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88 N Cypress Breeze Blvd, Santa Rosa Beach

Welcome to refined coastal living in Cypress Breeze, an exclusive gated community just moments from the beaches of West 30A. This custom-built home combines exceptional craftsmanship, modern technology, and timeless design for a living experience that is both luxurious and inviting. Step through the grand foyer where soaring ceilings and a sweeping staircase create a striking first impression. The open-concept great room was designed for both relaxation and entertaining, featuring a cozy gas fireplace, designer lighting, and seamless flow to the outdoors. Expansive glass sliders lead to a private backyard retreat surrounded by lush landscaping. The pool and spa feature stunning fire and water elements, while the outdoor kitchen and bar make it easy to host unforgettable gatherings. The chef's kitchen is a masterpiece of form and function with top-tier appliances including a Wolf range, Sub-Zero refrigeration, Cove dishwasher, Miele coffee system, and Sub-Zero beverage center. Quartz countertops, custom cabinetry, and a walk-in pantry add to the thoughtful design and luxury finishes throughout. The primary suite on the main level offers a true sanctuary with a spa-worthy en-suite bathroom that includes a wet room, soaking tub, infrared sauna, lighted mirrors, and exquisite tile selections. A guest suite with a private bath, a powder room with indoor and outdoor access, and a large laundry room are also located on the main level. Upstairs, two additional guest bedrooms share a beautifully appointed bath, and a hidden playroom provides a fun space for kids or an ideal flex room. The oversized two-car garage and separate third bay offer plenty of space for vehicles, storage, or golf carts. Every inch of this residence reflects quality and innovation. Features include cement board stucco siding, a steel tile roof, Italian porcelain driveway and patios, a whole-home water filtration system, landscape lighting, a high-tech security system, Sonos sound throughout, Nest WiFi detectors, automated pool controls, and WiFi thermostats. Cypress Breeze residents enjoy private gated living with resort-style amenities, including one of the largest community pools on 30A. Conveniently located near upscale dining, boutique shopping, and the white-sand beaches of South Walton, this home captures the essence of the 30A lifestyle with a perfect balance of elegance, comfort, and coastal charm. Please contact us for a private showing or for more information.

4 Beds ⋅ 4 Baths ⋅ 989357 MLS

Welcome to refined coastal living in Cypress Breeze, an exclusive gated community just moments from the beaches of West 30A. This custom-built home combines exceptional craftsmanship, modern technology, and timeless design for a living experience that is both luxurious and inviting. Step through the grand foyer where soaring ceilings and a sweeping staircase create a striking first impression. The open-concept great room was designed for both relaxation and entertaining, featuring a cozy gas fireplace, designer lighting, and seamless flow to the outdoors. Expansive glass sliders lead to a private backyard retreat surrounded by lush landscaping. The pool and spa feature stunning fire and water elements, while the outdoor kitchen and bar make it easy to host unforgettable gatherings. The chef's kitchen is a masterpiece of form and function with top-tier appliances including a Wolf range, Sub-Zero refrigeration, Cove dishwasher, Miele coffee system, and Sub-Zero beverage center. Quartz countertops, custom cabinetry, and a walk-in pantry add to the thoughtful design and luxury finishes throughout. The primary suite on the main level offers a true sanctuary with a spa-worthy en-suite bathroom that includes a wet room, soaking tub, infrared sauna, lighted mirrors, and exquisite tile selections. A guest suite with a private bath, a powder room with indoor and outdoor access, and a large laundry room are also located on the main level. Upstairs, two additional guest bedrooms share a beautifully appointed bath, and a hidden playroom provides a fun space for kids or an ideal flex room. The oversized two-car garage and separate third bay offer plenty of space for vehicles, storage, or golf carts. Every inch of this residence reflects quality and innovation. Features include cement board stucco siding, a steel tile roof, Italian porcelain driveway and patios, a whole-home water filtration system, landscape lighting, a high-tech security system, Sonos sound throughout, Nest WiFi detectors, automated pool controls, and WiFi thermostats. Cypress Breeze residents enjoy private gated living with resort-style amenities, including one of the largest community pools on 30A. Conveniently located near upscale dining, boutique shopping, and the white-sand beaches of South Walton, this home captures the essence of the 30A lifestyle with a perfect balance of elegance, comfort, and coastal charm. Please contact us for a private showing or for more information.

88 N Cypress Breeze Blvd, Santa Rosa Beach

123 S Cypress Breeze Blvd, Santa Rosa Beach

$1,190,000

This beautifully updated 5-bedroom, 3,421 sq ft home in the gated community of Cypress Breeze is located steps from the resort-style community pool and less than a mile from the beach. Built as a custom home by the original builder, it's filled with upscale finishes and thoughtful design. The first floor features a private guest suite with a full kitchen, bathroom, living space, and queen bedroom--perfect for guests or extended family. The second floor offers an open layout with a large kitchen, breakfast bar, dining area, and the primary suite with a private bath and balcony. On the third level, you'll find three spacious guest rooms, two updated bathrooms, and a cozy loft with a daybed and TV. Located near Gulf Place with shopping, dining, and events. Golf cart is included!

5 Beds ⋅ 4 Baths ⋅ 995577 MLS

This beautifully updated 5-bedroom, 3,421 sq ft home in the gated community of Cypress Breeze is located steps from the resort-style community pool and less than a mile from the beach. Built as a custom home by the original builder, it's filled with upscale finishes and thoughtful design. The first floor features a private guest suite with a full kitchen, bathroom, living space, and queen bedroom--perfect for guests or extended family. The second floor offers an open layout with a large kitchen, breakfast bar, dining area, and the primary suite with a private bath and balcony. On the third level, you'll find three spacious guest rooms, two updated bathrooms, and a cozy loft with a daybed and TV. Located near Gulf Place with shopping, dining, and events. Golf cart is included!

123 S Cypress Breeze Blvd, Santa Rosa Beach

$1,160,000

Welcome to Cypress Breeze Plantation, where the beach is close, Gulf Place is easy, and the pool is not playing around. This furnished three-bedroom, 3.5-bath home sleeps 10, includes a 6-seater golf cart, and is built for simple 30A living. The main-level owner's suite keeps everyday life easy, with double vanities and an oversized frameless glass shower. The open kitchen, dining, and living area gives everyone room to gather, unwind, and come back together after a day at the beach. The outdoor patio adds an easy extra living space, perfect for grilling, cocktails, or slow coffee mornings before heading down to the water, while the spacious backyard offers PLENTY OF ROOM TO ADD A POOL and create your own private outdoor retreat. 3D Virtual Matterport tour available upon request. Upstairs, the loft adds flexible space for movie nights, guests, a media room, or the inevitable rainy beach day, with additional sleeping space that helps comfortably accommodate a crowd. Two guest bedrooms each have their own private bathroom, including a bunkroom that sleeps four. Translation: bring the people. There is room. The home is offered fully furnished and includes two beach bikes. The one-car garage also includes a Tesla charger, because convenient should actually mean convenient. Getting to Gulf Place, Ed Walline Beach Access, shopping, dining, and live music feels like part of the routine. Cypress Breeze Plantation is gated and known for one major community flex: its 14,000-square-foot resort-style pool, one of the largest residential pools on the Emerald Coast. The neighborhood also offers food trucks, seasonal events, and easy access to the west end of 30A.

3 Beds ⋅ 4 Baths ⋅ 1002780 MLS

Welcome to Cypress Breeze Plantation, where the beach is close, Gulf Place is easy, and the pool is not playing around. This furnished three-bedroom, 3.5-bath home sleeps 10, includes a 6-seater golf cart, and is built for simple 30A living. The main-level owner's suite keeps everyday life easy, with double vanities and an oversized frameless glass shower. The open kitchen, dining, and living area gives everyone room to gather, unwind, and come back together after a day at the beach. The outdoor patio adds an easy extra living space, perfect for grilling, cocktails, or slow coffee mornings before heading down to the water, while the spacious backyard offers PLENTY OF ROOM TO ADD A POOL and create your own private outdoor retreat. 3D Virtual Matterport tour available upon request. Upstairs, the loft adds flexible space for movie nights, guests, a media room, or the inevitable rainy beach day, with additional sleeping space that helps comfortably accommodate a crowd. Two guest bedrooms each have their own private bathroom, including a bunkroom that sleeps four. Translation: bring the people. There is room. The home is offered fully furnished and includes two beach bikes. The one-car garage also includes a Tesla charger, because convenient should actually mean convenient. Getting to Gulf Place, Ed Walline Beach Access, shopping, dining, and live music feels like part of the routine. Cypress Breeze Plantation is gated and known for one major community flex: its 14,000-square-foot resort-style pool, one of the largest residential pools on the Emerald Coast. The neighborhood also offers food trucks, seasonal events, and easy access to the west end of 30A.

199 Cypress Breeze Dr, Santa Rosa Beach

258 Tropical Breeze Dr, Santa Rosa Beach

$815,000

Welcome to 258 Tropical Breeze Drive, where coastal living meets resort-style comfort. Located in the gated community of Cypress Breeze Plantation, this light-filled 4-bedroom, 4-bath home offers space, flexibility, and a lifestyle that works equally well for full-time living or short-term rental use. Built in 2015 and recently refreshed with a new roof, fresh paint, and new flooring, the open-concept layout is ideal for gathering, entertaining, and hosting guests. Natural light fills the home, while the covered patio extends living space outdoors. The property also offers room to add a private pool, adding even more appeal and flexibility. Enjoy a resort-style community pool with waterfalls and tropical landscaping — a setting that feels like a vacation every day. With 2,475 square feet, four true bedrooms, and four full baths, this home provides a layout that supports privacy, comfort, and versatility key qualities for short-term rental success without sacrificing everyday livability. The open living areas create a relaxed, welcoming atmosphere that works just as well for families as it does for guests. Cypress Breeze Plantation is known for its gated entrance, lush tropical landscaping, and resort-style amenities, offering a setting that owners enjoy and visitors remember. Additional features include a two-car garage, lawn irrigation, public water and sewer, natural gas availability, and the added peace of mind of not being in a flood zone.

4 Beds ⋅ 4 Baths ⋅ 994749 MLS

Welcome to 258 Tropical Breeze Drive, where coastal living meets resort-style comfort. Located in the gated community of Cypress Breeze Plantation, this light-filled 4-bedroom, 4-bath home offers space, flexibility, and a lifestyle that works equally well for full-time living or short-term rental use. Built in 2015 and recently refreshed with a new roof, fresh paint, and new flooring, the open-concept layout is ideal for gathering, entertaining, and hosting guests. Natural light fills the home, while the covered patio extends living space outdoors. The property also offers room to add a private pool, adding even more appeal and flexibility. Enjoy a resort-style community pool with waterfalls and tropical landscaping — a setting that feels like a vacation every day. With 2,475 square feet, four true bedrooms, and four full baths, this home provides a layout that supports privacy, comfort, and versatility key qualities for short-term rental success without sacrificing everyday livability. The open living areas create a relaxed, welcoming atmosphere that works just as well for families as it does for guests. Cypress Breeze Plantation is known for its gated entrance, lush tropical landscaping, and resort-style amenities, offering a setting that owners enjoy and visitors remember. Additional features include a two-car garage, lawn irrigation, public water and sewer, natural gas availability, and the added peace of mind of not being in a flood zone.

258 Tropical Breeze Dr, Santa Rosa Beach

$799,900

This charming 3-bedroom, 2-bath beach home is nestled in a gated 30A community located near Shunk Gulley, Gulf Place, and the Ed Walline Beach Access, placing shopping, dining, and our gorgeous white-sand beaches right at your fingertips. The split-bedroom floor plan ensures privacy, with the primary suite tucked away at the back of the home, while the open-concept main living area offers the perfect setting for entertaining, relaxing, or enjoying meals together. This home boasts a newer A/C as well as a new stainless steel french door refrigerator (2024), all adding to the comfort of this well-cared-for home. What makes this property special? Backing up to a protected nature preserve, the home offers a private and tranquil setting where you can bask in the sun while observing all forms of nature & birdwatching while enjoying the Florida breeze. The recently added outdoor space has been thoughtfully designed for comfortable gatherings, privacy hedges, featuring fresh brick pavers, custom landscaping, two oversized swings & benches made of easy care polywood and plenty of seating around a firepit and BBQ area carefully landscaped with privacy in mind. When not at the beach, enjoy the massive resort style swimming pool featuring gated access, stone boulders with swim shelves & intimate enclaves with numerous waterfalls thus making it an unique & amazing water experience for you and your guests. Home is being offered fully furnished so you or your guests can enjoying the chic coastal lifestyle you deserve right away. With a durable hardie board & partial brick exterior, as well as easy pull-down Hurricane window & door shutters, this beach retreat combines beauty and peace of mind, making it the perfect second home or coastal escape.

3 Beds ⋅ 2 Baths ⋅ 985223 MLS

This charming 3-bedroom, 2-bath beach home is nestled in a gated 30A community located near Shunk Gulley, Gulf Place, and the Ed Walline Beach Access, placing shopping, dining, and our gorgeous white-sand beaches right at your fingertips. The split-bedroom floor plan ensures privacy, with the primary suite tucked away at the back of the home, while the open-concept main living area offers the perfect setting for entertaining, relaxing, or enjoying meals together. This home boasts a newer A/C as well as a new stainless steel french door refrigerator (2024), all adding to the comfort of this well-cared-for home. What makes this property special? Backing up to a protected nature preserve, the home offers a private and tranquil setting where you can bask in the sun while observing all forms of nature & birdwatching while enjoying the Florida breeze. The recently added outdoor space has been thoughtfully designed for comfortable gatherings, privacy hedges, featuring fresh brick pavers, custom landscaping, two oversized swings & benches made of easy care polywood and plenty of seating around a firepit and BBQ area carefully landscaped with privacy in mind. When not at the beach, enjoy the massive resort style swimming pool featuring gated access, stone boulders with swim shelves & intimate enclaves with numerous waterfalls thus making it an unique & amazing water experience for you and your guests. Home is being offered fully furnished so you or your guests can enjoying the chic coastal lifestyle you deserve right away. With a durable hardie board & partial brick exterior, as well as easy pull-down Hurricane window & door shutters, this beach retreat combines beauty and peace of mind, making it the perfect second home or coastal escape.

101 Sweet Breeze Dr, Santa Rosa Beach

$799,000

Welcome to 14 Breezeway Boulevard, a beautifully appointed, fully furnished beach house in the gated community of Cypress Breeze Plantation in Santa Rosa Beach along Scenic 30A. Offering 3 bedrooms plus a versatile bonus room that can easily serve as a 4th bedroom, office, or additional living space, this approximately 2,301-square-foot home blends refined coastal style with effortless livability. Framed by a gracious wraparound porch and set against a private preserve backdrop, the home exudes classic Southern charm. Inside, a thoughtfully designed open floor plan features wood-look tile flooring, crown molding, and an expansive kitchen with quartz countertops, stainless steel appliances, and a generous dining area ideal for gathering and entertaining. Ideally located just moments from Gulf Place, Scenic Highway 30A's white-sand beaches, and close proximity just steps from the community's resort-style pool, residents enjoy both convenience and a relaxed coastal lifestyle. Cypress Breeze offers low HOA dues, a vibrant neighborhood atmosphere, and allows both short- and long-term rentals, making this an exceptional opportunity as a primary residence, second home, or investment property. Recent upgrades include two new Trane HVAC systems (2025) and a water heater (2021).

3 Beds ⋅ 2 Baths ⋅ 1000186 MLS

Welcome to 14 Breezeway Boulevard, a beautifully appointed, fully furnished beach house in the gated community of Cypress Breeze Plantation in Santa Rosa Beach along Scenic 30A. Offering 3 bedrooms plus a versatile bonus room that can easily serve as a 4th bedroom, office, or additional living space, this approximately 2,301-square-foot home blends refined coastal style with effortless livability. Framed by a gracious wraparound porch and set against a private preserve backdrop, the home exudes classic Southern charm. Inside, a thoughtfully designed open floor plan features wood-look tile flooring, crown molding, and an expansive kitchen with quartz countertops, stainless steel appliances, and a generous dining area ideal for gathering and entertaining. Ideally located just moments from Gulf Place, Scenic Highway 30A's white-sand beaches, and close proximity just steps from the community's resort-style pool, residents enjoy both convenience and a relaxed coastal lifestyle. Cypress Breeze offers low HOA dues, a vibrant neighborhood atmosphere, and allows both short- and long-term rentals, making this an exceptional opportunity as a primary residence, second home, or investment property. Recent upgrades include two new Trane HVAC systems (2025) and a water heater (2021).

14 Breezeway Blvd, Santa Rosa Beach