Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
Office Listings
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577 Cedarcrest Drive in Winnipeg: North Kildonan Residential for sale (3F) : MLS®# 202623645
577 Cedarcrest Drive Winnipeg R2G 0E1 
$479,900Residential- Status:
- Active
- MLS® Num:
- 202623645
- Bedrooms:
- 4
- Bathrooms:
- 2
- Floor Area:
- 996 sq. ft.
Showings start Wed, Sept 23 w/ Offers presented on Mon, Sept. 28 after 5:00 p.m...Calling all car enthusiasts, mechanics, hobbyists, fitness trainers or anyone just dreaming of the ultimate workshop! This fabulous 3 bdrm, 2 bath bungalow comes with a showstopper 30x24 heated garage. Ideal for your your workshop, man cave/she shed - whatever it is you need!! Constructed with permits and truly "overbuilt". 2x6 construction, radiant heat, an impressive 10' 4" ceiling height, a 9'x18' overhead door, three 220v circuits (welder/compressor outlets) and access to attic storage. Whether you're restoring cars, working on recreational toys, woodworking, fitness training or just want an incredible year-round shop, this space delivers! A large concrete approach with extra rebar for increased strength provides extra parking and easy access; perfect for multiple vehicles, trailers or toys. This is a rare opportunity to combine home, hobby or workspace all in one. Great location close to schools, parks, shopping and all amenities. More detailsListed by Lori Hopfner of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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215 Spence Street in Winnipeg: West Broadway Residential for sale (5A) : MLS®# 202623582
215 Spence Street Winnipeg R3C 1Y5
$299,900Residential- Status:
- Active
- MLS® Num:
- 202623582
- Bedrooms:
- 10
- Bathrooms:
- 2
- Floor Area:
- 2,180 sq. ft.
S.S. Now, Offers as received. Excellent 10 bedroom investment opportunity in a prime West Broadway location! Just minutes from the University of Winnipeg and downtown, this spacious turn-of-the-century home offers excellent flexibility for investors, extended families, or those looking for a multi-generational home. With rooms throughout and plenty of character, this solid and well-maintained property offers the space and potential you’ve been looking for. The main floor features an updated kitchen renovated in 2024 and a renovated bathroom completed in 2023. A second-floor kitchen provides additional flexibility for extended family or rental possibilities. Other updates include exterior paint (2022), newer windows, shingles, and upgraded electrical with a 200-amp breaker panel. The third floor offers additional bedrooms, each with fire escape doors. Including a single attached garage plus an additional parking space. With the option for short-term or long-term rental use, or as a spacious multi-generational family home, this property offers a variety of possibilities. Located in the fast-growing West Broadway area, close to transit, amenities, the U of W, and downtown. More detailsListed by Amanda Kozakevich of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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222 Poplar Avenue in Winnipeg: Elmwood Residential for sale (3A) : MLS®# 202623742
222 Poplar Avenue Winnipeg R2L 0J9
$359,900Residential- Status:
- Active
- MLS® Num:
- 202623742
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 806 sq. ft.
Showings start Sept 22nd - Offers as received! Welcome to 222 Poplar Avenue! Situated on an impressive 68' x 123' lot backing onto a green space, this move-in ready home offers plenty of outdoor space, privacy, and possibilities. Freshly painted and featuring new flooring and carpet throughout, the home also offers newer kitchen cabinets and a spacious kitchen complete with all appliances. Numerous updates provide added peace of mind, including shingles (2025), high-efficiency furnace (2025), hot water tank (2026), and A/C serviced (2026). The oversized double detached garage is an incredible bonus, offering ample room for vehicles, storage, or a workshop. Equipped with 220-volt electrical service, it's ideal for welders, air compressors, EV chargers, woodworking equipment, or other heavy-duty tools—making this a fantastic setup for hobbyists or future workshop projects. Located within walking distance to Lord Selkirk School, public transportation, shopping, and other nearby amenities, this property is an excellent opportunity for families, first-time buyers, or anyone looking for a spacious lot in a quiet, convenient location. Don't miss your chance to make 222 Poplar Avenue your new home! More detailsListed by Jordan Prest of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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303 400 Wardlaw Avenue in Winnipeg: Osborne Village Condominium for sale (1B) : MLS®# 202623681
303 400 Wardlaw Avenue Winnipeg R3L 0L7
$349,900Condominium- Status:
- Active
- MLS® Num:
- 202623681
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 1,032 sq. ft.
Welcome to a gorgeous & modern top floor Condo in the heart of Osborne Village! Built new in 2015, this stylish condo has loads of living space. A Unique open concept main level with soaring ceilings and massive windows filling the suite with natural light, spacious Great Room, modern and well designed Kitchen with Stainlees steel appliances, quartz countertops & tile backsplash. This level also offers two large bedrooms, both with double closets, plus a full 4 piece Bathroom. Up the flight of stairs, you will find a fantastic Loft space, perfect for a home office, lounging space or potential 3rd bedroom. There is stackable washer & dryer too! The best feature is the stunning 11' x 16' rooftop patio, just a perfect place for entertaining and enjoying warm summer nights! This suite comes complete with gated & covered parking, central heating & air conditioning, triple-pane windows, plus is a pet-friendly building. Absolute choice location, just steps away from vibrant Osborne Village. Walk to all your favorite restaurants, cafe's, gym, & shopping. Down the street from rapid transit, and minutes from downtown & the Forks. Don't miss this opportunity to enjoy elevated living! More detailsListed by Dave Kramer of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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168 Des Meurons Street in Winnipeg: St Boniface Residential for sale (2A) : MLS®# 202623659
168 Des Meurons Street Winnipeg R2H 2M5
$439,900Residential- Status:
- Active
- MLS® Num:
- 202623659
- Floor Area:
- 770 sq. ft.
Great location for multi family residential development! Potential for up to 6 units with 6 parking stalls or 2 duplexes. This 55 x 120 lot is ideally situated between Dubuc Street and the back (side) lane, offering excellent access and flexibility for development. More detailsListed by Lori Hopfner of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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193 Robindale Road in Winnipeg: Charleswood Residential for sale (1G) : MLS®# 202622929
193 Robindale Road Winnipeg R3R 1G9
$699,900Residential- Status:
- Active
- MLS® Num:
- 202622929
- Bedrooms:
- 5
- Bathrooms:
- 3
- Floor Area:
- 1,997 sq. ft.
S/S Thurs. Sept. 24, offers presented Wed. Sept.30 after 1 pm. Rare opportunity to own a true mid-century Charleswood original! Architecturally designed by its original owner, this distinctive 1978 split-level is beautifully positioned on an expansive pie-shaped lot, nestled among mature trees w/a private, park-like setting. Built on piles, the property offers an incredible combination of land, space & timeless mid-century character. Inside, vaulted wood ceilings, o/s windows & a sunken LR showcase the home’s original architectural design. The formal DR overlooks the spectacular backyard, while the eat-in kit features patio doors to a deck. The UL offers 4 bedrooms, including a spacious primary w/WICC & 3-piece ensuite. Designed w/entertaining in mind, the LL features rich wood accents, stone-facing wood-burning fp, guest bedroom, 2-piece bath & an extra large laundry room w/wall-to-wall storage & cedar closet. 2 furnaces, 2 C/AIR units & humidifier. Inviting stone exterior w/wood accents, long paver stone driveway & AT/2. Steps to Roblin Park Community Centre. A truly special property w/incredible potential to restore, renovate & make your own! Some interior photos have been AI enhanced. 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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20 Mount Royal Crescent in Winnipeg: Silver Heights Residential for sale (5F) : MLS®# 202621523
20 Mount Royal Crescent Winnipeg R3J 2M9
$629,900Residential- Status:
- Active
- MLS® Num:
- 202621523
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,496 sq. ft.
SS Sept 22 Offers Sept 29. Rarely offered riverfront retreat on the Assiniboine river! Fabulous opportunity awaits on an enormous, fenced south-facing, pie-shaped lot. Nestled among mature trees on a quiet crescent w/beautiful view of the river, this property offers a peaceful, park-like feel while remaining just minutes from every amenity and convenience. It's directly across from Assiniboine Park - the foot bridge (+ Sargent Sundae!) is just a short walk away. Designed and built by renowned builder Lount, this mid-century modern bng offers well-designed living space w/refinished hardwoods |23, keeping the back yard, river and sun light in mind. It has 3 generous bdms and 2 full baths. Enjoy cozy evenings by the gas FP and take in the abundant natural light pouring through the large wdws thruout. Refreshed screened-in porch w/outdoor carpet and new screens. 3 wdws in LR |26, HWT |25, eaves+downspouts, steel insul door to sunroom |24, int paint, light fixtures, kitchen appls, washer+dryer |23, shingles approx |16, HEF |18. A rare chance to own a piece of riverfront paradise w/great bones, an unbeatable location and endless potential to make it your own. Opportunities like this don't come along often! More detailsListed by Danielle Margolis of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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70 Millbrook Lane in Winnipeg: East Transcona Residential for sale (3M) : MLS®# 202623623
70 Millbrook Lane Winnipeg R2C 4V9
$380,999Residential- Status:
- Active
- MLS® Num:
- 202623623
- Bedrooms:
- 4
- Bathrooms:
- 2
- Floor Area:
- 691 sq. ft.
SS Now, OH Sat, Sept 26 & Sun, Sept 27, 2:00–4:00 PM. Offers date Sept 28 Welcome to 70 Millbrook Lane! This well-maintained bi-level home offers 4 bedrooms and 1.5 bathrooms in a quiet, family-friendly neighbourhood. A functional layout and plenty of living space, this home is a great opportunity for families, first-time buyers, or anyone looking for a comfortable home in a convenient location. The main floor features a bright living room with hardwood flooring, two good-sized bedrooms, a full bathroom, dining area, & a bright kitchen with ample cabinetry. The fully finished lower level provides 2 bedrooms, a 2-piece bathroom, a spacious recreation room, utility/laundry , & plenty of room for the family to enjoy. Outside, you'll find a fully fenced yard, a storage shed, & a single detached garage with garage door opener. The home was freshly painted in 2026, & the shingles on both the house and garage were replaced in 2019. Close to schools, parks, walking paths, shopping, and public transit, a peaceful neighborhood setting with everyday amenities nearby. Don't miss the opportunity to make 70 Millbrook Lane your new home. Book your private showing today! More detailsListed by Oluwole Osineye of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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2621 Knowles Avenue in Winnipeg: Harbour View South Residential for sale (3J) : MLS®# 202623699
2621 Knowles Avenue Winnipeg R2G 2K7
$649,900Residential- Status:
- Active
- MLS® Num:
- 202623699
- Bedrooms:
- 6
- Bathrooms:
- 4
- Floor Area:
- 1,634 sq. ft.
Offers due Sept 28 @ 6pm | OH Sept 27 2-4pm | COUNTRY LIVING WITHOUT LEAVING THE CITY! Set on an impressive 104’ x 110’ lot backing onto hundreds of acres of undeveloped land & mature trees, this exceptional 1,634 sq. ft. bi-level offers privacy, space, and features you don’t find every day. Built in 2007 & situated behind Harbour View Golf Course, this 6-bedroom, 3.5-bathroom home is designed for both everyday living & entertaining. The main level offers an inviting open feel w/ a spacious eat-in island kitchen featuring high-end oak cabinetry, large dining area, and access to the deck. The bright living room showcases oversized windows and Brazilian oak hardwood flooring. 3-bedrooms include a primary suite w/ 3-piece ensuite and double closets. A fully finished lower level adds a full kitchen w/ 3 bedrooms, rec room w/ heated flooring, and a 3-piece bathroom. Lastly, a 34’ x 32’ attached triple garage! Featuring heated concrete floors, four insulated overhead doors, and exceptional space for a workshop & more. Add highlights incl steel beam construction & 2,500-gallon holding tank, & interlocking driveway. This one is truly something special! More detailsListed by Mike Villanueva of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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1003 365 Wellington Crescent in Winnipeg: Crescentwood Condominium for sale (1Bw) : MLS®# 202623614
1003 365 Wellington Crescent Winnipeg R3M 3T4
$209,000Condominium- Status:
- Active
- MLS® Num:
- 202623614
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 818 sq. ft.
Showings Start Weds, Sept 23 // Condo living above the trees on Wellington Crescent! This bright tenth-floor corner unit features stunning views with Southwest exposure. Large Living Room with access to the private balcony. Open concept Kitchen with tons of counter and cupboard space and great river view from the side window (only available in corner units). Primary Bedroom with walk-in closet and large window. 4-piece washroom and ample in-suite storage in the coat and linen closets. Ideally located on the river on Wellington Crescent in a great walkable neighbourhood. More detailsListed by Geoffrey Davis and Claude Davis of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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6 Oakdale Drive in Winnipeg: Charleswood Residential for sale (1F) : MLS®# 202621281
6 Oakdale Drive Winnipeg R2R 0Z4
$1,395,000Residential- Status:
- Active
- MLS® Num:
- 202621281
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 3,318 sq. ft.
S/S Thurs. Sept. 24, offers Wed. Sept. 30 evening. Absolutely stunning custom 2-storey tucked away on a quiet street! Impressive curb appeal w/extensive exterior updates (2025/26), including flat roof replacement, cedar shake exterior & updated upper deck w/sleek black railing. Grand foyer w/direct views of the backyard. Spectacular LR boasts 16’ ceilings, wall-to-wall wdws & floor-to-ceiling Tyndall stone gas fp. Dedicated gym (2024). Elegant DR seats 8–10. FR features heated flrs, shiplap feature wall & wood-burning fp. Expansive gourmet eat-in kit offers heated flrs, soft-close cabinets, quartz counters, high-end S/S appliances, breakfast bar, large island & access to the deck. The 2025 sunroom addition has a tray ceiling, wall-to-wall windows & garden door to the deck. Private office w/custom built-ins. UL offers 4 brs. Primary retreat w/garden door to west-facing deck, WICC, laundry & 4-piece ensuite w/heated flrs. 2 brs offer upper deck access. Updated 4-piece bath (2026). Finished LL includes freshly painted rec room, guest/teen br & 3-piece bath. West-facing fenced backyard oasis w/mature trees, deck & paver patio. Circular paver drive, heated AT/2. HEF, HRV & C/AIR. Exceptional luxury 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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50 CEDAR Avenue in Garson: R03 Residential for sale : MLS®# 202623544
50 CEDAR Avenue Garson R0E 0R0
$399,900Residential- Status:
- Active
- MLS® Num:
- 202623544
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,272 sq. ft.
Showings start Wed, Sept. 23 w/ Offers as received....Discover the relaxed, friendly lifestyle that Garson has to offer! This inviting bungalow with an attractive brick front is situated on a beautiful, mature treed lot with an impressive 107' frontage and approx. 150 depth (to be verified) offering plenty of room to enjoy country living while just a short drive to Beausejour, Selkirk and Winnipeg. A fantastic (permitted) addition provides a spacious living/dining area with a vaulted ceiling, adding character and an impressive sense of space! Functional kitchen with pantry, living area plus two bedrooms and a full and half bath complete the main floor. The gorgeous yard and landscaping features mature trees, fruit trees and perennials creating a private and peaceful setting with lots of space for kids, pets and outdoor entertaining. Plenty of basement storage as well as an attached garage, detached garage and an abundance of parking space providing excellent options for recreational vehicles, storage, hobbies or workshop space. Whether you're looking for more space, a quieter pace or a welcoming community to call home, this property offers a wonderful opportunity to enjoy it all. More detailsListed by Lori Hopfner of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
Data was last updated September 22, 2026 at 12:35 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