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12 York Street: Orangeville House for sale : MLS®# W13868014
12 York Street Orangeville L9W 1L6 
$2,250,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13868014
- Bedrooms:
- 4
- Bathrooms:
- 3
Set on one of the most coveted streets in Orangeville, this rarely offered 3+1 bedroom Victorian residence combines timeless charm w modern luxury. Fully renovated, it features a striking 2 level addition & 26 x 16 heated garage. Defined by exceptional craftsmanship & refined finishes throughout, this award-winning home (Heritage Recognition Award 2022; magazine featured in 2020) is truly one of a kind.At the heart of the home is a chef's kitchen, complete with premium Monogram appliances, a large centre island, farmhouse sink, & separate custom pantry with elegant leaded glass. The adjoining family room is both welcoming & impressive, featuring a vaulted beamed ceiling & gas fireplace, perfect for everyday living & entertaining. This stunning home offers 3 baths & a versatile main floor office or 4th bedroom.Rich hickory hardwood flooring, coffered ceilings, crown moulding, & detailed wainscoting add character thruout, while heated tile floors in all bathrooms & mudroom, provide an elevated level of comfort.Extensive upgrades ensure peace of mind, including updated plumbing, electrical, windows, roof, soffits, and water/sewer lines. Additional highlights including dual-zone Lennox HVAC, an on demand tankless water system, reverse osmosis filtration, water softener, & hardwired security camera system. Custom blinds, new doors & trim, pot lighting complete the interior.Outdoors, a professionally landscaped backyard oasis showcases over $150K in upgrades, including irrigation, custom interlocking, heritage brick curved wall, gazebo, sauna, ambient lighting & gas line for BBQ. A 400 sq. ft. cabana/studio offers additional space w storage. Walk to Orangeville's historic downtown cafes restaurants, play championship golf at Osprey Valley Golf Course, ski Ontario's finest slopes, enjoy your daily hikes and walks through the Bruce Trails and Island Lake.This home has been meticulously reimagined for modern luxury while preserving the character that can never be recreated. More detailsListed by STRATA REAL ESTATE- ANGELA TUPPER
- ROYAL LEPAGE RCR REALTY
- 1 (519) 2150142
- Contact by Email
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3 Purple Road in Mono: Rural Mono House for sale : MLS®# X13866248
3 Purple Road Mono L9W 3R3
$1,499,900Residential Freehold- Status:
- Active
- MLS® Num:
- X13866248
- Bedrooms:
- 6
- Bathrooms:
- 5
Rarely does a property offer this much space, flexibility and opportunity in such a sought-after setting. This remarkable in-town property features TWO beautiful homes on an incredible 110' x 310' lot, just steps from Island Lake Conservation Area. The main home is bright and inviting, with a spacious open-concept living area featuring a focal brick fireplace with barn board mantle and large windows overlooking the property. The updated kitchen offers a centre island, abundant storage and modern finishes, with a walkout to the expansive back deck and yard. Beautiful luxury vinyl plank flooring flows throughout. Upstairs are three bedrooms, including a generous primary suite with two closets and a 3-piece ensuite, plus a stunning 4-piece family bath with gorgeous tilework. The finished basement adds a fourth bedroom and large recreation room, perfect for movie and game nights. The second home offers exceptional versatility, with its own entrance, laundry and attached double garage. Designed for convenient main-floor living, it features a living room with gas fireplace and wood French doors to the backyard, a well-appointed kitchen with walk-in pantry, and two main-floor bedrooms. The primary suite features three closets and a semi-ensuite with linen storage and a relaxing jet tub. Above the garage, a spacious den/family room with gas fireplace, views of both front and rear yards, and generous storage provides even more living space. 3 electrical panels, 2 sump pumps and a Generac serving most of both homes provide added peace of mind. Plus, enjoy passive income through the solar panels. The property is truly exceptional with mature trees, gardens, storage sheds and endless character creating a private oasis rarely found in town. With Island Lake's beach and walking trails just steps away, plus great schools, the hospital and all of Orangeville's amenities nearby, this is an extraordinary opportunity to enjoy 2 homes, an exceptional property & an unbeatable location. More detailsListed by EXP REALTY- ANGELA TUPPER
- ROYAL LEPAGE RCR REALTY
- 1 (519) 2150142
- Contact by Email
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28 Hillside Drive: Orangeville House for sale : MLS®# W13860450
28 Hillside Drive Orangeville L9W 1P7
$675,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13860450
- Bedrooms:
- 5
- Bathrooms:
- 3
Welcome to 28 Hillside Drive, a legal triplex in a fantastic Orangeville location, just steps from downtown shops, restaurants, public transit and everyday amenities. With three separate entrances and three separate hydro meters, this property offers flexibility for investors, multi-generational living, or an owner-occupier looking to build equity while generating rental income.The property has seen numerous recent updates, including a new roof (2026), 2 new water heaters (2026), new washer/dryer units, updated bathroom, new vinyl flooring, new electric heaters, new drywall, fresh paint, new interior doors, a new stove (2026) and more! Large windows bring plenty of natural light into the units.The property also offers front and rear parking, freshly painted stairs, and a clean, reliable tenant who is willing to stay. A great opportunity to live in one unit and have rental income help with your monthly carrying costs, or simply add a well-positioned, triplex to your investment portfolio. With downtown Orangeville right at your doorstep and many of the major updates already completed, this is an opportunity worth exploring. More detailsListed by REAL BROKER ONTARIO LTD.- ANGELA TUPPER
- ROYAL LEPAGE RCR REALTY
- 1 (519) 2150142
- Contact by Email
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343071 Fifteenth Side Road in Amaranth: Rural Amaranth House for sale : MLS®# X13860974
343071 Fifteenth Side Road Amaranth L9W 0Z5
$949,900Residential Freehold- Status:
- Active
- MLS® Num:
- X13860974
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to 343071 15th Sideroad in Amaranth - a charming 2-storey detached home offering space, comfort, and peaceful country living. This3-bedroom, 3-bathroom home is perfect for families or anyone looking to enjoy extra indoor and outdoor room. The main floor features a bright,functional kitchen designed with entertaining in mind, complete with a spacious island, pot lights, propane stove, and pantry. The layout offersplenty of room for a full dining area and is just steps from the inviting living room, creating a seamless flow that's perfect for hosting family andfriends. The spacious primary bedroom features a walk-in closet and a 4-piece semi-ensuite complete with a glass walk-in shower and doublevanity. Two additional bedrooms offer great functionality, both with ceiling fans, and one with a walk-out to a private balcony - perfect forenjoying your morning coffee or evening sunsets. The finished basement adds even more living space, featuring a cozy wood stove, convenient2-piece bathroom, and tons of storage. Whether used as a rec room, home office, or hobby space, this lower level offers flexibility to suit yourneeds. Outside, you'll find a detached 2-car garage with its own wood stove and plenty of room for vehicles, tools, or a workshop setup. Theproperty offers lots of outdoor space, ideal for entertaining, gardening, or simply enjoying the quiet surroundings. A fantastic opportunity toenjoy country living with plenty of space inside and out, just a short drive to nearby amenities. More detailsListed by REVEL REALTY INC.- ANGELA TUPPER
- ROYAL LEPAGE RCR REALTY
- 1 (519) 2150142
- Contact by Email
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300 8 Fead Street: Orangeville Condo Apartment for sale : MLS®# W13861800
300 8 Fead Street Orangeville L9W 3X4
$509,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13861800
- Bedrooms:
- 2
- Bathrooms:
- 1
A fresh start awaits at beautiful Bromount Place, one of Orangeville's most desirable condo buildings! Welcome to Suite 300 at 8 Fead Street, a move-in ready two-bedroom, one-bathroom suite offering refreshed interiors and a wonderful location just steps from downtown. Enjoy the convenience of walking to Orangeville's vibrant downtown, where local restaurants, unique shops and community events bring the town to life. Whether you're meeting friends for dinner, browsing your favourite stores or taking part in seasonal festivities, it's all close to home. Nearby parks and schools add to the appeal of this established location. Beautifully maintained, Bromount Place makes a memorable first impression with its impressive front lobby-a welcoming gathering space where residents can sit, chat and enjoy a sense of community. More than a lovely entrance, it's a place to connect with neighbours and feel at home. Inside Suite 300, new vinyl flooring throughout and fresh professional painting provide a bright, refreshed backdrop for your furnishings and personal style. A newly installed furnace and central air conditioning offer year-round comfort, with these important updates already taken care of. Simply unpack and begin enjoying your new surroundings. Two bedrooms provide comfortable space and flexibility, whether you're accommodating family, welcoming overnight guests or creating a home office. For first-time buyers, downsizers or anyone seeking the convenience of condo living, this inviting suite combines valuable recent updates with the appeal of a well-maintained building and a walkable downtown lifestyle. Fresh and ready for its next owner, Suite 300 is ready for your next chapter! More detailsListed by ROYAL LEPAGE RCR REALTY- ANGELA TUPPER
- ROYAL LEPAGE RCR REALTY
- 1 (519) 2150142
- Contact by Email
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17 First Street: Orangeville House for sale : MLS®# W13860478
17 First Street Orangeville L9W 2C6
$749,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13860478
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to 17 First Street, a charming Queen Anne-style two-storey semi-detached century home in the heart of Orangeville. This tastefully modernized residence beautifully blends historical elegance with contemporary comforts. Step inside to discover a main floor adorned with pot lights and a bright, inviting atmosphere. The main floor and second-storey windows have been replaced but retain the original stained glass arch transoms, filling the home with natural light and showcasing its heritage. The gourmet kitchen boasts quartz countertops and stainless-steel appliances, offering modern convenience while complementing the home's classic charm. Convenience is key with a full bathroom and a laundry room located on the main floor, adding to the home's functionality. Upstairs, you'll find three generous bedrooms and an additional bathroom, providing ample space for family living. The large unfinished attic presents a fantastic opportunity to expand your living space imagine a cozy loft, home office, or studio tailored to your needs. Outdoor living is equally impressive with a large private deck in the backyard, ideal for entertaining or enjoying quiet evenings. Parking is convenient with space for two cars. The property's C5 zoning provides the flexibility to use the space for much more than just a residence, opening doors to various possibilities. Location is everything, and this home delivers. You're less than a five-minute walk to the vibrant shops and restaurants on Broadway, allowing you to fully embrace the downtown lifestyle. Don't miss this amazing opportunity to own a piece of Orangeville's history while enjoying all the modern amenities you desire. **EXTRAS** This C5-zoned property offers a range of business opportunities, with the added option to convert the attic into extra living space. Imagine the potential for your business and lifestyle here it's a canvas ready for your vision! Seller will offer financing to qualified buyers. More detailsListed by RE/MAX REAL ESTATE CENTRE INC.- ANGELA TUPPER
- ROYAL LEPAGE RCR REALTY
- 1 (519) 2150142
- Contact by Email
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E 123 Broadway Avenue: Orangeville Condo Apartment for sale : MLS®# W13864858
E 123 Broadway Avenue Orangeville L9W 1K2
$379,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13864858
- Bedrooms:
- 2
- Bathrooms:
- 1
*** See Video Walkthrough *** Located in historic downtown Orangeville, this trendy two-storey, two-bedroom condo is a truly unique offering at an exceptional price point. Blending modern updates with architectural character, the home features exposed ductwork, original tall baseboards, and striking lancet windows overlooking the iconic Orangeville Clock Tower. Step inside to discover soaring ceilings and massive south-facing windows that flood the open-concept main floor and stairway with natural light, creating a bright and welcoming atmosphere. The second floor offers a spacious primary bedroom, while the second bedroom is beautifully illuminated by a skylight. Over the past five years, the unit has seen several upgrades, including windows (2024, covered by the condo corporation), bathroom renovation, washer and dryer (2026), kitchen pantry, custom under-stair storage cabinets, second-floor baseboards, ceiling fan, and fresh paint throughout. Enjoy the ultimate walkable lifestyle, just steps from restaurants, cafes, boutique shopping, Theatre Orangeville, local services, seasonal festivals, and the popular farmer's market. Additional features include an exclusive parking space in a private lot, access to a storage locker, and the added value of WATER and HEAT included in the condo fees. Homes like this on Broadway rarely come available. Book your private showing today! More detailsListed by KELLER WILLIAMS EDGE REALTY- ANGELA TUPPER
- ROYAL LEPAGE RCR REALTY
- 1 (519) 2150142
- Contact by Email
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309 310 Broadway Avenue: Orangeville Condo Apartment for sale : MLS®# W13853704
309 310 Broadway Avenue Orangeville L9W 1L3
$479,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13853704
- Bedrooms:
- 1
- Bathrooms:
- 1
Welcome to this beautiful, modern, inviting condo located on the main street in Orangeville. With all the amenities of upscale living including en suite laundry, balcony, meeting rooms, rooftop patio, storage and security systems. This condo is perfect for a couple or a single person looking to start their life. We have one bedroom complete with blinds, modern ceiling fan, closet, a great place to lay your head at night. The kitchen is newer with plenty of cupboard space, double sink, stainless steel appliances and lots of counter space. Open to the perfect spot for your kitchen table, cozy living room, hardwood flooring, white walls freshly painted, lots of light and walk right out to your balcony. Bathroom is perfect size with walk in glass shower, beautiful vanity and tile flooring. Designated parking spot outside, plenty of visitor parking in a well lit parking lot. Come check this lovely condo out and see why we love this listing. More detailsListed by ROYAL LEPAGE RCR REALTY- ANGELA TUPPER
- ROYAL LEPAGE RCR REALTY
- 1 (519) 2150142
- Contact by Email
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34 68 First Street: Orangeville House for sale : MLS®# W13855132
34 68 First Street Orangeville L9W 2E4
$599,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13855132
- Bedrooms:
- 3
- Bathrooms:
- 3
Excellent Opportunity Charming Brand New 3-Bedroom Townhome Nestled in the Heart of Orangeville! Featuring 9ft Ceilings ,Open-Concept Layout, Wood Flooring, Stainless Steel Appliances, Two Balconies, Large Windows and Stylish Finishes No Carpet Wood Flooring Throughout Balcony Off The Master Bedroom Ensuite Bath & Balcony On Main Floor With Deck. Conveniently Located Near Essential Amenities. Shops, Schools, Parks, and Groceries. This Townhouse is the Ideal Blend of Luxury and Convenience! Excellent Location & Opportunity More detailsListed by RE/MAX REALTY SERVICES INC.- ANGELA TUPPER
- ROYAL LEPAGE RCR REALTY
- 1 (519) 2150142
- Contact by Email
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72 Victor Large Way: Orangeville House for sale : MLS®# W13851868
72 Victor Large Way Orangeville L9W 0B6
$679,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13851868
- Bedrooms:
- 3
- Bathrooms:
- 3
Absolutely immaculate and truly move-in ready, this beautifully maintained 3-bedroom, 3-bathroom home showcases quality and attention to detail throughout. The renovated kitchen is complemented by hardwood and laminate flooring, spacious principal rooms, and a functional layout perfect for everyday living. The generous primary bedroom features a beautiful ensuite and walk-in closet. The finished basement with a walkout provides additional living space and endless possibilities for entertaining, a home office, or extended family living. Step outside to a tastefully landscaped backyard with no neighbours behind, backing onto scenic greenspace with a pond and walking trails for exceptional privacy. Ideally located within walking distance to Walmart, shopping, schools, a dog park, and nearby trails, with Island Lake Conservation Area just minutes away. A perfect combination of space, privacy, convenience, and turnkey living! More detailsListed by RE/MAX EXPERTS- ANGELA TUPPER
- ROYAL LEPAGE RCR REALTY
- 1 (519) 2150142
- Contact by Email
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71 Shirley Street: Orangeville House for sale : MLS®# W13849340
71 Shirley Street Orangeville L9W 2T5
$749,900Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- W13849340
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to 71 Shirley Street, a well-appointed detached home in the heart of downtown Orangeville backing onto Myr Morrow Park. Here, everyday convenience meets comfortable family living. Ideally located close to downtown shops, restaurants, parks, schools, trails and local amenities, this 3-bedroom, 3-bathroom home offers a great combination of space and location. The main floor features a large welcoming living room, dining area with French doors walking out to a deck and lovely rear yard, and a functional kitchen! A convenient 2-piece powder room completes the main level. Upstairs, the spacious primary bedroom offers a walk-in closet and updated 3-piece ensuite. The second bedroom features a wall to wall closet, while the third bedroom also enjoys its own walk-in closet. An upgraded 4-piece bathroom serves the additional bedrooms. The finished basement provides a large recreation room with plenty of space for family movie nights, games, a home gym or a comfortable second living area. Step outside to enjoy the backyard, complete with a deck, shed and above-ground pool (seasonal - removed in winter months), offering flexibility for future use of the yard. A great opportunity to enjoy the best of Orangeville living, with the shops, restaurants and amenities of downtown just moments from home. Updates: Shingles 50 yr ('14), Windows in upper floor & living room window (excluding dining and rear door)('16/17'), Main & Upper Laminate Flooring ('21), Furnace, A/C & Heat Pump ('24), Primary Ensuite & Vinyl Flooring ('25), Upper bathroom (except tub/shower)('26), Upper bathroom vinyl plank flooring ('26), Shed ('26). More detailsListed by ROYAL LEPAGE RCR REALTY- ANGELA TUPPER
- ROYAL LEPAGE RCR REALTY
- 1 (519) 2150142
- Contact by Email
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47A Town Line: Orangeville Commercial for sale : MLS®# W13849298
47A Town Line Orangeville L9W 1T8
$1,399,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- W13849298
- Total Area:
- 11,325.6 sq. ft.
Outstanding Commercial Investment Opportunity in Orangeville! This well-positioned property offers approximately 11,325 sq. ft. of combined building space and presents a unique opportunity to acquire both income-producing real estate and an established operating business. The property features a two-storey apartment building and a separate two-storey convenience store building with a three-bedroom apartment, providing multiple potential income streams from residential and commercial uses. Owned and operated by the same owner for over 30 years, the property enjoys an established presence in the community, excellent visibility and strong traffic exposure. The purchase price includes both buildings and the operating convenience store business, offering investors and owner-operators the potential to benefit from diversified income and future value-add opportunities. The buildings are being sold "as-is, where-is," without representations or warranties except as expressly provided in the Agreement of Purchase and Sale. More detailsListed by RIGHT AT HOME REALTY- ANGELA TUPPER
- ROYAL LEPAGE RCR REALTY
- 1 (519) 2150142
- Contact by Email
Data was last updated October 6, 2026 at 04:15 PM (UTC)
A
T
Angela Tupper
Royal LePage RCR Realty
Office Address:
75 First St. #14
Orangeville, ON, L9W 2E7