Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
My Listings
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53 Bremner Drive in Headingley: Taylor Farm Residential for sale (5W) : MLS®# 202604069
53 Bremner Drive Headingley R4H 0C8 
$1,175,000Residential- Status:
- Active
- MLS® Num:
- 202604069
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 2,001 sq. ft.
Custom bungalow currently under construction with no expense spared & exceptional attention to detail throughout. Designed with timeless style, the home features stunning archways, warm hardwoods & elegant porcelain tile complemented by black fixtures & soft neutral tones. Custom millwork & soft-close cabinetry highlight the craftsmanship found in every space. The dining space showcases a striking arched bar w/smoked glass mirror backsplash, perfect for entertaining. The thoughtfully designed kit features stone countertops & backsplash, a custom pantry & a beautiful lime wash plaster range hood creating a true focal point. The primary retreat offers custom built-in millwork & a luxurious 5-piece ensuite w/double vanity & relaxing steam shower. In total the home offers 3 bedrooms along w/convenient main floor laundry. Modern mechanicals include a dual-zone HEF, C/AIR & HRV system. New home warranty. Insulated bsmt. Enjoy outdoor living w/a welcoming covered front porch & spacious 16' x 14' covered rear deck ideal for relaxing or entertaining. AT/3. Located in the desirable community of Taylor Farm, this home offers the perfect balance of peaceful country surroundings w/city conveniences minutes away. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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1278 Wellington Crescent in Winnipeg: River Heights North Rental for rent (1C) : MLS®# 202604438
1278 Wellington Crescent Winnipeg R3M 3P8
$3,850Rental- Status:
- For Rent
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 4,088 sq. ft.
AVAILBLE IMMEDIATELY! $3850.00 per month plus utilities on this 4,000 sq. ft. two-and-a-half storey nestled on a sprawling lot along iconic Wellington Crescent. Just steps from scenic riverside walking paths leading to Assiniboine Park and a short stroll to the boutiques and eateries of Academy Road. Rich with character, the home features a spacious family room addition with a cozy fireplace, perfect for relaxing or entertaining. 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. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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175 Ridgedale Crescent in Winnipeg: Charleswood Residential for sale (1F) : MLS®# 202603088
175 Ridgedale Crescent Winnipeg R3R 0B4
$2,600,000Residential- Status:
- Active
- MLS® Num:
- 202603088
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 3,093 sq. ft.
S/S Sat. Mar. 14, offers as rec'd. Stunning 1.4-acre riverfront estate in prestigious neighbourhood, offering panoramic views of the Assiniboine River & manicured grounds from every room. This custom two-storey is impeccably maintained & richly appointed w/endless luxuries. The main floor showcases a refined LR w/custom millwork, gas fireplace & double doors to a spectacular outdoor space featuring floor-to-ceiling drop screens & gas BBQ hookup. The dining room is wrapped in windows w/automated blinds & serene front yard views. A private office w/glass sliding doors, custom mudroom w/laundry hookups & elegant 2-piece bath add function. The gourmet eat-in kit boasts a expansive island w/butcher block & quartz, Sub-Zero fridge, WOLF wall ovens & gas cooktop, stone slab backsplash, pot filler, pantry wall & wet bar. Upstairs offers 3 bedrooms, laundry & breathtaking primary retreat w/custom WICC, spa-inspired ensuite w/large shower plus river-facing deck w/covered hot tub. The walkout LL includes a rec room, gym, br & full bath. Control4 automation, hide-a-hose vacuum, steel beam construction, o/s DT/3, pool, 2 hot tubs, tiered deck & beautiful landscaped grounds complete this extraordinary property! More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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82 Hopwood Drive in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202603867
82 Hopwood Drive Winnipeg R3P 0Z5
$1,999,000Residential- Status:
- Pending
- MLS® Num:
- 202603867
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 2,750 sq. ft.
S/S Sat. Mar. 7, offers as rec'd. Complete renovation by DLUX Design in 2021 transformed this exceptional home into a light-filled showpiece. A grand foyer w/soaring 16-foot ceiling & dramatic floor-to-ceiling wood moulding accent wall sets the tone. The formal DR features a custom ceiling, statement pendant lighting & space for large gatherings. Wide plank oak hardwood floors flow throughout the main & upper levels. A private office w/double glass doors offers built-in bookcases w/desk & crown moulding. The gourmet kit impresses w/soft-close cabinetry, quartz counters & backsplash, Wolf 6-burner gas cooktop w/custom hood, integrated fridge & dishwasher plus an oak island w/breakfast bar. A butler’s pantry, mudroom & laundry add function. The bright FR overlooks the backyard oasis & features a gas fireplace flanked by built-ins. Upstairs offers 3 bedrooms, including a luxurious primary w/spa-like ensuite & custom WICC. The 2 other bedrooms share an ensuite. The LL is ideal for entertaining w/rec space, wet bar, gym, 4th br & heated tile bath. The spectacular outdoor space boasts one of the largest lots on the street & features an inground pool, hot tub, outdoor kitchen & covered lounge area. AT/2. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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30 Aldershot Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202604046
30 Aldershot Boulevard Winnipeg R3P 0C8
$2,249,900Residential- Status:
- Active
- MLS® Num:
- 202604046
- Bedrooms:
- 5
- Bathrooms:
- 5
- Floor Area:
- 2,987 sq. ft.
S/S now, offers as rec'd. Fully renovated top to bottom in 2025, this stunning home offers exceptional craftsmanship, quality finishes & thoughtful custom details throughout. The impressive GR features soaring floor-to-ceiling windows, custom built-ins, cozy fp & access to the deck, creating a bright & inviting space. The elegant DR is perfect for entertaining w/a stylish wet bar & custom wine display. The gourmet kit boasts soft-close cabinetry, high-end appliances, quartz counters, fully equipped butler’s pantry & a family-size island w/attached dining table. A main floor office w/built-ins, guest bath & bedroom w/private 4-piece ensuite provide excellent flexibility. Upstairs, the primary suite features custom wall detailing, a dream WICC & a luxurious spa-inspired 5-piece ensuite w/heated floors, soaker tub & dual sinks. Two additional brs share a spacious 5-piece bath. Convenient UL laundry. The finished LL includes a rec room w/dry bar, games area, br & 3-piece bath. All mechanical systems are new including 2 HEF, 2 C/AIR, HRV & sump pump. The expansive outdoor space offers plenty of space for a pool, sunroom & more. AT/2. Ideally located close to shopping, parks, restaurants & coffee shops. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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50 Fieldstone Bay in Winnipeg: Heritage Park Residential for sale (5H) : MLS®# 202603308
50 Fieldstone Bay Winnipeg R2Y 0R2
$419,900Residential- Status:
- Pending
- MLS® Num:
- 202603308
- Bedrooms:
- 4
- Bathrooms:
- 2
- Floor Area:
- 1,040 sq. ft.
Recently updated & filled with natural light, this bright & solid bi-level in Heritage Park offers warm, inviting décor & thoughtful touches throughout. Refinished oak hardwood floors and fresh paint create a modern, welcoming feel, while large windows flood the home w/sunlight. The dining room features direct access to a tiered deck with privacy fence, perfect for relaxing or entertaining. The spacious kitchen showcases light grey cabinetry w/organizers, ss appliances & a stylish barn door leading to an o/s pantry. Down the hall, you’ll find excellent storage, two generous bedrooms w/great closet space & a large full bath. The primary bedroom features a WICC w/barn door, adding rustic charm. The inviting lower level continues the home’s cozy appeal w/a comfortable rec room featuring plush carpeting, beam ceiling & large windows, plus games or flex space, two additional bedrooms & 3-piece bath. The south-facing backyard is fully fenced, nicely treed & ideal for family enjoyment. A long front driveway offers extra parking & leads to an o/s DT/1. Ideally located close to all amenities, schools, parks, walking & biking paths. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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184 Lindsay Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202603502
184 Lindsay Street Winnipeg R3N 1H1
$924,900Residential- Status:
- Active
- MLS® Num:
- 202603502
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 1,668 sq. ft.
OPEN HOUSE SATURDAY MARCH 14 & SUNDAY MARCH 15, 12:00-2:00 PM. . Brand new executive custom build in desirable North River Heights showcasing exceptional design, premium finishes & striking curb appeal w/acrylic stucco, contemporary masonry & o/s stacked windows w/black trim. Built on a piled foundation, this home features commercial-grade luxury vinyl plank flooring, expansive windows & impressive 9 & 10-foot ceilings throughout the main & upper levels. The spacious foyer opens to an elegant dining area & stunning culinary kit w/illuminated waterfall island, Dekton counters, soft-close push cabinetry & high end LG appliances. A convenient main floor guest bath & sunken LR w/access to the east-facing deck complete the level. Upstairs offers three bedrooms, including a luxurious primary retreat w/vaulted cathedral ceiling, spa-inspired 5-piece ensuite w/heated floors, wet room & custom WICC. UL laundry & private office add flexibility. The LL offers potential for a secondary suite w/separate entry, wet bar, custom illuminated millwork, bedroom, laundry hookups & independent mechanical systems. Smart Home features & heated DT/2 wired for EV complete this stunning home. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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214 4314 Grant Avenue in Winnipeg: Charleswood Condominium for sale (1G) : MLS®# 202603089
214 4314 Grant Avenue Winnipeg R3R 3V2
$339,900Condominium- Status:
- Active
- MLS® Num:
- 202603089
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,319 sq. ft.
Rare opportunity to this 3-bedroom, top-floor unit in a desirable & quiet condo building. Bright, updated & exceptionally well maintained, this home features newer laminate flooring & fresh paint throughout. The galley-style eat-in kitchen offers an abundance of cabinetry, all appliances & a newer patio door leading to a large covered balcony overlooking peaceful treed views. A pocket door provides added privacy to the spacious LR, while the open living & dining areas create an inviting space for everyday living & entertaining. The thoughtful layout includes a private guest bedroom with adjacent 3-piece bath, while the primary suite features its own 4-piece ensuite. The versatile third bedroom is ideal as an office, den or gym. Convenient in-suite laundry w/storage. Residents enjoy excellent amenities including a large party room perfect for family gatherings, plus storage lockers located on the same floor. Outdoor parking stall #32 is included, with option to rent a second space. Condo fees cover parking & all utilities for worry-free living. Ideally located steps to the curling club & arena. Minutes to shopping, restaurants & everyday conveniences. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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120 Mountbatten Avenue in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202603033
120 Mountbatten Avenue Winnipeg R3P 0P6
$1,449,000Residential- Status:
- Active
- MLS® Num:
- 202603033
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 2,428 sq. ft.
Beautifully updated from top to bottom, this solid & straight home offers a modern & inviting open design filled w/natural light. A spacious foyer welcomes you into a dining area large enough for gatherings & garden door leads to a 3-season sunroom & massive outdoor space featuring an entertainment-sized deck surrounded by mature trees. Luxury vinyl plank flooring flows throughout both levels. The chef-inspired kit boasts a large island w/matte quartz counter, soft-close drawers & breakfast bar w/storage. High-end ss appliances, custom hood fan & 4-burner gas cooktop w/grill. Bronze hardware & matching sconces add warmth, while a custom mudroom keeps everything organized. The bright sunken LR showcases a wall-to-wall window & custom feature wall w/ornamental fp. The spacious primary offers a hidden WICC & stunning 5-piece ensuite w/heated floors, soaker tub, large vanity & o/s shower. 2 good sized brs w/organizers & 4-piece bath w/heated flrs. The LL features custom built-ins, flex space for relaxing, gym or working. 4th br & steam shower bath. AT/2. Located on a sprawling 130' x 130' corner lot, steps to Tuxedo Golf Course & Assiniboine Park. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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501 280 Waterfront Drive in Winnipeg: Exchange District Condominium for sale (9A) : MLS®# 202602655
501 280 Waterfront Drive Winnipeg R3B 0C2
$514,900Condominium- Status:
- Active
- MLS® Num:
- 202602655
- 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
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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.
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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66 Cummings Crescent in Winnipeg: River Park South Residential for sale (2F) : MLS®# 202601135
66 Cummings Crescent Winnipeg R2N 3P4
$629,900Residential- Status:
- Pending
- 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
Data was last updated March 12, 2026 at 08:35 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