2,114

Upper West Side Homes

Section Image
  • /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
  • /24

    $1,200 per month

    • 1 Bed
    • 1 Bath
    • 660 Sq Ft
    • Condo for Rent

    800 Holter St Unit 800.5, Helena, MT 59601

    Spacious 1 Bedroom, 1 Bath Apartment – Prime Location!12 month lease. Looking for a well-maintained and generously sized 1 bed, 1 bath apartment? This charming unit is just minutes from Helena’s scenic walking trails and convenient shopping spots.Enjoy the comfort of large, open rooms, with the added bonus of only paying for gas. Even better—free high-speed Wi-Fi is

    800 Holter St Unit 800.5, Helena, MT 59601
  • /30

    $448,900 Last List Price Sold Apr 16, 2025

    • 1,029 Sq Ft
    • $436/SF
    • 77 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2022

    900 Laurel St, Helena, MT 59601

    Nestled in the convenient upper westside just under mount Helena, this newer build offers a modern move in ready home. Built in 2022, a one-story, thoughtfully designed layout offers a seamless flow throughout the living areas maximizing space and creating a warm and inviting atmosphere. The finishes & custom touches like live edge granite countertops, open shelving & stainless steel appliances

    Patti Dess Keller Williams Capital Realty

    900 Laurel St, Helena, MT 59601
    • /21

      Est $410,010 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 944 Sq Ft

      2715 Overlook Blvd, Helena, MT 59601

      2715 Overlook Blvd, 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
  • /32

    $380,000 Last List Price Sold Apr 11, 2025

    • 2,340 Sq Ft
    • $162/SF
    • 1 Day On Market
    • 2 Beds
    • 1 Bath
    • Built 1948

    922 Stuart St, Helena, MT 59601

    Welcome to 922 Stuart St, Helena, Montana—a charming single-family home that offers a fantastic opportunity to create your ideal living space. Built in 1948, this home blends vintage character with modern potential, ready for your personal touch. With 2,340 square feet of living space, the interior provides plenty of room to make it your own. The flexible layout allows you to customize each space

    Chris Murphy Century 21 Heritage Realty - Helena

    922 Stuart St, Helena, MT 59601
    • /16

      Est $286,996 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 852 Sq Ft

      2714 Overlook Blvd, Helena, MT 59601

      2714 Overlook Blvd, 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
  • /30

    $349,999 Last List Price Sold Apr 09, 2025

    • 1,939 Sq Ft
    • $181/SF
    • 5 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1949

    1305 Choteau St, Helena, MT 59601

    This adorable westside bungalow is brimming with potential and waiting for its next owner! Nestled on a spacious corner lot with a fenced backyard and views of Mount Helena, this home offers the perfect blend of charm and opportunity. Inside, you'll find two conforming bedrooms on the main level, plus two additional non-conforming bedrooms—one upstairs and one in the basement—along with a full

    Erin Mondie Big Sky Brokers, LLC

    1305 Choteau St, Helena, MT 59601
    • /10

      Est $256,737 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 852 Sq Ft

      2716 Overlook Blvd, Helena, MT 59601

      2716 Overlook Blvd, 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
  • /37

    $750,000 Last List Price Sold Mar 31, 2025

    • 2,492 Sq Ft
    • $301/SF
    • 15 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1959

    1029 Mauldin St, Helena, MT 59601

    Welcome to your new haven in Helena's coveted mansion district! This charming Mid-Century Modern home is a delightful blend of style and comfort, featuring 4 cozy bedrooms and 3 baths, all designed to bring in gorgeous natural light and stunning views. As you step inside, you'll immediately feel at home in the inviting open layout that effortlessly connects the living, dining, and kitchen areas.

    Maria Demaray - Menghini Big Sky Brokers, LLC

    1029 Mauldin St, Helena, MT 59601
    • /28

      Est $528,899 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,328 Sq Ft

      2829 Knight St, Helena, MT 59601

      2829 Knight St, 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
  • /53

    $722,000 Last List Price Sold Mar 17, 2025

    • 3,292 Sq Ft
    • $219/SF
    • 5 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1998

    2008 University St, Helena, MT 59601

    Spacious & inviting ranch-style home with main-level living, bordering city park land to the north and just a short hike or bike ride to Mount Helena trails off LeGrande. The main level offers a well-designed kitchen, spacious living room with gas fireplace & vaulted ceilings, a laundry room, 3 bedrooms, & 2 full baths. The large primary suite features a walk-in closet, balcony, & recently

    Freda Wilkinson Big Sky Brokers, LLC

    2008 University St, Helena, MT 59601
    • /24

      Est $487,061 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,856 Sq Ft

      2820 Knight St, Helena, MT 59601

      2820 Knight 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
  • /52

    $690,000 Last List Price Sold Mar 12, 2025

    • 3,569 Sq Ft
    • $193/SF
    • 3 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2007

    2510 Knight St, Helena, MT 59601

    Beautifully maintained 4-bedroom, 3.5-bathroom home with stunning views of the Sleeping Giant! Featuring vaulted ceilings and gleaming hardwood floors, the open-concept living area is perfect for entertaining. You'll love cooking in the high end kitchen with granite countertops, rich cherry cabinets and new appliances. Enjoy the convenience of main-floor utilities and a spacious primary suite

    Kelly Wirtz Engel & Völkers Western Frontier - Helena

    2510 Knight St, Helena, MT 59601
    • /34

      Est $460,800 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,038 Sq Ft

      27 S Benton Ave, Helena, MT 59601

      27 S Benton Ave, Helena, MT 59601
  • /28

    $240,000

    • 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
  • /51

    $399,000 Last List Price Sold Feb 24, 2025

    • 1,480 Sq Ft
    • $270/SF
    • 159 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1870

    128 S Benton Ave, Helena, MT 59601

    Welcome to one of Helena’s early landmarks, the Mae Butler house. Never before on the market, this carpenter gothic stone cottage was constructed by William Butler from fieldstone and cut granite on site in the 1870s. William’s eldest daughter, Mae, was born in the home in 1880 and was a longtime Helena educator known for her generous nature and infectious laughter.This unique gem is perched

    Didi Peccia Augustine Properties

    128 S Benton Ave, Helena, MT 59601
    • /50

      Est $823,427 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,388 Sq Ft

      29 Carriage Ln, Helena, MT 59601

      29 Carriage Ln, 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
  • /31

    $498,000 Last List Price Sold Feb 18, 2025

    • 2,829 Sq Ft
    • $176/SF
    • 51 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1900

    1801 Choteau St, Helena, MT 59601

    *MOTIVATED SELLER* Take advantage of either a rate buy-down with a matching amount by Evergreen mortgage OR 5,000.00 in closing costs taken care of by the seller!!!! Step into history with this meticulously maintained Appleton designed home from the early 1900s, boasting timeless charm and original finishes. With 4 bedrooms and 2 baths, this well taken care of home stands as a testament to

    Heidi Hoffman Coldwell Banker Mountainside Realty

    1801 Choteau St, Helena, MT 59601
    • /73

      Est $893,611 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 5,206 Sq Ft

      28 Carriage Ln, Helena, MT 59601

      28 Carriage Ln, 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
  • /6

    $492,000 Last List Price Sold Feb 05, 2025

    • 1,332 Sq Ft
    • $369/SF
    • 41 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2024

    1907 Choteau St, Helena, MT 59601

    Brand new home on the upper west side of Helena. Modern 2 bedroom, 2 bath home with amazing views of Mount Helena, close to Spring Meadow Lake, and Green Meadow Golf Course. The main level has a huge 4 car tandem garage that allows for all your vehicles and toys. Wonderful open floor plan that allows for an easy flow when friends and family are over. Luxury vinyl plank flooring throughout in

    Dawn Marrie Big Sky Brokers, LLC

    1907 Choteau St, Helena, MT 59601
    • /77

      Est $877,228 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,936 Sq Ft

      26 Carriage Ln, Helena, MT 59601

      26 Carriage Ln, 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
  • /43

    $579,000 Last List Price Sold Jan 31, 2025

    • 2,175 Sq Ft
    • $266/SF
    • 94 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1890

    611 Holter St, Helena, MT 59601

    Welcome to this charming Victorian home nestled in the historic West side of town. This 3 bedroom 1 and a half bath home has great character and history. The main floor features a large kitchen with ample space for cooking and entertaining. The dining and living room adjoin the kitchen and provide a relaxing area with a wood fireplace. A half bath, laundry and the porch/mudroom round out the main

    Alex Waddell Bahny Realty

    611 Holter St, Helena, MT 59601
    • /69

      Est $633,722 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,458 Sq Ft

      332 S Park Ave, Helena, MT 59601

      332 S Park Ave, 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
  • /29

    $459,000 Last List Price Sold Jan 29, 2025

    • 3,124 Sq Ft
    • $147/SF
    • 139 Days On Market
    • Built 1925

    1816 Hauser Blvd, Helena, MT 59601

    Don't miss out on this solid investment property. This triplex has a strong rental income history, as well as very low vacancy. Each unit has its own private entrance for ensured privacy, as well as their own dedicated finished garage space for convenient parking. The garage also has an additional 4th space that is currently not being used, that could be rented out as storage, for additional

    Laurie Evans Coldwell Banker Mountainside Realty

    1816 Hauser Blvd, Helena, MT 59601
    • /68

      Est $565,711 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,636 Sq Ft

      2541 Stuart St, Helena, MT 59601

      2541 Stuart St, 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
  • /6

    $200,000 Last List Price Sold Jan 24, 2025

    • 432 Sq Ft
    • $463/SF
    • 1 Day On Market
    • 1 Bed
    • 1 Bath
    • Built 1929

    928 Harrison Ave, Helena, MT 59601

    The property includes a 1 bedroom, 1 bath home, 432 square feet, and a detached single car garage with an attached carport. Adjacent to the garage is a fenced yard with an shed for additional storage. The lot also has a well that could be perfect for maintaining landscaping or a future garden. Contact Lynnette Sena at 406-594-1260 or your real estate professional.

    Lynnette Sena Big Sky Brokers, LLC

    928 Harrison Ave, Helena, MT 59601
    • /49

      Est $581,647 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 3,368 Sq Ft

      2700 Park Dr, Helena, MT 59601

      2700 Park Dr, 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
  • /70

    $1,035,000 Last List Price Sold Jan 17, 2025

    • 5,199 Sq Ft
    • $199/SF
    • 0 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1883

    418 W Lawrence St, Helena, MT 59601

    LISTING HAS BEEN ENTERED FOR COMPS ONLY!!! Ideally located in the Upper Westside, this home is 4 blocks from the amenities of downtown Helena and 3 blocks to hiking/biking trails. One of Helena’s most storied mansions, it has a relaxed, airy, yet grand feel. Unlike many Victorians, the rooms are exceptionally large, with 11-foot ceilings, oak and maple hardwood and parquet floors, beautiful

    June Trevor Augustine Properties

    418 W Lawrence St, Helena, MT 59601
    • /28

      Est $463,378 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,006 Sq Ft

      1711 Flowerree St, Helena, MT 59601

      1711 Flowerree St, Helena, MT 59601

Showing Results 1 - 40, Page 1 of 18

Home Trends in Upper West Side, MT

Home Trends

Median Price (12 Mo)
$464,250
Median Single Family Price
$582,000
Median Townhouse Price
$580,000
Median 2 Bedroom Price
$264,950
Average Price Per Sq Ft
$261
Number of Homes for Sale
13
Last 12 months Home Sales
50
Months of Supply
3.10
Median List Price
$529,900
Median Discount From 1st List Price
3%
Median Home Sale Price YoY Change
-6%
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