Jesskernsrealty.com Search Results

$1,150,000

Exceptional investment opportunity in a prime Waterbury location along the highly traveled Waterbury-Stowe/Route 100 corridor. Offering approximately 5,214 finished square feet, this versatile property combines existing residential and income-producing spaces with exciting potential for future multifamily use. The property currently includes spacious residential accommodations featuring three bedrooms with private en suite baths, a chef's kitchen and inviting living areas. An additional portion is currently utilized as a short-term rental, providing an established rental component. Existing retail/commercial space adds another layer of flexibility and may offer potential for conversion into additional residential units, subject to municipal and state approvals. With its generous square footage and adaptable layout, investors may wish to explore opportunities to create additional apartments or further develop the property as a multifamily investment. More than 2,300 square feet of basement space provides substantial storage and utility space, while a two-car garage, ample on-site parking and an elevator/dumbwaiter system add functionality. Location is a standout feature. Situated directly across from Cold Hollow Cider Mill on the Waterbury-Stowe Rd (rte 100) and minutes from Ben & Jerry's, Waterbury Reservoir, downtown Waterbury and Stowe, the property offers convenient access to skiing, hiking, mountain biking, restaurants, shopping and year-round recreation. Whether continuing the property's current combination of uses or exploring additional residential possibilities, 14 Sunset Drive offers a rare combination of location, square footage, parking, flexibility and income potential in one of Central Vermont's most desirable destinations. Buyer to complete due diligence regarding permitted uses, unit count, zoning and conversion possibilities.

5106848 MLS

Exceptional investment opportunity in a prime Waterbury location along the highly traveled Waterbury-Stowe/Route 100 corridor. Offering approximately 5,214 finished square feet, this versatile property combines existing residential and income-producing spaces with exciting potential for future multifamily use. The property currently includes spacious residential accommodations featuring three bedrooms with private en suite baths, a chef's kitchen and inviting living areas. An additional portion is currently utilized as a short-term rental, providing an established rental component. Existing retail/commercial space adds another layer of flexibility and may offer potential for conversion into additional residential units, subject to municipal and state approvals. With its generous square footage and adaptable layout, investors may wish to explore opportunities to create additional apartments or further develop the property as a multifamily investment. More than 2,300 square feet of basement space provides substantial storage and utility space, while a two-car garage, ample on-site parking and an elevator/dumbwaiter system add functionality. Location is a standout feature. Situated directly across from Cold Hollow Cider Mill on the Waterbury-Stowe Rd (rte 100) and minutes from Ben & Jerry's, Waterbury Reservoir, downtown Waterbury and Stowe, the property offers convenient access to skiing, hiking, mountain biking, restaurants, shopping and year-round recreation. Whether continuing the property's current combination of uses or exploring additional residential possibilities, 14 Sunset Drive offers a rare combination of location, square footage, parking, flexibility and income potential in one of Central Vermont's most desirable destinations. Buyer to complete due diligence regarding permitted uses, unit count, zoning and conversion possibilities.

14 Sunset Dr, Waterbury

$579,000

The Squire House, a 1859 farm house and barn, offers an exceptional multifamily development opportunity. The building boast one of the largest lots in the Village of Waterbury - walking distance to all the shops and restaurants. The property can be subdivided into 2 lots which, under new Act 250 rules, each can be developed into 4 multifamily units. The site has sewer allocation for 11 bedrooms. Broker is a principal.

5100408 MLS

The Squire House, a 1859 farm house and barn, offers an exceptional multifamily development opportunity. The building boast one of the largest lots in the Village of Waterbury - walking distance to all the shops and restaurants. The property can be subdivided into 2 lots which, under new Act 250 rules, each can be developed into 4 multifamily units. The site has sewer allocation for 11 bedrooms. Broker is a principal.

26 Union St, Waterbury

$399,000

Prime Downtown Location Meets Exceptional Mixed-Use & Investment Potential! Welcome to this classic multi-family building perfectly situated on Park Street in the vibrant heart of Waterbury, VT. Featuring front-row, panoramic views of Rusty Parker Memorial Park, this rare 3-unit property blends iconic Vermont charm with powerful, modernized, development potential. Take full advantage of Waterbury’s newly adopted Unified Development Bylaws, which intentionally clear the path for small-scale mixed-use conversions, increased unit density, and expanded lot coverage. Whether your vision includes converting a portion of the building into a premium street-facing retail space, a boutique office, or expanding the existing residential footprint, the town's flexible new framework makes it easier than ever to maximize your return on investment. Step out your front door to enjoy weekly summer farmers' markets, community concerts, and festivals right across the street. Tenants and patrons alike will love being steps from Waterbury's legendary dining scene, and craft breweries. Commuters and outdoor enthusiasts benefit from immediate access to Interstate 89, putting world-class skiing and mountain biking trailhead just minutes away. With a historically low vacancy rate in Central Vermont and progressive new zoning in place, this property promises cash flow alongside unmatched future upside. Don't miss your chance to own a piece of Waterbury's most dynamic and adaptable streetscape!

5098043 MLS

Prime Downtown Location Meets Exceptional Mixed-Use & Investment Potential! Welcome to this classic multi-family building perfectly situated on Park Street in the vibrant heart of Waterbury, VT. Featuring front-row, panoramic views of Rusty Parker Memorial Park, this rare 3-unit property blends iconic Vermont charm with powerful, modernized, development potential. Take full advantage of Waterbury’s newly adopted Unified Development Bylaws, which intentionally clear the path for small-scale mixed-use conversions, increased unit density, and expanded lot coverage. Whether your vision includes converting a portion of the building into a premium street-facing retail space, a boutique office, or expanding the existing residential footprint, the town's flexible new framework makes it easier than ever to maximize your return on investment. Step out your front door to enjoy weekly summer farmers' markets, community concerts, and festivals right across the street. Tenants and patrons alike will love being steps from Waterbury's legendary dining scene, and craft breweries. Commuters and outdoor enthusiasts benefit from immediate access to Interstate 89, putting world-class skiing and mountain biking trailhead just minutes away. With a historically low vacancy rate in Central Vermont and progressive new zoning in place, this property promises cash flow alongside unmatched future upside. Don't miss your chance to own a piece of Waterbury's most dynamic and adaptable streetscape!

7 Park St, Waterbury

$395,000

Well-maintained and extensively updated 3-unit multifamily property in the heart of Waterbury, the place to be! This attractive investment opportunity features one spacious 2-bedroom apartment and two 1-bedroom apartments, offering strong rental appeal and flexibility for both investors and owner-occupants. The beautifully renovated first-floor 2-bedroom unit was completely gutted and remodeled in 2023 and includes exclusive access to the full unfinished basement, providing abundant storage and washer/dryer hookup. Recent improvements include a new roof installed in 2025 and relocation of utility systems to the upper level (with water heaters remaining in the basement) to improve flood resilience. The property sits on a large lot with a generous yard and ample off-street parking for tenants and guests. Ideally located just a short walk from all that downtown Waterbury has to offer, including restaurants, shops, parks, schools, and other local amenities. Whether you're seeking an owner-occupied property with rental income or a turnkey addition to your investment portfolio, this property offers an exceptional combination of location, updates, and income potential. Owner is a licensed Vermont Real Estate Broker.

5097428 MLS

Well-maintained and extensively updated 3-unit multifamily property in the heart of Waterbury, the place to be! This attractive investment opportunity features one spacious 2-bedroom apartment and two 1-bedroom apartments, offering strong rental appeal and flexibility for both investors and owner-occupants. The beautifully renovated first-floor 2-bedroom unit was completely gutted and remodeled in 2023 and includes exclusive access to the full unfinished basement, providing abundant storage and washer/dryer hookup. Recent improvements include a new roof installed in 2025 and relocation of utility systems to the upper level (with water heaters remaining in the basement) to improve flood resilience. The property sits on a large lot with a generous yard and ample off-street parking for tenants and guests. Ideally located just a short walk from all that downtown Waterbury has to offer, including restaurants, shops, parks, schools, and other local amenities. Whether you're seeking an owner-occupied property with rental income or a turnkey addition to your investment portfolio, this property offers an exceptional combination of location, updates, and income potential. Owner is a licensed Vermont Real Estate Broker.

17 Elm St, Waterbury

$389,000

Discover an exceptional investment opportunity in the heart of Waterbury Village. This well-maintained three-unit property offers outstanding flexibility for investors, owner-occupants, or those seeking income from either long-term or short-term rentals (subject to local regulations). The centerpiece of the property is a spacious 1,200+ square foot two-bedroom apartment filled with character, featuring stunning original metal ceilings, generous living spaces, and timeless charm. Two additional one-bedroom apartments provide comfortable accommodations with excellent rental appeal. Each unit enjoys its own inviting porch, creating the perfect space to relax and enjoy Vermont's four beautiful seasons. Located within easy walking distance of Waterbury's vibrant downtown, tenants and guests can enjoy acclaimed restaurants, local breweries, artisan shops, cafés, parks, and year-round community events without needing a car. Outdoor enthusiasts will appreciate the property's proximity to world-class skiing, mountain biking, hiking, golf, and recreation, while nearby Stowe is just a short drive away, offering easy access to one of Vermont's premier resort destinations. Whether you're looking to expand your investment portfolio, live in one unit while generating rental income from the others, or capitalize on the area's strong demand for vacation accommodations, this versatile property offers an outstanding combination of location, character, and income potential in one of Central Vermont's most desirable communities.

5097134 MLS

Discover an exceptional investment opportunity in the heart of Waterbury Village. This well-maintained three-unit property offers outstanding flexibility for investors, owner-occupants, or those seeking income from either long-term or short-term rentals (subject to local regulations). The centerpiece of the property is a spacious 1,200+ square foot two-bedroom apartment filled with character, featuring stunning original metal ceilings, generous living spaces, and timeless charm. Two additional one-bedroom apartments provide comfortable accommodations with excellent rental appeal. Each unit enjoys its own inviting porch, creating the perfect space to relax and enjoy Vermont's four beautiful seasons. Located within easy walking distance of Waterbury's vibrant downtown, tenants and guests can enjoy acclaimed restaurants, local breweries, artisan shops, cafés, parks, and year-round community events without needing a car. Outdoor enthusiasts will appreciate the property's proximity to world-class skiing, mountain biking, hiking, golf, and recreation, while nearby Stowe is just a short drive away, offering easy access to one of Vermont's premier resort destinations. Whether you're looking to expand your investment portfolio, live in one unit while generating rental income from the others, or capitalize on the area's strong demand for vacation accommodations, this versatile property offers an outstanding combination of location, character, and income potential in one of Central Vermont's most desirable communities.

170 S Main St, Waterbury

$489,000

Location, location, location! Desirable duplex in the heart of Waterbury Village ready for it's new owner! Originally built as a duplex, this property offers two comfortable units, each with a spacious living room, dining room, and covered front porch on the main level, with all bedrooms located upstairs. Hardwood flooring, functional layouts, and mountain views from select windows and the front porches add to the property's appeal. A full basement provides convenient interior access from both units and includes laundry and storage space. Ideally located high above the Village and a short walk to the elementary school, local shops, restaurants, and amenities, this property is attractive to both investors and owner-occupants. Outdoor enthusiasts will appreciate the easy access to recreation while enjoying the convenience of village living. Ready for its next owner, this is an excellent opportunity to own a well-located, income-producing property in one of Central Vermont's most desirable communities.

5095729 MLS

Location, location, location! Desirable duplex in the heart of Waterbury Village ready for it's new owner! Originally built as a duplex, this property offers two comfortable units, each with a spacious living room, dining room, and covered front porch on the main level, with all bedrooms located upstairs. Hardwood flooring, functional layouts, and mountain views from select windows and the front porches add to the property's appeal. A full basement provides convenient interior access from both units and includes laundry and storage space. Ideally located high above the Village and a short walk to the elementary school, local shops, restaurants, and amenities, this property is attractive to both investors and owner-occupants. Outdoor enthusiasts will appreciate the easy access to recreation while enjoying the convenience of village living. Ready for its next owner, this is an excellent opportunity to own a well-located, income-producing property in one of Central Vermont's most desirable communities.

32-34 High St, Waterbury