Chris Pennycook

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

My Listings

1-12/448

  • 55 70 Oak Forest Crescent in Winnipeg: The Oaks Condominium for sale (5W) : MLS®# 202612471

    55 70 Oak Forest Crescent The Oaks Winnipeg R3K 1M4
    Main Photo: 55 70 Oak Forest Crescent in Winnipeg: The Oaks Condominium for sale (5W) : MLS®# 202612471

    55 70 Oak Forest Crescent Winnipeg R3K 1M4 The Oaks

    $599,900
    Condominium
    Status:
    Active
    MLS® Num:
    202612471
    Bedrooms:
    3
    Bathrooms:
    3
    Floor Area:
    1,290 sq. ft.
    S/S Thurs. June 4, offers presented Tues. June 9 after 6 pm. Experience refined living in this immaculate 1,290 sq. ft. bungalow, thoughtfully designed with modern elegance and exceptional attention to detail. Offering 3 bedrooms and 3 baths, this beautifull home showcases custom silhouette blinds, expansive windows, designer lighting & a bright open-concept layout ideal for both everyday living & entertaining. The inviting GR flows seamlessly into the dining area w/direct access to the professionally landscaped backyard & deck...perfect for summer gatherings. The stunning kit is a true centerpiece, featuring crisp white cabinetry, ss appliances & waterfall island w/breakfast bar seating. The private primary retreat boasts a WICC & luxurious 3-piece ensuite. A second bedroom or home office, full bath & convenient main floor laundry complete the main level. The fully finished LL offers a spacious rec room, guest bedroom, 3-piece bath & option to create a fourth br if desired. Built on piles & complimented by a double attached garage, this exceptional home combines style, comfort & quality in every detail. Located in Country Estates in The Oaks, minutes from amenities & easy access to walking trails. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 243 Niagara Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202612052

    243 Niagara Street River Heights North Winnipeg R3N 0V1
    Main Photo: 243 Niagara Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202612052

    243 Niagara Street Winnipeg R3N 0V1 River Heights North

    $399,900
    Residential
    Status:
    Active
    MLS® Num:
    202612052
    Bedrooms:
    2
    Bathrooms:
    1
    Floor Area:
    964 sq. ft.
    S/S Thurs. June 4, offers presented Tues. June 9 after 6 :00 pm. Charming bungalow in the heart of North River Heights offering 964 sq ft of comfortable living space with excellent basement development potential featuring high ceilings & large windows. Original hardwood floors flow throughout, complemented by a welcoming living room with wood-burning fireplace & spacious formal dining room. Bright white kitchen showcases soft-close cabinetry plus newer oven & refrigerator (2022). Both bedrooms overlook the expansive backyard, while the freshly painted interior (2026) adds a fresh modern touch. Outstanding curb appeal with mature trees, tiered deck with new railing (2021), newer chain link fence (2025) & large concrete patio create the perfect outdoor retreat. Additional upgrades include a new boiler/water heater (2020), new eavestroughs (2021), replaced shingles south & west (2021) offering added value & peace of mind. Ideally located within walking distance to Academy Road’s shops, cafes & restaurants More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 27 Stanford Bay in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202609634

    27 Stanford Bay Tuxedo Winnipeg R3P 0T5
    Main Photo: 27 Stanford Bay in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202609634

    27 Stanford Bay Winnipeg R3P 0T5 Tuxedo

    $1,299,500
    Residential
    Status:
    Active
    MLS® Num:
    202609634
    Bedrooms:
    5
    Bathrooms:
    4
    Floor Area:
    2,830 sq. ft.
    S/S Thurs, June 4-offers presented Tues, June 9 after 6:00 p.m. Immaculate two-storey family home in the heart of the distinguished Tuxedo neighbourhood. A lovely foyer welcomes you with a striking stone feature wall, leading into an elegant living room with a double-sided wood-burning fireplace & stunning tile flooring. The dining room features a built-in buffet with accent lighting & a bay window overlooking the beautifully landscaped backyard. The eat-in kitchen offers cabinets with pullouts, a central island with granite countertops & a casual dining area. A sunken family room with a wood-burning fireplace, along with a bright sunroom featuring heated flooring & garden doors, provides access to an entertainer’s dream backyard complete with an amazing in-ground pool & gazebo. Main floor also includes a convenient laundry room & 2-piece bath. Upstairs offers four bedrooms (one currently used as an office) & a 4-piece bath, while the spacious primary suite features a 4-piece ensuite with heated floors & ample closet space. The fully finished lower level includes a rec room, additional bedroom & 3-piece bath. Additional highlights include shingles (2025), central vacuum & an attached double garage. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 1324 Wellington Crescent in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202611847

    1324 Wellington Crescent River Heights North Winnipeg R3N 0B1
    Main Photo: 1324 Wellington Crescent in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202611847

    1324 Wellington Crescent Winnipeg R3N 0B1 River Heights North

    $1,075,000
    Residential
    Status:
    Active
    MLS® Num:
    202611847
    Bedrooms:
    3
    Bathrooms:
    2
    Floor Area:
    1,560 sq. ft.
    S/S Thurs, June 4-offers presented Tues, June 9 after 6:00 p.m. Ideally located on prestigious Wellington Crescent & just steps from the beautiful tree-lined walking path, this exceptional residence offers a prime setting in one of the city's most sought-after locations. Stunning architectural design & impeccable craftsmanship are showcased throughout, creating a refined blend of luxury & sophistication. The elegant LR is highlighted by a dramatic floor-to-ceiling bay window, custom art niches & a charming wood-burning FP. Inviting DR w/patio drs opens seamlessly to the fabulous fenced backyard w/tiered deck, creating the perfect setting for relaxing & entertaining. The well-appointed kitchen features a Bosch 4-burner gas cooktop & Bosch oven, pull-out organizers & an abundance of cabinetry designed for both style & functionality. Upstairs, a mezzanine office/reading nook provides a casual retreat. The spacious primary bedroom features a cozy gas fireplace, dual closets & direct access to a luxurious 5-piece bath, offering a peaceful haven for rest & relaxation. Bright fully finished lower level includes a generous recroom with gas FP, an additional guest br, 3-piece bath & convenient laundry closet. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 401 290 Waterfront Drive in Winnipeg: Exchange District Condominium for sale (9A) : MLS®# 202611856

    401 290 Waterfront Drive Exchange District Winnipeg R3B 0A6
    Main Photo: 401 290 Waterfront Drive in Winnipeg: Exchange District Condominium for sale (9A) : MLS®# 202611856

    401 290 Waterfront Drive Winnipeg R3B 0A6 Exchange District

    $479,900
    Condominium
    Status:
    Active
    MLS® Num:
    202611856
    Bedrooms:
    2
    Bathrooms:
    2
    Floor Area:
    1,424 sq. ft.
    Executive condo living in the heart of Winnipeg’s vibrant Exchange District! This impressive updated corner unit offers spectacular city & river views along with a bright modern design. Featuring 2 bedrooms, a dedicated office & 2 full baths, the open-concept layout is filled w/natural light from expansive windows & soaring 9’ ceilings. The spacious dining area opens to a wraparound balcony, ideal for relaxing or entertaining. The stylish kit combines function & elegance w/maple cabinetry, granite counters & Frigidaire Professional Series stainless steel appliances. The private primary suite includes its own balcony, large WICC & luxurious 5-piece ensuite w/double sinks, soaker tub & separate shower. A 2nd br & full bath provide excellent flexibility for guests or family. Additional features include in-suite laundry w/extra storage, C/AIR & heated underground parking. Shared centre courtyard. Enjoy a true walkable lifestyle just steps from The Forks, Shaw Park, river pathways, cafés, restaurants, boutiques & Winnipeg’s top arts & entertainment venues. Offering luxury, comfort & unbeatable convenience, this move-in ready condo is the perfect blend of sophisticated urban living & carefree lifestyle. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 1056 McCalman Avenue in Winnipeg: East Elmwood Residential for sale (3B) : MLS®# 202529747

    1056 McCalman Avenue East Elmwood Winnipeg R2L 1H7
    Main Photo: 1056 McCalman Avenue in Winnipeg: East Elmwood Residential for sale (3B) : MLS®# 202529747

    1056 McCalman Avenue Winnipeg R2L 1H7 East Elmwood

    $329,900
    Residential
    Status:
    Active
    MLS® Num:
    202529747
    Bedrooms:
    3
    Bathrooms:
    2
    Floor Area:
    903 sq. ft.
    Great starter, investment or retirement home on a quiet bay in East Elmwood. Freshly painted with updated flooring, this move-in-ready bungalow offers a bright eat-in kitchen with stainless appliances and three well-sized bedrooms on the main level, each with carpeting and abundant natural light. A large hallway storage area with a barn door adds charm & functionality. The partially finished basement is ready for your finishing touches & includes a rec room, workshop, office/gym space & a convenient combination 4-piece bath with laundry & storage. The fenced backyard provides plenty of room to relax with your morning coffee or evening cocktail plus easy entertaining for family & friends on the spacious deck. Parking for 2+ vehicles. Central air conditioning ensures year-round comfort. Set in a great location overlooking greenspace & within walking distance to public transit, parks & schools. Minutes to shopping, restaurants & recreation. You don't want to miss this fantastic opportunity...book your showing today! More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 31 Werrell Crescent in Winnipeg: East Kildonan Residential for sale (3E) : MLS®# 202611718

    31 Werrell Crescent East Kildonan Winnipeg R2K 3Y1
    Main Photo: 31 Werrell Crescent in Winnipeg: East Kildonan Residential for sale (3E) : MLS®# 202611718

    31 Werrell Crescent Winnipeg R2K 3Y1 East Kildonan

    $544,900
    Residential
    Status:
    Active
    MLS® Num:
    202611718
    Bedrooms:
    4
    Bathrooms:
    3
    Floor Area:
    1,301 sq. ft.
    Immaculate & exceptionally maintained bungalow that has been fully updated and is completely move-in ready. Bright open-concept living & dining areas feature a newer o/s picture window that fills the home w/natural light. The expansive kitchen offers white soft-close cabinetry, ss appliances, pantry storage & peninsula w/breakfast bar seating perfect for casual dining & entertaining. The spacious primary bedroom includes a convenient 2-piece ensuite, while two additional bedrooms & a full bath complete the main floor. The fully finished lower level continues the bright & inviting feel with a large rec room, guest bedroom/gym, updated 3-piece bath & laundry/storage area. Enjoy the large partially fenced backyard with plenty of room to relax or entertain. An o/s DT/1 & extra-long front driveway provide excellent parking & storage options. Numerous upgrades throughout include windows, lighting, 200-amp electrical panel, C/AIR (2025), HEF & HWT (2018) & shingles (2015). Walking distance to Siddall/Werrell Park and close to all amenities, this beautifully updated home offers outstanding value with nothing left to do but move in and enjoy. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 14 301 Country Club Boulevard in Winnipeg: St Charles Condominium for sale (5G) : MLS®# 202610160

    14 301 Country Club Boulevard St Charles Winnipeg R3V 2E4
    Main Photo: 14 301 Country Club Boulevard in Winnipeg: St Charles Condominium for sale (5G) : MLS®# 202610160

    14 301 Country Club Boulevard Winnipeg R3V 2E4 St Charles

    $949,900
    Condominium
    Status:
    Active
    MLS® Num:
    202610160
    Bedrooms:
    2
    Bathrooms:
    2
    Floor Area:
    2,182 sq. ft.
    Rarely available & impeccably renovated, this exceptional residence tucked away along Country Club Boulevard offers the ultimate in luxury condominium living. Showcasing exquisite craftsmanship, premium finishes & quality construction throughout, this stunning home is perfectly designed for both everyday comfort & grand-scale entertaining. Elegant arched doorways, beautiful hwds & sophisticated architectural details enhance the refined interior. The spacious LR features a cozy gas FP & an abundance of space for relaxing & entertaining in comfort & style. The elegant DR is accented with lovely crown moulding, while the fabulous white eat-in kitchen is a chef’s dream, complete with quartz countertops, an island cooktop, pantry pull-outs & access to an oversized private balcony overlooking the beautifully manicured St. Charles Golf Course.The private primary suite offers a lg wicc & a luxurious spa-inspired 4-piece ensuite with a relaxing soaker tub. A generous 2nd bedroom with a double closet, a stylish 3-piece bath with a walk-in shower, an impressive entranceway, convenient in-suite laundry rm & 2 heated underground parking stalls complete this incredible home. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 449 Lyndale Drive in Winnipeg: Norwood Flats Residential for sale (2B) : MLS®# 202607957

    449 Lyndale Drive Norwood Flats Winnipeg R2H 1M8
    Main Photo: 449 Lyndale Drive in Winnipeg: Norwood Flats Residential for sale (2B) : MLS®# 202607957

    449 Lyndale Drive Winnipeg R2H 1M8 Norwood Flats

    $999,900
    Residential
    Status:
    Pending
    MLS® Num:
    202607957
    Bedrooms:
    3
    Bathrooms:
    4
    Floor Area:
    2,539 sq. ft.
    Welcome to this beautifully appointed home offering outstanding curb appeal & fantastic river views. Enjoy your morning coffee on the inviting front deck while taking in the peaceful water views & serene surroundings. Designed for entertaining, host guests in the elegant formal living & dining rms featuring a stylish dry bar, hwds & charming cove ceilings. Remodelled kit complete with built-in oven, spacious island with breakfast bar & an abundance of cabinetry. The bright 4-season sunroom features heated flooring & garden drs leading to a private deck—perfect for year-round enjoyment. Inviting sunken FR offers a warm & inviting retreat with a gas FP. The main flr br currently used as a gym features cork flooring adding both comfort & versatility. Upstairs, you will find a den/office with its own gas FP & fabulous view, along with a luxurious primary suite offering a 5-piece ensuite. A 2nd br & full 4-piece bath complete the upper level. The fully finished lower level includes a theatre rm & 3-piece bath, ideal for movie nights. Additional highlights include an attached oversized heated garage & exceptional outdoor space for entertaining. More details
    Listed by 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.
    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.
    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

  • 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.
    This beautifully updated bungalow features a 2 story addition (1985). 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 bsmt 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. AT/1 w/carport & heated workshop great for hobbies! More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK
1-12/448
 <  123...38  > 
Data was last updated June 3, 2026 at 08:35 PM (UTC)
The enclosed information while deemed to be correct, is not guaranteed.

Buying a Property?

Selling a Property?

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!

 

READ MORE

Contact Me

Chris Pennycook

Office 204-989-5000

chrispennycook@royallepage.ca

 

3 - 1450 Corydon Avenue

Winnipeg, MB

R3N 0J3

Send Me A Message

Powered by myRealPage.com