Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
My Listings
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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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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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326 Mandeville Street in Winnipeg: Deer Lodge Residential for sale (5E) : MLS®# 202627147
326 Mandeville Street Winnipeg R3J 2G9
$369,900Residential- Status:
- Active
- MLS® Num:
- 202627147
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,023 sq. ft.
S/S Sat. Nov. 7, offers Thurs. Nov. 12. Whether you’re buying your first home or looking for an investment opportunity, this move-in-ready home is a great find on a beautiful street in St. James! Recent updates include shingles (2021), fresh interior paint, freshly landscaped yard, painted kitchen cabinetry & newer fridge & dishwasher. A spacious foyer with durable laminate flooring welcomes you into the large LR, featuring updated lighting & a picture window overlooking the street. The bright eat-in kitchen offers white cabinetry w/matching appliances, plus a breakfast bar for casual dining. Two bedrooms and a 4-piece bath complete the main floor. The fully finished basement has new carpet (2026) & features a rec room w/updated lighting & large windows. There is a bedroom with egress window & WICC, plus a 4-piece bath w/floating double vanity & laundry w/front load Maytag washer & dryer. Outside, enjoy the fenced, landscaped backyard & large deck off the back door, with a side door providing access to the yard. Outdoor parking accommodates 2–3 vehicles. Located in the walkable Deer Lodge neighbourhood, just steps to the golf course, community centre & Assiniboine Park. C/AIR. 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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242 Dromore Avenue in Winnipeg: Crescentwood Residential for sale (1C) : MLS®# 202626899
242 Dromore Avenue Winnipeg R3M 0J4
$849,900Residential- Status:
- Active
- MLS® Num:
- 202626899
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 2,099 sq. ft.
S/S Thurs. Nov. 5, offers presented Tues. Nov. 10. Bright & airy bungalow on a corner lot on a beautiful street in Crescentwood. Newer LVP flooring throughout, plus a 2019 addition with 2 bedrooms and custom mudroom. The sunken living room features a bay window and Tyndall stone wood-burning fireplace. The dining room opens to the backyard, while the adjoining sunroom has wall-to-wall windows, a whitewashed ceiling and patio doors to a covered deck. The updated kitchen offers soft-close cabinetry, stainless appliances, pantry pull-outs, quartz counters and tile backsplash. A butler hallway pantry provides abundant storage. The primary bedroom has a walk-in closet and 5-piece ensuite with large soaker tub perfect for relaxing. The 4-piece family bath includes a double vanity, walk-in shower and separate water closet. The finished basement offers a large rec room, family room/den, laundry and flex space for an office, hobbies or storage. Features include a 200-amp panel, sump pump, HRV, HEF and double detached garage with back lane access. Fully fenced backyard with mature trees and large wraparound deck. Modern exterior with interlocking brick walkway. This home is being sold as is, where is. 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.
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.
Offers as received. 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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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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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.
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.
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
Data was last updated November 10, 2026 at 10:35 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