Chris Pennycook

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

My Listings

1-12/393

  • 62 BLUMBERG Trail in Headingley: Headingley North Residential for sale (5W) : MLS®# 202522984

    62 BLUMBERG Trail Headingley North Headingley R4H 0B8
    Main Photo: 62 BLUMBERG Trail in Headingley: Headingley North Residential for sale (5W) : MLS®# 202522984

    62 BLUMBERG Trail Headingley R4H 0B8 Headingley North

    $899,900
    Residential
    Status:
    Active
    MLS® Num:
    202522984
    Bedrooms:
    4
    Bathrooms:
    3
    Floor Area:
    1,850 sq. ft.
    S/S now, offers presented as rec'd. Immaculate 4-bedroom home in Headingley, set on a beautifully landscaped lot. This custom modern build offers soaring ceilings & open concept design for a bright, spacious feel. A welcoming foyer opens to a versatile bedroom/office. The great room showcases an impressive floor-to-ceiling wood feature wall, cozy fireplace & wall of windows overlooking the backyard. The dining area includes a handy built-in work space & patio doors lead to a tiered deck with pergola...perfect for entertaining. The island kitchen features stainless appliances, quartz counters, corner pantry & breakfast bar. The primary suite has a WICC & spa-inspired 4-piece ensuite with double vanity & walk-in shower. A guest bath with laundry adds convenience. The fully finished basement offers a rec room, games area with wet bar, 2 bedrooms, 3-piece bath & plenty of storage. Heated triple attached garage (36’x24’) with water tap & yard access. Backyard backs onto walking path with underground sprinklers, RV/boat pad & mature landscaping. Piled foundation, steel beam construction, C/AIR, C/VAC, HRV, HEF & sump pump. Pride of ownership is evident throughout! Nothing to do but move in & enjoy! More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • A 95 Borebank Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202522240

    A 95 Borebank Street River Heights North Winnipeg R3N 1E1
    Main Photo: A 95 Borebank Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202522240

    A 95 Borebank Street Winnipeg R3N 1E1 River Heights North

    $949,900
    Residential
    Status:
    Active
    MLS® Num:
    202522240
    Bedrooms:
    4
    Bathrooms:
    4
    Floor Area:
    1,983 sq. ft.
    Exceptional home showcasing custom millwork and thoughtful details throughout. Bright & airy with wide plank engineered white oak hardwoods, large windows & custom blinds, the interior offers both warmth & sophistication. The GR features wall-to-wall media cabinetry, floating shelves & ceiling speakers, seamlessly connecting to the dining space that easily accommodates 6–8 guests. The chef’s kitchen is a showstopper with soft-close cabinetry, high-end appliances, quartz counters, organizers & a family-sized island w/double sink & breakfast bar, complemented by a convenient butler’s pantry. A guest bath & spacious mudroom lead to a covered deck & AT/2. A custom glass staircase brings you to the UL, includes 3 bedrooms, full bath & laundry. The private primary retreat offers an 18' x 8' balcony, a spa-inspired 5-piece ensuite w/heated floors, steam shower & custom WICC. The finished basement extends your living space with a rec room, 4th bedroom & full bath. ICF foundation on piles. Control4 home automation system. This beautiful home is steps to Wellington Crescent & walking distance to Academy’s shops & restaurants. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 303 Boreham Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202522043

    303 Boreham Boulevard Tuxedo Winnipeg R3P 0J7
    Main Photo: 303 Boreham Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202522043

    303 Boreham Boulevard Winnipeg R3P 0J7 Tuxedo

    $3,649,000
    Residential
    Status:
    Active
    MLS® Num:
    202522043
    Bedrooms:
    4
    Bathrooms:
    6
    Floor Area:
    3,511 sq. ft.
    Another extraordinary creation by DLUX Design & Company! This 3,511 sq. ft. Tuxedo showpiece combines cutting-edge design with luxurious finishes on one of the area’s most sought-after streets—just steps from Assiniboine Park and The Leaf. The main floor impresses with a gourmet kitchen featuring a butler’s pantry, an elegant dining room, a stunning great room with gas fireplace, a spacious office, and a large mudroom. Upstairs, discover a versatile family/flex space and three bedrooms—each with its own spa-inspired ensuite and walk-in closet—plus a convenient second-floor laundry. The entertainment-ready lower level offers a massive rec room, games area with bar, home gym space, and a fourth bedroom with ensuite and WICC. Two stylish powder rooms (main and lower) add convenience. Outdoors, enjoy a dining deck perfect for summer gatherings. Parking is a breeze with a double attached garage plus a tandem bay/workshop. Every DLUX home is thoughtfully curated, one-of-a-kind, and designed to exceed every expectation! Your dream home awaits! More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 4 390 Wellington Crescent in Winnipeg: Crescentwood Condominium for sale (1B) : MLS®# 202521575

    4 390 Wellington Crescent Crescentwood Winnipeg R3M 0B7
    Main Photo: 4 390 Wellington Crescent in Winnipeg: Crescentwood Condominium for sale (1B) : MLS®# 202521575

    4 390 Wellington Crescent Winnipeg R3M 0B7 Crescentwood

    $289,900
    Condominium
    Status:
    Active
    MLS® Num:
    202521575
    Bedrooms:
    2
    Bathrooms:
    1
    Floor Area:
    950 sq. ft.
    Experience the charm of this 950 sf condo, perfectly situated along the iconic Wellington Crescent with stunning views of Munson Park. Located in an award-winning mid-century building & recognized with a prestigious Silver Massey Medal for its architectural brilliance. The bright & spacious living and dining area features newer carpeting & floor-to-ceiling windows that flood the space w/natural light & stunning views. A cozy balcony offers the perfect spot to unwind with your morning coffee or an evening cocktail. The custom kitchen impresses with abundant cabinetry, pull-out shelves, ss appliances, under-mount lighting, and a sleek stainless backsplash—plus a convenient built-in desk w/upper cabinets for your home office needs. 2 comfortable bedrooms w/newer carpeting & an updated 4-piece bath complete the layout. Additional features include fresh paint, updated light fixtures, 2 wall A/C units, free shared laundry (in-suite laundry can be installed), main floor storage locker & an outdoor covered parking stall located in front of the entrance. This non-smoking building is just steps from Corydon & Grosvenor’s boutique shops, cafes & restaurants...an unbeatable location for urban living. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 3 761 North Drive in Winnipeg: East Fort Garry Condominium for sale (1J) : MLS®# 202520885

    3 761 North Drive East Fort Garry Winnipeg R3T 6G1
    Main Photo: 3 761 North Drive in Winnipeg: East Fort Garry Condominium for sale (1J) : MLS®# 202520885

    3 761 North Drive Winnipeg R3T 6G1 East Fort Garry

    $949,900
    Condominium
    Status:
    Active
    MLS® Num:
    202520885
    Bedrooms:
    2
    Bathrooms:
    3
    Floor Area:
    2,750 sq. ft.
    Prepare to be impressed by this stunning townhouse condo, perfectly situated to capture breathtaking views of the Red River. Custom-designed by DLUX Design, this exceptional residence showcases an open-concept main living area where rich hardwoods & a bright & modern GR flows seamlessly into the dining space. The sleek chef-inspired kit, complete w/a large quartz island, ss appliances, ample cabinetry & garden door leading to a private balcony overlooking the picturesque river. An elevator provides convenient access to all levels. Upstairs, discover 2 generously sized bedrooms, including a primary suite w/a spa-like 4-piece ensuite w/heated floors. A second full bath & laundry complete this level. The 3rd level is a true showstopper...beautifully finished multi-purpose room w/custom Murphy bed for guests & direct access to a spectacular rooftop-style balcony w/panoramic views...perfect for entertaining or relaxing. Gym & meeting/lounge area in building 755. With striking architectural design, premium finishes & a rare riverside location, this extraordinary townhouse offers an unparalleled lifestyle. Steps from walking trails, minutes to Wildewood Golf Course & close to St. John’s-Ravenscourt School. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 135 Ash Street in Winnipeg: River Heights Residential for sale (1C) : MLS®# 202520720

    135 Ash Street River Heights Winnipeg R3N 0P4
    Main Photo: 135 Ash Street in Winnipeg: River Heights Residential for sale (1C) : MLS®# 202520720

    135 Ash Street Winnipeg R3N 0P4 River Heights

    $2,195,000
    Residential
    Status:
    Active
    MLS® Num:
    202520720
    Bedrooms:
    3
    Bathrooms:
    3
    Floor Area:
    3,614 sq. ft.
    A true architectural masterpiece built by Art Gross with architect Les Stechesen. This remarkable residence is nestled on exquisitely landscaped grounds & defined by impeccable craftsmanship & an artful blend of luxury & sophistication. This home welcomes you with a stunning sunken LR, complete w/a warm, inviting fireplace. Rich hwds flow seamlessly throughout, while elegant French doors open to a formal DR that comfortably seats 12 guests & offers access to a patio...perfect for lavish entertaining. The bright, white chef’s kit is a culinary dream, featuring top-of-the-line appliances, abundant cabinetry, & a spacious dining area. A cozy & refined library with its own fireplace provides the ideal retreat for quiet evenings. Upstairs, the private UL offers a charming office, serene den, 3 pce bath & 3 generously sized brs, including a luxurious primary suite boasting a spa-inspired 5-piece ensuite bath & a custom-designed WICC...your personal sanctuary for relaxation. The LL impresses w/a stately rec room, anchored by a dramatic stone wood-burning FP. Spacious AT/2. This exceptional home is the epitome of timeless elegance & modern comfort. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 30 Aldershot Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202520617

    30 Aldershot Boulevard Tuxedo Winnipeg R3P 0C8
    Main Photo: 30 Aldershot Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202520617

    30 Aldershot Boulevard Winnipeg R3P 0C8 Tuxedo

    $2,274,900
    Residential
    Status:
    Active
    MLS® Num:
    202520617
    Bedrooms:
    5
    Bathrooms:
    5
    Floor Area:
    2,987 sq. ft.
    Fully renovated from top to bottom in 2025, this stunning home showcases high-quality finishes, exceptional craftsmanship & custom details throughout. The GR impresses w/floor-to-ceiling windows, custom built-ins, cozy fp & access to the deck. Entertain in style in the DR, complete w/wet bar & custom wine wall. The gourmet kitchen features soft-close cabinetry, high-end appliances, quartz counters, fully equipped butler's pantry & family-size island w/attached dining table. A main floor office w/built-ins, guest bath & bedroom w/4-piece ensuite add convenience. Upstairs, the primary bedroom boasts custom wall art, a dream WICC, luxurious spa 5-piece ensuite w/heated tile, soaker tub & dual sinks. 2 additional bedrooms share a 5-piece bath, perfect for the kids. UL laundry room. The finished LL includes a rec room w/dry bar, games area, large br & 3-piece bath. All new mechanical systems include 2 HEF, 2 C/A units, HRV & sump pump. The expansive backyard is ideal for entertaining or family fun...room for a pool, sun room, play structures & more. AT/2. Located close to shopping, restaurants, parks & coffee shops. This home is redesigned to impress! More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 6 1215 Troy Avenue in Winnipeg: Sinclair Park Condominium for sale (4C) : MLS®# 202517762

    6 1215 Troy Avenue Sinclair Park Winnipeg R2X 1E4
    Main Photo: 6 1215 Troy Avenue in Winnipeg: Sinclair Park Condominium for sale (4C) : MLS®# 202517762

    6 1215 Troy Avenue Winnipeg R2X 1E4 Sinclair Park

    $129,900
    Condominium
    Status:
    Active
    MLS® Num:
    202517762
    Bedrooms:
    2
    Bathrooms:
    1
    Floor Area:
    598 sq. ft.
    Great investment or first-time buyer opportunity in Sinclair Park! This 598 sq. ft. 2-bedroom, 1-bath condo offers affordable living in a convenient location close to all amenities. The functional layout includes a comfortable living space, fully equipped eat-in kitchen, and two good-sized bedrooms. Pet friendly building with in-building laundry for added convenience. Includes one outdoor parking stall. Central air conditioning to keep you cool in the summer! Professionally managed with low condo fees—making ownership easy and stress-free. Don't miss this affordable entry into home ownership or a solid addition to your investment portfolio! 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

  • 117 Borebank Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202508495

    117 Borebank Street River Heights North Winnipeg R3N 1E1
    Main Photo: 117 Borebank Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202508495

    117 Borebank Street Winnipeg R3N 1E1 River Heights North

    $1,349,000
    Residential
    Status:
    Active
    MLS® Num:
    202508495
    Bedrooms:
    3
    Bathrooms:
    3
    Floor Area:
    1,946 sq. ft.
    Fabulous opportunity to own in the heart of coveted North River Heights! Situated on a 50' x 120' (6000 sq. ft.) double lot, this property offers endless potential—build two new homes for investment or create your forever home on a spacious, tree-lined street. Partner with Paradigm Custom Renovations to bring your vision to life, whether you prefer modern, traditional, or mid-century style—your dream is their specialty. Ideally located mid-block between Academy Road and Wellington Crescent, just steps from parks, boutique shops, and the scenic walking path along the Crescent. It’s time to turn your dream into a reality in one of Winnipeg’s most desirable neighborhoods. Please note: photos, square footage, and room measurements are for illustration purposes only. Final purchase price will vary based on home size, style, and selected features. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 606 99 Wellington Crescent in Winnipeg: Osborne Village Condominium for sale (1B) : MLS®# 202502403

    606 99 Wellington Crescent Osborne Village Winnipeg R3M 0A2
    Main Photo: 606 99 Wellington Crescent in Winnipeg: Osborne Village Condominium for sale (1B) : MLS®# 202502403

    606 99 Wellington Crescent Winnipeg R3M 0A2 Osborne Village

    $219,900
    Condominium
    Status:
    Active
    MLS® Num:
    202502403
    Bedrooms:
    1
    Bathrooms:
    1
    Floor Area:
    771 sq. ft.
    Fabulous opportunity to live on beautiful Wellington Crescent in trendy Osborne Village! Spacious unit on the 6th floor with amazing city & treetop views! The modern open concept design features newer laminate flooring & island kitchen with newer stainless appliances, breakfast bar & ample white cabinetry. Enjoy your morning cup of coffee on the large east facing balcony that is also perfect for outdoor entertaining. There is plenty of storage in-suite plus a separate storage locker. This quiet & well maintained building includes 24 hour security, shared laundry on every floor, fitness room & car wash. 1 underground parking stall (#72). Non pet building. This walkable neighbourhood is only minutes to Osborne shops, restaurants & bars. Easy access to downtown, The Forks, ball park & museum. Ideal investment property. Call for your personal viewing today! More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 124 Falcon Avenue in Headingley: Headingley South Residential for sale (1W) : MLS®# 202522539

    124 Falcon Avenue Headingley South Headingley R4J 1B2
    Main Photo: 124 Falcon Avenue in Headingley: Headingley South Residential for sale (1W) : MLS®# 202522539

    124 Falcon Avenue Headingley R4J 1B2 Headingley South

    $899,900
    Residential
    Status:
    Sold
    MLS® Num:
    202522539
    Bedrooms:
    5
    Bathrooms:
    4
    Floor Area:
    1,894 sq. ft.
    SS Sept 17 OTP Sept 23. Stunning South Headingley custom Morrison bng located on a beautifully treed lot. So much to want here! Beautiful curb appeal w/stone detail+fir pillars framing the front. You're welcomed by soaring 10' ceilings in the main living space. Open plan has a beautiful great room w/Osburn wood FP which overlooks the 3 season snrm and south backyard. Gorgeous 2 tone kitchen offering a 4 seater island, large pantry, SS appls+quartz counters. Convenient powder room tucked beside the awesome mudroom which leads to the OS heated AT3 w/built-ins. The primary is on it's own wing, it has a spacious ensuite w/dbl sinks, a soaker tub, tiled steam shower and generous WIC. The kids wing is separated by the main space w/a 2x6 wall and pocket door for privacy+comfort. 2 ample rooms w/lrg wdws and a 4pc bath between them. This is a stellar floor plan! The lower level is finished w/9' ceilings, on wood structural floor and offers oversized wdws allowing for sunlight. Huge rec space, 2 bdrms, a 4pc bath, dedicated storage room and lovely laundry room w/tons of cabinetry, folding space+sink. Outside offers a sprawling deck, dog run, raised garden beds all flanked by mature trees. What's not to love? More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK
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Data was last updated September 29, 2025 at 08:35 PM (UTC)
The enclosed information while deemed to be correct, is not guaranteed.

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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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