Real Estate Investment Properties for Sale in Whitingham, VT

Looking for investment property in Whitingham, VT with high ROI ?

Explore a variety of short-term homes & houses in Whitingham, VT. Invest wisely with VRBO & Whitingham, VT Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Whitingham, VT

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
292 Deer Hill Road Whitingham, VT Tucked amongst trees with a great deck. This rural location is not far from great skiing, ...	2 beds \| 2 baths \| 1,150 sq.ft.	$325,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 5.15% Airbnb Rental Income: $1782 Traditional Rental Income: $2342 Airbnb ROI: 1.73% Traditional ROI: 5.15%
442 McMillan Road Whitingham, VT New home under construction. Siding painted and installed, plumbing and electric is roughe...	4 beds \| 2 baths \| N/A	$399,000	Airbnb cash on cash: 1.74% Traditional cash on cash: 7.07% Airbnb Rental Income: $2413 Traditional Rental Income: $3817 Airbnb ROI: 1.74% Traditional ROI: 7.07%
1192 Chapel Hill Rd Whitingham, VT 1192 Chapel Hill Rd, Whitingham, VT 05361 \| Single Family Residential	3 beds \| 2 baths \| 1,840 sq.ft.	$349,900	Airbnb cash on cash: 0.07% Traditional cash on cash: 5.76% Airbnb Rental Income: $1502 Traditional Rental Income: $2933 Airbnb ROI: 0.07% Traditional ROI: 5.76%
1587 Upper Holbrook Road Whitingham, VT Set on 3 beautiful acres, this well-maintained 3-bedroom plus loft, 2 1/2 bath home is tru...	3 beds \| 3 baths \| 2,872 sq.ft.	$425,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 6.82% Airbnb Rental Income: $1502 Traditional Rental Income: $3801 Airbnb ROI: -0.06% Traditional ROI: 6.82%
2173 Route 8A Whitingham, VT 4 bedroom 2 bath home located on 4.7 acres. Has a ground level access. Level parking and g...	4 beds \| 2 baths \| 2,000 sq.ft.	$275,000	Airbnb cash on cash: 4.05% Traditional cash on cash: 9.73% Airbnb Rental Income: $2413 Traditional Rental Income: $3293 Airbnb ROI: 4.05% Traditional ROI: 9.73%
233 Poverty Row Whitingham, VT What a gem! This absolutely meticulously maintained 2015 farmhouse sits just up from Lake ...	3 beds \| 4 baths \| 3,796 sq.ft.	$699,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 4.52% Airbnb Rental Income: $1502 Traditional Rental Income: $4563 Airbnb ROI: -0.85% Traditional ROI: 4.52%
00 Lake Hill Rd #"Spring Lot" Whitingham, VT 00 Lake Hill Rd #"Spring Lot", Whitingham, VT 05361 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$199,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.71% Airbnb Rental Income: $null Traditional Rental Income: $1428 Airbnb ROI: N/A Traditional ROI: 3.71%

Real Estate investment in Whitingham, VT

There are 7 properties for sale in the city of Whitingham . The median list price in Whitingham is $349,900 and the average price per square foot is $180. In January 2026, the average monthly cash on cash return in Whitingham is 6.00%. The average monthly rental income in Whitingham is $3,293.

Whitingham, VT Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 7 investment properties available for sale in Whitingham.

In 2026, the best neighborhood to buy investment property is Whitingham.

The ROI for Long-Term is higher than the Short-Term in Whitingham with average rental income of $3,293.

Your search for investment property begins and ends here

Investment Property for Sale in Whitingham, VT

292 Deer Hill Road

Whitingham, VT

2 beds | 2 baths | 1,150 sq.ft.

$325,000

Airbnb cash on cash: 1.73%

Traditional cash on cash: 5.15%

Airbnb Rental Income: $1782

Traditional Rental Income: $2342

Airbnb ROI: 1.73%

Traditional ROI: 5.15%

442 McMillan Road

Whitingham, VT

4 beds | 2 baths | N/A

$399,000

Airbnb cash on cash: 1.74%

Traditional cash on cash: 7.07%

Airbnb Rental Income: $2413

Traditional Rental Income: $3817

Airbnb ROI: 1.74%

Traditional ROI: 7.07%

1192 Chapel Hill Rd

Whitingham, VT

3 beds | 2 baths | 1,840 sq.ft.

$349,900

Airbnb cash on cash: 0.07%

Traditional cash on cash: 5.76%

Airbnb Rental Income: $1502

Traditional Rental Income: $2933

Airbnb ROI: 0.07%

Traditional ROI: 5.76%

1587 Upper Holbrook Road

Whitingham, VT

3 beds | 3 baths | 2,872 sq.ft.

$425,000

Airbnb cash on cash: -0.06%

Traditional cash on cash: 6.82%

Airbnb Rental Income: $1502

Traditional Rental Income: $3801

Airbnb ROI: -0.06%

Traditional ROI: 6.82%

2173 Route 8A

Whitingham, VT

4 beds | 2 baths | 2,000 sq.ft.

$275,000

Airbnb cash on cash: 4.05%

Traditional cash on cash: 9.73%

Airbnb Rental Income: $2413

Traditional Rental Income: $3293

Airbnb ROI: 4.05%

Traditional ROI: 9.73%

233 Poverty Row

Whitingham, VT

3 beds | 4 baths | 3,796 sq.ft.

$699,000

Airbnb cash on cash: -0.85%

Traditional cash on cash: 4.52%

Airbnb Rental Income: $1502

Traditional Rental Income: $4563

Airbnb ROI: -0.85%

Traditional ROI: 4.52%

00 Lake Hill Rd #"Spring Lot"

Whitingham, VT

N/A beds | N/A baths | 0 sq.ft.

$199,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.71%

Airbnb Rental Income: $null

Traditional Rental Income: $1428

Airbnb ROI: N/A

Traditional ROI: 3.71%

Real Estate investment in Whitingham, VT

Whitingham, VT Real Estate Investing: FAQs for Buyers, Sellers and Investors

How many investment properties are available for sale in Whitingham?

Which neighborhoods in Whitingham to invest in 2026?

Long-Term vs. Short-Term Rentals in Whitingham, Vermont: Which will earn the best returns?

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