Rare opportunity knocks in Grand Valley! Properties of this scale, offering total rural privacy while remaining just minutes from town amenities, are incredibly hard to find. Sitting on a gorgeous, mature 1.86-acre parcel of land, this stunning property offers the ultimate blend of freedom and convenience. The existing 4-bedroom home is full of potential-whether you are looking for a solid fixer-upper project to live in and renovate over time, or prefer to utilize this premium acreage as the blank canvas to design and build a spectacular new custom estate from the ground up. Surrounded by nature, you have all the room you need to create a private backyard oasis, construct a detached workshop, or simply enjoy having your own quiet sanctuary just minutes from Grand Valley's historic downtown core, schools, and local shops. Whether you are a buyer looking to plant roots in a private country setting or an investor looking for a prime plot of land, this property is ready for its next chapter.More details
Historic Elegance Meets Modern Luxury at 9 Wellington St. Experience the perfect blend of century-old charm and high-end functionality in this grand 1926 home located on one of Orangeville's most prestigious streets. Spanning an impressive 4201 sq ft, this residence features 2 kitchens with a self-contained apartment, and a total of 6 spacious bedrooms and 5 bathrooms, providing ample space for both grand living and cozy retreats. The main home welcomes you with a charming sunroom of wood and exposed brick, leading into a formal dining room & library space centered around one of the home's three gas fireplaces. Culinary enthusiasts will appreciate the open-concept kitchen's central island and rich wood cabinetry, which flows effortlessly into a great room anchored by a striking brick fireplace that walks out to your spacious back deck. Retreat to the primary suite to find 2 double closets and a spa-like 5-piece ensuite bathed in light from a large skylight. A 2nd stairwell to this level brings you to 3 more bedrooms and a shared 3 piece bathroom while yet another bedroom or additional living space can be found in the unique top-level loft. The 3 Level Apartment on the South side of the home features its own entrance through a stunning vestibule, a main floor eat-in kitchen that walks out to the back deck, lower level family room with walk-out to the yard, a 3rd story primary suite with gorgeous 3 piece ensuite & laundry hookups, and the convenience of its own furnace, and hot water tank. The perfect space for rental income or extended family. Set on a deep 63 x 188 ft lot, the private backyard serves as a secluded oasis with mature hedges, low-maintenance gardens, and a spacious, multi-level deck for entertaining. Located just moments from the award-winning restaurants & shops of Broadway, the Island Lake Conservation Area, and within walking distance to local schools, this home offers a peaceful lifestyle with every urban convenience at your doorstep.More details
Whether you're looking to expand your investment portfolio, live in one unit while generating rental income from the other, or explore future commercial possibilities, this versatile duplex offers exceptional value in the heart of Orangeville. This solid brick semi-detached duplex features 2539 sq ft of living space with two self-contained units, each offering private entrances, separate laundry facilities, and separately metered hydro and gas for added convenience and simplified expense management. The main floor unit offers a spacious layout with 3 bedrooms, a 4-piece bathroom, an additional 2-piece bathroom, and its own in-suite laundry. Upstairs, the second unit features 2 bedrooms, a 4-piece bathroom, private laundry, and a generous loft that provides flexible additional living space. Adding to its appeal, the property zoning allows for a variety of future possibilities beyond its current residential use, offering outstanding flexibility for investors and entrepreneurs alike. Situated in Orangeville's vibrant downtown, occupants will enjoy easy access to restaurants, cafés, shopping, parks, schools, and all the amenities that make this thriving community such a desirable place to live and work. A rare opportunity to own a well-maintained income property with future development potential in one of Orangeville's most sought-after locations.More details
Welcome to 16 Brenda Boulevard - a beautifully maintained bungalow that checks every box for first-time buyers and savvy investors alike. This move-in ready home features a thoughtfully renovated kitchen, updated vanities, and an open-concept living and dining area filled with natural light and finished with new laminate flooring. Relax and unwind in the three generous upper bedrooms, while the updated 4-piece bath with jacuzzi tub adds a touch of luxury. Step through the kitchen walkout onto a stunning deck - the perfect spot for morning coffee, summer barbecues, and evening entertaining in your private fenced backyard. The lower level offers incredible bonus living space with a full-size pool table, and laundry -ideal for hosting or simply unwinding. Direct garage access, close proximity to schools, parks, and all amenities make this an easy yes. Opportunities like this don't last. *Some photos are virtually staged.More details
Opportunity Is Knocking! Prime premium corner location in the heart of Downtown Orangeville, zoned C5 and offering endless possibilities.This well-cared-for century home (circa 1910) showcases timeless character including exposed brick walls, original oversized trim, a stunning curved bannister, tray ceilings, and charming architectural details throughout. Enjoy a welcoming front porch, French doors off the kitchen leading to a deck, and a large screened-in porch-perfect for relaxing or entertaining.The property has been updated throughout, featuring new flooring, a new main-floor bathroom, and a brand-new boiler system. Major improvements over the years include an updated roof, vinyl windows on the main level, paved driveway and parking area, and updated window coverings.The upper floor/loft offers excellent rental or income potential, making this legal duplex a flexible option for residential, commercial, or mixed-use purposes. Dual driveways and entrances off both First Street and Third Street provide exceptional access and ample parking.Set in a highly walkable location, just steps to shops, restaurants, and downtown amenities, this property combines charm, flexibility, and convenience. If you're looking for a beautifully maintained century property with income potential, business flexibility, and a premier downtown setting, look no further.More details
Opportunity Is Knocking! Prime premium corner location in the heart of Downtown Orangeville, zoned C5 and offering endless possibilities.This well-cared-for century home (circa 1910) showcases timeless character including exposed brick walls, original oversized trim, a stunning curved bannister, tray ceilings, and charming architectural details throughout. Enjoy a welcoming front porch, French doors off the kitchen leading to a deck, and a large screened-in porch-perfect for relaxing or entertaining.The property has been updated throughout, featuring new flooring, a new main-floor bathroom, and a brand-new boiler system. Major improvements over the years include an updated roof, vinyl windows on the main level, paved driveway and parking area, and updated window coverings.The upper floor/loft offers excellent rental or income potential, making this legal duplex a flexible option for residential, commercial, or mixed-use purposes. Dual driveways and entrances off both First Street and Third Street provide exceptional access and ample parking.Set in a highly walkable location, just steps to shops, restaurants, and downtown amenities, this property combines charm, flexibility, and convenience. If you're looking for a beautifully maintained century property with income potential, business flexibility, and a premier downtown setting, look no further.More details
Welcome to top-floor living in the heart of Downtown Orangeville. This bright and airy condo offers 10-foot ceilings, oversized windows facing north, south, and east, and a private rooftop deck that creates a rare blend of openness and charm. The spacious open-concept design features a large kitchen island with built-in dishwasher, 2 extra-large bedrooms, in-unit air conditioning, and new carpet in the front entrance (2026). Enjoy the feel of downtown urban living with the comfort of a safe, small-town community. An ideal opportunity for first-time buyers or anyone looking for a stylish, low-maintenance lifestyle in an unbeatable location.More details
*** 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 one exclusive parking space in a private lot and access to a storage locker. Condos like this on Broadway rarely come available. Book your private showing today!More details
Welcome to the esteemed 24 Faulkner, where history lives on in pristine perfection. Built in 1908 by John C. Reid, Dufferin County's first clerk, this Edwardian gem is a rare testament to Orangeville's past, gracefully preserved & lovingly updated for modern life. The stately facade of local red brick, stone accents, symmetrical lines, broad roofline & cedar shingled gables reflect timeless architecture. Imagine the conversations held over the last century on the covered front porch, w original features including stained glass window. Inside, floor-to-ceiling elegance sets this home apart. Soaring 9ft coved ceilings feature unique patterns in each room. 12" baseboards ground the space in historical craftsmanship while adding a sense of grandeur. The family & dining rooms are divided by an original pocket door, allowing for both flow and intimacy depending on the occasion. In the dining rm, a striking, original bay window offers views of the beautifully landscaped side yard. The heart of the home, a modern kitchen with center island, intentionally designed cupboard storage & beautiful quartz counters, leads out to a covered back porch, perfect for enjoying summer suppers alfresco. Hardwood floors grace much of the home, with softwood cleverly tucked under tables & rugs, an original builder's trick to balance beauty with budget. The 2nd floor hosts four generous bedrooms, with soaring ceilings, large closets & big, beautiful windows. A classic claw-foot tub & walk-in shower complete the luxurious main bath. Ascend to the third-floor primary suite, a tranquil retreat with spa-like ensuite, soaker tub, double vanity, walk-in shower, and your dream walk in closet. The rare finished basement adds yet another living space to this 2395 sq ft home. This property neighbours only the quiet grounds of ODSS, coming alive for just a few moments at bell time. With historical records from the original $1700 build cost still intact, this home is not only a treasure, it's a legacy.More details
Beautiful Detached home Located In A Highly Desired Neighbourhood! Steps to Island Public School, Plaza and Headwaters Health care. Open Concept Main Floor Living Area W/ Hardwood Floors & Pot Lights, Stainless Appliances, Granite Counters, Pantry & Walk-Out To Backyard. Oak Staircases Throughout. Primary Bedroom W/ 4-Piece Ensuite & Walk-In Closet, 2nd Floor Laundry Room W/ Extra Shelving & Storage. Gas Fireplace In Basement. No Sidewalk-Lots of parking. Good size 1.5 garage. Garden shed for extra storage.More details
Fully Renovated Brick Bungalow!Welcome to this beautifully updated bungalow on a mature lot with great curb appeal and easy access.$$$ spent on top-to-bottom renovations including upgraded windows, roof, flooring, kitchens (2020),new two-stage high-efficiency furnace, rough-in for AC, new sewage pump, new garage door & opener,new hot water tank (2024), and brand-new appliances.Enjoy the freshly painted full house, new main bath, main floor laundry plus an additional laundry room in the basement, new basement flooring, and two separate basements with baths and kitchens offering excellent rental potential, ideal for extended families or investors. Circular driveway with ample parking adds to the convenience.Bonus feature: dedicated office space with its own private entrance, perfect for professionals or a home-based business.More details
Welcome to 9 Fairview Place-a beautifully renovated and meticulously upgraded home offering exceptional style, comfort, and income potential. Thoughtfully updated throughout, this impressive property features exterior stucco (2022), a stunning new kitchen (2019), new windows, upgraded lighting including interior and exterior pot lights, attic insulation, a regraded backyard with an upgraded patio and new shed, a new front door (2025) with a 25-year warranty, upgraded lighting including interior and exterior pot lights, new eavestroughs with leaf guards and a newer refrigerator with an extended warranty until 2030.The spacious lower level offers an incredible two-bedroom basement apartment with a separate entrance, full kitchen, laundry room, and permits applied for-making it ideal for extended family or future rental income. Additional highlights include two gas fireplaces, a newer furnace with an integrated smoke detector system, and central air conditioning. Situated on a quiet cul-de-sac, this home features a private, fully fenced backyard that's perfect for entertaining, family gatherings, or simply relaxing. Every renovation has been completed with exceptional attention to detail. The beautifully appointed kitchen showcases stainless steel appliances, including a gas stove and built-in microwave/range hood, and is conveniently plumbed and vented for a second laundry area. deally located within walking distance of schools and parks, and just minutes from shopping and everyday amenities, this outstanding home truly checks every box. This home is bigger than it looks! Move-in ready and sure to impress-this is one you won't want to miss!More details
Data was last updated July 24, 2026 at 02:15 PM (UTC)
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