Jessica Cruikshank - Re/Max Hallmark Chay Realty Inc. Brokerage

Jessica Cruikshank - Re/Max Hallmark Chay Realty Inc. Brokerage ๐Ÿ  REALTORยฎ๏ธ Jessica has the expertise and experience to help you through every step of the process. Jessica will help you through the entire experience!

Jessica wants to ensure that you are 100% comfortable with your investment, as this is one of the largest investments of your life. Jessica has always been dedicated to putting her clients needs first, which has become the foundation to her success. Coming from the legal sector, Jessica can better serve you with respect to negotiations and dedicated to work her clients best interest. Jessica has always had a passion, interest and various personal investments with respect to real estate. Whether it's your first time or you've gone through the process before, buying a home is one of the biggest decisions you can make in your life; it can be an exhilarating experience, but can also at times be overwhelming. There are a lot of details to take care of when looking for a home, making an offer and planning for closing. Jessica is driven by a passion for results, knowledge and thrives on educating her clients, which to her is essential, keeping her clients fully informed and satisfied.

๐Ÿก๐Ÿ”ฅ STOP SCROLLING ๐Ÿก๐Ÿ“ 222 Wessenger Drive , Barrie ON โœจ 4 BEDROOMS โ€ข 3 BATHROOMS โ€ข FINISHED BASEMENT โ€ข DOUBLE GARAGE โœจLoo...
09/14/2026

๐Ÿก๐Ÿ”ฅ STOP SCROLLING ๐Ÿก

๐Ÿ“ 222 Wessenger Drive , Barrie ON

โœจ 4 BEDROOMS โ€ข 3 BATHROOMS โ€ข FINISHED BASEMENT โ€ข DOUBLE GARAGE โœจ
Looking for a home where you can simply MOVE IN & ENJOY? ๐Ÿ”‘ This beautifully finished raised bungalow offers the space, updates and location todayโ€™s buyers are looking for!

โค๏ธ HEREโ€™S WHAT YOUโ€™LL LOVE:
๐Ÿ›๏ธ 4 spacious bedrooms โ€” 2 up + 2 down
๐Ÿ› 3 bathrooms
โœจ Bright, open main-floor layout
๐ŸคŽ Beautiful hardwood flooring
๐Ÿ‘ฉโ€๐Ÿณ Updated kitchen with stainless steel appliances
๐Ÿšช Walk-out to a brand-new rear deck
๐Ÿ›Œ Primary bedroom with its own ensuite
๐Ÿ”ฅ Fully finished lower level
๐Ÿ’ป Plenty of space for family, guests, a home office or teenagers
๐ŸŒณ Fully fenced backyard
๐Ÿš— Double-car garage with inside entry
๐ŸŽจ Freshly painted & move-in ready!

๐Ÿ“ LOCATION, LOCATION, LOCATION!
Located in Barrieโ€™s desirable Holly neighbourhood, close to schools, parks, shopping, everyday amenities and just minutes to Highway 400 โ€” making this a fantastic option for commuters and busy families.

๐Ÿ’ฅ SPACE FOR THE WHOLE FAMILY WITHOUT SACRIFICING LOCATION!
If youโ€™ve been waiting for a detached Barrie home with 4 bedrooms, a finished basement, fenced yard AND double garage, you need to see this one. ๐Ÿ‘€

๐Ÿ“ฒ DM ME TODAY TO BOOK YOUR PRIVATE SHOWING!
Listed by Jessica Cruikshank
RE/MAX Hallmark Chay Realty - Kempenfelt Group
๐Ÿ“ฑ 705.321.3356

๐Ÿšจ๐Ÿก๐ŸŽ‰ OFFICIALLY SOLD! ๐ŸŽ‰๐Ÿก๐Ÿšจ๐Ÿ“ 27 Whippoorwill Road | Lionโ€™s Head, OntarioโœจAnother property is officially SOLD! ๐Ÿ”‘๐Ÿฅ‚Congratulat...
09/14/2026

๐Ÿšจ๐Ÿก๐ŸŽ‰ OFFICIALLY SOLD! ๐ŸŽ‰๐Ÿก๐Ÿšจ

๐Ÿ“ 27 Whippoorwill Road | Lionโ€™s Head, Ontario
โœจAnother property is officially SOLD! ๐Ÿ”‘๐Ÿฅ‚

Congratulations to all parties involved in successfully bringing this deal together! ๐Ÿ‘๐Ÿค Real estate transactions can have a lot of moving pieces, and it takes communication, cooperation and determination from everyone involved to get from FOR SALE โžก๏ธ SOLD! ๐Ÿก๐Ÿ”ฅ

โœจA huge thank you to everyone who played a part in getting this one across the finish line. Itโ€™s always rewarding to see a successful outcome for all parties! ๐Ÿ™Œโœจ
๐Ÿก 27 WHIPPOORWILL ROAD โ€” OFFICIALLY SOLD! ๐Ÿก

Thinking about BUYING or SELLING? Whether itโ€™s a traditional sale, unique property, waterfront opportunity or a more complex real estate transaction, Iโ€™m always happy to help. ๐Ÿ“ฒ๐Ÿ”‘

SOLD BY:
โœจ Jessica Cruikshank | Salesperson
๐Ÿก RE/MAX Hallmark Chay Realty - Kempenfelt Group
๐Ÿ“ฑ 705.321.3356

or ๐Ÿก๐Ÿ”‘๐ŸŽ‰๐Ÿฅ‚๐Ÿคโœจ

๐Ÿ”จ CALLING ALL CONTRACTORS, HANDYMEN, RENOVATORS & INVESTORS! ๐Ÿ”จ๐Ÿก 178 Rose Street, Barrie ON๐Ÿ‘€ LOOKING FOR YOUR NEXT PROJEC...
09/13/2026

๐Ÿ”จ CALLING ALL CONTRACTORS, HANDYMEN, RENOVATORS & INVESTORS! ๐Ÿ”จ

๐Ÿก 178 Rose Street, Barrie ON

๐Ÿ‘€ LOOKING FOR YOUR NEXT PROJECT? THIS COULD BE THE ONE.
If youโ€™re searching for a property where you can ROLL UP YOUR SLEEVES, ADD VALUE & EXPLORE THE POTENTIAL FOR MULTI-UNIT LIVING, you need to take a look at 178 Rose Street! ๐Ÿ’ฐ๐Ÿก

โœจ WHY THIS PROPERTY DESERVES YOUR ATTENTION:
๐Ÿ›๏ธ 3 Bedrooms
๐Ÿ› 2 Bathrooms
๐Ÿ  R2 Zoning
๐Ÿšช Separate Side Entrance
๐Ÿš— TWO Driveways
๐Ÿ”จ Insulated detached shop
๐Ÿ“ Convenient Barrie location
๐Ÿฅ Minutes to Royal Victoria Regional Health Centre
๐ŸŽ“ Close to Georgian College
๐Ÿ’ก Opportunity to renovate, reconfigure and unlock additional potential

๐Ÿ”ฅ INVESTORS โ€” THINK BIG! ๐Ÿ”ฅ
With its layout, separate entrance and zoning, this property offers an exciting opportunity for someone looking to renovate, create additional living space or investigate the possibility of multiple units.*
Whether youโ€™re a contractor looking for your next flip, an investor searching for an income-producing opportunity, or a handy buyer who knows how to turn potential into VALUE โ€” put this one on your list. ๐Ÿ‘€๐Ÿ’ฐ

๐Ÿ”จ BRING YOUR TOOLS. BRING YOUR IDEAS. BRING YOUR VISION.

๐Ÿ“ฒ DM OR CALL ME TO BOOK YOUR PRIVATE SHOWING!
Listed by Jessica Cruikshank
RE/MAX Hallmark Chay Realty - Kempenfelt Group
๐Ÿ“ฑ 705.321.3356

*Buyer to complete their own due diligence regarding zoning, permitted uses, additional dwelling units, renovations and any required municipal approvals.

๐Ÿ”ฅ TAG A CONTRACTOR OR INVESTOR WHO NEEDS TO SEE THIS! ๐Ÿ”ฅ

๐Ÿšจ๐Ÿก WAITโ€ฆ A 3-BEDROOM, 3-BATHROOM HOME IN SOUTH BARRIE FOR $524,900?! ๐Ÿ‘€๐Ÿ”ฅYES โ€” AND ITโ€™S MOVE-IN READY! ๐Ÿ”‘โœจ๐Ÿ“  #38 โ€“ 430 Mapl...
09/13/2026

๐Ÿšจ๐Ÿก WAITโ€ฆ A 3-BEDROOM, 3-BATHROOM HOME IN SOUTH BARRIE FOR $524,900?! ๐Ÿ‘€๐Ÿ”ฅ

YES โ€” AND ITโ€™S MOVE-IN READY! ๐Ÿ”‘โœจ

๐Ÿ“ #38 โ€“ 430 Mapleview Drive East, Barrie
๐Ÿ’ฐ Offered at $524,900

If youโ€™ve been scrolling through Barrie listings waiting for one that gives you SPACE + LOCATION + VALUE โ€” you may want to stop right here. ๐Ÿ‘‡
๐Ÿ›๏ธ 3 Bedrooms
๐Ÿ› 3 Bathrooms
๐Ÿš— Attached Garage + 2 Parking Spaces
โœจ Bright, open-concept main floor
๐Ÿค Modern white kitchen
๐Ÿงบ Convenient upper-level laundry
๐Ÿ‘— Primary bedroom with walk-in closet + semi-ensuite
๐ŸŽฌ Fully finished basement
๐Ÿšฟ Additional 3-piece basement bathroom
๐Ÿ’ป Space for a home office, gym, rec room or media room
๐ŸŒฟ Rear deck
โ„๏ธ Central Air
๐Ÿ”‘ Move-in ready!
๐Ÿ“ AND THE LOCATIONโ€ฆ
Minutes to Highway 400, Barrie South GO Station, shopping, restaurants, schools, parks, trails and everything South Barrie has to offer. ๐Ÿ™Œ
Perfect for a first-time buyer, young family, commuter, downsizer or investor looking to get into the Barrie market.

๐Ÿ”ฅ 3 BEDROOMS. 3 BATHROOMS. FINISHED BASEMENT. GARAGE. $524,900. ๐Ÿ”ฅ
This one deserves a look! ๐Ÿ‘€๐Ÿก

๐Ÿ“ฒ DM ME TO BOOK YOUR PRIVATE SHOWING!
Listed by Jessica Cruikshank
RE/MAX Hallmark Chay Realty
๐Ÿ“ฑ 705.321.3356

โค๏ธ LIKE โ€ข SHARE โ€ข TAG SOMEONE LOOKING IN BARRIE!

โ›ณ๏ธ๐Ÿก GOLF COURSE LIVING IN BARRIE! ๐Ÿกโ›ณ๏ธ๐Ÿ“ 34 Crompton Drive | Barrie, ON๐ŸŒณ BACKING DIRECTLY ONTO BARRIE COUNTRY CLUB! ๐ŸŒณIf pr...
09/12/2026

โ›ณ๏ธ๐Ÿก GOLF COURSE LIVING IN BARRIE! ๐Ÿกโ›ณ๏ธ

๐Ÿ“ 34 Crompton Drive | Barrie, ON

๐ŸŒณ BACKING DIRECTLY ONTO BARRIE COUNTRY CLUB! ๐ŸŒณ
If privacy, space and location are on your wish list, you need to see this one! ๐Ÿ˜
Welcome to 34 Crompton Drive, a beautifully maintained, carpet-free home situated on one of the largest lots in the area with incredible views overlooking the golf course. โ›ณ๏ธ๐ŸŒณ

โœจ 4 Bedrooms
๐Ÿ› 3 Bathrooms
๐Ÿชต Hardwood throughout the main & second levels
๐Ÿ‘ฉโ€๐Ÿณ Gourmet kitchen with extensive granite countertops
โ˜€๏ธ Bright, spacious layout with large windows
๐Ÿงบ Convenient upper-level laundry
๐Ÿ”ฅ Finished basement offering even MORE living space
๐ŸŒณ Private deck & oversized backyard
๐Ÿš— Double-car garage with DRIVE-THROUGH access to the backyard
โ›ณ๏ธ BACKS DIRECTLY ONTO THE GOLF COURSE!

That drive-through garage is a HUGE bonus for anyone with boats, trailers, recreational toys or equipment โ€” pull it through and store it conveniently in the backyard. ๐Ÿšค๐Ÿ๏ธ๐Ÿ›ป

And imagine waking up to those golf-course views, enjoying your morning coffee on the deck โ˜•๏ธ๐ŸŒณ, or entertaining friends and family in that incredible backyard. โค๏ธ
๐Ÿ”ฅ THE LOT. THE VIEW. THE LOCATION. THIS ONE STANDS OUT. ๐Ÿ”ฅ

๐Ÿ“ฒ Message me today to book your private showing!
Listed by Jessica Cruikshank | Salesperson
๐Ÿก RE/MAX Hallmark Chay Realty - Kempenfelt Group
๐Ÿ“ฑ 705-321-3356

โ›ณ๏ธ๐Ÿก๐ŸŒณ๐Ÿ”‘โœจ

๐ŸŒŠโœจ JUST LISTED AT FRIDAY HARBOUR โ€” $369,000! โœจ๐ŸŒŠ๐Ÿ“ 235-415 Sea Ray Road | Friday Harbour Resort, Innisfil๐Ÿ’ฐ Offered at $369...
09/11/2026

๐ŸŒŠโœจ JUST LISTED AT FRIDAY HARBOUR โ€” $369,000! โœจ๐ŸŒŠ

๐Ÿ“ 235-415 Sea Ray Road | Friday Harbour Resort, Innisfil
๐Ÿ’ฐ Offered at $369,000
๐Ÿ›๏ธ 1 Bedroom | ๐Ÿ› 1 Bathroom
๐Ÿš— Underground Parking | ๐Ÿ” Storage Locker

๐Ÿ–๏ธโ›ณ WHY JUST BUY A CONDO WHEN YOU CAN BUY A LIFESTYLE? โ›ณ๐Ÿ–๏ธ
Welcome to Friday Harbour Resort, where every day can feel like a getaway! ๐ŸŒŠโ˜€๏ธ

๐Ÿฅ‚ This bright and beautifully appointed one-bedroom suite offers an incredible opportunity to own in one of Ontarioโ€™s most exciting four-season resort communities โ€” whether youโ€™re looking for a weekend escape, investment property or year-round home. ๐Ÿกโœจ

And outside your door? THIS is where the lifestyle beginsโ€ฆ ๐Ÿ‘‡
๐ŸŒŠ Impressive Marina & Boat Slips
๐Ÿ–๏ธ Sandy Beach
๐ŸŠ Outdoor Pools
โ›ณ 18-Hole Doug Carrick-Designed Golf Course
๐ŸŒฒ Scenic Walking Trails
๐Ÿฝ๏ธ Restaurants & Dining
๐Ÿ›๏ธ Shops & Boutiques
โ˜• Cafรฉs
๐Ÿฅ‚ The vibrant Promenade
๐Ÿšค Incredible Lakeside Living
Inside, enjoy bright, stylish living with the convenience of:
โœจ 1 Bedroom
๐Ÿ› 1 Bathroom
๐ŸŒ… Open Balcony
๐Ÿงบ In-Suite Laundry
๐Ÿš— 1 Underground Parking Space
๐Ÿ” Storage Locker
โ„๏ธ Central Air Conditioning

Imagine waking up at the resort โ˜•๐ŸŒŠ, spending the afternoon by the pool or on the golf course โ›ณโ˜€๏ธ, taking an evening walk along the marina ๐Ÿšค and finishing the day with dinner on the Promenade. ๐Ÿท๐Ÿฝ๏ธโœจ

๐Ÿ”ฅ ALL OF THIS โ€” OFFERED AT $369,000! ๐Ÿ”ฅ
Whether itโ€™s your weekend retreat, investment opportunity or full-time residence, this is your chance to experience the Friday Harbour lifestyle.

๐Ÿ“ฒ DM ME FOR DETAILS OR TO BOOK YOUR PRIVATE SHOWING!
Listed by Jessica Cruikshank | Salesperson
RE/MAX Hallmark Chay Realty
๐Ÿ“ฑ 705.321.3356

*Buyer to pay a one-time Resort Entry Fee of 2% of the purchase price plus HST to Friday Harbour Resort.*

๐ŸŒณโœจ YOUR OWN PRIVATE PARK โ€” RIGHT IN THE CITY! โœจ๐ŸŒณ๐Ÿก 82 FOURTH STREET | ORILLIA๐Ÿ’ฐ Offered at $699,900๐Ÿ“ Sought-After North Wa...
09/11/2026

๐ŸŒณโœจ YOUR OWN PRIVATE PARK โ€” RIGHT IN THE CITY! โœจ๐ŸŒณ
๐Ÿก 82 FOURTH STREET | ORILLIA

๐Ÿ’ฐ Offered at $699,900
๐Ÿ“ Sought-After North Ward
If youโ€™ve been dreaming of a home with a backyard that makes you say WOWโ€ฆ this is the one. ๐Ÿ˜๐ŸŒฟ๐ŸŒธ
Set on an incredible 75 x 205 FT LOT, this beautifully maintained property offers a rare combination of space, privacy, mature trees, gorgeous gardens and true park-like surroundings โ€” all while being minutes from everything Orillia has to offer! ๐ŸŒณ๐Ÿกโœจ
โค๏ธ 3 Bedrooms
๐Ÿ”ฅ Cozy Family Room with Gas Fireplace
๐ŸŒณ Spectacular Park-Like Backyard
๐ŸŒธ Beautiful Mature Gardens & Landscaping
โ˜€๏ธ Gazebo for Outdoor Entertaining
๐Ÿš— Detached Garage
๐Ÿ› ๏ธ Two Garden Sheds
๐Ÿ” Fenced Yard
๐Ÿ“ Desirable North Ward Location
๐ŸŒŠ Minutes to Downtown, Waterfront, Parks & Amenities

Imagine morning coffee surrounded by the gardens โ˜•๐ŸŒบ, summer evenings under the gazebo ๐Ÿฅ‚โœจ, or simply enjoying a backyard with the kind of space and privacy that is getting harder and harder to find in the city. ๐ŸŒณ๐Ÿ’š
๐Ÿก THIS IS MORE THAN A BACKYARD โ€” ITโ€™S A LIFESTYLE.

๐Ÿ“ฒ Want to see it in person? Letโ€™s book your private showing!
Listed by Jessica Cruikshank
RE/MAX Hallmark Chay Realty
๐Ÿ“ฑ 705.321.3356

๐ŸŒณ๐Ÿก๐Ÿ”‘โœจ๐ŸŒธ

๐Ÿก NO REAR NEIGHBOURS + A DETACHED HOME IN BARRIE ๐Ÿ‘€โœจ๐Ÿ“ 86 Trillium Crescent, Barrie๐Ÿ’ฐ Offered at $649,900Looking for a home...
09/11/2026

๐Ÿก NO REAR NEIGHBOURS + A DETACHED HOME IN BARRIE ๐Ÿ‘€โœจ

๐Ÿ“ 86 Trillium Crescent, Barrie
๐Ÿ’ฐ Offered at $649,900

Looking for a home with space, privacy and the opportunity to make it your own? This could be the one youโ€™ve been waiting for! ๐Ÿ”‘

Tucked into the established Allandale Heights neighbourhood, this detached home backs directly onto Assikinack Public School and greenspace โ€” giving you an open backyard setting without another house directly behind you. ๐ŸŒฟ

๐Ÿก Hereโ€™s what youโ€™ll love:
๐Ÿ›๏ธ 3 spacious bedrooms
๐Ÿ› 3 bathrooms
โœจ Hardwood flooring
๐Ÿ”ฅ Finished basement with a large rec room
๐Ÿš— Attached garage
๐ŸŒณ 30 x 120 ft. lot
โ„๏ธ Central air approximately 1 year old
๐Ÿ”ฅ Furnace approximately 5 years old
๐ŸŽ’ Backs onto Assikinack Public School
๐ŸŒฟ Open greenspace behind the property
And the location? ๐Ÿ™Œ
Youโ€™re close to parks, schools, shopping, restaurants, public transit, Allandale GO Station and everyday amenities.

โœจ A great opportunity for a family, first-time buyer, investor or someone looking for a home they can update and make their own.

๐Ÿ“ฒ Curious about this one? Letโ€™s get you through it!
Listed by Jessica Cruikshank
RE/MAX Hallmark Chay Realty - Kempenfelt Group
๐Ÿ“ฑ 705.321.3356

๐Ÿ‘‡ Know someone looking to buy in Barrie? Tag them or share this post! ๐Ÿกโค๏ธ

๐Ÿšจ๐Ÿกโœจ OPEN HOUSE THIS SATURDAY! โœจ๐Ÿก๐Ÿšจ๐Ÿ“ 1009 FAIRBAIRN STREET | PETERBOROUGH๐Ÿ“… SATURDAY, SEPTEMBER 12โฐ 11:00 AM โ€“ 1:00 PM๐Ÿ’ฐ NEW...
09/10/2026

๐Ÿšจ๐Ÿกโœจ OPEN HOUSE THIS SATURDAY! โœจ๐Ÿก๐Ÿšจ

๐Ÿ“ 1009 FAIRBAIRN STREET | PETERBOROUGH
๐Ÿ“… SATURDAY, SEPTEMBER 12
โฐ 11:00 AM โ€“ 1:00 PM
๐Ÿ’ฐ NEW PRICE โ€” $819,900!
๐ŸŒณ๐ŸŠโ€โ™€๏ธ COUNTRY-SIZED PRIVACY. CITY CONVENIENCE. AND A BACKYARD YOU HAVE TO SEE IN PERSON! ๐ŸŠโ€โ™€๏ธ๐ŸŒณ

If youโ€™ve been searching for a home with SPACE, PRIVACY and an incredible backyard, make sure this one is on your Saturday plans! ๐Ÿ‘€๐Ÿ”ฅ

Situated on sought-after Fairbairn Street, this spacious ranch bungalow sits on an impressive 0.78-ACRE, PARK-LIKE PROPERTY surrounded by mature trees and lush greenery. ๐ŸŒณ๐ŸŒฟ
And the backyard?! ๐Ÿ˜โ˜€๏ธ

๐Ÿ’ฆ 20' x 40' HEATED IN-GROUND POOL
๐ŸŒณ Incredible privacy & mature trees
๐Ÿฅ‚ Tons of room for entertaining
โ˜€๏ธ Outdoor dining & lounging space
๐ŸŒธ Beautiful landscaped grounds
๐Ÿก The feeling of country living โ€” right in the city!
STEP INSIDEโ€ฆ ๐Ÿ‘‡
๐Ÿ›๏ธ 4 generously sized bedrooms โ€” ALL on the main level
๐Ÿ› 2 bathrooms
๐Ÿ”ฅ Formal living room with fireplace
๐Ÿฝ๏ธ Separate dining room
๐Ÿ”ฅ Family room with gas fireplace
๐Ÿ‘ฉโ€๐Ÿณ Spacious eat-in kitchen
โ„๏ธ Central air conditioning
๐Ÿš— Attached garage
๐Ÿ…ฟ๏ธ Parking for up to 9 vehicles
AND THEN THEREโ€™S THE LOWER LEVELโ€ฆ ๐ŸŽฌ๐Ÿฟ๐ŸŽฑ๐Ÿฅ‚
This fully finished space was MADE for entertaining!
๐Ÿธ Custom Bar
๐ŸŽฌ Home Theatre
๐ŸŽฑ Huge Games/Recreation Area
๐Ÿ› ๏ธ Workshop
๐ŸŽ‰ Incredible space for family gatherings, parties & movie nights
This is the kind of property that gives you the space and privacy of a country home without giving up the convenience of living in Peterborough. โค๏ธ๐Ÿก

Come walk the property, see the pool, explore the home and experience just how much space this property has to offer! ๐Ÿก๐ŸŒณ๐Ÿ’ฆ

๐Ÿ“ฒ Questions or want to book a private showing?
Jessica Cruikshank | Salesperson
RE/MAX Hallmark Chay Realty
๐Ÿ“ฑ 705.321.3356

๐Ÿก๐ŸŒณ๐Ÿ’ฆ๐Ÿ”ฅ๐Ÿ”‘โœจ

09/07/2026

Address

218 Bayfield Street
Barrie, ON
L4M3B5

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