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Upper East Side Homes for Sale

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  • /44

    $765,000

    • 3 Beds
    • 3 Baths
    • 2,465 Sq Ft

    910 Napa Dr, Helena, MT 59601

    Now offering this South Hills Executive-Style Home with upper level timber architecture and stunning views of The Sleeping Giant and the greater North Valley. The home features a Gourmet Kitchen with Induction Stove, 10' Granite Bar Countertop, Pantry, and custom cabinetry. The formal living room highlights the gas fireplace supported by a Solid Slab Live-Edged Black Walnut Hearth. Your favorite

    Agent Photo

    Ann Brower

    Keller Williams Montana Realty

    (406) 692-8609

    910 Napa Dr, Helena, MT 59601
  • /56

    $559,900

    • 3 Beds
    • 3 Baths
    • 1,716 Sq Ft

    710 S California St, Helena, MT 59601

    Your own private oasis tucked in pines yet 5 minutes to medical care, grocery stores, and schools. Surrounded by trees and bordered by greenspace with wood accents and tongue and groove ceilings this home has a rustic feel. The covered southside patio overlooks the raised garden area and is quiet and relaxing in the evenings plus the new west side deck faces the open space above the house.

    Ellen Allen Big Sky Brokers, LLC

    710 S California St, Helena, MT 59601
  • /34

    $405,000

    • 4 Beds
    • 2.5 Baths
    • 1,920 Sq Ft

    2655 Mikota Place, Helena, MT 59601

    Your ideal condo just hit the market located at 2655 Mikota Place! At just under 2,000 sq ft. you cannot go wrong with this 4 bedroom/2.5 bathroom condo. The best part? You only share a garage wall with your neighbor. That's right, no one living above you or below you! The main level provides an intimate seating area perfect for guest visits or a cozy reading room, large kitchen with room for

    Brooke Clark Big Sky Brokers, LLC

    2655 Mikota Place, Helena, MT 59601
  • /23

    $369,888

    • 3 Beds
    • 1.5 Baths
    • 1,664 Sq Ft

    2502 Heritage Dr, Helena, MT 59601

    Attention First Time Home Buyers: Introducing an impeccably maintained East Side condominium, ideally situated near the St. Peter's Medical Complex. This charming residence features three bedrooms and one and a half bathrooms, seamlessly blending comfort, convenience, and style. The kitchen is a highlight of the home, designed for both functionality and aesthetics. It boasts updated stainless

    Nicol Rasor Keller Williams Capital Realty

    2502 Heritage Dr, Helena, MT 59601
  • /32

    $389,900

    • 3 Beds
    • 2.5 Baths
    • 1,920 Sq Ft

    532 Dreben Way, Helena, MT 59601

    Enjoy a simplified lifestyle in this beautifully maintained condo. The main floor offers a thoughtfully designed layout with a stylish kitchen featuring granite countertops, tile backsplash, and stainless steel appliances. The kitchen flows into the dining area, making it perfect for everyday living and entertaining. The main level offers added convenience with a laundry area and a roomy primary

    Sandra Kokoruda Uncommon Ground, LLC

    532 Dreben Way, Helena, MT 59601
  • /48

    $649,000

    • 5 Beds
    • 3.5 Baths
    • 3,093 Sq Ft

    2504 Gold Rush Ave, Helena, MT 59601

    Beautifully maintained home in the desirable South Hills. Excellent location. Minutes to downtown, Interstate, hospital and shopping. 5 bedrooms. 3 bathrooms. 2 car attached garage. Rec room downstairs with bar. Lovely trex deck off the back. Plenty of room for all.

    Roberta Hurni Century 21 Heritage Realty - Helena

    2504 Gold Rush Ave, Helena, MT 59601
  • /56

    $780,000

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

    2623 Gold Rush Ave, Helena, MT 59601

    Looking for views, updated finishes and great outdoor space all in a prime location near the hospital/medical complex, Capital complex & more? You've found it! This 4 bedroom, 3.5 bath fully renovated home at the cusp of Helena's south hills trail system has it all. Stunning views over the Helena Valley await you. The luxurious renovations and expert decor make this home a show stopper! Keep the

    Michelle Figler Keller Williams Capital Realty

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

    $585,000

    • 5 Beds
    • 3 Baths
    • 3,288 Sq Ft

    2512 S Ridge Dr, Helena, MT 59601

    Welcome to this expansive 5-bedroom, 3-bath 3,288 square ft. residence that features an open floor plan, seamlessly connecting the main living areas and creating an inviting space for family gatherings. Enjoy the warmth of two fireplaces, one in the main living area and another in the fully finished walkout basement. The home has been thoughtfully updated with modern finishes, including fresh

    Jolene Fuzesy Lloyd Berkshire Hathaway HomeServices - Helena

    2512 S Ridge Dr, Helena, MT 59601
  • /22

    $277,000

    • 3 Beds
    • 1 Bath
    • 1,059 Sq Ft

    76 Dayspring Loop, Helena, MT 59601

    Welcome to this Upper East townhome! With just two units in the building, you’ll enjoy a little extra privacy and quiet. Inside, you’ll find an open layout for the kitchen, dining, and living areas—perfect for everyday living or hosting friends. The home offers 3 bedrooms and 1 bathroom in 1,059 sq. ft., plus in-unit laundry and off-street parking for added convenience. It’s move-in ready as is,

    Erin Weninger Keller Williams Capital Realty

    76 Dayspring Loop, Helena, MT 59601
  • /38

    $346,500

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    526 Dreben Way, Helena, MT 59601

    Beautiful 3 bed, 2 bath condo located in Helena’s desirable Upper East Side, just minutes from the hospital, Capitol, and schools. Wake up each morning to breathtaking sunrises and enjoy sweeping views of the surrounding mountains right from home. The open-concept main level features abundant natural light, a spacious living area, and a well-appointed kitchen with granite countertops, quality

    Kathleen Coleman Uncommon Ground, LLC

    526 Dreben Way, Helena, MT 59601
  • /16

    $340,000

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft

    1913 Winne Ave, Helena, MT 59601

    Location, Location, Location! This adorable, single-level home sits in one of Helena's most desirable areas - just minutes from trails, the Capitol, hospital and more. Inside, enjoy a functional layout and a cozy new gas fireplace that adds warmth and charm.

    Jared English Congress Realty

    1913 Winne Ave, Helena, MT 59601
  • /23

    $349,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,378 Sq Ft

    2155 Alpine Dr, Helena, MT 59601

    Welcome to easy condo living at 2155 Alpine Drive in Helena’s desirable Upper East Side! This 3-bedroom, 2-bath single-level condo is designed for comfort and convenience with no stairs, an updated kitchen, lots of storage and hard surface flooring throughout. The open kitchen features sleek solid-surface countertops & beautiful cabinets. The primary bedroom has an ensuite full bath and large

    Michelle Figler Keller Williams Capital Realty

    2155 Alpine Dr, Helena, MT 59601
  • /31

    $348,000

    • 3 Beds
    • 2 Baths
    • 1,378 Sq Ft

    2143 Alpine Dr, Helena, MT 59601

    This beautifully maintained 3-bedroom, 2-bath condo offers the perfect balance of comfort and convenience in one of Helena’s desirable neighborhoods. Located on the Upper Eastside, you’re just minutes from downtown, medical facilities, and schools. Inside, you’ll love the recent updates including modern appliances, fresh flooring, new lighting, updated paint, and stylish trim. The

    Heidi Hoffman Coldwell Banker Mountainside Realty

    2143 Alpine Dr, Helena, MT 59601
  • /28

    $355,000

    • 2 Beds
    • 2 Baths
    • 1,416 Sq Ft

    2220 Alpine Dr Unit E, Helena, MT 59601

    One level living at "Setting Sun Condominiums"! Located on Helena's upper east-side, just a short distance from St Peter's Hospital and medical complex.This condo is sparkling clean and brightly lit with windows complete with beautiful views, a lovely covered deck to enjoy the outdoor living space and welcome the morning sun. The vaulted ceilings graced with skylights give a bright and

    Denise Epler Helena Homes & Investments

    2220 Alpine Dr Unit E, Helena, MT 59601
  • /20

    $489,900

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft

    1211 Highland St, Helena, MT 59601

    Welcome to this well-cared for home on Helena’s Upper East Side. This gem features a classic layout with excellent flow, original hardwood floors, stunning views in every direction and expansive windows that flood the space with natural light. Stylish updates include all-new Andersen windows, new stainless steel appliances and washer/dryer, new interior and exterior paint, custom tile

    Maria Demaray - Menghini Big Sky Brokers, LLC

    1211 Highland St, Helena, MT 59601
  • /28

    $490,000

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

    321 S Sanders St, Helena, MT 59601

    Beautiful 4-Bedroom Home with Main Floor Living! Enjoy the ease and comfort of single-level living in this spacious 4-bedroom, 2.5-bath home with 2,460 sq. ft. of thoughtfully designed space. The open-concept layout features a generous kitchen that flows into the dining and living areas, creating the perfect setting for entertaining or simply relaxing at home. All four bedrooms are conveniently

    Sharon Virgin Dustin Young and Company

    321 S Sanders St, Helena, MT 59601
  • /19

    $355,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    2647 Mikota Place, Helena, MT 59601

    Affordable top-floor condo in a prime location! Conveniently situated near trails, medical facilities, the Capitol, and with easy access to the interstate, this home combines comfort and accessibility. The open floor plan features vaulted ceilings, granite countertops, and forced-air heating with central A/C. A one-car garage provides additional storage and parking. The HOA takes care of street

    Bo Bolstad RE/MAX Of Helena

    2647 Mikota Place, Helena, MT 59601
  • /28

    $419,000

    • 3 Beds
    • 2 Baths
    • 1,696 Sq Ft

    409 Raymond St, Helena, MT 59601

    Discover this inviting 3-bedroom, 2-bathroom home nestled in Helena’s desirable Upper East Side. With central A/C, hardwood floors and fresh carpet and updated windows in the basement, this home effortlessly blends warmth, comfort, and tasteful updates. The main level features two bedrooms and a full bathroom, along with a bright, functional kitchen and a cozy living room filled with natural

    Jackie Betts Big Sky Brokers, LLC

    409 Raymond St, Helena, MT 59601
  • /29

    $428,500

    • 3 Beds
    • 2 Baths
    • 1,658 Sq Ft

    906 Saddle Dr, Helena, MT 59601

    Welcome to your next happy place! This 3 bedroom, 2 bath gem is tucked away in a highly desirable neighborhood near the South Hills, hospital, and medical district - talk about location, location, location!Step inside to find an inviting living room with tons of natural light streaming in, and an updated kitchen with beautiful butcher block countertops. The finished basement is absolutely

    Jill Sampson EXIT Realty of Helena

    906 Saddle Dr, Helena, MT 59601
  • /68

    $550,000

    • 2 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    2720 Belt View Dr, Helena, MT 59601

    Thoughtfully updated & beautifully-maintained, this 2,400 sf home offers comfort, functionality, and a few unexpected touches. The kitchen remodel by Montana Millworks includes refinished (and some newly added) cabinetry, Corian countertops, a tile backsplash, new LED lighting, & a built-in electric TV lift that disappears into the counter — all reflecting the seller’s preference for a calm,

    Freda Wilkinson Big Sky Brokers, LLC

    2720 Belt View Dr, Helena, MT 59601
  • /39

    $574,500

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

    2044 Scott Dr Unit 19, Helena, MT 59601

    Immaculate condo with sweeping mountain views, main-level living, just 3 minutes from the hospital, and quick access to hiking and biking trails. Set in a quiet, well-kept neighborhood, this home offers natural beauty, comfort, and convenience. With zero-step entry from both the front door and attached garage, this low-maintenance property features hardwood floors, granite countertops, custom

    Lindsey Younker Berkshire Hathaway HomeServices - Helena

    2044 Scott Dr Unit 19, Helena, MT 59601
  • /95

    $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 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
  • /34

    $480,000

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

    412 Raymond St, Helena, MT 59601

    MOTIVATED SELLER! PRICE REDUCED! Beautiful, move-in ready home with 2,226 sq ft of spacious living in 4 bedrooms and 2 full bathrooms, fully finished basement with bonus family room with bar, bonus extra room in basement, huge laundry room, detached two-car garage, long driveway perfect for parking campers, fully fenced back yard, and quietly situated in a cul-de-sac--this home is perfect for

    Albert Rojas eXp Realty - Helena

    412 Raymond St, Helena, MT 59601
  • /21

    $219,900

    • 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
  • /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.
How much do you need to make to afford a house in Upper East Side?
The median home price in Upper East Side is $484,000. If you put a 20% down payment of $96,800 and had a 30-year fixed mortgage with an interest rate of 6.26%, 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. 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 59633.
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, Lower East Side, South Central and North East.

Home Trends in Upper East Side, MT

Housing Trends

Median Sale Price
$470,000
Median Single Family Sale Price
$520,000
Median Townhouse Sale Price
$274,500
Median 2 Bedroom Sale Price
$326,000
Median 1 Bedroom Sale Price
$190,000
Average Price Per Sq Ft
$241
Number of Homes for Sale
24
Last 12 months Home Sales
73
Months of Supply
3.90
Median List Price
$484,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
8%
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