Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
My Listings
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30 Aldershot Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202520617
30 Aldershot Boulevard Winnipeg R3P 0C8 
$2,274,900Residential- Status:
- Active
- MLS® Num:
- 202520617
- Bedrooms:
- 5
- Bathrooms:
- 5
- Floor Area:
- 2,987 sq. ft.
S/S now, offers reviewed within 24 hrs. 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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12 Britton Bay in Headingley: Headingley North Condominium for sale (5W) : MLS®# 202520300
12 Britton Bay Headingley R4H 0A3
$599,900Condominium- Status:
- Active
- MLS® Num:
- 202520300
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,385 sq. ft.
S/S Saturday, Aug 16, offers presented as received....Nestled in a peaceful, rural-like setting just minutes from all of Winnipeg’s amenities, this beautifully updated condo bungalow offers numerous upgrades & a thoughtfully designed layout. The inviting great room features soaring tray ceilings, a large window with Hunter Douglas blinds, a cozy gas fireplace, creating a warm & welcoming atmosphere. The adjacent dining room provides access to a bright and cozy 3-season sunroom with floor-to-ceiling windows. Designed with entertaining in mind, the kitchen opens to both the great room & sunroom & boasts updated cabinetry, sleek countertops, & modern appliances. Two main floor bedrooms include a lovely primary suite with a 3-piece ensuite. The fully finished lower level offers plenty of room for family fun, complete with gas fireplace, sauna, guest bedroom, 3-piece bath, & ample storage space. Outdoor living is a dream with a raised deck for dining & a ground-level patio, ideal for relaxing or entertaining. Additional features include new hybrid heating/cooling system (A/c) with gas furnace, electric heat pump (2024), HWT (2024), security system, & a double attached garage. Roof shingles (2015). 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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396 Oxford Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202519842
396 Oxford Street Winnipeg R3M 3J7
$749,900Residential- Status:
- Active
- MLS® Num:
- 202519842
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 1,807 sq. ft.
S/S Thurs, Aug 14-offers presented Tues, Aug, 19 after 6:00 pm. Step into this truly exceptional family home where timeless design & luxury finishes meet everyday comfort—an absolute gem that exudes pride of ownership throughout! From the moment you enter, you're welcomed by an inviting LR that showcases a classic wood-burning fireplace framed by exquisite custom cabinetry & rich wood flooring. An elegant DR offers a built-in cabinet alcove & a striking chandelier—perfect for dinner parties. The spacious kitchen impresses with abundant cabinetry, gleaming quartz counters, & stainless steel appliances. A main floor bedroom & stylish 3-piece bath add flexible living options. Upstairs, the stunning primary suite boasts, charming wainscoting, an ornamental fireplace, walk-in closet, & a luxurious 3-piece ensuite. A 2nd bedroom offers the perfect space for a home office. The lower level feels like a private suite with a rec room, wet bar, bedroom with built-in wardrobe, access to a 4-piece bath featuring a clawfoot tub and walk-in shower, plus a separate office. Outside, unwind in the beautifully landscaped, fully fenced yard with a spacious deck—perfect for summer entertaining. Detached 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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681 Cambridge Street in Winnipeg: River Heights Residential for sale (1D) : MLS®# 202516660
681 Cambridge Street Winnipeg R3M 3G2
$319,900Residential- Status:
- Active
- MLS® Num:
- 202516660
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 735 sq. ft.
S/S Thurs, Aug 14- offers presented Tues, Aug 19, after 6:00 pm. This charming bungalow features thoughtful updates throughout, combining cozy comfort with modern style. The spacious living room offers new carpeting (2025), perfect for relaxing or entertaining friends and family. The bright, white renovated kitchen is designed with both style & functionality in mind. It features an abundance of white cabinetry—including glass-front units with interior lighting that add a touch of charm & beautiful quartz countertops. A built-in table provides the perfect spot for dining. The main floor also includes two spacious bedrooms & a beautifully updated 3-piece bathroom with a corner shower & a linen cabinet for extra storage. The basement offers a generous rec room with dry bar & piano (included), a 3-piece bath, & a spacious laundry/storage room. Outside, the backyard is surrounded by mature trees & perennials. Enjoy two patios, plus a cozy sunroom overlooking the yard. Additional features include a double garage, central vacuum, and A/C. Excellent location just minutes from Grant Park Shopping Mall, schools, & Pan Am Pool. 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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1201 77 Edmonton Street in Winnipeg: Downtown Condominium for sale (9A) : MLS®# 202516886
1201 77 Edmonton Street Winnipeg R3C 4H8
$149,900Condominium- Status:
- Active
- MLS® Num:
- 202516886
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 876 sq. ft.
Corner penthouse unit in a prime downtown location with stunning views of the Golden Boy from the large east-facing balcony! This bright and spacious 2-bedroom condo features an updated galley-style kitchen with a convenient laundry/storage closet and modern bathrooms. Enjoy laminate flooring in the living and dining areas, two wall-mounted air conditioning units, and a walk-in storage room within the unit. Both bedrooms are generously sized with ample closet space, and the primary bedroom includes a 4-piece ensuite. Comes with secure underground parking stall #104. Fantastic building amenities include a fitness centre, hot tub, sauna, outdoor pool, and party room. Cat-friendly and within walking distance along the Red River to The Forks, Osborne Village, public transit, and shopping. Ideal for students, first-time buyers, or investors. Direct building access to a convenience store adds to the everyday ease of condo 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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1028 Hector Avenue in Winnipeg: Crescentwood Residential for sale (1Bw) : MLS®# 202518743
1028 Hector Avenue Winnipeg R3M 2G7
$389,900Residential- Status:
- Pending
- MLS® Num:
- 202518743
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 910 sq. ft.
This completely updated bungalow in Crescentwood offers modern living with timeless style. Featuring a bright and airy open floor plan and warm laminate flooring throughout both the main level and finished basement. The stunning white kitchen is equipped with newer appliances, quartz waterfall island with breakfast bar, built-in pullout organizers, and display cabinetry—perfect for both everyday living and entertaining. A spacious dining area flows into the inviting living room, which overlooks the front patio—ideal for your morning coffee. Two bedrooms and a beautifully updated 4-piece bath complete the main floor. The fully finished basement offers a large rec room with dry bar, a guest bedroom or home office, and a 3-piece bath. Outside, the private fenced backyard features a sliding gate to the attached garage, a deck, stone patio, garden shed, and raised planter boxes, perfect for the garden enthusiast. Additional highlights include central air, a high-efficiency furnace, and newer hot water tank. All just steps from Grant Park Shopping Centre, schools, and restaurants. This home is move-in ready. 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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6 1215 Troy Avenue in Winnipeg: Sinclair Park Condominium for sale (4C) : MLS®# 202517762
6 1215 Troy Avenue Winnipeg R2X 1E4
$129,900Condominium- Status:
- Active
- MLS® Num:
- 202517762
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 598 sq. ft.
Great investment or first-time buyer opportunity in Sinclair Park! This 598 sq. ft. 2-bedroom, 1-bath condo offers affordable living in a convenient location close to all amenities. The functional layout includes a comfortable living space, fully equipped eat-in kitchen, and two good-sized bedrooms. Pet friendly building with in-building laundry for added convenience. Includes one outdoor parking stall. Central air conditioning to keep you cool in the summer! Professionally managed with low condo fees—making ownership easy and stress-free. Don't miss this affordable entry into home ownership or a solid addition to your investment portfolio! 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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4 524 Kenaston Boulevard in Winnipeg: River Heights Condominium for sale (1D) : MLS®# 202517751
4 524 Kenaston Boulevard Winnipeg R3N 1Z1
$249,900Condominium- Status:
- Active
- MLS® Num:
- 202517751
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 907 sq. ft.
Beautifully remodelled in 2025, this 2-bedroom, 2-bath end unit in desirable Kenaston Village is move in ready! This stylish condo features laminate flooring throughout and an open concept living space filled with natural light. The living room offers a cozy corner electric fireplace and patio doors that lead to a fenced courtyard—perfect for relaxing or entertaining. The updated kitchen boasts all new ss appliances, an undermount sink with garburator, soft-close cabinetry, and a corner peninsula providing extra counter space. The spacious primary bedroom includes ample closet space & 2-piece ensuite with updated vanity. A second bedroom is perfect for guests or use as a home office. The updated 4-piece bathroom includes access to the laundry/storage room w/stackable washer & dryer. Additional features include wall A/C, an outdoor parking stall, and access to fantastic amenities including an inground pool, hot tub, duck pond, tennis courts, and a recreation facility with pool table, library, and gathering space. Pet friendly & located within walking distance to shops, restaurants & public transit. Ideal 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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62 BLUMBERG Trail in Headingley: Headingley North Residential for sale (5W) : MLS®# 202517500
62 BLUMBERG Trail Headingley R4H 0B8
$939,900Residential- Status:
- Active
- MLS® Num:
- 202517500
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 1,850 sq. ft.
Immaculate 4-bedroom home located in Headingley, perfectly situated on a beautifully landscaped lot. This custom modern home features high ceilings & open concept design, offering a bright & spacious feel. A welcoming foyer leads to a versatile bedroom currently used as an office. The GR impresses w/a floor-to-ceiling wood feature wall, ideal for a TV. A wall of windows overlooks the deck & an expansive fireplace adds coziness to the room. The multifunctional DR includes a built-in desk. Patio doors open to a tiered deck w/pergola...ideal for outdoor entertaining. The island kit features ss appliances, quartz counters, corner pantry & breakfast bar. The spacious primary suite has a WICC & luxurious 4-piece ensuite w/double vanity & large walk-in shower. A main floor guest bath w/laundry access adds convenience. The fully finished bsmt offers a generous rec room & games area w/wet bar, 2 brs, 3-piece bath & ample storage. 36' x 24' heated AT/3. The fenced backyard backs onto a walking path. Underground sprinklers, RV/boat parking pad, piled foundation, steel beam construction, C/AIR, C/VAC, HRV, HEF, sump pump. Pride of ownership is evident 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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48 Bard Place in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202517262
48 Bard Place Winnipeg R3P 2N4
$2,750,000Residential- Status:
- Active
- MLS® Num:
- 202517262
- Bedrooms:
- 5
- Bathrooms:
- 5
- Floor Area:
- 4,207 sq. ft.
A true architectural masterpiece in desired South Tuxedo, this one-of-a-kind custom-built residence by premier builder Art Gross is nestled on an inviting cul-de-sac just steps from the Assiniboine Forest. Designed with impeccable craftsmanship & attention to detail, the home opens with a grand foyer setting the tone for the unique elegance throughout. A circular office adds architectural flair, while the expansive DR features artfully crafted custom glass partitions & a stunning 2-sided FP shared w/the sunken GR. Floor-to-ceiling windows with automated blackout security blinds bring in natural light while offering privacy when desired. The spacious chef's kitchen boasts Beechwood cabinetry, custom tile, high-end appliances & generous island. The UL has 4 bedrooms including a private primary retreat w/maple millwork & spa-inspired 5-piece ensuite w/steam shower. The 2nd br has its own ensuite, while the remaining two share a 5-piece bath. Convenient UL laundry. Basement offers a rec rm, media rm, gym, guest br & 3-piece bath. The spectacular private backyard oasis has a pool, entertainment-sized deck & gazebo w/hot tub. An o/s AT/3 completes this 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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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
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1278 Wellington Crescent in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202516719
1278 Wellington Crescent Winnipeg R3N 0A8
$1,099,000Residential- Status:
- Active
- MLS® Num:
- 202516719
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 4,088 sq. ft.
Nestled on a sprawling lot along iconic Wellington Crescent, this 4,000 sq. ft. two-and-a-half storey home presents a rare opportunity in one of Winnipeg’s most coveted neighbourhoods. Just steps from scenic riverside walking paths leading to Assiniboine Park and a short stroll to the boutiques and eateries of Academy Road, the location is truly unmatched. Rich with character and potential, the home features a spacious family room addition with a cozy fireplace, perfect for relaxing or entertaining. The living and dining rooms flow effortlessly, creating a warm and inviting atmosphere. The kitchen offers ample cabinetry and space for casual dining. The second floor features three generous bedrooms, including a primary with its own ensuite, and an updated 4-piece family bath. The third floor provides flexible living with a private office and a large bedroom complete with its own ensuite—ideal for guests or a growing family. Whether you're ready to restore and customize this timeless residence or envision building your dream home on this premier lot, the possibilities are endless. A truly rare opportunity in a landmark location! 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 August 17, 2025 at 12:35 AM (UTC)
Contact Me
Chris Pennycook
Office 204-989-5000
3 - 1450 Corydon Avenue
Winnipeg, MB
R3N 0J3