Chris Pennycook

I have listed a new property at 326 Mandeville ST in Winnipeg. See details here

S/S Sat. Nov. 7, offers Thurs. Nov. 12. OH Sun. Nov. 8, 1-3 pm. Whether you’re buying your first home or looking for an investment opportunity, this move-in-ready home is a great find on a beautiful street in St. James! Recent updates include shingles (2021), fresh interior paint, freshly landscaped yard, painted kitchen cabinetry & newer fridge & dishwasher. A spacious foyer with durable laminate flooring welcomes you into the large LR, featuring updated lighting & a picture window overlooking the street. The bright eat-in kitchen offers white cabinetry w/matching appliances, plus a breakfast bar for casual dining. Two bedrooms and a 4-piece bath complete the main floor. The full bsmt (photos to follow on Sat) has a newly carpeted rec room w/updated lighting & large windows. There is a bedroom with egress window & WICC, plus a 4-piece bath w/floating double vanity & laundry w/front load Maytag washer & dryer. Outside, enjoy the fenced, landscaped backyard & large deck off the back door, with a side door providing access to the yard. Outdoor parking accommodates 2–3 vehicles. Located in the walkable Deer Lodge neighbourhood, just steps to the golf course, community centre & Assiniboine Park. C/AIR.

I have listed a new property at 242 Dromore AVE in Winnipeg. See details here

S/S Thurs. Nov. 5, offers presented Tues. Nov. 10. Bright & airy bungalow on a corner lot on a beautiful street in Crescentwood. Newer LVP flooring throughout, plus a 2019 addition with 2 bedrooms and custom mudroom. The sunken living room features a bay window and Tyndall stone wood-burning fireplace. The dining room opens to the backyard, while the adjoining sunroom has wall-to-wall windows, a whitewashed ceiling and patio doors to a covered deck. The updated kitchen offers soft-close cabinetry, stainless appliances, pantry pull-outs, quartz counters and tile backsplash. A butler hallway pantry provides abundant storage. The primary bedroom has a walk-in closet and 5-piece ensuite with large soaker tub perfect for relaxing. The 4-piece family bath includes a double vanity, walk-in shower and separate water closet. The finished basement offers a large rec room, family room/den, laundry and flex space for an office, hobbies or storage. Features include a 200-amp panel, sump pump, HRV, HEF and double detached garage with back lane access. Fully fenced backyard with mature trees and large wraparound deck. Modern exterior with interlocking brick walkway. This home is being sold as is, where is.

I have listed a new property at 1019 Sherburn ST in Winnipeg. See details here

S/S Wed. October 28, offers presented as received. Great value and opportunity on this 25’ x 93’ lot on a quiet block of Sherburn! Ideal for the handyman, renovator or investor looking for their next project. The home offers 727 sq. ft. of living space, an unfinished basement & a single detached garage, all of this sitting on a maintenance free yard. Renovate, reimagine or explore the potential for a fresh start with a new build. Property is being sold as is, where is. Bring your ideas and unlock the possibilities!

I have listed a new property at 201 188 Roslyn RD in Winnipeg. See details here

S/S now, offers as received. Location, location, location! Freshly updated this year with new paint & flooring, this affordable 1-bedroom condo offers comfortable living in the heart of Osborne Village. The bright, open-concept kitchen, dining & living areas create a welcoming space, with a peninsula breakfast bar providing extra seating. Patio doors open to a west-facing balcony with screens, perfect for enjoying fresh air & relaxing outdoors. A wall of hallway closets offers excellent storage, while the spacious 4-piece bath adds convenience. The bright bedroom features a built-in desk & bookcases, ideal for working from home or creating a cozy reading space. Shared laundry is conveniently located on the same floor. This pet-friendly building offers elevator access & one underground parking stall. Step outside to enjoy the vibrant Osborne Village lifestyle, with popular restaurants, cafés, boutiques & nightlife just moments away. Wellington Crescent, downtown, The Forks & scenic river pathways are also easily accessible. An excellent opportunity for first-time buyers, downsizers or investors looking for affordable living in a walkable, sought-after location!

I have listed a new property at 115 Mountbatten AVE in Winnipeg. See details here

S/S Thurs. Oct. 22, offers Wed. Oct. 28 after 6 pm. Exceptional opportunity in desirable Tuxedo! This 2 storey family home sits on a gorgeous south-facing 75’ x 130’ lot. The lovely Tyndall stone exterior welcomes you into a home w/numerous updates, including refinished oak hardwoods throughout the main living areas & bedrooms. The bright LR features a wood-burning fp, while the DR overlooks the gorgeous backyard. The inviting FR boasts wall-to-wall windows & charming wainscotting. The kitchen offers abundant maple cabinetry newer high-end S/S appliances including a new Bosch dishwasher (2026), 4-burner gas cooktop & large peninsula w/breakfast bar. A convenient 2-piece bath completes the main floor. Upstairs offers 4 brs, laundry & 3 baths. The secluded primary bedroom features a wall-mounted fireplace, updated 4-piece ensuite & private den/office. 2nd br w/updated 3-piece ensuite. Renovated in 2023, the basement boasts a spacious rec room, custom wet bar, 2nd laundry, 2-piece bath & ample storage. Enjoy the private backyard oasis w/large deck, pergola, hot tub (2023), 2 sheds & mature trees. Heated & insulated AT/2, HEF & C/AIR (2016), metal roof (2013) & updated windows. Walk to Assiniboine Park!

I have listed a new property at 80 Leighton AVE in Winnipeg. See details here

S/S Wed. Oct. 21 offers Mon. Oct. 26. OH Sun. Oct. 25, 1-3 pm. A fantastic starter or retirement home in beautiful Fraser’s Grove, just steps from Fraser’s Grove Park! Enjoy easy access to Henderson Hwy while tucked away from traffic noise. Numerous updates include hardwoods, kitchen, shingles, windows & garage. This home offers a functional layout making the most of every square foot. The bright LR is filled w/natural light. The updated white eat-in kit features soft-close drawers, pantry cabinet w/pull-out organizers, quartz counters, tile backsplash, undermount sink & slim line ss appliances for added workspace. 2 good-sized brs offer carpeting & plenty of natural light, while a pocket door leads to the 4-piece bath. The bsmt offers more living space, freshly painted w/new carpet (2026). Combined laundry/3-piece bath, office or workshop area & good storage. C/AIR & updated 200-amp panel add comfort & convenience. Outside, enjoy a covered front deck, extra long driveway & o/s heated & insulated 24’ x 24’ detached garage (2013) w/drive thru access. The rear deck overlooks a south facing backyard backing onto greenspace. Move right in & enjoy all that this family-friendly neighbourhood has to offer!

I have listed a new property at 5 Venus BAY in Winnipeg. See details here

S/S Wed. Oct. 21, offers Tues. Oct. 27 evening. Welcome to this 3 bedroom, 2 bath split-level family home in Fort Garry! Tucked away on a quiet cul-de-sac, just steps from Beaumont Park, this home sits on a massive irregular lot offering endless possibilities for your dream backyard. Fully fenced w/a deck, patio, 3-season sunroom & NW exposure. Room for a pool, garden & plenty of space for the kids to play. Inside, the bright main floor features a spacious LR & large eat-in kit w/garden doors to the deck & backyard. Updated windows fill the home w/natural light. The kit offers abundant soft-close maple cabinetry, granite counters, tile backsplash, peninsula w/breakfast bar, double undermount sink & SS appliances. A wall of custom maple cabinetry provides convenient storage for outerwear. Upstairs, 3 brs feature carpeting & closets w/organizers, plus a 4-piece bath w/large vanity. The bright LL rec room boasts warm laminate flooring, large windows & a gas fp w/tile surround. Updated 3-piece bath & laundry room. C/AIR (2025), HWT (2024). A long concrete driveway offers ample parking for multiple vehicles or an RV, w/potential for a future garage. Close to schools, rapid transit & off-leash dog park!

I have listed a new property at 361 Christie RD in Winnipeg. See details here

Offers presented as received. Fabulous opportunity to build your dream home on this spectacular 1.8-acre riverfront lot on Christie Road! Enjoy beautiful views of the Red River from this private, treed property located inside the floodway. The elevation offers excellent potential for a walkout basement, while the southern exposure provides wonderful natural light and scenic river views. Surrounded by mature trees and nature, this exceptional property offers privacy and a peaceful setting, all within a 25-minute drive of the city centre. A unique opportunity to create your own riverfront retreat!

I have listed a new property at 235 Lockwood ST in Winnipeg. See details here

S/S Thurs. Oct. 15, offers Tues. Oct. 20 after 6 pm. Discover this North River Heights gem in a fantastic mid-block location, steps from Carpathia School & TR Hodgson Park! Blending character with modern updates, this one & a half storey home offers over 1500 sq. ft. of living space. Recent improvements include re-stained hardwood floors, fresh paint, pot lighting, newer flooring & an open-concept design. The bright L-shaped living & dining room features large windows & charming cove ceilings. The updated white kitchen offers plenty of cabinetry, a new stainless steel dishwasher (2026) & an opening to the living room, ideal for entertaining. Two main-floor bedrooms & an updated 3-piece bath complete this level. Upstairs, newer flooring compliments two additional spacious bedrooms. The basement is original but offers excellent potential with a large rec room featuring a dry bar, workshop area, laundry & 2-piece bath. Enjoy the immaculate backyard, partially fenced with a covered patio & single detached garage with parking pad. Shingles (2020), HEF (2019) & central air conditioning. A wonderful family home in a sought-after, family-friendly neighbourhood!

I have listed a new property at 310 325 Park East DR in Winnipeg. See details here

SHOWINGS THURS. OCT. 15 & FRI. OCT. 16 ONLY! Offers as rec'd. Modern & practically brand-new, this stylish townhouse condo was built in 2020 & offers a bright, functional layout! The walk-up entry welcomes you into the main floor featuring warm laminate flooring, large windows & silhouette blinds throughout. The dining room offers a garden door to the east-facing balcony...perfect for enjoying a Manitoba fall sunrise! The chef-inspired kitchen boasts an impressive 8’ island, granite countertops, soft-close floor-to-ceiling cabinetry, ss appliances & breakfast bar for casual dining. A 2-piece guest bath completes the main level. Upstairs offers 3 bright bedrooms w/carpeting & excellent closet space. The primary features a WICC & 3-piece ensuite. A 4-piece bath & convenient laundry closet complete the upper level. Split A/C & heating systems add year-round comfort. Enjoy 2 outdoor parking stalls (#55 & #159), 1 parking spot is covered Visitor parking & pet-friendly living. Close to walking paths, shopping & the University of Manitoba. Nothing to do but move in & enjoy! Excellent opportunity if you're looking for a carefree lifestyle or an investment! Book your showing today, this one won't last!

I have listed a new property at 266 ANTONIO AVE in St Francois Xavier. See details here

S/S Wed. Oct. 7, offers as rec'd. Experience exceptional country living in this luxurious property offering 5,000+ sq ft of beautifully finished living space & 6 bedrooms! Designed for both grand-scale entertaining & everyday comfort, the dramatic GR features a 23' vaulted beam ceiling, designer lighting, southern exposure, floor-to-ceiling custom striking Napoleon wood-burning fireplace w/copper, wood & slate accents. Gorgeous bamboo engineered hardwoods & custom teak cabinetry flow throughout. The gourmet kitchen boasts a large waterfall quartz island & Bosch appliances, while the elegant DR features a built-in dry bar, custom accent wall & floor-to-ceiling south-facing windows. A spectacular 4-season sunroom offers wall-to-wall windows, hot tub & garden door to the deck. Custom main-floor mudroom/laundry. Primary retreat w/acoustic feature wall, ethanol fireplace & private screened sunroom. 5-pce spa ensuite w/cast-iron soaker tub, steam shower & double vanity. Upper loft, 2 additional bedrooms & bath. Entertainer’s LL includes rec room/wet bar, theatre, gym, 3 brs & bath. 4-zone sound, o/s AT/3 roughed-in for in-floor heat, 400-amp service, 2 furnaces, 2 HWTs, HRV & C/VAC. Built on timber piles.

I have listed a new property at 280 DODDS RD in Headingley. See details here

Build your dream home on this beautiful 80' x 167' lot on Dodds Road in Headingley! Tree-lined property backing onto an open field, offering a peaceful country setting. Located in the growing community of Headingley, just minutes from Winnipeg’s major amenities. Enjoy low property taxes, local schools, churches, a community centre, great restaurants and plenty of recreational opportunities. Municipal water & sewer. Nearby attractions include Thunder Rapids Fun Park, Nick’s Inn, Headingley Grill, Shelmerdine Garden Centre, Gates on Roblin & Breezy Bend Country Club. The perfect opportunity to enjoy country living with the convenience of city amenities close at hand. Create the home and lifestyle you’ve always envisioned!

I have listed a new property at 517 Weedon ST in Winnipeg. See details here

S/S Mon. Oct. 5, offers presented as rec'd. Great opportunity to bring your vision to this solid 3+ bedroom bungalow on a nice street in East Kildonan! Bright and spacious, this home offers good bones, a functional layout & plenty of potential to create a wonderful family home. The main floor features an L-shaped living & dining room with a wood-burning fireplace, plus an eat-in kitchen with stainless steel appliances. Three bedrooms & a full bath complete the main level, including the primary bedroom with 2-piece ensuite & a bedroom with patio doors leading to the 3-season sunroom. The finished basement offers excellent potential for additional living space, featuring a rec room with wood-burning fireplace, wet bar, 3-piece bath, sauna & possible 4th bedroom. Outside, enjoy a fenced backyard with patio & storage shed, plus a double detached garage. Ideally located close to schools, shopping, parks & transit. A fantastic opportunity for buyers looking for a home they can personalize & make their own!

I have listed a new property at 58 151 Greenway CRES E in Winnipeg. See details here

S/S Friday Sept. 25, offers Thurs. Oct. 1 afternoon. Plenty of potential to modernize & make this spacious townhouse your own! Tucked away on a quiet Crescent, this pet-friendly home is steps from shopping, transit & everyday amenities, while enjoying a peaceful setting away from traffic noise. The inviting sunken living room features a charming vaulted wood ceiling & gas fireplace, creating a warm focal point. The dining room overlooks the living room...perfect for entertaining. The kitchen offers newer appliances & opens to a generous sized family room/den. Patio doors lead to the deck overlooking green space & picturesque Sturgeon Creek. A convenient 2-piece bath completes the main level. Upstairs offers 3 bedrooms & a full bath with dual access. Two bedrooms enjoy lovely creek views, while the spacious primary features a walk-in closet. The full basement provides excellent storage & laundry space, with plenty of opportunity to develop additional multipurpose living areas. Outdoor parking right in front of the unit. A great opportunity to add your personal style & create a home that truly suits your lifestyle!

I have listed a new property at 347 Oak ST in Winnipeg. See details here

S/S Wed. Sept.23, offers Tues. Sept.29 evening. Absolutely stunning 2022 renovation blends timeless River Heights character w/sophisticated modern design. Superior craftsmanship & thoughtful details are showcased throughout...wide-plank white oak hdwds & custom cabinetry by Two30Nine. The bright LR/DR combo features a cove ceiling, ornamental fp & built-in banquet seating. The gourmet kit is beautifully appointed w/quartz counters, soft-close cabinets w/organizers, ss appliances, farm sink, herb wall & an impressive 9' island w/seating & 2nd dishwasher. A custom mudroom keeps family life organized, while the sun-filled FR offers wall-to-wall wdws & pocket doors to a private office/homework space. UL has 4 brs, including a primary retreat w/custom built-ins & spa-like ensuite w/heated flrs, skylight & wet room w/soaker tub. The 5-piece family bath features double vanity, water closet & laundry hookups. Finished bsmt offers a great kids' hangout, 5th br, 3-piece bath & storage/laundry. HEF, C/AIR, sump pump & updated windows. Outside, modern stucco compliments the character exterior, while a clover front yard, maintenance-free fenced backyard w/turf & side patio create easy outdoor living. Heated DT/2.

I have listed a new property at 6 Oakdale DR in Winnipeg. See details here

S/S Thurs. Sept. 24, offers Wed. Sept. 30 evening. Absolutely stunning custom 2-storey tucked away on a quiet street! Impressive curb appeal w/extensive exterior updates (2025/26), including flat roof replacement, cedar shake exterior & updated upper deck w/sleek black railing. Grand foyer w/direct views of the backyard. Spectacular LR boasts 16’ ceilings, wall-to-wall wdws & floor-to-ceiling Tyndall stone gas fp. Dedicated gym (2024). Elegant DR seats 8–10. FR features heated flrs, shiplap feature wall & wood-burning fp. Expansive gourmet eat-in kit offers heated flrs, soft-close cabinets, quartz counters, high-end S/S appliances, breakfast bar, large island & access to the deck. The 2025 sunroom addition has a tray ceiling, wall-to-wall windows & garden door to the deck. Private office w/custom built-ins. UL offers 4 brs. Primary retreat w/garden door to west-facing deck, WICC, laundry & 4-piece ensuite w/heated flrs. 2 brs offer upper deck access. Updated 4-piece bath (2026). Finished LL includes freshly painted rec room, guest/teen br & 3-piece bath. West-facing fenced backyard oasis w/mature trees, deck & paver patio. Circular paver drive, heated AT/2. HEF, HRV & C/AIR. Exceptional luxury living!

I have listed a new property at 259 Scotia ST in Winnipeg. See details here

S/S Wed. Sept.23, offers Mon. Sept. 28 evening. Rare Red River setting! Tucked away on a beautiful river lot, this 1½-storey home offers a unique cottage-like feel w/mature trees, privacy & direct access to the river. The main floor features hardwood flrs throughout the formal living & dining rooms. The LR offers a cove ceiling, electric fp & a large window overlooking the inviting 4-season sunroom, highlighted by a vaulted ceiling & wall-to-wall windows w/river views & access to the yard. The formal DR has double French doors & flows seamlessly into the kit...perfect for entertaining. Updated in 2018, the kitchen features granite counters, soft-close cabinetry w/organizers & ss appliances. Upstairs are 3 bright bedrooms & an updated 4-piece bath. The bsmt offers a rec room w/newer carpeting & wall-to-wall display/storage cabinetry, plus a 3-piece bath, laundry & ample storage. Outside, enjoy the private, maturely treed yard, river access, newer durable rubber paving & a double detached heated/insulated garage w/220-amp panel. Shingles & HEF replaced in approx. 2020. Newer sump pump. Quiet, desirable neighbourhood close to schools. Minutes to Kildonan Park. A truly special riverfront opportunity!

I have listed a new property at 193 Robindale RD in Winnipeg. See details here

S/S Thurs. Sept. 24, offers presented Wed. Sept.30 after 1 pm. Rare opportunity to own a true mid-century Charleswood original! Architecturally designed by its original owner, this distinctive 1978 split-level is beautifully positioned on an expansive pie-shaped lot, nestled among mature trees w/a private, park-like setting. Built on piles, the property offers an incredible combination of land, space & timeless mid-century character. Inside, vaulted wood ceilings, o/s windows & a sunken LR showcase the home’s original architectural design. The formal DR overlooks the spectacular backyard, while the eat-in kit features patio doors to a deck. The UL offers 4 bedrooms, including a spacious primary w/WICC & 3-piece ensuite. Designed w/entertaining in mind, the LL features rich wood accents, stone-facing wood-burning fp, guest bedroom, 2-piece bath & an extra large laundry room w/wall-to-wall storage & cedar closet. 2 furnaces, 2 C/AIR units & humidifier. Inviting stone exterior w/wood accents, long paver stone driveway & AT/2. Steps to Roblin Park Community Centre. A truly special property w/incredible potential to restore, renovate & make your own! Some interior photos have been AI enhanced.

I have listed a new property at 282 Cathcart ST in Winnipeg. See details here

S/S Thurs. Sept. 17, offers Tues. Sept. 22 after 6 pm. Updated Charleswood bungalow offering great curb appeal, a spacious yard & a prime location! The bright main floor features expansive windows that fills the spaces w/natural light. The fully renovated kitchen (2024) offers stainless steel appliances, soft-close cabinetry, quartz countertops & a peninsula for added prep space. The dining area includes a portable island, ideal for small appliances & extra storage. A 2nd entry provides convenient access to the fenced dog run. The primary bedroom, 2nd bedroom & nicely updated 4-piece bath (2025) complete the main level. The partially finished basement is wired & drywalled, offering a large rec room & laundry room ready for your finishing touches. Outside, enjoy a west facing backyard w/mature trees, new fencing (2023), patio & large storage shed for tools & lawn care maintenance. The inviting exterior features cedar shakes, wood siding accents & a vaulted-roof carport. Triple-pane main-floor windows (2022). C/AIR. Steps from Assiniboine Park & Forest, close to schools, shopping & restaurants. A fantastic starter, investment or retirement opportunity!

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.