Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
Office Listings
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276 Margate Road in Winnipeg: Maples Residential for sale (4H) : MLS®# 202620624
276 Margate Road Winnipeg R2P 1X3 
$379,900Residential- Status:
- Active
- MLS® Num:
- 202620624
- Bedrooms:
- 3
- Bathrooms:
- 1
- Floor Area:
- 847 sq. ft.
s/s Aug 28 - Offers Sept 8 - **Open House Wed Sept 2 from 5pm-8pm** Welcome to 276 Margate Road in Mandalay West! Whether you’re searching for your first home or looking to downsize, this well-loved & carefully maintained bungalow is a good opportunity to make a home your own. Proudly cared for by the same owners for over 34yrs, this charming home offers just 847 sqft of comfortable living space. There is a spacious living room & dining area that features patio doors that open onto a generous 15'x12' deck; perfect for morning coffee, summer BBQs, or relaxing in the fully fenced yard. The main floor also offers a cute kitchen, 3 bedrooms & a 4pc bathroom. Downstairs, you’ll find even more space, including a large recroom & an additional family room; ideal for a home office, kids play area, or extra room for guests. There’s also plenty of storage, a laundry area, & roughed-in plumbing, giving you the opportunity to finish the basement & add even more value down the road. And for those who need extra storage or a workshop; the double detached garage is an added bonus! Located on a quiet street and just a short walk to the park, this home offers the perfect combination of comfort and location. Book now. More detailsListed by Maricel Knight of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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14 Castlebury Court in Winnipeg: Linden Woods Residential for sale (1M) : MLS®# 202621601
14 Castlebury Court Winnipeg R3P 1J7
$1,099,999Residential- Status:
- Active
- MLS® Num:
- 202621601
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 2,311 sq. ft.
Show now, Offers reviewed Sept. 2nd. Absolutely stunning one of a kind custom designed family home, situated on a huge pristine pie shaped lot in desirable Lindenwoods! This exceptional home has over 3200 square feet of living space on 3 levels, extensively upgraded! Welcoming Foyer, cozy front Living Room, bright Dining Room, Gorgeous Chef's Kitchen w/custom cabinets, stone counters, centre island, high-end s/s appliances. Fantastic Great Room, w/access to the backyard. Mudroom & Powder Room complete the main floor. A hardwood staircase leads to an Amazing Primary Bedroom Retreat w/walk-in closet & stunning Ensuite Bathroom, heated floor & custom tile shower. 2 oversized Bedrooms & a fully upgraded Bathroom too. The fully finished Lower level offers a deluxe Theatre Room, Rec. Room, 2 Bedrooms both w/egress windows, updated Bathroom, Laundry Room, & loads of storage space. Insulated & heated Garage, plus side driveway. Unbelievable private backyard featuring: impressive outdoor fireplace, hot tub, cedar sauna, 2 stone patio spaces, maintenance free deck, impeccable landscaping & Storage Shed! Tucked away on a quiet cul-de-sac, this home & property is the complete package; your dream home is here! 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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152 Sun Valley Drive in Winnipeg: All Season Estates Residential for sale (3H) : MLS®# 202621537
152 Sun Valley Drive Winnipeg R2G 2W5
$289,900Residential- Status:
- Active
- MLS® Num:
- 202621537
- Bedrooms:
- 3
- Bathrooms:
- 1
- Floor Area:
- 880 sq. ft.
Open House Sunday 12-1:30pm. Offers welcomed Tuesday Sept 1st. Welcome to an incredible opportunity to get into a neighbourhood you may have thought was out of reach! Priced at $289,900, this 3 bedroom, 1 bathroom attached home offers an affordable way to put down roots in a sought after area. The main floor features a bright and spacious living room with large windows, a functional kitchen and dining area, and plenty of natural light throughout. You’ll also find three bedrooms and the full bathroom, while downstairs the basement adds even more usable space with a rec room and plenty of storage. There’s room here to move in, make updates over time and truly make the home your own. Outside you have a fenced private yard and a large parking pad. The location is the real win, directly across from Ecole Sun Valley school and surrounded by the parks, amenities and established streets that make this neighbourhood so sought after. If location has been at the top of your wish list, this could be your way in! More detailsListed by Ally Gray-Beauchesne 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 6th Avenue in Winnipeg Beach: Beachside Residential for sale (R26) : MLS®# 202621650
215 6th Avenue Winnipeg Beach R0C 3G0
$229,000Residential- Status:
- Active
- MLS® Num:
- 202621650
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,145 sq. ft.
Spacious vacation home on beautifully treed 100 x 200 lot just off Prospect near Beachside Park. Generous rooms throughout offer a versatile floor plan. This property is nicely updated with newer roofing, foundation, spray foamed crawl space, kitchen and 2 baths .Available for immediate enjoyment! Most contents included. This seldom found property is definitely worth a look! More detailsListed by Jim Muir of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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127 Dobrinsky Drive in Winnipeg: Maples Residential for sale (4H) : MLS®# 202621619
127 Dobrinsky Drive Winnipeg R3P 2N5
$369,900Residential- Status:
- Active
- MLS® Num:
- 202621619
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 690 sq. ft.
Showings start Monday Aug 31 with offers anytime on this well-maintained 2 plus 1 bedroom bilevel, built in 1990 and situated on a great street. The freshly painted interior creates a clean, updated feel while vaulted ceilings add to the sense of space and natural openness. Updated windows, a high-efficiency furnace, and central air provide comfort through every season and the central vacuum system makes cleaning a breeze. This lovely home offers 1½ bathrooms with some updated fixtures, durable ceramic tile floors in the entrance, kitchen & main bathroom plus carpeted flooring in the main and lower living areas. Downstairs, the rec room with wet bar creates a versatile space for entertaining, hobbies or relaxing with family and friends, and the third bedroom gives you that extra space for family or guests. Five appliances are included, making the move-in process even easier! The fenced yard offers a shed for storage and is a great outdoor space for children, pets, or summer gatherings. This solid home with practical features in a peaceful setting close to all amenities is ready for its next owners to enjoy! 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
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53 Harmon Avenue in Winnipeg: Silver Heights Residential for sale (5F) : MLS®# 202621280
53 Harmon Avenue Winnipeg R3J 2P9
$379,900Residential- Status:
- Active
- MLS® Num:
- 202621280
- Bedrooms:
- 4
- Bathrooms:
- 2
- Floor Area:
- 1,239 sq. ft.
Showings start now, Offers reviewed September 2nd. A Great opportunity to make this house into a home and build equity, all at an affordable price. This 1 1/2 storey Silver Heights home is straight & solid with many upgrades. Located on a quiet bay this home features: hardwood floors throughout the main floor, spacious Living Room, Eat-in Kitchen, 2 Bedrooms and updated Bathroom on the main floor. The 2nd floor offers 2 bedrooms including the primary. The lower level is finished with a large Family Room w/built-ins, Laundry/Utility Room & 2nd full Bathroom. HE furnace, central air, updated windows. The fenced yard offers a deck with covered gazebo. Oversized single car Garage (18' x 22') with 12' door w/opener. Property being sold as is. Call your Realtor today to book your showing! 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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934 Byng Place in Winnipeg: East Fort Garry Residential for sale (1J) : MLS®# 202621279
934 Byng Place Winnipeg R3T 0Y5
$439,900Residential- Status:
- Active
- MLS® Num:
- 202621279
- Bedrooms:
- 3
- Bathrooms:
- 1
- Floor Area:
- 1,334 sq. ft.
Showings start August 27th, Offers reviewed September 1st eve. Welcome to a rare gem of a home in the heart of East Fort Garry! This fully updated Bungalow offers an open plan Living Room with gorgeous hardwoods throughout, & spacious Dining Room with built-in cabinets. Large & modern Kitchen complete with Cherrywood cabinets, stainless steel appliances & pantry. Primary Bedroom w/2 closets, plus 2 more generous sized Bedrooms. The updated 5 piece Bathroom has upgraded plumbing. Generous sized storage & Laundry Room with built-ins. Upgrades include: Shingles (26), Central Air (26), HWT (24), front exterior doors, windows, & more. Front driveway access to a covered Carport, plus an oversized Double Garage (24' x 26') that is fully insulated, heated, & has 9' ceiling! Fully fenced Backyard with mature landscaping, unistone Patio, and a great 12' x 16' Screen Room. All this on a 60' lot! Ideally located midblock on a tranquil street, steps from Riverside Drive, playground, BDI, Wildwood Golf, public transit, & shopping. Truly a great place to call home, book your showing 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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38 Baytree Court in Winnipeg: Linden Woods Residential for sale (1M) : MLS®# 202621330
38 Baytree Court Winnipeg R3P 2L2
$749,000Residential- Status:
- Active
- MLS® Num:
- 202621330
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 2,115 sq. ft.
S/S Friday August 28th with offers reviewed Thursday September 3rd at 6:00 P.M.// Quiet cul de sac location for this spacious cab over with great room layout featuring cathedral ceilings. Subzero refrigerator, double Decor ovens, and gas Jenn Air cook top in the large eat in kitchen. Gas fireplace and built in bookshelves in the family room. Maple hardwood floors throughout. Two bedrooms with built ins and a full bath finish the main floor. There is a five piece ensuite and W/I closet in the primary bedroom. The lower level boasts a recroom, games area, gym, and bed/den, a third full bath, and storage. Heated floors in the main entry and the ensuite. Stamped concrete patio area surrounds the inground pool. For those who like to garden there are raised garden beds in the back yard. Shingles in 2023. Pool pump and filters in 2025. 60+ lights converted to led in 2024. Some windows in 2019. Walking distance to schools and Community Club. 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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14 Raden Drive in Headingley: Headingley South Residential for sale (1W) : MLS®# 202621509
14 Raden Drive Headingley R4J 1B3
$349,900Residential- Status:
- Active
- MLS® Num:
- 202621509
Offers presented September 2 evening 2026. South Headingley 100 x 234 foot lot with approx 60 feet frontage on Raden Drive. Cleared building site with partial shelterbelt. Services are installed and prepaid. Hard top lane approach to the property. Perfect opportunity to purchase a lot and choose your own builder! Quiet Location in the Hamlet! Come check this out! 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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270 Doran Bay in Winnipeg: Crestview Residential for sale (5H) : MLS®# 202621433
270 Doran Bay Winnipeg R2Y 1H5
$379,900Residential- Status:
- Active
- MLS® Num:
- 202621433
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,051 sq. ft.
Showings start August 27th, offers September 1st. Welcome to this charming 3-bedroom, 1.5-bathroom home tucked away on a quiet bay in Crestview. Filled with character, the home showcases many of its original mid-century finishes, complemented by beautiful hardwood floors and an abundance of natural light throughout. The main floor offers a comfortable and inviting layout with plenty of opportunity to appreciate, restore, or thoughtfully blend the home's original details with your own style. Downstairs, the finished basement provides a 2 piece bathroom and lots of additional living space, perfect for a family room, recreation area, home office, or hobby space. Outside, the beautifully landscaped backyard creates a peaceful retreat with established gardens, mature greenery, and a charming pond that adds to the character of the property. The home also features a covered deck with privacy fencing through the patio doors in the kitchen. Set on a bay with limited through traffic, this home offers a great combination of location, character, indoor living space, and a truly special backyard. A wonderful opportunity for anyone who appreciates mid-century charm. More detailsListed by Brendan Cade of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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88 Maryland Street in Winnipeg: Wolseley Residential for sale (5B) : MLS®# 202621338
88 Maryland Street Winnipeg R3G 1K8
$439,900Residential- Status:
- Active
- MLS® Num:
- 202621338
- Bedrooms:
- 3
- Bathrooms:
- 4
- Floor Area:
- 2,397 sq. ft.
Seller wishes to sell this property as a package with 84 Maryland next door. The combined frontage of the two properties would be nearly 88 feet which should have potential to construct a new multifamily building. Long time tenants and good revenue. Excellent location close to Misericordia hospital and handy to school, transportation, shopping and all the Wolseley Community has to offer. More detailsListed by Garry Parkes and Brad 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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508 Montague Avenue in Winnipeg: Riverview Residential for sale (1A) : MLS®# 202620164
508 Montague Avenue Winnipeg R3L 1T7
$449,900Residential- Status:
- Active
- MLS® Num:
- 202620164
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,201 sq. ft.
SS Aug 26/26. OH Sat 2-4. OTP Sept 1/26. Riverview charmer alert! This 1.5-story cutie packs a serious punch with 3 beds, 2 full baths and a fully finished basement that says “yes” to movie nights, home offices, or whatever your heart desires. Sip your coffee (or wine) in the three-season sunroom, then head out to the deck for some fresh-air fun. The fully fenced yard is ready for pups, kiddos, or your next garden project, no judgment either way. Tucked on a quiet mid-block lot with a single garage for easy in-and-out, this one checks all the boxes without breaking the bank on space or style. And the location? Chef’s kiss. Walk to BDI for that classic Winnipeg ice cream fix, or wander over to the Riverwalk on Churchill Dr. or to South Osborne for its beloved mix of shops, restaurants, and everyday amenities. Whether it’s patio season or soft-serve season, everything you need is just steps away. Cute, functional, and full of possibilities. Riverview living just got a whole lot better. More detailsListed by Tara Suffield of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
Data was last updated August 28, 2026 at 08:35 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