Upper West Side Homes for Sale

Home of JC Paulsen renowned architect of many Montana historical properties , including the original and stunning Montana Club, is on the market! Built in 1880 the stone facade and covered porches and balconies recall a bygone era. Irreplaceable masterpiece woodwork and craftsmanship are evident in the main floor entry, living room , staircase and dining room. Upstairs offers four large

Angie Enger Augustine Properties

Nestled in the heart of Helena’s storied Mansion District, this stately 1880 brick residence is a timeless testament to the city’s gilded past. Meticulously preserved and thoughtfully updated, this three-bedroom, two-and-a-half-bath home seamlessly blends the charm of a bygone era with the comforts of modern living. From the moment you approach, the home's dignified brick facade evokes the

Kathleen Coleman Uncommon Ground, LLC

Welcome to a rare treasure in Helena’s historic Mansion District, an 1890 Victorian masterpiece that effortlessly blends timeless character and craftsmanship with modern comfort. From the moment you arrive, you’ll be captivated by the home’s striking architectural details—stunning original woodwork, intricate leaded and stained-glass windows, grand pocket doors, and the warmth of exposed stone

Freyja Bell Uncommon Ground, LLC

This is the one you have been waiting for! Don't wait to check out this upper west side beauty with amazing natural light, a fantastic functional floor plan, remodeled bathrooms and kitchen, newer appliances and spacious rooms. The basement is ready for you to finish and make it your own. All that in a home, and the location is about as good as it gets! Close to trails for your hiking or biking

Jessica Moore Windermere - Helena

Competitive financing option! Seller offering $15,000 in seller credits to be used towards interest rate buy down, closing costs, etc. Located in Helena’s prestigious Mansion District, 320 Power St. is a beautifully renovated 4-bedroom, 4-bathroom home that blends historic charm with modern convenience. Featuring original wood floors and features, original stained glass, an open-concept kitchen

Valerie Heidenreich Century 21 Heritage Realty - Helena

Welcome to this warm Tudor-style home at the base of Mount Helena in the Upper West Side, offering views of the Cathedral and the surrounding mountains and a short walk downtown. Step inside and discover oak trim, built-ins, and a living room fireplace, complementing the home’s original fir floors. The second floor features a large living room that invites plenty of natural light, three bedrooms,

Breena Buettner Keller Williams Capital Realty

A rare gem nestled at the base of Mount Helena on the sought after Upper West side. Sweeping views of the Helena Valley and the Sleeping Giant will impress your guests in this wonderful entertaining space. Turn key main level living with a modern updated kitchen, new flooring, gas fireplace, and spacious living room. Enjoy the glorious Montana spring and summer months with outdoor living on the

Maria Demaray - Menghini Big Sky Brokers, LLC

Located steps from Mt Helena and your active lifestyle, this abode beckons with promises of comfortable living - inside and out. The home has been thoroughly renewed and improved, standing ready to greet its new owner! Imagine unwinding in the living room, with vaulted ceiling and great picture window. In the kitchen, stone counters offer luxury, while subway tile adds classic cues; the raised

Rick Ahmann Ahmann Brothers Real Estate

Welcome to 1 Reeders Village — where luxury meets Montana’s natural beauty. Perched at the base of Mount Helena City Park, this 4-bed, 2.5-bath executive home is located in the coveted Reeders Village neighborhood. Surrounded by parkland on two sides, private trail access from the backyard, and a location just blocks from downtown, this setting is truly unbeatable. The great room features 19-foot

Mary Ahmann Hibbard Helena Home Team

Adorable Upper West Side Bungalow in the Heart of Central Helena...Nestled in Helena’s historic Mansion District, this charming corner-lot bungalow offers the perfect blend of location, character, and functionality. Just a short walk to Downtown with quick access to Helena’s incredible trail system, this home is ideal for enjoying everything the city has to offer. Inside, the home has numerous

Connie Humes Big Sky Brokers, LLC

Welcome to 426 Flowerree, a rare opportunity in one of Helena’s most desirable neighborhoods. Nestled on a spacious 14,250 sq. ft. lot in the heart of the Mansion District, this 1978 split-entry home is brimming with character and ready for your vision. Set back from the street, the home offers a private and generous backyard with an in-ground pool (will need updates), pool house/storage area,

Erin Mondie Big Sky Brokers, LLC

Affordable and clean main-level condo on Helena’s west side! This 2-bedroom, 1-bath home offers 852 sq ft of comfortable living space with easy access—no stairs to navigate. Enjoy the convenience of low-maintenance living. You'll appreciate the detached single car garage. Located just blocks from the Mount Helena trail system, outdoor adventure is right outside your door. Whether you're looking

Jennifer Swartz RE/MAX Of Helena

Welcome home to this beautifully updated 4-bedroom, 2-bath gem nestled on nearly a quarter acre corner lot with stunning city and mountain views, this property combines timeless charm and thoughtful upgrades inside and out. This cleverly designed multi-level home is built to suit your needs--from endless storage options to functional spaces that allow you to adapt to every stage of life.

Jake Lesofski Keller Williams Capital Realty

Welcome to this beautifully updated 2-bedroom, 1-bathroom condo offering comfort, style, and convenience in the heart of Helena. Step inside to discover an open-concept kitchen and living space—perfect for hosting guests or enjoying quiet evenings at home.This home has been completely remodeled with fresh paint throughout, new flooring, updated cabinets, sleek new countertops, and a brand-new

Phil Shields The Synergy Group

Welcome to 1601 Choteau Street, a charming residence nestled in Helena's desirable west side. Situated just minutes from downtown and within close proximity to several reputable schools. This home is ideally located near Helena's extensive trail systems. Just a short distance away is Mount Helena City Park, a 620-acre expanse, offering a variety of trails suitable for all skill levels. Inside

Amie Renshaw Century 21 Heritage Realty - Helena

Don’t miss this rare opportunity to own an Upper West gem, thoughtfully designed by its original owner, a skilled architect. Tucked on a private corner lot, this 1950s home is full of charm, craftsmanship, and character. With just one owner, it has been lovingly maintained and thoughtfully updated over the years, including newer windows, updated flooring, a modern furnace, refreshed deck, and a

Erin Mondie Big Sky Brokers, LLC

Recently renovated 4 bedroom, 2 bathroom house located in the quiet Upper Westside neighborhood of Helena. This house was fully renovated in 2020, with new plumbing, electrical, kitchen, bathrooms, sewer service, insulation improvements, and more. Recent improvements include a new roof in May of 2025, fresh paint, and refinished hardwood floors. Enjoy the fully fenced yard with views of Mount

Erik Gorman Fernweh Realty

Affordable living on Helena's beautiful West side for you and your pets! This two-bedroom, one bath condo is in a quiet neighborhood with easy access to Euclid Ave, where you are a few minutes from Fort Harrison, Carroll College, the new Town and Country grocery store, Crossroads Gym, popular downtown dining options and a multitude of hiking trails on the beautiful Mount Helena. Nicely landscaped

Brandy Kincheloe Century 21 Heritage Realty - Helena

COMPETITIVE FINANCING OPTION! $15,000 in SELLER CREDITS! Bonus credits offered, reach out for details! Use it to lower your rate, cover closing costs, prepaids, etc. In Helena’s Mansion District, 320 Power Street and 615 Dearborn Avenue offer a rare chance to own two beautifully renovated historic homes with flexible living or investment potential. Ideal for a primary residence with a guest

Valerie Heidenreich Century 21 Heritage Realty - Helena

2 City Lots ready for your next home! Located on Helena's West Side, these 2 lots offer close and convenient access to shopping, outdoor recreation, and of course phenomenal views of Mount Helena. With water and sewer connected and other amenities available, these turn-key lots are ready for you to break ground. Call Nick Garcia or Cody Bahny at 406-449-7844, or your real estate professional

Nick Garcia Bahny Realty

4 City Lots ready for your next home! Located on Helena's West Side, these 4 lots offer close and convenient access to shopping, outdoor recreation, and of course phenomenal views of Mount Helena. With water and sewer connected and other amenities available, these turn-key lots are ready for you to break ground. Call Nick Garcia or Cody Bahny at 406-449-7844, or your real estate professional

Nick Garcia Bahny Realty

2 City Lots ready for your next home! Located on Helena's West Side, these 2 lots offer close and convenient access to shopping, outdoor recreation, and of course phenomenal views of Mount Helena. With water and sewer connected and other amenities available, these turn-key lots are ready for you to break ground. Call Nick Garcia or Cody Bahny at 406-449-7844, or your real estate professional

Nick Garcia Bahny Realty

Reflecting the real historical beginnings of Helena, the Adami Barn surely has stories to tell! Listen… can you hear them? One of a kind property nestled next to Helena's historic Reeder's Alley. One of Helena's earliest standing structures, this remarkable stone building was crafted in the 1870's from locally quarried stone, originally built as the Adami Barn. According to historical data,

Cindy Stevick Cindy Stevick Real Estate

Charming West Side Condo with Breathtaking Views.Discover comfort, convenience, and stunning scenery in this beautifully maintained 2-bedroom, 2-bathroom condo on Helena’s desirable west side. With 1,128 square feet of living space, this home offers a perfect blend of functionality and charm.Enjoy expansive valley views from your private deck, including a picturesque look at the Sleeping Giant

Kelly Wirtz Engel & Völkers Western Frontier - Helena

MOTIVATED SELLER! Seller offering a buyer's credit of 2% of purchase price toward's buyer's lender prepaids and/or closing costs from seller proceeds. Welcome to 1949 University, a centrally located 4-bedroom, 3-bathroom home on Helena's desirable Upper Westside. Located directly between downtown and Broadwater Hot Springs, with the Mount Helena trail system tying in just a block away, this home

Riley Kurtz Big Sky Brokers, LLC

Welcome to 420 Knight Street! This triplex located in the heart of downtown Helena. Easy walking distance to Carroll College or the Civic Center. Location, location, location!! Retail stores, hiking and biking trails, and wonderful restaurants are your neighbors. Fantastic opportunity to own an investment property in Montana's capital city. The roof and the heating system was recently replaced.

June Trevor Augustine Properties

Discover affordable living with this charming 2 bedroom, 1 bath condo featuring 855 SQFT, a large kitchen with an island, all within the city limits of Helena. Great view of Mount Helena with easy access to hiking trails just up the road. Enjoy views of Spring Meadow Lake while sitting on your back deck. Call Wayne Woodland at 406-431-8722 or Carson Woodland at 406-431-6133, or your real estate

Wayne Woodland Big Sky Brokers, LLC

Welcome to 618 Madison, a historic gem nestled in the heart of Helena, Montana. This timeless 1910 residence offers a blend of classic elegance and modern convenience. Boasting 5600 square feet of living space, this stately home presents an exceptional opportunity for those seeking refined living in a cherished location. Step inside to discover a newly renovated kitchen that will delight the

Julie Lamb-Heller Century 21 Heritage Realty - Helena

This Upper Westside pre-platted tract of land within the city limits represents a unique opportunity, as it is the last available parcel that is in this sought after area of Phase II of the Benchmark PUD Subdivision located in the Westridge Heights. It boasts an impressive location at the base of Mount Helena and offers approximately 4.4 acres of undeveloped land. Potential for Residential

David Lemm Lemm Real Estate, LLC