Hillsdale Regina Homes

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House for sale: 4220 Hillsdale STREET, Regina

45 photos

$484,900

4220 Hillsdale Street, Regina, Saskatchewan S4S 3Z2

4 beds
2 baths
19 days

Welcome to “The Castle on Hillsdale” — a one-of-a-kind bungalow where timeless, mid-century character on a prominent corner lot in Regina’s south end. With its striking grey brick exterior, paving stone pathways, mature landscaping, and castle-like curb appeal, this feels

Brin Werrett,Coldwell Banker Local Realty
Listed by: Brin Werrett ,Coldwell Banker Local Realty (306) 537-3610
House for sale: 1321 Jubilee AVENUE, Regina

30 photos

$369,000

1321 Jubilee Avenue, Regina, Saskatchewan S4S 3S8

4 beds
2 baths
1 day

Welcome to 1321 Jubilee Avenue in Hillsdale, this fully developed bungalow has been nicely updated throughout. A spacious bright, living room, with attractive vinyl plank flooring opens to the dining area. The kitchen has ample maple cabinetry with a peninsula and under cabinet lighting. There

Pat Sirois,Re/max Crown Real Estate
Listed by: Pat Sirois ,Re/max Crown Real Estate (306) 529-4161
House for sale: 6 Hogarth PLACE, Regina

44 photos

$499,900

6 Hogarth Place, Regina, Saskatchewan S4S 4J8

4 beds
5 baths
9 days

Exceptional custom-built two-storey home in the prestigious Hillsdale neighbourhood, offering 3 bedrooms, abundant natural light, and extensive upgrades throughout. Over $150,000 has been invested in recent improvements, including windows (2019), shingles (2020), and updated landscaping and

Jo Zhou Li,Re/max Crown Real Estate
Listed by: Jo Zhou Li ,Re/max Crown Real Estate (306) 581-7302
House for sale: 92 Bell STREET, Regina

22 photos

$407,700

92 Bell Street, Regina, Saskatchewan S4S 4B9

4 beds
2 baths
12 days

Welcome to 92 Bell St. Spacious and inviting split-level home located in the desirable subdivision of Hillsdale. Close to schools, parks, shopping, restaurants and all other amenities. This residence sits on a generous 6543 sq ft lot and is perfectly suited for families seeking both comfort

Michael Antonini,Century 21 Dome Realty Inc.
Listed by: Michael Antonini ,Century 21 Dome Realty Inc. (306) 529-4169
House for sale: 1 Culliton CRESCENT, Regina

42 photos

$459,000

1 Culliton Crescent, Regina, Saskatchewan S4S 4J5

4 beds
3 baths
39 days

Well-maintained two-storey home situated on a large corner lot in the desirable Hillsdale neighborhood. Conveniently located close to the University of Regina, schools, and south-end amenities. This 4-bedroom, 3-bathroom home features a spacious living room with large windows that provide

Qing Zhang,Royal Lepage Next Level
Listed by: Qing Zhang ,Royal Lepage Next Level (306) 684-0136
House for sale: 25 Calder CRESCENT, Regina

19 photos

$499,900

25 Calder Crescent, Regina, Saskatchewan S4S 4A5

3 beds
2 baths
3 days

One of Regina's premier neighbourhoods in the Hillsdale area. Close to Schools, shopping, transportation, Wascana Park, As per the Seller’s direction, all offers will be presented on 06/01/2026 2:00PM. (id:27476)

Listed by: Pat Abel ,Flatlands Real Estate Team (306) 537-7677
House for sale: 2050 Jubilee AVENUE, Regina

23 photos

$379,900

2050 Jubilee Avenue, Regina, Saskatchewan S4S 3T8

5 beds
2 baths
2 days

Charming South-Facing Bungalow in a Great Neighbourhood. This beautifully updated bungalow combines classic warmth with modern comfort. Featuring a newer kitchen with quality finishes, an updated bathroom, and hardwood floors throughout - this home is move-in ready. Enjoy peace of mind with

House for sale: 3328 Lakeshore COURT, Regina

48 photos

$700,000

3328 Lakeshore Court, Regina, Saskatchewan S4S 7H8

3 beds
3 baths
Today

Welcome to sophisticated executive living in the prestigious gated community of Lakeshore Court. This timeless contemporary 3 bedroom plus office bungalow has been completely redesigned to offer a luxurious open concept layout with impressive vaulted ceilings and premium engineered oak hardwood

House Regina Hillsdale: what buyers and investors should know

If you are considering a house Regina Hillsdale, you're looking at one of the city's most established south-end neighbourhoods. Hillsdale's mid-century streetscapes, proximity to the University of Regina and Wascana Centre, and a mix of single-family homes, townhomes, and select condos create a balanced market with both lifestyle and investment appeal. This overview covers zoning, resale potential, seasonal trends, and practical considerations for first-time buyers and seasoned investors alike.

Neighbourhood snapshot: the Hillsdale subdivision

Developed largely in the 1950s–60s, Hillsdale is known for generous lots, tree-lined avenues, and an inventory that often includes well-kept bungalows, split-levels, and the occasional architect-led renovation. You'll also find newer infill and upscale enclaves like Evans Court Regina, plus established condo options such as Procter Place Regina that appeal to downsizers. The area anchors to Wascana Park, the Conexus Arts Centre, and the University of Regina, offering walkable recreation and reliable tenant demand.

For an at-a-glance view of available properties, scan the current single-family listings in Hillsdale or compare with detached houses across Regina. KeyHomes.ca is a practical resource here, combining listings with neighbourhood data that can support pricing decisions and due diligence.

Property types and building condition: mid-century fundamentals

Hillsdale's “mid century homes for sale” draw buyers who value design character and lot size, but they come with era-specific considerations:

  • Plumbing and sewer lines: Many homes predate PVC. Camera-scope the sewer, especially if large boulevard trees are present. Budget for replacement if cast iron or clay tile is present.
  • Foundations and grading: Prairie freeze–thaw cycles and expansive clays make exterior drainage and sump systems important. Ask for moisture history and any engineer's reports.
  • Electrical: Older panels may require updating; aluminum branch wiring appears in some 60s/70s renovations—verify and budget accordingly.
  • Environmental: Asbestos may be present in texture ceilings, duct wrap, or floor tiles; lead-based paint can predate the late 1970s. Professional testing and remediation planning are prudent.
  • Energy efficiency: Attic insulation top-ups, air sealing, and window upgrades can materially improve comfort and operating costs during Saskatchewan winters.

Buyers seeking a “mid century home for sale” often balance original character with modernization; thoughtful updates can improve value and livability without erasing period charm.

Zoning, suites, and redevelopment

City of Regina zoning regulates secondary suites, lot coverage, setbacks, parking, and infill standards. In much of Hillsdale, a well-designed secondary suite may be permitted subject to building code, fire separation, egress, and parking compliance. Garden/laneway suites have been evolving through policy updates—expect permit and servicing requirements if allowed on your lot type.

Key takeaway: confirm your specific address's zoning and any overlay policies with the City before you plan a suite, major addition, or garage build. Regulations and engineering standards (including tree protection during construction) are site-specific and can change. Investors planning student-oriented housing should also verify licensing and occupancy rules.

Lifestyle appeal and micro-markets

Hillsdale's draw is “quiet streets + big parks + quick access.” Wascana Centre trails, campus amenities, and nearby services make it popular with professionals, retirees, and families. Within the neighbourhood, micro-markets exist: streets close to green space or with larger lots trade at a premium; renovated homes near main arteries may offer better value per square foot. Higher-end pockets like Evans Court Regina or well-managed condo buildings can anchor resale stability. If you want to stay south but change product type, consider luxury condos in Regina for a lower-maintenance lifestyle.

For Hillsdale real estate investors

Proximity to the University of Regina supports steady long-term rental demand. A compliant secondary suite can improve cash flow, but factor in the cost of code upgrades, soundproofing, and separate laundry. If you're exploring short-term rentals, note that Regina has licensing requirements and may restrict non–principal residence STRs in certain zones or buildings. Condominium bylaws often prohibit nightly rentals outright.

As a benchmark exercise, model conservative rents and vacancy, then layer capex for sewer, roofing, and windows common to this era. Investors who underwrite with realistic maintenance reserves tend to outperform on total return. KeyHomes.ca's market pages can help you compare returns across product types, including five-bedroom homes in Regina that suit larger households or co-living setups.

Hillsdale first-time home buyers: financing and fees

For hillsdale first time home buyers, two Saskatchewan-specific notes:

  • Saskatchewan does not levy a traditional land transfer tax; however, buyers pay Land Titles and mortgage registration fees. Budget for legal, title insurance, and inspection costs.
  • Federal programs evolve. The First Home Savings Account (FHSA) remains a useful tool; confirm current eligibility and contribution limits with your advisor. If you plan a legal secondary suite, some lenders will consider rental offset for qualification—policies vary.

A Hillsdale free buyers consult typically covers these items, plus insurance, property tax estimates, and timing strategies. Even if you're not ready to transact, a preliminary Hillsdale buyers consult helps map your budget to the neighbourhood's micro-markets.

Seasonal market trends and timing

Regina's cycle skews to spring listing surges, but meaningful activity occurs in late summer and early fall as families settle before school. Winter sees fewer new listings but more negotiability. Practical winter due diligence: snow cover can hide grading flaws and roof issues; include holdbacks or re-inspection rights for items that can't be fully assessed until thaw. Camera-scoping the sewer is wise year-round.

Pools, larger homes, and special features

South-end properties with extensive yards occasionally come with pools. If that's on your wish list, scan homes with outdoor pools in Regina and, for year-round use, properties with indoor pools. Seeking more space for multi-generational living? Review current five-bedroom home opportunities and weigh operating cost implications (heating, maintenance) when comparing options.

Cottages and weekend escapes: Pasqua Lake context

Many Hillsdale households also look to the Qu'Appelle Valley for recreation. If a cabin is on your radar, browse cottages and lakefront around Pasqua Lake to understand price bands. Financing differs from city properties: true seasonal cabins may require larger down payments, and lenders scrutinize winterization, road access, and water sources. Septic holding tanks or older systems may trigger lender or insurer conditions. Always confirm well quality, flow rates, and septic permits; replacement costs can exceed a year's mortgage payments.

Comparative options beyond Hillsdale

Some buyers compare south Regina to smaller communities or other metros. If you're price-shopping, explore small-town options like Lemberg to the east or commuter-town inventory in Osler along the Highway 11 corridor. For cross-province research, KeyHomes.ca also aggregates niche markets such as golf estate homes at Emerald Links near Ottawa, useful for benchmarking luxury acreage values versus Regina's high-end segments.

Valuation, resale potential, and your Hillsdale home evaluation

Resale in Hillsdale is supported by location fundamentals: park access, established streetscapes, and steady demand from university-affiliated renters and staff. Within the neighbourhood, value is shaped by:

  • Lot size and orientation: wider frontage and south-facing yards attract a premium.
  • Renovation quality: permits, structural work, and envelope upgrades drive buyer confidence more than cosmetic refreshes.
  • Functional layout: three-bedroom main-floor bungalows with two baths and a developed basement sell broadly.
  • Parking and suite potential: attached garages and compliant suites widen the buyer pool.

If you're planning a Hillsdale home evaluation, align comps by micro-area, condition, and update level—“mid century homes for sale” vary widely in scope. Appraisers and brokers will adjust for permits, mechanical age, window quality, and sewer line status. Documentation wins: invoices and permits for foundation, sewer, and electrical work can add measurable value at offer time.

Due diligence checklist for Hillsdale purchasers

  • Title review and utility easements; confirm any rear-lane encroachments.
  • Sewer scope, furnace age, attic insulation, window condition, and radon test (long-term if possible).
  • Zoning confirmation for suites or additions; verify parking and lot coverage limits.
  • Condo buyers: review reserve fund study, bylaws (especially STR restrictions), and special assessments. Buildings like Procter Place Regina each have unique governance and cost structures.
  • Insurance: clarify coverage for older plumbing/electrical and any wood-burning appliances.

Throughout, use local, current sources. Policies—especially around short-term rentals and accessory suites—are subject to change. KeyHomes.ca remains a practical hub to explore listings, gather neighbourhood stats, and connect with licensed Saskatchewan professionals who can verify details with the City of Regina and tailor advice to your address.