Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
Office Listings
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5 722 Maryland Street in Winnipeg: West End Condominium for sale (5A) : MLS®# 202515780
5 722 Maryland Street Winnipeg R3E 1W2 
$69,900Condominium- Status:
- Active
- MLS® Num:
- 202515780
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 510 sq. ft.
Welcome to 722 Maryland Street – Stylish 1-bedroom apartment in the heart of Winnipeg’s vibrant West End! This bright, open-concept unit is perfect for first-time buyers, students, or savvy investors. Featuring updated finishes, large sun-filled windows, and a cozy bedroom retreat, it offers comfortable and affordable urban living. Ideally located near public transit, the University of Winnipeg, HSC, shopping, banks, and a variety of eclectic local eateries. Whether you're searching for your first home or a turn-key investment, this is a fantastic opportunity in a thriving community. Showings start now | Offers as received | Immediate possession available! More detailsListed by Hugh Chaudhuri of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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114 1228 Old PTH 59 Highway in Ile Des Chenes: R07 Condominium for sale : MLS®# 202515701
114 1228 Old PTH 59 Highway Ile Des Chenes R0A 0T1
$209,900Condominium- Status:
- Active
- MLS® Num:
- 202515701
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 844 sq. ft.
Don't miss out! 2 bedroom condo conveniently located in Ile des chenes.. 10 minutes to Winnipeg! The kitchen features plenty of cupboard and coubterspace, incl large island. Large kitchen window. There is a cozy living room, 2 bedrooms, laundry room and 4 piece bath. Beautiful upper level views! Hurry! More detailsListed by Candice Bakx-Friesen of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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82 Prairie Smoke Drive in Winnipeg: Sage Creek Residential for sale (2K) : MLS®# 202515313
82 Prairie Smoke Drive Winnipeg R2X 0E1
$749,900Residential- Status:
- Active
- MLS® Num:
- 202515313
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,800 sq. ft.
SS now! Offers as received. OH Sat & Sun 2-4pm. Welcome to, 82 Prairie Smoke, this gorgeous 1,800 sq. ft. bungalow located in the highly desirable and family-friendly neighborhood of Sage Creek! Built in 2012, this home offers the perfect blend of comfort, style, and functionality. As you enter, you're welcomed by a unique loft-style entrance featuring a massive window that fills the space with natural light—an ideal spot to relax and unwind. The main floor boasts a spacious living area that flows seamlessly into a beautifully designed open-concept kitchen with ample cabinetry, a large island, and a dedicated dining area perfect for hosting family and friends. The huge primary bedroom is a true retreat, complete with a large window, walk-in closet, and a full ensuite bathroom. Two additional well-sized bedrooms, a second full bathroom, and a convenient main-floor laundry room complete the layout. The basement is unfinished, giving you the opportunity to design and customize it to fit your needs and lifestyle. Outside, you’ll find a double attached garage and a beautiful backyard—perfect for summer gatherings or quiet evenings. This is a home that truly has it all! All measurements (+/-) jogs. More detailsListed by Raj Ghataura of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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3 722 Maryland Street in Winnipeg: West End Condominium for sale (5A) : MLS®# 202515724
3 722 Maryland Street Winnipeg R3E 1W2
$79,900Condominium- Status:
- Active
- MLS® Num:
- 202515724
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 625 sq. ft.
Immediate Possession Available! Discover unbeatable value in this bright and spacious 2-bedroom condo ideally located near HSC, the University of Winnipeg, and downtown. Whether you're an investor seeking a great rental opportunity or a first-time buyer looking for a stylish and affordable start, this clean, move-in ready unit checks all the boxes. Well-maintained and waiting for your personal touch, this is your chance to own in a prime central location without breaking the bank. Don’t miss out—offers reviewed as received! More detailsListed by Hugh Chaudhuri of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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296 West Street: Lakeshore Heights Residential for sale (R27) : MLS®# 202515216
296 West Street Lakeshore Heights R0E 0T0
$469,900Residential- Status:
- Active
- MLS® Num:
- 202515216
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,365 sq. ft.
SS now. Open house Sat, June 28, 2-4PM. Offers reviewed after open house. Double-lot property w/ 2 titles w/ well, holding tank, electrical & shed on 2nd lot. Build an additional living space for rental income, or enjoy a parklike yard! CUSTOM-BUILT 3 BD, 1.5 BA YEAR-ROUND home w/ lake views on LG LOT in Lakeshore Heights! VAULTED CEDAR CEILING in living/dining rm & WOOD FIREPLACE make this home a warm & inviting retreat. Wrap-around, durable cedar & stone multi-level decks offer both great views & private nooks. Completely re-done in 2008 with attn to detail & quality w/ custom archways, custom-built cabinets & Italian tile, new windows, & COMPOSITE & STONE SIDING. Paired w/ PERENNIAL GARDENS, this a LOW-MAINTENANCE PARADISE! Large back yard stretches to East St w/ Shed for bikes, & 3 parking spots. New roof, soffits, eaves 2021. New Microwave, D/W 2025. Well water w/ new chem-free filtration, 1600 gallon concrete waste holding tank. Shed to be finished same as house, Cedar Decks Sanded & Stained, NEW Bath Countertop, & NEW Sealed floor prior to possession. Quick walk to the lake, basketball & playgrounds! Book a viewing ASAP, & enjoy lake life year round! Adjacent lot to be sold w/ this home. More detailsListed by Cheryl Beyak of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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4157 89 Highway in Piney: R17 Residential for sale : MLS®# 202515661
4157 89 Highway Piney R0A 1K0
$89,900Residential- Status:
- Active
- MLS® Num:
- 202515661
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 704 sq. ft.
Cute, cozy and under $90,000! 2 bedroom home with spacious living room, eat in kitchen, and flex space. Quiet town, quiet country living! Sold "as is". Hurry while it's still available! More detailsListed by Candice Bakx-Friesen of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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869 Garwood Avenue in Winnipeg: Crescentwood Residential for sale (1B) : MLS®# 202515243
869 Garwood Avenue Winnipeg R3M 1M6
$314,900Residential- Status:
- Active
- MLS® Num:
- 202515243
- Bedrooms:
- 3
- Bathrooms:
- 1
- Floor Area:
- 840 sq. ft.
SS June 20/25. OTP June 26/25 @4:30 pm. OH June 22/25 from 2:30-4:30pm. This beautifully remodelled three-bedroom bungalow brings charm, style, and a whole lot of sunshine! The open-concept layout is a nod to modern living—bright, airy, and designed for real life. The updated kitchen features thoughtfully updated cabinetry, upgraded counters, and great sightlines, all bathed in natural light from an abundance of windows. New flooring throughout and a refreshed bathroom bring a clean, polished feel. The cozy three-season front porch adds a touch of nostalgia with a practical twist. Downstairs, the fully refinished basement offers a third sleep space/office, TV area, separate laundry room, mechanical room with plenty of storage. Outside, enjoy the fully fenced yard, sunny deck and a custom-built garage ('18) that’s ready for your cars, toys or tools. Shingles replaced in 2020 for peace of mind. A smart blend of function, flair, and that “feels like home” energy. 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
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14 Loraine Street in Winnipeg: St Vital Residential for sale (2D) : MLS®# 202515616
14 Loraine Street Winnipeg R3M 0K4
$639,000Residential- Status:
- Active
- MLS® Num:
- 202515616
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 1,536 sq. ft.
Outstanding opportunity to own a newly built, income-generating duplex in a convenient location close to transit, shopping, and amenities. Purpose-built with two self-contained suites, each featuring separate entrances, in-suite laundry, and dedicated utility services. Main Suite (3 Bed, 2.5 Bath):Spanning two levels, this suite includes a open-concept main floor with 9’ ceilings, quartz counters, upgraded cabinetry, ss appliances, LVP flooring, and a 2-piece powder room. The basement level features 3 bedrooms, 2 full bathrooms, including a primary with walk-in closet and ensuite. Central forced-air heating and A/C. Currently rented at $2,100/month plus utilities. Upper Suite (2 Bed, 1 Bath): Private second-floor suite with 8’ ceilings, quartz counters, peninsula kitchen, ss appliances, LVP in main areas, carpeted bedrooms, and a full 4-piece bathroom. Currently rented at $1,700/month plus utilities. Additional Features: ICF foundation, Pressure-treated rear deck, 2 parking stalls (1 per suite). Total rental income: $3,800/month. Whether you're a first-time buyer looking to offset your mortgage or an investor seeking strong cash flow in a new construction property—this is the one to see. More detailsListed by Kelsey Genik of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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553 Perth Avenue in Winnipeg: West Kildonan Residential for sale (4D) : MLS®# 202515678
553 Perth Avenue Winnipeg R2V 0V4
$329,900Residential- Status:
- Active
- MLS® Num:
- 202515678
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,001 sq. ft.
OFFERS JUNE 30,Charming and full of potential, this cute 3 bedroom home sits on a large desirable corner lot and offers everything you need for comfortable living. Featuring a nicely sized kitchen with granite countertops, PVC windows, and a high-efficiency furnace, this home also includes a new hot water tank. The finished basement adds valuable living space with a large rec room and ample storage. Enjoy the fully fenced backyard—perfect for summer gatherings—plus a single detached garage for added convenience. Don’t miss this opportunity to own a well-maintained home with great potential! More detailsListed by Mary Jay Hebert of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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342 Yale Avenue West in Winnipeg: West Transcona Residential for sale (3L) : MLS®# 202513947
342 Yale Avenue West Winnipeg R2C 1V2
$559,900Residential- Status:
- Active
- MLS® Num:
- 202513947
- Bedrooms:
- 5
- Bathrooms:
- 3
- Floor Area:
- 1,748 sq. ft.
SS Thursday June 19th after 12pm //Offers Due Friday June 27th 1:00pm // OH June 21 & 22 1:00pm-3:00pm// Custom designed by Will Richard in 2005, this 1,748 sq ft two-storey in Old Transcona offers a rare blend of thoughtful design and functional living across all three levels. The main floor features an open-concept kitchen, dining, and living area with maple hardwood floors, a bedroom, 2-piece bath, and a screened-in front porch. Patio doors lead to a deck, low-maintenance yard, and double detached garage. Upstairs offers three bright bedrooms, a 4-piece bath, walk-in closet off the primary, and second-floor laundry. The fully finished basement includes a fifth bedroom, full bath, rec room, and ample storage. Next to a park/playground with mature fruit trees in the yard, and close to schools, transit, shops, and amenities. This is a one-of-a-kind home in a highly sought-after neighbourhood. Its spacious layout, custom finishes, and prime location make it a rare find in Old Transcona, ideal for families looking for long-term comfort and room to grow. More detailsListed by Anna Laing of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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107 Shepton Bay in Winnipeg: Westdale Residential for sale (1H) : MLS®# 202515154
107 Shepton Bay Winnipeg R3R 2E7
$499,900Residential- Status:
- Active
- MLS® Num:
- 202515154
- Bedrooms:
- 4
- Bathrooms:
- 2
- Floor Area:
- 1,218 sq. ft.
S/S June 20, offers June 24 @7PM, Open house June 22 1:30-3:00. Welcome home to this lovely Westdale Split 3 Level. As you enter the home, there is a huge foyer area with a large storage closet. To the right is the large vaulted ceiling Living room beautifully beamed with a gorgeous bay window allowing natural light, tasteful flooring and a gas fireplace perfect for entertaining. The upstairs features bright white kitchen with loads of cabinets and counter space for prep. Adjacent is the Dining Room perfectly situated with space for a hutch. There is a large primary bedroom with ensuite, 2 generous sized bedrooms, and a recently remodelled 4 piece bath with new tub, surround, vanity and tiled flooring. The basement has a large rec space with a wet bar, newly renovated 3 piece bathroom with new vanity, shower, tiled flooring, large storage/ workout area, functional laundry/utility room, and an ample sized bedroom. The summer delight backyard features a kidney shaped pool, large deck for your summer bbqs and a 22x20 double garage. new pool heater, high efficient furnace, newer 200 amp electrical panel. Close to shopping, walking trails, schools, parks and more. Don’t miss out on this gem of a home! More detailsListed by Jon 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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170 Cullen Drive in Winnipeg: Westdale Residential for sale (1H) : MLS®# 202515548
170 Cullen Drive Winnipeg R3R 1P6
$379,900Residential- Status:
- Active
- MLS® Num:
- 202515548
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 970 sq. ft.
SS now with offers June 25 on this inviting family home, offering comfort, space & privacy. You’ll love the well planned 970 sqft plus the fully finished basement! From the breakfast bar kitchen w/warm oak cabinets to the timeless parquet floors, plush carpets & open concept living space, you won’t be disappointed. There’s a big dining room across from the cozy living room - perfect for entertaining! Two bedrooms on the main offer flexibility for a growing family or a home office. Check out the large rec room, great for movie nights or play dates & an extra bedroom with a huge walk in closet (window may not meet egress codes). How about the large laundry/utility room w/cedar-lined storage closet & 2 piece bath? High-eff furnace, hot water tank, garage door (all new in 2019), newer shingles, cent/air – just a few of the extras here! Enjoy the huge 3-season sunroom leading to a private, fenced yard with brick patio, single garage & backing on to a tranquil, treed green space, creating the perfect place for morning coffee, evening dinners, or simply enjoying the quiet. With excellent curb appeal, privacy & proximity to all levels of schools, this is a fantastic opportunity to own a wonderful home! 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
Data was last updated June 22, 2025 at 10:35 AM (UTC)
Contact Me
Chris Pennycook
Office 204-989-5000
3 - 1450 Corydon Avenue
Winnipeg, MB
R3N 0J3