Southwood Real Estate Search

Southwood Properties between $1,500,000 and $2,000,000 for Sale

Our website features the best real estate search for between $1,500,000 and $2,000,000 properties available in Southwood and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Southwood real estate market? Sign up for a  Southwood Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Southwood Properties between $1,500,000 and $2,000,000 for Sale

8115 A1a S, St. Augustine
$3,490,000
5 Beds ⋅ 6 Baths ⋅ 2168876 MLS
Over 170 feet of private Intracoastal waterfront, more than an acre of coastal paradise, a spectacular 500-foot dock with your own boat lift, and the Atlantic Ocean just steps away. Welcome to 8115 A1A South, an extraordinary luxury waterfront estate on the southern end of Anastasia Island in St. Augustine, Florida, where exceptional craftsmanship, timeless coastal elegance, and an unparalleled lifestyle come together in one remarkable setting. Perfectly positioned between the Atlantic Ocean and Intracoastal Waterway, this magnificent residence offers more than 5,500 square feet of living space, five spacious en-suite bedrooms, five and a half bathrooms, and an incredible collection of indoor and outdoor spaces designed for entertaining, relaxation, and making memories. Opportunities to own over an acre of waterfront property with this level of privacy, boating access, and immediate proximity to the beach are exceptionally rare. Built with longevity in mind, the estate showcases reinforced concrete block construction with poured concrete extending to the roofline, newly installed impact-resistant windows and doors, fresh paint, and a newer roof. From the moment you enter, expansive water views, beautiful travertine flooring, and gracious living spaces establish an atmosphere of understated luxury and effortless coastal sophistication. The thoughtfully designed floor plan flows beautifully between the main living areas, formal dining room, and spacious kitchen featuring granite countertops, stainless steel appliances, and abundant space for gathering with family and friends. Conveniently located on the first floor, the luxurious primary suite offers a private waterfront sanctuary complete with spectacular Intracoastal views, an oversized walk-in closet, a spacious en-suite bathroom, and direct access to the screened lanai and pool. Four additional en-suite bedrooms provide exceptional comfort and privacy for family and guests, while a convenient upstairs morning kitchen and three-car garage add to the home's impressive versatility. Yet, the true magic of 8115 A1A South extends far beyond its interior. Designed to embrace Florida's extraordinary year-round climate, the outdoor living spaces are nothing short of spectacular. An inviting private swimming pool, expansive screened lanai, multiple covered porches, and generous gathering areas create an idyllic setting for everything from intimate family evenings to unforgettable celebrations. Spend your afternoons lounging poolside, enjoying the coastal breeze, hosting friends for sunset cocktails, or watching boats cruise along the Intracoastal from the comfort of your own backyard. The property's sprawling waterfront grounds offer an extraordinary sense of space and seclusion, while the impressive 500-foot dock and private boat lift invite you to experience the very best of Northeast Florida's boating and fishing lifestyle. Imagine mornings spent walking the beach with your coffee, afternoons cruising the Intracoastal, and evenings returning home to breathtaking sunsets over the water. With convenient beach access directly across A1A, you can enjoy the Atlantic Ocean and Intracoastal Waterway without ever having to choose between them. Upstairs balconies offer additional opportunities to take in the surrounding coastal beauty, with sweeping Intracoastal views and glimpses of the Atlantic Ocean. Just a scenic drive from the historic charm, acclaimed dining, and vibrant atmosphere of downtown St. Augustine, this exceptional estate provides a rare balance of peaceful waterfront seclusion and convenient access to everything that makes Florida's First Coast so desirable. Two iconic waterways. Over an acre of waterfront paradise. One extraordinary address. At 8115 A1A South, luxury isn't simply defined by the home itself, but by the freedom to live exactly how you've always imagined. Some properties offer beautiful homes. Others offer extraordinary lifestyles. Very few offer both on this scale.

8115 A1a S, St. Augustine

3903 St Johns Avenue, Jacksonville
$1,425,000
4 Beds ⋅ 4 Baths ⋅ 2168862 MLS
Coming Soon listing, no showings. **HISTORIC**UPDATED**INCOME PRODUCING** Experience unparalleled historic charm at ''Riverglen,'' a FRANK LLOYD WRIGHT Prairie-style home (1923) on a highly sought-after St. Johns Ave address. This 4 bed/3.5 bath estate is a short stroll from Avondale's shops and dining. Boasting expansive, FENCED YARDS perfect for a large pool and AMPLE OFF-STREET PARKING, this property is a unique and rare find. Step through the original TIFFANY BEVELED GLASS DOOR into a grand foyer, revealing a vast formal dining room, an oversized living room with a SUNROOM, and a cozy den with a fireplace. The large, UPDATED KITCHEN features an oversized island with a natural gas range, dual wall ovens, 2 sinks, and a built-in desk, flowing seamlessly into a mudroom. EXTRA-LARGE WINDOWS throughout fulfill Wright's vision, bathing rooms in natural light. Upstairs, a breathtaking restored TIFFANY STAINED-GLASS CEILING illuminates the landing. The extra-large master suite includes a MARBLE FIREPLACE and a large REMODELED BATHROOM. 2 additional spacious bedrooms, the Blue Room and Mirror Room, share a full bath. An unfinished ATTIC offers 1000 sqft. of potential! Enjoy RESTORED WOOD-BURNING FIREPLACES, original red oak and heart of pine HARDWOOD FLOORS, and a unique 375 sq. ft. FINISHED, CLIMATE-CONTROLLED BASEMENT (perfect for a wine cellar). A DETACHED 2-CAR GARAGE with a 418 sq. ft. SEPARATELY ADDRESSED and METERED 1-BED 1-Bathroom APARTMENT offers ideal RENTAL INCOME or home office space. Surrounded by historic brick, Riverglen is a famous Jacksonville landmark, offering Southern charm as a family home or income-generating Bed & Breakfast. Contents are optional. Schedule your showing today!

3903 St Johns Avenue, Jacksonville

4431 Hollygate Drive, Jacksonville
$599,999
4 Beds ⋅ 2 Baths ⋅ 2168861 MLS
WELCOME TO YOUR PRIVATE BACKYARD PARADISE IN THE HEART OF MANDARIN! This stunning, beautifully maintained 4-bedroom, 2-bath brick home offers timeless charm, modern upgrades, and exceptional Florida living! The showstopper is the impressive oversized saltwater pool with a 9-FT DEEP END and full screen enclosure, creating your own private resort-style retreat! Beyond the pool, enjoy a HUGE FULLY FENCED BACKYARD with plenty of room for a children's playset, pets, gardening, and outdoor entertaining. A convenient cabana bathroom provides easy pool access. Inside, you'll find a gorgeous brick fireplace, beautifully updated bathrooms, and a fully renovated primary bath featuring a luxurious soaking tub, stunning marble-look tilework, and a spa-inspired walk-in shower with rainfall fixtures. The beautiful kitchen offers granite countertops and newer, quiet smart appliances, complemented by smart lighting throughout much of the home. The OVERSIZED DRIVEWAY provides exceptional parking flexibility, including space for boats, RVs, and recreational toys, subject to applicable restrictions. Additional storage is available in the spacious outdoor shed. LOW HOA OF ONLY $150 ANNUALLY! Conveniently located in desirable Mandarin near shopping, dining, parks, major roadways, and private schools, including The Bolles School. A rare combination of beautiful updates, spacious outdoor living, and incredible entertaining possibilities. Schedule your private showing today!

4431 Hollygate Drive, Jacksonville

10123 Breakaway Court, Jacksonville
$120,000
2168859 MLS
BUILD YOUR DREAM HOME IN JACKSONVILLE RANCH CLUB ESTATES! Discover the perfect blend of privacy, natural beauty, and peaceful country-style living in the highly desirable, gated Jacksonville Ranch Club Estates! Nestled on a quiet cul-de-sac, this beautiful 3.38-acre home site offers a rare opportunity to create your own private retreat surrounded by nature. Featuring approximately 2.85 acres of protected conservation land, this property provides a beautiful natural buffer from neighboring homes, offering added privacy and a serene wooded setting. Approximately 0.53 acres are available for your future home site, allowing you to enjoy the beauty of expansive acreage without the upkeep of a large cleared property. Enjoy the charm of this equestrian-style community, complete with fantastic amenities including a playground, picnic area, scenic nature trails, and canoe launch. Even better, the community's secure RV and boat storage facility with 24-hour access and a nature trails. Experience the tranquility of country living while still enjoying convenient access to Jacksonville's shopping, dining, and everyday essentials. No CDD fees! Whether you're dreaming of a peaceful getaway or a custom-built forever home, this exceptional property offers a wonderful opportunity to enjoy nature, privacy, and the lifestyle Jacksonville Ranch Club Estates is known for. Bring your vision and make your dream home a reality! Buyer to verify all building requirements, including minimum home square footage (typically 2,800 SF), buildable area, setbacks, zoning, permitting, soil conditions, utilities, and HOA restrictions. Visit the Jacksonville Ranch Club HOA website for additional community information.

10123 Breakaway Court, Jacksonville

264 Golden Fern Drive, St. Augustine
$545,000
4 Beds ⋅ 3 Baths ⋅ 2168798 MLS
Professional Photos coming soon!! Welcome to your dream home! Nestled within the highly sought-after Silver Landing neighborhood of the premier master-planned community, SilverLeaf, this single-family residence perfectly combines modern luxury with everyday functionality. Some of the functional features of the 4-bedroom, 3-bathroom home include a beautifully designed open-concept living space, natural gas throughout the whole house and an on-demand water heater. Exterior features include an 8-foot tall garage door and a natural gas line to the back porch for your amazing summer kitchen. The home is situated on a premium, oversized lot right on the pond—all while offering low HOA fees and no CDD fees. Living here gives you access to a vibrant, golf-cart friendly lifestyle with unmatched, award-winning community amenities right outside your door. You can spend your days relaxing at the SilverLeaf Amenity Center or Johns Island Amenity Center, which boast expansive resort-style pools, water slides, splash pads, and lap lanes. Stay active on the four championship tennis courts, six tournament-class pickleball courts, and full-sized basketball courts, or explore miles of scenic golf-cart paths that wind through community parks and pristine conservation land. Your furry family members will love the dedicated community dog parks, and your weekends will be filled with neighborhood events like Food Truck Thursdays and holiday fairs. Best of all, you can drive your golf cart to the Publix Super Market located about a mile away. Right across the road from Publix is the newly completed Baptist Health medical campus with 24/7 ER and Wolfson Children's Hospital. All measurements are estimated. Buyer and buyer agent are responsible for verifying. Wine Cooler, Garage refrigerator, freezers and ice maker does not convey. Washer and dryer is negotiable.

264 Golden Fern Drive, St. Augustine

132 Marine Street, St. Augustine
$1,749,000
5 Beds ⋅ 4 Baths ⋅ 2168796 MLS
Morning coffee on the porch. Dinner downtown. An evening stroll along the bayfront. At 132 Marine Street, the best of St. Augustine living begins right at home. Located in the charming Old City South neighborhood, this thoughtfully updated home pairs classic architectural character with bright, welcoming interiors. Offered mostly furnished, with a detailed list of included items available, it makes settling into St. Augustine life that much easier. Fresh paint inside and out, updated lighting with added recessed lights, and refreshed window treatments complement rich wood floors and substantial trim. Two primary suites—one on each floor—offer exceptional flexibility for everyday living and hosting guests. The newly added first-floor suite is a retreat of its own, featuring a gas fireplace, space to unwind, and a convenient wet bar. Its beautifully finished bathroom includes a freestanding jetted tub and generous glass-enclosed shower, while the organized walk-in closet with integrated laundry brings ease to daily routines. Upstairs, a second primary suite offers another private getaway, complemented by additional guest bedrooms and a separate laundry area. A second gas fireplace adds warmth to the main living space, where living and dining areas come together for relaxed evenings and easy entertaining. The kitchen features warm wood cabinetry, stone countertops, and new appliances, including a gas range. A separate study with extensive built-in shelving and a queen Murphy bed transitions easily from a quiet workspace to welcoming guest accommodations. Three independently controlled air-conditioning zones allow personalized comfort throughout the home. Outside, refreshed landscaping, two masonry fire pits, and inviting seating areas create spaces to gather and unwind. Enjoy the welcoming front porch or settle into the covered rear patio for an evening at home. Off-street parking adds convenience, while downtown restaurants, galleries, shops, and the scenic bayfront are nearby. Built in 2006 and thoughtfully renewed, 132 Marine Street offers the character that draws people to St. Augustine, with the comfort and flexibility that make them want to stay.

132 Marine Street, St. Augustine

618 Wakeview Drive, Orange Park
$429,999
5 Beds ⋅ 4 Baths ⋅ 2168792 MLS
Space and Style in Oak Leaf Plantation! Welcome to this spacious large 5 bedroom, 3.5 bath home offering 3417 square feet of living space in one of the areas most sought after master Plan Communities. From the moment you enter, the impressive 2 story foyer creates a grand first impression, featuring an elegant staircase and an open view overlooking the entry below. Design with room to live, work, and entertain, the home features formal living dining room, generous size family room, an expansive kitchen with abundant workspace and stainless steel appliances. The versatile floor plan offers full primary suite on the first floor plus a second primary suite upstairs providing flexibility for multi generation living, guest, or additional privacy. Four generously sized bedrooms and an oversized bonus room offers plenty of options for a home office, media room, game room, or additional gathering space. Major updates include HVAC System approximately two years old. Roof installed 2021, water heater 2021 You will love the Private well for irrigation. Enjoy the oak leaf plantation lifestyle with access to community amenities that include swimming pools, water play areas, fitness and recreational facilities, tennis and pickleball courts, basketball courts, sports fields, playgrounds, parks, and scenic outdoor spaces. Conveniently located near shopping dining and all the major roadways connecting you to Jacksonville and surrounding areas. Schedule your private tour today!

618 Wakeview Drive, Orange Park

Start Your Search
© 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. This data is up-to-date as of . For the most current information, contact NuView Realty, 1-800-419-6535, randy.wiggins@nuviewrealty.com.