Chris Pennycook

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

Office Listings

1-12/218

  • 46 Stan Bailie Drive in Winnipeg: South Pointe Residential for sale (1R) : MLS®# 202618856

    46 Stan Bailie Drive South Pointe Winnipeg R3Y 0L4
    Main Photo: 46 Stan Bailie Drive in Winnipeg: South Pointe Residential for sale (1R) : MLS®# 202618856

    46 Stan Bailie Drive Winnipeg R3Y 0L4 South Pointe

    $999,900
    Residential
    Status:
    Active
    MLS® Num:
    202618856
    Bedrooms:
    5
    Bathrooms:
    3
    Floor Area:
    1,978 sq. ft.
    S/S Thurs. Aug. 6, offers Tues. Aug. 11 after 6 pm. Exceptional lakefront family home in desirable South Pointe! This beautifully designed home features stunning lake views, gleaming hardwoods, high ceilings, expansive windows & custom silhouette blinds. The open-concept GR showcases a two-sided gas fp & custom floating media cabinet. The bright dining area flows into a dream kitchen offering soft-close cabinetry, quartz counters, ss appliances, walk-in pantry, island & peninsula w/abundant prep & entertainment space. Garden doors lead to a deck w/glass railing overlooking the lake & backyard. The main level offers 3 generous bedrooms, including a primary suite w/WICC & 4-piece ensuite featuring 2 sinks & o/s walk-in shower. 2nd 4-piece bath & laundry add convenience. The fully finished LL is perfect for entertaining w/a spacious rec room/games area & plenty of room for a pool table. Napoleon fireplace & wet bar fully equipped w/dishwasher & full-size fridge. 2 additional brs w/WICC, 3-piece bath & excellent storage/flex options. Built in 2013 w/HEF, HRV, sump pump & 2 electrical panels. Landscaped, fenced backyard w/covered patio, mature trees & AT/2. Close to walking paths, shopping & all amenities. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 102 Ashbury Bay in Winnipeg: Garden City Residential for sale (4G) : MLS®# 202619276

    102 Ashbury Bay Garden City Winnipeg R2V 2T3
    Main Photo: 102 Ashbury Bay in Winnipeg: Garden City Residential for sale (4G) : MLS®# 202619276

    102 Ashbury Bay Winnipeg R2V 2T3 Garden City

    $419,900
    Residential
    Status:
    Active
    MLS® Num:
    202619276
    Bedrooms:
    3
    Bathrooms:
    2
    Floor Area:
    1,276 sq. ft.
    Showings start Aug.6 w/ offers after 5:00 p.m. Aug.11...Fabulous bungalow that offers timeless charm along with an impressive list of updates. The bright and spacious living room includes gorgeous hardwood floors and flows seamlessly into the dining area and updated kitchen. The 2023 kitchen update included some modern finishes and the addition of a coffee bar, making this area perfect for hosting family dinners and entertaining. The bedroom area of this fantastic home also includes hardwood floors, a generous sized primary bedroom and two additional spacious bedrooms. The lower level was extensively renovated in 2021 and included new flooring, electrical rewiring, pot lights and a 3 pce bath. A cozy electric fireplace completes the rec room area and creates a warm & versatile environment. Major exterior improvements in 2025 included new shingles, eavestroughs & siding on the house as well as new shingles on the garage. Ideally situated in a sought-after neighbourhood, this home is close to schools, shopping, parks and recreational amenities including the Leila soccer complex & recreation centre. This is a great opportunity to own a beautiful home in a convenient and family-friendly neighbourhood. More details
    Listed by Lori Hopfner of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 30 Wingate Court in Winnipeg: Linden Woods Residential for sale (1M) : MLS®# 202618854

    30 Wingate Court Linden Woods Winnipeg R3P 2L5
    Main Photo: 30 Wingate Court in Winnipeg: Linden Woods Residential for sale (1M) : MLS®# 202618854

    30 Wingate Court Winnipeg R3P 2L5 Linden Woods

    $779,900
    Residential
    Status:
    Active
    MLS® Num:
    202618854
    Bedrooms:
    4
    Bathrooms:
    3
    Floor Area:
    1,868 sq. ft.
    S/S Thurs. Aug. 6, offers presented Tues. Aug.11 after 6:00 pm. Numerous updates throughout this fantastic 1,800 sq. ft. bungalow with cab-over in sought-after Linden Woods! This home is situated on a beautifully landscaped lot with an incredible backyard designed for entertaining. The spacious LR & DR feature hwds & a vaulted ceiling, creating a bright, inviting space for family gatherings. The updated kit boasts granite countertops, a lg island w/built-in table, cabinetry with pull-outs & patio drs leading to a tiered deck with pergola. The kit overlooks the cozy FR with a FP, providing an ideal open-concept layout. The private primary suite features a wicc & a 3 pce ensuite. 2 additional bedrooms, a convenient main flr laundry rm & a 4 pce bath complete the main level. The updated lower level (2022) offers high ceilings, a spacious rec rm, games rm, 4th br & an additional 4 pce bath, perfect for family living or guests. Step outside to the spectacular backyard featuring a patio with fire pit, plenty of green space for kids to play & multiple areas to relax or entertain. Additional features include a HEF 2022, A/c 2019, HWT 2026 & an attached AT/2. An exceptional family home just move in and enjoy! More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 100 Waterloo Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202617156

    100 Waterloo Street River Heights North Winnipeg R3N 0S2
    Main Photo: 100 Waterloo Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202617156

    100 Waterloo Street Winnipeg R3N 0S2 River Heights North

    $1,595,000
    Residential
    Status:
    Active
    MLS® Num:
    202617156
    Bedrooms:
    5
    Bathrooms:
    4
    Floor Area:
    3,381 sq. ft.
    S/S Thur. Aug.6, offers Tues. Aug.11 after 6 pm. Loaded with character & timeless charm, this beautifully maintained North River Heights home is located steps from Wellington Crescent on a picturesque, tree-lined street. Rich wood trim, original doors, wainscoting, hardwood flrs, crown moulding, arched alcoves, French doors preserve its classic appeal. The formal LR & DR are perfect for entertaining, while the stunning DULUX island eat-in kitchen offers granite countertops, high-end ss appliances, gas cooktop, prep sink, soft-close cabinetry & abundant storage. Garden doors lead to the deck & beautifully landscaped, park-like backyard, while the spacious 3-season sunroom provides the perfect place to unwind. A main floor den overlooks the tree lined street. Upstairs offers a/c, 4 bedrooms & 3 baths, including a bright primary suite w/Juliette balcony, custom WICC & ensuite w/soaker tub & o/s walk-in shower. The partially finished bsmt features a tavern-inspired rec room w/rich wood finishes, built-ins, dry bar & wood-burning fireplace. Shingles approx. 5 years old, AT/2 & exceptional curb appeal with front drive complete this truly special home where original character meets thoughtful modern updates. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 231 Wavell Avenue in Winnipeg: Riverview Residential for sale (1A) : MLS®# 202619367

    231 Wavell Avenue Riverview Winnipeg R3L 1V2
    Main Photo: 231 Wavell Avenue in Winnipeg: Riverview Residential for sale (1A) : MLS®# 202619367

    231 Wavell Avenue Winnipeg R3L 1V2 Riverview

    $449,900
    Residential
    Status:
    Active
    MLS® Num:
    202619367
    Bedrooms:
    4
    Bathrooms:
    2
    Floor Area:
    1,350 sq. ft.
    Showings start Wednesday August 5th, Offers on Tuesday August 11th. Welcome Home! Amazing yard. Incredible location. Solid family home. Welcome to Riverview! Located on a quiet, tree-lined street just steps from Churchill Drive Park and Winnipeg's beautiful riverside trails, this beautifully maintained 1,350 sq. ft. home offers the perfect blend of character, comfort and modern updates. Featuring 4 spacious bedrooms, 2 full bathrooms and a bright, functional layout, the heart of the home is the custom maple kitchen with a large island, abundant cabinetry and brand-new fridge and stove (2026). The fully finished lower level provides a huge recroom, den, full bath, laundry and excellent storage. Additional updates include: PVC windows, sump pump, electrical, upgraded insulation and more! The incredible 50' x 120' fenced yard is made for summer with a two-tier deck, screened attached screened sunroom/gazebo, stone patio and plenty of space for kids, pets and entertaining. Recent updates include shingles on the house and garage (2020), central air (2023) and hot water tank (2026). A wonderful opportunity to own a move-in ready home in one of Winnipeg's most sought-after neighbourhoods. More details
    Listed by Dan O'Brien of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 1019 Royse Avenue in Winnipeg: West Fort Garry Residential for sale (1Jw) : MLS®# 202619267

    1019 Royse Avenue West Fort Garry Winnipeg R3T 1V4
    Main Photo: 1019 Royse Avenue in Winnipeg: West Fort Garry Residential for sale (1Jw) : MLS®# 202619267

    1019 Royse Avenue Winnipeg R3T 1V4 West Fort Garry

    $399,900
    Residential
    Status:
    Active
    MLS® Num:
    202619267
    Bedrooms:
    4
    Bathrooms:
    2
    Floor Area:
    1,012 sq. ft.
    Showings start August 5th, Offers reviewed August 10th. Your search is over, It's all here in Fantastic West Fort Garry! This fully renovated 1 1/2 storey home is in pristine condition and features gleaming rich hardwoods throughout Living Room & Kitchen. Fully renovated Kitchen complete with maple cabinets, tile backsplash, track lighting & stainless steel appliances included! Full updated main floor Bathroom, plus 2 Bedrooms on this level too. The upper level offers a Primary Bedroom, and the 4th bedroom. The fully finished lower level has a large cozy Family Room with built-in cabinets and sink, great office or Den, fully renovated 3 piece Bathroom, & laundry area, plus storage space. Upgrades include: HE furnace, A/C, HWT, windows, siding, electrical, paint & lighting. Gorgeous backyard which is fully fenced with stamped concrete patio & raised garden box. Double front driveway leads to a oversized Garage complete with a bonus workshop attached!. Fantastic mid block, & quiet location, close to all conveniences including area schools, parks, U of M, shopping & public transit. This home is incredibly well maintained & turnkey. The complete package! Don't miss your opportunity to own this fine home! More details
    Listed by Dave Kramer of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 909 Strathcona Street in Winnipeg: Polo Park Residential for sale (5C) : MLS®# 202619231

    909 Strathcona Street Polo Park Winnipeg R3G 3G3
    Main Photo: 909 Strathcona Street in Winnipeg: Polo Park Residential for sale (5C) : MLS®# 202619231

    909 Strathcona Street Winnipeg R3G 3G3 Polo Park

    $274,900
    Residential
    Status:
    Active
    MLS® Num:
    202619231
    Bedrooms:
    2
    Bathrooms:
    2
    Floor Area:
    1,045 sq. ft.
    s/s Aug 5th - Offers Aug 12 - Welcome to 909 Strathcona St; a beautifully renovated West End home designed to give first-time buyers a truly turn-key experience. Every space has been thoughtfully updated, offering modern comfort the moment you walk through the doors. Step into the inviting front porch; an ideal spot for morning coffee or unwinding at the end of the day. Inside, the main floor features a bright, open-concept living & dining area w/ new flooring (2026) & large windows (2026). The brand-new kitchen is a standout, with new s/s appliances (2026), quartz countertops, & generous cabinetry. A good sized, main-floor bedroom sits beside a modern 4-piece bathroom, making the layout convenient for guests or flexible living arrangements. Upstairs, the spacious primary bedroom offers privacy, along w/ a 3-piece ensuite & a bonus area ideal for a reading nook or home office. From the mudroom, step out to a large back deck perfect for summer gatherings. The fully fenced backyard offers low maintenace landscaping & plenty of room for parking. Laundryroom, workshop & recroom complete the lower level. Situated close to Polo Park shopping centre, schools & more, this home is a true SHOW STOPPER! More details
    Listed by Maricel Knight of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 6975 ROBLIN Boulevard in Headingley: Headingley South Residential for sale (1W) : MLS®# 202618758

    6975 ROBLIN Boulevard Headingley South Headingley R4H 1A2
    Main Photo: 6975 ROBLIN Boulevard in Headingley: Headingley South Residential for sale (1W) : MLS®# 202618758

    6975 ROBLIN Boulevard Headingley R4H 1A2 Headingley South

    $1,250,000
    Residential
    Status:
    Active
    MLS® Num:
    202618758
    Bedrooms:
    4
    Bathrooms:
    4
    Floor Area:
    2,064 sq. ft.
    S/S Wed. Aug.5, offers Wed. Aug.12. Drive down a winding private lane to this beautiful walkout bungalow, nestled on the riverfront & surrounded by picturesque green space. Designed with an open-concept layout, the spacious GR & DR feature maple hwds, a dramatic wall of windows, cozy gas FP & garden drs leading to a spacious covered deck. The well-appointed kit features abundant cabinetry, a lg granite-topped island that provides generous prep & workspace & included appliances, making it perfect for everyday living & effortless entertaining. A flexible main-flr office can easily serve as a 3rd br if desired. The main level includes 2 brs highlighted by the luxurious primary suite w/5 pce ensuite & WICC. You will also find a convenient laundry rm, a 2 pce powder rm, a 4 pce bath & a mud rm with direct access to the O/S triple attached garage. Fully finished lower level features newer hwds, a spacious recreation rm, a games rm with a wet bar & garden drs opening to the beautifully treed backyard, a theatre rm, gym, 2 additional brs & a 4 pce bath. This exceptional property combines privacy, spectacular natural surroundings & thoughtfully designed living spaces, making it the perfect place to call home. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 55 Stefanie Drive in Winnipeg: Oakwood Estates Residential for sale (3H) : MLS®# 202619244

    55 Stefanie Drive Oakwood Estates Winnipeg R2G 3A7
    Main Photo: 55 Stefanie Drive in Winnipeg: Oakwood Estates Residential for sale (3H) : MLS®# 202619244

    55 Stefanie Drive Winnipeg R2G 3A7 Oakwood Estates

    $324,900
    Residential
    Status:
    Active
    MLS® Num:
    202619244
    Bedrooms:
    3
    Bathrooms:
    2
    Floor Area:
    1,016 sq. ft.
    *Showings Aug 6-9. OTP Aug 10* Calling all dreamers, DIYers, and renovators! Backing directly onto the lovely Red Oak Park, this 988 sq ft bungalow is a rare find. Lovingly owned by the same owner for 39 years, this home is brimming with untapped potential and character just waiting to be uncovered. The main floor offers a functional layout with 3 bedrooms and a full bathroom, along with newer windows, wood burning fireplace and classic oak kitchen cabinets that give you a great base to build from. Head downstairs to a large, partially finished basement featuring a retro rec room complete with a charming bar area — perfect for entertaining once you've made it your own — plus a handy workshop space, an additional storage room, and a convenient 3-piece bathroom. Outside, enjoy a spacious backyard ideal for future landscaping or outdoor living, plus a front driveway for easy parking. With some updating and a little vision, this home has the bones and the location to add serious value — estimated at $100k or more once its potential is realized. Don't miss your chance to transform this diamond in the rough into your dream home in one of Oakwood Estates' most sought-after settings! More details
    Listed by Shae Kusyk of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 310 155 Sherbrook Street in Winnipeg: West Broadway Condominium for sale (5A) : MLS®# 202619300

    310 155 Sherbrook Street West Broadway Winnipeg R3C 2B5
    Main Photo: 310 155 Sherbrook Street in Winnipeg: West Broadway Condominium for sale (5A) : MLS®# 202619300

    310 155 Sherbrook Street Winnipeg R3C 2B5 West Broadway

    $199,900
    Condominium
    Status:
    Active
    MLS® Num:
    202619300
    Bedrooms:
    2
    Bathrooms:
    1
    Floor Area:
    726 sq. ft.
    Welcome to The Element at 155 Sherbrook Street — a standout 2013-built condo in the heart of West Broadway, one of Winnipeg's most walkable and vibrant neighbourhoods. This bright and modern 2 bedroom, 1 bathroom unit has everything you need: an open-concept layout flooded with natural light, a spacious kitchen featuring granite countertops and stainless steel appliances, large closets, an east-facing balcony perfect for morning coffee, and the convenience of in-suite laundry. Solid concrete construction means quiet, durable living. The well-managed building features secure key-fob entry & elevator access — and your unit comes complete with a covered gated parking stall and a large storage locker. Step outside and Sherbrook Street's beloved cafés, street-side patios, local boutiques, and transit are all at your doorstep, with the University of Winnipeg, Misericordia Health Centre, and downtown just minutes away. Modern, move-in ready, and built to last — this is urban Winnipeg living at its best. More details
    Listed by Shae Kusyk of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 584 Centennial Street in Winnipeg: River Heights Residential for sale (1D) : MLS®# 202619069

    584 Centennial Street River Heights Winnipeg R3N 3M2
    Main Photo: 584 Centennial Street in Winnipeg: River Heights Residential for sale (1D) : MLS®# 202619069

    584 Centennial Street Winnipeg R3N 3M2 River Heights

    $369,900
    Residential
    Status:
    Active
    MLS® Num:
    202619069
    Bedrooms:
    2
    Bathrooms:
    2
    Floor Area:
    806 sq. ft.
    SS Wed Aug 5, Open House Sat Aug 8,12-1:30, Sun Aug 9, 2-4, OTP 5:00 pm Thurs Aug 13. WELCOME TO S RIVER HEIGHTS! Lovingly cared for & upgraded 2 bedroom bungalow (perfect starter or downsize home). Walking in the front door you'll find lovely glass doors leading to a sun filled living rm, beautiful hardwood floors, 2 bedrooms off the hall with large windows. The upgraded kitch offers SS fridge & stove & overlooks the fully fenced yard (great for keeping an eye on your little ones playing outside). Finished bsmt gives you Rec room/flex area, den area which could easily become a bedroom w/ installing an egress window. Lovely 4 pc bath w/ adjoining mechanical/storage space. Lge laund area (washer & dryer remain) w/loads of additional storage. The back door leads to great entertaining/play space offering a deck, fire pit area, lge storage shed & 14 x 22 garage. You'll find JB Mitchell Elem School a short walk away, local shopping & bus. Close to Assiniboine Park & Zoo, loads of restaurants, great access to Kenaston & malls or Polo Park Shopping Centre. Upgrades to kitchen, bathrooms, siding, eaves, roof, windows, furn & more. Central Air & Alarm system. Stop by for a look & stay for many years to come. More details
    Listed by Carol Kowaliuk of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 2 Lisgar Place in Pinawa: R18 Residential for sale : MLS®# 202619221

    2 Lisgar Place R18 Pinawa R0E 1L0
    Main Photo: 2 Lisgar Place in Pinawa: R18 Residential for sale : MLS®# 202619221

    2 Lisgar Place Pinawa R0E 1L0 R18

    $749,500
    Residential
    Status:
    Active
    MLS® Num:
    202619221
    Bedrooms:
    4
    Bathrooms:
    3
    Floor Area:
    1,554 sq. ft.
    OPEN HOUSE Sat Aug 8, 12-2pm. EXCEPTIONAL CUSTOM-BUILT MODERN FARMHOUSE! Built by VOGT Homes in 2024, this stunning 1,554 SF bungalow offers over 3,100 SF of beautifully finished living space on a private 1/3-acre corner lot just steps from the Winnipeg River & Pinawa's scenic trail system. The bright open-concept design features soaring 13' vaulted ceilings, an impressive RSF fireplace & premium Loewen triple-pane Douglas Fir windows that fill the home w/natural light. The designer kitchen boasts Bosch appliances, induction cooktop, oversized island w/wine fridge, walk-in pantry & exceptional storage. The spacious primary suite offers peaceful backyard views, an 11'x8' W/I closet & spa-inspired ensuite w/heated floors. Enjoy the inviting 4-season sunroom, luxurious main bath w/heated floors & soaker tub, plus convenient main floor laundry. The fully finished bsmt features 9' ceilings, huge rec room, 2 oversized bdrms & another upscale bath w/heated floors. Built for exceptional efficiency & comfort with an ICF foundation, spray foam, Rockwool insulation, engineered white oak flooring, heat pump, premium finishes throughout, transferable 5-year home warranty & craftsmanship that's evident throughout. More details
    Listed by Shaun Thompson of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK
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Data was last updated August 4, 2026 at 10:35 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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