scenic waterfront and nearby natural parks provide ample opportunities for outdoor enthusiasts to explore and unwind.

Whether you’re drawn to the historical charm of older homes or the vibrant community spirit, Pickering welcomes you with open arms. Discover your dream home in this delightful city, where every street has a story, and every neighborhood is a place to call home.

Newest Pickering Homes with 51-99 Approx Age

$1,099,999
2 Beds ⋅ 3 Baths ⋅ E13667756 MLS
BEAUTIFUL CHARM. UNMATCHED LOCATION. A truly distinctive Pickering property where timeless character, thoughtful craftsmanship and a remarkable transformation come together. Originally a bungalow, this home was beautifully renovated into a stunning two-storey residence in 1987, creating a one-of-a-kind home offering 2,104 sq. ft. of living space. Set on an impressive 52' x 190' lot, this residence showcases striking stonework, Tudor-inspired architecture, dramatic rooflines, exposed beams and exceptional architectural details throughout. The inviting main level features rich hardwood floors, custom millwork and a spacious dining room highlighted by elegant, oversized windows. The custom kitchen offers extensive cabinetry, granite countertops and generous workspace, making it both functional and inviting. The upper level continues the home's unique charm with two well-appointed bedrooms, including a primary retreat with direct access to a private balcony - the perfect place to relax and enjoy the peaceful surroundings. Adding incredible versatility to the property is the separate studio space, ideal for extended family, visiting guests, a home office, or art studio. The beautifully landscaped grounds feature mature trees, gardens and multiple outdoor living areas, creating a private setting rarely found in the heart of Pickering. Ideally located close to Frenchman's Bay, Lake Ontario, waterfront trails, parks, restaurants and amenities, this remarkable home offers a rare combination of architectural character, privacy and flexibility. A home with a story, a sense of place and a level of craftsmanship that simply cannot be replicated today.

695 Front Road, Pickering
$949,000
4 Beds ⋅ 2 Baths ⋅ E13657952 MLS
Welcome to 803 Fairview Ave, Beautiful Bangalow Raised located in sought-after Bay Ridges! This well-maintained & 3 Bedroom, 1 Bathroom in Upstairs. Property boasts spacious living areas and1bed room ,Living & 1 Bathroom basement Apartment with a separate entrance providing the perfect opportunity for additional income or a separate living space. Close To Schools, Parks, Frenchman's Bay, Lake Ontario & Trails. Perfect For The Outdoor Enthusiast, Close To Go Station, Restaurants, Pickering Town Centre, Shopping And More.

803 Fairview Avenue, Pickering
$949,000
5 Beds ⋅ 2 Baths ⋅ E13636448 MLS
Matured neighborhood with multi-million dollar custom built homes on a beautiful riverside community, Attention builders, developer, renovators, awesome location next to river & lake at the border of Pickering & Toronto. Solid 3 bedroom bungalow with a 2 bedroom separate, tenanted basement apartment. Seller is willing to renovate it with reasonable offer. Great lot 50+ ft by 140+ ft suitable for 2 or 3 garage custom built homs in millionaires row. Scenic setting steps to Rouge National Park, lake, beach, trails, parks, schools, transit, shops, 401 and Go transit.

325 Dyson Road, Pickering
$949,000
5 Beds ⋅ 2 Baths ⋅ E13636240 MLS
Matured neighborhood with multi-million dollar custom built homes on a beautiful riverside community, Solid 3 bedroom bungalow with a 2 bedroom separate, tenanted basement apartment. Seller is willing to renovate it with reasonable offer. Great lot 50+ ft by 140+ ft suitable for 2 or 3 garage custom built homes in millionaires row. Scenic setting steps to Rouge National Park, lake, beach, trails, parks, schools, transit, shops, 401 and Go transit. Basement apartment is tenanted and tenant intends to stay. Attention builders, developer, renovators, awesome location next to river & lake at the border of Pickering & Toronto.

325 Dyson Road, Pickering
$1,349,900
4 Beds ⋅ 2 Baths ⋅ E13636036 MLS
Welcome to 1841 Fairport Rd, a turn-key bungalow tucked into Dunbarton-one of Pickering's most coveted, high-end enclaves. Set among multi-million dollar estates, this rare property boasts a jaw-dropping 75 by 420 ft ravine lot backing directly onto serene Dunbarton Creek Ravine. Your sprawling backyard is a true private oasis, complete with a powered structure ripe for conversion into a future pool house, workshop, or bunkie. Inside, the home shines with tasteful updates and brand-new flooring throughout. The renovated kitchen features sleek stainless-steel appliances and flows effortlessly into a beautiful, sunny solarium made for morning coffee. The fully finished basement serves up serious lifestyle versatility, offering a distinct separate entrance for potential rental income, plus an authentic wood stove for cozy winter evenings. With a massive driveway accommodating 6-car parking, hosting is completely effortless. A commuter's dream - Hwy 401 is close by for fast highway access, and the Pickering GO station is just a short ride away. This prime location perfectly balances absolute ravine serenity with unbeatable everyday connectivity to transit, top-tier schools, and local shopping. Don't miss this one. *Basement photos virtually staged*

1841 Fairport Road, Pickering
$1,199,900
3 Beds ⋅ 2 Baths ⋅ E13611802 MLS
Classic charm meets future potential! Beautiful ranch bungalow on a vast lot in the heart of Pickering. A rare gem on nearly 1 Acre in one of the cities most desirable and transformative areas, this beautifully maintained three-bedroom ranch-style bungalow offers a unique blend of timeless character, modern comforts, and future development potential all on an expansive and private lot just shy of one acre. With approximately 2,200 square feet of thoughtfully designed living space all on one level, this home presents an exceptional opportunity for families, investors, downsizers, and developers alike. Whether you're looking to settle into a timeless and well-kept home or envision future possibilities with this prime parcel of land, this is a property that truly delivers.A home steeped in warmth and character.From the moment you arrive, this home radiates a welcoming charm. A long, private driveway leads you to a classic brick exterior that evokes a sense of tradition and permanence. Mature black walnut trees and professional landscaping surround the property, providing a canopy of privacy that is increasingly rare to find in central Pickering.Step inside, and you're immediately greeted by a spacious, light-filled interior that exudes comfort and style. The open-concept living and dining area features large windows that bathe the space in natural light while offering serene views of the lush backyard. The stone fireplace, a signature feature of traditional ranch homes, anchors the living room and adds warmth and a touch of nostalgia.

1539 Finch Avenue, Pickering
$449,000
3 Beds ⋅ 1 Baths ⋅ E13498328 MLS ⋅ The Bayshore Condominiums BLDG.
Welcome to The Bayshore, ideally located just minutes from Frenchman's Bay in the heart of Pickering. This bright and spacious 3-bedroom condo offers sought-after south exposure, filling the home with natural light throughout. Featuring a functional, open layout, this carpet-free suite showcases over $10,000 in new high-gloss flooring and two private balconies, providing the perfect spaces to relax and enjoy your morning coffee or unwind at the end of the day. The main balcony enjoys sunny southern views, while the second, off the primary bedroom, offers a peaceful west-facing retreat.Recent updates include new windows in all three bedrooms and the balcony, along with smooth-sliding patio doors for enhanced comfort and efficiency. The building has also undergone impressive upgrades, including a beautifully renovated lobby with a fireplace and an updated party/conference room nearing completion.Residents enjoy a well-managed building with excellent amenities, including an equipped fitness centre, party/conference room, library, laundry facilities, and ample visitor parking.Perfect for those who want the convenience of low-maintenance living without compromising on space, this condo is an ideal choice for downsizers, busy professionals, families, or anyone seeking a comfortable, carefree lifestyle with room to live, work, and entertain.The location is exceptional-just minutes to Pickering GO Station, Highway 401, the waterfront, beach, boardwalk, parks, shops, restaurants, Pickering Town Centre, public transit, and Lakeridge Health Ajax Pickering Hospital. Offering the perfect blend of space, convenience, and lifestyle, this is an opportunity you won't want to miss. Book your showing now!

1210 Radom Street Unit 208, Pickering
$1,250,000
5 Beds ⋅ 3 Baths ⋅ E13459980 MLS
Nestled on a premium lot just steps from the shores of Lake Ontario this one-of-a-kind bungalow offers an incredible blend of space, versatility, and character. Originally built in 1953 for the landowner, this solid custom home has been thoughtfully expanded over the years while maintaining its timeless charm. Backing onto a picturesque creek (Glen Ravine Park), the property offers a peaceful natural setting rarely found in the area. Inside, you'll find a spacious layout featuring 3+2 bedrooms, a large living and dining room perfect for entertaining, and an impressive chef's kitchen loaded with premium features and finishes. The added family room creates the ideal gathering space for everyday living. Picture windows on the main level are a real wow factor. The finished basement offers exceptional in-law or future income potential with a separate walk-up entrance, kitchenette with space to expand, and additional bedrooms for extended family, young adults, or guests. Ready for you to complete the finishes! Car enthusiasts, hobbyists, and business owners will appreciate the oversized double garage - large enough to accommodate two pickup trucks, a workshop, storage loft, and even the possibility of a car lift. With parking for up to nine vehicles in the driveway, there's room for work vehicles, trailers, campers, and more. Step outside to enjoy the reinforced deck (approx 1100 sq feet) designed to support a hot tub (50 amp service available) while overlooking the expansive yard and tranquil creek setting. Shed with electrical. Sprinkler system. A truly unique property with no comparable home in the neighbourhood - offering endless possibilities, multi-generational living potential, and an unbeatable location within walking distance to the lake. Close to all amenities and enjoy the proximity to the Whites Road east and west 401 ramps.

956 Bayshore Court, Pickering
$839,900
3 Beds ⋅ 2 Baths ⋅ E13432162 MLS
Welcome to this well-maintained backsplit in the highly sought-after Bay Ridges community of Pickering. Situated on a mature, private lot with excellent curb appeal, this home offers a bright and functional layout featuring hardwood flooring, spacious living and dining areas, and large windows that flood the home with natural light. The eat-in kitchen boasts ample cabinetry, generous counter space, and stainless steel appliances. Spacious bedrooms and a finished lower level provide versatile living space ideal for a family room, home office or additional bedroom and full bathroom. Enjoy an unbeatable location just a short walk to Pickering GO Station, schools, parks, and local amenities, with quick access to Highway 401, Pickering Town Centre, and the Lake Ontario waterfront. Recent updates include a furnace (2020), central air conditioning (2020), and a durable 45-year roof. Gas stove, LG refrigerator, washer, and dryer included. An exceptional opportunity to own a move-in-ready home in one of Pickering's most convenient and desirable neighbourhoods.

865 Krosno Boulevard, Pickering
$1,399,000
4 Beds ⋅ 3 Baths ⋅ E13105200 MLS
Welcome to this custom home with a one of a kind stunning layout with vaulted ceilings, large picture windows & plenty of space in generously sized rooms. The lot size is among the largest in the area, featuring a very large front & backyard. Use the room inside the front door as a mud room, dining room or a home office, whichever suits your needs. A small 3 pc bathroom on the main level. The livingroom has a large gas fireplace with a beautiful brick surround & the open sight line from the huge front window to the patio in the backyard which is a private woodland retreat in the city with natural landscaping & is fully fenced. There is a side door that exits onto a covered patio at the side of the house.The stairway to the bedrooms features a beautiful blackwrought iron railing & the upper hallway overlooks the open livingroom area. From the livingroom you step down into the huge family room with a w/out to the backyard. The large kitchen has white quartz countertops & plenty of cupboards. Upstairs are three generously sized bedrooms each with large windows to let in lots of natural light. The basement is suitable for an in-law suite with a multipurpose room, bedroom & 3 pc spa sized bathroom with marble tiled floors for multigenerational or multi family living. More storage space can be found in a very large laundry room. This property has lots of parking with its long single wide driveway & no sidewalk so there is space for multiple vehicles which could be expanded if needed with space the huge front yard offers. You are steps away from a park & the lake which is visible from the street & the park. The area is ideal for long walks, & time spent outdoors. This lot has ample space for your additions, ideal for investors & developers. There is deeded access to the waterfront trail that remains in effect if the home is renovated but not demolished. Book your visit today. Remember if you love it, you better put an offer on it.

508 Cliffview Road, Pickering
$2,150
1 Baths ⋅ E13098810 MLS
Clean and functional industrial unit available for sub-lease in Pickering. Approximately 1,460 sq. ft. with small office area, washroom, truck-level shipping door and on-site parking. Formerly used for furniture refinishing/workshop use. Suitable for a variety of light industrial, contractor, storage, workshop or service-based uses, subject to zoning and landlord approval. Gross monthly lease. No outside storage.

1019 Toy Avenue, Pickering
$880,000
2 Beds ⋅ 1 Baths ⋅ E13048408 MLS
This is a large lot in an established South Pickering neighbourhood. At 80 x 190 feet, there's potential for severance into two lots. The property is walking distance to Frenchman's Bay Beach, the waterfront, restaurants, and everyday shopping. The Pickering GO station and Highway 401 are close by, and Pickering Town Centre is minutes away. Being sold under Power of Sale on an as-is, where-is basis.

780 Liverpool Road, Pickering
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