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Upper West Side Homes for Sale

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  • /14

    $179,000

    • 2 Beds
    • 1 Bath
    • 940 Sq Ft

    1610 Cannon St Unit 4, Helena, MT 59601

    This Cannon Street condo is priced to move and loaded with the updates buyers are hunting for. Inside you’ll find newer flooring, an updated bathroom, in-unit laundry (huge win), and two comfortably sized bedrooms. Outside, you’ve got a covered parking spot and one of the best “close-to-everything” locations in Helena — minutes to Carroll College, Mount Helena trail access, and downtown. Even

    Agent Photo

    Riley Kurtz

    Big Sky Brokers, LLC

    (406) 412-2172

    1610 Cannon St Unit 4, Helena, MT 59601
  • /34

    $695,000

    • 4 Beds
    • 2.5 Baths
    • 2,620 Sq Ft

    1450 Mount Helena Dr, Helena, MT 59601

    A rare gem nestled at the base of Mount Helena on the sought after Upper West side. Sweeping views of the Helena Valley and the Sleeping Giant will impress your guests in this wonderful entertaining space. Turn key main level living with a modern updated kitchen, new flooring, gas fireplace, and spacious living room. Enjoy the glorious Montana spring and summer months with outdoor living on the

    Maria Demaray - Menghini Big Sky Brokers, LLC

    1450 Mount Helena Dr, Helena, MT 59601
  • /14

    $65,000

    • Land
    • 0.07 Acre
    • $928,571 per Acre

    1801 Cannon St, Helena, MT 59601

    Discover the perfect opportunity to build your dream property on this ideally located vacant lot at the base of Mt. Helena. Nestled on the desirable west side of town, this property offers scenic views, convenient access to outdoor recreation, and just minutes from downtown Helena. Enjoy the best of both worlds – proximity to hiking and biking trails as well as easy access to local amenities

    Courtney Smith Platinum Real Estate - Helena

    1801 Cannon St, Helena, MT 59601
  • /3

    $560,000

    • 3 Beds
    • 2.5 Baths
    • 1,790 Sq Ft

    1160 Laurel St, Helena, MT 59601

    Modern Scandinavian-inspired new build located just off Laurel Street, offering beautiful views of Mount Helena. Currently under construction, this thoughtfully designed two-story home features 3 bedrooms—all with walk-in closets—2.5 baths, and an open-concept main level combining the kitchen, dining, and living spaces. The kitchen will include high-end custom wood cabinetry and a walk-in pantry.

    Liam Mitchell eXp Realty - Helena

    1160 Laurel St, Helena, MT 59601
  • /57

    $998,000

    • 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. Inside,

    Molly Holahan Engel & Völkers Western Frontier - Helena

    290 S Harrison Ave, Helena, MT 59601
  • /64

    $1,380,225

    • 4 Beds
    • 3 Baths
    • 3,585 Sq Ft

    2217 Hauser Blvd, Helena, MT 59601

    Experience the best of Helena living in this luxury condo located on the desirable Westside—just moments from the Mount Helena trail system and only minutes from the vibrant downtown scene. This beautifully designed 4-bedroom, 3-bath residence offers a spacious 3,580 sq. ft. open floor plan with high-end finishes throughout. The expansive master suite features private deck access and breathtaking

    Jake Doubek Coldwell Banker Mountainside Realty

    2217 Hauser Blvd, Helena, MT 59601
  • /64

    $1,380,225

    • 4 Beds
    • 3 Baths
    • 3,585 Sq Ft

    2211 Hauser Blvd, Helena, MT 59601

    Experience the best of Helena living in this luxury condo located on the desirable Westside—just moments from the Mount Helena trail system and only minutes from the vibrant downtown scene. This beautifully designed 4-bedroom, 3-bath residence offers a spacious 3,580 sq. ft. open floor plan with high-end finishes throughout. The expansive master suite features private deck access and breathtaking

    Jake Doubek Coldwell Banker Mountainside Realty

    2211 Hauser Blvd, Helena, MT 59601
  • /64

    $1,342,160

    • 4 Beds
    • 3 Baths
    • 3,585 Sq Ft

    2215 Hauser Blvd, Helena, MT 59601

    Experience the best of Helena living in this luxury condo located on the desirable Westside—just moments from the Mount Helena trail system and only minutes from the vibrant downtown scene. This beautifully designed 4-bedroom, 3-bath residence offers a spacious 3,580 sq. ft. open floor plan with high-end finishes throughout. The expansive master suite features private deck access and breathtaking

    Jake Doubek Coldwell Banker Mountainside Realty

    2215 Hauser Blvd, Helena, MT 59601
  • /64

    $1,342,160

    • 4 Beds
    • 3 Baths
    • 3,585 Sq Ft

    2213 Hauser Blvd, Helena, MT 59601

    Experience the best of Helena living in this luxury condo located on the desirable Westside—just moments from the Mount Helena trail system and only minutes from the vibrant downtown scene. This beautifully designed 4-bedroom, 3-bath residence offers a spacious 3,580 sq. ft. open floor plan with high-end finishes throughout. The expansive master suite features private deck access and breathtaking

    Jake Doubek Coldwell Banker Mountainside Realty

    2213 Hauser Blvd, Helena, MT 59601
  • /17

    $192,900

    • 2 Beds
    • 1 Bath
    • 940 Sq Ft

    1616 Cannon St Unit 17, Helena, MT 59601

    Offering 5k for closing cost! Charming Condo near Carroll College. This well maintained 2 bed/1 bath condo is perfect opportunity for homeowners, snow birds, or investors alike. Featuring a bright and functional floor plan, this unit offers comfortable living with a spacious living area, Efficient kitchen and two nice sized bedrooms. Located just minute from Carroll College, Two Golf courses,

    Lynnette Avery EXIT Realty of Helena

    1616 Cannon St Unit 17, Helena, MT 59601
  • /25

    $399,900

    • 2 Beds
    • 1 Bath
    • 977 Sq Ft

    318 Stuart St, Helena, MT 59601

    Welcome to your new home! This charming 2-Bed, 1-Bath residence features an additional 717 sqft of basement space with a versatile bonus room (non-heated) - perfect for storage, a hobby area, or a future expansion. Enjoy the convenience of a 1-car garage and the unbeatable location, perfectly nestled in downtown Helena near shops, restaurants, and all the amenities that complement your lifestyle.

    Luke Stubblefield EXIT Realty of Helena

    318 Stuart St, Helena, MT 59601
  • /15

    $199,000

    • 2 Beds
    • 1 Bath
    • 940 Sq Ft

    1624 Cannon St Unit 35, Helena, MT 59601

    Bright and airy 2 bed/1 bath condo on Helena’s westside! Offering a generous 940 sf of living space, this upper level home is ideal as your first home, for part-time residents, downsizers, or as an investment property. Open concept, where the living room flows into eating and kitchen space. There is a sunny, private terrace to enjoy the sunset and views. Plenty of natural light via large windows

    Rick Ahmann Ahmann Brothers Real Estate

    1624 Cannon St Unit 35, Helena, MT 59601
  • /18

    $194,000

    • 2 Beds
    • 1 Bath
    • 940 Sq Ft

    1624 Cannon St Unit 25, Helena, MT 59601

    Cozy and clean 2 bed/1 bath condo on Helena’s westside! Offering a generous 940 sf of living space, this garden level home is ideal for first time homebuyers, downsizers, or as an investment property. Open concept, where the living room flows into eating and kitchen space. Plenty of natural light via numerous large windows. Functional kitchen with newer appliances, modest cabinetry and durable

    Rick Ahmann Ahmann Brothers Real Estate

    1624 Cannon St Unit 25, Helena, MT 59601
  • /37

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,375 Sq Ft

    1931 Choteau St, Helena, MT 59601

    Bright and spacious home with mountain views, a large south-facing yard, and mature trees. The inviting living room offers plenty of natural light and sweeping views of the yard and mountains. The kitchen and dining area provide an efficient layout, while the primary bedroom includes ample closet space. Additional bedrooms offer flexibility for guests or a home office. A tidy laundry nook and

    Todd Johnson EXIT Realty of Helena

    1931 Choteau St, 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
  • /75

    $1,050,000

    • 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
  • /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 and

    Rebecca Gustovich eXp Realty - Helena

    524 Hauser Blvd, Helena, MT 59601
  • /44

    $650,000

    • 5 Beds
    • 2.5 Baths
    • 3,830 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 the 1800s, 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
  • /16

    $209,900

    • 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 brand-new

    Phil Shields The Synergy Group

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

    $449,900

    • 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
  • /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, the

    Cindy Stevick Cindy Stevick Real Estate

    316 S Park Ave, Helena, MT 59601
  • /63

    $1,350,000

    • 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

    Last Chance in Benchmark PUD – Prime Upper Westridge Heights Development Opportunity: 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. This pre-platted 4.4-acre tract is an exceptional opportunity

    David Lemm Lemm Real Estate, LLC

    NHN Highview Way, Helena, MT 59601

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.
Is Upper West Side, MT a safe neighborhood?
Upper West Side, MT is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
How much do you need to make to afford a house in Upper West Side?
The median home price in Upper West Side is $535,000. If you put a 20% down payment of $107,000 and had a 30-year fixed mortgage with an interest rate of 6.26%, your estimated principal and interest payment would be $2,640 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $113K a year to afford the median home price in Upper West Side. Learn how much home you can afford with our Home Affordability Calculator. 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, Gulches, South Central, North West and North Central.
Are home prices dropping in Upper West Side?
Yes, home prices in Upper West Side are down 5% in the last 12 months.

Home Trends in Upper West Side, MT

Housing Trends

Median Sale Price
$470,000
Median Single Family Sale Price
$530,000
Median Townhouse Sale Price
$464,000
Median 2 Bedroom Sale Price
$204,450
Average Price Per Sq Ft
$267
Number of Homes for Sale
20
Last 12 months Home Sales
59
Months of Supply
4.10
Median List Price
$535,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
0%
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