Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
Office Listings
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501 1840 Henderson Highway in Winnipeg: North Kildonan Condominium for sale (3G) : MLS®# 202610476
501 1840 Henderson Highway Winnipeg R2G 1P2 
$324,900Condominium- Status:
- Active
- MLS® Num:
- 202610476
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 1,052 sq. ft.
Showings start Wed May 20th with offers on May 25th. Welcome to this spacious 5th floor corner unit offering 1052 sq ft of comfortable living space in a highly sought-after building! A generous foyer welcomes you into the bright living and dining room combination featuring beautiful laminate floors and plenty of natural light. The eat-in kitchen offers an abundance of cupboards and counter space, perfect for everyday living and entertaining. The large primary bedroom includes a walk-in closet, while the second bedroom is ideal for guests, family or a home office, both with plush carpet. A 4-piece main bathroom completes the layout. Enjoy your morning coffee or evening relaxation in the enclosed balcony, providing additional living space for 3 seasons. Extras include in-suite laundry and storage, central air conditioning, concrete floors, additional storage on the same floor, storage locker in the parkade and an underground parking stall conveniently located right by the door. Well cared for building close to shopping, restaurants, public transportation and more. A fantastic opportunity for easy condo living! More detailsListed by Kristen Bilodeau of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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37 4025 Roblin Boulevard in Winnipeg: Charleswood Condominium for sale (1F) : MLS®# 202610824
37 4025 Roblin Boulevard Winnipeg R3R 3V5
$429,900Condominium- Status:
- Active
- MLS® Num:
- 202610824
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,040 sq. ft.
Showings start Thursday, May 20 with offers presented on Tuesday, May 26 after 4:00 p.m...Rare opportunity to own this beautiful 1040 sf condo with beautiful river views. Thoughtfully refreshed with updated flooring, fresh paint and numerous additional improvements. This move in ready home offers an exceptional blend of comfort and style. Bright open concept living and dining area is designed to maximize the river views. It's also perfect for everyday living and entertaining. The functional kitchen features a convenient pass-through to the dining area and includes all appliances. The spacious primary bedroom offers a walk-in-closet and 3 pce ensuite. A versatile 2nd bedroom or den, 4 pce main bath with main floor laundry add to the practical layout. The full, partially finished basement provides abundant storage space and the opportunity to create additional living space tailored to your needs. Enjoy carefree condo living in this highly sought-after development, where exceptional views and a premium location are combined to create a truly special home. Affordable price and low condo fees! More detailsListed by Lori Hopfner of 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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2 Golden Gate Bay in Winnipeg: Silver Heights Residential for sale (5F) : MLS®# 202610448
2 Golden Gate Bay Winnipeg R3J 2Z1
$399,900Residential- Status:
- Active
- MLS® Num:
- 202610448
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,020 sq. ft.
S/S Thurs May 21. OTP May 26 eve. Open house Sun May 24 2:00-3:30. Welcome to this well maintained and beautifully updated home located in the family-friendly neighbourhood of Silver Heights! Owned for the past 9 years, this property has seen many tasteful improvements while maintaining a classic and functional layout. The bright main floor is filled with natural light and features hardwood flooring, warm décor, and a spacious living area perfect for everyday living. Enjoy a formal dining space ideal for hosting family dinners, along with three generous bedrooms and a full 4-piece bathroom on the main level. The fully finished basement offers excellent additional living space, complete with a renovated 4-piece bathroom, a large storage room, and two bonus rooms that could be used as additional bedrooms, home offices, or hobby spaces (windows do not meet current egress code). Outside you’ll love the fully fenced yard, newer deck for summer entertaining, and the convenience of a single detached garage with front drive access. Located close to schools, parks, shopping, and transit—this is a fantastic opportunity to settle into one of Winnipeg’s most desirable neighbourhoods. Book your showing today! More detailsListed by Chad Leigh of 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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372 Waverley Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202610687
372 Waverley Street Winnipeg R3M 3L3
$539,900Residential- Status:
- Active
- MLS® Num:
- 202610687
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,665 sq. ft.
Showings start May 20; Offers reviewed May 27. Welcome to this timeless character home in one of Winnipeg’s most sought-after neighbourhoods known for its tree-lined streets & strong sense of community. Lovingly maintained by the same family for over 30 years, this home blends original charm with thoughtful updates. Classic features like hardwood floors, arched openings, & brick fireplace create warmth & character, while the updated kitchen offers modern functionality. The main living spaces flanked by large windows are bright, inviting, & designed for both everyday living & entertaining, with a sunroom that quickly becomes a favourite place to unwind. Upstairs features three bedrooms, including a spacious primary with two walk-in closets. The recently updated four-piece bathroom adds a fresh, modern touch. A finished basement with an additional bathroom provides flexible living space for growing families, guests, or home office. Step outside to a fully fenced backyard complete with a deck & patio, perfect for summer evenings filled with entertaining & letting kids play freely. Complete with a newer built double car garage, this home offers all of today's modern conveniences while embracing its charm. More detailsListed by Monica Manaigre of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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446 Yale Avenue W in Winnipeg: West Transcona Residential for sale (3L) : MLS®# 202610452
446 Yale Avenue W Winnipeg R2C 1V3
$399,900Residential- Status:
- Active
- MLS® Num:
- 202610452
- Bedrooms:
- 3
- Bathrooms:
- 1
- Floor Area:
- 963 sq. ft.
S/S May 20. OTP May 25 eve. Open house Sunday May 24 2:00-3:30. Welcome to this beautifully renovated and meticulously maintained home in the heart of Transcona—perfect for growing families! Step inside and enjoy a bright, contemporary layout featuring a stunning new kitchen with updated finishes and plenty of cabinet space, ideal for everyday living and entertaining. The main level offers three comfortable bedrooms and a fully renovated bathroom, providing a fresh and stylish feel throughout. Downstairs, the fully finished basement expands your living space with a spacious rec room, perfect for movie nights or a kids’ play area, along with a separate laundry room, storage room, and additional space to keep everything organized. Outside, you’ll love the fully fenced yard—great for kids, pets, and summer gatherings—plus the convenience of a single detached garage. This move-in ready home offers excellent value in a family-friendly neighbourhood close to schools, parks, shopping, and all amenities. Don’t miss your chance to own this updated Transcona gem—book your showing today! More detailsListed by Chad Leigh of 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 an incredible addition. 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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89 Setterington Bay in Winnipeg: Whyte Ridge Residential for sale (1P) : MLS®# 202609449
89 Setterington Bay Winnipeg R3Y 1W3
$649,900Residential- Status:
- Active
- MLS® Num:
- 202609449
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 2,007 sq. ft.
SS May 20. Offers May 26. Welcome to this beautifully kept and nicely updated Whyte Ridge two storey. You're welcome by a spacious front entrance w/dbl closet and tiled floors. From there you'll notice the bright open concept plan which has hardwood floors and a neutral paint palette. Front LR + formal DR leads into the sunny GR which has soaring ceilings and a full wall of wdws. This beautiful room is anchored by a gas FP w/flanking built-ins. Spacious eat-in kitchen features of maple cabinetry, lots of counter space and updated SS appls. Corner sinks overlook the yard and there is pantry too! Updated patio doors take you to the fenced west facing back yard w/deck and pergola. Convenient powder room and laundry/mud room complete the main floor. The upper level features a beautiful primary suite w/a generous en-suite that has a jetted corner tub and WIC. 2 more great sized bdrms and a 4pc bath w/tiled floor and tub surround. The basement is finished and offers a 2nd kitchenette, theatre room, 4th bdrm {non-egress}, 3pc bath w/oversized tiled shower and loads of dedicated storage. Upgrades include: shingles |20, wdws |22, int paint |23, HEF+LVP |25. A wonderful family home in a great neighbourhood! More detailsListed by Danielle Margolis of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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in Rosser: RM of Rosser Residential for sale (R11) : MLS®# 202611108
Rosser R0H 1H0
$500,000Residential- Status:
- Active
- MLS® Num:
- 202611108
Own 10 Acres (+/-) for the price of 1 acre in RM of Rosser,near centerport.330 feet frontage on service rd facing perimeter hwy 101 between Inkster Blvd and Rd 63.Property is $50,000.00 per acre,close by centerport.Best investment property as the manitoba government has initiated a study to develop a functonal design for PTH 101. More detailsListed by Jacky Maan of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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504 Queenston Street in Winnipeg: River Heights Residential for sale (1D) : MLS®# 202610488
504 Queenston Street Winnipeg R3N 0X3
$499,900Residential- Status:
- Active
- MLS® Num:
- 202610488
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,014 sq. ft.
SS May 20 @ 5pm. OTP May 25th @ 5pm. Beyond charming & fully remodelled, this River Heights bungalow is all style, substance & serious “move-in-and-do-absolutely-nothing” quality. This 2+ bed, 2 full bath beauty blends character w/ modern updates, creating a home that feels equal parts sophisticated & cozy. Sunlight pours in highlighting hardwood floors, spacious layout & seamless flow made for entertaining, playdates & holiday hosting. The stunning kitchen features quartz counters, S/S appls & thoughtful finishes. Turnkey from top to bottom- HWT '25, AC '21, radon mitigation sys '21, W/D '21, exterior paint '21, custom blinds '23, upgraded electrical panel '21. The fully fin bsmt adds exceptional flexibility w/ a spacious rec rm perfect for movie nights & yoga practices as reprieve-from-the-world. Dedicated laundry rm w/sink, a tucked-away office, & 3-pc bath, extra storage rm, cold storage rm, utility rm with work space completes the bsmt. Outside, the beautifully fenced '21 oasis is hardscaped w/ custom sidewalk & patio stones '21 keeping maintenance low & enjoyment high. The dbl detached gar '21 w/ 220 wiring ready for your own EV charger is the cherry on top of this polished River Heights gem. More detailsListed by Tara Suffield of 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 02:35 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