Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
My Listings
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22 McCrindle Bay in Winnipeg: Charleswood Residential for sale (1H) : MLS®# 202600749
22 McCrindle Bay Winnipeg R3R 3Z7 
$749,900Residential- Status:
- Active
- MLS® Num:
- 202600749
- Bedrooms:
- 5
- Bathrooms:
- 3
- Floor Area:
- 2,311 sq. ft.
S/S now, offers presented as rec'd. OH SUN. JAN. 18, 1-3 PM. Modern, bright & move-in ready, this custom two-storey home is ideally located in sought-after Ridgewood West & offers excellent future potential. The open-concept main floor is filled w/natural light from large windows & features durable LVP flooring throughout. The stylish kitchen showcases soft-close Kitchen Craft cabinetry, large island w/breakfast bar seating & a walk-in pantry w/convenient pass-through to the laundry & mudroom. Garden doors lead to the south facing backyard & future deck or sunroom. A private br/office & 3-piece bath complete the main floor. Upstairs offers 4 generous brs w/great closet space, including a spacious primary suite w/double-door entry, WICC & 3-piece ensuite, plus a 4-piece family bath. The bright full basement is ready for development w/RIP & a separate exterior access...ideal for an in-law suite. Set on one of the largest yards in the neighbourhood, the home boasts lovely curb appeal, double attached garage & extra-wide driveway. Located in a growing, family-friendly community close to schools, parks, the perimeter & shopping. HRV, HEF, C/AIR & sump pump. Design your dream backyard for the summer ahead! 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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808 255 Wellington Crescent in Winnipeg: Crescentwood Condominium for sale (1B) : MLS®# 202600738
808 255 Wellington Crescent Winnipeg R3M 3V4
$399,900Condominium- Status:
- Active
- MLS® Num:
- 202600738
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,214 sq. ft.
S/S Wednesday January 14, offers presented as received. Pride of ownership shines throughout this beautifully maintained 2-bedroom, 1.5-bath residence in a sought-after building on iconic Wellington Crescent. Bright and open, the layout features gleaming hardwood floors & ample lighting, all complimented by a southwest-facing balcony with lovely views. The kitchen offers an abundance of white cabinetry, granite countertops, a double oven & tiered island with breakfast bar seating...perfect for casual meals. Both bedrooms feature large windows and share the same sunny southwest exposure, while the primary includes a walk-in closet and a 4-piece ensuite. Enjoy the ease of in-suite laundry and the added convenience of extra storage located on the same floor. Two heated underground parking stalls with storage (51 & 52) are included. Outstanding building amenities include a party room, fitness centre, kitchenette & outdoor patio. Pet friendly and ideally located within walking distance to Osborne Village and scenic river pathways. 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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135 Ash Street in Winnipeg: River Heights Residential for sale (1C) : MLS®# 202600366
135 Ash Street Winnipeg R3N 0P4
$1,995,000Residential- Status:
- Active
- MLS® Num:
- 202600366
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 3,614 sq. ft.
S/S now, offers presented as received. A true architectural masterpiece by renowned builder Art Gross with architect Les Stechesen, this exceptional residence is set on beautifully landscaped grounds and showcases impeccable craftsmanship with a refined blend of luxury and sophistication. The home welcomes you with a striking sunken living room featuring a warm, inviting fireplace, while rich hardwood floors flow throughout. Elegant French doors lead to a formal dining room that comfortably seats 12 and opens to a patio—ideal for entertaining. The bright white chef’s kitchen is both stylish and functional, offering top-tier appliances, ample cabinetry, and a spacious dining area. A cozy yet refined library with its own fireplace provides the perfect retreat. Upstairs, the private upper level features a charming office, serene den, 3-piece bath, and three generous bedrooms, including a luxurious primary suite with a spa-inspired 5-piece ensuite and custom walk-in closet. The lower level impresses with a grand rec room highlighted by a dramatic stone wood-burning fireplace. Spacious double attached garage. Timeless elegance meets modern comfort in this truly extraordinary 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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117 Borebank Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202600166
117 Borebank Street Winnipeg R3N 1E1
$1,349,000Residential- Status:
- Active
- MLS® Num:
- 202600166
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,946 sq. ft.
S/S immediately, offers presented as received. Fabulous opportunity to own in the heart of coveted North River Heights! Situated on a 50' x 120' (6000 sq. ft.) double lot, this property offers endless potential—build two new homes for investment or create your forever home on a spacious, tree-lined street. Partner with Paradigm Custom Renovations to bring your vision to life, whether you prefer modern, traditional, or mid-century style—your dream is their specialty. Ideally located mid-block between Academy Road and Wellington Crescent, just steps from parks, boutique shops, and the scenic walking path along the Crescent. It’s time to turn your dream into a reality in one of Winnipeg’s most desirable neighborhoods. Please note: photos, square footage, and room measurements are for illustration purposes only. Final purchase price will vary based on home size, style, and selected features. 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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34 Birkenhead Avenue in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202529379
34 Birkenhead Avenue Winnipeg R3P 0P1
$1,195,000Residential- Status:
- Active
- MLS® Num:
- 202529379
- Bedrooms:
- 4
- Bathrooms:
- 5
- Floor Area:
- 3,511 sq. ft.
S/S Thurs. Dec. 11, offers presented as rec'd. Spacious & bright family home in sought-after Tuxedo, set on a prime corner lot overlooking beautiful greenspace. This classic 2-storey is filled w/charm, elegance & room for the entire family. A double-door entry opens to a generous foyer, leading to a formal LR centered by a gas fireplace w/marble surround & a bay window flooding the space w/natural light. The formal DR is ideal for hosting large gatherings. A custom eat-in kitchen offers abundant cabinetry w/organizers, built-in fridge & 11' island w/slide-in range, breakfast bar & pendant lighting. Enjoy casual dining w/built-in bench seating & backyard views. The FR is perfect for entertaining, w/patio doors opening to the deck for seamless indoor-outdoor living. Main floor laundry & guest bath add everyday convenience. Upstairs features 4 large brs, including a primary w/WICC & 4-piece ensuite. 2 bedrooms share a 3-piece bath, plus there's an additional 3-piece bath...all with heated tile floors. 2 staircases lead to the bsmt that has a rec room w/wet bar & home theatre system...great for movie night. Plenty of storage & 2-piece bath. AT/2 plus carport. Updates include windows, 2 HEF, C/AIR x 2, HWT 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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303 Boreham Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202528490
303 Boreham Boulevard Winnipeg R3P 0J7
$3,599,000Residential- Status:
- Active
- MLS® Num:
- 202528490
- Bedrooms:
- 4
- Bathrooms:
- 6
- Floor Area:
- 3,511 sq. ft.
Another extraordinary creation by DLUX Design & Company! This 3,511 sq. ft. Tuxedo showpiece blends cutting-edge design with luxurious finishes on one of the area’s most coveted streets—just steps from Assiniboine Park and The Leaf. The main floor features a gourmet kitchen with butler’s pantry, elegant dining room, striking great room with gas fireplace, spacious office & large mudroom. Upstairs offers a versatile family/flex space and three bedrooms, each with its own spa-inspired ensuite and walk-in closet, plus convenient second-floor laundry. The impressive LL is entertainment-ready with a massive rec room, games area with bar, home gym space and a fourth bedroom with ensuite and WICC. Two stylish powder rooms add ease to both the main & lower levels. Outdoors, enjoy a dining deck ideal for summer gatherings. Parking includes a triple attached garage w/tandem bay/workshop. Thoughtfully curated & truly one-of-a-kind, this DLUX home is fully turnkey & value added with high-end appliances, completed landscaping, window coverings & integrated security & sound. A newly completed home lets you save both time and money...your dream home is ready & waiting! 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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30 Aldershot Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202527029
30 Aldershot Boulevard Winnipeg R3P 0C8
$2,274,900Residential- Status:
- Active
- MLS® Num:
- 202527029
- Bedrooms:
- 5
- Bathrooms:
- 5
- Floor Area:
- 2,987 sq. ft.
Fully renovated from top to bottom in 2025, this stunning home showcases high-quality finishes, exceptional craftsmanship & custom details throughout. The GR impresses w/floor-to-ceiling windows, custom built-ins, cozy fp & access to the deck. Entertain in style in the DR, complete w/wet bar & custom wine wall. The gourmet kitchen features soft-close cabinetry, high-end appliances, quartz counters, fully equipped butler's pantry & family-size island w/attached dining table. A main floor office w/built-ins, guest bath & bedroom w/4-piece ensuite add convenience. Upstairs, the primary bedroom boasts custom wall art, a dream WICC, luxurious spa 5-piece ensuite w/heated tile, soaker tub & dual sinks. 2 additional bedrooms share a 5-piece bath, perfect for the kids. UL laundry room. The finished LL includes a rec room w/dry bar, games area, large br & 3-piece bath. All new mechanical systems include 2 HEF, 2 C/A units, HRV & sump pump. The expansive backyard is ideal for entertaining or family fun...room for a pool, sun room, play structures & more. AT/2. Located close to shopping, restaurants, parks & coffee shops. This home is redesigned to impress! 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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15 101 Litchfield Boulevard in Winnipeg: Tuxedo Condominium for sale (1E) : MLS®# 202526666
15 101 Litchfield Boulevard Winnipeg R3P 2R4
$1,225,000Condominium- Status:
- Active
- MLS® Num:
- 202526666
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 2,390 sq. ft.
Immaculate & grand! This stunning home in the prestigious neighbourhood of Foxborough Cove offers elegance, comfort & exceptional design. An inviting foyer gleaming hardwoods & high ceilings sets the tone for this impressive condo. The formal dining room features elegant pillar accents & floor-to-ceiling windows, while the LR showcases a gas fireplace framed by expansive windows overlooking the deck. Perfect for entertaining, a dry bar with glassware storage & display compliments the space. The spacious eat-in kit boasts ample cabinetry, tiered island with breakfast bar & gas cook top. Bosch high-end stainless steel appliances. A 4-season sunroom with bi-fold glass doors extends the living area to the deck. The private primary suite offers a spa inspired 5-piece ensuite & WICC. A 2nd bedroom, 3-piece bath, laundry & mudroom complete the main level. The fully finished LL is an entertainer’s dream w/high ceilings, expansive rec area, 3 additional bedrooms...including a perfect nanny or in-law suite with ensuite, plus another full bath & storage room. Heated AT/2, C/AIR, C/VAC, sump pump. Steps to Shindleman Park & Assiniboine Forest. 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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501 280 Waterfront Drive in Winnipeg: Exchange District Condominium for sale (9A) : MLS®# 202526276
501 280 Waterfront Drive Winnipeg R3B 0C2
$524,900Condominium- Status:
- Active
- MLS® Num:
- 202526276
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,424 sq. ft.
Experience the best of urban living in this bright & immaculate condo located in the heart of the Exchange District, offering amazing panoramic views of the city and Red River. This bright and spacious 2-bedroom plus den corner unit features gleaming hardwood floors throughout the main living area and den. The open-concept design showcases expansive windows with amazing views from every room. Welcoming living room w/gas fireplace, adjoining dining area w/patio doors to the wraparound balcony & a modern island kitchen w/granite counters, tile backsplash, stainless appliances & ample cabinetry. A breakfast bar provides a perfect spot for casual dining. The primary bedroom includes a Juliette balcony, WICC & relaxing 4-piece ensuite w/air tub. Additional highlights include a spacious foyer, in-suite laundry w/storage & a heated underground parking (stall #8), across from elevator. Pet friendly building & professionally managed. Enjoy the shared courtyard with 290 Waterfront & the unbeatable location...just steps to the riverwalk, parks, dining, entertainment & Winnipeg’s top attractions. Nothing to do but move in & enjoy carefree condo living at its finest! 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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12 123 Victor Lewis Drive in Winnipeg: Linden Woods Condominium for sale (1M) : MLS®# 202526520
12 123 Victor Lewis Drive Winnipeg R3P 2L9
$624,900Condominium- Status:
- Active
- MLS® Num:
- 202526520
- Bedrooms:
- 2
- Bathrooms:
- 3
- Floor Area:
- 1,450 sq. ft.
Immaculate and lovingly maintained, this beautiful bungalow in Linden Woods offers comfort, style & thoughtful design throughout. The inviting foyer features an extended tile entry, skylight & clear sightlines to the LR & backyard. 9' ceilings & ash hardwoods flow through the main living areas & bedrooms. A front guest bedroom doubles perfectly as a private office. The bright living room showcases a wall of windows & an alcove for a TV or future fireplace, while the spacious DR easily accommodates 8–10 guests. The custom white eat-in kitchen boasts granite counters, newer white appliances, sky light, walk-in pantry & a peninsula w/corner sinks beneath a large window. The sunny breakfast nook opens to the east-facing deck & backyard. A convenient mudroom/laundry area includes RIP for a sink. The primary suite offers a WICC and 3-piece ensuite. The fully finished bsmt includes a large rec room, 3-piece bath & 3 versatile bonus rooms ideal for hobbies, workshop or a home office. Updates include newer shingles & HWT. HEF (2018). C/AIR, C/VAC. Move-in ready and tucked away for privacy, yet 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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4 390 Wellington Crescent in Winnipeg: Crescentwood Condominium for sale (1B) : MLS®# 202521575
4 390 Wellington Crescent Winnipeg R3M 0B7
$289,900Condominium- Status:
- Active
- MLS® Num:
- 202521575
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 950 sq. ft.
Experience the charm of this 950 sf condo, perfectly situated along the iconic Wellington Crescent with stunning views of Munson Park. Located in an award-winning mid-century building & recognized with a prestigious Silver Massey Medal for its architectural brilliance. The bright & spacious living and dining area features newer carpeting & floor-to-ceiling windows that flood the space w/natural light & stunning views. A cozy balcony offers the perfect spot to unwind with your morning coffee or an evening cocktail. The custom kitchen impresses with abundant cabinetry, pull-out shelves, ss appliances, under-mount lighting, and a sleek stainless backsplash—plus a convenient built-in desk w/upper cabinets for your home office needs. 2 comfortable bedrooms w/newer carpeting & an updated 4-piece bath complete the layout. Additional features include fresh paint, updated light fixtures, 2 wall A/C units, free shared laundry (in-suite laundry can be installed), main floor storage locker & an outdoor covered parking stall located in front of the entrance. This non-smoking building is just steps from Corydon & Grosvenor’s boutique shops, cafes & restaurants...an unbeatable location for urban living. 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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39 Nanton Boulevard in Winnipeg: Tuxedo Rental for rent (1E) : MLS®# 202516669
39 Nanton Boulevard Winnipeg R3P 0N1
$8,500Rental- Status:
- For Rent
- Bedrooms:
- 5
- Bathrooms:
- 5
- Floor Area:
- 3,668 sq. ft.
S/S immediately. AVAILABLE TO RENT NOW! Extensively renovated over the years, this home offers a stunning family room addition showcasing vaulted beamed ceilings, a dramatic chateau-style fireplace, and five sets of French doors leading to the beautifully landscaped yard—perfect for entertaining inside and out. The gourmet eat-in kitchen is a chef’s dream, equipped with premium appliances, while the elegant formal dining room, complete with fireplace, sets the tone for memorable gatherings. Upstairs you’ll find five spacious bedrooms, three with their own ensuite baths, including a generous primary suite. The finished lower level includes a cozy family room with fireplace and bar, a 2-piece bath, laundry area, and ample storage. Rich in history, charm, and function, this is a truly exceptional home in one of the city’s most desirable neighborhoods. 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 January 14, 2026 at 08:35 AM (UTC)
Contact Me
Chris Pennycook
Office 204-989-5000
3 - 1450 Corydon Avenue
Winnipeg, MB
R3N 0J3