Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
Office Listings
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253 Whytewold Road in Winnipeg: Silver Heights Residential for sale (5F) : MLS®# 202627028
253 Whytewold Road Winnipeg R3J 2W3 
$259,900Residential- Status:
- Active
- MLS® Num:
- 202627028
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 731 sq. ft.
SS Nov 12 Offers Nov 18. Charming 2 bedroom bng situated on an incredible 50'x 214' treed and fully fenced lot in desirable Silver Heights! Offering many opportunities, live in and make it your home, hold as an investment property or build your dream home! Generous front porch offers tons of storage for coats and boots as wall as main floor laundry. Spacious kitchen w/pass thru to the beautiful gazebo. Updated 4pc bath. The outdoor space is truly exceptional, featuring multiple decks, gazebo, pergola, fire pit and swing set, surrounded by an established garden filled w/beautiful perennials including cherry blossoms, lilies, tulips, poppies, peonies, clematis, climbing yellow roses, Virginia creeper, MB pollinator plants and raspberry bushes. A gardener's dream and the perfect setting for entertaining or relaxing! Completing the package is a DT1 w/attached insulated and heated workshop. Updates: dishwasher |26, HEF + HWT |25, fridge + stove and attic insulation |24, south and east fencing, gazebo, pergola, decking, eaves + downspouts. Fantastic location close to amenities, shopping, parks and everyday conveniences. A wonderful opportunity to enjoy comfortable living w/an extraordinary outdoor space! 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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27 Roehampton Place in Winnipeg: River Park South Residential for sale (2F) : MLS®# 202627399
27 Roehampton Place Winnipeg R2N 4N6
$679,900Residential- Status:
- Active
- MLS® Num:
- 202627399
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 1,879 sq. ft.
S/S Thurs. Nov. 12, offers Tues. Nov. 17 at noon. Lovely cabover tucked away on a quiet cul-de-sac in River Park South! Built in 2005, this family-friendly home features vaulted ceilings, natural light & fresh interior paint. The sunken foyer offers soaring ceilings & ample storage, with main-floor laundry & access to the double attached garage. The spacious dining room showcases rich toned hardwoods, vaulted ceilings & a large window overlooking the cul-de-sac. The kitchen features updated cabinetry, granite counters, newer tile backsplash, walk-in pantry & centre island w/double undermount sink. The casual eating area opens to a tiered deck & backyard. The living room offers the same rich hardwoods, ceiling speakers, a double-sided gas fireplace w/built-in display plus an added wall of built-in cabinetry. Two bedrooms & an updated 4-piece bath complete the main level. The updated lower level features a large rec/games area with dry bar, bedroom with walk-in closet, private office with double-door entry, updated 3-piece bath & second laundry. Enjoy the private, low-maintenance yard w/deck, patio, rock landscaping & two storage sheds. Lovely landscaping adds curb appeal! A/T2, C/AIR, HEF. sump pump. 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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476 South Drive in Winnipeg: Wildwood Residential for sale (1J) : MLS®# 202627608
476 South Drive Winnipeg R3T 0B1
$1,599,000Residential- Status:
- Active
- MLS® Num:
- 202627608
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 2,498 sq. ft.
S/S Thurs. Nov. 12, offers Tues. Nov. 17. Riverfront living in sought-after Wildwood! Set on a treed 23,000+ sq. ft. property, this bright solid bungalow offers amazing Red River views, a south-facing backyard & direct river access. Surrounded by greenspace & mature trees, the neighbourhood setting feels private & almost country-like, yet you're still in the city. Set back from the street, the home has an o/s DT/2. The spacious foyer opens to river views and a large living room with wood-burning fireplace and garden doors to the deck. The dining room has a bright bow window, while the eat-in kitchen offers granite counters, breakfast bar island & patio doors to the patio. A sunken family room with a second wood-burning fireplace adds extra living space. Three main-floor bedrooms include a primary w/3-piece ensuite & closet organizers, plus a 5-piece family bath. Well maintained hardwoods in LR, DR & brs. The finished basement features a huge rec/games room w/dry bar and space for a pool or games table. 4th bedroom/office, 3-piece bath, laundry & ample storage. HEF, 200 amp panel. Enjoy the deck w/gazebo & hot tub, patio, fenced backyard & riverfront setting. A rare opportunity in Wildwood! 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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416 Bower Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202627579
416 Bower Boulevard Winnipeg R3P 0L5
$1,390,000Residential- Status:
- Active
- MLS® Num:
- 202627579
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 2,934 sq. ft.
Showings start Nov 14, offers Nov 19th. An exceptional offering on one of Mid Tuxedo’s most desirable streets! This beautifully maintained 2934 SF home showcases gorgeous curb appeal w/ timeless mid-century modern character. The welcoming foyer features a striking authentic mid-century modern staircase & slate flooring. Refinished hardwood floors throughout. Spacious living room offers a gas fireplace & garden doors overlooking the yard. The inviting eat-in kitchen features quality appliances & stone counters, a separate formal dining room. Main floor laundry, 2pc bath & a screened sunroom provide added convenience, the perfect setting for bug-free summer evenings. The 2nd floor offers 5 generous bedrooms. An elegant primary suite w/ walk-in closet & spacious ensuite with soaker tub & separate shower. The finished lower level includes a rec room w/ fireplace, wet bar & 3 pc bath. Additional features include 2 furnaces, 2 AC's, 2 HWT's & steel I-beam construction. The exceptional backyard is a private retreat w/ a kidney-shaped inground pool, change house & newer pump & filter. Lovingly cared for by the same owners for over 40 years, this is a rare opportunity to own a truly special home More detailsListed by Lainey Danzker and Nessa Werier of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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623 Brock Street in Winnipeg: River Heights Residential for sale (1D) : MLS®# 202627200
623 Brock Street Winnipeg R3N 0Z3
$439,900Residential- Status:
- Active
- MLS® Num:
- 202627200
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,119 sq. ft.
Showings start Nov 13, offers Nov 18. Fantastic location! Welcome to this 3-bedroom, 2-bathroom home offering 1,100+ sq. ft. of living space and a wonderful opportunity to make it your own. Ideally located close to parks, schools, shopping, and all amenities. The main floor features bright, large windows, a cheery, well laid-out eat-in kitchen, comfortable living room, & three bedrooms. The full basement provides plenty of additional space and great potential. Enjoy the convenience of two full bathrooms, a fully fenced yard, and a double garage. This home is walking distance to Brock Corydon, William Osler, Grant Park & River Heights schools. The playground, skating rink & community club are virtually outside your front door. Whether you're a first-time buyer, empty nester, investor, or someone looking for a home with room to personalize, this is an excellent opportunity in a stellar location! More detailsListed by Lainey Danzker and Nessa Werier of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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1937 Alexander Avenue in Winnipeg: Brooklands Residential for sale (5D) : MLS®# 202627529
1937 Alexander Avenue Winnipeg R2R 0G8
$164,900Residential- Status:
- Active
- MLS® Num:
- 202627529
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 1,012 sq. ft.
Welcome to a fantastic and upgraded starter home in Brooklands! A great opportunity to get into a solid, renovated home at an affordable price! This 1 1/2 storey home is located midblock on a quiet street. The main floor welcomes you into a bright Sunroom, leading to a spacious living room with warm carpeting, opening onto a large Dining Room. The updated kitchen comes complete with plenty of cabinet space and appliances. This level also has a renovated 4 piece bathroom with tub surround, Good sized second Bedroom, and Laundry area with washer & dryer included. The upper level features a generous sized loft style Primary bedroom with an open concept closet. Upgrades include: Electrical service update to 200 amp, newer flooring, paint, & lighting throughout. Fully fenced backyard complete with deck, storage shed, and parking for 2 vehicles. Great location, within walking distance to Red River College campus, park, playground, Brooklands School, and public transit. A perfect turnkey starter home, or ideal investment property to add to your portfolio. Book your appointment to see this home today! More detailsListed by Dave Kramer of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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310 155 Sherbrook Street in Winnipeg: West Broadway Condominium for sale (5A) : MLS®# 202627575
310 155 Sherbrook Street Winnipeg R3C 2B5
$190,000Condominium- Status:
- Active
- MLS® Num:
- 202627575
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 726 sq. ft.
Bright, modern, and move-in ready: your new home awaits at The Element, 310-155 Sherbrook Street. This 2013-built two-bedroom, one-bathroom condo sits in the heart of West Broadway, one of Winnipeg’s most walkable and vibrant neighbourhoods. Inside, an open-concept layout fills with natural light, and the spacious kitchen shines with granite countertops and stainless steel appliances. You’ll also love the large closets, in-suite laundry, and an east-facing balcony made for slow mornings with coffee. Solid concrete construction means quiet, durable living, and the building offers secure key-fob entry and elevator access. Your covered, gated parking stall and large storage locker are included. Outside your door, Sherbrook Street’s cafés, patios, and local shops are steps away, with transit, the University of Winnipeg, Misericordia Health Centre, and downtown close by. And the numbers make sense too: with just 5% down, mortgage plus condo fees come to approximately $1,563/month, often less than renting a comparable space. Stop paying someone else’s mortgage and start building your own equity. Come see it today! More detailsListed by Shae Kusyk of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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27 Dunham Street in Winnipeg: Mandalay West Residential for sale (4H) : MLS®# 202627309
27 Dunham Street Winnipeg R2P 2G1
$449,900Residential- Status:
- Active
- MLS® Num:
- 202627309
- Bedrooms:
- 3
- Bathrooms:
- 3
Showings start now, offers November 17 in evening. OH November 15 2-4PM. Welcome to this inviting and well-maintained home offering over 1,300 sq. ft. of living space, thoughtfully cared for by its long-time owners. Featuring 3 bedrooms upstairs, 3 full bathrooms, and 2 additional den/office spaces in the basement, this home offers plenty of room for comfortable living, working, and entertaining. Recent updates include a new roof (August 2026), soffits, fascia, and eavestrough (August 2026) along with newly redone floors in the living room, dining room, and upstairs bedrooms (October 2026). Additional features include a garage door opener (October 2026) a newer 75 gallon hot water tank (approx 2-3 years old), working air conditioning, and a 2-year-old dishwasher that has never been used. Step outside through the kitchen's patio doors to enjoy the nice-sized backyard and inviting two-tiered deck, perfect for relaxing, summer barbecues, or entertaining family and friends. Two storage sheds are also included for added convenience. Call your agent to book your viewing today! More detailsListed by Vanna Gil of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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937 96 Quail Ridge Road in Winnipeg: Crestview Condominium for sale (5H) : MLS®# 202627261
937 96 Quail Ridge Road Winnipeg R2Y 2E9
$183,500Condominium- Status:
- Active
- MLS® Num:
- 202627261
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 845 sq. ft.
Open House Sunday, Nov 15th 12-1:30pm. Welcome home to West Country Village! This spacious 845 sq ft unit offers in in-ground outdoor POOL, TENNIS COURTS, GYM, DRY SAUNA, BILLIARDS TABLE, LOUNGE, FULL KITCHEN. Open kitchen/living room/dining area, main 4 piece bath, spacious spare bedroom and a HUGE primary bedroom with 2 pc ENSUITE plus ENSUITE WASHER AND DRYER and loads of closet space. This gorgeous suite has had a facelift including updated toilet and vanity, fresh paint throughout, some updated lighting and more! Condo fees include water and parking space. Visitor parking and PET FRIENDLY complex! Dishwasher, fridge and stove washer & dryer all included. HIGH RESERVE FUND! Great complex! Call today! More detailsListed by Tyson Sonnichsen and Ryan Fletcher of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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8 Grey Crescent in Pinawa: R18 Residential for sale : MLS®# 202627387
8 Grey Crescent Pinawa R0E 1L0
$369,000Residential- Status:
- Active
- MLS® Num:
- 202627387
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,260 sq. ft.
IMMACULATELY MAINTAINED & BEAUTIFULLY UPDATED — A PINAWA GEM! Pride of ownership shines throughout this warm & inviting 1,260 SF, 3 bdrm, 2 bath home! Beautifully appointed & absolutely pristine, with a fantastic floor plan, wonderful flow & natural light throughout. The stunning renovated kitchen features gorgeous cabinetry, Maytag appliances & a welcoming eat-in area overlooking the picturesque backyard. Spacious living room with beautiful hrdwd floors. Upstairs offers 3 comfortable bdrms, including a generous primary, plus a full bath. Custom closet doors & organizers add thoughtful storage. The fully finished basement offers even more living space with a cozy rec room, spacious laundry room with sink & cabinetry, plus an abundance of storage! Step outside to your own private backyard oasis Beautifully landscaped with lush gardens, mature trees, stone patio & a fantastic 10x16 barn-style shed with loft. A peaceful, private setting perfect for entertaining or simply unwinding. The oversized 19x34 attached garage is a rare bonus, offering workshop space, extensive storage & backyard access. Triple-pane windows, central A/C & more! Meticulously cared for, inside & out. SIMPLY MOVE IN & ENJOY! More detailsListed by Shaun Thompson of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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1213 65 Fiorentino Street in Winnipeg: Starlite Village Condominium for sale (3K) : MLS®# 202627227
1213 65 Fiorentino Street Winnipeg R3W 1R3
$199,900Condominium- Status:
- Active
- MLS® Num:
- 202627227
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 535 sq. ft.
Offers presented in evening they are received. This funky and cozy 1-bedroom suite faces south for you to enjoy fresh air on your balcony or just to enjoy the sunshine throughout the day. Perfect for a first time buyer to begin building equity or for a downsizer wanting a place to simplify life, or perhaps its time to build your real estate empire with a rental unit. This suite is an Open concept with barn doors to the bedroom to create privacy when you desire, but can feel like an oversize batchelor suite or studio when opened. It features an in-suite laundry with included stacked washer and dryer and also has an in-suite furnace and central air to control your environment. Great kitchen set up with breakfast bar offering plenty of counter space and ample cupboards for storage. The stainless steel kitchen appliances with over the range microwave also add a modern touch. Close to shopping with Costco, No Frills & Kildonan Place near by, as well as Transcona Trail, and its right near a main bus route, and a dog park which is perfect as the condo community is pet friendly and even features a main floor pet wash for Fido or Fluffy. More detailsListed by Mike Buenaventura of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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1319 Downing Street in Winnipeg: Sargent Park Residential for sale (5C) : MLS®# 202627121
1319 Downing Street Winnipeg R3E 2R8
$269,999Residential- Status:
- Active
- MLS® Num:
- 202627121
- Bedrooms:
- 3
- Bathrooms:
- 1
- Floor Area:
- 686 sq. ft.
SS Nov 4. Offers presented Nov 12 @ 4 pm. Why Rent When You Can Own? This character home has been lovingly maintained by the same owners for 40 years. Situated on a quiet block, this clean and bright property features a freshly painted main level, original hardwood floors and classic arched doorways. Enjoy the many updates that are already completed, including central A/C (2021), shingles (2020), hot water tank (2018), siding and insulation (2010), plus updated windows, bathroom and 200 amp electric panel. Spend your summers relaxing or entertaining in the fully fenced backyard with a patio. Keep your vehicle and outdoor equipment protected from winter in the oversized garage, plus enjoy an additional parking space inside the fence. Whether you are a first-time homebuyer looking to enter the real estate market or an investor, this home is an exceptional opportunity. Book an appointment today! More detailsListed by Erica Oelke of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
Data was last updated November 10, 2026 at 12:35 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