Summer Bay At Grand Oaks Real Estate

Welcome to Summer Bay at Grand Oaks, a picturesque subdivision nestled in the heart of St. Johns County, Florida. This vibrant community offers a harmonious blend of modern living and natural beauty, making it an ideal location for families, retirees, and everyone in between.

Summer Bay boasts a variety of thoughtfully designed homes that cater to diverse lifestyles and preferences. From charming single-family residences to spacious townhomes, each property is crafted with quality and comfort in mind. The lush landscaping and well-maintained streets create an inviting atmosphere that residents are proud to call home.

One of the standout features of Summer Bay is its commitment to community living. Residents enjoy access to a range of amenities, including a sparkling community pool, playgrounds, and scenic walking trails, perfect for leisurely strolls or morning jogs. The community also fosters a strong sense of belonging, with regular events and gatherings that encourage neighbors to connect and create lasting friendships.

Located just a short drive from the historic charm of St. Augustine and the beautiful beaches of Ponte Vedra, Summer Bay at Grand Oaks offers the perfect balance of tranquility and accessibility. Families will appreciate the highly-rated schools in the area, ensuring that children receive a top-notch education.

Whether you're looking to settle down or invest in a growing community, Summer Bay at Grand Oaks is a hidden gem in Florida’s real estate market. Experience the warmth of this inviting neighborhood and discover the lifestyle you've always dreamed of!

Newest Listings in Summer Bay At Grand Oaks

$369,900

2 Beds ⋅ 2 Baths ⋅ 263920 MLS

Welcome to this beautifully maintained 2-bedroom, 2-bath home located in a desirable gated 55+ community. Enjoy added privacy with a fully fenced backyard that backs to a peaceful wooded preserve, creating a relaxing setting with no immediate rear neighbors. Thoughtful upgrades throughout include custom plantation shutters made of Linden Wood, vinyl plank and tile flooring throughout the main living areas, with carpet only in the bedrooms. The garage has been extended approximately four feet, providing valuable additional space for parking, storage or hobbies. Outdoor living has also been enhanced with an extended lanai and backyard pavers extended approximately four feet, offering additional space for entertaining, grilling or simply enjoying the private preserve views. Residents enjoy and impressive selection of community amenities, including a swimming pool, fitness center, clubhouse, pickleball and tennis courts, and a community garden.

135 Fairlake Cir, St Augustine

Courtesy of Watson Realty Corp (US1 South)

$369,900

2 Beds ⋅ 2 Baths ⋅ 2163339 MLS

135 Fairlake Circle, St. Augustine

Courtesy of WATSON REALTY CORP

Listing courtesy of WATSON REALTY CORP.

Listing courtesy of SHANNON SCOTT from WATSON REALTY CORP.

$499,000

2 Beds ⋅ 2 Baths ⋅ 2163245 MLS

WHY WAIT TO BUILD? This beautifully upgraded 2023 home is already customized and move-in ready! Welcome to 94 Hickory Pine Drive, a meticulously maintained home in Summer Bay, a gated 55+ community offering an active, low-maintenance lifestyle in St. Augustine. Originally purchased as a second residence and only rarely occupied, this home presents like new while offering more than $50,000 in thoughtful upgrades already completed. With 2 bedrooms, 2 bathrooms, a dedicated office/flex space, and 1,859 square feet of living space, this home blends functionality, comfort, and style. Custom lighting, plantation shutters, and elegant coffered ceilings create a polished atmosphere throughout. The versatile flex space has been transformed into a beautifully designed built-in home office, perfect for working remotely, hobbies, or simply enjoying a quiet retreat. The open-concept living area features a custom built-in electric fireplace, creating an inviting focal point for relaxing or entertaining. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, a large island, gas range, and all appliances included. The customized pantry provides exceptional organization and includes a built-in wine refrigerator, adding another thoughtful touch to this already impressive home. The spacious primary suite offers a relaxing retreat with its own electric fireplace. The primary bathroom features extensive cabinetry, generous counter space, a large walk-in shower, and a spacious walk-in closet. Life at Summer Bay extends beyond your front door with resort-style amenities and opportunities to stay active and connect with neighbors. Residents enjoy a community swimming pool, relaxing hot tub, pickleball courts, and the security and convenience of gated active adult living. Whether you're searching for a full-time Florida residence or a seasonal lock-and-leave retreat, 94 Hickory Pine Drive offers the opportunity to enjoy newer construction without the wait or expense of completing upgrades yourself. Offered at $499,000, this is a rare opportunity to own a beautifully customized, lightly lived-in home in one of St. Augustine's desirable 55+ communities. Schedule your private showing today.

94 Hickory Pine Drive, St. Augustine

Courtesy of IHEART REALTY INC

Listing courtesy of IHEART REALTY INC.

Listing courtesy of NEAL BROWN from IHEART REALTY INC.

$569,900

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

Courtesy of MOMENTUM REALTY

Listing courtesy of MOMENTUM REALTY.

Listing courtesy of HEATHER STRAZINSKY from MOMENTUM REALTY.

$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

Courtesy of CHRISTIE'S INTERNATIONAL REAL ESTATE FIRST COAST

Listing courtesy of CHRISTIE'S INTERNATIONAL REAL ESTATE FIRST COAST.

Listing courtesy of ROBYN McINTOSH from CHRISTIE'S INTERNATIONAL REAL ESTATE FIRST COAST.

$529,000

3 Beds ⋅ 2 Baths ⋅ 263172 MLS

Lakeside Living in Exclusive Summer Bay at Grand Oaks – 55+ Resort-Style Community. This beautifully maintained 3 bedroom, 2.5 bath 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, stainless steel appliances, and tons of storage for all your culinary needs. Enjoy seamless indoor-outdoor living with a triple sliding glass door that opens to a 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

Courtesy of Watson Realty Corp (US1 South)

$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

Courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS.

Listing courtesy of LISA CAFFEY from KELLER WILLIAMS REALTY ATLANTIC PARTNERS.

$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

Courtesy of LPT REALTY LLC

Listing courtesy of LPT REALTY LLC.

Listing courtesy of CHRISTOPHER T SNOW from LPT REALTY LLC.

$333,000

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

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Listing courtesy of AGNIESZKA BIRCHENOUGH from BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.