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221 Bay Circle Drive, Santa Rosa Beach, FL - photo 1

$4,750,000

221 Bay Circle Drive

Santa Rosa Beach, FL 32459

Estimated payment $28,500/month

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6Beds
5Baths
4,692Sq Ft
$1012Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

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Highlights

No HOA
Fireplace
Built in 2001
48,787 sqft Lot

About This Home

Commanding one of the most extraordinary waterfront positions along the Emerald Coast, Santa Rosa Point occupies its own private peninsula with approximately 500 feet of wraparound frontage on Choctawhatchee Bay. Set on more than an acre of secluded, meticulously landscaped grounds, the estate is surrounded by water on three sides, offering a rare sense of privacy and natural beauty that feels removed yet remains remarkably connected. This is one of just a few deepwater locations on the bay, making it ideal for boating and water enthusiasts. Mornings begin with soft eastern light and dolphins gliding through the bay, while evenings bring sweeping sunsets as herons, osprey, and pelicans return home. The grounds are richly landscaped with mature tropical plantings and an abundance of palm trees that enhance the property's coastal setting. Along the shoreline, a private manmade white sandy beach provides a rare and inviting waterfront retreat, perfect for relaxing or enjoying the calm bay waters. Designed for both refined entertaining and effortless daily living, the residence features expansive interior spaces oriented toward uninterrupted water views. The main living areas and primary suite sit just steps from the shoreline, allowing the bay to shape everyday life. The owner's retreat serves as a private sanctuary, featuring a spa-inspired bath with a steam shower and body sprayers, generous walk-in closets with secure storage, and direct access to outdoor living areas overlooking the water. Solid hardwood flooring in the primary living spaces is complemented by travertine accents and carefully selected low-glare lighting, creating a warm and refined ambiance throughout. The kitchen balances elegance and functionality with custom cabinetry, a Wolf range and oven, and a Sub-Zero refrigerator freezer, supported by an additional full-sized refrigerator in the laundry room. Five bedrooms are thoughtfully arranged for privacy and flexibility, including two suites on the main level and additional bedrooms with Jack-and-Jill and ensuite-style baths. A dedicated office or workout room and an elevated deck provide inspiring bay views for work, wellness, or quiet retreat. Abundant storage is found throughout the home, enhanced by custom cabinetry and slat-wall systems in the garage. Four insulated garage bays--one configured as a relaxed man cave--offer ample room for vehicles and recreational gear. Built with resilience as a priority, the residence features metal stud construction, thick stucco-covered concrete walls, metal trusses, a metal roof, and hurricane-rated windows. A geothermal HVAC system with zoned climate control has been recently upgraded and remains under warranty. A pressure-regulated hot water circulation system ensures rapid delivery throughout the home, while a recently installed whole-house 30kW generator ensures reliable backup power and added peace of mind Outdoor living rivals that of a private resort with a pool, hot tub, three outdoor showers, an outdoor fireplace and fire pit, expansive patios and balconies, trellis-covered swings, and a shaded daybed retreat. Automated landscape lighting, irrigation, Bluetooth-enabled outdoor speakers, a solar-powered gated entry, and a comprehensive security system provide comfort and peace of mind. Tucked within the wooded portion of the property is a charming kids' "treehouse" style cabana, creating a whimsical hideaway and unique gathering space. For boating enthusiasts, the estate is anchored by an exceptional dock measuring approximately 58 by 38 feet, equipped with multiple lifts including one rated for up to 20,000 pounds, additional lifts for personal watercraft, and expansive decking designed for both functionality and enjoyment. A separate dock pier at the end of the peninsula provides an additional elevated fishing location, complementing the large boathouse deck and offering several ideal vantage points for casting into the bay. The dock system also includes a swim platform, fish-cleaning station, lighting package, boat power connections, and storage for kayaks and paddleboards, with direct access to both the bay and offshore fishing. The white-sand beaches of Scenic Highway 30A are fabulous and just five minutes away. But tucked at the end of the road within a small, secluded enclave, Santa Rosa Point offers an escape with more safety, security and privacy for your family, as well as closer proximity to shopping, dining, and entertainment. It's the best of both worlds! Meticulously maintained and singular in its setting, this private peninsula estate stands as a true legacy property.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:6
  • •Bathrooms:5
  • •Full bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:4,692 sqft
  • •Total interior livable area:4,692 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:48,787 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Detached Single Family
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:2001

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Price history

DateEventPrice
2026-03-06T00:00:00.000ZListed for sale$4,750,000$1012/sqft

Listing Agent

Wesley J Madden

Scenic Sotheby's International Realty

Brokerage Phone: 850-231-6052

Source: Emerald Coast MLS · MLS #997087

Data Powered by Home Junction, Inc.

Nearby

Schools

VAN R. BUTLER ELEMENTARY SCHOOL

Elementary · 2.9 mi

Supermarkets

Walmart Grocery Pickup & Delivery

1.5 mi

Walmart Supercenter

1.5 mi

Dining

Cajun Corner

0.4 mi

Moo-Moo's Bakery

0.9 mi

Paradise Cuisine Catering

1.1 mi

Parks

Driftwood Park

1.8 mi

Beaches

Miramar Beach

4.1 mi

Grayton Beach State Park

8.8 mi

Henderson Beach State Park

9.4 mi

Nearby amenity locations include data © OpenStreetMap contributors.