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This property has two homes on it. 186 and 186A Chicago. The dwelling in the front is a 2/1 of 1140 sq ft. The back dwelling 186A is a 1/1 of 432 sq ft. 186A has new hardie board siding. Both have had new roofs put on in 2023/2024. This is a great opportunity for investment property or multi-generational living. Nice large lot with convenient location to bases, parks, shopping, beaches.

Valparaiso

186 Chicago Avenue

3 Beds

2 Baths

1,572 Sq.Ft.

$185,000

MLS#: 993574

Turnkey, fully furnished, and equipped short-term rental with an impressive two-year rental history generating $94,000 in 2025. This move-in-ready 4-bedroom, 2-bath home presents an exceptional opportunity as an income-producing investment, second home, or primary residence in the heart of Fort Walton Beach.

Ideally located just minutes from the area's white-sand beaches, Okaloosa Island, and popular attractions including the Gulfarium Marine Adventure Park, this beautifully updated property combines convenience, comfort, and coastal charm. The home welcomes you with attractive curb appeal and a modern interior featuring an open-concept floor plan with spacious living and dining areas, ideal for entertaining or relaxing. The sleek kitchen is thoughtfully designed with stainless appliances, ample cabinetry, and island seating.

Outdoor living is a highlight, with an expansive patio featuring outdoor furniture and a BBQ grill, perfect for enjoying Florida's year-round sunshine. The private backyard oasis includes a sparkling swimming pool framed by lush landscaping and mature palm trees, creating a serene and secluded retreat.

Each bedroom is well-appointed for comfort, while the updated bathrooms offer a clean, spa-like feel. The home is fully furnished with higher-end furniture and includes all linens, housewares, and equipment, allowing a new owner to begin vacation renting immediately. Additional features include a dedicated workspace, washer and dryer, self check-in capabilities, and ample parkingamenities highly valued by short-term renters and owners alike.

Located in a vibrant coastal community, this property is within walking distance to a neighborhood bayfront park featuring a playground, white sandy beach, and public boat ramp, offering a true coastal lifestyle. With strong rental performance, a turnkey setup, and an exceptional location, this home delivers both lifestyle appeal and proven investment potential in one of Fort Walton Beach's most desirable areas of Garners Beach/Beachview neighborhood.

Fort Walton Beach

111 NE Patton Drive

4 Beds

2 Baths

1,666 Sq.Ft.

$550,000

MLS#: 993449

DeFuniak Springs

346 Crescent Drive

2 Beds

1 Baths

1,053 Sq.Ft.

$1,500

MLS#: 986291

Escape to your own quiet wilderness retreat surrounded by mature oaks and natural beauty. This classic brick ranch sits on a spacious one-acre lot, offering plenty of room to spread out and enjoy the outdoors. Excellent fishing and hunting opportunities are just minutes away, making it the perfect haven for nature lovers. The home features inviting covered porches—ideal for relaxing and taking in the tranquil surroundings—as well as a large outbuilding for storage, hobbies, or a workshop. With ample parking space and the calm of the countryside, this property offers both comfort and serenity.

Ponce De Leon

98 Trucking Lane

3 Beds

2 Baths

1,286 Sq.Ft.

$75,000

MLS#: 992113

Inlet Beach

71 Bridgetown Avenue

4 Beds

5 Baths

2,962 Sq.Ft.

$3,490,000

MLS#: 993530

Santa Rosa Beach

9 Bluebell Circle

5 Beds

3 Baths

3,129 Sq.Ft.

$659,900

MLS#: 993588

1.07 acre lot on a dead end street, these four lots with no HOA are 97x120 each. These lots are located on a very quiet street and is convenient to shopping, Sacred Heart Hospital and just minutes away from the Choctawhatchee Bay and the beaches of South Walton. The lots can be purchased separately as well. Seller financing available. Buyer to please perform their own due diligence and verify all information.

Santa Rosa Beach

10-13 Kimberly Ann Drive

None Beds

None Baths

1.07 acres

$549,900

MLS#: 993541

Welcome to Barefoot Bungalow, an exceptional coastal estate offering 30 feet of private, deeded beachfront along the most sought-after stretch of Scenic Highway 30A. This rare Gulf-front property blends elevated design, refined comfort, and the effortless elegance of beachfront living. Every detail of this residence has been curated for the discerning buyer—from the bespoke lighting fixtures to the coastal-chic interiors that exude warmth and sophistication. The recently reimagined kitchen and dining space features premium appliances and designer finishes, perfect for hosting intimate gatherings or elegant beachfront dinners. The primary suite is a serene escape, featuring a spa-like bathroom with a freestanding soaking tub and an expansive walk-in shower, crafted with.... luxurious materials and timeless design. The main living area frames breathtaking Gulf views and transitions seamlessly to an oversized deck and private outdoor oasiscomplete with a heated pool, spa, and lush landscaping designed for privacy and tranquility. With panoramic, unobstructed sunset vistas and direct access to sugar-white sands, Barefoot Bungalow offers an exclusive coastal lifestylewhether as a sophisticated primary residence, a legacy family retreat, or a high-value addition to your real estate portfolio. Opportunities of this caliber on 30A are exceedingly rare. Schedule your private tour today.

Santa Rosa Beach

5889 W County Hwy 30A

3 Beds

2 Baths

1,472 Sq.Ft.

$3,600,000

MLS#: 993513

Destin

4641 Sunsail Circle

3 Beds

2 Baths

1,590 Sq.Ft.

$548,000

MLS#: 993554

Step into comfort and style with this inviting 3-bedroom, 2-bath home, thoughtfully built and designed by an interior designer and featuring many upgrades throughout. Bright, open living spaces flow effortlessly and showcase refined finishes. Just off the living area, a covered lanai with motorized screens creates the perfect indoor-outdoor retreat with peaceful water views. The kitchen is ideal for everyday living and entertaining, while the generously sized primary bedroom offers a relaxing escape. Enjoy a fully fenced yard surrounded by lush tropical landscaping with palm trees, adding privacy and a resort-like feel. Located in the desirable gated community of Naturewalk at Watersound Origins, this home combines style, comfort, and an exceptional setting.

Inlet Beach

1886 Pathways Drive

3 Beds

2 Baths

1,960 Sq.Ft.

$935,000

MLS#: 993559

Step into instant vacation mode with this upgraded 1BR/2BA pool-level condo at Market Street Inn, highlighted by a rare, fenced large private patio for true indoor-outdoor living overlooking the lush amenity terrace. Perfect for entertaining or relaxing on your patio offering direct walk-out access to the infinity pool, hot tubs, fitness center, grilling area, and outdoor fireplace, no elevators, no hassle.
Minutes from dining, shopping, and nightlife of The Village of Baytowne Wharf, this location is unbeatable. Inside features fresh paint, easy-care flooring, and stylish furnishings, and it's sold fully furnished and turn-key. Whether for personal use or a high-performing rental, this condo delivers prime location, resort amenities, strong income potential. It is a slice of paradise! Market Street Inn 341 Your Private Coastal Escape in Sandestin

Welcome to Market Street Inn 341, where coastal elegance meets effortless resort living inside the prestigious Sandestin Golf & Beach Resort. This refined one-bedroom retreat is designed for guests who crave comfort, style, and walkable access to Sandestin's vibrant village atmosphere.

From the moment you enter, you're welcomed by an airy, inviting layout that blends relaxed luxury with thoughtful design. The fully equipped kitchen with breakfast bar flows seamlessly into the dining and living spacesperfect for slow mornings, entertaining, or unwinding after a sun-filled beach day.

Step outside to your oversized walk-out patio, an ideal setting for morning coffee, evening cocktails, or quiet coastal breezes. The private primary suite offers a serene escape, featuring a spa-inspired bath with a walk-in shower and oversized soaking tub. A second full bath adds comfort and convenience for guests.

Beyond your residence, Market Street Inn delivers true resort-style living. Enjoy a beautiful pool with kiddie pool, hot and cold spas, a fitness center, outdoor gathering areas with grills and fireplace, and gated parking.

As an owner or guest, you also enjoy full access to the world-class amenities of Sandestin Golf & Beach Resortfrom championship golf and tennis, a scenic marina, and private beach access, to boutique shopping, dining, entertainment, spa services, tram transportation, and endless watersports.

Whether you're seeking a refined vacation getaway, a second home by the sea, or a high-performing rental investment, Market Street Inn 341 offers the perfect blend of lifestyle, location, and luxury.

Miramar Beach

9200 Baytowne Wharf Boulevard 341

1 Beds

2 Baths

747 Sq.Ft.

$375,000

MLS#: 993608

Discover comfortable coastal living in this beautifully maintained 1-bedroom studio apartment above the garage at 45 Pine Knolls Lane, offered as a long-term rental in a quiet, desirable neighborhood. The light-filled, open-concept layout is thoughtfully designed for efficient, comfortable living.

The studio includes a well-appointed kitchenette with quality appliances, stone countertops, and ample storage. The bedroom area offers generous closet space and a calm, neutral palette, while durable flooring and updated fixtures enhance the residence's clean, modern appeal.

An elevated covered patio provides a private outdoor retreat—ideal for morning coffee or unwinding in the evening.

Conveniently located less than half a mile from Point Washington State Forest, with easy access to beaches, dining, shopping, and everyday essentials.

Highlights

1-bedroom studio above garage

Open-concept living and sleeping areas

Elevated covered patio

Dedicated parking

Quiet neighborhood near beach and trails

Santa Rosa Beach

45 Pine Knoll Lane B (Carriage Home)

1 Beds

2 Baths

837 Sq.Ft.

$3,200

MLS#: 993517

Remarks: AVAILABLE IMMEDIATELY! Located 20 minutes from the White sand beaches of 30A with easy access to Santa Rosa Beach, Miramar Beach, Destin and Niceville! The Palms of Freeport offers great amenities including a pool and pool house! (2) ASSIGNED PARKING spots. Elementary school is located across the street as is self-storage. This unit features granite counter tops, stainless appliances, plenty of storage, large bedrooms, a spacious floor plan, new blinds, new light fixtures, NEW LVP FLOORING and FRESH PAINT throughout! Washer/dryer hookup located on 2nd floor. Photos are of an identical, recently completed unit. Non-smoking. Pets are allowed. Trash and lawn care included. No lease fees. NO MANAGEMENT APPLICATION FEES. Free 24 hr maintenance. PROFESSIONALLY MANAGED BY LOCAL OWNER.

Freeport

15284 Business Highway 331 Highway 7A

2 Beds

2 Baths

1,109 Sq.Ft.

$1,725

MLS#: 993584

Welcome to your perfect beachside getaway! The building has satisfied the FL milestone inspection. This 1 bedroom + bunk condo has is designed for relaxation and convenience, complete with built-in bunk beds that maximize space and sleeping options. Hot water tank, Washer, Dryer, and Dishwasher have all been newly purchased within the last 2 years.
Start your mornings with coffee on the private balcony, taking in tranquil views of the Gulf.
The condo features a modern kitchen with stainless steel appliances and a breakfast bar, ideal for casual meals or entertaining. The fresh interior complements the coastal surroundings, creating a serene atmosphere.
Embark upon the beach via Inlet Beach Regional Access, or the community pool is a perfect place to relax and soak up summer days!

Inlet Beach

81 S Orange Street UNIT 209

1 Beds

1 Baths

640 Sq.Ft.

$585,000

MLS#: 993550

Niceville

1703 19th Street

4 Beds

3 Baths

2,662 Sq.Ft.

$730,000

MLS#: 993614

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