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Upper West Side Homes for Sale

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  • /14

    $185,000

    • Land
    • 9,583 Sq Ft
    • $840,909 per Acre

    000 Knight St, Helena, MT 59601

    One of the few vacant city lots currently offered in Helena- ideal for a residential or multi family new build. Perfectly located near Mount Helena, area trail systems, and just a hop-skip away from Kessler Elementary School. Zone R-2!! This has a "LOT" going for it. Call the city to talk about connecting to water and sewer services. Take your home plans with you and stop on by.

    Heather Lay Keller Williams Capital Realty

    000 Knight St, Helena, MT 59601
  • /65

    $485,000

    • 5 Beds
    • 2 Baths
    • 2,187 Sq Ft

    1503 Hauser Blvd, Helena, MT 59601

    This charming mid-century modern home offers the perfect blend of character, comfort, and location. Situated on a desirable corner lot just four blocks from the Tubbs Trailhead on Mt Helena, this bright and airy 5-bedroom, 2-bath residence showcases sweeping views of the Scratchgravel Hills, the Sleeping Giant, and Mt Helena.Beautifully refinished oak hardwood floors add warmth and timeless

    Jamie Dwyer Big Sky Brokers, LLC

    1503 Hauser Blvd, Helena, MT 59601
  • /93

    $1,200,000

    • 6 Beds
    • 3.5 Baths
    • 4,388 Sq Ft

    724 Monroe Ave, Helena, MT 59601

    Located in Helena's Upper Westside's Mansion District, this remarkable 1912 residence offers a rare opportunity to become the owner of one of the city's most treasured historic homes. Available for the first time in nearly 60 years, this is a home that has been deeply loved, thoughtfully updated, and carefully preserved through generations. Designed by Robert Chambers Reamer, the renowned

    Mary Ahmann Hibbard Helena Home Team

    724 Monroe Ave, Helena, MT 59601
  • /46

    $495,000

    • 4 Beds
    • 2 Baths
    • 1,902 Sq Ft

    820 Joslyn St, Helena, MT 59601

    Situated on a picturesque tree-lined street in Helena's desirable Upper West Side, this tastefully updated home sits on a corner lot with beautiful views of Mt. Helena. Enjoy the convenience of being within walking distance of neighborhood schools and some of Helena's most popular hiking and biking trails. Inside, you'll find a perfect blend of classic character and modern updates. Original

    Cameron Hahn Engel & Völkers Western Frontier - Helena

    820 Joslyn St, Helena, MT 59601
  • /6

    $539,900

    $10K PRICE DROP
    • 2,052 Sq Ft

    1232 Hauser Blvd, Helena, MT 59601

    Investment Opportunity! Well-maintained duplex offering immediate rental income with both units currently occupied. Each unit features 2 bedrooms, 1 bathroom, functional layouts, and comfortable living spaces that appeal to long-term tenants. Pride of ownership is evident throughout, with consistent maintenance and care over the years. Owner currently provides lawn maintenance, helping preserve

    Cortney Senecal Keller Williams Capital Realty

    1232 Hauser Blvd, Helena, MT 59601
  • /45

    $689,900

    Open Wed 5PM - 7PM $5K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft

    2001 University St, Helena, MT 59601

    Welcome to this beautiful Upper West home nestled below Mount Helena, where breathtaking views and easy access to the outdoors create the perfect Montana lifestyle. Ideally located near the Panhandle to LeGrande Trailhead, with city parkland directly across the street, this property offers a rare combination of recreation, scenery, and convenience. Inside, this 2,080 sq. ft. home features 3

    Rachael Houseworth Century 21 Heritage Realty - Helena

    2001 University St, Helena, MT 59601
  • /49

    $549,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 3,090 Sq Ft

    1502 Hauser Blvd, Helena, MT 59601

    Welcome to a beautifully maintained home that radiates pride of ownership both inside and out. Offering 4 bedrooms (one non-conforming) and 2 bathrooms, this inviting property combines comfort, functionality, and charm in every space. The main living area flows seamlessly into the kitchen, creating a warm and welcoming atmosphere perfect for everyday living and entertaining. Downstairs, the

    Anita Sherley Sherley Real Estate

    1502 Hauser Blvd, Helena, MT 59601
  • /101

    $725,000

    • 6 Beds
    • 2.5 Baths
    • 2,505 Sq Ft

    2200 Cannon St, Helena, MT 59601

    A rare opportunity to own a true piece of Helena history, Appleton House #13—built in 1890 and proudly listed on the National Register of Historic Places. Situated on an expansive six city lots—nearly half an acre—this remarkable property offers a park-like setting in the heart of Helena. The outdoor space is nothing short of spectacular, featuring full fencing, underground sprinklers and drip

    Freyja Bell Uncommon Ground, LLC

    2200 Cannon St, Helena, MT 59601
  • /36

    $599,900

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,754 Sq Ft

    2650 Knight St, Helena, MT 59601

    Welcome to 2650 Knight Street, a thoughtfully designed home that blends comfort, efficiency, and access to some of Helena’s best outdoor amenities. This Green Built property showcases energy efficient materials and construction, offering long term savings and a more sustainable lifestyle without compromising style or functionality. Inside, you’ll find a bright and inviting layout with modern

    Amber Conger Engel & Völkers Western Frontier - Helena

    2650 Knight St, Helena, MT 59601
  • /36

    $395,000

    $44K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,009 Sq Ft

    1725 Cannon St, Helena, MT 59601

    This unit is being offered for sale individually; however, the seller would also consider selling both units together to a buyer interested in acquiring the entire duplex property. Charming Townhouse in a Prime Location! Built in 2020, this thoughtfully designed home is move-in ready and meticulously maintained.The main floor offers an inviting living room, a well-appointed kitchen with

    Sandra Kokoruda Uncommon Ground, LLC

    1725 Cannon St, Helena, MT 59601
  • /6

    $179,000

    $20K PRICE DROP
    • Land
    • 9,539 Sq Ft
    • $817,352 per Acre

    2330 Choteau St, Helena, MT 59601

    Upper west side development opportunity with this .219 acre lot that's zoned R-2 steps from Kessler school. Lot has a 10 GPM well that can be used for irrigation purposes as well as a 12x25 garage. City utilities are stubbed into the lot and duplex plans are available at no cost from the Seller that would work great. A survey has been completed and all corners are marked. Seller Financing is

    Dan Stone Ridgeline Realty

    2330 Choteau St, Helena, MT 59601
  • /43

    $650,000

    • 5 Beds
    • 2.5 Baths
    • 3,830 Sq Ft

    860 Hiawatha St, Helena, MT 59601

    NEW! $25,000 in seller concessions! What are concessions? Buyer choose to use funds toward remodel, closing costs/ prepaids or buy down rates! 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

    Lane Nygren Augustine Properties

    860 Hiawatha St, Helena, MT 59601
  • /67

    $775,000

    $24K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 4,249 Sq Ft

    2028 Flowerree St, Helena, MT 59601

    Welcome home—where location and ambiance meet in perfect harmony. This stunning 4,249 sqft., 5-bdrm, 3-bath custom-built home showcases quality finishes and timeless design throughout. An impressive entry welcomes you with classic white columns, a formal sitting area, and beautiful tile flooring that sets the tone for the elegance within. From the foyer, step into the open-concept living room

    Joshua Koffler Coldwell Banker Mountainside Realty

    2028 Flowerree St, Helena, MT 59601
  • /49

    $750,000

    $45K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,976 Sq Ft

    33 Carriage Ln, Helena, MT 59601

    Stand-alone condo in a prime location at the base of Mount Helena! This spacious home features main-level living plus a full walk-out basement. The proximity to Mount Helena City Park provides abundant views and direct access to many miles of public trail systems. Enjoy the wonderful outdoor spaces providing views from the deck or shade from the covered patio. The perfect spot to live your best

    Mark Stahly Big Sky Brokers, LLC

    33 Carriage Ln, Helena, MT 59601
  • /101

    $570,000

    $65K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,300 Sq Ft

    1701 Cannon St, Helena, MT 59601

    A beautifully preserved 1885 brick Victorian in Helena’s coveted Upper West neighborhood, just six blocks from the Tubbs Trailhead on Mount Helena. Over the past two years, this home has been carefully transformed with a soft white palette that highlights its original, intricate woodwork and fireplaces. Notable features include fresh paint, refinished and replica hardwood floors, a spacious

    Freda Wilkinson Big Sky Brokers, LLC

    1701 Cannon St, Helena, MT 59601
  • /21

    $2,554,950

    New Construction $200K PRICE INCREASE
    • 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
  • /52

    $997,000

    $22K PRICE DROP
    • 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
  • /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 car-dependent and very bikeable. Upper West Side has 2 parks for recreational activities. It is fairly sparse in population with 5.0 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% of residents renting and 62% 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 $525,000. If you put a 20% down payment of $105,000 and had a 30-year fixed mortgage with an interest rate of 6.47%, your estimated principal and interest payment would be $2,650 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $114K 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, South Central, North West, North Central and North East.
Are home prices dropping in Upper West Side?
Yes, home prices in Upper West Side are down 1% in the last 12 months.

Upper West Side Home Prices vs. Nearby Helena, MT Neighborhoods

Upper West Side Upper East Side Lower West Side North West
Median Home Price
$525,000
$485,900
$425,000
$449,500
Median Sale Price
$467,500
+1% YoY
$443,400
+2% YoY
$430,000
+12% YoY
$429,950
-4% YoY
Median Single Family Price
$510,000
$514,000
$400,000
$434,000
Median Townhouse Price
$1,509,475
$326,250
$430,000
$886,750
Median Condo Price
$193,000
$350,000
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$397,000
Total Active Listings
19
21
2
5
Market Conditions
3 Months
Seller's Market
2 Months
Seller's Market
1 Months
Seller's Market
2 Months
Seller's Market
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