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Orangeville, Ontario, Canada
Second Cup is a well-known coffee shop located in Orangeville, Ontario. As a popular point of interest, Second Cup offers a wide range of food and retail options, specifically focusing on coffee. With its strong brand presence, Second Cup has become a go-to destination for coffee lovers in Orangeville. Whether you're looking for a quick caffeine fix or a cozy place to relax, Second Cup is the perfect spot to satisfy your coffee cravings.
Buyers searching for homes near Second Cup usually want two things: access and context. This page is built to make that comparison easier by combining available listings, street-level location details, and nearby amenities in one place. Instead of jumping between different tools, you can review homes and local points of interest side by side, then decide which streets or neighborhoods match your priorities. For Orangeville, ON, that means you can quickly compare options around a known destination before spending time on private tours.
Right now, this page shows 120 nearby homes and 20 surrounding points of interest. You can use the listing table to compare address, bed and bath counts, and list price, then use the categories section to understand what types of amenities are clustered around the area. Top nearby category signals include Food, Retail. This structure helps you compare convenience, neighborhood activity, and market options without leaving the page.
If you are relocating or narrowing your search, start with the homes shown here, then expand your review to nearby categories and additional location details. This workflow gives a more complete picture than price alone and helps avoid shortlisting homes that do not fit your day-to-day needs. Availability and pricing can change quickly, so checking this page regularly is useful when you are actively searching near Second Cup. Once a property looks promising, contact an agent to confirm the latest status and schedule a showing.
There are currently 120 active or coming-soon homes displayed near Second Cup on this page.
This page includes nearby home listings, home prices, bedroom and bathroom counts, and nearby points of interest around Second Cup in Orangeville.
Use the nearby homes table and points-of-interest sections to compare listing prices, surrounding amenities, and local access points before scheduling a tour.
| Address | Bed / Bath | Listing Price |
|---|---|---|
3026 Manon Street
Introducing a newly constructed home by Belmar Builders in the sought-after New Dominion Park community. This beautifully crafted grade-entry residence offers more than 1, 300 square feet of finished living space on the main floor, designed with an open layout, 9-foot ceilings, and a bright, contemp
Living Area:
Sqft.
|
2
Beds,
2
Baths
|
$510,000 |
1 THIRD AVENUE
Opportunity Is Knocking! Prime premium corner location in the heart of Downtown Orangeville, zoned C5 and offering endless possibilities.This well-cared-for century home (circa 1910) showcases timeless character including exposed brick walls, original oversized trim, a stunning curved bannister, tra
Living Area:
Sqft.
|
3
Beds,
2
Baths
|
$950,000 |
24 FAULKNER STREET
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 bri
Living Area:
Sqft.
|
5
Beds,
3
Baths
|
$1,499,900 |
7 GRAHAM CRESCENT
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. P
Living Area:
Sqft.
|
3
Beds,
3
Baths
|
$859,000 |
633271 HWY 10
Fully Renovated Brick Bungalow!Welcome to this beautifully updated bungalow on a mature lot with great curb appeal and easy access.$$$ spent on top-to-bottom renovations including upgraded windows, roof, flooring, kitchens (2020), new two-stage high-efficiency furnace, rough-in for AC, new sewage pu
Living Area:
Sqft.
|
5
Beds,
3
Baths
|
$799,999 |
9 FAIRVIEW PLACE
Welcome to 9 Fairview Place-a beautifully renovated and meticulously upgraded home offering exceptional style, comfort, and income potential. Thoughtfully updated throughout, this impressive property features exterior stucco (2022), a stunning new kitchen (2019), new windows, upgraded lighting inclu
Living Area:
Sqft.
|
5
Beds,
2
Baths
|
$899,900 |
9 FAIRVIEW Place
Welcome to 9 Fairview Place—a beautifully renovated and meticulously upgraded home offering exceptional style, comfort, and income potential. Thoughtfully updated throughout, this impressive property features exterior stucco (2022), a stunning new kitchen (2019), new windows, upgraded lighting inc
Living Area:
2160 Sqft.
|
5
Beds,
2
Baths
|
$899,900 |
9 Fairview Place, Orangeville ON L9W 3B3
Welcome to 9 Fairview Place—a beautifully renovated and meticulously upgraded home offering exceptional style, comfort, and income potential. Thoughtfully updated throughout, this impressive property features exterior stucco (2022), a stunning new kitchen (2019), new windows, upgraded lighting inc
Living Area:
1212 Sqft.
|
5
Beds,
2
Baths
|
$899,900 |
335 BAILEY DRIVE
Welcome to 335 Bailey Drive, a beautifully maintained raised bungalow in Orangeville's highly sought-after Credit Meadows neighbourhood. Backing directly onto a school and park with no rear neighbours, this home offers privacy, family-friendly living, and exceptional convenience just steps to school
Living Area:
Sqft.
|
4
Beds,
2
Baths
|
$779,000 |
39 AMELIA STREET
Spacious and beautifully updated 4-bed, 4-bath two-storey home on a desirable corner lot in Orangeville. A charming covered front porch and double-door entry open into a bright, welcoming foyer. The main floor features an open-concept family room with a large front window, flowing seamlessly into th
Living Area:
Sqft.
|
4
Beds,
4
Baths
|
$899,999 |
30 GOLDEN ROAD
Welcome to 30 Golden Road, a warm and inviting bungalow nestled at the end of a quiet street on a large, fully fenced lot surrounded by mature trees and forest. Offering exceptional privacy and a peaceful natural setting, this charming home is the perfect place for families looking to enjoy comfort,
Living Area:
Sqft.
|
4
Beds,
1
Bath
|
$998,000 |
70 BYTHIA STREET
Welcome to an opportunity for first-time buyers, investors, or multi-generational families seeking the perfect blend of comfortable living and built-in income potential. This home features a fully legal 2-bedroom basement apartment, allowing you to enjoy homeownership while generating rental income
Living Area:
Sqft.
|
5
Beds,
3
Baths
|
$639,900 |
88 SHIRLEY STREET
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 choi
Living Area:
Sqft.
|
4
Beds,
2
Baths
|
$789,900 |
9 YORK STREET
Built with craftsmanship that's stood the test of time and thoughtfully updated where it matters most, this beautiful character home offers warmth and personality that's felt from the moment you arrive. Set on one of Orangeville's most picturesque tree-lined streets, just a short walk from downtown
Living Area:
Sqft.
|
4
Beds,
2
Baths
|
$1,229,900 |
194 LISA MARIE DRIVE
Move in Before September and Start the School year in your new home! A Family Home in One of Orangeville's Most Desirable Neighbourhoods! Nestled in a sought-after area, this beautifully maintained 4-bedroom, 3-bathroom home offers the perfect blend of comfort, functionality, and location. Backing o
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$869,000 |
7 HENRY STREET
Welcome to 7 Henry Street, a beautifully crafted newly built, two storey home blending refined design with thoughtful everyday functionality. Built with exceptional attention to detail and premium materials, this residence offers a sophisticated living experience with a layout designed for both comf
Living Area:
Sqft.
|
3
Beds,
3
Baths
|
$1,099,000 |
225 ZINA STREET
Welcome to 225 Zina Street, a breathtaking brick bungalow that perfectly blends sophisticated interior updates with a massive, country-sized property. From the moment you arrive, the incredible curb appeal, pristine landscaping, and premium hardscaping hint at the quality within. Step inside to a be
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$1,100,000 |
45 FIELDGATE DRIVE
Welcome to this exceptional 4 Bedroom, 2, 000+ sq. ft. detached home, ideally located in one of Orangeville's most sought-after family neighbourhoods. Set on a quiet street close to excellent schools, parks, walking trails, shopping & everyday amenities. This beautifully maintained all-brick two-sto
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$999,900 |
52 FIRST STREET
Exceptional investment opportunity in the heart of Orangeville! Situated on a prominent corner lot at First Street and Fead Street, this solid two-storey brick duplex offers incredible potential for investors or those looking to live in one unit while generating rental income from the other. The pro
Living Area:
Sqft.
|
4
Beds,
2
Baths
|
$1,049,000 |
4 BRUCEDALE BOULEVARD
Welcome to this stunning upgraded bungalow, perfectly positioned on a private cul-de-sac just steps from a beautiful conservation area. Set on an extra-private 1.25-acre lot backing onto a peaceful creek and protected green space, this property offers the privacy, nature, and lifestyle so many buyer
Living Area:
Sqft.
|
5
Beds,
3
Baths
|
$1,349,900 |
5 MCMASTER ROAD
Welcome home to this stunning 4+1 bedroom, 4 bathroom home, ideally located in a highly desirable Orangeville neighborhood. Designed for ultimate comfort and accessibility, this vibrant home offers an excellent commuter location with immediate access to Highways 9 and 10. The interior features gener
Living Area:
Sqft.
|
5
Beds,
4
Baths
|
$934,900 |
39 TOWNLINE
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 wrapar
Living Area:
Sqft.
|
3
Beds,
2
Baths
|
$798,000 |
74 JOHN STREET
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-
Living Area:
Sqft.
|
5
Beds,
3
Baths
|
$879,000 |
23 CLARKE AVENUE
Welcome to 23 Clarke Avenue, a beautifully appointed 4-bedroom family home nestled in one of the area's most sought-after neighbourhoods. From the moment you step inside, you'll be welcomed by a bright formal living room, offering an elegant space to relax or entertain. The heart of the home feature
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$1,149,900 |
17 FIRST STREET
Welcome to 17 First Street, a charming Queen Anne-style two-storey semi-detached century home in the heart of Orangeville. This tastefully modernized residence beautifully blends historical elegance with contemporary comforts. Step inside to discover a main floor adorned with pot lights and a bright
Living Area:
Sqft.
|
3
Beds,
2
Baths
|
$799,900 |
144 - 200 KINGFISHER DRIVE
Welcome to Watermark, Mono's sought-after adult lifestyle community, where exceptional value meets carefree living. This beautifully maintained bungalow with stunning curb appeal and an elegant stone feature exterior is one of the best-priced opportunities to come to market in this community in year
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$940,000 |
118 OAK RIDGE DRIVE
A private backyard retreat, complete with a saltwater pool, rock waterfall, mature trees, and no neighbours behind, sets the stage for one of Orangeville's most impressive family homes. Whether you're spending quiet summer afternoons by the pool or hosting friends and family, this is a home designed
Living Area:
Sqft.
|
4
Beds,
4
Baths
|
$1,199,000 |
30 GOLDEN ROAD
Welcome to 30 Golden Road, a warm and inviting bungalow nestled at the end of a quiet street on a large, fully fenced lot surrounded by mature trees and forest. Offering exceptional privacy and a peaceful natural setting, this charming home is the perfect place for families looking to enjoy comfort,
Living Area:
Sqft.
|
4
Beds,
1
Bath
|
$1,035,000 |
14 BUENA VISTA DRIVE
Located on a sprawling lot within walking distance to downtown Orangeville & schools. This exceptional home is a dream come true for those who love to entertain. A very unique layout! The Main floor highlights a kitchen with a breakfast bar that overlooks a spacious family room with a fireplace and
Living Area:
Sqft.
|
4
Beds,
4
Baths
|
$1,799,000 |
4 BRUCEDALE BOULEVARD
Welcome to this stunning upgraded bungalow, perfectly positioned on a private cul-de-sac just steps from a beautiful conservation area. Set on an extra-private 1.25-acre lot backing onto a peaceful creek and protected green space, this property offers the privacy, nature, and lifestyle so many buyer
Living Area:
Sqft.
|
5
Beds,
3
Baths
|
$1,449,900 |
323 MICHAEL DRIVE
Welcome to a home where thoughtful design meets everyday living. Situated on a gigantic corner lot, this move in ready home offers the perfect blend of style, comfort, and space for the whole family. Inside, you'll find 3 spacious bedrooms, 2.5 bathrooms, a beautifully finished basement, and an invi
Living Area:
Sqft.
|
3
Beds,
3
Baths
|
$864,099 |
17 FIRST AVENUE
Welcome to 17 First Avenue, a truly stunning red brick Century Home, built in 1933 and rich with timeless charm. Perfectly located in the heart of downtown Orangeville, this home is just steps to the town's best restaurants, cafes, and shops, offering walkable convenience with small-town charm. Set
Living Area:
Sqft.
|
4
Beds,
2
Baths
|
$1,299,000 |
77 MILL STREET
This stunning bungalow is ideally located within walking distance to downtown Orangeville, offering the perfect blend of small-town charm and everyday convenience. Step inside to discover a warm and inviting home featuring a spacious mudroom/laundry room, a bright eat-in kitchen, and an open-concept
Living Area:
Sqft.
|
3
Beds,
1
Bath
|
$799,900 |
4 EASTVIEW CRESCENT
Welcome to 4 Eastview Crescent, a rare and versatile 4 level backsplit located in one of Orangeville's most desirable family friendly neighbourhoods. Offering four above-grade bedrooms, a truly uncommon feature for this style of home, this property provides exceptional flexibility for growing famili
Living Area:
Sqft.
|
4
Beds,
2
Baths
|
$829,900 |
480 COLLEGE AVENUE
Welcome to this all-brick, 3-bedroom, 3-bathroom home offering the perfect canvas to create your dream space! This home is a cosmetic refresh away from being a total showstopper. Nestled in a highly desirable, family-friendly Orangeville neighbourhood. The heavy lifting has already been done for you
Living Area:
Sqft.
|
2
Beds,
3
Baths
|
$725,000 |
90 MILL STREET
There's a MILLION reasons to love 90 Mill Street. This beautifully renovated four-bedroom, three-bathroom home delivers the perfect family layout with timeless character and modern comfort throughout. Inside, rich hardwood floors and a soft neutral palette flow through thoughtfully designed spaces.
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$1,049,000 |
11 LYNDA AVENUE
Welcome to this beautifully maintained two-storey home in the highly desirable Purple Hill community, offering over 3, 000 sq ft of finished living space on a private, landscaped 0.57-acre lot surrounded by mature trees. Just minutes from Island Lake Conservation Area, Purple Hill Park, schools, and
Living Area:
Sqft.
|
5
Beds,
4
Baths
|
$1,250,000 |
22 RANDY AVENUE
Set on a mature lot in an established Mono neighbourhood, this inviting 3 bedroom, 2 bathroom home offers comfortable living with a unique bonus that's hard to overlook. Natural light pours into the main living areas through large windows, while hardwood floors and a fireplace create a warm, welcomi
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$1,099,900 |
51 - 200 KINGFISHER DRIVE
Experience refined, low-maintenance living in this beautiful bungalow, nestled within a warm and welcoming Set on a premium corner lot beside the community centre, this home offers a rare sense of privacy with no immediate side or rear neighbours, along with easy access to amenities and guest parkin
Living Area:
Sqft.
|
2
Beds,
4
Baths
|
$985,000 |
345 REBECCA DRIVE
Beautifully renovated, move-in ready home nestled in a family-friendly Orangeville neighbourhood. Offering 3 bedrooms, 2 bathrooms, and approximately 1, 350 sq ft of thoughtfully updated living space, this home blends modern style with everyday functionality. Over the past two years, the entire home
Living Area:
Sqft.
|
3
Beds,
2
Baths
|
$779,900 |
255 KENSINGTON PLACE
Welcome to 255 Kensington Place, a beautifully laid out home in a highly desirable neighbourhood. Freshly painted throughout in 2026! The main floor offers a seamless blend of everyday comfort and functionality, featuring a combined living and dining room ideal for entertaining. The kitchen includes
Living Area:
Sqft.
|
3
Beds,
3
Baths
|
$799,900 |
34 ELIZABETH STREET
Nestled in a prime central town location, this quaint and well-maintained bungalow offers the perfect blend of historic character and incredible potential. The home welcomes you through a charming enclosed front porch, leading into a spacious living room highlighted by a large front picture window t
Living Area:
Sqft.
|
2
Beds,
2
Baths
|
$659,900 |
37 MARGARET STREET E
Set on a quiet lot in a mature area, and backing onto green space with no rear neighbours, this three-bedroom bungalow offers a blend of privacy, versatility, and sought-after features throughout. The main level is bright and welcoming, with three generously-sized bedrooms and spacious principal roo
Living Area:
Sqft.
|
4
Beds,
2
Baths
|
$799,900 |
28 STARRVIEW CRESCENT
Location is everything-and this is quite possibly one of the most sought-after areas in the community. This stunning home has been extensively renovated and updated over the past few years and shows like a dream.Privacy and tranquility abound, highlighted by an impeccably manicured backyard designed
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$1,199,000 |
1 THIRD AVENUE
Opportunity Is Knocking! Prime premium corner location in the heart of Downtown Orangeville, zoned C5 and offering endless possibilities.This well-cared-for century home (circa 1910) showcases timeless character including exposed brick walls, original oversized trim, a stunning curved bannister, tra
Living Area:
Sqft.
|
3
Beds,
2
Baths
|
$995,000 |
7 THIRD AVENUE
All the charm of yesteryear with the convenience of modern amenities - this 1880's classic, century bungalow is situated on an outstanding lot 54 ft. x 188 ft. Beautiful mature trees and perennial gardens, provide a private rear yard with additional/seasonal rear lane access, and a short walk to dow
Living Area:
Sqft.
|
2
Beds,
2
Baths
|
$945,900 |
436 COLLEGE AVENUE
Summer Starts Here!! Nestled on a mature premium corner lot in one of Orangeville's most sought-after school districts, this extensively renovated family home offers the perfect blend of style, function, and outdoor living. From the moment you arrive, the curb appeal is undeniable. A beautifully lan
Living Area:
Sqft.
|
3
Beds,
3
Baths
|
$985,500 |
158 - 200 KINGFISHER DRIVE
Welcome to 158 Carolina Crescent, located in the highly sought-after Watermark community in Mono. This beautifully appointed bungalow offers approximately 1, 469 sq. ft. of thoughtfully designed main-floor living space, with a fully finished lower level expanding the total living area to nearly 2, 8
Living Area:
Sqft.
|
3
Beds,
3
Baths
|
$949,850 |
190 LISA MARIE DRIVE
Welcome to this 190 Lisa Marie Drive, a family home located in one of Orangeville's mature and desirable neighbourhoods-offering privacy, space, and convenience. Featuring a renovated kitchen with quartz countertops, ample cabinetry, a dedicated coffee station, and walkout to a private deck and yard
Living Area:
Sqft.
|
3
Beds,
4
Baths
|
$869,900 |
5 MCMASTER ROAD
Welcome home to this stunning 4+1 bedroom, 4 bathroom home with a well designed interior layout, in a highly desirable neighbourhood conveniently close to schools and the hospital. Offering an excellent commuter location, this home provides comfort, convenience, and accessibility. Updates/features/i
Living Area:
Sqft.
|
5
Beds,
4
Baths
|
$949,900 |
194 LISA MARIE DRIVE
Move in Before September and Start the School year in your new home! A Family Home in One of Orangeville's Most Desirable Neighbourhoods! Nestled in a sought-after area, this beautifully maintained 4-bedroom, 3-bathroom home offers the perfect blend of comfort, functionality, and location. Backing o
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$879,000 |
77 ZINA STREET
Welcome to 77 Zina Street, a charming bungalow located on one of Orangeville's most sought-after streets, just steps from downtown shops, restaurants, theatres, schools, parks, and everyday amenities. With bright, functional living spaces and a deep backyard, this home offers the perfect blend of co
Living Area:
Sqft.
|
3
Beds,
1
Bath
|
$789,900 |
6 YORK STREET
Set on one of downtown Orangeville's most sought-after historic streets, this extraordinary red brick century home blends Edwardian architecture with a refined, modern aesthetic that feels elevated & inviting. Rich in texture & thoughtful detail, it offers a sophistication rarely found in historic h
Living Area:
Sqft.
|
5
Beds,
3
Baths
|
$1,349,900 |
4 BRUCEDALE BOULEVARD
Welcome to this stunning upgraded bungalow, perfectly positioned on a private cul-de-sac just steps from a beautiful conservation area. Set on an extra-private 1.25-acre lot backing onto a peaceful creek and protected green space, this property offers the privacy, nature, and lifestyle so many buyer
Living Area:
Sqft.
|
5
Beds,
3
Baths
|
$1,499,900 |
4 MATTHEW STREET
Welcome to this beautifully maintained 1.5-storey detached home nestled in one of Orangeville's most desirable established neighborhoods. Offering 2 bedrooms and 2 bathrooms, this property delivers the perfect blend of comfort and convenience. Step outside to discover a generous lot featuring a spac
Living Area:
Sqft.
|
2
Beds,
2
Baths
|
$599,000 |
237 ELMWOOD CRESCENT
Welcome to this fully renovated 4-bedroom, 3-bathroom home, perfectly situated on an exceptional landscaped conservation lot. Surrounded by mature trees and greenery, this stunning property offers unmatched privacy and a peaceful setting rarely found within town limits. The gourmet kitchen features
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$1,199,900 |
292 LISA MARIE DRIVE
Welcome to 292 Lisa Marie Drive in Orangeville, a spacious 4+3 bedroom, 4 bath, detached home. Featuring a walk-out basement, double car garage, and a backyard that does more than check a box. The brick exterior, black-framed windows and doors, and wide driveway give the home a clean, polished first
Living Area:
Sqft.
|
7
Beds,
4
Baths
|
$1,049,000 |
33 FOURTH AVENUE
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 c
Living Area:
Sqft.
|
5
Beds,
2
Baths
|
$664,999 |
342 LEWIS DRIVE
Welcome to this lovingly maintained all-brick bungalow, offering a comfortable and manageable lifestyle that's especially appealing for retirees or downsizers who appreciate a quiet setting and practical layout. With only 3 steps to reach the main living area and all essential rooms conveniently loc
Living Area:
Sqft.
|
5
Beds,
3
Baths
|
$850,000 |
218 KENSINGTON PLACE
Discover Your Dream Family Home in Orangeville! This spacious, versatile home is perfect for growing families, multi-generational living, or anyone seeking rental income potential. This Property Has It All! Located in one of Orangeville's most desirable family-friendly neighbourhoods, it offers the
Living Area:
Sqft.
|
6
Beds,
5
Baths
|
$1,124,888 |
75 JOHN STREET
Must see charming bungalow with tons of character and curb appeal. Soaring 10 ft. ceilings with original baseboards throughout this amazing home. Cozy dining room & living room with hardwood floors & wood stove. Family addition offers plenty of space for gatherings with walk out to new large deck ar
Living Area:
Sqft.
|
3
Beds,
1
Bath
|
$699,000 |
229 ELMWOOD CRESCENT
Welcome to this charming 3-bedroom home, ideally situated on a quiet crescent in the highly sought-after Credit Creek neighbourhood of Orangeville. Perfect for families, this home is within walking distance to schools, parks, and downtown Orangeville, where you can enjoy local shops, restaurants, fe
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$799,900 |
48 GLENFOREST ROAD
A lovely covered front porch welcomes you to 48 Glenforest Rd, Orangeville, a spacious 5-level sidesplit set on a large lot, offering a versatile layout and plenty of living space throughout. Complete with an attached 2-car garage and parking for up to 6 vehicles in the driveway, this home is well-s
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$1,199,900 |
240 OAKWOOD CRESCENT
Set on a great street in a family-friendly neighbourhood, this beautifully maintained and thoughtfully updated 3 bedroom, 3 bathroom home offers the perfect combination of style, function, and curb appeal. From the moment you arrive, the attractive exterior, double car garage, updated front walkway,
Living Area:
Sqft.
|
3
Beds,
3
Baths
|
$869,900 |
108 LINDSAY COURT
Welcome to this beautifully maintained 4-bedroom, 4-bathroom home tucked away on a desirable cul-de-sac lot in a family-friendly neighbourhood. Featuring a stunning renovated kitchen designed for entertaining, this home offers quartz countertops, a massive centre island, pot filler, and an oversized
Living Area:
Sqft.
|
4
Beds,
4
Baths
|
$1,174,900 |
255 KENSINGTON PLACE
Welcome to 255 Kensington Place, a beautifully laid out home in a highly desirable neighbourhood. Freshly painted throughout in 2026! The main floor offers a seamless blend of everyday comfort and functionality, featuring a combined living and dining room ideal for entertaining. The kitchen includes
Living Area:
Sqft.
|
3
Beds,
3
Baths
|
$849,900 |
55 SECOND STREET
Welcome to this detached home just steps from downtown Orangeville. Situated on an impressive 288-foot-deep lot, this property offers exceptional outdoor space with mature trees, privacy, and room to expand, entertain, or simply enjoy. Inside, you'll find a well-maintained home featuring three gener
Living Area:
Sqft.
|
3
Beds,
2
Baths
|
$699,900 |
364 ADAMS COURT
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 stainles
Living Area:
Sqft.
|
3
Beds,
3
Baths
|
$769,900 |
42 FIRST STREET
This is more than just a house; it's a beautifully preserved piece of history updated for the modern lifestyle. Great central location, close to shops & cafes. Well maintained & radiating warmth, this residence offers an inviting atmosphere from the moment you arrive. The journey begins at the enclo
Living Area:
Sqft.
|
3
Beds,
2
Baths
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$834,900 |
85 ELIZABETH STREET
Welcome to 85 elizabeth Street - Ideally situated in the heart of Orangeville. This well located property offers unbeatable convenience, just steps from all amenities, shops, dining and the charm of Orangeville's vibrant downtown core, known for it's festivals, markets and community events. Set in a
Living Area:
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5
Beds,
2
Baths
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$699,000 |
23 DAWSON ROAD
Rare to find 3-bedroom bungalow + 2 Legal Bedroom , Basement Apt. 3 full bathrooms ((( 1 x 4-pc. and 1 x 3-pc. On Main Floor & 1x 4 Pc. 2 Full Kitchen, 4 Parking Space. In The Basement "Listed on the Town of Orangeville Registry with an approved Additional Dwelling Unit (ADU) and retrofit compliance
Living Area:
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5
Beds,
3
Baths
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$699,000 |
33 FOURTH AVENUE
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 c
Living Area:
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5
Beds,
2
Baths
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$669,900 |
174 LISA MARIE DRIVE
Welcome home to 174 Lisa Marie Drive - where the neighbourhood feels like the one you always pictured, and the house actually lives up to it. Set on one of Orangeville's most sought-after streets, this beautifully maintained 4-bed, 4-bath home offers over 2, 100 sq ft of thoughtfully designed living
Living Area:
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4
Beds,
4
Baths
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$975,000 |
11 THIRD AVENUE
Bring your sketchbook, your contractor & your boldest ideas to transform this iconic estate into this neighbourhood's next masterpiece. Experience the timeless grandeur of one of Orangeville's most iconic homes and massive property. Admired for over 140 years, this stately .70-acre property is a rar
Living Area:
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4
Beds,
4
Baths
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$2,199,900 |
292 LISA MARIE DRIVE
Welcome to 292 Lisa Marie Drive in Orangeville, a spacious 4+3 bedroom, 4 bath, detached home. Featuring a walk-out basement, double car garage, and a backyard that does more than check a box. The brick exterior, black-framed windows and doors, and wide driveway give the home a clean, polished first
Living Area:
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7
Beds,
4
Baths
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$1,150,000 |
32 WESTDALE AVENUE
Fully finished 4-level sidesplit on a premium 60 x 130 ft lot in one of Orangeville's most desirable, mature neighbourhoods. This is not your typical subdivision setting. Towering trees, pride of ownership and a quiet, well-kept streetscape create a private, established feel rarely found in newer ar
Living Area:
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4
Beds,
2
Baths
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$929,000 |
34 ELIZABETH STREET
Nestled in a prime central town location, this quaint and well-maintained bungalow offers the perfect blend of historic character and incredible potential. The home welcomes you through a charming enclosed front porch, leading into a spacious living room highlighted by a large front picture window t
Living Area:
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3
Beds,
2
Baths
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$649,900 |
218 ELIZABETH STREET
Welcome to 218 Elizabeth Street - a beautifully renovated detached brick bungalow with a basement apartment nestled on a generous 50 ft x 142 ft mature lot. This impressive property features a newer roof(2020), a private inground pool, lush landscaped gardens, and an interlocking stone patio, creati
Living Area:
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5
Beds,
2
Baths
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$799,900 |
255 KENSINGTON PLACE
Welcome to 255 Kensington, a beautifully laid-out home in a highly desirable neighbourhood. The main floor offers a seamless blend of everyday comfort and functionality, featuring a combined living and dining room ideal for entertaining. The kitchen includes a bright breakfast area, perfect for casu
Living Area:
Sqft.
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3
Beds,
3
Baths
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$849,900 |
66 BYTHIA STREET
Set on a 60 x 120 ft lot in a quiet, established neighbourhood, this well-maintained bungalow offers a practical, low-maintenance lifestyle ideal for retirees or downsizers. The bright eat-in kitchen features a large island with built-in dishwasher, updated appliances, and a window overlooking the b
Living Area:
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3
Beds,
2
Baths
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$699,900 |
215 ZINA STREET
Lovely 3 Bedroom Brick Backsplit Awaits New Owners In One Of Orangeville's Most Desired Areas. Great Property For Those Looking To Downsize & Yet Host Friends + Family Gatherings With A Large Paved Driveway & Backyard Oasis With Heated In Ground Pool. Feels Like A Vacation Retreat Complete With Hot
Living Area:
Sqft.
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3
Beds,
2
Baths
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$799,900 |
48 TOWNLINE
Welcome to 48 Townline, a truly charming Century Home built in 1890, where timeless character meets everyday comfort. From the moment you step inside, you'll appreciate the warmth and craftsmanship of a bygone era, showcased through soaring 9-foot ceilings, original pine plank floors, oversized base
Living Area:
Sqft.
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3
Beds,
2
Baths
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$624,900 |
174 LISA MARIE DRIVE
Welcome home to 174 Lisa Marie Drive - where the neighbourhood feels like the one you always pictured, and the house actually lives up to it. Set on one of Orangeville's most sought-after streets, this beautifully maintained 4-bed, 4-bath home offers over 2, 100 sq ft of thoughtfully designed living
Living Area:
Sqft.
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4
Beds,
4
Baths
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$999,900 |
304 BROADWAY
Welcome to this newly renovated duplex in the heart of Orangeville's vibrant Main Street! Set on a huge 66' x 331' lot over half an acre backing onto serene conservation land, this turnkey 3-bedroom home is a true gem- a great home as well as a solid investment with lots of potential. Enjoy a brand-
Living Area:
Sqft.
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3
Beds,
2
Baths
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$899,000 |
47 BUENA VISTA DRIVE
**OPEN HOUSE SUNDAY APRIL 12, 12-2PM ********Experience the perfect blend of modern living and timeless comfort in this beautifully updated 5-bedroom (4+1), 4-bathroom home, ideally located in a highly sought-after neighbourhood close to top-rated schools and hospitals.From the moment you step insid
Living Area:
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5
Beds,
4
Baths
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$1,240,000 |
123 - 200 KINGFISHER DRIVE
Welcome to this beautifully maintained 2+2 bedroom Strathmore Model bungalow located in the highly sought-after Watermark Adult Lifestyle Community in Mono and set on a premium ravine lot with breathtaking views over Monora Park. Offering approx. 1, 983 sq ft on the main level plus a builder-finishe
Living Area:
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4
Beds,
3
Baths
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$1,389,900 |
17 FIRST STREET
Welcome to 17 First Street, a charming Queen Anne-style two-storey semi-detached century home in the heart of Orangeville. This tastefully modernized residence beautifully blends historical elegance with contemporary comforts. Step inside to discover a main floor adorned with pot lights and a bright
Living Area:
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3
Beds,
2
Baths
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$824,999 |
14 GOLDGATE CRESCENT
Welcome to 14 Goldgate Crescent, a wonderful 3+1 bedroom home ideally located in a sought-after area of Orangeville. Offering the perfect blend of comfort and convenience, this home is within walking distance to historic downtown, where you can enjoy local restaurants, shops, markets, and vibrant su
Living Area:
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3
Beds,
3
Baths
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$799,900 |
1 THIRD AVENUE
Opportunity Is Knocking! Prime premium corner location in the heart of Downtown Orangeville, zoned C5 and offering endless possibilities.This well-cared-for century home (circa 1910) showcases timeless character including exposed brick walls, original oversized trim, a stunning curved bannister, tra
Living Area:
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3
Beds,
2
Baths
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$1,050,000 |
43 Belleview DRIVE
5 bedroom executive ranch in the heart of Essex County within the municipality of Kingsville. Experience the perfect blend of small-town serenity and high end modern design in this 5 yr young custom ranch. Spanning approx 1900 sq ft of main floor luxury, this home is defined by its black windows, cu
Living Area:
Sqft.
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5
Beds,
3
Baths
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$999,900 |
38 WELLINGTON STREET
Don't miss this incredible opportunity to own a fully detached home in charming Orangeville, Ontario, featuring a fully self-contained secondary dwelling - a rare two-for-one property offering exceptional flexibility for investors, multi-generational families, or buyers looking to offset their mortg
Living Area:
Sqft.
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4
Beds,
2
Baths
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$699,000 |
158 - 200 KINGFISHER DRIVE
Situated in Mono's esteemed Watermark community at 158 Carolina Crescent, this distinguished bungalow offers approximately 1, 469 square feet of elegantly designed main-level living space, complemented by a fully finished lower level bringing the total area to roughly 2, 800 square feet. The propert
Living Area:
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3
Beds,
3
Baths
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$1,065,000 |
240 WALSH CRESCENT
MANY LISTINGS MENTION THAT THEIR AREA IS "MUCH SOUGHT AFTER"! IN THIS CASE IT REALLY IS A "MUCH SOUGHT AFTER AREA"!!! HOUSES ON WALSH CRESECENT DON'T COME UP VERY OFTEN. WELCOME TO 240 WALSH CRESCENT. A WONDERFUL DETACHED BACKSPLIT PROPERTY FEATURING GREAT CURB APPEAL AND A FANTASTIC LAYOUT. WALK-OU
Living Area:
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4
Beds,
2
Baths
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$839,999 |
515 COLLEGE AVENUE
In the Heart of Orangeville, we proudly present a clean, spotless & pristine four bedroom detach home in a very desirable area. This area only has detached properties. Pride of ownership and a warm ambiance are what you feel when you step inside. Private lot backing on to green space, mature maple t
Living Area:
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4
Beds,
3
Baths
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$899,000 |
423 SCOTT Drive
Welcome to 423 Scott Dr in Orangeville, a beautifully maintained 3+1 bedroom, 2 bathroom home with a fully self sufficient basement apartment. Offering the perfect blend of comfort, functionality, and thoughtful updates. This bright and inviting property features a spacious main living area with war
Living Area:
2603 Sqft.
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4
Beds,
2
Baths
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$769,900 |
190 LISA MARIE DRIVE
Welcome to this 190 Lisa Marie Drive, a family home located in one of Orangeville's mature and desirable neighbourhoods-offering privacy, space, and convenience. Featuring a renovated kitchen with quartz countertops, ample cabinetry, a dedicated coffee station, and walkout to a private deck and yard
Living Area:
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3
Beds,
4
Baths
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$869,900 |
423 SCOTT DRIVE
Welcome to 423 Scott Dr in Orangeville, a beautifully maintained 3+1 bedroom, 2 bathroom home with a fully self sufficient basement apartment. Offering the perfect blend of comfort, functionality, and thoughtful updates. This bright and inviting property features a spacious main living area with war
Living Area:
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4
Beds,
2
Baths
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$769,900 |
8 PASSMORE AVENUE
this well designed and meticulously maintained 4 bedroom home in credit meadows is grand. Bright main floor with large eat in kitchen is combined with living room and stone wood burning fire place, separate formal dining room over looks back yard the family room overlooks front garden and covered fr
Living Area:
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4
Beds,
4
Baths
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$924,951 |
205 WALSH CRESCENT
An exceptional, rarely offered home on a premium court setting-fully finished, beautifully upgraded, and designed for both everyday living and unforgettable entertaining. Situated in one of Orangeville's most sought-after, family-friendly neighbourhoods, this quiet enclave offers its own parkette an
Living Area:
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5
Beds,
4
Baths
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$1,100,000 |
7 HENRY STREET
Welcome to 7 Henry Street, a beautifully crafted new build two storey home blending refined design with thoughtful everyday functionality. Built with exceptional attention to detail and premium materials, this residence offers a sophisticated living experience with a layout designed for both comfort
Living Area:
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3
Beds,
3
Baths
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$1,250,000 |
18 AMANDA STREET
Welcome to 18 Amanda Street, where opportunity awaits! Nestled on a mature, tree-lined street, this property boasts a generous corner lot with the kind of space and privacy that's becoming increasingly rare. The large yard provides ample room for gardening, pets, and outdoor entertainment. It's loca
Living Area:
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3
Beds,
1
Bath
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$599,000 |
3 STARRVIEW CRESCENT
Great location and a great opportunity to step into the prestigious cul de sac of homes. This bungalow sits on a 2.4 Acre Lot in very Desirable Neighborhood On Edge Of The Orangeville in Mono. Country Style Living Within Minutes To Shopping And Transportation. This Bungalow Offers 4 Bedrooms with 2
Living Area:
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4
Beds,
2
Baths
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$916,500 |
88 MCCARTHY STREET
Move-in ready and set in one of Orangeville's most beautiful neighbourhoods, this charming bungalow offers the lifestyle so many buyers are searching for. 88 McCarthy Street sit on an expansive 162 feet deep lot, surrounded by mature trees, the best school districts, and walkable amenities. This sol
Living Area:
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4
Beds,
2
Baths
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$799,000 |
25A MARGARET STREET
A Double Garden Door Walk Out Basement PLUS A Side Entrance Offers In-Law Capability! This Brick Raised Bungalow Has Garage, 3+1 Bedrooms, 2 Updated Baths, L-Shaped Living/Dining & Sky Light In Kitchen. A Partially Finished Basement w Large Rec Room Gives Opportunity For Multi Functional Areas Of Yo
Living Area:
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4
Beds,
2
Baths
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$674,900 |
75 JOHN STREET
Must see charming bungalow with tons of character and curb appeal. Soaring 10 ft. ceilings with original baseboards throughout this amazing home. Cozy dining room & living room with hardwood floors & wood stove. Family addition offers plenty of space for gatherings with walk out to new large deck ar
Living Area:
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3
Beds,
1
Bath
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$715,000 |
18 WESTMORLAND AVENUE
This Spacious 3+1 bedroom, 3 bathroom Sidesplit offers a functional layout for comfortable and convenient family living, located on a beautiful tree-lined street just minutes from downtown. A roomy front foyer provides a warm, welcoming entry. The main level boasts an open-concept living space with
Living Area:
Sqft.
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4
Beds,
3
Baths
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$877,000 |
423 SCOTT DRIVE
Welcome to 423 Scott Dr in Orangeville, a beautifully maintained 3+1 bedroom, 2 bathroom home with a fully self sufficient basement apartment. Offering the perfect blend of comfort, functionality, and thoughtful updates. This bright and inviting property features a spacious main living area with war
Living Area:
Sqft.
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4
Beds,
2
Baths
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$789,900 |
79A DAWSON ROAD
Attention Investors! Legal Duplex with Separate meters in a prime location near schools and parks. Main floor features an updated kitchen with breakfast area, dining space, and spacious living room, plus 3 bedrooms and a modern 4-piece bath. Lower level offers a renovated kitchen with breakfast bar,
Living Area:
Sqft.
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5
Beds,
2
Baths
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$679,900 |
133 GOLDGATE CRESCENT
Completely updated, this raised bungalow is tucked away on a quiet crescent close to shopping, restaurants, and schools. Freshly painted and upgraded top to bottom, this home offer peace of mind with nothing left to do but move in and relax. From the moment you arrive, manicured perennial gardens se
Living Area:
Sqft.
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3
Beds,
3
Baths
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$749,900 |
318 HANSEN BOULEVARD
Ideally positioned in a mature, family-friendly neighbourhood, this well-maintained home offers the perfect blend of practicality and lifestyle. Thoughtfully designed living spaces provide both warmth and functionality making it an ideal setting for growing for growing families, downsizers, or savvy
Living Area:
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3
Beds,
3
Baths
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$699,000 |
8 FAULKNER COURT
Priced to reflect Ontario Rebate (conditions apply). Brand new, fully detached two storey with your own backyard. This home is designed with a modern farmhouse style in mind, along with craftsman influences. It is newly introduced at the Morningside Trail subdivision built by Maplebrook Homes - a gr
Living Area:
Sqft.
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3
Beds,
3
Baths
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$557,513 |
17 FIRST AVENUE
Welcome to 17 First Avenue, a truly stunning red brick Century Home, built in 1933 and rich with timeless charm. Perfectly located in the heart of downtown Orangeville, this home is just steps to the town's best restaurants, cafes, and shops, offering walkable convenience with small-town charm. Set
Living Area:
Sqft.
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4
Beds,
2
Baths
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$1,599,000 |
15 BANTING DRIVE
Your wait has ended - This move-in-ready 3-bedroom, 2-bathroom bungalow perfectly balances classic charm with modern sophistication, as well as a great central location and walking distance to amenities. The main level welcomes you with gleaming hardwood floors, an abundance of natural light, and a
Living Area:
Sqft.
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3
Beds,
2
Baths
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$959,900 |
46 BYTHIA STREET
Exceptional open concept Raised Bungalow completely move in ready with modern top to bottom renovations and featuring very unique spectacular large picturesque back yard area! Amazing curb appeal with outside updates. Open concept layout with stunning high end kitchen and living areas. Great Floorin
Living Area:
Sqft.
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4
Beds,
2
Baths
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$799,000 |
28 STARRVIEW CRESCENT
Location is everything-and this is quite possibly one of the most sought-after areas in the community. This stunning home has been extensively renovated and updated over the past few years and shows like a dream.Privacy and tranquility abound, highlighted by an impeccably manicured backyard designed
Living Area:
Sqft.
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4
Beds,
3
Baths
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$1,329,000 |
48 TOWNLINE
Welcome to 48 Townline, a truly charming Century Home built in 1890, where timeless character meets everyday comfort. From the moment you step inside, you'll appreciate the warmth and craftsmanship of a bygone era, showcased through soaring 9-foot ceilings, original pine plank floors, oversized base
Living Area:
Sqft.
|
3
Beds,
2
Baths
|
$649,000 |
17 FIRST AVENUE
Welcome to 17 First Avenue, a truly stunning red brick Century Home, built in 1933 and rich with timeless charm. Perfectly located in the heart of downtown Orangeville, this home is just steps to the town's best restaurants, cafés, and shops, offering walkable convenience with small-town charm. Set
Living Area:
Sqft.
|
4
Beds,
2
Baths
|
$1,699,000 |
LOT 46 - 52 MEYER DRIVE
Offered by the Builder. Welcome to Five Creeks by Great Gulf - where luxury, nature, and modern living come together. This brand-new Fendley Model (Elevation B) sits on a premium ravine lot with a walkout to deck, offering sweeping natural views and the rare opportunity for a walkout basement. Desig
Living Area:
Sqft.
|
4
Beds,
4
Baths
|
$1,311,990 |
18 TOWNLINE
Welcome to 18 Townline - located in beautiful Orangeville! This stunning 4 level sidesplit boasts tasteful finishes throughout and has space for the entire family. The main floor features a bright open concept family room, eat in kitchen with a walkout to the backyard deck as well as a cozy dining r
Living Area:
Sqft.
|
3
Beds,
2
Baths
|
$769,900 |
408 WILLIAM STREET
Calling Smart Investors! Do The Math - It Works! This Updated Duplex Has 2 Double Floor Units, Both The Kind Of Spaces That Your Dream Tenants Would Love To Live In. Front Unit Includes 3 Beds & 1 Bath. Open Concept Family Room & Kitchen W Great Large Pantry. Main Floor Master Bedroom W/ 2 More Beds
Living Area:
Sqft.
|
5
Beds,
2
Baths
|
$724,999 |