Chris Pennycook

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

Office Listings

1-12/191

  • 501 1840 Henderson Highway in Winnipeg: North Kildonan Condominium for sale (3G) : MLS®# 202610476

    501 1840 Henderson Highway North Kildonan Winnipeg R2G 1P2
    Main Photo: 501 1840 Henderson Highway in Winnipeg: North Kildonan Condominium for sale (3G) : MLS®# 202610476

    501 1840 Henderson Highway Winnipeg R2G 1P2 North Kildonan

    $324,900
    Condominium
    Status:
    Active
    MLS® Num:
    202610476
    Bedrooms:
    2
    Bathrooms:
    1
    Floor Area:
    1,052 sq. ft.
    Showings start Wed May 20th with offers on May 25th. Welcome to this spacious 5th floor corner unit offering 1052 sq ft of comfortable living space in a highly sought-after building! A generous foyer welcomes you into the bright living and dining room combination featuring beautiful hardwood floors and plenty of natural light. The eat-in kitchen offers an abundance of cupboards and counter space, perfect for everyday living and entertaining. The large primary bedroom includes a walk-in closet, while the second bedroom is ideal for guests, family or a home office, both with plush carpet. A 4-piece main bathroom completes the layout. Enjoy your morning coffee or evening relaxation in the enclosed balcony, providing additional living space for 3 seasons. Extras include in-suite laundry and storage, central air conditioning, additional storage on the same floor, storage locker in the parkade and an underground parking stall conveniently located right by the door. Well cared for building close to shopping, restaurants, public transportation and more. A fantastic opportunity for easy condo living! More details
    Listed by Kristen Bilodeau of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 37 4025 Roblin Boulevard in Winnipeg: Charleswood Condominium for sale (1F) : MLS®# 202610824

    37 4025 Roblin Boulevard Charleswood Winnipeg R3R 3V5
    Main Photo: 37 4025 Roblin Boulevard in Winnipeg: Charleswood Condominium for sale (1F) : MLS®# 202610824

    37 4025 Roblin Boulevard Winnipeg R3R 3V5 Charleswood

    $429,900
    Condominium
    Status:
    Active
    MLS® Num:
    202610824
    Bedrooms:
    2
    Bathrooms:
    2
    Floor Area:
    1,040 sq. ft.
    Showings start Thursday, May 20 with offers presented on Tuesday, May 26 after 4:00 p.m...Rare opportunity to own this beautiful 1040 sf condo with beautiful river views. Thoughtfully refreshed with updated flooring, fresh paint and numerous additional improvements. This move in ready home offers an exceptional blend of comfort and style. Bright open concept living and dining area is designed to maximize the river views. It's also perfect for everyday living and entertaining. The functional kitchen features a convenient pass-through to the dining area and includes all appliances. The spacious primary bedroom offers a walk-in-closet and 3 pce ensuite. A versatile 2nd bedroom or den, 4 pce main bath with main floor laundry add to the practical layout. The full, partially finished basement provides abundant storage space and the opportunity to create additional living space tailored to your needs. Enjoy carefree condo living in this highly sought-after development, where exceptional views and a premium location are combined to create a truly special home. Affordable price and low condo fees! More details
    Listed by Lori Hopfner of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 32 Whidden Gate in Winnipeg: Linden Woods Residential for sale (1M) : MLS®# 202608666

    32 Whidden Gate Linden Woods Winnipeg R3P 1X9
    Main Photo: 32 Whidden Gate in Winnipeg: Linden Woods Residential for sale (1M) : MLS®# 202608666

    32 Whidden Gate Winnipeg R3P 1X9 Linden Woods

    $887,500
    Residential
    Status:
    Active
    MLS® Num:
    202608666
    Bedrooms:
    6
    Bathrooms:
    4
    Floor Area:
    2,108 sq. ft.
    S/S Thurs, May 21-offers presented Tues, May 26 after 6:00. Completely renovated from top to bottom, this stunning 6 bedroom open-concept residence blends modern luxury with thoughtful design & exceptional functionality. The impressive LR features soaring vaulted ceilings & a sun-filled bay window, creating a bright & inviting atmosphere. The elegant DR is enhanced with a stylish built-in dry bar & floating shelves, while the beautifully updated eat-in kit showcases a lg island breakfast bar, quartz countertops & patio drs that open to an expansive deck—perfect for entertaining. The sunken FR offers a warm & inviting retreat with a cozy gas FP. A main flr br, full 3-piece bath & a well-organized mudroom with custom cabinetry adding everyday convenience & versatility. Upstairs, you’ll find a convenient laundry closet w/washer & dryer, a modern 4-piece bath & a serene primary suite complete with a 3-piece ensuite & a wicc. The fully finished lower level extends the living space with a generous family-sized rec rm, 2 additional brs & a 3-piece bath. Additional highlights include a newer HEF, central A/C, hot water tank, shingles, fascia & soffits—all adding to the appeal of this exceptional turnkey home. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 31 Dumbarton Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202610153

    31 Dumbarton Boulevard Tuxedo Winnipeg R3P 2C7
    Main Photo: 31 Dumbarton Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202610153

    31 Dumbarton Boulevard Winnipeg R3P 2C7 Tuxedo

    $1,700,000
    Residential
    Status:
    Active
    MLS® Num:
    202610153
    Bedrooms:
    3
    Bathrooms:
    4
    Floor Area:
    3,363 sq. ft.
    S/S Thurs. May 21, offers Tues. May 26 after 6 pm. Stunning architectural masterpiece designed by renowned architect David Penner, offering breathtaking lake views & a truly distinctive layout in prestigious Tuxedo. Thoughtfully designed w/main floor bedrooms featuring private ensuites & an elevated UL living space that maximizes the spectacular setting. The open-concept living & family rooms are surrounded by dramatic floor-to-ceiling windows & offer access to a west-facing deck overlooking the lake. A projector & screen create the ultimate entertainment experience, while bar-top seating makes hosting effortless. The formal dining area flows into the bright eat-in island kit featuring white cabinetry, Sub-Zero fridge & a wall of windows capturing stunning water views. A private primary retreat offers a skylight, expansive WICC & 5-piece ensuite w/jetted tub. A loft provides ideal flex space for an office or studio. The walkout LL includes a rec room, laundry & ample storage. Additional features include 2 HEF, 2 HWT, HRV, C/VAC & sump pump. Beautifully landscaped grounds, fenced backyard w/covered patio, AT/3 & direct lake views complete this exceptional property! Steps from Assiniboine Forest. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 372 Waverley Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202610687

    372 Waverley Street River Heights North Winnipeg R3M 3L3
    Main Photo: 372 Waverley Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202610687

    372 Waverley Street Winnipeg R3M 3L3 River Heights North

    $539,900
    Residential
    Status:
    Active
    MLS® Num:
    202610687
    Bedrooms:
    3
    Bathrooms:
    2
    Floor Area:
    1,665 sq. ft.
    Showings start May 20; Offers reviewed May 27. Welcome to this timeless character home in one of Winnipeg’s most sought-after neighbourhoods known for its tree-lined streets & strong sense of community. Lovingly maintained by the same family for over 30 years, this home blends original charm with thoughtful updates. Classic features like hardwood floors, arched openings, & brick fireplace create warmth & character, while the updated kitchen offers modern functionality. The main living spaces flanked by large windows are bright, inviting, & designed for both everyday living & entertaining, with a sunroom that quickly becomes a favourite place to unwind. Upstairs features three bedrooms, including a spacious primary with two walk-in closets. The recently updated four-piece bathroom adds a fresh, modern touch. A finished basement with an additional bathroom provides flexible living space for growing families, guests, or home office. Step outside to a fully fenced backyard complete with a deck & patio, perfect for summer evenings filled with entertaining & letting kids play freely. Complete with a newer built double car garage, this home offers all of today's modern conveniences while embracing its charm. More details
    Listed by Monica Manaigre of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 394 Thompson Drive in Winnipeg: Grace Hospital Residential for sale (5F) : MLS®# 202610427

    394 Thompson Drive Grace Hospital Winnipeg R3J 3E6
    Main Photo: 394 Thompson Drive in Winnipeg: Grace Hospital Residential for sale (5F) : MLS®# 202610427

    394 Thompson Drive Winnipeg R3J 3E6 Grace Hospital

    $524,900
    Residential
    Status:
    Active
    MLS® Num:
    202610427
    Bedrooms:
    4
    Bathrooms:
    4
    Floor Area:
    2,472 sq. ft.
    S/S Thurs. May 21, offers Tues. May 26 after 6 pm. This beautifully updated bungalow offers an incredible addition. The bright & inviting living & dining room combination showcases warm hwds & creates the perfect setting for both everyday living & entertaining. The spacious eat-in kit is designed for convenience, featuring an abundance of cabinetry with plenty of pull-outs, an attached table for casual dining. The main floor offers 2 comfortable brs a convenient 2-pce & 3-pce bathroom, a functional mudroom with access to the attached single garage. A truly spectacular FR addition serves as the heart of the home, highlighted by a stunning floor-to-ceiling Tyndall stone wood-burning fireplace, a cozy office nook, a wet bar, and patio doors leading to a fabulous sunroom filled with natural light. The UL is dedicated to a private primary bedroom retreat featuring a vaulted ceiling, WICC & a spacious 4-piece ensuite. The basement expands the living space even further with a large rec room complete with a wet bar, an additional bedroom ideal for guests, space for a home office. Outside, the partially fenced yard offers built-in seating & a patio area, creating the perfect outdoor space for relaxing. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 89 Setterington Bay in Winnipeg: Whyte Ridge Residential for sale (1P) : MLS®# 202609449

    89 Setterington Bay Whyte Ridge Winnipeg R3Y 1W3
    Main Photo: 89 Setterington Bay in Winnipeg: Whyte Ridge Residential for sale (1P) : MLS®# 202609449

    89 Setterington Bay Winnipeg R3Y 1W3 Whyte Ridge

    $649,900
    Residential
    Status:
    Active
    MLS® Num:
    202609449
    Bedrooms:
    4
    Bathrooms:
    4
    Floor Area:
    2,007 sq. ft.
    SS May 20. Offers May 26. Welcome to this beautifully kept and nicely updated Whyte Ridge two storey. You're welcome by a spacious front entrance w/dbl closet and tiled floors. From there you'll notice the bright open concept plan which has hardwood floors and a neutral paint palette. Front LR + formal DR leads into the sunny GR which has soaring ceilings and a full wall of wdws. This beautiful room is anchored by a gas FP w/flanking built-ins. Spacious eat-in kitchen features of maple cabinetry, lots of counter space and updated SS appls. Corner sinks overlook the yard and there is pantry too! Updated patio doors take you to the fenced west facing back yard w/deck and pergola. Convenient powder room and laundry/mud room complete the main floor. The upper level features a beautiful primary suite w/a generous en-suite that has a jetted corner tub and WIC. 2 more great sized bdrms and a 4pc bath w/tiled floor and tub surround. The basement is finished and offers a 2nd kitchenette, theatre room, 4th bdrm {non-egress}, 3pc bath w/oversized tiled shower and loads of dedicated storage. Upgrades include: shingles |20, wdws |22, int paint |23, HEF+LVP |25. A wonderful family home in a great neighbourhood! More details
    Listed by Danielle Margolis of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 504 Queenston Street in Winnipeg: River Heights Residential for sale (1D) : MLS®# 202610488

    504 Queenston Street River Heights Winnipeg R3N 0X3
    Main Photo: 504 Queenston Street in Winnipeg: River Heights Residential for sale (1D) : MLS®# 202610488

    504 Queenston Street Winnipeg R3N 0X3 River Heights

    $499,900
    Residential
    Status:
    Active
    MLS® Num:
    202610488
    Bedrooms:
    2
    Bathrooms:
    2
    Floor Area:
    1,014 sq. ft.
    SS May 20 @ 5pm. OTP May 25th @ 5pm. Beyond charming & fully remodelled, this River Heights bungalow is all style, substance & serious “move-in-and-do-absolutely-nothing” quality. This 2+ bed, 2 full bath beauty blends character w/ modern updates, creating a home that feels equal parts sophisticated & cozy. Sunlight pours in highlighting hardwood floors, spacious layout & seamless flow made for entertaining, playdates & holiday hosting. The stunning kitchen features quartz counters, S/S appls & thoughtful finishes. Turnkey from top to bottom- HWT '25, AC '21, radon mitigation sys '21, W/D '21, exterior paint '21, custom blinds '23, upgraded electrical panel '21. The fully fin bsmt adds exceptional flexibility w/ a spacious rec rm perfect for movie nights & yoga practices as reprieve-from-the-world. Dedicated laundry rm w/sink, a tucked-away office, & 3-pc bath, extra storage rm, cold storage rm, utility rm with work space completes the bsmt. Outside, the beautifully fenced '21 oasis is hardscaped w/ custom sidewalk & patio stones '21 keeping maintenance low & enjoyment high. The dbl detached gar '21 w/ 220 wiring ready for your own EV charger is the cherry on top of this polished River Heights gem. More details
    Listed by Tara Suffield of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 477 Hethrington Avenue in Winnipeg: Lord Roberts Residential for sale (1Aw) : MLS®# 202610471

    477 Hethrington Avenue Lord Roberts Winnipeg R3L 0V5
    Main Photo: 477 Hethrington Avenue in Winnipeg: Lord Roberts Residential for sale (1Aw) : MLS®# 202610471

    477 Hethrington Avenue Winnipeg R3L 0V5 Lord Roberts

    $234,500
    Residential
    Status:
    Active
    MLS® Num:
    202610471
    Bedrooms:
    1
    Bathrooms:
    2
    Floor Area:
    644 sq. ft.
    Showings start Wed May 20th, with offers on May 25th. This cozy charmer is located in the trendy, sought after area of South Osborne. This is a perfect home for the first time buyer or use for a cute air B & B. Walking up, you have a covered front porch that leads you into the home. The living room is nice & bright with the newer picture window (2021). The oak kitchen makes good use of the space with a small breakfast nook connecting to the living area. Off to the side is a space that can be used as a small office area, or look at bringing laundry up to the main floor. The back foyer has a 2 pc powder room and access to low maintenance back yard. Upstairs is your loft style bedroom with 4 pce ensuite with claw foot tub. The part basement houses the utilities, washer & dryer and offers some storage. The newer 16 x 22 garage(2010) keeps the car dry from the elements, will provide extra storage or maybe a small workshop space. Updates include: AC 2009, Shingles 2012, front doors 2021, kitchen floor 2025 & exterior paint 2024. This location can't be beat; conveniently placed within walking distance to public transit, shopping, restaurants, cafes & more. Why rent when you can own this adorable home! More details
    Listed by Kristen Bilodeau of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 75 Bonaventure Drive E in Winnipeg: Island Lakes Residential for sale (2J) : MLS®# 202610999

    75 Bonaventure Drive E Island Lakes Winnipeg R3X 0N1
    Main Photo: 75 Bonaventure Drive E in Winnipeg: Island Lakes Residential for sale (2J) : MLS®# 202610999

    75 Bonaventure Drive E Winnipeg R3X 0N1 Island Lakes

    $599,900
    Residential
    Status:
    Active
    MLS® Num:
    202610999
    Bedrooms:
    4
    Bathrooms:
    4
    Floor Area:
    1,572 sq. ft.
    SS now. Offers presented Monday May 25th. Welcome to this beautiful 2-storey home in desirable Island Lakes! This quality-built A&S home features a bright open-concept main floor with large picture windows, welcoming foyer, spacious living room with built-in speakers, dining area, and functional kitchen complete with stainless steel appliances, pantry, and island, plus a convenient 2-piece powder room and main floor laundry. Upstairs offers 3 bedrooms and 2 full bathrooms, including a generous primary suite with 3-piece ensuite. The finished lower level adds excellent living space with a rec room, 4th bedroom, and additional 3-piece bath, ideal for guests or a growing family. Features include 9 ft ceilings on the main and lower levels, central A/C, HEF, HRV, 2x6 construction, silent floor joists, CAT6 wiring throughout, and sump pump. Outside, enjoy a 22 x 24 insulated double attached garage, widened concrete driveway, fenced low-maintenance backyard, shed, tiered deck, and patio area. Conveniently located minutes from Bonavista Leaf Park, Seine River Greenway trails, and St. Vital Shopping Centre. A fantastic family home in a sought-after neighbourhood! More details
    Listed by Tyson Sonnichsen of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 43053 82 Road N in Beausejour: Mars Sand Hills Residential for sale (R03) : MLS®# 202610801

    43053 82 Road N Mars Sand Hills Beausejour R0E 0C0
    Main Photo: 43053 82 Road N in Beausejour: Mars Sand Hills Residential for sale (R03) : MLS®# 202610801

    43053 82 Road N Beausejour R0E 0C0 Mars Sand Hills

    $584,900
    Residential
    Status:
    Active
    MLS® Num:
    202610801
    Bedrooms:
    4
    Bathrooms:
    3
    Floor Area:
    1,275 sq. ft.
    Enjoy peaceful country living on the banks of the Brokenhead River with this exceptional 47-acre retreat, located just 45 minutes from Winnipeg. This private property offers the perfect blend of comfort, nature, and rural charm. The 1,275 sq. ft. home features 4 bedrooms, 2.5 bathrooms, a cozy recreation room, and a versatile bonus space ideal for a home office, studio, or gym. The spacious kitchen includes abundant cabinetry, a full pantry, and a bright dining area with access to the deck overlooking the river. A large bay window and fireplace create a warm and inviting living room, while the west-facing deck with pergola is perfect for enjoying prairie sunsets and peaceful evenings outdoors. Additional highlights include an insulated double attached garage with 220V service, a spacious mudroom/breezeway, open fields, natural grasses near the river, and mature forested areas ideal for hiking, recreation, gardening, or hobby farming. A rare opportunity to enjoy privacy, scenic views, and the beauty of rural Manitoba—book your private showing today! More details
    Listed by Charity Reimer of Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 128 McCrindle Bay in Winnipeg: Charleswood Residential for sale (1H) : MLS®# 202610668

    128 McCrindle Bay Charleswood Winnipeg R3R 3Z6
    Main Photo: 128 McCrindle Bay in Winnipeg: Charleswood Residential for sale (1H) : MLS®# 202610668

    128 McCrindle Bay Winnipeg R3R 3Z6 Charleswood

    $799,900
    Residential
    Status:
    Active
    MLS® Num:
    202610668
    Bedrooms:
    4
    Bathrooms:
    4
    Floor Area:
    1,931 sq. ft.
    S/S Wed. May 20, offers Mon. May 25 evening. Fabulous custom-built 2-storey home in Ridgewood South offers bright, spacious living with a modern open-concept design & a stunning backyard oasis with an amazing surprise! Built in 2023, the main floor features wide plank flooring, expansive windows, built-in great room storage & patio doors leading to a large deck w/glass panels. The chef’s kitchen boasts ss appliances, quartz counters, soft-close cabinetry & an updated island w/breakfast bar & double sink. A convenient pantry w/pass-through to the custom mudroom adds style & function. Upstairs offers a loft, great for a reading nook or office. 3 bedrooms in total, family bath & laundry. The private primary suite includes a walk-in clothes closet and 4-piece ensuite. The finished basement features a spacious rec room, 4-piece bath & guest bedroom, currently used as a gym. The stunning backyard was designed by Gellers & highlights include a 20' x 12' inground fiberglass pool w/resort entry, insulated pool shed, covered outdoor kitchen w/bar seating, dining patio, garden beds & maintenance-free landscaping...ready for summer! HEF, C/AIR, HRV, sump pump & o/s AT/2. Minutes to shopping & the perimeter. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK
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Data was last updated May 19, 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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