Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
Office Listings
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6 341 Westwood Drive in Winnipeg: Westwood Condominium for sale (5G) : MLS®# 202608418
6 341 Westwood Drive Winnipeg R3K 1G4 
$374,900Condominium- Status:
- Active
- MLS® Num:
- 202608418
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,540 sq. ft.
S/S May 6th Offers Reviewed May 12th Welcome home to this beautifully designed 1,540 sq ft townhome, offering the luxury of low-maintenance living nestled in the heart of Westwood. The bright, open-concept main floor is filled with natural light from large south-facing windows and patio doors, creating a warm and inviting atmosphere. The kitchen features quartz countertops, upgraded cabinetry, and stainless steel appliances, all overlooking the dining area and spacious living room. A convenient main floor layout also includes in-suite laundry and a well-appointed powder room. Upstairs, you’ll find two generously sized bedrooms, including a spacious primary suite complete with a walk-in closet and direct access to a large, spa-inspired bathroom. The lower level offers a versatile den—perfect for a home office, gym, or additional living space. Additional highlights include newer windows, an attached insulated and HEATED garage, and a pet-friendly setting. Enjoy the oversized, south-facing patio—an ideal space to relax or entertain all summer long. More detailsListed by Mandy Brown of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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908 3200 Portage Avenue in Winnipeg: Westwood Condominium for sale (5G) : MLS®# 202609347
908 3200 Portage Avenue Winnipeg R3K 0Y7
$184,900Condominium- Status:
- Active
- MLS® Num:
- 202609347
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 695 sq. ft.
Offer as rec'd / OH SAT MAY 9 3:00-4:30pm | Welcome home to Westwood House! This charming 1-bedroom, 1-bathroom condo offers an exceptional opportunity for comfortable, low-maintenance living in an unbeatable location. Situated close to all amenities & convenient bus routes, everything you need is right at your doorstep. Even better—utilities are included, making this an easy and stress-free decision for homeowners or investors. Step inside to find a bright & inviting space feat new laminate flooring (2026) adding a modern touch and AC unit (2026). The functional layout is complemented by a well-appointed & updated kitchen: updated appliances (2013) are included... and there is a truly standout backsplash that adds unique character and style. The unit also features newer PVC tri-pane windows, enhancing energy efficiency & comfort year-round. Enjoy access to free shared laundry for added convenience. One of the highlights of this condo is the oversized balcony, perfect for relaxing or entertaining while taking in stunning sunset views over the city. Whether you're a first-time buyer, downsizer, or investor, this well-maintained unit offers incredible value in a sought-after location. Call your realtor! More detailsListed by Laura Murdoch-McMahon of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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157 Park Place W in Winnipeg: Tuxedo Rental for rent (1E) : MLS®# 202609268
157 Park Place W Winnipeg R3P 2C8
$6,145Rental- Status:
- For Rent
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 2,945 sq. ft.
Immaculate 2945 sq ft custom 2 storey is located in one of Winnipeg's most exclusive areas. Incredible lot offers a tranquil & peaceful setting w/stunning views of the lake. Beautiful & private backyard. Impressive foyer w/soaring ceiling. Bright LR is a great conversation area. Formal DR includes lovely hwds & abundance of windows. The open concept kit & family rm w/gas FP provide you w/a perfect gathering spot for family & friend get-togethers. Lovely white kit features , abundance of cabinetry, breakfast area & access to a fabulous 3 season sunrm w/fantastic view of the lake. Upper level includes an office w/custom cabinets, 4 brs w/master br featuring a lg wicc, 5 pce luxury bath with tub & walk-in shower, gas FP. 4 baths. Fully finished L/L features a recrm, game rm & office. Attached triple 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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21 Sunset Boulevard in Winnipeg: Elm Park Residential for sale (2C) : MLS®# 202605956
21 Sunset Boulevard Winnipeg R2M 0X3
$299,900Residential- Status:
- Active
- MLS® Num:
- 202605956
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 873 sq. ft.
SS May 5. Offers May 12 eve. Sunset Boulevard, baby!! Nestled in the heart of beautiful Elm Park is an adorable 2 bed, 1.5 bath bungalow, located on a generous lot with a concrete front driveway and a single detached garage! This character home is flooded with natural sunlight from updated south and west facing windows. Accentuating the character is the original hardwood floors, trim and baseboards. Charming, crisp kitchen features the original farmhouse sink overlooking the backyard, stainless steel countertops, plenty of freshly painted cabinets, and a pantry. The bedrooms are spacious and opposite to each other w/the 4pc bath separating them. It has original honeycomb tile flooring and a tiled surround. The lower level has a recreation space and a 2 piece bathroom. It houses the laundry room and offers tons of additional storage space. The backyard is fully fenced, perfect for furry friends, gardening or just relaxing. Lots of excellent upgrades including: shingles, windows and exterior doors and electrical. Just a hop, skip + a jump to Dean Finlay Park, Windsor School and Community Centre, the YMCA + Glenlawn Collegiate. Don't miss out seeing this one, lots of opportunity here! 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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12 Roseglen Crescent in Winnipeg: Whyte Ridge Residential for sale (1P) : MLS®# 202601686
12 Roseglen Crescent Winnipeg R3Y 1R4
$547,500Residential- Status:
- Active
- MLS® Num:
- 202601686
- Bedrooms:
- 5
- Bathrooms:
- 3
- Floor Area:
- 1,371 sq. ft.
SS May 5. Offers evening May 12. Open House Sat 2–4PM. Welcome to 12 Roseglen Crescent. Upgrades include: shingles (2023), hot water tank, furnace & A/C (2024), and flooring. This 1371sqft bungalow-style home built by Qualico Homes 1998 is located in the ever so desirable neighbourhood of Whyte Ridge. This home has been well cared for and loved by its original owners since. The main floor features a dining room and eat-in kitchen with a skylight, kitchen island, stainless steel appliances, and pantry, that opens up into the great room with vaulted ceilings and a gas fireplace. Large windows bring in plenty of natural light, creating a warm and inviting atmosphere throughout the main living space. Enjoy a south-facing backyard with a deck, perfect for summer entertaining or relaxing evenings. The main floor includes a primary bedroom with ensuite, plus two additional bedrooms and a full bath. The finished basement offers a large rec room, two additional bedrooms, a full bath, laundry, sump pump, and ample storage space. This home has lots of great space, functionality, and is in a fantastic location. Come see it for yourself and book your showing today! 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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147 Lindmere Drive in Winnipeg: Linden Woods Residential for sale (1M) : MLS®# 202608748
147 Lindmere Drive Winnipeg R3P 2R5
$699,900Residential- Status:
- Active
- MLS® Num:
- 202608748
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 2,056 sq. ft.
S/S May 5th OH SAT May 9th 2-4 Welcome to 147 Lindmere in the heart of sought-after Linden Woods—an impeccably maintained two-storey home proudly owned by its original family. Offering over 2,000 sq ft of thoughtfully designed living space, this home is ideal for growing families seeking comfort and functionality. The main floor features a bright living/dining room a spacious eat-in kitchen complete with granite countertops, tiled backsplash, pantry, and abundant cabinetry, seamlessly opening to a warm and inviting family room with a tiled gas fireplace and custom built-in feature wall. Upstairs, the generous primary suite includes a walk-in closet and a 4-piece ensuite, while two additional bedrooms and a versatile landing provide the perfect space for a home office or study area. The fully finished basement expands your living space with a large rec room and the potential for a fourth bedroom. Step outside to enjoy the covered deck, perfect for sumer entertaining, overlooking a fenced yard with a hot tub and storage shed & dbl attched garage. Updates inlcude, HE 23, HWT 24, Roof 18, A true testament to pride of ownership—this is a home your family can grow into for years to come. More detailsListed by Jason Guralnick of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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176 Landover Drive in Winnipeg: Bridgwater Trails Residential for sale (1R) : MLS®# 202608867
176 Landover Drive Winnipeg R3Y 0X6
$519,900Residential- Status:
- Active
- MLS® Num:
- 202608867
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,502 sq. ft.
SS May 4th. Offers 6 pm Thursday, May 14th. Welcome to Bridgwater Trails! This beautiful 1,502 sq ft two-storey backs onto the lake and offers stunning views from multiple levels. The bright open-concept main floor features durable laminate flooring, a spacious great room with pot lights and electric fireplace, and a stylish kitchen with white cabinetry, large island, pantry, and stainless steel appliances. The adjoining dining area offers plenty of space for family meals and opens through oversized patio doors to the upper deck. Upstairs you’ll find 3 bedrooms plus convenient second-floor laundry. The spacious primary bedroom fits a king-size bed and includes a walk-in closet, full ensuite bath, and exceptional lake views. The walk-out basement is unfinished and ready for your future plans, whether it’s extra living space, a gym, or rec room. Outside, enjoy the beautifully landscaped backyard with large garden beds, upper deck with privacy screen, and covered patio below. A fantastic opportunity to own a move-in ready home in one of Winnipeg’s most sought-after neighbourhoods! More detailsListed by Amanda Kozakevich of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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73 Antrim Road in Winnipeg: Valley Gardens Residential for sale (3E) : MLS®# 202609135
73 Antrim Road Winnipeg R2K 3H8
$399,000Residential- Status:
- Active
- MLS® Num:
- 202609135
- Bedrooms:
- 4
- Bathrooms:
- 2
- Floor Area:
- 820 sq. ft.
SS now, OTP May 11th evening. Open house Sunday 1–3 pm. This meticulously cared for and upgraded 4-bedroom, 2-bathroom bi-level features a newer single detached garage, just steps from schools, parks, and public transportation. Step inside to LVP flooring throughout the open-concept main floor living area, with large windows that fill the space with natural light. The remodeled kitchen boasts quartz counters, soft-close cabinets, tile backsplash, pot lights, and all newer appliances. Two spacious main-floor bedrooms accompany an updated 3-piece bathroom with tile flooring and backsplash. The fully finished basement offers a large rec room with a wet bar, two additional bedrooms, and a remodeled 3-piece bathroom with a large vanity. Steps outside from patio doors you will find nicely landscaped yard with large deck with gazebo and patio stones to host big parties in the yard Upgrades include all windows (2023), shingles (2023), driveway and garage (2024), LVP flooring throughout (2024), exterior paint (2022), kitchen (2025), AC (2023), bathrooms (2024), HWT (2023), washer and dryer (2025), and deck and landscaping (2025). A true turnkey home with no back lane, on a quiet street. Shows A+. More detailsListed by Eyob Abebe of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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10 Masterton Crescent in Winnipeg: Maples Residential for sale (4H) : MLS®# 202609018
10 Masterton Crescent Winnipeg R2P 0M9
$419,900Residential- Status:
- Active
- MLS® Num:
- 202609018
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 846 sq. ft.
SS May 4, Offers considered on Mon, May 11 ***With over 30 years of ownership. this home has proven it's worth! A classic bi-level layout, upstairs provides 2 bedrooms, 4-piece bath along with a large family room & eat-in kitchen with patio doors leading to a raised deck where the current owners claim to live during the summer months! The lower level of this home offers the beauty of oversized egress windows, a nostalgic rec area with a dry bar, additional bedroom with its own 3-piece bathroom and a practical laundry room with plenty of storage throughout! With newer shingles ('25), furnace ('21), HWT ('17) & main-level flooring, this home is ready to fit for new owners to be proud of! Located in the desirable Maples neighborhood, you're walking distance to bus routes, restaurants, shopping and many other amenities all while living on a quiet crescent. Welcome Home! More detailsListed by Audrey Schumann and Erin Tyler of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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439 Belmont Avenue in Winnipeg: West Kildonan Residential for sale (4D) : MLS®# 202609318
439 Belmont Avenue Winnipeg R2V 0Z1
$389,900Residential- Status:
- Active
- MLS® Num:
- 202609318
- Bedrooms:
- 4
- Bathrooms:
- 2
- Floor Area:
- 1,060 sq. ft.
Showing Schedule is Wed (May 6th) & Thurs (May 7th) between 1:00 - 4:00 PM and Friday (May 8th) between 3:00 - 7:00 PM with Offers being considered Saturday May 9th. Solid 1,060 sq ft bungalow in West Kildonan offering great value and functionality. This home features 3 bedrooms, 2 full bathrooms, spacious Living room with picture window, dine-in Kitchen with updated cabinets, some newer flooring in the main living areas, and two full bathrooms. Major mechanical updates have been taken care of with a high-efficiency furnace, shingles, central A/C, and hot water tank all replaced within the last 5 years. The finished basement adds excellent living space with a rec room and dry bar, den, bedroom, and second full bath. 100 amp electrical, PVC windows, low-maintenance exterior, landscaped deck, and fenced backyard. Single detached garage with additional carport. Conveniently located close to West Kildonan Community Centre, schools, Garden City Shopping Centre, Kildonan Park, and more. Don't miss out! More detailsListed by Tyson Sonnichsen of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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45 Paradise Drive in Winnipeg: Charleswood Residential for sale (1F) : MLS®# 202609096
45 Paradise Drive Winnipeg R3R 1K9
$839,900Residential- Status:
- Active
- MLS® Num:
- 202609096
- Bedrooms:
- 5
- Bathrooms:
- 5
- Floor Area:
- 2,956 sq. ft.
SS now! Offer after OH. OH Sat 1-3pm. Welcome to an exceptional opportunity to own this well loved and fantastic multi-generational home in one of the most desirable neighborhoods in the city. Offering nearly 3,000 sq. ft. of living space, this spacious, warm and inviting home is ready for new family memories and it delivers the perfect blend of comfort, privacy and flexibility for the whole family and more. Featuring a rare in-law suite with its own private entrance, kitchen, living room, bathroom and laundry—ideal for extended family, guests, or multi-generational living. With 5 bedrooms and 5 bathrooms, there’s room for everyone to live comfortably and privately. Step inside to find a welcoming flow that includes a spacious foyer, formal dining room, a bright living room anchored by a double-faced wood-burning fireplace, and a cozy atmosphere perfect for both everyday living and memorable gatherings. The three-season sunroom extends your living space and provides the ideal spot to relax, unwind, and enjoy the changing seasons. Step outside and fall in love with the spacious, beautifully landscaped backyard surrounded by mature trees and a tailored garden! Don’t miss your chance to make it yours. More detailsListed by Carolina Facioli of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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34 High Meadow Drive in East St Paul: Pritchard Farm Residential for sale (3P) : MLS®# 202609033
34 High Meadow Drive East St Paul R2E 0J4
$1,200,000Residential- Status:
- Active
- MLS® Num:
- 202609033
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 2,202 sq. ft.
S/S May 4/26, Offers May 11/26. Welcome to this exceptional executive bungalow at 34 High Meadow Drive, offering over 2,200 sq.ft. on the main floor and nearly 4,400 sq.ft. of total living space, with 4 bedrooms and 3.5 bathrooms. You’re greeted by a grand front entrance with a 10ft tray ceiling that opens into the stunning great room, where a double-sided gas fireplace connects to the dining area. The large kitchen is designed for hosting, featuring plenty of counter space and storage, premium appliances including a double oven, gas cooktop, and a huge walk-in pantry. High-end finishes include oak hardwood floors, custom maple cabinetry, maple interior doors, and granite throughout.The main floor offers two guest bedrooms, an oversized laundry room, and a private primary suite with a tiled rainfall shower and walk-in closet. The fully finished lower level with structural wood floor includes a gym, dedicated media room, wet bar, game room, additional bedroom, and full bath. Complete with 3 gas fireplaces, an insulated and drywalled triple car garage, composite deck, 200 sq.ft. sunroom, 200A panel, and Rheem Marathon lifetime HWT. Don’t miss this rare opportunity to own this beautiful bungalow! More detailsListed by Kale Parisian 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 5, 2026 at 04:35 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