Orangeville Real Estate | Orangeville 5 Bedroom Properties for Sale

Welcome to this spacious all-brick family home offering incredible versatility for today's lifestyle-whether you're looking to move right in or take advantage of its excellent income potential. Ideally situated in a sought-after, family-friendly neighbourhood in Orangeville, this property features 4+1 bedrooms, 3+1 bathrooms, two kitchens, and two laundry areas, providing multiple ways to make homeownership work for you. A charming covered front porch welcomes you into a bright center hall layout, with formal living and dining rooms plus a separate family room-perfect for both everyday living and entertaining. The eat-in kitchen with breakfast nook walks out to a large deck overlooking a private, oversized backyard with no neighbours behind, offering a peaceful setting to relax or host gatherings. A convenient main floor laundry room and powder room complete the level. Upstairs, you'll find four generously sized, sun-filled bedrooms, including a spacious primary retreat with walk-in closet and 4-piece ensuite. The fully finished walk-out basement adds even more value, featuring a self-contained 1-bedroom suite with separate entrance and laundry-ideal for extended family, rental income, or additional living space. Additional highlights include a concrete driveway and double garage, with ample parking for family and guests. Commuters will appreciate the easy access to major routes-just 25 minutes to Brampton and 30 minutes to Highway 400. Don't miss this opportunity to own a home that truly offers space, flexibility, and a fantastic location.

234 Howard Crescent, Orangeville

$888,000

5 Beds ⋅ 2 Baths ⋅ W13746012 MLS

Duplex. Great opportunity to live and rent or invest in this well located downtown property. Rare & exceptionally versatile opportunity in the heart of Orangeville. This 2-Storey adapt to a variety of lifestyle & investment goals, offering outstanding flexibility for multi-generational living, owner-occupied income potential, or use as a fully self-contained 2-unit property with separate entrance for each suite. Boasting 5 bedrooms & 2 bathrooms, the home is ideal for families seeking space & privacy as well as investors looking for strong long-term value. Superior updates includes energy-efficient heat pump installation creating a comfortable, quiet environment with reduced utility costs. The main living area offers impressive flexibility with 3 well placed bedrooms. The upper level is designed for comfort and independence, with generously sized open concept living, dining and kitchen area. Kitchen has the sliding door to the fire escape stairway with small den with enough space for small table and chairs. Situated on an expansive lot with parking for up to 8 vehicles and a detached storage shed, this exceptional property is just steps to restaurants and amenities in beautiful old downtown of Orangeville. Some photos virtually staged.

36 William Street, Orangeville

$1,129,900

5 Beds ⋅ 4 Baths ⋅ W13739178 MLS

Welcome to 77 McMaster Rd, a beautifully maintained detached 2 storey home offering exceptional curb appeal with a rare triple-car garage and spacious driveway. The bright, open concept main floor features hardwood flooring, a stunning great room with soaring cathedral ceilings and gas fireplace, formal living and dining areas and a gourmet eat-in kitchen complete with granite countertops, centre island, pantry, tumble stone backsplash and walkout to backyard. Upper level boasts a versatile loft overlooking the great room, spacious primary retreat with walk-in closet and 4 pc ensuite, plus 3 additional generously sized bedrooms. The finished basement provides valuable extra living space with a large family/rec room and exercise area. Enjoy outdoor entertaining in the private backyard featuring a stone patio. Close to schools, parks, hospital, HWY, and all the essential amenities. A perfect family home offering space, comfort and style.

77 McMaster Road, Orangeville

$849,999

5 Beds ⋅ 3 Baths ⋅ W13626820 MLS

*LEGAL BASEMENT*Welcome to 19 Cardwell Street a beautifully maintained bungalow nestled in one of Orangeville's most family-friendly neighbourhood.Step inside to a bright, open-concept living and dining area filled with natural light, offering a warm and functional space for everyday living and effortless entertaining. The well-appointed kitchen walks out directly to a mature, private backyard a peaceful retreat perfect for summer barbecues, gardening, or unwinding after a long day.The main floor features three spacious bedrooms with plenty of closet space, while the legal finished basement adds two additional bedrooms and significantly expands the home's living potential. Whether you're looking for extra space for a growing family, multi-generational living, or added income potential, this setup offers incredible flexibility. With three bathrooms throughout the home, comfort and convenience are built in for the whole household. Outside, the location is hard to beat. You're steps from Every Kids Park, situated on a school bus route, and just minutes from the Highway bypass, making daily commuting simple and convenient. Shopping, dining, schools, parks, and all of Orangeville's downtown charm are close at hand.Whether you're a first-time buyer, a growing family, or a savvy investor, 19 Cardwell Street delivers outstanding value with the added benefit of a legal basement in a location that truly has it all.Don't miss this one book your private showing today.

19 Cardwell Street, Orangeville

$785,000

5 Beds ⋅ 4 Baths ⋅ W13624212 MLS

Rarely offered and truly one of a kind! This spacious end-unit freehold townhome offers 4 bedrooms above grade and a legal 1-bedroom basement apartment with a separate entrance and private laundry - a rare opportunity in today's market.Thoughtfully designed for modern family living, the bright open-concept main floor features 9ft ceilings, hardwood flooring, and a spacious upgraded kitchen with granite counter-tops, extended cabinetry, stainless steel appliances, and a gas stove. Upstairs, the large primary retreat boasts a coffered ceiling, walk-in closet, and luxurious 5-piece ensuite, while the convenient second-floor laundry adds everyday functionality. The fully self-contained legal basement apartment offers exceptional flexibility for rental income, multigenerational living, or guests.Outside, enjoy a long private driveway with no sidewalk, a fenced backyard with a deck, and an unbeatable location in a highly sought-after family-friendly community. Walk to parks, trails, and schools, with downtown restaurants, shopping, everyday amenities, and commuter routes just minutes away.A rare opportunity to own a home that offers the space your family needs today and the flexibility to grow with you tomorrow.

172 Parkinson Crescent Unit 6, Orangeville

$925,000

5 Beds ⋅ 3 Baths ⋅ W13597062 MLS

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.

48 First Street, Orangeville

$1,499,900

5 Beds ⋅ 3 Baths ⋅ W13583264 MLS

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.

24 Faulkner Street, Orangeville

$999,000

5 Beds ⋅ 4 Baths ⋅ W13580804 MLS

Beautiful Home Is Located On Quiet Street, Close To Parks & Amenities. Great for Commuters! Meticulously Maintained & Professionally Landscaped Front & Back W/ Mega Curb Appeal. Main Floor Offers Large Family & Dining Rooms, A Gorgeous White Kitchen W/ Gleaming Quartz Counters & Backsplash Plus New Stainless Steel Appliances, Perfect For Entertaining. Upper Level Features 3 Spacious Bedrooms, Large Master W/ En-Suite And Brand Engineered Hardwood Throughout. Downstairs Guests Can Live Easy In The Soundproof Basement Bedroom With Washroom. New Energy Saving Windows All Around The House.

124 Jordan Drive, Orangeville

$949,000

5 Beds ⋅ 3 Baths ⋅ W13570616 MLS

Exceptional Investment Opportunity in the Heart of Orangeville! Welcome to 5 Fourth Avenue, a well-maintained triplex offering an excellent opportunity for investors or those looking to expand their real estate portfolio. Ideally located just off First Street, this property is within walking distance to downtown Orangeville's shops, restaurants, parks, schools, and everyday amenities, making it a highly desirable location for tenants. The building features three self-contained units, including two spacious main floor 2-bedroom apartments and one upper-level 1-bedroom apartment. Each unit offers a functional layout complete with a 4-piece bathroom. Both main floor units include the convenience of in-suite laundry. Each unit has its own separate hydro meter, simplifying utility management. Whether you're looking to generate strong rental income, add to your investment portfolio, or live in one unit while renting the others, this versatile property offers incredible potential in one of Orangeville's most convenient locations. Don't miss your chance to own a solid income-producing property in a thriving community.

5 Fourth Avenue, Orangeville

$879,000

5 Beds ⋅ 3 Baths ⋅ W13538418 MLS

Welcome to this beautifully renovated and exceptionally versatile home in one of Orangeville's most desirable neighbourhoods, just a short walk to vibrant downtown shops, restaurants, cafés, festivals, parks, schools, and everyday amenities. Situated on a rare 66 x 165 ft private lot, this move-in-ready property offers the perfect blend of charm, functionality, and endless possibilities.The main home has been extensively updated with new flooring, a stunning modern kitchen featuring granite countertops and custom built-in shelving, bright open-concept living and dining areas, spacious bedrooms, updated bathrooms, and quality finishes throughout. Whether you're upsizing, downsizing, or looking for multi-generational living, this home is designed to adapt to your lifestyle.A standout feature is the self-contained legal studio apartment, complete with soaring ceilings, skylights, a full kitchen, full bathroom, and laundry rough-in. Ideal as an Airbnb, income-generating rental, private guest suite, home office, or independent living space for extended family or teenagers.The lower level adds even more flexibility with additional 2 bedrooms and 1 bath, making this home ideal for large or growing families.Step outside and enjoy your own private backyard oasis featuring mature trees, new concrete patio, and plenty of room to entertain, relax, or let the kids play. The new interlock on driveway adds outstanding curb appeal, while the oversized drive-through double garage and parking for up to six vehicles provide convenience that's hard to find.Beautifully updated, incredibly functional, and located in one of Orangeville's most walkable communities, this is far more than just a home-it's a unique opportunity offering flexibility, income potential, and a lifestyle you'll love for years to come.

74 John Street, Orangeville

$999,333

5 Beds ⋅ 3 Baths ⋅ W13469324 MLS

UBID HOME FOR SALE. HOMEOWNER RELOCATING ($999,333) TOP 5 REASONS YOU WILL LOVE THIS HOME! 1. Rare bungaloft design offering 3+1 bedrooms, 3 bathrooms, and an ideal layout that provides privacy, functionality, and plenty of space for the entire family. 2. Situated on a premium-pie shaped lot, this property features a beautifully landscaped backyard complete with an in-ground pool, hot tub, expansive deck, and plenty of room for entertaining family and friends. 3. The bright open-concept main level showcases a spacious eat-in kitchen with granite countertops, stainless steel appliances, walk-in pantry, and walkout access to backyard. 4. The fully finished walkout basement adds incredible versatility with a large family room, gas fireplace, additional bedroom, office space, and direct access to the backyard. Perfect for growing families, guests, or working from home. 5. Located in one of Orangeville's most sought-after neighbourhoods, you'll enjoy convenient access to parks, schools, recreation facilities, shopping, public transit, and all the amenities today' families are looking for. This exceptional home combines space, comfort, and lifestyle on a premium lot, creating a rare opportunity to own a move-in ready family home in the heart of Orangeville.

29 Cameron Court, Orangeville

$775,000

5 Beds ⋅ 3 Baths ⋅ W13424106 MLS

Stunning 5-Bedroom Upgraded Detached Home! This elegant and modern 5-bedroom detached home offers an inviting and open concept layout on the main floor, perfect for families and entertaining. With meticulous upgrades throughout, this property is a true gem in a desirable location. Upgraded kitchen with beautiful quartz countertops, sleek modern under mount sink with mosaic backsplash. This how shows the true pride of homeownership!

122 Parkview Drive, Orangeville

$1,179,999

5 Beds ⋅ 4 Baths ⋅ W13153844 MLS

Stunning 2015 Summit model with high-end craftsmanship and thoughtful design throughout. Enter through double doors into a grand foyer with ceramic tile, coat room and a dramatic wrought iron staircase. The open main level offers luxurious living - gleaming hardwood floors, formal dining room, separate living room with gas fireplace, and an elegant chef's kitchen with quartz countertops, center island, high-end stainless appliances, ceramic flooring, custom lighting and a bright breakfast area. Large oversized windows flood the home with brilliant natural light. Primary suite is a true retreat with rich hardwood floors, an extra-large window provides an abundance of natural light and a luxurious 5-piece ensuite with soaker tub & glass shower. Additional bedrooms feature hardwood floors, generous closets and abundant light. Three full bathrooms provide convenience for family and guests. Outdoor living is exceptional: fully fenced yard, no rear neighbors, and striking double decker timbered deck - perfect for entertaining and serene privacy. Beautifully finished walkout lower level adds flexible living space for relaxation or recreation. Key Features- Built 2015 by reputable builder; upgraded finishes throughout- Luxurious main-level living: hardwood & ceramic floors, formal dining, separate living room- Chef's kitchen: quartz counters, center island, high-end S/S appliances, custom lighting- Breakfast area with W/O access to a Large Sunlit Deck- Primary bedroom with large 5-pc ensuite- 3 full bathrooms- Fully finished walk-out basement- Fully fenced backyard, double-decker timbered deck, no rear neighbors- Grand foyer with ceramic tile and wrought-iron staircase This Summit model delivers "WOW" finishes at every turn - move-in ready and built for elegant everyday living.

21 Paula Court, Orangeville

$664,999

5 Beds ⋅ 2 Baths ⋅ W13148394 MLS

Welcome to 33 Fourth Avenue, a spacious 1,732 sq. ft. home set in a highly convenient location just steps from shopping, dining, and everyday amenities in Orangeville. This well maintained four bedroom home offers generous living space for the whole family, with thoughtful updates throughout. The carpet free main level features a bright, open concept living and dining area, complemented by an upgraded kitchen with stainless steel appliances, granite countertops, a stylish backsplash, and pot lighting. An additional oversized room on this level provides flexibility for a home office, playroom, or family room. A walkout leads to the backyard deck, and a convenient two piece powder room completes the main floor. Upstairs, you'll find four comfortable, great sized bedrooms, including a primary bedroom with a semi ensuite for added convenience. The fully finished basement adds even more versatility, currently set up as a fifth bedroom but equally suited as a spacious recreation area for relaxing or entertaining. Outside, the large driveway offers ample parking, while the fully fenced backyard provides a private outdoor space perfect for enjoying warmer months. This is a great opportunity to own a move in ready home in an extremely convenient location. Additional updates include: Water Softener (2022) Hot Water Tank (2024) Back Fence (2024) Front Deck & Fence (2024) Kitchen Granite Countertops (2020) Roof (2015)

33 Fourth Avenue, Orangeville

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