Real Estate Investment Properties for Sale in Sugarloaf Key, FL
Looking for investment property in Sugarloaf Key, FL with high ROI ?
Explore a variety of short-term homes & houses in Sugarloaf Key, FL. Invest wisely with VRBO & Sugarloaf Key, FL 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 Sugarloaf Key, FL
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
20838 W 5th AvenueSugarloaf Key, FLDiscover the ultimate boating lifestyle in the Florida Keys with this beautiful Deep Draft... |
3 beds | 2 baths | 1,944 sq.ft. |
$1,599,000 |
Airbnb cash on cash: 4.18%
|
755 Sawyer DriveSugarloaf Key, FLIn prestigious Cudjoe Gardens, this fully renovated Keys retreat feels more like a private... |
3 beds | 2 baths | 1,851 sq.ft. |
$3,750,000 |
Airbnb cash on cash: 1.2%
|
180 Sugarloaf DriveSugarloaf Key, FL**Motivated Sellers, all reasonable offers considered**This charming 3 bedroom 2 bath hous... |
3 beds | 2 baths | 1,232 sq.ft. |
$750,000 |
Airbnb cash on cash: 9.65%
|
20844 W 4th AvenueSugarloaf Key, FLSOLD TURNKEY! INCLUDES FURNISHINGS, 2006 PONTOON BOAT & 2021 JET SKI! DEEP WATER! A remark... |
4 beds | 3 baths | 2,951 sq.ft. |
$2,875,000 |
Airbnb cash on cash: 2%
|
1151 Sugarloaf BoulevardSugarloaf Key, FLTruly unique and private estate property on the desired Sugarloaf Blvd. in Sugarloaf Shore... |
3 beds | 2 baths | 2,144 sq.ft. |
$1,689,000 |
Airbnb cash on cash: 3.28%
|
17171 Seagrape LaneSugarloaf Key, FLRARE OPPORTUNITY HERE! This home is perfect for a DIY or Builder. Bring your imagination ... |
3 beds | 3 baths | 1,400 sq.ft. |
$998,000 |
Airbnb cash on cash: 7.44%
|
17245 Jamaica LaneSugarloaf Key, FLTucked along a quiet canal in Sugarloaf Shores, 17245 Jamaica Lane captures the essence of... |
3 beds | 2 baths | 1,248 sq.ft. |
$925,000 |
Airbnb cash on cash: 7.86%
|
17210 Angelfish LaneSugarloaf Key, FLExperience the best of waterfront living in this brand-new home on Lower Sugarloaf Key. Th... |
3 beds | 3 baths | 2,288 sq.ft. |
$2,299,999 |
Airbnb cash on cash: 2.65%
|
17094 Coral DriveSugarloaf Key, FLThis beautifully appointed home is located in prestigious Sugarloaf Shores, an upscale coa... |
3 beds | 3 baths | 1,998 sq.ft. |
$1,699,000 |
Airbnb cash on cash: 3.82%
|
17176 W Bonita LaneSugarloaf Key, FLExperience island living in this 2,353 sq ft, 4-bed, 3-bath Sugarloaf Shores home on a 12,... |
4 beds | 3 baths | 2,353 sq.ft. |
$1,698,000 |
Airbnb cash on cash: 4.67%
|
17137 W Bonita LaneSugarloaf Key, FLEnjoy this ideal custom built Keys home located in beautiful Sugarloaf Shores! A very welc... |
3 beds | 2 baths | 1,392 sq.ft. |
$1,099,000 |
Airbnb cash on cash: 6.75%
|
17144 Coral DriveSugarloaf Key, FLLocated in prestigious Sugarloaf Shores, a coastal community of waterfront homes just 15 m... |
3 beds | 2 baths | 1,437 sq.ft. |
$1,295,000 |
Airbnb cash on cash: 5.3%
|
17227 Allamanda DriveSugarloaf Key, FLWelcome to your own slice of paradise in the desirable Sugarloaf Shores neighborhood of th... |
3 beds | 2 baths | 1,788 sq.ft. |
$1,599,000 |
Airbnb cash on cash: 4.1%
|
1481 Sugarloaf BoulevardSugarloaf Key, FLWelcome to this spacious canal-front retreat set on an oversized half-acre lot with endles... |
4 beds | 2 baths | 2,605 sq.ft. |
$1,710,000 |
Airbnb cash on cash: 5.03%
|
16745 Tamarind RoadSugarloaf Key, FLStep into your own waterfront sanctuary, 'Casa Del Mar' in prestigious Sugarloaf Shores on... |
4 beds | 5 baths | 2,907 sq.ft. |
$4,400,000 |
Airbnb cash on cash: 1.07%
|
51 Drost DriveSugarloaf Key, FLOriginally built as the developer of Cudjoe Gardens personal residence, this exceptional M... |
3 beds | 2 baths | 1,356 sq.ft. |
$1,499,000 |
Airbnb cash on cash: 4.28%
|
16200 Old State Road #UNIT 4ASugarloaf Key, FLRetreat to over 20 acres of private paradise, where unobstructed open-water views and brea... |
3 beds | 2 baths | 1,964 sq.ft. |
$3,999,000 |
Airbnb cash on cash: 0.77%
|
17152 Marlin DriveSugarloaf Key, FLNestled on a very quiet street in the exclusive community Sugarloaf Shores, this beautiful... |
3 beds | 2 baths | 1,200 sq.ft. |
$1,599,000 |
Airbnb cash on cash: 4.06%
|
17226 Jamaica LaneSugarloaf Key, FLCompletely remodeled, turn key 3 bed 2 bath canal front home that.backs up to the nature's... |
3 beds | 2 baths | 1,248 sq.ft. |
$1,195,000 |
Airbnb cash on cash: 5.8%
|
19881 Date Palm DriveSugarloaf Key, FLEscape to your own private paradise at 19881 Date Palm Drive in Sugarloaf Key! This beauti... |
3 beds | 2 baths | 1,068 sq.ft. |
$1,150,000 |
Airbnb cash on cash: 6.38%
|
813 Hawksbill LaneSugarloaf Key, FLCharming 2BR/2BA PLUS A LOFT, Keys home on Upper Sugarloaf, the perfect blend of comfort a... |
2 beds | 2 baths | 1,008 sq.ft. |
$910,000 |
Airbnb cash on cash: 3.05%
|
Real Estate investment in Sugarloaf-key, FL
There are 31 properties for sale in the city of Sugarloaf Key . The median list price in Sugarloaf Key is $1,499,000 and the average price per square foot is $963. In January 2026, the average monthly cash on cash return in Sugarloaf Key is 1.00%. The average monthly rental income in Sugarloaf Key is $2,595.