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 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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New property listed in River Heights North, 1C

I have listed a new property at 1278 Wellington CRES in Winnipeg. See details here

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.

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New property listed in Taylor Farm, 5W

I have listed a new property at 53 Bremner DR in Headingley. See details here

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.

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New property listed in Charleswood, 1F

I have listed a new property at 175 Ridgedale CRES in Winnipeg. See details here

S/S Sat. Mar. 14, offers as rec'd. 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/steam 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, 2nd hot tub, tiered deck & beautiful landscaped grounds complete this extraordinary property!

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New property listed in Tuxedo, 1E

I have listed a new property at 30 Aldershot BLVD in Winnipeg. See details here

S/S now, offers as rec'd. 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.

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New property listed in Tuxedo, 1E

I have listed a new property at 82 Hopwood DR in Winnipeg. 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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New property listed in River Heights North, 1C

I have listed a new property at 184 Lindsay ST in Winnipeg. See details here

S/S Thurs. Mar. 5, offers Tues. Mar. 10 after 6 pm. OH SAT. MAR. 7 & SUN. MAR. 8, 12-2 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 Charleswood, 1G

I have listed a new property at 214 4314 Grant AVE in Winnipeg. See details here

S/S Thurs. Mar. 5, offers Tues. Mar. 10 after 6 pm. 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 Heritage Park, 5H

I have listed a new property at 50 Fieldstone BAY in Winnipeg. See details here

S/S Wed. Mar. 4, offers Tues. Mar. 10 evening. OH SUN. MAR.8 1-3 PM. 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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New property listed in Riverview, 1A

I have listed a new property at 403 Churchill DR in Winnipeg. See details here

S/S immediately. AVAILABLE TO RENT NOW! Completely renovated Riverview bungalow. 2 bedrooms & 2 baths on the main floor. Lower level family room with 3rd bedroom, office/gym & full bathroom. Newer windows & mechanicals. Laundry in basement. Fenced backyard with deck & sauna. Double detached garage. Great location, steps from walking paths & parks. Minutes to downtown, shopping & dining. Dogs allowed but no cats.

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New property listed in Tuxedo, 1E

I have listed a new property at 120 Mountbatten AVE in Winnipeg. See details here

S/S Thurs. Feb. 26, offers Tues. Mar. 3 after 6 pm. 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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New property listed in East Transcona, 3M

I have listed a new property at 134 Newman AVE in Winnipeg. See details here

S/S Thurs. Feb. 26, offers Tues. Mar. 3 after 6 pm. This updated & bright bungalow on a quiet street offers style, function & comfort. Gleaming hardwoods & abundant natural light enhance the main level, while durable tile anchors the beautifully renovated kitchen featuring soft-close maple cabinetry, ss appliances, subway tile backsplash & large island w/breakfast bar seating for everyone. The open-concept LR & DR is ideal for entertaining, complete with a built-in buffet w/quartz counter & additional soft-close storage. Three main-floor bedrooms all showcase hardwoods & great natural light, including a primary bedroom w/slatted wood feature wall & built-in bed. The updated 4-piece bath includes a modern floating vanity & tile flooring. The fully finished bsmt offers excellent additional living space for relaxing, gaming or working out, w/new vinyl plank flooring & an updated 3-piece bath (2025). Major updates include most windows (2019), shingles & HEF (2018). HWT (2025). Enjoy the large fenced yard w/new fencing (2024), perfect for kids & pets, plus a DT/1 w/attached shed & parking pad for two more vehicles. Close to schools, parks & recreation...this solid home is move-in ready & won’t last!

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New property listed in Exchange District, 9A

I have listed a new property at 501 280 Waterfront DR in Winnipeg. See details here

S/S now, offers as received. 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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New property listed in Royalwood, 2J

I have listed a new property at 20 1290 Warde AVE in Winnipeg. See details here

S/S Sat. Feb. 7, offers presented as rec'd. 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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New property listed in Headingley South, 1W

I have listed a new property at 90 Empire ST in Headingley. See details here

S/S Thurs. Feb.5, offers as rec'd. Located in South Headingley on a private & 1.24-acre treed lot, this custom Huntington build showcases impressive upgrades throughout & backs onto a scenic walking path & steps from the Assiniboine River...perfect for year-round outdoor enjoyment. Custom Visions cabinetry is featured throughout, along w/surround sound, structural wood basement floors & recycled leather floors in the main living areas. A wall of windows fills the LR w/natural light, complimented by custom lit built-ins & gas fp. The DR offers space for large gatherings w/floating buffet & accent lighting. The entertainer’s kit impresses w/maple cabinetry, quartz counters, ss appliances & massive island w/2-sided breakfast bar. Garden doors open to a tiered north-facing deck, while patio doors lead to an inviting 3-season sunroom. The primary retreat overlooks the serenity of nature & includes a luxurious ensuite w/WICC. 2 additional brs, full bath & laundry/mudroom connect to the o/s triple car garage. The bright LL features a rec room & games room w/barn wood accent wall & dry bar. 2 more brs/flex spaces, full bath & abundant storage. An exceptional home, lovingly maintained on an incredible property

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New property listed in Tuxedo, 1E

I have listed a new property at 307 Park BLVD in Winnipeg. See details here

S/S Thurs. Feb. 5, offers Tues. Feb. 10. Located on a desirable street in Tuxedo, this modern & inviting 2 storey family home is thoughtfully designed for comfortable living & entertaining. A bright open foyer welcomes you into the sun-filled LR featuring lovely hardwoods, oversized windows & custom feature wall w/gas fireplace & stainless surround. The spacious DR easily hosts gatherings, while the chef’s kitchen impresses w/high-end ss appliances, quartz counters, abundant custom cabinetry & family-size island w/double-sided breakfast bar. Relax or entertain in the adjacent FR. Garden doors lead to the deck & beautifully manicured backyard w/mature trees. Convenient 2-piece guest bath. A custom staircase leads to 3 brs & 2 baths. Expansive primary w/double doors & luxury 3-piece ensuite & WICC. An upper west-facing deck offers the perfect spot for morning coffee or sunset cocktails. The fully finished bsmt features a rec room w/wet bar, built-in storage & work space, striking lighted feature wall, 4th br, full bath & laundry. Exceptional curb appeal w/mature landscaping, double drive & 20' x 20' attached garage w/custom overhead door. Steps to Assiniboine Park. Close to shopping, cafés & dining.

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New property listed in River Park South, 2F

I have listed a new property at 66 Cummings CRES in Winnipeg. See details here

S/S Thurs. Jan. 22, offers presented Tues. Jan. 27 after 6 pm. 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 Charleswood, 1H

I have listed a new property at 22 McCrindle BAY in Winnipeg. See details here

S/S now, offers presented as rec'd. OH SUN. JAN. 18, 1-3 PM. Modern, bright & move-in ready, this custom two-storey home is ideally located in sought-after Ridgewood West & offers excellent future potential. The open-concept main floor is filled w/natural light from large windows & features durable LVP flooring throughout. The stylish kitchen showcases soft-close Kitchen Craft cabinetry, large island w/breakfast bar seating & a walk-in pantry w/convenient pass-through to the laundry & mudroom. Garden doors lead to the south facing backyard & future deck or sunroom. A private br/office & 3-piece bath complete the main floor. Upstairs offers 4 generous brs w/great closet space, including a spacious primary suite w/double-door entry, WICC & 3-piece ensuite, plus a 4-piece family bath. The bright full basement is ready for development w/RIP & a separate exterior access...ideal for an in-law suite. Set on one of the largest yards in the neighbourhood, the home boasts lovely curb appeal, double attached garage & extra-wide driveway. Located in a growing, family-friendly community close to schools, parks, the perimeter & shopping. HRV, HEF, C/AIR & sump pump. Design your dream backyard for the summer ahead!

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New property listed in Crescentwood, 1B

I have listed a new property at 808 255 Wellington CRES in Winnipeg. See details here

S/S Wednesday January 14, offers presented as received. 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.

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New property listed in River Heights, 1C

I have listed a new property at 135 Ash ST in Winnipeg. See details here

S/S now, offers presented as received. A true architectural masterpiece by renowned builder Art Gross with architect Les Stechesen, this exceptional residence is set on beautifully landscaped grounds and showcases impeccable craftsmanship with a refined blend of luxury and sophistication. The home welcomes you with a striking sunken living room featuring a warm, inviting fireplace, while rich hardwood floors flow throughout. Elegant French doors lead to a formal dining room that comfortably seats 12 and opens to a patio—ideal for entertaining. The bright white chef’s kitchen is both stylish and functional, offering top-tier appliances, ample cabinetry, and a spacious dining area. A cozy yet refined library with its own fireplace provides the perfect retreat. Upstairs, the private upper level features a charming office, serene den, 3-piece bath, and three generous bedrooms, including a luxurious primary suite with a spa-inspired 5-piece ensuite and custom walk-in closet. The lower level impresses with a grand rec room highlighted by a dramatic stone wood-burning fireplace. Spacious double attached garage. Timeless elegance meets modern comfort in this truly extraordinary home.

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