The community of Sherwood is situated in Naples. Ideally situated for access to all of the Naples area facilities and comforts available.

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18 listings match your search criteria.
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509 Robin Hood Cir  202 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1656Sq Ft
  • 2002Year Built
$429,000

SPACIOUS 2 BEDROOM + DEN – REMODELED OPEN-CONCEPT KITCHEN – PRIME NAPLES LOCATION! This upstairs condo located in Sherwood offers approximately 1,656 square feet of comfortable living space with high ceilings that create a bright, open, and airy atmosphere throughout. The recently remodeled open-concept kitchen flows seamlessly into the living room, making it perfect for…

Active
320 Robin Hood Cir  101 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1630Sq Ft
  • 2001Year Built
$354,900

Welcome to this beautifully maintained 3-bedroom, 2-bath first-floor coach home in the highly desirable Sherwood community of Naples. Offering serene lake views, this home provides the perfect blend of comfort and the Florida lifestyle. Step inside to find a bright, open floor plan with tile throughout the main living areas, creating a clean and cohesive feel.…

Active
289 Robin Hood Cir  101 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1225Sq Ft
  • 2000Year Built
$349,900

Stunning First-Floor End Unit with Lake & Fountain Views! Enjoy New impact windows and doors just installed at NO charge or future assessment. Welcome to this beautifully maintained 3-Bedroom, 2-Bathroom residence offering 1230 square feet of thoughtfully designed & upgraded living space. This Move-In ready, first-floor end unit showcases crown molding throughout, luxury vinyl…

Active
357 Robin Hood Cir  202 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1656Sq Ft
  • 2003Year Built
$329,900

One or more photo(s) has been virtually staged, AI generated or rendered. Move right into this beautifully updated second-floor villa featuring 2 bedrooms + den, 2 baths, and an attached 1-car garage. The versatile den can easily double as a family room, office, media room, or all-purpose space to fit your lifestyle needs. Freshly…

Active
241 Robin Hood Cir  202 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1115Sq Ft
  • 1995Year Built
$310,000

Welcome to your serene oasis in this beautiful 2-bedroom, 2-bath second-floor condo. As you step inside, you’ll be captivated by the soaring vaulted ceilings that create an expansive great room, perfect for entertaining or relaxing. The stylish tile flows seamlessly from the front door to the inviting lanai, enhancing the open feel of this home.…

Active
305 Robin Hood Cir  101 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1370Sq Ft
  • 1996Year Built
$295,000

Beautiful first-floor end-unit condo with serene lake and water feature views in Sherwood. This spacious 3-bedroom, 2-bath residence offers a functional split-bedroom layout and a one-car detached garage, providing privacy and convenience corner unit. The unit features tile flooring throughout, impact-resistant windows and slider, crown molding and fully opening sliding glass doors that allow for…

Active
431 Valerie Way  103 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1115Sq Ft
  • 2004Year Built
$279,900

Welcome to this charming, two bedroom, two bathroom condo perfectly situated at the end of a private cul-de-sac to offer serene and panoramic Lake views from your private lanai. As you step inside, you’ll be greeted by an abundance of natural light highlighting the spacious open concept living area design for both comfort and style.…

Active
432 Valerie Way  102 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1115Sq Ft
  • 2003Year Built
$245,000

One or more photo(s) has been virtually staged, AI generated or rendered. Sherwood offers dedicated pickleball courts, tennis, fitness and resort pool. Close to all the good things Naples has to offer. This 2BR / 2BA condo with single-car garage is in tidy original condition. Currently, it is the best-value condo…

Active
350 Robin Hood Cir  202 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1656Sq Ft
  • 2001Year Built
$4,500

Escape to paradise in this exquisitely remodeled 2nd-floor 3-bedroom, 2-bathroom condo in the serene Sherwood community of Naples, FL. Perfectly designed for seasonal renters seeking a blend of luxury and comfort, this turnkey retreat offers a modern, light-filled haven with stunning lake views and resort-style living, ideal for your winter getaway or extended stay in…

Active
445 Robin Hood Cir  201 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1656Sq Ft
  • 2003Year Built
$4,000

NOT AVAILABLE FROM JANUARY - APRIL 2026!!! LOCATION! LOCATION!! LOCATION!!! This beautifully decorated 3 bedroom, 2 full bath, 2nd Floor unit overlooking a Spectacular Western View of the Lake has all the furnishings and essentials you will need to spend your vacation away!! All of the conveniences of home, close to 2 community pools,…

Active
280 Robin Hood Cir  102 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1450Sq Ft
  • 1998Year Built
$3,995

** NICELY FURNISHED 3 Bedroom\2 Bath FIRST FLOOR Lake View Coach Home in Sherwood II – Turn-Key Furnished ** READY FOR A SEASONAL OR ANNUAL TENANT **Welcome to your Southwest Florida escape in the highly sought-after Community of Sherwood II! This beautifully appointed 3-bedroom, 2-bath first-floor coach home offers serene lake views, abundant natural light,…

Active
280 Robin Hood Cir  101 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1413Sq Ft
  • 1998Year Built
$3,900

**SEASONAL RENTAL!!! Available for Season 2027!!**(Also available for long term rental)** Enjoy the best of both worlds here in Sherwood in this fully turnkey furnished 3 bedroom/2bath WATERFRONT condo! This unit features an attached garage, and enough parking for 3 more vehicles! Enjoy morning coffee from the screened-in lanai overlooking the lake. Fantastic location...only 20…

Active
465 Robin Hood Cir  101 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1630Sq Ft
  • 2003Year Built
$3,850

Enjoy the best of both worlds here in Sherwood in this fully turnkey furnished 3 bedroom/2bath WATERFRONT 1st floor condo! This unit features an attached garage, and enough parking for 2 more vehicles! Enjoy morning coffee from the screened-in lanai overlooking the lake with soothing water feature. Fantastic location...only 20 mins to downtown 5th Ave…

Active
241 Robin Hood Cir  204 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1225Sq Ft
  • 1995Year Built
$3,800

Welcome to your seasonal rental in the heart of Naples, FL at Sherwood. This 2 bedroom + den, 2 bathroom second floor condo offers stunning views of the lake and tropical landscaping from the screened and covered lanai. With high ceilings and plenty of natural light, this end-unit features an upgraded kitchen with granite countertops,…

Active
209 Robin Hood Cir  201 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1225Sq Ft
  • 1996Year Built
$3,500

**SEASONAL RENTAL!!! Available for Season 2026!!** Enjoy the best of both worlds here in Sherwood in this fully turnkey furnished 2 bedroom+ den/2bath WATERFRONT condo! This unit features a detached garage, and dedicated parking for another vehicle! Enjoy morning coffee or afternoon cocktails from the private screened-in lanai overlooking the lake and water feature. Fantastic…

Active
321 Robin Hood Cir  201 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1225Sq Ft
  • 2001Year Built
$3,500

AVAILABLE SEASON 2027! This second floor end unit condo overlooks a peaceful lake where nature abounds. Enjoy your morning coffee on a private screened lanai and watch fish jump, turtles surface, ibis and heron hunt for fish, and osprey soar above. This bright end unit has soaring vaulted ceilings, beautiful hardwood floors, and freshly painted…

Active
280 Robin Hood Cir  101 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1413Sq Ft
  • 1998Year Built
$2,600

ANNUAL RENTAL AVAILABLE NOW!!! Enjoy the best of both worlds here in Sherwood in this fully turnkey furnished 3 bedroom/2bath WATERFRONT condo! This unit features an attached garage, and enough parking for 3 more vehicles! Enjoy morning coffee from the screened-in lanai overlooking the lake. Fantastic location...only 20 mins to downtown 5th Ave and the…

Active
500 Robin Hood Cir  202 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1656Sq Ft
  • 2002Year Built
$2,500

Beautifully furnished 2-bedroom plus den, 2-bath condominium located on the second floor, offering serene lake views and spectacular sunset vistas from the screened lanai. Thoughtfully appointed and comfortably furnished, this home provides the perfect setting for relaxation and enjoyment. The property includes a private 1-car garage and is available for annual, seasonal, or short-term rental. Ideally…

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