Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
Office Listings
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371 Toronto Street in Winnipeg: West Broadway Residential for sale (5A) : MLS®# 202607592
371 Toronto Street Winnipeg R3G 1S4 
$274,900Residential- Status:
- Active
- MLS® Num:
- 202607592
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,260 sq. ft.
*SS Apr 20. OTP Apr 28* Welcome to 371 Toronto! This beautifully updated 1,260 sq ft, 1.5-storey charmer strikes that rare balance between modern comfort and timeless character. Move-in ready, warm, and full of life. Step inside and you're greeted by tall ceilings that breathe real space into every room. The updated kitchen shines with brand new quartz countertops, while fresh paint, new floors and new lighting throughout give the whole home a clean, curated feel. PVC windows throughout. Three generous bedrooms offer flexibility for families, work-from-home setups, or guests — and the main bath has a classic clawfoot tub & charming hex tile. The back addition is a brand new build. It hosts the new washer and dryer with plenty of space for a pantry & extra storage. Downstairs, the insulated basement is a blank canvas ready for your vision: rec room, gym, extra bedroom — the potential is all yours. Outside, summer is calling! A brand new raised deck and patio create the perfect setup for entertaining, grilling, or just unwinding. A sliding gate opens to your parking pad, and out front, a classic covered porch is just waiting for a hammock. This is the kind of outdoor space you plan your weekends around. More detailsListed by Shae Kusyk of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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35 Bramblewood Court in Winnipeg: Bridgwater Trails Residential for sale (1R) : MLS®# 202607680
35 Bramblewood Court Winnipeg R3Y 0T1
$849,900Residential- Status:
- Active
- MLS® Num:
- 202607680
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 2,460 sq. ft.
SS on 20/April. Offers April 27 evening. Beautifully maintained 2-storey home on a quiet cul-de-sac in Bridgwater Trails, offering 2460 sq ft above grade plus a fully finished basement of over 1,200 sq ft. Bright open-concept main floor with 9’ ceilings, large windows, and a stylish kitchen featuring maple cabinetry, quartz countertops, large island, SS appliances, glass backsplash & walk-through pantry. Spacious great room with custom entertainment wall, built-in shelving & electric fireplace. Main floor powder room. Upstairs offers 4 large bedrooms, all with walk-in closets (rare feature), including a spacious primary suite with ensuite featuring jetted tub & separate shower, plus an additional full bath and a versatile loft area ideal for a home office or reading space. Fully finished basement includes a large rec room, bedroom, 4-piece bath, and a dedicated storage room—perfect for guests or extended family. Professionally landscaped with a generous deck, located steps from parks, walking paths & playgrounds. Updates include A/C (2024), dishwasher (2025), radon system & insulated oversized garage. Excellent family home offering space, comfort, and a prime location. More detailsListed by Ghassan Shamieh of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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77 Rillwillow Place in Winnipeg: River Park South Residential for sale (2E) : MLS®# 202607677
77 Rillwillow Place Winnipeg R2N 1J1
$324,900Residential- Status:
- Active
- MLS® Num:
- 202607677
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 810 sq. ft.
Showings start Tuesday April 21st with offers presented Monday April 27th. Welcome to this beautifully updated single attached home offering 810 sq ft of comfortable living space. The main floor features a fully remodelled kitchen with modern finishes, along with updated bathrooms that add both style and functionality. Upstairs, you’ll find two well-sized bedrooms, while the partially finished basement provides an additional third bedroom—perfect for guests, a home office, or growing families. Thoughtfully upgraded throughout, this home is move-in ready and ideal for first-time buyers, downsizers, or investors alike. Don’t miss this great opportunity! More detailsListed by Dustin Marks of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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17 BAYVIEW Crescent in Sanford: RM of MacDonald Condominium for sale (R08) : MLS®# 202607605
17 BAYVIEW Crescent Sanford R0G 2J0
$339,900Condominium- Status:
- Active
- MLS® Num:
- 202607605
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,520 sq. ft.
Welcome to Sanford Meadowbrook Villas. Well cared for Active Adult Condominium Community located 7 minutes from the Perimeter. This Modular home offers the luxury lifestyle and features of a 5 year old home coupled together with the operational efficiencies of a new build! 1520 sqft that features a drywall interior finish walls, main floor family room, center vaulted ceilings, 3 view gas fireplace in the living room dining area, with cultured stone feature accents as well as a Skylite in the recently upgraded kitchen. Granite counter tops throughout, back splash and under counter lighting, vinyl plank flooring, Stainless kitchen appliances included and lots of cabinet storage. Nestled in the side yard you have a three season sunroom for 9 months of the year comfort as well as an expanse of composite decking, barbeque area and hot tub for year round use! A very Quiet, Private Lifestyle. 22 x 22 Double Detached insulated and lined garage, as well as a storage shed in the back yard. Please book your appointment to see this well finished home. More detailsListed by Tyson Sonnichsen of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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203 400 Wardlaw Avenue in Winnipeg: Osborne Village Condominium for sale (1B) : MLS®# 202607637
203 400 Wardlaw Avenue Winnipeg R3L 0L7
$299,900Condominium- Status:
- Active
- MLS® Num:
- 202607637
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 833 sq. ft.
Showings start now with offers presented as received. Welcome to 400 Wardlaw—where modern comfort meets the energy of Osborne Village. This beautifully designed 833 sq ft, 2-bedroom condo offers a bright, open-concept layout perfect for both everyday living and entertaining. The standout walnut custom kitchen features sleek quartz countertops and a stylish centre island, creating a warm yet contemporary space to gather. The living room is filled with natural light, highlighted by impressive 9-foot ceilings and access to your own private balcony—ideal for morning coffee or evening relaxation. Rustic laminate flooring adds character throughout, while in-suite laundry and high-efficiency heating and cooling ensure year-round comfort and convenience. Known as “The Village,” this vibrant area blends charming early 1900s architecture with over 175 unique shops, diverse dining options, and exciting nightlife. With rapid transit just steps away, getting around the city is effortless. Experience a home—and a lifestyle—you’ll truly love. More detailsListed by Dustin Marks of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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405 99 Shahi Street in Winnipeg: South Pointe Condominium for sale (1R) : MLS®# 202607555
405 99 Shahi Street Winnipeg R3Y 1Z8
$429,900Condominium- Status:
- Active
- MLS® Num:
- 202607555
- Bedrooms:
- 5
- Bathrooms:
- 2
- Floor Area:
- 945 sq. ft.
S/S now. Offers as received. OH SAT 3:00pm.- 5:00pm.. All measurements are +/- jogs. Experience refined living in this upscale bi-level townhouse in desirable South Pointe. Offering 5 bedrooms and an office, along with 2 full bathrooms, this home features a thoughtfully designed layout. The main level includes two bedrooms, an office, a full bathroom, and a spacious living area with 9-foot ceilings and triple-pane windows. The eat-in kitchen is finished with quartz countertops, laminate flooring, stainless steel appliances, and upgraded lighting. The fully finished basement boasts 9-foot ceilings, a large recreation room, three additional bedrooms, and a 4-piece bathroom. Additional highlights include LOW CONDO FEES, a front-attached single garage and a convenient location close to the University of Manitoba, transit, shopping, and amenities. More detailsListed by Raj Ghataura of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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33 Sunwest Drive in Lowe Farm: R17 Residential for sale (R35 - South Central Plains) : MLS®# 202607484
33 Sunwest Drive Lowe Farm R0G 1E0
$22,000Residential- Status:
- Active
- MLS® Num:
- 202607484
Beautiful pie shaped lot in Lowe Farm! If you are a builder or are thinking of building your own home, have a look at this location. Quiet town living, and a short 45 minute commute to the Perimeter! Call for details! More detailsListed by Candice Bakx-Friesen of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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107 CARMEN Avenue in Winnipeg: Glenelm Residential for sale (3C) : MLS®# 202607330
107 CARMEN Avenue Winnipeg R2L 0E5
$249,900Residential- Status:
- Active
- MLS® Num:
- 202607330
- Bedrooms:
- 3
- Bathrooms:
- 1
- Floor Area:
- 816 sq. ft.
Offers reviewed Thursday April 23rd 3PM. Welcome Home, to this well maintained 816sf 2+bedroom, 1 bath bungalow, in the heart of Glenelm, that is the perfect blend of space, comfort, character & charm! From the time you pull up you will be impressed, by the freshly painted exterior, to the sweet front entry sunroom, that's perfect for relaxation, morning coffee or evening wine! Inside the living room/dining area has high ceilings, original hardwood floors, a new picture window, plus a decorative brick fireplace w/mantel & built-ins, that is an ideal space for entertaining family & friends. Two spacious bedrooms, a 3-piece bathroom and eat-in -kitchen w/ample storage, completes the upper level. The finished basement offers a versatile spare room that can be used as a bedroom, office/den, along with a spacious rec room, workshop, laundry room & cold storage area under the front porch. Outside, enjoy the partially fenced backyard, providing privacy & the single detached garage. Close to parks, city transit, all levels of school & all amenities. Recent updates include Exterior paint 2025, 2 large front windows 2026, HWT 2022, Hi E furnace & A/C 2017, shingles 2012. Call today to view this Glenelm Gem! More detailsListed by Brett Boudreau and Joy Boudreau of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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306 99 Wellington Crescent in Winnipeg: Osborne Village Condominium for sale (1B) : MLS®# 202607443
306 99 Wellington Crescent Winnipeg R3M 0A2
$208,900Condominium- Status:
- Active
- MLS® Num:
- 202607443
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 771 sq. ft.
A Fantastic opportunity to get into an affordable condo at Edinburgh House on Wellington Crescent! Modern and renovated this unit features: Large and open plan Living Room & Dining Room with brand new flooring throughout. Expansive windows across the whole unit, as well a massive 32' long balcony! Functional Kitchen complete with plenty of cabinet space, tile backsplash and newer Stainless steel appliances. Spacious Primary Bedroom with double clothes closet, completely renovated & updated 4 piece Bathroom complete with luxury vinyl tile flooring & glass door shower. Updates include: custom blinds, newer closet doors, flooring, lighting, fixtures, and paint throughout. One underground parking spot is available. Condo fee includes most utilities, including 24 hour security and front door personnel. This clean building offers wide hallways, a welcoming front lobby, laundry room and Visitor parking on site. Prime north Osborne Village location within walking distance of public transit, parks, shopping, great restaurants, downtown & much more. Make the discovery today! 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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74 St Mary's Road in Winnipeg: Norwood Residential for sale (2B) : MLS®# 202607375
74 St Mary's Road Winnipeg R2H 1H7
$649,000Residential- Status:
- Active
- MLS® Num:
- 202607375
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,433 sq. ft.
GREAT OPPORTUNITY FOR POTENTIAL DEVELOPMENT. Approximately 57.40 feet(+/-) frontage on st mary's rd, available for sale with adjacent property to expand potential development. Buyer's to do their own due diligence. More detailsListed by Jacky Maan of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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78 St Mary's Road in Winnipeg: Norwood Residential for sale (2B) : MLS®# 202607415
78 St Mary's Road Winnipeg R2H 1H7
$629,000Residential- Status:
- Active
- MLS® Num:
- 202607415
- Bedrooms:
- 4
- Bathrooms:
- 2
- Floor Area:
- 1,550 sq. ft.
GREAT OPPORTUNITY FOR POTENTIAL DEVELOPMENT. Approximately 82.51 feet(+/-) frontage on st mary's rd, available for sale with adjacent property to expand potential development. Buyer's to do their own due diligence. The house is currently rented. Photos were taken when the home was vacant. More detailsListed by Jacky Maan of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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8 Moutier Bay in Cartier Rm: RM of Cartier Residential for sale (R10) : MLS®# 202606900
8 Moutier Bay Cartier Rm R2K 1A4
$622,900Residential- Status:
- Active
- MLS® Num:
- 202606900
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 2,300 sq. ft.
Showings start now with offers the evening of Apr 21. French countryside meets Manitoba prairie! This 5 bedroom, 4 bathroom rustic-chic, open beam home spans 2,300 sq ft & has been thoughtfully updated since 2022: all windows replaced, central air conditioning, light fixtures, refreshed kitchen with concrete counters, bathrooms, flooring, paint, mudroom addition, appliances, complete septic system plus municipal water hookup for ease & convenience. Two fireplaces add a cozy vibe & the partly finished basement offers extra living space. Check out the large double attached garage with a heater for working on projects in those colder months. Outside, 2.23 acres of beautifully treed land await with a swim spa, expansive deck, huge pond & pirate ship play structure. This delightful home is perfect for families and entertaining while maintaining the peaceful country lifestyle, just 20 minutes from the city! Drop by one of our open houses April 18th & 19th, 2-3:30 pm & experience this fabulous home for yourself! You won’t be disappointed. More detailsListed by Kristen Bilodeau of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
Data was last updated April 20, 2026 at 02:35 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