20

Upper West Side Homes for Sale

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  • /70

    $1,250,000

    • 4 Beds
    • 2.5 Baths
    • 3,707 Sq Ft

    1 Reeders Village Dr, Helena, MT 59601

    Welcome to 1 Reeders Village — where luxury meets Montana’s natural beauty. Perched at the base of Mount Helena City Park, this 4-bed, 2.5-bath executive home was built by Dick Anderson construction. Surrounded by parkland on two sides, private trail access from the backyard, and a location just blocks from downtown, this setting is truly unbeatable. The great room features 19-foot coffered

    Mary Ahmann Hibbard Helena Home Team

    1 Reeders Village Dr, Helena, MT 59601
  • /57

    $1,050,000

    • 4 Beds
    • 3 Baths
    • 3,040 Sq Ft

    290 S Harrison Ave, Helena, MT 59601

    Welcome to your dream home nestled at the foot of Mount Helena, where adventure and city living meet. This beautiful modern designed 4-bedroom, 3-bathroom home was built in 2018 by Sussex Design and offers access to hiking and biking trails—right out your front door.Enjoy a short stroll to downtown Helena’s vibrant scene with its charming restaurants, local bakeries, and craft breweries.

    Molly Holahan Engel & Völkers Western Frontier - Helena

    290 S Harrison Ave, Helena, MT 59601
  • /65

    $775,000

    • 5 Beds
    • 3 Baths
    • 4,249 Sq Ft

    2028 Flowerree St, Helena, MT 59601

    Welcome home, where location and ambiance meet! This 4,249 sqft, 5bd/3 bath custom-built home abounds with quality finishes. An impressive entry hails your arrival, boasting white columns, a formal sitting area, and beautiful tile flooring. From the entry, you’re invited into the open living room, moving seamlessly to your fully upgraded kitchen with quartz countertops and tile flooring. The

    Joshua Koffler Coldwell Banker Mountainside Realty

    2028 Flowerree St, Helena, MT 59601
  • /52

    $725,000

    • 5 Beds
    • 2 Baths
    • 5,171 Sq Ft

    860 Hiawatha St, Helena, MT 59601

    Home of JC Paulsen renowned architect of many Montana historical properties , including the original and stunning Montana Club, is on the market! Built in 1880 the stone facade and covered porches and balconies recall a bygone era. Irreplaceable masterpiece woodwork and craftsmanship are evident in the main floor entry, living room , staircase and dining room. Upstairs offers four large

    Angie Enger Augustine Properties

    860 Hiawatha St, Helena, MT 59601
  • /52

    $1,018,700

    • 4 Beds
    • 4 Baths
    • 2,686 Sq Ft

    316 S Park Ave, Helena, MT 59601

    Reflecting the real historical beginnings of Helena, the Adami Barn surely has stories to tell! Listen... can you hear them? One of a kind property nestled next to Helena's historic Reeder's Alley. One of Helena's earliest standing structures, this remarkable stone building was crafted in the 1870's from locally quarried stone, originally built as the Adami Barn. According to historical data,

    Cindy Stevick Cindy Stevick Real Estate

    316 S Park Ave, Helena, MT 59601
  • /68

    $685,000

    • 4 Beds
    • 2.5 Baths
    • 2,839 Sq Ft

    521 Clarke St, Helena, MT 59601

    Welcome to this warm Tudor-style home at the base of Mount Helena in the Upper West Side, offering views of the Cathedral and the surrounding mountains and a short walk downtown. Step inside and discover oak trim, built-ins, and a living room fireplace, complementing the home’s original fir floors. The second floor features a large living room that invites plenty of natural light, three bedrooms,

    Breena Buettner, CCIM Keller Williams Capital Realty

    521 Clarke St, Helena, MT 59601
  • /43

    $519,900

    • 4 Beds
    • 2 Baths
    • 2,278 Sq Ft

    2010 Westridge Ct, Helena, MT 59601

    Upper west side charmer located in a quiet cul-de-sac with the Sleeping Giant, Helena Valley, and Mount Helena views! Immaculate home that has been well loved! The kitchen has been remodeled and provides a great work space plus a large work counter. Gaze at views of the mountains and valley through the large living room window from the kitchen. The bathrooms have been updated and you will

    Ellen Allen Big Sky Brokers, LLC

    2010 Westridge Ct, Helena, MT 59601
  • /30

    $420,000

    • 3 Beds
    • 2 Baths
    • 2,128 Sq Ft

    2401 Cannon St, Helena, MT 59601

    Discover this beautifully maintained home at 2401 Cannon St. Enjoy 3 bedrooms, 2 bathrooms and an abundance of storage inside and out! The home runs off an efficient boiler system but also has a wood burning fireplace upstairs and the gas stove downstairs for additional heat sources. A generously sized mudroom separates the 2 car garage from the house. Downstairs you will find a large living

    Amie Renshaw Century 21 Heritage Realty - Helena

    2401 Cannon St, Helena, MT 59601
  • /75

    $1,150,000

    • 7 Beds
    • 3.5 Baths
    • 3,750 Sq Ft

    2025 Stuart St, Helena, MT 59601

    This stunning Upper West Side residence boasts a million-dollar kitchen all on its own. Extensively remodeled in 2014 with a laser-focus on cooking, hosting, and entertaining, this home truly has it all. Industry-leading Viking appliances throughout, including three ovens, a gas cooktop grille, and a warming drawer, making Thanksgiving dinner effortless. A strategically positioned main sink, two

    Cody Danielson Sherley Real Estate

    2025 Stuart St, Helena, MT 59601
  • /63

    $404,000

    • 3 Beds
    • 1.5 Baths
    • 1,826 Sq Ft

    1944 Cannon St, Helena, MT 59601

    This beautifully remodeled 3-bedroom, 2-bath home offers 1,826 sq. ft. of light-filled, open-concept living. Enjoy a modern kitchen with sleek finishes, spacious living and dining areas, and updated baths. The expansive covered patio is perfect for year-round entertaining, while the two-car garage and updated systems add convenience. Located near Helena’s best trails, parks, and amenities, this

    Burke Tyree Tyree Real Estate, Inc.

    1944 Cannon St, Helena, MT 59601
  • /37

    $519,000

    • 6 Beds
    • 3 Baths
    • 2,552 Sq Ft

    1100 Choteau St, Helena, MT 59601

    This charming, mid-century modern home offers timeless design, abundant space, and a fantastic location! And, to top it off, the sellers are offering a $5,000 credit for buyers' closing costs or interest rate buy-down!Located on a corner lot on Helena's upper West-side, you will enjoy the close proximity to schools, parks and Helena's trail system. Featuring 6 bedrooms and 3 bathrooms,

    Jenny Casey Berkshire Hathaway HomeServices - Helena

    1100 Choteau St, Helena, MT 59601
  • /51

    $495,000

    • 4 Beds
    • 2 Baths
    • 2,446 Sq Ft

    914 N Benton Ave, Helena, MT 59601

    Charming 1912 four-square Victorian in Helena’s Upper West Side with extensive, well-established perennial beds that bring color and texture to every corner of the yard. Newer Chinook windows bring in great light, and oak hardwood floors run throughout the main and upper levels. Main floor features 10’ ceilings, a formal living and dining room, and a kitchen with original white cabinetry and

    Freda Wilkinson Big Sky Brokers, LLC

    914 N Benton Ave, Helena, MT 59601
  • /31

    $449,000

    • 3 Beds
    • 2.5 Baths
    • 1,954 Sq Ft

    2541 Overlook Blvd, Helena, MT 59601

    Prepare to be surprised by this beautiful three bedroom condo on Helena's west side. Beautiful wood floors, cherry cabinets, granite counters, newer (2023) stainless steel appliances including a gas range. The living room boasts lots of built in shelves and bookcases ,and a gas fireplace. Large dining area, deluxe kitchen, and 1/2 bath. On the second level you will find a very spacious master

    Marcia Allen Big Sky Brokers, LLC

    2541 Overlook Blvd, Helena, MT 59601
  • /42

    $585,000

    • 4 Beds
    • 2 Baths
    • 2,767 Sq Ft

    524 Hauser Blvd, Helena, MT 59601

    Welcome to 524 Hauser Blvd, a charming and thoughtfully maintained home nestled in the heart of Helena’s desirable West Side neighborhood known for its tree-lined streets and close proximity to all of Helena's downtown amenities, parks, shopping, and dining. This classic and comfortable home blends historic charm with modern comforts. Two large bedrooms on the main floor and two in the bright

    Rebecca Gustovich eXp Realty - Helena

    524 Hauser Blvd, Helena, MT 59601
  • /34

    $599,000

    • 4 Beds
    • 2 Baths
    • 2,262 Sq Ft

    1502 Hauser Blvd, Helena, MT 59601

    Welcome home to this beautifully updated 4-bedroom, 2-bath gem nestled on nearly a quarter acre corner lot with stunning city and mountain views, this property combines timeless charm and thoughtful upgrades inside and out. This cleverly designed multi-level home is built to suit your needs--from endless storage options to functional spaces that allow you to adapt to every stage of life.

    Jake Lesofski Keller Williams Capital Realty

    1502 Hauser Blvd, Helena, MT 59601
  • /16

    $219,900

    • 2 Beds
    • 1 Bath
    • 940 Sq Ft

    1624 Cannon St Unit 26, Helena, MT 59601

    Welcome to this beautifully updated 2-bedroom, 1-bathroom condo offering comfort, style, and convenience in the heart of Helena. Step inside to discover an open-concept kitchen and living space—perfect for hosting guests or enjoying quiet evenings at home.This home has been completely remodeled with fresh paint throughout, new flooring, updated cabinets, sleek new countertops, and a

    Phil Shields The Synergy Group

    1624 Cannon St Unit 26, Helena, MT 59601
  • /28

    $499,000

    • 3 Beds
    • 2 Baths
    • 2,830 Sq Ft

    1601 Choteau St, Helena, MT 59601

    Welcome to 1601 Choteau Street, a charming residence nestled in Helena's desirable west side. Situated just minutes from downtown and within close proximity to several reputable schools. This home is ideally located near Helena's extensive trail systems. Just a short distance away is Mount Helena City Park, a 620-acre expanse, offering a variety of trails suitable for all skill levels. Inside

    Amie Renshaw Century 21 Heritage Realty - Helena

    1601 Choteau St, Helena, MT 59601
  • /63

    $1,450,000

    • 6 Beds
    • 3.5 Baths
    • 5,652 Sq Ft

    618 Madison Ave, Helena, MT 59601

    *Owner financing available at below market interest rate to qualified buyer.* Welcome to 618 Madison, a historic gem nestled in the heart of Helena, Montana. This timeless 1910 residence offers a blend of classic elegance and modern convenience. Boasting 5600 square feet of living space, this stately home presents an exceptional opportunity for those seeking refined living in a cherished

    Julie Lamb-Heller Century 21 Heritage Realty - Helena

    618 Madison Ave, Helena, MT 59601
  • /22

    $1,650,000

    • Land
    • 4.4 Acres
    • $375,000 per Acre

    NHN Highview Way, Helena, MT 59601

    This Upper Westside pre-platted tract of land within the city limits represents a unique opportunity, as it is the last available parcel that is in this sought after area of Phase II of the Benchmark PUD Subdivision located in the Westridge Heights. It boasts an impressive location at the base of Mount Helena and offers approximately 4.4 acres of undeveloped land. Potential for Residential

    David Lemm Lemm Real Estate, LLC

    NHN Highview Way, Helena, MT 59601
  • /21

    $2,354,950 New Construction

    • 3 Beds
    • 4 Baths
    • 3,623 Sq Ft

    442 S Park Ave, Helena, MT 59601

    Nestled at the base of the iconic Mount Helena trail system, this luxury residential townhouse is located in an area that can never be duplicated. In the heart of Helena, the locale prides itself on historic homes, world class hiking/biking, restaurants, retail shops, galleries, museums, and breweries. Enjoy all the amenities of Helena, along with nearly 80 miles of trails and wilderness out the

    Didi Peccia Augustine Properties

    442 S Park Ave, Helena, MT 59601

Why Live in Upper West Side

Upper West Side in Helena is a suburb located southwest of Euclid Avenue, a main thoroughfare that hosts various restaurants and shops and provides access to Interstate 15, Helena Regional Airport, and Saint Peter’s Health. The neighborhood is characterized by a tight grid layout with well-maintained lawns and sidewalks. Home styles vary from ranch, bungalow, and split levels to chalet-style homes on the eastern side, and historic craftsmen, Queen Anne, and shingle-style homes on the west side. Helena Public Schools serve the area, with schools like Helena Middle School receiving high ratings. The proximity to Mount Helena offers residents quick access to hiking trails, including the Tubbs Trailhead, which starts within the neighborhood. Attractions such as Devil’s Kitchen and the peak of Mount Helena are accessible via the 1906 trail. Dining options include Staggering Ox and the Early Bird Café, with breweries like Mount Ascension Brewery located about two miles away in the Last Chance Gulch dining district. For groceries, residents frequent Van’s Thriftway. The Lewis and Clark Fairground, about three miles north, hosts events like the Last Chance Stampede and Fair, providing year-round activities. The neighborhood is safer than the national average, making it a practical choice for potential homebuyers.

Frequently Asked Questions

Is Upper West Side a good place to live?
Upper West Side is a good place to live. Upper West Side is considered very car-dependent and somewhat bikeable. Upper West Side has 2 parks for recreational activities. It is fairly sparse in population with 4.6 people per acre and a median age of 43. The average household income is $127,498 which is above the national average. College graduates make up 59% of residents. A majority of residents in Upper West Side are home owners, with 38.2% of residents renting and 61.8% of residents owning their home. A local real estate agent serving Upper West Side can help you decide if this neighborhood is the right one for you. Learn more on our Upper West Side neighborhood guide.
How much do you need to make to afford a house in Upper West Side?
The median home price in Upper West Side is $549,000. If you put a 20% down payment of $109,800 and had a 30-year fixed mortgage with an interest rate of 6.35%, your estimated principal and interest payment would be $2,730 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $117K a year to afford the median home price in Upper West Side. The average household income in Upper West Side is $127K.
What are the best public schools in Upper West Side?
The best public schools that serve Upper West Side are:
What are the best private schools in Upper West Side?
The best private schools that serve Upper West Side are:
  • St Andrew School has a B Niche grade, a student teacher ratio of 14:1 and an average review score of 4.2.
What are the most popular zip codes in Upper West Side, Helena, MT?
The most popular zip codes in Upper West Side, Helena, MT include 59601, 59602, 59634, 59635 and 59633.
What are the most popular neighborhoods near Upper West Side, Helena, MT?
The most popular neighborhoods near Upper West Side, Helena, MT are Lower West Side, South Central, Gulches, North West and West Helena Valley.
Are home prices dropping in Upper West Side?
Yes, home prices in Upper West Side are down 2% in the last 12 months.

Home Trends in Upper West Side, MT

Housing Trends

Median Sale Price
$502,000
Median Single Family Sale Price
$530,000
Median Townhouse Sale Price
$1,409,475
Median 2 Bedroom Sale Price
$262,000
Average Price Per Sq Ft
$263
Number of Homes for Sale
19
Last 12 months Home Sales
54
Months of Supply
4.20
Median List Price
$549,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
6%
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