Chris Pennycook

I have listed a new property at 19 GOLDEN OAK COVE in Cartier Rm. See details here

S/S Sat. July 25, offers presented as rec'd. Gorgeous Tudor-style 2-storey nestled among mature trees on a quiet no-through road on a 3.06 acre lot. Lovingly maintained by its long-time owners, this exceptional home showcases timeless charm with gleaming hardwood floors, solid oak doors & trim & quality craftsmanship throughout. Formal LR & DR feature crown moulding & large windows framing picturesque views. The updated kit offers granite counters, stainless appliances, under-cabinet lighting, appliance garage, VacuSweep vent & island w/seating. A sunken family room w/wood-burning brick fireplace opens through French doors to a bright 4-season sunroom overlooking the deck & natural landscape. Main floor laundry & bath. Upstairs offers 3 bedrooms, including a spacious primary w/WICC & 4-piece ensuite. Family 4-piece bath. Full basement with RIP for a 4th bath awaits your finishing touches. Heated AT/2 plus DT/3 36' x 26' heated garage/workshop is ideal for hobbyists or a home business Piled foundation, updated Thermopane windows, C/AIR (2022), house shingles (2017), supplemental wood-burning furnace, C/VAC, sump pump. Less than 20 minutes to Winnipeg & minutes to St. François Xavier amenities.

I have listed a new property at 8667 ROBLIN BLVD in Headingley. See details here

S/S immediately, offers presented as received. Fabulous opportunity to build your dream home in South Headingley! Boasting 275' of Assiniboine River frontage, this exceptional property offers a spectacular setting to build your dream home. Nestled among mature trees in a peaceful location, you'll enjoy stunning river views and the tranquility of nature while remaining close to city conveniences. The existing home is being sold as-is and is best suited for redevelopment, presenting an incredible opportunity to create a custom residence on one of the area's most desirable riverfront properties. A truly rare chance to secure an expansive Assiniboine River lot with endless possibilities.

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 520 Christie RD in Winnipeg. See details here

S/S Thurs. July 23, offers presented as received. Rare riverfront opportunity! Set on over 2.5 acres along the Red River in desirable South St. Vital, this exceptional property offers the perfect setting to build your dream home. Surrounded by mature trees and tucked away in a private, picturesque location, you'll enjoy the tranquility of country living just minutes from the Perimeter, shopping, and city conveniences. The property includes an existing 2,311 sq. ft. bungalow that is being sold as-is—renovate if you choose, or take advantage of this incredible lot and start fresh with a custom build. A unique chance to secure a spectacular riverfront setting in one of Winnipeg's most sought-after locations.

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 201 188 Roslyn RD in Winnipeg. See details here

S/S Thurs. July 16, offers Wednesday July 22, 11:00 am. Location, location, location! Freshly updated with new paint and flooring, this affordable 1-bedroom condo is perfectly situated in the heart of Osborne Village. The bright open-concept kitchen, dining and living areas create a comfortable space for everyday living and entertaining, while the breakfast bar peninsula offers additional seating. Patio doors lead to a west-facing balcony complete with screens, allowing you to enjoy fresh air, morning coffee, or evening cocktails in comfort. A wall of hallway closets provides excellent storage and the spacious 4-piece bath adds convenience. The bright bedroom features a built-in desk and bookcases, making it ideal for working from home or creating a cozy reading nook. Shared laundry is conveniently located on the same floor. This pet-friendly building offers elevator access and one underground parking stall. Enjoy an unbeatable walkable lifestyle just steps from Osborne Village's vibrant restaurants, cafés, boutiques, and nightlife, with easy access to Wellington Crescent, downtown, The Forks, and scenic river pathways. A fantastic opportunity for first-time buyers, downsizing, or investors!

I have listed a new property at 735 McMillan AVE in Winnipeg. See details here

S/S Thurs, July 16 offers presented Tues, July 21 after 6:00 p.m. This stunning 2,278 sq. ft. character home boasts exceptional curb appeal with new Hardie board siding & shingles (2021), all set in a beautiful, sought-after neighbourhood. The interior beautifully combines timeless charm with stylish modern updates, creating a warm & inviting atmosphere.The formal LR features elegant wood beams, hwds, wainscoting, an ornamental FP with built-in bookcases & gorgeous stained glass accents. The impressive DR overlooks a bright, fully renovated white kitchen complete with a peninsula, granite countertops, pull-out pantry & butler’s pantry. Convenient 2-piece bath on the main level. Upstairs offers a laundry rm with sink, washer & dryer, 4 pce bath along with three spacious bedrooms, including a primary suite with ample closet space. Third level provides two additional brs with walk-in closets—ideal for kids, guests, or a home office. The bsmt adds further versatility with a 3-piece bathroom, making this home as functional as it is beautiful. Unwind & entertain with ease on the spacious tiered deck, a perfect extension of your living space for enjoying the outdoors. O/S 24x24 dble garage.

I have listed a new property at 296 Rouge RD in Winnipeg. See details here

S/S Thurs. July 9, offers presented Wed. July 15 after 6:00 pm. Bright, move-in ready Westwood bungalow offering modern updates & family-friendly living throughout. Gleaming hardwood floors flow through the open living & dining areas, highlighted by a built-in dry bar ideal for entertaining. The bright white kitchen overlooks the main space & features granite countertops, ss appliances, cabinet organizers, a convenient pantry & butcher block island w/breakfast bar for casual dining. A pocket door leads to 3 spacious bedrooms, all with hardwoods & excellent closet space. The primary bedroom includes a 2-piece ensuite. Updated 4-piece family bath. The finished basement expands the living space w/a large rec room & games area (pool table size), plus an updated 3-piece bath w/heated tile, laundry & ample storage. Major updates include C/AIR, HEF, HWT & 200 amp panel all in 2023. Roof shingles replaced in 2021. Triple-pane windows & alarm system add peace of mind. The outdoor space features a 24' x 22' double detached garage (2022), fenced west-facing yard, 12' x 9' shed, and 21' x 13' concrete patio...perfect for kids, pets & entertaining. Walking distance to schools & parks. Close to all amenities.

I have listed a new property at 260 Victoria CRES in Winnipeg. See details here

S/S Thurs. July 9, offers Tues. July 14 after 6 pm. An extraordinary riverfront retreat unlike anything else in Winnipeg! This architecturally striking raised bungalow is elevated on stilts & nestled among mature trees & plenty of natural landscaping, creating a private, peaceful oasis on one of the city's nicest crescents. A concrete perimeter wall & gated entrance frame the property, while the steel beam & metal siding w/flat roof showcase its mid-century design. The covered carport offers future garage potential. Main entry w/2-piece bath & option to use the spiral staircase or elevator to access the spectacular main level. Walls of windows capture breathtaking views & fill the home w/natural light. Refinished hardwoods throughout the main living spaces. Relax in the screened sunroom overlooking the river or gather in the GR featuring a wood-burning fp. Large living & dining areas great for entertaining! The updated galley kit offers soft-close cabinetry, stone counters, ss appliances & lg skylight for added natural light. The primary suite features built-ins, WICC & ensuite w/double vanity. A 2nd br, full bath & O/S laundry/storage or office space complete this exceptional home. HEF. C/AIR (2023).

I have listed a new property at 962 Lindsay ST in Winnipeg. See details here

S/S Wed. July 8, offers Mon. July 13 evening. Bright & beautifully updated 3-level split in desirable South River Heights offering exceptional style & functionality. Numerous upgrades have been completed within the past year, making this home truly move-in ready. Gleaming hardwood floors welcome you into the inviting LR, highlighted by a large Napoleon electric fireplace w/custom storage. Triple-pane windows throughout flood the home w/natural light. The kit features durable cork flooring, ss appliances, garburator, pantry organizers & large window overlooking the private backyard. Upstairs you'll find 3 spacious brs & 4-piece bath w/bidet. The finished LL is perfect for entertaining, complete w/laminate flooring, ceiling speakers & built-in display shelving & alcove for an 85" TV. Modern 3-piece bath/laundry combo w/stackable Miele washer & dryer. Updates...interior paint, solid-core doors, windows, 200-amp electrical service, R60 attic insulation, HEF, C/AIR, shingles, soffits, fascia, eaves & exterior paint. Outside, enjoy the inviting paver stone walkway, rock landscaping, east-facing fenced backyard w/patio & pergola, plus an O/S DT/1 w/Wi-Fi opener & workspace. Close to schools, parks & transit.

I have listed a new property at 208 111 Swindon WAY in Winnipeg. See details here

S/S Thurs. June 25, offers Tues. June 30 after 6 pm. Fantastic opportunity to own a spacious 791 square foot 1-bedroom condo in the highly sought-after Kenaston Village community. A private entrance leads to the upper-level open-concept living and dining area featuring newer laminate flooring, an ornamental fireplace & patio doors opening to a balcony overlooking the outdoor pool. The functional galley kitchen offers stainless steel appliances, ample cabinetry, generous counter space & a pantry for added storage. The oversized primary bedroom boasts a full wall of mirrored closets and patio doors leading to a rare second balcony facing south. The 4-piece bath/laundry combination includes a large vanity, open shelving, tub/shower & convenient in-suite laundry closet. Includes a serviced outdoor parking stall (#152). Residents enjoy access to an outdoor pool, picnic area, visitor parking & community garden boxes available for rent. Pet-friendly complex with reasonable condo fees. Ideally located within walking distance to parks, close to public transit & easy access to Kenaston Boulevard. An excellent choice for first-time buyers or investors.

I have listed a new property at B 711 Niagara ST in Winnipeg. See details here

S/S Wed. June 17, offers Tues. June 23 after 6 pm. Rarely available 1645 sf two-storey condo in a distinctive building offering bright, spacious living with a unique layout. The main floor features a generous foyer that could easily double as a sunroom or home office, a bedroom & a bright living area highlighted by a wall of windows w/direct access to the shared outdoor space. Upstairs, vaulted ceilings & skylights create an airy atmosphere throughout the open-concept living & dining areas. The island kit offers abundant cabinetry, ss appliances & breakfast bar seating, making it ideal for everyday living & entertaining. The spacious primary bedroom features soaring vaulted ceilings, skylight, wall of windows, WICC & private 4-piece ensuite. The LL has additional storage & access to your own private laundry room. Outdoor amenities include a beautifully maintained south-facing shared courtyard w/large patio, firepit area & greenspace...perfect for relaxing or socializing. Each unit also has its own storage shed. 2 outdoor parking stalls. Located in the heart of River Heights, this exceptional condo is within walking distance to shops, restaurants & everyday amenities. Minutes from Assiniboine Park.

I have listed a new property at 71 Bonaventure DR W in Winnipeg. See details here

S/S Wed. June 17, offers Mon. June 22 after 6 pm. Stunning custom-built home in Bonavista, completed in 2017 & impeccably maintained with pride of ownership evident throughout. The bright, open-concept design features an inviting GR w/soaring 11' ceilings, a striking chevron barnwood feature alcove, large picture window & garden door to the backyard. The stylish eat-in kit offers abundant white cabinetry, quartz counters, pantry, black ss appliances & peninsula w/breakfast bar seating. The spacious primary suite includes a WICC & private 3-piece ensuite w/large vanity & walk-in shower. 2 more brs, a full bath & laundry/mudroom complete the main level. The fully finished bsmt is ideal for entertaining or family gatherings, featuring o/s windows, bar-top seating & pool table that is included. A guest br, 4-piece bath & ample storage add even more functionality. Outside, enjoy the beautifully landscaped yard w/rock gardens, paver stone patio & charming covered front porch. The o/s 22' x 21' attached garage is spotless & complimented by a wide concrete driveway & walkway. Piled w/ Steel Beam, this exceptional home offers quality construction & outstanding curb appeal. Walking distance to parks & schools.

I have listed a new property at 1731 McCreary RD in Winnipeg. See details here

S/S Thurs. June 18, offers Tues. June 23 after 6 pm. Rarely available custom-built home situated on a 5 acre sprawling private lot on highly sought-after McCreary Road, backing onto Fort Whyte & offering exceptional privacy. Enjoy the perfect blend of tranquil surroundings & convenience, just minutes from all amenities. The open-concept design features an inviting GR with a stone-faced FP & picturesque views, a formal DR & an eat-in kit with new countertops & appliances (2025), plus a casual dining area overlooking the beautiful sunroom with numerous windows. The spacious primary suite offers a wicc & luxurious 5-piece ensuite, while an additional main-flr br provides flexibility for guests & family. A 3-piece bath & main-flr laundry add everyday convenience. The fully finished LL is designed for entertaining, featuring a rec room with wet bar, games room & a versatile gym/office. Two additional bedrooms each include walk-in closets. Numerous upgrades include A/c (2021), 2 HWT (2024), AT/3 with new doors & openers (2022), & new shingles (2025). The spectacular backyard is your own private paradise, complete with a tiered deck, patio & expansive green space providing endless room for children to play.

I have listed a new property at 180 Bridgeland DR in Winnipeg. See details here

S/S Thurs. June 18, offers Tues. June 23 after 6 pm. Immaculate 4-bedroom family home in desirable Bridgwater Forest, custom built in & thoughtfully designed for modern family living. A grand foyer w/soaring ceilings opens to the impressive GR, highlighted by dramatic floor-to-ceiling windows & a stunning feature fireplace wall showcasing stacked stone, wood mantle & tile accents, all open to the UL. The formal DR offers elegant pillar details, large window & access to the pantry & kitchen for effortless entertaining. The spacious eat-in kit features abundant maple cabinetry, granite counters, ss appliances & centre island w/breakfast bar seating. The dining area opens to the deck through garden doors. Guest bath & custom mudroom. Upstairs, a bright loft area w/ built-in desk makes an ideal office or study space. The spacious primary suite offers a WICC & private ensuite w/jetted tub & water closet. 2 additional brs, family bath & UL laundry add convenience. The fully finished basement expands the living space w/hardwoods, large rec room, 4th br, full bath & ample storage. A fenced backyard features a deck & plenty of room for outdoor activities. Easy access to walking paths, Kenaston & Waverley.

I have listed a new property at 5102 ROAD 51NE RD in Macdonald Rm. See details here

S/S Thurs. June 11, offers Tues. June 16. Immaculate custom country estate just minutes from Oak Bluff, offering the perfect blend of luxury, privacy & prairie living on 4+ acres. A paver stone walkway leads to the grand covered front porch, where stunning views of the open-concept interior & backyard greet you upon entry. The GR features a wall of windows & a double-sided gas fp shared w/the impressive eat-in kitchen. Designed for both everyday living & entertaining, the kit offers floor-to-ceiling cabinetry, quartz counters, wet bar w/bar fridge, ss appliances & island w/breakfast bar. A bright south-facing sunroom has wraparound windows & o/s privacy pocket doors. The primary retreat features a garden door to the deck & new hot tub (2026), WICC & elegant ensuite w/double vanity & tiled shower. Main floor office & guest bath. UL has 2 large brs w/WICC & 5-piece family bath. Entertainer’s dream LL w/massive rec room, custom wet bar, 4th br/gym, full bath & access to o/s AT/2 w/infloor heat & room for a hoist. Outside, enjoy a 50' x 100' quonset w/concrete floor & 200-amp panel, fenced garden & mature trees. Geothermal heating, newer shingles. A remarkable country retreat just beyond the city limits.

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 55 70 Oak Forest CRES in Winnipeg. See details here

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.

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