Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
Office Listings
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176 Oxford Street in Winnipeg: River Heights Residential for sale (1C) : MLS®# 202521317
176 Oxford Street Winnipeg R3M 3J6 
$769,900Residential- Status:
- Active
- MLS® Num:
- 202521317
- Bedrooms:
- 5
- Bathrooms:
- 3
- Floor Area:
- 2,068 sq. ft.
SS Now // Offers reviewed Tuesday Sept 2nd Evening. Welcome to 176 Oxford, a stunning 5 bedroom, 3 bathroom home in the heart of River Heights. From the moment you step inside, you’re greeted by timeless archways, gleaming hardwood floors, and natural light that fills the grand living room and sunroom. The formal dining room showcases a striking mirrored feature wall and chandelier, while the updated kitchen boasts granite counters, custom cabinetry, and classic tiled vinyl flooring. Upstairs, heated bathroom floors provide added comfort, while the mezzanine-level den, currently used as a family room, offers the flexibility to be converted into a fifth bedroom. The fully finished basement offers a games/studio space, while outdoors a sprawling 60x120 lot features a gazebo, double attached garage, and long driveway. Some Upgrades include windows (2022), HWT (2017), 200-amp panel, garage door (2024) and many more. Close to schools, bus routes, and every convenience, this home has been beautifully maintained and cared for — a true River Heights gem ready to welcome its next family. Book your private showing today! More detailsListed by Justin Miranda of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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1000 Redwood Avenue in Winnipeg: Burrows Central Residential for sale (4B) : MLS®# 202521319
1000 Redwood Avenue Winnipeg R2X 0X8
$139,999Residential- Status:
- Active
- MLS® Num:
- 202521319
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 740 sq. ft.
Showings start August 26th, Offers September 3rd afternoon. Solid 1 1/2 storey home on a wide lot in Burrows Central! Located a few blocks east of McPhillips Street, this is a great opportunity to update and upgrade the current home or potential development opportunity to build newon wide lot. Buyers to do their own due diligence. The home offers a front 3 season porch, Living and Dining Rooms, Eat-in Kitchen and large Bedroom, 4 piece Bathroom. Could easily be converted back to 2 bedrooms. A staircase leads to an attic space that could potentially be developed (not included in square footage). Full unfinished basement, fully fenced yard with loads of space. Single car garage at the back. A great affordable price to get started on your next project! Property being sold in as is conditon. Call your Realtor today to book your showing. 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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121 Church Street in Emerson: R17 Residential for sale : MLS®# 202521290
121 Church Street Emerson R0A 0L0
$74,900Residential- Status:
- Active
- MLS® Num:
- 202521290
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 610 sq. ft.
Showings Start August 27th!!! Offers anytime. Looking for an affordable starter home or investment property then look no further! This 1 bedroom with Den bungalow sits on a massive multi lot parcel over 21000 sq ft. The 600 plus sq ft home comes with appliances and ready for your redo! The rear porch/mudroom leads to the kitchen with included hutch & buffet. The four piece bathroom doubles as convenient main floor laundry. The primary bedroom off the living area with closet and updated window. From the front door the den/ office area could double as additional sleeping/guest room. The garage with overhead door provides lots of storage space for lawnmower, Golf cart & more. The quiet location is walking distance to all the town amenities including golf course, school, playground, shopping and other conveniences. If you are still renting then this is a terrific opportunity to fire your landlord and begin building some equity for yourself. Property is sold "As Is" so book your viewing today! More detailsListed by Cheryl Demarcke and Jessica Hancock 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 Essex Avenue in Winnipeg: St Vital Residential for sale (2D) : MLS®# 202521202
31 Essex Avenue Winnipeg R2M 0E9
$199,900Residential- Status:
- Active
- MLS® Num:
- 202521202
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 774 sq. ft.
Showings start Sunday Aug 24th, with Offers presented Thursday August 29th. Welcome to 31 Essex Ave – Affordable & Full of potential for the right buyer. This 774 sq ft home sits on a wide 40 ft lot and offers 2 bedrooms, 2 full bathrooms, and key upgrades including a high-efficiency furnace, newer hot water tank, and updated shingles. Fully fenced yard with good single detached garage. This cute home listed under $200K is the best opportunity to get into the Winnipeg housing market—don’t miss it! 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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1523 Charleswood Road in Winnipeg: Charleswood Residential for sale (1H) : MLS®# 202519994
1523 Charleswood Road Winnipeg R3S 1C2
$1,090,000Residential- Status:
- Pending
- MLS® Num:
- 202519994
- Bedrooms:
- 3
- Bathrooms:
- 4
- Floor Area:
- 1,783 sq. ft.
S/S now, OTP as received. Welcome to 1523 Charleswood Road. This is lifestyle, luxury, and land – all in one. An ultra-rare opportunity to own a stunning custom bungalow on 4 beautifully maintained acres. Never before offered to the public, this showstopper delivers over 1700 sq ft of luxe living space with an entertainer’s dream layout that pulls out all the stops. Step inside and feel the grandeur of this 4 bed, 3.5 bath masterpiece. The fully finished basement adds even more space to stretch out, relax, or host in style. You’ll love the double attached garage + the 2 oversized outbuildings – plenty of room to lock up your gear and still have space to spare. The covered deck and 4-season sunroom are perfect for soaking in the views of your private backyard oasis – 2 acres are fully fenced, so the kids and pets can roam safely. Whether it's morning coffee or a sunset hang, this outdoor setup is next level. Just 15 min from all the shopping, dining, & amenities the South West end of the city has to offer. That means you get the peace and privacy of country living without sacrificing city convenience. Could this be where your family creates memories to last a lifetime? 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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402 55 Nassau Street North in Winnipeg: Osborne Village Condominium for sale (1B) : MLS®# 202520632
402 55 Nassau Street North Winnipeg R3L 2G8
$259,900Condominium- Status:
- Active
- MLS® Num:
- 202520632
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 1,030 sq. ft.
Showings start now, offers reviewed as received. 55 Nassau – a sleek and iconic high-rise landmark of Winnipeg’s Osborne Village. This 1030sqft, 2 bedroom corner unit condo offers refined urban living with sweeping views from your private balcony. The stylish open-concept layout provides tons of natural light through the spacious living/dining room, and updated kitchen with breakfast bar. 2 bedrooms, spacious enough to accommodate a King-size bedroom suite. Designed with convenience and lifestyle in mind, this pet-friendly residence offers resort-style amenities including a heated indoor pool, fully equipped fitness centre, sauna, solarium, expansive sundeck with outdoor kitchen, resident workshop, secure bicycle storage, and 24/7 on-site security. Perfectly situated just steps from Osborne Village, Corydon Avenue, and Downtown, 55 Nassau places you in the heart of the city’s cultural, culinary, and professional hubs—making work-life balance effortless. With comprehensive condo fees covering heat, air conditioning, electricity, water, 1 indoor parking stall, high-speed internet, cable TV, and more - your monthly costs will be predictable so you can budget for the fun things in life. More detailsListed by Erin Tyler and Audrey Schumann of Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
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111 David Avenue in Alexander RM: Auglen Park Residential for sale (R28) : MLS®# 202521253
111 David Avenue Alexander RM R0E 1A0
$310,000Residential- Status:
- Active
- MLS® Num:
- 202521253
- Bedrooms:
- 4
- Bathrooms:
- 1
- Floor Area:
- 768 sq. ft.
Offers Rec’d | Summer Escape Starts Here! Welcome to this charming 4-season, 3-bedroom, 1-bath bungalow—your perfect summer retreat! Nestled on a beautifully landscaped, private lot with granite outcroppings and mature trees, this cottage has a lot to offer. Inside, the open-concept layout is bright and welcoming, featuring vaulted pine ceilings, floor-to-ceiling windows, and a wood-burning fireplace that brings that authentic cottage charm. It also features a cozy 12’ x 8’ bunk house thats fully insulated with a/c & heat to host more guests. Enjoy the outdoors from the spacious 18’ x 10’ screened-in porch, bbq, and hot tub. Just minutes from picnic area, boat launch, and your own private dock, this getaway is ideal for lakeside living. Recent upgrades include fresh interior/exterior paint, a stylish new bathroom vanity with barn door, built-in microwave, hot water tank (2020), and baseboard heating (2022). The kids will love the outdoor play structure and zip line, while you unwind on the sunny front deck or gather around the fire pit. Highly rated on AIRBNB this would also make the perfect investment property. Make this your summer spot today! More detailsListed by Mike Villanueva 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®# 202521197
3 722 Maryland Street Winnipeg R3E 1W2
$79,900Condominium- Status:
- Active
- MLS® Num:
- 202521197
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 625 sq. ft.
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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21 Ferry Road in Cartier Rm: RM of Cartier Residential for sale (R10) : MLS®# 202521122
21 Ferry Road Cartier Rm R4K 1B2
$169,900Residential- Status:
- Active
- MLS® Num:
- 202521122
8 Minutes from the Perimeter. Choose your own Builder. No Build Time restrictions. 2 Acre site. 232' frontage allows for plenty of space to determine where you would like to have the installation of an approach for a front drive. Property has a mature shelter belt. No Flooding issues. School bus pickup. Privatized garbage pick up for annual fee. West facing back yard. This is a very nice getaway from the city. 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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1603 160 Tuxedo Avenue in Winnipeg: Tuxedo Condominium for sale (1E) : MLS®# 202521037
1603 160 Tuxedo Avenue Winnipeg R3P 1B2
$1,100,000Condominium- Status:
- Active
- MLS® Num:
- 202521037
- Bedrooms:
- 2
- Bathrooms:
- 3
- Floor Area:
- 2,562 sq. ft.
This listing will be Withdrawn on Monday 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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24 1800 Wellington Crescent in Winnipeg: Tuxedo Condominium for sale (1E) : MLS®# 202521132
24 1800 Wellington Crescent Winnipeg R3P 2E5
$849,900Condominium- Status:
- Active
- MLS® Num:
- 202521132
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 2,128 sq. ft.
Showings start Aug 25, Offers Aug 28 after 5:00pm. Rarely does a condo in Old Tuxedo like this come up for sale. Bungalow-style, with almost 2200 ft.², plus a large basement, the size & location are unsurpassed. Nestled in the quiet tree- lined neighborhood, it is walking distance to The Park, the path along the river, shopping, restaurants & Rady Centre. This is a one-owner condo & it is now available for a new owner to make it their own. The layout features a spacious living room & dining room, large eat-in kitchen, den area (currently open to the living room) with fireplace & built-in storage. Natural light abounds from the many expansive windows. The elegant primary suite features a bay window, wall of closets & large walk-in closet, remodelled ensuite bath w/2 sinks, bidet & accessible walk-in shower. The large second bedroom is currently set up as an office & has a double closet. Another full bath is adjacent. If you need even more space, the basement awaits your development. Beautiful grounds with private patio for enjoying the outdoors & barbecuing - it's like living in a garden. Attached double garage, generous storage & pet friendly too. This is a highly sought after opportunity. 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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5 722 Maryland Street in Winnipeg: West End Condominium for sale (5A) : MLS®# 202521196
5 722 Maryland Street Winnipeg R3E 1W2
$69,900Condominium- Status:
- Active
- MLS® Num:
- 202521196
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 510 sq. ft.
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
Data was last updated August 25, 2025 at 06:35 PM (UTC)
Contact Me
Chris Pennycook
Office 204-989-5000
3 - 1450 Corydon Avenue
Winnipeg, MB
R3N 0J3