Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
My Listings
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31 Dumbarton Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202620805
31 Dumbarton Boulevard Winnipeg R3P 2C7 
$1,595,000Residential- Status:
- Active
- MLS® Num:
- 202620805
- Bedrooms:
- 3
- Bathrooms:
- 4
- Floor Area:
- 3,363 sq. ft.
S/S now, offers as rec'd. Architectural excellence meets spectacular lakefront living in prestigious Tuxedo. Designed by renowned architect David Penner, this remarkable residence showcases a distinctive layout created to maximize its breathtaking water views. The main level features bedrooms w/private ensuites, while the elevated UL living spaces are surrounded by dramatic floor-to-ceiling windows. The open-concept living & family rooms enjoy panoramic lake views & garden doors opening to a large deck...an exceptional setting for entertaining. A projector & screen add to the impressive entertainment space, complimented by convenient bar-top seating. The formal DR flows into the bright eat-in kitchen featuring white cabinetry, large island, Sub-Zero fridge & expansive wall of windows overlooking the lake. The private primary retreat offers a skylight, WICC & luxurious 5-piece ensuite w/jetted tub. A versatile loft provides an ideal office or studio. The walkout LL includes a spacious rec room, laundry & storage. Additional features include 2 HEF, 2 HWTs, HRV, C/VAC & sump pump. Beautifully landscaped grounds, fenced backyard w/covered patio, AT/3 & direct lake views complete this exceptional property. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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497 Brock Street in Winnipeg: River Heights Residential for sale (1C) : MLS®# 202620441
497 Brock Street Winnipeg R3N 0Z2
$639,900Residential- Status:
- Active
- MLS® Num:
- 202620441
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,344 sq. ft.
Offers as received. Beautifully updated 2-storey in desirable River Heights with exceptional curb appeal! The exterior features newer siding & a welcoming covered front porch addition (2023) with modern stacked stone accents, fresh landscaping and a custom foyer w/convenient 2-piece guest bath. Inside, original hardwood floors, character ceilings & abundant natural light add warmth & charm to the living & dining rooms. The updated kit offers porcelain tile floors, granite counters, soft-close cabinetry w/organizers, tile backsplash, ss appliances & a lg peninsula w/breakfast bar seating. Upstairs features 3 bright bedrooms w/hardwood floors & an updated 5-piece family bath w/double vanity & tub w/tile surround. The finished bsmt provides a comfortable rec room & updated 3-piece bath. Enjoy the private, fully fenced backyard surrounded by mature trees, featuring a stone patio & firepit, perfect for those cooler evenings. Additional features include a HEF, C/AIR & newer HWT. A 22' x 13' detached garage (2015) provides parking & extra storage. Ideally located steps from Brock Corydon School & Cordova Park. This fabulous home is truly move in ready..don't miss out! More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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71 Macalester Bay in Winnipeg: Fort Richmond Residential for sale (1K) : MLS®# 202619572
71 Macalester Bay Winnipeg R3T 2X6
$474,900Residential- Status:
- Active
- MLS® Num:
- 202619572
- Bedrooms:
- 5
- Bathrooms:
- 3
- Floor Area:
- 1,220 sq. ft.
Welcome to this beautifully updated bungalow featuring an open-concept design that's perfect for modern living. The freshly painted main floor offers a bright and inviting living and dining room combination with newer laminate flooring (2026), seamlessly flowing into the spacious kitchen. The kitchen is designed for both everyday living and entertaining, complete with granite countertops, an abundance of cabinetry, a centre island with breakfast bar, and a wraparound bar-top with additional seating. The main floor offers three comfortable bedrooms, including a primary bedroom with a convenient 2-piece ensuite. An updated 4-piece bathroom completes the main level. The fully finished lower level has been refreshed with newer carpeting (2026) and features a welcoming recreation room with a wet bar, two additional bedrooms, a 3-piece bathroom, and a laundry room complete with washer and dryer. New laundry room flooring was installed in 2026. Step outside to enjoy the fully fenced backyard, featuring a fire pit and a storage shed. High-efficiency furnace. Located on a quiet bay with close proximity to University of Manitoba. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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53 Harvard Avenue in Winnipeg: Crescentwood Residential for sale (1C) : MLS®# 202618958
53 Harvard Avenue Winnipeg R3M 0J6
$2,975,000Residential- Status:
- Active
- MLS® Num:
- 202618958
- Bedrooms:
- 7
- Bathrooms:
- 6
- Floor Area:
- 5,226 sq. ft.
Grand in scale & rich in character, this impressive 5,000+ sq. ft. home offers 7 brs, 6 baths & exceptional space for both everyday living & entertaining. The incredible FR & expansive kit addition create the ultimate setting for celebrations & making lasting memories. A true culinary masterpiece, this spectacular chef's kit is designed to impress, anchored by an extraordinary 13-foot island with seating for eight...perfect for casual dining. Outfitted with a professional 6-burner gas cooktop & an authentic wood-fired pizza oven, it offers an exceptional cooking experience. Entertain in style with a beautifully appointed wine closet & wet bar, while premium finishes, custom craftsmanship & countless luxury features create a space that is as sophisticated as it is functional. A classic centre hall plan welcomes you with a spac LR featuring hwds & a FP, a stunning DR will comfortably seat 12 guests, den & office. The 2nd level offers 4 brs, including a spacious primary suite with a 3-pce ensuite, while 2 additional brs also enjoy the convenience of their own ensuites.The 3rd level offers a recroom, 3 brs & a 3-piece bath. Shingles 2025. AT/2 + DT/2. 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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575 Renfrew Street in Winnipeg: River Heights South Residential for sale (1D) : MLS®# 202619792
575 Renfrew Street Winnipeg R3N 1J8
$549,900Residential- Status:
- Active
- MLS® Num:
- 202619792
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 838 sq. ft.
The moment you step inside, you will immediately appreciate the care & attention to detail that has gone into this stunning bungalow. Offering a warm & inviting layout, stylish finishes & an incredible backyard retreat. Welcoming LR features a striking shiplap accent wall with FP & white oak hardwood flrs...the perfect spot to relax & unwind. Cozy DR is enhanced by a beautiful chandelier. Remodelled kitchen is sure to please, featuring stainless appliances, quartz countertops, plenty of cabinets & a pantry with pull-outs. The primary suite offers a beautiful shiplap feature wall & and dble closet complete with organizers. The 2nd main-flr br is bright & versatile, with a built-in display cabinet adding character & storage. A lovely remodelled 3 pce bath completes the main flr. The fully finished bsmt provides fantastic additional living space w/recreation rm, 3rd br & 3 pce bath. A generous storage/laundry rm features a newer washer & dryer (2024). Enjoy summer evenings on the large deck with gazebo, great for outdoor dining, or entertaining friends & family. Charming exterior with newer Hardie Board siding. Newer fence (2025). Newer shingles 2021. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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100 Waterloo Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202617156
100 Waterloo Street Winnipeg R3N 0S2
$1,595,000Residential- Status:
- Active
- MLS® Num:
- 202617156
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 3,381 sq. ft.
Loaded with character & timeless charm, this beautifully maintained North River Heights home is located steps from Wellington Crescent on a picturesque, tree-lined street. Rich wood trim, original doors, wainscoting, hardwood flrs, crown moulding, arched alcoves, French doors preserve its classic appeal. The formal LR & DR are perfect for entertaining, while the stunning DLUX island eat-in kitchen offers quartz countertops, high-end ss appliances, gas cooktop, prep sink, soft-close cabinetry & abundant storage. Garden doors lead to the deck & beautifully landscaped, park-like backyard, while the spacious 3-season sunroom provides the perfect place to unwind. A main floor den overlooks the tree lined street. Upstairs offers a/c, 4 bedrooms & 3 baths, including a bright primary suite w/Juliette balcony, custom WICC & ensuite w/soaker tub & o/s walk-in shower. The partially finished bsmt features a tavern-inspired rec room w/rich wood finishes, built-ins, dry bar & wood-burning fireplace. Shingles approx. 5 years old, AT/2 & exceptional curb appeal with front drive complete this truly special home where original character meets thoughtful modern updates. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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46 Stan Bailie Drive in Winnipeg: South Pointe Residential for sale (1R) : MLS®# 202618856
46 Stan Bailie Drive Winnipeg R3Y 0L4
$999,900Residential- Status:
- Active
- MLS® Num:
- 202618856
- Bedrooms:
- 5
- Bathrooms:
- 3
- Floor Area:
- 1,978 sq. ft.
Exceptional lakefront family home in desirable South Pointe! This beautifully designed home features stunning lake views, gleaming hardwoods, high ceilings, expansive windows & custom silhouette blinds. The open-concept GR showcases a two-sided gas fp & custom floating media cabinet. The bright dining area flows into a dream kitchen offering soft-close cabinetry, quartz counters, ss appliances, walk-in pantry, island & peninsula w/abundant prep & entertainment space. Garden doors lead to a deck w/glass railing overlooking the lake & backyard. The main level offers 3 generous bedrooms, including a primary suite w/WICC & 4-piece ensuite featuring 2 sinks & o/s walk-in shower. 2nd 4-piece bath & laundry add convenience. The fully finished LL is perfect for entertaining w/a spacious rec room/games area & plenty of room for a pool table. Napoleon fireplace & wet bar fully equipped w/dishwasher & full-size fridge. 2 additional brs w/WICC, 3-piece bath & excellent storage/flex options. Built in 2013 w/HEF, HRV, sump pump & 2 electrical panels. Landscaped, fenced backyard w/covered patio, mature trees & AT/2. Close to walking paths, shopping & all amenities. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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1324 Wellington Crescent in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202618959
1324 Wellington Crescent Winnipeg R3N 0B1
$997,500Residential- Status:
- Active
- MLS® Num:
- 202618959
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,560 sq. ft.
Prestigious Wellington Crescent living just steps from the scenic tree-lined walking path! This architecturally designed residence showcases exceptional craftsmanship, timeless elegance & sophisticated finishes throughout. The inviting LR features a dramatic floor-to-ceiling bay window, custom art niches & a charming wood-burning fireplace. Patio doors from the DR open to a beautifully landscaped, fully fenced backyard w/ tiered deck, creating the perfect space for outdoor entertaining & relaxing. The thoughtfully designed kitchen offers Bosch gas cooktop & wall oven, pull-out organizers & abundant cabinetry for exceptional storage & functionality. A mezzanine office or reading nook provides a bright & versatile retreat. Upstairs, the spacious primary suite features a cozy gas fireplace, dual closets & direct access to a luxurious 5-piece bath. The fully finished LL expands the living space w/a generous rec room featuring a gas fireplace, guest bedroom, 3-piece bath & convenient laundry area. Ideally located in one of Winnipeg's most coveted neighbourhoods, this exceptional home offers the perfect blend of style, comfort & an unbeatable Wellington Crescent address. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
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19 GOLDEN OAK Cove in Cartier Rm: RM of Cartier Residential for sale (R10) : MLS®# 202615285
19 GOLDEN OAK Cove Cartier Rm R4K 1B3
$799,900Residential- Status:
- Active
- MLS® Num:
- 202615285
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 2,366 sq. ft.
Gorgeous Tudor-style 2-storey nestled among mature trees on a quiet no-through road on a 3.06 acre lot. Lovingly maintained by its long-time owners, this exceptional home showcases timeless charm with gleaming hardwood floors, solid oak doors & trim & quality craftsmanship throughout. Formal LR & DR feature crown moulding & large windows framing picturesque views. The updated kit offers granite counters, stainless appliances, under-cabinet lighting, appliance garage, VacuSweep vent & island w/seating. A sunken family room w/wood-burning brick fireplace opens through French doors to a bright 4-season sunroom overlooking the deck & natural landscape. Main floor laundry & bath. Upstairs offers 3 bedrooms, including a spacious primary w/WICC & 4-piece ensuite. Family 4-piece bath. Full basement with RIP for a 4th bath awaits your finishing touches. Heated AT/2 plus DT/3 36' x 26' heated garage/workshop is ideal for hobbyists or a home business Piled foundation, updated Thermopane windows, C/AIR (2022), house shingles (2017), supplemental wood-burning furnace, C/VAC, sump pump. Less than 20 minutes to Winnipeg & minutes to St. François Xavier amenities. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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646 Wellington Crescent in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202616703
646 Wellington Crescent Winnipeg R3M 0C2
$1,500,000Residential- Status:
- Active
- MLS® Num:
- 202616703
- Bedrooms:
- 6
- Bathrooms:
- 5
- Floor Area:
- 3,141 sq. ft.
Exceptional modern design by renowned architect Lloyd Secter, this stunning residence on prestigious Wellington Crescent offers over 3000 sq. ft. of thoughtfully designed living space. Showcasing sophisticated finishes & an exceptional layout, this remarkable home blends style, comfort & functionality in one of the city's most coveted locations. The spacious living & dining room showcases a stunning floor-to-ceiling window that floods the space with natural light, complemented by a FP & designer cabinetry. Top-of-the-line chef's kitchen features custom cabinets, premium appliances & an expansive island overlooking the inviting FR, creating the perfect space for everyday living & effortless entertaining. The upper level features a spacious primary retreat w/private balcony & luxurious 6-piece ensuite, along w/3 additional generously sized brs, office & a 4-piece bath. Newly carpeted LL offers a bright recreation rm with lg windows, a wet bar plus additional br & a 4-piece bath. Covered deck overlooking the expansive, fully fenced backyard—an ideal setting for outdoor entertaining. Built on piles with a structural concrete basement floor. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
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5102 RD 51NE Road in Macdonald Rm: RM of MacDonald Residential for sale (R08) : MLS®# 202611829
5102 RD 51NE Road Macdonald Rm R0G 1N0
$1,199,900Residential- Status:
- Active
- MLS® Num:
- 202611829
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 2,572 sq. ft.
Immaculate custom country estate just minutes from Oak Bluff, offering the perfect blend of luxury, privacy & prairie living on 4+ acres. A paver stone walkway leads to the grand covered front porch, where stunning views of the open-concept interior & backyard greet you upon entry. The GR features a wall of windows & a double-sided gas fp shared w/the impressive eat-in kitchen. Designed for both everyday living & entertaining, the kit offers floor-to-ceiling cabinetry, quartz counters, wet bar w/bar fridge, ss appliances & island w/breakfast bar. A bright south-facing sunroom has wraparound windows & o/s privacy pocket doors. The primary retreat features a garden door to the deck & new hot tub (2026), WICC & elegant ensuite w/double vanity & tiled shower. Main floor office & guest bath. UL has 2 large brs w/WICC & 5-piece family bath. Entertainer’s dream LL w/massive rec room, custom wet bar, 4th br/gym, full bath & access to o/s AT/2 w/infloor heat & room for a hoist. Outside, enjoy a 50' x 100' quonset w/concrete floor & 200-amp panel, fenced garden & mature trees. Geothermal heating, newer shingles. A remarkable country retreat just beyond the city limits. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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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:
- 6
- Floor Area:
- 6,598 sq. ft.
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
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Data was last updated September 3, 2026 at 06:35 AM (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