Prime Opportunity Steps from Rosemary Beach! Ideally situated at the edge of Inlet and Rosemary Beach, 106 Winston Lane offers the perfect blend of privacy, rental potential, and walkable beachside convenience. Just one block from a beach access point and a five-minute stroll to the shops and restaurants of Rosemary Beach, this spacious property is also a short bike ride to Alys Beach, Seacrest, and other iconic 30A communities.Effortlessly blending modern coastal elegance with relaxed Boho textures and a hint of Soho chic, the interiors are as stylish as they are functional - designed for both upscale getaways and high-performing vacation rental appeal. The main residence features three king suites and a charming bunk room with two sets of twin-over-twin bunks. The open-concept layout flows seamlessly to a private outdoor patio and heated pool - ideal for group gatherings or quiet relaxation.
A separate carriage house adds even more flexibility, offering a studio-style layout with a defined sleeping area and queen sleeper sofa - perfect for guests or additional rental income.
This turnkey property is well-suited for large families or vacationing groups, with generous indoor and outdoor living space, a large central kitchen, and a layout designed for connection and comfort.
Rental-ready and located in one of the most desirable stretches of Scenic 30A, 106 Winston Lane combines lifestyle, location, and investment appeal.
Private pool, one-block beach access, and strong rental potential make this a standout opportunity.
No HOA = more freedom and fewer expenses. Investors will appreciate the flexibility for short-term rentals, no monthly dues, and the ability to manage the property without restrictive oversight - maximizing both rental income and long-term value.
For sale
$3,000,000
106 N Winston Ln, Rosemary Beach, FL 32461
4beds
2,274sqft
Est.:
Single Family Residence
Built in 2013
5,662.8 Square Feet Lot
$2,814,200 Zestimate®
$1,319/sqft
$-- HOA
What's special
Private poolOne-block beach accessHeated poolPrivate outdoor patioStudio-style layoutQueen sleeper sofaLarge central kitchen
- 53 days
- on Zillow |
- 358 |
- 30 |
Zillow last checked: 7 hours ago
Listing updated: July 20, 2025 at 05:29am
Listed by:
Bremer Group 850-462-5738,
EXP Realty LLC
Source: ECAOR,MLS#: 980571
Originating MLS: Emerald Coast

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Primary bedroom
- Features: MBed Balcony, MBed Carpeted, Cathedral Ceiling(s), Walk-In Closet(s)
- Level: Third
Bedroom
- Level: Second
Primary bathroom
- Features: Double Vanity, Soaking Tub, MBath Separate Shwr, MBath Tile
Bathroom
- Level: Second
Bathroom 1
- Level: First
Kitchen
- Level: First
Living room
- Level: First
Heating
- Electric
Cooling
- AC - 2 or More, Ceiling Fan(s)
Appliances
- Included: Dishwasher, Microwave, Refrigerator W/IceMk, Gas Range, Electric Water Heater
Features
- Breakfast Bar, Bookcases, Cathedral Ceiling(s), Recessed Lighting, Owner's Closet, Pantry, Bedroom, Bunk Room, Full Bathroom, Half Bathroom, Kitchen, Living Room, Master Bathroom, Master Bedroom, Other
- Flooring: Tile, Vinyl, Carpet
- Windows: Double Pane Windows
- Has fireplace: Yes
- Fireplace features: Fireplace, Gas
- Furnished: Yes
- Common walls with other units/homes: No Common Walls
Interior area
- Total structure area: 2,274
- Total interior livable area: 2,274 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage Detached, Garage Door Opener
- Garage spaces: 2
Features
- Stories: 3
- Patio & porch: Deck Covered, Patio Open, Porch Open
- Exterior features: Balcony, Columns, Separate Living Area, Outdoor Shower
- Has private pool: Yes
- Pool features: Private, In Ground
- Fencing: Privacy
Lot
- Size: 5,662.8 Square Feet
- Dimensions: 41 x 131
- Features: Level, Within 1/2 Mile to Water
Details
- Additional structures: Guest House
- Parcel number: 363S18162300000060
- Zoning description: Resid Single Family
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Beach House
- Property subtype: Single Family Residence
Materials
- Stucco
- Roof: Metal
Condition
- Construction Complete
- Year built: 2013
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Electricity Connected, Natural Gas Connected, Cable Connected
Community & HOA
Community
- Security: Fire Alarm/Sprinkler
- Subdivision: Costa Carina
Location
- Region: Rosemary Beach
Financial & listing details
- Price per square foot: $1,319/sqft
- Annual tax amount: $15,972
- Date on market: 7/9/2025
- Cumulative days on market: 53 days
- Listing terms: Conventional,VA Loan
- Lease term: Daily/Weekly
- Electric utility on property: Yes
- Road surface type: Paved
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