Cunningham Hideaway Real Estate

Cunningham Hideaway Real Estate

Welcome to Cunningham Hideaway, a hidden gem nestled in the heart of St. Johns County, Florida. This charming subdivision offers a unique blend of tranquility and accessibility, making it the perfect place to call home. Known for its picturesque landscapes and friendly community, Cunningham Hideaway is an ideal retreat for those seeking a peaceful lifestyle without sacrificing modern conveniences.

As you enter this serene neighborhood, you'll be greeted by beautifully landscaped streets lined with stunning homes that showcase a variety of architectural styles. The spacious lots provide ample room for outdoor activities, gardening, and family gatherings, fostering a sense of community and connection among residents.

Cunningham Hideaway is conveniently located just a short drive from the vibrant city of St. Augustine, where you can explore historic sites, indulge in delicious dining options, and enjoy pristine beaches. For those who appreciate nature, the nearby parks and recreational areas offer endless opportunities for hiking, biking, and enjoying Florida's natural beauty.

Families will appreciate the top-rated schools in the area, ensuring that children receive a quality education. The friendly atmosphere and strong sense of community make Cunningham Hideaway not just a place to live, but a place to thrive.

Whether you're looking to build your dream home or find a cozy retreat, Cunningham Hideaway promises a lifestyle filled with comfort, charm, and endless possibilities. Come discover why so many have chosen to call this enchanting subdivision their home!

Newest Listings in Cunningham Hideaway

$699,900
4 Beds ⋅ 3 Baths ⋅ 2150588 MLS
Experience refined waterfront living in this beautifully maintained full brick residence set on a tranquil spring-fed lake. 95 ft. lot. Thoughtfully enhanced with over $100,000 in recent improvements, this home blends timeless quality with modern comfort. Rich hardwood floors flow throughout, leading to an expansive layout featuring four generously sized bedrooms and three full baths. The heart of the home is the impressive family room, anchored by a striking gas fireplace with a redesigned mantle, backsplash, and hearth--creating a warm yet sophisticated gathering space. Recent upgrades provide peace of mind and style, including all new windows, exterior doors, and gutters (2022). Outdoor living shines with a resurfaced pool (2021) and a brand-new screened enclosure (2026), perfect for year-round enjoyment. Plantation shutters, updated lighting, and designer ceiling fans elevate every room. The home is offered complete with all appliances, including a new secondary refrigerator 2026 along with a lightly used generator for added convenience. A 4-point inspection (April 2026) confirms the roof has 10+ years of remaining life. Enjoy the rare advantage of deeded lake irrigation, keeping your grounds lush without additional utility expense. A true blend of elegance, efficiency, and serene lakefront beauty--this exceptional home is move-in ready. Seller says make offer!

1333 S Hideaway Drive, St. Johns
$795,000
5 Beds ⋅ 4 Baths ⋅ 2149190 MLS
Exceptional living in this beautifully 5 BD, 4-BA turn key pool home in Cunningham Hideaway, a NO CDD community. The open floor plan is filled with natural light and offers seamless flow, ideal for both everyday living and entertaining. Thoughtful upgrades include hardwood floors, crown molding, a jetted tub and dual vanities in the primary suite, Jack and Jill bath, and a spacious upstairs bonus room with a full bath. The elegant kitchen features granite countertops, a farm sink, pop up ventilation, double ovens, a warming drawer, vacuum sweep, and upgraded 42'' cabinetry. The oversized laundry has folding space, a utility sink, and a dedicated storage closet. Your private oasis has a screen enclosed inground pool, outdoor kitchen, and nearly half an acre of beautifully lighted, landscaped grounds. Ample parking for a boat or RV, this property offers flexibility rarely found in similar communities. Opportunities like this are few and far between; this is one you won't want to miss. The home can be sold empty, fully furnished, or partially furnished, providing options tailored to your needs.

1140 Hideaway Drive N, St. Johns
$637,000
4 Beds ⋅ 4 Baths ⋅ 2145697 MLS
Welcome to this stately Florida home in the secluded community of Cunningham Hideaway, where large lots, mature trees, and privacy create a lifestyle that is becoming increasingly difficult to find. Situated on an oversized homesite, this impressive 4-bedroom, 3.5-bath home offers room to spread out both inside and out. From the moment you arrive, you'll appreciate the inviting curb appeal, highlighted by a beautiful front entry with decorative glass front door and sidelights, mature landscaping, a side-entry garage, and plenty of parking. A double gate provides easy access to the backyard, making it ideal for storing a boat, RV, trailer, or other recreational toys. Inside, the open-concept floor plan features soaring vaulted ceilings, neutral colors, and attractive wood-look tile flooring throughout the main living areas. The spacious family room serves as the heart of the home with a wood-burning fireplace, lighted built-in cabinetry, and plenty of room for gathering with family and and friends.The kitchen is designed for both function and entertaining, offering stainless steel appliances, 42-inch cabinets, abundant counter space, a breakfast bar, and a sunny breakfast area. Formal living and dining rooms provide additional flexibility for entertaining, a home office, or multi-purpose living space. The owner's suite is a private retreat featuring a spacious sitting area, garden tub, separate shower, and generous bathroom layout. Upstairs, you'll find a large loft, additional bedroom, and full bath, creating the perfect guest suite, teen retreat, game room, or media room. Additional features include a large laundry room with extra cabinetry, providing exceptional storage and organization. Step outside and enjoy true Florida outdoor living. The covered and screened lanai overlooks a peaceful backyard filled with mature trees and abundant wildlife. A matching storage shed provides additional space for tools and equipment while blending seamlessly with the home. With plenty of room for RV and boat parking, this property offers the flexibility and freedom many buyers are searching for. If you're looking for a home with character, privacy, room for your toys, and a setting that embraces the natural beauty of Florida, this Cunningham Hideaway property deserves a closer look.

1169 Hideaway Drive N, St. Johns
$689,000
4 Beds ⋅ 3 Baths ⋅ 2142619 MLS
Beautifully updated and move-in ready, w/ 4-bedroom, 3-bath, 2,839 square feet in sought-after St. Johns County and it's A-rated schools, 1309 Hideway Drive is ready for its next family. 0.64 Acre and shaded by multiple mature oaks, this move-in ready home blends stylish renovations, functional living space, and thoughtful upgrades throughout. Inside, the fully renovated kitchen is a chef's delight: with gas ZLINE 36'' dual-fuel range, GE Cafe wi-fi enabled convection oven, 30'' Sharp drawer microwave and an added Butler's pantry for extra storage and convenience. Downstairs, you'll find COREtec luxury vinyl plank flooring, updated lighting and ceiling fans as well as LED, dimmable lighting. A redesigned laundry room adds additional functionality. The spacious layout offers multiple living areas, including a heated and cooled sunroom for year-round enjoyment. With 4 bedrooms and 3 full baths, there is flexibility for guests or home office needs. Major system updates provide peace of mind, including a new water softener (2023), new hot water heater (2024), all new windows installed in September 2024, and a new irrigation panel. Step outside to enjoy the fenced backyard with additional electric fencing that runs the full property, ideal for pets and outdoor enjoyment. Backyard fence was added in October 2025. Conveniently located near shopping, dining, and major roadways, this exceptional home offers comfort, quality, and a prime St. Johns County location.

1309 Hideaway Drive S, St. Johns
Start Your Search
© 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. This data up-to-date as of . For the most current information, contact Diamond Realty Group of Amelia, Inc..