Jenna Wildeboer Realtor®
Your neighbour, your guide, your partner in finding the perfect home.
A proud third-generation REALTOR® with Royal LePage, Jenna combines deep local roots with modern real estate expertise to serve Orangeville and the surrounding regions. Passionate, approachable, and committed, she’s here to guide you through every step of your real estate journey.
Jenna Wildeboer Realtor®
Your neighbour, your guide, your partner in finding the perfect home.
A proud third-generation REALTOR® with Royal LePage, Jenna combines deep local roots with modern real estate expertise to serve Orangeville and the surrounding regions. Passionate, approachable, and committed, she’s here to guide you through every step of your real estate journey.
Get to know Jenna!
Real estate runs deep in Jenna Wildeboer’s roots. As a proud third-generation REALTOR® with Royal LePage RCR Realty, Jenna carries forward a legacy of trust, dedication, and results that have shaped her family’s name in real estate. Born and raised in the community she now serves, Jenna brings unmatched local knowledge and a genuine passion for helping clients make the Orangeville area and its surrounding region, their home.
Known for her approachable style and strong work ethic, Jenna combines modern marketing strategies with time-tested expertise to deliver a seamless experience for buyers and sellers alike. Whether you’re searching for your first home, upsizing, downsizing, or exploring investment opportunities, Jenna is committed to guiding you with honesty, insight, and care every step of the way.
With Jenna, it’s not just about real estate, it’s about building relationships, creating lasting value, and helping you feel confident in one of life’s biggest decisions.
Feature Listings
View our Featured Listings
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193398 AMARANTH EAST LUTHER TOWNLINE in East Luther Grand Valley (Grand Valley): Single Family for sale : MLS®# X13081022
193398 AMARANTH EAST LUTHER TOWNLINE East Luther Grand Valley (Grand Valley) L9W 0N5 
$2,199,000Single Family- Status:
- Active
- MLS® Num:
- X13081022
- Bedrooms:
- 5
- Bathrooms:
- 4
Set on 1.33 acres of private, thoughtfully landscaped grounds, this custom-built home is truly one-of-a-kind. The main floor offers a light-filled, open concept design with engineered hardwood floors throughout. The kitchen itself is a showpiece with counter-to-ceiling windows overlooking the backyard. It's complete with quartz waterfall countertops, custom cabinetry, high-end appliances, a spacious island, a butler's pantry, and a glass-panel wine room for the wine enthusiasts. The dining area flows into the living room with 17-foot ceilings and a limestone wood-burning fireplace (paired with a built-in elevator that delivers firewood right to your living space). The recent addition of a three-season screened room creates a seamless transition outdoors. The custom laundry room with built-in drying drawers adds to the main levels thoughtful design. Moving upstairs, the primary suite includes a walk-in closet and a beautiful ensuite, while the two additional bedrooms share an updated 4-piece bathroom. The finished lower level provides even more living space, has in-floor heating, two large bedrooms, a full bathroom, and an expansive recreation room ideal for family or guests. Take a step outside and entertain in the cedar cabana with built-in BBQ, or splash into the inground pool, or relax in the hot tub, or cozy up beside the propane fireplace. With a hydraulic lift, elevator to loft storage, and its very own built-in retractable bar, the detached workshop truly earns the title 'The Ultimate Mancave'. Surrounded by mature gardens and featuring a carefully updated, meticulously maintained indoors, this property has been loved in every way and is ready to welcome its new owners. (id:2493) More detailsListed by ROYAL LEPAGE RCR REALTY- JENNA WILDEBOER
- ROYAL LEPAGE RCR REALTY
- 1 (519) 9391312
- Contact by Email
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PT LT 11, CON 9 10 SIDE ROAD in East Garafraxa: Vacant Land for sale : MLS®# X13103616
PT LT 11, CON 9 10 SIDE ROAD East Garafraxa L9W 7J9
$1,399,000Vacant Land- Status:
- Active
- MLS® Num:
- X13103616
Set just outside the charming village of Belwood, this rare 15+ acre parcel offers the kind of setting buyers dream about but rarely find. Surrounded by nature and backing onto the scenic Grand River, the property blends peaceful rural living with ample possibilities for your future plans. Whether you envision building a custom home tucked into nature, creating a weekend retreat, or simply investing in a beautiful piece of land in a sought-after area, this property delivers the space and flexibility to bring your vision to life. Mature trees, open stretches of land, and the natural beauty of the surrounding landscape create a setting that feels private, tranquil, and connected to the outdoors. Located just minutes to Belwood Lake Conservation area, hiking trails, and nearby towns for everyday conveniences, this is an opportunity to enjoy country living without feeling remote. Properties of this size and location rarely come available, especially with the added appeal of backing onto the conservation land which backs onto Belwood Lake. A chance to build something truly special in a picturesque setting. (id:2493) More detailsListed by ROYAL LEPAGE RCR REALTY- JENNA WILDEBOER
- ROYAL LEPAGE RCR REALTY
- 1 (519) 9391312
- Contact by Email
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103 BYTHIA STREET in Orangeville: Single Family for sale : MLS®# W14093816
103 BYTHIA STREET Orangeville L9W 1V5
$769,000Single Family- Status:
- Active
- MLS® Num:
- W14093816
- Bedrooms:
- 3
- Bathrooms:
- 3
With HST savings and the new home purchase tax rebate applied, this pre-construction opportunity is more compelling than ever - and paired with the ability to personalize your finishes from the ground up, it's value that's hard to match. Designed with modern living in mind, this home features 3 bedrooms, 3 bathrooms, a finished basement, and an open-concept layout ideal for families, professionals, or downsizers. The spacious kitchen includes quartz countertops, soft-close cabinetry, a large island, and a pantry or coffee bar for exceptional everyday functionality and storage. Pot lights throughout the main floor and basement, 9' ceilings on the main level, luxury vinyl plank flooring, and quality finishes throughout elevate the overall feel of the home. The finished basement provides valuable additional living space, perfect for a family room, home office, gym, or guest area. Enjoy the comfort and efficiency that comes with new construction, including high-efficiency natural gas heating, an HRV system, modern insulation standards, low-E argon windows, and Tarion warranty coverage for added peace of mind. One of the greatest advantages of purchasing pre-construction is the ability to select your own finishes from the builder's curated design packages, allowing you to move into a home that reflects your personal taste without the need for costly renovations after closing. An exciting new opportunity by Sheldon Creek Homes, a trusted local builder known throughout Dufferin County for quality craftsmanship and thoughtfully designed homes, this semi-detached home is anticipated for occupancy in April 2027. (id:2493) More detailsListed by ROYAL LEPAGE RCR REALTY- JENNA WILDEBOER
- ROYAL LEPAGE RCR REALTY
- 1 (519) 9391312
- Contact by Email
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402 MAIN STREET E in Shelburne: Single Family for rent : MLS®# X14152636
402 MAIN STREET E Shelburne L9V 2Y9
$2,750 /mthSingle Family- Status:
- For Rent
- Bedrooms:
- 2
- Bathrooms:
- 2
Rebuilt, refined, and reimagined, 402 Main Street East has been completely updated from top to bottom, inside and out. Set on a fully fenced corner lot, the home offers exceptional curb appeal with a professionally finished landscaping. Inside, the bright open-concept main floor features wide-plank flooring, oversized windows, and pot lights throughout. The spacious living and dining areas are designed for everyday living and entertaining, while custom built-in storage adds both style and functionality. The custom kitchen showcases quartz countertops, tile backsplash, custom two-tone cabinetry, and a large peninsula with seating. A convenient 2-piece powder room completes the main level. Upstairs offers two generous bedrooms, including a primary bedroom with custom built-in wardrobes, plus a versatile bonus room ideal for a home office, or nursery. A beautifully renovated bathroom and second-floor laundry add everyday convenience. Outside, enjoy the private, fully fenced backyard featuring a spacious patio, & mature trees. A detached garage provides valuable storage, workshop space, or hobby potential, completing this thoughtfully renovated property. (id:2493) More detailsListed by ROYAL LEPAGE RCR REALTY- JENNA WILDEBOER
- ROYAL LEPAGE RCR REALTY
- 1 (519) 9391312
- Contact by Email
Data was last updated November 7, 2026 at 09:45 AM (UTC)
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