Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
My Listings
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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.
S/S Thurs, June 4-offers presented Tues, June 9 after 6:00 p.m. 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
- Contact by Email
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243 Niagara Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202612052
243 Niagara Street Winnipeg R3N 0V1
$399,900Residential- Status:
- Active
- MLS® Num:
- 202612052
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 964 sq. ft.
S/S Thurs. June 4, offers presented Tues. June 9 after 6 :00 pm. Charming bungalow in the heart of North River Heights offering 964 sq ft of comfortable living space with excellent basement development potential featuring high ceilings & large windows. Original hardwood floors flow throughout, complemented by a welcoming living room with wood-burning fireplace & spacious formal dining room. Bright white kitchen showcases soft-close cabinetry plus newer oven & refrigerator (2022). Both bedrooms overlook the expansive backyard, while the freshly painted interior (2026) adds a fresh modern touch. Outstanding curb appeal with mature trees, tiered deck with new railing (2021), newer chain link fence (2025) & large concrete patio create the perfect outdoor retreat. Additional upgrades include a new boiler/water heater (2020), new eavestroughs (2021), replaced shingles south & west (2021) offering added value & peace of mind. Ideally located within walking distance to Academy Road’s shops, cafes & 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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27 Stanford Bay in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202609634
27 Stanford Bay Winnipeg R3P 0T5
$1,299,500Residential- Status:
- Active
- MLS® Num:
- 202609634
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 2,830 sq. ft.
S/S Thurs, June 4-offers presented Tues, June 9 after 6:00 p.m. Immaculate two-storey family home in the heart of the distinguished Tuxedo neighbourhood. A lovely foyer welcomes you with a striking stone feature wall, leading into an elegant living room with a double-sided wood-burning fireplace & stunning tile flooring. The dining room features a built-in buffet with accent lighting & a bay window overlooking the beautifully landscaped backyard. The eat-in kitchen offers cabinets with pullouts, a central island with granite countertops & a casual dining area. A sunken family room with a wood-burning fireplace, along with a bright sunroom featuring heated flooring & garden doors, provides access to an entertainer’s dream backyard complete with an amazing in-ground pool & gazebo. Main floor also includes a convenient laundry room & 2-piece bath. Upstairs offers four bedrooms (one currently used as an office) & a 4-piece bath, while the spacious primary suite features a 4-piece ensuite with heated floors & ample closet space. The fully finished lower level includes a rec room, additional bedroom & 3-piece bath. Additional highlights include shingles (2025), central vacuum & an attached double 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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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
- 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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449 Lyndale Drive in Winnipeg: Norwood Flats Residential for sale (2B) : MLS®# 202607957
449 Lyndale Drive Winnipeg R2H 1M8
$999,900Residential- Status:
- Pending
- MLS® Num:
- 202607957
- Bedrooms:
- 3
- Bathrooms:
- 4
- Floor Area:
- 2,539 sq. ft.
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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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.
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
- 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.
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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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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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.
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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66 Kingsway in Winnipeg: Crescentwood Residential for sale (1C) : MLS®# 202607799
66 Kingsway Winnipeg R3M 0G9
$1,195,000Residential- Status:
- Active
- MLS® Num:
- 202607799
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 3,523 sq. ft.
This grand character home offers timeless charm across 2½ storeys, blending classic details with fantastic modern updates. The formal living room showcases beautiful wainscoting, a wood-burning fireplace, and built-in cabinetry with stained glass accents. A bright sunroom or den features numerous windows with exquisite stained glass detailing, while the spacious dining room with hardwood floors comfortably accommodates up to 12 guests comfortably. The stunning, top-of-the-line renovated kitchen is equipped with a 6-burner gas oven, abundant cabinetry, a quartz island, access to a large wraparound deckand a convenient second staircase to the upper level. A 2-piece bath completes the main level. A striking staircase leads to a spacious primary suite with an updated 3-piece ensuite, two additional bedrooms with walk-in closets, an updated 4-piece bathroom, and a dedicated laundry area. The third level offers a perfect teenage retreat or guest suite with two bedrooms and a 3-piece bath. The basement includes a washer and dryer. Updates include roof & wiring (2023) & all new plumbing (2022). Outside, you will find a private yard and a newer double detached garage, completing this exceptional home. 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 4, 2026 at 02:35 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