Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
My Listings
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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:
- Active
- 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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58 151 Greenway Crescent E in Winnipeg: Crestview Condominium for sale (5H) : MLS®# 202623913
58 151 Greenway Crescent E Winnipeg R2Y 2G7
$239,900Condominium- Status:
- Active
- MLS® Num:
- 202623913
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,197 sq. ft.
Plenty of potential to modernize & make this spacious townhouse your own! Tucked away on a quiet Crescent, this pet-friendly home is steps from shopping, transit & everyday amenities, while enjoying a peaceful setting away from traffic noise. The inviting sunken living room features a charming vaulted wood ceiling & gas fireplace, creating a warm focal point. The dining room overlooks the living room...perfect for entertaining. The kitchen offers newer appliances & opens to a generous sized family room/den. Patio doors lead to the deck overlooking green space & picturesque Sturgeon Creek. A convenient 2-piece bath completes the main level. Upstairs offers 3 bedrooms & a full bath with dual access. Two bedrooms enjoy lovely creek views, while the spacious primary features a walk-in closet. The full basement provides excellent storage & laundry space, with plenty of opportunity to develop additional multipurpose living areas. Parking stall #41 in the tunnel (covered). A great opportunity to add your personal style & create a home that truly suits your lifestyle! 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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259 Scotia Street in Winnipeg: Scotia Heights Residential for sale (4D) : MLS®# 202623464
259 Scotia Street Winnipeg R2V 1V7
$399,900Residential- Status:
- Active
- MLS® Num:
- 202623464
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,098 sq. ft.
Rare Red River setting! Tucked away on a beautiful river lot, this 1.5 storey home offers a unique cottage-like feel w/mature trees, privacy & direct access to the river. The main floor features hardwood flrs throughout the formal living & dining rooms. The LR offers a cove ceiling, electric fp & a large window overlooking the inviting 4-season sunroom, highlighted by a vaulted ceiling & wall-to-wall windows w/river views & access to the yard. The formal DR has double French doors & flows seamlessly into the kit...perfect for entertaining. Updated in 2018, the kitchen features granite counters, soft-close cabinetry w/organizers & ss appliances. Upstairs are 3 bright bedrooms & an updated 4-piece bath. The bsmt offers a rec room w/newer carpeting & wall-to-wall display/storage cabinetry, plus a 3-piece bath, laundry & ample storage. Outside, enjoy the private, maturely treed yard, river access, newer durable rubber paving & a double detached heated/insulated garage w/220-amp panel. Shingles & HEF replaced in approx. 2020. Newer sump pump. Quiet, desirable neighbourhood close to schools. Minutes to Kildonan Park. A truly special riverfront opportunity! 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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2427 Assiniboine Crescent in Winnipeg: Silver Heights Residential for sale (5F) : MLS®# 202621929
2427 Assiniboine Crescent Winnipeg R3J 0B3
$649,900Residential- Status:
- Active
- MLS® Num:
- 202621929
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,493 sq. ft.
Meticulously maintained 1493 sq ft bungalow with fabulous living space. The spacious LR is filled with natural light from numerous windows, including a lovely corner window & features an impressive floor-to-ceiling brick-front gas FP that creates a warm, welcoming focal point. The DR offers beautiful hwds & flows seamlessly into the updated kit. The kit is stylish & functional, featuring abundant cabinetry w/pull-outs, quartz counters & appliances. The PB offers dble closets w/organizers, while the 2nd br features access to the lovely side patio. This charming outdoor space, finished with interlocking brick, is a relaxing spot to enjoy your morning coffee. The bsmt provides an incredible extension of the home’s living space, with an amazing graffiti-art feature wall highlighting the way down to a huge rec room complete with gas FP & wet bar—perfect for entertaining. The bsmt also offers ample storage, 3 pce bath & a flexible br/office w/closet space. 2 staircases provide convenient access to the bsmt. Laundry rm w/appliances. Step outside to enjoy the beautiful backyard featuring a deck w/pergola & plenty of space to entertain. HEF, C/air & Dt/2. 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
$459,900Residential- Status:
- Active
- MLS® Num:
- 202618824
- Bedrooms:
- 3
- Bathrooms:
- 1
- Floor Area:
- 1,004 sq. ft.
OPEN HOUSE SUNDAY OCT. 4, 12:OO-2:00 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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53 Harvard Avenue in Winnipeg: Crescentwood Residential for sale (1C) : MLS®# 202618958
53 Harvard Avenue Winnipeg R3M 0J6
$2,975,000Residential- Status:
- Active
- MLS® Num:
- 202618958
- Bedrooms:
- 7
- Bathrooms:
- 6
- Floor Area:
- 5,226 sq. ft.
Grand in scale & rich in character, this impressive 5,000+ sq. ft. home offers 7 brs, 6 baths & exceptional space for both everyday living & entertaining. The incredible FR & expansive kit addition create the ultimate setting for celebrations & making lasting memories. A true culinary masterpiece, this spectacular chef's kit is designed to impress, anchored by an extraordinary 13-foot island with seating for eight...perfect for casual dining. Outfitted with a professional 6-burner gas cooktop & an authentic wood-fired pizza oven, it offers an exceptional cooking experience. Entertain in style with a beautifully appointed wine closet & wet bar, while premium finishes, custom craftsmanship & countless luxury features create a space that is as sophisticated as it is functional. A classic centre hall plan welcomes you with a spac LR featuring hwds & a FP, a stunning DR will comfortably seat 12 guests, den & office. The 2nd level offers 4 brs, including a spacious primary suite with a 3-pce ensuite, while 2 additional brs also enjoy the convenience of their own ensuites.The 3rd level offers a recroom, 3 brs & a 3-piece bath. Shingles 2025. AT/2 + DT/2. 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
$599,900Residential- Status:
- Active
- MLS® Num:
- 202620441
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,344 sq. ft.
S/S Saturday Oct. 3, offers as rec'd. OH: SAT. OCT. 3, 1-3 PM, SUN. OCT. 4, 12-1:30 PM. Price improvement to $599,900! 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
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100 Waterloo Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202617156
100 Waterloo Street Winnipeg R3N 0S2
$1,475,000Residential- Status:
- Active
- MLS® Num:
- 202617156
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 3,381 sq. ft.
Loaded with character & timeless charm, this beautifully maintained North River Heights home is located steps from Wellington Crescent on a picturesque, tree-lined street. Rich wood trim, original doors, wainscoting, hardwood flrs, crown moulding, arched alcoves, French doors preserve its classic appeal. The formal LR & DR are perfect for entertaining, while the stunning DLUX island eat-in kitchen offers quartz countertops, high-end ss appliances, gas cooktop, prep sink, soft-close cabinetry & abundant storage. Garden doors lead to the deck & beautifully landscaped, park-like backyard, while the spacious 3-season sunroom provides the perfect place to unwind. A main floor den overlooks the tree lined street. Upstairs offers a/c, 4 bedrooms & 3 baths, including a bright primary suite w/Juliette balcony, custom WICC & ensuite w/soaker tub & o/s walk-in shower. The partially finished bsmt features a tavern-inspired rec room w/rich wood finishes, built-ins, dry bar & wood-burning fireplace. Shingles approx. 5 years old, AT/2 & exceptional curb appeal with front drive complete this truly special home where original character meets thoughtful modern updates. 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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1324 Wellington Crescent in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202618959
1324 Wellington Crescent Winnipeg R3N 0B1
$997,500Residential- Status:
- Active
- MLS® Num:
- 202618959
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,560 sq. ft.
Prestigious Wellington Crescent living just steps from the scenic tree-lined walking path! This architecturally designed residence showcases exceptional craftsmanship, timeless elegance & sophisticated finishes throughout. The inviting LR features a dramatic floor-to-ceiling bay window, custom art niches & a charming wood-burning fireplace. Patio doors from the DR open to a beautifully landscaped, fully fenced backyard w/ tiered deck, creating the perfect space for outdoor entertaining & relaxing. The thoughtfully designed kitchen offers Bosch gas cooktop & wall oven, pull-out organizers & abundant cabinetry for exceptional storage & functionality. A mezzanine office or reading nook provides a bright & versatile retreat. Upstairs, the spacious primary suite features a cozy gas fireplace, dual closets & direct access to a luxurious 5-piece bath. The fully finished LL expands the living space w/a generous rec room featuring a gas fireplace, guest bedroom, 3-piece bath & convenient laundry area. Ideally located in one of Winnipeg's most coveted neighbourhoods, this exceptional home offers the perfect blend of style, comfort & an unbeatable Wellington Crescent address. 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 2, 2026 at 10:35 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