Refine Search
Sort by
10057 Orchid Ridge LN, Estero
$3,000,000
4 Beds ⋅ 5 Baths ⋅ 226019216 MLS ⋅ CLOSED Status
Timeless elegance and architectural mastery combine in this Harbourside custom home in the exclusive Orchid Ridge enclave of Shadow Wood at The Brooks - the pinnacle of coastal luxury. Over 5,100 square feet of meticulously curated living space, the residence greets guests with shimmering marble floors, soaring ceilings, and a chef’s kitchen adorned with exquisite granite and quartz countertops. Four bedrooms, five bathrooms, a den/office, the opulence progresses to the extensive outdoor kitchen and grill, a place to relax and entertain. With new solar panels, a new roof in 2019, and a gas generator, the home promises a safe haven in all weathers. Seamlessly integrating modern technology with classic design, a comprehensive Lutron smart-lighting system provides effortless ambiance at the touch of a button. The home’s true masterpiece is the transition to the outdoor sanctuary, where 10-foot 90-degree sliding glass walls vanish to reveal a breathtaking infinity pool and spa framed by tranquil water vistas and a dramatic stone waterfall. With optional private beach club access and world-class championship golf, every detail of this estate is designed for the discerning individual who demands an uncompromising standard of living.

10057 Orchid Ridge LN, Estero

22121 Shallowater LN, Estero
$2,500,000
3 Beds ⋅ 4.5 Baths ⋅ 226000817 MLS ⋅ CLOSED Status
Nestled along a tranquil waterfront in Shadow Wood at the Brooks, 22121 Shallow Water Lane offers an exceptional blend of elegance and resort-style living. This stunning single-family residence showcases refined architectural details, upscale finishes, and a seamless indoor–outdoor flow designed to capture breathtaking water views. Inside, you’ll find tray ceilings throughout, tile flooring, and an open, light-filled layout that frames serene vistas at every turn. Expansive sliders open fully to the lanai, creating an effortless connection between indoor comfort and outdoor relaxation. The gorgeous formal dining room provides the perfect setting for memorable gatherings. At the heart of the home is the showpiece kitchen—a true masterpiece featuring gas cooking, a premium gas range, a large entertainer’s island, and elegant finishes that elevate the entire living space. The expansive lanai is an outdoor oasis, complete with a resort-style pool, integrated spa, and a built-in gas grill for alfresco dining. A separate open-air area—perfect for a fire pit—offers an inviting spot to unwind by the water and enjoy the tranquil surroundings. The primary suite feels like a luxurious private retreat with wood floors, abundant natural light, and a palace-like ambiance. The spacious primary bath enhances the experience with elegant finishes and a generous layout. This residence offers three beautifully appointed bedrooms plus a large den. Each of the three full bathrooms is thoughtfully designed with upscale details, while two additional half baths provide exceptional convenience for both residents and guests. The huge, stunning den adds versatile space ideal for work, hobbies, or relaxation. Completing the property is a two-car garage with a porte-cochère, creating a graceful circle driveway that enhances both convenience and curb appeal. This remarkable residence delivers the finest in Florida living—luxury, comfort, and waterfront serenity—within one of Estero’s most sought-after communities.

22121 Shallowater LN, Estero

22300 Banyan Hideaway DR, Estero
$2,175,000
3 Beds ⋅ 3.5 Baths ⋅ 226013689 MLS ⋅ CLOSED Status
Rarely available, this home in the Banyan Cove neighborhood in Shadow Wood at the Brooks has a spectacular view across water to the 13th hole of the North Course. New roof 2023, natural gas, dual garages--1 car and 2 car book end on the circular driveway. Fiber to the home provides lightning fast internet and television. Member owned Shadow Wood Country Club offers 54 holes of championship golf, 2 club houses, 8 Har Tru tennis courts, bocce, outdoor fire pits, access to a private beach club, fitness center, full-service spa, 7 pickleball courts, and a private restaurant. Coming 2026: New Lifestyle Amenity Center will add 2 resort style pools with zero-depth entry, lap lanes and dedicated kids pool, poolside restaurant & bar, 6 indoor pickleball courts, new racquet pro shop and a grab & go cafe. Great location close to shopping, airport, beaches and much, much more. THIS HOME IS A MUST SEE!

22300 Banyan Hideaway DR, Estero

10011 Northridge CT, Estero
$1,850,000
3 Beds ⋅ 4.5 Baths ⋅ 226013305 MLS ⋅ CLOSED Status
This exceptional custom residence showcases superior craftsmanship and thoughtful design throughout and features impact-resistant windows and doors. The gourmet kitchen is equipped with high-end Wolf appliances. The expansive great room offers custom built-ins and pocketing sliding glass doors opening to a spacious covered lanai with outdoor kitchen, electric roll-down screens, and shutters—ideal for indoor-outdoor living. The grand primary suite is a private retreat, offering two custom-fitted walk-in closets and a spa-like bath. Two additional guest suites each feature their own private baths and walk-in closets, ensuring comfort and privacy for family and guests. A dedicated study with custom built-ins provides an ideal work-from-home space. Enjoy serene preserve and lake views along with a fenced yard for added privacy. Shadow Wood is an upscale, gated community perfectly located between Fort Myers and Naples, with convenient access to RSW International Airport, shopping, top-rated healthcare facilities, and exceptional dining. Residents enjoy optional membership opportunities at Shadow Wood Country Club and The Commons Club, featuring three championship golf courses, Har-Tru tennis courts, pickleball and bocce ball, a private beach club, state-of-the-art fitness center and spa, and miles of scenic walking and biking trails. Coming in 2026, the highly anticipated Lifestyle Amenity Center will introduce a resort-style pool, poolside dining and bar, six indoor pickleball courts, a new Racquets Pro Shop, and a convenient Grab & Go Café.

10011 Northridge CT, Estero

22650 Fairlawn CT, Estero
$1,695,000
4 Beds ⋅ 3 Baths ⋅ 226019429 MLS ⋅ CLOSED Status
The highly sought-after Covington floor plan in Shadow Wood is ready to impress, offering 4 bedrooms plus a den, 3 full baths, a 3-car garage, and 3,072 square feet of beautifully designed living space on a generous half-acre homesite. A NEW ROOF in 2025 adds valuable peace of mind, while the open layout, neutral finishes, designer lighting, tray and coffered ceilings, and abundant natural light create an inviting backdrop for everyday living and effortless entertaining. The kitchen features newer stainless steel appliances and flows seamlessly into the main living areas, making it easy to gather with family and friends. Step outside and you’ll understand what makes this home so special—the spacious southern-exposure lanai is bathed in sunshine throughout the day and overlooks a stunning pool and spa, creating the perfect setting for morning coffee, afternoon lounging, and sunset cocktails with peaceful lake and golf course views, including two greens. The beautifully renovated primary bath brings a fresh, spa-like feel to the owner’s suite, while thoughtful upgrades such as a newer washer and dryer, newer whole-home generator, newer solar pool heater, and fiber-to-the-home internet and television add comfort, efficiency, and convenience. This is the kind of home that captures the best of the Southwest Florida lifestyle—open, bright, scenic, and designed to be enjoyed inside and out. At Shadow Wood at The Brooks, a new Lifestyle Center is now just months away from opening and will introduce an exciting new dimension to the member experience with a resort-style pool featuring lap lanes, zero-entry access, and a kids’ splash area, along with poolside dining and bar service, six indoor pickleball courts, a new Racquets Pro Shop, and a convenient Grab & Go Café for healthy and quick dining options. Optional memberships elevate the experience even further with three championship 18-hole golf courses, nine Har-Tru tennis courts, bocce, and miles of beautifully landscaped paths for biking and evening strolls. The Commons Club adds private beach access and an exclusive beach pavilion, a staffed fitness center with classes and personal training, additional pickleball, a lap pool, spa and massage services, social activities, a playground, and a members-only restaurant. Golfers will enjoy a recently completed renovation of the North Course and planned future enhancements to both the South and Preserve Courses. Enjoy a prime location near Coconut Point, Miromar Outlets, Hertz Arena, Gulf Coast Town Center, premier medical facilities, white-sand beaches, renowned dining, and RSW Airport.

22650 Fairlawn CT, Estero

10701 Wintercress DR, Estero
$1,625,000
4 Beds ⋅ 3 Baths ⋅ 226020215 MLS ⋅ CLOSED Status
Wake up every morning to stunning lake views in this beautifully updated 4-bedroom plus den, 3-bathroom, highly sought-after Covington model in the prestigious Shadow Wood at The Brooks community. From the moment you arrive, the quality of the updates and the care that has gone into this home are immediately obvious. Inside, the expansive kitchen was beautifully updated in 2024 with most appliances replaced. Also included is a wine refrigerator and an Instahot water dispenser. The bathrooms were elevated with gorgeous marble countertops, making every space feel like a true retreat. The entire interior was repainted in 2022, all carpet was replaced in 2024, and the tile floors and grout were professionally refurbished in 2026. Adding to the warmth and character of this home are oversized solid wood built-ins in the family room, den, and master bedroom, a rare touch you simply don't find in most homes. Storm protection here is as good as it gets. Electric hurricane screens protect both the front entry and the lanai, new hurricane impact windows were installed on the front of the home in 2024, and hurricane shutters cover all side windows. The roof was replaced in 2022, the A/C system with full air purification was replaced in 2019, and the water filtration system was replaced in 2022. Outside, the lanai and pool were completely rebuilt in 2018, and the pool is equipped with both an electric heater and a newer solar heating system so you are swimming in comfort year-round. Fire up the outdoor kitchen and enjoy everything Southwest Florida living is all about, whether it's a quiet dinner under the stars or entertaining friends on a beautiful Florida evening. The exterior was freshly painted in 2024 and the landscaping was completely redesigned in 2025. Shadow Wood at The Brooks is one of Southwest Florida's most sought-after communities. A brand new Lifestyle Center is opening soon with a resort-style pool, zero-entry access, poolside dining, six indoor pickleball courts, and a Grab and Go Café. Optional memberships open the door to three championship 18-hole golf courses, nine Har-Tru tennis courts, bocce, and miles of landscaped paths. The Commons Club adds private beach access, a fully staffed fitness center, spa services, and a members-only restaurant. You are just minutes from Coconut Point, Miromar Outlets, Gulf Coast Town Center, premier medical facilities, the white sand beaches of Southwest Florida, and RSW International Airport. Homes with this combination of updates, views, storm protection, and lifestyle simply do not come available often.

10701 Wintercress DR, Estero

10731 Wintercress DR, Estero
$1,525,000
4 Beds ⋅ 3 Baths ⋅ 226007476 MLS ⋅ CLOSED Status
Sun-soaked pool days, long lake views, and a front-row backdrop of Shadow Wood’s North Course set the stage for this pristine residence at 10731 Wintercress Drive on a rare oversized half-acre homesite. The Covington floor plan offers 4 bedrooms plus a den, 3 full baths (including a pool bath), and a hard-to-find 3-car side-entry garage with 700+ sq ft of air-conditioned, insulated storage—perfect for everything from golf gear and bikes to prized sports cars. Inside, volume ceilings and an easy, welcoming flow lead to an impressive wall of 15-foot pocketing sliders that open wide to a covered lanai, creating effortless indoor-outdoor living you’ll actually use year-round. Desirable southeast exposure keeps the sparkling pool in full sun all day while maintaining a serene, private feel with peaceful lake views and golf-course scenery. The generously sized kitchen is ready for real life and entertaining with 42-inch wood cabinetry, extensive counter space, a prep island with sink, a built-in desk, and all-new appliances added in January 2025. A significant bonus here is future flexibility: the lot is nearly 50% larger than many in Shadow Wood with approximately 225 feet of frontage, positioned along the golf course rather than directly beside a neighboring home, offering the potential (subject to approvals) for a substantial addition—an appealing long-term value whether you want to expand the already large footprint or preserve strong added value to the sale of the property by a future buyer. Optional memberships elevate the experience even further with three championship 18-hole golf courses, nine Har-Tru tennis courts, bocce, and miles of beautifully landscaped paths for biking and evening strolls, plus exciting enhancements underway including a resort-style pool, dedicated children’s pool, six indoor pickleball courts, and poolside food and beverage service. The Commons Club adds private beach access and an exclusive beach pavilion, a staffed fitness center with classes and personal training, additional pickleball, a lap pool, spa and massage services, social activities, a playground, and a members-only restaurant. Coming in 2026, Shadow Wood’s Lifestyle Center is slated to bring resort-style pools, a poolside restaurant and bar, indoor pickleball, a new racquets pro shop, and a grab-and-go café—planned with no assessment to members—while you enjoy a prime location near Coconut Point, Miromar Outlets, Hertz Arena, Gulf Coast Town Center, premier medical facilities, white-sand beaches, renowned dining, and RSW Airport. Schedule your private showing today and come see how effortlessly this home lives.

10731 Wintercress DR, Estero

9170 Hollow Pine DR, Estero
$1,450,000
4 Beds ⋅ 3 Baths ⋅ 226006508 MLS ⋅ CLOSED Status
Gorgeous Sterling Model home in Shadow Wood's hot Cedar Glen neighborhood. Close to the Country Club, front gate, The Commons Club and Coconut Point, this location can't be beat. Nicely updated bathrooms, and flooring. Newer roof. Peaceful, private and quiet lot with a BEAUTIFUL lake & preserve view! Fiber to the home provides lightning fast internet and television. Member owned Shadow Wood Country Club offers 54 holes of championship golf, 2 club houses, 9 Har Tru tennis courts, bocce, outdoor fire pits, access to a private beach club, fitness center, full-service spa, pickle ball, and private restaurant. New Lifestyle Amenity Center will add 2 resort style pools with zero-depth entry, lap lanes and dedicated kids pool, poolside restaurant & bar, 6 indoor pickleball courts, new racquet pro shop and a grab & go cafe. Great location close to shopping, airport, beaches and much, much more. THIS HOME IS A MUST SEE!

9170 Hollow Pine DR, Estero

10104 Ginger Pointe CT, Estero
$1,350,000
3 Beds ⋅ 2.5 Baths ⋅ 226011502 MLS ⋅ CLOSED Status
Bardmoor model extensively remodeled in late 2025 by removing wall between kitchen and dining room...open and modern...great room architecture, 3 bedrooms plus den, 2 full baths and one-half bath, natural gas heated (new heater 2024) beautifully refinished pool and spa, golf view of #6 south course and lake beyond. Picture window lanai screen on enlarged lanai area and built-in natural gas grill. All windows are hurricane protected by shutters and there are storm impact windows on front and back of house. Roof replaced 2019. Kitchen has 10 ft long center island with quartz counter, second sink and plenty of cabinets underneath. New backsplash, quartz countertops, pantry, natural gas range with modern vertical stack vented hood, stainless appliances. Large eating area with view through mitered glass window showcasing lanai, pool and spa and golf/lake. Pool and spa functions can be remote controlled by indoor Aqua-Link system. Flooring throughout living area is either wood, tile or luxury vinyl...no wall-to-wall carpeting. Plantation shutters at most windows some with arched "wagon wheel" design. House is well ventilated for days when A/C is not needed...there is an electric screen at great room sliders for airflow but "no insects allowed" and the front door has a phantom screen. Oversized garage easily accommodates two vehicles, workbench, additional space for storage and a 2023 upright 21 cu ft freezer will remain for your convenience. Shadow Wood Country Club offers 54 holes of championship golf at both Shadow Wood and Shadow Wood Preserve, golf practice facilities and training at its Golf Academy, 9 Har-Tru tennis courts, 3 bocce courts, formal and informal dining and numerous events. In late 2026, the New Lifestyle Center opens with resort pool and dining, 6 indoor air-conditioned pickle ball courts and more. The Commons Club will soon open its new member only Gulf of America beach club pavilion and the health and fitness center is state-of-the-art. Shadow Wood is 20 minutes from the Gulf and the airport. Five minutes to Coconut Point outdoor mall and numerous restaurant opportunities.

10104 Ginger Pointe CT, Estero

10121 Ginger Pointe CT, Estero
$1,225,000
3 Beds ⋅ 2.5 Baths ⋅ 226010467 MLS ⋅ CLOSED Status
FULL GOLF MEMBERSHIP available with purchase of this turnkey 3 bedroom + den (or dining room), 2.5 bath home, 2 car oversized attached garage, desirable southwest facing enlarged lanai with natural gas heated pool, wet bar sink and refrigerator. New roof installed 2020, HVAC replaced 2017. Electrically powered fabric screen hurricane protection on lanai. Lanai view is #4 fairway of the south course. Master bedroom is enlarged with space for a sitting area. Plantation shutters throughout. Kitchen with loads of custom cabinetry, center island, double door pantry, granite counters. Breakfast morning room adjacent to kitchen with mitered glass window showcasing the lanai, pool and golf course. Ginger Pointe is a 5 minute walk to the clubhouse and all sports amenities. Shadow Wood Country Club offers formal and casual dining, 3 / 18-hole golf courses, 9 Har Tru clay tennis courts and 3 bocce ball courts. Later this year additional features will include a large resort pool, dedicated kids pool, poolside dining and beverage service and 6 indoor airconditioned pickleball courts. Access to The Commons Club is across a nearby boardwalk...no need to drive, fitness center warm-up by walking or biking. Shadow Wood is approximately 20 minutes to Gulf beaches and the airport. Five minute drive to Coconut Point outdoor mall for shopping and dozens of restaurant opportunities.

10121 Ginger Pointe CT, Estero

9142 Hollow Pine DR, Estero
$1,225,000
4 Beds ⋅ 3 Baths ⋅ 226006822 MLS ⋅ CLOSED Status
Experience modern luxury in this beautifully renovated residence located in the prestigious Shadow Wood at the Brooks. No detail has been overlooked in this transformation. The interior is a showpiece of contemporary design, anchored by a chef’s kitchen updated in 2024 and bathrooms fully reimagined in 2022. Sleek updated tile flooring spans the living areas, while warm wood floors bring elegance to the bedrooms. Structural highlights include a charming bay window in the breakfast nook and expansive sliding glass doors that showcase the home's most stunning feature: the outdoor oasis. The outdoor living space is a private sanctuary, featuring a sparkling pool resurfaced in 2025, a new electric pool heater, and a stylish stamped concrete lanai completed in 2026. The home features a highly desirable 4th bedroom layout (in lieu of a den). This home is available for purchase fully furnished. Located within the world-class environment of Shadow Wood, residents enjoy access to championship golf, an elite tennis program, and a private beach club. From the fresh finishes to the top-tier community amenities, this home represents the gold standard of Florida living.

9142 Hollow Pine DR, Estero

10144 Ginger Pointe CT, Estero
$1,200,000
2 Beds ⋅ 2 Baths ⋅ 226029375 MLS ⋅ CLOSED Status
Interior renovations completed with high end fit and finish...it's a new house inside. And that's not all...a new roof in 2021, new lanai pool cage with picture window, enlarged lanai upgraded with Travertine stone deck, refinished pool and spa, exterior repainted 2025. New luxury vinyl flooring throughout, new ceiling fans, new LED lighting, and plantation shutters at windows. The lanai showcases long range open views of SWCC's south course #6 fairway and green, stretching across to the 7th fairway over a sparkling distant lake. This 2 bedroom plus den and 2 full bath house has great room architecture and it's all been remodeled to reflect today's ambiance, function and livability. Fully connected via a high speed Wi-Fi network, the home is an automated high tach sanctuary where the majority of the house can be accessed, monitored and controlled through a modern phone with a single tap. A state-of-the-art Pentair pool control system allows you to effortlessly preheat the spa or pool by cell phone. Bosch top-tier smart kitchen appliances sync directly to your smartphone for seamless meal prep. The kitchen is open to the great room with 42" custom cabinetry and there is plenty of storage space in the double/back-to-back 24" deep cabinets below the 10'x5' quartz-topped center island. Every opportunity was taken to utilize dead, nonfunctional space throughout the house while not impacting design. Ten modern pendant lights are above the island. Two refrigerated bar units hold plenty of beverages with your choice of 3 temperature controlled settings. Backsplash is the very attractive 3 dimensional Subway Tile. Kitchen has a built-in pantry and another storage cabinet in the adjacent renovated utility room. Washer and dryer are GE full-sized stackable units, new in late 2024. Both full baths have tiled frameless showers and quartz counters...additional storage space is provided by custom cabinetry in the toilet room. A/C and heat are provided by a 2026 Trane heat pump system. Natural gas powers the pool/spa heater and 2025 water heater. The house has a 2-car attached garage. Ginger Pointe, a pet friendly neighborhood, is located within walking distance to the clubhouse, golf practice facilities, tennis, bocce and new Lifestyle Center with resort pool and dining, indoor air-conditioned pickleball and more. Contact Danita Osborn at 239-992-6000 for membership information. The Commons Club at The Brooks has a state-of-the-art Fitness and Health Center, 7 outdoor pickleball courts and the newly constructed private beach club pavilion on the Gulf is now open. Contact Kat Allen at 239-949-3817 for membership information. Shadow Wood is 5 minutes to the Coconut Point open mall, 20 minutes to the beaches and airport.

10144 Ginger Pointe CT, Estero

10342 Autumn Breeze DR Unit 202, Estero
$930,000
4 Beds ⋅ 3 Baths ⋅ 226018681 MLS ⋅ CLOSED Status ⋅ Oak Hammock BLDG.
Masterfully renovated from top to bottom, this 2,748 sf second-floor coach home in Shadow Wood at The Brooks offers a rare opportunity. This move-in-ready, turnkey residence with designer-level upgrades throughout allows for an effortless transition and immediate enjoyment of the Southwest Florida lifestyle. From the moment you enter, the transformation is evident. Freshly painted walls and ceilings create a bright, clean, modern aesthetic. New flooring and newly added crown molding throughout enhances the home’s custom feel. The kitchen and bathrooms have been fully renovated with new flooring, cabinetry with soft-close construction, countertops, fixtures, and custom tile. Brand-new appliances throughout including laundry, kitchen and bar area provides a seamless, updated, and contemporary look. Thoughtful layout modifications have enhanced the home’s flow and livability, including opening the space between the kitchen and family room to create a brighter, more connected living and entertaining area. The open format design provides wide access to the glass enclosed lanai with peaceful golf course and water views overlooking the green of the 6th hole on the North Course. The lanai’s sliding glass doors allow for seamless indoor-outdoor living while providing year-round air-conditioned comfort and flexibility.The flexible den/study offers added versatility, complete with a closet and daybed, making it ideal as a guest room, office, or media room. One standout feature is the exceptional amount of storage, rarely found in coach homes within the community - the reimagined primary closet offers expanded closet space, there's two large interior storage areas, built-in cabinetry in the laundry room and study, and a spacious 2-car garage featuring two storage areas providing both everyday functionality and long-term practicality without sacrificing living space. Brand new roof being installed with NO ASSESSMENT. Shadow Wood Country Club offers 54 holes of golf, tennis, bocce, dining, and social amenities. A new lifestyle amenity center, expected to be completed by the end of 2026, is planned to include two resort-style pools, a children’s pool, restaurant and bar, six indoor pickleball courts, eight Har-Tru tennis courts, a racquet pro shop, and a grab-and-go café all with NO ASSESSMENT. The Commons Club offers a private beach club , fitness center, spa, outdoor pickleball, social activities, private restaurant, playground, and resort-style pool complex including a lap pool. The beach club facility has undergone a major renovation, further enhancing one of its premier amenities. Ideally located near beaches, shopping, restaurants, healthcare, and SWFL International Airport, this exceptional coach home offers a rare opportunity to enjoy the Florida lifestyle within one of Southwest Florida’s most desirable and thriving communities. This home must be seen to fully appreciate the quality, upgrades, storage, views, and lifestyle it provides!

10342 Autumn Breeze DR Unit 202, Estero

9553 Cypress Hammock CIR Unit 201, Estero
$865,000
3 Beds ⋅ 3 Baths ⋅ 226002903 MLS ⋅ CLOSED Status ⋅ Cypress Hammock BLDG.
From the luxury finishes to the inspired decorative elements, you’ll feel as if you’ve stepped into the pages of a design magazine. Perfectly sized at 2748 square feet of living space, the Dorchester floor plan features a 2-car garage, a screened lanai, and a balcony that increases the total area to 3611 square feet. In addition to 3 spacious bedrooms, 3 full bathrooms, a media room, and a den, you’ll find both a formal dining area and a morning room adjacent to the kitchen. This coach home has been carefully updated to ensure that the interior is just as desirable as the spectacular lake view. Improvements include recent exterior and interior paint (including textured accents), lighting and fans, carpeting, motorized shades in the living room, and electric shutters in the screened lanai. The kitchen also benefits from the redesign, with beautiful backsplash and plantation shutters. There’s even a PRIVATE ELEVATOR, which ensures that residents with reduced mobility (or reduced inclination to climb stairs) can enjoy the high ceilings and superior views afforded by second-floor units. The furnishings have been carefully curated to optimize this home and are available for purchase. Consisting of 116 condominium units, Cypress Hammock is one of the premier subdivisions within the Shadow Wood community. You’ll meet friendly neighbors along the wide roads as you walk to the recently renovated clubhouse, exercise room, and pool. Nature’s beauty abounds, while residents anticipate the upcoming landscaping improvements that will provide even more colorful fauna. Shadow Wood at The Brooks is situated in close proximity to upscale shopping, dining, and entertainment options. Part-time residents and those with frequent guests appreciate the ease of traveling to and from Southwest Florida International Airport. While not required, you’ll have the option to pair this idyllic Florida living with participation in one of Shadow Wood Country Club’s Lifestyle, Sports, or Golf membership packages. Shadow Wood Country Club offers 54 holes of championship golf, 2 clubhouses, and 9 Har Tru tennis courts. A new $22.5 million dollar Lifestyle Center will include resort-style pools, a poolside restaurant and bar, 6 indoor pickleball courts with viewing decks, and a cafe. Shadow Wood County Club members enjoy reciprocal golf, tennis, & dining privileges with over forty private clubs during the summer months. Residents of Shadow Wood may also become members of The Commons Club at The Brooks. The Commons Club features a 10,000 square foot Health and Lifestyle Center, an Enrichment Center, a private lakeside Restaurant, and a private Beach Club located on Little Hickory Island. Don't let the opportunity pass - request your private showing to see this one-of-a-kind home in person!

9553 Cypress Hammock CIR Unit 201, Estero

9335 Oak Strand DR, Estero
$800,000
3 Beds ⋅ 2.5 Baths ⋅ 226012073 MLS ⋅ CLOSED Status
Sun-drenched southern exposure, a stunning updated pool and tranquil, private preserve views set the stage for an exceptional Florida lifestyle. Positioned to capture natural light all day, this impeccably maintained residence offers a desirable layout designed for comfort and effortless entertaining. Go outside to a beautifully upgraded pool area overlooking private, wooded preserve views, creating a peaceful retreat with no rear neighbors. Inside, soaring volume ceilings and a neutral color palette enhance the light and airy feel, while spacious living areas flow seamlessly throughout. A versatile loft/den provides flexibility for a home office, media space or additional lounge. A new roof (2025) and electric hurricane screens on the lanai enhance value and peace of mind, complemented by an attached two-car garage, a spacious laundry room with built-in cabinetry and a utility sink, and thoughtful details throughout that showcase pride of ownership. A rare opportunity to enjoy light-filled living, privacy and a thoughtfully designed layout in a beautifully maintained property. Shadow Wood Country Club members enjoy access to 54 holes of championship golf, two clubhouses, nine Har-Tru tennis courts, bocce, fire pits and fine dining. The golf-in-waiting membership category is available with golf opportunities in season. The exciting new Lifestyle Amenity Center will feature two resort-style pools, lap lanes, a kids’ pool, a poolside restaurant and bar, six indoor pickleball courts, a racquet pro shop, and a grab-and-go café. Optional Commons Club membership enhances the lifestyle even further with a private beach club, fitness center, full-service spa, pickleball and exclusive dining options. Live the Southwest Florida dream with stunning views, spacious living and world-class amenities right at your doorstep. Incredible value so don’t miss this opportunity.

9335 Oak Strand DR, Estero

21780 Longleaf Trail Drive, Estero
$800,000
4 Beds ⋅ 3.5 Baths ⋅ 226011976 MLS ⋅ CLOSED Status
Just reduced to $349./per square foot. Owner will include GOLD COMMONS CLUB membership for newly built Beach Club!! Brand new HVAC system (2 units) was installed July 2026 which includes a 12-year warranty. Exterior painting was completed mid-May…thanks to the Longleaf HOA. Whether scaling down from a larger custom home or moving-up from a condo you will love the living space provided by the Kingfisher floor plan- and this one particularly on the cul-de-sac gives you extra privacy with a extra long drive-way and front yard plus LAKE & ISLAND from the lanai. Rare to find 2 FULL BATHS on the 2nd floor which accommodates your guests. A large 1st floor Master Suite offers walk-in closets, a large bathroom space with separate vanities and separate walk-in shower and corner bathtub. Kitchen offers GE STAINLESS STEEL Profile Refrigerator, Dishwasher, Microwave and GAS range. Pantry. and there is an extra storage closet in Laundry room. Washer and Dryer are Samsung. Also on the first floor is the office/den has wood flooring and a walk-in closet. 4 BATHROOMS TOTAL as one is a powder room by the Foyer and Great Room. There is also a Rinnai GAS Water heater and GAS POOL HEATER. POOL DEPTH is 6 feet. Electric hurricane shutters are on the lanai. electric shutters over the from Door. The home also has hurricane rated sliding doors off the lanai for the kitchen, great room and master bedroom. Garage has a split AC. A new tile ROOF as of 2020. Homeowners only used the home for a few weeks each year / it was never rented. Shadow Wood Country Club offers 54 holes of championship golf, 2 clubhouses, Har Tru tennis courts. 2 Bocce courts. Shadow Wood is in the process of building a Brand new Lifestyle Centering opening Fall-2026 with 6 new Indoor PICKLEBALL Courts, Brand new RESORT POOL with poolside dining and bar, a dedicated KIDS POOL and pool with lap lanes. This 26 Million dollar world class facility comes with NO assessment to Members.

21780 Longleaf Trail Drive, Estero

10331 Autumn Breeze DR Unit 202, Estero
$790,000
3 Beds ⋅ 3 Baths ⋅ 225078324 MLS ⋅ CLOSED Status ⋅ Oak Hammock BLDG.
TURNKEY FURNISHED & MOVE-IN READY! Member-In-Waiting GOLF Available. Experience the perfect blend of elegance, comfort, and functionality in this spacious second-floor carriage home offering 2,748 square feet of living space. With 3 bedrooms and 3 full updated bathrooms, plus an office, plus an additional versatile bonus room, and a 2-car garage, this residence lives more like a single-family home than a condo! Enjoy tranquil southern exposure and expansive water views from the screened lanai—the ideal setting for relaxing mornings or sunset entertaining. Plantation shutters, modern ceiling fans, and storm protection (windows and shutters) all enhance the home’s bright airy ambiance and security. The updated chef’s kitchen is a true delight, featuring a second dining area, and abundant storage. HVAC 2021, Water Heater 2024. Located in the highly desirable Oak Hammock neighborhood within gated Shadow Wood at The Brooks, this home exemplifies luxury living in one of Southwest Florida’s most sought-after communities. Oak Hammock also entices you for a workout, swim, or use of the community space for an enjoyable gathering. Also, new roofs are coming to the community! Different memberships are available though Shadow Wood Country Club, The Commons Club, or BOTH! Optional Club Memberships with access to three 18-hole Championship golf courses, nine har-tru tennis courts, three bocce courts, and beautifully landscaped walking and biking paths. Coming soon to Shadow Wood is a resort style pool, dedicated children's pool, poolside dining and beverage service, and six indoor pickle ball courts! Wait, there's more~ The 3 optional Commons Club Memberships enhances your lifestyle even further with a private beach club with Gulf of America access, attended fitness center with classes and trainers, pickleball courts, lap pool, spa services and also a private on-site restaurant, social activities, and playground. Don’t miss this rare opportunity to own a spacious, move-in-ready home in one of Southwest Florida’s premier luxury communities! This home is not to be missed. Pre Listing Inspection available.

10331 Autumn Breeze DR Unit 202, Estero

Estero
$740,000
3 Beds ⋅ 3 Baths ⋅ 226018832 MLS ⋅ CLOSED Status ⋅ Cypress Hammock BLDG.
SKIP THE WAITLIST AND HEAD DIRECTLY TO THE TEE BOX with the option to join Shadow Wood Country Club at closing. Offered turnkey, this 2nd floor condo has a spectacular view of the 16th fairway of Shadow Wood's South Course. Elevator. Kitchen boasts quartz countertops. Association recently replaced all roofs, repainted all buildings, installed coach lights and resurfaced the road. New landscaping coming in the spring with no assessment. Located close to the front gate on a very quiet lot. Fiber to the home provides lightning fast internet and television. Member owned Shadow Wood Country Club offers 54 holes of championship golf, 2 club houses, 8 Har Tru tennis courts, bocce, outdoor fire pits, access to a private beach club, fitness center, full-service spa, pickle ball, and private restaurant. New Lifestyle Amenity Center will add 2 resort style pools with zero-depth entry, lap lanes and dedicated kids pool, poolside restaurant & bar, 6 indoor pickleball courts, new racquet pro shop and a grab & go cafe. Great location close to shopping, airport, beaches and much, much more. THIS HOME IS A MUST SEE!

Estero

10352 Autumn Breeze DR Unit 202, Estero
$703,250
3 Beds ⋅ 3 Baths ⋅ 225079921 MLS ⋅ CLOSED Status ⋅ Oak Hammock BLDG.
This Oversized Northern Exposure Upper Unit Four-Plex Coach Home offers 3 Ensuite Bedrooms Plus Den. The Split Bedroom Great Room Floor Plan Lives Like a House. With 2,748 SqFt under air plus Impact Glass Sliders on 233 sq ft Lanai offers an endless view... making the condo feel even larger. The oversized 2 car garage with individual doors also has 2 closets for storage. One of the closets is below the closet in unit which was designed for an elevator if you'd like to add one. The large kitchen also has great cabinetry & storage. It is accessible to the great room, morning room & lanai making it the heart of the home. Notice the many recessed lights & 7" Crown Moulding, it is everywhere as are the 4" Wooden Plantation Shutters. 20" tiles laid on the diagonal are in all main living areas & lanai. The Den has 'real' hard wood floors. All upgraded cabinetry hallmark the coordinated effort of this original home owner who chose the interiors with the builder design team. The Great Room can have many configurations for relaxing lifestyle living. The spacious Primary has its own door to lanai with the show stopping view. The lanai offers the sought after panoramic view of trees, lakes, the 5th hole of the North Course & awesome sunsets. Don't miss seeing this wonderful unit with spectacular views. The Commons Club membership offers access to private beach club, health & fitness center & spa, pickleball, social activities, private restaurant, playground and lap pool. Member owned Shadow Wood Country Club has 54 holes of golf, 2 clubhouses, social/dining, tennis and bocce. The new Lifestyle Center of Shadow Wood Country Club is under construction & will include 2 new resort style pools, a children's pool, restaurant & bar, 6 indoor air-conditioned pickleball courts, racquet pro shop, grab and go café, outside beverage & dining service as well as new tennis courts. Great location close to RSW Airport,Coconut Point Mall, Numerous Restaurants, Shopping, Beaches and Health Care.

10352 Autumn Breeze DR Unit 202, Estero

9687 Cypress Hammock CIR Unit 202, Estero
$633,000
3 Beds ⋅ 3 Baths ⋅ 225066513 MLS ⋅ CLOSED Status ⋅ Cypress Hammock BLDG.
Welcome to this exceptional, GORGEOUS and SPACIOUS second-story END unit with beautiful lake views in the highly sought-after Cypress Hammock neighborhood of Shadow Wood at The Brooks. Offering THREE bedrooms plus a den, THREE full baths and a two car garage, this spacious residence combines comfort, elegance, and convenience. The PRIVATE ELEVATOR provides effortless access to the main living area, where each bedroom is an en-suite, ensuring privacy and comfort for family and guests alike. Enjoy serene lake views year-round from your expansive screened lanai, the perfect spot for relaxing or entertaining. Beautiful hardwood flooring flows throughout the main living spaces, while the kitchen features newer stainless steel appliances and generous counter space. Recent improvements include a new HVAC system with whole home purification system, a newer roof, fresh exterior paint and plantation shutters. Located just steps from the community pool, fitness center, and social room, you’ll also have easy access to bike paths leading to Coconut Point Mall and The Commons Club. Shadow Wood Country Club offers optional memberships with 54 holes of championship golf, a private beach club, pickleball, bocce, a lap pool, state-of-the-art fitness facilities, nine lighted tennis courts, and a vibrant social calendar. With its prime location, luxurious features, and move-in readiness, this home offers the perfect opportunity to start living the coveted Southwest Florida lifestyle today.

9687 Cypress Hammock CIR Unit 202, Estero

10382 Autumn Breeze DR Unit 101, Estero
$595,000
3 Beds ⋅ 3 Baths ⋅ 225035633 MLS ⋅ CLOSED Status ⋅ Oak Hammock BLDG.
Wake up every morning to peaceful waterfront views that are sure to put a smile on your face. This spacious 3-bedroom, 2.5-bath first-floor end-unit condo offers 2,060 sq. ft. of living space (per developer), plus a 233 sq. ft. enclosed lanai with impact sliders. Enjoy a 2-car attached garage, a long driveway with ample guest parking, and a short walk to the community clubhouse featuring a pool, spa, exercise room, and meeting space. Conveniently located near Coconut Point Mall, Miromar Outlets, Gulf Coast Town Center, and just 23 minutes from Bonita Beach Park (per Google Maps). Membership is optional at the Shadow Wood Country Club with 54 holes of golf, tennis courts, bocce ball courts, fine dining, and more. There is also an optional membership to the Commons Club, which offers exercise facilities, a pool, fine dining options, and a beach club with parking. The hall half bath used to be a full bath with a tub and shower. There is still plumbing for a showerhead, faucets for a tub, and a drain hidden behind the walls and floor.

10382 Autumn Breeze DR Unit 101, Estero

9151 Palmetto Ridge DR Unit 102, Estero
$500,000
3 Beds ⋅ 2 Baths ⋅ 226026691 MLS ⋅ CLOSED Status ⋅ Palmetto Ridge At Shadow Wood BLDG.
Exceptional opportunity in Palmetto Ridge at Shadow Wood at The Brooks! This beautifully updated first-floor residence is offered turnkey furnished and ready to enjoy. Tasteful updates and comfortable furnishings create an inviting, move-in-ready retreat. The expansive lanai showcases one of the best views in Shadow Wood, overlooking two sparkling lakes and the golf course beyond, while electric hurricane shutters provide added convenience and protection. The Palmetto Ridge community pool is located directly across the street, offering easy access to a resort-style setting without the maintenance of a private pool. Another special feature is the side-load garage—a configuration found in very few units—which provides a slightly larger garage, a window for natural light, and a more open driveway entry. A wonderful combination of updates, furnishings, exceptional views, storm protection, and an outstanding location within Shadow Wood.

9151 Palmetto Ridge DR Unit 102, Estero

10402 Autumn Breeze DR Unit 202, Estero
$465,000
3 Beds ⋅ 2 Baths ⋅ 226003969 MLS ⋅ CLOSED Status ⋅ Oak Hammock Ii BLDG.
Step right into an effortless lifestyle with this turnkey furnished condo, offering the perfect combination of convenience and scenery. Positioned with sought-after Western exposure, you will enjoy gorgeous nightly sunsets along with sweeping views of the lake and the 6th hole of the Shadow Wood North Course. The interior is bright and spacious, highlighted by vaulted ceilings and tray ceilings with crown molding. The kitchen features stainless steel appliances, while plantation shutters and custom window treatments provide excellent light control and privacy throughout. The updated master bathroom adds a fresh, modern touch to the owner's suite. This floor plan is exceptionally practical, featuring a versatile 3rd bedroom/media room that is large enough to comfortably accommodate both a bed and a living area—ideal for guests or a home office. Peace of mind and easy maintenance are front and center here. The home is equipped with electric hurricane shutters, making coming and going prep quick and simple. You are also just steps away from the community pool, spa, and social building, making it easy to relax without the hassle of maintenance. Whether for a seasonal retreat or a permanent residence, this unit offers true move-in readiness with a view you won't want to miss. The Shadow Wood Club has been completely renovated, providing world-class amenities, and there is no current assessment for the community. Residents enjoy optional golf and country club memberships, tennis, pickleball, fitness, and access to The Commons Club with a private beach club, spa, and dining. This home truly captures the essence of luxury Florida living—a peaceful retreat surrounded by nature and community, where every day feels like a getaway.

10402 Autumn Breeze DR Unit 202, Estero

9201 Palmetto Ridge DR Unit 101, Estero
$429,900
2 Beds ⋅ 2 Baths ⋅ 226005293 MLS ⋅ CLOSED Status ⋅ Palmetto Ridge At Shadow Wood BLDG.
Relax and enjoy STUNNING LAKE AND GOLF COURSE VIEWS from this meticulously cared for FIRST FLOOR coach home in the highly desirable Shadowwood Community! This beautiful condo with its coveted SOUTHERN EXPOSURE features 2 Bedrooms plus a den, 2 Bathrooms and an attached 2 CAR GARAGE. Recently refreshed in 2024, the building features a NEW ROOF, fresh exterior paint, and updated landscaping and light fixtures. Inside is move in ready with new ceiling fans, updated light fixtures and fresh paint. This home is built for peace of mind with HURRICANE IMPACT WINDOWS and electric STORM SMART SHUTTERS and is conveniently located steps away from Palmetto Ridge's updated community pool/spa, recreation room and workout facility. Shadow Wood is an upscale, gated community perfectly located between Fort Myers and Naples, with convenient access to RSW International Airport, shopping, top-rated healthcare facilities, and exceptional dining. Residents enjoy optional membership opportunities at Shadow Wood Country Club and The Commons Club, featuring three championship golf courses, Har-Tru tennis courts, pickleball and bocce ball, a private beach club, state-of-the-art fitness center and spa, and miles of scenic walking and biking trails. Coming in 2026, the highly anticipated Lifestyle Amenity Center will introduce a resort-style pool, poolside dining and bar, six indoor pickleball courts, a new Racquets Pro Shop, and a convenient Grab & Go Café.

9201 Palmetto Ridge DR Unit 101, Estero

10442 Autumn Breeze DR Unit 201, Estero
$410,000
3 Beds ⋅ 2 Baths ⋅ 225056914 MLS ⋅ CLOSED Status ⋅ Oak Hammock Ii BLDG.
HUGE PRICE REDUCTION! SELLERS ARE MOTIVATED!! Welcome home to this stunning second-floor coach home, where luxury meets comfort. This beautifully appointed and tastefully updated residence features three spacious bedrooms, two bathrooms, and a one-car, attached garage in the prestigious and centrally located Shadow Wood at the Brooks. This is a must-see home that offers the perfect blend of luxury, comfort, and serene Florida living. A gorgeous western exposure offers breathtaking views and the perfect backdrop from the large lanai that is ideal for sipping coffee in the morning, enjoying beverages in the evening, a peaceful outdoor dining experience and/or entertaining guests in comfort and elegance. Step inside and immediately feel at home with the bright, open floor plan, featuring sleek tile flooring throughout, vaulted ceilings, beautiful quartz countertops and stainless appliances in the open kitchen, elegant plantation shutters on the windows and so much more! The split floor plan is ideal for visiting friends and family as it offers comfort and privacy for all! Additional features include a brand-new A/C system (2025) hurricane impact windows throughout (2024) and electric storm shutters on the lanai. An added BONUS: New roofs coming soon with NO assessments!! The home is offered furnished, so move right in and begin to live your dream! At Shadow Wood, golf membership is available but not required. Residents of the Brooks have the option of joining the tier-level Commons club that comes with a private beach club, state-of-the-art fitness center, a private restaurant and much more. Shadow Wood is a vibrant and luxurious community that is centrally located and easily accessible to fine dining, shopping, medical facilities and RSW. Don’t miss your opportunity to make this gem your home!

10442 Autumn Breeze DR Unit 201, Estero

10392 Autumn Breeze DR Unit 202, Estero
$400,000
3 Beds ⋅ 2 Baths ⋅ 225078829 MLS ⋅ CLOSED Status ⋅ Oak Hammock Ii BLDG.
Lovely Lake & golf views come with this 2nd floor spacious coach home. From the moment you enter you will be drawn to the Lanai and the serene golf and lake views beyond. This condo home has vaulted ceilings to make it feel spacious and light and bright! Master bedroom suite has amazing golf and lake views, large walk in closets and a spa like Master bath with fully tiled shower, soaking tub, and his & her vanities. The Guest bedrooms are on the opposite side of the condo for privacy for all with twin beds in one guest room and large 3rd bedroom that is designed for a Media room/ and bedroom with guest bath just across the hall way. This condo is located just across the street from the Community heated pool and spa. You will love having your morning coffee on the large Lanai with beautiful sunsets to enjoy in the evening. Shadow wood is located on 1400 acres east of US 41 just behind the Coconut Point Mall with great restaurants to enjoy for all you eating needs. Shadow wood has a brand new Lifestyle Center opening in early 2026 with 6 indoor Pickleball courts, brand new Resort Style Pools antih poolside dining and bar, new racquets pro shop and Grab & Go cafe. There are miles of biking and jogging paths throughout the neighborhoods with lake, golf, and preserve views for all residences. Shadow wood has 54 holes of golf with 36 on site and 18 holes in Shadow wood Preserve. There is a full membership waitlist with golf in waiting availability. All residents of Shadow wood can join the Commons Club and have access to a state of the art Fitness Center with trainers available, the Commons club Beach Club with shuttles to Bonita Beach, the Rookery Restaurant, and the Enrichment Center. Your Florida home awaits.....

10392 Autumn Breeze DR Unit 202, Estero

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

How much is your home worth?

Get instant property value now!