Real Estate Investment Properties for Sale in Waldoboro, ME
Looking for investment property in Waldoboro, ME with high ROI ?
Explore a variety of short-term homes & houses in Waldoboro, ME. Invest wisely with VRBO & Waldoboro, 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 Waldoboro, ME
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
25 Deaver RdWaldoboro, MEA "Once in a Lifetime" opportunity to own one of South Waldoboro's finest homes. This arch... |
N/A beds | N/A baths | 2,500 sq.ft. |
$130,000 |
Airbnb cash on cash: -10.07%
|
350 Winslows Mills RdWaldoboro, MEOn nearly 2 acres and surrounded by the quiet woods of Waldoboro, this beautiful 3 bedroom... |
3 beds | 1 baths | 1,443 sq.ft. |
$349,000 |
Airbnb cash on cash: 2.55%
|
11 Simon RdWaldoboro, MEImpeccable 3 bedroom/2 bath ranch with full basement and sauna, situated on 3 acres in cou... |
3 beds | 2 baths | 1,152 sq.ft. |
$375,000 |
Airbnb cash on cash: 2.29%
|
401 Miller RdWaldoboro, MEInvest with success and buy through Auction.com. This foreclosure investment property is a... |
3 beds | 2 baths | 1,764 sq.ft. |
$399,000 |
Airbnb cash on cash: 1.98%
|
942 Winslows Mills RdWaldoboro, MEWelcome to this charming 3-bedroom, 2-bath Cape nestled on 1.29 acres in Waldoboro, provid... |
3 beds | 1 baths | 1,404 sq.ft. |
$299,000 |
Airbnb cash on cash: 3.25%
|
11 Depot StWaldoboro, MEWelcome to this thoughtfully renovated two bedroom ranch, offering comfortable, low-mainte... |
2 beds | 1 baths | 864 sq.ft. |
$315,000 |
Airbnb cash on cash: 0.77%
|
353 Controversy LnWaldoboro, MEMove-in ready and refreshed throughout, this 3-bedroom, 2-bath double-wide offers comforta... |
3 beds | 2 baths | 1,344 sq.ft. |
$210,000 |
Airbnb cash on cash: 4.3%
|
28 Pleasant StWaldoboro, MEDiscover an iconic historic village brick colonial, well maintained and featuring a newer ... |
5 beds | 3 baths | 2,825 sq.ft. |
$539,000 |
Airbnb cash on cash: 3.87%
|
56 Gross Neck RdWaldoboro, MEWelcome to 56 Gross Neck Road in Waldoboro, where comfort, privacy, and rural Maine charm ... |
3 beds | 1 baths | 1,404 sq.ft. |
$339,900 |
Airbnb cash on cash: 3.27%
|
398 Washington RdWaldoboro, MEEasy one floor living in this immaculate 2 bed/1 bath manufactured home in the country! Hu... |
2 beds | 1 baths | 924 sq.ft. |
$259,000 |
Airbnb cash on cash: 1.82%
|
755 Winslows Mills Rd NWaldoboro, METiny Home on a large lot (2.6 acres) with 290 feet of waterfront on the Madomak. Home is f... |
1 beds | 1 baths | 560 sq.ft. |
$167,500 |
Airbnb cash on cash: 0.78%
|
935 Dutch NckWaldoboro, MEMID-COASTAL SALTWATER FARM, pampered and updated circa 1814 center chimney cape retaining ... |
3 beds | 2 baths | 2,000 sq.ft. |
$850,000 |
Airbnb cash on cash: 0.72%
|
101 Butter PtWaldoboro, METucked into idyllic Butter Point in Waldoboro, this waterfront retreat feels like a secret... |
4 beds | 3 baths | 2,600 sq.ft. |
$1,199,000 |
Airbnb cash on cash: -0.89%
|
1364 Winslows Mills RoadWaldoboro, MEWelcome home this Christmas to a brand new, never lived in, 4bdrm, 2 full bath home. This... |
4 beds | 2 baths | 1,568 sq.ft. |
$325,000 |
Airbnb cash on cash: 3.12%
|
660 Sprague RdWaldoboro, MEESCAPE TO YOUR OWN PRIVATE WILDERNESS RETREAT on nearly 300 acres of forested land having ... |
3 beds | 1 baths | 863 sq.ft. |
$995,000 |
Airbnb cash on cash: -0.87%
|
1641 Washington RdWaldoboro, ME1641 Washington Rd, Waldoboro, ME 04572 | Other |
N/A beds | N/A baths | N/A |
$129,900 |
Airbnb cash on cash: -3.09%
|
00 Wagner Bridge RdWaldoboro, ME00 Wagner Bridge Rd, Waldoboro, ME 04572 | Other |
N/A beds | N/A baths | N/A |
$105,000 |
Airbnb cash on cash: -3.26%
|
401 Genthner RdWaldoboro, ME
|
N/A beds | N/A baths | N/A |
$114,900 |
Airbnb cash on cash: -3.19%
|
949 Depot StWaldoboro, ME949 Depot St, Waldoboro, ME 04572 | Single Family Residential |
3 beds | 1 baths | 1,141 sq.ft. |
$332,500 |
Airbnb cash on cash: 2.03%
|
766 Atlantic HwyWaldoboro, METucked at the end of a private dirt road, this 2022-built, nearly complete property offers... |
2 beds | 3 baths | 2,880 sq.ft. |
$485,995 |
Airbnb cash on cash: -0.82%
|
180 Burket Mill RdWaldoboro, ME180 Burket Mill Rd, Waldoboro, ME 04572 | Other |
N/A beds | N/A baths | N/A |
$104,000 |
Airbnb cash on cash: -3.27%
|
1455 Washington RdWaldoboro, MECharming 3BR/1BA farmhouse in Waldoboro set on 5.5 scenic acres with established perennial... |
3 beds | 1 baths | 1,285 sq.ft. |
$299,900 |
Airbnb cash on cash: 3.83%
|
13 Friendship RdWaldoboro, MEA classic brick building offering 4 floors of versatile living, working, and income-produc... |
3 beds | 2 baths | 6,780 sq.ft. |
$1,200,000 |
Airbnb cash on cash: 0.23%
|
275 Harriman RdWaldoboro, MESet between the timeless coastal communities of Waldoboro and Bremen, this remarkable 167-... |
3 beds | 3 baths | 1,610 sq.ft. |
$2,450,000 |
Airbnb cash on cash: -0.4%
|
439 Castner RdWaldoboro, MEWell-maintained manufactured home on private 2 acre lot in Waldoboro. 1999 76x14, Astro Ci... |
2 beds | 1 baths | 1,008 sq.ft. |
$199,000 |
Airbnb cash on cash: 2.64%
|
67 Ralph Wink RdWaldoboro, MELooking for a project with land, privacy, and real upside? 567 Ralph Wink Road offers an 1... |
3 beds | 2 baths | 806 sq.ft. |
$210,000 |
Airbnb cash on cash: 5.84%
|
371 Union RoadWaldoboro, MECustom-built in 2019, this 2-bedroom contemporary cottage is sure to impress. From the inv... |
2 beds | 1 baths | 1,240 sq.ft. |
$429,000 |
Airbnb cash on cash: 0.71%
|
1004 Bremen RdWaldoboro, METhis spectacular property is your own private nature preserve surrounded on 3 sides by the... |
2 beds | 2 baths | 2,488 sq.ft. |
$949,000 |
Airbnb cash on cash: -0.22%
|
105 Perry Greene Hill RdWaldoboro, MEProudly presented by Ana Nebunu | REMAX Jaret & Cohn | | | This private, tucked-away prope... |
3 beds | 2 baths | 1,872 sq.ft. |
$429,000 |
Airbnb cash on cash: 2.39%
|
1895 Wagner Bridge RoadWaldoboro, MERare opportunity to own 9+ acres featuring 1,400ñ feet of open frontage on the Medomak ... |
1 beds | 1 baths | 828 sq.ft. |
$323,900 |
Airbnb cash on cash: -0.71%
|
24 Old Rte OneWaldoboro, MEBring your vision and restore this spacious 6-bedroom, 1-bath home to its full potential. ... |
5 beds | 1 baths | 1,890 sq.ft. |
$249,000 |
Airbnb cash on cash: 9.43%
|
834 Winslows Mills RdWaldoboro, MECURRENTLY BEING BUILT!! - Do not miss this opportunity to own a brand new stick built, ene... |
3 beds | 2 baths | 1,008 sq.ft. |
$385,000 |
Airbnb cash on cash: 1.44%
|
674 Friendship RdWaldoboro, ME674 Friendship Rd, Waldoboro, ME 04572 | Single Family Residential |
2 beds | 1 baths | 1,288 sq.ft. |
$625,000 |
Airbnb cash on cash: -1.16%
|
350 Old Rte OneWaldoboro, ME350 Old Rte One, Waldoboro, ME 04572 | Single Family Residential |
4 beds | 2 baths | 2,400 sq.ft. |
$369,000 |
Airbnb cash on cash: 2.48%
|
180 Bremen RdWaldoboro, ME180 Bremen Rd, Waldoboro, ME 04572 | Single Family Residential |
4 beds | 2 baths | 1,870 sq.ft. |
$380,000 |
Airbnb cash on cash: 2.34%
|
679 Friendship RdWaldoboro, ME679 Friendship Rd, Waldoboro, ME 04572 | Other |
N/A beds | N/A baths | N/A |
$285,000 |
Airbnb cash on cash: -2.7%
|
265 Friendship RdWaldoboro, ME
|
N/A beds | N/A baths | N/A |
$115,000 |
Airbnb cash on cash: -3.18%
|
501 Noyes RdWaldoboro, ME501 Noyes Rd, Waldoboro, ME 04572 | Other |
N/A beds | N/A baths | N/A |
$525,000 |
Airbnb cash on cash: -2.54%
|
P/O Lot 51 Washington RdWaldoboro, MEP/O Lot 51 Washington Rd, Waldoboro, ME 04572 | Other |
N/A beds | N/A baths | N/A |
$149,900 |
Airbnb cash on cash: -3%
|
Real Estate investment in Waldoboro, ME
There are 39 properties for sale in the city of Waldoboro . The median list price in Waldoboro is $279,833 and the average price per square foot is $160. In October 2026, the average monthly cash on cash return in Waldoboro is 7.00%. The average monthly rental income in Waldoboro is $2,203.