Seaside Homes

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  /46

  $3,400,000

  • 4 Beds
  • 4.5 Baths
  • 2,674 Sq Ft

  102 Tupelo St, Santa Rosa Beach, FL 32459

  Location location location!! Irish Cottage is located only a 3 minute walk to the beach, is a quick stroll to downtown Seaside, and overlooks the iconic Tupelo Gazebo. You wont need a golf cart or bikes with a home this close to the beach! This two-story home comfortably sleeps 12 with 2 primary en suite bedrooms, one on each floor! Yes, all 2,674 sq ft is in one large home, allowing

  Lauren West Keller Williams Success Realty

  102 Tupelo St, Santa Rosa Beach, FL 32459
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  Explore Seaside

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  /41

  $2,650,000 Sold Aug 28, 2025

  • 2,779 Sq Ft
  • $954/SF
  • 36 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1997

  303 E Ruskin Place, Santa Rosa Beach, FL 32459

  Welcome to 303 Ruskin Place, an extraordinary residence nestled in the heart of the picturesque community of Seaside, Florida. This stunning four-bedroom, four and a half bathroom home has been masterfully remodeled, offering a blend of modern luxury and timeless elegance. As you step through the front door, you'll be greeted by an all new open-concept living space bathed in natural light,

  Jabbour Luxury Group Scenic Sotheby's International Realty

  303 E Ruskin Place, Santa Rosa Beach, FL 32459
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  /57

  Est $2,520,567 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,575 Sq Ft

  39 W Ruskin St, Santa Rosa Beach, FL 32459

  39 W Ruskin St, Santa Rosa Beach, FL 32459
• 

  

  

  /65

  $2,979,000

  • 4 Beds
  • 2.5 Baths
  • 2,583 Sq Ft

  307 E Ruskin Place, Santa Rosa Beach, FL 32459

  Looking for a lucrative business opportunity, a second home, or an investment/vacation property with an exceptional rental history?A rare opportunity awaits with *Ciao Bella*—a completely remodeled coastal retreat in the heart of iconic **Seaside, Florida**. This 4-bedroom, 5-bath townhome has received **over \$500,000 in upgrades**, including a **new roof, new AC, new water heater**, and a

  Amanda Hurd Hurd Real Estate & Company LLC

  307 E Ruskin Place, Santa Rosa Beach, FL 32459
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  /71

  $4,800,000 Sold Jul 24, 2025

  • 3,395 Sq Ft
  • $1,414/SF
  • 111 Days On Market

  • 4 Beds
  • 7 Baths
  • Built 2021

  36 E Ruskin St, Santa Rosa Beach, FL 32459

  Completed in 2021, the main house is perfectly located four lots in from 30A. The front porch spans the width of the home and expands the living area to converse with neighbors passing by or play your favorite board game. Once inside, an open floor plan is revealed with ten-foot ceilings and crisp white painted wood walls. The custom built upholstered banquette with storage beneath runs the full

  Jacqueline Barker Seaside Community Realty Inc

  36 E Ruskin St, Santa Rosa Beach, FL 32459
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  /73

  Est $3,286,481 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,459 Sq Ft

  655 Forest St, Santa Rosa Beach, FL 32459

  655 Forest St, Santa Rosa Beach, FL 32459
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  /88

  $4,975,000

  • 5 Beds
  • 6 Baths
  • 3,360 Sq Ft

  824 Forest St, Santa Rosa Beach, FL 32459

  Contract pending with a 72 hour kick-out clause contingent upon buyer's property selling. Don't hesitate to view this charming Coastal Retreat in the Heart of Seaside, Florida! Welcome to your dream beach home in iconic Seaside, Florida—a beautifully remodeled and fully furnished 4-bedroom, plus media/game room with bunks, 4 full bath, 2 half bath residence that blends classic Southern charm

  Jacqueline Barker Seaside Community Realty Inc

  824 Forest St, Santa Rosa Beach, FL 32459
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  /49

  $2,675,000 Sold Jul 01, 2025

  • 2,062 Sq Ft
  • $1,297/SF
  • 82 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1986

  61 Savannah St, Santa Rosa Beach, FL 32459

  Oh Happy Day is a traditional Florida beach cottage that will bring back favorite memories of your family's summer vacations. Located six lots in from 30A, just a few minutes stroll to the beach, shops, and restaurants in town center. Relax on the front screened porch shaded by lush landscape. The living area is filled with light and sense of grand spaciousness provided by cathedral ceiling.

  Jacqueline Barker Seaside Community Realty Inc

  61 Savannah St, Santa Rosa Beach, FL 32459
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  /65

  Est $3,105,433 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 2,352 Sq Ft

  776 Forest St, Santa Rosa Beach, FL 32459

  776 Forest St, Santa Rosa Beach, FL 32459
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  /37

  $2,295,000

  • 3 Beds
  • 3 Baths
  • 1,061 Sq Ft

  54 Roberts Way, Santa Rosa Beach, FL 32459

  Tucked along Seaside's cherished Rosewalk and just steps from the town center, 54 Robert's Way is a masterfully redefined residence that blends architectural history with modern refinement. Originally constructed as one of the very first spec homes to introduce the Seaside vision, this property has been fully reimagined through a comprehensive renovation completed in 2023. Every detail of the

  Spears Group Compass

  54 Roberts Way, Santa Rosa Beach, FL 32459
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  /45

  $2,750,000 Sold Jun 11, 2025

  • 3,027 Sq Ft
  • $908/SF
  • 61 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1996

  203 W Ruskin Place, Santa Rosa Beach, FL 32459

  Tucked within the storybook setting of Ruskin Park, where winding pathways lead to charming boutiques and the scent of salt lingers in the air, this stately four-story residence is a testament to timeless coastal sophistication. Designed by acclaimed New York architect Alexander Gorlin, the home is one of the largest in Seaside, Florida — its grand façade blending classic architecture with the

  Bert Summerville-Kain Scenic Sotheby's International Realty

  203 W Ruskin Place, Santa Rosa Beach, FL 32459
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  /44

  Est $3,493,750 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,700 Sq Ft

  22 Pensacola St, Santa Rosa Beach, FL 32459

  22 Pensacola St, Santa Rosa Beach, FL 32459
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  /42

  $3,089,000

  • 3 Beds
  • 3.5 Baths
  • 2,294 Sq Ft

  486 Forest St, Santa Rosa Beach, FL 32459

  Seaside Perfection - Fully Refreshed Coastal Cottage Just Steps from the Town Square Now Offered Newly Furnished. This beautifully reimagined 3-bedroom, 3.5-bath home in the heart of Seaside offers 2,294 square feet of light-filled living space and timeless architectural appeal by Scott Merrill. Recently refreshed inside and out, the home blends classic charm with modern comfort,

  Jabbour Luxury Group Scenic Sotheby's International Realty

  486 Forest St, Santa Rosa Beach, FL 32459
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  /63

  $2,900,000 Sold May 23, 2025

  • 2,431 Sq Ft
  • $1,193/SF
  • 46 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1990

  14 Tupelo St, Santa Rosa Beach, FL 32459

  One doesn't have to travel to New York City to experience the 'Upper East Side.' This lovelyversion is nestled directly across from the iconic Tupelo Street beach-access pavilion, and the Gulfviews are stunning! Location, location, location may sound cliché, but it's undeniably true with thelocation of Upper East Side. This prime spot on 30A is mere steps from the beach, and willfast become your

  Donna Spiers Seaside Community Realty Inc

  14 Tupelo St, Santa Rosa Beach, FL 32459
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  /43

  Est $2,868,663 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,508 Sq Ft

  2366 E County Highway 30a, Santa Rosa Beach, FL 32459

  2366 E County Highway 30a, Santa Rosa Beach, FL 32459
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  /66

  $4,179,000

  • 4 Beds
  • 5.5 Baths
  • 2,600 Sq Ft

  130 Odessa St, Santa Rosa Beach, FL 32459

  Take a Charleston-inspired home, build it in one of the most prestigious, award-winning communities along 30A, position it in a desirable location in the town, and you'll find ''Just for Fun!'' This impressive home is a modern take on the Charleston design with its many generous porches, beautifully landscaped side yard and plenty of privacy. With a commanding presence on the corner of Odessa

  Jacqueline Barker Seaside Community Realty Inc

  130 Odessa St, Santa Rosa Beach, FL 32459
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  /77

  $2,675,000 Sold Apr 28, 2025

  • 1,968 Sq Ft
  • $1,359/SF
  • 0 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1990

  32 Natchez St, Santa Rosa Beach, FL 32459

  It's location, location, location! Nestled three lots back from iconic scenic 30A, these immaculately maintained beach cottages are a stone's throw from the beach, with the west-end family pool in the opposite direction.The one-level main house offers easy living with three bedrooms, two and a half baths, a vaulted ceiling, and a fireplace for cozy coastal nights. Updated bathrooms and kitchen

  Donna Spiers Seaside Community Realty Inc

  32 Natchez St, Santa Rosa Beach, FL 32459
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  /73

  Est $3,818,256 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,138 Sq Ft

  16 Natchez St, Santa Rosa Beach, FL 32459

  16 Natchez St, Santa Rosa Beach, FL 32459
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  /38

  $3,400,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 1,768 Sq Ft

  60 Savannah St, Santa Rosa Beach, FL 32459

  Seaside, now in a clear state of renewal offers 60 Savannah Street for your consideration. Masterfully recrafted in 2020, this home, one of only a few with a pool, gains substantial rental while it offers a completely modern living space. The main home is 3 bedrooms and 2 baths along with a well crafted kitchen sporting Wolf and Subzero appliances. The carriage house is a 1 bedroom and 1 and 1/2

  Jabbour Luxury Group Scenic Sotheby's International Realty

  60 Savannah St, Santa Rosa Beach, FL 32459
• 

  

  /81

  $4,100,000 Sold Apr 15, 2025

  • 2,648 Sq Ft
  • $1,548/SF
  • 0 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1993

  13 Odessa St, Santa Rosa Beach, FL 32459

  Prominently located on the corner of Odessa Street and 30A and just a few steps to the beach or downtown Seaside. This beach retreat begins with a full wraparound porch sheltered by lush native vegetation, a gracious conversation area. As you step inside the foyer the coastal personality of the cottage unfolds to start your relaxed living at the beach. On either side of the center hall are two

  Jacqueline Barker Seaside Community Realty Inc

  13 Odessa St, Santa Rosa Beach, FL 32459
• 

  

  /65

  Est $2,784,677 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,748 Sq Ft

  301 E Ruskin Place, Santa Rosa Beach, FL 32459

  301 E Ruskin Place, Santa Rosa Beach, FL 32459
• 

  

  /58

  $7,254,000 Pending

  • 6 Beds
  • 8 Baths
  • 3,952 Sq Ft

  35 Tupelo St, Santa Rosa Beach, FL 32459

  Welcome to the most highly valued location and new home in Seaside, Florida north of 30a with masterpiece views of the Gulf. Constructed in 2019 and in 2021, this home represents the direction of the new emerging town. Three lots north of 30a on Tupelo Street, this lot is 60 by 102 feet being among the larger of the more traditional Seaside home sites. Of the few homes in Seaside

  Jabbour Luxury Group Scenic Sotheby's International Realty

  35 Tupelo St, Santa Rosa Beach, FL 32459
• 

  

  /38

  $2,700,000 Sold Apr 09, 2025

  • 1,543 Sq Ft
  • $1,750/SF
  • 118 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1987

  118 Tupelo St, Santa Rosa Beach, FL 32459

  Blue Skies is a traditional Seaside beach cottage that will bring back favorite memories of your family's summer vacations. Situated on a beautiful oversized lot, this property offers great potential for future expansion of the existing cottage and even an additional guest cottage. French doors from the front porch welcome you into the living area with a sense of grand spaciousness provided by a

  Jacqueline Barker Seaside Community Realty Inc

  118 Tupelo St, Santa Rosa Beach, FL 32459
• 

  

  /47

  Est $3,916,216 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,774 Sq Ft

  15 W Ruskin St, Santa Rosa Beach, FL 32459

  15 W Ruskin St, Santa Rosa Beach, FL 32459
• 

  

  /35

  $3,270,000 Sold Apr 01, 2025

  • 1,508 Sq Ft
  • $2,168/SF
  • 55 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1998

  2326 E County Highway 30a, Santa Rosa Beach, FL 32459

  Step into timeless seaside charm, redefined for today's luxury. ''Love Me Tender & Love Me True,'' a one-of-a-kind property in the heart of Seaside, Florida, offers two delightfully renovated cottages, each a private haven ready to embrace romantic memories or family adventures. Masterfully redecorated in 2022, these two one-bedroom, one-bathroom cottages boast separate kitchens, living areas,

  Jabbour Luxury Group Scenic Sotheby's International Realty

  2326 E County Highway 30a, Santa Rosa Beach, FL 32459
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  /40

  Est $2,421,656 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 784 Sq Ft

  2094 E County Highway 30a, Santa Rosa Beach, FL 32459

  2094 E County Highway 30a, Santa Rosa Beach, FL 32459
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  /57

  $4,955,000 Sold Mar 17, 2025

  • 2,556 Sq Ft
  • $1,939/SF
  • 42 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1992

  15 Natchez St, Santa Rosa Beach, FL 32459

  Welcome to your dream beach home, a meticulously renovated five-bedroom, five-bathroom sanctuary in Seaside, Florida. This exceptional property seamlessly blends modern luxury with timeless coastal charm, offering an unparalleled living experience. This home has been thoughtfully renovated inside and out, ensuring every detail meets the highest standards of quality and design. Seldom does a home

  Jacqueline Barker Seaside Community Realty Inc

  15 Natchez St, Santa Rosa Beach, FL 32459
• 

  

  /13

  Est $6,658,286 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,068 Sq Ft

  64 Venice Cir, Santa Rosa Beach, FL 32459

  64 Venice Cir, Santa Rosa Beach, FL 32459
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  /7

  $2,909,180 Sold Mar 06, 2025

  • 2,975 Sq Ft
  • $978/SF

  • 3 Beds
  • 3.5 Baths
  • Built 1996

  201 E Ruskin Place, Santa Rosa Beach, FL 32459

  Located in Seasides Ruskin Place community with first level being leased to tenant for commerical space while the 2nd, 3rd, and 4th floors compromise a residence perfect for short term rental, second home or primary living. Waterviews from residence and 360 views from rooftop deck.

  Leslie Miller Scenic Sotheby's International Realty

  201 E Ruskin Place, Santa Rosa Beach, FL 32459
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  /72

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,512 Sq Ft

  2354 E County Highway 30a, Santa Rosa Beach, FL 32459

  2354 E County Highway 30a, Santa Rosa Beach, FL 32459
• 

  

  /23

  $990,000 Sold Jan 15, 2025

  • 747 Sq Ft
  • $1,325/SF

  • 1 Bed
  • 1.5 Baths
  • Built 1989

  121 Central Square Unit B2, Santa Rosa Beach, FL 32459

  Located in Dreamland Heights atop the award-wining Holl building designed by Steven Holl. This beautiful suite captures incredible views of the Gulf of Mexico, downtown Seaside and lively events in the amphitheater. With two stories of living, the marbled entry foyer is flanked by a half bath and master suite with full bath. Custom-built spiral stairs take you up to the living, dining, and

  Jacqueline Barker Seaside Community Realty Inc

  121 Central Square Unit B2, Santa Rosa Beach, FL 32459
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  /30

  Est $2,401,839 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  2334 E County Highway 30a, Santa Rosa Beach, FL 32459

  2334 E County Highway 30a, Santa Rosa Beach, FL 32459
• 

  

  /26

  $4,775,000 Sold Dec 18, 2024

  • 3,784 Sq Ft
  • $1,262/SF
  • 181 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2003

  120 Quincy Cir, Santa Rosa Beach, FL 32459

  Welcome to the heartbeat of Seaside, Florida, where this dynamic commercial/liv- work building offers three avenues of income. On the ground floor, profit from the bustling energy of foot traffic with a prime commercial space currently occupied by a thriving business owned by the seller. Looking to make it your own? The seller is open to continuing a lease agreement or vacating, providing

  Bert Summerville-Kain Scenic Sotheby's International Realty

  120 Quincy Cir, Santa Rosa Beach, FL 32459
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  /68

  Est $4,129,240 Not Listed For Sale

  • 6 Beds
  • 7.5 Baths
  • 5,526 Sq Ft

  202 W Ruskin Place, Santa Rosa Beach, FL 32459

  202 W Ruskin Place, Santa Rosa Beach, FL 32459
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  /70

  $4,100,000 Sold Dec 03, 2024

  • 2,299 Sq Ft
  • $1,783/SF
  • 168 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1991

  44 Natchez St, Santa Rosa Beach, FL 32459

  A complete remodel transformed this cottage into the jewel it is today! Contemporary and bright, this beautiful home shines like no other. The wrap-around porch is perfect for outdoor living and entertaining. The stunning interiors are reveled as soon as you step inside, beginning with the soaring ceiling height. Maple floors and white ship-lap walls are used throughout the entire house.

  Jacqueline Barker Seaside Community Realty Inc

  44 Natchez St, Santa Rosa Beach, FL 32459
• 

  

  /35

  Est $1,904,050 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  43 Savannah St, Santa Rosa Beach, FL 32459

  43 Savannah St, Santa Rosa Beach, FL 32459
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  /62

  $2,525,000 Sold Nov 06, 2024

  • 2,112 Sq Ft
  • $1,196/SF
  • 11 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1991

  19 Grayton St, Santa Rosa Beach, FL 32459

  Experience unparalleled coastal living at Seaside Dreams, an exquisite property in the heart of Seaside, Florida. This unique offering comprises two charming cottages, American Dream and Another Dream. A Tower view in American Dream is among the best of towers in Seaside, perfect for sunrises and sunsets. Adorned in patriotic red, white, and blue, American Dream exudes charm with architectural

  Jabbour Luxury Group Scenic Sotheby's International Realty

  19 Grayton St, Santa Rosa Beach, FL 32459
• 

  

  /76

  Est $1,587,865 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,360 Sq Ft

  25 Central Square Unit 307, Santa Rosa Beach, FL 32459

  25 Central Square Unit 307, Santa Rosa Beach, FL 32459
• 

  

  /27

  Est $8,639,807 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 5,335 Sq Ft

  2182 E County Highway 30a, Santa Rosa Beach, FL 32459

  2182 E County Highway 30a, Santa Rosa Beach, FL 32459
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  /51

  Est $4,988,605 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 1,944 Sq Ft

  2040 E County Highway 30a, Santa Rosa Beach, FL 32459

  2040 E County Highway 30a, Santa Rosa Beach, FL 32459

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