Homes with Basements for Sale in 05343, VT

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ABOUT THIS HOME
Home with Basement for sale in 05343, VT:
Step into a piece of Jamaica Village history. Once home to the F. E. Smith Dry Goods, Ready-Made Clothing, and Grocery Store, this distinctive red-and-white building blends Greek Revival presence with Vermont farmhouse character and now serves as a year-round residence filled with history and personality. The classic façade features full-width double-decker porches, white picket railing, and bold corner pilasters. Inside, this C. 1860 building’s commercial past lives on in a dramatic great room with original built-in storefront shelving and drawer banks once used to display dry goods. Now a unique library, studio and sitting area, the space features wide-plank wood floors, expo

$249,000

3 beds2 baths2,062 sq ft

39 Pikes Falls Rd, Jamaica, VT 05343

Natural light • Year round residence • Exposed beams

ABOUT THIS HOME
Home with Basement for sale in 05343, VT:
Village living with room for possibilities! Just steps from Jamaica State Park and downtown Jamaica, this versatile home offers a wonderful opportunity to enjoy Vermont living with the added benefit of separate living spaces and potential rental income. Abutting the river, the property is currently configured as three spacious two-bedroom apartments—two with one bath and a third with two baths. Make one apartment your full-time residence or Vermont getaway while renting the others, or explore options for bringing extended family together while maintaining privacy and independence. Two apartments are currently vacant and ready for immediate occupancy. The third is home to long-term ten

$489,000

6 beds5 baths2,426 sq ft

154 Depot St, Jamaica, VT 05343

0.53 acre lot • Built 1835 • Listed 18 days

ABOUT THIS HOME
Home with Basement for sale in 05343, VT:
Already operating as a successful short-term rental, 24 Mowrey Road offers the space, setting, and amenities buyers are looking for in a Southern Vermont getaway. Set on 2.3 acres along a town-maintained dead-end road, this spacious 4-bedroom, 4-bath home is positioned between Stratton and Mount Snow, with easy access to year-round recreation. Inside, the open great room creates an inviting gathering space, complete with a wood stove, propane stove, double sliders to the rear deck, and a fun ski-lift chair feature that gives the home unmistakable Vermont ski-house character. The layout works especially well for groups, with a first-floor primary suite with king bed, three additional bedroom

$519,000

4 beds4 baths3,075 sq ft

24 Mowrey Rd, Jamaica, VT 05343

Propane stove • Wood stove • Open great room

ABOUT THIS HOME
Home with Basement for sale in 05343, VT:
Tucked into a quiet, sunny setting just steps from Jamaica State Park and the heart of Jamaica Village, this charming two-bedroom plus loft Cape offers the perfect blend of Vermont character, comfort, and convenience. Filled with natural light and warm wood accents, the home has an inviting feel from the moment you step inside. A spacious mudroom provides a practical entry for every season and opens into the kitchen, where a center island and gas cooktop make it easy to gather, cook, and entertain. The open floor plan flows naturally into the main living area, where a cathedral ceiling adds a wonderful sense of space and a wood-burning stove creates a cozy focal point for winter evenings. T

$425,000

2 beds2.5 baths1,257 sq ft

190 Depot St, Jamaica, VT 05343

Gas cooktop • Wood-burning stove • Spacious mudroom

ABOUT THIS HOME
Home with Basement for sale in 05343, VT:
Avoid the high cost of heating oil with this this lovingly maintained 4-bedroom, 2.5-bath Vermont retreat. Recent energy-efficient upgrades include owned REC solar panels, owned Tesla backup batteries, and Daikin heat pumps and mini splits. Located just 20 minutes from Stratton Mountain and Mount Snow, this home sits on 14.4 acres bordering the beautiful Green Mountain National Forest and offers the perfect combination of privacy, comfort, and year-round recreation. Currently operating as a successful Airbnb with repeat renters, the property can be used as a fully-equipped, turn-key vacation rental or exceptional full-time residence. The south-facing home features bright, open living and di

$549,000

4 beds2.5 baths2,359 sq ft

116 Teacher Rd, Jamaica, VT 05343

Private trails • Mature forest • Screened gazebo

Property at 1189 Cole Pond Rd, Jamaica, VT 05343, 5 beds, 4.5 baths

$995,000

5 beds4.5 baths3,363 sq ft

1189 Cole Pond Rd, Jamaica, VT 05343

Property at 57 Oak Ln, Jamaica, VT 05343, 3 beds, 2 baths

$420,000

3 beds2 baths1,888 sq ft

57 Oak Ln, Jamaica, VT 05343

Property at 3327 Route 30, Jamaica, VT 05343, 5 beds, 2 baths

$439,000

5 beds2 baths2,194 sq ft

3327 Route 30, Jamaica, VT 05343

Property at 816 Black Bear Rd, Jamaica, VT 05343, 4 beds, 5.5 baths

$3,995,000

4 beds5.5 baths5,500 sq ft

816 Black Bear Rd, Jamaica, VT 05343

Property at 691 Black Bear Rd, Jamaica, VT 05343, 2 beds, 2 baths

$1,475,000

2 beds2 baths1,601 sq ft

691 Black Bear Rd, Jamaica, VT 05343

Property at 557 Trager Rd, Jamaica, VT 05343, 6 beds, 8 baths

$8,200,000

6 beds8 baths10,763 sq ft

557 Trager Rd, Jamaica, VT 05343

Property at 251 Pratt Bridge Rd, Jamaica, VT 05343, 7 beds, 7.5 baths

$1,500,000

7 beds7.5 baths8,364 sq ft

251 Pratt Bridge Rd, Jamaica, VT 05343

Property at 42 Blackberry Ln, Jamaica, VT 05343, 5 beds, 4.5 baths

$799,000

5 beds4.5 baths3,840 sq ft

42 Blackberry Ln, Jamaica, VT 05343

Property at 9 Mountain Acres Rd, Jamaica, VT 05343, 4 beds, 2 baths

$595,000

4 beds2 baths1,430 sq ft

9 Mountain Acres Rd, Jamaica, VT 05343

Property at 4880 Pikes Falls Rd, Jamaica, VT 05343, 5 beds, 4 baths

$825,000

5 beds4 baths3,218 sq ft

4880 Pikes Falls Rd, Jamaica, VT 05343

Property at 662 Howe Farm Rd, Jamaica, VT 05343, 4 beds, 4.5 baths

$2,399,000

4 beds4.5 baths3,569 sq ft

662 Howe Farm Rd, Jamaica, VT 05343

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ABOUT THIS HOME
Home with Basement for sale in 05343, VT:
Discover the quintessential Vermont country lifestyle on your own 80 acres in Townshend where timeless farmhouse charm meets exceptional versatility and beautifully maintained grounds. This inviting four-bedroom post and beam farmhouse has been impeccably cared for with many updates throughout, offering a wonderful blend of historic character, comfort, and modern convenience. Inside, warm and welcoming living spaces provide the perfect setting for gathering with family and friends, while the sunroom offers a peaceful place to relax and enjoy the beauty of the surrounding landscape in every season. The space provides endless possibilities, whether you envision a yoga or fitness studio, creat

$1,150,000

4 beds2.5 baths4,053 sq ft

1276 Windham Hill Rd, West Townshend, VT 05359

80 acre lot • Built 1805 • Listed 2 days

ABOUT THIS HOME
Home with Basement for sale in 05343, VT:
Discover the perfect mountain retreat at 7 Roundtree Road, a contemporary and beautifully designed 4-bedroom home set on 1.37 private acres in one of Stratton’s most sought-after neighborhoods. Ideally located just a quick drive to the Base Lodge or simply hop on the convenient shuttle for effortless access to the slopes, this property offers the best of Stratton living in every season. Step inside to find a spacious, light filled interior with clean contemporary lines, warm natural materials, and an inviting open layout ideal for gathering with family and friends. Large windows bring the outdoors in, while generous living spaces provide plenty of room to relax after a day on the moun

$870,000

4 beds3.5 baths3,031 sq ft

7 Roundtree Rd, Winhall, VT 05340

Private acres • Inviting open layout • 1.37 acre lot

3D WALKTHROUGH

ABOUT THIS HOME
Home with Basement for sale in 05343, VT:
Sitting on a high hillside, this home was built for those who love the Earth and want to live lightly on it. From this peaceful haven, you can watch and enjoy the changing seasons and a diversity of Vermont wildlife. Raised organic garden beds provide the opportunity for fresh fruits and vegetables. Its 2.06 acres are mostly forested, but it has clear views to the west of the Turkey Mountain Ridge that are sure to delight you. The property is off the beaten path, yet near Southern Vermont ski mountains and various nature trails. One trail is easily accessed from the house through friendly neighbors’ land to an ancient road and beautiful brook. The home is energy efficient and all elec

$375,000

2 beds3 baths2,018 sq ft

1275 Old Cheney Rd, Windham, VT 05359

Clear views • Front porch entrance • Energy efficient

ABOUT THIS HOME
Home with Basement for sale in 05343, VT:
Location, luxury, and the best of Stratton Mountain living! Just steps from Stratton Village and The Stratton Club, this exceptional mountain retreat offers convenience, privacy, and timeless Vermont charm, with the added benefit of being able to walk to the slopes! Extensively updated, the home showcases beautiful craftsmanship, soaring ceilings, exposed reclaimed timber beams, and a dramatic floor-to-ceiling stone fireplace anchoring the impressive great room. Expansive windows invite natural light and showcase the surrounding mountain landscape, while warm hickory floors create an atmosphere that is both elegant and comfortable. The stunning dining area, with its vaulted wood ceiling, di

$3,900,000

5 beds4 baths5,080 sq ft

16 Sawmill Rd, Stratton, VT 05155

Extensively updated • Expansive windows • Soaring ceilings

ABOUT THIS HOME
Home with Basement for sale in 05343, VT:
Welcome to 8 Winhall Station Road in South Londonderry, a well-located three-bedroom, two-full-bath Vermont home offering convenient access to some of Southern Vermont’s best year-round recreation. Several major ski resorts are within easy driving distance, along with nearby hiking trails, campgrounds, swimming, biking, and countless opportunities to enjoy the Green Mountains. The home offers a comfortable, practical layout that works equally well as a primary residence, vacation retreat, or ski getaway. Its location combines the peaceful feel of Vermont country living with convenient access to local schools, shopping, dining, and everyday services. Whether you are drawn to the area f

$385,000

3 beds2 baths1,604 sq ft

8 Winhall Station Rd, South Londonderry, VT 05155

Major ski resorts • Green mountains • Biking

ABOUT THIS HOME
Home with Basement for sale in 05343, VT:
Welcome to 6 Jamie Lane, a private Vermont getaway tucked into the hills of Winhall, just minutes from Stratton Mountain. Set on 1.4 acres, this three bedroom home offers the space, setting, and comfort to enjoy every season in Southern Vermont. The main living area features a bright two story great room with a floor to ceiling fieldstone fireplace, warm wood details, and sliders that open to a wrap around deck. The kitchen and dining areas connect easily to the living space, creating a natural flow for meals, relaxing by the fire, and time at home after a day on the mountain. The main level includes a bedroom with a private en suite bath, while the second floor offers two additional bedroo

$745,000

3 beds3.5 baths3,600 sq ft

6 Jamie Ln, Winhall, VT 05340

Private office • Wrap around deck • Two story great room

Property at 81 Pond View Rd, Winhall, VT 05340, 3 beds, 3 baths

$700,000

3 beds3 baths1,650 sq ft

81 Pond View Rd, Winhall, VT 05340

Property at 180 High Meadow Rd, Winhall, VT 05340, 5 beds, 4 baths

$1,500,000

5 beds4 baths4,173 sq ft

180 High Meadow Rd, Winhall, VT 05340

Property at 165 High Meadow Rd, Winhall, VT 05340, 4 beds, 4.5 baths

$2,250,000

4 beds4.5 baths3,034 sq ft

165 High Meadow Rd, Winhall, VT 05340

Property at 57 Pearl Buck Dr, Winhall, VT 05340, 3 beds, 2 baths

$695,000

3 beds2 baths2,000 sq ft

57 Pearl Buck Dr, Winhall, VT 05340

Property at 1113 Old Cheney Rd, Windham, VT 05359, 6 beds, 5 baths

$519,000

6 beds5 baths4,942 sq ft

1113 Old Cheney Rd, Windham, VT 05359

Property at 20 W Branch Rd, Winhall, VT 05340, 4 beds, 4 baths

$1,050,000

4 beds4 baths2,380 sq ft

20 W Branch Rd, Winhall, VT 05340

Property at 58 Hi Hopes Rd, Wardsboro, VT 05355, 3 beds, 2 baths

$479,000

3 beds2 baths1,994 sq ft

58 Hi Hopes Rd, Wardsboro, VT 05355

Property at 33 Burnt Hill Rd, Winhall, VT 05340, 3 beds, 2 baths

$599,000

3 beds2 baths1,890 sq ft

33 Burnt Hill Rd, Winhall, VT 05340

Property at 858 Sheldon Hill Rd, Wardsboro, VT 05355, 3 beds, 2.5 baths

$725,000

3 beds2.5 baths2,692 sq ft

858 Sheldon Hill Rd, Wardsboro, VT 05355

Property at 5855 Windham Hill Rd, Windham, VT 05359, 2 beds, 2 baths

$499,000

2 beds2 baths— sq ft

5855 Windham Hill Rd, Windham, VT 05359

Property at 159 Winhall Hollow Rd, Winhall, VT 05340, 7 beds, 9.5 baths

$5,575,000

7 beds9.5 baths9,915 sq ft

159 Winhall Hollow Rd, Winhall, VT 05340

Property at 15 Sawmill Rd, Stratton, VT 05155, 10 beds, 9.5 baths

$5,100,000

10 beds9.5 baths6,648 sq ft

15 Sawmill Rd, Stratton, VT 05155

Property at 25 Benson Fuller Rd, Winhall, VT 05340, 4 beds, 3.5 baths

$795,000

4 beds3.5 baths4,104 sq ft

25 Benson Fuller Rd, Winhall, VT 05340

Property at 36 Beaver St, Winhall, VT 05340, 3 beds, 4 baths

$1,650,000

3 beds4 baths5,072 sq ft

36 Beaver St, Winhall, VT 05340

Homes with Basements for Sale in 05343

There are currently 16 homes with basements for sale in 05343 at a median listing price of $910K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 05343 stay on the market for 96 days. This map is refreshed with the newest listings in 05343 every 15 minutes.

In the past month, 3 homes have been sold in 05343. In addition to houses in 05343, there was also 1 condo, 0 townhouses, and 0 multi-family units for sale in 05343 last month. Find your dream home in 05343 using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in 05343 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 05343. If you're looking to sell your home in the 05343 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 05343 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Copyright 2026 PrimeMLS All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this website comes in part from the VOW Program of PrimeMLS. Data last updated Tue Oct 27 2026 on the search page

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