York Homes with 51-99 Approx Age

York Homes with 51-99 Approx Age

Welcome to York, Ontario—a charming gem nestled in the heart of Canada. Known for its rich history, vibrant community, and picturesque landscapes, York offers residents a perfect blend of urban convenience and natural beauty. This thriving region features a diverse array of amenities, including parks, shopping centers, and cultural attractions, making it an ideal place for families, professionals, and retirees alike.

York boasts a variety of homes that reflect its unique character, particularly those aged between 51 to 99 years. These residences exude a timeless charm, often showcasing classic architectural details and craftsmanship that are hard to find in modern constructions. From cozy bungalows to spacious two-story homes, properties in this age range offer a sense of history and warmth that new builds sometimes lack.

Living in a home that has stood the test of time means you’re not just acquiring a property; you’re becoming a part of a story that has unfolded over decades. Many of these homes have been lovingly maintained or thoughtfully renovated, providing modern comforts while retaining their original character. Nestled in established neighborhoods, they often come with mature trees, lush gardens, and a sense of community that new developments strive to replicate.

York is also well-connected, with easy access to major highways and public transit, making commuting a breeze. Whether you’re drawn to the area for its schools, recreational opportunities, or community spirit, you’ll find that York has something for everyone. Explore the charm of York and discover the perfect home that awaits you in this delightful region.

Newest York Homes with 51-99 Approx Age

45 Bailey Crescent, Aurora
$774,900
4 Beds ⋅ 2 Baths ⋅ N14082500 MLS
Top 5 Reasons You Will Love This Home: 1) Set along a quiet street in sought-after Aurora Highlands, this lovingly maintained bungalow makes a wonderful first impression with beautiful curb appeal while placing schools, parks, nature trails, shopping, and public transit all within convenient reach 2) Step inside to an expansive living and dining area designed for gathering, where timeless hardwood flooring and a large west-facing bay window create a bright and welcoming setting for both everyday living and entertaining 3) At the heart of the home, the family-sized kitchen provides an abundance of cabinetry and practical workspace, complemented by three well-proportioned main level bedrooms offering flexibility for growing families, overnight guests, or a dedicated home office 4) Discover even more versatility through a separate entrance leading to an in-law suite complete with its own kitchen, spacious recreation room, 3-piece bathroom, additional bedroom, and generous storage, creating excellent possibilities for extended or multi-generational family living 5) Step outside and unwind in a peaceful backyard retreat framed by mature trees and lush greenery, featuring a patio for outdoor dining, established gardens, wooden privacy fencing, and two storage sheds for added functionality. 1,054 above grade sq.ft. plus a finished basement. *Please note some images have been virtually staged to show the potential of the home.

45 Bailey Crescent, Aurora
51 Queen Street, Georgina
$599,000
3 Beds ⋅ 2 Baths ⋅ N14033208 MLS
THE PERFECT PLACE TO PUT DOWN ROOTS! Welcome to 51 Queen Street, ideally situated in the heart of Sutton West. Whether you're taking your first step into home ownership or looking for the perfect place to begin your next chapter, this inviting three-bedroom home offers an exciting opportunity to build a future of your own. Move in and enjoy from day one, with the added potential to personalize, renovate, and create a home that evolves alongside your lifestyle. Step outside to a fabulous backyard brimming with possibilities, where you can envision your own private oasis - perfect for summer entertaining, relaxing evenings, and making lasting memories with family and friends. The basement presents additional possibilities for those looking to explore future living-space enhancements or potential income opportunities, subject to approvals and applicable requirements. With great bones, a versatile layout, and plenty of room to make your mark, this is a home where your vision can take shape over time. Enjoy a prime central location within walking distance of local shops, restaurants, everyday amenities, and everything that makes Sutton West such a wonderful place to call home. An ideal opportunity for first-time buyers, young couples, and growing families ready to put down roots and create their own version of home. The possibilities are here - all that's missing is you!

51 Queen Street, Georgina
80 Fairway Drive, Aurora
$1,299,900
4 Beds ⋅ 3 Baths ⋅ N14031772 MLS
Welcome to 80 Fairway Drive, ideally situated in a most desirable Aurora neighbourhood surrounded by established homes and mature streetscapes. This inviting property offers an excellent opportunity for families, first-time buyers and those looking to enjoy all that Aurora has to offer. A large living and dining room on the main floor with an updated kitchen featuring a custom centre island for entertaining. 3+1 bedrooms and 3 bathrooms for your growing family. A family room with fireplace and walkout to the custom covered deck and a fully fenced yard. Conveniently located close to shopping, restaurants, schools, parks, recreational facilities and major commuter routes. This home provides a wonderful combination of comfort, convenience and community. Enjoy easy access to everyday amenities while being just a short drive to Aurora's charming downtown, trails and green spaces. With its appealing location and excellent potential, 80 Fairway Drive is a property not to be missed - a wonderful place to call home. Don't miss this opportunity to make 80 Fairway Drive your new Aurora address!

80 Fairway Drive, Aurora
10 Yorkton Boulevard, Markham
$1,699,000
5 Beds ⋅ 4 Baths ⋅ N14028676 MLS
Discover the charm of 10 Yorkton Blvd - a rare, cottage-inspired retreat tucked away in the centre of Markham. This exceptional property, set on nearly half an acre of ravine land with natural ponds and flowing streams, offers a setting unlike anything else in the prestigious Yorkton community, known for its top-tier Ontario schools.Enjoy the convenience of being just steps from Unionville Main Street and Toogood Pond, with a Montessori school and The Village Grocer right next door. Commuting and errands are effortless with quick access to Hwy 404 & 407, Markville Mall, and an array of local dining options.The home sits on an expansive wooded lot and features a generous driveway that can accommodate up to 10 vehicles. The fully finished basement, complete with a private entrance, is ideal for an in-law suite or extended family living. A versatile attic loft on the second floor offers the potential to be transformed into an additional bedroom or a bright home office. Unwind in the backyard Jacuzzi while taking in serene, forested ravine views an oasis right in the city.

10 Yorkton Boulevard, Markham
69 Virginia Boulevard, Georgina
$499,900
4 Beds ⋅ 1 Baths ⋅ N14028270 MLS
Welcome home to Lakeside living! This charming home located in a lakeside community offers a fantastic blend of outdoor leisure and cozy family living! Located a short walk from beautiful Lake Simcoe, this 4 bedroom bungalow is situated on a huge lot approximately 20 minutes to the 404 extension! Enjoy an open concept eat-in kitchen and living area! Bathroom renovated 2026 with in floor heating! Walk-out to backyard to enjoy grilling on the deck, and your own hot tub! Lots of space in your ample backyard! Enjoy the Lake at the end of your road with Lakefront Boondocks Restaurant within walking distance! Coffee shop and gas station approximately 3 minutes drive! Less than a 10 minute drive to amenities! Enjoy boating, swimming, fishing and ice fishing or just escape with a lakeside stroll! Great opportunity for families just starting out, or winding down!

69 Virginia Boulevard, Georgina
19423 Yonge Street, East Gwillimbury
$1,597,000
6 Baths ⋅ N14008720 MLS
Grocery-anchored mixed-use investment on Yonge Street in the heart of Holland Landing. The Neighbourhood Market anchors the ground floor on a net lease, with five self-contained 2-bedroom apartments above, giving you diversified commercial and residential income. Two apartments are vacant, offering immediate upside through lease-up, with further gains as the commercial rent resets toward market. Approx. 4,484 sf retail, 3,616 sf residential and 3,340 sf basement. Sits on a 0.447-acre lot (19,450 sf) with approx. 50 ft of Yonge Street frontage, zoned MU-1 with long-term redevelopment potential. 19 parking spaces. Apartments separately metered for hydro. New roof in 2025. Built 1969. Includes five fridges and five stoves.

19423 Yonge Street, East Gwillimbury
20 Cherry Blossom Lane, Markham
$2,988,000
6 Beds ⋅ 4 Baths ⋅ N14005278 MLS
MUSKOKA IN THE CITY! A MASTERPIECE REIMAGINED! Discover An Extraordinary Resort-Inspired Residence Nestled On A Rare Approx. 76 x 138 Ft Ravine Lot In One Of Royal Orchard's Most Coveted Enclaves. Extensively Architecturally Reimagined & Meticulously Designer-Renovated, This Exceptional Home Showcases A Beautiful Fusion Of Contemporary Luxury, Timeless Elegance & Nature. Every Detail Reflects Thoughtful Design, From Exquisite Custom Millwork & Sophisticated Finishes To Stunning Oversized 32" x 64" Large-Format Porcelain Tile Flooring Throughout The Main Floor. Offering Approx. 4,250 Sq Ft Of Total Living Space, The Residence Features Multiple Living Areas, 3 Fireplaces & Elegant Spaces For Entertaining. A Breathtaking 10-Foot-Wide Dining Room Picture Window Frames The Lush Ravine Like A Living Masterpiece, Bringing Natural Light & The Beauty Of Every Season Indoors. Step Outside To Your Own Private Resort-Style Sanctuary, Featuring A Heated Inground Pool, Mature Trees, Lush Greenery & Exceptional Privacy. A Separate Basement Entrance & Walkout To The Ravine-Facing Yard Offer Remarkable Versatility. Complete With A Whole-House Water Filtration System & Ideally Located Near Toronto Ladies Golf Club & Thornhill Golf & Country Club. A Rare Opportunity To Experience Architectural Elegance, Refined Luxury & The Tranquility Of Nature In The Heart Of The City!

20 Cherry Blossom Lane, Markham
48 Isle Vista Drive, Georgina
$499,900
2 Beds ⋅ 1 Baths ⋅ N13878190 MLS
Craving a simpler life of yesteryear? With lower house payments, lakeside living, family gatherings, barbecues while overlooking the kids happily chase frogs right into a creek at the edge of a park-like lot? Well then this is the perfect piece of real estate for you! This exceptionally built, beautiful bungalow is like a precious time capsule awaiting its next grateful family. Offered for sale for the very first time, this home has been incredibly well cared for and genuinely loved for many decades by the original owners and beloved family. This is more than just another house offered for sale, it is the epitome of a happy home offering a lifestyle that is truly unmatched at this price point. The solid bungalow is wrapped in beautiful slate stone and upgraded siding, sitting on a high, dry crawl space with concrete flooring and offering a fabulous floor plan. Approximately 61 x 300 Ft lot with direct access to a lovely creek that spills right into Lake Simcoe. In addition to your own private oasis, this location offers access to two private beaches, three parks and a private marina for a nominal yearly fee ($150 for beach/park access and $200 for use of marina). Hurry before this brief window of a wonderfully unique opportunity passes you by...

48 Isle Vista Drive, Georgina
82 Mill Street, Richmond Hill
$848,000
3 Beds ⋅ 2 Baths ⋅ N13875854 MLS
A rare opportunity to own on coveted Mill Street in the heart of Mill Pond - for under $1 million.You know the charming white house with the beautiful gardens? This is the one. Set in one of Richmond Hill's most loved neighbourhoods, this property offers an incredible opportunity to move in, invest, or start planning your future dream home.Enjoy the home as it is today, rent it out while you design your custom build, or take advantage of the property's long-term potential. The finished basement features an in-law suite, offering added flexibility for extended family, guests, or additional income.And the location is hard to beat. Just steps from Mill Pond and minutes to Yonge Street, restaurants, parks, top-ranked schools and everyday amenities - all surrounded by the character and charm that make Mill Pond such a sought-after place to call home.A special property, an exceptional location, and an opportunity to get onto Mill Street at a price rarely seen.

82 Mill Street, Richmond Hill
6165 19th Avenue, Markham
$2,625,000
4 Beds ⋅ 4 Baths ⋅ N13874374 MLS
Welcome to 6165 19th Avenue, a rare 2.77-acre retreat in rural Markham where architectural character, natural beauty and outdoor living come together-just minutes from the shops, restaurants and amenities of Stouffville and Markham. Set among mature trees, rolling land and a creek that wraps around the property, this private setting offers a true sense of escape while keeping everyday conveniences close.Inspired by the work of Frank Lloyd Wright, the home is designed to bring the outdoors in. Soaring ceilings and expansive windows fill the interior with natural light and frame peaceful views in every season. The warm and inviting 4-bedroom, 4-bathroom layout suits relaxed family living and memorable gatherings. The dramatic great room features 20+ ft ceilings, exposed wood beams and a natural granite wood-burning fireplace, while the updated kitchen offers rich wood cabinetry, poured concrete countertops, built-in wall oven, walk-in pantry and beautiful views across the property.The primary suite features its own wood-burning fireplace and spacious ensuite. A loft-style fourth bedroom, open to below, offers flexibility as an office, studio, recreation room or guest space, complete with two built-in desks and a gas fireplace.Outside, the property truly sets itself apart with an in-ground pool, playground, expansive stone patio, multi-tiered deck, built-in gas firepit, wooded grounds and creek-side setting-perfect for exploring, entertaining and unwinding.The detached 3-car garage/workshop with full loft adds flexibility for hobbies, equipment, a home-based business or future use. The insulated, wired loft is serviced by gas, hydro, septic and water. New roof and siding were completed in 2026.Also new for 2026: furnace with humidifier and A/C, both with transferable manufacturer warranties, plus freshly painted exterior window trim.Private. Architectural. Natural. Flexible. And genuinely hard to replicate this close to everything.

6165 19th Avenue, Markham
300 Juliana Road, King
$2,388,000
5 Beds ⋅ 4 Baths ⋅ N13871958 MLS
Top 5 Reasons You Will Love This Property: 1) This inviting 4+1 bedroom home offers abundant living space for growing families, complemented by a finished basement with a separate entrance, all set on a desirable lot backing directly onto the Holland River 2) Approximately 18-acres of highly sought-after Holland Marsh farmland providing exceptional agricultural potential, rich fertile soil, and a rare opportunity to own a productive piece of this renowned farming region 3) Oversized detached two-car garage offering ample space for vehicles, equipment, storage, or hobby enthusiasts, providing a level of versatility that is increasingly difficult to find, along with a second driveway providing added flexibility for equipment or overflow space 4) Separate mobile home on the property delivering comfortable and private accommodations for extended family members, guests, or multi-generational living arrangements 5) Enjoy the peace and privacy of rural living while remaining conveniently close to Newmarket, Bradford, Highway 9, and Highway 400, providing easy access to amenities, commuting routes, and everyday essentials. 2,837 sq. ft. of finished living area.

300 Juliana Road, King
300 Juliana Road N/A, King
$2,388,000
5 Beds ⋅ 4 Baths ⋅ N13871962 MLS
Top 5 Reasons You Will Love This Property: 1) This inviting 4+1 bedroom home offers abundant living space for growing families, complemented by a finished basement with a separate entrance, all set on a desirable lot backing directly onto the Holland River 2) Approximately 18-acres of highly sought-after Holland Marsh farmland providing exceptional agricultural potential, rich fertile soil, and a rare opportunity to own a productive piece of this renowned farming region 3) Oversized detached two-car garage offering ample space for vehicles, equipment, storage, or hobby enthusiasts, providing a level of versatility that is increasingly difficult to find, along with a second driveway providing added flexibility for equipment or overflow space 4) Separate mobile home on the property delivering comfortable and private accommodations for extended family members, guests, or multi-generational living arrangements 5) Enjoy the peace and privacy of rural living while remaining conveniently close to Newmarket, Bradford, Highway 9, and Highway 400, providing easy access to amenities, commuting routes, and everyday essentials. 2,837 sq. ft. of finished living area.

300 Juliana Road N/A, King
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