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Upper East Side Homes for Sale

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  • /58

    $695,000

    • 4 Beds
    • 3.5 Baths
    • 3,410 Sq Ft

    1520 Highland St, Helena, MT 59601

    This beautifully maintained home sits on a quiet street just south of the Capitol, and has only been occupied by two generations of the same family. The large lot features a pergola-covered patio, raised garden beds, and a bonus carport under the deck—perfect for outdoor living and storage. Inside, enjoy recent updates including renovated bathrooms, new flooring and paint, and a remodeled kitchen

    Breena Buettner Keller Williams Capital Realty

    1520 Highland St, Helena, MT 59601
  • /33

    $579,900

    • 4 Beds
    • 3 Baths
    • 2,656 Sq Ft

    2 N Oregon St, Helena, MT 59601

    Welcome to 2 N Oregon Street, a beautifully updated mid-century gem in Helena’s desirable Upper East Side. This spacious 4-bedroom, 3-bath home blends timeless character with modern updates, featuring granite countertops in the kitchen, stylish finishes throughout, and excellent curb appeal. Warm up by one of two classic wood-burning fireplaces, enjoy generous living spaces, and appreciate the

    Michelle Figler Keller Williams Capital Realty

    2 N Oregon St, Helena, MT 59601
  • /83

    $659,000

    • 3 Beds
    • 2.5 Baths
    • 2,545 Sq Ft

    2620 Gold Rush Ave, Helena, MT 59601

    Looking for a modern home with space, style, and outdoor access? 2620 Gold Rush Ave is the perfect fit! Tall ceilings on the main level enhance the airy feel, while large windows flood the space with natural light. The second level features 3 bedrooms and 2 bathrooms, including a primary suite with a walk-in closet. Ideally located near Helena’s South Hills Trail System, this home offers easy

    Mary Ahmann Hibbard Helena Home Team

    2620 Gold Rush Ave, Helena, MT 59601
  • /31

    $565,000

    • 5 Beds
    • 3 Baths
    • 2,592 Sq Ft

    500 Geddis St, Helena, MT 59601

    Located in the sought-after Upper Eastside neighborhood, this spacious home features a beautiful, remodeled kitchen with quartz countertops, updated bathrooms with tile walk-in showers, large closets with plenty of storage, perfect for comfortable living and entertaining. Tucked away on a quiet cul-de-sac, you'll enjoy privacy while being just minutes from medical facilities and beautiful hiking

    Bo Bolstad RE/MAX Of Helena

    500 Geddis St, Helena, MT 59601
  • /26

    $445,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 2 Baths
    • 2,160 Sq Ft

    2200 5th Ave, Helena, MT 59601

    Lovingly held for over 30 years by the same owner, this welcoming home on Helena's Upper Eastside sits on 2 city lots with the dreamiest yard you've ever seen. This solid home is packed with thoughtful details-a gorgeous fireplace, custom built-ins, 4 bedrooms 2 baths plus an office. Kitchen detailed w/ hard surface counters, stainless appliances & new flooring. Stunning hardwood floors under

    Maria Demaray - Menghini Big Sky Brokers, LLC

    2200 5th Ave, Helena, MT 59601
  • /55

    $795,900

    • 4 Beds
    • 3.5 Baths
    • 3,265 Sq Ft

    2623 Gold Rush Ave, Helena, MT 59601

    Welcome to this exceptional 4-bedroom, 3.5-bath home located in Helena's one of Helena's desirable upper east neighborhood right on the cusp of the south hills trail system. There are stunning views over the Helena Valley and a private retreat in the trees in the backyard. The prime location is close to trails, schools, the hospital and the capital area. The interior is fully updated with

    Michelle Figler Keller Williams Capital Realty

    2623 Gold Rush Ave, Helena, MT 59601
  • /39

    $595,000 Open Sat 11AM - 1:30PM

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

    2044 Scott Dr Unit 19, Helena, MT 59601

    Perched above Helena’s Upper East Side, this immaculate, low-maintenance condo offers luxury finishes and sweeping mountain views—perfect for effortless living in a highly desirable location. Offering main-level living with zero-step entry from the front door and garage, the open layout includes hardwood floors, granite countertops, custom cabinets, gas range, large pantry, and timber accents

    Lindsey Younker Berkshire Hathaway HomeServices - Helena

    2044 Scott Dr Unit 19, Helena, MT 59601
  • /36

    $525,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 2,592 Sq Ft

    1302 Highland St, Helena, MT 59601

    --Charming Upper East Side Home with Timeless Appeal--Lovingly cared for by the same owner for over 40 years, this delightful home on Helena’s coveted Upper East Side is ready for its next chapter. Situated on a corner lot just behind the Capitol and only two blocks from Jefferson Elementary School, the location is truly unbeatable. The main floor features 3 bedrooms, a full bath, hardwood

    Freyja Bell Uncommon Ground, LLC

    1302 Highland St, Helena, MT 59601
  • /90

    $1,750,000

    • 5 Beds
    • 4 Baths
    • 4,598 Sq Ft

    1644 Gold Rush Ave, Helena, MT 59601

    Welcome to 1644 Gold Rush Avenue – A Timeless Spanish-Style RetreatOffered for the first time, this stunning Spanish-style home is nestled on the coveted south side of Helena. A rare find, it beautifully blends timeless architecture with modern convenience. Inside, you will find 3 spacious bedrooms, 3 bathrooms, an office/non-conforming bedroom, and laundry on both levels. Elegant marble floors

    Jacob Beirwagen Bahny Realty

    1644 Gold Rush Ave, Helena, MT 59601
  • /35

    $500,000

    • 4 Beds
    • 2 Baths
    • 2,268 Sq Ft

    412 Raymond St, Helena, MT 59601

    Buy more home for your money! How would you like to own this beautiful home with lower monthly payments and less cash upfront? Inquire about this unique opportunity where Seller is offering concessions for interest rate reduction! Just a few blocks from St. Pete's, the capital, and trails, this expansive 4 bedroom, 2 bathroom home comes with a fully fenced back yard and detached 2 car garage.

    Albert Rojas Coldwell Banker Mountainside Realty

    412 Raymond St, Helena, MT 59601
  • /22

    $259,900

    • 2 Beds
    • 1 Bath
    • 920 Sq Ft

    2449 Belt View Dr Unit B, Helena, MT 59601

    Charming 2-Bedroom Condo in Prime Helena Location! Welcome home to this well kept single-level condo nestled in Helena’s desirable South Hills area, just minutes from the hospital, Capitol complex, and all the amenities you need. This inviting home features two spacious bedrooms and a full bathroom, perfect for first-time buyers, downsizers, or anyone seeking low-maintenance living.Step inside

    Tracey Olsen Impact Real Estate Montana

    2449 Belt View Dr Unit B, Helena, MT 59601
  • /21

    $235,000

    • 2 Beds
    • 1 Bath
    • 742 Sq Ft

    2555 Ferndale Ln Unit 110, Helena, MT 59601

    Why rent when you can own? Start building equity with this well-maintained, move-in-ready condo conveniently located near the hospital, Capitol building, and just minutes from Carroll College. Featuring two comfortable bedrooms and one full bathroom, this home offers easy, low-maintenance living. Enjoy the added convenience of an on-site laundry facility and a private one-car garage—perfect for

    Kathleen Coleman Uncommon Ground, LLC

    2555 Ferndale Ln Unit 110, Helena, MT 59601
  • /6

    $165,000

    • Land
    • 0.66 Acre
    • $249,245 per Acre

    1140 Sonoma Dr, Helena, MT 59601

    Large 0.66 ac Nob Hill building lot in subdivision with sidewalks and streetlights. Property backs to Nob Hill city park with direct access from lot. South Hills disc golf course and medical center nearby. City water and sewer, gas, electric, and fiber internet connection to lot.

    Joseph Wootan Listwithfreedom.com

    1140 Sonoma Dr, Helena, MT 59601
  • /16

    $180,000

    • Land
    • 1.07 Acres
    • $167,910 per Acre

    1160 Sonoma Dr, Helena, MT 59601

    Spectacular views of the North Hills and Elkhorn mountains in a convenient location to build your dream home in Nob Hill subdivision. Perched on the east side of Helena close to hiking, biking, medical services, shopping and dining. Just over an acre allows for a duplex, side by side condos or townhouses to be built. City services and fiber optic internet are available.

    Didi Peccia Augustine Properties

    1160 Sonoma Dr, Helena, MT 59601
  • /18

    $375,000

    • 2 Beds
    • 1 Bath
    • 1,098 Sq Ft

    405 Washington Dr, Helena, MT 59601

    Experience the convenience of single-level living, just one block from the Capitol and a wealth of nearby amenities. This charming 2-bedroom, 1-bath home has been thoughtfully updated and is ready for you to move in and make it your own. The cozy living area, complete with a gas fireplace, is perfect for relaxing evenings. The updated kitchen and breakfast nook are ideal for enjoying morning

    Liane Taylor Atlas Real Estate

    405 Washington Dr, Helena, MT 59601
  • /36

    $1,049,000

    • 4,124 Sq Ft

    2297 Deerfield Ln Unit A-D, Helena, MT 59601

    Turn-key investment property with possibility for growth. Excellent location near the hospital, downtown, and the interstate. Newer 4-plex with efficient 3 bed 2 bath units. Each 1031 square foot townhome has its own attached garage. Every unit comes with a washer and a dryer, 2 units are fully furnished. The 4-plex sits on .57 acres, which leaves room for expansion. Site plan has shown the

    Roberta Hurni Century 21 Heritage Realty - Helena

    2297 Deerfield Ln Unit A-D, Helena, MT 59601
  • /13

    $871,875

    • Land
    • 2.22 Acres
    • $392,736 per Acre

    3108 Colonial Dr, Helena, MT 59601

    Remarks: Zoned B-2 commercial. Great opportunity for commercial development at highly visible South Helena I-15 interchange. Excellent views, city services, fiber optic network, convenient access, city parks and trails.

    Didi Peccia Augustine Properties

    3108 Colonial Dr, Helena, MT 59601

Why Live in Upper East Side

Upper East Side in Helena, MT, is a tranquil residential area known for its blend of historic and modern homes, including 1950s-era houses and contemporary builds. The neighborhood features 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. The neighborhood is also close to Last Chance Gulch, Helena’s premier dining district, featuring 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, located five miles away, host events like the Last Chance Stampede and Fair. Schools in the area, including Helena Public Schools, Jefferson Elementary School, and Helena Middle School, are highly rated. Safety in Upper East Side is better than the national average, contributing to its appeal as a family-friendly neighborhood. The Helena Regional Airport is approximately four 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 somewhat bikeable. 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 $470,000. If you put a 20% down payment of $94,000 and had a 30-year fixed mortgage with an interest rate of 6.84%, your estimated principal and interest payment would be $2,460 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. 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 59602, 59601, 59634, 59635 and 59644.
What are the most popular neighborhoods near Upper East Side, Helena, MT?
The most popular neighborhoods near Upper East Side, Helena, MT are Lower East Side, South Hills, South Central, North East and North Central.

Home Trends in Upper East Side, MT

Housing Trends

Median Sale Price
$447,588
Median Single Family Sale Price
$550,000
Median Townhouse Sale Price
$360,000
Median 2 Bedroom Sale Price
$303,775
Average Price Per Sq Ft
$238
Number of Homes for Sale
13
Last 12 months Home Sales
76
Months of Supply
2.10
Median List Price
$470,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
4%
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