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With HST savings and the new home purchase tax rebate applied, this pre-construction opportunity is more compelling than ever - and paired with the ability to personalize your finishes from the ground up, it's value that's hard to match. Designed with modern living in mind, this home features 3 bedrooms, 3 bathrooms, a finished basement, and an open-concept layout ideal for families, professionals, or downsizers. The spacious kitchen includes quartz countertops, soft-close cabinetry, a large island, and a pantry or coffee bar for exceptional everyday functionality and storage. Pot lights throughout the main floor and basement, 9' ceilings on the main level, luxury vinyl plank flooring, and quality finishes throughout elevate the overall feel of the home. The finished basement provides valuable additional living space, perfect for a family room, home office, gym, or guest area. Enjoy the comfort and efficiency that comes with new construction, including high-efficiency natural gas heating, an HRV system, modern insulation standards, low-E argon windows, and Tarion warranty coverage for added peace of mind. One of the greatest advantages of purchasing pre-construction is the ability to select your own finishes from the builder's curated design packages, allowing you to move into a home that reflects your personal taste without the need for costly renovations after closing. An exciting new opportunity by Sheldon Creek Homes, a trusted local builder known throughout Dufferin County for quality craftsmanship and thoughtfully designed homes, this semi-detached home is anticipated for occupancy in April 2027.

3 Beds ⋅ 3 Baths ⋅ W13667498 MLS

With HST savings and the new home purchase tax rebate applied, this pre-construction opportunity is more compelling than ever - and paired with the ability to personalize your finishes from the ground up, it's value that's hard to match. Designed with modern living in mind, this home features 3 bedrooms, 3 bathrooms, a finished basement, and an open-concept layout ideal for families, professionals, or downsizers. The spacious kitchen includes quartz countertops, soft-close cabinetry, a large island, and a pantry or coffee bar for exceptional everyday functionality and storage. Pot lights throughout the main floor and basement, 9' ceilings on the main level, luxury vinyl plank flooring, and quality finishes throughout elevate the overall feel of the home. The finished basement provides valuable additional living space, perfect for a family room, home office, gym, or guest area. Enjoy the comfort and efficiency that comes with new construction, including high-efficiency natural gas heating, an HRV system, modern insulation standards, low-E argon windows, and Tarion warranty coverage for added peace of mind. One of the greatest advantages of purchasing pre-construction is the ability to select your own finishes from the builder's curated design packages, allowing you to move into a home that reflects your personal taste without the need for costly renovations after closing. An exciting new opportunity by Sheldon Creek Homes, a trusted local builder known throughout Dufferin County for quality craftsmanship and thoughtfully designed homes, this semi-detached home is anticipated for occupancy in April 2027.

103 Bythia Street, Orangeville

$798,000

Step into a piece of Orangeville's history with this beautifully preserved 1876 century home, situated on an impressive 1/3 acre lot with the rare benefit of a 4 car detached workshop. This one-of-a-kind property offers exceptional outdoor space, a fully fenced backyard, mature landscaping, a wraparound covered porch, patio, firepit, vegetable garden, and room to enjoy every season. Inside, the home is rich with original architectural details, including hardwood plank floors, 10-foot ceilings, stunning stained glass, original staircase, heavy hardwood doors, 12-inch baseboards, crown mouldings, ceiling medallions, and beautiful millwork throughout. The bright main floor features a welcoming foyer, spacious family room, versatile third bedroom or home office, convenient main floor laundry, and a charming country kitchen with butcher block countertops that walks out to the private backyard. Upstairs, you'll find two generous bedrooms and a beautifully updated Victorian-inspired bathroom featuring an enclosed clawfoot tub and separate shower. The stone coated metal roofing offers lifetime peace of mind. A truly rare highlight is the detached 1000 sq ft insulated garage/shop with 100-amp service, 220V power, lifetime roof, polished concrete floors, woodstove, and space for up to four vehicles. Combined with the fully paved driveway, this property offers parking for an incredible 16 vehicles - an unmatched feature in town, perfect for hobbyists, collectors, home businesses, or anyone needing exceptional storage and workspace. Awarded the Town of Orangeville Heritage Awareness Plaque while not being heritage designated, this remarkable home offers all the charm of a century property without any restrictions. Located just steps to Orangeville's favourite parks, schools, downtown amenities, and the GO Bus, this is a rare opportunity to own one of Orangeville's most distinctive homes.

3 Beds ⋅ 2 Baths ⋅ W13537296 MLS

Step into a piece of Orangeville's history with this beautifully preserved 1876 century home, situated on an impressive 1/3 acre lot with the rare benefit of a 4 car detached workshop. This one-of-a-kind property offers exceptional outdoor space, a fully fenced backyard, mature landscaping, a wraparound covered porch, patio, firepit, vegetable garden, and room to enjoy every season. Inside, the home is rich with original architectural details, including hardwood plank floors, 10-foot ceilings, stunning stained glass, original staircase, heavy hardwood doors, 12-inch baseboards, crown mouldings, ceiling medallions, and beautiful millwork throughout. The bright main floor features a welcoming foyer, spacious family room, versatile third bedroom or home office, convenient main floor laundry, and a charming country kitchen with butcher block countertops that walks out to the private backyard. Upstairs, you'll find two generous bedrooms and a beautifully updated Victorian-inspired bathroom featuring an enclosed clawfoot tub and separate shower. The stone coated metal roofing offers lifetime peace of mind. A truly rare highlight is the detached 1000 sq ft insulated garage/shop with 100-amp service, 220V power, lifetime roof, polished concrete floors, woodstove, and space for up to four vehicles. Combined with the fully paved driveway, this property offers parking for an incredible 16 vehicles - an unmatched feature in town, perfect for hobbyists, collectors, home businesses, or anyone needing exceptional storage and workspace. Awarded the Town of Orangeville Heritage Awareness Plaque while not being heritage designated, this remarkable home offers all the charm of a century property without any restrictions. Located just steps to Orangeville's favourite parks, schools, downtown amenities, and the GO Bus, this is a rare opportunity to own one of Orangeville's most distinctive homes.

39 Townline N/A, Orangeville

$795,000

Welcome to 308 Fern - An updated detached home in Orangeville's desirable west end, close to parks, shopping, restaurants and the Alder Recreation Centre. Bright, stylish and thoughtfully improved, this home reflects meaningful investment in both renovations and mechanical updates. The renovated kitchen is the heart of the home and made for entertaining, featuring expansive windows, a huge island with a stone counters, sleek design, abundant cabinetry, a large walk-in pantry and a sunny eating area that flows naturally into the main-level living room. Upstairs offers three well-sized bedrooms, including a spacious primary with a walk-in closet and feature wall, plus an updated 4-piece bathroom. With a bathroom on every level, the large finished lower level adds serious versatility-ideal for a 2nd living room, home office, workout area, hobby space or guest retreat. Hard-surface flooring throughout, a covered front porch and a heat pump/air conditioner add everyday comfort and efficiency. Outside, enjoy a large private fenced yard, complemented by a newer detached 2 car garage. Rear-lane access and a rear overhead garage door provide easy access to the backyard and flexibility for extra parking or a trailer. A move-in-ready west-end home with the updates, space and functionality buyers are looking for.

3 Beds ⋅ 3 Baths ⋅ W13835398 MLS

Welcome to 308 Fern - An updated detached home in Orangeville's desirable west end, close to parks, shopping, restaurants and the Alder Recreation Centre. Bright, stylish and thoughtfully improved, this home reflects meaningful investment in both renovations and mechanical updates. The renovated kitchen is the heart of the home and made for entertaining, featuring expansive windows, a huge island with a stone counters, sleek design, abundant cabinetry, a large walk-in pantry and a sunny eating area that flows naturally into the main-level living room. Upstairs offers three well-sized bedrooms, including a spacious primary with a walk-in closet and feature wall, plus an updated 4-piece bathroom. With a bathroom on every level, the large finished lower level adds serious versatility-ideal for a 2nd living room, home office, workout area, hobby space or guest retreat. Hard-surface flooring throughout, a covered front porch and a heat pump/air conditioner add everyday comfort and efficiency. Outside, enjoy a large private fenced yard, complemented by a newer detached 2 car garage. Rear-lane access and a rear overhead garage door provide easy access to the backyard and flexibility for extra parking or a trailer. A move-in-ready west-end home with the updates, space and functionality buyers are looking for.

308 Fern Street, Orangeville

$790,000

This gorgeous 3-bedroom, 2.5-bath home, complete with a private backyard oasis and no neighbours behind, is as turnkey as it gets! Spacious renovated country kitchen with quartz countertops & backsplash, walkout to stunning two-level composite deck completed in 2026, with amazing views and entertainer's dream backyard . Large primary bedroom with W/I closet & 4-pc ensuite. Finished basement with pot lights offers flexible space for entertaining, a home office or additional bedroom. No need to worry about parking! Parking for 4 vehicles, 3 on the driveway plus 1 in the garage. The spacious driveway can accommodate 2 full-size pickup trucks side by side, plus another vehicle!Pride of ownership is captured in this rare gem. The exceptional craftsmanship and meticulous attention to detail reflects the owner's high standards, shaped by over a decade of experience in the home-building industry. This home has seen significant upgrades throughout, including newer appliances, windows & doors, roof and attic insulation, a renovated kitchen with quartz countertops & backsplash, vinyl flooring throughout the main level, furnace & A/C, water softener, and owned water heater. **Over $150k in improvements** Too many upgrades to list, please see attached list for full scope with dates. Located in most desirable area of Orangeville in a family-friendly neighbourhood, this home is just steps from scenic trails, parks, shopping, and within walking distance to the hospital. Offering quick access to Highways 9 and 10, as well as nearby transit options.This is a must see property! Be prepared to fall in love. *Bonus: No Rental Items*

3 Beds ⋅ 3 Baths ⋅ W13743602 MLS

This gorgeous 3-bedroom, 2.5-bath home, complete with a private backyard oasis and no neighbours behind, is as turnkey as it gets! Spacious renovated country kitchen with quartz countertops & backsplash, walkout to stunning two-level composite deck completed in 2026, with amazing views and entertainer's dream backyard . Large primary bedroom with W/I closet & 4-pc ensuite. Finished basement with pot lights offers flexible space for entertaining, a home office or additional bedroom. No need to worry about parking! Parking for 4 vehicles, 3 on the driveway plus 1 in the garage. The spacious driveway can accommodate 2 full-size pickup trucks side by side, plus another vehicle!Pride of ownership is captured in this rare gem. The exceptional craftsmanship and meticulous attention to detail reflects the owner's high standards, shaped by over a decade of experience in the home-building industry. This home has seen significant upgrades throughout, including newer appliances, windows & doors, roof and attic insulation, a renovated kitchen with quartz countertops & backsplash, vinyl flooring throughout the main level, furnace & A/C, water softener, and owned water heater. **Over $150k in improvements** Too many upgrades to list, please see attached list for full scope with dates. Located in most desirable area of Orangeville in a family-friendly neighbourhood, this home is just steps from scenic trails, parks, shopping, and within walking distance to the hospital. Offering quick access to Highways 9 and 10, as well as nearby transit options.This is a must see property! Be prepared to fall in love. *Bonus: No Rental Items*

451 Jay Crescent, Orangeville

$789,900

At 128 Elaine Dr, you do not have to choose between a central Orangeville location, useful living space and a backyard that still feels private. This move-in ready 3+1 bedroom, 4 bathroom detached home brings all three together in a layout that works especially well for first-time buyers, downsizers and anyone looking for flexibility without taking on too much house. Large windows fill the main floor with natural light, while the living and dining area, separate family room and kitchen each have their own purpose. The kitchen has stainless steel appliances, a large island and a walkout to the deck, so daily life flows easily from inside to out. Step into the backyard and the setting changes. Mature trees and established gardens create a sense of privacy, while the fully fenced yard gives you a large deck, open lawn and a gazebo that stays. It is an easy space for summer dinners, kids, pets or simply having somewhere quiet to sit outside. Upstairs, the primary bedroom includes a walk-in closet and 4-piece ensuite, with two more bedrooms and another full bath nearby. The finished basement adds a rec room, fourth bedroom, full bathroom and laundry, giving you space for guests, work, hobbies or older kids. The attached garage has inside access and is ready for EV charging, with parking for three more vehicles in the driveway. Updates include the roof in 2019, windows from 2019 to 2025 and water softener in 2019. Close to St. Andrew and Credit Meadows Elementary Schools, parks, trails, shopping and recreation, with convenient access to downtown Orangeville, Hwy 10 and the bypass. It is a home that works well now, with enough flexibility to keep working as life changes.

4 Beds ⋅ 4 Baths ⋅ W13778374 MLS

At 128 Elaine Dr, you do not have to choose between a central Orangeville location, useful living space and a backyard that still feels private. This move-in ready 3+1 bedroom, 4 bathroom detached home brings all three together in a layout that works especially well for first-time buyers, downsizers and anyone looking for flexibility without taking on too much house. Large windows fill the main floor with natural light, while the living and dining area, separate family room and kitchen each have their own purpose. The kitchen has stainless steel appliances, a large island and a walkout to the deck, so daily life flows easily from inside to out. Step into the backyard and the setting changes. Mature trees and established gardens create a sense of privacy, while the fully fenced yard gives you a large deck, open lawn and a gazebo that stays. It is an easy space for summer dinners, kids, pets or simply having somewhere quiet to sit outside. Upstairs, the primary bedroom includes a walk-in closet and 4-piece ensuite, with two more bedrooms and another full bath nearby. The finished basement adds a rec room, fourth bedroom, full bathroom and laundry, giving you space for guests, work, hobbies or older kids. The attached garage has inside access and is ready for EV charging, with parking for three more vehicles in the driveway. Updates include the roof in 2019, windows from 2019 to 2025 and water softener in 2019. Close to St. Andrew and Credit Meadows Elementary Schools, parks, trails, shopping and recreation, with convenient access to downtown Orangeville, Hwy 10 and the bypass. It is a home that works well now, with enough flexibility to keep working as life changes.

128 Elaine Drive, Orangeville

172 Parkinson Crescent Unit 6, Orangeville

$785,000

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.

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

105 Spencer Avenue Unit 210, Orangeville

$779,900

Nestled alongside a spectacular hardwood forest is this pristine, corner condominium unit that offers you a tranquil sanctuary with expansive views and a rare wrap-around balcony overlooking the trees. This home is beautifully presented throughout with neutral decor and lots of natural light - it is the Halton model. The open concept kitchen, dining & living room showcases hardwood floors, centre island with breakfast bar, quartz counters and stainless steel appliances. The living room walks out to a spacious covered terrace looking out to nature's best. The Primary bedroom offers lots of space for a king-sized bed and accessory furniture, a 3 piece ensuite bath and walk-in closet with built in shelving. The second bedroom features a quality Murphy bed for guests and doubles as an office or den with walkout to its own private, west-facing balcony. This unit comes complete with a full main bathroom & ensuite laundry, as well as large foyer storage closet. Completing the package is both 1 underground parking space and a second exterior surface parking space, as well as a dedicated storage locker. Enjoy the convenience of a 5th floor amenity room, complete with a kitchenette, perfect for large gatherings or building social events. There is also a community rooftop terrace with outdoor furniture and BBQs. The building enjoys close proximity to grocery store, shops, restaurants, LCBO, recreation centre and area trails.

2 Beds ⋅ 2 Baths ⋅ W13822598 MLS ⋅ Westview Condos BLDG.

Nestled alongside a spectacular hardwood forest is this pristine, corner condominium unit that offers you a tranquil sanctuary with expansive views and a rare wrap-around balcony overlooking the trees. This home is beautifully presented throughout with neutral decor and lots of natural light - it is the Halton model. The open concept kitchen, dining & living room showcases hardwood floors, centre island with breakfast bar, quartz counters and stainless steel appliances. The living room walks out to a spacious covered terrace looking out to nature's best. The Primary bedroom offers lots of space for a king-sized bed and accessory furniture, a 3 piece ensuite bath and walk-in closet with built in shelving. The second bedroom features a quality Murphy bed for guests and doubles as an office or den with walkout to its own private, west-facing balcony. This unit comes complete with a full main bathroom & ensuite laundry, as well as large foyer storage closet. Completing the package is both 1 underground parking space and a second exterior surface parking space, as well as a dedicated storage locker. Enjoy the convenience of a 5th floor amenity room, complete with a kitchenette, perfect for large gatherings or building social events. There is also a community rooftop terrace with outdoor furniture and BBQs. The building enjoys close proximity to grocery store, shops, restaurants, LCBO, recreation centre and area trails.

105 Spencer Avenue Unit 210, Orangeville

$778,000

Discover this beautifully updated family home in Orangeville's desirable Montgomery Village neighbourhood. Featuring 3 generous bedrooms plus a flexible den or home office, this home offers the perfect blend of comfort, style, and functionality. The bright, open concept main floor is highlighted by a modern eat in kitchen with granite countertops, stainless steel appliances, and a large island that's ideal for meal prep, casual dining, or entertaining guests. The finished basement includes a dedicated gym area and a comfortable living space, creating the perfect spot to stay active, relax, and spend time with family and friends. Outside, you'll find a fully landscaped, low maintenance backyard complete with concrete walkways, a gazebo, and a firepit inviting setting for summer barbecues, family gatherings, or quiet evenings outdoors. A detached garage and ample driveway parking add to the home's practicality and convenience. Located within walking distance to Montgomery Village Public School, Westside Secondary School, parks, and the Alder Recreation Centre, this home offers unmatched convenience for growing families. Enjoy quick access to shopping, restaurants, and Highway 10, making commuting a breeze. Combining an unbeatable location, functional layout, and welcoming neighbourhood atmosphere, this is the perfect place to call home.

3 Beds ⋅ 3 Baths ⋅ W13841132 MLS

Discover this beautifully updated family home in Orangeville's desirable Montgomery Village neighbourhood. Featuring 3 generous bedrooms plus a flexible den or home office, this home offers the perfect blend of comfort, style, and functionality. The bright, open concept main floor is highlighted by a modern eat in kitchen with granite countertops, stainless steel appliances, and a large island that's ideal for meal prep, casual dining, or entertaining guests. The finished basement includes a dedicated gym area and a comfortable living space, creating the perfect spot to stay active, relax, and spend time with family and friends. Outside, you'll find a fully landscaped, low maintenance backyard complete with concrete walkways, a gazebo, and a firepit inviting setting for summer barbecues, family gatherings, or quiet evenings outdoors. A detached garage and ample driveway parking add to the home's practicality and convenience. Located within walking distance to Montgomery Village Public School, Westside Secondary School, parks, and the Alder Recreation Centre, this home offers unmatched convenience for growing families. Enjoy quick access to shopping, restaurants, and Highway 10, making commuting a breeze. Combining an unbeatable location, functional layout, and welcoming neighbourhood atmosphere, this is the perfect place to call home.

334 Cottonwood Street, Orangeville

$775,000

This is the move-in-ready home in town a modern updated all-brick raised bungalow offering 3+1bedrooms and 3 bathrooms, with quick and easy access to Highways 10, 9, and 109 that puts everything you need within easy reach. The main level features engineered hardwood flooring, fresh modern colours throughout, and brand new kitchen cabinets with quartz countertops, stainless steel appliances, a huge pantry, and a pull-out spice rack cabinet for added convenience. The bright living room offers a warm, open feel, while three generously sized bedrooms deliver flexible living space. The main bathroom has been upgraded with new flooring, a quartz countertop, and convenient new ensuite access, and a brand new 2-piece bathroom has been added on the main floor. The fully finished lower level offers a huge family room filled with natural light and warmed by a cozy gas fireplace. A large bedroom paired with an adjacent3-piece bath featuring new ensuite access, plus a convenient laundry area, makes a perfect in-law suite or additional living space. Ideally located just minutes from the Alder Street Recreation Centre, Sobeys, No Frills, and Westside Secondary School, with scenic walking trails and mature parks all around. Whether you are a growing family needing room to thrive, downsizers wanting single-level convenience, or a buyer who wants a renovated property, this home truly is worth visiting. Homes this turn-key, in a community this desirable, simply do not last very long. Brand new grass sods in front & backyard, professionally landscaped.

4 Beds ⋅ 3 Baths ⋅ W13841320 MLS

This is the move-in-ready home in town a modern updated all-brick raised bungalow offering 3+1bedrooms and 3 bathrooms, with quick and easy access to Highways 10, 9, and 109 that puts everything you need within easy reach. The main level features engineered hardwood flooring, fresh modern colours throughout, and brand new kitchen cabinets with quartz countertops, stainless steel appliances, a huge pantry, and a pull-out spice rack cabinet for added convenience. The bright living room offers a warm, open feel, while three generously sized bedrooms deliver flexible living space. The main bathroom has been upgraded with new flooring, a quartz countertop, and convenient new ensuite access, and a brand new 2-piece bathroom has been added on the main floor. The fully finished lower level offers a huge family room filled with natural light and warmed by a cozy gas fireplace. A large bedroom paired with an adjacent3-piece bath featuring new ensuite access, plus a convenient laundry area, makes a perfect in-law suite or additional living space. Ideally located just minutes from the Alder Street Recreation Centre, Sobeys, No Frills, and Westside Secondary School, with scenic walking trails and mature parks all around. Whether you are a growing family needing room to thrive, downsizers wanting single-level convenience, or a buyer who wants a renovated property, this home truly is worth visiting. Homes this turn-key, in a community this desirable, simply do not last very long. Brand new grass sods in front & backyard, professionally landscaped.

19 Mckitrick Drive, Orangeville

$775,000

*OPEN HOUSE SUN, OCT 4th FROM 2:00pm-4:00pm* Charming Renovated Bungalow In The Heart Of Orangeville! Welcome To This Move-In Ready Bungalow Situated On A Beautiful, Generously Sized Lot In One Of Orangeville's Convenient In-Town Locations. Whether You're A First-Time Buyer, Downsizer, Investor, Or Looking For A Great Rental Opportunity, This Home Offers Plenty Of Possibilities. Enjoy The Added Bonus Of A 1.5 Car Garage With A Workshop Space And Direct Backyard Access-Perfect For Hobbyists, Storage, Or Weekend Projects. Located Just Minutes From Downtown Orangeville, You'll Love Having Great Restaurants, Cafes, Boutique Shopping, Parks, Schools, Recreation, And Everyday Amenities Close By. Orangeville Offers The Perfect Blend Of Small-Town Charm And Modern Convenience, With A Vibrant Downtown, Beautiful Parks And Trails, Community Events, And Easy Access To Major Commuter Routes. Renovated, Move-In Ready, A Fantastic Lot, And A Great Location-This Opportunity You Won't Want To Miss.

3 Beds ⋅ 2 Baths ⋅ W13778268 MLS

*OPEN HOUSE SUN, OCT 4th FROM 2:00pm-4:00pm* Charming Renovated Bungalow In The Heart Of Orangeville! Welcome To This Move-In Ready Bungalow Situated On A Beautiful, Generously Sized Lot In One Of Orangeville's Convenient In-Town Locations. Whether You're A First-Time Buyer, Downsizer, Investor, Or Looking For A Great Rental Opportunity, This Home Offers Plenty Of Possibilities. Enjoy The Added Bonus Of A 1.5 Car Garage With A Workshop Space And Direct Backyard Access-Perfect For Hobbyists, Storage, Or Weekend Projects. Located Just Minutes From Downtown Orangeville, You'll Love Having Great Restaurants, Cafes, Boutique Shopping, Parks, Schools, Recreation, And Everyday Amenities Close By. Orangeville Offers The Perfect Blend Of Small-Town Charm And Modern Convenience, With A Vibrant Downtown, Beautiful Parks And Trails, Community Events, And Easy Access To Major Commuter Routes. Renovated, Move-In Ready, A Fantastic Lot, And A Great Location-This Opportunity You Won't Want To Miss.

23 Third Street, Orangeville

$775,000

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!

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

$774,900

Welcome To This Well-Maintained Raised Bungalow Located In Orangeville's West End. Offering 3 Bedrooms On The Main Level And 1 Additional Bedroom In The Finished Lower Level, This Home Provides Exceptional Flexibility For Growing Or Multigenerational Families. The Bright And Spacious Layout Offers Abundant Natural Light Throughout, Along With Updated Finishes In The Kitchen And Bathrooms. Step Outside To Enjoy The Large, Private Backyard Featuring A Spacious Deck And Garden Shed. The Lower Level Offers Two Separate Living Areas, Making It Ideal For Extended Family Or In-Law Accommodations. Conveniently Located Close To Schools, Parks, Trails, Recreation Facilities, Shopping, And Major Commuter Routes, This Versatile Home Offers Outstanding Value And Endless Possibilities.

4 Beds ⋅ 3 Baths ⋅ W13648056 MLS

Welcome To This Well-Maintained Raised Bungalow Located In Orangeville's West End. Offering 3 Bedrooms On The Main Level And 1 Additional Bedroom In The Finished Lower Level, This Home Provides Exceptional Flexibility For Growing Or Multigenerational Families. The Bright And Spacious Layout Offers Abundant Natural Light Throughout, Along With Updated Finishes In The Kitchen And Bathrooms. Step Outside To Enjoy The Large, Private Backyard Featuring A Spacious Deck And Garden Shed. The Lower Level Offers Two Separate Living Areas, Making It Ideal For Extended Family Or In-Law Accommodations. Conveniently Located Close To Schools, Parks, Trails, Recreation Facilities, Shopping, And Major Commuter Routes, This Versatile Home Offers Outstanding Value And Endless Possibilities.

7 Morgandale Crescent, Orangeville

$769,900

Welcome to this beautifully maintained detached bungalow with an attached garage, ideally located in a highly sought-after family-friendly neighbourhood just steps from Harvey Curry Park. This spacious bungalow offers the perfect blend of comfort, style and functionality, making it an excellent choice for families, downsizers, or anyone looking for the convenience of main-floor living with additional finished space below. The bright and inviting living and dining room is filled with natural light from large windows, creating a warm and welcoming atmosphere. The well-designed kitchen features modern appliances, generous counterspace, and plenty of cabinetry for storage. The main level offers three spacious bedrooms and a full bathroom, while the fully finished basement provides even more room to enjoy with a large recreation room featuring a cozy gas fireplace, a fourth bedroom that is perfect for guests, a teenager, or an in-law suite, and a second full bathroom for added convenience. Step outside to your private, fully fenced backyard oasis complete with beautiful gardens, a garden shed, a fire pit, and a screened-in deck that is perfect for relaxing or entertaining family and friends. Conveniently located close to parks, schools, shopping, and everyday amenities, this exceptional bungalow offers everything you need in a location you will love. Do not miss your opportunity to make this beautiful property your next home!

4 Beds ⋅ 2 Baths ⋅ W13568990 MLS

Welcome to this beautifully maintained detached bungalow with an attached garage, ideally located in a highly sought-after family-friendly neighbourhood just steps from Harvey Curry Park. This spacious bungalow offers the perfect blend of comfort, style and functionality, making it an excellent choice for families, downsizers, or anyone looking for the convenience of main-floor living with additional finished space below. The bright and inviting living and dining room is filled with natural light from large windows, creating a warm and welcoming atmosphere. The well-designed kitchen features modern appliances, generous counterspace, and plenty of cabinetry for storage. The main level offers three spacious bedrooms and a full bathroom, while the fully finished basement provides even more room to enjoy with a large recreation room featuring a cozy gas fireplace, a fourth bedroom that is perfect for guests, a teenager, or an in-law suite, and a second full bathroom for added convenience. Step outside to your private, fully fenced backyard oasis complete with beautiful gardens, a garden shed, a fire pit, and a screened-in deck that is perfect for relaxing or entertaining family and friends. Conveniently located close to parks, schools, shopping, and everyday amenities, this exceptional bungalow offers everything you need in a location you will love. Do not miss your opportunity to make this beautiful property your next home!

88 Shirley Street, Orangeville

$769,900

Serenity Meets Modern Living! Welcome to 364 Adams Court, a lovely 3-bedroom detached home nestled on a quiet court and backing onto Conservation land. The bright and airy main floor features durable laminate flooring throughout the kitchen, living, and dining areas. The eat-in kitchen with stainless steel appliances is a true highlight, boasting a sliding door walk-out to a private deck-perfect for morning coffee while overlooking the peaceful greenery of the conservation area. Tour the upper level to find an oversized primary bedroom with large closet and loads of natural light, brand new upscale broadloom (2024) throughout the hallway and all three bedrooms, and an updated 4 pc bath with soaker tub, modern subway tile, and a convenient built-in cabinet. The fully finished lower level offers incredible potential for an in-law suite or extended family living featuring a second kitchen and a 3-piece bathroom with shower, and a good-sized recreation room with a patio door walk-out to a lower-level patio and fully fenced rear yard. Updates include Furnace 2024, Air Conditioning 2020.

3 Beds ⋅ 3 Baths ⋅ W13091146 MLS

Serenity Meets Modern Living! Welcome to 364 Adams Court, a lovely 3-bedroom detached home nestled on a quiet court and backing onto Conservation land. The bright and airy main floor features durable laminate flooring throughout the kitchen, living, and dining areas. The eat-in kitchen with stainless steel appliances is a true highlight, boasting a sliding door walk-out to a private deck-perfect for morning coffee while overlooking the peaceful greenery of the conservation area. Tour the upper level to find an oversized primary bedroom with large closet and loads of natural light, brand new upscale broadloom (2024) throughout the hallway and all three bedrooms, and an updated 4 pc bath with soaker tub, modern subway tile, and a convenient built-in cabinet. The fully finished lower level offers incredible potential for an in-law suite or extended family living featuring a second kitchen and a 3-piece bathroom with shower, and a good-sized recreation room with a patio door walk-out to a lower-level patio and fully fenced rear yard. Updates include Furnace 2024, Air Conditioning 2020.

364 Adams Court, Orangeville

$768,000

Welcome To This Spacious All-Brick, Fully Detached Stoneybrook Model Offering 1,933 Square Feet In One Of Orangeville's Most Sought-After Family Neighbourhoods. A Well-Designed Centre Hall Layout Gives You Room To Live, Gather, And Grow - With The Flexibility Today's Families Are Looking For. The Bright Main Floor Features A Large Eat-In Kitchen With Walk-out To A, Fully Fenced Backyard, Plus A Welcoming Family Room With A Large Window And Gas Fireplace Open To The Kitchen. Separate Formal Living And Dining Rooms Provide Gracious, Dedicated Space For Entertaining And Hosting Family Gatherings. A Main Floor Laundry/Mud Room With Direct Entry To The Double Car Garage Adds Everyday Convenience, And A Powder Room Completes The Level. Upstairs, Four Generously Sized, Sun-Filled Bedrooms Include A Large Primary Retreat With Walk-In Closet And Full Ensuite - With A Second Full Washroom On The Same Level, Giving A Busy Household Dedicated Bathroom Space For Everyone. A Second Bedroom Enjoys Its Own Walk-in Closet. The Full Unfinished Basement Is A Blank Canvas, Ready To Finish Exactly As The Next Owner Wishes - An In-Law Or Extended-Family Suite, Rec Room, Home Office, Or Additional Living Space. The Possibilities Are Yours To Shape. Ideally Located Within Walking Distance To Schools, Parks, Restaurants, And Island Lake Conservation Area, And Just Moments From The Hospital - This Is A Home That Pairs Generous Space And Flexibility With An Unbeatable Family And Commuter Location.

4 Beds ⋅ 3 Baths ⋅ W13697854 MLS

Welcome To This Spacious All-Brick, Fully Detached Stoneybrook Model Offering 1,933 Square Feet In One Of Orangeville's Most Sought-After Family Neighbourhoods. A Well-Designed Centre Hall Layout Gives You Room To Live, Gather, And Grow - With The Flexibility Today's Families Are Looking For. The Bright Main Floor Features A Large Eat-In Kitchen With Walk-out To A, Fully Fenced Backyard, Plus A Welcoming Family Room With A Large Window And Gas Fireplace Open To The Kitchen. Separate Formal Living And Dining Rooms Provide Gracious, Dedicated Space For Entertaining And Hosting Family Gatherings. A Main Floor Laundry/Mud Room With Direct Entry To The Double Car Garage Adds Everyday Convenience, And A Powder Room Completes The Level. Upstairs, Four Generously Sized, Sun-Filled Bedrooms Include A Large Primary Retreat With Walk-In Closet And Full Ensuite - With A Second Full Washroom On The Same Level, Giving A Busy Household Dedicated Bathroom Space For Everyone. A Second Bedroom Enjoys Its Own Walk-in Closet. The Full Unfinished Basement Is A Blank Canvas, Ready To Finish Exactly As The Next Owner Wishes - An In-Law Or Extended-Family Suite, Rec Room, Home Office, Or Additional Living Space. The Possibilities Are Yours To Shape. Ideally Located Within Walking Distance To Schools, Parks, Restaurants, And Island Lake Conservation Area, And Just Moments From The Hospital - This Is A Home That Pairs Generous Space And Flexibility With An Unbeatable Family And Commuter Location.

112 Jordan Drive, Orangeville

$754,400

Welcome to 352 Lisa Marie Drive, located in a desirable neighbourhood. The main level featuresa combined formal living and dining room, a family room with a fireplace, and a bright kitchen.Upstairs offers three bedrooms, including a primary bedroom with an ensuite and walk-in closet.The walk-out basement includes a fourth bedroom and recreation room, with access to a privatebackyard. Property is being sold in "as-is condition.

4 Beds ⋅ 3 Baths ⋅ W13614012 MLS

Welcome to 352 Lisa Marie Drive, located in a desirable neighbourhood. The main level featuresa combined formal living and dining room, a family room with a fireplace, and a bright kitchen.Upstairs offers three bedrooms, including a primary bedroom with an ensuite and walk-in closet.The walk-out basement includes a fourth bedroom and recreation room, with access to a privatebackyard. Property is being sold in "as-is condition.

352 Lisa Marie Drive, Orangeville

$749,900

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).

3 Beds ⋅ 3 Baths ⋅ W13849340 MLS

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).

71 Shirley Street, Orangeville

$749,900

Welcome to 327 Perry Road - a charming, beautifully updated home in a fantastic Orangeville location where you can walk to schools, parks, trails, restaurants and downtown!From the moment you step inside, this home just feels good. The bright and welcoming main floor offers plenty of space for everyday family life and entertaining, with a stylish updated kitchen featuring quartz countertops with a waterfall edge, modern cabinetry and updated appliances. Fresh luxury vinyl flooring carries through the home, giving it a clean, contemporary feel.Upstairs, the primary bedroom is a cozy retreat of its own, complete with a fireplace, beautiful ensuite and generous closet space. Two additional bedrooms and three bathrooms throughout the home make this a great fit for families, first-time buyers or anyone looking for a move-in-ready home with room to grow.And there's more downstairs! The fully finished basement adds valuable extra living space for movie nights, a playroom, home gym or office - plus your very own private sauna for a little at-home relaxation.Outside, you're surrounded by everything that makes this area of Orangeville so desirable. Walk to Island Lake Public School, Island Lake Conservation Area, parks, restaurants and the downtown core, while still enjoying quick access to Highway 10 and Highway 9 for commuters.Updated, inviting and full of personality, 327 Perry Road is the kind of home that makes it easy to picture yourself living here. Come take a look - this one is even cuter in person!

3 Beds ⋅ 3 Baths ⋅ W13573910 MLS

Welcome to 327 Perry Road - a charming, beautifully updated home in a fantastic Orangeville location where you can walk to schools, parks, trails, restaurants and downtown!From the moment you step inside, this home just feels good. The bright and welcoming main floor offers plenty of space for everyday family life and entertaining, with a stylish updated kitchen featuring quartz countertops with a waterfall edge, modern cabinetry and updated appliances. Fresh luxury vinyl flooring carries through the home, giving it a clean, contemporary feel.Upstairs, the primary bedroom is a cozy retreat of its own, complete with a fireplace, beautiful ensuite and generous closet space. Two additional bedrooms and three bathrooms throughout the home make this a great fit for families, first-time buyers or anyone looking for a move-in-ready home with room to grow.And there's more downstairs! The fully finished basement adds valuable extra living space for movie nights, a playroom, home gym or office - plus your very own private sauna for a little at-home relaxation.Outside, you're surrounded by everything that makes this area of Orangeville so desirable. Walk to Island Lake Public School, Island Lake Conservation Area, parks, restaurants and the downtown core, while still enjoying quick access to Highway 10 and Highway 9 for commuters.Updated, inviting and full of personality, 327 Perry Road is the kind of home that makes it easy to picture yourself living here. Come take a look - this one is even cuter in person!

327 Perry Road, Orangeville

$749,000

Prime mixed-use building in the heart of Orangeville on Broadway. High-visibility downtown location with excellent street exposure, steady pedestrian traffic, and rear parking. Currently configured for juicery & açaí on main floor with second-floor tenant in place-suitable for owner-operator or investor. Strong potential for various retail, food, beverage, or service uses within a character-rich heritage asset on one of Orangeville's most desirable commercial strips. A standout downtown property with flexible use, stable tenant income, and solid income potential in a top location. Rare Broadway offering with this level of visibility, flexibility, and rear parking.

W13717560 MLS

Prime mixed-use building in the heart of Orangeville on Broadway. High-visibility downtown location with excellent street exposure, steady pedestrian traffic, and rear parking. Currently configured for juicery & açaí on main floor with second-floor tenant in place-suitable for owner-operator or investor. Strong potential for various retail, food, beverage, or service uses within a character-rich heritage asset on one of Orangeville's most desirable commercial strips. A standout downtown property with flexible use, stable tenant income, and solid income potential in a top location. Rare Broadway offering with this level of visibility, flexibility, and rear parking.

72 Broadway N/A, Orangeville

$749,000

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.

3 Beds ⋅ 3 Baths ⋅ W13708896 MLS

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.

7 Graham Crescent, Orangeville

$735,000

Welcome to this unique and beautifully designed 3-storey townhouse at 68 First Street in the heart of Orangeville! Offering an exceptional layout with 3+1 spacious bedrooms, 4 bathrooms and multiple living areas, this home perfectly blends modern style, comfort and functionality. The bright open-concept design features soaring and mixed-height ceilings, oversized windows that fill the home with natural light, and a spacious living area with a walkout to a private balcony-perfect for relaxing or entertaining. Two bathrooms feature elegant standalone bathtubs, adding a touch of luxury. The finished lower level offers additional living space with its own private entrance, providing excellent potential for an in-law suite, home office or extended family living. Enjoy the convenience of a private backyard, abundant storage and an attached garage with remote opener. Ideally situated close to vibrant Downtown Orangeville, shopping, restaurants, major banks and everyday amenities. A fantastic opportunity to own a spacious and versatile home in a highly convenient Orangeville location!

4 Beds ⋅ 4 Baths ⋅ W13798564 MLS

Welcome to this unique and beautifully designed 3-storey townhouse at 68 First Street in the heart of Orangeville! Offering an exceptional layout with 3+1 spacious bedrooms, 4 bathrooms and multiple living areas, this home perfectly blends modern style, comfort and functionality. The bright open-concept design features soaring and mixed-height ceilings, oversized windows that fill the home with natural light, and a spacious living area with a walkout to a private balcony-perfect for relaxing or entertaining. Two bathrooms feature elegant standalone bathtubs, adding a touch of luxury. The finished lower level offers additional living space with its own private entrance, providing excellent potential for an in-law suite, home office or extended family living. Enjoy the convenience of a private backyard, abundant storage and an attached garage with remote opener. Ideally situated close to vibrant Downtown Orangeville, shopping, restaurants, major banks and everyday amenities. A fantastic opportunity to own a spacious and versatile home in a highly convenient Orangeville location!

68 First Street Unit 6, Orangeville

$735,000

When Lot Size Matters to you. Opportunities like this don't come along often! This spacious and beautifully maintained 4-bedroom family home offers exceptional value in a sought-after neighborhood. With parking for up to 6 vehicles and a large, private backyard with no rear neighbors, you'll have all the space your family needs. The outdoor oasis features a large above-ground pool (approx. 2020), multiple decks and patios, storage sheds, and plenty of room for entertaining, relaxing, and enjoying summer with family and friends. Inside, you'll find a bright, open-concept layout designed for comfortable family living. The welcoming foyer features a new front door in 2025, pot lights, with additional pot lighting in the family room and finished basement. The cozy family room showcases a beautiful wood-burning fireplace with an iron insert and offers a walkout to the fully fenced backyard. The spacious living and dining rooms flow seamlessly into the kitchen, creating an ideal space for both everyday living and entertaining. The primary bedroom features his-and-hers closets with convenient semi-Ensuite access to the main bathroom. Interior access to the garage from the foyer adds everyday convenience. This home has been lovingly cared for and updated throughout, including: Furnace, central air conditioning, and on-demand water heater (2021), roof (2023), paved driveway (2023), patio door (2020), front door (2025), and above-ground pool (approx. 2020).Ideally located within walking distance to shopping, schools, the recreation centre, public transit, and other everyday amenities, this move-in-ready home truly offers the perfect combination of space, privacy, location, and value. Don't miss your chance to make this exceptional family home your own! PS the big front tree is a beautiful Mulberry Tree. Basement also has a huge Storage area for all your stuff and more.

4 Beds ⋅ 2 Baths ⋅ W13506774 MLS

When Lot Size Matters to you. Opportunities like this don't come along often! This spacious and beautifully maintained 4-bedroom family home offers exceptional value in a sought-after neighborhood. With parking for up to 6 vehicles and a large, private backyard with no rear neighbors, you'll have all the space your family needs. The outdoor oasis features a large above-ground pool (approx. 2020), multiple decks and patios, storage sheds, and plenty of room for entertaining, relaxing, and enjoying summer with family and friends. Inside, you'll find a bright, open-concept layout designed for comfortable family living. The welcoming foyer features a new front door in 2025, pot lights, with additional pot lighting in the family room and finished basement. The cozy family room showcases a beautiful wood-burning fireplace with an iron insert and offers a walkout to the fully fenced backyard. The spacious living and dining rooms flow seamlessly into the kitchen, creating an ideal space for both everyday living and entertaining. The primary bedroom features his-and-hers closets with convenient semi-Ensuite access to the main bathroom. Interior access to the garage from the foyer adds everyday convenience. This home has been lovingly cared for and updated throughout, including: Furnace, central air conditioning, and on-demand water heater (2021), roof (2023), paved driveway (2023), patio door (2020), front door (2025), and above-ground pool (approx. 2020).Ideally located within walking distance to shopping, schools, the recreation centre, public transit, and other everyday amenities, this move-in-ready home truly offers the perfect combination of space, privacy, location, and value. Don't miss your chance to make this exceptional family home your own! PS the big front tree is a beautiful Mulberry Tree. Basement also has a huge Storage area for all your stuff and more.

111 Diane Drive, Orangeville

$729,000

Welcome to this well-maintained all-brick bungalow in a mature Orangeville neighbourhood. Offering 2+1 bedrooms, 2 bathrooms, a finished basement with separate entrance, and a spacious living room with large picture window. The detached heated garage/workshop is an exceptional feature, offering approximately 800 sq. ft. of space for a workshop, hobbies, storage, or additional parking. Situated on a 50 x 142.5 ft. lot, with a private driveway and ample parking. Conveniently located across from a school and within walking distance to parks, Tony Rose Community Centre, downtown Orangeville, shopping, restaurants and other amenities. A great opportunity for first-time buyers, downsizers or investors.

3 Beds ⋅ 2 Baths ⋅ W13831808 MLS

Welcome to this well-maintained all-brick bungalow in a mature Orangeville neighbourhood. Offering 2+1 bedrooms, 2 bathrooms, a finished basement with separate entrance, and a spacious living room with large picture window. The detached heated garage/workshop is an exceptional feature, offering approximately 800 sq. ft. of space for a workshop, hobbies, storage, or additional parking. Situated on a 50 x 142.5 ft. lot, with a private driveway and ample parking. Conveniently located across from a school and within walking distance to parks, Tony Rose Community Centre, downtown Orangeville, shopping, restaurants and other amenities. A great opportunity for first-time buyers, downsizers or investors.

62 Elizabeth Street, Orangeville

$724,000

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.

4 Beds ⋅ 2 Baths ⋅ W13590678 MLS

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.

16 Brenda Boulevard, Orangeville

$718,000

Welcome To 44 Madison Ave In The Heart Of Orangeville. A Warm And Inviting 3level Backsplit Nestled In A Quiet, Family-Friendly Neighbourhood Just Steps From Parks, Trails, And Parkinson Centennial Public School At The End Of The Street, Offering JK Through Gr 8. This Home Offers An Excellent Opportunity For Growing Families, First-Time Buyers, Downsizers, Or Investors Looking To Get Into The Market.Step Inside To Find Bright And Spacious Principal Rooms Filled With Natural Light, New Windows Throughout (Except 2nd Flr Bath) Warm Hardwood Floors, And A Practical Layout Designed For Everyday Living. The Kitchen Offers Plenty Of Cabinet Space, A Functional Eat-In Area, And An Easy Flow Into The Dining Space, Making It Ideal For Family Dinners Or Entertaining. The Cozy Living Room Creates The Perfect Spot To Unwind. The Finished Basement Features A Spacious Rec Room, Convenient 2-Piece Bathroom, Laundry Room, Expansive Storage Space, And An Additional Room That Can Easily Function As A Fourth Bedroom, Home Office, Guest Room, Or Hobby Room. The Walkout From The Basement To The 3-Season Sunroom Adds Versatility And Creates A Seamless Connection Between Indoor And Outdoor Living.Outside Is Where This Property Truly Shines. The Fully Fenced Backyard Features A Brand-New Privacy Fence, Expansive Multi-Level Deck, 3-Season Sunroom, Above-Ground Pool, Mature Trees, And Plenty Of Green Space For Children And Pets To Enjoy. Whether You're Hosting Summer Bbqs, Relaxing Poolside, Gardening, Or Enjoying Quiet Evenings Outdoors, This Backyard Offers The Perfect Setting For Making Lasting Memories With Family And Friends.Located Close To Schools, Parks, Recreation Centres, Shopping, Restaurants, And Scenic Walking Trails, This Home Offers The Lifestyle So Many Buyers Are Searching For. With A Welcoming Community Atmosphere And Easy Access To Everyday Amenities, This Is A Fantastic Opportunity To Own A Well-Loved Home In One Of Orangeville's Desirable Family-Oriented Neighbourhoods.

4 Beds ⋅ 2 Baths ⋅ W13206198 MLS

Welcome To 44 Madison Ave In The Heart Of Orangeville. A Warm And Inviting 3level Backsplit Nestled In A Quiet, Family-Friendly Neighbourhood Just Steps From Parks, Trails, And Parkinson Centennial Public School At The End Of The Street, Offering JK Through Gr 8. This Home Offers An Excellent Opportunity For Growing Families, First-Time Buyers, Downsizers, Or Investors Looking To Get Into The Market.Step Inside To Find Bright And Spacious Principal Rooms Filled With Natural Light, New Windows Throughout (Except 2nd Flr Bath) Warm Hardwood Floors, And A Practical Layout Designed For Everyday Living. The Kitchen Offers Plenty Of Cabinet Space, A Functional Eat-In Area, And An Easy Flow Into The Dining Space, Making It Ideal For Family Dinners Or Entertaining. The Cozy Living Room Creates The Perfect Spot To Unwind. The Finished Basement Features A Spacious Rec Room, Convenient 2-Piece Bathroom, Laundry Room, Expansive Storage Space, And An Additional Room That Can Easily Function As A Fourth Bedroom, Home Office, Guest Room, Or Hobby Room. The Walkout From The Basement To The 3-Season Sunroom Adds Versatility And Creates A Seamless Connection Between Indoor And Outdoor Living.Outside Is Where This Property Truly Shines. The Fully Fenced Backyard Features A Brand-New Privacy Fence, Expansive Multi-Level Deck, 3-Season Sunroom, Above-Ground Pool, Mature Trees, And Plenty Of Green Space For Children And Pets To Enjoy. Whether You're Hosting Summer Bbqs, Relaxing Poolside, Gardening, Or Enjoying Quiet Evenings Outdoors, This Backyard Offers The Perfect Setting For Making Lasting Memories With Family And Friends.Located Close To Schools, Parks, Recreation Centres, Shopping, Restaurants, And Scenic Walking Trails, This Home Offers The Lifestyle So Many Buyers Are Searching For. With A Welcoming Community Atmosphere And Easy Access To Everyday Amenities, This Is A Fantastic Opportunity To Own A Well-Loved Home In One Of Orangeville's Desirable Family-Oriented Neighbourhoods.

44 Madison Avenue, Orangeville

$715,000

*OPEN HOUSE SAT, OCT 3rd FROM 2:00pm-4:00pm* This Is THE ONE! Welcome To This Beautifully Maintained 3-Bedroom Freehold, Townhome In One Of Orangeville's Most Desirable Locations! Bright, Spacious And Move-In Ready, This Home Features An Inviting Open-Concept Layout, A Generous Eat-In Kitchen, And An Abundance Of Natural Light Throughout. Step Directly From The Living Room Onto The Over-Sized Deck And Enjoy Rare, Unobstructed Views With No Homes Behind, The Perfect Setting To Take In Both Beautiful Sunrises And Sunsets. Freshly Painted And Meticulously Cared For, This Home Is Ideally Located Just A Short Walk To The Kids' Splash Pad, Sports Fields, And Great Schools, While Shopping Restaurants, Banks, Transit And Beautiful Island Lake Conservation Area Are All Just Minutes Away. Freehold Living, A Fantastic Location, Beautiful Views And A Home That Shows Pride Of Ownership Throughout, This Is The One You've Been Waiting For!

3 Beds ⋅ 2 Baths ⋅ W13777586 MLS

*OPEN HOUSE SAT, OCT 3rd FROM 2:00pm-4:00pm* This Is THE ONE! Welcome To This Beautifully Maintained 3-Bedroom Freehold, Townhome In One Of Orangeville's Most Desirable Locations! Bright, Spacious And Move-In Ready, This Home Features An Inviting Open-Concept Layout, A Generous Eat-In Kitchen, And An Abundance Of Natural Light Throughout. Step Directly From The Living Room Onto The Over-Sized Deck And Enjoy Rare, Unobstructed Views With No Homes Behind, The Perfect Setting To Take In Both Beautiful Sunrises And Sunsets. Freshly Painted And Meticulously Cared For, This Home Is Ideally Located Just A Short Walk To The Kids' Splash Pad, Sports Fields, And Great Schools, While Shopping Restaurants, Banks, Transit And Beautiful Island Lake Conservation Area Are All Just Minutes Away. Freehold Living, A Fantastic Location, Beautiful Views And A Home That Shows Pride Of Ownership Throughout, This Is The One You've Been Waiting For!

53 Benjamin Crescent, Orangeville

$699,900

Opportunity knocks, here is your chance to get into the market or to down size, in a well maintained and updated detached bungalow with a detached garage with hydro! Sitting on an impressive fenced 50 X 148 ft lot, walking distance to downtown, schools and rec centre. Offering 3 + 1 bedrooms and 2 bathrooms (with heated towel bars). Fully finished basement with 4th bedroom and 2pc bath. Updates include 2025 windows and doors with warranty that stays with the home for the new owners, roof 2018, A/C 2018, furnace 2019, and newer appliances including brand new BOSCH dishwasher. Hardwood floors and tile on main level. Mature fenced and landscaped yard with many perennials and mature trees. Princess Elizabeth and ODSS School District.

4 Beds ⋅ 2 Baths ⋅ W13834934 MLS

Opportunity knocks, here is your chance to get into the market or to down size, in a well maintained and updated detached bungalow with a detached garage with hydro! Sitting on an impressive fenced 50 X 148 ft lot, walking distance to downtown, schools and rec centre. Offering 3 + 1 bedrooms and 2 bathrooms (with heated towel bars). Fully finished basement with 4th bedroom and 2pc bath. Updates include 2025 windows and doors with warranty that stays with the home for the new owners, roof 2018, A/C 2018, furnace 2019, and newer appliances including brand new BOSCH dishwasher. Hardwood floors and tile on main level. Mature fenced and landscaped yard with many perennials and mature trees. Princess Elizabeth and ODSS School District.

203 Zina Street, Orangeville

$699,900

Welcome to 27 Winterton Court, a gorgeous 3 bedroom freehold townhome with a big rec room and full bathroom in the basement, located in one of Orangeville's most desirable neighbourhoods. From the moment you step inside, you are greeted by a thoughtfully designed open-concept living space bathed in natural light, courtesy of large oversized windows that make home feel bright, airy, and welcoming. The open concept layout is filled with natural light throughout, and the modern kitchen makes a statement with stainless steel appliances, generous counter space, a centre island, and a door to access the fully fenced backyard, perfect for entertaining. Upstairs offers a primary suite with its own stunning 4 piece ensuite, two additional bedrooms, and a full 4 piece bath. The professionally finished basement adds a spacious rec room plus a full 4 piece bathroom, ideal for guests, a home office, or extra family living space. Close to schools, parks, trails, shopping, restaurants and major highways, this home offers the best of small town charm with everyday convenience just minutes away. Pride of ownership is evident throughout, well maintained, super clean, and truly move in ready. Whether you're a first time buyer, growing family, or downsizer, this home checks every box. This one won't last long.

4 Beds ⋅ 4 Baths ⋅ W13832164 MLS

Welcome to 27 Winterton Court, a gorgeous 3 bedroom freehold townhome with a big rec room and full bathroom in the basement, located in one of Orangeville's most desirable neighbourhoods. From the moment you step inside, you are greeted by a thoughtfully designed open-concept living space bathed in natural light, courtesy of large oversized windows that make home feel bright, airy, and welcoming. The open concept layout is filled with natural light throughout, and the modern kitchen makes a statement with stainless steel appliances, generous counter space, a centre island, and a door to access the fully fenced backyard, perfect for entertaining. Upstairs offers a primary suite with its own stunning 4 piece ensuite, two additional bedrooms, and a full 4 piece bath. The professionally finished basement adds a spacious rec room plus a full 4 piece bathroom, ideal for guests, a home office, or extra family living space. Close to schools, parks, trails, shopping, restaurants and major highways, this home offers the best of small town charm with everyday convenience just minutes away. Pride of ownership is evident throughout, well maintained, super clean, and truly move in ready. Whether you're a first time buyer, growing family, or downsizer, this home checks every box. This one won't last long.

27 Winterton Court, Orangeville

$699,900

Charming, Historic, Cottage-Style Home Across from Mill Creek! Brimming with character and old-world charm, this beautiful home is perfectly situated across from picturesque Mill Creek. Offering two bedrooms and one bathroom, this inviting property is full of warmth and personality, with a cosy gas fireplace, convenient walk-in pantry at the rear of the home, and a spacious, private backyard. Beautiful gardens adorn the property, creating a lovely setting to relax, entertain, and enjoy the outdoors. A detached garage provides valuable storage space, while the convenient location puts everyday amenities close at hand.The primary bedroom is a true highlight, featuring fantastic built-in closets that combine style and functionality. From its charming architectural details to its lush gardens and peaceful outdoor spaces, this delightful home is huge on charm and wonderfully easy to love. (*Floor Plans in photos)

2 Beds ⋅ 1 Baths ⋅ W13804904 MLS

Charming, Historic, Cottage-Style Home Across from Mill Creek! Brimming with character and old-world charm, this beautiful home is perfectly situated across from picturesque Mill Creek. Offering two bedrooms and one bathroom, this inviting property is full of warmth and personality, with a cosy gas fireplace, convenient walk-in pantry at the rear of the home, and a spacious, private backyard. Beautiful gardens adorn the property, creating a lovely setting to relax, entertain, and enjoy the outdoors. A detached garage provides valuable storage space, while the convenient location puts everyday amenities close at hand.The primary bedroom is a true highlight, featuring fantastic built-in closets that combine style and functionality. From its charming architectural details to its lush gardens and peaceful outdoor spaces, this delightful home is huge on charm and wonderfully easy to love. (*Floor Plans in photos)

2 Front Street, Orangeville

$699,900

OPEN HOUSE Sunday October 4th, 12:00-2:00pm - Welcome to 67 Carlton Drive - Orangeville's best-kept secret! Perfectly perched on a beautiful corner lot in one of Orangeville's most family-friendly neighbourhoods, this charming home welcomes you with a spacious front porch and mature trees that create instant curb appeal. Steps from schools, parks, and places of worship, it's a dream location for families and commuters alike. Parking is a breeze with space for 4 vehicles, including a single-car garage. Out back, your private oasis awaits: a patio anchored by two steel gazebos, perfect for entertaining or relaxing, plus a garden shed for extra storage.This home has been meticulously maintained and thoughtfully updated from top to bottom. Move in with total peace of mind thanks to a brand-new roof (June 2026) with a transferable warranty. Major mechanicals are all in place, with a newer furnace, A/C, and hot water tank (2019), plus updated eaves, soffits, and fascia (2019). Inside, enjoy sleek laminate flooring on the main level (2016) and a beautifully renovated kitchen (2017), complemented by an updated main bathroom (2016) and a smart thermostat for effortless comfort and efficiency. The appliance list reads like a wish list: washer (2025), dryer (2026), central vac (2026), stainless steel dishwasher (2025), and stainless steel fridge, oven, and microwave (2017) - nothing left to do but move in! Looking for even more value? The finished basement offers incredible flexibility, with in-law suite or duplex potential and room for a private entrance - ideal for multi-generational living or extra income. Don't miss this rare opportunity to own a truly turn-key home in a location that has it all!

4 Beds ⋅ 2 Baths ⋅ W13714366 MLS

OPEN HOUSE Sunday October 4th, 12:00-2:00pm - Welcome to 67 Carlton Drive - Orangeville's best-kept secret! Perfectly perched on a beautiful corner lot in one of Orangeville's most family-friendly neighbourhoods, this charming home welcomes you with a spacious front porch and mature trees that create instant curb appeal. Steps from schools, parks, and places of worship, it's a dream location for families and commuters alike. Parking is a breeze with space for 4 vehicles, including a single-car garage. Out back, your private oasis awaits: a patio anchored by two steel gazebos, perfect for entertaining or relaxing, plus a garden shed for extra storage.This home has been meticulously maintained and thoughtfully updated from top to bottom. Move in with total peace of mind thanks to a brand-new roof (June 2026) with a transferable warranty. Major mechanicals are all in place, with a newer furnace, A/C, and hot water tank (2019), plus updated eaves, soffits, and fascia (2019). Inside, enjoy sleek laminate flooring on the main level (2016) and a beautifully renovated kitchen (2017), complemented by an updated main bathroom (2016) and a smart thermostat for effortless comfort and efficiency. The appliance list reads like a wish list: washer (2025), dryer (2026), central vac (2026), stainless steel dishwasher (2025), and stainless steel fridge, oven, and microwave (2017) - nothing left to do but move in! Looking for even more value? The finished basement offers incredible flexibility, with in-law suite or duplex potential and room for a private entrance - ideal for multi-generational living or extra income. Don't miss this rare opportunity to own a truly turn-key home in a location that has it all!

67 Carlton Drive, Orangeville