Real Estate Investment Properties for Sale in Greenwood, ME

Looking for investment property in Greenwood, ME with high ROI ?

Explore a variety of short-term homes & houses in Greenwood, ME. Invest wisely with VRBO & Greenwood, ME 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 Greenwood, ME

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
175 Acorn Drive Greenwood, ME Set in the picturesque western Maine mountains, 175 Acorn Drive is a beautifully designed ...	5 beds \| N/A baths \| 4,496 sq.ft.	$1,099,000	Airbnb cash on cash: -0.12% Traditional cash on cash: 3.65% Airbnb Rental Income: $2274 Traditional Rental Income: $5561 Airbnb ROI: -0.12% Traditional ROI: 3.65%
34 Log Cabin Ln Greenwood, ME Discover your perfect mountain escape in this beautifully maintained log home, tucked with...	4 beds \| 2 baths \| 1,416 sq.ft.	$500,000	Airbnb cash on cash: 1.04% Traditional cash on cash: 3.1% Airbnb Rental Income: $1850 Traditional Rental Income: $2315 Airbnb ROI: 1.04% Traditional ROI: 3.1%
29 Lakeview Ln Greenwood, ME 29 Lakeview Ln, Greenwood, ME 04255 \| Single Family Residential	4 beds \| 3 baths \| 2,475 sq.ft.	$725,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 3.35% Airbnb Rental Income: $1850 Traditional Rental Income: $4041 Airbnb ROI: -0.62% Traditional ROI: 3.35%
Map R05 Lot 18 Hayes Hill Rd Greenwood, ME Map R05 Lot 18 Hayes Hill Rd, Greenwood, ME 04255 \| Other	N/A beds \| N/A baths \| N/A	$549,000	Airbnb cash on cash: -1.79% Traditional cash on cash: 0.14% Airbnb Rental Income: $682 Traditional Rental Income: $1370 Airbnb ROI: -1.79% Traditional ROI: 0.14%
Investment Properties for Sale in Other Cities of Maine
6 Proctor Road Biddeford , ME This rare and versatile property on more than an acre features three separate smart homes ...	5 beds \| 4 baths \| 4,911 sq.ft.	$1,200,000	Airbnb cash on cash: 2.02% Traditional cash on cash: 3.39% Airbnb Rental Income: $5287 Traditional Rental Income: $5745 Airbnb ROI: 2.02% Traditional ROI: 3.39%
1 Willis Point Rd Westport Island , ME Discover 2.1 acres of privacy surrounded by pine, oak, and birch trees, complete with pere...	4 beds \| 3 baths \| 2,950 sq.ft.	$699,500	Airbnb cash on cash: 0.27% Traditional cash on cash: 3.45% Airbnb Rental Income: $1647 Traditional Rental Income: $3256 Airbnb ROI: 0.27% Traditional ROI: 3.45%
4 Ice House Pt York , ME This exceptional residence is a masterclass in harmonizing nature with refined modern desi...	4 beds \| 3 baths \| 3,976 sq.ft.	$8,995,000	Airbnb cash on cash: -0.92% Traditional cash on cash: -0.92% Airbnb Rental Income: $3760 Traditional Rental Income: $2963 Airbnb ROI: -0.92% Traditional ROI: -0.92%
21 Beach Avenue Long Island , ME Fully furnished historical Victorian Colonial hilltop summer home that is safe from coasta...	4 beds \| 2 baths \| 1,800 sq.ft.	$699,000	Airbnb cash on cash: 2.5% Traditional cash on cash: 3.82% Airbnb Rental Income: $3337 Traditional Rental Income: $3448 Airbnb ROI: 2.5% Traditional ROI: 3.82%
187 Congress St Portland , ME Nestled in the heart of a rapidly developing area this house stands as a diamond in the ro...	3 beds \| 1 baths \| 1,519 sq.ft.	$535,000	Airbnb cash on cash: 2.35% Traditional cash on cash: 3.56% Airbnb Rental Income: $2742 Traditional Rental Income: $2703 Airbnb ROI: 2.35% Traditional ROI: 3.56%
93 Cushnoc Road Vassalboro , ME Craving space, serenity, and a fresh startÃ¢â¬âwithout giving up convenience? Just a sh...	3 beds \| N/A baths \| 2,900 sq.ft.	$589,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 4.57% Airbnb Rental Income: $1487 Traditional Rental Income: $3398 Airbnb ROI: 0.3% Traditional ROI: 4.57%
454 Post Rd #305 Wells , ME Presenting the Drakes Island cottage #305 located in the sought after gated community of S...	2 beds \| 1 baths \| 754 sq.ft.	$342,000	Airbnb cash on cash: 4.06% Traditional cash on cash: 2.88% Airbnb Rental Income: $2881 Traditional Rental Income: $1832 Airbnb ROI: 4.06% Traditional ROI: 2.88%
113 Newbury St #106 Portland , ME This is your opportunity to own one of Portland's few peninsula townhomesâan elegant ret...	2 beds \| 2 baths \| 1,548 sq.ft.	$899,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 1.48% Airbnb Rental Income: $3883 Traditional Rental Income: $3669 Airbnb ROI: 0.73% Traditional ROI: 1.48%
47 Congress Street Augusta , ME Come take a look at this beautifully updated ranch home! It features a gallery-style kitch...	3 beds \| 2 baths \| 1,525 sq.ft.	$240,000	Airbnb cash on cash: 1.83% Traditional cash on cash: 10.26% Airbnb Rental Income: $1331 Traditional Rental Income: $2832 Airbnb ROI: 1.83% Traditional ROI: 10.26%
180 Main Road N Hampden , ME Welcome home, where history, charm, and sophistication come together in perfect harmony. A...	5 beds \| 3 baths \| 3,680 sq.ft.	$1,125,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.89% Airbnb Rental Income: $null Traditional Rental Income: $4491 Airbnb ROI: N/A Traditional ROI: 2.89%
247 Burleigh Rd Bangor , ME Discover this charming Cape-style home featuring a well-thought-out layout. The main floor...	3 beds \| 2 baths \| 1,500 sq.ft.	$292,000	Airbnb cash on cash: 2.91% Traditional cash on cash: 9% Airbnb Rental Income: $1976 Traditional Rental Income: $3133 Airbnb ROI: 2.91% Traditional ROI: 9%
6 Gilbert St Orono , ME Campus close and situated in a quiet neighborhood near the University of Maine, shopping, ...	4 beds \| 1 baths \| 1,555 sq.ft.	$275,000	Airbnb cash on cash: 3.45% Traditional cash on cash: 8.62% Airbnb Rental Income: $2029 Traditional Rental Income: $2842 Airbnb ROI: 3.45% Traditional ROI: 8.62%
325 Lower Dedham Road Holden , ME Private Mountain Retreat with Sweeping Views - This Modern Colonial style is perched atop ...	3 beds \| N/A baths \| 2,400 sq.ft.	$525,000	Airbnb cash on cash: 1.61% Traditional cash on cash: 5.91% Airbnb Rental Income: $2399 Traditional Rental Income: $3923 Airbnb ROI: 1.61% Traditional ROI: 5.91%
41 Thomas Road Monson , ME It is a rare thing to find a lakefront property that has lots of acreage and privacy. Rare...	3 beds \| N/A baths \| 2,448 sq.ft.	$675,000	Airbnb cash on cash: -0.58% Traditional cash on cash: 3.4% Airbnb Rental Income: $896 Traditional Rental Income: $3066 Airbnb ROI: -0.58% Traditional ROI: 3.4%

Real Estate investment in Greenwood, ME

There are 4 properties for sale in the city of Greenwood . The median list price in Greenwood is $350,000 and the average price per square foot is $149. In February 2026, the average monthly cash on cash return in Greenwood is 3.00%. The average monthly rental income in Greenwood is $3,178.

Greenwood, ME Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 4 investment properties available for sale in Greenwood.

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

The ROI for Short-Term is higher than the Long-Term in Greenwood with average rental income of $1,850.

Your search for investment property begins and ends here

Investment Property for Sale in Greenwood, ME

175 Acorn Drive

Greenwood, ME

5 beds | N/A baths | 4,496 sq.ft.

$1,099,000

Airbnb cash on cash: -0.12%

Traditional cash on cash: 3.65%

Airbnb Rental Income: $2274

Traditional Rental Income: $5561

Airbnb ROI: -0.12%

Traditional ROI: 3.65%

34 Log Cabin Ln

Greenwood, ME

4 beds | 2 baths | 1,416 sq.ft.

$500,000

Airbnb cash on cash: 1.04%

Traditional cash on cash: 3.1%

Airbnb Rental Income: $1850

Traditional Rental Income: $2315

Airbnb ROI: 1.04%

Traditional ROI: 3.1%

29 Lakeview Ln

Greenwood, ME

4 beds | 3 baths | 2,475 sq.ft.

$725,000

Airbnb cash on cash: -0.62%

Traditional cash on cash: 3.35%

Airbnb Rental Income: $1850

Traditional Rental Income: $4041

Airbnb ROI: -0.62%

Traditional ROI: 3.35%

Map R05 Lot 18 Hayes Hill Rd

Greenwood, ME

N/A beds | N/A baths | N/A

$549,000

Airbnb cash on cash: -1.79%

Traditional cash on cash: 0.14%

Airbnb Rental Income: $682

Traditional Rental Income: $1370

Airbnb ROI: -1.79%

Traditional ROI: 0.14%

Investment Properties for Sale in Other Cities of Maine

Biddeford , ME

5 beds | 4 baths | 4,911 sq.ft.

$1,200,000

Airbnb cash on cash: 2.02%

Traditional cash on cash: 3.39%

Airbnb Rental Income: $5287

Traditional Rental Income: $5745

Airbnb ROI: 2.02%

Traditional ROI: 3.39%

Westport Island , ME

4 beds | 3 baths | 2,950 sq.ft.

$699,500

Airbnb cash on cash: 0.27%

Traditional cash on cash: 3.45%

Airbnb Rental Income: $1647

Traditional Rental Income: $3256

Airbnb ROI: 0.27%

Traditional ROI: 3.45%

York , ME

4 beds | 3 baths | 3,976 sq.ft.

$8,995,000

Airbnb cash on cash: -0.92%

Traditional cash on cash: -0.92%

Airbnb Rental Income: $3760

Traditional Rental Income: $2963

Airbnb ROI: -0.92%

Traditional ROI: -0.92%

Long Island , ME

4 beds | 2 baths | 1,800 sq.ft.

$699,000

Airbnb cash on cash: 2.5%

Traditional cash on cash: 3.82%

Airbnb Rental Income: $3337

Traditional Rental Income: $3448

Airbnb ROI: 2.5%

Traditional ROI: 3.82%

Portland , ME

3 beds | 1 baths | 1,519 sq.ft.