Summer Bay At Grand Oaks Real Estate

Summer Bay At Grand Oaks Real Estate

Welcome to Summer Bay at Grand Oaks, a picturesque subdivision nestled in the heart of St. Augustine, Florida. This charming community is a hidden gem in St. Johns County, where the beauty of nature meets modern living. With its lush landscapes and serene surroundings, Summer Bay offers residents a tranquil lifestyle just minutes away from the historic allure of St. Augustine.

Summer Bay at Grand Oaks features a variety of thoughtfully designed homes, perfect for families, retirees, and everyone in between. The neighborhood boasts a selection of spacious single-family homes with contemporary finishes, open floor plans, and ample outdoor space, making it an ideal place to create lasting memories. Residents enjoy access to a range of amenities, including scenic walking trails, sparkling community pools, and well-maintained parks, ensuring a vibrant and active lifestyle.

The location of Summer Bay is unbeatable. Just a short drive away, you can explore the rich history and culture of St. Augustine, the oldest city in the United States. From stunning beaches to charming boutiques, delightful restaurants, and fascinating attractions, there’s always something to discover. Plus, the community is conveniently located near major highways, making commutes to nearby cities a breeze.

Whether you're seeking a peaceful retreat or a lively community, Summer Bay at Grand Oaks offers the perfect blend of comfort and convenience. Come experience the charm of this delightful subdivision and find your dream home in St. Augustine, where every day feels like a vacation!

Newest Listings in Summer Bay At Grand Oaks

$579,000
3 Beds ⋅ 2 Baths ⋅ 2156086 MLS
Talk about upgrades! Everything that could be upgraded has been upgraded. From the lighting and flooring to the cabinetry, countertops, fixtures, mechanical systems, and even the garage, virtually every inch of this home has been thoughtfully enhanced, creating a truly move-in ready home where quality and attention to detail shine in every room. Located in the gated 55+ community of Summer Bay at Grand Oaks, this home is the perfect blend of style, comfort, and easy living. The open floor plan is bright and welcoming with elegant tray ceilings, rounded corners, tile flooring throughout the main living areas, and glass French doors leading to a versatile flex room. Whether you're looking for a home office, craft room, fitness space, library, media room, or third bedroom, this flexible space is ready to fit your lifestyle. The kitchen is a standout, featuring upgraded white soft-close cabinetry, beautiful countertops, decorative backsplash, under-cabinet lighting, an upgraded range hood, and an expanded walk-in pantry that provides exceptional storage. The oversized laundry room continues the thoughtful design with additional cabinetry, a utility sink, and the washer and dryer included. The primary suite offers a peaceful retreat with luxury vinyl plank flooring, a tray ceiling, a custom walk-in closet, and a beautifully upgraded spa-like bath complete with dual quartz vanities, a seamless floor-to-ceiling tiled shower with built-in bench, pocket door, and linen storage. The extended guest bedroom provides extra space for visitors, while the guest bath mirrors the home's upscale finishes with quartz countertops, decorative tile accents, and a fully tiled tub and shower. The list of improvements extends well beyond the interior. Enjoy year-round living in the enclosed sunroom, relax on the oversized paver lanai, and appreciate the beauty of HOA-approved native landscaping designed for easy maintenance. Additional upgrades include a whole-house water purification system, variable-speed HVAC (approximately 2 years old), roof (approximately 2 years old), tankless water heater, smart home wiring, comfort-height toilets, sprinkler system, and an oversized two-car garage with upgraded lighting and durable Shark Coating floors. Even the systems you don't always notice have been improved, giving you peace of mind along with beautiful finishes. Life at Summer Bay at Grand Oaks is just as impressive as the home itself. Residents enjoy an exclusive 1.5-acre amenity campus featuring a resort-style pool, fitness center, clubhouse, pickleball and bocce courts, a community garden, outdoor firepit and fireplace, and an active social calendar. Homeowners also enjoy access to the Grand Oaks master amenities, including parks, walking trails, tennis and basketball courts, playgrounds, a dog park, and more. If you're looking for a home where the work has already been done and every upgrade has been thoughtfully completed, this one deserves a place at the top of your list.

169 Hickory Pine Drive, St. Augustine
$539,900
3 Beds ⋅ 2 Baths ⋅ 2154730 MLS
Welcome to 221 Hickory Pine Drive in Summer Bay at Grand Oaks. Enjoy exceptional amenities including a clubhouse, fitness center, pickleball courts, spa-style pool, community garden, grilling area, and access to the Grand Oaks amenities. Offering 2,031 square feet of thoughtfully designed living space, this pristine 3-bedroom, 2-bath home with a spacious flex room is sure to impress. The bright, open-concept kitchen flows into the dining and gathering areas, creating the perfect space for everyday living and entertaining. The oversized flex room with a bay window is ideal for a home office or hobby room, while the two guest bedrooms are thoughtfully tucked away, offering privacy from the owner's suite. Additional highlights include tile flooring throughout, an updated owner's shower, double insulated shades, a water softener, reverse osmosis system, and epoxy coated garage. Situated on an oversized homesite with long pond views, this move-in-ready home is Florida living at its best.

221 Hickory Pine Drive, St. Augustine
$529,000
3 Beds ⋅ 3 Baths ⋅ 2154047 MLS
Lakeside Living in Exclusive Summer Bay at Grand Oaks - 55+ Resort-Style Community. This beautifully maintained 3 bedroom, 2.5bath residence offers serene lakefront views and a lifestyle of comfort and convenience. Step inside to discover luxury vinyl plank flooring throughout--both stylish and low-maintenance. The open-concept kitchen boasts a huge island, gas range, stainlesssteel appliances, and tons of storage for all your culinary needs. Enjoy seamless indoor-outdoor living with a triple sliding glass door that opens toa spacious lanai and paved patio, perfect for relaxing or birdwatching in this tranquil setting. You will also love the views from your large primary suite, offering a tray ceiling, garden tub, frameless shower and two spacious closets. This home has two other bedrooms, one with an attached bath, great for quests and one with a Murphy bed, perfect for an office space but convenient for when the grandkids come to town!

82 Lone Cypress Way, St. Augustine
$499,000
3 Beds ⋅ 3 Baths ⋅ 2152204 MLS
This nearly new, beautifully upgraded 3-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and privacy. Designed with an open-concept floor plan, the home seamlessly connects the living, dining, and kitchen areas, creating an inviting space for everyday living and entertaining. The gourmet kitchen features quartz countertops, upgraded cabinetry, premium appliances, and a large center island ideal for meal prep and casual dining. The spacious owner's suite is privately located and includes two separate closets and a well-appointed en-suite bath designed for comfort and convenience. Step outside to the screened lanai with remote-controlled roller shades, an extended paver patio,with exterriorgas hookup for grilling--perfect for outdoor entertaining and relaxing. Set on a premium homesite, the property offers tranquil pond views and a green space along one side for added privacy. Residents enjoy resort-style amenities -pool, fitness center, clubhouse, pickleball and bocce.

114 Lone Cypress Way, St. Augustine
$475,000
3 Beds ⋅ 2 Baths ⋅ 2146492 MLS
Welcome to 94 Lone Cypress Way in the highly sought-after Summer Bay at Grand Oaks community in St. Augustine! This beautifully designed home offers the perfect blend of comfort, style, and low-maintenance living. Enjoy an open-concept floor plan filled with natural light, a spacious kitchen with upgraded finishes, and seamless indoor-outdoor living ideal for entertaining or relaxing. The private owner's suite provides a peaceful retreat with a spa-inspired bath and generous closet space. Located in a gated, resort-style community with exceptional amenities including a clubhouse, fitness center, pool, pickleball courts, and walking trails. Conveniently located near World Golf Village, shopping, dining, I-95, and historic downtown St. Augustine. A must-see opportunity to enjoy the Florida lifestyle!

94 Lone Cypress Way, St. Augustine
$475,000
3 Beds ⋅ 3 Baths ⋅ 2144976 MLS
Resort-Style Living with Stunning Pond & Preserve Views! Discover one of the most beautifully upgraded homes in Summer Bay at Grand Oaks, one of St. Johns County's premier 55+ active adult communities. Perfectly positioned on a premium pond and preserve homesite, this move-in-ready home offers peaceful views, exceptional privacy, and thoughtful upgrades throughout. Designed for effortless everyday living, the open floor plan features a gourmet kitchen with 42'' upgraded cabinetry, soft-close doors, pull-out shelving, additional island storage, upgraded lighting, custom closets, and built-in cabinetry in the flex space. Every detail has been carefully selected to maximize both beauty and functionality. Step outside to your extended screened lanai and expanded paver patio, where you'll enjoy morning coffee or evening sunsets overlooking tranquil water and preserve views. Additional upgrades include a whole-home water softener and filtration system, plantation shutters, epoxy garage floor, 4-foot garage extension, fenced backyard, drop zone, and pre-plumbing for a future outdoor kitchen. Living in Summer Bay means enjoying a true resort lifestyle with a clubhouse, fitness center, pickleball courts, community pool, dog park, and an active social calendar. Residents also enjoy full access to all of the amenities throughout the Grand Oaks community. Now offering a $1,000 closing cost credit when using preferred lender Allie Penny. Schedule your private showing today and experience everything this exceptional home has to offer. Some photos have been virtually enhanced to illustrate the home's potential, including cosmetic paint colors, furnishings, and fixtures. No structural features or room dimensions have been altered.

145 Lone Cypress Way, St. Augustine
$489,000
3 Beds ⋅ 2 Baths ⋅ 2143027 MLS
Discover easy, low-maintenance living at 71 Hickory Pine Dr, a beautifully upgraded single-family home in the desirable 55+ community of Summer Bay in St. Augustine. With three bedrooms PLUS an office/flex space - there will be plenty of room for those out of town visitors coming to sunny Florida!! The owners have made many thoughtful upgrades, enhancing both style and comfort throughout. The home features a gourmet kitchen with all stainless steel appliances and a bright, open layout ideal for everyday living and entertaining. Step outside to a beautiful screened-in lanai overlooking a tranquil pond with fountain, perfect for relaxing mornings and peaceful evenings. All TVs, washer, dryer, refrigerator, and water softener convey, making this home truly move-in ready. Summer Bay residents enjoy their own amenities plus full access to the entire Grand Oaks community, including a clubhouse, pool, tennis and pickleball courts, dog park, jogging paths, parks, playgrounds, and more. Conveniently located near shopping, dining, and medical facilities, this home offers comfort, convenience, and an active Florida lifestyle.

71 Hickory Pine Drive, St. Augustine
$343,000
2 Beds ⋅ 2 Baths ⋅ 2121166 MLS
Welcome to 55 Fairlake Circle in St. Augustine, 32092. This beautifully maintained Pulte-built home, completed in 2023, offers 2 bedrooms, 2 baths, and a flexible office/flex room. Enjoy upgraded vinyl flooring throughout, a kitchen with 42'' soft-close cabinets, quartz countertops, vented hood, and stylish backsplash, plus an owner's bath with upgraded cabinetry. Perfect for easy, low-maintenance living, whether full-time or seasonal. This gated 55+ community offers an active lifestyle with pickleball and bocce courts, a resort-style pool, outdoor firepit and fireplace, dog park, and community garden. Relax in your private, fenced backyard with a screened, paved lanai—ideal for entertaining or quiet evenings. Conveniently situated just 23 min to Vilano Beach, 20 min to Historic St. Augustine, 27 min to Mayo Clinic, and 49 min to Jacksonville International Airport. This home blends comfort, quality, and Florida's vibrant lifestyle in one exceptional package.

55 Fairlake Circle, St. Augustine
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..