14

Upper East Side Homes for Sale

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  • /35

    $505,000

    • 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
  • /39

    $490,000

    • 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
  • /66

    $779,000

    • 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
  • /14

    $324,900

    • 2 Beds
    • 2 Baths
    • 1,102 Sq Ft

    2552 Heritage Dr, Helena, MT 59601

    Beautiful 2 bed, 2 bath condo in a great Helena location! Close to the hospital, trails, downtown and the capital! This home features all the benefits of single level living (there are a couple steps to get in the front door and there is a lovely 1 step sunken living area). Enjoy the gas fireplace, feature wall, and wonderful natural light in every room. A private deck and small backyard offer

    Toby Weida Soula Realty

    2552 Heritage Dr, Helena, MT 59601
  • /22

    $305,000

    • 3 Beds
    • 2 Baths
    • 1,068 Sq Ft

    704 Sonoma Dr, Helena, MT 59601

    Easy living starts here in Helena’s Upper East Side. This ground level, one story, 3 bedroom, 2 bath condo offers 1,068 sq ft of well designed, move in ready space with new flooring throughout. The bright layout flows from the open kitchen, featuring generous cabinet and counter space, on into dining and living areas with a cozy gas fireplace. The main bedroom includes an ensuite bath, and the

    Erin Weninger Berkshire Hathaway HomeServices - Helena

    704 Sonoma Dr, Helena, MT 59601
  • /47

    $564,900

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

    321 S Sanders St, Helena, MT 59601

    Single-level Living on a Large Corner LotEnjoy over 2400sf of single-level living space in this newly remodeled home. Features include a primary bath with soaking tub, new kitchen appliances, an oversized garage with new insulated steel garage doors, fenced yard with mature landscaping, new 93% efficient boiler, all new flooring and paint. Great location in the heart of the Upper East market

    Matt Dalton Big Sky Brokers, LLC

    321 S Sanders St, Helena, MT 59601
  • /41

    $547,000

    • 4 Beds
    • 2 Baths
    • 2,340 Sq Ft

    1931 8th Ave, Helena, MT 59601

    Classic Mid-Century, Endless Montana SkySet 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
  • /39

    $315,000

    • 2 Beds
    • 2 Baths
    • 1,215 Sq Ft

    530 Coventry Ct, Helena, MT 59601

    Are you looking for a unique condo within a welcoming, close knit community? Look no further than this one of a kind, comfort condo. Enjoy the tranquility of a quiet, low-traffic neighborhood with residents who share a true sense of community. Discover this charming 2 bedroom, 2 bathroom condominium perfectly positioned near the South Hills trail system. Step inside to experience cathedral

    Nicol Rasor MarBelle Realty

    530 Coventry Ct, Helena, MT 59601
  • /25

    $499,000

    • 2 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
  • /118

    $1,250,000

    • 5 Beds
    • 4 Baths
    • 3,973 Sq Ft

    1644 Gold Rush Ave, Helena, MT 59601

    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 with a 6' fountain. The front hosts a professionally landscaped

    Jacob Beirwagen Bahny Realty

    1644 Gold Rush Ave, Helena, MT 59601
  • /48

    $799,900

    • 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
  • /29

    $289,000

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    2201 Alpine Dr, Helena, MT 59601

    Enjoy low-maintenance, single-level living in this well-designed 2-bedroom, 2-bath condo located on the second floor. The layout features comfortable living spaces, tile flooring, and an open feel, with gas-forced air heat and central A/C for year-round comfort. Step onto the covered deck and take in the great views — a perfect place to relax and unwind. The community garage includes a designated

    Wayne Woodland Big Sky Brokers, LLC

    2201 Alpine Dr, Helena, MT 59601
  • /40

    $629,000

    • 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
  • /24

    $3,650,000

    • 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 $479,000. If you put a 20% down payment of $95,800 and had a 30-year fixed mortgage with an interest rate of 6.38%, your estimated principal and interest payment would be $2,390 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $102K 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 2% in the last 12 months.

Home Trends in Upper East Side, MT

Housing Trends

Median Sale Price
$452,500
Median Single Family Sale Price
$520,000
Median Townhouse Sale Price
$326,250
Median 2 Bedroom Sale Price
$324,950
Median 1 Bedroom Sale Price
$190,000
Average Price Per Sq Ft
$243
Number of Homes for Sale
14
Last 12 months Home Sales
88
Months of Supply
1.90
Median List Price
$479,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-2%
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