Discover this one-of-a-kind property in a prime location just steps from downtown's vibrant core of restaurants, pubs, shopping, and theatre. Situated on a beautifully landscaped double lot with two addresses...61 John Street and 38 Margaret Street...this exceptional home features spectacular perennial gardens, multiple patios, and an elevated deck perfect for outdoor entertaining. The main residence has been thoughtfully renovated and expanded, showcasing a dream kitchen with abundant cabinetry, pull-out drawers, and a breakfast bar overlooking a spacious dining area with walk-out to the deck. The open-concept layout seamlessly connects the kitchen, dining, and living areas for an airy, modern great room feel. A walk-in pantry closet plumbed for a washer adds convenience and style with a custom barn door accent. The main floor primary suite is a true retreat, featuring a walk-through closet with built-in organizers and a luxurious 5-piece ensuite bath complete with dual sinks, an elegant soaker tub, and spa-like shower with body jets and sprays. Upstairs offers two additional bedrooms, a 2-piece bathroom, and excellent storage with hall and linen closets. The finished lower level offers fantastic versatility: a cozy family room, a potential fourth bedroom (currently used as storage), and a large space that could easily convert into a second kitchen for an in-law or rental suite. A full 3-piece bath with walk-in shower rounds out the lower level. One of the property's most unique features is the separate private office/studio space with its own entrance, reception area, large work area, and bright windows ideal for professionals, creatives, or home-based business owners. Oversized garage has insulted walls, rewired with pony panel added in 2018 and new shingles 2025. A rare opportunity to own a truly flexible and functional urban property. Perfect for multi-generational living, income potential, or working from home in style.More details
Spectacular Well Maintained 4 Bed 3 Bath in Great Neighbourhood. Approx. 2500 Sq Ft of Living Space. Covered Front Porch Entry into Bright Foyer with 2Pc Powder Rm & Closet. Open Concept Main Floor Great Room w/ 9' Ceilings. Modern Kitchen with Walk In Pantry, Plenty of Cupboard Space & SS Appliances. Open to Dining w/ Picture Window. Stunning Living Rm with Vaulted Ceiling Pot Lightings, Gas Fireplace & Walk Out to Deck w/ Stairs to Fenced Yard. Hallway with Access to Garage & Separate Laundry Rm with Window & Built In Sink & Shelving. Spacious Main Flr Primary Bedroom with 2 Windows, Walk in Closet & 3pc Ensuite Bath. 2nd Flr w/ Lg 4pc Bathroom & 3 Good Size Bedrooms, One with Walk in Closet. Finished Basement with Lg Above Grade Windows, Lots of Natural Light. Garden Door Walk Out to Lower Level Patio w/Interlock Stone and Landscaped Yard w/ Garden Shed. Wooden Privacy Side Entry Gates from Either Side. Walking Distance to Fendley Park with Kids Playground, Splash Pad & Sports Field. Minutes to Schools, Shopping, Dining & Recreation Centre. Easy Access to the Bypass For Commuters. Great Family Home, A Must See!More details
Welcome to 144 Gooseberry Street, a well-maintained 3-level backsplit nestled in peaceful Montgomery Village of Orangeville fronting onto greenspace. This inviting 2-bedroom plus den home features a 1.5-car garage with kitchen access, a private driveway (repaved in 2022) with space for 2 vehicles, and a patterned concrete walkway with updated front steps leading to a charming front patio perfect for relaxing outdoors. The foyer welcomes you with ceramic flooring and a double closet, flowing into the open-concept eat-in kitchen with ample cabinetry, breakfast bar, microwave nook, double sink, and stainless steel appliances. A sliding door provides easy access to the backyard. Vaulted ceilings enhance the kitchen's eat-in space and adjoining dining room, which offers bright windows and laminate flooring, overlooking the spacious lower-level living room. The living area features large windows, a corner gas fireplace, laminate flooring, and a 3-piece bathroom with a walk-in shower. The upper level hosts a generous primary bedroom with a walk-in closet and access to a 4-piece semi-ensuite bath featuring a corner soaker tub and a 2019-updated walk-in shower. The second bedroom includes a double closet. The partially finished basement adds a flexible office area, laundry space with washer, dryer, and laundry sink, plus storage and utility access. The fully fenced backyard is ideal for entertaining with a deck, patterned concrete patio, and a garden shed featuring a built-in bar. Additional features include: Nest thermostat, rough-in central vac, and garage door opener.More details
Bright & Spacious Main Floor Condo in the Heart of Orangeville! This beautifully laid out 2-bedroom condo offers the perfect blend of comfort and convenience. Featuring an open concept design with soaring 9 ft ceilings, the space feels even larger than it is. It is flooded with natural light thanks to its sunny south-facing exposure. Step out from the living area onto your private terrace; perfect for morning coffee or summer evenings, with a clear view of your own parking spot just steps away. The efficient kitchen boasts modern appliances, a handy pantry, and flows effortlessly into the living and dining space, making entertaining a breeze. The spacious primary bedroom includes a massive walk-in closet and direct access to a well-appointed semi-ensuite bath. You'll also appreciate the convenience of in-suite laundry. Located within easy walking distance of downtown Orangeville's shops, restaurants, and farmers market. This is carefree condo living at its best!More details
Located on Broadway, Orangeville's oldest and most iconic main road, this unique 3-bedroom, 3-bathroom home is ready for a new family. Set among mature trees in a high-traffic, high-visibility area, this property blends historic appeal with everyday functionality. Step inside to find a 1940's designed character kitchen, original hardwood floors, and a cozy fireplace. Ample windows fill the home with natural light, while the older-style layout offers multiple separate rooms perfect for families, home offices, or creative spaces. Enjoy peaceful mornings on the covered front porch, or take advantage of the large driveway with plenty of parking for guests. With generous storage throughout and a layout full of versatility, this home is in one of Orangevilles most desirable locations.Whether you're looking for a family home, a unique live/work opportunity, or a property with classic curb appeal, this Broadway address delivers.More details
This lovely townhouse offers the perfect blend of comfort, convenience and location. With 3 spacious Bedrooms and 2 well-appointed updated bathrooms. The main floor Living room flows seamlessly into the kitchen, boasting ample cabinetry making meal prep a breeze, just off the kitchen you will find patio sliding doors that lead you to your private fenced backyard backing onto no rear neighbours! The large Primary Bedroom features a walk in closet with plenty of space, the basement offers a finished Recreation room for extra space for the whole family to enjoy. This is one home you don't want to miss!More details
3 Bed 3 Bath Detached on a Large 54.28Ft by 121.02Ft Lot. All-Brick 2 Storey Well-Maintained 2 car Garage W/ Sought After Area Close To Shops, Amenities And Dog Park! Perfect for Families with kids and For Those Looking For Multi-Generational Living! . Mature Trees Offer Privacy, Fenced Yard is a delight While You BBQ Or Relax On The Deck (2 Double Wide Driveway). Well sized backyard, Cozy Inviting large Patio with Pergola. Bright Kitchen W/ Walk-Out from Living room , lots of natural light. Lower Level Recreational Room with Walk out to backyard With Oversized Above Grade Windows ,To Let The Light Shine In. A Good Sized Primary Bedroom with his and hers Closet, 2 other bedrooms are Specious With Ample Closets in every bedroom and Storage ! Kitchenette in the basement ! Walking Distance To Island Lake. Close To Hwy 10 For Commuting. Move in and enjoy!More details
12 Bythia. A home to fall for, where Victorian character meets modern comfort in a home that exudes the warm, lived-in charm of a Nancy Meyers classic. Recently renovated and upgraded, this home gracefully balances its timeless appeal and charm with the conveniences of today. The beautiful front entryway, complete with a closet and bespoke details, leads you to interconnected living spaces featuring elegant crown moulding and built-in storage. The kitchen is a beautifully updated space that feels both stylish and functional, anchored by a spacious island and equipped with sleek cabinetry, stainless steel appliances, and gas stove. It's a kitchen designed for gathering and creativity. With three bedrooms and three bathrooms, the home provides ample space and privacy. The main floor includes a convenient laundry/powder room and a bonus cozy family room with a wood stove and walkout to the backyard. Upstairs, the sleeping quarters offer a luxurious and quiet retreat. The primary suite is a true sanctuary, featuring a polished 5-piece ensuite bathroom, with a lovely clawfoot soaker tub and spa-worthy shower. Two additional peaceful bedrooms and a gorgeous fully updated 3-piece bathroom ensure comfort for family and guests alike. Throughout the second floor, you'll find custom bedroom closets and additional storage that have been thoughtfully added. Outside, the backyard is an intimate retreat designed for both entertaining and quiet morning coffee. Lush gardens, mature trees, and a spacious patio create an oasis where moments are meant to be savoured. The grounds also feature a charming garden shed and a small workshop, offering the perfect spaces for creative pursuits. This is a home rich with history, updated for today's lifestyle, and ready for its next beautiful chapter.More details
Tucked away within the quiet cul-de-sac of Credit Springs Estates, this Berkshire-built residence offers refined living on a mature lot backing onto conservation with a sun-drenched south-facing backyard. Inside the home, elevated design offers a vaulted main-floor office creating the perfect work-from-home retreat. At the same time, the living room, centred around a gas fireplace, flows seamlessly into the formal dining room overlooking the grounds. The beautifully updated eat-in kitchen is both stylish and functional, with a large island, stainless steel appliances, and a walkout to the raised deck accented with sleek glass railings before opening to the family room. Upstairs, the spacious primary suite overlooking the backyard is bathed in natural light and features a walk-in closet and a spectacularly updated five-piece ensuite with a freestanding tub, glass shower and double vanity. The second bedroom enjoys its own four-piece ensuite and walk-in closet, while bedrooms three and four share a convenient Jack & Jill bath with double vanity and shower. A large unspoiled walkout basement invites endless possibilities for additional living space, while the main floor is finished with a mud/laundry room with garage access, ensuring everyday convenience. Just minutes to shopping, restaurants, and schools in Orangevilles west end, with a playground right on the street. All this, less than an hour from Toronto.More details
A Lovely 3 + 1 Bungalow For Your Family Or Extended Family Which Has Appeal For Investors Too! Having A Separate Entrance, Large Back Yard, 2 Decks & Within Walking Distance To The Downtown Restaurants, Shops & Theatre Adds To The Allure Of This Home. It's Freshly Painted With A Tasteful, Newly Renovated Main Floor 4Pc Bath. There's Engineered Hardwood & Tile Flooring On The Main Level. The Open Concept Breakfast Area W Walk-Out Allows You To Enjoy Your Morning Coffee On Your Glass Paneled Deck Overlooking A Large Fenced Backyard. An Updated Kitchen Is Open To the Dining Room. A Large Picture Window Compliments The Living Room Offering Natural Light. There's A Spacious Primary Bedroom With Double Closet & The Garage Was Converted To Provide Another Bedroom, Home Office Or Music Room. There Is Access To The Shared Laundry Downstairs. A Light-Filled In-law Suite With A Separate Walk-Up Entrance & Above Grade Windows Overlook It's Own Deck & A Large Backyard. An Attractive Cement Walk-way Leads From The Lower Level To The Driveway. This Home Offers Both Curb Appeal & Charm!More details
Welcome to 33 Quarry drive, This beautiful semi-detached home is uniquely designed to offer great options for home ownership or an investment property. The layout works for several options: Single family with adult children or extended family, live upstairs and rent the lower level for additional income; or add this to your investment portfolio. The home offers approx. 1500 Sq. Ft. living space + three (3) comfortable bedrooms and two (2) full bathrooms. The lower level includes a secondary kitchen, providing flexible living options for extended family or guests. The upper level features a bright & open living space with a large window, a primary bedrooms with ensuite 4 piece washroom that recently renovated, new hardwood flooring upstairs and a newly installed rear door and rear window; a newly installed oversized window in the living room with a city permit, and a common foyer between upper and lower levels, newly installed 42 inch front entry door, lower level has a two bedroom separate unit with its own kitchen, a 4 piece washroom and big -size living room, the lower floor has newly installed vinyl flooring, hot water tank owned, installed in 2022, heating is forced air, electrical heaters on the walls are disconnected, dedicated laundry room behind the garage additional highlights include a single-car garage and a prime south Orangeville location, just minutes to hwy 10 & Hwy 9, Headwaters Health Care Centre, Shops, Restaurants, Parks, and top-rated schools. Young, family-friendly neighborhood.More details
Welcome to 9 Second Avenue, a semi-detached triplex located in the heart of downtown Orangeville. This property presents an excellent opportunity for both homeowners and investors, offering a blend of comfortable living and steady rental income.The home is designed as a triplex with three self-contained one-bedroom units, each with its own four-piece bathroom. Every unit provides functional and practical living space, making the property attractive to tenants and ideal for an owner looking to live in one unit while renting out the others. This setup allows homeowners to offset mortgage payments while also benefiting from existing rental income.The location adds to the appeal, with shopping, dining, and entertainment just steps away. Residents can enjoy the convenience of downtown living while still having the comfort of a residential neighbourhood. Parking is also well accommodated, with space for six vehicles two designated spots per unit providing peace of mind for both residents and guests.Whether you are expanding your investment portfolio or searching for a home that supports your financial goals, 9 Second Avenue offers both livability and profitability. This is a rare chance to secure a versatile property in one of Orangeville's most sought-after downtown locations.More details
Data was last updated January 7, 2026 at 08:15 PM (UTC)
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