Chris Pennycook

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

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New property listed in Headingley North, 5W

I have listed a new property at 62 BLUMBERG TRAIL in Headingley. See details here

S/S now, offers presented as rec'd. Immaculate 4-bedroom home in Headingley, set on a beautifully landscaped lot. This custom modern build offers soaring ceilings & open concept design for a bright, spacious feel. A welcoming foyer opens to a versatile bedroom/office. The great room showcases an impressive floor-to-ceiling wood feature wall, cozy fireplace & wall of windows overlooking the backyard. The dining area includes a handy built-in work space & patio doors lead to a tiered deck with pergola...perfect for entertaining. The island kitchen features stainless appliances, quartz counters, corner pantry & breakfast bar. The primary suite has a WICC & spa-inspired 4-piece ensuite with double vanity & walk-in shower. A guest bath with laundry adds convenience. The fully finished basement offers a rec room, games area with wet bar, 2 bedrooms, 3-piece bath & plenty of storage. Heated triple attached garage (36’x24’) with water tap & yard access. Backyard backs onto walking path with underground sprinklers, RV/boat pad & mature landscaping. Piled foundation, steel beam construction, C/AIR, C/VAC, HRV, HEF & sump pump. Pride of ownership is evident throughout! Nothing to do but move in & enjoy!

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New property listed in Headingley South, 1W

I have listed a new property at 124 Falcon AVE in Headingley. See details here

SS Sept 17 OTP Sept 23. Stunning South Headingley custom Morrison bng located on a beautifully treed lot. So much to want here! Beautiful curb appeal w/stone detail+fir pillars framing the front. You're welcomed by soaring 10' ceilings in the main living space. Open plan has a beautiful great room w/Osburn wood FP which overlooks the 3 season snrm and south backyard. Gorgeous 2 tone kitchen offering a 4 seater island, large pantry, SS appls+quartz counters. Convenient powder room tucked beside the awesome mudroom which leads to the OS heated AT3 w/built-ins. The primary is on it's own wing, it has a spacious ensuite w/dbl sinks, a soaker tub, tiled steam shower and generous WIC. The kids wing is separated by the main space w/a 2x6 wall and pocket door for privacy+comfort. 2 ample rooms w/lrg wdws and a 4pc bath between them. This is a stellar floor plan! The lower level is finished w/9' ceilings, on wood structural floor and offers oversized wdws allowing for sunlight. Huge rec space, 2 bdrms, a 4pc bath, dedicated storage room and lovely laundry room w/tons of cabinetry, folding space+sink. Outside offers a sprawling deck, dog run, raised garden beds all flanked by mature trees. What's not to love?

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New property listed in River Heights North, 1C

I have listed a new property at A 95 Borebank ST in Winnipeg. See details here

S/S immediately, offers presented as rec'd. Exceptional home showcasing custom millwork and thoughtful details throughout. Bright & airy with wide plank engineered white oak hardwoods, large windows & custom blinds, the interior offers both warmth & sophistication. The GR features wall-to-wall media cabinetry, floating shelves & ceiling speakers, seamlessly connecting to the dining space that easily accommodates 6–8 guests. The chef’s kitchen is a showstopper with soft-close cabinetry, high-end appliances, quartz counters, organizers & a family-sized island w/double sink & breakfast bar, complemented by a convenient butler’s pantry. A guest bath & spacious mudroom lead to a covered deck & AT/2. A custom glass staircase brings you to the UL, includes 3 bedrooms, full bath & laundry. The private primary retreat offers an 18' x 8' balcony, a spa-inspired 5-piece ensuite w/heated floors, steam shower & custom WICC. The finished basement extends your living space with a rec room, 4th bedroom & full bath. ICF foundation on piles. Control4 home automation system. This beautiful home is steps to Wellington Crescent & walking distance to Academy’s shops & restaurants.

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New property listed in Tuxedo, 1E

I have listed a new property at 303 Boreham BLVD in Winnipeg. See details here

S/S immediately, offers presented as received. Another extraordinary creation by DLUX Design & Company! This 3,511 sq. ft. Tuxedo showpiece combines cutting-edge design with luxurious finishes on one of the area’s most sought-after streets—just steps from Assiniboine Park and The Leaf. The main floor impresses with a gourmet kitchen featuring a butler’s pantry, an elegant dining room, a stunning great room with gas fireplace, a spacious office, and a large mudroom. Upstairs, discover a versatile family/flex space and three bedrooms—each with its own spa-inspired ensuite and walk-in closet—plus a convenient second-floor laundry. The entertainment-ready lower level offers a massive rec room, games area with bar, home gym space, and a fourth bedroom with ensuite and WICC. Two stylish powder rooms (main and lower) add convenience. Outdoors, enjoy a dining deck perfect for summer gatherings. Parking is a breeze with a double attached garage plus a tandem bay/workshop. Every DLUX home is thoughtfully curated, one-of-a-kind, and designed to exceed every expectation! Your dream home awaits!

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New property listed in Crescentwood, 1B

I have listed a new property at 4 390 Wellington CRES in Winnipeg. See details here

S/S Sat. Sept. 6, offers presented as received. Experience the charm of this 950 sf condo, perfectly situated along the iconic Wellington Crescent with stunning views of Munson Park. Located in an award-winning mid-century building & recognized with a prestigious Silver Massey Medal for its architectural brilliance. The bright & spacious living and dining area features newer carpeting & floor-to-ceiling windows that flood the space w/natural light & stunning views. A cozy balcony offers the perfect spot to unwind with your morning coffee or an evening cocktail. The custom kitchen impresses with abundant cabinetry, pull-out shelves, ss appliances, under-mount lighting, and a sleek stainless backsplash—plus a convenient built-in desk w/upper cabinets for your home office needs. 2 comfortable bedrooms w/newer carpeting & an updated 4-piece bath complete the layout. Additional features include fresh paint, updated light fixtures, 2 wall A/C units, free shared laundry, main floor storage locker & an outdoor covered parking stall located in front of the entrance. This non-smoking building is just steps from Corydon & Grosvenor’s boutique shops, cafes & restaurants...an unbeatable location for urban living.

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New property listed in Fort Richmond, 1K

I have listed a new property at 80 St Dunstan's BAY in Winnipeg. See details here

S/S Thurs. Sept. 4, offers presented Tues. Sept. 9 after 6:00 pm. Welcome to this lovingly maintained family home on a quiet bay in Fort Richmond! The bright LR boasts large windows overlooking the pristine backyard, while the updated kitchen features custom Kitchen Craft cabinetry, granite counters, ss appliances & breakfast bar w/pass-through to the DR. A convenient guest bath completes the main level. Upstairs, you’ll find four bedrooms, including a spacious primary suite w/abundant closet space & private 2-piece ensuite. Updated 4-piece main bath. The fully finished bsmt offers a large rec room ideal for family time or entertaining, along with a generous storage room that could be converted into a private office. A clean & spacious 28' x 20' double attached garage with built-in shelving adds convenience. Outside, enjoy the beautiful backyard with a 20' x 20' deck, mature trees & perennial flowerbeds. Recent updates include shingles (2019), hot water tank (2020), high-efficiency furnace (2012) & C/AIR (2008). Complete with a monitored alarm system, this home is just a 5-minute walk to 3 schools, 20 minutes to the U of M & close to parks, shopping & dining. A true family home that’s move-in ready!

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New property listed in Charleswood, 1G

I have listed a new property at 19 Collett COVE in Winnipeg. See details here

S/S Thurs. Sept. 4, offers presented Tues. Sept. 9 after 6 pm. Immaculate and completely remodeled bungalow nestled on a quiet cul-de-sac in Charleswood. Featuring soaring ceilings and an open floor plan, the great room impresses w/a striking floor-to-ceiling fireplace feature & expansive windows w/automated blinds. The dining area offers wall-to-wall built-in storage & display cabinetry, while the stunning white kitchen boasts soft-close cabinetry, quartz countertops, ss appliances & a family-sized island w/attached table for casual dining. A main floor guest bedroom or office, a spacious primary suite with a luxurious remodelled 5-piece ensuite w/WICC, plus a convenient laundry room w/new washer & dryer (2025) & guest bath complete this level. The bright & spacious LL, renovated in 2019, includes a large rec area w/electric fireplace, games area, wet bar, two generous bedrooms, 3-piece bath (2022) & abundant storage. Major updates include shingles, furnace, central air & HWT (2019), along with newer windows and doors. Enjoy the fully fenced backyard w/deck & patio. Underground sprinkler. Built on piles. AT/2. Walking distance to Assiniboine Park & Forest. Close to schools, shopping & dining.

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New property listed in East Fort Garry, 1J

I have listed a new property at 3 761 North DR in Winnipeg. See details here

S/S now, offers presented as rec'd. Prepare to be impressed by this stunning townhouse condo, perfectly situated to capture breathtaking views of the Red River. Custom-designed by DLUX Design, this exceptional residence showcases an open-concept main living area where rich hardwoods & a bright & modern GR flows seamlessly into the dining space & the sleek chef-inspired kitchen, complete w/a large quartz island, ss appliances, ample cabinetry & garden door leading to a private balcony overlooking the picturesque river. An elevator provides convenient access to all levels. Upstairs, discover two generously sized bedrooms, including a primary suite w/a spa-like 4-piece ensuite w/heated floors. A second full bath & laundry complete this level. The 3rd level is a true showstopper...beautifully finished multi-purpose room w/custom Murphy bed for guests & direct access to a spectacular rooftop-style balcony w/panoramic views...perfect for entertaining or relaxing. With striking architectural design, premium finishes & a rare riverside location, this extraordinary townhouse offers an unparalleled lifestyle. Steps from walking trails, minutes to Wildewood Golf Course & close to St. John’s-Ravenscourt School.

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New property listed in All Season Estates, 3H

I have listed a new property at 41 Dunits DR in Winnipeg. See details here

S/S Thurs. Aug. 21, offers presented Tues. Aug.26 after 6:00 pm. Bright and airy bi-level in All Seasons Estates featuring vaulted ceilings in the living and dining room for an open, spacious feel. The eat-in kitchen offers plenty of cabinetry and comes equipped with all appliances. Three good-sized bedrooms & a 4-piece bath complete the main level. The updated lower level boasts large windows, a cozy gas fireplace, a 3-piece bath, storage/workshop, and a versatile flex space perfect for an office, playroom, or potential bedroom. The fully fenced backyard is ideal for entertaining and family fun, offering a spacious layout with a side patio, fire pit area, perennial beds, newly planted trees, and an updated storage/garden shed (2025). Freshly painted stucco exterior adds great curb appeal. Additional features include a single attached 20' x 12' garage with extra parking pad, central air conditioning, HEF (2014), HWT (2021), and sump pump. Other upgrades include window coverings, exterior doors, windows, fence & flooring. Nestled in a quiet cul-de-sac in a fantastic family friendly community. Close to schools, parks, shopping, and restaurants. You don't want to miss this one!

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New property listed in River Heights North, 1C

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

S/S Friday. Aug. 22, offers presented Tues. Aug. 26 after 6 pm. A true architectural masterpiece! This remarkable residence is nestled on exquisitely landscaped grounds & defined by impeccable craftsmanship & an artful blend of luxury & sophistication. This home welcomes you with a stunning sunken living room, complete with a warm, inviting fireplace. Rich hwds flow seamlessly throughout, while elegant French doors open to a formal DR that comfortably seats 12 guests & offers access to a patio—perfect for lavish entertaining. The bright, white chef’s kitchen is a culinary dream, featuring top-of-the-line appliances, abundant cabinetry, & a spacious dining area. A cozy & refined library with its own fireplace provides the ideal retreat for quiet evenings. Upstairs, the private UL offers a charming office, a serene den, 3 pce bath & 3 generously sized brs, including a luxurious primary suite. The suite boasts a spa-inspired 5-piece ensuite bath & a custom-designed wicc—your personal sanctuary for relaxation. The LL impresses with a stately recreation room, anchored by a dramatic stone wood-burning FP. Spacious AT/2. This exceptional home is the epitome of timeless elegance & modern comfort.

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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 reviewed within 24 hrs. Fully renovated from top to bottom in 2025, this stunning home showcases high-quality finishes, exceptional craftsmanship & custom details throughout. The GR impresses w/floor-to-ceiling windows, custom built-ins, cozy fp & access to the deck. Entertain in style in the DR, complete w/wet bar & custom wine wall. The gourmet kitchen features soft-close cabinetry, high-end appliances, quartz counters, fully equipped butler's pantry & family-size island w/attached dining table. A main floor office w/built-ins, guest bath & bedroom w/4-piece ensuite add convenience. Upstairs, the primary bedroom boasts custom wall art, a dream WICC, luxurious spa 5-piece ensuite w/heated tile, soaker tub & dual sinks. 2 additional bedrooms share a 5-piece bath, perfect for the kids. UL laundry room. The finished LL includes a rec room w/dry bar, games area, large br & 3-piece bath. All new mechanical systems include 2 HEF, 2 C/A units, HRV & sump pump. The expansive backyard is ideal for entertaining or family fun...room for a pool, sun room, play structures & more. AT/2. Located close to shopping, restaurants, parks & coffee shops. This home is redesigned to impress!

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New property listed in Headingley North, 5W

I have listed a new property at 12 Britton BAY in Headingley. See details here

S/S Saturday, Aug 16, offers presented as received....Nestled in a peaceful, rural-like setting just minutes from all of Winnipeg’s amenities, this beautifully updated condo bungalow offers numerous upgrades and a thoughtfully designed layout. The inviting great room features soaring tray ceilings, a large window with Hunter Douglas blinds, and a cozy gas fireplace, creating a warm and welcoming atmosphere. The adjacent dining room provides access to a bright and cozy 3-season sunroom with floor-to-ceiling windows. Designed with entertaining in mind, the kitchen opens to both the great room and sunroom and boasts updated cabinetry, sleek countertops, and modern appliances. Two main floor bedrooms include a lovely primary suite with a 3-piece ensuite. The fully finished lower level offers plenty of room for family fun, complete with gas fireplace, sauna, guest bedroom, 3-piece bath, and ample storage space. Outdoor living is a dream with a raised deck for dining and a ground-level patio, ideal for relaxing or entertaining. Additional features include A/c, security system, and a double attached garage. Roof shingles (2015). This home is the perfect blend of comfort, style, and convenience.

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New property listed in River Heights North, 1C

I have listed a new property at 396 Oxford ST in Winnipeg. See details here

S/S Thurs, Aug 14-offers presented Tues, Aug, 19 after 6:00 pm. Step into this truly exceptional family home where timeless design & luxury finishes meet everyday comfort—an absolute gem that exudes pride of ownership throughout! From the moment you enter, you're welcomed by an inviting LR that showcases a classic wood-burning fireplace framed by exquisite custom cabinetry & rich wood flooring. An elegant DR offers a built-in cabinet alcove & a striking chandelier—perfect for dinner parties. The spacious kitchen impresses with abundant cabinetry, gleaming quartz counters, & stainless steel appliances. A main floor bedroom & stylish 3-piece bath add flexible living options. Upstairs, the stunning primary suite boasts, charming wainscoting, an ornamental fireplace, walk-in closet, & a luxurious 3-piece ensuite. A 2nd bedroom offers the perfect space for a home office. The lower level feels like a private suite with a rec room, wet bar, bedroom with built-in wardrobe, access to a 4-piece bath featuring a clawfoot tub and walk-in shower, plus a separate office. Outside, unwind in the beautifully landscaped, fully fenced yard with a spacious deck—perfect for summer entertaining. Detached double garage.

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New property listed in River Heights, 1D

I have listed a new property at 681 Cambridge ST in Winnipeg. See details here

S/S Thurs, Aug 14- offers presented Tues, Aug 19, after 6:00 pm. This charming bungalow features thoughtful updates throughout, combining cozy comfort with modern style. The spacious living room offers new carpeting (2025), perfect for relaxing or entertaining friends and family. The bright, white renovated kitchen is designed with both style & functionality in mind. It features an abundance of white cabinetry—including glass-front units with interior lighting that add a touch of charm & beautiful quartz countertops. A built-in table provides the perfect spot for dining. The main floor also includes two spacious bedrooms & a beautifully updated 3-piece bathroom with a corner shower & a linen cabinet for extra storage. The basement offers a generous rec room with dry bar, a 3-piece bath, & a spacious laundry/storage room. Outside, the backyard is surrounded by mature trees & perennials. Enjoy two patios, plus a cozy sunroom overlooking the yard. Additional features include a double garage, central vacuum, and A/C. Excellent location just minutes from Grant Park Shopping Mall, schools, & Pan Am Pool.

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New property listed in Downtown, 9A

I have listed a new property at 1201 77 Edmonton ST in Winnipeg. See details here

S/S immediately, offers presented as received. Corner penthouse unit in a prime downtown location with stunning views of the Golden Boy from the large east-facing balcony! This bright and spacious 2-bedroom condo features an updated galley-style kitchen with a convenient laundry/storage closet and modern bathrooms. Enjoy laminate flooring in the living and dining areas, two wall-mounted air conditioning units, and a walk-in storage room within the unit. Both bedrooms are generously sized with ample closet space, and the primary bedroom includes a 4-piece ensuite. Comes with secure underground parking stall #104. Fantastic building amenities include a fitness centre, hot tub, sauna, outdoor pool, and party room. Cat-friendly and within walking distance along the Red River to The Forks, Osborne Village, public transit, and shopping. Ideal for students, first-time buyers, or investors. Direct building access to a convenience store adds to the everyday ease of condo living!

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New property listed in Crescentwood, 1Bw

I have listed a new property at 1028 Hector AVE in Winnipeg. See details here

S/S Thurs. Aug. 7, offers presented Tues. Aug. 12 after 6:00 pm. This completely updated bungalow in Crescentwood offers modern living with timeless style. Featuring a bright and airy open floor plan and warm laminate flooring throughout both the main level and finished basement. The stunning white kitchen is equipped with newer appliances, quartz waterfall island with breakfast bar, built-in pullout organizers, and display cabinetry—perfect for both everyday living and entertaining. A spacious dining area flows into the inviting living room, which overlooks the front patio—ideal for your morning coffee. Two bedrooms and a beautifully updated 4-piece bath complete the main floor. The fully finished basement offers a large rec room with dry bar, a guest bedroom or home office, and a 3-piece bath. Outside, the private fenced backyard features a sliding gate to the attached garage, a deck, stone patio, garden shed, and raised planter boxes, perfect for the garden enthusiast. Additional highlights include central air, a high-efficiency furnace, and newer hot water tank. All just steps from Grant Park Shopping Centre, schools, and restaurants. This home is move-in ready.

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New property listed in Sage Creek, 2K

I have listed a new property at 102 Red sky RD in Winnipeg. See details here

S/S Thurs, Aug, 7-offers Tues, Aug, 12 after 6:00 pm. OPEN HOUSE, Sun, Aug. 10, 12-2:00 Step into this meticulously maintained 2-storey home where modern style & thoughtful updates are evident in every detail. The main floor features a stunning floor-to-ceiling shiplap wall unit framing a cozy fireplace in the great room, while sliding patio doors lead to a warm and inviting sunroom. The bright white kitchen boasts an island with seating, stainless steel appliances, ample cabinetry, and a stylish dining area enhanced by a modern chandelier and shiplap accent wall. A main-floor bedroom offers flexibility for guests or home office use, and a convenient 2-piece bath completes the level. Upstairs, you'll find a cozy den, a laundry room with front-load washer and dryer, a full 4-piece bathroom, & three spacious bedrooms. The private primary suite includes a walk-in closet and an elegant 4-piece ensuite bath. The fully finished lower level is ideal for family living, featuring a large rec room, a workout space, an updated bathroom with heated tile floors, and an additional bedroom. Step outside to a beautifully landscaped backyard with a patio area, fully fenced & backing onto farmland for added privacy.

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New property listed in Charleswood, 1F

I have listed a new property at 6535 Southboine DR in Winnipeg. See details here

S/S immediately, offers presented as received. 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.

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New property listed in Sinclair Park, 4C

I have listed a new property at 6 1215 Troy AVE in Winnipeg. See details here

S/S immediately, offers presented as received. 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!

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New property listed in Headingley North, 5W

I have listed a new property at 62 BLUMBERG TRAIL in Headingley. See details here

S/S Thurs. July 17, offers Tues. July 22 @ 6 pm. 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!

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