Chris Pennycook

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

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New property listed in Headingley South, 1W

I have listed a new property at 25 KEMPER CRES in Headingley. See details here

S/S Wed. April 8, offers Mon. April 13 evening. 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 lower levels offer 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 Bridgwater Forest, 1R

I have listed a new property at 103 Bridgeland DR in Winnipeg. See details here

S/S Thurs. Apr. 9, offers presented as rec'd. Stunning and beautifully maintained bungalow in Bridgwater Forest backing onto tranquil greenspace. A spacious foyer welcomes you with immediate views of the backyard, setting the tone for this bright, open-concept home. Gleaming hardwood floors flow through the main living area, highlighted by a custom built-in w/seating, gas fireplace & an entertainment-sized dining space. The dream kitchen features a 10' island w/wraparound breakfast bar, granite counters, soft-close cabinetry, walk-in pantry & under-sink vacuum hose, along w/ ss appliances including a 4-burner gas cooktop w/electric oven. Just off the kitchen, a sun-filled room surrounded by windows offers the perfect spot to relax, w/garden door access to the backyard. The main floor also includes laundry, a full bath & two bedrooms, including a spacious primary w/WICC & 5-piece ensuite featuring a jetted tub & built-in speaker. The LL adds exceptional living space w/a large rec room, gas fireplace (with thermostat), two additional bedrooms & 4-piece bath. Outside, enjoy a low-maintenance, south-facing yard w/covered deck, hot tub, firepit & direct access to scenic neighbourhood walking paths.

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New property listed in River Heights North, 1C

I have listed a new property at 182 Lindsay ST in Winnipeg. See details here

S/S now, offers as presented. 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 bedrooms including a stunning primary retreat w/vaulted cathedral ceiling, spa-inspired 5-piece ensuite with heated flrs, wet room & a custom WICC. UL laundry & a private office offer added flexibility. The lower level is designed with potential for a secondary suite, featuring a separate entrance, wet bar, custom millwork, bedroom, laundry & independent mechanical systems. Smart home integration and a heated double garage pre-wired for EV charger complete this stunning property.

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New property listed in West Transcona, 3L

I have listed a new property at 635 Melrose AVE W in Winnipeg. See details here

S/S Thursday March 26, offers presented Tuesday March 31 after 6:00 pm. Calling all investors!!! Great corner lot location in West Transcona. Fabulous opportunity to build or renovate. Walking distance to Regent Park Shopping Centre, restaurants & public transit. Buyer's responsibility to do their own due diligence. House and appliances are sold in "as is condition".

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New property listed in Maples, 4H

I have listed a new property at 35 Masterton CRES in Winnipeg. See details here

S/S Wed. Mar. 25, offers presented Tues. Mar. 31 after 6 pm. Mint condition & impeccably maintained, this straight & solid bungalow in the Maples is the perfect family home, ideally located close to schools, parks, community centre & public transit. The expansive eat-in kitchen offers plenty of counter space & cabinetry, along with a newer dishwasher, making it both functional & inviting. A bright living room w/carpeting provides a comfortable space to relax, while a pocket door leads to the hallway & three main floor bedrooms, all with hardwood floors beneath the carpet. A 4-piece bath completes the main level. The finished basement adds excellent living space with a games area, spacious rec room w/custom dry bar, a fourth bedroom or office & a large laundry room w/convenient 2-piece bath & abundant storage. Outside, enjoy the large yard with patio...perfect for entertaining or family time. Notable updates include house & garage shingles (2021-2020), HEF (2018), HWT (2016), as well as updated windows, eaves, soffits & fascia. Additional features include central air conditioning and sump pump. Oversize double detached garage with extended driveway. Outstanding value & move-in ready!

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New property listed in Tuxedo, 1E

I have listed a new property at 78 Cuthbertson AVE in Winnipeg. See details here

S/S Wed. Mar. 18, offers Mon. Mar. 23 afternoon. Fabulous location in Tuxedo overlooking Tuxedo Park, set on a beautiful mature lot. The professionally landscaped south-facing backyard is a true retreat, featuring paver stone patios, pond w/lighting & a charming 3-season sunroom...perfect for relaxing. Inside, this solid home offers incredible potential to create your dream space. A spacious foyer opens to the formal LR w/a large picture window that fills the space w/natural light. The DR is ideal for gatherings & overlooks the backyard. An updated kit includes granite counters, ss appliances & built-in table for casual dining. The inviting FR features wall-to-wall built-in oak cabinetry, wainscoting & cozy wood-burning fp. Convenient guest bath. Upstairs has 4 good sized brs & a 5-piece family bath. The primary suite includes a WICC & private ensuite. Gleaming hardwoods on main & upper levels. Large rec room, office/workshop, 5th br, laundry & 3-piece bath. Additional features include 200-amp service, c/air, c/vac, sump pump & HEF. Roof shingles (2018). AT/2 & front drive. A wonderful opportunity to add your personal touch in sought-after Tuxedo! Minutes to Assiniboine Park, shopping & cafés.

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New property listed in Headingley South, 1W

I have listed a new property at 40 JOHNERS PL in Headingley. See details here

S/S Mar. 17, offers Mon. Mar. 23. Completely updated & filled with natural light, this inviting bungalow in South Headingley is set on a nearly an acre w/ southern exposure on a quiet cul-de-sac. The beautifully redesigned interior features 9' ceilings, large windows, LVP floors, custom wood moulding & built-ins. A spacious foyer leads into the welcoming FR w/large picture window & corner gas fp w/stacked stone surround. The dining area offers beautiful backyard views & built-in cabinets & display shelving. A garden door opens to the deck & amazing outdoor space. The bright white kit showcases soft-close cabinetry, counter-to-ceiling tile backsplash, quartz counters, ss appliances & convenient island w/breakfast bar & built-in microwave. Adjacent is a functional laundry & mudroom w/quartz counters & farm sink. The primary suite features a WICC & luxurious 5-piece ensuite w/heated floors, soaker tub, glass shower & double vanity. 2 additional brs & full bath complete the main floor. The finished bsmt offers rec room, games area w/fully equipped wet bar, two brs & 3-piece bath. The fenced yard features a deck, firepit area & plenty of space to enjoy. AT/2 plus extra parking for RV or boat. HEF, C/AIR.

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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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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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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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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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New property listed in Royalwood, 2J

I have listed a new property at 20 1290 Warde AVE in Winnipeg. See details here

S/S Sat. Feb. 7, offers presented as rec'd. Located in prestigious Royalwood Estates in south St. Vital, this townhomes offers the perfect balance of traditional single-family living with the carefree convenience of condo life. A spacious foyer welcomes you to the upper level open-concept design highlighted by beautiful maple hardwoods & luxurious upgrades. The LR features large windows w/silhouette blinds, custom built-in millwork with storage & electric linear fireplace w/elegant tile surround. The dining area offers additional custom storage & patio doors leading to north facing deck. The island kitchen is finished w/granite counters, breakfast bar seating, ss appliances & ample cabinetry. Convenient 2-piece bath. Upstairs are 2 generously sized bedrooms, each with good closet space, private ensuite baths & steps to the laundry closet. The bright lower-level flex space (ideal office or family room) has access to a covered patio & greenspace through large patio doors. Direct access to the double attached garage & plenty of storage options add to the functionality. Meticulously maintained, pet friendly & low condo fees make this a rare find. Easy access to shopping, dining & recreational activities.

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