Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
My Listings
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1019 Sherburn Street in Winnipeg: West End Residential for sale (5C) : MLS®# 202625840
1019 Sherburn Street Winnipeg R3M 2E7 
$129,900Residential- Status:
- Active
- MLS® Num:
- 202625840
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 727 sq. ft.
S/S Wed. October 28, offers presented as received. Great value and opportunity on this 25’ x 93’ lot on a quiet block of Sherburn! Ideal for the handyman, renovator or investor looking for their next project. The home offers 727 sq. ft. of living space, an unfinished basement & a single detached garage, all of this sitting on a maintenance free yard. Renovate, reimagine or explore the potential for a fresh start with a new build. Property is being sold as is, where is. Bring your ideas and unlock the possibilities! 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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201 188 Roslyn Road in Winnipeg: Osborne Village Condominium for sale (1B) : MLS®# 202626341
201 188 Roslyn Road Winnipeg R3L 0G8
$144,900Condominium- Status:
- Active
- MLS® Num:
- 202626341
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 742 sq. ft.
S/S now, offers as received. Location, location, location! Freshly updated this year with new paint & flooring, this affordable 1-bedroom condo offers comfortable living in the heart of Osborne Village. The bright, open-concept kitchen, dining & living areas create a welcoming space, with a peninsula breakfast bar providing extra seating. Patio doors open to a west-facing balcony with screens, perfect for enjoying fresh air & relaxing outdoors. A wall of hallway closets offers excellent storage, while the spacious 4-piece bath adds convenience. The bright bedroom features a built-in desk & bookcases, ideal for working from home or creating a cozy reading space. Shared laundry is conveniently located on the same floor. This pet-friendly building offers elevator access & one underground parking stall. Step outside to enjoy the vibrant Osborne Village lifestyle, with popular restaurants, cafés, boutiques & nightlife just moments away. Wellington Crescent, downtown, The Forks & scenic river pathways are also easily accessible. An excellent opportunity for first-time buyers, downsizers or investors looking for affordable living in a walkable, sought-after location! 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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115 Mountbatten Avenue in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202625838
115 Mountbatten Avenue Winnipeg R3P 0P5
$1,249,900Residential- Status:
- Active
- MLS® Num:
- 202625838
- Bedrooms:
- 4
- Bathrooms:
- 5
- Floor Area:
- 2,941 sq. ft.
S/S Thurs. Oct. 22, offers Wed. Oct. 28 after 6 pm. Exceptional opportunity in desirable Tuxedo! This 2 storey family home sits on a gorgeous south-facing 75’ x 130’ lot. The lovely Tyndall stone exterior welcomes you into a home w/numerous updates, including refinished oak hardwoods throughout the main living areas & bedrooms. The bright LR features a wood-burning fp, while the DR overlooks the gorgeous backyard. The inviting FR boasts wall-to-wall windows & charming wainscotting. The kitchen offers abundant maple cabinetry newer high-end S/S appliances including a new Bosch dishwasher (2026), 4-burner gas cooktop & large peninsula w/breakfast bar. A convenient 2-piece bath completes the main floor. Upstairs offers 4 brs, laundry & 3 baths. The secluded primary bedroom features a wall-mounted fireplace, updated 4-piece ensuite & private den/office. 2nd br w/updated 3-piece ensuite. Renovated in 2023, the basement boasts a spacious rec room, custom wet bar, 2nd laundry, 2-piece bath & ample storage. Enjoy the private backyard oasis w/large deck, pergola, hot tub (2023), 2 sheds & mature trees. Heated & insulated AT/2, HEF & C/AIR (2016), metal roof (2013) & updated windows. Walk to Assiniboine Park! 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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5 Venus Bay in Winnipeg: West Fort Garry Residential for sale (1Jw) : MLS®# 202625795
5 Venus Bay Winnipeg R3T 0Z4
$459,900Residential- Status:
- Active
- MLS® Num:
- 202625795
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,040 sq. ft.
S/S Wed. Oct. 21, offers Tues. Oct. 27 evening. Welcome to this 3 bedroom, 2 bath split-level family home in Fort Garry! Tucked away on a quiet cul-de-sac, just steps from Beaumont Park, this home sits on a massive irregular lot offering endless possibilities for your dream backyard. Fully fenced w/a deck, patio, 3-season sunroom & NW exposure. Room for a pool, garden & plenty of space for the kids to play. Inside, the bright main floor features a spacious LR & large eat-in kit w/garden doors to the deck & backyard. Updated windows fill the home w/natural light. The kit offers abundant soft-close maple cabinetry, granite counters, tile backsplash, peninsula w/breakfast bar, double undermount sink & SS appliances. A wall of custom maple cabinetry provides convenient storage for outerwear. Upstairs, 3 brs feature carpeting & closets w/organizers, plus a 4-piece bath w/large vanity. The bright LL rec room boasts warm laminate flooring, large windows & a gas fp w/tile surround. Updated 3-piece bath & laundry room. C/AIR (2025), HWT (2024). A long concrete driveway offers ample parking for multiple vehicles or an RV, w/potential for a future garage. Close to schools, rapid transit & off-leash dog park! 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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361 Christie Road in Winnipeg: South St Vital Residential for sale (2M) : MLS®# 202625874
361 Christie Road Winnipeg R2N 4A5
$825,000Residential- Status:
- Active
- MLS® Num:
- 202625874
Offers presented as received. Fabulous opportunity to build your dream home on this spectacular 1.8-acre riverfront lot on Christie Road! Enjoy beautiful views of the Red River from this private, treed property located inside the floodway. The elevation offers excellent potential for a walkout basement, while the southern exposure provides wonderful natural light and scenic river views. Surrounded by mature trees and nature, this exceptional property offers privacy and a peaceful setting, all within a 25-minute drive of the city centre. A unique opportunity to create your own riverfront retreat! 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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235 Lockwood Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202625305
235 Lockwood Street Winnipeg R3N 1S1
$499,900Residential- Status:
- Active
- MLS® Num:
- 202625305
- Bedrooms:
- 4
- Bathrooms:
- 2
- Floor Area:
- 1,518 sq. ft.
Discover this North River Heights gem in a fantastic mid-block location, steps from Carpathia School & TR Hodgson Park! Blending character with modern updates, this one & a half storey home offers over 1500 sq. ft. of living space. Recent improvements include re-stained hardwood floors, fresh paint, pot lighting, newer flooring & an open-concept design. The bright L-shaped living & dining room features large windows & charming cove ceilings. The updated white kitchen offers plenty of cabinetry, a new stainless steel dishwasher (2026) & an opening to the living room, ideal for entertaining. Two main-floor bedrooms & an updated 3-piece bath complete this level. Upstairs, newer flooring compliments two additional spacious bedrooms. The basement is original but offers excellent potential with a large rec room featuring a dry bar, workshop area, laundry & 2-piece bath. Enjoy the immaculate backyard, partially fenced with a covered patio & single detached garage with parking pad. Shingles (2020), HEF (2019) & central air conditioning. A wonderful family home in a sought-after, family-friendly neighbourhood! 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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517 Weedon Street in Winnipeg: East Kildonan Residential for sale (3B) : MLS®# 202624156
517 Weedon Street Winnipeg R2K 3Z7
$399,900Residential- Status:
- Pending
- MLS® Num:
- 202624156
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 1,240 sq. ft.
S/S Mon. Oct. 5, offers presented as rec'd. Great opportunity to bring your vision to this solid 3+ bedroom bungalow on a nice street in East Kildonan! Bright and spacious, this home offers good bones, a functional layout & plenty of potential to create a wonderful family home. The main floor features an L-shaped living & dining room with a wood-burning fireplace, plus an eat-in kitchen with stainless steel appliances. Three bedrooms & a full bath complete the main level, including the primary bedroom with 2-piece ensuite & a bedroom with patio doors leading to the 3-season sunroom. The finished basement offers excellent potential for additional living space, featuring a rec room with wood-burning fireplace, wet bar, 3-piece bath, sauna & possible 4th bedroom. Outside, enjoy a fenced backyard with patio & storage shed, plus a double detached garage. Ideally located close to schools, shopping, parks & transit. A fantastic opportunity for buyers looking for a home they can personalize & make their own! 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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280 DODDS Road in Headingley: Headingley North Residential for sale (5W) : MLS®# 202624672
280 DODDS Road Headingley R4H 1H5
$224,900Residential- Status:
- Active
- MLS® Num:
- 202624672
Build your dream home on this beautiful 80' x 167' lot on Dodds Road in Headingley! Tree-lined property backing onto an open field, offering a peaceful country setting. Located in the growing community of Headingley, just minutes from Winnipeg’s major amenities. Enjoy low property taxes, local schools, churches, a community centre, great restaurants and plenty of recreational opportunities. Municipal water & sewer. Nearby attractions include Thunder Rapids Fun Park, Nick’s Inn, Headingley Grill, Shelmerdine Garden Centre, Gates on Roblin & Breezy Bend Country Club. The perfect opportunity to enjoy country living with the convenience of city amenities close at hand. Create the home and lifestyle you’ve always envisioned! 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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642 Oxford Street in Winnipeg: River Heights Residential for sale (1D) : MLS®# 202618824
642 Oxford Street Winnipeg R3M 3K1
$449,900Residential- Status:
- Active
- MLS® Num:
- 202618824
- Bedrooms:
- 3
- Bathrooms:
- 1
- Floor Area:
- 1,004 sq. ft.
OPEN HOUSE: SATURDAY OCTOBER 31, 2:00-4:00 PM. Step inside this beautifully updated 1000 sq. ft. bungalow, perfectly located just minutes from all the conveniences that make River Heights one of Winnipeg's most desirable neighborhoods. This move in ready home offers numerous upgrades & a bright, functional layout. The spacious living room features beautiful hardwood floors & a large picture window that fills the space with natural light. New bright white kitchen (2026) boasts cabinetry with convenient pull-out organizers, stone countertop plus new appliances! With 3 generously sized brs, including one currently serving as a formal DR, this versatile layout offers the flexibility to adapt to your family’s needs. A renovated 4 piece bathroom completes the main flr. The lower level includes a comfortable recreation room, laundry area & plenty of storage space. Step outside to a family-sized, fully fenced backyard with ample room for children to play, gardening or entertaining. Additional features include new shingles (2025), central air conditioning, HEF & a single detached garage. Excellent location just minutes from Grant Park Shopping Mall, numerous restaurants, schools & Pan Am Pool. 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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14 301 Country Club Boulevard in Winnipeg: Westwood Condominium for sale (5G) : MLS®# 202621358
14 301 Country Club Boulevard Winnipeg R3V 2E4
$939,900Condominium- Status:
- Active
- MLS® Num:
- 202621358
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 2,182 sq. ft.
Rarely available & impeccably renovated, this exceptional residence tucked away along Country Club Boulevard offers the ultimate in luxury condominium living. Showcasing exquisite craftsmanship, premium finishes & quality construction throughout, this stunning home is perfectly designed for both everyday comfort & grand-scale entertaining. Elegant arched doorways, beautiful hwds & sophisticated architectural details enhance the refined interior. The spacious LR features a cozy gas FP & an abundance of space for relaxing & entertaining in comfort & style. The elegant DR is accented with lovely crown moulding, while the fabulous white eat-in kitchen is a chef’s dream, complete with quartz countertops, an island cooktop, pantry pull-outs & access to an oversized private balcony overlooking the beautifully manicured St. Charles Golf Course.The private primary suite offers a lg wicc & a luxurious spa-inspired 4-piece ensuite with a relaxing soaker tub. A generous 2nd bedroom with a double closet, a stylish 3-piece bath with a walk-in shower, an impressive entranceway, convenient in-suite laundry rm & 2 heated underground parking stalls complete this incredible 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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31 Dumbarton Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202620805
31 Dumbarton Boulevard Winnipeg R3P 2C7
$1,595,000Residential- Status:
- Active
- MLS® Num:
- 202620805
- Bedrooms:
- 3
- Bathrooms:
- 4
- Floor Area:
- 3,363 sq. ft.
S/S now, offers as rec'd. Architectural excellence meets spectacular lakefront living in prestigious Tuxedo. Designed by renowned architect David Penner, this remarkable residence showcases a distinctive layout created to maximize its breathtaking water views. The main level features bedrooms w/private ensuites, while the elevated UL living spaces are surrounded by dramatic floor-to-ceiling windows. The open-concept living & family rooms enjoy panoramic lake views & garden doors opening to a large deck...an exceptional setting for entertaining. A projector & screen add to the impressive entertainment space, complimented by convenient bar-top seating. The formal DR flows into the bright eat-in kitchen featuring white cabinetry, large island, Sub-Zero fridge & expansive wall of windows overlooking the lake. The private primary retreat offers a skylight, WICC & luxurious 5-piece ensuite w/jetted tub. A versatile loft provides an ideal office or studio. The walkout LL includes a spacious rec room, laundry & storage. Additional features include 2 HEF, 2 HWTs, HRV, C/VAC & sump pump. Beautifully landscaped grounds, fenced backyard w/covered patio, AT/3 & direct lake views complete this exceptional property. 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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497 Brock Street in Winnipeg: River Heights Residential for sale (1C) : MLS®# 202620441
497 Brock Street Winnipeg R3N 0Z2
$589,900Residential- Status:
- Active
- MLS® Num:
- 202620441
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,410 sq. ft.
OPEN HOUSE: SAT. OCT. 31, 12:00-1:30 PM. Price improvement to $589,900! Beautifully updated & lovingly cared for 2-storey w/3 brs & 3 baths in desirable River Heights w/exceptional curb appeal! The exterior features newer siding & a welcoming covered front porch addition (2023) w/modern stacked stone accents, fresh landscaping & a custom foyer w/convenient 2-piece guest bath. Inside, original hardwood floors, character ceilings & abundant natural light add warmth & charm to the LR & DR. The updated kit offers porcelain tile floors, granite counters, soft-close cabinetry w/organizers, tile backsplash, ss appliances & lg peninsula w/breakfast bar seating. Upstairs features 3 bright brs w/hardwoods & an updated 5-piece family bath w/double vanity & tub w/tile surround. The finished bsmt provides a comfortable rec room & updated 3-piece bath. Enjoy the private, fully fenced backyard surrounded by mature trees, featuring a stone patio & firepit, perfect for cooler evenings. HEF, C/AIR & newer HWT. A 22' x 13' DT/1 (2015) provides parking & extra storage. Ideally located steps from school & park. This fabulous home is ready to move into TODAY...don't miss out! More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
- Contact by Email
Data was last updated October 28, 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