Chris Pennycook

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

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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 immediately, offers presented 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 Linden Woods, 1M

I have listed a new property at 12 123 Victor Lewis DR in Winnipeg. See details here

S/S Thurs. Oct. 16, offers presented Tues. Oct. 21 at 5 pm. Immaculate and lovingly maintained, this beautiful bungalow in Linden Woods offers comfort, style & thoughtful design throughout. The inviting foyer features an extended tile entry, skylight & clear sightlines to the LR & backyard. Ash hardwood floors flow through the main living areas & bedrooms. A front guest bedroom doubles perfectly as a private office. The bright living room showcases a wall of windows & an alcove for a TV or future fireplace, while the spacious DR easily accommodates 8–10 guests. The custom white eat-in kitchen boasts granite counters, newer white appliances, sky light, walk-in pantry & a peninsula w/corner sinks beneath a large window. The sunny breakfast nook opens to the east-facing deck & backyard. A convenient mudroom/laundry area includes RIP for a sink. The primary suite offers a WICC and 3-piece ensuite. The fully finished basement includes a large rec room, 3-piece bath & 3 versatile bonus rooms ideal for hobbies, a home office, or future bedroom (if egress window added). Updates include newer shingles & HWT. HEF (2018). C/AIR, C/VAC. Move-in ready and tucked away for privacy, yet close to all amenities!

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New property listed in River Heights North, 1C

I have listed a new property at 156 Ash ST in Winnipeg. See details here

S/S Thurs. Oct. 9, offers presented Wed. Oct. 15 at 2 pm. The perfect blend of character & modern design in this stunning two-storey North River Heights home. Thoughtfully updated with a new eat-in kitchen (2022) & great room addition (2019). The impressive exterior features imported Indiana buff limestone, acrylic stucco & black Kolbe windows, all framed by mature trees for timeless curb appeal. The backyard is a true retreat with a 36' x 18' inground heated pool, Travertine limestone patio & pool deck. A custom French country kitchen showcases a solid white oak island, marble counters, high-end appliances & brass hardware & faucets. A Town & Country gas fireplace w/custom mantle anchors the GR. Elegant formal DR, butler’s pantry w/arched doorway, convenient 2-piece bath & guest bedroom w/pool access complete the main level. Upstairs offers a private mezzanine office, 3-piece bath & three bedrooms including the primary suite w/WICC, laundry rough-in & 3-piece ensuite featuring a steam shower. Solid wood front door by Yarrow. Heated basement floors & crawl space, efficient mechanicals & o/s double attached garage with 18' overhead door. Located on one of the most majestic streets in the neighbourhood!

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New property listed in Crescentwood, 1Bw

I have listed a new property at 1227 Lorette AVE in Winnipeg. See details here

S/S Thurs. Oct. 9, offers presented Tues. Oct. 14 after 6:00 pm. Perfect starter, retirement, or investment opportunity in Crescentwood! This 3-bedroom, 2-bath home on a 50' x 99' lot offers great potential. The main floor features formal living and dining rooms filled with natural light and character, plus original hardwoods hidden under the carpet in the living room. The kitchen provides abundant cabinetry, counter space, white appliances & views of the backyard. A main floor bedroom and full bath add flexibility. Upstairs, you’ll find 2 more bedrooms and a practical 2-piece bath. The finished basement offers good ceiling height, new carpeting (2025), a dry bar for entertaining, hobby/office space, and laundry with storage & workbench. Outside, enjoy a fenced backyard with interlocking brick patio, gazebo, and double detached insulated garage with attached sunroom...perfect for those cooler evenings. High efficiency furnace, roof shingles replaced approximately 2015. Long-time owner home in a prime location within walking distance to public transit, Pan Am Clinic, Grant Park Shopping Centre, restaurants, theatre and fitness facility.

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New property listed in Linden Woods, 1M

I have listed a new property at 212 280 Fairhaven RD in Winnipeg. See details here

S/S Thurs. Oct. 9, offers Wed. Oct. 15 after 6 pm. This spacious 2-bedroom corner unit offers comfort, style & convenience in a well-located concrete and steel building. Featuring beautiful hardwood floors & an open concept design, the home boasts an eat-in kitchen w/ample cabinetry, ss appliances & a granite-topped island w/breakfast bar. An office nook w/built-in desk & cabinetry flows into the wraparound enclosed balcony, showcasing panoramic views—perfect for relaxing or working from home. The dining area opens to a welcoming living room with a large window, custom built-in display shelving & electric fireplace w/stone surround. The bright primary bedroom includes a WICC & a 4-piece ensuite w/double vanity & walk-in shower. A well-sized guest bedroom, additional 4-piece bath, and laundry/storage room complete the layout. This pet-friendly building (small pets only) features fantastic amenities including a gym, games/party room, library & guest suite (located in building 270), underground parking stall #84 with car wash. Storage locker (#87) on the same floor. Just steps from shopping, restaurants & movie theatre. Minutes to Fort Whyte & off-leash dog park...this is condo living at its best!

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New property listed in Westwood, 5G

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

S/S Friday Oct. 3, offers presented Wed. Oct. 8 at 12:00 pm. OPEN HOUSE SAT. OCT. 4 & SUN. OCT. 5, 12:00-1:30 PM. Amazing potential awaits in this 1270 sq. ft. bungalow in the heart of Westwood. Bright, solid and straight, this home is perfectly situated on a desirable corner lot with lovely curb appeal. The main floor showcases gleaming hardwood floors flowing through the spacious living and dining rooms as well as all three bedrooms. A large eat-in kitchen offers plenty of oak cabinetry, abundant counter space, and views of the backyard. The main level is complete with a full bath. A full insulated basement provides endless possibilities for future development, whether you’re dreaming of a rec room, home gym or extra bedrooms. The fenced backyard offers great space for children, pets or gardening, and includes a single detached garage. Lovingly maintained and cared for by the longtime owner. Fantastic location within walking distance to schools, parks, community centres and arenas, with steps to public transit and minutes to shopping, restaurants and everyday amenities. A wonderful opportunity to make this solid home your own! HWT (2023).

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New property listed in Elm Park, 2C

I have listed a new property at 57 Kingston ROW in Winnipeg. See details here

S/S Thurs. Oct. 2, offers Tues. Oct. 7 after 6 pm. OH SAT. OCT. 4, 12-1:30 PM. Riverfront living along the banks of the Red River! This mid-century 3-level split welcomes you with vaulted ceilings and expansive windows that frame breathtaking views the moment you step through the door. The updated kit impresses w/a waterfall peninsula, quartz counters, tile backsplash, soft-close cabinetry & ss appliances (new in 2024). An open-concept living and dining area with hardwood floors overlooks the backyard and river. The upper level offers 3 bedrooms, each with good closet space, plus a 4-piece bath. The bright lower-level rec room provides plenty of space to entertain, relax or work out, along with a 3-piece bath and laundry. A crawl space adds loads of storage. The incredible backyard begins with a glass-paneled deck and covered patio, leading to a fenced yard with mature trees, firepit and garden boxes. Head down to the river for canoeing, skating or skiing in winter. Tucked away in Elm Park, this gem is close to parks, shopping and restaurants. Fresh paint, newer carpet, single attached garage...ready to move in and enjoy riverfront living! HEF (2020), HWT (2019), partial shingles (2017). C/AIR, C/VAC.

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New property listed in University Heights, 1K

I have listed a new property at 71 D'arcy DR in Winnipeg. See details here

S/S Thurs. Oct. 2, offers Tues. Oct. 7 after 6 pm. Mid-century bungalow classic...custom built, one-of-a-kind & solidly crafted. Showcasing vaulted beam ceilings, rich walnut accents & views of the Red River & surrounding wildlife, this home is truly special. An inviting foyer w/floor-to-ceiling windows sets the tone. The LR features a striking wood-burning fp w/stone surround & newer wall to wall windows w/custom automated blinds. The DR, perfect for gatherings, is accented w/timeless tile flooring. The updated kitchen offers rift oak soft-close cabinetry, granite counters, high end ss appliances & a large peninsula w/storage & breakfast bar. A sunken sunroom has abundant windows w/remote blinds, ideal for morning coffee or relaxing with a view. Access to a breezeway connects to the outdoor space & AT/2. The primary bedroom has a wall of windows, ample closets & 3-piece ensuite. Two more bedrooms & a full bath w/heated tile complete the main level. The immaculate bsmt includes a 2nd wood fp, 2-piece bath, laundry & a huge storage room w/great potential. Extras include undgr sprinklers, roof (2019), fence (2025), C/AIR, C/VAC. Lovingly cared for by longtime owner on a spacious & desired corner lot.

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New property listed in Headingley North, 5W

I have listed a new property at 62 BLUMBERG TRAIL in Headingley. See details here

S/S now, offers presented as rec'd. Immaculate 4-bedroom home in Headingley, set on a beautifully landscaped lot. This custom modern build offers soaring ceilings & open concept design for a bright, spacious feel. A welcoming foyer opens to a versatile bedroom/office. The great room showcases an impressive floor-to-ceiling wood feature wall, cozy fireplace & wall of windows overlooking the backyard. The dining area includes a handy built-in work space & patio doors lead to a tiered deck with pergola...perfect for entertaining. The island kitchen features stainless appliances, quartz counters, corner pantry & breakfast bar. The primary suite has a WICC & spa-inspired 4-piece ensuite with double vanity & walk-in shower. A guest bath with laundry adds convenience. The fully finished basement offers a rec room, games area with wet bar, 2 bedrooms, 3-piece bath & plenty of storage. Heated triple attached garage (36’x24’) with water tap & yard access. Backyard backs onto walking path with underground sprinklers, RV/boat pad & mature landscaping. Piled foundation, steel beam construction, C/AIR, C/VAC, HRV, HEF & sump pump. Pride of ownership is evident throughout! Nothing to do but move in & enjoy!

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New property listed in Headingley South, 1W

I have listed a new property at 124 Falcon AVE in Headingley. See details here

SS Sept 17 OTP Sept 23. Stunning South Headingley custom Morrison bng located on a beautifully treed lot. So much to want here! Beautiful curb appeal w/stone detail+fir pillars framing the front. You're welcomed by soaring 10' ceilings in the main living space. Open plan has a beautiful great room w/Osburn wood FP which overlooks the 3 season snrm and south backyard. Gorgeous 2 tone kitchen offering a 4 seater island, large pantry, SS appls+quartz counters. Convenient powder room tucked beside the awesome mudroom which leads to the OS heated AT3 w/built-ins. The primary is on it's own wing, it has a spacious ensuite w/dbl sinks, a soaker tub, tiled steam shower and generous WIC. The kids wing is separated by the main space w/a 2x6 wall and pocket door for privacy+comfort. 2 ample rooms w/lrg wdws and a 4pc bath between them. This is a stellar floor plan! The lower level is finished w/9' ceilings, on wood structural floor and offers oversized wdws allowing for sunlight. Huge rec space, 2 bdrms, a 4pc bath, dedicated storage room and lovely laundry room w/tons of cabinetry, folding space+sink. Outside offers a sprawling deck, dog run, raised garden beds all flanked by mature trees. What's not to love?

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New property listed in River Heights North, 1C

I have listed a new property at A 95 Borebank ST in Winnipeg. See details here

S/S immediately, offers presented as rec'd. Exceptional home showcasing custom millwork and thoughtful details throughout. Bright & airy with wide plank engineered white oak hardwoods, large windows & custom blinds, the interior offers both warmth & sophistication. The GR features wall-to-wall media cabinetry, floating shelves & ceiling speakers, seamlessly connecting to the dining space that easily accommodates 6–8 guests. The chef’s kitchen is a showstopper with soft-close cabinetry, high-end appliances, quartz counters, organizers & a family-sized island w/double sink & breakfast bar, complemented by a convenient butler’s pantry. A guest bath & spacious mudroom lead to a covered deck & AT/2. A custom glass staircase brings you to the UL, includes 3 bedrooms, full bath & laundry. The private primary retreat offers an 18' x 8' balcony, a spa-inspired 5-piece ensuite w/heated floors, steam shower & custom WICC. The finished basement extends your living space with a rec room, 4th bedroom & full bath. ICF foundation on piles. Control4 home automation system. This beautiful home is steps to Wellington Crescent & walking distance to Academy’s shops & restaurants.

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New property listed in Tuxedo, 1E

I have listed a new property at 303 Boreham BLVD in Winnipeg. See details here

S/S immediately, offers presented as received. Another extraordinary creation by DLUX Design & Company! This 3,511 sq. ft. Tuxedo showpiece combines cutting-edge design with luxurious finishes on one of the area’s most sought-after streets—just steps from Assiniboine Park and The Leaf. The main floor impresses with a gourmet kitchen featuring a butler’s pantry, an elegant dining room, a stunning great room with gas fireplace, a spacious office, and a large mudroom. Upstairs, discover a versatile family/flex space and three bedrooms—each with its own spa-inspired ensuite and walk-in closet—plus a convenient second-floor laundry. The entertainment-ready lower level offers a massive rec room, games area with bar, home gym space, and a fourth bedroom with ensuite and WICC. Two stylish powder rooms (main and lower) add convenience. Outdoors, enjoy a dining deck perfect for summer gatherings. Parking is a breeze with a double attached garage plus a tandem bay/workshop. Every DLUX home is thoughtfully curated, one-of-a-kind, and designed to exceed every expectation! Your dream home awaits!

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New property listed in Crescentwood, 1B

I have listed a new property at 4 390 Wellington CRES in Winnipeg. See details here

S/S Sat. Sept. 6, offers presented as received. Experience the charm of this 950 sf condo, perfectly situated along the iconic Wellington Crescent with stunning views of Munson Park. Located in an award-winning mid-century building & recognized with a prestigious Silver Massey Medal for its architectural brilliance. The bright & spacious living and dining area features newer carpeting & floor-to-ceiling windows that flood the space w/natural light & stunning views. A cozy balcony offers the perfect spot to unwind with your morning coffee or an evening cocktail. The custom kitchen impresses with abundant cabinetry, pull-out shelves, ss appliances, under-mount lighting, and a sleek stainless backsplash—plus a convenient built-in desk w/upper cabinets for your home office needs. 2 comfortable bedrooms w/newer carpeting & an updated 4-piece bath complete the layout. Additional features include fresh paint, updated light fixtures, 2 wall A/C units, free shared laundry, main floor storage locker & an outdoor covered parking stall located in front of the entrance. This non-smoking building is just steps from Corydon & Grosvenor’s boutique shops, cafes & restaurants...an unbeatable location for urban living.

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New property listed in Fort Richmond, 1K

I have listed a new property at 80 St Dunstan's BAY in Winnipeg. See details here

S/S Thurs. Sept. 4, offers presented Tues. Sept. 9 after 6:00 pm. Welcome to this lovingly maintained family home on a quiet bay in Fort Richmond! The bright LR boasts large windows overlooking the pristine backyard, while the updated kitchen features custom Kitchen Craft cabinetry, granite counters, ss appliances & breakfast bar w/pass-through to the DR. A convenient guest bath completes the main level. Upstairs, you’ll find four bedrooms, including a spacious primary suite w/abundant closet space & private 2-piece ensuite. Updated 4-piece main bath. The fully finished bsmt offers a large rec room ideal for family time or entertaining, along with a generous storage room that could be converted into a private office. A clean & spacious 28' x 20' double attached garage with built-in shelving adds convenience. Outside, enjoy the beautiful backyard with a 20' x 20' deck, mature trees & perennial flowerbeds. Recent updates include shingles (2019), hot water tank (2020), high-efficiency furnace (2012) & C/AIR (2008). Complete with a monitored alarm system, this home is just a 5-minute walk to 3 schools, 20 minutes to the U of M & close to parks, shopping & dining. A true family home that’s move-in ready!

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New property listed in Charleswood, 1G

I have listed a new property at 19 Collett COVE in Winnipeg. See details here

S/S Thurs. Sept. 4, offers presented Tues. Sept. 9 after 6 pm. Immaculate and completely remodeled bungalow nestled on a quiet cul-de-sac in Charleswood. Featuring soaring ceilings and an open floor plan, the great room impresses w/a striking floor-to-ceiling fireplace feature & expansive windows w/automated blinds. The dining area offers wall-to-wall built-in storage & display cabinetry, while the stunning white kitchen boasts soft-close cabinetry, quartz countertops, ss appliances & a family-sized island w/attached table for casual dining. A main floor guest bedroom or office, a spacious primary suite with a luxurious remodelled 5-piece ensuite w/WICC, plus a convenient laundry room w/new washer & dryer (2025) & guest bath complete this level. The bright & spacious LL, renovated in 2019, includes a large rec area w/electric fireplace, games area, wet bar, two generous bedrooms, 3-piece bath (2022) & abundant storage. Major updates include shingles, furnace, central air & HWT (2019), along with newer windows and doors. Enjoy the fully fenced backyard w/deck & patio. Underground sprinkler. Built on piles. AT/2. Walking distance to Assiniboine Park & Forest. Close to schools, shopping & dining.

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New property listed in East Fort Garry, 1J

I have listed a new property at 3 761 North DR in Winnipeg. See details here

S/S now, offers presented as rec'd. Prepare to be impressed by this stunning townhouse condo, perfectly situated to capture breathtaking views of the Red River. Custom-designed by DLUX Design, this exceptional residence showcases an open-concept main living area where rich hardwoods & a bright & modern GR flows seamlessly into the dining space & the sleek chef-inspired kitchen, complete w/a large quartz island, ss appliances, ample cabinetry & garden door leading to a private balcony overlooking the picturesque river. An elevator provides convenient access to all levels. Upstairs, discover two generously sized bedrooms, including a primary suite w/a spa-like 4-piece ensuite w/heated floors. A second full bath & laundry complete this level. The 3rd level is a true showstopper...beautifully finished multi-purpose room w/custom Murphy bed for guests & direct access to a spectacular rooftop-style balcony w/panoramic views...perfect for entertaining or relaxing. With striking architectural design, premium finishes & a rare riverside location, this extraordinary townhouse offers an unparalleled lifestyle. Steps from walking trails, minutes to Wildewood Golf Course & close to St. John’s-Ravenscourt School.

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New property listed in All Season Estates, 3H

I have listed a new property at 41 Dunits DR in Winnipeg. See details here

S/S Thurs. Aug. 21, offers presented Tues. Aug.26 after 6:00 pm. Bright and airy bi-level in All Seasons Estates featuring vaulted ceilings in the living and dining room for an open, spacious feel. The eat-in kitchen offers plenty of cabinetry and comes equipped with all appliances. Three good-sized bedrooms & a 4-piece bath complete the main level. The updated lower level boasts large windows, a cozy gas fireplace, a 3-piece bath, storage/workshop, and a versatile flex space perfect for an office, playroom, or potential bedroom. The fully fenced backyard is ideal for entertaining and family fun, offering a spacious layout with a side patio, fire pit area, perennial beds, newly planted trees, and an updated storage/garden shed (2025). Freshly painted stucco exterior adds great curb appeal. Additional features include a single attached 20' x 12' garage with extra parking pad, central air conditioning, HEF (2014), HWT (2021), and sump pump. Other upgrades include window coverings, exterior doors, windows, fence & flooring. Nestled in a quiet cul-de-sac in a fantastic family friendly community. Close to schools, parks, shopping, and restaurants. You don't want to miss this one!

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New property listed in River Heights North, 1C

I have listed a new property at 135 Ash ST in Winnipeg. See details here

S/S Friday. Aug. 22, offers presented Tues. Aug. 26 after 6 pm. A true architectural masterpiece! This remarkable residence is nestled on exquisitely landscaped grounds & defined by impeccable craftsmanship & an artful blend of luxury & sophistication. This home welcomes you with a stunning sunken living room, complete with a warm, inviting fireplace. Rich hwds flow seamlessly throughout, while elegant French doors open to a formal DR that comfortably seats 12 guests & offers access to a patio—perfect for lavish entertaining. The bright, white chef’s kitchen is a culinary dream, featuring top-of-the-line appliances, abundant cabinetry, & a spacious dining area. A cozy & refined library with its own fireplace provides the ideal retreat for quiet evenings. Upstairs, the private UL offers a charming office, a serene den, 3 pce bath & 3 generously sized brs, including a luxurious primary suite. The suite boasts a spa-inspired 5-piece ensuite bath & a custom-designed wicc—your personal sanctuary for relaxation. The LL impresses with a stately recreation room, anchored by a dramatic stone wood-burning FP. Spacious AT/2. This exceptional home is the epitome of timeless elegance & modern comfort.

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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 reviewed within 24 hrs. Fully renovated from top to bottom in 2025, this stunning home showcases high-quality finishes, exceptional craftsmanship & custom details throughout. The GR impresses w/floor-to-ceiling windows, custom built-ins, cozy fp & access to the deck. Entertain in style in the DR, complete w/wet bar & custom wine wall. The gourmet kitchen features soft-close cabinetry, high-end appliances, quartz counters, fully equipped butler's pantry & family-size island w/attached dining table. A main floor office w/built-ins, guest bath & bedroom w/4-piece ensuite add convenience. Upstairs, the primary bedroom boasts custom wall art, a dream WICC, luxurious spa 5-piece ensuite w/heated tile, soaker tub & dual sinks. 2 additional bedrooms share a 5-piece bath, perfect for the kids. UL laundry room. The finished LL includes a rec room w/dry bar, games area, large br & 3-piece bath. All new mechanical systems include 2 HEF, 2 C/A units, HRV & sump pump. The expansive backyard is ideal for entertaining or family fun...room for a pool, sun room, play structures & more. AT/2. Located close to shopping, restaurants, parks & coffee shops. This home is redesigned to impress!

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New property listed in Headingley North, 5W

I have listed a new property at 12 Britton BAY in Headingley. See details here

S/S Saturday, Aug 16, offers presented as received....Nestled in a peaceful, rural-like setting just minutes from all of Winnipeg’s amenities, this beautifully updated condo bungalow offers numerous upgrades and a thoughtfully designed layout. The inviting great room features soaring tray ceilings, a large window with Hunter Douglas blinds, and a cozy gas fireplace, creating a warm and welcoming atmosphere. The adjacent dining room provides access to a bright and cozy 3-season sunroom with floor-to-ceiling windows. Designed with entertaining in mind, the kitchen opens to both the great room and sunroom and boasts updated cabinetry, sleek countertops, and modern appliances. Two main floor bedrooms include a lovely primary suite with a 3-piece ensuite. The fully finished lower level offers plenty of room for family fun, complete with gas fireplace, sauna, guest bedroom, 3-piece bath, and ample storage space. Outdoor living is a dream with a raised deck for dining and a ground-level patio, ideal for relaxing or entertaining. Additional features include A/c, security system, and a double attached garage. Roof shingles (2015). This home is the perfect blend of comfort, style, and convenience.

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