Chris Pennycook

Office 204-989-5000 | chrispennycook@royallepage.ca

Office Listings

1-12/201

  • 103 Brittany Drive in Winnipeg: Charleswood Residential for sale (1G) : MLS®# 202611548

    103 Brittany Drive Charleswood Winnipeg R3R 3H1
    Main Photo: 103 Brittany Drive in Winnipeg: Charleswood Residential for sale (1G) : MLS®# 202611548

    103 Brittany Drive Winnipeg R3R 3H1 Charleswood

    $624,900
    Residential
    Status:
    Active
    MLS® Num:
    202611548
    Bedrooms:
    3
    Bathrooms:
    3
    Floor Area:
    1,583 sq. ft.
    S/S May 25 | OTP Evening of June 2 | Step into 103 Brittany Drive and feel the difference a truly great layout makes! This 1,583 sq ft Charleswood bungalow was built for family life — from the open-concept living and dining room with a large bay window, to the sunken family room anchored by a wood-burning fireplace and patio doors to a stunning 3-season sunroom. The kitchen overlooks the family room and features cork floors, ample cabinetry, and a breakfast area — the kind of space where mornings actually happen. Three bedrooms on the main level, including a spacious primary with a 4-piece ensuite. The fully finished lower level adds a rec room, flex-room, 3-piece bath, and two offices — perfect teen retreat or homework headquarters. Outside, enjoy a beautifully landscaped, fully fenced pie lot backing a private yard made for summer. Double attached garage. C/air, C/vac, high-efficiency furnace, updated shingles. Minutes to Harte Trail, parks, and all Charleswood amenities. This one checks every box — book your showing today! More details
    Listed by Jason Penner of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 204 2345 St Mary's Road in Winnipeg: River Park South Condominium for sale (2F) : MLS®# 202611365

    204 2345 St Mary's Road River Park South Winnipeg R2N 0E5
    Main Photo: 204 2345 St Mary's Road in Winnipeg: River Park South Condominium for sale (2F) : MLS®# 202611365

    204 2345 St Mary's Road Winnipeg R2N 0E5 River Park South

    $279,900
    Condominium
    Status:
    Active
    MLS® Num:
    202611365
    Bedrooms:
    2
    Bathrooms:
    2
    Floor Area:
    960 sq. ft.
    Welcome to #204-2345 St. Mary’s Road! This beautifully maintained 2 bedroom, 1.5 bath condo offers 960 sqft of comfortable and functional living space in the lovely neighbourhood of River Park South. Bright and inviting throughout, the unit features in-suite laundry, indoor heated parking, and a pet-friendly building (see remarks). The spacious primary bedroom includes a convenient 2-piece ensuite, while the second bedroom offers flexibility for guests, a home office, or additional living space. Ideally located close to shopping, restaurants, parks, and transit, this is a fantastic opportunity to own an affordable, low-maintenance home in one of Winnipeg’s most sought after areas. More details
    Listed by Tara Lynn Wiebe of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 138 Westchester Drive in Winnipeg: Linden Woods Residential for sale (1M) : MLS®# 202610739

    138 Westchester Drive Linden Woods Winnipeg R3P 2G6
    Main Photo: 138 Westchester Drive in Winnipeg: Linden Woods Residential for sale (1M) : MLS®# 202610739

    138 Westchester Drive Winnipeg R3P 2G6 Linden Woods

    $599,900
    Residential
    Status:
    Active
    MLS® Num:
    202610739
    Bedrooms:
    5
    Bathrooms:
    3
    Floor Area:
    1,795 sq. ft.
    s/s 05/25 - offers 06/1 - *OH Thurs May 28 from 6p-8p & Sat May 30 from 2p-4p* Welcome to 138 Westchester Dr., a well-loved family home in the sought-after community of Lindenwoods. Set on a quiet street with no backyard neighbours & close to excellent schools, shopping, restaurants & everyday amenities, this property offers a classic 2-storey layout built in 1989. Inside, you’ll find 5 bedrooms; 3 upstairs, including a spacious primary suite with a walk-in closet & updated ensuite bathroom, plus two additional bedrooms in the fully finished basement; both with egress windows. Large north-facing windows, hardwood floors, & a modern kitchen with quartz countertops, peninsula island, stainless steel appliances, & a brand-new stove create a bright & functional main level. A family room with a gas fireplace, a 2-piece powder room, & main-floor laundry complete the space. The lower level provides generous room for recreation, storage, & everyday living. The fully fenced backyard offers plenty of space for outdoor activities & a safe area for pets to roam. This is a home ready for its next chapter and the next family to make it their own. Book your showing now. More details
    Listed by Maricel Knight of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 19 Whicker Street in Winnipeg: River Park South Residential for sale (2F) : MLS®# 202611583

    19 Whicker Street River Park South Winnipeg R2M 1M5
    Main Photo: 19 Whicker Street in Winnipeg: River Park South Residential for sale (2F) : MLS®# 202611583

    19 Whicker Street Winnipeg R2M 1M5 River Park South

    $559,900
    Residential
    Status:
    Active
    MLS® Num:
    202611583
    Bedrooms:
    4
    Bathrooms:
    2
    Floor Area:
    1,763 sq. ft.
    Showings start Tuesday May 26th in the afternoon with offers presented Monday June 1st. Spacious and beautifully remodelled 4-bedroom split-level home in the heart of River Park South! This move-in ready family home offers a bright and functional layout with modern updates throughout. The main floor features an inviting living room with large windows, an updated kitchen with contemporary finishes, ample cabinetry, and a generous dining area perfect for entertaining. The upper level offers comfortable bedrooms and a renovated bathroom, while the lower levels provide additional living space, 4th bedroom and full bathroom. The basement consists of a bar, and spacious rec room. Recent remodels include updated flooring, lighting, paint, kitchen, bathrooms, furnace and more. Step outside to enjoy a fully fenced backyard with plenty of room for kids, pets, and summer gatherings. Located close to schools, parks, walking paths, shopping, and all amenities. This home combines style, space, and an excellent location in one of Winnipeg’s most desirable family neighbourhoods. Book your showing today. More details
    Listed by Dustin Marks of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 16 Schultz Road in Pinawa: R18 Residential for sale : MLS®# 202611492

    16 Schultz Road R18 Pinawa R0E 1L0
    Main Photo: 16 Schultz Road in Pinawa: R18 Residential for sale : MLS®# 202611492

    16 Schultz Road Pinawa R0E 1L0 R18

    $295,500
    Residential
    Status:
    Active
    MLS® Num:
    202611492
    Bedrooms:
    3
    Bathrooms:
    3
    Floor Area:
    1,530 sq. ft.
    OPEN HOUSE Sat May 30, 10am-12pm. Lovingly maintained by same owner for over 50 years, this spacious 1530 SF, 3 bdrm, 2.5 bath home sits on a beautifully landscaped 76ft wide lot in a friendly neighbourhood close to water, trails & outdoor recreation. Offering generous living spaces & a truly serene backyard setting, this property blends comfort, character & long-term pride of ownership. Bright, sun-filled living room features lrg windows overlooking the backyard & rich Oak hardwood floors. Functional kitchen offers included appliances, incl. newer fridge & range hood, while adjoining dining area provides comfortable everyday living. Upper level features spacious bdrms, incl. oversized primary suite (orig 2 bdrms) w/private 3pc ensuite. Partly developed basement offers lrg rec room area, workshop/storage space, laundry room w/ brand new washer & dryer & cold room. Home features reinsulated 2x6 walls, Elec furnace (2020) & central A/C (2020). Step outside into the peaceful, park-like backyard retreat featuring mature trees, winding flower beds, garden spaces, screened gazebo, stone patio areas & a stunning brand new pergola — creating a private, tranquil setting perfect for relaxing or entertaining. More details
    Listed by Shaun Thompson of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 137 Waddell Avenue W in Dominion City: R17 Residential for sale : MLS®# 202611472

    137 Waddell Avenue W R17 Dominion City R0A 0H0
    Main Photo: 137 Waddell Avenue W in Dominion City: R17 Residential for sale : MLS®# 202611472

    137 Waddell Avenue W Dominion City R0A 0H0 R17

    $329,900
    Residential
    Status:
    Active
    MLS® Num:
    202611472
    Bedrooms:
    3
    Bathrooms:
    3
    Floor Area:
    1,788 sq. ft.
    SS May 25. Open House May 31 2–3:30 PM. Welcome to 137 Waddell Ave W in Dominion City! Situated on oversized triple corner lots, this beautifully updated 1,788 SF home showcases true pride of ownership with quality finishings and exceptional space throughout. Offering 3 bedrooms, 2.5 bathrooms, plus office/potential for 4th bedroom in basement. Spacious primary suite features 2 oversized walk-in closets and full ensuite with hot tub. Renovated kitchen offers custom cabinetry, granite countertops, included dishwasher, microwave & stove, plus direct access to BBQ patio plumbed for gas. The partially finished basement adds 1,152 SF of additional living space and features durable epoxy flooring and a bar area for entertaining. Double attached garage plus single detached garage with electrical service. Additional features include HE gas furnace & central air, electric HWT (2021), 100-amp service, sump pump, backwater valve, municipal water/sewer and Valley Fiber internet. Excellent community amenities include grocery store, bank, K-12 school, arena, curling rink, swimming pool, parks & more. Conveniently located just under 1 hr to Winnipeg, 45 mins to Steinbach & 50 mins to Winkler. Measurements +/- jogs. More details
    Listed by Cheryl Demarcke and Jessica Hancock of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 509 Shaftesbury Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202611242

    509 Shaftesbury Boulevard Tuxedo Winnipeg R3P 0M3
    Main Photo: 509 Shaftesbury Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202611242

    509 Shaftesbury Boulevard Winnipeg R3P 0M3 Tuxedo

    $1,100,000
    Residential
    Status:
    Active
    MLS® Num:
    202611242
    Bedrooms:
    4
    Bathrooms:
    3
    Floor Area:
    2,480 sq. ft.
    Showings begin May 28. Offers June 2. Exceptional 2500 SF contemporary 4-bedroom home on an incredible 75 x 200 foot property — a true backyard paradise. Beautifully maintained, this architecturally distinctive home features dramatic spaces, exciting design & stunning floor-to-ceiling windows that flood the interior with natural light. Designed for both entertaining & comfortable family living, the main floor offers a warm, inviting living room with a striking fireplace, while the dining area stretches along the back of the home with beautiful views of the yard. The kitchen features a large eating area, pantry & opens to the spacious family room. A huge screened sunroom brings the outdoors in — the perfect place to enjoy a bug-free summer evening. Upstairs are 3 bedrooms plus the spacious primary suite, complete with a large ensuite bath, walk-in closet & private balcony overlooking the spectacular backyard. The lower level includes a rec room, laundry area, & large storage space. Outside, the enormous yard features a large deck, sport court & sculptural fountain — your private retreat. Located close to schools, Assiniboine Park, and the Tuxedo Golf Club. More details
    Listed by Lainey Danzker and Nessa Werier of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 9 1815 Corydon Avenue in Winnipeg: River Heights North Condominium for sale (1C) : MLS®# 202611054

    9 1815 Corydon Avenue River Heights North Winnipeg R3N 0P2
    Main Photo: 9 1815 Corydon Avenue in Winnipeg: River Heights North Condominium for sale (1C) : MLS®# 202611054

    9 1815 Corydon Avenue Winnipeg R3N 0P2 River Heights North

    $439,000
    Condominium
    Status:
    Active
    MLS® Num:
    202611054
    Bedrooms:
    3
    Bathrooms:
    3
    Floor Area:
    1,080 sq. ft.
    Showings Start Now with offers reviewed Thursday, May 27th // Rarely available North River Heights bungalow condominium. Enter through the private front porch to a bright open floor plan with Living/Dining Room and Kitchen. The main floor also features two Bedrooms including Primary with walk-through closet and full en-suite, second full Bathroom, and main floor Laundry. Developed basement with large Rec Room, third Bedroom, and full Bathroom. Attached single garage with access off of the back entry, plus a second outdoor parking spot just steps along the lane. More details
    Listed by Claude Davis and Geoffrey Davis of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 1493 Wellington Crescent in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202611266

    1493 Wellington Crescent River Heights North Winnipeg R3N 0B6
    Main Photo: 1493 Wellington Crescent in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202611266

    1493 Wellington Crescent Winnipeg R3N 0B6 River Heights North

    $899,900
    Residential
    Status:
    Active
    MLS® Num:
    202611266
    Bedrooms:
    3
    Bathrooms:
    3
    Floor Area:
    2,050 sq. ft.
    Outstanding example of Arts and Crafts style in a vibrant, walkable North River Heights location. More than a home, it is a lifestyle. Incredible character, rich woodwork & stunning stained glass define this truly unique home. Setting the tone is the welcoming front porch. Step inside the dramatic double-height foyer featuring a handsome staircase crafted from local elms. Gracious living room offers warmth & intimacy around the fireplace, & the dining area is a natural gathering place w/seamless connection to the well-equipped island kitchen. Beautiful sunroom overlooks the backyard retreat. Two bedrooms & a full bath complete the main floor. Fabulous 2nd-floor loft dedicated to the primary suite, w/walk-in closet, ensuite bath & private balcony nestled among the trees. Lower level w rec room w/ gas fireplace,bar, 2-piece bath,office & laundry. Outstanding front & back gardens deserve special mention. Professionally landscaped w/natural prairie plantings, they are designed for beauty w/minimal maintenance. Serene Koi-inspired pond creates a magical, peaceful setting. Built in 1927, the home underwent extensive renos in 2012, incl electrical, plumbing, , HEF, central air & roof. More details
    Listed by Lainey Danzker and Nessa Werier of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 525 Rosedale Avenue in Winnipeg: Lord Roberts Residential for sale (1Aw) : MLS®# 202610961

    525 Rosedale Avenue Lord Roberts Winnipeg R3L 1M4
    Main Photo: 525 Rosedale Avenue in Winnipeg: Lord Roberts Residential for sale (1Aw) : MLS®# 202610961

    525 Rosedale Avenue Winnipeg R3L 1M4 Lord Roberts

    $429,900
    Residential
    Status:
    Active
    MLS® Num:
    202610961
    Bedrooms:
    3
    Bathrooms:
    2
    Floor Area:
    1,450 sq. ft.
    Showings start Friday May 22 with offers reviewed Wednesday May 27 on this extensively remodelled 1,450 sq ft home offering the perfect balance of charm and modern comfort. Featuring 3 bedrooms and 2 bathrooms, this outstanding property is packed with upgrades inside and out. The beautifully refinished hardwood floors flow through the main living spaces, while the amazing mud room with custom benches adds practical everyday convenience. Enjoy cooking in your well appointed kitchen and entertain in the living/dining room combination. The primary bedroom retreat is absolutely spectacular, showcasing a full ensuite, walk-in closet and dressing area rarely found at this price point. Additional upgrades include electrical service, HRV system, high-efficiency furnace, all PVC windows, central air conditioning, shingles - new on the main house just this past long weekend! The fenced yard, composite deck, and 2 car parking complete the exterior. There's so much more to offer but not enough room to describe here. Situated near schools and parks, this property combines comfort, convenience, and quality craftsmanship in one incredible package. A home you truly need to experience in person! More details
    Listed by Kristen Bilodeau of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 401 1460 Portage Avenue in Winnipeg: Polo Park Condominium for sale (5C) : MLS®# 202611180

    401 1460 Portage Avenue Polo Park Winnipeg R3G 3M9
    Main Photo: 401 1460 Portage Avenue in Winnipeg: Polo Park Condominium for sale (5C) : MLS®# 202611180

    401 1460 Portage Avenue Winnipeg R3G 3M9 Polo Park

    $144,900
    Condominium
    Status:
    Active
    MLS® Num:
    202611180
    Bedrooms:
    2
    Bathrooms:
    1
    Floor Area:
    1,037 sq. ft.
    Welcome to easy, carefree living in this well-maintained 55+ life lease community ideally located across from CF Polo Park and close to shopping, restaurants, public transportation, and all amenities. This quiet corner suite on the 4th floor offers desirable south & east exposure, filling the space with natural light while providing a peaceful setting within a quiet concrete building. The functional layout features an eat-in kitchen open to the living and dining area, creating a bright and comfortable space for everyday living. Both bedrooms offer double closets, and the suite includes a spacious 4-piece bathroom along with a convenient in-suite laundry/storage room. Step outside to the spacious east-facing balcony—the perfect place to enjoy your morning coffee and sunrise views. Residents appreciate the secure entrance, visitor parking, and excellent amenities including a fitness facility, large 2nd-floor balcony, party hall, library, and more. Condo fees include parking, water, and added conveniences, making for truly low-maintenance living. More details
    Listed by Alix McIntyre of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 116 Foster Street in Winnipeg: East Elmwood Residential for sale (3B) : MLS®# 202611137

    116 Foster Street East Elmwood Winnipeg R2L 1V9
    Main Photo: 116 Foster Street in Winnipeg: East Elmwood Residential for sale (3B) : MLS®# 202611137

    116 Foster Street Winnipeg R2L 1V9 East Elmwood

    $299,900
    Residential
    Status:
    Active
    MLS® Num:
    202611137
    Bedrooms:
    4
    Bathrooms:
    2
    Floor Area:
    756 sq. ft.
    SS now. Offers reviewed May 27/29. OPEN HOUSE SAT & SUN MAY 23/24 FROM 2-4PM. Looking for a solid starter home, rental or home to down size to? This may be it. Conveniently located in a quiet neighborhood is this hidden gem. This 4 bedroom 2 full bath house is ready for you to call it home. Complete with a fenced yard in the front and back, this offers you comfort and security. In the back yard is a beautiful insulated & heated double garage, with parking beside it and a fantastic area to entertain. Now when you walk in, you will see hardwood flooring and big bright windows in the living room area. Next we have 2 decent bedrooms and a bathroom as well as the kitchen area. Downstairs is finished with 2 more bedrooms (windows may not meet egress), a full bathroom, rec room with wet bar, mechanical room and laundry area. The house does have a new AC and HWT, fence, and some flooring. With a few more upgrades this home can shine! Did I mention there are schools and playgrounds very close as well?! Come and check out what could be your new home! **Room sizes are not currently accurate and will be corrected shortly. More details
    Listed by Terry Hunter of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK
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Data was last updated May 25, 2026 at 12:35 PM (UTC)
The listing information is provided by Winnipeg Real Estate Board and is deemed reliable but is not guaranteed to be accurate.

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Chris Pennycook

Office 204-989-5000

chrispennycook@royallepage.ca

 

3 - 1450 Corydon Avenue

Winnipeg, MB

R3N 0J3

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