Chris Pennycook

I have listed a new property at 642 Oxford ST in Winnipeg. See details here

SS Sept 9th. Offers Sept 15th after 6pm. Step inside this beautifully updated 1000 sq. ft. bungalow, perfectly located just minutes from all the conveniences that make River Heights one of Winnipeg's most desirable neighborhoods. This move in ready home offers numerous upgrades & a bright, functional layout. The spacious living room features beautiful hardwood floors & a large picture window that fills the space with natural light. New bright white kitchen (2026) boasts cabinetry with convenient pull-out organizers, stone countertop plus new appliances! With 3 generously sized bedrooms, including one currently serving as a formal dining room, this versatile layout offers the flexibility to adapt to your family’s needs. A renovated 4 piece bathroom completes the main flr. The lower level includes a comfortable recreation room, laundry area & plenty of storage space. Step outside to a family-sized, fully fenced backyard with ample room for children to play, gardening or entertaining. Additional features include new shingles (2025), central air conditioning, HEF & a single detached garage. Excellent location just minutes from Grant Park Shopping Mall, numerous restaurants, schools & Pan Am Pool.

I have listed a new property at 2427 Assiniboine CRES in Winnipeg. See details here

S/S Thurs. Sept. 10, offers Tues. Sept. 15 at 6 pm. Meticulously maintained 1493 sq ft bungalow with fabulous living space. The spacious LR is filled with natural light from numerous windows, including a lovely corner window & features an impressive floor-to-ceiling brick-front gas FP that creates a warm, welcoming focal point. The DR offers beautiful hwds & flows seamlessly into the updated kit. The kit is stylish & functional, featuring abundant cabinetry w/pull-outs, quartz counters & appliances. The PB offers dble closets w/organizers, while the 2nd br features access to the lovely side patio. This charming outdoor space, finished with interlocking brick, is a relaxing spot to enjoy your morning coffee. The bsmt provides an incredible extension of the home’s living space, with an amazing graffiti-art feature wall highlighting the way down to a huge rec room complete with gas FP & wet bar—perfect for entertaining. The bsmt also offers ample storage, 3 pce bath & a flexible br/office w/closet space. 2 staircases provide convenient access to the bsmt. Laundry rm w/appliances. Step outside to enjoy the beautiful backyard featuring a deck w/pergola & plenty of space to entertain. HEF, C/air & Dt/2.

I have listed a new property at 547 Renfrew ST in Winnipeg. See details here

S/S Thurs. Sept. 10, offers Tues. Sept. 15 after 6 pm. Beautifully updated and modern bungalow in desirable River Heights! The bright main floor features hardwood floors, cove ceilings and large windows for natural light. The updated kitchen overlooks the LR & offers soft-close cabinetry, granite counters, newer stove & panel dishwasher, plus generous counter space. Two main-floor bedrooms feature hardwood floors & excellent closet space, including a large wall-to-wall wardrobe. An updated 4-piece bath completes the main level. The finished basement offers a spacious rec room, two potential bedrooms & an updated 3-piece split bath. A generous laundry/utility room provides ample storage & cedar closet. Step outside to a beautifully landscaped, low-maintenance park like backyard designed for relaxation, featuring a deck, pergola, boardwalk, firepit patio w/wood storage & perennial gardens. The o/s DT/2 includes a heated 16' x 8' workshop/craft room (2020). Numerous updates include windows (2021), C/AIR (2020), HEF (2021) & roof shingles (2016). Fantastic curb appeal & ideally located steps from schools, parks & everyday conveniences. A wonderful starter, family or retirement home!

I have listed a new property at 367 RIVER TRAIL DR in West St Paul. See details here

S/S Sept. 9, Offers Reviewed following the Open House. OH SUN. SEPT. 13, 1-3 PM. Welcome home to this beautifully maintained custom-built two-storey w/stylish modern design. Built in 2019 & located in a quiet, family-friendly West St. Paul community. This home offers wonderful curb appeal w/concrete front drive & lovely landscaping. Inside, the bright open-concept layout is filled w/natural light from expansive windows. The welcoming GR features a stacked stone fireplace wall...perfect for cozy family evenings. The dining area opens through patio doors to the deck & sunny west-facing backyard, creating an ideal space for summer barbecues & entertaining. The kit features quartz counters, ss appliances, a walk-in corner pantry & island w/breakfast bar. Upstairs, enjoy a versatile loft for movie nights or a kids' play area, plus 3 spacious brs. The primary retreat offers backyard views, a WICC & 4-piece ensuite. UL laundry adds everyday convenience. The finished bsmt provides even more room for family & guests w/a large rec room, bedroom & full bath. Outside, the fully fenced yard includes a gazebo, shed & play structure. HEF, HRV, sump pump, O/S AT/2. Close proximity to schools, shopping & restaurants.

I have listed a new property at 796 Elmhurst RD in Winnipeg. See details here

S/S Sept.10, offers Wed. Sept.16. OH SAT. SEPT. 12 & SUN. SEPT. 13, 1-3 PM. Completely renovated from top to bottom in 2026, this STUNNING Charleswood two-storey offers exceptional style, warmth & modern family living! A grand double-door entry welcomes you inside, where beautiful vaulted ceilings & expansive windows create a bright, inviting atmosphere. The gorgeous galley-style kit features a waterfall quartz counter, ss appliances, soft-close cabinetry w/organizers & walnut shelving. The sunken GR boasts a garden door to the large deck & sunny west-facing backyard, while the adjacent DR is surrounded by wall-to-wall windows overlooking the yard. Main floor laundry & custom mudroom add everyday convenience. The upper FR or optional fourth bedroom offers wood slat & shiplap feature walls, electric fp, wall of windows & access to a private balcony. The primary suite includes a custom built-in wardrobe & 2-piece ensuite. 2 additional bright spacious brs & family bath. The finished LL features a rec room w/wet bar, bar-top seating & full bath. Double o/s attached garage, paver stone landscaping, mature trees & fire pit patio. Steps from Assiniboine Forest & the Harte Trail...brand new & move-in ready!

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

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 31 Dumbarton BLVD in Winnipeg. See details here

S/S now, offers as rec'd. Architectural excellence meets spectacular lakefront living in prestigious Tuxedo. Designed by renowned architect David Penner, this remarkable residence showcases a distinctive layout created to maximize its breathtaking water views. The main level features bedrooms w/private ensuites, while the elevated UL living spaces are surrounded by dramatic floor-to-ceiling windows. The open-concept living & family rooms enjoy panoramic lake views & garden doors opening to a large deck...an exceptional setting for entertaining. A projector & screen add to the impressive entertainment space, complimented by convenient bar-top seating. The formal DR flows into the bright eat-in kitchen featuring white cabinetry, large island, Sub-Zero fridge & expansive wall of windows overlooking the lake. The private primary retreat offers a skylight, WICC & luxurious 5-piece ensuite w/jetted tub. A versatile loft provides an ideal office or studio. The walkout LL includes a spacious rec room, laundry & storage. Additional features include 2 HEF, 2 HWTs, HRV, C/VAC & sump pump. Beautifully landscaped grounds, fenced backyard w/covered patio, AT/3 & direct lake views complete this exceptional property.

I have listed a new property at 6 Mayfield CRES in Winnipeg. See details here

S/S Thurs. Aug. 20, offers Tues. Aug. 25 after 6 pm. Rarely available! Enjoy carefree living in this beautifully maintained bungalow condominium, ideally situated on a quiet cul-de-sac in an excellent neighbourhood. The open-concept layout features a warm & inviting GR with a cozy corner FP. The adjoining dining area showcases hardwood flooring with an elegant inlay & an attractive alcove, adding character & charm. Spacious kitchen offers an abundance of cabinetry & counter space, along w/a lg island that's perfect for meal preparation or casual dining. A versatile den w/French doors provides the ideal space for a home office. The bright & comfortable sunroom features a vaulted ceiling, French drs & a garden dr leading to a generously sized deck—an ideal spot to relax and enjoy the outdoors. The main floor includes 2 brs, highlighted by a spacious primary suite w/private 3 pce ensuite. A 4-pce bath & convenient laundry rm complete the main level. The fully finished LL offers even more living space w/a large family-sized recreation room, an additional br & a 3 pce bath perfect for guests or teenagers. A generous storage room provides plenty of space for seasonal items and hobbies. C/air, HEF & an AT/2.

I have listed a new property at 71 Macalester BAY in Winnipeg. See details here

S/S Thurs. Aug. 20, offers Tues. Aug. 25 after 6 pm. Welcome to this beautifully updated bungalow featuring an open-concept design that's perfect for modern living. The freshly painted main floor offers a bright and inviting living and dining room combination with newer laminate flooring (2026), seamlessly flowing into the spacious kitchen. The kitchen is designed for both everyday living and entertaining, complete with granite countertops, an abundance of cabinetry, a centre island with breakfast bar, and a wraparound bar-top with additional seating. The main floor offers three comfortable bedrooms, including a primary bedroom with a convenient 2-piece ensuite. An updated 4-piece bathroom completes the main level. The fully finished lower level has been refreshed with newer carpeting (2026) and features a welcoming recreation room with a wet bar, two additional bedrooms, a 3-piece bathroom, and a laundry room complete with washer and dryer. New laundry room flooring was installed in 2026. Step outside to enjoy the fully fenced backyard, featuring a fire pit and a storage shed. High-efficiency furnace. Located on a quiet bay with close proximity to University of Manitoba.

I have listed a new property at 53 Harvard AVE in Winnipeg. See details here

S/S Thurs, Aug 20-offers Tues, Aug 25 after 1:00 p.m. Grand in scale & rich in character, this impressive 5,000+ sq. ft. home offers 7 brs, 6 baths & exceptional space for both everyday living & entertaining. The incredible FR & expansive kit addition create the ultimate setting for celebrations & making lasting memories. A true culinary masterpiece, this spectacular chef's kit is designed to impress, anchored by an extraordinary 13-foot island with seating for eight...perfect for casual dining. Outfitted with a professional 6-burner gas cooktop & an authentic wood-fired pizza oven, it offers an exceptional cooking experience. Entertain in style with a beautifully appointed wine closet & wet bar, while premium finishes, custom craftsmanship & countless luxury features create a space that is as sophisticated as it is functional. A classic centre hall plan welcomes you with a spac LR featuring hwds & a FP, a stunning DR will comfortably seat 12 guests, den & office. The 2nd level offers 4 brs, including a spacious primary suite with a 3-pce ensuite, while 2 additional brs also enjoy the convenience of their own ensuites.The 3rd level offers a recroom, 3 brs & a 3-piece bath. Shingles 2025. AT/2 + DT/2.

I have listed a new property at 497 Brock ST in Winnipeg. See details here

S/S Wed. Aug. 19, offers Tues. Aug. 25 after 6 pm. Beautifully updated 2-storey in desirable River Heights with exceptional curb appeal! The exterior features newer siding & a welcoming covered front porch addition (2023) with modern stacked stone accents, fresh landscaping and a custom foyer w/convenient 2-piece guest bath. Inside, original hardwood floors, character ceilings & abundant natural light add warmth & charm to the living & dining rooms. The updated kit offers porcelain tile floors, granite counters, soft-close cabinetry w/organizers, tile backsplash, ss appliances & a large peninsula w/breakfast bar seating. Upstairs features 3 bright bedrooms w/hardwood floors & an updated 5-piece family bath w/double vanity & tub w/tile surround. The finished bsmt provides a comfortable rec room & updated 3-piece bath. Enjoy the private, fully fenced backyard surrounded by mature trees, featuring a stone patio & firepit...perfect for those cooler evenings. Additional features include a HEF, C/AIR & newer HWT. A 22' x 13' detached garage (2015) provides parking & extra storage. Ideally located steps from Brock Corydon School & Cordova Park. This fabulous home is truly move in ready...don't miss out!

I have listed a new property at 15 Columbus CRES in Winnipeg. See details here

S/S Thursday. Aug. 13, offer Wednesday August 19. OPEN HOUSE SUNDAY AUG. 16, 1:00-3:00 p.m. Great family bungalow on a large corner lot in desirable Westwood! The bright, modern open-concept main floor features laminate flooring throughout, with a spacious living room highlighted by a large picture window. The updated eat-in kitchen offers white soft-close floor-to-ceiling cabinetry with organizers, quartz countertops and stainless steel appliances. The primary bedroom provides ample closet space and an updated 2-piece ensuite, while two additional bedrooms and a 4-piece bath complete the main level. The fully finished basement features wide-plank vinyl flooring, a spacious rec room, two versatile flex rooms ideal for a home office, gym or guest bedroom, updated 4-piece bath and excellent storage. Outside, enjoy a private fenced backyard with mature trees, patio, perennial beds and a large newer tiered deck...perfect for entertaining. O/S AT/1 w/interlocking paver driveway. Maintenance-free vinyl siding, HEF, C/AIR & updated windows. Walking distance to parks & close to schools and transit. Move-in ready...don't miss out on this fabulous opportunity!

I have listed a new property at 575 Renfrew ST in Winnipeg. See details here

S/S Thurs. Aug. 13, offers Wed. Aug. 19 after 6 pm. The moment you step inside, you will immediately appreciate the care & attention to detail that has gone into this stunning bungalow. Offering a warm & inviting layout, stylish finishes & an incredible backyard retreat. Welcoming LR features a striking shiplap accent wall with FP & white oak hardwood flrs...the perfect spot to relax & unwind. Cozy DR is enhanced by a beautiful chandelier. Remodelled kitchen is sure to please, featuring stainless appliances, quartz countertops, plenty of cabinets & a pantry with pull-outs. The primary suite offers a beautiful shiplap feature wall & and dble closet complete with organizers. The 2nd main-flr br is bright & versatile, with a built-in display cabinet adding character & storage. A lovely remodelled 3 pce bath completes the main flr. The fully finished bsmt provides fantastic additional living space w/recreation rm, 3rd br & 3 pce bath. A generous storage/laundry rm features a newer washer & dryer (2024). Enjoy summer evenings on the large deck with gazebo, great for outdoor dining, or entertaining friends & family. Charming exterior with newer Hardie Board siding. Newer fence (2025). Newer shingles 2021.

I have listed a new property at 66 Hawkins CRES in Winnipeg. See details here

S/S Wed. Aug. 12, offers Mon. Aug.17 evening. OPEN HOUSE: SUN. AUG. 16, 1-3 PM. Modern & beautifully updated bungalow on a quiet street with great neighbours! The bright kitchen features white cabinetry, matching appliances (2024–2025), cabinet organizers, pantry & built-in coffee bar w/seating. Spacious living & dining areas offer wide-plank flooring & expansive windows w/patio doors leading to the deck. A corner electric fireplace with floor-to-ceiling stone surround creates a warm focal point. Three main-floor bedrooms feature hardwood floors and large closets w/organizers. Updated shared 4-piece bath. The finished bsmt offers an expansive rec room w/new carpet (2025), pot lighting & flexible space for a gym, home office or future guest bedroom. A pocket door leads to an updated 3-piece bath. Ample storage throughout. HEF, sump pump & updated insulation. The fully fenced backyard includes two sheds and a screened gazebo...perfect for enjoying summer evenings bug free. Ideally located steps from Brentford Park w/play structure, outdoor skating rink in the winter & plenty of green space great for the kids & pets! Walking distance to St. Vital Mall. A wonderful opportunity in a fantastic location!

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

S/S Thurs. Aug. 13, offers Tues. Aug.18 after 6 pm. OH: SAT. AUG.15 12-1:30 PM, SUN. AUG.16 1-2:30 PM. Immaculate & exceptionally maintained bungalow that has been extensively updated & is truly move-in ready! Bright open-concept living & dining areas feature a newer expansive picture window that fills the home with natural light. The spacious kitchen offers white soft-close cabinetry, ss appliances, pantry storage & peninsula w/breakfast bar seating...ideal for everyday living & entertaining. The primary bedroom includes a convenient 2-piece ensuite, while two more bedrooms & a full bath complete the main level. The fully finished lower level offers a large rec room, guest bedroom or gym, updated 3-piece bath & laundry/storage area. Step outside to a large backyard w/plenty of space to relax or entertain. An o/s DT/1 & extra-long front driveway provide ample parking. Numerous updates include windows, lighting, 200-amp electrical panel, HEF & HWT (2018), C/AIR (2025) & new shingles, eaves & downspouts on both the house and garage (2026). Walking distance to Siddall/Werrell Park & close to all amenities, this beautifully updated home offers exceptional value with nothing left to do but move in & enjoy.

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 46 Stan Bailie DR in Winnipeg. See details here

S/S Thurs. Aug. 6, offers Tues. Aug. 11 after 6 pm. Exceptional lakefront family home in desirable South Pointe! This beautifully designed home features stunning lake views, gleaming hardwoods, high ceilings, expansive windows & custom silhouette blinds. The open-concept GR showcases a two-sided gas fp & custom floating media cabinet. The bright dining area flows into a dream kitchen offering soft-close cabinetry, quartz counters, ss appliances, walk-in pantry, island & peninsula w/abundant prep & entertainment space. Garden doors lead to a deck w/glass railing overlooking the lake & backyard. The main level offers 3 generous bedrooms, including a primary suite w/WICC & 4-piece ensuite featuring 2 sinks & o/s walk-in shower. 2nd 4-piece bath & laundry add convenience. The fully finished LL is perfect for entertaining w/a spacious rec room/games area & plenty of room for a pool table. Napoleon fireplace & wet bar fully equipped w/dishwasher & full-size fridge. 2 additional brs w/WICC, 3-piece bath & excellent storage/flex options. Built in 2013 w/HEF, HRV, sump pump & 2 electrical panels. Landscaped, fenced backyard w/covered patio, mature trees & AT/2. Close to walking paths, shopping & all amenities.

I have listed a new property at 30 Wingate CRT in Winnipeg. See details here

S/S Thurs. Aug. 6, offers presented Tues. Aug.11 after 6:00 pm. Numerous updates throughout this fantastic 1,800 sq. ft. bungalow with cab-over in sought-after Linden Woods! This home is situated on a beautifully landscaped lot with an incredible backyard designed for entertaining. The spacious LR & DR feature hwds & a vaulted ceiling, creating a bright, inviting space for family gatherings. The updated kit boasts granite countertops, a lg island w/built-in table, cabinetry with pull-outs & patio drs leading to a tiered deck with pergola. The kit overlooks the cozy FR with a FP, providing an ideal open-concept layout. The private primary suite features a wicc & a 3 pce ensuite. 2 additional bedrooms, a convenient main flr laundry rm & a 4 pce bath complete the main level. The updated lower level (2022) offers high ceilings, a spacious rec rm, games rm, 4th br & an additional 4 pce bath, perfect for family living or guests. Step outside to the spectacular backyard featuring a patio with fire pit, plenty of green space for kids to play & multiple areas to relax or entertain. Additional features include a HEF 2022, A/c 2019, HWT 2026 & an attached AT/2. An exceptional family home just move in and enjoy!

I have listed a new property at 6975 ROBLIN BLVD in Headingley. See details here

S/S Wed. Aug.5, offers Wed. Aug.12. Drive down a winding private lane to this beautiful walkout bungalow, nestled on the riverfront & surrounded by picturesque green space. Designed with an open-concept layout, the spacious GR & DR feature maple hwds, a dramatic wall of windows, cozy gas FP & garden drs leading to a spacious covered deck. The well-appointed kit features abundant cabinetry, a lg granite-topped island that provides generous prep & workspace & included appliances, making it perfect for everyday living & effortless entertaining. A flexible main-flr office can easily serve as a 3rd br if desired. The main level includes 2 brs highlighted by the luxurious primary suite w/5 pce ensuite & WICC. You will also find a convenient laundry rm, a 2 pce powder rm, a 4 pce bath & a mud rm with direct access to the O/S triple attached garage. Fully finished lower level features newer hwds, a spacious recreation rm, a games rm with a wet bar & garden drs opening to the beautifully treed backyard, a theatre rm, gym, 2 additional brs & a 4 pce bath. This exceptional property combines privacy, spectacular natural surroundings & thoughtfully designed living spaces, making it the perfect place to call home.

I have listed a new property at 14 Duluth BAY in Winnipeg. See details here

S/S Wed. Aug. 5, offers presented Mon. Aug.10. Beautifully updated bungalow tucked away on a quiet bay in Windsor Park! This move-in ready family home offers a bright open-concept layout with newer flooring, expansive windows & crown moulding in the living & dining rooms. The renovated kitchen features white soft-close cabinetry w/under-cabinet lighting, organizers, large island w/breakfast bar seating & ample workspace. A barn door in the dining room adds character while concealing a convenient storage closet. Three spacious bedrooms & an updated 4-piece bath complete the main level. The fully finished basement expands your living space with an entertainment-sized rec room, guest bedroom area, plus potential for a fifth bedroom, home office or gym. Updated 4-piece bath & laundry room. Enjoy the private, fully fenced east facing backyard w/patio, perfect for relaxing or entertaining. An oversized single detached garage & extra-long driveway provide excellent parking. Additional updates include a HEF/AC (2023), roof, windows & hot water tank, C/VAC, sump pump. Ideally located just steps to schools, parks, outdoor pool, transit & shopping. Look no further...this is the perfect place to call home!