Southwood Real Estate, Homes, Condos for Sale in St Augustine, FL

LOW-MAINTENANCE LIVING IN THE GATED SOUTHWOOD COMMUNITY! Enjoy the comfort of a concrete block home with the convenience of lawn maintenance included, giving you more time to enjoy everything St. Augustine has to offer. Whether you're looking for a full-time residence, a seasonal retreat, or an easy lock-and-leave home, this one checks all the boxes. Offering 2 bedrooms, 2 bathrooms, plus a dedicated office that could easily serve as a third bedroom, this home features a bright, open floor plan with soaring ceilings, skylights, and large tile flooring throughout the main living areas. The living room flows seamlessly into the kitchen and dining area, creating an inviting space for everyday living. The kitchen is well-appointed with granite countertops, a tile backsplash, cherry wood cabinetry, and a casual dining area. The spacious owner's suite offers sliding glass doors leading to the sunroom, a walk-in closet, and a private bath with a double-sink vanity and a large walk-in shower. Just off the living area, the screened lanai provides the perfect place to enjoy your morning coffee or unwind in the evening. Recent updates include a newer roof, newer water heater, and new carpet in both bedrooms. Southwood offers NO CDD fees, low HOA fees ($205 monthly), a gated entrance, full-service lawn care including irrigation, and an impressive amenity package featuring a community pool, pickleball and tennis courts, a covered pavilion, and shuffleboard. Located just minutes from the beaches, shopping, restaurants, parks, top-rated St. Johns County schools, and historic downtown St. Augustine, this home offers the ideal combination of comfort, convenience, and low-maintenance living.

756 Crestwood Drive, St. Augustine

Listing courtesy of ENDLESS SUMMER REALTY.

$334,900

2 Beds ⋅ 2 Baths ⋅ 2141457 MLS

$5,000 SELLER CREDIT TOWARDS NEW FLOORING, PAINT or MODERN UPDATES! Low-Maintenance Coastal Living: Turn-key Villa Minutes from St. Augustine Beach! This meticulously kept, move-in-ready villa offers effortless coastal convenience just minutes from the pristine sand, local dining, State parks and the historic charm of downtown St. Augustine. Located in the sought-after Southwood community, this home defines the ''lock-and-leave'' lifestyle with full-service lawn care and premium amenities. Step inside to an open-concept layout defined by an abundance of natural light and a seamless flow connecting the living areas for easy entertaining and everyday living. The functional floorplan features 2 bedrooms, 2 bathrooms, a dedicated library or home office, and a cozy living room centered by a gas fireplace. The kitchen is a home chef's delight, equipped with solid-surface countertops, new appliances, pantry and a sunlit breakfast nook. Retreat to the expansive owner's suite to relax, which easily accommodates a king-sized furniture set and features an elegant ensuite bathroom with comfort-height vanity, linen closet, a tiled walk-in shower, and a spacious walk-in closet. Escape to the backyard where peace and quiet and vibrant living intertwine. Imagine crafting your dream outdoor sanctuary, a space perfectly designed for relaxation, entertainment, and cultivating your green thumb. Picture yourself stepping onto the expansive flagstone patio beneath a rustic pergola outfitted with designer furnishings, summer kitchen, firepit and vibrant raised flower beds, potted plants and vegetable garden. Beyond the aesthetic, this home offers incredible structural value with concrete block construction, an extended 2-car garage and a suite of recent upgrades: a newer roof (2021), water heater (2020), and HVAC (2024). Living the Southwood lifestyle allows homeowners to enjoy a gated entrance and a highly walkable, bike-friendly community that leads to a premier amenity center featuring a swimming pool, clubhouse, pickleball/tennis courts, and shuffleboard. Strategically located within minutes to top-rated St. Johns County schools, public boat ramps and local shopping, this home offers the perfect blend of modern convenience and historic coastal charm, all with NO CDD fees! No Creative Financing or Blind Offers!

1017 Ridgewood Lane, St. Augustine

Listing courtesy of ERA ONETEAM REALTY.

$399,900

2 Beds ⋅ 2 Baths ⋅ 2128433 MLS

Elevated Southwood living with the updates buyers want. This beautifully maintained concrete block home offers move-in-ready comfort, thoughtful improvements, and easy low-maintenance living in gated Southwood. Featuring 2 bedrooms, 2 baths, plus a flexible bonus space that is used as a 3rd bedroom (non-conforming). The layout feels bright, comfortable, and practical. The enclosed Florida room adds approx. 120 sq ft and opens to a spacious composite deck, creating a peaceful indoor/outdoor retreat. Inside, enjoy new LVP flooring, fresh paint, updated lighting, and a refreshed kitchen with quartz counters, tile backsplash, and newer appliances. Major updates include roof 2022, HVAC/re-plumb 2017, water heater 2023, and water softener 2024. Community amenities include pool, tennis/pickleball, lawn care, irrigation, and an active social calendar. Polished, well cared for, and ready for easy Southwood living.

561 Boxwood Place, St. Augustine

Listing courtesy of ENDLESS SUMMER REALTY.

$320,000

2 Beds ⋅ 2 Baths ⋅ 2125123 MLS

Motivated Seller! This solid 2-bedroom, 2-bath home with a versatile flex room (easily a 3rd bedroom) offers great value in the gated Southwood community. Enjoy a brand-new roof (2024), durable concrete block construction, and a quiet cul-de-sac location. The bright layout features stainless steel appliances, open dining and living areas, and a sunny Florida room perfect for relaxing or entertaining. The HOA covers basic lawn care, irrigation, the community pool, and tennis courts for easy, low-maintenance living. Close to shopping and dining, this is a smart opportunity to personalize a home in a desirable neighborhood.

1108 Windwood Court, St. Augustine

Listing courtesy of ENDLESS SUMMER REALTY.

Selling Office: .

$342,900

2 Beds ⋅ 2 Baths ⋅ 2116566 MLS

Nestled in the heart of Southwood, this concrete block home boasts an open floor plan complemented by a screened lanai - the perfect spot to savor the sunny Florida weather year-round. Recent upgrades, including new interior paint, a newer roof and HVAC system, offer peace of mind for years to come. Residents of this vibrant, gated community enjoy the convenience of included lawn maintenance, as well as access to fantastic amenities such as a pool, tennis courts, pickleball, and shuffleboard. An active social committee fosters a strong sense of community through planned events and gatherings. Offering the flexibility of a 2-bedroom plus office layout that can be converted to a 3-bedroom, this home is conveniently situated near shopping centers and the beautiful beaches of St. Augustine. Don't miss your chance to embrace the Florida lifestyle to the fullest in this ideal blend of comfort, convenience, and coastal living.

1053 Ridgewood Lane, St. Augustine

Listing courtesy of RE/MAX SPECIALISTS.

Selling Office: .

$365,500

2 Beds ⋅ 2 Baths ⋅ 2098603 MLS

Tucked inside the gated community of Southwood, where amenities like a pool, tennis courts, and shuffleboard is just a short walk away, you'll find this beautifully designed 2-bedroom, 2-bath home with a bonus room and the largest floor plan in the neighborhood, boasting 1,912 SQFT. As you enter the home you're greeted by a large foyer, soaring 14-ft ceilings, eye-catching archways, and a spacious open layout. The large living room will accommodate all your oversized furniture and décor and features a double track12-ft sliding glass door that opens to the screened lanai, which is perfect for indoor and outdoor living. The spacious kitchen offers lots of storage space for all your cooking tools and additional appliances, an eat-in area, a nice size pantry closet, an 11-ft breakfast bar, and new dishwasher. The split-bedroom layout gives added privacy, and the oversized primary suite includes a tray ceiling, lots of natural light, a (10' x 5.10'') walk-in closet , a roomy on suite with dual vanities, separate shower, and a garden tub to relax and have some me time. If any of this sounds like something that interests you, make a call and schedule a showing. And for peace of mind, the roof is approx. 4-years-old and HVAC system is approx. 6-year-old.

808 Crestwood Drive, St. Augustine

Listing courtesy of FLORIDA HOMES REALTY & MTG LLC.

Selling Office: .

$320,000

2 Beds ⋅ 2 Baths ⋅ 2073706 MLS

Welcome to easy living in a charming gated community where lawn maintenance is included—making this the perfect lock-and-leave home for travelers, snowbirds, or busy homeowners! Offering the best price per square foot in the neighborhood, this concrete block home boasts 1,908 sq. ft. of bright and airy living space with 2 bedrooms, 2 baths, a versatile office/den, and a serene Florida room overlooking a tranquil preserve. The spacious kitchen features plenty of cabinetry, a sunny breakfast nook for your morning coffee, and an open-concept dining area that flows seamlessly into the living room. Vaulted ceilings, large windows, and sliding glass doors fill the space with natural light, leading you to the cozy Florida room—the perfect spot to relax and enjoy the view. The primary suite is a true retreat, featuring coffered ceilings, newer wood laminate flooring, a massive walk-in closet, and a spa-like en-suite bath with a dual vanity, garden tub, and walk-iN tiled shower. A second bedroom and full guest bath provide privacy for visitors, while the dedicated office/den offers a great work-from-home space or flex room to fit your lifestyle. Step outside to your extended backyard deck, ideal for outdoor entertaining or simply unwinding with peaceful preserve views. Thoughtful upgrades throughout the home include ceiling fans, plantation shutters, recessed lighting, a front entry storm door, a fully landscaped yard with irrigation, gutters, and a tiled front entry & walkway. Live the Southwood Lifestyle! Nestled in the sought-after Southwood gated community, you'll enjoy resort-style amenities including a pool & pavilion, tennis court, shuffleboard, and a vibrant social committee that keeps the community engaged. Plus, with HOA fees covering lawn maintenance, irrigation water, fertilizer, weed treatments, and bush trimming, you get the privacy of a single-family home without the hassle of yard work! Located just minutes from pristine white-sand beaches, top-rated dining, shopping, and historic downtown St. Augustine, this home offers the perfect blend of convenience, relaxation, and low-maintenance living. =Í Don't miss this opportunityschedule your private showing today!

945 Ridgewood Lane, St. Augustine

Listing courtesy of ROUND TABLE REALTY.

Selling Office: .

$379,000

3 Beds ⋅ 2 Baths ⋅ 2071469 MLS

Looking for a new home? This Southwood home has been made new again. New LVP flooring, new carpet, fresh paint throughout and new stainless steel appliances. New roof in 2022, new HVAC 2020, new hot water heater 2022. Home was replumbed in 2022. Enjoy the large Florida room watching the ducks walk between ponds. No need for a lawn mower, HOA takes care of the lawn and irrigation. Amenities include; pool, tennis courts, pickleball and shuffleboard. Looking for a new home? This beautiful concrete blockhome in Southwood has been made new again. This home has new LVP flooring, new carpet, fresh paint throughout and new stainless steel appliances. New roof 2022, new HVAC 2023, new hot water heater 2022 and home was replumbed in 2022. Large Florida room to enjoy your coffee while duck watching. No need to bring your lawn mower, HOA will handle that for you. 2 car garage with screening. Come and enjoy without the worries!

532 Boxwood Place, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

Selling Office: .

$420,000

2 Beds ⋅ 2 Baths ⋅ 2024346 MLS

t's all about the lifestyle in Southwood where the HOA includes irrigation and lawn care. This CB/stucco 2/2 with den/office is the one to come see. It will be ''love at first sight'' when you enter the gated community of Southwood and go to 972 Ridgewood Lane. This home has been lovingly maintained by the owners and is a 1636 sq ft home which has additional living space of 200 sq ft with the enclosed tiled lanai, giving a total of 1836 sq ft. The enclosed lanai overlooks a lake with a beautiful view. The eat-in kitchen has plenty of space for a ''large table and chairs''. Vaulted ceiling and open floor plan provide plenty of natural light. Amenities include an outdoor pool with a pavilion, tennis court, shuffleboard and a very active social committee. Contact listing agent for a copy of the ''Southwood Scoop'' Southwood is a beautiful gated community located close to town, fine dining, shopping, historic downtown, and miles of sandy white beaches.HOA Fees include basic lawn maintenance- irrigation, fertilizer, weed treatments, and bush trimming. Enjoy lawn maintenance-free living with the privacy of a single family home. All appliances are approximately 6 months old. New windows (2022). Roof 2022 Inside and outside painted 2022.

972 Ridgewood Lane, St. Augustine

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

$395,000

2 Beds ⋅ 2 Baths ⋅ 2014820 MLS

Welcome to 573 Boxwood Place, located within the gated community of Southwood. Upon entering, you'll be greeted by a bright and inviting layout that includes 2 spacious bedrooms and 2 full bathrooms, complemented by an additional flex space. Great bonus area for an office, game room or workout area. The home is further enhanced by an enclosed Florida room, perfect for enjoying the beauty of your surroundings in comfort. Elegance is echoed in every detail, with stunning 24x24 porcelain tile floors throughout. The windows are beautifully dressed with wood plantation shutters, providing both privacy and style. The kitchen, features soft close cabinets and is equipped with newer appliances. Additional upgrades include a screened garage door crafted from a ''no tear'' material and epoxy flooring. The roof was replaced in 2020, and the home underwent repiping in 2018, ensuring peace of mind for years to come. The Southwood community offers access to an array of amenities including tennis courts, pickleball courts, and pool for residents to enjoy. With HOA dues covering lawn services, and irrigation, this home epitomizes low-maintenance living in St. Augustine. Located just minutes from shopping, dining, and medical facilities, with the beach and historical downtown St Augustine just 15 minutes away. A perfect blend of convenience and community! All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer.

573 Boxwood Place, St. Augustine

Listing courtesy of DJ & LINDSEY REAL ESTATE.

Selling Office: .

$410,000

3 Beds ⋅ 2 Baths ⋅ 2014102 MLS

Welcome home to Southwood where your HOA fees ($203.00 per month) includes irrigation and lawn care.This amazing home (Stratford Model) is in MOVE-IN condition. The Florida Room has heat and air which adds another 224 sq ft of living space....giving a total of 1935 sq feet. The third bedroom has a closet, but not a door, so is multi-functional. Two skylights give additional natural light. Beautiful wood floors. Travertine tile in the Florida Room. Beautiful landscaping. Fenced back yard. Pest tubes. Southwood is a very active community with social events, pool, shuffleboard, and tennis/pickleball court. This community offers more than just a home; it provides a wonderful lifestyle. Southwood has a very active Social Committee. Request a copy of the ''Southwood Scoop'' from the listing agent.

1073 Ridgewood Lane, St. Augustine

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

$360,000

2 Beds ⋅ 2 Baths ⋅ 2011000 MLS

Welcome to the desirable GATED Southwood community! This beautifully maintained CONCRETE BLOCK home with a water view is waiting for you! The home features VAULTED CEILINGS, a relaxing screened lanai, FRESH interior paint & exterior pressure washing, NEW ROOF FEB. 2024, NEW garage door with hurricane bar Feb. 2024, NEW hot water heater, NEW soft close cabinet doors, NEW LVP in the Primary bedroom and Flex space, updated windows and Newer appliances (washer & dryer included). Seller is offering a home warranty with an accepted offer. The low HOA dues include Lawn services and irrigation, community cabana, pool, tennis court, pickleball court, and shuffleboard court. This is low maintenance St Augustine living at its finest! HOA includes lawn care! Located just minutes from shopping, dining, and medical. 15 minutes to the beach & Historic St Augustine.

501 Boxwood Place, St. Augustine

Listing courtesy of HERRON REAL ESTATE LLC.

Selling Office: .

$375,000

2 Beds ⋅ 2 Baths ⋅ 2009713 MLS

PRICE REDUCTION! It's all about lifestyle in the gated community of Southwood. Live your best life, where the HOA fee ($203 per month) includes irrigation and lawn care. This very well maintained 2/2, concrete block home, also has an office which could be a non-conforming 3rd bedroom. Open floor plan and lots of natural light. A triple pocket sliding door leads to the enclosed lanai to give you additional living/entertaing space. And fruit trees...Organic Lemon Tree, Blood Orange Tree and a Fig Tree. Southwood is a very active community with social events, pool, shuffleboard, and tennis/pickleball court. This community offers more than just a home; it provides a wonderful lifestyle. Southwood has a very active Social Committee. Request a copy of the ''Southwood Scoop'' from the listing agent.817 Crestwood Drive is an artist's canvas, waiting for you to add your personal touch. Roof 2020, water heater 2023. Southwood a small community of 207 concrete block homes and is one of the more desirable communities on US 1 South. Close to everything....grocery, bank, medical facilities and 15 minutes to Historic Downtown and the beaches.

817 Crestwood Drive, St. Augustine

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

$346,000

2 Beds ⋅ 2 Baths ⋅ 2008157 MLS

Welcome home to Southwood, one of the most desireable communities on US1 South. 921 Ridgewood Lane is an artist's canvas, waiting for your personal touch. The Laurel Model features an open floor plan, lots of natural light, vaulted ceilings, and sliding glass doors that lead to the enclosed lanai. The owners suite has coffered ceilings, a large walk in closet, direct access to the lanai, and an en-suite bath with a garden tub, and a walk-in shower. This one level home is further enhanced by an additional guest bedroom, a conveniently located guest bath, private den, lovely Florida room, and a two car garage. Lawn services and irrigation included in the monthly HOA fee of $203. Along with a cabana, pool, tennis court, and shuffleboard court. Southwood has a very active Social Committee. (Request a copy of the Southwood Scoop from the listing agent.) New roof February 2024. This small, concrete block, gated community of 207 homes, is close to everything....medical facilities, bank, grocery and restaurants. Fifteen minutes to historic St Augustine and fifteen minutes to the beach.

921 Ridgewood Lane, St. Augustine

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

$390,750

2 Beds ⋅ 2 Baths ⋅ 1232360 MLS

Move in ready home in Southwood. This well kept, beautiful home is an artist canvas, waiting for your personal touch. In addition to the 1612 sq ft of living space, there is an enclosed lanai which adds an additional 120sq ft. Pocket sliders allow a very open area. This 2/2 concrete block home has the most amazing outdoor living space. Sit back and relax....irrigation and general lawn care is included in your HOA fee. Enjoy the community pool, tennis/pickle ball court and cabana. Southwood is an active, gated community of 207 concrete block homes. 561 Boxwood Pl has the most amazing feeling of tranquility. Welcome home! Roof 2022, Re-plumb 2017, HVAC 2017, Water Heater 2023.

561 Boxwood Place, St. Augustine

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

$375,000

3 Beds ⋅ 2 Baths ⋅ 1216837 MLS

This beautifully maintained concrete block home boasts one of the larger home sites in Southwood . Welcome to this charming 2 bed /den 2-bathroom home located in a popular gated community. This well-maintained concrete block residence offers the perfect blend of comfort, security, and desirable amenities. As you step inside, you are greeted by an inviting atmosphere and a spacious open floor plan that seamlessly connects the living, dining, and kitchen areas. The abundant natural light filtering through large windows creates a warm and airy ambiance throughout the home. The kitchen is a chef's delight, featuring ample cabinetry, and a convenient breakfast bar for quick meals or casual entertaining. Adjacent to the kitchen is a cozy dining area, ideal for intimate family dinners or hosting friends . Once outside you discover the wonders of this community. The highlight is the sparkling pool, where you can enjoy refreshing swims on hot summer days or relax poolside with a good book. The community also boasts well-maintained tennis courts, inviting residents to engage in friendly matches or maintain an active lifestyle. Southwood has a very active social committee with events and luncheons monthly. Beyond the community's amenities, this home is ideally situated, with convenient access to nearby schools, shopping centers, dining establishments, and recreational facilities plus minutes from St. Augustine Beaches. The gated community provides an extra layer of security in evenings ensuring peace of mind for you and your loved ones. Don't miss the opportunity to make this delightful home yours. Schedule a showing today . Roof was replaced in 2022.

844 Crestwood Drive, St. Augustine

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

$356,000

2 Beds ⋅ 2 Baths ⋅ 2003480 MLS

Welcome to this charming 2-bed, 2-bath home nestled in a quiet cul-de-sac in Southwood. Recently updated, this residence features a modern kitchen with quartz countertops, stainless steel appliances, and an inviting eat-in area. The open floor plan, separate dining room, and new laminate wood floors enhance the contemporary feel. The spacious master bedroom includes updated built-in closet features, and both bathrooms have received stylish upgrades. Finally, step outback to your relaxing retreat featuring a small paver patio with an elegant rock landscaping along the fence nearby. The landscaping is maintained by the HOA. Roof was replaced in 2021, exterior was painted in 2020. Come and see it today!

1208 Eastwood Court, St. Augustine

Listing courtesy of HERRON REAL ESTATE LLC.

Selling Office: .

$375,000

2 Beds ⋅ 3 Baths ⋅ 1223619 MLS

Lifestyle is what it's all about. Southwood is one of the loveliest communities off of US 1 South. This delightful 3/2.5 concrete block home is move-in ready and priced to sell. Tile floors throughout. Kitchen was updated with 42 inch cabinets and granite countertops. Tunnel lights add additional natural light. Florida room is tiled and under heat and air. Lawn care and irrigation are included in the monthly HOA fees of only $196. Very active Social Committee. Pool, cabana, pickle ball/tennis courts and shuffleboard court. Only 207 homes in this cozy community. Close to everything. 15 minutes to the beach, 15 minutes to the historic district. Grocery stores, banks, medical facilities including hospital within 10 minutes. Gated community. Seller is providing a 210 Pinnacle Home Warranty. Roof 2019, replumb 2021, water heater 2019, exterior painted 2021. interior repainted 2023

601 Knollwood Lane, St. Augustine

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

$380,000

2 Beds ⋅ 2 Baths ⋅ 1243021 MLS

Discover Southwood, an enchanting, gated community nestled in the heart of St. Augustine. This charming single-story home located in flood zone ''X'' and constructed of concrete block, boasts 2 bedroom, 2 baths, and a thoughtfully designed layout featuring an open floor plan and split bedroom arrangement complemented by an adjoining study/office. Bask in the natural light flooding the Great Room through four strategically positioned sky lights. The well-appointed kitchen and delightful breakfast nook invite you to savor culinary delights. Unwind on your spacious, enclosed tiled lanai, offering views of the preserve. For leisurely moments, the community pool and tennis/pickle ball courts await your enjoyment. Embrace the convenience of HOA fees covering lawn care and irrigation. Sellers are offering a 1 year-210 Home Warranty. Light weight Polymer Weave Hurricane protection for windows and doors. Southwood's advantageous location allows quick access to shopping, restaurants, historic downtown and the picturesque beaches. Welcome to Southwood - a cherished haven in St. Augustine.

925 Ridgewood Lane, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE.

Selling Office: .

$415,000

3 Beds ⋅ 2 Baths ⋅ 1258952 MLS

Welcome to your dream home in the coveted SouthWood neighborhood, just 15 minutes from both the beach and downtown St. Augustine! This meticulously maintained 2-bedroom, 2-bathroom house boasts an additional office or flex space, perfect for your work-from-home needs. Step inside to discover the heart of the home - a recently updated kitchen that combines style and functionality. The freshened up bathrooms add a touch of modern elegance. Outside, unwind in your private oasis featuring a hot tub and a charming screened-in patio space with a preserve behind you. The low-maintenance landscaping, taken care of by the community, allows you to enjoy the beautiful surroundings without the hassle. SouthWood offers more than just a home; it provides a lifestyle. Take advantage of the fantastic community center, complete with a lap pool, tennis courts, and pickleball courts, promoting an active and social atmosphere. Experience the best of both worlds - the tranquility of suburban living with easy access to the vibrant energy of downtown and the beautiful beaches. Welcome to SouthWood living at its finest!

621 Knollwood Lane, St. Augustine

Listing courtesy of THE NEWCOMER GROUP.

Selling Office: .

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