Chris Pennycook

Office 204-989-5000 | chrispennycook@royallepage.ca

My Listings

1-12/387
  • 6535 Southboine Drive in Winnipeg: Charleswood Residential for sale (1F) : MLS®# 202518349

    6535 Southboine Drive Charleswood Winnipeg R3R 0B7
    Main Photo: 6535 Southboine Drive in Winnipeg: Charleswood Residential for sale (1F)  : MLS®# 202518349
    $1,075,000
    Residential
    Status:
    Active
    MLS® Num:
    202518349
    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 details
    Listed by Royal LePage Dynamic Real Estate
    CHRIS  PENNYCOOK
  • 6 1215 Troy Avenue in Winnipeg: Sinclair Park Condominium for sale (4C) : MLS®# 202517762

    6 1215 Troy Avenue Sinclair Park Winnipeg R2X 1E4
    Main Photo: 6 1215 Troy Avenue in Winnipeg: Sinclair Park Condominium for sale (4C)  : MLS®# 202517762
    $129,900
    Condominium
    Status:
    Active
    MLS® Num:
    202517762
    Bedrooms:
    2
    Bathrooms:
    1
    Floor Area:
    598 sq. ft.
    Great investment or first-time buyer opportunity in Sinclair Park! This 598 sq. ft. 2-bedroom, 1-bath condo offers affordable living in a convenient location close to all amenities. The functional layout includes a comfortable living space, fully equipped eat-in kitchen, and two good-sized bedrooms. Pet friendly building with in-building laundry for added convenience. Includes one outdoor parking stall. Central air conditioning to keep you cool in the summer! Professionally managed with low condo fees—making ownership easy and stress-free. Don't miss this affordable entry into home ownership or a solid addition to your investment portfolio! More details
    Listed by Royal LePage Dynamic Real Estate
    CHRIS  PENNYCOOK
  • 4 524 Kenaston Boulevard in Winnipeg: River Heights Condominium for sale (1D) : MLS®# 202517751

    4 524 Kenaston Boulevard River Heights Winnipeg R3N 1Z1
    Main Photo: 4 524 Kenaston Boulevard in Winnipeg: River Heights Condominium for sale (1D)  : MLS®# 202517751
    $249,900
    Condominium
    Status:
    Active
    MLS® Num:
    202517751
    Bedrooms:
    2
    Bathrooms:
    2
    Floor Area:
    907 sq. ft.
    Beautifully remodelled in 2025, this 2-bedroom, 2-bath end unit in desirable Kenaston Village is move in ready! This stylish condo features laminate flooring throughout and an open concept living space filled with natural light. The living room offers a cozy corner electric fireplace and patio doors that lead to a fenced courtyard—perfect for relaxing or entertaining. The updated kitchen boasts all new ss appliances, an undermount sink with garburator, soft-close cabinetry, and a corner peninsula providing extra counter space. The spacious primary bedroom includes ample closet space & 2-piece ensuite with updated vanity. A second bedroom is perfect for guests or use as a home office. The updated 4-piece bathroom includes access to the laundry/storage room w/stackable washer & dryer. Additional features include wall A/C, an outdoor parking stall, and access to fantastic amenities including an inground pool, hot tub, duck pond, tennis courts, and a recreation facility with pool table, library, and gathering space. Pet friendly & located within walking distance to shops, restaurants & public transit. Ideal for first-time buyers or investors! More details
    Listed by Royal LePage Dynamic Real Estate
    CHRIS  PENNYCOOK
  • 62 BLUMBERG Trail in Headingley: Headingley North Residential for sale (5W) : MLS®# 202517500

    62 BLUMBERG Trail Headingley North Headingley R4H 0B8
    Main Photo: 62 BLUMBERG Trail in Headingley: Headingley North Residential for sale (5W)  : MLS®# 202517500
    $939,900
    Residential
    Status:
    Active
    MLS® Num:
    202517500
    Bedrooms:
    4
    Bathrooms:
    3
    Floor Area:
    1,850 sq. ft.
    Immaculate 4-bedroom home located in Headingley, perfectly situated on a beautifully landscaped lot. This custom modern home features high ceilings & open concept design, offering a bright & spacious feel. A welcoming foyer leads to a versatile bedroom currently used as an office. The GR impresses w/a floor-to-ceiling wood feature wall, ideal for a TV. A wall of windows overlooks the deck & an expansive fireplace adds coziness to the room. The multifunctional DR includes a built-in desk. Patio doors open to a tiered deck w/pergola...ideal for outdoor entertaining. The island kit features ss appliances, quartz counters, corner pantry & breakfast bar. The spacious primary suite has a WICC & luxurious 4-piece ensuite w/double vanity & large walk-in shower. A main floor guest bath w/laundry access adds convenience. The fully finished bsmt offers a generous rec room & games area w/wet bar, 2 brs, 3-piece bath & ample storage. 36' x 24' heated AT/3. The fenced backyard backs onto a walking path. Underground sprinklers, RV/boat parking pad, piled foundation, steel beam construction, C/AIR, C/VAC, HRV, HEF, sump pump. Pride of ownership is evident throughout! More details
    Listed by Royal LePage Dynamic Real Estate
    CHRIS  PENNYCOOK
  • 614 77 Edmonton Street in Winnipeg: Downtown Condominium for sale (9A) : MLS®# 202517265

    614 77 Edmonton Street Downtown Winnipeg R3C 4H8
    Main Photo: 614 77 Edmonton Street in Winnipeg: Downtown Condominium for sale (9A)  : MLS®# 202517265
    $108,900
    Condominium
    Status:
    Active
    MLS® Num:
    202517265
    Bedrooms:
    1
    Bathrooms:
    1
    Floor Area:
    583 sq. ft.
    This spacious one-bedroom condo offers an inviting open-concept living & dining area, accented with laminate flooring & patio doors that lead to a generous west-facing balcony. Enjoy stunning views of the Manitoba Legislative Building & the iconic Golden Boy right from your own home. The functional galley-style kitchen comes equipped with appliances. A full four-piece bathroom, large bedroom with mirrored double closets, & in-suite storage add to the comfort. Additional features include air conditioning wall unit & an underground parking spot—ideal for year-round convenience. Enjoy fantastic building amenities, including a gym, hot tub, sauna, party room, and outdoor pool, all on the 2nd floor. Direct building access to a convenience store adds extra ease to your lifestyle. Underground parking included. Pet-friendly building (no dogs). Prime location within walking distance along the river to The Forks and Osborne Village. A great opportunity for comfortable and convenient city living! More details
    Listed by Royal LePage Dynamic Real Estate
    CHRIS  PENNYCOOK
  • 48 Bard Place in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202517262

    48 Bard Place Tuxedo Winnipeg R3P 2N4
    Main Photo: 48 Bard Place in Winnipeg: Tuxedo Residential for sale (1E)  : MLS®# 202517262
    $2,750,000
    Residential
    Status:
    Active
    MLS® Num:
    202517262
    Bedrooms:
    5
    Bathrooms:
    5
    Floor Area:
    4,207 sq. ft.
    A true architectural masterpiece in desired South Tuxedo, this one-of-a-kind custom-built residence by premier builder Art Gross is nestled on an inviting cul-de-sac just steps from the Assiniboine Forest. Designed with impeccable craftsmanship & attention to detail, the home opens with a grand foyer setting the tone for the unique elegance throughout. A circular office adds architectural flair, while the expansive DR features artfully crafted custom glass partitions & a stunning 2-sided FP shared w/the sunken GR. Floor-to-ceiling windows with automated blackout security blinds bring in natural light while offering privacy when desired. The spacious chef's kitchen boasts Beechwood cabinetry, custom tile, high-end appliances & generous island. The UL has 4 bedrooms including a private primary retreat w/maple millwork & spa-inspired 5-piece ensuite w/steam shower. The 2nd br has its own ensuite, while the remaining two share a 5-piece bath. Convenient UL laundry. Basement offers a rec rm, media rm, gym, guest br & 3-piece bath. The spectacular private backyard oasis has a pool, entertainment-sized deck & gazebo w/hot tub. An o/s AT/3 completes this extraordinary home! More details
    Listed by Royal LePage Dynamic Real Estate
    CHRIS  PENNYCOOK
  • 39 Nanton Boulevard in Winnipeg: Tuxedo Rental for rent (1E) : MLS®# 202516669

    39 Nanton Boulevard Tuxedo Winnipeg R3P 0N1
    Main Photo: 39 Nanton Boulevard in Winnipeg: Tuxedo Rental for rent (1E)  : MLS®# 202516669
    $8,500
    Rental
    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 details
    Listed by Royal LePage Dynamic Real Estate
    CHRIS  PENNYCOOK
  • 1278 Wellington Crescent in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202516719

    1278 Wellington Crescent River Heights North Winnipeg R3N 0A8
    Main Photo: 1278 Wellington Crescent in Winnipeg: River Heights North Residential for sale (1C)  : MLS®# 202516719
    $1,099,000
    Residential
    Status:
    Active
    MLS® Num:
    202516719
    Bedrooms:
    4
    Bathrooms:
    4
    Floor Area:
    4,088 sq. ft.
    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 details
    Listed by Royal LePage Dynamic Real Estate
    CHRIS  PENNYCOOK
  • 204 256 Greenway Crescent in Winnipeg: Crestview Condominium for sale (5H) : MLS®# 202516051

    204 256 Greenway Crescent Crestview Winnipeg R2Y 2L5
    Main Photo: 204 256 Greenway Crescent in Winnipeg: Crestview Condominium for sale (5H)  : MLS®# 202516051
    $279,900
    Condominium
    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 details
    Listed by Royal LePage Dynamic Real Estate
    CHRIS  PENNYCOOK
  • 303 Boreham Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202516040

    303 Boreham Boulevard Tuxedo Winnipeg R3P 0J7
    Main Photo: 303 Boreham Boulevard in Winnipeg: Tuxedo Residential for sale (1E)  : MLS®# 202516040
    $3,650,000
    Residential
    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 details
    Listed by Royal LePage Dynamic Real Estate
    CHRIS  PENNYCOOK
  • 162 BRECKENRIDGE Drive in Niverville: Fifth Avenue Estates Residential for sale (R07) : MLS®# 202515888

    162 BRECKENRIDGE Drive Fifth Avenue Estates Niverville R0A 0A2
    Main Photo: 162 BRECKENRIDGE Drive in Niverville: Fifth Avenue Estates Residential for sale (R07)  : MLS®# 202515888
    $509,900
    Residential
    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 details
    Listed by Royal LePage Dynamic Real Estate
    CHRIS  PENNYCOOK
  • 3 761 North Drive in Winnipeg: East Fort Garry Condominium for sale (1J) : MLS®# 202515057

    3 761 North Drive East Fort Garry Winnipeg R3T 6G1
    Main Photo: 3 761 North Drive in Winnipeg: East Fort Garry Condominium for sale (1J)  : MLS®# 202515057
    $989,900
    Condominium
    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 details
    Listed by Royal LePage Dynamic Real Estate
    CHRIS  PENNYCOOK
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Data was last updated July 27, 2025 at 06:35 AM (UTC)