Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
My Listings
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14 Hamilton Meadows Drive in Winnipeg: Heritage Park Residential for sale (5H) : MLS®# 202513609
14 Hamilton Meadows Drive Winnipeg R2Y 2K3 
$499,900Residential- Status:
- Active
- MLS® Num:
- 202513609
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 1,577 sq. ft.
S/S Thursday, June 5-offers presented Tuesday, June 10 after 6:00 p.m. This bright & welcoming family home offers 1577 ft. of fabulous living space. The spacious living & dining room features wall-to-wall carpeting, a charming bay window, & a built-in china cabinet alcove—perfect for hosting family gatherings. The inviting sunken family room offers the perfect space to unwind, a striking Tyndall stone-faced gas fireplace serves as the focal point, adding warmth & character to the room. Eat-in kitchen boasts ample cabinet space &, room for a casual dining table. From the kitchen, step out onto the deck & enjoy the fully fenced backyard—ideal for entertaining or family time. The main floor offers three comfortable bedrooms, including the primary suite with a private 3-piece ensuite. Fantastic lower level provides amazing space for a recreation room, games area & gym. There is an additional bedroom for guests or a perfect teen retreat, a 3-piece bathroom, & a laundry room. Additional features include central air conditioning & a high-efficiency furnace (HEF), making this home comfortable & functional year-round. New A/c 2024. At/2 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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12L 300 Roslyn Road in Winnipeg: Osborne Village Condominium for sale (1B) : MLS®# 202513838
12L 300 Roslyn Road Winnipeg R3L 0H4
$169,900Condominium- Status:
- Active
- MLS® Num:
- 202513838
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 623 sq. ft.
S/S immediately, offers presented as received. Bright and spacious 1-bedroom penthouse unit in the heart of Osborne Village! Enjoy breathtaking river and treetop views from your large south-facing balcony, perfect for relaxing or entertaining. This L-shaped living and dining space features charming parquet flooring, crown moulding, and a convenient storage closet. The white galley kitchen comes equipped with matching white appliances and efficient layout. The generous primary bedroom offers great closet space with mirrored sliding doors and beautiful city views. The 4-piece bathroom is finished with floor-to-ceiling tile. Just down the hall, you’ll find shared laundry facilities, and in the summer months, take advantage of the outdoor amenities, including two pools and ample sun-soaked space overlooking the tranquil river—ideal for enjoying warm Manitoba summers. This pet-friendly building offers parking for rent through the condo corporation and is located just steps from Osborne’s vibrant shops, restaurants, and nightlife, with an easy commute downtown. Condo fees include hydro and water. A fantastic opportunity for a starter home or investment property—don’t miss out! 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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896 Palmerston Avenue in Winnipeg: Wolseley Residential for sale (5B) : MLS®# 202513830
896 Palmerston Avenue Winnipeg R3G 1J5
$599,900Residential- Status:
- Active
- MLS® Num:
- 202513830
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 2,034 sq. ft.
S/S Thurs. June 5, offers presented Tues. June 10 after 6 pm. Plenty of upgrades & timeless charm await in this inviting character home nestled along the Assiniboine River in the beautiful community of Wolseley. Set on a tranquil & peaceful stretch of riverfront, the setting is as picturesque as the home itself. Inside, you’ll find rich oak trim, hardwood floors & original detailing. The formal LR boasts a large bay window, while the dining space flows seamlessly into the bright kit, complete w/white cabinetry, ss appliances & peninsula w/breakfast bar. The sunroom offers direct access to the deck & backyard. Renovated 3-piece main floor bath. The 2nd floor has a spacious & bright primary bedroom w/WICC. A FR offers a great space to unwind, with a flex space ideal for a gym or office. Beautifully updated 4-piece bath has heated tile floors. 2 more charming brs on the 3rd flr. Curb appeal shines with maintenance-free landscaping & a backyard oasis surrounded by mature trees. Enjoy 2 decks both w/fantastic views as well as a firepit area & staircase leading to a private riverside patio w/canoe launch. New roof (2023), high-efficiency heating/air units on each floor complete this truly special 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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401 290 Waterfront Drive in Winnipeg: Exchange District Condominium for sale (9A) : MLS®# 202513905
401 290 Waterfront Drive Winnipeg R3B 0A6
$499,900Condominium- Status:
- Active
- MLS® Num:
- 202513905
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,424 sq. ft.
S/S Thurs. June 5, offers presented as rec'd. Executive condo living at its finest! Situated in the heart of Winnipeg’s vibrant Exchange District, this impressive 1,424 sq. ft. corner unit offers spectacular views & modern design with every convenience. Featuring 2 bedrooms, a dedicated office & 2 full baths, the open-concept layout is bright & spacious with 9’ ceilings & expansive windows that flood the space w/natural light. The dining area opens to a wraparound balcony, perfect for relaxing or entertaining. The stylish kitchen is both functional & elegant w/maple cabinetry, granite countertops & Frigidaire Professional Series ss appliances. The primary suite offers its own private balcony, a large walk-in closet, and a luxurious 5-piece ensuite with double sinks, soaker tub, and separate shower. Additional highlights include in-suite laundry with extra storage, central air conditioning, and one heated underground parking stall. Enjoy the ultimate urban lifestyle with a short stroll to The Forks, Shaw Park, river pathways, and Winnipeg’s best restaurants, cafés, shops, and cultural attractions. A perfect blend of luxury, comfort, and convenience—this is care-free condo living at its best! 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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2221 West Taylor Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202513814
2221 West Taylor Boulevard Winnipeg R3P 2J5
$1,999,500Residential- Status:
- Active
- MLS® Num:
- 202513814
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 2,742 sq. ft.
S/S Thurs, June 5-offers presented Tues, June 10 after 6:00 p.m. Step into this masterfully renovated home where exceptional craftsmanship meets high-end luxury. Every detail has been handpicked with care—from the floor-to-ceiling tile wood-burning FP in the GR, to the expansive windows that overlook your own backyard paradise. The gourmet island kitchen is a chef’s dream, featuring a Wolf 6-burner range, Sub-Zero refrigerator, coffee bar, & a breakfast bar for casual dining. An impressive staircase leads to a cozy loft, perfect spot for a home office. The LR is a bright, welcoming space perfect for relaxing. The sleek DR features a stunning contemporary chandelier & will accommodate up to 10 guests. This spacious home features 4 bedrooms & 4 beautifully designed baths. The private primary suite offers a peaceful sanctuary, complete with heated floors, a steam shower, & a custom walk-in closet. The lower level is designed for both relaxation & entertainment, boasting a home theater, gym, recreation room, & office. Outside, unwind in your resort-style backyard with a sparkling pool & elegant patio—truly an entertainer’s dream. Heating, plumbing, electrical, A/C, & roof have all been updated. At/2. 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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1 524 Kenaston Boulevard in Winnipeg: River Heights Condominium for sale (1D) : MLS®# 202513809
1 524 Kenaston Boulevard Winnipeg R3N 1Z1
$209,900Condominium- Status:
- Active
- MLS® Num:
- 202513809
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 957 sq. ft.
Fantastic starter home or investment opportunity in desirable Kenaston Village! Freshly updated in 2025 with new paint and flooring, this well-maintained condo offers a bright and open-concept living space. The white kitchen features a breakfast bar and flows effortlessly into the dining and living areas—perfect for everyday living or entertaining. The spacious primary bedroom includes a convenient 2-piece ensuite and generous storage. A second bedroom and full 4-piece bath provide additional space for family, guests, or a home office. In-suite laundry and a large storage closet add everyday functionality. Enjoy the many outdoor amenities, including an inground pool, hot tub, duck pond, and tennis courts. The on-site recreation facility offers a pool table, library, and gathering space. Pet-friendly and comes with an outdoor parking stall (#335). Located in a prime River Heights location close to shopping, dining, public transit, and more—this condo combines comfort, convenience, and community 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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801 323 Wellington Crescent in Winnipeg: Crescentwood Condominium for sale (1B) : MLS®# 202513213
801 323 Wellington Crescent Winnipeg R3M 0A4
$424,900Condominium- Status:
- Active
- MLS® Num:
- 202513213
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,350 sq. ft.
Experience condo living at its finest in this beautifully remodeled suite offering breathtaking views and outstanding amenities. This move-in ready unit boasts an open-concept layout with a spacious living and dining area, accented by rich hickory hardwood flooring and floor-to-ceiling windows that perfectly frame the stunning views. The bright white kitchen is both stylish and functional, including granite counters, stainless steel appliances, an island with extra cabinetry, and a convenient bar-style eating area that enhances both storage and dining options. Enjoy the comfort of two generously sized bedrooms, including a primary suite complete with dual double closets and a luxurious 3-piece ensuite featuring a large vanity and walk-in shower. Designed for comfort and convenience, this residence also offers 24-hour staffed security, valet service, heated underground parking, ample visitor parking, a fully-equipped gym, a multi-purpose event room, and secure storage for patio furniture & luggage. Located just steps from the scenic Wellington Crescent walking path, this condo offers not only a premium lifestyle but also a prime location. 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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499 Country Club Boulevard in Winnipeg: St Charles Residential for sale (5G) : MLS®# 202511119
499 Country Club Boulevard Winnipeg R3K 2A9
$469,900Residential- Status:
- Active
- MLS® Num:
- 202511119
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,095 sq. ft.
OPEN HOUSE: SATURDAY JUNE 7, 2:00-3:30 PM & SUNDAY JUNE 8, 2:30-4:00 PM. Located on a sunny corner lot, this beautifully updated bungalow offers comfortable, easy living with thoughtful updates throughout. An attached 3-season sunroom w/privacy curtains provides a cozy space to relax with direct access to the yard, which features a dining patio & a new pressure-treated fence (2024). Inside, the home shines with warm hardwood floors & large windows that fill the space w/natural light. The remodelled 2024 kitchen features new ss appliances, a stylish countertop & tile backsplash. Main floor laundry w/access to the double attached garage. The spacious primary bedroom includes a WICC & a refreshed 3-piece ensuite w/new vanity & paint. A 2nd bedroom & updated full bath complete the main floor. The fully finished bsmt offers a large rec room w/space for entertaining, a home office or gym, bedroom with access to a 3-piece bathroom w/heated floors makes a perfect retreat for guests or teens. Mechanically sound with a HEF, C/AIR, sump pump & a 2019 roof w/maintenance-free soffits & fascia. Ideally located close to parks, shopping & schools...this is a turnkey opportunity not to be missed! 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 96 Barnes Street in Winnipeg: Fairfield Park Condominium for sale (1S) : MLS®# 202508863
4 96 Barnes Street Winnipeg R3T 2R5
$429,900Condominium- Status:
- Active
- MLS® Num:
- 202508863
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 1,346 sq. ft.
Discover the perfect blend of style & functionality in this modern bungalow-style townhouse offering 1,346 sq ft of fabulous open-concept living space. The spacious living room, dining area, & kitchen create a seamless flow ideal for both everyday living & entertaining. The kitchen features quartz countertops, maple cabs, stainless steel appliances, & a convenient breakfast bar. Just off the living room, a bright sunroom offers the perfect spot to relax & enjoy your morning cup of coffee. This home boasts three bedrooms & 3 full baths, a comfortable primary suite is complete with two closets & a private 3-piece ensuite. The fully finished lower level adds incredible versatility with a lg recreation room, an additional br, & a full bath—perfect for guests or extended family. This home boasts high-end finishes throughout, including insulation for exceptional soundproofing & energy efficiency, soaring 9-foot ceilings in bsmt, premium engineered flooring, rich maple cabinetry & energy-efficient tri-pane PVC windows. Double attached garage. Stylish, spacious, & move-in ready, this home checks all the boxes. Close to U of M & Public transportation. 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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616 77 Edmonton Street in Winnipeg: Downtown Condominium for sale (9A) : MLS®# 202510135
616 77 Edmonton Street Winnipeg R3C 4H8
$108,500Condominium- Status:
- Active
- MLS® Num:
- 202510135
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 575 sq. ft.
S/S Tuesday May 27, offers presented as received. Fantastic Opportunity for First-Time Buyers or Investors! Step into this inviting 1-bedroom condo, ideally situated in The Colonade – a well-maintained building with fantastic amenities. This open-concept unit features a spacious living and dining area with stylish laminate flooring, seamlessly flowing to a large private balcony offering a lovely view – the perfect setting for your morning coffee or relaxing evening drinks. The functional kitchen comes equipped with appliances and a convenient pass-through to the dining area, making entertaining a breeze. Enjoy the added comfort of in-suite laundry for your convenience. 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. 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. Whether you are looking to get into the market or expand your investment portfolio, this unit is a must-see! 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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870 Wellington Crescent in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202510994
870 Wellington Crescent Winnipeg R3M 0C5
$2,475,000Residential- Status:
- Active
- MLS® Num:
- 202510994
- Bedrooms:
- 4
- Bathrooms:
- 5
- Floor Area:
- 4,317 sq. ft.
S/S immed., offers presented as rec'd. Exceptional, custom-built 2-storey family home located on the prestigious Wellington Crescent. Constructed in 2017, this 4300+ sf residence is a stunning blend of modern luxury & distinctive design. Soaring ceilings & expansive windows bathe the home in natural light. A sunken DR comfortably seats 10 guests & flows into a versatile office or flex space. At the heart of the home is a gourmet eat-in kitchen featuring sleek Italian cabinetry, Thermador appliances, wine column, fully butler’s pantry & an o/s island—perfect for family living & entertaining. A custom double-sided gas fp & brick feature wall add warmth & architectural detail, dividing the GR & FR. Heated tile floors & engineered hardwoods add comfort & elegance. Upstairs, you’ll find 4 bedrooms, each with its own ensuite, including an expansive primary suite w/custom WICC & spa-like 5-piece ensuite w/steam shower, soaker tub & heated floors. The low-maintenance backyard is a summer retreat, offering a large in-ground pool & lounging patios. This home is ideally located near top schools, parks, shops & dining. A rare opportunity to own a true masterpiece in one of Winnipeg’s most coveted neighbourhoods. 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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906 Riverwood Avenue in Winnipeg: East Fort Garry Residential for sale (1J) : MLS®# 202509225
906 Riverwood Avenue Winnipeg R3T 1L1
$1,124,900Residential- Status:
- Active
- MLS® Num:
- 202509225
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 2,144 sq. ft.
OPEN HOUSE SUNDAY JUNE 8, 12:00-1:30 PM. Be the envy of the neighbourhood in this stunning custom-built two-storey home, perfectly situated on a beautiful tree-lined street! An exceptional investment opportunity, ideal for multi-generational living...live in the main residence & rent out the LL suite or use it as an in-law suite. Thoughtfully designed w/quality construction & meticulous workmanship throughout, the home features a bright open-concept main floor w/large windows & LVP flooring. The GR is anchored by a stylish floating media unit w/electric fireplace insert, while the dining area seamlessly extends to the sunny south-facing deck...perfect for entertaining. The sleek kit offers quartz counters, large island, ss appliances & plenty of cabinetry. A bright main floor office & 2-piece bath complete the level. Upstairs, you'll find 3 generously sized brs, including a primary suite w/WICC & luxurious ensuite, plus a 2nd full bath & convenient laundry. THE FULLY SELF-CONTAINED 710 sq. ft. LL SUITE features its own private entrance, open living & dining areas, full kit, laundry, spacious bedroom w/WICC & full bath. An exceptional home offering both lifestyle & income potential...don't miss it! 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 June 9, 2025 at 12:35 AM (UTC)
Contact Me
Chris Pennycook
Office 204-989-5000
3 - 1450 Corydon Avenue
Winnipeg, MB
R3N 0J3