24

Upper East Side Homes for Sale

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  • /35

    $624,900

    • 3 Beds
    • 2.5 Baths
    • 2,332 Sq Ft

    809 Tower St, Helena, MT 59601

    Presenting for the first time ever, this one-owner custom-built home in Helena’s highly coveted Upper East Side. 809 Tower Street exudes quality and pride of ownership throughout. Featuring 3 bedrooms, 2.5 baths, a heated oversized garage, fenced backyard, a bonus/storage room upstairs, and new roof, windows, and appliances, this home truly has it all.The main living area is spacious and

    Jessica Moore Windermere - Helena

    809 Tower St, Helena, MT 59601
  • /54

    $649,000

    • 4 Beds
    • 2 Baths
    • 1,974 Sq Ft

    1205 Daybreak St, Helena, MT 59601

    This single-level, 4 bedroom home has an open floor plan and is in an amazing location! Easy access to the vast trail systems and a 40 acre frisbee golf course is only a few blocks away. It is also very close to the hospital and the capital building. This home has been well maintained and features a brand new roof and vinyl fencing in 2024. Beautiful kitchen with granite countertops and stainless

    June Trevor Augustine Properties

    1205 Daybreak St, Helena, MT 59601
  • /56

    $575,000

    • 4 Beds
    • 3 Baths
    • 2,508 Sq Ft

    2243 Gold Rush Ave, Helena, MT 59601

    Exceptional Upper East Side Gem with Elevator, Views & Premium Upgrades! Welcome to this meticulously maintained home located in Helena’s sought-after Upper East Side—where comfort, convenience, and functionality meet. You will feel the pride of ownership throughout the home. From the moment you arrive, you’ll appreciate the pristine landscaping and inviting curb appeal. Take in the stunning

    Jill Burger Uncommon Ground, LLC

    2243 Gold Rush Ave, Helena, MT 59601
  • /71

    $560,000

    • 4 Beds
    • 2.5 Baths
    • 1,732 Sq Ft

    756 S California St, Helena, MT 59601

    Welcome to 756 S California Street—an impeccably updated 4-bedroom, 2.5-bath home tucked into Helena’s coveted South Hills. Steps from trailheads and minutes to downtown, this property blends outdoor adventure with in-town convenience. Inside, a bright, modern layout offers two generous living spaces—perfect for entertaining on one level and quiet relaxation on the other. The updated kitchen

    Jake Doubek PureWest Real Estate - Helena

    756 S California St, Helena, MT 59601
  • /33

    $490,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,016 Sq Ft

    505 S California St, Helena, MT 59601

    Buy a home that has truly been well-cared for. This charming residence features all the right updates to ensure peace of mind from day one. With a brand-new furnace and A/C, plus newer windows, you can enjoy a fully efficient home without the worry of upcoming maintenance costs. The main level welcomes you with a bright, open living area where large windows flood the space with natural light,

    Cassie Smith Keller Williams Capital Realty

    505 S California St, Helena, MT 59601
  • /38

    $524,000

    $15K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,202 Sq Ft

    1208 Highland St, Helena, MT 59601

    Very well kept, fully remodeled 4 bed 2 bath home in a great location. Step into the front door and enter into the spacious living room or kitchen area. Beautiful natural lighting with neutral color palette. Off the kitchen and living room area is the dining area. Down the hall you will find 2 bedrooms and a bathroom with a couple closets for storage etc. Down the stairs is a large open second

    Kendra Waddell Bahny Realty

    1208 Highland St, Helena, MT 59601
  • /28

    $365,000

    • 3 Beds
    • 2.5 Baths
    • 1,423 Sq Ft

    3217 Cabernet Dr, Helena, MT 59601

    This well-kept two-story condo offers a comfortable and practical layout with 1,423 square feet of living space. Located on the south side of town, it provides convenient access to everyday amenities as well as nearby highway access for an easy commute, all while maintaining a quiet, residential feel. The main level features an open kitchen that flows easily into the dining area and living room,

    Karen English Keller Williams Capital Realty

    3217 Cabernet Dr, Helena, MT 59601
  • /39

    $475,000

    $22K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,268 Sq Ft

    412 Raymond St, Helena, MT 59601

    Welcome to this spacious and inviting 4-bedroom (one non-conforming bedroom in the basement), 2-bathroom home nestled in the heart of Helena, Montana. Offering comfort, functionality, and Montana charm, this property is perfect for families, outdoor enthusiasts, or anyone looking to enjoy Big Sky Country living. LOCATION LOCATION! Walking distance to parks, trails, the medical district, and

    Cassie de Yong Freestone Real Estate

    412 Raymond St, Helena, MT 59601
  • /44

    $555,000

    • 4 Beds
    • 3 Baths
    • 2,496 Sq Ft

    2044 Scott Dr, Helena, MT 59601

    Positioned in a quiet, well-maintained community, this immaculate condo delivers exceptional value with panoramic mountain views, true main-level living, and a prime location just minutes from the hospital and trail access. Designed for ease and quality, the home features zero-step entry, new central air, updated disposal, comfort height toilets, and water circulation pump, plus abundant storage

    Ann Snortland Berkshire Hathaway HomeServices - Helena

    2044 Scott Dr, Helena, MT 59601
  • /100

    $1,299,000

    $49K PRICE INCREASE
    • 4,516 Sq Ft

    1644 Gold Rush Ave, Helena, MT 59601

    Seller wishes to do a 1031 exchange quickly. Open to all Offers! Welcome to 1644 Gold Rush Avenue – A Timeless Spanish-Style Retreat: Perched on a rare .88+/- acres in the coveted prestigious South side of Helena, the custom-designed home takes advantage of the hillside views of Helena and the surrounding area. This stunning residence welcomes you to enter through a gated Spanish flower garden

    Jacob Beirwagen Bahny Realty

    1644 Gold Rush Ave, Helena, MT 59601
  • /66

    $779,000

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,977 Sq Ft

    1115 Saddle Dr, Helena, MT 59601

    With striking architecture and light-filled spaces, this 4-bedroom, 4-bath home at the base of Nob Hill offers modern sophistication surrounded by mature trees and beautiful views. The grand entry showcases a floor-to-ceiling wall of windows and a dramatic staircase that sets the tone for the open, airy design. Multiple outdoor living areas create seamless indoor-outdoor flow—from the living

    Cassie Smith Keller Williams Capital Realty

    1115 Saddle Dr, Helena, MT 59601
  • /38

    $540,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,496 Sq Ft

    2215 E 6th Ave, Helena, MT 59601

    Spacious classic ranch-style home in great location a quick drive to the Capitol complex, hospital, and medical buildings and walking distance to Smith Elementary. This upper east side home has tons of natural light, new flooring in the upstairs living room and kitchen, updated bathroom with quartz countertop, large, fenced yard with underground sprinklers, covered back deck for relaxing and

    Ann Snortland Berkshire Hathaway HomeServices - Helena

    2215 E 6th Ave, Helena, MT 59601
  • /66

    $475,000

    $20K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,033 Sq Ft

    2114 E Broadway St, Helena, MT 59601

    If you’re drawn to vintage character and classic mid-century vibes, this spacious ranch-style home delivers. Ideally situated between the Capitol and St. Peter’s Hospital, this distinctive property offers more than 3,000 square feet of living space filled with personality, function, and timeless design elements. The main level features 3 bedrooms, kitchen, dining, living, and laundry, along with

    Freda Wilkinson Big Sky Brokers, LLC

    2114 E Broadway St, Helena, MT 59601
  • /29

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,608 Sq Ft

    1011 Saddle Dr, Helena, MT 59601

    Freshly painted and move-in ready, this second-level condo is beautifully maintained with 3 bedrooms, 2-baths, 1,608 sqft of comfortable living space with vaulted ceilings that create an open and spacious feel, plus a 2-car garage. The private back deck overlooks open space and captures incredible views of the Sleeping Giant, Helena Valley, and city lights — the perfect place to relax and enjoy

    Lynnette Sena Big Sky Brokers, LLC

    1011 Saddle Dr, Helena, MT 59601
  • /41

    $539,700

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,340 Sq Ft

    1931 8th Ave, Helena, MT 59601

    Classic Mid-Century, Endless Montana Sky. Set on a large corner lot in Helena’s desirable Upper East, this Mid-Century Modern home offers a rare blend of timeless design, backyard privacy, and a tranquil setting—all with a central location and easy access to amenities. Step inside and you’re immediately welcomed by expansive, picturesque windows that flood the home with natural light and frame

    Cindy Stevick Cindy Stevick Real Estate

    1931 8th Ave, Helena, MT 59601
  • /25

    $485,000

    $14K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    2702 Belt View Dr, Helena, MT 59601

    Craving quiet surroundings with the convenience of city living? This spacious, turn-key condo may be just what you’ve been waiting for. Designed for comfort and easy living, the main level offers a primary bedroom with ensuite bath, a half bath for guests, formal dining room, large living room, laundry area, and direct garage access. The walk-out basement provides even more living space with a

    Liane Taylor Atlas Real Estate

    2702 Belt View Dr, Helena, MT 59601
  • /14

    $249,000

    • Land
    • 15,725 Sq Ft
    • $689,751 per Acre

    2511 Gold Rush Ave, Helena, MT 59601

    Perched on one of the few remaining lots on Helena’s Upper East Side, this exceptional property offers a rare chance to create a custom home with sweeping views of the Helena Valley. The expansive, sloped terrain offers multiple building possibilities, enabling you to design a home that fully captures the stunning natural surroundings.Enjoy an afternoon walk through the neighborhood or one of

    Elizabeth Tobin Windermere - Helena

    2511 Gold Rush Ave, Helena, MT 59601
  • /44

    $765,000

    $35K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,154 Sq Ft

    935 Napa Dr, Helena, MT 59601

    This South Helena home offers space, comfort, and connection to everything that makes Helena special. With 5 bedrooms, 3 bathrooms, and 3,154 sq. ft. of living space, this property combines comfort, functionality, and an unbeatable location. The primary suite on the main floor provides convenience and privacy, while the additional bedrooms offer flexibility for guests, home offices, or hobbies.

    Erin Weninger Berkshire Hathaway HomeServices - Helena

    935 Napa Dr, Helena, MT 59601
  • /33

    $389,000

    Open Sun 1PM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,666 Sq Ft

    719 Darby St, Helena, MT 59601

    This 3 bedroom, 2 bath townhome is well situated on Helena's upper east-side area, near St Peter's hospital, I-15 access and nearby parks. You will love the big pine trees and the fenced yard. The large south-facing windows add to the appeal of this well-maintained home. With a large landscaped lot and fenced yard, this home also offers underground sprinklers and a large outside storage shed. It

    Laurie Blakley Real Estate West, LLC

    719 Darby St, Helena, MT 59601
  • /43

    $549,900

    • 4 Beds
    • 2.5 Baths
    • 2,460 Sq Ft

    321 S Sanders St, Helena, MT 59601

    Newly renovated home on large corner lot. Single level living with plenty of room for your family. Features 4 bedrooms and 2.5 baths, all within 2460 sq ft of living space. If you like to entertain or just enjoy having space to move around, this house is for you. Updated with new flooring and paint, new kitchen appliances, new remodeled master bath, new hot water boiler, plumbing and steel

    Deb Wong RE/MAX Of Helena

    321 S Sanders St, Helena, MT 59601
  • /25

    $360,000

    • 3 Beds
    • 1 Bath
    • 1,214 Sq Ft

    1710 8th Ave, Helena, MT 59601

    Charming single level 3 bed 1 bath home in a wonderful location. Enter through the front door into the living room, straight ahead you will find the quaint kitchen and dining area. To the left is a Bedroom, mudroom and laundry area. On the other side of the home is 2 bedrooms and a bathroom. This home has been meticulously kept and maintained. Move in ready. New Roof and gutters in 2023. Partial

    Kendra Waddell Bahny Realty

    1710 8th Ave, Helena, MT 59601
  • /66

    $777,111

    Open Sun 2PM - 4PM
    • 4 Beds
    • 3.5 Baths
    • 3,365 Sq Ft

    2623 Gold Rush Ave, Helena, MT 59601

    Views, Prime Location & Luxurious Renovations — Welcome to 2623 Gold Rush Ave, in Helena Montana. Perched at the gateway to Helena's coveted south hills trail system, this beautifully renovated 4-bedroom, 3.5-bath home delivers sweeping views over the Helena Valley and an unbeatable central location. Minutes from St. Peter's Health medical complex, the Capital Complex, easy interstate access and

    Michelle Figler Keller Williams Capital Realty

    2623 Gold Rush Ave, Helena, MT 59601
  • /25

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 2,030 Sq Ft

    804 Sonoma Dr, Helena, MT 59601

    Welcome to 804 Sonoma, a beautifully appointed condo nestled in the desirable South Hills, offering comfort, space, and stunning views in every direction. This spacious 3 bedroom, 2.5 bath home features high-end finishes throughout, including rich wood trim, solid surface and wood countertops, wood flooring, and newer appliances that perfectly complement the home’s warm and inviting

    Jessica Moore Windermere - Helena

    804 Sonoma Dr, Helena, MT 59601
  • /24

    $3,560,000

    $90K PRICE DROP
    • 15,540 Sq Ft

    2296 Deerfield Ln, Helena, MT 59601

    Multifamily property for sale with a 6.1% cap rate. The property has 10 residential units, built in 2024 & 2025 by a respected local builder. Located in the South Hills just minutes from major employers such as St. Pete's Hospital and the state Capitol Complex. The property has great features for an owner - separately metered utilities, hardy finishes, and a desirable location. For a tenant, each

    Tyler Warne Coldwell Banker Commercial Green & Green

    2296 Deerfield Ln, Helena, MT 59601

Why Live in Upper East Side

Upper East Side in Helena, MT, is a tranquil residential area with a blend of historic and modern homes, including 1950s-era houses and contemporary builds. Popular styles include Victorian homes with wrap-around porches and dormer windows alongside vinyl-sided ranch homes. Located less than half a mile from Montana’s state capital, it offers easy access to key landmarks: Helena Regional Airport to the north, Mount Ascension to the south, Last Chance Gulch to the east and Interstate 15 to the west. The area is quieter than typical suburban neighborhoods, with minimal traffic and wide boulevards where children often ride bikes and residents walk their pets.

Upper East Side is within walking distance of trails leading to Mount Ascension, such as the Beattie Street and Bompart Hill Trailheads, providing ample opportunities for hiking and mountain biking. Nearby, Last Chance Gulch, Helena’s premier dining district, features a mix of historic and contemporary eateries like On Broadway and The Union. For grocery shopping, residents typically head to Safeway, about a mile north. The Lewis and Clark Fairgrounds, 5 miles away, host events like the Last Chance Stampede and Fair.

Helena Public Schools serving the area, including Jefferson Elementary School and Helena Middle School, are highly rated. The Helena Regional Airport is approximately 4 miles away, and St. Peter’s Hospital is within walking distance, adding to the neighborhood's convenience.

Frequently Asked Questions

Is Upper East Side a good place to live?
Upper East Side is a good place to live. Upper East Side is considered car-dependent and bikeable with minimal transit options. Upper East Side has 9 parks for recreational activities. It is fairly sparse in population with 5.3 people per acre and a median age of 48. The average household income is $96,283 which is below the national average. College graduates make up 57.5% of residents. A majority of residents in Upper East Side are home owners, with 41.8% of residents renting and 58.2% of residents owning their home. A local real estate agent serving Upper East Side can help you decide if this neighborhood is the right one for you. Learn more on our Upper East Side neighborhood guide.
Is Upper East Side, MT a safe neighborhood?
Upper East 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 East Side?
The median home price in Upper East Side is $490,000. If you put a 20% down payment of $98,000 and had a 30-year fixed mortgage with an interest rate of 6.51%, your estimated principal and interest payment would be $2,480 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $106K a year to afford the median home price in Upper East Side. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Upper East Side is $96K.
What are the best public schools in Upper East Side?
The best public schools that serve Upper East Side are:
What are the best private schools in Upper East Side?
The best private schools that serve Upper East 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 East Side, Helena, MT?
The most popular zip codes in Upper East Side, Helena, MT include 59601, 59634, 59635, 59602 and 59648.
What are the most popular neighborhoods near Upper East Side, Helena, MT?
The most popular neighborhoods near Upper East Side, Helena, MT are South East Helena, South Hills, South Central, North East and North Central.
Are home prices dropping in Upper East Side?
Yes, home prices in Upper East Side are down 3% in the last 12 months.

Home Trends in Upper East Side, MT

Housing Trends

Median Sale Price
$442,900
Median Single Family Sale Price
$521,500
Median Townhouse Sale Price
$389,000
Median 2 Bedroom Sale Price
$337,000
Median 1 Bedroom Sale Price
$190,000
Average Price Per Sq Ft
$237
Number of Homes for Sale
23
Last 12 months Home Sales
89
Months of Supply
3.10
Median List Price
$490,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-4%
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