$554,269Average Value$251Average Price per Sq Ft22Homes For Sale
Equally close to the Mountain and the marketplace
Under the shadow of Mount Helena lies Upper West Side, a suburb that’s a step outside the mountainside and its hiking trails. "You can walk out of your office door and be on the trails in less than five minutes," says Anita Sherley, a Broker with Big Sky Brokers. Upper West Side is located southwest of Euclid Avenue, one of the city’s main thoroughfares. Euclid Avenue is home restaurants and shops, plus it gives residents access to Interstate 15, the Helena Regional Airport and Saint Peter’s Health, the city’s hospital.
The Upper West Side is nestled at the base of Mount Helena.
Views of the mountains and the valley are always to be enjoyed in the Upper West Side.
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Homes next to Mount Helena
Upper West Side is laid out in a tight grid, where the streets are lined with sidewalks and lawns are green and well-maintained. There are a variety of home styles in the neighborhood, like ranch, bungalow and split levels. There are also chalet-style homes on the eastern side of the neighborhood. The neighborhood’s west side has historic craftsmen, Queen Anne and shingle-style homes that are often 100 years old or more. Most properties in the neighborhood go for $500,000-$800,000, older properties on the west side go for $1-$2 million, and east side properties go for between $600,000 and $900,000.
The Upper West Side has a wide variety of architectural styles represented.
Chalet style homes can be found in the Upper West Side.
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Helena Public Schools
The area is served by Helena Public Schools, which has a B-plus rating on Niche. Warren Elementary School has a B rating and Helena Middle School has a B-plus. Helena High School has a B, and offers variety of after-school activities for students to enjoy like outdoors, art and ukulele clubs.
Hawthorne Elementary School nestled among the trees up the Upper West Side.
Helena Middle School scores a B grade on Niche.
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Bus stops and roadways near Upper West Side
Helena is served by Capital Transit, which has two bus stops along Euclid Avenue in Upper West Side. Interstate 15 is less than a mile from the neighborhood, and Helena Regional Airport and St. Peter’s Health, the area’s hospital, are about four miles away.
Capital Transit is available for scheduling trips around town via the Capital Transit app.
The Upper West Side is a quiet residential neighborhood great for families.
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Trails just outside the front door
Mount Helena is next to the neighborhood, and it's full of hiking trails, and some, like the Tubbs Trailhead, start inside Upper Westside’s borders. People hike up the mountainside, all year, and especially during the warmer months. The mountainside is covered in whitebark pine, Douglas fir and Engelmann spruce trees and hikers can head to different attractions like Devil’s Kitchen, the peak of the mountain and a rock climbing area, accessible via the 1906 trail, a 1.5-mile loop up the mountain.
The Tubbs Trailhead at Mt Helena is a beautiful trail up the mountain.
The Upper West Side is a quiet residential neighborhood great for families.
Mount Helena in the golden light of sunset from the Upper West Side.
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Eating and dining near Upper West Side
Upper West side is close to a variety of restaurants around the city. Staggering Ox is a popular Montana sandwich chain with a location just across Euclid Avenue from Upper West Side and the Early Bird Café is a few blocks from many houses in the neighborhood. There are also a variety of breweries like Mount Ascension Brewery at Last Chance Gulch, a popular dining district about two miles from the neighborhood. For groceries, most head to Van’s Thriftway.
Head to the Staggering Ox a stylishly funky restaurant serving unique sandwiches, and salads.
The Early Bird Cafe is a favorite breakfast and lunch spot in the neighborhood.
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A stampede of music, rodeo and fun
The Lewis and Clark Fairground is about three miles north of Upper West Side. It's the Helena hub for music, rodeo and other events. The Last Chance Stampede and Fair thunders into Helena every year, turning the fairground into a swirl of live music, rodeo performances and antique cars. Other seasonal events like Fall Fest provide activities for people all over Helena year-round.
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Upper West Side Demographics and Home Trends
On average, homes in Upper West Side, Helena sell after 37 days on the market compared to the national average of 55 days. The median sale price for homes in Upper West Side, Helena over the last 12 months is $470,000, down 6% from the median home sale price over the previous 12 months.
Charming 1948 rancher on a spacious 0.379-acre lot, just steps from Kessler School and within walking distance of Spring Meadow Lake's trails. This 4 bedroom, 2 full bath home offers 1,768 sq ft of living space, with 2 bedrooms and a full bath on the main level plus 2 true egress bedrooms, a second living room, and a bonus non-conforming room on the finished lower level — ideal for guests, a
Welcome to this beautifully maintained custom home where quality craftsmanship, thoughtful upgrades, and exceptional indoor-outdoor living come together. The remodeled main level (2021) features a bright, open floor plan with vaulted ceilings, abundant natural light, and a spacious living room that flows seamlessly into the dining area and beautifully updated kitchen. The kitchen showcases custom
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
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
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
Investment opportunity with many possibilities! Own a piece of Helena history while generating steady rental income. Located in the sought-after Mansion District, this classic Victorian has been converted into a fourplex, offering flexibility for both investors and owner-occupants. Rent all four units for maximum income, or easily combine two of the units to create a spacious owner's residence
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
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
Welcome home to 2565 Overlook Blvd, on Helena's westside. You'll find this 3bedroom 2.5 bathroom is super-convenient to Fort Harrison, Highway 12 West, the soon-to-be (rebuilt) Kessler School, and near Mount Helena too. On the main floor, you'll find slate influences throughout, an inviting fireplace and maintenance-free flooring within the living room, nice upgraded black granite countertops
Brand-new construction for under $300,000—yes, it’s possible! Discover an affordable path to homeownership with these thoughtfully designed 2-bedroom, 1-bath condos offering 853 square feet of comfortable, efficient living. Located on Helena’s desirable Westside, you’ll enjoy convenient access to schools, hiking trails, recreation, and all the amenities of town. Blinds are included, and exterior
Julie Lamb-HellerCentury 21 Heritage Realty - Helena
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
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
Spacious 1 Bedroom, 1 Bath Apartment – Prime Location at the base Mount Helena!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.Don't miss
Property Id: 2866821 Charming Historic 3BR/1BA - 801 Holter Street, Helena Enjoy sweeping valley and mountain views from this beautifully maintained apartment in a historic Helena home. Features include exposed brick accents, a wood beam living room ceiling, hardwood floors, and abundant natural light throughout. 3 bedrooms (one without a closet - great as an office, nursery, or
Newer westside of Helena apartment. Includes single car garage, off street parking, A/C unit and Washer and Dryer in unit. Excellent finishes. Security camera outside of units. No pets allowed. No smoking on premises. Text me at for video of unit
This is and upstairs apartment located close to the downtown area.Rent includes water, sewer & trash service.Tenant is responsible for other utilities.Washer & Dryer included with the unit.All Real Property Management Headwaters residents are enrolled in the Resident Benefits Package (RBP) for $41.95/month which includes liability insurance, credit building to help boost the
This 5 Bedroom 3-1/2 Bath house is located on the west side of Helena at the foot of Mt. Helena.It has a fully fenced yard. Two large decks offer a great view of the valley to the north.The house is furnished and can be rented with a lease for 6-12 months.One small dog is allowed with an additional pet deposit and pet rent.Owner pays for water, sewer and trash service.Tenant
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