Chris Pennycook

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

My Listings

1-12/429

  • 50 Royalgate Road in Winnipeg: Charleswood Residential for sale (1F) : MLS®# 202606830

    50 Royalgate Road Charleswood Winnipeg R3R 2G4
    Main Photo: 50 Royalgate Road in Winnipeg: Charleswood Residential for sale (1F) : MLS®# 202606830

    50 Royalgate Road Winnipeg R3R 2G4 Charleswood

    $539,900
    Residential
    Status:
    Active
    MLS® Num:
    202606830
    Bedrooms:
    5
    Bathrooms:
    3
    Floor Area:
    1,428 sq. ft.
    S/S Thurs. Apr.23, offers presented Tues. Apr. 28 after 6 pm. Great family home in a prime Charleswood location, set on an oversized corner lot with inviting curb appeal. Vaulted ceilings and maple hardwood flooring enhance the bright main living space. The living room features a cozy corner marble fireplace, while the eat-in kitchen offers plenty of oak cabinetry along with built-in display cabinetry. A main floor bedroom provides flexibility as a home office, with patio doors leading to the fenced backyard. The primary suite includes a walk-in cedar closet and private 3-piece ensuite. Two additional bedrooms and a full bath complete the main level. The fully finished basement offers a rustic rec room with a second fireplace, games area, laundry, 2-piece bath and ample storage. Mechanical updates include high-efficiency furnace, C/AIR & C/VAC. HWT 2020. Roof shingles replaced in 2025. Get ready to enjoy the beautifully fenced backyard with mature trees, flower beds and a deck with gazebo...perfect for relaxing or entertaining. Double attached heated garage w/extra-wide driveway. Ideally located steps from walking path to the park and just minutes to shopping and Assiniboine Park and Forest. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 37 McCrindle Bay in Winnipeg: Charleswood Residential for sale (1H) : MLS®# 202606844

    37 McCrindle Bay Charleswood Winnipeg R3R 3Z7
    Main Photo: 37 McCrindle Bay in Winnipeg: Charleswood Residential for sale (1H) : MLS®# 202606844

    37 McCrindle Bay Winnipeg R3R 3Z7 Charleswood

    $669,900
    Residential
    Status:
    Active
    MLS® Num:
    202606844
    Bedrooms:
    3
    Bathrooms:
    4
    Floor Area:
    1,549 sq. ft.
    S/S Thursday, April 23- offers presented Tuesday, April 28 after 6:00 pm......Attention to detail is evident throughout this meticulously maintained 1,549 sq. ft. two-storey home, offering a bright and inviting open-concept layout perfect for modern living! The beautiful main floor features a spacious living and dining area with a stylish entertainment wall with fireplace, large picture window, luxury vinyl plank flooring along with patio doors leading to a large composite deck and fully fenced yard—ideal for entertaining. The kitchen is filled with natural light and showcases quartz countertops, a central island with breakfast bar and pantry, plus a 2-piece bath on the main level. Upstairs, you will find a well-designed layout with a convenient laundry room, a 4-piece bath and three generous bedrooms, including a lovely primary suite complete with its own 3-piece ensuite. The fully finished basement provides excellent additional living space, perfect for family fun or the perfect teenage retreat & includes another 4-piece bathroom. Additional highlights include an in-ground sprinkler system, large attached double garage & a beautifully maintained yard, making this home truly move-in ready. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 27 Snowberry Circle in Winnipeg: Sage Creek Residential for sale (2K) : MLS®# 202607580

    27 Snowberry Circle Sage Creek Winnipeg R3X 0M4
    Main Photo: 27 Snowberry Circle in Winnipeg: Sage Creek Residential for sale (2K) : MLS®# 202607580

    27 Snowberry Circle Winnipeg R3X 0M4 Sage Creek

    $694,900
    Residential
    Status:
    Active
    MLS® Num:
    202607580
    Bedrooms:
    3
    Bathrooms:
    3
    Floor Area:
    1,986 sq. ft.
    S/S Thurs. Apr. 23, offers presented Tues. Apr. 28 after 6:00 pm. Bright & solid custom Kensington home in family-friendly Sage Creek, ideally situated on a great lot. This open-concept design features durable vinyl plank flooring, high ceilings & large windows that fill the home with natural light. The living room showcases a large picture window overlooking the backyard, while the kitchen offers white cabinetry with organizers, stainless appliances & an island with double sink, breakfast bar & pendant lighting. A pocket door leads to a practical mudroom with additional pantry storage. Patio doors off the dining area open to a fenced backyard with patio, perfect for outdoor enjoyment. A 2-piece guest bath completes the main floor. Upstairs offers three bedrooms, including a spacious primary w/large windows, walk-in closet & 4-piece ensuite with dual sinks & walk-in shower. The additional bedrooms each include walk-in closets & a full bath features a deep soaker tub. 2nd floor laundry. The bright basement is partially finished w/drywall & ready for your personal touch. Enjoy all that Sage Creek offers, including over 9 km of scenic trails, 61 acres of green space & a vibrant, nature-filled community. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 1 30 Victor Lewis Drive in Winnipeg: Linden Woods Condominium for sale (1M) : MLS®# 202606398

    1 30 Victor Lewis Drive Linden Woods Winnipeg R3P 1H5
    Main Photo: 1 30 Victor Lewis Drive in Winnipeg: Linden Woods Condominium for sale (1M) : MLS®# 202606398

    1 30 Victor Lewis Drive Winnipeg R3P 1H5 Linden Woods

    $499,900
    Condominium
    Status:
    Active
    MLS® Num:
    202606398
    Bedrooms:
    2
    Bathrooms:
    2
    Floor Area:
    1,559 sq. ft.
    S/S Thursday, April 23-offers presented Tuesday, April 28 after 6:00 p.m.....Rarely available! This beautifully maintained 1559 sq. ft. condo offers a perfect blend of comfort and style in an excellent location. Featuring laminate flooring throughout, the bright living room is highlighted by a large picture window that fills the space with natural light. The spacious dining room is ideal for entertaining, while the stunning remodelled kitchen boasts white cabinetry—some with convenient pullouts—quartz countertops, a gas range with double oven, and a pantry with additional pullouts for optimal storage. Patio doors lead to a cozy deck, perfect for relaxing outdoors. The primary bedroom is a private retreat, complete with a 3-piece ensuite and a spacious walk-in closet. The second bedroom also features its own walk-in closet, offering excellent storage. A well-appointed 4-piece main bathroom completes the space. The partially finished basement is drywalled and wired, offering great potential for additional living space. Complete with central vacuum and a double attached garage, this home is a fantastic opportunity for easy, modern living. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 98 Royal Park Crescent in Winnipeg: Southland Park Residential for sale (2K) : MLS®# 202606612

    98 Royal Park Crescent Southland Park Winnipeg R2J 3Z3
    Main Photo: 98 Royal Park Crescent in Winnipeg: Southland Park Residential for sale (2K) : MLS®# 202606612

    98 Royal Park Crescent Winnipeg R2J 3Z3 Southland Park

    $589,900
    Residential
    Status:
    Active
    MLS® Num:
    202606612
    Bedrooms:
    4
    Bathrooms:
    3
    Floor Area:
    1,828 sq. ft.
    S/S Thurs. April 16, offers Tues. Apr. 21 after 4 pm. Great family home in Southland Park "The Hidden Gem" with beautiful views! Situated on a corner lot on a quiet crescent, just steps from the community walking path & lake. The main floor features engineered hardwoods, vaulted ceilings & a stunning formal LR w/wall-to-wall wraparound windows that fill the space w/natural light. The adjacent DR is perfect for family gatherings. The updated kit offers rich cabinetry, granite counters & an island w/sub zero wine fridge. Chef's will love the high-end WOLF slide-in range w/gas cooktop, electric oven & ss hood fan. Patio doors lead to a large, maintenance-free tiered deck w/glass railing & lighting. A sunken family room w/brick wood-burning fireplace adds warmth & character. Main floor bedroom or office, 3-piece bath & laundry add functionality. Upstairs has 3 brs & full bath, including a spacious primary with WICC & 4-piece ensuite. Full basement ready for development. Shingles (2024), HEF & HWT (2022). Updated windows, C/VAC, underground sprinklers. AT/2. Numerous community activities & amenities include Lagimodiere Park w/picnic area, playground, retention pond & basketball/pickleball court! More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 86 Clearwater Road in Winnipeg: Southdale Residential for sale (2H) : MLS®# 202527850

    86 Clearwater Road Southdale Winnipeg R2J 2T5
    Main Photo: 86 Clearwater Road in Winnipeg: Southdale Residential for sale (2H) : MLS®# 202527850

    86 Clearwater Road Winnipeg R2J 2T5 Southdale

    $679,900
    Residential
    Status:
    Active
    MLS® Num:
    202527850
    Bedrooms:
    4
    Bathrooms:
    4
    Floor Area:
    2,123 sq. ft.
    S/S Thurs, Apr. 16-offers presented Tues. Apr. 21 after 6:00 pm. Bright, solid & welcoming family home in Southdale, ideally located, featuring a freshly painted interior from top to bottom plus numerous updates (2026). The L-shaped living & dining rm is perfect for entertaining, featuring a charming wood-burning fireplace, beautiful hardwoods & newer picture window that fills the home with natural light. The sunny kitchen offers plenty of white cabinetry with organizers, a center island with cooktop & breakfast bar seating for casual dining. A convenient guest bath completes the main flr. The UL features a fantastic mezzanine FR that could also serve as an office or extra br, with patio drs to a south-facing balcony. Four bedrooms up, with a spacious primary suite w/excellent closet space & private 3-piece ensuite. Family 4 pce bath. The fantastic renovated bsmt (2026) offers great ceiling height, newer carpeting, wet bar, & convenient 3-piece bath. The backyard is absolutely stunning—a lush, private, park-like retreat featuring a deck, pergola & thoughtfully designed patio areas. AT/1 with potential to expand to a dble. Exterior painted (2025). C/AIR. Roof (2021). HWT (2025). HEF & C/Air (2018). More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 25 KEMPER Crescent in Headingley: Headingley South Residential for sale (1W) : MLS®# 202605167

    25 KEMPER Crescent Headingley South Headingley R4J 1A6
    Main Photo: 25 KEMPER Crescent in Headingley: Headingley South Residential for sale (1W) : MLS®# 202605167

    25 KEMPER Crescent Headingley R4J 1A6 Headingley South

    $799,900
    Residential
    Status:
    Active
    MLS® Num:
    202605167
    Bedrooms:
    5
    Bathrooms:
    4
    Floor Area:
    2,400 sq. ft.
    Enjoy the charm of small community living in South Headingley in this bright & spacious 4-level split family home. The LR showcases a stunning Tyndall stone gas fireplace w/rustic mantle, vaulted ceilings & a large window filling the space w/natural light. The updated kitchen features granite counters, soft-close cabinetry, coffee bar, island w/breakfast bar & ss appliances. A garden door opens to a beautifully fenced south facing backyard w/large deck & outdoor fireplace...perfect for relaxing or entertaining. Convenient 2-piece bath & laundry. Upstairs, you’ll find 4 brs, all with hardwood floors & vaulted ceilings & an updated 4-piece bath. The spacious primary retreat includes a wall of windows, o/s closet, heated tile ensuite & private balcony. The lower levels offer a mudroom w/yard access, a versatile bedroom or family room w/ample storage & a rec room w/a 2nd Tyndall stone fireplace. Updated mechanicals include 2 HEF, 2 C/AIR units & HWT. Exterior updates include stucco & shingles. Located near K–12 schools w/direct access to the elementary school. Close to Beaudry Park, Harte Trail, golf & more...country-style living just minutes from the city. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 182 Lindsay Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202605597

    182 Lindsay Street River Heights North Winnipeg R3N 1H1
    Main Photo: 182 Lindsay Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202605597

    182 Lindsay Street Winnipeg R3N 1H1 River Heights North

    $924,900
    Residential
    Status:
    Active
    MLS® Num:
    202605597
    Bedrooms:
    4
    Bathrooms:
    4
    Floor Area:
    1,668 sq. ft.
    Brand new executive custom build in sought-after North River Heights, offering exceptional design, premium finishes & striking curb appeal with acrylic stucco, contemporary masonry & o/s stacked windows. Constructed on a piled foundation, this home features commercial-grade LVP flooring, expansive windows & impressive 9 & 10-foot ceilings across the main & upper levels. A spacious foyer leads into an elegant dining area & a show-stopping kitchen w/illuminated waterfall island, quartz counters, soft-close push cabinetry & LG appliances. The sunken LR provides a warm gathering space w/access to the east-facing deck, while a convenient guest bath completes the main floor. Upstairs, you’ll find 3 brs including a stunning primary retreat w/vaulted cathedral ceiling, spa-inspired 5-piece ensuite w/heated flrs, wet room & a custom WICC. UL laundry & a private office offer added flexibility. The lower level is designed w/potential for a secondary suite, featuring a separate entrance, wet bar, custom millwork, bedroom, laundry & independent mechanical systems. Smart home integration & heated double garage pre-wired for EV charger complete this stunning property. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 1278 Wellington Crescent in Winnipeg: River Heights North Rental for rent (1C) : MLS®# 202604438

    1278 Wellington Crescent River Heights North Winnipeg R3M 3P8
    Main Photo: 1278 Wellington Crescent in Winnipeg: River Heights North Rental for rent (1C) : MLS®# 202604438

    1278 Wellington Crescent Winnipeg R3M 3P8 River Heights North

    $3,850
    Rental
    Status:
    For Rent
    Bedrooms:
    4
    Bathrooms:
    4
    Floor Area:
    4,088 sq. ft.
    AVAILBLE IMMEDIATELY! $3850.00 per month plus utilities on this 4,000 sq. ft. two-and-a-half storey nestled on a sprawling lot along iconic Wellington Crescent. Just steps from scenic riverside walking paths leading to Assiniboine Park and a short stroll to the boutiques and eateries of Academy Road. Rich with character, the home features a spacious family room addition with a cozy fireplace, perfect for relaxing or entertaining. The kitchen offers ample cabinetry and space for casual dining. The second floor features three generous bedrooms, including a primary with its own ensuite, and an updated 4-piece family bath. The third floor provides flexible living with a private office and a large bedroom complete with its own ensuite—ideal for guests or a growing family. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 30 Aldershot Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202604046

    30 Aldershot Boulevard Tuxedo Winnipeg R3P 0C8
    Main Photo: 30 Aldershot Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202604046

    30 Aldershot Boulevard Winnipeg R3P 0C8 Tuxedo

    $2,195,000
    Residential
    Status:
    Active
    MLS® Num:
    202604046
    Bedrooms:
    5
    Bathrooms:
    5
    Floor Area:
    2,987 sq. ft.
    Fully renovated top to bottom in 2025, this stunning home offers exceptional craftsmanship, quality finishes & thoughtful custom details throughout. The impressive GR features soaring floor-to-ceiling windows, custom built-ins, cozy fp & access to the deck, creating a bright & inviting space. The elegant DR is perfect for entertaining w/a stylish wet bar & custom wine display. The gourmet kit boasts soft-close cabinetry, high-end appliances, quartz counters, fully equipped butler’s pantry & a family-size island w/attached dining table. A main floor office w/built-ins, guest bath & bedroom w/private 4-piece ensuite provide excellent flexibility. Upstairs, the primary suite features custom wall detailing, a dream WICC & a luxurious spa-inspired 5-piece ensuite w/heated floors, soaker tub & dual sinks. Two additional brs share a spacious 5-piece bath. Convenient UL laundry. The finished LL includes a rec room w/dry bar, games area, br & 3-piece bath. All mechanical systems are new including 2 HEF, 2 C/AIR, HRV & sump pump. The expansive outdoor space offers plenty of space for a pool, sunroom & more. AT/2. Ideally located close to shopping, parks, restaurants & coffee shops. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 808 255 Wellington Crescent in Winnipeg: Crescentwood Condominium for sale (1B) : MLS®# 202600738

    808 255 Wellington Crescent Crescentwood Winnipeg R3M 3V4
    Main Photo: 808 255 Wellington Crescent in Winnipeg: Crescentwood Condominium for sale (1B) : MLS®# 202600738

    808 255 Wellington Crescent Winnipeg R3M 3V4 Crescentwood

    $399,900
    Condominium
    Status:
    Active
    MLS® Num:
    202600738
    Bedrooms:
    2
    Bathrooms:
    2
    Floor Area:
    1,214 sq. ft.
    Pride of ownership shines throughout this beautifully maintained 2-bedroom, 1.5-bath residence in a sought-after building on iconic Wellington Crescent. Bright and open, the layout features gleaming hardwood floors & ample lighting, all complimented by a southwest-facing balcony with lovely views. The kitchen offers an abundance of white cabinetry, granite countertops, a double oven & tiered island with breakfast bar seating...perfect for casual meals. Both bedrooms feature large windows and share the same sunny southwest exposure, while the primary includes a walk-in closet and a 4-piece ensuite. Enjoy the ease of in-suite laundry and the added convenience of extra storage located on the same floor. Two heated underground parking stalls with storage (51 & 52) are included. Outstanding building amenities include a party room, fitness centre, kitchenette & outdoor patio. Pet friendly and ideally located within walking distance to Osborne Village and scenic river pathways. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 39 Nanton Boulevard in Winnipeg: Tuxedo Rental for rent (1E) : MLS®# 202516669

    39 Nanton Boulevard Tuxedo Winnipeg R3P 0N1
    Main Photo: 39 Nanton Boulevard in Winnipeg: Tuxedo Rental for rent (1E) : MLS®# 202516669

    39 Nanton Boulevard Winnipeg R3P 0N1 Tuxedo

    $8,500
    Rental
    Status:
    For Rent
    Bedrooms:
    5
    Bathrooms:
    5
    Floor Area:
    3,668 sq. ft.
    S/S immediately. AVAILABLE TO RENT NOW! Extensively renovated over the years, this home offers a stunning family room addition showcasing vaulted beamed ceilings, a dramatic chateau-style fireplace, and five sets of French doors leading to the beautifully landscaped yard—perfect for entertaining inside and out. The gourmet eat-in kitchen is a chef’s dream, equipped with premium appliances, while the elegant formal dining room, complete with fireplace, sets the tone for memorable gatherings. Upstairs you’ll find five spacious bedrooms, three with their own ensuite baths, including a generous primary suite. The finished lower level includes a cozy family room with fireplace and bar, a 2-piece bath, laundry area, and ample storage. Rich in history, charm, and function, this is a truly exceptional home in one of the city’s most desirable neighborhoods. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK
1-12/429
 <  123...36  > 
Data was last updated April 21, 2026 at 02:35 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