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. 

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

96 De Haven Street, St. Augustine
$670,000
3 Beds ⋅ 3 Baths ⋅ 2167293 MLS
Welcome to 96 De Haven Street, a beautifully appointed coastal retreat in the heart of St. Augustine's historic Lincolnville neighborhood. Built in 2015, this charming 3-bedroom, 2.5-bath residence offers the character and ambiance buyers love about historic St. Augustine, paired with the modern construction, comfort, and efficiency of a newer home. Thoughtfully designed with inviting outdoor spaces, stylish finishes, and an easy-flowing floor plan it is equally suited for a full-time residence, second home, or vacation rental investment. Step inside to discover a bright and welcoming interior featuring an open-concept living area, recessed lighting, and beautiful flooring. The kitchen is a standout, offering generous cabinetry, granite countertops, stainless-steel appliances, and a large breakfast bar with ample seating. Upstairs, the comfortable bedroom spaces provide privacy and flexibility for owners and guests alike. The primary suite offers a relaxing retreat, while the additional bedrooms provide excellent accommodations for visitors or family. A spacious covered porch extends the living space outdoors and creates the perfect setting for morning coffee, afternoon relaxation, or evening conversations while enjoying the peaceful residential surroundings. For investors, this home is already registered as a short-term rental with the City of St. Augustine, offering an opportunity to purchase a property with an established vacation-rental path already in place. Whether you're looking for a primary residence, a St. Augustine getaway, or a short-term rental property, this home offers a rare combination of modern comfort, distinctive character, and investment flexibility in one of the city's most desirable settings.

96 De Haven Street, St. Augustine

502 13th Avenue N, Jacksonville Beach
$1,600,000
2167280 MLS
Your Jacksonville Beach dream home starts here. Just five blocks from the ocean, this rare 70' x 100' corner homesite offers the opportunity to build a one-of-one coastal home with Bold Homes, a local Jacksonville builder with decades of experience creating custom homes and renovations throughout Northeast Florida. Start with the proposed site-specific design featuring approx. 3,000 conditioned SF, 4 bedrooms, 3 bathrooms, flex space, 2-car garage, pool, cabana and outdoor entertaining space, then personalize it through Bold Homes' custom design/build process. The homesite is cleared, graded and ready to build with public water, sewer and electric available. Walk, bike or golf cart straight down 13th Ave to public beach access and parking. Prefer to bring your own vision? Purchase the homesite independently and build with your own plans and builder. The location, land, and possibilities are all yours. The property is cleared, graded and ready for its next chapter. This 70' x 100' corner lot is located just five blocks from the ocean with public water, sewer and electric available. The list price of 1.6M is for the land and new construction of the proposed residence shown in the renderings. Buyers may work with Bold Homes to customize and build the proposed coastal home through a separate design/build agreement or purchase the homesite independently at the price of $675,000. Proposed plans and renderings are conceptual and subject to modification, engineering, permitting and governmental approval. Buyer to verify all development requirements and feasibility.

502 13th Avenue N, Jacksonville Beach

1790 Fairway Drive, Fernandina Beach
$875,000
3 Beds ⋅ 2 Baths ⋅ 2167268 MLS
South Amelia Island living doesn't get much better than this! Tucked inside Parkway Place, an intimate gated community of just 14 homes directly across from the beach, this beautifully loved home delivers the location, privacy, and laid-back island lifestyle that make Amelia Island so special. Positioned on a lush corner lot in a quiet cul-de-sac, mature trees and established greenery create a sense of seclusion from the moment you arrive. A private approach and gorgeous custom double glass entry doors welcome you inside, where soaring ceilings, abundant natural light, and timeless character immediately set the tone. The massive family room is the heart of the home, featuring a beautiful wood-burning fireplace and peaceful views of the private backyard, while a separate formal dining room provides the perfect space for entertaining. The kitchen is filled with natural light and charm, complete with bay windows, beautiful outdoor views, and a cozy breakfast nook perfect for morning coffee. The thoughtfully designed split floor plan places the spacious primary suite in its own private retreat, complete with a large ensuite bath, while two additional guest bedrooms and a full bathroom are tucked into a separate wing across the home. Outside, mature landscaping surrounds the private back porch, creating a quiet escape for relaxing after a day at the beach. A side-entry garage adds to the home's curb appeal and preserves the peaceful feel of the front elevation. And the location is truly the showstopper. Step outside the gates and enjoy everything the coveted south end of Amelia Island has to offer, with the beach just across the street and The Ritz-Carlton, Golf Club of Amelia Island, tennis facilities, and miles of biking and walking trails all nearby. Morning walks to the ocean, afternoons on the trails, evenings at the resort, this is more than an Amelia Island address. It's the opportunity to enjoy the vacation lifestyle every single day.

1790 Fairway Drive, Fernandina Beach

12606 Point Park Drive, Jacksonville
$451,000
4 Beds ⋅ 2 Baths ⋅ 2167264 MLS
Rare opportunity to own a meticulously maintained, ONE-OWNER gem in Jacksonville! This stunning 4BR/2BA home offers 1,957 sq ft of upgraded living space, a flex/office room, and a 2-car garage on a 0.337-acre lot. Located minutes from St. Johns Town Center, local dining, beaches, NAS Jax, and NS Mayport. The chef's kitchen features KraftMaid cabinetry and Sensa Granite, while bathrooms showcase James Martin vanities and custom tile. Enjoy ultimate peace of mind with a new architectural roof (2026), fresh paint (2026), Mastic siding (lifetime warranty), and high-efficiency windows (lifetime warranty). The private backyard oasis features a new privacy fence (2026), updated irrigation (2026), and a 12x16 lofted barn shed. Complete with a Cameo gutter system, and immaculate maintenance history, this turnkey home is an absolute must-see! Premium Structural & Exterior Upgrades (2026) • New Architectural Roof (2026): Features a fully transferable warranty for complete peace of mind. • Premium Mastic Dutch Lap Siding: Low-maintenance exterior backed by a lifetime warranty. • Smart Choice Windows: High-efficiency, energy-saving windows featuring a lifetime guarantee. • Fresh Whole-Home Paint (2026): Newly painted exterior offering immediate curb appeal. • Cameo Gutter System: Equipped with Leaf Relief gutter guards to eliminate routine maintenance. Luxury Interior & Custom Renovations • Chef's Kitchen Remodel: Fully customized with premium KraftMaid cabinetry, high-end appliances, and showcase-level Sensa Natural Granite countertops. • Custom Bathroom Retreats: Features high-end James Martin vanities, designer custom tile work in the showers, and modern integrated Bluetooth ventilation systems. • Versatile Floor Plan: Includes a dedicated office/flex room perfect for remote work, a gym, or a playroom. Backyard Oasis & Storage • New Privacy Fencing (2026): The expansive 0.337-acre lot is fully enclosed, ideal for pets and privacy. • Updated Irrigation System (2026): Keeps the spacious lawn pristine and easily managed. • 12x16 Lofted Barn Shed: Heavy-duty outdoor storage ready for lawn equipment, tools, or recreational toys. Systems & Logistics • Water Heater: Brand new unit, fully serviced in 2026. • Immaculate Maintenance: Meticulously cared for by a single owner with complete maintenance history available. • Unbeatable Location: Ideal central hub just minutes from world-class shopping at the St. Johns Town Center, local dining hotspots, and Jacksonville's beautiful beaches. Offers a seamless, short commute to local military bases including NAS Jax and NS Mayport. "Warranty documents available in MLS media tab" at the very bottom.

12606 Point Park Drive, Jacksonville

715 S Rodriquez Street, St. Augustine
$415,000
3 Beds ⋅ 2 Baths ⋅ 2167255 MLS
Quality construction, incredible versatility, and a location just minutes from the heart of St. Augustine. Welcome to 715 S Rodriguez Street, a solid concrete block home offering generous living space, abundant parking, NO HOA, and a unique second level that creates opportunities you simply don't find in your average home. Inside, the main level features an open and functional floor plan where the kitchen, dining, and living spaces flow naturally together. The split bedroom layout provides privacy, with a spacious primary suite featuring a walk-in closet and ensuite bath, while two additional bedrooms and a full bathroom sit on the opposite side of the home. One of the most unique features is the unfinished upper level, ready for its next owner to bring their vision to life. With its own private exterior entrance and plumbing already roughed in for an additional bathroom and kitchen sink, the groundwork is there to create something special. Finish it as a guest suite, multigenerational space, home office, bonus area, or potentially an income-producing setup. The existing interior spiral staircase is currently closed off but could be reconnected to provide direct access from the main home as well. The construction is equally impressive, with concrete block cells filled with poured concrete and reinforced with commercial-grade rebar. Improvements over the years include new HVAC, Pella triple-pane impact and sound-reducing windows, an updated garage door, water heater, exterior staircase, plumbing improvements, flooring, and more. An oversized garage and extensive paved off-street parking provide plenty of room for vehicles, a boat, RV, and toys, and with NO HOA, you have the flexibility to make the property work for your lifestyle. All of this sits just minutes from historic Downtown St. Augustine, Flagler College, restaurants, shopping, and everything that makes this area such a desirable place to live and invest. Quality construction, flexible living, untapped potential, no HOA, tons of parking, and an incredibly convenient St. Augustine location. 715 S Rodriguez is anything but your average home.

715 S Rodriquez Street, St. Augustine

10858 Stanton Hills Drive E, Jacksonville
$365,000
3 Beds ⋅ 2 Baths ⋅ 2167254 MLS
We are excited to share a wonderful new listing in the Trails at Bent Creek. This well-maintained, one-owner home features 3 bedrooms, 2 bathrooms, a flex room with double French doors, and a functional split-bedroom floor plan designed for privacy and comfortable everyday living. Key Property Highlights: - Flexible Living Space: Includes a versatile flex room off the entryway—ideal for a home office, library, or sitting room—and an open-concept great room connecting the kitchen, dining, and family areas. - Updated Kitchen: Equipped with 45-inch cabinetry, ample counter space, and stainless steel appliances. - Primary & Secondary Suites: Private primary suite located opposite the secondary bedrooms, which share a separate full bathroom and hallway. - Outdoor & Extra Amenities: Screened and enclosed lanai overlooking a spacious backyard with mature trees, an indoor laundry room, a water softener system, and a two-car garage. - Recent Updates & Peace of Mind: Brand-new 2026 architectural shingle roof (completed with permits and final inspection) and a freshly painted interior. Continuous pest-control service has been maintained, with options for the buyer to transfer or continue coverage. - Community & Location: Low annual HOA fees and NO CDD. Conveniently located near State Road 23 (First Coast Expressway), I-295, and I-10, offering easy access to Cecil Commerce Center, shopping, dining, and close to Bent Creek Golf Course. Please let me know if you have any questions or if you would like to schedule a private showing.

10858 Stanton Hills Drive E, Jacksonville

216 Riverwalk Boulevard, St. Johns
$450,000
3 Beds ⋅ 2 Baths ⋅ 2167244 MLS
Front porch mornings, tree-lined streets, and the charm of a neighborhood that feels like something out of a storybook. Welcome to Main Street in RiverTown, where classic cottage architecture, inviting front porches, and a walkable neighborhood create a lifestyle that's anything but ordinary. This beautiful single-story home is filled with charming character and thoughtful details throughout. The open-concept living and dining areas create an inviting space for everyday living and entertaining. A versatile flex room with glass French doors opens to the main living area, creating a natural extension of the space. Perfect for a home office, library, hobby room, or additional sitting area, it can also serve as a third bedroom to suit your needs. Step outside to your private screened lanai, where lush jasmine and the soothing sounds of a backyard water fountain create a peaceful retreat. The welcoming front porch offers another favorite place to unwind, enjoy your morning coffee, or take in the neighborhood atmosphere with open green space across the street. HVAC system replaced in 2023. Just a short stroll away, the RiverHouse Amenity Center offers fitness classes, yoga, water aerobics, pickleball, and opportunities to connect with neighbors. Enjoy scenic walks along the St. Johns River, resort-style pools, playgrounds, dog parks, and RiverTown's impressive collection of recreational amenities and community events. If you've been searching for a home with personality, a welcoming front porch, and a lifestyle that extends well beyond your front door, Main Street in RiverTown is something special.

216 Riverwalk Boulevard, St. Johns

139 Old Fort Trail, St. Johns
$439,500
3 Beds ⋅ 3 Baths ⋅ 2167231 MLS
Welcome to 139 Old Fort Trail in the highly sought-after Beachwalk community of St. Johns! Seller including Golf cart with acceptable offers!! This beautifully maintained 3-bedroom, 2.5-bath home offers 1,945 sq ft of living space, a 2-car garage, and a great blend of comfort and resort-style living. Inside, you'll find a functional layout with a spacious upstairs loft, perfect for a home office, media room, game room, or second living area. The primary bedroom features an extended closet for additional storage. Step outside to an impressive extended screened patio offering plenty of additional outdoor living space. Just beyond the patio is a private hot tub, perfect for relaxing or entertaining. The home is also wired for a generator hookup for added peace of mind. And then there's the Beachwalk lifestyle! Seller including Golf cart with acceptable offers!! Residents enjoy access to the community's incredible 14-acre Crystal Lagoon, complete with sandy beaches and opportunities for swimming, kayaking and paddleboarding. Resort-style amenities include a clubhouse, fitness center, tennis and pickleball courts, putting green, sand volleyball, playground, dog splash park and on-site dining. With sidewalks and a golf-cart-friendly community, it's easy to enjoy everything Beachwalk has to offer. Preferred-lender incentive: First Coast Mortgage Alliance, LLC may offer a lender credit equal to 1% of buyer'.s loan amount (max $7,500) toward eligible closing costs, prepaids and/or rate buydown. Optional--buyer may use any lender. Credit is from lender (not seller/listing broker) and can't be used for buyer-broker comp. Subject to qualification, program limits, and applicable federal/FL law. Not a commitment to lend.

139 Old Fort Trail, St. Johns

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