Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
My Listings
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367 RIVER TRAIL Drive: West St Paul Residential for sale (R15) : MLS®# 202621087
367 RIVER TRAIL Drive West St Paul R4A 0C1 
$719,900Residential- Status:
- Active
- MLS® Num:
- 202621087
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 1,880 sq. ft.
S/S Sept. 9, Offers Reviewed following the Open House. OH SUN. SEPT. 13, 1-3 PM. Welcome home to this beautifully maintained custom-built two-storey w/stylish modern design. Built in 2019 & located in a quiet, family-friendly West St. Paul community. This home offers wonderful curb appeal w/concrete front drive & lovely landscaping. Inside, the bright open-concept layout is filled w/natural light from expansive windows. The welcoming GR features a stacked stone fireplace wall...perfect for cozy family evenings. The dining area opens through patio doors to the deck & sunny west-facing backyard, creating an ideal space for summer barbecues & entertaining. The kit features quartz counters, ss appliances, a walk-in corner pantry & island w/breakfast bar. Upstairs, enjoy a versatile loft for movie nights or a kids' play area, plus 3 spacious brs. The primary retreat offers backyard views, a WICC & 4-piece ensuite. UL laundry adds everyday convenience. The finished bsmt provides even more room for family & guests w/a large rec room, bedroom & full bath. Outside, the fully fenced yard includes a gazebo, shed & play structure. HEF, HRV, sump pump, O/S AT/2. Close proximity to schools, shopping & restaurants. 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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796 Elmhurst Road in Winnipeg: Charleswood Residential for sale (1G) : MLS®# 202621090
796 Elmhurst Road Winnipeg R3R 0V1
$649,900Residential- Status:
- Active
- MLS® Num:
- 202621090
- Bedrooms:
- 3
- Bathrooms:
- 4
- Floor Area:
- 2,097 sq. ft.
S/S Sept.10, offers Wed. Sept.16. OH SAT. SEPT. 12 & SUN. SEPT. 13, 1-3 PM. Completely renovated from top to bottom in 2026, this STUNNING Charleswood two-storey offers exceptional style, warmth & modern family living! A grand double-door entry welcomes you inside, where beautiful vaulted ceilings & expansive windows create a bright, inviting atmosphere. The gorgeous galley-style kit features a waterfall quartz counter, ss appliances, soft-close cabinetry w/organizers & walnut shelving. The sunken GR boasts a garden door to the large deck & sunny west-facing backyard, while the adjacent DR is surrounded by wall-to-wall windows overlooking the yard. Main floor laundry & custom mudroom add everyday convenience. The upper FR or optional fourth bedroom offers wood slat & shiplap feature walls, electric fp, wall of windows & access to a private balcony. The primary suite includes a custom built-in wardrobe & 2-piece ensuite. 2 additional bright spacious brs & family bath. The finished LL features a rec room w/wet bar, bar-top seating & full bath. Double o/s attached garage, paver stone landscaping, mature trees & fire pit patio. Steps from Assiniboine Forest & the Harte Trail...brand new & move-in ready! More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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14 301 Country Club Boulevard in Winnipeg: Westwood Condominium for sale (5G) : MLS®# 202621358
14 301 Country Club Boulevard Winnipeg R3V 2E4
$939,900Condominium- Status:
- Active
- MLS® Num:
- 202621358
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 2,182 sq. ft.
Rarely available & impeccably renovated, this exceptional residence tucked away along Country Club Boulevard offers the ultimate in luxury condominium living. Showcasing exquisite craftsmanship, premium finishes & quality construction throughout, this stunning home is perfectly designed for both everyday comfort & grand-scale entertaining. Elegant arched doorways, beautiful hwds & sophisticated architectural details enhance the refined interior. The spacious LR features a cozy gas FP & an abundance of space for relaxing & entertaining in comfort & style. The elegant DR is accented with lovely crown moulding, while the fabulous white eat-in kitchen is a chef’s dream, complete with quartz countertops, an island cooktop, pantry pull-outs & access to an oversized private balcony overlooking the beautifully manicured St. Charles Golf Course.The private primary suite offers a lg wicc & a luxurious spa-inspired 4-piece ensuite with a relaxing soaker tub. A generous 2nd bedroom with a double closet, a stylish 3-piece bath with a walk-in shower, an impressive entranceway, convenient in-suite laundry rm & 2 heated underground parking stalls complete this incredible 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®# 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
- Contact by Email
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6 Mayfield Crescent in Winnipeg: Charleswood Condominium for sale (1G) : MLS®# 202619554
6 Mayfield Crescent Winnipeg R3R 3V1
$539,900Condominium- Status:
- Pending
- MLS® Num:
- 202619554
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,651 sq. ft.
Rarely available! Enjoy carefree living in this beautifully maintained bungalow condominium, ideally situated on a quiet cul-de-sac in an excellent neighbourhood. The open-concept layout features a warm & inviting GR with a cozy corner FP. The adjoining dining area showcases hardwood flooring with an elegant inlay & an attractive alcove, adding character & charm. Spacious kitchen offers an abundance of cabinetry & counter space, along w/a lg island that's perfect for meal preparation or casual dining. A versatile den w/French doors provides the ideal space for a home office. The bright & comfortable sunroom features a vaulted ceiling, French drs & a garden dr leading to a generously sized deck—an ideal spot to relax and enjoy the outdoors. The main floor includes 2 brs, highlighted by a spacious primary suite w/private 3 pce ensuite. A 4-pce bath & convenient laundry rm complete the main level. The fully finished LL offers even more living space w/a large family-sized recreation room, an additional br & a 3 pce bath perfect for guests or teenagers. A generous storage room provides plenty of space for seasonal items and hobbies. C/air, HEF & an AT/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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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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71 Macalester Bay in Winnipeg: Fort Richmond Residential for sale (1K) : MLS®# 202619572
71 Macalester Bay Winnipeg R3T 2X6
$474,900Residential- Status:
- Pending
- 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
- Contact by Email
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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
- 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
- Contact by Email
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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
- Contact by Email
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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
- Contact by Email
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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
- 1 (204) 941-0573
- Contact by Email
Data was last updated September 8, 2026 at 12:35 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