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 
$2,449,000Single 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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2 - 73 TOWN LINE in Orangeville: Single Family for sale : MLS®# W13176210
2 - 73 TOWN LINE Orangeville L9W 1V5
$819,000Single Family- Status:
- Active
- MLS® Num:
- W13176210
- Bedrooms:
- 3
- Bathrooms:
- 3
An exciting new opportunity by Sheldon Creek Homes, a trusted local builder known throughout Dufferin County for quality craftsmanship and thoughtfully designed homes. This pre-construction semi-detached home is anticipated for occupancy in January 2027, and offers the rare chance to personalize your finishes and create a space tailored to your style and needs. 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 walk-in pantry for exceptional everyday functionality and storage. Featuring 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, HRV system, modern insulation standards, low E argon windows, and Tarion warranty coverage for added peace of mind. Outside, the property offers side-by-side parking for two vehicles and an enclosed garage-style storage space ideal for bikes, tools, seasonal items, and outdoor equipment. 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. A fantastic opportunity to own a brand new home with modern efficiencies, contemporary finishes, and the confidence of working with a respected local builder. (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 sale : MLS®# X13429364
402 MAIN STREET E Shelburne L9V 2Y9
$719,000Single Family- Status:
- Active
- MLS® Num:
- X13429364
- Bedrooms:
- 2
- Bathrooms:
- 2
Rebuilt, refined, and reimagined, 402 Main Street East has been completely updated from top to bottom, inside and out. Beyond the beautiful finishes, major updates include all-new electrical, insulation, windows and doors, floor joists and subflooring, HVAC ductwork, hot water tank, and a newly poured concrete basement floor. Set on a fully fenced corner lot, the home offers exceptional curb appeal with a professionally finished stone walkway, oversized armour stone steps, mature trees, and all new grey siding, crisp white trim, and a contrasting black front door. 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. Warm wood upper cabinets add character and contrast beautifully with the lighter lower cabinetry. 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
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401 - 50 EMMA STREET in East Luther Grand Valley (Grand Valley): Condo for sale : MLS®# X13415812
401 - 50 EMMA STREET East Luther Grand Valley (Grand Valley) L9W 5P9
$669,000Single Family- Status:
- Active
- MLS® Num:
- X13415812
- Bedrooms:
- 2
- Bathrooms:
- 2
**NEW PRICE! Save the HST!** Welcome to The Arbours Grand, a boutique luxury condominium by Sheldon Creek Homes, now released to MLS with anticipated occupancy in Fall 2027. Designed with comfort and sophistication in mind, The Black Creek Suite is the largest residence in the building, offering a generous 1,091 sq. ft. of thoughtfully planned living space. The open-concept kitchen and living area is ideal for both everyday living and entertaining, with a walkout to a spacious private deck. Two well-proportioned bedrooms are positioned for ultimate privacy in mind by overlooking the rear yard. The layout includes two full bathrooms, including a private ensuite and a main bath. Owners will enjoy the opportunity to select from a curated collection of quality standard finishes, including quartz countertops in both the kitchen and bathrooms, luxury vinyl plank flooring, and pot lights throughout. This boutique condo community is limited to just 18 suites, with only three Black Creek Suites available. Set in the charming riverside town of Grand Valley, residents will enjoy small town warmth with big conveniences. From picturesque trails and local shops to a vibrant community spirit, Grand Valley offers the perfect balance of peaceful living and modern accessibility. A rare offering in Grand Valley, this is the area's first luxury condominium featuring indoor parking and elevator access. (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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204 - 50 EMMA STREET in East Luther Grand Valley (Grand Valley): Condo for sale : MLS®# X13415814
204 - 50 EMMA STREET East Luther Grand Valley (Grand Valley) L9W 5P9
$549,000Single Family- Status:
- Active
- MLS® Num:
- X13415814
- Bedrooms:
- 1
- Bathrooms:
- 1
**New Price! SAVE THE HST** Welcome to The Arbours Grand, a boutique luxury condominium by Sheldon Creek Homes, now released to MLS with anticipated occupancy in Fall 2027. Thoughtfully designed for efficiency, comfort, and style, The Marden Suite is the most affordable residence in the building, offering an ideal entry point into luxury condo living in Grand Valley. This smartly planned suite maximizes every square foot with an open-concept kitchen and living area, perfect for everyday living, relaxing, or entertaining. Large windows invite natural light and enhance the bright, airy feel of the space, while the private outdoor area provides a peaceful spot to unwind. A well-proportioned bedroom features a walk-in closet, providing excellent storage and organization. Owners can personalize their home by selecting from a curated collection of quality standard finishes, including quartz countertops in both the kitchen and bathroom, luxury vinyl plank flooring, and pot lights throughout. With just 18 suites, The Arbours Grand offers an intimate, upscale lifestyle rarely found in Grand Valley. Residents will enjoy the charm of small-town living alongside modern conveniences - from scenic riverside trails and local shops to a welcoming, close-knit community. As Grand Valley's first luxury condominium with indoor parking and elevator access, this is a rare opportunity to secure a stylish, low-maintenance home or investment in a growing community. (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 June 14, 2026 at 07:15 AM (UTC)
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