Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
Office Listings
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1102 390 Assiniboine Avenue in Winnipeg: Downtown Condominium for sale (9A) : MLS®# 202523312
1102 390 Assiniboine Avenue Winnipeg R3C 0V2 
$399,900Condominium- Status:
- Active
- MLS® Num:
- 202523312
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 917 sq. ft.
Showings start NOW! 390 Assiniboine – Experience refined living in the heart of Winnipeg’s vibrant downtown, just steps from the Assiniboine River Walk, Canada Life Centre, and countless amenities. This 917 sq ft featured unit offers two bedrooms, two bathrooms, and in-suite laundry, all within a solid concrete and steel construction building. It combines value with luxury, complete with all appliances included. Inside, enjoy balcony views of the river, sunset, and Legislative Building, paired with sleek hardwood floors, ceramic tile, and smooth wall and ceiling finishes. The gourmet kitchen impresses with quartz countertops, modern cabinetry, under-mount sinks, and integrated Jenn-Air and Fisher & Paykel appliances. Amenities elevate the lifestyle: a party room with a 2,364 sq. ft. landscaped terrace overlooking the river, a contemporary dining/lounge with fireplace and pool table, and a fitness studio with premium equipment. This distinguished newer building also boasts a striking two-storey lobby, an above-grade parkade, on-site car wash, and guest suite. A private lit pathway connects you directly to Winnipeg’s signature river walk. More detailsListed by Jordan Prest of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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1840 Ross Avenue in Winnipeg: Brooklands Residential for sale (5D) : MLS®# 202523273
1840 Ross Avenue Winnipeg R2R 0E3 $239,900Residential- Status:
- Active
- MLS® Num:
- 202523273
Sub-dividable into 25' lots - buyers to do their due diligence. This 50' x 100' lot in Brooklands presents a fantastic development opportunity, located close to Polo Park and just minutes from Red River College. The current house is a tear-down with minimal value, but the lot offers great potential for building two new homes, with the possibility of splitting the lot (buyers should verify). If needed, the realtor can connect you with trusted builders. More detailsListed by Raj Ghataura of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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134 Harrow Street in Winnipeg: Crescentwood Residential for sale (1C) : MLS®# 202523247
134 Harrow Street Winnipeg R3M 2Z1
$1,799,999Residential- Status:
- Active
- MLS® Num:
- 202523247
- Bedrooms:
- 3
- Bathrooms:
- 4
- Floor Area:
- 4,290 sq. ft.
Welcome to this stunning 4290 SQFT character home nestled in an expansive 14000+ sqft lot in this prestigious neighbourhood. Thoughtfully appointed and updated throughout, this 4 Bedroom, 3 1/2 bath home combines timeless charm with modern convenience. The spacious main floor is perfect for entertaining, and features formal sized living room and dining room, plus a family room and a fantastic deluxe kitchen featuring high end appliances: a potential site for memorable kitchen parties. Adding to the enjoyment are a music room and a large screened-in sunroom overlooking a patio with an out-door kitchen area. The second floor offers four generous sized bedrooms two with ensuite bathrooms including the exquisite primary ensuite. The third floor features a large games room, bar and more storage. The basement boasts a classic wine cellar and abundant storage. This home is fully air conditioned and has central vacuum, features not often found in a home of this vintage. There is a rare double attached garage, and award winning landscaped grounds offering room to relax and play. A true blend of space, style and comfort - this is a perfect place to call home. More detailsListed by Garry Parkes of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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59 Stanford Bay in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202523262
59 Stanford Bay Winnipeg R3P 0T5
$1,599,900Residential- Status:
- Active
- MLS® Num:
- 202523262
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 2,750 sq. ft.
*OPEN HOUSE SATURDAY Sept 20th 1-3PM* This stunning two-storey home offers 2,750 sqft of thoughtfully designed and completely updated living spaces and features 3+ spacious bedrooms and 3 1/2 modern bathrooms - all set on a 80 foot lot in a highly sought-after bay. The superb layout is perfect for entertaining and everyday living. The updated kitchen includes premium appliances and finishes, ample cabinetry, and a large island. A cozy family room with fireplace adds warmth, while the main floor also includes a convenient powder room, mud room and private office. Upstairs, the spacious primary suite features a walk-in closet and luxurious ensuite. Additional bedrooms are generously sized with access to the main bath. The second floor laundry offers plenty of storage and convenience. The fully developed basement is highlighted by a spacious recroom, an additional bedroom, office and full bathroom. Additional upgrades include newer shingles, windows, furnace and A/C, and an insulated and heated garage. With excellent curb appeal, mature landscaping, and proximity to top schools, parks and amenities, this home delivers exceptional value in an unbeatable location. Truly a really great home! More detailsListed by Garry Parkes of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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449 Tissot Street in Winnipeg: St Boniface Residential for sale (2A) : MLS®# 202523054
449 Tissot Street Winnipeg R2J 0C8
$219,900Residential- Status:
- Active
- MLS® Num:
- 202523054
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 715 sq. ft.
s/s 09/16 - Offers reviewed 09/23 - *OPEN HOUSE Sept 20 from 1-3* Are you looking for your first home or want your next investment opportunity? Then this house, in the lovely St Boniface area, is calling your name! Welcome to 449 Rue Tissot! Built in 1900, this well maintained 715sf bungalow features 2BRS & 1.5 bathrooms. As you enter the home, you are greeted with a quaint vestibule area that can be used as a reading nook or sitting room for your morning coffee. The eat in kitchen has lots of cupboard & counter space, & large windows to allow for loads of natural light. The private side door leads to a convenient mudroom/workshop with direct access to the basement. Partially finished, this basement is ready to be transformed to valuable living space for any creative mind. Step out into the massive, fenced backyard that is fully landscaped, room for several gardens & ample parking for 2 vehicles. This is a rare opportunity to own a home without overstretching your budget. Walking distance to public transportation, shops, churches, Seine River trails & parks; welcome to the neighbourhood of St Boniface. Updates: Roof (2017), HWT (2020), Furnace (2014), Washer/Dryer/Fridge (2017) - Book a showing today! 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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39 Ashmore Drive in Winnipeg: Maples Residential for sale (4H) : MLS®# 202520515
39 Ashmore Drive Winnipeg R2P 0Z8
$479,900Residential- Status:
- Active
- MLS® Num:
- 202520515
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 1,076 sq. ft.
S/S Wed Sept 17. OTP September 22 eve. Welcome to this completely renovated bungalow located in The Maples. This stunning home offers modern finishes and functional design throughout. Approaching the home you're greeted by the amazing landscaping, front drive access, and the tastefully redone exterior. The open-concept main floor features a bright living room, seamlessly connected to a contemporary kitchen—ideal for today’s lifestyle. The kitchen offers a large eat up island, stone countertops, ample cabinetry, and SS appliances. This home includes four spacious bedrooms (basement may not meet current egress), highlighted by a primary suite with a private ensuite bathroom and walk in closet. A convenient half bathroom is located on the main level. The fully finished basement provides additional living space along with a full bathroom, offering versatility for a family room, home office, or guest accommodations. Enjoy the outdoors in the fully fenced backyard, perfect for children, pets, and entertaining. A single detached garage adds to the convenience of this property. Situated in a desirable family neighbourhood, this move-in ready home combines comfort, style, and practicality. 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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51 Brookhaven Bay in Winnipeg: Southdale Residential for sale (2H) : MLS®# 202523141
51 Brookhaven Bay Winnipeg R2J 2S4
$444,900Residential- Status:
- Active
- MLS® Num:
- 202523141
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 1,160 sq. ft.
SS Tues Sep 16. Offers Sep 22. Welcome to this meticulously cared-for bungalow offering comfort, space, and timeless appeal. Situated on a wonderful bay, this home is perfect for families or anyone seeking peace and privacy with all the conveniences of a well-established neighbourhood. Featuring 3 spacious bedrooms on the main level plus an additional bedroom in the fully finished basement, this home offers plenty of room for family, guests, or a home office setup. With 2 full bathrooms and a convenient half bath, mornings will be a breeze for the entire household. Step outside and enjoy your brand-new deck, perfect for relaxing or entertaining, overlooking a fully landscaped backyard completed in 2023—ideal for summer barbecues or quiet evenings outdoors. Car enthusiasts and hobbyists will love the oversized double garage - space for vehicles, tools, and storage. Speaking of storage, this home offers plenty of it throughout, ensuring a clutter-free living experience. Whether you're hosting in the cozy living area or enjoying quiet time in the basement rec room, this property combines functionality with warmth and charm. Don’t miss your chance to own this move-in-ready gem in a sought-after location! More detailsListed by Andrew Town of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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0 Raymond Giroux Drive in La Broquerie: R17 Residential for sale : MLS®# 202523176
0 Raymond Giroux Drive La Broquerie R0A 0W0
$78,900Residential- Status:
- Active
- MLS® Num:
- 202523176
Build your dream home here! 2.44 treed acres with no time restrictions to build! 1 mile to pavement! Get your building plans ready.. Call to view today! More detailsListed by Candice Bakx-Friesen of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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509 Marsden Street in Winnipeg: East Kildonan Residential for sale (3B) : MLS®# 202522508
509 Marsden Street Winnipeg R2K 2Z7
$399,900Residential- Status:
- Active
- MLS® Num:
- 202522508
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,000 sq. ft.
Showings Start Sept 17, Offers reviewed evening of Tues Sept 23. Tucked into a quiet, cozy pocket of East Kildonan, this mid-century charmer has timeless appeal and even better bones! Step inside to find a bright and welcoming layout, with exposed hardwood floors in all 3 bedrooms and vintage-inspired accents that nod to its stylish roots. The updated kitchen is a total standout—custom cabinetry, quartz counters, and plenty of space to whip up your favourites. Downstairs, you’ll find a fully finished rec room with stylish retro vibes, a 3-piece bath, and loads of storage space—ideal for hobbies, guests, or simply stretching out. Off the back, a sunny 3-season sunroom looks out over a beautifully landscaped yard filled with perennials, climbing vines, and lush shrubs—your own private garden escape. The massive 24x24 detached garage (built 2014) gives you all the room for projects, parking, or play. Other big-ticket updates: shingles (2022), high-efficiency furnace (2018), 60-gal electric HWT (2024), kitchen (2013) and windows (2013). Warm, welcoming, and full of character—this is the kind of home that just feels good the moment you walk in. 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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308 130 Creek Bend Road in Winnipeg: River Park South Condominium for sale (2F) : MLS®# 202523142
308 130 Creek Bend Road Winnipeg R2N 0K1
$339,900Condominium- Status:
- Active
- MLS® Num:
- 202523142
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,058 sq. ft.
Welcome to this well-kept 3rd-floor, 1,058 sq. ft. condo that offers 2 bedrooms, 2 bathrooms, and an open-concept layout filled with natural light. Enjoy hardwood flooring throughout, a modern kitchen with stained maple cabinetry, a large island, quartz countertops, stainless steel appliances, and under-cabinet lighting. Enjoy the bright living area with all-new windows or step out to your private balcony overlooking the Seine River. Both bedrooms are generously sized, each with a large walk-in closet. This unit includes an underground parking stall plus a large storage locker—the only one of its kind on the 3rd floor. Located in a quiet, concrete building, you’ll love the peaceful setting while being steps from walking trails along the Seine River and close to all amenities. More detailsListed by Paul Evans of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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242 Ash Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202523290
242 Ash Street Winnipeg R3N 0P7
$479,900Residential- Status:
- Active
- MLS® Num:
- 202523290
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,222 sq. ft.
SS Thursday September 18th w/OTP September 23rd. Welcome to North River Heights! This 1,222 sq. ft. bungalow, built in 1927, perfectly balances timeless character with modern renovations. Featuring original hardwood floors, a bright living room with wood-burning fireplace and walls of windows, plus a beautifully updated eat-in kitchen. The main floor also offers a cozy step-down family room with an additional fireplace, two spacious bedrooms, and a fully renovated 3-piece bathroom. The lower level is fully developed with a proper bedroom, renovated 4-piece bathroom, laundry area, abundant storage, and a bonus office space. All in an unbeatable location—walk to Robert H. Smith and Queenston schools, Corydon Community Centre, and enjoy the restaurants and boutique shops along Academy Road just minutes from your door. A truly charming home in a highly sought-after neighbourhood—come see it for yourself! More detailsListed by Kelsey Genik of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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662 Gertrude Avenue in Winnipeg: Osborne Village Residential for sale (1B) : MLS®# 202522096
662 Gertrude Avenue Winnipeg R3M 2M9
$574,900Residential- Status:
- Active
- MLS® Num:
- 202522096
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 3,051 sq. ft.
S/S Now, offers presented as rec. Please leave open for 24 hours. Calling all investors!!! This fully tenanted triplex is located in the heart of Osborne Village—one of Winnipeg’s most lively and walkable neighbourhoods, known for its nightlife, local shops, restaurants, and access to everything you need. The property features two separate 2-bedroom units on the main and second floors, plus an open concept studio suite on the top floor. Whether you're looking to build your investment portfolio or live in one unit while renting out the others, this is a fantastic opportunity in a high-demand area. Just minutes from downtown, The Forks, and public transit, this location checks all the boxes for convenience, lifestyle, and long-term value. Reach out for more info or to book a private tour today! More detailsListed by Chad Leigh and Bailey Bowering 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 17, 2025 at 08:35 AM (UTC)
Contact Me
Chris Pennycook
Office 204-989-5000
3 - 1450 Corydon Avenue
Winnipeg, MB
R3N 0J3