Chris Pennycook

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

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New property listed in Headingley South, 1W

I have listed a new property at 25 KEMPER CRES in Headingley. See details here

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.

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I have sold a property at 635 Melrose AVE W in Winnipeg

I have sold a property at 635 Melrose AVE W in Winnipeg on Mar 31, 2026. See details here

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".

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New property listed in Bridgwater Forest, 1R

I have listed a new property at 103 Bridgeland DR in Winnipeg. See details here

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.

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I have sold a property at 501 280 Waterfront DR in Winnipeg

I have sold a property at 501 280 Waterfront DR in Winnipeg on Apr 1, 2026. See details here

Experience the best of urban living in this bright & immaculate condo located in the heart of the Exchange District, offering amazing panoramic views of the city and Red River. This bright and spacious 2-bedroom plus den corner unit features gleaming hardwood floors throughout the main living area and den. The open-concept design showcases expansive windows with amazing views from every room. Welcoming living room w/gas fireplace, adjoining dining area w/patio doors to the wraparound balcony & a modern island kitchen w/granite counters, tile backsplash, stainless appliances & ample cabinetry. A breakfast bar provides a perfect spot for casual dining. The primary bedroom includes a Juliette balcony, WICC & relaxing 4-piece ensuite w/air tub. Additional highlights include a spacious foyer, in-suite laundry w/storage & a heated underground parking (stall #8), across from elevator. Pet friendly building & professionally managed. Enjoy the shared courtyard with 290 Waterfront & the unbeatable location...just steps to the riverwalk, parks, dining, entertainment & Winnipeg’s top attractions. Nothing to do but move in & enjoy carefree condo living at its finest!

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I have sold a property at 184 Lindsay ST in Winnipeg

I have sold a property at 184 Lindsay ST in Winnipeg on Mar 31, 2026. See details here

Brand new executive custom build in desirable North River Heights showcasing exceptional design, premium finishes & striking curb appeal w/acrylic stucco, contemporary masonry & o/s stacked windows w/black trim. Built on a piled foundation, this home features commercial-grade luxury vinyl plank flooring, expansive windows & impressive 9 & 10-foot ceilings throughout the main & upper levels. The spacious foyer opens to an elegant dining area & stunning culinary kit w/illuminated waterfall island, Dekton counters, soft-close push cabinetry & high end LG appliances. A convenient main floor guest bath & sunken LR w/access to the east-facing deck complete the level. Upstairs offers three bedrooms, including a luxurious primary retreat w/vaulted cathedral ceiling, spa-inspired 5-piece ensuite w/heated floors, wet room & custom WICC. UL laundry & private office add flexibility. The LL offers potential for a secondary suite w/separate entry, wet bar, custom illuminated millwork, bedroom, laundry hookups & independent mechanical systems. Smart Home features & heated DT/2 wired for EV complete this stunning home.

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New property listed in River Heights North, 1C

I have listed a new property at 182 Lindsay ST in Winnipeg. See details here

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.

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I have sold a property at 40 JOHNERS PL in Headingley

I have sold a property at 40 JOHNERS PL in Headingley on Mar 23, 2026. See details here

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.

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I have sold a property at 214 4314 Grant AVE in Winnipeg

I have sold a property at 214 4314 Grant AVE in Winnipeg on Mar 25, 2026. See details here

Rare opportunity to this 3-bedroom, top-floor unit in a desirable & quiet condo building. Bright, updated & exceptionally well maintained, this home features newer laminate flooring & fresh paint throughout. The galley-style eat-in kitchen offers an abundance of cabinetry, all appliances & a newer patio door leading to a large covered balcony overlooking peaceful treed views. A pocket door provides added privacy to the spacious LR, while the open living & dining areas create an inviting space for everyday living & entertaining. The thoughtful layout includes a private guest bedroom with adjacent 3-piece bath, while the primary suite features its own 4-piece ensuite. The versatile third bedroom is ideal as an office, den or gym. Convenient in-suite laundry w/storage. Residents enjoy excellent amenities including a large party room perfect for family gatherings, plus storage lockers located on the same floor. Outdoor parking stall #32 is included, with option to rent a second space. Condo fees cover parking & all utilities for worry-free living. Ideally located steps to the curling club & arena. Minutes to shopping, restaurants & everyday conveniences.

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New property listed in West Transcona, 3L

I have listed a new property at 635 Melrose AVE W in Winnipeg. See details here

S/S Thursday March 26, offers presented Tuesday March 31 after 6:00 pm. 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".

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New property listed in Maples, 4H

I have listed a new property at 35 Masterton CRES in Winnipeg. See details here

S/S Wed. Mar. 25, offers presented Tues. Mar. 31 after 6 pm. Mint condition & impeccably maintained, this straight & solid bungalow in the Maples is the perfect family home, ideally located close to schools, parks, community centre & public transit. The expansive eat-in kitchen offers plenty of counter space & cabinetry, along with a newer dishwasher, making it both functional & inviting. A bright living room w/carpeting provides a comfortable space to relax, while a pocket door leads to the hallway & three main floor bedrooms, all with hardwood floors beneath the carpet. A 4-piece bath completes the main level. The finished basement adds excellent living space with a games area, spacious rec room w/custom dry bar, a fourth bedroom or office & a large laundry room w/convenient 2-piece bath & abundant storage. Outside, enjoy the large yard with patio...perfect for entertaining or family time. Notable updates include house & garage shingles (2021-2020), HEF (2018), HWT (2016), as well as updated windows, eaves, soffits & fascia. Additional features include central air conditioning and sump pump. Oversize double detached garage with extended driveway. Outstanding value & move-in ready!

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Open House. Open House on Saturday, March 21, 2026 12:00PM - 2:00PM
Move in Ready Executive Custom Build!
Bright & solid 1668 sf home in River Heights w/premium finishes &  design. 4 brs-4 baths, 10' clgs, LVP flooring & custom millwork. Optio

Please visit our Open House at 184 Lindsay ST in Winnipeg. See details here

Open House on Saturday, March 21, 2026 12:00PM - 2:00PM Move in Ready Executive Custom Build! Bright & solid 1668 sf home in River Heights w/premium finishes & design. 4 brs-4 baths, 10' clgs, LVP flooring & custom millwork. Optional secondary suite in LL. Great curb appeal. DT/2 wired for EV charger. McKenna 204-894-9433

OPEN HOUSE: SAT. MAR. 21 & SUN. MAR. 22, 12:00-2:00 PM. Brand new executive custom build in desirable North River Heights showcasing exceptional design, premium finishes & striking curb appeal w/acrylic stucco, contemporary masonry & o/s stacked windows w/black trim. Built on a piled foundation, this home features commercial-grade luxury vinyl plank flooring, expansive windows & impressive 9 & 10-foot ceilings throughout the main & upper levels. The spacious foyer opens to an elegant dining area & stunning culinary kit w/illuminated waterfall island, Dekton counters, soft-close push cabinetry & high end LG appliances. A convenient main floor guest bath & sunken LR w/access to the east-facing deck complete the level. Upstairs offers three bedrooms, including a luxurious primary retreat w/vaulted cathedral ceiling, spa-inspired 5-piece ensuite w/heated floors, wet room & custom WICC. UL laundry & private office add flexibility. The LL offers potential for a secondary suite w/separate entry, wet bar, custom illuminated millwork, bedroom, laundry hookups & independent mechanical systems. Smart Home features & heated DT/2 wired for EV complete this stunning home.

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Open House. Open House on Sunday, March 22, 2026 12:00PM - 2:00PM
Brand New Executive Custom Build!
Bright & solid 1668 sf home in River Heights w/premium finishes &  design. 4 brs-4 baths, 10' clgs, LVP flooring & custom millwork. Optional se

Please visit our Open House at 184 Lindsay ST in Winnipeg. See details here

Open House on Sunday, March 22, 2026 12:00PM - 2:00PM Brand New Executive Custom Build! Bright & solid 1668 sf home in River Heights w/premium finishes & design. 4 brs-4 baths, 10' clgs, LVP flooring & custom millwork. Optional secondary suite in LL. Great curb appeal. DT/2 wired for EV charger. Alix 204-228-5252.

OPEN HOUSE: SAT. MAR. 21 & SUN. MAR. 22, 12:00-2:00 PM. Brand new executive custom build in desirable North River Heights showcasing exceptional design, premium finishes & striking curb appeal w/acrylic stucco, contemporary masonry & o/s stacked windows w/black trim. Built on a piled foundation, this home features commercial-grade luxury vinyl plank flooring, expansive windows & impressive 9 & 10-foot ceilings throughout the main & upper levels. The spacious foyer opens to an elegant dining area & stunning culinary kit w/illuminated waterfall island, Dekton counters, soft-close push cabinetry & high end LG appliances. A convenient main floor guest bath & sunken LR w/access to the east-facing deck complete the level. Upstairs offers three bedrooms, including a luxurious primary retreat w/vaulted cathedral ceiling, spa-inspired 5-piece ensuite w/heated floors, wet room & custom WICC. UL laundry & private office add flexibility. The LL offers potential for a secondary suite w/separate entry, wet bar, custom illuminated millwork, bedroom, laundry hookups & independent mechanical systems. Smart Home features & heated DT/2 wired for EV complete this stunning home.

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New property listed in Tuxedo, 1E

I have listed a new property at 78 Cuthbertson AVE in Winnipeg. See details here

S/S Wed. Mar. 18, offers Mon. Mar. 23 afternoon. 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.

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I have sold a property at 82 Hopwood DR in Winnipeg

I have sold a property at 82 Hopwood DR in Winnipeg on Mar 8, 2026. See details here

S/S Sat. Mar. 7, offers as rec'd. Complete renovation by DLUX Design in 2021 transformed this exceptional home into a light-filled showpiece. A grand foyer w/soaring 16-foot ceiling & dramatic floor-to-ceiling wood moulding accent wall sets the tone. The formal DR features a custom ceiling, statement pendant lighting & space for large gatherings. Wide plank oak hardwood floors flow throughout the main & upper levels. A private office w/double glass doors offers built-in bookcases w/desk & crown moulding. The gourmet kit impresses w/soft-close cabinetry, quartz counters & backsplash, Wolf 6-burner gas cooktop w/custom hood, integrated fridge & dishwasher plus an oak island w/breakfast bar. A butler’s pantry, mudroom & laundry add function. The bright FR overlooks the backyard oasis & features a gas fireplace flanked by built-ins. Upstairs offers 3 bedrooms, including a luxurious primary w/spa-like ensuite & custom WICC. The 2 other bedrooms share an ensuite. The LL is ideal for entertaining w/rec space, wet bar, gym, 4th br & heated tile bath. The spectacular outdoor space boasts one of the largest lots on the street & features an inground pool, hot tub, outdoor kitchen & covered lounge area. AT/2.

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I have sold a property at 66 Cummings CRES in Winnipeg

I have sold a property at 66 Cummings CRES in Winnipeg on Mar 11, 2026. See details here

This excellent family home is located on a prime lot in River Park South. Beautiful hardwoods highlight the entertainment-sized living & dining rooms. The sunken family room features a vaulted ceiling w/skylight, cozy wood-burning fireplace & remote pop-up TV. A wall of windows in the DR overlooks the low-maintenance backyard, while a garden door leads to the inviting sunroom. The family-sized kitchen offers ample cabinetry, ss appliances & island w/granite countertop & breakfast bar. A convenient 2-piece guest bath completes the main floor. Upstairs you will find 3 spacious bedrooms, including the primary featuring a modern updated 4-piece ensuite w/double vanity & soaker tub. Updated 3-piece family bath. Designed for entertaining & family fun, the fully finished bsmt includes a theatre area, games area, office & updated 3-piece bath. The south-facing backyard boasts a tiered deck with hot tub, paver stone patio, pergola w/privacy screens & mature perennials. Updates include C/AIR (2023), windows & shingles (2016). Sump pump, C/VAC & AT/2. Close to schools & shopping. Meticulously maintained & cared for with pride of ownership throughout.

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New property listed in Headingley South, 1W

I have listed a new property at 40 JOHNERS PL in Headingley. See details here

S/S Mar. 17, offers Mon. Mar. 23. 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.

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I have sold a property at 50 Fieldstone BAY in Winnipeg

I have sold a property at 50 Fieldstone BAY in Winnipeg on Mar 10, 2026. See details here

Recently updated & filled with natural light, this bright & solid bi-level in Heritage Park offers warm, inviting décor & thoughtful touches throughout. Refinished oak hardwood floors and fresh paint create a modern, welcoming feel, while large windows flood the home w/sunlight. The dining room features direct access to a tiered deck with privacy fence, perfect for relaxing or entertaining. The spacious kitchen showcases light grey cabinetry w/organizers, ss appliances & a stylish barn door leading to an o/s pantry. Down the hall, you’ll find excellent storage, two generous bedrooms w/great closet space & a large full bath. The primary bedroom features a WICC w/barn door, adding rustic charm. The inviting lower level continues the home’s cozy appeal w/a comfortable rec room featuring plush carpeting, beam ceiling & large windows, plus games or flex space, two additional bedrooms & 3-piece bath. The south-facing backyard is fully fenced, nicely treed & ideal for family enjoyment. A long front driveway offers extra parking & leads to an o/s DT/1. Ideally located close to all amenities, schools, parks, walking & biking paths.

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I have sold a property at 120 Mountbatten AVE in Winnipeg

I have sold a property at 120 Mountbatten AVE in Winnipeg on Mar 13, 2026. See details here

Beautifully updated from top to bottom, this solid & straight home offers a modern & inviting open design filled w/natural light. A spacious foyer welcomes you into a dining area large enough for gatherings & garden door leads to a 3-season sunroom & massive outdoor space featuring an entertainment-sized deck surrounded by mature trees. Luxury vinyl plank flooring flows throughout both levels. The chef-inspired kit boasts a large island w/matte quartz counter, soft-close drawers & breakfast bar w/storage. High-end ss appliances, custom hood fan & 4-burner gas cooktop w/grill. Bronze hardware & matching sconces add warmth, while a custom mudroom keeps everything organized. The bright sunken LR showcases a wall-to-wall window & custom feature wall w/ornamental fp. The spacious primary offers a hidden WICC & stunning 5-piece ensuite w/heated floors, soaker tub, large vanity & o/s shower. 2 good sized brs w/organizers & 4-piece bath w/heated flrs. The LL features custom built-ins, flex space for relaxing, gym or working. 4th br & steam shower bath. AT/2. Located on a sprawling 130' x 130' corner lot, steps to Tuxedo Golf Course & Assiniboine Park.

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I have sold a property at 20 1290 Warde AVE in Winnipeg

I have sold a property at 20 1290 Warde AVE in Winnipeg on Mar 13, 2026. See details here

Located in prestigious Royalwood Estates in south St. Vital, this townhomes offers the perfect balance of traditional single-family living with the carefree convenience of condo life. A spacious foyer welcomes you to the upper level open-concept design highlighted by beautiful maple hardwoods & luxurious upgrades. The LR features large windows w/silhouette blinds, custom built-in millwork with storage & electric linear fireplace w/elegant tile surround. The dining area offers additional custom storage & patio doors leading to north facing deck. The island kitchen is finished w/granite counters, breakfast bar seating, ss appliances & ample cabinetry. Convenient 2-piece bath. Upstairs are 2 generously sized bedrooms, each with good closet space, private ensuite baths & steps to the laundry closet. The bright lower-level flex space (ideal office or family room) has access to a covered patio & greenspace through large patio doors. Direct access to the double attached garage & plenty of storage options add to the functionality. Meticulously maintained, pet friendly & low condo fees make this a rare find. Easy access to shopping, dining & recreational activities.

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Open House. Open House on Saturday, March 14, 2026 12:00PM - 2:00PM
Brand New Executive Custom Build!
Premium finishes in this bright & solid 1668 sf, 4 br-4 bath home in River Heights. Lovely curb appeal. LVP, custom millwork & open concept w/10'

Please visit our Open House at 184 Lindsay ST in Winnipeg. See details here

Open House on Saturday, March 14, 2026 12:00PM - 2:00PM Brand New Executive Custom Build! Premium finishes in this bright & solid 1668 sf, 4 br-4 bath home in River Heights. Lovely curb appeal. LVP, custom millwork & open concept w/10' clgs. Secondary suite in LL if desired. DT/2 wired for EV charger. Anna 204-781-4156

OPEN HOUSE SATURDAY MARCH 14 & SUNDAY MARCH 15, 12:00-2:00 PM. . Brand new executive custom build in desirable North River Heights showcasing exceptional design, premium finishes & striking curb appeal w/acrylic stucco, contemporary masonry & o/s stacked windows w/black trim. Built on a piled foundation, this home features commercial-grade luxury vinyl plank flooring, expansive windows & impressive 9 & 10-foot ceilings throughout the main & upper levels. The spacious foyer opens to an elegant dining area & stunning culinary kit w/illuminated waterfall island, Dekton counters, soft-close push cabinetry & high end LG appliances. A convenient main floor guest bath & sunken LR w/access to the east-facing deck complete the level. Upstairs offers three bedrooms, including a luxurious primary retreat w/vaulted cathedral ceiling, spa-inspired 5-piece ensuite w/heated floors, wet room & custom WICC. UL laundry & private office add flexibility. The LL offers potential for a secondary suite w/separate entry, wet bar, custom illuminated millwork, bedroom, laundry hookups & independent mechanical systems. Smart Home features & heated DT/2 wired for EV complete this stunning home.

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