Chris Pennycook

I have listed a new property at 100 Waterloo ST in Winnipeg. See details here

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.

I have listed a new property at 1324 Wellington CRES in Winnipeg. See details here

S/S now, offers presented as rec'd. Prestigious Wellington Crescent living just steps from the scenic tree-lined walking path! This architecturally designed residence showcases exceptional craftsmanship, timeless elegance & sophisticated finishes throughout. The inviting LR features a dramatic floor-to-ceiling bay window, custom art niches & a charming wood-burning fireplace. Patio doors from the DR open to a beautifully landscaped, fully fenced backyard w/ tiered deck, creating the perfect space for outdoor entertaining & relaxing. The thoughtfully designed kitchen offers Bosch gas cooktop & wall oven, pull-out organizers & abundant cabinetry for exceptional storage & functionality. A mezzanine office or reading nook provides a bright & versatile retreat. Upstairs, the spacious primary suite features a cozy gas fireplace, dual closets & direct access to a luxurious 5-piece bath. The fully finished LL expands the living space w/a generous rec room featuring a gas fireplace, guest bedroom, 3-piece bath & convenient laundry area. Ideally located in one of Winnipeg's most coveted neighbourhoods, this exceptional home offers the perfect blend of style, comfort & an unbeatable Wellington Crescent address.

I have listed a new property at 476 Ash ST in Winnipeg. See details here

S/S Thurs. July 23, offers Tues. July 28 after 6 pm. Charming two-storey home nestled mid-block in desirable North River Heights, backing onto the community centre—an ideal setting for families with children to enjoy nearby recreation, playgrounds & green space. This beautifully updated home blends timeless character with modern comfort offering 3 bedrooms & 3 baths. The welcoming LR & DR are filled w/natural light from large windows, while the inviting kitchen features granite counters, gas cooktop & opens to a cozy family rm addition w/fireplace & space for casual dining & relaxing. Beautiful refinished hardwoods, new light fixtures & fresh paint (2026) enhance this lovely home while cove ceilings, arched doorways & built-ins maintain the character. Mezzanine level offers a unique den w/new carpet (2026), corner windows, office nook & 3-piece bath. The upper level features 3 bedrooms with refinished hardwoods, including a spacious primary, as well as a 4-piece bath. The finished bsmt includes a rec room with new carpet (2026), 2-piece bath, workshop, laundry & ample storage. The fully fenced, private & pretty backyard offers a tranquil setting for outdoor living & entertaining. DT/1 + parking pad.

I have listed a new property at 646 Wellington CRES in Winnipeg. See details here

S/S Thurs. July 23, offers presented Tues. July 28 after 6 pm. Exceptional modern design by renowned architect Lloyd Secter, this stunning residence on prestigious Wellington Crescent offers over 3000 sq. ft. of thoughtfully designed living space. Showcasing sophisticated finishes & an exceptional layout, this remarkable home blends style, comfort & functionality in one of the city's most coveted locations. The spacious living & dining room showcases a stunning floor-to-ceiling window that floods the space with natural light, complemented by a FP & designer cabinetry. Top-of-the-line chef's kitchen features custom cabinets, premium appliances & an expansive island overlooking the inviting FR, creating the perfect space for everyday living & effortless entertaining. The upper level features a spacious primary retreat w/private balcony & luxurious 6-piece ensuite, along w/3 additional generously sized brs, office & a 4-piece bath. Newly carpeted LL offers a bright recreation rm with lg windows, a wet bar plus additional br & a 4-piece bath. Covered deck overlooking the expansive, fully fenced backyard—an ideal setting for outdoor entertaining. Built on piles with a structural concrete basement floor.

I have listed a new property at 158 Cordova ST in Winnipeg. See details here

S/S Wed. June 10, offers Mon. June 15 after 5:00 pm. Bright, modern & architecturally appealing custom two-storey in the heart of North River Heights. Gorgeous maple hardwoods & solid core doors throughout the main & upper levels. The impressive GR has soaring 16' ceilings & dramatic floor to ceiling windows filling the space w/natural light. A formal living & dining area is ideal for entertaining. The bright eat-in kitchen is the heart of the home, offering stone counters, ss appliances, gas cooktop & large corner windows. A garden door leads to the spacious deck & outdoor living space. Main floor laundry & guest bath. Upstairs you'll find 4 brs, including a private primary retreat w/luxurious ensuite featuring heated flrs, double vanity & relaxing soaker tub. Full bath. The finished basement provides additional living space w/a rec room, guest br/office & 3-piece bath. Outdoors, enjoy a large entertainment-sized deck, greenspace & a covered carport that doubles as a summer patio. Additional features include DT/1, HRV, HEF, C/AIR, C/VAC, sump pump & HWT (2022). Lovely curb appeal highlighted by a covered front porch & wide concrete walkway. Walking distance to iconic Academy Road w/dining & shops.

I have listed a new property at 1324 Wellington CRES in Winnipeg. See details here

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 with patio drs opens seamlessly to the fabulous fenced backyard with tiered deck, creating the perfect setting for relaxing & entertaining. The well-appointed kitchen features a Bosch cooktop, 4-burner gas 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 and relaxation. Bright fully finished lower level includes a generous recroom with gas FP, an additional guest br, 3-piece bath & convenient laundry closet.

I have listed a new property at 243 Niagara ST in Winnipeg. See details here

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

I have listed a new property at 61 Queenston ST in Winnipeg. See details here

S/S Thurs. Apr. 30, offers Tues. May 5 after 6 pm. Numerous upgrades enhance this well-maintained two-storey, proudly owned by long-time owners & filled w/timeless character & charm. The main floor showcases hardwood flooring, rich oak trim, arched openings & crown moulding throughout. Double French doors lead to the formal LR, highlighted by a wood-burning brick fp & wall-to-wall built-in bookcases. The formal DR is ideal for hosting gatherings. The updated kitchen features soft-close white cabinetry, granite counters, ss appliances & prep sink. A refreshed 2-piece guest bath completes the main level. A 2012 addition introduces a bright mezzanine FR w/panoramic views, ideal as a private primary retreat. Includes a 3-piece bath, sauna & shower. Upstairs offers 3 bedrooms, including a spacious primary w/excellent closet space & crown moulding, along w/a 4-piece bath. The partially finished bsmt includes laundry, cedar closet & workshop. Enjoy the beautifully treed, low-maintenance fenced backyard w/large paver stone patio. Updates include paint, shingles, soffits, fascia, eaves & windows. Located in sought-after North River Heights, steps to Wellington Crescent, shops & cafés, w/a newer o/s AT/1.

I have listed a new property at 182 Lindsay ST in Winnipeg. See details here

S/S now, offers as presented. 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 bedrooms including a stunning primary retreat w/vaulted cathedral ceiling, spa-inspired 5-piece ensuite with heated flrs, wet room & a custom WICC. UL laundry & a private office offer added flexibility. The lower level is designed with potential for a secondary suite, featuring a separate entrance, wet bar, custom millwork, bedroom, laundry & independent mechanical systems. Smart home integration and a heated double garage pre-wired for EV charger complete this stunning property.