Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
My Listings
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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:
- Sold
- MLS® Num:
- 202601220
- Bedrooms:
- 5
- Bathrooms:
- 3
- Floor Area:
- 2,050 sq. ft.
S/S Thurs. Feb.5, 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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307 Park Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202601424
307 Park Boulevard Winnipeg R3P 0G8
$1,324,900Residential- Status:
- Sold
- 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
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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:
- Sold
- 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
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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:
- Sold
- 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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53 Fifth Avenue in Winnipeg: St Vital Residential for sale (2D) : MLS®# 202600263
53 Fifth Avenue Winnipeg R2M 0A9
$309,900Residential- Status:
- Sold
- MLS® Num:
- 202600263
- Bedrooms:
- 2
- Floor Area:
- 572 sq. ft.
S/S now, offers presented as received. Fabulous opportunity to subdivide this 50' x 122' lot or build your dream home on this beautifully tree lined street in St. Vital! Central location close to all amenities. 10 minute drive to downtown & St. Vital Shopping Centre. Buyer's responsibility to do their own due diligence. House and appliances are sold in "as is condition". 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:
- Sold
- 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:
- Sold
- 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
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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:
- Sold
- 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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691 Renfrew Street in Winnipeg: River Heights South Residential for sale (1D) : MLS®# 202527212
691 Renfrew Street Winnipeg R3N 1K1
$429,900Residential- Status:
- Sold
- MLS® Num:
- 202527212
- Bedrooms:
- 3
- Bathrooms:
- 1
- Floor Area:
- 998 sq. ft.
Welcome to this bright & inviting River Heights bungalow, perfectly situated in one of the area’s most desirable neighbourhoods. This well-cared-for home offers numerous updates & a welcoming atmosphere from the moment you step inside. The living room with hardwood flooring opens to the dining area, creating an ideal space for entertaining. The fabulous modern kitchen includes stainless steel appliances, quartz countertops, plenty of cabinet space & a large window overlooking the fenced backyard. There are three comfortable bedrooms, all with hardwood floors & an updated four-piece bathroom with stylish finishes. The basement offers a family-sized rec room providing plenty of space for the kids to play & a laundry room with washer & dryer. Updated windows, a high-efficiency furnace (2018) & central-air conditioning (2018) provide year-round comfort & efficiency. Hot water tank replaced in 2017. Roof replaced in 2009. Step outside & enjoy a spacious yard with a deck made for family barbecues & a cozy patio perfect for relaxing or entertaining. Single detached garage. Minutes to shopping, restaurants & 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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800 245 Wellington Crescent in Winnipeg: Crescentwood Condominium for sale (1B) : MLS®# 202527227
800 245 Wellington Crescent Winnipeg R3M 0A1
$287,500Condominium- Status:
- Sold
- MLS® Num:
- 202527227
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 922 sq. ft.
Modern, bright & truly one-of-a-kind penthouse at Crescent Villa along scenic Wellington Crescent. Enjoy breathtaking views the moment you step inside! Gleaming hardwood floors & abundant natural light flow throughout this beautifully designed space. The living room features wall-to-wall, floor-to-ceiling windows offering panoramic views of the treetops & Assiniboine River. An eat-in kitchen showcases granite countertops, ss appliances, custom built-in seating with river views & a peninsula with breakfast bar...perfect for morning coffee. Plenty of rich maple cabinetry provides excellent storage. The spacious primary bedroom offers large windows, a walk-in closet (with potential to add in-suite laundry) & serene river views. The second bedroom, currently used as an office (has no closet), adds flexibility for work or guests. Modern 4-piece bath, updated with style. Split a/c units in living room & primary. Shared laundry on the 7th floor, personal storage locker on main floor. Enjoy the privacy of being the only unit on the top floor! Pet friendly. Outdoor parking stall #21. Centrally located & walkable to all amenities...restaurants, shops & parks. 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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746 Haney Street in Winnipeg: Charleswood Residential for sale (1G) : MLS®# 202527046
746 Haney Street Winnipeg R3R 0Y8
$779,900Residential- Status:
- Sold
- MLS® Num:
- 202527046
- Bedrooms:
- 6
- Bathrooms:
- 3
- Floor Area:
- 2,206 sq. ft.
S/S Thurs. Oct. 23, offers presented Tues. Oct. 28 @6 pm. Immaculate, updated & rare find in Charleswood! This beautiful 2,206 sq ft cabover offers space, style & comfort for the whole family. Vaulted ceilings & abundant natural light create an airy, open feel. The inviting foyer leads up to a bright open-concept living, dining & entertaining area complete with a wet bar...perfect for gatherings. The updated kitchen (2015) features soft-close cabinetry, quartz counters, ss appliances & island w/built-in oven & waterfall quartz breakfast bar. Patio doors open to a large tiered deck overlooking the expansive backyard w/patio, firepit, veggie garden & plenty of trees. The family room w/gas fireplace is ideal for relaxing while enjoying backyard & wildlife views. 2 bedrooms, full bath & laundry complete the main level. The private primary suite upstairs offers a WICC & 4-piece ensuite w/jetted tub & walk-in shower. The fully finished LL provides flexible space with 3 more bedrooms, full bath & ample storage. Updates include roof & HWT (2024), HEF & C/AIR (2021) & flooring (2015), C/VAC & AT/2 plus storage/play shed. Fabulous family location...steps to Harte Trail, off-leash dog park & 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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711 77 Edmonton Street in Winnipeg: Downtown Condominium for sale (9A) : MLS®# 202526609
711 77 Edmonton Street Winnipeg R3C 4H8
$139,900Condominium- Status:
- Sold
- MLS® Num:
- 202526609
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 816 sq. ft.
S/S immediately, offers presented as received. Fabulous starter or investment property located at The Colonade including amazing building amenities! This lovely 2 bedroom unit boasts an open concept living area with fantastic views from the large east facing balcony, perfect for morning coffee or evening cocktails. The kitchen features stainless appliances & peninsula with breakfast bar for dining. Both bedrooms have laminate flooring & excellent closet space...primary bedroom features a convenient 4-piece ensuite. Additional 4-piece bath for guests. In-suite laundry. Wall air conditioning unit in living room. Building amenities located on the 2nd floor & include a spacious gym, hot tub, sauna, party room, storage lockers & large outdoor pool. Indoor access to convenience store. Underground parking available for rental. Walkable neighbourhood among beautifully tree lined streets. Take a stroll to The Forks or cross the Osborne Bridge to trendy Osborne Villages many shops & restaurants. 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 24, 2026 at 06:35 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