Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
Office Listings
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1925 Jefferson Avenue in Winnipeg: Waterford Green Residential for sale (4L) : MLS®# 202622950
1925 Jefferson Avenue Winnipeg R2R 1R9 
$459,900Residential- Status:
- Active
- MLS® Num:
- 202622950
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 1,320 sq. ft.
Offers Due Sept 21 @ 6pm | OH Sept 19/20 1-3pm | Welcome to Waterford Green, where contemporary design and everyday functionality come together in this impressive 2-storey townhouse offering approximately 1,320 sq. ft. of thoughtfully designed living space. Featuring 4 bedrooms and 3.5 bathrooms, this home delivers the space and versatility. The main floor offers a welcoming layout ideal for both everyday living and entertaining, while the upper level provides comfortable bedrooms and well-appointed bathrooms. The basement has been beautifully finished offering more space for entertaining, a spacious bedroom & full bathroom. Step outside to enjoy a low-maintenance yard without the hassle of major upkeep. A single garage and additional parking pad offer excellent parking and storage options. Situated in a quiet, family-oriented community, Waterford Green places you close to schools, parks, healthcare, shopping, and everyday amenities, making this an excellent choice for a growing family, first-time buyer, or professional looking for a modern, low-maintenance lifestyle. More detailsListed by Mike Villanueva of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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1201 180 Tuxedo Avenue in Winnipeg: Tuxedo Condominium for sale (1E) : MLS®# 202622534
1201 180 Tuxedo Avenue Winnipeg R3P 2A6
$549,900Condominium- Status:
- Active
- MLS® Num:
- 202622534
- Bedrooms:
- 1
- Bathrooms:
- 2
- Floor Area:
- 1,630 sq. ft.
S/S now. Welcome to luxury living in the heart of sought-after Tuxedo! Perfectly situated within walking distance to Tuxedo Shopping Centre, the Rady JCC, beautiful parks, and everyday amenities, this prestigious building offers an unmatched lifestyle with 24-hour security, concierge service, valet parking, heated underground parking, visitor parking, and a private storage locker. Perched on the 12th floor, this beautifully renovated suite showcases breathtaking views of Winnipeg's lush green canopy. Inside, you'll find a spacious and functional layout featuring a welcoming front entry, a large eat-in kitchen, formal dining area, expansive living room, and a versatile den that could easily be converted into a second bedroom. The generous primary suite includes a walk-in closet and a stunning ensuite complete with heated floors, a walk-in shower & soaker tub. A second full bathroom and separate laundry room add everyday convenience. The true highlight is the incredible four-season sunroom, complete with heating and cooling, seamlessly extending to the covered balcony creating the perfect space to relax and enjoy spectacular views year-round. An exceptional opportunity to enjoy luxury condo living. More detailsListed by Chad Leigh of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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323 Stan Bailie Drive in Winnipeg: South Pointe Residential for sale (1R) : MLS®# 202623074
323 Stan Bailie Drive Winnipeg R3Y 0R6
$699,900Residential- Status:
- Active
- MLS® Num:
- 202623074
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 1,940 sq. ft.
SS Now, OPEN HOUSE: Sunday Sep 20th 12:00 Pm to 1:30 Pm. Offers as Received. Incredible Opportunity in South Pointe! This impressive 1,940 Sq. Ft. Two-Storey Former Show Home offers 4 Bedrooms, 3.5 Bathrooms & a Fully Finished Basement. The Main Floor features Laminate Flooring, Soaring Ceilings, a Bright Living Room with Gas Fireplace & Surround Sound, Designer Lighting, and Glass-Insert Railing. The Modern Kitchen showcases Two-Tone Cabinetry, Quartz Countertops & Glass-Insert Cabinet Doors. Upstairs offers spacious bedrooms, including a Primary Suite with Full En-Suite Bathroom & a Walk-in Closet. The Fully Finished Basement includes a Fourth Bedroom, Recreation Area & Full Bathroom, ideal for family, guests or a Home Office. Enjoy abundant natural light with Western Backyard Exposure. The Fully Fenced Backyard features a 14' x 16' Deck and 14' x 16' Concrete Pad, perfect for a Gazebo and summer entertaining. Walking Distance to South Pointe School and close to Shopping, Restaurants, Parks, Transit & All Amenities. Freshly Repainted, Impeccably Clean & Move-In Ready! More detailsListed by Muhammad Abdullah of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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107 Alex Taylor Drive in Winnipeg: East Transcona Residential for sale (3M) : MLS®# 202622879
107 Alex Taylor Drive Winnipeg R2C 4L5
$419,900Residential- Status:
- Active
- MLS® Num:
- 202622879
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,359 sq. ft.
SS. now, Offers, Sept 24th 6 pm. Welcome to this spacious 4-level split in East Transcona, featuring classic Tyndall stone accents and great curb appeal. The bright main level offers a comfortable living room, open kitchen, and dining space, creating a welcoming layout for living and entertaining. Upstairs, the primary bedroom offers a private retreat with its own 4-piece ensuite and walk in closet, while the lower level offers two additional bedrooms and a second full bathroom providing plenty of space for family, guests, or a home office. The family room features a beautiful fireplace and offers a comfortable space for movie nights, relaxing, or spending time together. The unfinished basement provides ample storage and the opportunity to create additional living space to suit your needs. Outside, enjoy a private oasis with a freshly waterproof stained deck & a new jetted hot tub (June 2026), surrounded by a privacy fence. Also, a 24x22 double detached garage, with a additional parking pad. Updates include all new windows on the upper floors, new countertops (2025), roof (approx.2022), new hot water tank, new furnace installed (approx.2019). Conveniently located close to schools & amenities. More detailsListed by Amanda Kozakevich of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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319 3411 Pembina Highway in Winnipeg: St Norbert Condominium for sale (1Q) : MLS®# 202622960
319 3411 Pembina Highway Winnipeg R3V 1A2
$249,900Condominium- Status:
- Active
- MLS® Num:
- 202622960
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 748 sq. ft.
S/S Sept 15/26. Offers Sept 21/26. Enjoy peaceful treed views from this bright third-floor condo at The Allure in the heart of St. Norbert. This 1 bedroom, 1 bathroom suite features convenient in-suite laundry and a dedicated storage room. The open-concept layout brings the kitchen, dining and living areas together with plenty of natural light throughout. The kitchen features white cabinetry, quartz countertops, stainless steel appliances, a tile backsplash and a large peninsula for seating and plenty of prep space. A standout feature for a 1 bedroom condo, heated underground parking is included with a designated storage locker. The Allure offers excellent amenities including secure entry, a well-equipped fitness room, owners’ lounge and plenty of visitor parking stalls. Best of all, you’re just steps from the St. Norbert Farmers’ Market, grocery store and community centre with convenient access to public transit, the University of Manitoba and Princess Auto Stadium. Come see what makes this St. Norbert condo such a great place to call home! More detailsListed by Kale Parisian of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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431 College Avenue in Winnipeg: North End Residential for sale (4A) : MLS®# 202622933
431 College Avenue Winnipeg R2W 1M6 $189,000Residential- Status:
- Active
- MLS® Num:
- 202622933
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,372 sq. ft.
s/s now - offers as received. Welcome to 431 College Ave, a solid ½-storey character home built in 1927 and ready for its next chapter. This property offers generous space and good qualities that make it a strong option for homeowners or investors looking for value. The main floor features a spacious living room with an inviting front sunroom that brings in plenty of natural light. A formal dining room provides room for family gatherings, while two comfortable bedrooms, kitchen and a 4-piece bathroom complete the main level. The upper level adds flexibility, with a large, sizeable bedroom, a den, a 3-piece bathroom, and the potential to create a second kitchen. It’s an excellent setup for multi-generational living or those seeking extra rental potential. The fully finished basement offers additional usable space and could benefit from some updating to maximize its potential. Outside, the fully fenced backyard provides privacy and peace of mind, with ample room for the kids or pets to play. A rare bonus for the area is the insulated double detached garage; ideal for secure parking and storage. Recent upgrades include shingles and furnace. Book your private tour now. Why rent when you can own! More detailsListed by Maricel Knight of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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391 Agnes Street in Winnipeg: West End Residential for sale (5A) : MLS®# 202622953
391 Agnes Street Winnipeg R3G 1N5
$269,900Residential- Status:
- Active
- MLS® Num:
- 202622953
- Bedrooms:
- 2
- Floor Area:
- 1,100 sq. ft.
If cookie-cutter isn’t your thing, this one might be! This charming 2 bedroom home is full of personality and offers an affordable opportunity to step into homeownership with the added bonus of low property taxes (net taxes only $1002.05). Starting with the front porch, a great bonus space for morning coffee, reading or relaxing. Inside, the main floor features a bright and surprisingly spacious layout with a comfortable living room, dining area and kitchen that flow nicely together. There are plenty of unique architectural details throughout that give this home a character all its own. Upstairs you’ll find two comfortable bedrooms, a walk-in closet off the primary bedroom and a full bathroom, while the unfinished basement provides plenty of additional storage. The fenced backyard offers additional space to stretch out or for kids and pets to play. This one delivers plenty of personality without the huge price tag. Come see it for yourself! More detailsListed by Ally Gray-Beauchesne of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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17 AQUIN Street in Elie: RM of Cartier Residential for sale (R10) : MLS®# 202622992
17 AQUIN Street Elie R0H 0H0
$474,900Residential- Status:
- Active
- MLS® Num:
- 202622992
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,476 sq. ft.
Showings start Thursday September 17th, Offers welcomed anytime. Open House Sunday 12-2pm. If you’ve been dreaming about more space, wait until you see the backyard!!! This 3 bedroom, 2.5 bathroom bungalow offers a great layout, plenty of space and an incredible backyard that truly sets it above anything else. Inside, hardwood floors run through much of the main level, with a spacious living room, large eat-in kitchen with adorable built-in breakfast nook, separate dining area and three bedrooms, including a primary with its own ensuite. The partially finished basement offers even more space and is ready for the finishing touches to make it your own. However, step outside and this property really comes to life. The huge, beautifully treed yard feels private and peaceful, with mature landscaping, a large pond with waterfall, garden beds, firepit area, shed and plenty of open green space to enjoy. Add in the back deck, attached double garage and large driveway, and you've got a home with space, character and an outdoor setting that's hard to find. Recent work (in the last several months) includes main floor windows/front door; full basement insulation, rewire, drywall, flooring and more! More detailsListed by Ally Gray-Beauchesne of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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224 Chestnut Street in Winnipeg: Wolseley Residential for sale (5B) : MLS®# 202622659
224 Chestnut Street Winnipeg R3G 1R7
$459,900Residential- Status:
- Active
- MLS® Num:
- 202622659
- Bedrooms:
- 5
- Bathrooms:
- 2
- Floor Area:
- 1,750 sq. ft.
S/S Sept 14, offers reviewed Sept 21. ** 224 Chestnut - where 1909 architecture meets high-energy upgrades. Spanning 1,750 sqft w/5 beds, over 2.5 storeys this home brings vintage roots into the modern era without skipping a beat. All the Wolseley vibes of an enclosed front porch & spacious entryway. The main floor offers HWF and hosts the LR, DR and updated kitchen complete w/built-in bench/eating nook. Off the kitchen is a versatile storage mudroom that keeps everything organized and tidy. The 2nd floor provides 3 generous bedrooms, a separated 4pc bath, as well as closed in sunporch/storage space. The 3rd floor provides 2 more bedrooms, while the finished lower level includes a 3pc bath & extra flex space. Big-ticket items are numerous: Shingles (’18), soffits & fascia and fresh paint (’17). 200-amp electrical/panel (’21), HE furnace w/inline humidifier (’15), solid foam and blown-in insulation (’22/’10), 60-gal HWT (’22), central A/C, tri-pane windows,. The backyard setup comes complete w/raised garden boxes, an OS DT-1 garage (’19), and a 4-person electric sauna for year-round steamy unwinding. Ready to level up your everyday living in Wolseley? The Chestnut block party could be in your future. More detailsListed by Erin Tyler and Audrey Schumann of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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772 Vimy Road in Winnipeg: Crestview Residential for sale (5H) : MLS®# 202622797
772 Vimy Road Winnipeg R2Y 0T5
$449,900Residential- Status:
- Active
- MLS® Num:
- 202622797
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,230 sq. ft.
*SS Sept 16 OTP Sept 23* OH Sun 12-1:30* Welcome to 772 Vimy, this well-loved 3-bedroom, 2-bathroom bungalow that's sitting on a 50x209 lot that's sure to turn heads! Pull up to the long front driveway to a single attached garage, offering plenty of parking. Step inside to a nice-sized living room, with big windows, that flows into a functional kitchen, complete with a partitioned eat-in area — perfect for morning coffee or casual family meals. Down the hall, you'll find three good-sized bedrooms and a beautifully renovated full bathroom. At the back of the house, a large sun room awaits — a fantastic space for relaxing, reading, or simply soaking in the view of the incredible yard beyond. It's the kind of room that becomes everyone's favourite spot in the house. The basement offers even more living space featuring a big rec room, a second full bathroom, a workshop area, pantry storage, and a dedicated laundry room. But the true showstopper here is the expansive backyard, offering room to garden, entertain, play, or simply spread out — something increasingly hard to find. A huge storage shed and a charming, established garden. With a lot this size, the possibilities truly are endless! More detailsListed by Shae Kusyk of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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905 246 Roslyn Road in Winnipeg: Osborne Village Condominium for sale (1B) : MLS®# 202620434
905 246 Roslyn Road Winnipeg R3L 0H2
$179,900Condominium- Status:
- Active
- MLS® Num:
- 202620434
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 681 sq. ft.
Showings start now, Offers September 17. Welcome to Imperial Place, ideally located in the heart of vibrant Osborne Village! This spacious 681 sq. ft., 1-bedroom, 1-bathroom condo offers a comfortable traditional layout and a fantastic 17-ft balcony—perfect for enjoying the view from the 9th floor. The unit features stainless steel kitchen appliances, forced-air heating and A/C, plus plenty of natural light. Situated in a solid concrete building with double elevators, shared laundry and garbage room on each floor, mail-to-door service and secure entry. Even better, this PET-FRIENDLY building includes an underground parking spot and storage unit. Enjoy an unbeatable location within walking distance of shopping, restaurants, cafés, public transportation and all the amenities Osborne Village has to offer. Whether you're a first-time buyer, investor or looking to downsize, this is a great opportunity. Don't delay—call your REALTOR® today to book your private showing! More detailsListed by Irina Glikshtern of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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606 Charleswood Road in Winnipeg: Charleswood Residential for sale (1G) : MLS®# 202622864
606 Charleswood Road Winnipeg R3R 1K4
$449,900Residential- Status:
- Active
- MLS® Num:
- 202622864
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,396 sq. ft.
Open House Sunday 230-4pm. Offers welcomed Friday Sept 18. Welcome to Charleswood! This beautifully updated 3 bedroom, 2 bathroom home offers the perfect mix of character, function and space. The main floor is bright and inviting with a spacious living room overlooking the lush backyard, a generous dining room made for gathering, and a gorgeous updated kitchen with crisp white cabinetry, plenty of counter space and a dedicated coffee bar. A main floor bedroom and full bathroom add flexibility for guests, an office or one-level living. Upstairs, you’ll find two comfortable bedrooms tucked away from the main living space. Downstairs, the fully finished rec room gives you even more room to spread out, complete with a gas fireplace, second full bathroom with soaker tub, and plenty of storage. Don’t forget about the updates: furnace/AC/HWT approx 2018; shingles 2014, kitchen 2016, and much more! Outside might be the best part: mature trees, beautiful gardens, a deck plus screened-in sitting area, and a private yard that feels like your own little escape. Add in a single detached garage and a location in one of Winnipeg’s most loved neighbourhoods, and this is one you’ll want to see in person. More detailsListed by Ally Gray-Beauchesne and John Hunsberger of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
Data was last updated September 14, 2026 at 06:35 PM (UTC)
Chris Pennycook
I make myself available at all times. When you are ready to see a listing in person, or just have a simple question, please don't hesitate to contact me!
Contact Me
Chris Pennycook
Office 204-989-5000
3 - 1450 Corydon Avenue
Winnipeg, MB
R3N 0J3