Chris Pennycook

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

My Listings

1-12/425

  • 103 Bridgeland Drive in Winnipeg: Bridgwater Forest Residential for sale (1R) : MLS®# 202605047

    103 Bridgeland Drive Bridgwater Forest Winnipeg R3Y 0E4
    Main Photo: 103 Bridgeland Drive in Winnipeg: Bridgwater Forest Residential for sale (1R) : MLS®# 202605047

    103 Bridgeland Drive Winnipeg R3Y 0E4 Bridgwater Forest

    $824,900
    Residential
    Status:
    Active
    MLS® Num:
    202605047
    Bedrooms:
    4
    Bathrooms:
    3
    Floor Area:
    1,717 sq. ft.
    S/S Thurs. Apr. 9, offers presented as rec'd. Stunning and beautifully maintained bungalow in Bridgwater Forest backing onto tranquil greenspace. A spacious foyer welcomes you with immediate views of the backyard, setting the tone for this bright, open-concept home. Gleaming hardwood floors flow through the main living area, highlighted by a custom built-in w/seating, gas fireplace & an entertainment-sized dining space. The dream kitchen features a 10' island w/wraparound breakfast bar, granite counters, soft-close cabinetry, walk-in pantry & under-sink vacuum hose, along w/ ss appliances including a 4-burner gas cooktop w/electric oven. Just off the kitchen, a sun-filled room surrounded by windows offers the perfect spot to relax, w/garden door access to the backyard. The main floor also includes laundry, a full bath & two bedrooms, including a spacious primary w/WICC & 5-piece ensuite featuring a jetted tub & built-in speaker. The LL adds exceptional living space w/a large rec room, gas fireplace (with thermostat), two additional bedrooms & 4-piece bath. Outside, enjoy a low-maintenance, south-facing yard w/covered deck, hot tub, firepit & direct access to scenic neighbourhood walking paths. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 25 KEMPER Crescent in Headingley: Headingley South Residential for sale (1W) : MLS®# 202605167

    25 KEMPER Crescent Headingley South Headingley R4J 1A6
    Main Photo: 25 KEMPER Crescent in Headingley: Headingley South Residential for sale (1W) : MLS®# 202605167

    25 KEMPER Crescent Headingley R4J 1A6 Headingley South

    $799,900
    Residential
    Status:
    Active
    MLS® Num:
    202605167
    Bedrooms:
    5
    Bathrooms:
    4
    Floor Area:
    2,400 sq. ft.
    S/S Wed. April 8, offers Mon. April 13 evening. Enjoy the charm of small community living in South Headingley in this bright & spacious 4-level split family home. The LR showcases a stunning Tyndall stone gas fireplace w/rustic mantle, vaulted ceilings & a large window filling the space w/natural light. The updated kitchen features granite counters, soft-close cabinetry, coffee bar, island w/breakfast bar & ss appliances. A garden door opens to a beautifully fenced south facing backyard w/large deck & outdoor fireplace...perfect for relaxing or entertaining. Convenient 2-piece bath & laundry. Upstairs, you’ll find 4 brs, all with hardwood floors & vaulted ceilings & an updated 4-piece bath. The spacious primary retreat includes a wall of windows, o/s closet, heated tile ensuite & private balcony. The lower levels offer a mudroom w/yard access, a versatile bedroom or family room w/ample storage & a rec room w/a 2nd Tyndall stone fireplace. Updated mechanicals include 2 HEF, 2 C/AIR units & HWT. Exterior updates include stucco & shingles. Located near K–12 schools w/direct access to the elementary school. Close to Beaudry Park, Harte Trail, golf & more...country-style living just minutes from the city. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 182 Lindsay Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202605597

    182 Lindsay Street River Heights North Winnipeg R3N 1H1
    Main Photo: 182 Lindsay Street in Winnipeg: River Heights North Residential for sale (1C) : MLS®# 202605597

    182 Lindsay Street Winnipeg R3N 1H1 River Heights North

    $924,900
    Residential
    Status:
    Active
    MLS® Num:
    202605597
    Bedrooms:
    4
    Bathrooms:
    4
    Floor Area:
    1,668 sq. ft.
    S/S now, offers as presented. Brand new executive custom build in sought-after North River Heights, offering exceptional design, premium finishes & striking curb appeal with acrylic stucco, contemporary masonry & o/s stacked windows. Constructed on a piled foundation, this home features commercial-grade LVP flooring, expansive windows & impressive 9 & 10-foot ceilings across the main & upper levels. A spacious foyer leads into an elegant dining area & a show-stopping kitchen w/illuminated waterfall island, quartz counters, soft-close push cabinetry & LG appliances. The sunken LR provides a warm gathering space w/access to the east-facing deck, while a convenient guest bath completes the main floor. Upstairs, you’ll find 3 bedrooms including a stunning primary retreat w/vaulted cathedral ceiling, spa-inspired 5-piece ensuite with heated flrs, wet room & a custom WICC. UL laundry & a private office offer added flexibility. The lower level is designed with potential for a secondary suite, featuring a separate entrance, wet bar, custom millwork, bedroom, laundry & independent mechanical systems. Smart home integration and a heated double garage pre-wired for EV charger complete this stunning property. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 78 Cuthbertson Avenue in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202602259

    78 Cuthbertson Avenue Tuxedo Winnipeg R3P 0N8
    Main Photo: 78 Cuthbertson Avenue in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202602259

    78 Cuthbertson Avenue Winnipeg R3P 0N8 Tuxedo

    $849,900
    Residential
    Status:
    Pending
    MLS® Num:
    202602259
    Bedrooms:
    5
    Bathrooms:
    4
    Floor Area:
    2,241 sq. ft.
    Fabulous location in Tuxedo overlooking Tuxedo Park, set on a beautiful mature lot. The professionally landscaped south-facing backyard is a true retreat, featuring paver stone patios, pond w/lighting & a charming 3-season sunroom...perfect for relaxing. Inside, this solid home offers incredible potential to create your dream space. A spacious foyer opens to the formal LR w/a large picture window that fills the space w/natural light. The DR is ideal for gatherings & overlooks the backyard. An updated kit includes granite counters, ss appliances & built-in table for casual dining. The inviting FR features wall-to-wall built-in oak cabinetry, wainscoting & cozy wood-burning fp. Convenient guest bath. Upstairs has 4 good sized brs & a 5-piece family bath. The primary suite includes a WICC & private ensuite. Gleaming hardwoods on main & upper levels. Large rec room, office/workshop, 5th br, laundry & 3-piece bath. Additional features include 200-amp service, c/air, c/vac, sump pump & HEF. Roof shingles (2018). AT/2 & front drive. A wonderful opportunity to add your personal touch in sought-after Tuxedo! Minutes to Assiniboine Park, shopping & cafés. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 53 Bremner Drive in Headingley: Taylor Farm Residential for sale (5W) : MLS®# 202604069

    53 Bremner Drive Taylor Farm Headingley R4H 0C8
    Main Photo: 53 Bremner Drive in Headingley: Taylor Farm Residential for sale (5W) : MLS®# 202604069

    53 Bremner Drive Headingley R4H 0C8 Taylor Farm

    $1,175,000
    Residential
    Status:
    Active
    MLS® Num:
    202604069
    Bedrooms:
    3
    Bathrooms:
    2
    Floor Area:
    2,001 sq. ft.
    Custom bungalow currently under construction with no expense spared & exceptional attention to detail throughout. Designed with timeless style, the home features stunning archways, warm hardwoods & elegant porcelain tile complemented by black fixtures & soft neutral tones. Custom millwork & soft-close cabinetry highlight the craftsmanship found in every space. The dining space showcases a striking arched bar w/smoked glass mirror backsplash, perfect for entertaining. The thoughtfully designed kit features stone countertops & backsplash, a custom pantry & a beautiful lime wash plaster range hood creating a true focal point. The primary retreat offers custom built-in millwork & a luxurious 5-piece ensuite w/double vanity & relaxing steam shower. In total the home offers 3 bedrooms along w/convenient main floor laundry. Modern mechanicals include a dual-zone HEF, C/AIR & HRV system. New home warranty. Insulated bsmt. Enjoy outdoor living w/a welcoming covered front porch & spacious 16' x 14' covered rear deck ideal for relaxing or entertaining. AT/3. Located in the desirable community of Taylor Farm, this home offers the perfect balance of peaceful country surroundings w/city conveniences minutes away. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 1278 Wellington Crescent in Winnipeg: River Heights North Rental for rent (1C) : MLS®# 202604438

    1278 Wellington Crescent River Heights North Winnipeg R3M 3P8
    Main Photo: 1278 Wellington Crescent in Winnipeg: River Heights North Rental for rent (1C) : MLS®# 202604438

    1278 Wellington Crescent Winnipeg R3M 3P8 River Heights North

    $3,850
    Rental
    Status:
    For Rent
    Bedrooms:
    4
    Bathrooms:
    4
    Floor Area:
    4,088 sq. ft.
    AVAILBLE IMMEDIATELY! $3850.00 per month plus utilities on this 4,000 sq. ft. two-and-a-half storey nestled on a sprawling lot along iconic Wellington Crescent. Just steps from scenic riverside walking paths leading to Assiniboine Park and a short stroll to the boutiques and eateries of Academy Road. Rich with character, the home features a spacious family room addition with a cozy fireplace, perfect for relaxing or entertaining. 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. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 175 Ridgedale Crescent in Winnipeg: Charleswood Residential for sale (1F) : MLS®# 202603088

    175 Ridgedale Crescent Charleswood Winnipeg R3R 0B4
    Main Photo: 175 Ridgedale Crescent in Winnipeg: Charleswood Residential for sale (1F) : MLS®# 202603088

    175 Ridgedale Crescent Winnipeg R3R 0B4 Charleswood

    $2,600,000
    Residential
    Status:
    Active
    MLS® Num:
    202603088
    Bedrooms:
    4
    Bathrooms:
    4
    Floor Area:
    3,093 sq. ft.
    Stunning 1.4-acre riverfront estate in prestigious neighbourhood, offering panoramic views of the Assiniboine River & manicured grounds from every room. This custom two-storey is impeccably maintained & richly appointed w/endless luxuries. The main floor showcases a refined LR w/custom millwork, gas fireplace & double doors to a spectacular outdoor space featuring floor-to-ceiling drop screens & gas BBQ hookup. The dining room is wrapped in windows w/automated blinds & serene front yard views. A private office w/glass sliding doors, custom mudroom w/laundry hookups & elegant 2-piece bath add function. The gourmet eat-in kit boasts a expansive island w/butcher block & quartz, Sub-Zero fridge, WOLF wall ovens & gas cooktop, stone slab backsplash, pot filler, pantry wall & wet bar. Upstairs offers 3 bedrooms, laundry & breathtaking primary retreat w/custom WICC, spa-inspired ensuite w/large shower plus river-facing deck w/covered hot tub. The walkout LL includes a rec room, gym, br & full bath. Control4 automation, hide-a-hose vacuum, steel beam construction, o/s DT/3, pool, 2 hot tubs, tiered deck & beautiful landscaped grounds complete this extraordinary property! More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 30 Aldershot Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202604046

    30 Aldershot Boulevard Tuxedo Winnipeg R3P 0C8
    Main Photo: 30 Aldershot Boulevard in Winnipeg: Tuxedo Residential for sale (1E) : MLS®# 202604046

    30 Aldershot Boulevard Winnipeg R3P 0C8 Tuxedo

    $2,249,900
    Residential
    Status:
    Active
    MLS® Num:
    202604046
    Bedrooms:
    5
    Bathrooms:
    5
    Floor Area:
    2,987 sq. ft.
    Fully renovated top to bottom in 2025, this stunning home offers exceptional craftsmanship, quality finishes & thoughtful custom details throughout. The impressive GR features soaring floor-to-ceiling windows, custom built-ins, cozy fp & access to the deck, creating a bright & inviting space. The elegant DR is perfect for entertaining w/a stylish wet bar & custom wine display. The gourmet kit boasts soft-close cabinetry, high-end appliances, quartz counters, fully equipped butler’s pantry & a family-size island w/attached dining table. A main floor office w/built-ins, guest bath & bedroom w/private 4-piece ensuite provide excellent flexibility. Upstairs, the primary suite features custom wall detailing, a dream WICC & a luxurious spa-inspired 5-piece ensuite w/heated floors, soaker tub & dual sinks. Two additional brs share a spacious 5-piece bath. Convenient UL laundry. The finished LL includes a rec room w/dry bar, games area, br & 3-piece bath. All mechanical systems are new including 2 HEF, 2 C/AIR, HRV & sump pump. The expansive outdoor space offers plenty of space for a pool, sunroom & more. AT/2. Ideally located close to shopping, parks, restaurants & coffee shops. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 808 255 Wellington Crescent in Winnipeg: Crescentwood Condominium for sale (1B) : MLS®# 202600738

    808 255 Wellington Crescent Crescentwood Winnipeg R3M 3V4
    Main Photo: 808 255 Wellington Crescent in Winnipeg: Crescentwood Condominium for sale (1B) : MLS®# 202600738

    808 255 Wellington Crescent Winnipeg R3M 3V4 Crescentwood

    $399,900
    Condominium
    Status:
    Active
    MLS® Num:
    202600738
    Bedrooms:
    2
    Bathrooms:
    2
    Floor Area:
    1,214 sq. ft.
    Pride of ownership shines throughout this beautifully maintained 2-bedroom, 1.5-bath residence in a sought-after building on iconic Wellington Crescent. Bright and open, the layout features gleaming hardwood floors & ample lighting, all complimented by a southwest-facing balcony with lovely views. The kitchen offers an abundance of white cabinetry, granite countertops, a double oven & tiered island with breakfast bar seating...perfect for casual meals. Both bedrooms feature large windows and share the same sunny southwest exposure, while the primary includes a walk-in closet and a 4-piece ensuite. Enjoy the ease of in-suite laundry and the added convenience of extra storage located on the same floor. Two heated underground parking stalls with storage (51 & 52) are included. Outstanding building amenities include a party room, fitness centre, kitchenette & outdoor patio. Pet friendly and ideally located within walking distance to Osborne Village and scenic river pathways. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    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

    39 Nanton Boulevard Winnipeg R3P 0N1 Tuxedo

    $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
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 635 Melrose Avenue W in Winnipeg: West Transcona Residential for sale (3L) : MLS®# 202604980

    635 Melrose Avenue W West Transcona Winnipeg R2C 1P6
    Main Photo: 635 Melrose Avenue W in Winnipeg: West Transcona Residential for sale (3L) : MLS®# 202604980

    635 Melrose Avenue W Winnipeg R2C 1P6 West Transcona

    $199,900
    Residential
    Status:
    Sold
    MLS® Num:
    202604980
    Bedrooms:
    2
    Bathrooms:
    1
    Floor Area:
    736 sq. ft.
    Calling all investors!!! Great corner lot location in West Transcona. Fabulous opportunity to build or renovate. Walking distance to Regent Park Shopping Centre, restaurants & public transit. Buyer's responsibility to do their own due diligence. House and appliances are sold in "as is condition". More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK

  • 40 JOHNERS Place in Headingley: Headingley South Residential for sale (1W) : MLS®# 202604592

    40 JOHNERS Place Headingley South Headingley R4J 1A5
    Main Photo: 40 JOHNERS Place in Headingley: Headingley South Residential for sale (1W) : MLS®# 202604592

    40 JOHNERS Place Headingley R4J 1A5 Headingley South

    $824,900
    Residential
    Status:
    Sold
    MLS® Num:
    202604592
    Bedrooms:
    5
    Bathrooms:
    3
    Floor Area:
    1,617 sq. ft.
    Completely updated & filled with natural light, this inviting bungalow in South Headingley is set on a nearly an acre w/ southern exposure on a quiet cul-de-sac. The beautifully redesigned interior features 9' ceilings, large windows, LVP floors, custom wood moulding & built-ins. A spacious foyer leads into the welcoming FR w/large picture window & corner gas fp w/stacked stone surround. The dining area offers beautiful backyard views & built-in cabinets & display shelving. A garden door opens to the deck & amazing outdoor space. The bright white kit showcases soft-close cabinetry, counter-to-ceiling tile backsplash, quartz counters, ss appliances & convenient island w/breakfast bar & built-in microwave. Adjacent is a functional laundry & mudroom w/quartz counters & farm sink. The primary suite features a WICC & luxurious 5-piece ensuite w/heated floors, soaker tub, glass shower & double vanity. 2 additional brs & full bath complete the main floor. The finished bsmt offers rec room, games area w/fully equipped wet bar, two brs & 3-piece bath. The fenced yard features a deck, firepit area & plenty of space to enjoy. AT/2 plus extra parking for RV or boat. HEF, C/AIR. More details
    Listed by Royal LePage Dynamic Real Estate
    LISTING DETAILS
    CHRIS PENNYCOOK
1-12/425
 <  123...36  > 
Data was last updated April 6, 2026 at 10:35 PM (UTC)
The enclosed information while deemed to be correct, is not guaranteed.

Buying a Property?

Selling a Property?

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!

 

READ MORE

Contact Me

Chris Pennycook

Office 204-989-5000

chrispennycook@royallepage.ca

 

3 - 1450 Corydon Avenue

Winnipeg, MB

R3N 0J3

Send Me A Message

Powered by myRealPage.com