Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
My Listings
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5102 ROAD 51NE Road in Macdonald Rm: RM of MacDonald Residential for sale (R08) : MLS®# 202611829
5102 ROAD 51NE Road Macdonald Rm R0G 1N0 
$1,250,000Residential- Status:
- Active
- MLS® Num:
- 202611829
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 2,572 sq. ft.
S/S Thurs. June 11, offers Tues. June 16. 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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158 Cordova Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202612908
158 Cordova Street Winnipeg R3N 1A1
$1,150,000Residential- Status:
- Active
- MLS® Num:
- 202612908
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 2,319 sq. ft.
S/S Wed. June 10, offers Mon. June 15 after 5:00 pm. Bright, modern & architecturally appealing custom two-storey in the heart of North River Heights. Gorgeous maple hardwoods & solid core doors throughout the main & upper levels. The impressive GR has soaring 16' ceilings & dramatic floor to ceiling windows filling the space w/natural light. A formal living & dining area is ideal for entertaining. The bright eat-in kitchen is the heart of the home, offering stone counters, ss appliances, gas cooktop & large corner windows. A garden door leads to the spacious deck & outdoor living space. Main floor laundry & guest bath. Upstairs you'll find 4 brs, including a private primary retreat w/luxurious ensuite featuring heated flrs, double vanity & relaxing soaker tub. Full bath. The finished basement provides additional living space w/a rec room, guest br/office & 3-piece bath. Outdoors, enjoy a large entertainment-sized deck, greenspace & a covered carport that doubles as a summer patio. Additional features include DT/1, HRV, HEF, C/AIR, C/VAC, sump pump & HWT (2022). Lovely curb appeal highlighted by a covered front porch & wide concrete walkway. Walking distance to iconic Academy Road w/dining & shops. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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55 70 Oak Forest Crescent in Winnipeg: The Oaks Condominium for sale (5W) : MLS®# 202612471
55 70 Oak Forest Crescent Winnipeg R3K 1M4
$599,900Condominium- Status:
- Active
- MLS® Num:
- 202612471
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,290 sq. ft.
Experience refined living in this immaculate 1,290 sq. ft. bungalow, thoughtfully designed with modern elegance and exceptional attention to detail. Offering 3 bedrooms and 3 baths, this beautifull home showcases custom silhouette blinds, expansive windows, designer lighting & a bright open-concept layout ideal for both everyday living & entertaining. The inviting GR flows seamlessly into the dining area w/direct access to the professionally landscaped backyard & deck...perfect for summer gatherings. The stunning kit is a true centerpiece, featuring crisp white cabinetry, ss appliances & waterfall island w/breakfast bar seating. The private primary retreat boasts a WICC & luxurious 3-piece ensuite. A second bedroom or home office, full bath & convenient main floor laundry complete the main level. The fully finished LL offers a spacious rec room, guest bedroom, 3-piece bath & option to create a fourth br if desired. Built on piles & complimented by a double attached garage, this exceptional home combines style, comfort & quality in every detail. Located in Country Estates in The Oaks, minutes from amenities & easy access to walking trails. 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®# 202611847
1324 Wellington Crescent Winnipeg R3N 0B1
$1,075,000Residential- Status:
- Active
- MLS® Num:
- 202611847
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,560 sq. ft.
Ideally located on prestigious Wellington Crescent & just steps from the beautiful tree-lined walking path, this exceptional residence offers a prime setting in one of the city's most sought-after locations. Stunning architectural design & impeccable craftsmanship are showcased throughout, creating a refined blend of luxury & sophistication. The elegant LR is highlighted by a dramatic floor-to-ceiling bay window, custom art niches & a charming wood-burning FP. Inviting DR w/patio drs opens seamlessly to the fabulous fenced backyard w/tiered deck, creating the perfect setting for relaxing & entertaining. The well-appointed kitchen features a Bosch 4-burner gas cooktop & Bosch oven, pull-out organizers & an abundance of cabinetry designed for both style & functionality. Upstairs, a mezzanine office/reading nook provides a casual retreat. The spacious primary bedroom features a cozy gas fireplace, dual closets & direct access to a luxurious 5-piece bath, offering a peaceful haven for rest & relaxation. Bright fully finished lower level includes a generous recroom with gas FP, an additional guest br, 3-piece bath & convenient laundry closet. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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401 290 Waterfront Drive in Winnipeg: Exchange District Condominium for sale (9A) : MLS®# 202611856
401 290 Waterfront Drive Winnipeg R3B 0A6
$479,900Condominium- Status:
- Active
- MLS® Num:
- 202611856
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,424 sq. ft.
Executive condo living in the heart of Winnipeg’s vibrant Exchange District! This impressive updated corner unit offers spectacular city & river views along with a bright modern design. Featuring 2 bedrooms, a dedicated office & 2 full baths, the open-concept layout is filled w/natural light from expansive windows & soaring 9’ ceilings. The spacious dining area opens to a wraparound balcony, ideal for relaxing or entertaining. The stylish kit combines function & elegance w/maple cabinetry, granite counters & Frigidaire Professional Series stainless steel appliances. The private primary suite includes its own balcony, large WICC & luxurious 5-piece ensuite w/double sinks, soaker tub & separate shower. A 2nd br & full bath provide excellent flexibility for guests or family. Additional features include in-suite laundry w/extra storage, C/AIR & heated underground parking. Shared centre courtyard. Enjoy a true walkable lifestyle just steps from The Forks, Shaw Park, river pathways, cafés, restaurants, boutiques & Winnipeg’s top arts & entertainment venues. Offering luxury, comfort & unbeatable convenience, this move-in ready condo is the perfect blend of sophisticated urban living & carefree lifestyle. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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1056 McCalman Avenue in Winnipeg: East Elmwood Residential for sale (3B) : MLS®# 202529747
1056 McCalman Avenue Winnipeg R2L 1H7
$329,900Residential- Status:
- Active
- MLS® Num:
- 202529747
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 903 sq. ft.
Great starter, investment or retirement home on a quiet bay in East Elmwood. Freshly painted with updated flooring, this move-in-ready bungalow offers a bright eat-in kitchen with stainless appliances and three well-sized bedrooms on the main level, each with carpeting and abundant natural light. A large hallway storage area with a barn door adds charm & functionality. The partially finished basement is ready for your finishing touches & includes a rec room, workshop, office/gym space & a convenient combination 4-piece bath with laundry & storage. The fenced backyard provides plenty of room to relax with your morning coffee or evening cocktail plus easy entertaining for family & friends on the spacious deck. Parking for 2+ vehicles. Central air conditioning ensures year-round comfort. Set in a great location overlooking greenspace & within walking distance to public transit, parks & schools. Minutes to shopping, restaurants & recreation. You don't want to miss this fantastic opportunity...book your showing today! 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 Werrell Crescent in Winnipeg: East Kildonan Residential for sale (3E) : MLS®# 202611718
31 Werrell Crescent Winnipeg R2K 3Y1
$544,900Residential- Status:
- Active
- MLS® Num:
- 202611718
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 1,301 sq. ft.
Immaculate & exceptionally maintained bungalow that has been fully updated and is completely move-in ready. Bright open-concept living & dining areas feature a newer o/s picture window that fills the home w/natural light. The expansive kitchen offers white soft-close cabinetry, ss appliances, pantry storage & peninsula w/breakfast bar seating perfect for casual dining & entertaining. The spacious primary bedroom includes a convenient 2-piece ensuite, while two additional bedrooms & a full bath complete the main floor. The fully finished lower level continues the bright & inviting feel with a large rec room, guest bedroom/gym, updated 3-piece bath & laundry/storage area. Enjoy the large partially fenced backyard with plenty of room to relax or entertain. An o/s DT/1 & extra-long front driveway provide excellent parking & storage options. Numerous upgrades throughout include windows, lighting, 200-amp electrical panel, C/AIR (2025), HEF & HWT (2018) & shingles (2015). Walking distance to Siddall/Werrell Park and close to all amenities, this beautifully updated home offers outstanding value with nothing left to do but move in and enjoy. 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: St Charles Condominium for sale (5G) : MLS®# 202610160
14 301 Country Club Boulevard Winnipeg R3V 2E4
$949,900Condominium- Status:
- Active
- MLS® Num:
- 202610160
- 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
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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.
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.
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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394 Thompson Drive in Winnipeg: Grace Hospital Residential for sale (5F) : MLS®# 202610427
394 Thompson Drive Winnipeg R3J 3E6
$499,900Residential- Status:
- Active
- MLS® Num:
- 202610427
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 2,472 sq. ft.
This beautifully updated bungalow features a 2 story addition (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 bsmt 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. AT/1 w/carport & heated workshop great for hobbies! More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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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
Data was last updated June 11, 2026 at 10:35 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