Orangeville Real Estate Agent for Small Town Living Near the GTA

Orangeville is a small city on the northwest edge of the GTA. It offers a walkable historic downtown, established neighbourhoods, newer subdivisions, and access to the countryside around Dufferin County. Many people look at Orangeville when they want more space and a stronger small town feel while staying within reach of the GTA for work and family.

I work from one main GTA office and help clients decide whether a move to Orangeville makes sense based on commute, budget, and lifestyle.

Who this page is for

  • Buyers leaving Brampton, Mississauga, or other GTA cities for more space and quieter streets
  • Families looking for detached homes and townhomes with larger yards
  • Downsizers who want a walkable downtown and community feel without being far from the GTA
  • Investors interested in small town markets with steady demand from growing families

What it is like to live in Orangeville

Life in Orangeville often includes:

  • A historic main street with shops, restaurants, and local businesses along Broadway and the downtown core
  • Mostly detached and semi detached homes, with a mix of older character houses and newer builds
  • Boutique condo buildings and townhomes in select pockets, often with good access to amenities
  • Strong community feel, local events, and easy access to parks, trails, and nearby lakes
  • Drive based commuting along Highway 10 and County Road 109, with access to 400 series highways within about 30 minutes

Neighbourhood and area overview

Orangeville is not as segmented as larger cities, but buyers often ask about specific pockets:

  • Downtown and surrounding streets
    Older homes with character, walkable access to shops, restaurants, and community events.

  • Montgomery Village, Orangeville Highlands, Brookhaven, and similar subdivisions
    Newer family neighbourhoods with a lot of detached homes, townhomes, and crescents with parks and schools nearby.

  • Estate style pockets and edges of town
    Larger lots, more privacy, and quick access out to surrounding rural areas.

How I help buyers in Orangeville

  • Compare what your budget buys in Orangeville versus Brampton, Caledon, or other nearby communities
  • Walk through the differences between older homes near downtown and newer subdivisions at the edges of town
  • Break down carrying costs and realistic resale potential so you understand the long term picture
  • Talk through commute times and daily routines so you know what life will actually feel like day to day

How I help sellers in Orangeville

  • Review recent sales in your pocket and set realistic expectations based on buyer demand for your home type
  • Highlight the lifestyle around your property, whether that is walkability to downtown or family amenities in your subdivision
  • Market to both local buyers and those coming from the GTA who may not know Orangeville yet
  • Negotiate with a focus on firm deals and timelines that give you room to plan your next step

Local amenities buyers ask about

  • Schools across the public and Catholic boards in and around Orangeville
  • Walkability of downtown and nearby neighbourhoods
  • Parks, trails, and recreation facilities in town and in nearby conservation areas
  • Drive times to Brampton, Mississauga, and other GTA job centres

Frequently asked questions about Orangeville real estate

Is Orangeville more affordable than nearby GTA cities

In many cases, yes. Orangeville often offers more house and yard for the money compared to some closer in cities, while still giving you access to the GTA within a reasonable drive.

Is Orangeville a good place for families

Orangeville has a strong family presence, with parks, schools, local sports, and community events that anchor people to the town. Many buyers here are growing families moving up from smaller homes in other cities.

What is the catch

The main trade off is commute. Most residents drive for work or transit connections in nearby communities. It is important to be honest about how that fits into your life before making the move.

Call to action

If you are curious about what a move to Orangeville would actually look like, or you are thinking about selling a home here, reach out. I will walk you through the pros, cons, and numbers so you can decide whether Orangeville is the right fit for your next chapter.

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13-24/166
  • 308 Elderberry Street: Orangeville House for sale : MLS®# W13015300

    308 Elderberry Street Orangeville Orangeville L9W 4Z6
    Main Photo: 308 Elderberry Street: Orangeville House for sale : MLS®# W13015300
    $694,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13015300
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to this Bright Beautiful Freehold Townhouse with No Monthly Rentals, Modern Updates Throughout Located in a Prime Family Friendly Neighbourhood * This Home Features 3 + 1 Bedrooms and 3 Bathrooms * Walk into a Bright Open Concept Dining and Great Room with a Stone Decor Wall, Smooth Ceilings and Potlights * Your Dream White Kitchen with an Eat-in Breakfast Area, New Quartz Counters, S/S Appliances, Tiled Backsplash, Pantry Closet, Ample Cabinet Space, and Filtered Water Faucet. Walks out to the Deck and Outdoor Fully Fenced Patio Area that Paves to Detached Garage. Garage has a Loft Above for Storage and an Extra Covered Parking. Two (2) Outdoor Garden Sheds and Newly Installed Gas Line for BBQ Hook Up * All Spacious Bedrooms include Great Sized Closets and Large Windows * Primary Closet has Newly Installed Built-In Closet Organizers * Bathrooms Upgraded with Quartz Countertops and All New Modern Mirrors * Fully Finished Basement Rec Room with Smooth Ceilings, Potlights and a Bathroom * Bsmt Office with Built-in Shelves and Lots of Extra Storage Space * All Potlights and Smart Thermostat can be Programmed to Google Alexa. All New Windows Throughout ('24,'25), Zebra Blinds (2024), New Fridge ('25), Main Floor New Light Fixtures, Ducts Cleaned (2024), Furnace (2017), Roof (2014), Washer/Dryer (2024), New Shed ('25), Newer Fencing, Smart Home System with Telus - Can be Taken Over. Walking Distance to Alder Street Recreation Centre, Parks, Elementary and Secondary Schools and Only a Short Distance to Shopping, Groceries, Restaurants, Downtown, Hospital, Georgian College, Hwy 9 and Much More!! A Must See!! More details
    Listed by RE/MAX REALTRON REALTY INC.
  • 255 Kensington Place: Orangeville House for sale : MLS®# W13015692

    255 Kensington Place Orangeville Orangeville L9W 4G8
    Main Photo: 255 Kensington Place: Orangeville House for sale : MLS®# W13015692
    $849,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13015692
    Bedrooms:
    3
    Bathrooms:
    3
    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 casual mornings, while the inviting family room with an electric fireplace creates a warm space to unwind. With two walk-outs to the backyard, indoor-outdoor living is effortless.Upstairs, you'll find three well-proportioned bedrooms, offering plenty of space for family or guests. The unfinished basement presents a blank canvas, ready for your personal touch-whether you envision a home gym, recreation space, or additional living area.A wonderful opportunity to settle into a sought-after community and make this home your own! More details
    Listed by RE/MAX REAL ESTATE CENTRE INC.
  • 211 310 Broadway Avenue: Orangeville Condo Apartment for sale : MLS®# W13016628

    211 310 Broadway Avenue Orangeville Orangeville L9W 1L3
    Main Photo: 211 310 Broadway Avenue: Orangeville Condo Apartment for sale : MLS®# W13016628
    $549,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13016628
    Bedrooms:
    1
    Bathrooms:
    2
    Gorgeous, immaculately maintained, move-in-ready, spacious, 1 bedroom + den offering flexibility for a home office, reading nook, 2 bathroom Condo, located near the heart of the charming town of Orangeville. Condo has been newly painted throughout. Large spacious kitchen features lots of cupboard space and open to the dining room and living room. Walk out from the living room to a private balcony, great to sit outside and relax. Convenience of in-suite laundry. Large primary bedroom with 4 piece en-suite & spacious closet. This Condo combines both comfort and convenience. Included with the Condo are a private parking space, storage locker, and convenient visitor parking. Positioned along Broadway Street and within easy walking distance to Orangeville's downtown core, cafes, shops, restaurants, parks, schools, recreation centers, shopping and all the amenities you would every need. A great place to live and a great opportunity to get into the market and own your own home. More details
    Listed by RE/MAX REAL ESTATE CENTRE INC.
  • 321 Montgomery Boulevard: Orangeville House for sale : MLS®# W13010442

    321 Montgomery Boulevard Orangeville Orangeville L9W 5G7
    Main Photo: 321 Montgomery Boulevard: Orangeville House for sale : MLS®# W13010442
    $769,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13010442
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome to 321 Montgomery Blvd, a detached 2 bedroom, 2 bathroom home in Orangeville's mature west end. Set on a corner lot with no backyard neighbours and mature trees behind the property, it gives the backyard a more open and private feel. The wraparound porch adds curb appeal, while the large, sunny, fully fenced backyard with deck gives you room for kids, dogs, and easy outdoor entertaining. Inside, the layout is practical and comfortable. Hardwood floors, a cathedral ceiling in the dining room, and an oversized primary bedroom with walk-in closet give the home a bit more space where it counts. The finished basement adds bonus living space for a home office, guest area, rec room, or hobby setup. This is a solid option for downsizers who still want a yard, or families who want a detached home in a well-established neighbourhood. You are also just a short walk to Fendley Park and the splash pad, with quick access to schools, shopping, downtown Orangeville, and Highways 9 and 10. More details
    Listed by RE/MAX REAL ESTATE CENTRE INC.
  • 13 5 Armstrong Street: Orangeville Condo Townhouse for sale : MLS®# W13011202

    13 5 Armstrong Street Orangeville Orangeville L9W 0C5
    Main Photo: 13 5 Armstrong Street: Orangeville Condo Townhouse for sale : MLS®# W13011202
    $524,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13011202
    Bedrooms:
    2
    Bathrooms:
    2
    Step into downtown Orangeville living at its best. 5 Armstrong Street, Unit 13 is a bright, stylish one level stacked townhouse just steps from Broadway's cafes, bars, shops, festivals, and small-town charm. With 2 bedrooms, 2 full baths, and a smart all-on-one-level layout, this home delivers comfort, convenience, and modern appeal. Enjoy hardwood flooring throughout, a sun-filled living area, and a kitchen loaded with storage - complete with a 12.5-foot granite peninsula that's perfect for entertaining or everyday meals. The primary suite features a private 4-piece ensuite and walk-in closet, while the second bedroom offers ideal space for guests or a home office. Added perks include in-suite laundry, 1 exclusive parking spot, ample visitor parking and a private terrace for morning coffee or evening unwinding. Built in 2011 and part of a well-managed community, this home puts you minutes from restaurants, parks, transit, and year-round events. It's the perfect blend of downtown energy and easy living. Live where Orangeville shines - in one of its most desirable condo communities. More details
    Listed by RE/MAX Real Estate Centre Inc
  • 9 Wellington Street: Orangeville House for sale : MLS®# W13012608

    9 Wellington Street Orangeville Orangeville L9W 2L2
    Main Photo: 9 Wellington Street: Orangeville House for sale : MLS®# W13012608
    $1,499,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13012608
    Bedrooms:
    6
    Bathrooms:
    5
    Historic Elegance Meets Modern Luxury at 9 Wellington St. Experience the perfect blend of century-old charm and high-end functionality in this grand 1926 home located on one of Orangeville's most prestigious streets. Spanning an impressive 4201 sq ft, this residence features 2 kitchens with a self-contained apartment, and a total of 6 spacious bedrooms and 5 bathrooms, providing ample space for both grand living and cozy retreats. The main home welcomes you with a charming sunroom of wood and exposed brick, leading into a formal dining room & library space centered around one of the home's three gas fireplaces. Culinary enthusiasts will appreciate the open-concept kitchen's central island and rich wood cabinetry, which flows effortlessly into a great room anchored by a striking brick fireplace that walks out to your spacious back deck. Retreat to the primary suite to find 2 double closets and a spa-like 5-piece ensuite bathed in light from a large skylight. A 2nd stairwell to this level brings you to 3 more bedrooms and a shared 3 piece bathroom while yet another bedroom or additional living space can be found in the unique top-level loft. The 3 Level Apartment on the South side of the home features its own entrance through a stunning vestibule, a main floor eat-in kitchen that walks out to the back deck, lower level family room with walk-out to the yard, a 3rd story primary suite with gorgeous 3 piece ensuite & laundry hookups, and the convenience of its own furnace, and hot water tank. The perfect space for rental income or extended family. Set on a deep 63 x 188 ft lot, the private backyard serves as a secluded oasis with mature hedges, low-maintenance gardens, and a spacious, multi-level deck for entertaining. Located just moments from the award-winning restaurants & shops of Broadway, the Island Lake Conservation Area, and within walking distance to local schools, this home offers a peaceful lifestyle with every urban convenience at your doorstep. More details
    Listed by EXP REALTY
  • 19 100 Century Drive: Orangeville Condo Townhouse for sale : MLS®# W13013888

    19 100 Century Drive Orangeville Orangeville L9W 4L3
    Main Photo: 19 100 Century Drive: Orangeville Condo Townhouse for sale : MLS®# W13013888
    $549,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13013888
    Bedrooms:
    3
    Bathrooms:
    2
    Step into this inviting 3-bedroom, 2-bathroom townhouse condo that offers the perfect balance of space, comfort, and everyday convenience. Whether you are a first-time buyer, a growing family, or an investor, this home checks all the right boxes. The main level welcomes you with a bright and open living space, ideal for relaxing or hosting friends and family. The kitchen is thoughtfully designed with plenty of cabinetry and workspace to make daily living easy and enjoyable. Upstairs, you will find three well-sized bedrooms that provide comfort and privacy. This layout works perfectly for families or anyone needing extra space for a home office. The fully finished basement adds valuable living space and offers flexibility for a family room, workout area, playroom, or work-from-home setup. Outside, enjoy a private fenced yard that is perfect for children, pets, or spending time outdoors in the warmer months. A single-car garage provides convenient parking and additional storage. Located in a desirable area close to shopping, dining, and everyday amenities, this home offers both lifestyle and convenience. This is a fantastic opportunity for buyers at any stage. Do not miss your chance to make it yours. More details
    Listed by BOSLEY REAL ESTATE LTD.
  • 27 Rustic Crescent: Orangeville House for sale : MLS®# W13006148

    27 Rustic Crescent Orangeville Orangeville L9W 1T1
    Main Photo: 27 Rustic Crescent: Orangeville House for sale : MLS®# W13006148
    $720,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13006148
    Bedrooms:
    4
    Bathrooms:
    2
    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 facilities, and downtown, this home also provides convenient access to Highways 9 and 10 for an easy commute.This thoughtfully designed home features 4 bedrooms and multiple living areas, ideal for growing families or multi-generational living. The garage has been converted to expand the main living space, creating an oversized living room along with a functional laundry/mudroom offering direct access to the backyard.The kitchen is well-appointed with stainless steel appliances, including a gas stove, and flows seamlessly into the dining area with a walk-out to the backyard deck-perfect for everyday living and entertaining.Upstairs, the primary suite has been reconfigured from two bedrooms into a spacious retreat complete with his and hers closets.The lower level offers excellent in-law potential with a separate entrance, two additional bedrooms, a 3-piece bathroom, and a laundry hookup. A second lower level with approximately 5-foot ceilings provides additional versatile space for storage or future use.Set on a fully fenced lot, the backyard is designed for both function and enjoyment, featuring an enclosed dog run, enclosed garden, and a shed.A fantastic opportunity to own a versatile home in a family-friendly community, offering both comfort and convenience in one of Orangeville's most desirable locations. More details
    Listed by KELLER WILLIAMS EXPERIENCE REALTY
  • 334 Perry Road: Orangeville House for sale : MLS®# W13006988

    334 Perry Road Orangeville Orangeville L9W 4Z1
    Main Photo: 334 Perry Road: Orangeville House for sale : MLS®# W13006988
    $849,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13006988
    Bedrooms:
    4
    Bathrooms:
    3
    Stunning & Immaculately Maintained 4 Bedroom & 2.5 Bath Brick Detached Home With Many Updates! Beautiful Kitchen With Quarts Counters, Backsplash, SS Appliances, Soft Close Cabinets & Pot Lights, Opens Up To Large Breakfasts Area & Family Room. Family Room Features Updated Gas Fireplace With Stunning Stone Wall, Pot Lights On Dimmers, Laminate Flooring And Two Large Windows For Lots Of Natural Light! Large Living/Dining Room With Dark Laminate Floors & Pot Lights & Two Large Windows Opens Up To Family Room & Front Entrance. The Seller Opened Up The Wall Between Family Room & Living Room, Makes That A Great Feature For Entertaining. Second Level Offers 4 Great Size Bdrms All With Laminate Floors, Large Closets & Large Windows. Large Primary Bedroom Features Ensuite Bath & Walk In Closet. Main Bath & Powder Room Updated in 2024, New Entrance From The House Into The Garage With Stairs Added In 2021 For Your Convenience. 1821 Sqft Plus Unfinished Basement. Fully Fenced In Yard W/Gate, Stone Patio & Garden Shed. No Carpet In The House Except Upper Hall & Staircase, Pot Lights Through Out Main Floor & Pot Lights In Bsmnt. Water Softener (Owned), 1.5 Garage Is Ideal For Extra Storage. Driveway Painted Summer 2024 & Outside Stairs With New Railing Also Summer 2024. Come And See It, This One Is Almost Perfect. More details
    Listed by RE/MAX REAL ESTATE CENTRE INC.
  • 31 31 Orange Mill Court: Orangeville Condo Townhouse for sale : MLS®# W13007590

    31 31 Orange Mill Court Orangeville Orangeville L9W 3R6
    Main Photo: 31 31 Orange Mill Court: Orangeville Condo Townhouse for sale : MLS®# W13007590
    $579,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13007590
    Bedrooms:
    3
    Bathrooms:
    1
    Your first home starts here-and it's a good one. Welcome to Orangeville, where comfort meets convenience in this stylish 3-bedroom condo townhouse that's anything but basic. Step inside to a bright, open-concept layout with sleek laminate floors and modern finishes that instantly feel like home. The kitchen? Made for real life. A breakfast bar, easy flow into the living and dining space, and the perfect setup for hosting friends or keeping things casual on a weeknight. Upstairs, you've got 3 generous bedrooms-plenty of space to grow, work from home, or plan for what's next. Downstairs, a cozy basement adds that extra flex space for movie nights, workouts, or just kicking back. And then there's the backyard-your own private little escape. A low-maintenance flagstone patio means more relaxing, less upkeep. Summer BBQs, morning coffee, evening wine... it's all here. All of this just minutes from shops, restaurants, parks, and everything that makes Orangeville such a great place to call home. If you've been waiting for the right first home-this is it. More details
    Listed by ROYAL LEPAGE SUPREME REALTY
  • 66 Bythia Street: Orangeville House for sale : MLS®# W13008526

    66 Bythia Street Orangeville Orangeville L9W 2S5
    Main Photo: 66 Bythia Street: Orangeville House for sale : MLS®# W13008526
    $699,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13008526
    Bedrooms:
    3
    Bathrooms:
    2
    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 backyard. The adjoining living area offers a cozy gas fireplace, custom built-ins, and a walkout to the back deck allowing easy access to enjoy your private outdoor space. Two main floor bedrooms provide convenient single-level living, along with a nicely updated 3-piece bathroom with a glass shower. The lower level adds flexibility with a third bedroom, second full bathroom, a spacious rec room, and a kitchenette, ideal for guests, hobbies, or extended family. Outside, the fully fenced yard offers privacy, mature trees, and manageable green space, along with a deck and storage sheds. Located close to Broadway amenities, schools, and Kay Cee Gardens to enjoy all year round especially during their Christmas light display. This is a solid option for those looking to simplify without sacrificing comfort or style. More details
    Listed by EXP REALTY
  • 15 Settlers Road: Orangeville House for sale : MLS®# W13008538

    15 Settlers Road Orangeville Orangeville L9W 5E3
    Main Photo: 15 Settlers Road: Orangeville House for sale : MLS®# W13008538
    $839,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13008538
    Bedrooms:
    4
    Bathrooms:
    2
    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 appliances and a dining area that creates an open, airy feel. Upstairs, you'll find three spacious bedrooms, including a generous primary retreat with semi-ensuite access and double closets. The lower levels offer incredible versatility and tons of additional living space, featuring a cozy family room with a gas fireplace, a separate office room with French doors, a versatile 4th bedroom, and a finished recreation room perfect for a playroom, gym, or media space. Located in the highly desirable Settlers Creek community, this home is close to excellent schools, parks, shopping, and a variety of local amenities. With nearby restaurants and easy access to everything the town has to offer, this location truly stands out. 15 Settlers Rd isn't just a house, it's a place you'll be proud to call home. More details
    Listed by RIGHT AT HOME REALTY
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Data was last updated April 22, 2026 at 06:15 AM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.