Homes for Sale in Highwood, Calgary

20 active listings in Highwood. Updated from MLS® every 15 minutes.

Market Stats
  • Active Listings 20
  • Avg. List Price $791,330
  • Avg. Sold Price (3mo) $673,000
  • Avg. Days on Market (3mo) 51
  • Stats updated Sep 16, 2026
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Robb Leece, REALTOR®
Robb Leece

REALTOR® — Graham Realty

403-478-4335 Ask About Highwood

Highwood is a prestigious established community in Calgary's southwest, known for its mature tree-lined streets and elegant homes. This desirable neighbourhood offers a perfect blend of tranquil residential living with convenient access to downtown Calgary and the Rocky Mountain foothills.

Highwood is renowned for its stunning variety of executive homes, ranging from elegant bungalows to impressive two-storey estates. The community features a mix of original character homes from the 1960s and 70s alongside beautifully renovated and custom-built properties. Many homes sit on generous lots with mature landscaping, offering privacy and space that's increasingly rare in Calgary's urban core. The neighbourhood's winding streets and established trees create a park-like atmosphere that residents cherish.

The community enjoys excellent proximity to some of Calgary's best amenities and natural spaces. Residents are just minutes from the Elbow River pathway system, perfect for walking, cycling, and connecting to Calgary's extensive pathway network. Glenmore Reservoir and Heritage Park are nearby, providing recreational opportunities and family entertainment. The area offers convenient access to premier shopping destinations like Chinook Centre and Marda Loop, while maintaining its quiet, residential character.

Highwood is served by several well-regarded schools, including nearby elementary and junior high options, with easy access to some of Calgary's top high schools. The community's central location provides excellent transit connections, with multiple bus routes serving the area and convenient access to major roadways like Glenmore Trail and Macleod Trail. This connectivity makes commuting to downtown Calgary or other parts of the city efficient and straightforward.

The neighbourhood attracts families and professionals who appreciate quality architecture, mature surroundings, and a strong sense of community. Regular neighbourhood events and an active community association help foster connections among residents, while the area's reputation for well-maintained properties helps ensure long-term property values and neighbourhood pride.

AI-generated community overview

Average Sale Price — Last 2 Years

Based on MLS® sold data in Highwood. Months with fewer than 2 sales are omitted.

20 Listings in Highwood

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271 Hendon Drive NW
For Sale
Residential Land
$749,900
271 Hendon Drive NW

MLS® A2345125

Sellers Brokerage: RE/MAX House of Real Estate

528 40 Avenue NW
For Sale
Detached
$589,900
528 40 Avenue NW

MLS® A2341932

Sellers Brokerage: Real Broker

  • 4
  • 2/0
  • 1,165 sq. ft.
25 Hilton Avenue NW
For Sale
Semi Detached (Half Duplex)
$498,800
25 Hilton Avenue NW

MLS® A2340289

Sellers Brokerage: RE/MAX First

  • 4
  • 2/0
  • 1,004 sq. ft.
403 Hendon Drive NW
For Sale
Detached
$649,900
403 Hendon Drive NW

MLS® A2342681

Sellers Brokerage: Royal LePage Benchmark

  • 4
  • 1/0
  • 900 sq. ft.
224 Hendon Drive NW
For Sale
Detached
$550,000
224 Hendon Drive NW

MLS® A2343049

Sellers Brokerage: CIR Realty

  • 5
  • 2/0
  • 1,016 sq. ft.
471 Northmount Drive NW
For Sale
Detached
$899,900
471 Northmount Drive NW

MLS® A2342570

Sellers Brokerage: Diamond Realty & Associates Ltd

  • 5
  • 3/0
  • 1,047 sq. ft.
423 Hendon Drive NW
For Sale
Detached
$939,000
423 Hendon Drive NW

MLS® A2341823

Sellers Brokerage: Real Broker

  • 5
  • 3/1
  • 1,884 sq. ft.
113 Hounslow Drive NW
For Sale
Detached
$649,900
113 Hounslow Drive NW

MLS® A2340681

Sellers Brokerage: RE/MAX House of Real Estate

  • 4
  • 2/0
  • 891 sq. ft.
254 Hendon Drive NW
For Sale
Detached
$649,800
254 Hendon Drive NW

MLS® A2338635

Sellers Brokerage: MaxWell Capital Realty

  • 5
  • 2/0
  • 1,229 sq. ft.
523 Northmount Drive NW
For Sale
Residential Land
$399,000
523 Northmount Drive NW

MLS® A2333935

Sellers Brokerage: Century 21 Bravo Realty

521 Northmount Drive NW
For Sale
Residential Land
$399,000
521 Northmount Drive NW

MLS® A2333933

Sellers Brokerage: Century 21 Bravo Realty

720 40 Avenue NW
For Sale
Detached
$949,900
720 40 Avenue NW

MLS® A2333715

Sellers Brokerage: Century 21 Bravo Realty

  • 3
  • 1/0
  • 1,139 sq. ft.

Recently Sold in Highwood

Last 6 months
5 2.0 1,202 sq. ft.
Sold Sep 2, 2026
5 2.0 1,110 sq. ft.
Sold Sep 1, 2026
6 4.0 2,843 sq. ft.
Sold Jun 10, 2026
About Highwood
AI-generated summary

Highwood is a quiet, established inner-city neighbourhood with a strong community feel, tree-lined streets, and a relaxed suburban atmosphere close to the city's core.

Established in the 1950s, Highwood retains much of its original mid-century character
Borders Nose Hill Park, providing easy access to one of Calgary's largest natural green spaces
Active community association supports local events and neighbourhood programming
Housing

The area features predominantly post-war bungalows and infill developments, offering a mix of original character homes and modern builds.

Transit

Highwood is served by Calgary Transit bus routes with reasonable access to major roadways, though most residents rely on personal vehicles for daily errands.

Amenities

Residents enjoy proximity to Nose Hill Park, local schools, and the shops and services along 4th Street N.W. and Centre Street N.

Who Lives Here

The neighbourhood attracts a mix of long-time homeowners, young families, and professionals drawn to its central location and community-oriented atmosphere.

This neighbourhood summary was generated by AI and is provided for general information only. Verify details with the City of Calgary and your REALTOR® before making decisions.

Frequently Asked Questions About Highwood

What types of homes are available in Highwood?

Highwood features primarily executive homes including elegant bungalows, two-storey estates, and custom-built properties, many sitting on large lots with mature landscaping. The community offers a mix of original character homes and beautifully renovated properties.

How is the commute from Highwood to downtown Calgary?

Highwood offers excellent connectivity to downtown Calgary via multiple bus routes and quick access to major roadways like Glenmore Trail and Macleod Trail. The central southwest location typically allows for efficient commuting by both car and public transit.

What schools serve the Highwood area?

Highwood is served by several well-regarded elementary and junior high schools in the area, with convenient access to some of Calgary's top high schools. Families appreciate the variety of educational options within reasonable distance of the community.

What recreational activities are available near Highwood?

Residents enjoy easy access to the Elbow River pathway system, Glenmore Reservoir, and Heritage Park. The area offers excellent opportunities for walking, cycling, water activities, and family entertainment, all within minutes of home.

Is Highwood a good investment area?

Highwood is considered a stable, prestigious neighbourhood with strong long-term value retention. The community's mature character, large lots, quality homes, and central location make it attractive to discerning buyers seeking established Calgary neighbourhoods.

FAQ generated by AI. Verify important details independently.