# 64 Old Winston Circle, Santa Rosa Beach, FL 32459 > **TL;DR:** 5bd/5ba single family, $1,499,900 ($508/sqft), built 2021, 2,955 sqft. > A/C. Est. $8,921/mo. Listed 16 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $1,499,900 | | Price/sqft | $508 | | Bedrooms | 5 | | Bathrooms | 4 full, 1 half | | Square Feet | 2,955 | | Year Built | 2021 | | Lot Size | 3,049 sqft (0.07 acres) | | Stories | 3 | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 16 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $7,584 | | Estimated Insurance | $437 | | HOA | $900 | | **Total** | **$8,921** | ## Nearby Schools - **Elementary:** Van R Butler - **Middle:** Emerald Coast - **High:** South Walton ## Key Amenities - A/C ## Property Highlights - Built in 2021 - 0.07 acre lot - 3 stories - 5 parking spaces ## Description ### Agent Description Welcome to 64 Old Winston Circle, a beautifully finished three-story coastal cottage offering roughly 3,000 square feet of living space, five bedrooms, and four and a half baths in a sought-after 30A-area community with a shared pool amenity located less than a block away. Nestled among colorful board-and-batten neighbors and towering pines, the home blends classic Florida coastal architecture with high-end, turnkey finishes throughout, with a one-car garage and front and rear covered porches on the main level. The main floor is anchored by an open-concept dining area and great room that flow directly into a well-appointed kitchen, where white shaker cabinetry, quartz countertops, a subway tile backsplash, a stainless gas range, and additional stainless appliances make cooking for a crowd easy. A large center island offers extra prep space and casual seating, while the primary suite is conveniently located on this level with its own full bath, offering single-story ease without climbing stairs. A half bath, laundry room and covered porches at both the front and rear of the home complete this level, along with garage access. Upstairs on the second floor, a central loft creates a natural gathering spot between three additional bedrooms and two more full baths, giving family and guests plenty of separation and privacy. A covered porch off this level extends the living space outdoors, overlooking the treetops with room for seating and relaxing in the shade. The third and top floor is dedicated entirely to a spacious loft retreat with its own full bath, offering flexible use as a media room, bunk space, or additional sleeping quarters beneath the home's dramatic roofline -- ideal for larger groups or multigenerational stays. Outside, the home is finished with a paver patio, a gas grill, and comfortable seating just off the main level. A converted garage bay doubles as an entertainment space complete with a foosball table, arcade game, and electronic dartboard, adding a fun bonus room to the layout. All furniture conveys with the sale, making this a true turnkey opportunity. Located in Serenity at Dune Allen, the home offers convenient access to Stinky's Fish Camp and several nearby beach accesses, including the Dune Allen Regional Beach Access, which features on-site restrooms. The community itself includes a shared pool, along with easy access to area dining, shopping, and recreation along 30A. Move-in ready and impeccably maintained, this coastal gem is ready for its next owner. *Golf cart does not convey- owned by property management company* ## Location - **Address:** 64 Old Winston Circle, Santa Rosa Beach, FL 32459 - **County:** Walton - **Neighborhood:** SERENITY AT DUNE ALLEN - **Coordinates:** 30.35776, -86.252237 - **Google Maps:** https://www.google.com/maps?q=30.35776,-86.252237 ## Virtual Tour & Media - **Video Tour:** https://mls.kuu.la/share/collection/7TW4x?fs=1&vr=1&zoom=1&initload=0&autorotate=0.06&thumbs=1&margin=11&alpha=0.81 ## Listing Agent - **Name:** Hiller Group · **License:** no data - **Brokerage:** Exp Realty - **Phone:** (904) 238-3304 - **Broker Phone:** (904) 238-3304 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/64-Old-Winston-Cir_Santa-Rosa-Beach_FL_32459_M97957-64049?f=listhub&s=ECARMLSFL&m=1010834&c=propsimple) ## Photos ![64 Old Winston Circle - Photo 1](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f1929426782r.jpg) ![64 Old Winston Circle - Photo 2](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f2749619173r.jpg) ![64 Old Winston Circle - Photo 3](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f209258037r.jpg) ![64 Old Winston Circle - Photo 4](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f1662543881r.jpg) ![64 Old Winston Circle - Photo 5](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f2844820129r.jpg) ![64 Old Winston Circle - Photo 6](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f1158048416r.jpg) ![64 Old Winston Circle - Photo 7](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f2757118587r.jpg) ![64 Old Winston Circle - Photo 8](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f859147873r.jpg) ![64 Old Winston Circle - Photo 9](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f2179018133r.jpg) ![64 Old Winston Circle - Photo 10](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f3543000762r.jpg) ![64 Old Winston Circle - Photo 11](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f3281379235r.jpg) ![64 Old Winston Circle - Photo 12](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f801382635r.jpg) ![64 Old Winston Circle - Photo 13](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f4158016674r.jpg) ![64 Old Winston Circle - Photo 14](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f3586520219r.jpg) ![64 Old Winston Circle - Photo 15](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f2328326313r.jpg) ![64 Old Winston Circle - Photo 16](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f3475220413r.jpg) ![64 Old Winston Circle - Photo 17](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f931719974r.jpg) ![64 Old Winston Circle - Photo 18](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f3128824263r.jpg) ![64 Old Winston Circle - Photo 19](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f2674823286r.jpg) ![64 Old Winston Circle - Photo 20](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f1666057670r.jpg) ![64 Old Winston Circle - Photo 21](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f2124660587r.jpg) ![64 Old Winston Circle - Photo 22](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f1050420186r.jpg) ![64 Old Winston Circle - Photo 23](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f2445927236r.jpg) ![64 Old Winston Circle - Photo 24](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f2504137300r.jpg) ![64 Old Winston Circle - Photo 25](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f1730460469r.jpg) ![64 Old Winston Circle - Photo 26](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f2956436042r.jpg) ![64 Old Winston Circle - Photo 27](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f2806007119r.jpg) ![64 Old Winston Circle - Photo 28](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f2141378670r.jpg) ![64 Old Winston Circle - Photo 29](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f2961087421r.jpg) ![64 Old Winston Circle - Photo 30](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f3999280148r.jpg) ![64 Old Winston Circle - Photo 31](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f629753r.jpg) ![64 Old Winston Circle - Photo 32](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f3377910502r.jpg) ![64 Old Winston Circle - Photo 33](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f2065448474r.jpg) ![64 Old Winston Circle - Photo 34](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f379330783r.jpg) ![64 Old Winston Circle - Photo 35](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f2015213867r.jpg) ![64 Old Winston Circle - Photo 36](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f3150932190r.jpg) ![64 Old Winston Circle - Photo 37](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f510819977r.jpg) ![64 Old Winston Circle - Photo 38](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f567240345r.jpg) ![64 Old Winston Circle - Photo 39](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f619791828r.jpg) ![64 Old Winston Circle - Photo 40](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f1867621318r.jpg) ![64 Old Winston Circle - Photo 41](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f714235271r.jpg) ![64 Old Winston Circle - Photo 42](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f1041125412r.jpg) ![64 Old Winston Circle - Photo 43](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f1134516661r.jpg) ![64 Old Winston Circle - Photo 44](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f2223051712r.jpg) ![64 Old Winston Circle - Photo 45](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f961660133r.jpg) ![64 Old Winston Circle - Photo 46](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f3287047947r.jpg) ![64 Old Winston Circle - Photo 47](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f1652635154r.jpg) ![64 Old Winston Circle - Photo 48](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f4062032477r.jpg) ![64 Old Winston Circle - Photo 49](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f445331326r.jpg) ![64 Old Winston Circle - Photo 50](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f4004728160r.jpg) ![64 Old Winston Circle - Photo 51](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f3860911293r.jpg) ![64 Old Winston Circle - Photo 52](http://lh.rdcpix.com/5204f6b608ab3c9ed0c00aac52fda7fel-f849993241r.jpg) --- **MLS#:** 1010834 | **Updated:** 2026-08-28 **Source:** listhub *Copyright © 2026 Emerald Coast Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/64-old-winston-circle-santa-rosa-beach-fl-32459-1010834) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/64-old-winston-circle-santa-rosa-beach-fl-32459-1010834#listing", "url": "https://www.propertysimple.ai/listing/64-old-winston-circle-santa-rosa-beach-fl-32459-1010834", "name": "64 Old Winston Circle, Santa Rosa Beach, FL 32459", "description": "Welcome to 64 Old Winston Circle, a beautifully finished three-story coastal cottage offering roughly 3,000 square feet of living space, five bedrooms, and four and a half baths in a sought-after 30A-area community with a shared pool amenity located less than a block away. Nestled among colorful board-and-batten neighbors and towering pines, the home blends classic Florida coastal architecture with high-end, turnkey finishes throughout, with a one-car garage and front and rear covered porches on the main level. The main floor is anchored by an open-concept dining area and great room that flow directly into a well-appointed kitchen, where white shaker cabinetry, quartz countertops, a subway tile backsplash, a stainless gas range, and additional stainless appliances make cooking for a crowd easy. A large center island offers extra prep space and casual seating, while the primary suite is conveniently located on this level with its own full bath, offering single-story ease without climbing stairs. A half bath, laundry room and covered porches at both the front and rear of the home complete this level, along with garage access. Upstairs on the second floor, a central loft creates a natural gathering spot between three additional bedrooms and two more full baths, giving family and guests plenty of separation and privacy. A covered porch off this level extends the living space outdoors, overlooking the treetops with room for seating and relaxing in the shade. The third and top floor is dedicated entirely to a spacious loft retreat with its own full bath, offering flexible use as a media room, bunk space, or additional sleeping quarters beneath the home's dramatic roofline -- ideal for larger groups or multigenerational stays. Outside, the home is finished with a paver patio, a gas grill, and comfortable seating just off the main level. A converted garage bay doubles as an entertainment space complete with a foosball table, arcade game, and electronic dartboard, adding a fun bonus room to the layout. All furniture conveys with the sale, making this a true turnkey opportunity. Located in Serenity at Dune Allen, the home offers convenient access to Stinky's Fish Camp and several nearby beach accesses, including the Dune Allen Regional Beach Access, which features on-site restrooms. The community itself includes a shared pool, along with easy access to area dining, shopping, and recreation along 30A. 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