Chris Pennycook
Office 204-989-5000 | chrispennycook@royallepage.ca
My Listings
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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
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1278 Wellington Crescent in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202516719
1278 Wellington Crescent Winnipeg R3N 0A8
$1,099,000Residential- Status:
- Active
- MLS® Num:
- 202516719
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 4,088 sq. ft.
S/S immediately, offers presented as received. Nestled on a sprawling lot along iconic Wellington Crescent, this 4,000 sq. ft. two-and-a-half storey home presents a rare opportunity in one of Winnipeg’s most coveted neighbourhoods. Just steps from scenic riverside walking paths leading to Assiniboine Park and a short stroll to the boutiques and eateries of Academy Road, the location is truly unmatched. Rich with character and potential, the home features a spacious family room addition with a cozy fireplace, perfect for relaxing or entertaining. The living and dining rooms flow effortlessly, creating a warm and inviting atmosphere. The kitchen offers ample cabinetry and space for casual dining. The second floor features three generous bedrooms, including a primary with its own ensuite, and an updated 4-piece family bath. The third floor provides flexible living with a private office and a large bedroom complete with its own ensuite—ideal for guests or a growing family. Whether you're ready to restore and customize this timeless residence or envision building your dream home on this premier lot, the possibilities are endless. A truly rare opportunity in a landmark location! More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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204 256 Greenway Crescent in Winnipeg: Crestview Condominium for sale (5H) : MLS®# 202516051
204 256 Greenway Crescent Winnipeg R2Y 2L5
$279,900Condominium- Status:
- Active
- MLS® Num:
- 202516051
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,590 sq. ft.
Spacious and affordable, this 3-bedroom, 2-bath upper-level condo in Crestview offers exceptional value in a quiet, tucked-away location just off Portage Avenue. Enjoy the convenience of two outdoor parking spots right outside your door and a pet-friendly environment perfect for families or first-time buyers. Inside, the open-concept layout features 9' ceilings, durable laminate flooring, large windows, and a generous living and dining area that flows into a well-equipped kitchen with ample counter space and included appliances. All three bedrooms are generously sized, including the primary suite with a walk-in clothes closet and private 4-piece ensuite. A large south facing balcony has plenty or room for the barbeque & relaxing. As the largest unit in the complex, this home combines space, comfort, and location—within walking distance to parks, Sturgeon Creek, and minutes from shopping, dining, Grace Hospital, and public transit. A smart investment opportunity or an ideal first home in a desirable neighborhood. 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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323 Kirkbridge Drive in Winnipeg: Richmond West Residential for sale (1S) : MLS®# 202516105
323 Kirkbridge Drive Winnipeg R3T 2N5
$679,900Residential- Status:
- Pending
- MLS® Num:
- 202516105
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 2,087 sq. ft.
S/S Thurs. June 26, offers presented Thurs. July 3 after 6 pm. Welcome to this beautifully updated & move-in ready home in desirable Richmond West. Designed for both everyday comfort & elegant entertaining, the main level features a bright formal LR w/large windows & DR that overlooks the picturesque backyard. The updated eat-in kitchen is equipped w/newer ss appliances, convenient buffet counter & garden door leading to the deck. A sunken FR w/cozy gas fp is open to the kitchen...perfect for gatherings. A guest bath & main-floor laundry add convenience. Upstairs, you’ll find newer carpeting throughout the 3 brs, including the primary suite w/WICC & a luxurious spa-inspired 5-piece ensuite featuring a soaker tub, double vanity & private water closet. A bonus office or hobby area, two additional brs & a 4-piece bathroom complete the UL. The fully finished bsmt offers ample space to relax, work out or entertain. A 4th bedroom & full bath is ideal for guests or teens. The stunning, fenced backyard is perfect for hosting, with a deck featuring a privacy screen, natural gas BBQ (included), patio & lush landscaping w/mature trees & perennials. Pride of ownership is evident inside & out! AT/2. Roof (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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303 Boreham Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202516040
303 Boreham Boulevard Winnipeg R3P 0J7
$3,650,000Residential- Status:
- Active
- MLS® Num:
- 202516040
- Bedrooms:
- 4
- Bathrooms:
- 6
- Floor Area:
- 3,511 sq. ft.
Another stunning build & design by Dlux Design & Company! This 3511 square foot masterpiece will have everything you've ever dreamed of! The lot is located on a very desirable street in Tuxedo and steps away from Assiniboine Park & Gardens at the Leaf! The highlights of this impeccable two storey include a gourmet kitchen with butler pantry, great room with gas fireplace, spacious dining room, main floor office & large mud room. The upper level has a bonus family/flex space & 3 bedrooms, all with their own ensuites & walk-in clothes closets. Convenient 2nd floor laundry. Entertainment size lower level with rec room, games area & bar. There is space for a home gym plus a 4th bedroom w/ensuite & WICC. 2 powder rooms (main & lower level). Outdoor entertaining will be easy on the dining deck. Double attached garage plus tandem garage/workshop. Every Dlux home is unique, distinctively curated & personally developed to exceed your hopes & expectations! More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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162 BRECKENRIDGE Drive in Niverville: Fifth Avenue Estates Residential for sale (R07) : MLS®# 202515888
162 BRECKENRIDGE Drive Niverville R0A 0A2
$509,900Residential- Status:
- Active
- MLS® Num:
- 202515888
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,364 sq. ft.
Custom built in 2022 by Heritage Lane Builders, this beautifully designed bungalow sits on a corner lot in the vibrant and growing community of Niverville. The home welcomes you with a spacious & bright foyer. The modern white kitchen offers both style & function w/soft-close cabinetry, black ss appliances, quartz counters & a large island w/breakfast bar. The adjoining dining area flows seamlessly into the LR featuring a cozy gas fp. Patio doors lead to a generous deck—ideal for relaxing or entertaining. The well-designed primary suite includes a 3-piece ensuite & a pocket door leading to a WICC that connects directly to the laundry room w/hallway access. A second bedroom or home office & a full bath complete the main level. The full basement is drywalled, insulated, wired & roughed-in for plumbing—ready to accommodate a future rec room, flex space, 2 bedrooms & a full bath. Built on piles w/steel beam construction, the home also features a 517 sq. ft. heated & insulated AT/2. Attractive curb appeal with a covered front porch, concrete driveway, and a fully fenced private backyard make this home the perfect blend of modern comfort and small-town charm. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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604 25 Tim Sale Drive in Winnipeg: South Pointe Condominium for sale (1R) : MLS®# 202515508
604 25 Tim Sale Drive Winnipeg R3Y 0P7
$264,900Condominium- Status:
- Active
- MLS® Num:
- 202515508
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 875 sq. ft.
Fantastic opportunity for first-time buyers or investors! This bright and airy 875 sq. ft. 2-bedroom townhouse in South Pointe is an end unit with views of the walking path...no facing neighbours! Featuring laminate flooring throughout, the open-concept living space includes a comfortable living room with wall-mounted A/C and a garden door to a southeast-facing balcony, perfect for morning coffee or relaxing evenings. A convenient pocket door leads to a storage room for added functionality. The kitchen boasts soft-close cabinetry, stainless steel appliances, a double sink, and a moveable island for flexible prep or a casual dining space. Both bedrooms overlook the peaceful path, offering a tranquil retreat. A 4-piece bath connects to the in-suite laundry/storage room with a stackable washer and dryer. Pet friendly and includes outdoor parking stall #17. Located in a well-maintained, family-friendly community just minutes from shopping, dining, parks & less then 10 minutes to the University of Manitoba. Affordable, low-maintenance living in a prime location! More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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3 761 North Drive in Winnipeg: East Fort Garry Condominium for sale (1J) : MLS®# 202515057
3 761 North Drive Winnipeg R3T 6G1
$989,900Condominium- Status:
- Active
- MLS® Num:
- 202515057
- Bedrooms:
- 2
- Bathrooms:
- 3
- Floor Area:
- 2,750 sq. ft.
Prepare to be impressed by this incredible multi-level townhouse condo, ideally positioned to capture breathtaking views of the Red River. This exceptional residence was custom designed by DLUX Design & Company & features an open-concept main living area, where a modern, sophisticated GR flows effortlessly into the dining space. Warm, rich hwds flow seamlessly throughout, setting the stage for the sleek chef-inspired kitchen—highlighted by a large quartz island, ss appliances, plenty of cabinets & a garden door that opens to a private balcony with a view of the grounds & river. The inclusion of an elevator, enhances daily living with easy access to every level of the home. Upstairs, you will find two generously sized brs, including a primary suite designed as a true retreat, featuring a spa-like 4-piece ensuite with heated tile frs. 2nd full bath & laundry. The 3rd flr surprises with a beautifully finished multi-purpose room boasting a custom Murphy bed for overnight visitors, & direct access to a spectacular rooftop-style balcony. With striking architectural design, premium finishes throughout, & a rare riverside location, this extraordinary townhouse offers an unparalleled lifestyle opportunity. More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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401 290 Waterfront Drive in Winnipeg: Exchange District Condominium for sale (9A) : MLS®# 202513905
401 290 Waterfront Drive Winnipeg R3B 0A6
$499,900Condominium- Status:
- Active
- MLS® Num:
- 202513905
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,424 sq. ft.
Executive condo living at its finest! Situated in the heart of Winnipeg’s vibrant Exchange District, this impressive 1,424 sq. ft. corner unit offers spectacular views & modern design with every convenience. Featuring 2 bedrooms, a dedicated office & 2 full baths, the open-concept layout is bright & spacious with 9’ ceilings & expansive windows that flood the space w/natural light. The dining area opens to a wraparound balcony, perfect for relaxing or entertaining. The stylish kitchen is both functional & elegant w/maple cabinetry, granite countertops & Frigidaire Professional Series ss appliances. The primary suite offers its own private balcony, a large walk-in closet, and a luxurious 5-piece ensuite with double sinks, soaker tub, and separate shower. Additional highlights include in-suite laundry with extra storage, central air conditioning, and one heated underground parking stall. Enjoy the ultimate urban lifestyle with a short stroll to The Forks, Shaw Park, river pathways, and Winnipeg’s best restaurants, cafés, shops, and cultural attractions. A perfect blend of luxury, comfort, and convenience—this is care-free condo living at its best! More detailsListed by Royal LePage Dynamic Real Estate- CHRIS PENNYCOOK
- ROYAL LEPAGE DYNAMIC REAL ESTATE
- 1 (204) 941-0573
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870 Wellington Crescent in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202510994
870 Wellington Crescent Winnipeg R3M 0C5
$2,475,000Residential- Status:
- Active
- MLS® Num:
- 202510994
- Bedrooms:
- 4
- Bathrooms:
- 5
- Floor Area:
- 4,317 sq. ft.
Exceptional, custom-built 2-storey family home located on the prestigious Wellington Crescent. Constructed in 2017, this 4300+ sf residence is a stunning blend of modern luxury & distinctive design. Soaring ceilings & expansive windows bathe the home in natural light. A sunken DR comfortably seats 10 guests & flows into a versatile office or flex space. At the heart of the home is a gourmet eat-in kitchen featuring sleek Italian cabinetry, Thermador appliances, wine column, fully butler’s pantry & an o/s island—perfect for family living & entertaining. A custom double-sided gas fp & brick feature wall add warmth & architectural detail, dividing the GR & FR. Heated tile floors & engineered hardwoods add comfort & elegance. Upstairs, you’ll find 4 bedrooms, each with its own ensuite, including an expansive primary suite w/custom WICC & spa-like 5-piece ensuite w/steam shower, soaker tub & heated floors. The low-maintenance backyard is a summer retreat, offering a large in-ground pool & lounging patios. This home is ideally located near top schools, parks, shops & dining. A rare opportunity to own a true masterpiece in one of Winnipeg’s most coveted neighbourhoods. 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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906 Riverwood Avenue in Winnipeg: East Fort Garry Residential for sale (1J) : MLS®# 202509225
906 Riverwood Avenue Winnipeg R3T 1L1
$1,124,900Residential- Status:
- Active
- MLS® Num:
- 202509225
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 2,144 sq. ft.
Be the envy of the neighbourhood in this stunning custom-built two-storey home, perfectly situated on a beautiful tree-lined street! An exceptional investment opportunity, ideal for multi-generational living...live in the main residence & rent out the LL suite or use it as an in-law suite. Could also easily be converted to a 4 bedroom home. Thoughtfully designed w/quality construction & meticulous workmanship throughout, the home features a bright open-concept main floor w/large windows & LVP flooring. The GR is anchored by a stylish floating media unit w/electric fireplace insert, while the DR seamlessly extends to the sunny south-facing deck...perfect for entertaining. The sleek kit offers quartz counters, large island, ss appliances & plenty of cabinetry. A bright main floor office & 2-piece bath complete the level. Upstairs, you'll find 3 generously sized brs, including a primary suite w/WICC & luxurious ensuite, plus a 2nd full bath & convenient laundry. THE FULLY SELF-CONTAINED 710 sq. ft. LL SUITE features its own private entrance, open living & dining areas, full kit, laundry, spacious bedroom w/WICC & full bath. An exceptional home offering both lifestyle & income potential...don't miss it! 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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6535 Southboine Drive in Winnipeg: Charleswood Residential for sale (1F) : MLS®# 202509881
6535 Southboine Drive Winnipeg R3R 0B7
$1,275,000Residential- Status:
- Active
- MLS® Num:
- 202509881
- Bedrooms:
- 1
- Bathrooms:
- 2
- Floor Area:
- 2,464 sq. ft.
This remarkable riverfront residence showcases exceptional architectural design. Every element of this incredible home was remodelled to the highest standards & the impeccable craftsmanship is unrivaled. Nestled on a stunning riverfront lot surrounded by mature trees, this one of a kind mid-century modern home blends timeless design with luxurious modern touches. Showcasing exquisite wood detailing throughout, the open-concept layout is anchored by a truly one-of-a-kind Tyndall stone FP in the great rm, where soaring vaulted ceilings & expansive windows frame breathtaking views of the river & grounds. Rich hardwood flooring flows into a cozy sitting area, while the modern eat-in kitchen impresses with an imported Italian countertop, ss appliances, & sleek lighting. The spacious primary suite offers a tranquil retreat, complete with a spa-inspired ensuite featuring a steam shower, custom built-ins, & a walk-in closet with an integrated washer & dryer. The walk-out lower level adds even more living space, with wood ceilings, built-in bookcases, FP, a 3-piece bath, & more picturesque views. A long driveway ensures privacy, leading to an At/2. 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 July 5, 2025 at 10:35 AM (UTC)
Contact Me
Chris Pennycook
Office 204-989-5000
3 - 1450 Corydon Avenue
Winnipeg, MB
R3N 0J3