Chris Pennycook

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

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New property listed in River Heights North, 1C

I have listed a new property at 1278 Wellington CRES in Winnipeg. See details here

AVAILBLE IMMEDIATELY! $3850.00 per month plus utilities on this 4,000 sq. ft. two-and-a-half storey nestled on a sprawling lot along iconic Wellington Crescent. Just steps from scenic riverside walking paths leading to Assiniboine Park and a short stroll to the boutiques and eateries of Academy Road. Rich with character, the home features a spacious family room addition with a cozy fireplace, perfect for relaxing or entertaining. The kitchen offers ample cabinetry and space for casual dining. The second floor features three generous bedrooms, including a primary with its own ensuite, and an updated 4-piece family bath. The third floor provides flexible living with a private office and a large bedroom complete with its own ensuite—ideal for guests or a growing family.

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New property listed in Taylor Farm, 5W

I have listed a new property at 53 Bremner DR in Headingley. See details here

Custom bungalow currently under construction with no expense spared & exceptional attention to detail throughout. Designed with timeless style, the home features stunning archways, warm hardwoods & elegant porcelain tile complemented by black fixtures & soft neutral tones. Custom millwork & soft-close cabinetry highlight the craftsmanship found in every space. The dining space showcases a striking arched bar w/smoked glass mirror backsplash, perfect for entertaining. The thoughtfully designed kit features stone countertops & backsplash, a custom pantry & a beautiful lime wash plaster range hood creating a true focal point. The primary retreat offers custom built-in millwork & a luxurious 5-piece ensuite w/double vanity & relaxing steam shower. In total the home offers 3 bedrooms along w/convenient main floor laundry. Modern mechanicals include a dual-zone HEF, C/AIR & HRV system. New home warranty. Insulated bsmt. Enjoy outdoor living w/a welcoming covered front porch & spacious 16' x 14' covered rear deck ideal for relaxing or entertaining. AT/3. Located in the desirable community of Taylor Farm, this home offers the perfect balance of peaceful country surroundings w/city conveniences minutes away.

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New property listed in Charleswood, 1F

I have listed a new property at 175 Ridgedale CRES in Winnipeg. See details here

S/S Sat. Mar. 14, offers as rec'd. Stunning 1.4-acre riverfront estate in prestigious neighbourhood, offering panoramic views of the Assiniboine River & manicured grounds from every room. This custom two-storey is impeccably maintained & richly appointed w/endless luxuries. The main floor showcases a refined LR w/custom millwork, gas fireplace & double doors to a spectacular outdoor space featuring floor-to-ceiling drop screens & gas BBQ hookup. The dining room is wrapped in windows w/automated blinds & serene front yard views. A private office w/glass sliding doors, custom mudroom w/laundry hookups & elegant 2-piece bath add function. The gourmet eat-in kit boasts a expansive island w/butcher block & quartz, Sub-Zero fridge, WOLF wall ovens & gas cooktop, stone slab backsplash, pot filler, pantry wall & wet bar. Upstairs offers 3 bedrooms, laundry & breathtaking primary retreat w/custom WICC, spa-inspired ensuite w/steam shower plus river-facing deck w/covered hot tub. The walkout LL includes a rec room, gym, br & full bath. Control4 automation, hide-a-hose vacuum, steel beam construction, o/s DT/3, pool, 2nd hot tub, tiered deck & beautiful landscaped grounds complete this extraordinary property!

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I have sold a property at 403 Churchill DR in Winnipeg

I have sold a property at 403 Churchill DR in Winnipeg on Mar 9, 2026. See details here

S/S immediately. AVAILABLE TO RENT NOW! Completely renovated Riverview bungalow. 2 bedrooms & 2 baths on the main floor. Lower level family room with 3rd bedroom, office/gym & full bathroom. Newer windows & mechanicals. Laundry in basement. Fenced backyard with deck & sauna. Double detached garage. Great location, steps from walking paths & parks. Minutes to downtown, shopping & dining. Dogs allowed but no cats.

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I have sold a property at 134 Newman AVE in Winnipeg

I have sold a property at 134 Newman AVE in Winnipeg on Mar 3, 2026. See details here

S/S Thurs. Feb. 26, offers Tues. Mar. 3 after 6 pm. This updated & bright bungalow on a quiet street offers style, function & comfort. Gleaming hardwoods & abundant natural light enhance the main level, while durable tile anchors the beautifully renovated kitchen featuring soft-close maple cabinetry, ss appliances, subway tile backsplash & large island w/breakfast bar seating for everyone. The open-concept LR & DR is ideal for entertaining, complete with a built-in buffet w/quartz counter & additional soft-close storage. Three main-floor bedrooms all showcase hardwoods & great natural light, including a primary bedroom w/slatted wood feature wall & built-in bed. The updated 4-piece bath includes a modern floating vanity & tile flooring. The fully finished bsmt offers excellent additional living space for relaxing, gaming or working out, w/new vinyl plank flooring & an updated 3-piece bath (2025). Major updates include most windows (2019), shingles & HEF (2018). HWT (2025). Enjoy the large fenced yard w/new fencing (2024), perfect for kids & pets, plus a DT/1 w/attached shed & parking pad for two more vehicles. Close to schools, parks & recreation...this solid home is move-in ready & won’t last!

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New property listed in Tuxedo, 1E

I have listed a new property at 30 Aldershot BLVD in Winnipeg. See details here

S/S now, offers as rec'd. Fully renovated top to bottom in 2025, this stunning home offers exceptional craftsmanship, quality finishes & thoughtful custom details throughout. The impressive GR features soaring floor-to-ceiling windows, custom built-ins, cozy fp & access to the deck, creating a bright & inviting space. The elegant DR is perfect for entertaining w/a stylish wet bar & custom wine display. The gourmet kit boasts soft-close cabinetry, high-end appliances, quartz counters, fully equipped butler’s pantry & a family-size island w/attached dining table. A main floor office w/built-ins, guest bath & bedroom w/private 4-piece ensuite provide excellent flexibility. Upstairs, the primary suite features custom wall detailing, a dream WICC & a luxurious spa-inspired 5-piece ensuite w/heated floors, soaker tub & dual sinks. Two additional brs share a spacious 5-piece bath. Convenient UL laundry. The finished LL includes a rec room w/dry bar, games area, br & 3-piece bath. All mechanical systems are new including 2 HEF, 2 C/AIR, HRV & sump pump. The expansive outdoor space offers plenty of space for a pool, sunroom & more. AT/2. Ideally located close to shopping, parks, restaurants & coffee shops.

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New property listed in Tuxedo, 1E

I have listed a new property at 82 Hopwood DR in Winnipeg. See details here

S/S Sat. Mar. 7, offers as rec'd. Complete renovation by DLUX Design in 2021 transformed this exceptional home into a light-filled showpiece. A grand foyer w/soaring 16-foot ceiling & dramatic floor-to-ceiling wood moulding accent wall sets the tone. The formal DR features a custom ceiling, statement pendant lighting & space for large gatherings. Wide plank oak hardwood floors flow throughout the main & upper levels. A private office w/double glass doors offers built-in bookcases w/desk & crown moulding. The gourmet kit impresses w/soft-close cabinetry, quartz counters & backsplash, Wolf 6-burner gas cooktop w/custom hood, integrated fridge & dishwasher plus an oak island w/breakfast bar. A butler’s pantry, mudroom & laundry add function. The bright FR overlooks the backyard oasis & features a gas fireplace flanked by built-ins. Upstairs offers 3 bedrooms, including a luxurious primary w/spa-like ensuite & custom WICC. The 2 other bedrooms share an ensuite. The LL is ideal for entertaining w/rec space, wet bar, gym, 4th br & heated tile bath. The spectacular outdoor space boasts one of the largest lots on the street & features an inground pool, hot tub, outdoor kitchen & covered lounge area. AT/2.

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Open House. Open House on Sunday, March 8, 2026 1:00PM - 3:00PM
Updated Bi-Level in Heritage Park!
Bright & inviting 1040 sf, 4 br-2 bath family home on great street! Refinished oak hardwoods, fresh paint & newer flooring. South facing backyard w/

Please visit our Open House at 50 Fieldstone BAY in Winnipeg. See details here

Open House on Sunday, March 8, 2026 1:00PM - 3:00PM Updated Bi-Level in Heritage Park! Bright & inviting 1040 sf, 4 br-2 bath family home on great street! Refinished oak hardwoods, fresh paint & newer flooring. South facing backyard w/deck. HEF, C/AIR. Newer shingles & windows. DT/1.55' x 100' lot. Tara 204-298-0219

S/S Wed. Mar. 4, offers Tues. Mar. 10 evening. OH SUN. MAR.8 1-3 PM. Recently updated & filled with natural light, this bright & solid bi-level in Heritage Park offers warm, inviting décor & thoughtful touches throughout. Refinished oak hardwood floors and fresh paint create a modern, welcoming feel, while large windows flood the home w/sunlight. The dining room features direct access to a tiered deck with privacy fence, perfect for relaxing or entertaining. The spacious kitchen showcases light grey cabinetry w/organizers, ss appliances & a stylish barn door leading to an o/s pantry. Down the hall, you’ll find excellent storage, two generous bedrooms w/great closet space & a large full bath. The primary bedroom features a WICC w/barn door, adding rustic charm. The inviting lower level continues the home’s cozy appeal w/a comfortable rec room featuring plush carpeting, beam ceiling & large windows, plus games or flex space, two additional bedrooms & 3-piece bath. The south-facing backyard is fully fenced, nicely treed & ideal for family enjoyment. A long front driveway offers extra parking & leads to an o/s DT/1. Ideally located close to all amenities, schools, parks, walking & biking paths.

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Open House. Open House on Saturday, March 7, 2026 12:00PM - 2:00PM
Brand New Executive Custom Build!
Premium finishes throughout this bright & solid 1668 sf, 4 br-4 bath home in River Heights. Stunning curb appeal. LVP, custom millwork & open conc

Please visit our Open House at 184 Lindsay ST in Winnipeg. See details here

Open House on Saturday, March 7, 2026 12:00PM - 2:00PM Brand New Executive Custom Build! Premium finishes throughout this bright & solid 1668 sf, 4 br-4 bath home in River Heights. Stunning curb appeal. LVP, custom millwork & open concept design w/10' clgs. Secondary suite in LL if desired. DT/2 wired for EV charger.

S/S Thurs. Mar. 5, offers Tues. Mar. 10 after 6 pm. OH SAT. MAR. 7 & SUN. MAR. 8, 12-2 PM. Brand new executive custom build in desirable North River Heights showcasing exceptional design, premium finishes & striking curb appeal w/acrylic stucco, contemporary masonry & o/s stacked windows w/black trim. Built on a piled foundation, this home features commercial-grade luxury vinyl plank flooring, expansive windows & impressive 9 & 10-foot ceilings throughout the main & upper levels. The spacious foyer opens to an elegant dining area & stunning culinary kit w/illuminated waterfall island, Dekton counters, soft-close push cabinetry & high end LG appliances. A convenient main floor guest bath & sunken LR w/access to the east-facing deck complete the level. Upstairs offers three bedrooms, including a luxurious primary retreat w/vaulted cathedral ceiling, spa-inspired 5-piece ensuite w/heated floors, wet room & custom WICC. UL laundry & private office add flexibility. The LL offers potential for a secondary suite w/separate entry, wet bar, custom illuminated millwork, bedroom, laundry hookups & independent mechanical systems. Smart Home features & heated DT/2 wired for EV complete this stunning home.

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Open House. Open House on Sunday, March 8, 2026 12:00PM - 2:00PM
Brand New Executive Custom Build!
Premium finishes throughout this bright & solid 1668 sf, 4 br-4 bath home in River Heights. Stunning curb appeal. LVP, custom millwork & open concep

Please visit our Open House at 184 Lindsay ST in Winnipeg. See details here

Open House on Sunday, March 8, 2026 12:00PM - 2:00PM Brand New Executive Custom Build! Premium finishes throughout this bright & solid 1668 sf, 4 br-4 bath home in River Heights. Stunning curb appeal. LVP, custom millwork & open concept design w/10' clgs. Secondary suite in LL if desired. DT/2 wired for EV charger.

S/S Thurs. Mar. 5, offers Tues. Mar. 10 after 6 pm. OH SAT. MAR. 7 & SUN. MAR. 8, 12-2 PM. Brand new executive custom build in desirable North River Heights showcasing exceptional design, premium finishes & striking curb appeal w/acrylic stucco, contemporary masonry & o/s stacked windows w/black trim. Built on a piled foundation, this home features commercial-grade luxury vinyl plank flooring, expansive windows & impressive 9 & 10-foot ceilings throughout the main & upper levels. The spacious foyer opens to an elegant dining area & stunning culinary kit w/illuminated waterfall island, Dekton counters, soft-close push cabinetry & high end LG appliances. A convenient main floor guest bath & sunken LR w/access to the east-facing deck complete the level. Upstairs offers three bedrooms, including a luxurious primary retreat w/vaulted cathedral ceiling, spa-inspired 5-piece ensuite w/heated floors, wet room & custom WICC. UL laundry & private office add flexibility. The LL offers potential for a secondary suite w/separate entry, wet bar, custom illuminated millwork, bedroom, laundry hookups & independent mechanical systems. Smart Home features & heated DT/2 wired for EV complete this stunning home.

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New property listed in River Heights North, 1C

I have listed a new property at 184 Lindsay ST in Winnipeg. See details here

S/S Thurs. Mar. 5, offers Tues. Mar. 10 after 6 pm. OH SAT. MAR. 7 & SUN. MAR. 8, 12-2 PM. Brand new executive custom build in desirable North River Heights showcasing exceptional design, premium finishes & striking curb appeal w/acrylic stucco, contemporary masonry & o/s stacked windows w/black trim. Built on a piled foundation, this home features commercial-grade luxury vinyl plank flooring, expansive windows & impressive 9 & 10-foot ceilings throughout the main & upper levels. The spacious foyer opens to an elegant dining area & stunning culinary kit w/illuminated waterfall island, Dekton counters, soft-close push cabinetry & high end LG appliances. A convenient main floor guest bath & sunken LR w/access to the east-facing deck complete the level. Upstairs offers three bedrooms, including a luxurious primary retreat w/vaulted cathedral ceiling, spa-inspired 5-piece ensuite w/heated floors, wet room & custom WICC. UL laundry & private office add flexibility. The LL offers potential for a secondary suite w/separate entry, wet bar, custom illuminated millwork, bedroom, laundry hookups & independent mechanical systems. Smart Home features & heated DT/2 wired for EV complete this stunning home.

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New property listed in Charleswood, 1G

I have listed a new property at 214 4314 Grant AVE in Winnipeg. See details here

S/S Thurs. Mar. 5, offers Tues. Mar. 10 after 6 pm. Rare opportunity to this 3-bedroom, top-floor unit in a desirable & quiet condo building. Bright, updated & exceptionally well maintained, this home features newer laminate flooring & fresh paint throughout. The galley-style eat-in kitchen offers an abundance of cabinetry, all appliances & a newer patio door leading to a large covered balcony overlooking peaceful treed views. A pocket door provides added privacy to the spacious LR, while the open living & dining areas create an inviting space for everyday living & entertaining. The thoughtful layout includes a private guest bedroom with adjacent 3-piece bath, while the primary suite features its own 4-piece ensuite. The versatile third bedroom is ideal as an office, den or gym. Convenient in-suite laundry w/storage. Residents enjoy excellent amenities including a large party room perfect for family gatherings, plus storage lockers located on the same floor. Outdoor parking stall #32 is included, with option to rent a second space. Condo fees cover parking & all utilities for worry-free living. Ideally located steps to the curling club & arena. Minutes to shopping, restaurants & everyday conveniences.

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New property listed in Heritage Park, 5H

I have listed a new property at 50 Fieldstone BAY in Winnipeg. See details here

S/S Wed. Mar. 4, offers Tues. Mar. 10 evening. OH SUN. MAR.8 1-3 PM. Recently updated & filled with natural light, this bright & solid bi-level in Heritage Park offers warm, inviting décor & thoughtful touches throughout. Refinished oak hardwood floors and fresh paint create a modern, welcoming feel, while large windows flood the home w/sunlight. The dining room features direct access to a tiered deck with privacy fence, perfect for relaxing or entertaining. The spacious kitchen showcases light grey cabinetry w/organizers, ss appliances & a stylish barn door leading to an o/s pantry. Down the hall, you’ll find excellent storage, two generous bedrooms w/great closet space & a large full bath. The primary bedroom features a WICC w/barn door, adding rustic charm. The inviting lower level continues the home’s cozy appeal w/a comfortable rec room featuring plush carpeting, beam ceiling & large windows, plus games or flex space, two additional bedrooms & 3-piece bath. The south-facing backyard is fully fenced, nicely treed & ideal for family enjoyment. A long front driveway offers extra parking & leads to an o/s DT/1. Ideally located close to all amenities, schools, parks, walking & biking paths.

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New property listed in Riverview, 1A

I have listed a new property at 403 Churchill DR in Winnipeg. See details here

S/S immediately. AVAILABLE TO RENT NOW! Completely renovated Riverview bungalow. 2 bedrooms & 2 baths on the main floor. Lower level family room with 3rd bedroom, office/gym & full bathroom. Newer windows & mechanicals. Laundry in basement. Fenced backyard with deck & sauna. Double detached garage. Great location, steps from walking paths & parks. Minutes to downtown, shopping & dining. Dogs allowed but no cats.

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New property listed in Tuxedo, 1E

I have listed a new property at 120 Mountbatten AVE in Winnipeg. See details here

S/S Thurs. Feb. 26, offers Tues. Mar. 3 after 6 pm. Beautifully updated from top to bottom, this solid & straight home offers a modern & inviting open design filled w/natural light. A spacious foyer welcomes you into a dining area large enough for gatherings & garden door leads to a 3-season sunroom & massive outdoor space featuring an entertainment-sized deck surrounded by mature trees. Luxury vinyl plank flooring flows throughout both levels. The chef-inspired kit boasts a large island w/matte quartz counter, soft-close drawers & breakfast bar w/storage. High-end ss appliances, custom hood fan & 4-burner gas cooktop w/grill. Bronze hardware & matching sconces add warmth, while a custom mudroom keeps everything organized. The bright sunken LR showcases a wall-to-wall window & custom feature wall w/ornamental fp. The spacious primary offers a hidden WICC & stunning 5-piece ensuite w/heated floors, soaker tub, large vanity & o/s shower. 2 good sized brs w/organizers & 4-piece bath w/heated flrs. The LL features custom built-ins, flex space for relaxing, gym or working. 4th br & steam shower bath. AT/2. Located on a sprawling 130' x 130' corner lot, steps to Tuxedo Golf Course & Assiniboine Park.

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New property listed in East Transcona, 3M

I have listed a new property at 134 Newman AVE in Winnipeg. See details here

S/S Thurs. Feb. 26, offers Tues. Mar. 3 after 6 pm. This updated & bright bungalow on a quiet street offers style, function & comfort. Gleaming hardwoods & abundant natural light enhance the main level, while durable tile anchors the beautifully renovated kitchen featuring soft-close maple cabinetry, ss appliances, subway tile backsplash & large island w/breakfast bar seating for everyone. The open-concept LR & DR is ideal for entertaining, complete with a built-in buffet w/quartz counter & additional soft-close storage. Three main-floor bedrooms all showcase hardwoods & great natural light, including a primary bedroom w/slatted wood feature wall & built-in bed. The updated 4-piece bath includes a modern floating vanity & tile flooring. The fully finished bsmt offers excellent additional living space for relaxing, gaming or working out, w/new vinyl plank flooring & an updated 3-piece bath (2025). Major updates include most windows (2019), shingles & HEF (2018). HWT (2025). Enjoy the large fenced yard w/new fencing (2024), perfect for kids & pets, plus a DT/1 w/attached shed & parking pad for two more vehicles. Close to schools, parks & recreation...this solid home is move-in ready & won’t last!

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I have sold a property at 34 Birkenhead AVE in Winnipeg

I have sold a property at 34 Birkenhead AVE in Winnipeg on Feb 9, 2026. See details here

S/S Thurs. Dec. 11, offers presented as rec'd. Spacious & bright family home in sought-after Tuxedo, set on a prime corner lot overlooking beautiful greenspace. This classic 2-storey is filled w/charm, elegance & room for the entire family. A double-door entry opens to a generous foyer, leading to a formal LR centered by a gas fireplace w/marble surround & a bay window flooding the space w/natural light. The formal DR is ideal for hosting large gatherings. A custom eat-in kitchen offers abundant cabinetry w/organizers, built-in fridge & 11' island w/slide-in range, breakfast bar & pendant lighting. Enjoy casual dining w/built-in bench seating & backyard views. The FR is perfect for entertaining, w/patio doors opening to the deck for seamless indoor-outdoor living. Main floor laundry & guest bath add everyday convenience. Upstairs features 4 large brs, including a primary w/WICC & 4-piece ensuite. 2 bedrooms share a 3-piece bath, plus there's an additional 3-piece bath...all with heated tile floors. 2 staircases lead to the bsmt that has a rec room w/wet bar & home theatre system...great for movie night. Plenty of storage & 2-piece bath. AT/2 plus carport. Updates include windows, 2 HEF, C/AIR x 2, HWT

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I have sold a property at 15 101 Litchfield BLVD in Winnipeg

I have sold a property at 15 101 Litchfield BLVD in Winnipeg on Feb 15, 2026. See details here

Immaculate & grand! This stunning home in the prestigious neighbourhood of Foxborough Cove offers elegance, comfort & exceptional design. An inviting foyer gleaming hardwoods & high ceilings sets the tone for this impressive condo. The formal dining room features elegant pillar accents & floor-to-ceiling windows, while the LR showcases a gas fireplace framed by expansive windows overlooking the deck. Perfect for entertaining, a dry bar with glassware storage & display compliments the space. The spacious eat-in kit boasts ample cabinetry, tiered island with breakfast bar & gas cook top. Bosch high-end stainless steel appliances. A 4-season sunroom with bi-fold glass doors extends the living area to the deck. The private primary suite offers a spa inspired 5-piece ensuite & WICC. A 2nd bedroom, 3-piece bath, laundry & mudroom complete the main level. The fully finished LL is an entertainer’s dream w/high ceilings, expansive rec area, 3 additional bedrooms...including a perfect nanny or in-law suite with ensuite, plus another full bath & storage room. Heated AT/2, C/AIR, C/VAC, sump pump. Steps to Shindleman Park & Assiniboine Forest.

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I have sold a property at 303 Boreham BLVD in Winnipeg

I have sold a property at 303 Boreham BLVD in Winnipeg on Feb 13, 2026. See details here

Another extraordinary creation by DLUX Design & Company! This 3,511 sq. ft. Tuxedo showpiece blends cutting-edge design with luxurious finishes on one of the area’s most coveted streets—just steps from Assiniboine Park and The Leaf. The main floor features a gourmet kitchen with butler’s pantry, elegant dining room, striking great room with gas fireplace, spacious office & large mudroom. Upstairs offers a versatile family/flex space and three bedrooms, each with its own spa-inspired ensuite and walk-in closet, plus convenient second-floor laundry. The impressive LL is entertainment-ready with a massive rec room, games area with bar, home gym space and a fourth bedroom with ensuite and WICC. Two stylish powder rooms add ease to both the main & lower levels. Outdoors, enjoy a dining deck ideal for summer gatherings. Parking includes a triple attached garage w/tandem bay/workshop. Thoughtfully curated & truly one-of-a-kind, this DLUX home is fully turnkey & value added with high-end appliances, completed landscaping, window coverings & integrated security & sound. A newly completed home lets you save both time and money...your dream home is ready & waiting!

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New property listed in Exchange District, 9A

I have listed a new property at 501 280 Waterfront DR in Winnipeg. See details here

S/S now, offers as received. Experience the best of urban living in this bright & immaculate condo located in the heart of the Exchange District, offering amazing panoramic views of the city and Red River. This bright and spacious 2-bedroom plus den corner unit features gleaming hardwood floors throughout the main living area and den. The open-concept design showcases expansive windows with amazing views from every room. Welcoming living room w/gas fireplace, adjoining dining area w/patio doors to the wraparound balcony & a modern island kitchen w/granite counters, tile backsplash, stainless appliances & ample cabinetry. A breakfast bar provides a perfect spot for casual dining. The primary bedroom includes a Juliette balcony, WICC & relaxing 4-piece ensuite w/air tub. Additional highlights include a spacious foyer, in-suite laundry w/storage & a heated underground parking (stall #8), across from elevator. Pet friendly building & professionally managed. Enjoy the shared courtyard with 290 Waterfront & the unbeatable location...just steps to the riverwalk, parks, dining, entertainment & Winnipeg’s top attractions. Nothing to do but move in & enjoy carefree condo living at its finest!

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