Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
Office Listings
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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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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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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
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62 BLUMBERG Trail in Headingley: Headingley North Residential for sale (5W) : MLS®# 202522984
62 BLUMBERG Trail Headingley R4H 0B8
$899,900Residential- Status:
- Active
- MLS® Num:
- 202522984
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 1,850 sq. ft.
S/S now, offers presented as rec'd. Immaculate 4-bedroom home in Headingley, set on a beautifully landscaped lot. This custom modern build offers soaring ceilings & open concept design for a bright, spacious feel. A welcoming foyer opens to a versatile bedroom/office. The great room showcases an impressive floor-to-ceiling wood feature wall, cozy fireplace & wall of windows overlooking the backyard. The dining area includes a handy built-in work space & patio doors lead to a tiered deck with pergola...perfect for entertaining. The island kitchen features stainless appliances, quartz counters, corner pantry & breakfast bar. The primary suite has a WICC & spa-inspired 4-piece ensuite with double vanity & walk-in shower. A guest bath with laundry adds convenience. The fully finished basement offers a rec room, games area with wet bar, 2 bedrooms, 3-piece bath & plenty of storage. Heated triple attached garage (36’x24’) with water tap & yard access. Backyard backs onto walking path with underground sprinklers, RV/boat pad & mature landscaping. Piled foundation, steel beam construction, C/AIR, C/VAC, HRV, HEF & sump pump. Pride of ownership is evident throughout! Nothing to do but move in & enjoy! More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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124 Falcon Avenue in Headingley: Headingley South Residential for sale (1W) : MLS®# 202522539
124 Falcon Avenue Headingley R4J 1B2
$899,900Residential- Status:
- Active
- MLS® Num:
- 202522539
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 1,894 sq. ft.
SS Sept 17 OTP Sept 23. Stunning South Headingley custom Morrison bng located on a beautifully treed lot. So much to want here! Beautiful curb appeal w/stone detail+fir pillars framing the front. You're welcomed by soaring 10' ceilings in the main living space. Open plan has a beautiful great room w/Osburn wood FP which overlooks the 3 season snrm and south backyard. Gorgeous 2 tone kitchen offering a 4 seater island, large pantry, SS appls+quartz counters. Convenient powder room tucked beside the awesome mudroom which leads to the OS heated AT3 w/built-ins. The primary is on it's own wing, it has a spacious ensuite w/dbl sinks, a soaker tub, tiled steam shower and generous WIC. The kids wing is separated by the main space w/a 2x6 wall and pocket door for privacy+comfort. 2 ample rooms w/lrg wdws and a 4pc bath between them. This is a stellar floor plan! The lower level is finished w/9' ceilings, on wood structural floor and offers oversized wdws allowing for sunlight. Huge rec space, 2 bdrms, a 4pc bath, dedicated storage room and lovely laundry room w/tons of cabinetry, folding space+sink. Outside offers a sprawling deck, dog run, raised garden beds all flanked by mature trees. What's not to love? More detailsListed by 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
Data was last updated September 16, 2025 at 10:35 PM (UTC)
Contact Me
Chris Pennycook
Office 204-989-5000
3 - 1450 Corydon Avenue
Winnipeg, MB
R3N 0J3