Chris Pennycook

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

I have listed a new property at 27 Stanford BAY in Winnipeg. See details here

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.

I have listed a new property at 401 290 Waterfront DR in Winnipeg. See details here

S/S Sat. May 30, offers presented as rec'd. 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 brs, 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 ss 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. 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.

I have listed a new property at 356 Willow Creek RD in Winnipeg. See details here

S/S Thurs. May 28, offers presented Tues. June 2 after 6 pm. Spectacular bungalow offering over 4,000 sq. ft. of incredible living space with exceptional upgrades throughout. Every detail and finish has been meticulously designed, featuring an open-concept layout, soaring ceilings, rich hardwood floors & a stunning walnut feature wall with fireplace. Expansive floor-to-ceiling windows showcase breathtaking lake views & fill the home with natural light. The chef-inspired island kitchen boasts custom walnut cabinetry, high-end JennAir appliances & a convenient butler’s pantry. Sunken DR features patio doors leading to a spacious deck overlooking the beautifully landscaped yard & lake. The private primary retreat offers a wall of windows, direct deck access & a luxurious spa-inspired ensuite with heated tile flrs. Two additional main flr brs share a well-appointed bathroom, while the main level also includes a mudroom & laundry area. The fabulous lower level is designed for entertaining & relaxation, complete with a large rec room, games area, wet bar, one-of-a-kind gym with shower, an additional bedroom, and a 4-piece bath. Completing this exceptional property is a spacious screened-in summer sanctuary.

I have listed a new property at 1056 McCalman AVE in Winnipeg. See details here

S/S Thurs. May 28, offers Tues. June 2 after 6:00 pm. 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!

I have listed a new property at 74 Bethune WAY in Winnipeg. See details here

S/S Thurs. May 28, offers Tues. Jun 2 after 6 pm. Sun-filled bungalow showcasing soaring vaulted ceilings & stylish luxury vinyl plank floors throughout the main living area. A stunning 2023 kitchen renovation by Gateway Kitchen & Bath offers soft-close cabinetry w/multiple organizers, quartz counters, walnut floating shelves, tile backsplash & ss appliances including a gas cooktop w/striking custom hood fan & tile. The breakfast island includes an undermount sink & added storage, while the built-in banquette w/more storage comfortably seats 6. The LR opens to the deck & beautifully landscaped backyard. A spacious primary suite includes a WICC & 4-piece ensuite w/heated tile flooring. 2 additional bedrooms, full bath & convenient laundry complete the main level. The fully finished basement offers a huge rec room & games area w/gas fireplace, wet bar & bonus office or hobby space, plus a guest bedroom & updated 3-piece bath. You will love the very pretty south-facing fenced backyard w/deck, BBQ gas hookup, fire pit patio, mature trees & low-maintenance landscaping. The front deck is perfect for your morning coffee. C/AIR, C/VAC, AT/2. Ideally located minutes from St. Vital Park & everyday amenities.

I have listed a new property at 31 Werrell WAY in Winnipeg. See details here

S/S Thurs. May 28, offers presented Tues. June 2 after 6 pm. 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.

I have listed a new property at 14 301 Country Club BLVD in Winnipeg. See details here

S/S SATURDAY, May 23-offers as received. 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.

I have listed a new property at 1001 Jessie AVE in Winnipeg. See details here

S/S Thurs. May 21, offers Sun. May 24 evening. OH SUN. MAY 24, 1-3 PM. Crescentwood gem tucked away on a quiet street just off Corydon Avenue. An inviting front heated sunroom offers the perfect spot for morning coffee or relaxing with a book. Lovely hardwoods flow throughout the living & dining areas, highlighted by a character fireplace w/electric insert & stacked stone surround. The DR overlooks the backyard & connects seamlessly to the updated kitchen featuring ample cabinetry, ss appliances, tile backsplash & walk-in pantry w/automated light. A family-sized tiered island w/built-in dishwasher, double sink, breakfast bar & pendant lighting makes entertaining effortless. Upstairs offers 3 brs & 2 updated baths, including a spacious primary retreat w/WICC & private 4-piece ensuite. The bsmt was professionally developed in 2024 & includes a cozy rec room w/office or play nook, 3-piece bath & laundry room. Numerous upgrades include C/AIR (2022), HRV, HEF, HWT (2014), plumbing, windows, electrical panel, siding & sump pump. The fenced backyard features a tiered deck, garden beds & newer fencing. DT/1 (2014) w/French drain completes this move-in ready home. Ideally located close to all essentials.

I have listed a new property at 394 Thompson DR in Winnipeg. See details here

S/S Thurs. May 21, offers Tues. May 26 after 6 pm. This beautifully updated bungalow offers an incredible addition. 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 basement 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.

I have listed a new property at 31 Dumbarton BLVD in Winnipeg. See details here

S/S Thurs. May 21, offers Tues. May 26 after 6 pm. 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.

I have listed a new property at 449 Lyndale DR in Winnipeg. See details here

S/S Thurs, May 21-offers presented Tues, May 26 after 6:00 pm. 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.

I have listed a new property at 32 Whidden GATE in Winnipeg. See details here

S/S Thurs, May 21-offers presented Tues, May 26 after 6:00. 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.

I have listed a new property at 128 McCrindle BAY in Winnipeg. See details here

S/S Wed. May 20, offers Mon. May 25 evening. Fabulous custom-built 2-storey home in Ridgewood South offers bright, spacious living with a modern open-concept design & a stunning backyard oasis with an amazing surprise! Built in 2023, the main floor features wide plank flooring, expansive windows, built-in great room storage & patio doors leading to a large deck w/glass panels. The chef’s kitchen boasts ss appliances, quartz counters, soft-close cabinetry & an updated island w/breakfast bar & double sink. A convenient pantry w/pass-through to the custom mudroom adds style & function. Upstairs offers a loft, great for a reading nook or office. 3 bedrooms in total, family bath & laundry. The private primary suite includes a walk-in clothes closet and 4-piece ensuite. The finished basement features a spacious rec room, 4-piece bath & guest bedroom, currently used as a gym. The stunning backyard was designed by Gellers & highlights include a 20' x 12' inground fiberglass pool w/resort entry, insulated pool shed, covered outdoor kitchen w/bar seating, dining patio, garden beds & maintenance-free landscaping...ready for summer! HEF, C/AIR, HRV, sump pump & o/s AT/2. Minutes to shopping & the perimeter.

I have listed a new property at 54090 PR 424 HWY RD S in Springstein. See details here

Offers presented as received. Build your dream home on this beautiful 1.59-acre property located in the peaceful community of Springstein, Manitoba—just a short 12-minute drive west of the city on fully paved highway access. This spacious lot measures approximately 193’ wide by 364’ deep and offers the perfect blend of country living and convenience. Hydro, low-pressure municipal sewer, and water services are available at the property line. Approximately 20' x 50' gravel pad in the southwest corner of the property. A culvert and approach are already in place, along with a driveway built on ¾” limestone, making the property ready for your future plans. Surrounded by mature trees along the perimeter, the lot offers excellent privacy and a picturesque setting. School bus service and garbage pickup are also available. A fantastic opportunity to enjoy quiet rural living while staying close to city amenities.

I have listed a new property at 5 738 Dorchester AVE in Winnipeg. See details here

S/S Thurs. May 14, offers presented as received. This spacious 2-bedroom condo beautifully blends timeless character with modern updates throughout. The inviting living room showcases newer flooring & an original ornamental fireplace with elegant bronze plate detailing, creating a warm & distinctive focal point. It flows effortlessly into a stunning four-season sunroom, where exposed brick & expansive windows bathe the space in natural light—an ideal retreat for morning coffee or evening relaxation year-round. A generous formal dining room features a classic built-in buffet, adding both charm & practical storage, making it perfect for hosting gatherings. The renovated kitchen is as stylish as it is functional, offering an abundance of cabinetry, butcher block countertops, stainless steel appliances & a convenient pantry to keep everything organized. With two separate entranceways providing flexibility & privacy, plus easy access to a dedicated outdoor parking spot. Excellent location just steps from Wellington Crescent’s scenic walking path, as well as numerous restaurants, shopping & everyday amenities.

I have listed a new property at 44 Braswell BAY in Winnipeg. See details here

S/S Thurs. May 7, offers presented Tues. May 12 after 6:00 pm. Great family home in sought-after Royalwood offering space, light & functionality. A welcoming foyer w/soaring ceilings & abundant natural light sets the tone. The bright living room features hardwood floors, built-in display shelving, centered with a gas fireplace with tile surround and transom window above. The spacious eat-in oak kitchen offers ample cabinetry, counter space, white appliances & an island for added prep and storage. A garden door leads to the west-facing backyard. A formal dining room w/gleaming hardwoods & a large bay window is perfect for gatherings. Main floor laundry & a 2-piece guest bath add everyday convenience. Upstairs you’ll find four bedrooms & full family bath, including a generous primary with bay window and private ensuite. The full basement is ready for your personal touch. Enjoy the o/s irregular lot w/fenced backyard, large patio & garden beds...ideal for entertaining or family time. HEF, C/AIR, sump pump, AT/2. Walking distance to parks & trails & close to St. Vital Centre with easy access to downtown. Enjoy the beauty of nature in this family friendly community...this is a wonderful place to call home!

I have listed a new property at 1018 Corydon AVE in Winnipeg. See details here

Showings Fri, May 8 & Sat, May 9- offers presented Mon, May 11 noon. Rarely available, this exceptionally well-maintained duplex offers a standout opportunity to own in the heart of the vibrant & highly sought-after Corydon neighbourhood. Thoughtfully cared for & full of charm, both suites showcase bright, spacious living & dining areas, complemented by 2 generously sized bedrooms, while the upper unit also features a versatile office—perfect for working from home. Each suite includes a full 4-piece bath & a welcoming eat-in kitchen complete with appliances, ideal for comfortable everyday living. Tenants will appreciate the convenience of private access to the shared bsmt laundry rm, outfitted with a washer, dryer along with the added bonus of a gym plus storage lockers. Outdoors, enjoy a beautifully maintained patio space with a covered gazebo—perfect for relaxing or entertaining—plus the practicality of a dble garage & an expansive additional parking pad. Set in an unbeatable location just steps from trendy shops, popular restaurants & convenient transit routes, this property blends lifestyle & investment appeal seamlessly, making it an exceptional choice for both investors & owner-occupiers alike.