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Upper West Side Homes for Sale

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  • /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
  • /66

    $825,000

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

    521 Clarke St, Helena, MT 59601

    Welcome to this stunning Tudor-style home nestled at the base of Mt. Helena in the coveted Mansion District, offering views of the Cathedral and the surrounding mountains from every floor. Once you step inside you’ll discover oak trim and built-ins throughout, complementing the rich warmth of the home’s original fir floors. The second floor features a large living room that invites plenty of

    Breena Buettner Keller Williams Capital Realty

    521 Clarke St, Helena, MT 59601
  • /41

    $935,900

    • 4 Beds
    • 3.5 Baths
    • 3,204 Sq Ft

    320 Power St, Helena, MT 59601

    Located in Helena’s prestigious Mansion District, 320 Power St. is a beautifully renovated 4-bedroom, 4-bathroom home that blends historic charm with modern convenience. Featuring original wood floors, original stained glass, an open-concept kitchen perfect for entertaining, completely renovated bathrooms, and a fully finished basement with private exterior access, this home offers both character

    Valerie Heidenreich Century 21 Heritage Realty - Helena

    320 Power St, Helena, MT 59601
  • /33

    $745,000 Open Sun 11AM - 1PM

    • 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
  • /32

    $495,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,714 Sq Ft

    490 W Main St, Helena, MT 59601

    Live out your downtown Helena dreams in this historic charmer. Just steps from the trails and a short walk or bike to all the heart of Helena has to offer, this location is a rare find! This home has it all. 2 main level bedrooms and bathrooms, and a darling upstairs kid "suite" with play room and views of the city. A stunning updated dining room and living room with 14 foot ceilings will have

    Elyse Demaray Big Sky Brokers, LLC

    490 W Main St, Helena, MT 59601
  • /21

    $374,900

    • 3 Beds
    • 2 Baths
    • 1,371 Sq Ft

    608 Knight St, Helena, MT 59601

    Come see this adorable ranch-style home on the westside. Full of charm. Warm wood floors lead you from the inviting living and dining area, with tons of natural light to two main-level bedrooms, both serene and welcoming, with big closets. The main living area features a lovely mid-century corner window in the dining space that leads into a cheerful kitchen with retro green cabinetry, contrasting

    Kevin Casey Trimac Group LLC

    608 Knight St, Helena, MT 59601
  • /28

    $240,000 Open Thu 4:30PM - 6PM

    • 2 Beds
    • 2 Baths
    • 1,128 Sq Ft

    1723 Euclid Ave Unit 201, Helena, MT 59601

    Charming West Side Condo with Breathtaking Views.Discover comfort, convenience, and stunning scenery in this beautifully maintained 2-bedroom, 2-bathroom condo on Helena’s desirable west side. With 1,128 square feet of living space, this home offers a perfect blend of functionality and charm.Enjoy expansive valley views from your private deck, including a picturesque look at the Sleeping Giant

    Kelly Wirtz Engel & Völkers Western Frontier - Helena

    1723 Euclid Ave Unit 201, Helena, MT 59601
  • /60

    $1,355,900

    • 3,204 Sq Ft

    615 Dearborn Ave Unit 320 Power St., Helena, MT 59601

    Nestled in Helena’s Mansion District, 320 Power Street and 615 Dearborn Avenue offer a rare opportunity to own two beautifully renovated historic homes in the upper west side with flexible living and investment potential. Whether you’re seeking a primary residence with a guest house, a rental property, or multigenerational living, these homes combine timeless charm with modern convenience.

    Valerie Heidenreich Century 21 Heritage Realty - Helena

    615 Dearborn Ave Unit 320 Power St., Helena, MT 59601
  • /96

    $1,300,000

    • 6 Beds
    • 2.5 Baths
    • 6,124 Sq Ft

    719 Harrison Ave, Helena, MT 59601

    Built in 1883, 719 Harrison Ave stands as a testament to Helena's rich history. This 6,128-square-foot residence boasts six bedrooms and 2.5 bathrooms. The home showcases intricate woodwork, original and new hardwood floors, and stained glass windows rumored to have journeyed from Germany to Fort Benton before arriving in Helena by wagon. The inviting front porch leads to spacious light filled

    Mary Ahmann Hibbard Helena Home Team

    719 Harrison Ave, Helena, MT 59601
  • /42

    $649,000

    • 4 Beds
    • 3 Baths
    • 3,298 Sq Ft

    1949 University St, Helena, MT 59601

    Welcome to 1949 University, a centrally located 4-bedroom, 3-bathroom home on Helena's desirable Upper Westside. Located directly between downtown and Broadwater Hot Springs, with the Mount Helena trail system tying in just a block away, this home offers convenience and serenity.The master bedroom, situated upstairs for added privacy, is a peaceful retreat with breathtaking views of the Sleeping

    Riley Kurtz Big Sky Brokers, LLC

    1949 University St, Helena, MT 59601
  • /40

    $635,000

    • 5 Beds
    • 3 Baths
    • 2,654 Sq Ft

    2570 Knight St, Helena, MT 59601

    Step inside a great floor plan in a great location near Kessler Elementary School. This 5-bedroom, 3-bath home offers lots of space for everyone and everything! A nicely appointed kitchen features updated appliances and a nice open great room where everyone can gather. The house is bright and light with fantastic views overlooking the Helena Valley. A large lower level has great space for

    Julie Lamb-Heller Century 21 Heritage Realty - Helena

    2570 Knight St, Helena, MT 59601
  • /35

    $438,000

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

    1944 Cannon St, Helena, MT 59601

    Step inside this beautifully remodeled 3-bedroom, 2-bath home, where modern updates meet timeless charm. Every inch of this home has been thoughtfully designed, from the open-concept living spaces to the fully updated kitchen featuring sleek countertops, and custom updates. The spacious living and dining areas flow seamlessly, offering the perfect spot for family gatherings or cozy nights in. But

    Kacie Damon EXIT Realty of Helena

    1944 Cannon St, Helena, MT 59601
  • /45

    $699,000

    • 4,498 Sq Ft

    420 Knight St, Helena, MT 59601

    Welcome to 420 Knight Street! This triplex located in the heart of downtown Helena. Easy walking distance to Carroll College or the Civic Center. Location, location, location!! Retail stores, hiking and biking trails, and wonderful restaurants are your neighbors. Fantastic opportunity to own an investment property in Montana's capital city. Call June Trevor 406-202-5848 or your real estate

    June Trevor Augustine Properties

    420 Knight St, Helena, MT 59601
  • /20

    $269,900

    • 2 Beds
    • 1 Bath
    • 855 Sq Ft

    2726 Overlook Blvd, Helena, MT 59601

    Discover affordable living with this charming 2 bedroom, 1 bath condo featuring 855 SQFT, a large kitchen with an island, all within the city limits of Helena. Great view of Mount Helena with easy access to hiking trails just up the road. Enjoy views of Spring Meadow Lake while sitting on your back deck. Call Wayne Woodland at 406-431-8722 or Carson Woodland at 406-431-6133, or your real estate

    Wayne Woodland Big Sky Brokers, LLC

    2726 Overlook Blvd, Helena, MT 59601
  • /63

    $1,500,000

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

    618 Madison Ave, Helena, MT 59601

    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 location. Step inside to discover a newly renovated kitchen that will delight

    Julie Lamb-Heller Century 21 Heritage Realty - Helena

    618 Madison Ave, Helena, MT 59601
  • /22

    $1,650,000

    • Land
    • 4.40 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
  • /27

    $529,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,807 Sq Ft

    2761 Crow Peak Ave, Helena, MT 59601

    It's time to move into your brand new Sierra Custom Home for a fresh spring start! Designer details highlight this beautiful 3BD/2BA single-level featuring tall ceilings, gas range, granite countertops, Moen black hardware, tiled walk-in shower, custom fireplace and much, much more! This new 1807 SF "Fox" floorplan will wow you with comfort inside and open the door to the abundance of amenities

    Stephanie Ricks Century 21 Heritage Realty - Helena

    2761 Crow Peak Ave, Helena, MT 59601

About 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 is a neighborhood with a crime score of 4, on par with the average neighborhood in the U.S. 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 a safe neighborhood and is on par with the average neighborhood in the United States. It received a crime score of 4 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 $539,450. If you put a 20% down payment of $107,900 and had a 30-year fixed mortgage with an interest rate of 6.81%, your estimated principal and interest payment would be $2,820 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $121K 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 59602, 59601, 59635, 59634 and 59731.
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.

Home Trends in Upper West Side, MT

Home Trends

Median Price (12 Mo)
$464,250
Median Single Family Price
$595,000
Median Townhouse Price
$580,000
Median 2 Bedroom Price
$264,950
Average Price Per Sq Ft
$261
Number of Homes for Sale
14
Last 12 months Home Sales
50
Months of Supply
3.40
Median List Price
$539,450
Median Discount From 1st List Price
3%
Median Home Sale Price YoY Change
-6%
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