Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
My Listings
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307 Park Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202601424
307 Park Boulevard Winnipeg R3P 0G8 
$1,324,900Residential- Status:
- Active
- MLS® Num:
- 202601424
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 2,295 sq. ft.
S/S Thurs. Feb. 5, offers Tues. Feb. 10. Located on a desirable street in Tuxedo, this modern & inviting 2 storey family home is thoughtfully designed for comfortable living & entertaining. A bright open foyer welcomes you into the sun-filled LR featuring lovely hardwoods, oversized windows & custom feature wall w/gas fireplace & stainless surround. The spacious DR easily hosts gatherings, while the chef’s kitchen impresses w/high-end ss appliances, quartz counters, abundant custom cabinetry & family-size island w/double-sided breakfast bar. Relax or entertain in the adjacent FR. Garden doors lead to the deck & beautifully manicured backyard w/mature trees. Convenient 2-piece guest bath. A custom staircase leads to 3 brs & 2 baths. Expansive primary w/double doors & luxury 3-piece ensuite & WICC. An upper west-facing deck offers the perfect spot for morning coffee or sunset cocktails. The fully finished bsmt features a rec room w/wet bar, built-in storage & work space, striking lighted feature wall, 4th br, full bath & laundry. Exceptional curb appeal w/mature landscaping, double drive & 20' x 20' attached garage w/custom overhead door. Steps to Assiniboine Park. Close to shopping, cafés & dining. 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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20 1290 Warde Avenue in Winnipeg: Royalwood Condominium for sale (2J) : MLS®# 202529750
20 1290 Warde Avenue Winnipeg R3X 0L4
$459,900Condominium- Status:
- Active
- MLS® Num:
- 202529750
- Bedrooms:
- 2
- Bathrooms:
- 3
- Floor Area:
- 1,775 sq. ft.
S/S Sat. Feb. 7, offers presented as rec'd. Located in prestigious Royalwood Estates in south St. Vital, this townhomes offers the perfect balance of traditional single-family living with the carefree convenience of condo life. A spacious foyer welcomes you to the upper level open-concept design highlighted by beautiful maple hardwoods & luxurious upgrades. The LR features large windows w/silhouette blinds, custom built-in millwork with storage & electric linear fireplace w/elegant tile surround. The dining area offers additional custom storage & patio doors leading to north facing deck. The island kitchen is finished w/granite counters, breakfast bar seating, ss appliances & ample cabinetry. Convenient 2-piece bath. Upstairs are 2 generously sized bedrooms, each with good closet space, private ensuite baths & steps to the laundry closet. The bright lower-level flex space (ideal office or family room) has access to a covered patio & greenspace through large patio doors. Direct access to the double attached garage & plenty of storage options add to the functionality. Meticulously maintained, pet friendly & low condo fees make this a rare find. Easy access to shopping, dining & recreational activities. 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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90 Empire Street in Headingley: Headingley South Residential for sale (1W) : MLS®# 202601220
90 Empire Street Headingley R4H 1A6
$1,199,900Residential- Status:
- Active
- MLS® Num:
- 202601220
- Bedrooms:
- 5
- Bathrooms:
- 3
- Floor Area:
- 2,050 sq. ft.
S/S Wed. Feb. 4, offers as rec'd. Located in South Headingley on a private & 1.24-acre treed lot, this custom Huntington build showcases impressive upgrades throughout & backs onto a scenic walking path & steps from the Assiniboine River...perfect for year-round outdoor enjoyment. Custom Visions cabinetry is featured throughout, along w/surround sound, structural wood basement floors & recycled leather floors in the main living areas. A wall of windows fills the LR w/natural light, complimented by custom lit built-ins & gas fp. The DR offers space for large gatherings w/floating buffet & accent lighting. The entertainer’s kit impresses w/maple cabinetry, quartz counters, ss appliances & massive island w/2-sided breakfast bar. Garden doors open to a tiered north-facing deck, while patio doors lead to an inviting 3-season sunroom. The primary retreat overlooks the serenity of nature & includes a luxurious ensuite w/WICC. 2 additional brs, full bath & laundry/mudroom connect to the o/s triple car garage. The bright LL features a rec room & games room w/barn wood accent wall & dry bar. 2 more brs/flex spaces, full bath & abundant storage. An exceptional home, lovingly maintained on an incredible 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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66 Cummings Crescent in Winnipeg: River Park South Residential for sale (2F) : MLS®# 202601135
66 Cummings Crescent Winnipeg R2N 3P4
$649,900Residential- Status:
- Active
- MLS® Num:
- 202601135
- Bedrooms:
- 3
- Bathrooms:
- 4
- Floor Area:
- 1,862 sq. ft.
This excellent family home is located on a prime lot in River Park South. Beautiful hardwoods highlight the entertainment-sized living & dining rooms. The sunken family room features a vaulted ceiling w/skylight, cozy wood-burning fireplace & remote pop-up TV. A wall of windows in the DR overlooks the low-maintenance backyard, while a garden door leads to the inviting sunroom. The family-sized kitchen offers ample cabinetry, ss appliances & island w/granite countertop & breakfast bar. A convenient 2-piece guest bath completes the main floor. Upstairs you will find 3 spacious bedrooms, including the primary featuring a modern updated 4-piece ensuite w/double vanity & soaker tub. Updated 3-piece family bath. Designed for entertaining & family fun, the fully finished bsmt includes a theatre area, games area, office & updated 3-piece bath. The south-facing backyard boasts a tiered deck with hot tub, paver stone patio, pergola w/privacy screens & mature perennials. Updates include C/AIR (2023), windows & shingles (2016). Sump pump, C/VAC & AT/2. Close to schools & shopping. Meticulously maintained & cared for with pride of ownership throughout. 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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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.
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.
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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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
Data was last updated February 2, 2026 at 08:35 PM (UTC)
Contact Me
Chris Pennycook
Office 204-989-5000
3 - 1450 Corydon Avenue
Winnipeg, MB
R3N 0J3