Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
Office Listings
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905 246 Roslyn Road in Winnipeg: Osborne Village Condominium for sale (1B) : MLS®# 202620434
905 246 Roslyn Road Winnipeg R3L 0H2 
$179,900Condominium- Status:
- Active
- MLS® Num:
- 202620434
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 681 sq. ft.
Showings start now, Offers September 17. Welcome to Imperial Place, ideally located in the heart of vibrant Osborne Village! This spacious 681 sq. ft., 1-bedroom, 1-bathroom condo offers a comfortable traditional layout and a fantastic 17-ft balcony—perfect for enjoying the view from the 9th floor. The unit features stainless steel kitchen appliances, forced-air heating and A/C, plus plenty of natural light. Situated in a solid concrete building with double elevators, shared laundry and garbage room on each floor, mail-to-door service and secure entry. Even better, this PET-FRIENDLY building includes an underground parking spot and storage unit. Enjoy an unbeatable location within walking distance of shopping, restaurants, cafés, public transportation and all the amenities Osborne Village has to offer. Whether you're a first-time buyer, investor or looking to downsize, this is a great opportunity. Don't delay—call your REALTOR® today to book your private showing! More detailsListed by Irina Glikshtern of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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629 Garfield Street N in Winnipeg: West End Residential for sale (5C) : MLS®# 202622524
629 Garfield Street N Winnipeg R3G 2M3
$399,900Residential- Status:
- Active
- MLS® Num:
- 202622524
- Bedrooms:
- 3
- Bathrooms:
- 1
- Floor Area:
- 1,455 sq. ft.
Showings start Sat, Sept 12th. Offers AS RECEIVED! Distinctive West End character meets thoughtful modern updates! Tucked onto an exceptionally quiet street with no through-road connection to Portage Ave, this beautifully maintained 3-bdrm, 2-storey home offers just under 1,500 sq ft of unique living space. The main floor features a remodeled gallery kitchen (2020) with programmable/Wi-Fi appliances, convenient mudroom/laundry, custom stainless-steel railings and an updated 4-piece bath with soaker tub. Upstairs, the bright primary bedroom includes a versatile sunroom/walk-in closet, while custom stairs lead to a private loft overlooking the home-perfect for a home office, studio or retreat. Enjoy summer entertaining on the composite deck with frosted-glass railing (2016) and built-in BBQ line (2020). Major updates include central A/C (2020), Lennox high-efficiency furnace (2016), air cleanser (2020), HRV (2016), HWT (2020), appliances (2019), plumbing/drainage (2020), shingles (2013) and PVC windows. Ideally located near Polo Park, Portage Ave, downtown, parks, schools, transit, shopping and dining. A rare combination of architectural personality, extensive upgrades and a peaceful, central location! 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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206 3285 Pembina Highway in Winnipeg: St Norbert Condominium for sale (1Q) : MLS®# 202622388
206 3285 Pembina Highway Winnipeg R3V 1T7
$364,900Condominium- Status:
- Active
- MLS® Num:
- 202622388
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,720 sq. ft.
S/S Sept 11 offers Sept 15 eve.Welcome to South of the Border! As you enter you notice the vast open concept. The majority of the condo features gleaming engineered hardwood flooring. Initially you notice the large dining room space with an abundance of room to host any event with family and friends The kitchen features tiled backsplash, tiled flooring, stainless steel appliances, quartz countertops, bright white upper cabinets, tasteful blue lower cabinets and offers loads of storage space and plenty of room for prep work. The bright and spacious living room features a tile face gas fireplace and is perfect for hosting and entertaining a fair amount of people for any event. the double door den is a perfect space to watch a movie or simply relax and enjoy reading a book. The sunny 4 season sunroom shines bright and is a perfect place to relax. The primary features double closet leading to ensuite with quartz vanity. The second bedroom is generous in size. The main 4 piece bath has newer vanity and a huge tub. The condo offers underground parking spaces with storage locker and car wash. The condo has insuite laundry room, is pet friendly, close to U of M, close to all amenities. Don't miss this one!! More detailsListed by Jon 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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716 Boyd Avenue in Winnipeg: North End Residential for sale (4A) : MLS®# 202622754
716 Boyd Avenue Winnipeg R2W 1R5
$64,900Residential- Status:
- Active
- MLS® Num:
- 202622754
- Floor Area:
- 986 sq. ft.
This 1 1/2 storey home sits on a 25 foot lot, ideal for building new infill, or taking on a full renovation project. Lot size is based on city assessment. No access to the interior. Great price to get started on your next project! Possession can be quick. Property being sold in as is, where is condition, with buyers responsible for their own due diligence. 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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21 Donners Landing in Lac Du Bonnet RM: Pinawa Channel Residential for sale (R28) : MLS®# 202622688
21 Donners Landing Lac Du Bonnet RM R0E 1A0
$619,000Residential- Status:
- Active
- MLS® Num:
- 202622688
- Bedrooms:
- 3
- Bathrooms:
- 1
- Floor Area:
- 1,100 sq. ft.
SHOWINGS START Sat Sept 12. OPEN HOUSE Sat Sept 19, 12-2pm. Offers anytime! A TRULY SPECIAL WATERFRONT PROPERTY WHERE COUNTRY LIVING MEETS THE COTTAGE LIFESTYLE! Set on 2 titles totaling 2.1 acres with 550'+ of frontage on the Pinawa Channel, this incredibly private, park-like retreat offers space, character & endless ways to enjoy the outdoors. The bright & inviting 3-bdrm home is filled with natural light, featuring a spacious open-concept kitchen, dining & living area with vaulted ceiling, walls of windows & cozy woodstove. The updated white kitchen offers a large island, pantry & plenty of workspace, while the expansive deck overlooks the beautiful treed grounds & water views. Outside is where this property really shines—wander the trails, garden, relax around the fire or head down to your private waterfront with dock, waterside deck & screened gazebo. Three charming log outbuildings add incredible character & possibilities, plus a 24x36 double detached garage with workshop provides excellent storage. Mature trees, open lawn, trails & remarkable privacy create your own natural playground. More than a home—this is a lifestyle property you simply have to experience. 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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509 71 Roslyn Road in Winnipeg: Osborne Village Condominium for sale (1B) : MLS®# 202622678
509 71 Roslyn Road Winnipeg R3L 0G2
$229,000Condominium- Status:
- Active
- MLS® Num:
- 202622678
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 908 sq. ft.
Welcome to Osborne Village! This lovely south-facing 2-bedroom condo offers an ideal blend of comfort, convenience, and lifestyle. Featuring a beautifully updated kitchen with stainless steel appliances, ample cabinetry, and durable laminate flooring throughout, this home is move-in ready. Enjoy the convenience of an included outdoor parking stall and a fantastic location close to public transportation, parks, schools, shopping, and all the unique cafés, restaurants, and boutiques that make Osborne Village one of Winnipeg's most vibrant neighborhoods. Whether you're a first-time homebuyer, looking to downsize, or seeking a great revenue property, this condo is an excellent opportunity. Affordable, stylish, and centrally located—don't miss your chance to make it yours. 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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562 Beverley Street in Winnipeg: West End Residential for sale (5A) : MLS®# 202621999
562 Beverley Street Winnipeg R3G 1V2
$249,900Residential- Status:
- Active
- MLS® Num:
- 202621999
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,116 sq. ft.
Showings start now. Offers presented the evening of September 17th. Welcome to 562 Beverley St. A fantastic opportunity for first-time buyers, investors, or anyone looking for a charming home at an affordable price point. This lovely 2-storey home offers a practical layout, plenty of natural light, and convenient access to transit and nearby shopping. The main floor features a spacious open-concept living and dining area with beautiful wood flooring, large windows, and plenty of natural light. The updated kitchen offers ample cabinet and counter space, making it a great space for everyday cooking. A convenient 2-piece bathroom completes the main floor. Upstairs, you’ll find two comfortable bedrooms and a bright, well-kept full bathroom. The home has a warm, welcoming feel. Outside, the fully fenced backyard offers a great space to enjoy the warmer months, while the single detached garage provides additional parking and storage. An affordable opportunity with a functional layout, updated kitchen and bathroom, detached garage, and plenty of potential to make it your own. More detailsListed by Anna Laing 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 Second Street in Emerson: R17 Residential for sale : MLS®# 202622656
33 Second Street Emerson R0G 0L0
$189,900Residential- Status:
- Active
- MLS® Num:
- 202622656
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,437 sq. ft.
Showings start Sept 10, Open house Sept 13 11am-12:30pm. Offers received anytime after open house. Welcome to 33 Second St in Emerson! This well-maintained 1,437 sq ft bungalow offers comfortable single-level living, ideal for families, downsizers or those seeking a transitional lifestyle. Situated on a 60’ x 142’ landscaped lot across from the school, this home is close to shopping, dining, golf, playground, fishing, walking/biking & off-road trails. The bright living room features a large window, dining area flows into the kitchen, 3 good-sized bedrooms, a full bath & additional 1¾ bath. Main floor laundry & mudroom offer easy access to newly added backyard deck. Updates throughout include windows, while features include a metal roof, heat pump for heating/cooling. An attached single garage & detached shed with electrical service provide added storage. Enjoy the beautifully landscaped yard with an enclosed vegetable garden. Emerson offers welcoming small-town living with plenty of historic character. Just minutes to the U.S. border, approx. 25 min to Altona, 30 min to Morris & 1 hr to Winnipeg, Winkler & Steinbach. A wonderful opportunity for comfortable living in southern Manitoba! More detailsListed by Cheryl Demarcke and Jessica Hancock of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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318 Lockwood Street in Winnipeg: River Heights Residential for sale (1C) : MLS®# 202622667
318 Lockwood Street Winnipeg R3N 1S4
$489,900Residential- Status:
- Active
- MLS® Num:
- 202622667
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 995 sq. ft.
Showings begin now with offers reviewed Sunday Sept. 13th @ 6:00 pm. Open house Saturday Sept. 12th @ 1:00 - 2:30. This home has been loved & cherished by the current owners for the past 6 years. As you enter you will love the open floor plan with the stylish kitchen that was renovated in 2021. The kitchen now boasts white upper cabinets, lower grey cabinets, an island with pullout drawers, stainless steel appliances, garburator, window, quartz counters, exhaust fan and vinyl floor. The main floor has oak hardwood floors throughout. Enjoy being with your friends in the living room with the electric fireplace and large windows looking out to the front yard. The dining room is next to the kitchen for easy entertaining. There are three bedrooms and a 4 piece bath on the main floor. As you head downstairs you will find a large family room, an office, a 2nd bath and a laundry area. There is so much room for your growing family! Recent upgrades incl: shingles ‘26, garage door ‘26, hotwater tank ‘25, radon mitigation system ‘25, composite deck ‘24, electric fp ‘21 & electric sub panel ‘21. Your kids can just cross the street to Carpathia School. You are just a short walk to Corydon and Academy shops. 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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723 Weatherdon Avenue in Winnipeg: Crescentwood Residential for sale (1B) : MLS®# 202622375
723 Weatherdon Avenue Winnipeg R2M 2B1
$319,900Residential- Status:
- Active
- MLS® Num:
- 202622375
- Bedrooms:
- 3
- Bathrooms:
- 1
- Floor Area:
- 987 sq. ft.
Showings start now, Offers on September 16, Open house September 12 (1-3pm), September 13 (2-4pm). Welcome to this beautifully updated 3-bedroom, 1-bathroom home in desirable Crescentwood! Perfect for first-time buyers or investors, this move-in-ready home offers spacious rooms, plenty of natural light and an impressive list of upgrades. 2026 updates include roof, soffit, fascia & eavestroughs, front & back floating decks, interior and back exterior doors, attic doors, flooring throughout, renovated bathroom, new blinds, fridge, front yard & sidewalk. The kitchen was remodelled in 2019 with updated countertops & in-wall plumbing, plus stairs, stove & washer. HE-Furnace & HWT updated in 2018. Enjoy a fully fenced backyard, great for kids, pets or entertaining. All appliances included! Conveniently located close to schools, parks, shopping, restaurants, public transportation & amenities. Nothing left to do but move in and enjoy. Call your REALTOR® today! More detailsListed by Irina Glikshtern of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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1965 Notre Dame Avenue in Winnipeg: Brooklands Residential for sale (5D) : MLS®# 202622677
1965 Notre Dame Avenue Winnipeg R3H 0J7
$459,000Residential- Status:
- Active
- MLS® Num:
- 202622677
- Bedrooms:
- 5
- Bathrooms:
- 3
- Floor Area:
- 968 sq. ft.
Welcome to 1965 Notre Dame Avenue! This well-maintained bi-level home offers a functional layout with plenty of space for the whole family, featuring **5 bedrooms and 2 full bathrooms**. The main floor features a spacious living room, open-concept kitchen and dining area, and 3 bedrooms, including a primary bedroom with an ensuite. The fully finished basement offers excellent additional living space with 2 bedrooms, a recreation area, and a wet bar—perfect for entertaining, guests, or extended family. Conveniently located close to Red River College, schools, public transportation, shopping, restaurants, Winnipeg Richardson International Airport, and numerous other amenities. A great opportunity in a convenient Winnipeg location—book your showing today! 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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105029 PTH 9 Highway: Sandy Hook Residential for sale (R26) : MLS®# 202622673
105029 PTH 9 Highway Sandy Hook R1A 4L4
$449,000Residential- Status:
- Active
- MLS® Num:
- 202622673
- Bedrooms:
- 4
- Bathrooms:
- 2
- Floor Area:
- 1,320 sq. ft.
Showing Start Now with Offers Reviewed Friday, September 18 in the afternoon // Lakefront in Sandy Hook! This Year-Round Lakefront home is located on an exceptional oversized lot (0.85 of an acre). Incredibly private setting with mature trees, private drivway, and sand beach. The main home features large Living Room with huge windows overlooking the lake, vaulted ceilings, and woodburning fireplace. Patio doors lead to the bright 4-season Sunroom, ideal as a Dining Room and/or additional living room. Spacious eat-in Kitchen with access to the rear 3-season Sunroom/Porch and deck. 3 good-sized bedrooms including PBR overlooking the front yard. 3-piece Washroom plus mechanical/storage room. The backyard features a single attached garage and patio stone parking area, plus Guest Cottage with Living Room, Kitchenette, Bedroom, and 3-piece Washroom. Large front yard enclosed by mature trees leads down to the lake. Sale includes all furniture and most of the items within the house. Book your viewing today - this one is worth the trip! 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
Data was last updated September 11, 2026 at 02:35 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