York Homes with 100+ Approx Age

York Homes with 100+ Approx Age

Welcome to York, Ontario – a charming region that beautifully marries history with modern living. Nestled in the heart of Canada, York is a vibrant community with a rich heritage, making it an ideal location for those who appreciate the character and stories that older homes can tell.

York is known for its picturesque landscapes, friendly neighborhoods, and a strong sense of community. With its close proximity to major urban centers, residents enjoy the perfect balance of tranquility and accessibility. The area boasts an array of amenities including parks, schools, and shopping districts, ensuring that everything you need is just a stone's throw away.

One of the most enchanting aspects of York is its collection of homes that have stood the test of time, many of which boast an age of 100 years or more. These historic properties offer a unique glimpse into the past, showcasing architectural styles that reflect the rich tapestry of the region's history. From charming Victorian houses adorned with intricate details to classic bungalows exuding warmth and character, each home has its own story to tell.

Living in one of these vintage homes not only connects you to York’s heritage but also allows you to enjoy the modern conveniences of today. Many of these residences have been lovingly updated, combining the charm of yesteryear with contemporary comforts.

Whether you’re a history enthusiast, a family looking for a welcoming community, or a first-time homebuyer drawn to the allure of classic architecture, York has something special to offer. Come and explore the timeless beauty of York, where every street and every home invites you to create your own chapter in its storied legacy.

Newest York Homes with 100+ Approx Age

$1,488,000
3 Beds ⋅ 2 Baths ⋅ N13676768 MLS
Proudly presenting 114 Main Street Unionville and an opportunity to own and embrace a part of quaint Unionville's history. This charming home is perfectly situated on a premium, beautifully landscaped lot and is ideally located in the heart of old Unionville. You will be welcomed by an inviting covered front porch where you can enjoy watching the world go by or retreat to a backyard oasis enjoying stunning perennial gardens from the spacious deck. This home is a perfect blend of authentic old world charm and modern convenience. Bring you ideas and creative license while viewing the attic, possibly a primary bedroom retreat. The garage hosts a spacious loft offering an opportunity to create a secondary living space,a studio or many other possibilities. 114 is within walking distance to highly ranked elementary and secondary schools and Markham's York University campus as well as the many walking trails, restaurants and shops.Incredible value and opportunity.

114 Main Street W, Markham
$849,900
4 Beds ⋅ 3 Baths ⋅ N13652816 MLS
Don't miss this lovely and picturesque century home with a charming wraparound porch, and lots of unique and delightful features such as wide oak hardwood flooring, pine accents and some handsome moulded ceilings! This unique property has 2 great separate apartments with private entrances and each with their own laundry facilities! Wonderful dependable tenants would like to stay or can leave depending on buyers requirements. Property shows very well and note the lot size and the extra large frontage! Main floor unit has a bonus family room with a fireplace and walk out to deck. Both units have two bedrooms and private washroom and full kitchen facilities. Fabulous location, walk to Main Street and all the beautiful boutique stores and restaurants and Fairy Lake and is just minutes to Hwy 404 access and GO train!

771 Gorham Street, Newmarket
$549,800
3 Beds ⋅ 1 Baths ⋅ N13651778 MLS
Welcome to 31410 Lakeridge Road, where timeless character meets thoughtful updates in this well-maintained home in Georgina Township. Offering over 1,500 sqft of living space, the main floor features spacious principal rooms with large windows that fill the home with natural light. The living and dining areas offer a comfortable, functional layout, perfect for everyday living and entertaining. The updated kitchen, renovated approximately 10 years ago, boasts white soft-close cabinetry, quartz-style countertops, and a clean, classic aesthetic. Durable laminate flooring runs throughout and sliding doors at the rear lead to a deck overlooking the generous backyard, complete with a large gazebo ideal for shaded outdoor dining, relaxing, or hosting guests. Upstairs, you'll find three spacious bedrooms, including a primary suite with both a walk-in and a second full-size closet, plus a cozy reading nook, perfect for a quiet retreat. A tastefully updated 3-piece bathroom offers modern finishes, and a newly added laundry area (2024) enhances functionality with front-loading machines, a wash sink, and attic access. Recent upgrades include new siding with insulation board, upper windows, eavestroughs, shingles, and exterior lighting (all 2024). Additional highlights include a 200-AMP electrical panel with updated copper wiring, a gas furnace and central air system (2018), and a well-maintained iron water treatment system with softener, charcoal, and chlorine. Set on a 65x150 ft lot, the property features a 4-car paved driveway, two 10x10 sheds, and a rear deck perfect for outdoor enjoyment. The shared laneway is owned, with right-of-way access to a rear neighbour. This move-in-ready home offers a rare combination of charm, comfort, and modern upgrades. Don't miss your chance to make it yours!

31410 Lake Ridge Road, Georgina
$1,498,000
3 Beds ⋅ 2 Baths ⋅ N13632830 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
$588,800
3 Beds ⋅ 2 Baths ⋅ N13627236 MLS
This Charming Detached Home Nestled In One of Newmarket's Established, Family-Friendly Neighbourhoods, Updated Modern Light Fixtures, Private Backyard Surrounded by Mature Tree, Freshly Painted Upper Level. Ideally Located Just Minutes From Upper Canada Mall, Southlake Regional Health Centre, Parks, Schools, Public Transit, GO Station, And Highway 404, Exceptional Convenience For Commuters And Families Alike. Furnance 2022, Upgraded 200Amp, Roof 2017

609 Pearson Street, Newmarket
$989,900
4 Beds ⋅ 2 Baths ⋅ N13623994 MLS
Welcome to 37 Arnold Ave a Classic Registered (1860) Heritage Home in the heart of Richmond Hill adjacent to Yonge St. true center hall plan with Formal Dining Room and Spacious sunny Living Room. Fabulous renovated up to date kitchen with stainless steel appliances and granite countertops. Also two renovated modern bathrooms with four bedrooms. Principal bedroom has a large walk in closet with custom built-in cabinetry. This home includes a main floor laundry room/exercise room with built in cabinets. Walkout to large backyard with shed and patio area. Some classic features of older homes are the higher ceilings, wide floor boards in some rooms, etc. This property has a mixed use designation, so great potential for office/business use steps to Yonge St.

37 Arnold Crescent, Richmond Hill
$1,299,900
3 Beds ⋅ 2 Baths ⋅ N13605988 MLS
Location, Location, Location! Perfectly positioned on the slower-paced section of historic Prospect St, this home offers easy access in and out of the 9 car driveway while still enjoying one of Newmarket's most walkable locations. Just steps to picturesque Fairy Lake, vibrant Main Street, the Nokiidaa Trail, Riverwalk Commons, cafes, restaurants, boutique shopping, concerts, skating, farmers' markets, and year-round community events, you'll love leaving the car at home and embracing everything downtown Newmarket has to offer. Own a piece of Newmarket's history in this lovingly maintained home, where timeless character meets everyday comfort. Sunshine pours through oversized windows, highlighting the original hardwood floors and soaring 9-foot ceilings on the main level. The thoughtfully designed floor plan features a custom kitchen with a walkout to the backyard, making entertaining effortless, a formal dining room that opens to the living room with oversized pocket doors for more intimate gatherings, and a spacious, light-filled family room. Every window captures beautiful views of mature trees, lush gardens, and visiting songbirds, creating a sense of tranquility throughout. The generous room sizes and spacious bedrooms make the home feel both grand and welcoming. Outside, you'll find four charming porches-perfect for morning coffee, relaxing with a book, or enjoying the peaceful surroundings. The oversized lot is a private oasis featuring vibrant perennial gardens, a pear tree, mature trees for shade and privacy, and a cozy fire pit for evenings under the stars. A durable metal roof provides lasting peace of mind. This is more than just a beautiful home-it's an exceptional lifestyle in one of Newmarket's most sought-after locations, where small-town charm, nature, and community come together right outside your door.

221 Prospect Street, Newmarket
$798,000
4 Beds ⋅ 3 Baths ⋅ N13601896 MLS
Here's your chance to own one of the most unique properties in central Newmarket. Set on a private 70 x 142 ft lot surrounded by mature trees and siding onto picturesque Bogart Creek, this 4-bedroom, 3-bath century home is ready for its next chapter. Whether you're looking to renovate, restore its original character or build your dream home, the possibilities are endless. Inside, you'll find inviting hardwood floors throughout the principal rooms, built-in bookshelves that add warmth and character to the living room, a modern kitchen with built-in appliances including a gas cooktop and wall oven and the convenience of a main floor laundry room. The upper level includes 4 bedrooms, a spacious primary with 3 pc. ensuite and a main bath with authentic claw foot tub. The true value lies in its exceptional setting and unbeatable location. Enjoy an easy walk to Historic Downtown Newmarket, boutique shops, restaurants, the farmers' market, Riverwalk Commons, and the Tom Taylor walking and biking trails. Opportunities like this on a premium lot in one of Newmarket's most desirable neighbourhoods rarely come along.

612 Timothy Street, Newmarket
$2,590,000
N13596034 MLS
RARE 10-ACRE CORNER LOT W/ APPROVED PERMITS & DRAWINGS! Prime Estate Lot On Warden Ave (Between Bloomington & Vandorf), Directly Adjacent To Emerald Hills Golf Club, Private Clubhouse, And The Exclusive Emerald Heights Gated Community. APPROVED BUILDING PERMITS & ARCHITECTURAL DRAWINGS ALL IN HAND - Skip 2+ Years Of Design, Approval Delays & Red Tape; Start Construction Immediately! Rare Corner Lot Design Offers Outstanding Curb Appeal, Flexible Layouts & Grand Dual-Gated Entrance Potential. Mins To Hwy 404, Bloomington GO, Aurora & Stouffville Amenities. Sold "AS-IS, WHERE-IS" (Value In Land, Approved Permits & Plans). Do Not Walk Land Without Appointment.

14467 Warden Avenue, Whitchurch-Stouffville
$799,000
2 Beds ⋅ 3 Baths ⋅ N13590884 MLS
Nestled on a quiet, tree-lined street in one of Aurora's most desirable neighbourhoods, this beautifully updated home offers the perfect blend of comfort, style, and convenience. Recent 2026 upgrades include a new roof, fully renovated bathrooms, and a brand-new kitchen with modern cabinetry. The home also features upgraded electrical wiring with no knob-and-tube, providing added peace of mind. Parking is easy with one private parking pad beside the home, and additional residential parking permits may be available for purchase through the Town of Aurora (subject to municipal eligibility and approval). Walk-out basement leading to a beautiful, private vegetable garden, creating the perfect space to enjoy gardening, outdoor relaxation, or harvesting your own fresh produce. Ideally located just minutes from Yonge Street, boutique shops, cafés, restaurants, parks, top-rated schools, and Aurora GO Station, this move-in-ready home is an exceptional opportunity to enjoy the best of Aurora living.

28 Machell Avenue, Aurora
$1,595,000
4 Beds ⋅ 3 Baths ⋅ N13582612 MLS
Old World Charm with Modern Conveniences. A beautiful century home built in 1917 with 21stcentury modern conveniences. Located in Old Newmarket with main floor family room with woodburning fireplace, hot tub and multi-level decks overlooking gardens, stream, and green space.Perfect location. Walk to school, Main Street, restaurants and bars, Fairy Lake and walking trails.The houses history is evident in the original woodwork, wood floors, leaded windows, andFrench pocket doors. The modern kitchen features quartz counters, 5 burner gas stove, doubleovens, a centre island, a 54" commercial refrigerator and commercial ice maker in the pantry,and a full wall of telescopic patio doors leading to the sunroom. The sunroom is a vision. Wood floors, wood ceiling, 27 windows overlooking the backyard andgreen space, wood burning Finnish fireplace (WETT certified), and a walkout to a multi-leveldeck for entertaining.The 3rd floor is curerently used as an artists studio. It could easily be an office, yoga studio, or 4th bedroom. The front porch is great for those relaxing summer evenings. The lower-level houses laundry, aworkshop, and an abundance of storage with a separate entrance. Walkout to a covered patioand the hot tub. Walk to shops and Fairy Lake. This house has been maintained to perfection.

208 Lorne Avenue, Newmarket
$1,299,000
4 Beds ⋅ 4 Baths ⋅ N13573746 MLS
Rare opportunity on a premium 301-ft deep lot in a highly desirable Richmond Hill location! Perfect for investors, renovators, or end users looking to expand or renovate. This move-in ready detached home features 4 bedrooms and 4 bathrooms and offers endless potential. Steps to Yonge St., Mackenzie Health Hospital, Mill Pond, top-rated schools, parks, shopping, restaurants, and more. A truly exceptional property with endless possibilities.

62 Centre Street W, Richmond Hill
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