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Upper East Side Homes for Sale

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  • /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
  • /55

    $767,111

    $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,965 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 Capitol Complex, easy interstate access and

    Michelle Figler Keller Williams Capital Realty

    2623 Gold Rush Ave, Helena, MT 59601
  • /38

    $519,000

    $20K 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
  • /53

    $649,000

    • 4 Beds
    • 3 Baths
    • 2,698 Sq Ft

    987 Sonoma Dr, Helena, MT 59601

    Experience effortless luxury living at 987 Sonoma Drive, an exceptional 4-bedroom, 3-bathroom condo offering 2,698 square feet in Helena's highly sought-after Nob Hill subdivision. Ideally situated in the scenic South Hills, this beautifully appointed home provides easy access to hiking and biking trails, outdoor recreation, and all the amenities that make Helena living so desirable. Designed

    Jake Doubek PureWest Real Estate - Helena

    987 Sonoma Dr, Helena, MT 59601
  • /26

    $362,500

    Open Sun 3PM - 4PM
    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    534 Dreben Way, Helena, MT 59601

    Welcome home to 534 Dreben Way in Helena! You'll love and appreciate the great location near to St Peters Hospital and the medical corridor of Helena, close proximity to Interstate 15, nearby shopping, and some superb trails that make Helena a perfect place for the outdoors. Enjoy upper floor living with the three super-spacious bedrooms, with two of the three having walk-in closets. The ceilings

    Ryan Stavnes EXIT Realty of Helena

    534 Dreben Way, Helena, MT 59601
  • /42

    $615,000

    • 4 Beds
    • 3 Baths
    • 2,404 Sq Ft

    2627 Gold Rush Ave, Helena, MT 59601

    Welcome to 2627 Gold Rush in Helena's sought-after South Hills, where comfort, space, and Montana's natural beauty come together. This spacious 4-bedroom, 3-bathroom home offers approximately 2,400 square feet of thoughtfully designed living space, providing room to relax, entertain, and enjoy everyday life. New Kitchen Appliances and updates throughout. Step outside and experience one of this

    Jake Doubek PureWest Real Estate - Helena

    2627 Gold Rush Ave, Helena, MT 59601
  • /28

    $355,000

    $10K PRICE DROP
    • 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

    $523,000

    $27K 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
  • /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
  • /22

    $279,900

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft

    2233 Alpine Dr Unit C, Helena, MT 59601

    Located right in Helena, this nicely updated 2 bed, 1 bath condo offers simple living in a convenient location close to the hospital, and everyday amenities. The upper-level unit has been remodeled throughout and features a comfortable layout with good natural light and a pleasant view from the living area. Outside, you'll find a detached one-car garage, extra parking, and low monthly dues that

    Wayne Woodland Big Sky Brokers, LLC

    2233 Alpine Dr Unit C, Helena, MT 59601
  • /24

    $469,900

    Open Sun 12PM - 2PM
    • 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
  • /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
  • /56

    $527,000

    $33K 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, & a tranquil setting—all with a central location & easy access to amenities. Step inside - you’re immediately welcomed by expansive, picturesque windows that flood the home with natural light & frame views of

    Cindy Stevick Cindy Stevick Real Estate

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

    $480,000

    $19K 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 SINGLE- LEVEL 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

    Liane Taylor RE/MAX Of Helena

    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
  • /53

    $560,000

    • 4 Beds
    • 3 Baths
    • 3,016 Sq Ft

    1923 E Broadway St, Helena, MT 59601

    Beautifully maintained and offering 3,016 square feet of versatile living space, this exceptional home is designed to fit a variety of lifestyles. The spacious floor plan features a remodeled kitchen, a bright and inviting living room filled with natural light, a dining area, three bedrooms (one non-conforming), two bathrooms, a large family room, a utility room, and an additional storage area. A

    Joshua Koffler Coldwell Banker Mountainside Realty

    1923 E Broadway St, Helena, MT 59601
  • /55

    $475,000

    • 4 Beds
    • 2 Baths
    • 2,250 Sq Ft

    1200 Highland St, Helena, MT 59601

    This 1960's Ranch-style home is in a stellar location! It is 3 blocks to the trails, 1 block to the elementary school, and very close to the capital complex. It is an oasis in the city with a fenced backyard, raised garden beds, compost bin and fruit trees/bushes including apple, pear, cherry, plum, raspberry, and rhubarb. The hens will be very happy in the chicken coop with enclosed run and

    Sarah Bauer Big Sky Brokers, LLC

    1200 Highland St, Helena, MT 59601
  • /43

    $539,900

    $10K PRICE DROP
    • 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
  • /49

    $475,000

    • 5 Beds
    • 2 Baths
    • 2,308 Sq Ft

    2219 8th Ave, Helena, MT 59601

    Located on Helena’s highly desirable Upper East Side, this updated ranch-style home blends classic charm, modern comfort, and flexible living space in a convenient central location. Built in 1964 and thoughtfully maintained, the home features 5 bedrooms (two non-conforming lower-level bedrooms), 2 bathrooms. Perfect for a home office, gym, or hobby space. Recent updates include a remodeled

    Deb Whitcomb Berkshire Hathaway HomeServices - Helena

    2219 8th Ave, 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.

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

Upper East Side South Central Upper West Side North Central
Median Home Price
$485,900
$449,900
$530,000
$462,500
Median Sale Price
$438,950
-4% YoY
$415,000
+1% YoY
$473,500
+2% YoY
$440,000
-4% YoY
Median Single Family Price
$518,000
$443,000
$526,000
$499,500
Median Townhouse Price
$326,250
$554,997
$658,250
$449,000
Median Condo Price
$356,000
$350,000
$205,000
$330,000
Total Active Listings
27
29
18
5
Market Conditions
3 Months of Supply
Seller's Market
3 Months of Supply
Seller's Market
3 Months of Supply
Seller's Market
1 Months of Supply
Seller's Market

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 somewhat walkable and bikeable with some transit options. Upper East Side has 9 parks for recreational activities. It is somewhat dense in population with 6.0 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 42% of residents renting and 58% 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 $485,900. If you put a 20% down payment of $97,200 and had a 30-year fixed mortgage with an interest rate of 6.43%, your estimated principal and interest payment would be $2,440 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $105K 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 4.1.
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 59647.
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 Mountain View Meadows.
Are home prices dropping in Upper East Side?
Yes, home prices in Upper East Side are down 4% in the last 12 months.
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