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What’s Happening Around Orangeville: October 29–November 1, 2026

Posted on October 30, 2026 by The Ginny Anderson Real Estate Team

Events & Halloween Activities

Haunt in the Park | Fiddlepark, Shelburne - Friday, October 30, 7–11 p.m. and Saturday, October 31, 7–11 p.m. Enjoy spooky Halloween fun! Admission is FREE, with cash and non-perishable food donations gratefully accepted for Shelburne’s Food Bank.

Downey’s Farm Pumpkinfest | Caledon - September 19–October 31. Tickets available online only at https://downeysfarm.com.

Live Music & Music Nights

Thursday, October 29

-The Hatter: Gary & Scooter, 6:30 p.m.
-Tap House: Music Bingo, 7p.m.
-Bar on Broadway: Karaoke Thursdays with JL.
-GoodLot: Magic Show, 7p.m. Ticketed event.

Friday, October 30

-GoodLot: Twilight Troubadours, 5 p.m.
-The Hatter: Halloween Scaraoke, 8 p.m.
-Tap House: Halloween Warm-Up with DJ GSpence, 9 p.m.
-Revival 1863: Wicked Truth, doors open at 7 p.m.
-The Creek, Grand Valley: Halloween Night Party with DJ Slaughter, 8 p.m. Tickets $15.

Saturday, October 31 – Halloween Night!

-GoodLot: Rag Maple, 4–7 p.m.
-Lightcaster Brewery: Halloween After Dark with The Hit Disturbers, 8 p.m. Event)
-Revival 1863: Pulse X Halloween Special, 8 p.m.
-Bar on Broadway: Scaryoke Dance Party with DJ Josh Ouellette, 9 p.m.
-Tap House: Halloween House Party with DJ Terrence & DJ Mixx, 9 p.m.
-Broadway Beat: Halloween Bash with Stolen, 8 p.m. Tickets $10.
-Loretto Restaurant: Halloween Party, 8:30 p.m. Reservations recommended.
-Royal Canadian Legion Branch 220, Shelburne: Halloween Costume Party with DJ Sassy Sandra, doors open at 7 p.m.

Sunday, November 1

- Tap House: Sunday Live Music with Stan Chang, 1–4 p.m.

The Ginny and ‘er’ son Team
Think SOLD – Think Ginny And’er’son
Office: 519-941-5151
Mobile: 519-938-0028

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Open House. Open House on Saturday, October 24, 2026 11:00AM - 1:00PM

Posted on October 23, 2026 by Ginny Anderson

Posted in Orangeville Real Estate

Please visit our Open House at 132 Goldgate Crescent in Orangeville. See details here

Open House on Saturday, October 24, 2026 11:00AM - 1:00PM

Welcome to this spacious detached 4+1 bedroom, 4-bathroom home backing onto a meandering creek/conservation in the welcoming community of Orangeville! The main floor features a bright and functional kitchen with ceramic flooring, comfortable living room with a large window, 2pc bathroom and a dining room with a walkout an expansive deck, perfect for outdoor dining and entertaining. Upstairs, you'll find four good sized bedrooms, the primary featuring a 3-piece ensuite, and walk in closet and the third bedroom offering a walk-in closet as well! The finished basement provides additional living space with a 2nd kitchen, large living room with walkout to patio and lovely rear yard, an extra bedroom, and 3-piece bath, offering flexibility for extended family, guests, or a variety of lifestyle needs. Complete with an attached single-car garage, this home is conveniently located close to downtown Orangeville, shops, everyday amenities, parks, the dog park, and scenic walking trails. Don't miss out!

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New property listed in Orangeville

Posted on October 23, 2026 by Ginny Anderson

Posted in Orangeville Real Estate

I have listed a new property at 132 Goldgate Crescent in Orangeville. See details here

Welcome to this spacious detached 4+1 bedroom, 4-bathroom home backing onto a meandering creek/conservation in the welcoming community of Orangeville! The main floor features a bright and functional kitchen with ceramic flooring, comfortable living room with a large window, 2pc bathroom and a dining room with a walkout an expansive deck, perfect for outdoor dining and entertaining. Upstairs, you'll find four good sized bedrooms, the primary featuring a 3-piece ensuite, and walk in closet and the third bedroom offering a walk-in closet as well! The finished basement provides additional living space with a 2nd kitchen, large living room with walkout to patio and lovely rear yard, an extra bedroom, and 3-piece bath, offering flexibility for extended family, guests, or a variety of lifestyle needs. Complete with an attached single-car garage, this home is conveniently located close to downtown Orangeville, shops, everyday amenities, parks, the dog park, and scenic walking trails. Don't miss out!

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What’s Happening Around Orangeville: October 22 to 25, 2026

Posted on October 22, 2026 by The Ginny Anderson Real Estate Team

Events & Fall Activities

🎃Haunt in the Park | Fiddlepark, Shelburne | Friday, October 23, 7 to 11 p.m. and Saturday, October 24, 10 a.m. to 2 p.m. and 7 to 11 p.m.

🎃Treats in the Streets | Downtown Shelburne, starting at Jack Downing Park | Saturday, October 24, 10 a.m. to 2 p.m.

🎃Mono's Children's Halloween Party | Mono Community Centre | Sunday, October 25, 3 to 5 p.m.

🎃Sweet Peas Farm Fall Fun | Sweet Peas Farm | Weekend activity. Check visiting hours.

🎃Downey's Farm Pumpkinfest | Downey's Farm, Caledon | September 19 to October 31. Check operating hours.

Maple Syrup Farm Experience & Tasting | Elliott Tree Farm | Weekend activity. Check availability.

Live Music, Karaoke & Entertainment

➡️Thursday, October 22

➡️Friday, October 23

➡️Saturday, October 24

➡️Sunday, October 25

Have a wonderful weekend!

The Ginny And’er’son Team
Think SOLD, Think Ginny And’er’son
Office: 519-941-5151
Mobile: 519-938-0028

#GinnyAndErSon #SellWithGinny #THINKSOLD #ThinkGinnyAnderson #LocalEvents #OrangevilleEvents #DowntownOrangeville #DufferinCounty #LiveMusic #WeekendEvents #SupportLocal #HalloweenEvents #ShelburneEvents #MonoOntario

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New property listed in East Luther Grand Valley

Posted on October 22, 2026 by Ginny Anderson

Posted in East Luther Grand Valley Real Estate

New property listed in East Luther Grand Valley

I have listed a new property at 174095 County Rd 25 Road in East Luther Grand Valley. See details here

Step into the charm of this beautifully updated 1895 farmhouse, available for lease just minutes from Grand Valley. Offering approximately 1950 square feet of finished living space, this spacious home features four bedrooms and two bathrooms, perfectly suited for comfortable family living. Set on a generous lot of over an acre, the property provides both privacy and room to enjoy the outdoors. Recent updates blend seamlessly with the home's historic character, while hardwood floors throughout add warmth and timeless appeal. Tenant is responsible for all utilities (propane, hydro and hot water tank rental).Note: Some photos are virtually staged.

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What’s Happening Around Orangeville: October 15–18, 2026

Posted on October 15, 2026 by The Ginny Anderson Real Estate Team

Looking for something fun to do this weekend? From live music and dancing to Halloween festivities, farmers’ markets and fall farm adventures, there’s plenty happening in Orangeville and surrounding areas!

Events & Fall Activities

Boo! on Broadway & Beyond | Saturday, October 17, 9 a.m.–1 p.m. Downtown Orangeville transforms into a Halloween playground with trick-or-treating, costume activities, entertainment, a DJ dance party, face painting and family fun. Free admission.

Tiny Tots Trick-or-Treat Trail | Saturday, October 17, 10 a.m.–12 p.m. Bring the little ones downtown for a fun Halloween adventure! Visit participating businesses for treats while supplies last.

Orangeville Farmers’ Market | Saturday, October 17, 8 a.m.–1 p.m. It's the final outdoor farmers’ market of the season! Shop local and support your favourite vendors in downtown Orangeville.

Barn Dance & Grand Re-Opening | Saturday, October 17, 7 p.m. Join High Country United Church at 346255 Side Road 15, Mono, for an evening of music featuring Greg Holmes & Friends. Adults $25, children under 12 $10.

Sweet Peas Farm | Fall Farm Fun Enjoy the autumn atmosphere, pumpkins, seasonal flowers and beautiful fall displays. Check with the farm for visiting details.

Downey’s Farm Pumpkinfest | September 19–October 31 Celebrate fall with pumpkin picking, seasonal activities and family fun. Tickets available online only at https://downeysfarm.com.

Maple Syrup Farm Experience & Tasting | Weekend Activity Visit the Maple Syrup Museum of Ontario for a maple-themed farm experience, sweet treats and tastings. Check with the venue for tour availability and admission details.

Live Music & Music Nights

Thursday, October 15

GoodLot: Name That Tune, 7–9 p.m.

The Hatter: Tyler Crockatt, 6:30 p.m.

Broadway Beat: Jam Night, 6:30 p.m.

Tap House: Music Bingo, 7 p.m.

Bar on Broadway: Karaoke with JL.

Lightcaster: The Thursday Social featuring Table for Two, live acoustic music 7–10 p.m.

Friday, October 16

GoodLot: Dead Root Revival, ticketed show.

Tap House: Nick Vescio, 8–11 p.m.

Broadway Beat: New Impossibles, 8 p.m.

Lightcaster: Latin Dance Night with DJ Kush. Dance lessons 7–8 p.m., dancing 8 p.m.–late. $10 entry.

Saturday, October 17

GoodLot: Mark Thackway, 4–7 p.m., plus Dr. Glow Disc Golf Tournament, 6–10 p.m.

Tap House: Under the Covers, 8–11 p.m.

Broadway Beat: Deep Room, 8 p.m.

Lightcaster: Kenny V., 8 p.m.–midnight. No cover.

Sunday, October 18

GoodLot: Ky Anto, 2–5 p.m.

Tap House: Stan Chang, 1–4 p.m.

Broadway Beat: Industry Night Karaoke, 7–11 p.m.

Lightcaster: Sunday Social, Progressive Euchre, 12:30–3:30 p.m.

There's something for everyone this weekend! Get out, explore, support local businesses and enjoy everything our community has to offer.

The Ginny and ‘er’ son Team

Think SOLD – Think Ginny And’er’son

Office: 519-941-5151

Mobile: 519-938-0028

#GinnyAndErSon #SellWithGinny #THINKSOLD #ThinkGinnyAnderson #LocalEvents #OrangevilleEvents #DowntownOrangeville #DufferinCounty #LiveMusic #WeekendEvents #SupportLocal

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I have sold a property at 71 Shirley Street in Orangeville

Posted on October 15, 2026 by Ginny Anderson

Posted in Orangeville Real Estate

I have sold a property at 71 Shirley Street in Orangeville on Oct 13, 2026. See details here

Welcome to 71 Shirley Street, a well-appointed detached home in the heart of downtown Orangeville backing onto Myr Morrow Park. Here, everyday convenience meets comfortable family living. Ideally located close to downtown shops, restaurants, parks, schools, trails and local amenities, this 3-bedroom, 3-bathroom home offers a great combination of space and location. The main floor features a large welcoming living room, dining area with French doors walking out to a deck and lovely rear yard, and a functional kitchen! A convenient 2-piece powder room completes the main level. Upstairs, the spacious primary bedroom offers a walk-in closet and updated 3-piece ensuite. The second bedroom features a wall to wall closet, while the third bedroom also enjoys its own walk-in closet. An upgraded 4-piece bathroom serves the additional bedrooms. The finished basement provides a large recreation room with plenty of space for family movie nights, games, a home gym or a comfortable second living area. Step outside to enjoy the backyard, complete with a deck, shed and above-ground pool (seasonal - removed in winter months), offering flexibility for future use of the yard. A great opportunity to enjoy the best of Orangeville living, with the shops, restaurants and amenities of downtown just moments from home. Updates: Shingles 50 yr ('14), Windows in upper floor & living room window (excluding dining and rear door)('16/17'), Main & Upper Laminate Flooring ('21), Furnace, A/C & Heat Pump ('24), Primary Ensuite & Vinyl Flooring ('25), Upper bathroom (except tub/shower)('26), Upper bathroom vinyl plank flooring ('26), Shed ('26).

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WHAT’S HAPPENING AROUND ORANGEVILLE: OCTOBER 8–12, 2026

Posted on October 8, 2026 by The Ginny Anderson Real Estate Team

Looking for something to do this Thanksgiving long weekend? From fall fairs and pumpkin festivals to live music, karaoke, local markets and family-friendly activities, there's plenty happening in and around Orangeville!

EVENTS & THANKSGIVING WEEKEND FUN

Erin Fall Fair | October 9–12 - Celebrate Thanksgiving weekend at the Erin Fall Fair! Enjoy midway rides, agricultural exhibits, farm animals, local vendors and family-friendly entertainment. Visit https://erinfair.com/ for event details and admission information.

Downey's Farm Pumpkinfest | September 19–October 31 - Celebrate fall with Pumpkinfest at Downey's Farm! Enjoy seasonal activities, pumpkins and plenty of family-friendly autumn fun. Tickets are available online only at https://www.downeysfarm.com/

Sweet Peas Farm - Enjoy a fall farm outing with pumpkins, seasonal displays and photo opportunities. A great way to spend time outdoors and enjoy the autumn season!

Orangeville Farmers' Market | Saturday, October 10 - 8 a.m.–1 p.m. | 2nd Street beside Town Hall

Shop fresh local produce, seasonal favourites, baked goods and more while supporting local farmers and vendors.

LIVE MUSIC & ENTERTAINMENT

Thursday, October 8

GoodLot: Movie Trivia Night, 7–9 p.m.
The Hatter: Ryan Hancock, 6:30 p.m.
Broadway Beat: Jam Night, 6:30 p.m. sign-up
Tap House: Music Bingo Night, 7–9 p.m.
Bar on Broadway: Karaoke, 7 p.m.
Lightcaster: Brett Lawler, live acoustic music, 7–10 p.m.

Friday, October 9

GoodLot: John Cheesman, 5–7 p.m.
Tap House: 1990 A.D., 8–11 p.m.
Broadway Beat: Mid-Life Crisis, 8 p.m.
Lightcaster: Madchester, 8 p.m.–midnight. No cover!

Saturday, October 10

GoodLot: Mark Thackway, 4–7 p.m.
Tap House: DJ T1, 9 p.m.–1 a.m.
Broadway Beat: Guitars Cadillacs, 8 p.m.
Lightcaster: 2000s Throwback Party, 8 p.m.–late.

Sunday, October 11

Mono Centre Brewing: Drew Moore, live music, 2–5 p.m.
GoodLot: Nick Vescio, 2–5 p.m.
Broadway Beat: Industry Night Karaoke, 7–11 p.m.
Lightcaster: Open Mic, 4:30–8:30 p.m.

Monday, October 12 – Thanksgiving

Enjoy the holiday with family and friends! The Erin Fall Fair and Downey's Farm Pumpkinfest offer more ways to enjoy the long weekend.

Wishing everyone a wonderful Thanksgiving long weekend!

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Open House. Open House on Sunday, October 4, 2026 12:00PM - 2:00PM

Posted on October 3, 2026 by Ginny Anderson

Posted in Orangeville Real Estate

Please visit our Open House at 71 Shirley Street in Orangeville. See details here

Open House on Sunday, October 4, 2026 12:00PM - 2:00PM

Welcome to 71 Shirley Street, a well-appointed detached home in the heart of downtown Orangeville backing onto Myr Morrow Park. Here, everyday convenience meets comfortable family living. Ideally located close to downtown shops, restaurants, parks, schools, trails and local amenities, this 3-bedroom, 3-bathroom home offers a great combination of space and location. The main floor features a large welcoming living room, dining area with French doors walking out to a deck and lovely rear yard, and a functional kitchen! A convenient 2-piece powder room completes the main level. Upstairs, the spacious primary bedroom offers a walk-in closet and updated 3-piece ensuite. The second bedroom features a wall to wall closet, while the third bedroom also enjoys its own walk-in closet. An upgraded 4-piece bathroom serves the additional bedrooms. The finished basement provides a large recreation room with plenty of space for family movie nights, games, a home gym or a comfortable second living area. Step outside to enjoy the backyard, complete with a deck, shed and above-ground pool (seasonal - removed in winter months), offering flexibility for future use of the yard. A great opportunity to enjoy the best of Orangeville living, with the shops, restaurants and amenities of downtown just moments from home. Updates: Shingles 50 yr ('14), Windows in upper floor & living room window (excluding dining and rear door)('16/17'), Main & Upper Laminate Flooring ('21), Furnace, A/C & Heat Pump ('24), Primary Ensuite & Vinyl Flooring ('25), Upper bathroom (except tub/shower)('26), Upper bathroom vinyl plank flooring ('26), Shed ('26).

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New property listed in Orangeville

Posted on October 2, 2026 by Ginny Anderson

Posted in Orangeville Real Estate

I have listed a new property at 71 Shirley Street in Orangeville. See details here

Welcome to 71 Shirley Street, a well-appointed detached home in the heart of downtown Orangeville backing onto Myr Morrow Park. Here, everyday convenience meets comfortable family living. Ideally located close to downtown shops, restaurants, parks, schools, trails and local amenities, this 3-bedroom, 3-bathroom home offers a great combination of space and location. The main floor features a large welcoming living room, dining area with French doors walking out to a deck and lovely rear yard, and a functional kitchen! A convenient 2-piece powder room completes the main level. Upstairs, the spacious primary bedroom offers a walk-in closet and updated 3-piece ensuite. The second bedroom features a wall to wall closet, while the third bedroom also enjoys its own walk-in closet. An upgraded 4-piece bathroom serves the additional bedrooms. The finished basement provides a large recreation room with plenty of space for family movie nights, games, a home gym or a comfortable second living area. Step outside to enjoy the backyard, complete with a deck, shed and above-ground pool. The pool can also be disassembled when desired, offering flexibility for future use of the yard. An attached garage adds everyday convenience and additional storage. A great opportunity to enjoy the best of Orangeville living, with the shops, restaurants and amenities of downtown just moments from home. Updates: Shingles 50 yr ('14), Windows in upper floor & living room window (excluding dining and rear door)('16/17'), Main & Upper Laminate Flooring ('21), Furnace, A/C & Heat Pump ('24), Primary Ensuite & Vinyl Flooring ('25), Upper bathroom (except tub/shower)('26), Upper bathroom vinyl plank flooring ('26), Shed ('26).

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I have sold a property at 77 Zina Street in Orangeville

Posted on October 2, 2026 by Ginny Anderson

Posted in Orangeville Real Estate

I have sold a property at 77 Zina Street in Orangeville on Sep 30, 2026. See details here

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 comfort and unbeatable in-town convenience. Stepping inside, you're greeted by a sun-filled sunroom featuring oversized windows, and elegant wall sconce lighting - a warm and inviting space to enjoy year-round. The heart of the home is the stylish open-concept kitchen and dining area, complete with quartz countertops, a centre island, ample cabinetry, and a convenient walkout to the oversized fully fenced backyard with a spacious deck and storage shed - ideal for entertaining and outdoor living. The adjoining living room offers an open-concept feel with pot lights and laminate flooring, creating a seamless and comfortable main living space. The main level features three well-appointed bedrooms, each with large windows that bring in an abundance of natural light. A beautifully renovated 4-piece bathroom with ceramic finishes and a ground-level laundry area adds further functionality with a vaulted ceiling, laminate flooring, and a walkout to the garden. Additional living space is found in the partially finished lower level, offering a versatile recreation room perfect for a family room, play area, or home office, along with plenty of storage potential. Set on a deep lot in a highly walkable location close to everything downtown Orangeville has to offer, this home is a fantastic opportunity for families, downsizers, or anyone looking to enjoy the charm and ease of in-town living. Updates: Roof ('15), Furnace ('19) Air Conditioner ('19), Garden Shed ('21), New Front Door ('22) [All As per previous owner]; Rear Door ('24), Deck Rail Added ('26), Portion of new Fence ('26), Painting Throughout ('26)[Current owner]

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What’s Happening This Weekend October 01 - October 04

Posted on October 1, 2026 by The Ginny Anderson Real Estate Team

What’s Happening Around Orangeville: October 01–October 04

Events

Downey’s Farm Pumpkinfest | September 19–October 31

Celebrate fall with Pumpkinfest at Downey’s Farm. Tickets are available online only at DowneysFarm.com.

Orangeville Farmers’ Market | Saturday, October 3, 8 a.m.–1 p.m.
Shop local vendors on 2nd Street at Town Hall.

Dufferin Farm Tour | Saturday, October 3, 9 a.m.–4 p.m.
Explore local farms and agricultural stops throughout Dufferin County.

Pumpkinfest | Saturday, October 3, 12–4 p.m. Hosted by the Rotary Club of Shelburne at Natasha Paterson Memorial Park.

Live Music & Music Nights

Thursday, October 1

GoodLot: Duncan Ivany, 5–7 p.m.
The Hatter: Mark Dorsey, starting at 6:30 p.m.
Broadway Beat: Jam Night, starting at 6:30 p.m.
Bar on Broadway: Karaoke, 7–11 p.m.
Lightcaster: Speed Dating, 6:45–8 p.m., plus Table for Two live acoustic music and Happy Hour, 8–10 p.m.

Friday, October 2
GoodLot: Twilight Troubadours, 4–7 p.m.
Revival 1863: The Music Factory Band.
Broadway Beat: The Earharts, 8 p.m.
The Creek Pub & Eatery: Peace Emett, 7:30–11:30 p.m.
Lightcaster: Magic Friday featuring Andrew Woo, 8–9:15 p.m., followed by DJ until midnight.

Saturday, October 3

GoodLot: The Crawleys, 4–7 p.m.
Revival 1863: The Hit Disturbers.
Broadway Beat: Have A Cigar – Pink Floyd Tribute, 8 p.m.
Lightcaster: Social Saturday Stand-Up Comedy, 8–9:30 p.m.

Sunday, October 4
GoodLot: Onion Honey, 2–5 p.m.
Broadway Beat Bar: Karaoke, 7–11 p.m.
Lightcaster: Progressive Euchre, 12:30–3:30 p.m., followed by Open Mic, 4:30–8:30 p.m.

The Ginny & And’er’son Team
Office: 519-941-5151 | Mobile: 519-938-0028

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Royal LePage RCR

What’s Happening Around Orangeville: October 29–November 1, 2026

Open House. Open House on Saturday, October 24, 2026 11:00AM - 1:00PM

New property listed in Orangeville

What’s Happening Around Orangeville: October 22 to 25, 2026

New property listed in East Luther Grand Valley

What’s Happening Around Orangeville: October 15–18, 2026

I have sold a property at 71 Shirley Street in Orangeville

WHAT’S HAPPENING AROUND ORANGEVILLE: OCTOBER 8–12, 2026

Open House. Open House on Sunday, October 4, 2026 12:00PM - 2:00PM

New property listed in Orangeville

I have sold a property at 77 Zina Street in Orangeville

What’s Happening This Weekend October 01 - October 04

BROKER, SRES, ABR

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