Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
My Listings
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1227 Lorette Avenue in Winnipeg: Crescentwood Residential for sale (1Bw) : MLS®# 202523265
1227 Lorette Avenue Winnipeg R3M 1V9 
$329,900Residential- Status:
- Active
- MLS® Num:
- 202523265
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,122 sq. ft.
S/S Thurs. Oct. 9, offers presented Tues. Oct. 14 after 6:00 pm. Perfect starter, retirement, or investment opportunity in Crescentwood! This 3-bedroom, 2-bath home on a 50' x 99' lot offers great potential. The main floor features formal living and dining rooms filled with natural light and character, plus original hardwoods hidden under the carpet in the living room. The kitchen provides abundant cabinetry, counter space, white appliances & views of the backyard. A main floor bedroom and full bath add flexibility. Upstairs, you’ll find 2 more bedrooms and a practical 2-piece bath. The finished basement offers good ceiling height, new carpeting (2025), a dry bar for entertaining, hobby/office space, and laundry with storage & workbench. Outside, enjoy a fenced backyard with interlocking brick patio, gazebo, and double detached insulated garage with attached sunroom...perfect for those cooler evenings. High efficiency furnace, roof shingles replaced approximately 2015. Long-time owner home in a prime location within walking distance to public transit, Pan Am Clinic, Grant Park Shopping Centre, restaurants, theatre and fitness facility. 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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156 Ash Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202525418
156 Ash Street Winnipeg R3N 0P5
$1,295,000Residential- Status:
- Active
- MLS® Num:
- 202525418
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 2,358 sq. ft.
S/S Thurs. Oct. 9, offers presented Wed. Oct. 15 at 2 pm. The perfect blend of character & modern design in this stunning two-storey North River Heights home. Thoughtfully updated with a new eat-in kitchen (2022) & great room addition (2019). The impressive exterior features imported Indiana buff limestone, acrylic stucco & black Kolbe windows, all framed by mature trees for timeless curb appeal. The backyard is a true retreat with a 36' x 18' inground heated pool, Travertine limestone patio & pool deck. A custom French country kitchen showcases a solid white oak island, marble counters, high-end appliances & brass hardware & faucets. A Town & Country gas fireplace w/custom mantle anchors the GR. Elegant formal DR, butler’s pantry w/arched doorway, convenient 2-piece bath & flex space w/pool access complete the main level. Upstairs offers a private mezzanine office, 3-piece bath & three bedrooms including the primary suite w/WICC, laundry rough-in & 3-piece ensuite featuring a steam shower. Solid wood front door by Yarrow. Heated basement floors & crawl space, efficient mechanicals & o/s double attached garage with 18' overhead door. Located on one of the most majestic streets in the neighbourhood! More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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212 280 Fairhaven Road in Winnipeg: Linden Woods Condominium for sale (1M) : MLS®# 202519011
212 280 Fairhaven Road Winnipeg R3P 0Z7
$479,900Condominium- Status:
- Active
- MLS® Num:
- 202519011
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,448 sq. ft.
S/S Thurs. Oct. 9, offers Wed. Oct. 15 after 6 pm. This spacious 2-bedroom corner unit offers comfort, style & convenience in a well-located concrete and steel building. Featuring beautiful hardwood floors & an open concept design, the home boasts an eat-in kitchen w/ample cabinetry, ss appliances & a granite-topped island w/breakfast bar. An office nook w/built-in desk & cabinetry flows into the wraparound enclosed balcony, showcasing panoramic views—perfect for relaxing or working from home. The dining area opens to a welcoming living room with a large window, custom built-in display shelving & electric fireplace w/stone surround. The bright primary bedroom includes a WICC & a 4-piece ensuite w/double vanity & walk-in shower. A well-sized guest bedroom, additional 4-piece bath, and laundry/storage room complete the layout. This pet-friendly building (small pets only) features fantastic amenities including a gym, games/party room, library & guest suite (located in building 270), underground parking stall #84 with car wash. Storage locker (#87) on the same floor. Just steps from shopping, restaurants & movie theatre. Minutes to Fort Whyte & off-leash dog park...this is condo living at its best! 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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303 Boreham Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202522043
303 Boreham Boulevard Winnipeg R3P 0J7
$3,649,000Residential- Status:
- Active
- MLS® Num:
- 202522043
- Bedrooms:
- 4
- Bathrooms:
- 6
- Floor Area:
- 3,511 sq. ft.
Another extraordinary creation by DLUX Design & Company! This 3,511 sq. ft. Tuxedo showpiece combines cutting-edge design with luxurious finishes on one of the area’s most sought-after streets—just steps from Assiniboine Park and The Leaf. The main floor impresses with a gourmet kitchen featuring a butler’s pantry, an elegant dining room, a stunning great room with gas fireplace, a spacious office, and a large mudroom. Upstairs, discover a versatile family/flex space and three bedrooms—each with its own spa-inspired ensuite and walk-in closet—plus a convenient second-floor laundry. The entertainment-ready lower level offers a massive rec room, games area with bar, home gym space, and a fourth bedroom with ensuite and WICC. Two stylish powder rooms (main and lower) add convenience. Outdoors, enjoy a dining deck perfect for summer gatherings. Parking is a breeze with a double attached garage plus a tandem bay/workshop. Every DLUX home is thoughtfully curated, one-of-a-kind, and designed to exceed every expectation! Your dream home awaits! More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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4 390 Wellington Crescent in Winnipeg: Crescentwood Condominium for sale (1B) : MLS®# 202521575
4 390 Wellington Crescent Winnipeg R3M 0B7
$289,900Condominium- Status:
- Active
- MLS® Num:
- 202521575
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 950 sq. ft.
Experience the charm of this 950 sf condo, perfectly situated along the iconic Wellington Crescent with stunning views of Munson Park. Located in an award-winning mid-century building & recognized with a prestigious Silver Massey Medal for its architectural brilliance. The bright & spacious living and dining area features newer carpeting & floor-to-ceiling windows that flood the space w/natural light & stunning views. A cozy balcony offers the perfect spot to unwind with your morning coffee or an evening cocktail. The custom kitchen impresses with abundant cabinetry, pull-out shelves, ss appliances, under-mount lighting, and a sleek stainless backsplash—plus a convenient built-in desk w/upper cabinets for your home office needs. 2 comfortable bedrooms w/newer carpeting & an updated 4-piece bath complete the layout. Additional features include fresh paint, updated light fixtures, 2 wall A/C units, free shared laundry (in-suite laundry can be installed), main floor storage locker & an outdoor covered parking stall located in front of the entrance. This non-smoking building is just steps from Corydon & Grosvenor’s boutique shops, cafes & restaurants...an unbeatable location for urban living. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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135 Ash Street in Winnipeg: River Heights Residential for sale (1C) : MLS®# 202520720
135 Ash Street Winnipeg R3N 0P4
$1,995,000Residential- Status:
- Active
- MLS® Num:
- 202520720
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 3,614 sq. ft.
A true architectural masterpiece built by Art Gross with architect Les Stechesen. This remarkable residence is nestled on exquisitely landscaped grounds & defined by impeccable craftsmanship & an artful blend of luxury & sophistication. This home welcomes you with a stunning sunken LR, complete w/a warm, inviting fireplace. Rich hwds flow seamlessly throughout, while elegant French doors open to a formal DR that comfortably seats 12 guests & offers access to a patio...perfect for lavish entertaining. The bright, white chef’s kit is a culinary dream, featuring top-of-the-line appliances, abundant cabinetry, & a spacious dining area. A cozy & refined library with its own fireplace provides the ideal retreat for quiet evenings. Upstairs, the private UL offers a charming office, serene den, 3 pce bath & 3 generously sized brs, including a luxurious primary suite boasting a spa-inspired 5-piece ensuite bath & a custom-designed WICC...your personal sanctuary for relaxation. The LL impresses w/a stately rec room, anchored by a dramatic stone wood-burning FP. Spacious AT/2. This exceptional home is the epitome of timeless elegance & modern comfort. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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30 Aldershot Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202520617
30 Aldershot Boulevard Winnipeg R3P 0C8
$2,274,900Residential- Status:
- Active
- MLS® Num:
- 202520617
- Bedrooms:
- 5
- Bathrooms:
- 5
- Floor Area:
- 2,987 sq. ft.
Fully renovated from top to bottom in 2025, this stunning home showcases high-quality finishes, exceptional craftsmanship & custom details throughout. The GR impresses w/floor-to-ceiling windows, custom built-ins, cozy fp & access to the deck. Entertain in style in the DR, complete w/wet bar & custom wine wall. The gourmet kitchen features soft-close cabinetry, high-end appliances, quartz counters, fully equipped butler's pantry & family-size island w/attached dining table. A main floor office w/built-ins, guest bath & bedroom w/4-piece ensuite add convenience. Upstairs, the primary bedroom boasts custom wall art, a dream WICC, luxurious spa 5-piece ensuite w/heated tile, soaker tub & dual sinks. 2 additional bedrooms share a 5-piece bath, perfect for the kids. UL laundry room. The finished LL includes a rec room w/dry bar, games area, large br & 3-piece bath. All new mechanical systems include 2 HEF, 2 C/A units, HRV & sump pump. The expansive backyard is ideal for entertaining or family fun...room for a pool, sun room, play structures & more. AT/2. Located close to shopping, restaurants, parks & coffee shops. This home is redesigned to impress! More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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39 Nanton Boulevard in Winnipeg: Tuxedo Rental for rent (1E) : MLS®# 202516669
39 Nanton Boulevard Winnipeg R3P 0N1
$8,500Rental- Status:
- For Rent
- Bedrooms:
- 5
- Bathrooms:
- 5
- Floor Area:
- 3,668 sq. ft.
S/S immediately. AVAILABLE TO RENT NOW! Extensively renovated over the years, this home offers a stunning family room addition showcasing vaulted beamed ceilings, a dramatic chateau-style fireplace, and five sets of French doors leading to the beautifully landscaped yard—perfect for entertaining inside and out. The gourmet eat-in kitchen is a chef’s dream, equipped with premium appliances, while the elegant formal dining room, complete with fireplace, sets the tone for memorable gatherings. Upstairs you’ll find five spacious bedrooms, three with their own ensuite baths, including a generous primary suite. The finished lower level includes a cozy family room with fireplace and bar, a 2-piece bath, laundry area, and ample storage. Rich in history, charm, and function, this is a truly exceptional home in one of the city’s most desirable neighborhoods. 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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117 Borebank Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202508495
117 Borebank Street Winnipeg R3N 1E1
$1,349,000Residential- Status:
- Active
- MLS® Num:
- 202508495
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,946 sq. ft.
Fabulous opportunity to own in the heart of coveted North River Heights! Situated on a 50' x 120' (6000 sq. ft.) double lot, this property offers endless potential—build two new homes for investment or create your forever home on a spacious, tree-lined street. Partner with Paradigm Custom Renovations to bring your vision to life, whether you prefer modern, traditional, or mid-century style—your dream is their specialty. Ideally located mid-block between Academy Road and Wellington Crescent, just steps from parks, boutique shops, and the scenic walking path along the Crescent. It’s time to turn your dream into a reality in one of Winnipeg’s most desirable neighborhoods. Please note: photos, square footage, and room measurements are for illustration purposes only. Final purchase price will vary based on home size, style, and selected features. 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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606 99 Wellington Crescent in Winnipeg: Osborne Village Condominium for sale (1B) : MLS®# 202502403
606 99 Wellington Crescent Winnipeg R3M 0A2
$219,900Condominium- Status:
- Active
- MLS® Num:
- 202502403
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 771 sq. ft.
Fabulous opportunity to live on beautiful Wellington Crescent in trendy Osborne Village! Spacious unit on the 6th floor with amazing city & treetop views! The modern open concept design features newer laminate flooring & island kitchen with newer stainless appliances, breakfast bar & ample white cabinetry. Enjoy your morning cup of coffee on the large east facing balcony that is also perfect for outdoor entertaining. There is plenty of storage in-suite plus a separate storage locker. This quiet & well maintained building includes 24 hour security, shared laundry on every floor, fitness room & car wash. 1 underground parking stall (#72). Non pet building. This walkable neighbourhood is only minutes to Osborne shops, restaurants & bars. Easy access to downtown, The Forks, ball park & museum. Ideal investment property. Call for your personal viewing today! 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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20 Sansome Avenue in Winnipeg: Westwood Residential for sale (5G) : MLS®# 202525415
20 Sansome Avenue Winnipeg R3K 0P2
$379,900Residential- Status:
- Sold
- MLS® Num:
- 202525415
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,270 sq. ft.
S/S Friday Oct. 3, offers presented Wed. Oct. 8 at 12:00 pm. Amazing potential awaits in this 1270 sq. ft. bungalow in the heart of Westwood. Bright, solid and straight, this home is perfectly situated on a desirable corner lot with lovely curb appeal. The main floor showcases gleaming hardwood floors flowing through the spacious living and dining rooms as well as all three bedrooms. A large eat-in kitchen offers plenty of oak cabinetry, abundant counter space, and views of the backyard. The main level is complete with a full bath. A full insulated basement provides endless possibilities for future development, whether you’re dreaming of a rec room, home gym or extra bedrooms. The fenced backyard offers great space for children, pets or gardening, and includes a single detached garage. Lovingly maintained and cared for by the longtime owner. Fantastic location within walking distance to schools, parks, community centres and arenas, with steps to public transit and minutes to shopping, restaurants and everyday amenities. A wonderful opportunity to make this solid home your own! HWT (2023). 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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57 Kingston Row in Winnipeg: Elm Park Residential for sale (2C) : MLS®# 202525093
57 Kingston Row Winnipeg R2M 0S7
$619,900Residential- Status:
- Sold
- MLS® Num:
- 202525093
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,281 sq. ft.
S/S Thurs. Oct. 2, offers Tues. Oct. 7 after 6 pm. Riverfront living along the banks of the Red River! This mid-century 3-level split welcomes you with vaulted ceilings and expansive windows that frame breathtaking views the moment you step through the door. The updated kit impresses w/a waterfall peninsula, quartz counters, tile backsplash, soft-close cabinetry & ss appliances (new in 2024). An open-concept living and dining area with hardwood floors overlooks the backyard and river. The upper level offers 3 bedrooms, each with good closet space, plus a 4-piece bath. The bright lower-level rec room provides plenty of space to entertain, relax or work out, along with a 3-piece bath and laundry. A crawl space adds loads of storage. The incredible backyard begins with a glass-paneled deck and covered patio, leading to a fenced yard with mature trees, firepit and garden boxes. Head down to the river for canoeing, skating or skiing in winter. Tucked away in Elm Park, this gem is close to parks, shopping and restaurants. Fresh paint, newer carpet, single attached garage...ready to move in and enjoy riverfront living! HEF (2020), HWT (2019), partial shingles (2017). C/AIR, C/VAC. 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 10, 2025 at 08:35 PM (UTC)
Contact Me
Chris Pennycook
Office 204-989-5000
3 - 1450 Corydon Avenue
Winnipeg, MB
R3N 0J3