Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
My Listings
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13 Kenwood Place in Winnipeg: Norberry Residential for sale (2C) : MLS®# 202606053
13 Kenwood Place Winnipeg R2M 1Y4 
$489,900Residential- Status:
- Active
- MLS® Num:
- 202606053
- Bedrooms:
- 4
- Bathrooms:
- 2
- Floor Area:
- 1,312 sq. ft.
S/S Thurs. Apr. 23, offers presented Wed. Apr. 29 after 6 pm. This bright family bungalow is tucked away on a large corner pie lot in Norberry, backing onto beautiful greenspace. Durable laminate flooring flows across the main level, complemented by abundant natural light, crown moulding, & tasteful modern updates. The front entry opens to a welcoming living space w/immediate backyard views. The living room features a lg picture window & TV alcove w/electric fireplace insert. The spacious dining area easily accommodates family gatherings & connects seamlessly to the outdoors through patio doors leading to a tiered deck. The white kitchen offers quartz counters, tile backsplash, soft-close drawers, ss appliances & an island w/breakfast bar. 3 generous main floor bedrooms provide ample closet space & natural light. The updated 5-piece bath includes a large floating vanity w/dual sinks. The fully finished LL is perfect for relaxing or entertaining, complete w/a rec room, wet bar, games or gym space, 4th br, 3-piece bath & laundry. The spacious backyard features a tiered deck, patio, plenty of mature trees & room for a future pool! O/S garage. Close to St. Vital Park, community centre, shopping & transit. 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 Street in Winnipeg: Crescentwood Residential for sale (1C) : MLS®# 202607799
66 Kingsway Street Winnipeg R3M 0G9
$1,195,000Residential- Status:
- Active
- MLS® Num:
- 202607799
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 3,523 sq. ft.
S/S Thurs. Apr. 23, offers presented Tues. Apr. 28 after 6:00 pm. 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. 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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50 Royalgate Road in Winnipeg: Charleswood Residential for sale (1F) : MLS®# 202606830
50 Royalgate Road Winnipeg R3R 2G4
$539,900Residential- Status:
- Active
- MLS® Num:
- 202606830
- Bedrooms:
- 5
- Bathrooms:
- 3
- Floor Area:
- 1,428 sq. ft.
S/S Thurs. Apr.23, offers presented Tues. Apr. 28 after 6 pm. Great family home in a prime Charleswood location, set on an oversized corner lot with inviting curb appeal. Vaulted ceilings and maple hardwood flooring enhance the bright main living space. The living room features a cozy corner marble fireplace, while the eat-in kitchen offers plenty of oak cabinetry along with built-in display cabinetry. A main floor bedroom provides flexibility as a home office, with patio doors leading to the fenced backyard. The primary suite includes a walk-in cedar closet and private 3-piece ensuite. Two additional bedrooms and a full bath complete the main level. The fully finished basement offers a rustic rec room with a second fireplace, games area, laundry, 2-piece bath and ample storage. Mechanical updates include high-efficiency furnace, C/AIR & C/VAC. HWT 2020. Roof shingles replaced in 2025. Get ready to enjoy the beautifully fenced backyard with mature trees, flower beds and a deck with gazebo...perfect for relaxing or entertaining. Double attached heated garage w/extra-wide driveway. Ideally located steps from walking path to the park and just minutes to shopping and Assiniboine Park and 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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37 McCrindle Bay in Winnipeg: Charleswood Residential for sale (1H) : MLS®# 202606844
37 McCrindle Bay Winnipeg R3R 3Z7
$669,900Residential- Status:
- Active
- MLS® Num:
- 202606844
- Bedrooms:
- 3
- Bathrooms:
- 4
- Floor Area:
- 1,549 sq. ft.
S/S Thursday, April 23- offers presented Tuesday, April 28 after 6:00 pm......Attention to detail is evident throughout this meticulously maintained 1,549 sq. ft. two-storey home, offering a bright and inviting open-concept layout perfect for modern living! The beautiful main floor features a spacious living and dining area with a stylish entertainment wall with fireplace, large picture window, luxury vinyl plank flooring along with patio doors leading to a large composite deck and fully fenced yard—ideal for entertaining. The kitchen is filled with natural light and showcases quartz countertops, a central island with breakfast bar and pantry, plus a 2-piece bath on the main level. Upstairs, you will find a well-designed layout with a convenient laundry room, a 4-piece bath and three generous bedrooms, including a lovely primary suite complete with its own 3-piece ensuite. The fully finished basement provides excellent additional living space, perfect for family fun or the perfect teenage retreat & includes another 4-piece bathroom. Additional highlights include an in-ground sprinkler system, large attached double garage & a beautifully maintained yard, making this home truly 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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27 Snowberry Circle in Winnipeg: Sage Creek Residential for sale (2K) : MLS®# 202607580
27 Snowberry Circle Winnipeg R3X 0M4
$694,900Residential- Status:
- Active
- MLS® Num:
- 202607580
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,986 sq. ft.
S/S Thurs. Apr. 23, offers presented Tues. Apr. 28 after 6:00 pm. Bright & solid custom Kensington home in family-friendly Sage Creek, ideally situated on a great lot. This open-concept design features durable vinyl plank flooring, high ceilings & large windows that fill the home with natural light. The living room showcases a large picture window overlooking the backyard, while the kitchen offers white cabinetry with organizers, stainless appliances & an island with double sink, breakfast bar & pendant lighting. A pocket door leads to a practical mudroom with additional pantry storage. Patio doors off the dining area open to a fenced backyard with patio, perfect for outdoor enjoyment. A 2-piece guest bath completes the main floor. Upstairs offers three bedrooms, including a spacious primary w/large windows, walk-in closet & 4-piece ensuite with dual sinks & walk-in shower. The additional bedrooms each include walk-in closets & a full bath features a deep soaker tub. 2nd floor laundry. The bright basement is partially finished w/drywall & ready for your personal touch. Enjoy all that Sage Creek offers, including over 9 km of scenic trails, 61 acres of green space & a vibrant, nature-filled community. 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 30 Victor Lewis Drive in Winnipeg: Linden Woods Condominium for sale (1M) : MLS®# 202606398
1 30 Victor Lewis Drive Winnipeg R3P 1H5
$499,900Condominium- Status:
- Active
- MLS® Num:
- 202606398
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,559 sq. ft.
S/S Thursday, April 23-offers presented Tuesday, April 28 after 6:00 p.m.....Rarely available! This beautifully maintained 1559 sq. ft. condo offers a perfect blend of comfort and style in an excellent location. Featuring laminate flooring throughout, the bright living room is highlighted by a large picture window that fills the space with natural light. The spacious dining room is ideal for entertaining, while the stunning remodelled kitchen boasts white cabinetry—some with convenient pullouts—quartz countertops, a gas range with double oven, and a pantry with additional pullouts for optimal storage. Patio doors lead to a cozy deck, perfect for relaxing outdoors. The primary bedroom is a private retreat, complete with a 3-piece ensuite and a spacious walk-in closet. The second bedroom also features its own walk-in closet, offering excellent storage. A well-appointed 4-piece main bathroom completes the space. The partially finished basement is drywalled and wired, offering great potential for additional living space. Complete with central vacuum and a double attached garage, this home is a fantastic opportunity for easy, modern 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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86 Clearwater Road in Winnipeg: Southdale Residential for sale (2H) : MLS®# 202527850
86 Clearwater Road Winnipeg R2J 2T5
$679,900Residential- Status:
- Active
- MLS® Num:
- 202527850
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 2,123 sq. ft.
Bright, solid & welcoming family home in Southdale, ideally located, featuring a freshly painted interior from top to bottom plus numerous updates (2026). The L-shaped living & dining rm is perfect for entertaining, featuring a charming wood-burning fireplace, beautiful hardwoods & newer picture window that fills the home with natural light. The sunny kitchen offers plenty of white cabinetry with organizers, a center island with cooktop & breakfast bar seating for casual dining. A convenient guest bath completes the main flr. The UL features a fantastic mezzanine FR that could also serve as an office or extra br, with patio drs to a south-facing balcony. Four bedrooms up, with a spacious primary suite w/excellent closet space & private 3-piece ensuite. Family 4 pce bath. The fantastic renovated bsmt (2026) offers great ceiling height, newer carpeting, wet bar, & convenient 3-piece bath. The backyard is absolutely stunning—a lush, private, park-like retreat featuring a deck, pergola & thoughtfully designed patio areas. AT/1 with potential to expand to a dble. Exterior painted (2025). C/AIR. Roof (2021). HWT (2025). HEF & C/Air (2018). 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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25 KEMPER Crescent in Headingley: Headingley South Residential for sale (1W) : MLS®# 202605167
25 KEMPER Crescent Headingley R4J 1A6
$799,900Residential- Status:
- Active
- MLS® Num:
- 202605167
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 2,400 sq. ft.
Enjoy the charm of small community living in South Headingley in this bright & spacious 4-level split family home. The LR showcases a stunning Tyndall stone gas fireplace w/rustic mantle, vaulted ceilings & a large window filling the space w/natural light. The updated kitchen features granite counters, soft-close cabinetry, coffee bar, island w/breakfast bar & ss appliances. A garden door opens to a beautifully fenced south facing backyard w/large deck & outdoor fireplace...perfect for relaxing or entertaining. Convenient 2-piece bath & laundry. Upstairs, you’ll find 4 brs, all with hardwood floors & vaulted ceilings & an updated 4-piece bath. The spacious primary retreat includes a wall of windows, o/s closet, heated tile ensuite & private balcony. The lower levels offer a mudroom w/yard access, a versatile bedroom or family room w/ample storage & a rec room w/a 2nd Tyndall stone fireplace. Updated mechanicals include 2 HEF, 2 C/AIR units & HWT. Exterior updates include stucco & shingles. Located near K–12 schools w/direct access to the elementary school. Close to Beaudry Park, Harte Trail, golf & more...country-style living just minutes from the city. 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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182 Lindsay Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202605597
182 Lindsay Street Winnipeg R3N 1H1
$924,900Residential- Status:
- Active
- MLS® Num:
- 202605597
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 1,668 sq. ft.
Brand new executive custom build in sought-after North River Heights, offering exceptional design, premium finishes & striking curb appeal with acrylic stucco, contemporary masonry & o/s stacked windows. Constructed on a piled foundation, this home features commercial-grade LVP flooring, expansive windows & impressive 9 & 10-foot ceilings across the main & upper levels. A spacious foyer leads into an elegant dining area & a show-stopping kitchen w/illuminated waterfall island, quartz counters, soft-close push cabinetry & LG appliances. The sunken LR provides a warm gathering space w/access to the east-facing deck, while a convenient guest bath completes the main floor. Upstairs, you’ll find 3 brs including a stunning primary retreat w/vaulted cathedral ceiling, spa-inspired 5-piece ensuite w/heated flrs, wet room & a custom WICC. UL laundry & a private office offer added flexibility. The lower level is designed w/potential for a secondary suite, featuring a separate entrance, wet bar, custom millwork, bedroom, laundry & independent mechanical systems. Smart home integration & heated double garage pre-wired for EV charger complete this stunning 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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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
- Contact by Email
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30 Aldershot Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202604046
30 Aldershot Boulevard Winnipeg R3P 0C8
$2,195,000Residential- Status:
- Active
- MLS® Num:
- 202604046
- Bedrooms:
- 5
- Bathrooms:
- 5
- Floor Area:
- 2,987 sq. ft.
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
- 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
Data was last updated April 23, 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