Chris Pennycook

Office 204-989-5000 | chrispennycook@royallepage.ca

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I have sold a property at 182 Lindsay ST in Winnipeg

I have sold a property at 182 Lindsay ST in Winnipeg on May 26, 2026. See details here

Brand new executive custom build in sought-after North River Heights, offering exceptional design, premium finishes & striking curb appeal with acrylic stucco, contemporary masonry & o/s stacked windows. Constructed on a piled foundation, this home features commercial-grade LVP flooring, expansive windows & impressive 9 & 10-foot ceilings across the main & upper levels. A spacious foyer leads into an elegant dining area & a show-stopping kitchen w/illuminated waterfall island, quartz counters, soft-close push cabinetry & LG appliances. The sunken LR provides a warm gathering space w/access to the east-facing deck, while a convenient guest bath completes the main floor. Upstairs, you’ll find 3 brs including a stunning primary retreat w/vaulted cathedral ceiling, spa-inspired 5-piece ensuite w/heated flrs, wet room & a custom WICC. UL laundry & a private office offer added flexibility. The lower level is designed w/potential for a secondary suite, featuring a separate entrance, wet bar, custom millwork, bedroom, laundry & independent mechanical systems. Smart home integration & heated double garage pre-wired for EV charger complete this stunning property.

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New property listed in Exchange District, 9A

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.

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New property listed in Bridgwater Trails, 1R

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.

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New property listed in East Elmwood, 3B

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!

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New property listed in St Vital, 2C

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.

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New property listed in East Kildonan, 3E

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.

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Open House. Open House on Sunday, May 24, 2026 1:00PM - 3:00PM
Crescentwood Gem!
Updated 3-bedroom-3 bath, 1504 sf home on quiet street near Corydon. Hardwoods, stylish island kit, finished basement, fenced yard & newer garage. Heated sunroom. Move-in

Please visit our Open House at 1001 Jessie AVE in Winnipeg. See details here

Open House on Sunday, May 24, 2026 1:00PM - 3:00PM Crescentwood Gem! Updated 3-bedroom-3 bath, 1504 sf home on quiet street near Corydon. Hardwoods, stylish island kit, finished basement, fenced yard & newer garage. Heated sunroom. Move-in ready close to parks, schools & dining. Anna 204-781-4156

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.

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New property listed in St Charles, 5G

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.

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I have sold a property at 1018 Corydon AVE in Winnipeg

I have sold a property at 1018 Corydon AVE in Winnipeg on May 21, 2026. See details here

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.

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New property listed in Crescentwood, 1Bw

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.

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New property listed in Grace Hospital, 5F

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.

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New property listed in Tuxedo, 1E

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.

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New property listed in Norwood Flats, 2B

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.

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New property listed in Linden Woods, 1M

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.

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New property listed in Charleswood, 1H

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.

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New property listed in RM of Cartier, R10

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.

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Open House. Open House on Thursday, May 14, 2026 5:30PM - 7:30PM
Spacious & Immculate!
2400 sf 5 br-4 bath family home in Headingley! South facing backyard. Vaulted ceilings, hdwds & Tyndall stone fireplaces. Primary w/balcony. 2 HEF & C/AIR u

Please visit our Open House at 25 KEMPER CRES in Headingley. See details here

Open House on Thursday, May 14, 2026 5:30PM - 7:30PM Spacious & Immculate! 2400 sf 5 br-4 bath family home in Headingley! South facing backyard. Vaulted ceilings, hdwds & Tyndall stone fireplaces. Primary w/balcony. 2 HEF & C/AIR units. Updated exterior. Walking distance to schools. Lynnea 204-799-1894

TWILIGHT OPEN HOUSE: THURS. MAY 14, 5:30-7:30 PM. Enjoy the charm of small community living in South Headingley in this bright & spacious 4-level split family home. The LR showcases a stunning Tyndall stone gas fireplace w/rustic mantle, vaulted ceilings & a large window filling the space w/natural light. The updated kitchen features granite counters, soft-close cabinetry, coffee bar, island w/breakfast bar & ss appliances. A garden door opens to a beautifully fenced south facing backyard w/large deck & outdoor fireplace...perfect for relaxing or entertaining. Convenient 2-piece bath & laundry. Upstairs, you’ll find 4 brs, all with hardwood floors & vaulted ceilings & an updated 4-piece bath. The spacious primary retreat includes a wall of windows, o/s closet, heated tile ensuite & private balcony. The LL offers a mudroom w/yard access, a versatile bedroom or family room w/ample storage & a rec room w/a 2nd Tyndall stone fireplace. Updated mechanicals include 2 HEF, 2 C/AIR units & HWT. Exterior updates include stucco & shingles. Located near K–12 schools w/direct access to the elementary school. Close to Beaudry Park, Harte Trail, golf & more...country-style living just minutes from the city.

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New property listed in Crescentwood, 1B

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.

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I have sold a property at 1 30 Victor Lewis DR in Winnipeg

I have sold a property at 1 30 Victor Lewis DR in Winnipeg on May 8, 2026. See details here

Rarely available! This beautifully maintained 1559 sq. ft. condo offers a perfect blend of comfort and style in an excellent location. Featuring luxury vinyl plank flooring throughout, the bright living room is highlighted by a large picture window that fills the space with natural light. The spacious dining room is ideal for entertaining, while the stunning remodelled kitchen boasts white cabinetry—some with convenient pullouts—quartz countertops, a gas range with oven, and a pantry with additional pullouts for optimal storage. Patio doors lead to a cozy deck, perfect for relaxing outdoors. The primary bedroom is a private retreat, complete with a 3-piece ensuite and a spacious walk-in closet. The second bedroom also features its own walk-in closet, offering excellent storage. A well-appointed 4-piece main bathroom completes the space. The partially finished basement is drywalled and wired, offering great potential for additional living space. Complete with central vacuum and a double attached garage, this home is a fantastic opportunity for easy, modern living.

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I have sold a property at 13 Kenwood PL in Winnipeg

I have sold a property at 13 Kenwood PL in Winnipeg on May 4, 2026. See details here

S/S Thurs. Apr. 23, offers presented Wed. Apr. 29 after 6 pm. This bright family bungalow is tucked away on a large corner pie lot in Norberry, backing onto beautiful greenspace. Durable laminate flooring flows across the main level, complemented by abundant natural light, crown moulding, & tasteful modern updates. The front entry opens to a welcoming living space w/immediate backyard views. The living room features a lg picture window & TV alcove w/electric fireplace insert. The spacious dining area easily accommodates family gatherings & connects seamlessly to the outdoors through patio doors leading to a tiered deck. The white kitchen offers quartz counters, tile backsplash, soft-close drawers, ss appliances & an island w/breakfast bar. 3 generous main floor bedrooms provide ample closet space & natural light. The updated 5-piece bath includes a large floating vanity w/dual sinks. The fully finished LL is perfect for relaxing or entertaining, complete w/a rec room, wet bar, games or gym space, 4th br, 3-piece bath & laundry. The spacious backyard features a tiered deck, patio, plenty of mature trees & room for a future pool! O/S garage. Close to St. Vital Park, community centre, shopping & transit.

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