Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
My Listings
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815 Fraser Road in Winnipeg: South St Vital Residential for sale (2M) : MLS®# 202608850
815 Fraser Road Winnipeg R2N 4B5 
$4,499,000Residential- Status:
- Active
- MLS® Num:
- 202608850
- Bedrooms:
- 4
- Bathrooms:
- 6
- Floor Area:
- 6,598 sq. ft.
Experience refined country living in this extraordinary modern bungalow by Pine Creek Homes, completed in 2021 & set on a breathtaking 5-acre estate just minutes from the city. Offering over 10,000 sf of impeccably designed living space, the home features rich hardwood floors, soaring 10’ ceilings & a dramatic 14’ ceiling in the great room, framed by a wall of windows that captures the surrounding landscape. The primary retreat is a private sanctuary w/dual WICC & a spa-inspired 5-piece ensuite w/heated floors. 2 additional brs feature private vanities & share a stylish 3-piece bath, while an 812 sf in-law/nanny suite above the garage adds flexibility. A spectacular 2200 sf indoor pool pavilion, wrapped in floor-to-ceiling glass, upper deck & complete w/projector screen, creates an unmatched entertainment experience. The walk-out LL is designed for hosting, with a pub-style bar, lounge area & screened sunroom opening to a patio. Professionally landscaped grounds include a private treed setting, tranquil pond, rock features & 3-hole golf green. A 1200 sf multi-car garage completes this exceptional property...an unparalleled blend of luxury, privacy & natural beauty. 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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1 393 Wellington Crescent in Winnipeg: Crescentwood Condominium for sale (1B) : MLS®# 202607306
1 393 Wellington Crescent Winnipeg R3M 0A1
$549,999Condominium- Status:
- Active
- MLS® Num:
- 202607306
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,981 sq. ft.
This stunning riverfront condominium offers an exceptional blend of elegance, comfort & location—just steps from the scenic Wellington Crescent walking path. A grand entrance welcomes you into a beautifully appointed living & dining area, highlighted by exquisite crown moulding & a charming wood-burning FP. The bright sunroom features garden drs that open onto a private deck overlooking the river. A cozy den provides the ideal retreat for quiet reading or unwinding. Spacious kitchen is thoughtfully designed with granite countertops, pull-out organizers & an adjoining family area, making it both functional & inviting. The private primary bedroom is a true sanctuary, complete with custom built-ins, a 3-piece ensuite & serene views overlooking Munson Park. Convenience meets versatility with an elevator leading to the fully developed lower level, where you will find two additional brs, a 4-piece bath & a dedicated laundry rm with washer & dryer. A generous utility room offers abundant storage space & includes a freezer. Additional features include c/vac, air conditioning, attached double garage (heated & insulated) plus a storage locker. 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 Kingsway in Winnipeg: Crescentwood Residential for sale (1C) : MLS®# 202607799
66 Kingsway Winnipeg R3M 0G9
$1,195,000Residential- Status:
- Active
- MLS® Num:
- 202607799
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 3,523 sq. ft.
This grand character home offers timeless charm across 2½ storeys, blending classic details with fantastic modern updates. The formal living room showcases beautiful wainscoting, a wood-burning fireplace, and built-in cabinetry with stained glass accents. A bright sunroom or den features numerous windows with exquisite stained glass detailing, while the spacious dining room with hardwood floors comfortably accommodates up to 12 guests comfortably. The stunning, top-of-the-line renovated kitchen is equipped with a 6-burner gas oven, abundant cabinetry, a quartz island, access to a large wraparound deckand a convenient second staircase to the upper level. A 2-piece bath completes the main level. A striking staircase leads to a spacious primary suite with an updated 3-piece ensuite, two additional bedrooms with walk-in closets, an updated 4-piece bathroom, and a dedicated laundry area. The third level offers a perfect teenage retreat or guest suite with two bedrooms and a 3-piece bath. The basement includes a washer and dryer. Updates include roof & wiring (2023) & all new plumbing (2022). Outside, you will find a private yard and a newer double detached garage, completing this exceptional 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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296 Rouge Road in Winnipeg: Westwood Residential for sale (5G) : MLS®# 202615296
296 Rouge Road Winnipeg R3K 1K2
$499,900Residential- Status:
- Sold
- MLS® Num:
- 202615296
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,238 sq. ft.
S/S Thurs. July 9, offers presented Wed. July 15 after 6:00 pm. Bright, move-in ready Westwood bungalow offering modern updates & family-friendly living throughout. Gleaming hardwood floors flow through the open living & dining areas, highlighted by a built-in dry bar ideal for entertaining. The bright white kitchen overlooks the main space & features granite countertops, ss appliances, cabinet organizers, a convenient pantry & butcher block island w/breakfast bar for casual dining. A pocket door leads to 3 spacious bedrooms, all with hardwoods & excellent closet space. The primary bedroom includes a 2-piece ensuite. Updated 4-piece family bath. The finished basement expands the living space w/a large rec room & games area (pool table size), plus an updated 3-piece bath w/heated tile, laundry & ample storage. Major updates include C/AIR, HEF, HWT & 200 amp panel all in 2023. Roof shingles replaced in 2021. Triple-pane windows & alarm system add peace of mind. The outdoor space features a 24' x 22' double detached garage (2022), fenced west-facing yard, 12' x 9' shed, and 21' x 13' concrete patio...perfect for kids, pets & entertaining. Walking distance to schools & parks. 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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208 111 Swindon Way in Winnipeg: Tuxedo Condominium for sale (1E) : MLS®# 202614524
208 111 Swindon Way Winnipeg R3P 0W2
$184,900Condominium- Status:
- Sold
- MLS® Num:
- 202614524
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 791 sq. ft.
Fantastic opportunity to own a spacious 791 square foot 1-bedroom condo in the highly sought-after Kenaston Village community. A private entrance leads to the upper-level open-concept living and dining area featuring newer laminate flooring, an ornamental fireplace & patio doors opening to a balcony overlooking the outdoor pool. The functional galley kitchen offers stainless steel appliances, ample cabinetry, generous counter space & a pantry for added storage. The oversized primary bedroom boasts a full wall of mirrored closets and patio doors leading to a rare second balcony facing south. The 4-piece bath/laundry combination includes a large vanity, open shelving, tub/shower & convenient in-suite laundry closet. Includes a serviced outdoor parking stall (#152). Residents enjoy access to an outdoor pool, picnic area, visitor parking & community garden boxes available for rent. Pet-friendly complex with reasonable condo fees. Ideally located within walking distance to parks, close to public transit & easy access to Kenaston Boulevard. An excellent choice for first-time buyers or investors. 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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158 Cordova Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202612908
158 Cordova Street Winnipeg R3N 1A1
$1,095,000Residential- Status:
- Sold
- MLS® Num:
- 202612908
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 2,319 sq. ft.
Bright, modern & architecturally appealing custom two-storey in the heart of North River Heights. Gorgeous refinished maple hardwoods & solid core doors throughout the main & upper levels. The impressive GR has soaring 16' ceilings & dramatic floor to ceiling windows filling the space w/natural light. A formal living & dining area is ideal for entertaining. The bright eat-in kitchen is the heart of the home, offering stone counters, ss appliances, gas cooktop & large corner windows. A garden door leads to the spacious deck & outdoor living space. Main floor laundry & guest bath. Upstairs you'll find 4 brs, including a private primary retreat w/luxurious ensuite featuring heated flrs, double vanity & relaxing soaker tub. Full bath. The finished basement provides additional living space w/a rec room, guest br/office & 3-piece bath. Outdoors, enjoy a large entertainment-sized deck, greenspace & a covered carport that doubles as a summer patio. Additional features include DT/1, HRV, HEF, C/AIR, C/VAC, sump pump & HWT (2022). Shingles (2020). Flooring (2024). Lovely curb appeal highlighted by a covered front porch & wide concrete walkway. Walking distance to iconic Academy Road w/dining & shops. 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:
- Sold
- 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:
- Sold
- 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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1056 McCalman Avenue in Winnipeg: East Elmwood Residential for sale (3B) : MLS®# 202529747
1056 McCalman Avenue Winnipeg R2L 1H7
$329,900Residential- Status:
- Sold
- MLS® Num:
- 202529747
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 903 sq. ft.
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:
- Sold
- 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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74 Bethune Way in Winnipeg: St Vital Residential for sale (2C) : MLS®# 202611534
74 Bethune Way Winnipeg R2M 5P5
$479,900Residential- Status:
- Sold
- 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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1001 Jessie Avenue in Winnipeg: Crescentwood Residential for sale (1Bw) : MLS®# 202610464
1001 Jessie Avenue Winnipeg R3M 1A1
$499,900Residential- Status:
- Sold
- 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
Data was last updated July 20, 2026 at 08:35 AM (UTC)
Featured Listing
14 301 Country Club Boulevard
$949,900
Royal LePage Dynamic Real Estate
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