(Note: Investors- Income generating potential with rare zoning for BOTH LONG AND SHORT TERM RENTAL! Seller has list of prospective long term tenants desiring these 2 homes as long term rentals!) Here's your chance to own your very own highly versatile investment property featuring not one, but TWO fully furnished coastal-inspired cottages--both short-term rental friendly--plus a 30-amp RV hookup with sewer connection for even more flexibility! This rare and unique property is just 6 minutes to 30A beaches, tucked beneath mature oak trees bordered by a 255-acre conservation buffer that will never be built on, offering lasting privacy and a peaceful natural canopy. The .28-acre lot has ample parking and room to add a pool, garden, or personal outdoor retreat. To the left rear side of the property sits the ''Blue Cottage,'' a 2BR/1BA home with a new metal roof (2023) that grossed $29 as a short-term rental in 2023, and was leased at $2,100/month in 2024.This cottage offers 868 square feet of heated and cooled living space, plus an additional 178 square feet of screened-in porch, giving you a total of 1,046 square feet of enjoyable space. Recent updates include new appliances, kitchen island, countertops, flooring, paint (interior & exterior deck), water heater, washer/dryer, and a new laundry room door. The large screened-in porch with flat screen TV and adjacent grilling deck invite year-round enjoyment. Inside, you'll find all-white paneled walls, beachy decor, and a split floor plan with barn doors to add character. The cottage is also plumbed for a future outdoor shower, pool, spa, or water feature, making it ready for the next phase of enjoyment.
On the opposite side of the lot sits "Crab Island," a 1BR/1BA guest cottage built in 2014, which grossed $19K in 2023 and is now leased at $1,650/month (as of April 2024). The studio offers 350 square feet of interior living space plus an expansive 236 square foot screened-in rear porch with large sliding glass doors that create an open, airy connection between indoor and outdoor living. The porch features countertops, sink, storage, a mini fridge, and two outdoor ceiling fans perfect for entertaining or relaxing. The fully fenced backyard, wraparound decking, outdoor shower, and dedicated outdoor storage complete this charming and functional retreat.
With no HOA, proven income history, multiple dwelling flexibility, and proximity to Grand Boulevard, Destin Harbor, restaurants, parks, and beaches this is truly a rare find in Santa Rosa Beach. Whether you're looking for a personal retreat, rental powerhouse, or multi-family setup, 40 Long Leaf Circle delivers on lifestyle and investment potential.
For sale
$539,000
40 Long Leaf Cir, Santa Rosa Beach, FL 32459
3beds
1,252sqft
Est.:
Single Family Residence
Built in 2006
0.28 Acres Lot
$-- Zestimate®
$431/sqft
$-- HOA
What's special
Beachy decorWraparound deckingLarge screened-in porchKitchen islandNew metal roofScreened-in porchNew appliances
- 18 days
- on Zillow |
- 868 |
- 86 |
Likely to sell faster than
Zillow last checked: 8 hours ago
Listing updated: April 25, 2025 at 02:10am
Listed by:
Bridgett L Hall-Cotton 850-381-7443,
A List Beach Realty LLC,
Wade Cotton 334-208-7628,
A List Beach Realty LLC
Source: ECAOR,MLS#: 973018
Originating MLS: Emerald Coast

Travel times
Tour with a buyer’s agent
Tour with a buyer’s agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Level: First
Bedroom
- Level: First
Living room
- Level: First
Heating
- Heat - Wall/Window, Electric
Cooling
- Electric, Wall/Window Unit(s)
Appliances
- Included: Electric Water Heater
Features
- Bedroom, Living Room, Master Bedroom, Separate Apartment
- Common walls with other units/homes: No Common Walls
Interior area
- Total structure area: 1,252
- Total interior livable area: 1,252 sqft
Property
Features
- Stories: 1
- Patio & porch: Porch Screened, Screened Porch
- Pool features: None
- Fencing: Partial,Privacy
Lot
- Size: 0.28 Acres
- Dimensions: 141.75 x 86.07 x 139.39 x 89.92
- Features: Gravel/Oyster Shell, See Remarks, Survey Available
Details
- Additional structures: Guest House
- Parcel number: 302S20333080000250
- Zoning description: Resid Single Family
- Special conditions: Accept Backup Offers
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cabin
- Property subtype: Single Family Residence
Materials
- Block, Frame, Wood Siding, Trim Wood
- Roof: Roof Composite Shngl,Metal
Condition
- Construction Complete
- Year built: 2006
Utilities & green energy
- Water: Public
- Utilities for property: Electricity Connected
Community & HOA
Community
- Subdivision: Nonesuch Way
Location
- Region: Santa Rosa Beach
Financial & listing details
- Price per square foot: $431/sqft
- Tax assessed value: $182,251
- Annual tax amount: $1,535
- Date on market: 4/8/2025
- Total actual rent: 1750
- Electric utility on property: Yes
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