Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
My Listings
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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.
S/S Thurs, June 4-offers presented Tues, June 9 after 6:00 p.m. 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 with patio drs opens seamlessly to the fabulous fenced backyard with tiered deck, creating the perfect setting for relaxing & entertaining. The well-appointed kitchen features a Bosch cooktop, 4-burner gas 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 and 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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243 Niagara Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202612052
243 Niagara Street Winnipeg R3N 0V1
$399,900Residential- Status:
- Active
- MLS® Num:
- 202612052
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 964 sq. ft.
S/S Thurs. June 4, offers presented Tues. June 9 after 6 :00 pm. Charming bungalow in the heart of North River Heights offering 964 sq ft of comfortable living space with excellent basement development potential featuring high ceilings & large windows. Original hardwood floors flow throughout, complemented by a welcoming living room with wood-burning fireplace & spacious formal dining room. Bright white kitchen showcases soft-close cabinetry plus newer oven & refrigerator (2022). Both bedrooms overlook the expansive backyard, while the freshly painted interior (2026) adds a fresh modern touch. Outstanding curb appeal with mature trees, tiered deck with new railing (2021), newer chain link fence (2025) & large concrete patio create the perfect outdoor retreat. Additional upgrades include a new boiler/water heater (2020), new eavestroughs (2021), replaced shingles south & west (2021) offering added value & peace of mind. Ideally located within walking distance to Academy Road’s shops, cafes & restaurants 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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27 Stanford Bay in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202609634
27 Stanford Bay Winnipeg R3P 0T5
$1,299,500Residential- Status:
- Active
- MLS® Num:
- 202609634
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 2,830 sq. ft.
S/S Thurs, June 4-offers presented Tues, June 9 after 6:00 p.m. Immaculate two-storey family home in the heart of the distinguished Tuxedo neighbourhood. A lovely foyer welcomes you with a striking stone feature wall, leading into an elegant living room with a double-sided wood-burning fireplace & stunning tile flooring. The dining room features a built-in buffet with accent lighting & a bay window overlooking the beautifully landscaped backyard. The eat-in kitchen offers cabinets with pullouts, a central island with granite countertops & a casual dining area. A sunken family room with a wood-burning fireplace, along with a bright sunroom featuring heated flooring & garden doors, provides access to an entertainer’s dream backyard complete with an amazing in-ground pool & gazebo. Main floor also includes a convenient laundry room & 2-piece bath. Upstairs offers four bedrooms (one currently used as an office) & a 4-piece bath, while the spacious primary suite features a 4-piece ensuite with heated floors & ample closet space. The fully finished lower level includes a rec room, additional bedroom & 3-piece bath. Additional highlights include shingles (2025), central vacuum & an attached double 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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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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74 Bethune Way in Winnipeg: St Vital Residential for sale (2C) : MLS®# 202611534
74 Bethune Way Winnipeg R2M 5P5
$479,900Residential- Status:
- Active
- MLS® Num:
- 202611534
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 1,235 sq. ft.
S/S Thurs. May 28, offers Tues. Jun 2 after 6 pm. Sun-filled bungalow showcasing soaring vaulted ceilings & stylish luxury vinyl plank floors throughout the main living area. A stunning 2023 kitchen renovation by Gateway Kitchen & Bath offers soft-close cabinetry w/multiple organizers, quartz counters, walnut floating shelves, tile backsplash & ss appliances including a gas cooktop w/striking custom hood fan & tile. The breakfast island includes an undermount sink & added storage, while the built-in banquette w/more storage comfortably seats 6. The LR opens to the deck & beautifully landscaped backyard. A spacious primary suite includes a WICC & 4-piece ensuite w/heated tile flooring. 2 additional bedrooms, full bath & convenient laundry complete the main level. The fully finished basement offers a huge rec room & games area w/gas fireplace, wet bar & bonus office or hobby space, plus a guest bedroom & updated 3-piece bath. You will love the very pretty south-facing fenced backyard w/deck, BBQ gas hookup, fire pit patio, mature trees & low-maintenance landscaping. The front deck is perfect for your morning coffee. C/AIR, C/VAC, AT/2. Ideally located minutes from St. Vital Park & everyday 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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1056 McCalman Avenue in Winnipeg: East Elmwood Residential for sale (3B) : MLS®# 202529747
1056 McCalman Avenue Winnipeg R2L 1H7
$329,900Residential- Status:
- Active
- MLS® Num:
- 202529747
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 903 sq. ft.
S/S Thurs. May 28, offers Tues. June 2 after 6:00 pm. Great starter, investment or retirement home on a quiet bay in East Elmwood. Freshly painted with updated flooring, this move-in-ready bungalow offers a bright eat-in kitchen with stainless appliances and three well-sized bedrooms on the main level, each with carpeting and abundant natural light. A large hallway storage area with a barn door adds charm & functionality. The partially finished basement is ready for your finishing touches & includes a rec room, workshop, office/gym space & a convenient combination 4-piece bath with laundry & storage. The fenced backyard provides plenty of room to relax with your morning coffee or evening cocktail plus easy entertaining for family & friends on the spacious deck. Parking for 2+ vehicles. Central air conditioning ensures year-round comfort. Set in a great location overlooking greenspace & within walking distance to public transit, parks & schools. Minutes to shopping, restaurants & recreation. You don't want to miss this fantastic opportunity...book your showing today! 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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356 Willow Creek Road in Winnipeg: Bridgwater Trails Residential for sale (1R) : MLS®# 202611532
356 Willow Creek Road Winnipeg R3Y 1P5
$1,997,500Residential- Status:
- Active
- MLS® Num:
- 202611532
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 2,445 sq. ft.
S/S Thurs. May 28, offers presented Tues. June 2 after 6 pm. Spectacular bungalow offering over 4,000 sq. ft. of incredible living space with exceptional upgrades throughout. Every detail and finish has been meticulously designed, featuring an open-concept layout, soaring ceilings, rich hardwood floors & a stunning walnut feature wall with fireplace. Expansive floor-to-ceiling windows showcase breathtaking lake views & fill the home with natural light. The chef-inspired island kitchen boasts custom walnut cabinetry, high-end JennAir appliances & a convenient butler’s pantry. Sunken DR features patio doors leading to a spacious deck overlooking the beautifully landscaped yard & lake. The private primary retreat offers a wall of windows, direct deck access & a luxurious spa-inspired ensuite with heated tile flrs. Two additional main flr brs share a well-appointed bathroom, while the main level also includes a mudroom & laundry area. The fabulous lower level is designed for entertaining & relaxation, complete with a large rec room, games area, wet bar, one-of-a-kind gym with shower, an additional bedroom, and a 4-piece bath. Completing this exceptional property is a spacious screened-in summer sanctuary. 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
$544,900Residential- Status:
- Active
- MLS® Num:
- 202611718
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 1,301 sq. ft.
S/S Thurs. May 28, offers presented Tues. June 2 after 6 pm. 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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1001 Jessie Avenue in Winnipeg: Crescentwood Residential for sale (1Bw) : MLS®# 202610464
1001 Jessie Avenue Winnipeg R3M 1A1
$499,900Residential- Status:
- Pending
- MLS® Num:
- 202610464
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,504 sq. ft.
Crescentwood gem tucked away on a quiet street just off Corydon Avenue. An inviting front heated sunroom offers the perfect spot for morning coffee or relaxing with a book. Lovely hardwoods flow throughout the living & dining areas, highlighted by a character fireplace w/electric insert & stacked stone surround. The DR overlooks the backyard & connects seamlessly to the updated kitchen featuring ample cabinetry, ss appliances, tile backsplash & walk-in pantry w/automated light. A family-sized tiered island w/built-in dishwasher, double sink, breakfast bar & pendant lighting makes entertaining effortless. Upstairs offers 3 brs & 2 updated baths, including a spacious primary retreat w/WICC & private 4-piece ensuite. The bsmt was professionally developed in 2024 & includes a cozy rec room w/office or play nook, 3-piece bath & laundry room. Numerous upgrades include C/AIR (2022), HRV, HEF, HWT (2014), plumbing, windows, electrical panel, siding & sump pump. The fenced backyard features a tiered deck, garden beds & newer fencing. DT/1 (2014) w/French drain completes this move-in ready home. Ideally located close to all essentials. 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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449 Lyndale Drive in Winnipeg: Norwood Flats Residential for sale (2B) : MLS®# 202607957
449 Lyndale Drive Winnipeg R2H 1M8
$999,900Residential- Status:
- Pending
- MLS® Num:
- 202607957
- Bedrooms:
- 3
- Bathrooms:
- 4
- Floor Area:
- 2,539 sq. ft.
Welcome to this beautifully appointed home offering outstanding curb appeal & fantastic river views. Enjoy your morning coffee on the inviting front deck while taking in the peaceful water views & serene surroundings. Designed for entertaining, host guests in the elegant formal living & dining rms featuring a stylish dry bar, hwds & charming cove ceilings. Remodelled kit complete with built-in oven, spacious island with breakfast bar & an abundance of cabinetry. The bright 4-season sunroom features heated flooring & garden drs leading to a private deck—perfect for year-round enjoyment. Inviting sunken FR offers a warm & inviting retreat with a gas FP. The main flr br currently used as a gym features cork flooring adding both comfort & versatility. Upstairs, you will find a den/office with its own gas FP & fabulous view, along with a luxurious primary suite offering a 5-piece ensuite. A 2nd br & full 4-piece bath complete the upper level. The fully finished lower level includes a theatre rm & 3-piece bath, ideal for movie nights. Additional highlights include an attached oversized heated garage & exceptional outdoor space for entertaining. 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 lower level 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 June 2, 2026 at 02:35 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