Homes for Sale in Highwood, Calgary

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

Market Stats
  • Active Listings 14
  • Avg. List Price $902,996
  • Avg. Sold Price (3mo) $937,800
  • Avg. Days on Market (3mo) 19
  • Stats updated Jul 22, 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.

14 Listings in Highwood

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421 Hendon Drive NW
For Sale
Detached
$949,000
421 Hendon Drive NW

MLS® A2331201

Sellers Brokerage: Real Broker

  • 5
  • 3/1
  • 1,884 sq. ft.
27 Heston Street NW
For Sale
Detached
$699,000
27 Heston Street NW

MLS® A2329263

Sellers Brokerage: CIR Realty

  • 3
  • 2/0
  • 951 sq. ft.
15 Hunter Street NW
For Sale
Detached
$685,000
15 Hunter Street NW

MLS® A2330026

Sellers Brokerage: Real Broker

  • 5
  • 2/0
  • 1,202 sq. ft.
147 Heston Street NW
For Sale
Detached
$1,188,750
147 Heston Street NW

MLS® A2329022

Sellers Brokerage: Century 21 Bravo Realty

  • 5
  • 3/1
  • 2,002 sq. ft.
23 Heston Street NW
For Sale
Detached
$779,000
23 Heston Street NW

MLS® A2328293

Sellers Brokerage: URBAN-REALTY.ca

  • 5
  • 2/0
  • 1,110 sq. ft.
212 Hendon Drive NW
For Sale
Detached
$659,000
212 Hendon Drive NW

MLS® A2327802

Sellers Brokerage: Skyrock

  • 5
  • 2/0
  • 1,294 sq. ft.
90 Hartford Road NW
For Sale
Detached
$1,079,000
90 Hartford Road NW

MLS® A2326267

Sellers Brokerage: Homecare Realty Ltd.

  • 4
  • 3/1
  • 2,047 sq. ft.
254 Hendon Drive NW
For Sale
Detached
$699,900
254 Hendon Drive NW

MLS® A2322715

Sellers Brokerage: MaxWell Capital Realty

  • 5
  • 2/0
  • 1,229 sq. ft.
136 Hendon Drive NW
For Sale
Detached
$639,700
136 Hendon Drive NW

MLS® A2322677

Sellers Brokerage: LPT Realty

  • 3
  • 2/0
  • 848 sq. ft.
47 Hounslow Drive NW
For Sale
Residential Land
$549,900
47 Hounslow Drive NW

MLS® A2320810

Sellers Brokerage: Synterra Realty

64 Hartford Road NW
For Sale
Detached
$764,800
64 Hartford Road NW

MLS® A2315400

Sellers Brokerage: Century 21 Bamber Realty LTD.

  • 3
  • 2/0
  • 1,399 sq. ft.
180, 182, 184-178 Heston Street NW
For Sale
Triplex
$2,290,000
180, 182, 184-178 Heston Street NW

MLS® A2314567

Sellers Brokerage: Coldwell Banker Mountain Central

  • 3,924 sq. ft.

Recently Sold in Highwood

Last 6 months
6 4.0 2,843 sq. ft.
Sold Jun 10, 2026
4 4.0 2,041 sq. ft.
Sold Jun 9, 2026
4 4.0 1,930 sq. ft.
Sold May 30, 2026
About Highwood
AI-generated summary

Highwood is a quiet, established inner-city community with a strong sense of neighbourhood pride and a relaxed, residential atmosphere. Tree-lined streets and a close-knit feel make it a hidden gem in northwest Calgary.

Established in the 1950s, giving the neighbourhood a mature, settled character
Highwood Community Association offers recreational programming and a skating rink in winter
Close proximity to SAIT Polytechnic and North Hill Centre adds everyday convenience
Housing

The area features predominantly post-war bungalows and split-levels, with a growing number of infill duplexes and renovated homes reflecting renewed interest in the community.

Transit

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

Amenities

Residents enjoy proximity to Highwood Community Association facilities, local parks, and easy access to the shops and services along 4th Street N.W. and Centre Street N.

Who Lives Here

The community attracts a mix of long-term homeowners, young families, and professionals drawn by relatively affordable inner-city pricing and a peaceful setting.

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.