Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
My Listings
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201 188 Roslyn Road in Winnipeg: Osborne Village Condominium for sale (1B) : MLS®# 202615281
201 188 Roslyn Road Winnipeg R3L 0G8 
$158,900Condominium- Status:
- Active
- MLS® Num:
- 202615281
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 742 sq. ft.
S/S Thurs. July 16, offers Wednesday July 22, 11:00 am. Location, location, location! Freshly updated with new paint and flooring, this affordable 1-bedroom condo is perfectly situated in the heart of Osborne Village. The bright open-concept kitchen, dining and living areas create a comfortable space for everyday living and entertaining, while the breakfast bar peninsula offers additional seating. Patio doors lead to a west-facing balcony complete with screens, allowing you to enjoy fresh air, morning coffee, or evening cocktails in comfort. A wall of hallway closets provides excellent storage and the spacious 4-piece bath adds convenience. The bright bedroom features a built-in desk and bookcases, making it ideal for working from home or creating a cozy reading nook. Shared laundry is conveniently located on the same floor. This pet-friendly building offers elevator access and one underground parking stall. Enjoy an unbeatable walkable lifestyle just steps from Osborne Village's vibrant restaurants, cafés, boutiques, and nightlife, with easy access to Wellington Crescent, downtown, The Forks, and scenic river pathways. A fantastic opportunity for first-time buyers, downsizing, or investors! 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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735 McMillan Avenue in Winnipeg: Crescentwood Residential for sale (1B) : MLS®# 202608655
735 McMillan Avenue Winnipeg R3M 0S8
$624,900Residential- Status:
- Active
- MLS® Num:
- 202608655
- Bedrooms:
- 5
- Bathrooms:
- 3
- Floor Area:
- 2,278 sq. ft.
S/S Thurs, July 16 offers presented Tues, July 21 after 6:00 p.m. This stunning 2,278 sq. ft. character home boasts exceptional curb appeal with new Hardie board siding & shingles (2021), all set in a beautiful, sought-after neighbourhood. The interior beautifully combines timeless charm with stylish modern updates, creating a warm & inviting atmosphere.The formal LR features elegant wood beams, hwds, wainscoting, an ornamental FP with built-in bookcases & gorgeous stained glass accents. The impressive DR overlooks a bright, fully renovated white kitchen complete with a peninsula, granite countertops, pull-out pantry & butler’s pantry. Convenient 2-piece bath on the main level. Upstairs offers a laundry rm with sink, washer & dryer, 4 pce bath along with three spacious bedrooms, including a primary suite with ample closet space. Third level provides two additional brs with walk-in closets—ideal for kids, guests, or a home office. The bsmt adds further versatility with a 3-piece bathroom, making this home as functional as it is beautiful. Unwind & entertain with ease on the spacious tiered deck, a perfect extension of your living space for enjoying the outdoors. O/S 24x24 dble garage. 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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296 Rouge Road in Winnipeg: Westwood Residential for sale (5G) : MLS®# 202615296
296 Rouge Road Winnipeg R3K 1K2
$499,900Residential- Status:
- Active
- MLS® Num:
- 202615296
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,238 sq. ft.
S/S Thurs. July 9, offers presented Wed. July 15 after 6:00 pm. Bright, move-in ready Westwood bungalow offering modern updates & family-friendly living throughout. Gleaming hardwood floors flow through the open living & dining areas, highlighted by a built-in dry bar ideal for entertaining. The bright white kitchen overlooks the main space & features granite countertops, ss appliances, cabinet organizers, a convenient pantry & butcher block island w/breakfast bar for casual dining. A pocket door leads to 3 spacious bedrooms, all with hardwoods & excellent closet space. The primary bedroom includes a 2-piece ensuite. Updated 4-piece family bath. The finished basement expands the living space w/a large rec room & games area (pool table size), plus an updated 3-piece bath w/heated tile, laundry & ample storage. Major updates include C/AIR, HEF, HWT & 200 amp panel all in 2023. Roof shingles replaced in 2021. Triple-pane windows & alarm system add peace of mind. The outdoor space features a 24' x 22' double detached garage (2022), fenced west-facing yard, 12' x 9' shed, and 21' x 13' concrete patio...perfect for kids, pets & entertaining. Walking distance to schools & parks. Close to all amenities. 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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260 Victoria Crescent in Winnipeg: St Vital Residential for sale (2C) : MLS®# 202615298
260 Victoria Crescent Winnipeg R2M 1X4
$1,664,900Residential- Status:
- Active
- MLS® Num:
- 202615298
- Bedrooms:
- 2
- Bathrooms:
- 3
- Floor Area:
- 1,984 sq. ft.
S/S Thurs. July 9, offers Tues. July 14 after 6 pm. An extraordinary riverfront retreat unlike anything else in Winnipeg...designed by Gustavo da Roza, a prominent Canadian architect & architect behind the WAG! This architecturally striking raised bung sits on stilts, nestled among mature trees & plenty of natural landscaping, creating a private, peaceful oasis on one of the nicest crescents. A concrete perimeter wall & gated entrance frame the property, while the steel beam & metal siding w/flat roof showcase its mid-century design. The covered carport offers future garage potential. Main entry w/2-piece bath, spiral staircase & elevator lead to the spectacular main level. Walls of windows capture breathtaking views & fill the home w/natural light. Beautifully refinished hardwood floors. Relax in the screened sunroom overlooking the river or gather in the GR featuring a wood-burning fp. Large living & dining areas great for entertaining! The updated galley kit offers soft-close cabinetry, stone counters, ss appliances & lg skylight for added natural light. The primary suite features built-ins, WICC & 4-piece ensuite. A 2nd br, full bath & O/S laundry complete this exceptional home. HEF. C/AIR (2023). 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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180 Bridgeland Drive in Winnipeg: Bridgwater Forest Residential for sale (1R) : MLS®# 202613121
180 Bridgeland Drive Winnipeg R3Y 0E5
$839,900Residential- Status:
- Active
- MLS® Num:
- 202613121
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 2,297 sq. ft.
Immaculate 4-bedroom family home in desirable Bridgwater Forest, custom built in & thoughtfully designed for modern family living. A grand foyer w/soaring ceilings opens to the impressive GR, highlighted by dramatic floor-to-ceiling windows & a stunning feature fireplace wall showcasing stacked stone, wood mantle & tile accents, all open to the UL. The formal DR offers elegant pillar details, large window & access to the pantry & kitchen for effortless entertaining. The spacious eat-in kit features abundant maple cabinetry, granite counters, ss appliances & centre island w/breakfast bar seating. The dining area opens to the deck through garden doors. Guest bath & custom mudroom. Upstairs, a bright loft area w/ built-in desk makes an ideal office or study space. The spacious primary suite offers a WICC & private ensuite w/jetted tub & water closet. 2 additional brs, family bath & UL laundry add convenience. The fully finished basement expands the living space w/hardwoods, large rec room, 4th br, full bath & ample storage. A fenced backyard features a deck & plenty of room for outdoor activities. Easy access to walking paths, Kenaston & Waverley. 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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B 711 Niagara Street in Winnipeg: River Heights Condominium for sale (1D) : MLS®# 202613146
B 711 Niagara Street Winnipeg R3N 0W2
$369,900Condominium- Status:
- Active
- MLS® Num:
- 202613146
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,645 sq. ft.
Rarely available 1645 sf two-storey condo in a distinctive building offering bright, spacious living with a unique layout. The main floor features a generous foyer that could easily double as a sunroom or home office, a bedroom & a bright living area highlighted by a wall of windows w/direct access to the shared outdoor space. Upstairs, vaulted ceilings & skylights create an airy atmosphere throughout the open-concept living & dining areas. The island kit offers abundant cabinetry, ss appliances & breakfast bar seating, making it ideal for everyday living & entertaining. The spacious primary bedroom features soaring vaulted ceilings, skylight, wall of windows, WICC & private 4-piece ensuite. The LL has additional storage & access to your own private laundry room. Outdoor amenities include a beautifully maintained south-facing shared courtyard w/large patio, firepit area & greenspace...perfect for relaxing or socializing. Each unit also has its own storage shed. 2 outdoor parking stalls. Located in the heart of River Heights, this exceptional condo is within walking distance to shops, restaurants & everyday amenities. Minutes from Assiniboine Park. 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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5102 RD 51NE Road in Macdonald Rm: RM of MacDonald Residential for sale (R08) : MLS®# 202611829
5102 RD 51NE Road Macdonald Rm R0G 1N0
$1,250,000Residential- Status:
- Active
- MLS® Num:
- 202611829
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 2,572 sq. ft.
Immaculate custom country estate just minutes from Oak Bluff, offering the perfect blend of luxury, privacy & prairie living on 4+ acres. A paver stone walkway leads to the grand covered front porch, where stunning views of the open-concept interior & backyard greet you upon entry. The GR features a wall of windows & a double-sided gas fp shared w/the impressive eat-in kitchen. Designed for both everyday living & entertaining, the kit offers floor-to-ceiling cabinetry, quartz counters, wet bar w/bar fridge, ss appliances & island w/breakfast bar. A bright south-facing sunroom has wraparound windows & o/s privacy pocket doors. The primary retreat features a garden door to the deck & new hot tub (2026), WICC & elegant ensuite w/double vanity & tiled shower. Main floor office & guest bath. UL has 2 large brs w/WICC & 5-piece family bath. Entertainer’s dream LL w/massive rec room, custom wet bar, 4th br/gym, full bath & access to o/s AT/2 w/infloor heat & room for a hoist. Outside, enjoy a 50' x 100' quonset w/concrete floor & 200-amp panel, fenced garden & mature trees. Geothermal heating, newer shingles. A remarkable country retreat just beyond the city limits. 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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1324 Wellington Crescent in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202611847
1324 Wellington Crescent Winnipeg R3N 0B1
$1,075,000Residential- Status:
- Active
- MLS® Num:
- 202611847
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,560 sq. ft.
Ideally located on prestigious Wellington Crescent & just steps from the beautiful tree-lined walking path, this exceptional residence offers a prime setting in one of the city's most sought-after locations. Stunning architectural design & impeccable craftsmanship are showcased throughout, creating a refined blend of luxury & sophistication. The elegant LR is highlighted by a dramatic floor-to-ceiling bay window, custom art niches & a charming wood-burning FP. Inviting DR w/patio drs opens seamlessly to the fabulous fenced backyard w/tiered deck, creating the perfect setting for relaxing & entertaining. The well-appointed kitchen features a Bosch 4-burner gas cooktop & Bosch oven, pull-out organizers & an abundance of cabinetry designed for both style & functionality. Upstairs, a mezzanine office/reading nook provides a casual retreat. The spacious primary bedroom features a cozy gas fireplace, dual closets & direct access to a luxurious 5-piece bath, offering a peaceful haven for rest & relaxation. Bright fully finished lower level includes a generous recroom with gas FP, an additional guest br, 3-piece bath & convenient laundry closet. 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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401 290 Waterfront Drive in Winnipeg: Exchange District Condominium for sale (9A) : MLS®# 202611856
401 290 Waterfront Drive Winnipeg R3B 0A6
$479,900Condominium- Status:
- Active
- MLS® Num:
- 202611856
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,424 sq. ft.
Executive condo living in the heart of Winnipeg’s vibrant Exchange District! This impressive updated corner unit offers spectacular city & river views along with a bright modern design. Featuring 2 bedrooms, a dedicated office & 2 full baths, the open-concept layout is filled w/natural light from expansive windows & soaring 9’ ceilings. The spacious dining area opens to a wraparound balcony, ideal for relaxing or entertaining. The stylish kit combines function & elegance w/maple cabinetry, granite counters & Frigidaire Professional Series stainless steel appliances. The private primary suite includes its own balcony, large WICC & luxurious 5-piece ensuite w/double sinks, soaker tub & separate shower. A 2nd br & full bath provide excellent flexibility for guests or family. Additional features include in-suite laundry w/extra storage, C/AIR & heated underground parking. Shared centre courtyard. Enjoy a true walkable lifestyle just steps from The Forks, Shaw Park, river pathways, cafés, restaurants, boutiques & Winnipeg’s top arts & entertainment venues. Offering luxury, comfort & unbeatable convenience, this move-in ready condo is the perfect blend of sophisticated urban living & carefree lifestyle. 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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31 Werrell Crescent in Winnipeg: East Kildonan Residential for sale (3E) : MLS®# 202611718
31 Werrell Crescent Winnipeg R2K 3Y1
$509,900Residential- Status:
- Active
- MLS® Num:
- 202611718
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 1,301 sq. ft.
Immaculate & exceptionally maintained bungalow that has been fully updated and is completely move-in ready. Bright open-concept living & dining areas feature a newer o/s picture window that fills the home w/natural light. The expansive kitchen offers white soft-close cabinetry, ss appliances, pantry storage & peninsula w/breakfast bar seating perfect for casual dining & entertaining. The spacious primary bedroom includes a convenient 2-piece ensuite, while two additional bedrooms & a full bath complete the main floor. The fully finished lower level continues the bright & inviting feel with a large rec room, guest bedroom/gym, updated 3-piece bath & laundry/storage area. Enjoy the large partially fenced backyard with plenty of room to relax or entertain. An o/s DT/1 & extra-long front driveway provide excellent parking & storage options. Numerous upgrades throughout include windows, lighting, 200-amp electrical panel, C/AIR (2025), HEF & HWT (2018) & shingles (2015). Walking distance to Siddall/Werrell Park and close to all amenities, this beautifully updated home offers outstanding value with nothing left to do but move in and 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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14 301 Country Club Boulevard in Winnipeg: St Charles Condominium for sale (5G) : MLS®# 202610160
14 301 Country Club Boulevard Winnipeg R3V 2E4
$949,900Condominium- Status:
- Active
- MLS® Num:
- 202610160
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 2,182 sq. ft.
Rarely available & impeccably renovated, this exceptional residence tucked away along Country Club Boulevard offers the ultimate in luxury condominium living. Showcasing exquisite craftsmanship, premium finishes & quality construction throughout, this stunning home is perfectly designed for both everyday comfort & grand-scale entertaining. Elegant arched doorways, beautiful hwds & sophisticated architectural details enhance the refined interior. The spacious LR features a cozy gas FP & an abundance of space for relaxing & entertaining in comfort & style. The elegant DR is accented with lovely crown moulding, while the fabulous white eat-in kitchen is a chef’s dream, complete with quartz countertops, an island cooktop, pantry pull-outs & access to an oversized private balcony overlooking the beautifully manicured St. Charles Golf Course.The private primary suite offers a lg wicc & a luxurious spa-inspired 4-piece ensuite with a relaxing soaker tub. A generous 2nd bedroom with a double closet, a stylish 3-piece bath with a walk-in shower, an impressive entranceway, convenient in-suite laundry rm & 2 heated underground parking stalls complete this incredible home. 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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32 Whidden Gate in Winnipeg: Linden Woods Residential for sale (1M) : MLS®# 202608666
32 Whidden Gate Winnipeg R3P 1X9
$887,500Residential- Status:
- Active
- MLS® Num:
- 202608666
- Bedrooms:
- 6
- Bathrooms:
- 4
- Floor Area:
- 2,108 sq. ft.
Completely renovated from top to bottom, this stunning 6 bedroom open-concept residence blends modern luxury with thoughtful design & exceptional functionality. The impressive LR features soaring vaulted ceilings & a sun-filled bay window, creating a bright & inviting atmosphere. The elegant DR is enhanced with a stylish built-in dry bar & floating shelves, while the beautifully updated eat-in kit showcases a lg island breakfast bar, quartz countertops & patio drs that open to an expansive deck—perfect for entertaining. The sunken FR offers a warm & inviting retreat with a cozy gas FP. A main flr br, full 3-piece bath & a well-organized mudroom with custom cabinetry adding everyday convenience & versatility. Upstairs, you’ll find a convenient laundry closet w/washer & dryer, a modern 4-piece bath & a serene primary suite complete with a 3-piece ensuite & a wicc. The fully finished LL extends the living space with a generous family-sized rec rm, 2 additional brs & a 3-piece bath. Additional highlights include a newer HEF, central A/C, hot water tank, shingles, fascia & soffits...all adding to the appeal of this exceptional turnkey home. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
Data was last updated July 15, 2026 at 10:35 AM (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