Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
My Listings
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1001 Jessie Avenue in Winnipeg: Crescentwood Residential for sale (1Bw) : MLS®# 202610464
1001 Jessie Avenue Winnipeg R3M 1A1 
$499,900Residential- Status:
- Active
- MLS® Num:
- 202610464
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,504 sq. ft.
S/S Thurs. May 21, offers Sun. May 24 evening. 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 bedrooms & 2 updated baths, including a spacious primary retreat w/WICC & private 4-piece ensuite. The basement 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 schools, parks, shopping & dining. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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394 Thompson Drive in Winnipeg: Grace Hospital Residential for sale (5F) : MLS®# 202610427
394 Thompson Drive Winnipeg R3J 3E6
$524,900Residential- Status:
- Active
- MLS® Num:
- 202610427
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 2,472 sq. ft.
S/S Thurs. May 21, offers Tues. May 26 after 6 pm. This beautifully updated bungalow offers a 2 story addition in 1985. 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. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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449 Lyndale Drive in Winnipeg: Norwood Flats Residential for sale (2B) : MLS®# 202607957
449 Lyndale Drive Winnipeg R2H 1M8
$999,900Residential- Status:
- Active
- MLS® Num:
- 202607957
- Bedrooms:
- 3
- Bathrooms:
- 4
- Floor Area:
- 2,539 sq. ft.
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. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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32 Whidden Gate in Winnipeg: Linden Woods Residential for sale (1M) : MLS®# 202608666
32 Whidden Gate Winnipeg R3P 1X9
$887,500Residential- Status:
- Active
- MLS® Num:
- 202608666
- Bedrooms:
- 6
- Bathrooms:
- 4
- Floor Area:
- 2,108 sq. ft.
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. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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31 Dumbarton Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202610153
31 Dumbarton Boulevard Winnipeg R3P 2C7
$1,700,000Residential- Status:
- Active
- MLS® Num:
- 202610153
- Bedrooms:
- 3
- Bathrooms:
- 4
- Floor Area:
- 3,363 sq. ft.
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. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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128 McCrindle Bay in Winnipeg: Charleswood Residential for sale (1H) : MLS®# 202610668
128 McCrindle Bay Winnipeg R3R 3Z6
$799,900Residential- Status:
- Active
- MLS® Num:
- 202610668
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 1,931 sq. ft.
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. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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54090 PR 424 HWY Road S in Springstein: RM of Cartier Residential for sale (R10) : MLS®# 202610304
54090 PR 424 HWY Road S Springstein R4K 1C4
$194,900Residential- Status:
- Active
- MLS® Num:
- 202610304
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. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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5 738 Dorchester Avenue in Winnipeg: Crescentwood Condominium for sale (1B) : MLS®# 202609512
5 738 Dorchester Avenue Winnipeg R3M 0R6
$249,900Condominium- Status:
- Active
- MLS® Num:
- 202609512
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 1,035 sq. ft.
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. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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44 Braswell Bay in Winnipeg: Royalwood Residential for sale (2J) : MLS®# 202609432
44 Braswell Bay Winnipeg R3X 2B6
$574,900Residential- Status:
- Pending
- MLS® Num:
- 202609432
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 1,888 sq. ft.
S/S Thurs. May 7, offers presented Tues. May 12 after 6:00 pm. Great family home in sought-after Royalwood offering space, light & functionality. A welcoming foyer w/soaring ceilings & abundant natural light sets the tone. The bright living room features hardwood floors, built-in display shelving, centered with a gas fireplace with tile surround and transom window above. The spacious eat-in oak kitchen offers ample cabinetry, counter space, white appliances & an island for added prep and storage. A garden door leads to the west-facing backyard. A formal dining room w/gleaming hardwoods & a large bay window is perfect for gatherings. Main floor laundry & a 2-piece guest bath add everyday convenience. Upstairs you’ll find four bedrooms & full family bath, including a generous primary with bay window and private ensuite. The full basement is ready for your personal touch. Enjoy the o/s irregular lot w/fenced backyard, large patio & garden beds...ideal for entertaining or family time. HEF, C/AIR, sump pump, AT/2. Walking distance to parks & trails & close to St. Vital Centre with easy access to downtown. Enjoy the beauty of nature in this family friendly community...this is a wonderful place to call home! More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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157 Park Place W in Winnipeg: Tuxedo Rental for rent (1E) : MLS®# 202609268
157 Park Place W Winnipeg R3P 2C8
$6,145Rental- Status:
- For Rent
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 2,945 sq. ft.
Immaculate 2945 sq ft custom 2 storey is located in one of Winnipeg's most exclusive areas. Incredible lot offers a tranquil & peaceful setting w/stunning views of the lake. Beautiful & private backyard. Impressive foyer w/soaring ceiling. Bright LR is a great conversation area. Formal DR includes lovely hwds & abundance of windows. The open concept kit & family rm w/gas FP provide you w/a perfect gathering spot for family & friend get-togethers. Lovely white kit features , abundance of cabinetry, breakfast area & access to a fabulous 3 season sunrm w/fantastic view of the lake. Upper level includes an office w/custom cabinets, 4 brs w/master br featuring a lg wicc, 5 pce luxury bath with tub & walk-in shower, gas FP. 4 baths. Fully finished L/L features a recrm, game rm & office. Attached triple garage. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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815 Fraser Road in Winnipeg: South St Vital Residential for sale (2M) : MLS®# 202608850
815 Fraser Road Winnipeg R2N 4B5
$4,499,000Residential- Status:
- Active
- MLS® Num:
- 202608850
- Bedrooms:
- 4
- Bathrooms:
- 8
- Floor Area:
- 6,598 sq. ft.
Offers presented as rec'd. Experience refined country living in this extraordinary modern bungalow by Pine Creek Homes, completed in 2021 & set on a breathtaking 5-acre estate just minutes from the city. Offering over 10,000 sf of impeccably designed living space, the home features rich hardwood floors, soaring 10’ ceilings & a dramatic 14’ ceiling in the great room, framed by a wall of windows that captures the surrounding landscape. The primary retreat is a private sanctuary w/dual WICC & a spa-inspired 5-piece ensuite w/heated floors. 2 additional brs feature private vanities & share a stylish 3-piece bath, while an 812 sf in-law/nanny suite above the garage adds flexibility. A spectacular 2200 sf indoor pool pavilion, wrapped in floor-to-ceiling glass, upper deck & complete w/projector screen, creates an unmatched entertainment experience. The walk-out LL is designed for hosting, with a pub-style bar, lounge area & screened sunroom opening to a patio. Professionally landscaped grounds include a private treed setting, tranquil pond, rock features & 3-hole golf green. A 1200 sf multi-car garage completes this exceptional property...an unparalleled blend of luxury, privacy & natural beauty. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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61 Queenston Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202605834
61 Queenston Street Winnipeg R3N 0W4
$789,900Residential- Status:
- Pending
- MLS® Num:
- 202605834
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 2,078 sq. ft.
Numerous upgrades enhance this well-maintained two-storey, proudly owned by long-time owners & filled w/timeless character & charm. The main floor showcases hardwood flooring, rich oak trim, arched openings & crown moulding throughout. Double French doors lead to the formal LR, highlighted by a wood-burning brick fp & wall-to-wall built-in bookcases. The formal DR is ideal for hosting gatherings. The updated kitchen features soft-close white cabinetry, granite counters, ss appliances & prep sink. A refreshed 2-piece guest bath completes the main level. A 2012 addition introduces a bright mezzanine FR w/panoramic views, ideal as a private primary retreat. Includes a 3-piece bath, sauna & shower. Upstairs offers 3 bedrooms, including a spacious primary w/excellent closet space & crown moulding, along w/a 4-piece bath. The partially finished bsmt includes laundry, cedar closet & workshop. Enjoy the beautifully treed, low-maintenance fenced backyard w/large paver stone patio. Updates include paint, shingles, soffits, fascia, eaves & windows. Located in sought-after North River Heights, steps to Wellington Crescent, shops & cafés, w/a newer o/s AT/1. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
Data was last updated May 20, 2026 at 04:35 PM (UTC)
Chris Pennycook
I make myself available at all times. When you are ready to see a listing in person, or just have a simple question, please don't hesitate to contact me!
Contact Me
Chris Pennycook
Office 204-989-5000
3 - 1450 Corydon Avenue
Winnipeg, MB
R3N 0J3