York Homes with 100+ Approx Age

York Homes with 100+ Approx Age

Welcome to York, Ontario, a charming region that beautifully blends rich history with modern living. Nestled in the heart of Canada, York is a vibrant community known for its picturesque landscapes, friendly neighborhoods, and a strong sense of community. With a diverse array of amenities, including parks, shopping centers, and cultural attractions, York is an ideal place for families, young professionals, and retirees alike.

One of the most captivating aspects of York is its historical architecture. Many homes in the area boast a remarkable age of 100 years or more, offering a unique glimpse into the past. These vintage properties, characterized by their intricate designs and timeless appeal, provide a sense of nostalgia and charm that new constructions often lack. Imagine living in a home that has stood the test of time, with stories etched into its walls and a character that’s simply irreplaceable.

The community of York takes pride in preserving its heritage while embracing the conveniences of contemporary living. Residents enjoy easy access to excellent schools, bustling markets, and recreational facilities, making it an attractive destination for those seeking a balanced lifestyle. Whether you’re wandering through the quaint streets lined with historic homes or exploring the lush parks, York offers a warm and welcoming atmosphere that feels like home.

If you’re considering making a move, York presents a unique opportunity to own a piece of history while enjoying the comforts of modern amenities. Discover the charm of York and find your dream home today!

Newest York Homes with 100+ Approx Age

150 Lorne Avenue, Newmarket
$1,999,900
4 Beds ⋅ 4 Baths ⋅ N14004456 MLS
Welcome to the distinguished John S. Millard House-an exceptional heritage residence where historic character has been thoughtfully preserved & seamlessly blended w/ modern comfort & sophistication. Sought after location just steps to Newmarket's award winning downtown w/ shops, restaurants, bars, farmers market, Riverwalk Commons & trail system. Fully renovated, the home showcases soaring ceilings, extensive trim, wainscoting, crown moulding & hand-scraped hardwood flooring. The gourmet kitchen features stone counters, retro appliances, tall cabinetry w/glass inserts, custom backsplash, lighting & flooring, flowing into a sunken "Muskoka" room rich in wood detailing & warmed by a gas fireplace, overlooking the expansive cottage-like backyard oasis w/ coveted western exposure. Formal living & dining rooms offer a step back in time w/ soaring ceilings, traditional baseboards & refined trim. The impressive primary suite features a generous walk-in closet leading to a fully updated ensuite w/ modern glass shower, inviting soaker tub & 9' ceilings. The walk-out lower level provides a private in-law suite, ideal for extended family or guests. Outside, the exceptionally rare, deep lot creates a private summer oasis complete w/ sparkling in-ground pool & private gazebo-perfect for entertaining & family gatherings. Beyond the pool, the original barn has been transformed into an extraordinary private retreat, featuring a games room, additional bedroom & ensuite on the lower level and a spectacular upper-level recreation room w/ live-edge bar, extensive wood & beam detailing and multiple lookouts overlooking the pool. The barn also offers exciting potential to become an exquisite carriage house. A rear bunky/shed adds to the property's authentic north-country charm. An incredibly rare offering that combines heritage, elegance, thoughtful renovation & exceptional recreational spaces-truly a piece of Newmarket history-reimagined for modern living!

150 Lorne Avenue, Newmarket
621 Lydia Street, Newmarket
$699,000
2 Beds ⋅ 2 Baths ⋅ N13885862 MLS
CHARACTER-FILLED CENTURY HOME ON A 70 X 130 FT LOT ACROSS FROM FAIRGROUNDS PARK & MOMENTS FROM HISTORIC MAIN STREET! A big in-town lot across from the park is already a win, but add wood beams, a vaulted kitchen, a 3-season room, and a spiral staircase, and 621 Lydia Street has the character you don't often find. Set directly across from Fairgrounds Park with a playground, ball diamonds and green space, this home places schools, transit, shopping and restaurants close by, with Historic Main Street, Fairy Lake Park, Riverwalk Commons, Upper Canada Mall and Southlake Health all within a quick drive. Mature trees frame the 70 x 130 ft lot, complete with driveway parking for 4, a shed and a large yard with room for gardens, play space and outdoor dining. The main level is full of personality, featuring exposed wood beams, warm wood trim, hardwood flooring, cheerful paint tones and a spiral staircase. A large vaulted kitchen offers wood cabinetry, tile flooring, a skylight, plenty of prep space and a walkout to the 3-season room, where park views make morning coffee feel extra special. A main floor 3-piece bathroom with a clawfoot tub adds vintage charm, while the upper level features 2 bedrooms and a 3-piece bathroom, including a primary bedroom with a walkout to an elevated deck. Zoning may permit an accessory dwelling unit, bed and breakfast establishment, home occupation and private home daycare, offering added flexibility for a range of future uses. With a walkable Newmarket location, a generous 70 x 130 ft lot and character throughout, this #HomeToStay is full of details that make it feel anything but ordinary.

621 Lydia Street, Newmarket
403 Park Avenue, Newmarket
$1,099,999
4 Beds ⋅ 2 Baths ⋅ N13883596 MLS
Welcome to 403 Park Ave, a character-filled property in the heart of Central Newmarket, just steps from historic Main Street, Fairy Lake, parks, shops, restaurants and everyday amenities. This versatile property is currently configured as two separate living spaces, each with its own entrance, offering an excellent opportunity for investors, multi-generational families, or buyers looking to create a home that fits their needs.Featuring approximately 2,216 sq. ft. of living space with 4 bedrooms and 2 bathrooms, the home offers generous principal rooms, plenty of natural light and the charm and character you would expect from a property of this vintage. The flexible layout also provides the potential to reimagine the property as a spacious single-family home.Set on a mature lot in one of Newmarket's most established neighbourhoods, this is an opportunity to own a distinctive property in an exceptional downtown location with convenient access to transit, schools, recreation and all that Main Street Newmarket has to offer.

403 Park Avenue, Newmarket
431 Eagle Street, Newmarket
$779,000
2 Beds ⋅ 2 Baths ⋅ N13868664 MLS
Step into the warmth and character of this charming century home, where timeless architectural details blend beautifully with today's modern conveniences. From the moment you enter the front foyer, you'll appreciate the rich hardwood floors, classic wood trim, and stunning staircase that showcase the home's enduring craftsmanship. The main floor living area is accented with wooden shelves flanking the main window overlooking the front porch; while a connected Dining space offers a formal space for entertaining. The kitchen features updated granite counters to modernize the space along with a separate pantry and a generous eat-in space. Step into the sunroom, insulated for 3 season use, also works well as a year round workout room. Two second floor bedrooms share a 4 piece bathroom featuring a timeless clawfoot tub. Separate garage gives you flexible space for a car or storage and workshop. Side entry to the home direct to the basement or kitchen for convenience. Incredible walkability location.

431 Eagle Street, Newmarket
145 Lake Drive N, Georgina
$1,399,000
3 Beds ⋅ 2 Baths ⋅ N13860612 MLS
A Rare Blend Of Storybook Cottage Charm And Modern Urban Comfort, This Beautiful Home In Georgina Invites You To Slow Down, Breathe Deeply, And Savour Life By The Lake. Set On An Impressive Indirect Waterfront Lot With A 2nd Rear Lane Way Access, This Property Offers Room For All Your Toys And Unforgettable Sunsets Enjoyed Right From Your Front Porch. Inside, The Home Radiates Warmth And Character. Living Room With Gas Fireplace And Views Overlooking The Lake. Hardwood Flooring And Terra Cotta Tiles Through Out Most Of Main Floor. Dining Area Open Concept To Kitchen And Sliding Door To Rear Private Deck. Primary Bedroom With Sitting Area Overlooking West Views Of Lake Simcoe. This 3 Bedroom, Two Full Bathrooms Home Offers Plenty With Updated Roof Shingles In 2025, Some Newer Windows, Updated Seawall Wall, Full Unfinished Basement, 40 Foot Seasonal Dock. From The Moment You Walk Onto The Front Porch And Glimpse Lake Simcoe Shimmering In The Distance, You Feel The Magic. This Is More Than A Home, It's A Feeling, A Memory In The Making, A Rare Opportunity To Own Indirect Waterfront Where Cottage Living Meets Everyday Convenience. Excellent Boating, Fishing, And Four-Season Recreation Are At Your Doorstep - All Less Than An Hour From Toronto.

145 Lake Drive N, Georgina
133 Main Street, Markham
$2,358,800
4 Beds ⋅ 4 Baths ⋅ N13860112 MLS
Visit the REALTOR website for further information about this Listing. At the heart of Unionville, steps from cafés, fine dining, boutique shops, the scenic Toogood Pond, and extensive trails, this beautiful home, built in 1874 and thoroughly updated & extended in 2021, blends historical charm with modern comfort. Set on a 50 x 198 ft lot dotted with many trees, the 3,860 sq/ft residence has 4 bedrooms, 4 bathrooms, a cozy sunroom, a joyful attic, finished lower level, and features high ceilings and fine craftsmanship throughout. The solidly built 2-car detached garage has extra-wide 11' bays, a 230V EV charging outlet, and a full upper floor for storage and workshop. The main-floor living room with a wood-burning fireplace opens onto a spacious veranda. The kitchen is fitted with Sub-Zero fridge, Wolf gas range, Bosch dishwasher, farm sink, & large bar-seating island, and flowing via French doors into the central dining room. Past the generous foyer lies the family room, large enough for a dance party. Upstairs, the primary suite includes a 5-piece ensuite with cast-iron tub and a Restoration Hardware-style walk-in closet; three more bedrooms follow, one with its own ensuite and another with built-in bookshelves ideal for a home office. The finished lower level provides ample room for ping-pong table, treadmill, dance-studio-style mirrored wall, futon, and exercise bike all at once. Inside, abundant natural light fills the home year-round and comforting warmth emanates from hydronic in-floor heating and dual fireplaces on cold days. Outside, professionally designed perennial gardens front and rear deliver pleasant sights and scents throughout the year. This unique property has been cherished by generations of owners, who shared in its soulfulness as well as its care. It is now ready for new stewards to continue to love it - and love living here.

133 Main Street, Markham
13291 Warden Avenue, Whitchurch-Stouffville
$9,390,000
7 Beds ⋅ 5 Baths ⋅ N13858546 MLS
Prime Investment Opportunity! This stunning 93-acre estate just outside of Stouffville offers the perfect blend of luxury and utility. The sprawling 2-storey detached home boasts 5 spacious bedrooms and features private, separate apartments overlooking a breathtaking man-made scenic pond. The property is fully equipped for diverse use with multiple outbuildings, including a charming cottage, a professional shop, and a massive drive shed. Perfectly situated on Warden Avenue-between Bethesda and Bloomington-you are in the heart of an exclusive enclave surrounded by multi-million dollar estates, premier golf courses, and elite equestrian centers. Enjoy significant tax advantages as the land is currently leased for farming, providing both immediate savings and long-term potential. Whether you are looking for a private family compound or a strategic land investment, this rare gem is a must-see!

13291 Warden Avenue, Whitchurch-Stouffville
351 Hedge Road, Georgina
$1,625,000
6 Beds ⋅ 3 Baths ⋅ N13842444 MLS
Rotherwood. Some homes are simply bought; this one is inherited from history. Standing proudly above the southern shore of Lake Simcoe, this century-old Grand Dame has framed sunsets over the lake and Jackson's Point for one family for more than 60 years, and she is ready for her next chapter. Tucked behind towering cedar hedges, the sprawling grounds offer true privacy, a fenced garden, ample parking and three road frontages: a blank canvas for someone with the vision to create a spectacular outdoor retreat. A brand-new staircase leads down to the dock and a private beachfront. Inside, the bones are extraordinary: soaring ceilings, a grand staircase, two stone fireplaces and six upstairs bedrooms, including a secluded two-bedroom wing, originally the servants' quarters, now perfect for a home office, studio or guest suite. A main-floor family room and full bath make her ready for multi-generational living. Restore her original charm, reimagine her for modern life, or do both. Some of the heavy lifting is already done: updated roof, windows, kitchen, furnace, A/C, panel and wiring, and the septic was inspected in August 2024. Minutes to The Briars, golf and Sibbald Point. Homes like this don't come twice. Come write her next hundred years.

351 Hedge Road, Georgina
10 Centre Street, Markham
$1,650,000
N13833132 MLS
State-of-the Art Building *Very Bright & Spacious*Open Concept*Walk toTransit (Go Train & Bus)*Schools, Parks, Library, Arena*Main Street Shopping, Restaurants, Banks*Ideal Work At Home Professional/Service Office*Two Separate Entrances(one from front & one from Rear) *Must Be Seen*South West Exposure*Heritage Area*Great Neighbourhood*Private Parking Space*Separate Hydro,Gas,Water Meters* *Owned Hot WaterTank.

10 Centre Street, Markham
6038 Main Street, Whitchurch-Stouffville
$1,149,000
5 Beds ⋅ 3 Baths ⋅ N13821518 MLS
Locations like this rarely become available. Commercially zoned and standing on one of Stouffville's busiest and most recognizable intersections, 6038 Main St offers the kind of daily exposure that no amount of advertising can replicate. This is a location that works for you every single day, whether you're running a professional practice, a personal service business, or a studio built around foot traffic and visibility.The building itself sets you apart from anything else on the market. A 2 storey brick Victorian dating to 1913, it brings genuine character to a commercial footprint, hardwood floors, original trim, and a wraparound porch that gives clients a grand sense of arrival that most businesses simply cannot offer. Five bedrooms and three bathrooms across approximately 2,294 sq ft above grade provide real flexibility for office layout, treatment, or consultation space, or the opportunity for a live-work arrangement. Two fireplaces plus a 200 amp electrical panel mean the property performs as well as it presents. Five minutes on foot to the GO train puts staff, clients, and owners within easy reach - a genuine advantage for any business drawing from the broader GTA. A detached garage and parking for five vehicles round out a setting that's this functional and this full of character on a single Main Street lot. This offering is for the real property only - the current business is not included in the sale - and possession can be arranged quickly for a buyer ready to move. Zoning, layout, and use flexibility make this a property worth a conversation.

6038 Main Street, Whitchurch-Stouffville
6038 Main Street, Whitchurch-Stouffville
$1,149,000
5 Beds ⋅ 3 Baths ⋅ N13820884 MLS
A rare opportunity to own a piece of Stouffville's Main Street history. Proudly set on one of the town's most recognizable corners, this distinguished two storey brick Victorian has stood here since 1913 and still turns heads. A sweeping wraparound porch draws you into a home rich with original character: hardwood floors, warm wood trim, and two fireplaces that make the colder months something to look forward to. With approximately 2,294 sq. ft. above grade, 5 bedrooms and 3 bathrooms, the layout offers a sense of space rarely found in a home of this era. There is room for a growing family, a home office, or guests who never want to leave. A 200 amp electrical panel adds an important modern upgrade. Just a 5 minute walk to the GO Train and close to the heart of Stouffville, the location pairs everyday convenience with true Main Street presence. A detached garage and parking for 5 vehicles complete this exceptional setting. Zoned CG9; buyer to verify permitted uses with the Town. Character, space, visibility, and location come together in a property that is truly difficult to replicate.

6038 Main Street, Whitchurch-Stouffville
148 Centre Street, Aurora
$735,000
2 Beds ⋅ 1 Baths ⋅ N13820234 MLS
Situated in the heart of prestigious Aurora Village, this exceptional 60 x 181.5 ft lot presents a rare opportunity to secure a prime piece of real estate in one of Aurora's most desirable and high-exposure locations. Surrounded by a vibrant mix of residential homes, established businesses, restaurants, parks, and schools, and just minutes to the GO Train, this property offers unmatched convenience and connectivity. The property could permit a wide range of potential uses including office, service commercial, fitness, and other employment-oriented applications , making it an ideal candidate for investors, end-users, or developers looking to capitalize on Aurora's continued growth and strong demand. This standout lot delivers the flexibility and location to bring your vision to life. Opportunities like this in Aurora Village are few and far between - a premium lot, versatile permitted uses, and an unbeatable location all in one.

148 Centre Street, Aurora
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