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Orangeville, Ontario, Canada
Buyers searching for homes near Centennial Windows 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 46 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 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 Centennial Windows. Once a property looks promising, contact an agent to confirm the latest status and schedule a showing.
There are currently 46 active or coming-soon homes displayed near Centennial Windows on this page.
This page includes nearby home listings, home prices, bedroom and bathroom counts, and nearby points of interest around Centennial Windows 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 |
|---|---|---|
139 Town Line, Orangeville ON L9W 1V9
Offered for the very first time. Homes like this don't come up often on Town line, and this one never has - until now. It started out in 1966 and has since had all the big, expensive stuff taken care of, so you get an older home's space and lot without inheriting the to-do list. Three bedrooms up, t
Living Area:
993 Sqft.
|
6
Beds,
2
Baths
|
$749,000 |
59 SHERWOOD STREET
Welcome to this beautifully maintained 2002 sq ft Dover model in Orangeville's sought-after west end - a layout loved for its open flow, soaring cathedral ceilings, and family-friendly design. Offering 3 bedrooms and 3 bathrooms, this home blends warmth, functionality, and style in all the right way
Living Area:
Sqft.
|
3
Beds,
3
Baths
|
$899,900 |
16 BRENDA BOULEVARD
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 fini
Living Area:
Sqft.
|
4
Beds,
2
Baths
|
$724,000 |
24 BROOKHAVEN CRESCENT
Set on a beautifully landscaped one-acre estate lot, this exceptional custom-built residence offers over 5, 000 sq. ft. of impeccably finished living space, thoughtfully designed for luxurious family living and multi-generational flexibility.A striking exterior and impressive curb appeal welcome you
Living Area:
Sqft.
|
8
Beds,
4
Baths
|
$1,899,888 |
10 - 286194 COUNTY ROAD
Sitting on over 5 acres of private land, this custom-built estate spans more than 3, 000 sq. ft. and features 4 bedrooms, 3 bathrooms, a fully finished basement with a separate entrance, and endless charm inside and out. Welcome to 286194 Country Rd - where luxury living meets the serenity of the co
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$1,460,000 |
7 CARDWELL STREET
Offered for the very first time, this well cared for semi-detached home presents a rare opportunity to create something truly your own. Filled with natural light and thoughtfully maintained over the years, it's the kind of property that's ready to enjoy today while offering exciting potential for to
Living Area:
Sqft.
|
4
Beds,
1
Bath
|
$579,900 |
70 HUNTER ROAD
WELCOME TO THIS WELL-MAINTAINED DETACHED HOME nestled in a quiet, family-friendly neighbourhood in ORANGEVILLE. Offering approximately 2, 001 SQ FT ABOVE GRADE, this residence features 4 BEDROOMS and 4 BATHROOMS with a functional layout ideal for families.-THE MAIN LEVEL offers a bright, practical d
Living Area:
Sqft.
|
6
Beds,
4
Baths
|
$949,000 |
9 PORTER DRIVE
Welcome to this stunning detached home in the highly sought-after West Orangeville community. Built in 2017 and situated on a premium 56-ft frontage lot, this beautifully maintained residence offers the perfect combination of style, functionality, and future potential. The bright, open-concept main
Living Area:
Sqft.
|
3
Beds,
3
Baths
|
$899,995 |
39 PASSMORE AVENUE
Welcome to 39 Passmore Avenue in Orangeville, a well cared for 2 storey home located in a quiet, family friendly neighbourhood. Lovingly maintained by the original owner, this property reflects true pride of ownership both inside and out, from the beautifully landscaped front gardens to the inviting
Living Area:
Sqft.
|
3
Beds,
3
Baths
|
$897,900 |
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
|
$769,900 |
29 ALDER Street
Welcome to 29 Alder Street in Orangeville, a beautifully maintained 3+1 bedroom, 4 bathroom home offering spacious family living w/ the added bonus of a finished lower level and the opportunity for a quick & easy in-law suite conversion. From the moment you arrive, this home makes a strong impressio
Living Area:
2292 Sqft.
|
4
Beds,
4
Baths
|
$984,900 |
29 Alder Street, Orangeville ON L9W 5A5
Welcome to 29 Alder Street in Orangeville, a beautifully maintained 3+1 bedroom, 4 bathroom home offering spacious family living w/ the added bonus of a finished lower level and the opportunity for a quick & easy in-law suite conversion. From the moment you arrive, this home makes a strong impressio
Living Area:
1618 Sqft.
|
4
Beds,
4
Baths
|
$984,900 |
27 RUSTIC CRESCENT
Spacious. Versatile. Connected. Welcome to 27 Rustic Street in the heart of Orangeville-a beautifully maintained 3-level side split offering exceptional space, flexibility, and lifestyle. Ideally located within walking distance to schools and parks, and just minutes to shopping, recreation facilitie
Living Area:
Sqft.
|
4
Beds,
2
Baths
|
$659,900 |
29 ALDER STREET
Welcome to 29 Alder Street in Orangeville, a beautifully maintained 3+1 bedroom, 4 bathroom home offering spacious family living w/ the added bonus of a finished lower level and the opportunity for a quick & easy in-law suite conversion. From the moment you arrive, this home makes a strong impressio
Living Area:
Sqft.
|
4
Beds,
4
Baths
|
$984,900 |
67 CARLTON DRIVE
Welcome to 67 Carlton Drive in Orangeville - a charming home situated on a beautiful corner lot in a family-friendly neighbourhood. Enjoy the inviting large front porch, mature trees, and a location close to schools, parks, and places of worship, making this an ideal setting for families and commute
Living Area:
Sqft.
|
4
Beds,
2
Baths
|
$729,900 |
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 |
27 DREW BROWN BOULEVARD
Located in one of Orangeville's most sought-after family neighbourhoods, surrounded by parks, scenic walking trails, excellent schools, and some of the town's newest and most thoughtfully designed homes, this beautifully upgraded executive home offers nearly 3, 000 sq. ft. of bright, elegant living
Living Area:
Sqft.
|
4
Beds,
5
Baths
|
$1,079,000 |
103 HUNTER ROAD
Welcome to 103 Hunter Road, a rare income generating opportunity in Orangeville's sought after West End! This exceptional property stands out for its incredible versatility, offering 2 fully self contained lower level units in addition to the main family home - ideal for rental income, multi-generat
Living Area:
Sqft.
|
5
Beds,
4
Baths
|
$919,900 |
164 COURTNEY CRESCENT
Bright & Welcoming 3+1 Bedroom Home in Family Friendly Location. Covered Front Porch Entry into Open Foyer with Convenient 2pc Powder Room. Traditional Spacious Kitchen with Easy Flow into Open Concept Dining & Living Rooms, with Lg Windows & Patio Doors that Walk Out to Raised BBQ Lounging Deck & P
Living Area:
Sqft.
|
4
Beds,
2
Baths
|
$719,999 |
33 PAULA COURT
Welcome to this stunning, meticulously maintained family home, ideally situated on a quiet cul-de-sac in the highly sought after Highland Ridge community. Set on a premium reverse pie-shaped lot. This beautiful open-concept 2-storey home offers the perfect blend of comfort, style and functionality.
Living Area:
Sqft.
|
4
Beds,
4
Baths
|
$989,000 |
6 BROOKHAVEN CRESCENT
Welcome to a beautiful, private paradise & lifestyle opportunity! Nestled on a spectacular & extensive one-acre lot, this magnificent stone and brick bungalow offers the perfect blend of luxury, comfort & natural beauty. A stately covered entrance welcomes you into an exquisite open-concept foyer &
Living Area:
Sqft.
|
5
Beds,
4
Baths
|
$1,799,999 |
19 MCKITRICK DRIVE
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 th
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$799,000 |
53 ABBEY ROAD
Welcome to this beautifully maintained, carpet-free 4-bedroom family home backing directly onto conservation land in one of Orangeville's desirable neighbourhoods. Offering a peaceful backyard setting with no home directly behind, this property combines comfortable family living with an impressive l
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$1,149,900 |
91 BURBANK CRESCENT
Excellent opportunity to own this spacious semi-detached home featuring 3+1 bedrooms and a finished basement with separate entrance and second kitchen. The private backyard is surrounded by mature trees, providing a peaceful outdoor retreat. A rare double-wide driveway and double-car garage offer pa
Living Area:
Sqft.
|
4
Beds,
2
Baths
|
$649,900 |
63 MORGANDALE CRESCENT
Experience beautiful living in this fully upgraded detached home with a legal basement. Impeccably maintained inside and out, this stunning property features a spacious kitchen, inviting living and dining areas, and a bright solarium addition on the main floor. The home offers generously sized, sun-
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$899,900 |
26 CARDWELL STREET
ATTENTION FIRST-TIME BUYERS, MULTI-GEN FAMILIES & SAVY INVESTORS! Positioned on a premium 50x109 ft mature lot with NO sidewalk for maximum parking and privacy, this solid detached bungalow is the ultimate "forced equity" opportunity in South Orangeville, why pay a premium for someone else's renovat
Living Area:
Sqft.
|
3
Beds,
2
Baths
|
$745,000 |
122 PARKVIEW DRIVE
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 w
Living Area:
Sqft.
|
5
Beds,
3
Baths
|
$775,000 |
15 SETTLERS ROAD
Welcome to this stunning 4-level backsplit in Orangeville, offering 3+1 bedrooms and 2 bathrooms, perfect for families seeking comfort and space. From the moment you step inside, you're greeted by a bright and inviting front living room, along with a spacious kitchen featuring stainless steel applia
Living Area:
Sqft.
|
4
Beds,
2
Baths
|
$799,000 |
44 MADISON AVENUE
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 Opport
Living Area:
Sqft.
|
4
Beds,
2
Baths
|
$718,000 |
44 Madison Avenue, Orangeville ON L9W 1S3
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 Opport
Living Area:
1087.55 Sqft.
|
3
Beds,
2
Baths
|
$718,000 |
44 MADISON Avenue
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 Opport
Living Area:
1303 Sqft.
|
3
Beds,
2
Baths
|
$718,000 |
25 BROOKHAVEN CRESCENT
Welcome to an exceptional estate property at 25 Brookhaven Cres in East Garafraxa, ideally located just minutes from Orangeville's west end. Nestled on a picturesque 1.34 acre lot & set well back from the road, this impressive 3, 400 square foot home offers the perfect blend of luxury, privacy & fun
Living Area:
Sqft.
|
6
Beds,
5
Baths
|
$1,700,000 |
21 PAULA COURT
Stunning 2015 Summit model with high-end craftsmanship and thoughtful design throughout. Enter through double doors into a grand foyer with ceramic tile, coat room and a dramatic wrought iron staircase. The open main level offers luxurious living - gleaming hardwood floors, formal dining room, separ
Living Area:
Sqft.
|
5
Beds,
4
Baths
|
$1,179,999 |
16 OLD CARRIAGE ROAD
Exceptional Family Home in Prestigious Garafraxa Woods. Welcome to one of Garafraxa Woods' most desirable settings, where estate properties are surrounded by mature forests, rolling countryside, and protected conservation lands. This remarkable home is set on a private 2-acre forested lot, tucked aw
Living Area:
Sqft.
|
4
Beds,
2
Baths
|
$1,422,999 |
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.
|
3
Beds,
2
Baths
|
$899,000 |
59 YOUNG COURT
Set on a quiet cul-de-sac in Orangeville's Credit Springs Estates, 59 Young Court pairs the ease of bungalow living with a setting that feels private, established, and hard to replicate. Backing onto conservation and mature trees, this 2+2 bedroom, 3 bathroom home offers over 2, 500 square feet of f
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$1,399,900 |
2 EDELWILD DRIVE
Welcome to 2 Edelwild Drive, a charming and well-maintained bungalow in a desirable Orangeville neighborhood. This move-in-ready home offers a perfect blend of comfort, style, and modern updates across a spacious and functional layout. Step inside to a bright living room with large front windows tha
Living Area:
Sqft.
|
4
Beds,
2
Baths
|
$799,900 |
307 DOGWOOD STREET
In The Heart Of Montgomery Village Sits This Very Well Updated Detached Home!! Open concept filled with Natural Light!! Good Size Kitchen with Pantry and Cute and cozy breakfast nook!! Lot's of upgrades such as Freshly Painted, Oak stairs to 2nd Floor and Basement, Newer Laminate flooring in Basemen
Living Area:
Sqft.
|
4
Beds,
2
Baths
|
$649,900 |
29 SHERWOOD STREET
Beautiful 'Ascot Model' move-in ready Large Backsplit in much desired area of Orangeville! Amazing Property in wonderful family friendly part of town. Cathedral Ceilings greet you as you enter open concept home that flows through main area of beautiful living, dining and kitchen with centre island.
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$999,999 |
14 FELTRE AVENUE
We are so excited to share 14 Feltre Avenue with you! This newly renovated, LEGAL DUPLEX, is a bungalow style home that has separate access in to the basement apartment. Potential cashflow positive property for investors or the perfect family home for first-time buyers that can rent out either apart
Living Area:
Sqft.
|
6
Beds,
3
Baths
|
$699,000 |
54 WARDLAW AVENUE
Look no further!! Don't miss this gem in the neighbourhood. Location! Location! This Stunning detached home is move in ready and situated in a very desirable neighborhood. this Home features A spacious layout, Family sized eat-in kitchen, 4 generous sized bedrooms, 1 bedroom in the basement and 4 ca
Living Area:
Sqft.
|
5
Beds,
3
Baths
|
$1,199,999 |
28 BENJAMIN CRESCENT
Welcome to 28 Benjamin Crescent. This gorgeous detached Open Concept bungalow loft is located in the highly sought-after West End of Orangeville. The property boasts 3 beautifully designed bedrooms, with an additional guest bedroom in the spacious finished basement. The main floor features 9-foot ce
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$1,067,999 |
58 PARKVIEW DRIVE
Welcome to 58 Parkview Drive! This fully finished detached bungalow sits on a large 60X100 FT lot and has been recently renovated from top to bottom! Recent upgrades include: New flooring throughout the entire home (including the basement), new modern kitchen w/ quartz countertops, beautiful backspl
Living Area:
Sqft.
|
5
Beds,
3
Baths
|
$819,900 |
17 SHIRLEY STREET
Welcome to 17 Shirley St!!! Absolutely Stunning Newly Renovated Home In the most sought after Area Of Orangeville! The whole house Has Been Completely upgraded! The Open Concept Layout With Modern Design And Upgraded Features Are Truly Amazing. Mudroom Entrance, Lots Of Pot Lights. 1 Car Garage Incl
Living Area:
0 Sqft.
|
4
Beds,
3
Baths
|
$744,000 |
7 PORTER DRIVE
Welcome to 7 Porter Drive, an opportunity to be situated in one of Orangeville's most desirable neighborhoods. Located on a family friendly street, detached home with brick elevation and double door entry. House is only 6 years old & 2252 Sq. Ft as per builders plan. Offering 9ft ceilings on the mai
Living Area:
0 Sqft.
|
5
Beds,
3
Baths
|
$1,169,900 |