Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
My Listings
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282 Cathcart Street in Winnipeg: Charleswood Residential for sale (1G) : MLS®# 202622926
282 Cathcart Street Winnipeg R3R 0S3 
$399,900Residential- Status:
- Active
- MLS® Num:
- 202622926
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 864 sq. ft.
S/S Thurs. Sept. 17, offers Tues. Sept. 22 after 6 pm. Updated Charleswood bungalow offering great curb appeal, a spacious yard & a prime location! The bright main floor features expansive windows that fills the spaces w/natural light. The fully renovated kitchen (2024) offers stainless steel appliances, soft-close cabinetry, quartz countertops & a peninsula for added prep space. The dining area includes a portable island, ideal for small appliances & extra storage. A 2nd entry provides convenient access to the fenced dog run. The primary bedroom, 2nd bedroom & nicely updated 4-piece bath (2025) complete the main level. The partially finished basement is wired & drywalled, offering a large rec room & laundry room ready for your finishing touches. Outside, enjoy a west facing backyard w/mature trees, new fencing (2023), patio & large storage shed for tools & lawn care maintenance. The inviting exterior features cedar shakes, wood siding accents & a vaulted-roof carport. Triple-pane main-floor windows (2022). C/AIR. Steps from Assiniboine Park & Forest, close to schools, shopping & restaurants. A fantastic starter, investment or retirement opportunity! 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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642 Oxford Street in Winnipeg: River Heights Residential for sale (1D) : MLS®# 202618824
642 Oxford Street Winnipeg R3M 3K1
$474,900Residential- Status:
- Active
- MLS® Num:
- 202618824
- Bedrooms:
- 3
- Bathrooms:
- 1
- Floor Area:
- 1,004 sq. ft.
Step inside this beautifully updated 1000 sq. ft. bungalow, perfectly located just minutes from all the conveniences that make River Heights one of Winnipeg's most desirable neighborhoods. This move in ready home offers numerous upgrades & a bright, functional layout. The spacious living room features beautiful hardwood floors & a large picture window that fills the space with natural light. New bright white kitchen (2026) boasts cabinetry with convenient pull-out organizers, stone countertop plus new appliances! With 3 generously sized brs, including one currently serving as a formal DR, this versatile layout offers the flexibility to adapt to your family’s needs. A renovated 4 piece bathroom completes the main flr. The lower level includes a comfortable recreation room, laundry area & plenty of storage space. Step outside to a family-sized, fully fenced backyard with ample room for children to play, gardening or entertaining. Additional features include new shingles (2025), central air conditioning, HEF & a single detached garage. Excellent location just minutes from Grant Park Shopping Mall, numerous restaurants, schools & Pan Am Pool. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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2427 Assiniboine Crescent in Winnipeg: Silver Heights Residential for sale (5F) : MLS®# 202621929
2427 Assiniboine Crescent Winnipeg R3J 0B3
$649,900Residential- Status:
- Active
- MLS® Num:
- 202621929
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,493 sq. ft.
Meticulously maintained 1493 sq ft bungalow with fabulous living space. The spacious LR is filled with natural light from numerous windows, including a lovely corner window & features an impressive floor-to-ceiling brick-front gas FP that creates a warm, welcoming focal point. The DR offers beautiful hwds & flows seamlessly into the updated kit. The kit is stylish & functional, featuring abundant cabinetry w/pull-outs, quartz counters & appliances. The PB offers dble closets w/organizers, while the 2nd br features access to the lovely side patio. This charming outdoor space, finished with interlocking brick, is a relaxing spot to enjoy your morning coffee. The bsmt provides an incredible extension of the home’s living space, with an amazing graffiti-art feature wall highlighting the way down to a huge rec room complete with gas FP & wet bar—perfect for entertaining. The bsmt also offers ample storage, 3 pce bath & a flexible br/office w/closet space. 2 staircases provide convenient access to the bsmt. Laundry rm w/appliances. Step outside to enjoy the beautiful backyard featuring a deck w/pergola & plenty of space to entertain. HEF, C/air & Dt/2. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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367 RIVER TRAIL Drive: West St Paul Residential for sale (R15) : MLS®# 202621087
367 RIVER TRAIL Drive West St Paul R4A 0C1
$719,900Residential- Status:
- Active
- MLS® Num:
- 202621087
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 1,880 sq. ft.
S/S Sept. 9, Offers Reviewed following the Open House. Welcome home to this beautifully maintained custom-built two-storey w/stylish modern design. Built in 2019 & located in a quiet, family-friendly West St. Paul community. This home offers wonderful curb appeal w/concrete front drive & lovely landscaping. Inside, the bright open-concept layout is filled w/natural light from expansive windows. The welcoming GR features a stacked stone fireplace wall...perfect for cozy family evenings. The dining area opens through patio doors to the deck & sunny west-facing backyard, creating an ideal space for summer barbecues & entertaining. The kit features quartz counters, ss appliances, a walk-in corner pantry & island w/breakfast bar. Upstairs, enjoy a versatile loft for movie nights or a kids' play area, plus 3 spacious brs. The primary retreat offers backyard views, a WICC & 4-piece ensuite. UL laundry adds everyday convenience. The finished bsmt provides even more room for family & guests w/a large rec room, bedroom & full bath. Outside, the fully fenced yard includes a gazebo, shed & play structure. HEF, HRV, sump pump, O/S AT/2. Close proximity to schools, shopping & 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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14 301 Country Club Boulevard in Winnipeg: Westwood Condominium for sale (5G) : MLS®# 202621358
14 301 Country Club Boulevard Winnipeg R3V 2E4
$939,900Condominium- Status:
- Active
- MLS® Num:
- 202621358
- 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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31 Dumbarton Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202620805
31 Dumbarton Boulevard Winnipeg R3P 2C7
$1,595,000Residential- Status:
- Active
- MLS® Num:
- 202620805
- Bedrooms:
- 3
- Bathrooms:
- 4
- Floor Area:
- 3,363 sq. ft.
S/S now, offers as rec'd. Architectural excellence meets spectacular lakefront living in prestigious Tuxedo. Designed by renowned architect David Penner, this remarkable residence showcases a distinctive layout created to maximize its breathtaking water views. The main level features bedrooms w/private ensuites, while the elevated UL living spaces are surrounded by dramatic floor-to-ceiling windows. The open-concept living & family rooms enjoy panoramic lake views & garden doors opening to a large deck...an exceptional setting for entertaining. A projector & screen add to the impressive entertainment space, complimented by convenient bar-top seating. The formal DR flows into the bright eat-in kitchen featuring white cabinetry, large island, Sub-Zero fridge & expansive wall of windows overlooking the lake. The private primary retreat offers a skylight, WICC & luxurious 5-piece ensuite w/jetted tub. A versatile loft provides an ideal office or studio. The walkout LL includes a spacious rec room, laundry & storage. Additional features include 2 HEF, 2 HWTs, HRV, C/VAC & sump pump. Beautifully landscaped grounds, fenced backyard w/covered patio, AT/3 & direct lake views complete this exceptional property. 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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53 Harvard Avenue in Winnipeg: Crescentwood Residential for sale (1C) : MLS®# 202618958
53 Harvard Avenue Winnipeg R3M 0J6
$2,975,000Residential- Status:
- Active
- MLS® Num:
- 202618958
- Bedrooms:
- 7
- Bathrooms:
- 6
- Floor Area:
- 5,226 sq. ft.
Grand in scale & rich in character, this impressive 5,000+ sq. ft. home offers 7 brs, 6 baths & exceptional space for both everyday living & entertaining. The incredible FR & expansive kit addition create the ultimate setting for celebrations & making lasting memories. A true culinary masterpiece, this spectacular chef's kit is designed to impress, anchored by an extraordinary 13-foot island with seating for eight...perfect for casual dining. Outfitted with a professional 6-burner gas cooktop & an authentic wood-fired pizza oven, it offers an exceptional cooking experience. Entertain in style with a beautifully appointed wine closet & wet bar, while premium finishes, custom craftsmanship & countless luxury features create a space that is as sophisticated as it is functional. A classic centre hall plan welcomes you with a spac LR featuring hwds & a FP, a stunning DR will comfortably seat 12 guests, den & office. The 2nd level offers 4 brs, including a spacious primary suite with a 3-pce ensuite, while 2 additional brs also enjoy the convenience of their own ensuites.The 3rd level offers a recroom, 3 brs & a 3-piece bath. Shingles 2025. AT/2 + DT/2. 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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575 Renfrew Street in Winnipeg: River Heights South Residential for sale (1D) : MLS®# 202619792
575 Renfrew Street Winnipeg R3N 1J8
$549,900Residential- Status:
- Active
- MLS® Num:
- 202619792
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 838 sq. ft.
The moment you step inside, you will immediately appreciate the care & attention to detail that has gone into this stunning bungalow. Offering a warm & inviting layout, stylish finishes & an incredible backyard retreat. Welcoming LR features a striking shiplap accent wall with FP & white oak hardwood flrs...the perfect spot to relax & unwind. Cozy DR is enhanced by a beautiful chandelier. Remodelled kitchen is sure to please, featuring stainless appliances, quartz countertops, plenty of cabinets & a pantry with pull-outs. The primary suite offers a beautiful shiplap feature wall & and dble closet complete with organizers. The 2nd main-flr br is bright & versatile, with a built-in display cabinet adding character & storage. A lovely remodelled 3 pce bath completes the main flr. The fully finished bsmt provides fantastic additional living space w/recreation rm, 3rd br & 3 pce bath. A generous storage/laundry rm features a newer washer & dryer (2024). Enjoy summer evenings on the large deck with gazebo, great for outdoor dining, or entertaining friends & family. Charming exterior with newer Hardie Board siding. Newer fence (2025). Newer shingles 2021. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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100 Waterloo Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202617156
100 Waterloo Street Winnipeg R3N 0S2
$1,595,000Residential- Status:
- Active
- MLS® Num:
- 202617156
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 3,381 sq. ft.
Loaded with character & timeless charm, this beautifully maintained North River Heights home is located steps from Wellington Crescent on a picturesque, tree-lined street. Rich wood trim, original doors, wainscoting, hardwood flrs, crown moulding, arched alcoves, French doors preserve its classic appeal. The formal LR & DR are perfect for entertaining, while the stunning DLUX island eat-in kitchen offers quartz countertops, high-end ss appliances, gas cooktop, prep sink, soft-close cabinetry & abundant storage. Garden doors lead to the deck & beautifully landscaped, park-like backyard, while the spacious 3-season sunroom provides the perfect place to unwind. A main floor den overlooks the tree lined street. Upstairs offers a/c, 4 bedrooms & 3 baths, including a bright primary suite w/Juliette balcony, custom WICC & ensuite w/soaker tub & o/s walk-in shower. The partially finished bsmt features a tavern-inspired rec room w/rich wood finishes, built-ins, dry bar & wood-burning fireplace. Shingles approx. 5 years old, AT/2 & exceptional curb appeal with front drive complete this truly special home where original character meets thoughtful modern updates. 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®# 202618959
1324 Wellington Crescent Winnipeg R3N 0B1
$997,500Residential- Status:
- Active
- MLS® Num:
- 202618959
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,560 sq. ft.
Prestigious Wellington Crescent living just steps from the scenic tree-lined walking path! This architecturally designed residence showcases exceptional craftsmanship, timeless elegance & sophisticated finishes throughout. The inviting LR features a dramatic floor-to-ceiling bay window, custom art niches & a charming wood-burning fireplace. Patio doors from the DR open to a beautifully landscaped, fully fenced backyard w/ tiered deck, creating the perfect space for outdoor entertaining & relaxing. The thoughtfully designed kitchen offers Bosch gas cooktop & wall oven, pull-out organizers & abundant cabinetry for exceptional storage & functionality. A mezzanine office or reading nook provides a bright & versatile retreat. Upstairs, the spacious primary suite features a cozy gas fireplace, dual closets & direct access to a luxurious 5-piece bath. The fully finished LL expands the living space w/a generous rec room featuring a gas fireplace, guest bedroom, 3-piece bath & convenient laundry area. Ideally located in one of Winnipeg's most coveted neighbourhoods, this exceptional home offers the perfect blend of style, comfort & an unbeatable Wellington Crescent address. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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1 393 Wellington Crescent in Winnipeg: Crescentwood Condominium for sale (1B) : MLS®# 202618922
1 393 Wellington Crescent Winnipeg R3M 0A1
$499,900Condominium- Status:
- Active
- MLS® Num:
- 202618922
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,981 sq. ft.
Experience carefree riverfront living in this beautifully appointed condominium, ideally located just steps from the scenic Wellington Crescent walking path. A grand foyer welcomes you into the elegant living & dining rooms, where rich crown moulding & a charming wood-burning fireplace create a warm & inviting atmosphere. The bright sunroom features garden doors leading to a private deck overlooking the river...perfect place to relax!. A cozy den offers the perfect space for reading, working from home or quiet relaxation. The spacious kitchen is designed for both style & function w/granite counters, pull-out organizers & adjoining FR for casual everyday living. The private primary suite is a peaceful retreat featuring custom built-ins, a 3-piece ensuite & picturesque views of Munson Park. An elevator provides convenient access to the fully finished LL, offering two more brs, a 4-piece bath, laundry room & large utility room w/abundant storage. Additional features include C/AIR, C/VAC, heated & insulated AT/2 & private storage locker. An exceptional opportunity to enjoy spacious, low-maintenance living in one of Winnipeg's most sought-after riverfront locations. 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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19 GOLDEN OAK Cove in Cartier Rm: RM of Cartier Residential for sale (R10) : MLS®# 202615285
19 GOLDEN OAK Cove Cartier Rm R4K 1B3
$799,900Residential- Status:
- Active
- MLS® Num:
- 202615285
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 2,366 sq. ft.
Gorgeous Tudor-style 2-storey nestled among mature trees on a quiet no-through road on a 3.06 acre lot. Lovingly maintained by its long-time owners, this exceptional home showcases timeless charm with gleaming hardwood floors, solid oak doors & trim & quality craftsmanship throughout. Formal LR & DR feature crown moulding & large windows framing picturesque views. The updated kit offers granite counters, stainless appliances, under-cabinet lighting, appliance garage, VacuSweep vent & island w/seating. A sunken family room w/wood-burning brick fireplace opens through French doors to a bright 4-season sunroom overlooking the deck & natural landscape. Main floor laundry & bath. Upstairs offers 3 bedrooms, including a spacious primary w/WICC & 4-piece ensuite. Family 4-piece bath. Full basement with RIP for a 4th bath awaits your finishing touches. Heated AT/2 plus DT/3 36' x 26' heated garage/workshop is ideal for hobbyists or a home business Piled foundation, updated Thermopane windows, C/AIR (2022), house shingles (2017), supplemental wood-burning furnace, C/VAC, sump pump. Less than 20 minutes to Winnipeg & minutes to St. François Xavier amenities. 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 September 17, 2026 at 08:35 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