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.
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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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
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18 30 Victor Lewis Drive in Winnipeg: Linden Woods Condominium for sale (1M) : MLS®# 202624465
18 30 Victor Lewis Drive Winnipeg R3P 1H5
$449,900Condominium- Status:
- Active
- MLS® Num:
- 202624465
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,319 sq. ft.
Showings begin now with offers reviewed Tuesday Oct. 6th @ 4:00 pm. Open house Saturday October 3rd @ 2:00 - 3:30. Are you ready for the lifestyle of condo living? As you enter this 1319 sq. ft. bungalow you will see that it has been loved by the current owners for 11 years. The living room features a gas fireplace and is next to the dining room for easy entertaining. You will enjoy making your favourite meals in the oak kitchen with white appliances and hotwater on demand. In the kitchen there is an ingenious pullout table with chairs for your casual meals cleverly hidden in the built in cabinets. The primary suite is huge with two double closets and a 3 piece en suite bath. The second bedroom / den has a built in Murphy bed. A second full bath and laundry room complete the main floor. An open unfinished lower lever can be developed to your taste. Recent upgrades include:windows ‘20, furnace & htwtr. ‘21, stove ‘24, sun panel ‘23 & LVP ‘26. More detailsListed by Natasha Kouk of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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440 Lipton Street in Winnipeg: West End Residential for sale (5C) : MLS®# 202624305
440 Lipton Street Winnipeg R3G 2H1
$249,900Residential- Status:
- Active
- MLS® Num:
- 202624305
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 684 sq. ft.
S/S now. OTP as rec'd. Welcome to this beautifully updated 1-bedroom, 1-bathroom home in Winnipeg’s desirable West End! Situated in a very walkable neighbourhood, this charming property offers the perfect blend of style, comfort, and convenience. Step inside to a spacious living room featuring tasteful finishes and décor throughout. The bright dining room provides a comfortable space for everyday meals or entertaining, while the updated kitchen offers modern appeal and includes appliances. A beautifully maintained 4-piece bathroom completes the main living space. Outside, the backyard is truly an oasis — a private and inviting space to relax, entertain, garden, or simply enjoy your own outdoor retreat. The home also features a partial basement, providing valuable additional storage. Move-in ready, thoughtfully updated, and ideally located close to amenities, shops, restaurants, transit, and everyday conveniences. Condo-style simplicity without the condo fees! A home like this, at this price, won’t last long. Book your showing today! More detailsListed by Chad Leigh of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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11 1812 Portage Avenue in Winnipeg: St James Condominium for sale (5E) : MLS®# 202624674
11 1812 Portage Avenue Winnipeg R3J 0G3
$129,900Condominium- Status:
- Active
- MLS® Num:
- 202624674
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 565 sq. ft.
Affordable living in a great location! Welcome to this clean & bright, one-bedroom, corner unit in a very well maintained building! Featuring a designated entry with lots of storage and space. A large living room provides more than enough room to host friends or enjoy a cozy night in. Located only minutes West of Polo Park, you are surrounded by restaurants, shopping and entertainment. A quick drive or bus ride will get you downtown for a Jets game or head West and go bet on the horses at Assiniboine Downs. The location and affordability of this unit allows for some freedom to take in all that's around you. Welcome Home! More detailsListed by Audrey Schumann and Erin Tyler of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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231 Duke Street in Woodridge: R17 Residential for sale : MLS®# 202624561
231 Duke Street Woodridge R0A 2N0
$339,900Residential- Status:
- Active
- MLS® Num:
- 202624561
- Bedrooms:
- 4
- Bathrooms:
- 2
- Floor Area:
- 2,100 sq. ft.
Make your move to the quiet community of Woodridge! This 4 bedroom, 2 bathroom 2100 sq ft home is sure to please! There are beautiful wood beams throughout the main living space. The dining room is a good size and is open concept with the living room- great for entertaining! There is a fireplace in the living room. The kitchen has a center island and plenty of cupboards. There is also a rec room space- great for watching your favorite movie. The laundry room has great storage space. The home features a screened patio at the front of the house.. perfect for your morning coffee! Newer AC. There is an oversized double car garage, workshop and more! There is a garden and fruit trees and grapes on the property. There are also lots of wild blueberries, raspberries and chokcherries on the property This quiet, dead end street location is perfect. Make your move to Woodridge!! 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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139 Rosybloom Lane in Ile Des Chenes: R07 Residential for sale : MLS®# 202624330
139 Rosybloom Lane Ile Des Chenes R0A 0T1
$629,900Residential- Status:
- Active
- MLS® Num:
- 202624330
- Bedrooms:
- 3
- Bathrooms:
- 1
- Floor Area:
- 1,452 sq. ft.
Connection Homes is proud to present its showhome at 139 Rosybloom Lane in Oak River Meadow, Île-des-Chênes. This 1,452 sq. ft. bungalow offers a thoughtfully designed three-bedroom, two-bathroom layout. The open-concept kitchen, dining area and great room create a warm and inviting space for everyday living and entertaining. The kitchen features quartz countertops, a herringbone tile backsplash and an included appliance package, with luxury vinyl plank flooring running throughout the main living areas. A 50-inch electric fireplace with a floor-to-ceiling tiled feature wall anchors the great room. Outside, a stone-clad front gable, Hardie® board and batten accents and a professionally landscaped front yard create beautiful curb appeal. Visit this home during the Fall Parade of Homes, running until October 11, with showhome hours Monday-Thursday from 4-8PM and Saturday-Sunday from 12-5PM. More detailsListed by Kale Parisian of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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406 St Jean Baptiste Street in Winnipeg: St Boniface Residential for sale (2A) : MLS®# 202624504
406 St Jean Baptiste Street Winnipeg R2H 2X4
$359,900Residential- Status:
- Active
- MLS® Num:
- 202624504
- Bedrooms:
- 4
- Bathrooms:
- 2
- Floor Area:
- 1,320 sq. ft.
Showings start now. Offers presented October 6th. 406 St Jean Baptiste Street is an up/down duplex in the heart of St Boniface with many of the big updates already done. The Main floor suite has 2 bedrooms, an eat-in kitchen, a spacious living room, 4-piece bath and a full basement. Downstairs is a rec room, potential 3rd bedroom and storage. The tenanted upper suite has its own living room, dine-in kitchen, bedroom and 4-piece bath. Updates include a high-efficiency furnace and hot water tank (2025), knob and tube removed (2015), some windows updated (2013), shingles on the addition (2018) and updated insulation in both the house and addition. Central air, 2 fridges and 2 stoves are included. Outside you'll find mature trees, a patio, fenced yard, shed and a 12'x22' garage (2010) with a parking pad and rear lane access. Université de Saint-Boniface, St Boniface Hospital, schools, recreation and parks are all nearby, along with the restaurants, cafés and shops on Provencher Boulevard and Marion Street. Groceries and transit are close, and The Forks and downtown are minutes away. Move into the main floor and let the upper tenant help with your mortgage, or add this duplex to your portfolio. 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
Data was last updated October 2, 2026 at 06:35 PM (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