Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
Office Listings
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43 Dedrick Bay in Winnipeg: Charleswood Residential for sale (1H) : MLS®# 202624062
43 Dedrick Bay Winnipeg R3R 3Y8 
$660,000Residential- Status:
- Active
- MLS® Num:
- 202624062
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,728 sq. ft.
Offers Oct 13th. Welcome to this impressive Randall-built home, situated on a large, pie-shaped lot in desirable RidgeWood West. From the moment you arrive, the curb appeal stands out with a wide front drive, attractive stone detailing and a covered front entry with an oversized door. Inside, the spacious foyer features 17' ceilings and an open staircase. The main floor offers an open-concept kitchen, dining and great room with large windows providing plenty of natural light. The kitchen features upgraded cabinetry, quartz countertops, tile backsplash and upgraded flooring. Upstairs offers three bedrooms, including a spacious primary suite, two additional bedrooms and a convenient laundry room. Additional upgrades include new landscaping and direct garage access through the walk-through pantry. A great combination of space, upgrades and a functional layout in a desirable neighborhood. 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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866 Banning Street in Winnipeg: Sargent Park Residential for sale (5C) : MLS®# 202624782
866 Banning Street Winnipeg R3E 2H9
$314,900Residential- Status:
- Active
- MLS® Num:
- 202624782
- Bedrooms:
- 5
- Bathrooms:
- 2
- Floor Area:
- 2,136 sq. ft.
Offers as received. Are you looking for a fantastic investment opportunity or perhaps a spacious family home. Look no further!! This well maintained Sargent Park duplex has so much to offer. Rent one unit and live in the other and have your mortgage paid for. This duplex is located in a mature neighborhood surrounded by beautiful greenery and conveniently located near plenty of amenities. School is located across the street making it perfect for families. Upgrades are electrical (2025), laminate floors throughout main floor, newer windows, paint, vinyl sidings, roof/shingles. DO NOT miss out...get more for your money. More detailsListed by Mary Jay Hebert of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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963 Centennial Street in Winnipeg: River Heights South Residential for sale (1D) : MLS®# 202624775
963 Centennial Street Winnipeg R3N 1R6
$699,900Residential- Status:
- Active
- MLS® Num:
- 202624775
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,441 sq. ft.
Excellent River Heights development opportunity! Approximately 133’ x 84’ corner lot at Centennial Street and Taylor Avenue with two underlying lots. Following demolition of the existing home, the two lots can be split, allowing for the construction of a 4-plex on each lot. Supporting documents from Landmark Planning & Design are available upon request. For developers looking to maximize the site, there may also be potential to explore a larger multi-family development, subject to required variances and approvals. The existing home is in good condition and currently rented for $2,295/month, providing holding income while planning your development. Buyer to conduct their own due diligence regarding development, zoning and approvals. Call today for more information on this rare development opportunity! More detailsListed by Paul Evans of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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58 Jaymorr Drive in Winnipeg: Charleswood Residential for sale (1F) : MLS®# 202624761
58 Jaymorr Drive Winnipeg R3R 1Y1
$2,000,000Residential- Status:
- Active
- MLS® Num:
- 202624761
Offers will be considered October 26. This is a fantastic river lot, one of the few remaining of its kind in Charleswood. The lot has numerous native growth oak and other species of trees. There may be a possibility to subdivide and create two lots. Please make an appointment with your realtor to walk the property. This is a wonderful opportunity. More detailsListed by Garry Parkes of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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532 6th Avenue S: Stonewall Residential for sale (R12) : MLS®# 202624766
532 6th Avenue S Stonewall R0C 2Z0
$129,900Residential- Status:
- Active
- MLS® Num:
- 202624766
- Bedrooms:
- 3
- Bathrooms:
- 1
- Floor Area:
- 990 sq. ft.
Stonewall - Move-in ready & motivated features a 990 SF, 3 Bedrooms, 1 Bathroom Mobile Home located in a nice, mature area in town & within walking distance to all amenities. This bright, beautifully kept, low-maintenance home offers a warm, open-concept living space with a spacious eat-in kitchen that has a movable island with a butcher block top and a corner pantry. It flows seamlessly into the bright, spacious living room. The east-facing patio doors lead to a screened-in deck/sunroom! Perfect for BBQing, enjoying a morning coffee, or relaxing outdoors in the evening. This property has had lots of very recent updates including, roof (2025), tri-pane windows & doors (2014), Insulated skirting (2025), east deck & screened in porch (2024), flooring, interior drywall, crown moldings and more...is move-in ready and comes with all appliances! Completely fenced yard. The backyard looks onto green space, perfect for extra space for the kids or throwing a ball for the dog! Also includes a shed for more storage! Lots of privacy. Nothing to do here it’s all been done for you. Lot Fees $580 including sewer, garbage & taxes. Great opportunity. Come see for yourself! Quick possession. Call today. More detailsListed by Nancy Dilts of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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517 Weedon Street in Winnipeg: East Kildonan Residential for sale (3B) : MLS®# 202624156
517 Weedon Street Winnipeg R2K 3Z7
$399,900Residential- Status:
- Active
- MLS® Num:
- 202624156
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 1,240 sq. ft.
S/S Mon. Oct. 5, offers presented as rec'd. Great opportunity to bring your vision to this solid 3+ bedroom bungalow on a nice street in East Kildonan! Bright and spacious, this home offers good bones, a functional layout & plenty of potential to create a wonderful family home. The main floor features an L-shaped living & dining room with a wood-burning fireplace, plus an eat-in kitchen with stainless steel appliances. Three bedrooms & a full bath complete the main level, including the primary bedroom with 2-piece ensuite & a bedroom with patio doors leading to the 3-season sunroom. The finished basement offers excellent potential for additional living space, featuring a rec room with wood-burning fireplace, wet bar, 3-piece bath, sauna & possible 4th bedroom. Outside, enjoy a fenced backyard with patio & storage shed, plus a double detached garage. Ideally located close to schools, shopping, parks & transit. A fantastic opportunity for buyers looking for a home they can personalize & make their own! 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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40 Amberfield Drive in Mitchell: R16 Residential for sale : MLS®# 202624720
40 Amberfield Drive Mitchell R5G 1G9
$434,900Residential- Status:
- Active
- MLS® Num:
- 202624720
- Bedrooms:
- 4
- Bathrooms:
- 2
- Floor Area:
- 1,100 sq. ft.
Welcome to this 4-bedroom, 2-bathroom home in Mitchell, built in 2019! The main floor features 2 bedrooms and a full bathroom. The white kitchen offers a centre island, stainless steel appliances, and plenty of storage. The dining room leads to a 12' x 14' deck, perfect for enjoying the outdoors. The primary bedroom includes 2 closets. Moving downstairs to the finished basement, you will find 2 additional bedrooms, a full bathroom, and a spacious rec room with plenty of room to gather or relax. A double attached garage provides added convenience, and the beautiful yard offers a firepit and plenty of space for outdoor activities. AC appliances included. This great home offers plenty of space for the whole family! 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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9154 11 Highway in Lac Du Bonnet: RM of Lac du Bonnet Residential for sale (R28) : MLS®# 202624715
9154 11 Highway Lac Du Bonnet R0E 1Y0
$348,500Residential- Status:
- Active
- MLS® Num:
- 202624715
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,035 sq. ft.
**Open House: Sat Oct 10, 10am-2pm** COUNTRY LIVING JUST STEPS FROM THE WINNIPEG RIVER! Escape to your own private retreat on 1.78 beautifully treed acres, just mins from Lac du Bonnet—with paved access right to your door & no gravel roads to travel! This charming 1,035 sq.ft. 3 bedroom, 2 bath home offers an affordable blend of country living, privacy & modern comfort. Extensively renovated with updated electrical/200 Amp panel, insulation, drywall, flooring, trim, lighting, HWT, heat pump, modern kitchen & updated baths. A new oversized dining rm window fills the home with natural light & showcases the beautiful surroundings. Relax in the 12x18' 3-season sunroom, enjoy the spacious front deck or gather around the secluded firepit tucked among the trees. The impressive 24x40' triple garage offers loads of room for vehicles, workshop space & recreational toys. Beautifully maintained grounds, mature trees & walking trails add to the setting. The Winnipeg River is just a short stroll away, with the TC Trail & 600' hydro shoreline reserve between the property & waterfront. Close to boat launches & town amenities—an affordable year-round home, cottage or country escape! More detailsListed by Shaun Thompson of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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280 DODDS Road in Headingley: Headingley North Residential for sale (5W) : MLS®# 202624672
280 DODDS Road Headingley R4H 1H5
$224,900Residential- Status:
- Active
- MLS® Num:
- 202624672
Build your dream home on this beautiful 80' x 167' lot on Dodds Road in Headingley! Tree-lined property backing onto an open field, offering a peaceful country setting. Located in the growing community of Headingley, just minutes from Winnipeg’s major amenities. Enjoy low property taxes, local schools, churches, a community centre, great restaurants and plenty of recreational opportunities. Municipal water & sewer. Nearby attractions include Thunder Rapids Fun Park, Nick’s Inn, Headingley Grill, Shelmerdine Garden Centre, Gates on Roblin & Breezy Bend Country Club. The perfect opportunity to enjoy country living with the convenience of city amenities close at hand. Create the home and lifestyle you’ve always envisioned! 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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745 Warsaw Avenue in Winnipeg: Crescentwood Residential for sale (1B) : MLS®# 202624551
745 Warsaw Avenue Winnipeg R3M 1B6
$399,900Residential- Status:
- Active
- MLS® Num:
- 202624551
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,414 sq. ft.
OTP October 8. Open House Sunday October 4 12-2PM. Original trim and high ceilings bring character to this gorgeous Crescentwood home, while a practical layout and modern upgrades make everyday living easy. The spacious dining room opens to the living room, creating a natural flow for gathering and entertaining. A functional modern kitchen, main floor laundry and a 3-piece bathroom round out the main level, the shower can be especially handy for washing muddy paws! Upstairs you will find three spacious bedrooms, a 4-piece bathroom and a flexible bonus space currently used as a walk-in closet but the options are endless. The oversized, heated double garage has its own 100-amp panel and the versatility to suit your needs, whether its for parking, working out, a workshop or extra storage. Set in a mature neighbourhood with a strong community feel, this home has great walkability to some of Winnipeg’s best restaurants and local shops. Updates include hi-eff furnace and A/C (2019), shingles, exterior trim, attic insulation upgraded to R50 (2020), basement spray foam (2021) plus new siding and exterior insulation (2023). Come see this lovely home today! More detailsListed by Ashton Augert of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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3 McDiarmid Road in Pinawa: R18 Residential for sale : MLS®# 202624591
3 McDiarmid Road Pinawa R0E 1L0
$299,500Residential- Status:
- Active
- MLS® Num:
- 202624591
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,530 sq. ft.
SHOWINGS START Sat Oct 3. OPEN HOUSE Sun Oct 4, 12-2pm. Offers anytime! LOCATION, LIFESTYLE & EXCEPTIONAL VALUE IN PINAWA! Welcome to this bright & inviting 2-storey home in an unbeatable recreational location! Offering 3 spacious bdrms, 2 baths & numerous updates throughout, you'll love the large, light-filled kitchen with granite counters, S/S appliances, loads of cabinetry & workspace. Beautifully restored original hrdwd floors add warmth & character to the living/dining areas, complemented by luxury vinyl plank flooring throughout much of the rest of the home. A 3-season sunroom & convenient upper-level laundry add even more function, while the bsmt offers a comfortable rec rm, workshop area & plenty of storage. Outside, enjoy a large 190' deep lot backing onto public reserve forest—peaceful, private & no rear neighbours! The Pinawa Golf Course is literally steps away, with the beach, public dock, tennis/pickleball courts, pool & Trans Canada Trail all close by. Walk, bike, swim, golf or paddle, while winter brings X-country skiing & snowmobiling practically from your backyard! Enjoy Pinawa's sought-after resort-community lifestyle—an incredible place to call home & exceptional value at $299,500! More detailsListed by Shaun Thompson of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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601 1305 Grant Avenue in Winnipeg: Crescentwood Condominium for sale (1Bw) : MLS®# 202624626
601 1305 Grant Avenue Winnipeg R3M 1Z7
$259,900Condominium- Status:
- Active
- MLS® Num:
- 202624626
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,222 sq. ft.
Extensively renovated 1220 Sq Ft two bedroom, two bath condo in walkable Crescentwood neighbourhood. Close to Grant Park Shopping Centre, parks, playgrounds, public library, and the Pan Am Pool. Kitchen cabinets and quartz countertop in 2026. The kitchen is open to the living/dining areas, There is access to a large south facing balcony off the dining area. Full ensuite with walk in closet off the primary bedroom plus a large second bedroom. Updated uniform flooring throughout. Concrete construction. Outdoor pool. Condo fees cover internet, cable, hot water, shared laundry, storage, and underground parking. More detailsListed by Claude Davis and Geoffrey Davis of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
Data was last updated October 3, 2026 at 04:35 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