The community of Sterling Oaks is situated in Naples. Wonderfully located for access to all of the Naples region facilities and conveniences has to offer.

Hide Map
New Search Refine Search Save Search
25 listings match your search criteria.
Search Options
  • 10 per page
  • 25 per page
  • 50 per page
  • 100 per page
  • View All
  • Sort by
  • Lower Price
  • Higher Price
  • Fewest Beds
  • Most Beds
  • Fewest Baths
  • Most Baths
  • Smaller Area
  • Larger Area
  • Newer Built
  • Older Built
Active
1511 Whispering Oaks Cir   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1853Sq Ft
  • 1998Year Built
$925,000

A tranquil escape nestled in the heart of the Sterling Oaks community! Don’t miss out on this stunning 3 bed, 2 bath, 1853 ac/sf Naples residence where sophisticated design meets effortless Florida living. This home offers a fresh, modern aesthetic with thoughtful upgrades throughout and a seamless connection to its private outdoor retreat. At the heart…

Active
1651 Sanctuary Pointe Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1950Sq Ft
  • 2003Year Built
$690,000

Enjoy the best of the Naples lifestyle in this beautifully maintained three-bedroom, two-bath, single-story home overlooking a peaceful wooded preserve in the highly desirable Sterling Oaks community. Offered tastefully furnished and thoughtfully updated, this inviting residence is ready to enjoy from day one. The home features impact-resistant glass for added storm protection, energy efficiency, and peace…

Active
14811 Sterling Oaks Dr   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1730Sq Ft
  • 2003Year Built
$579,000

$21k rental funds included plus seller will pay $6500 transfer fee for buyer! Beautifully remodeled paired villa with three bedrooms, three full baths, a den, and a loft, offering spacious and comfortable living in a prime Naples location. The extended lanai overlooks a peaceful pond, creating a private and relaxing setting for morning coffee or…

Active
1784 Sanctuary Pointe Ct   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1799Sq Ft
  • 2004Year Built
$569,900

Experience refined Florida living in this beautifully updated 3-bedroom, 3-bath home featuring an in-ground pool and private screened lanai—perfect for relaxing or entertaining. Inside, soaring 12' ceilings, elegant crown molding, and an open layout create a bright, sophisticated atmosphere. The spacious master suite offers dual vanities, a generous walk-in closet, and a deep soaking tub. Modern…

Active
1231 Silverstrand Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1770Sq Ft
  • 1995Year Built
$545,000

Welcome to Sterling Oaks, a gated community in desirable North Naples! This single-family home offers several recent updates, including an updated kitchen, wood-look laminate flooring throughout much of the home, an updated guest bathroom and an improved driveway. According to Collier County records, the roof was replaced in 2024. The home also features a Florida…

Active
1134 Silverstrand Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1750Sq Ft
  • 1999Year Built
$499,950

Experience the perfect blend of elegance, comfort, and location in this beautifully updated 3-bedroom, 2-bath residence with a 2-car garage in the highly desirable community of Sterling Oaks. Thoughtfully designed for both everyday living and effortless entertaining, this exceptional home showcases rich bamboo wood flooring throughout the main living areas and in the main bedroom,…

Active
15040 Sterling Oaks Dr   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1730Sq Ft
  • 2002Year Built
$499,000

Gorgeous lake views with an extended screened lanai with tile surface flooring. Newer roof yr 2022, remodeled modern gorgeous kitchen, at only $288 per sq foot. Spacious and bright attached villa with 3 bedrooms + spacious loft, 3 full bathrooms, 2 car garage. Must-see loft-den space that a creative buyer can perhaps convert…

Active
1182 Sweetwater Ln  1807 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1378Sq Ft
  • 2003Year Built
$389,900

Prime North Naples Location! Immaculate and beautifully maintained 2-bedroom plus den, 2-bath second-floor coach home. Located within the amenity-rich (Gated) Sterling Oaks. Residents enjoy a Jr. Olympic saltwater pool, hot tub, cabana bar, fitness center, sauna, clubhouse, social activities and Friday evening dinners. Bonus- the home is located in a low traffic area within the…

Active
1285 Sweetwater Cv  2106 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1378Sq Ft
  • 2004Year Built
$370,000

DISCOVER THE PERFECT COMBINATION OF STYLE, COMFORT, AND RESORT-STYLE LIVING IN STERLING OAKS! This beautifully RENOVATED, FULLY FURNISHED & TURNKEY coach home offers 2 bedrooms plus a den, 2 completely updated bathrooms, and a private garage, all within one of North Naples' most desirable gated communities. With extensive improvements throughout, including a NEW A/C (June…

Active
1415 Sweetwater Cv  102 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1279Sq Ft
  • 2004Year Built
$290,000

No stairs! Perfectly nestled within one of North Naples' most coveted tennis and pickleball guard-gated communities, arrives this two-bedroom, plus office/den/flex rom, two-full bath masterpiece boasting nearly 1,500 square feet of air conditioned living. With an updated washer and dryer, covered parking directly in front of the unit and a calming, peaceful landscaped view with…

Active
1295 Sweetwater Cv  8203 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1054Sq Ft
  • 1999Year Built
$259,900

Step into resort-style living with this beautifully furnished 2-bedroom, 2-bathroom condo in the highly coveted Sterling Oaks community. This second-floor residence delivers comfort, style, and the perfect blend of indoor-outdoor living. Enjoy peaceful garden views from your private screened balcony, an ideal spot for morning coffee or unwinding evenings. The split-bedroom layout provides privacy for…

Active
14508 Sterling Oaks Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 2599Sq Ft
  • 2003Year Built
$9,000

**FABULOUS POOL HOME! ** MULTIPLE MONTH DISCOUNTS OFFERED ** NEWLY RENOVATED KITCHEN AND GUEST BATHROOM, NEW FLOORING throughout main area and Master Bedroom! Beautifully decorated and well appointed, this 3 bedroom plus a den pool home with spa has all the comforts of home. Features include vaulted ceilings and an open floor plan. Outdoor living…

Active
1150 Sweetwater Ln  1207 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1703Sq Ft
  • 2004Year Built
$6,500

AVAILABLE DECEMBER 2026 THROUGH APRIL 2027!!! This 2-bedroom, 2 baths plus Den condo in STERLJNG OAKS is a beautiful SEASONAL rental in a resort style community. Just 20 minutes from dining, shopping, entertainment and the beautiful beaches of SW Florida. This well maintained second floor coach home has a spectacular lake view from the lanai and…

Active
1214 Sweetwater Ln  2306 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1378Sq Ft
  • 2003Year Built
$6,500

Welcome to your slice of paradise in Sterling Oaks, Naples! This beautifully furnished 2-bedroom plus den, 2-bath second-floor coach home offers serene lake views and a bright, open floor plan designed for comfort and relaxation. Enjoy a spacious great room, a screened lanai perfect for morning coffee or sunset cocktails, and an attached garage for…

Active
1117 Sweetwater Ln  2201 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1193Sq Ft
  • 1995Year Built
$6,500

Available April 2027 and Reduced Rates for Off-Season Months! Have a vacation like no other in this beautifully updated 2-bedroom plus den, 2-bath second-floor end-unit condo in Sterling Oaks, Naples. Tastefully turnkey furnished, this coastal retreat features quartz countertops, shaker-style cabinets, wood and tile flooring, new furniture throughout, and stunning western sunset views from…

Active
1405 Sweetwater Cv  204 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1381Sq Ft
  • 2004Year Built
$6,000

Welcome to your perfect North Naples getaway at Sterling Oaks! This beautifully situated 3-bedroom condo offers a comfortable, relaxed setting in a fantastic location close to everything Southwest Florida has to offer. The condo features a spacious primary bedroom with a king-size bed, while the guest bedroom offers a comfortable queen-size bed. The third bedroom doubles…

Active
1680 Sanctuary Pointe Ct   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1888Sq Ft
  • 2004Year Built
$5,900

The house is available for the seasons of 2027-2028. See available months. Call today before it is gone. This beautiful, spacious 3 bedroom, 2 bath, single family home is located on a cul-de-sac at Sterling Oaks, right on Route 41. It is just 4 miles from the beaches and even closer to shopping, restaurants and…

Active
1360 Sweetwater Cv  202 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1279Sq Ft
  • 2003Year Built
$5,500

***NORTH NAPLES***SWEET WATER BAY***FURNISHED SEASONAL RENTAL**This beautifully maintained second-floor residence offers a bright, open layout designed for comfort and relaxation. Featuring tasteful furnishings and thoughtful upgrades, the condo is ideal for enjoying the Southwest Florida lifestyle. The home boasts a spacious living area that flows seamlessly to a screened lanai, perfect for morning coffee or evening…

Active
1415 Sweetwater Cv  104 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1381Sq Ft
  • 2004Year Built
$5,500

Welcome to Sterling Oaks in North Naples! This beautifully maintained 3-bedroom, 2-bath first-floor end-unit condo is perfectly located just a 2-minute walk to the resort-style amenities and a short drive to four of Naples’ stunning white-sand Gulf beaches. Offered turnkey furnished, this home is ready for you to move right in and start enjoying the…

Active
1335 Sweetwater Cv  101 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1381Sq Ft
  • 2002Year Built
$5,300

ATTENTION tennis lovers!! Available December 2026 Annually! This tastefully decorated 3-bedroom 2 bath first floor condo is waiting for you. Sweetwater Bay is nestled in the highly sought after community of Sterling Oaks, a gated resort community set on more than 100 acres of lush nature preserves, complete with walking and jogging trails. As…

Active
1230 Sweetwater Ln  2208 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1829Sq Ft
  • 2004Year Built
$5,000

AVAILABLE DECEMBER 2026 THROUGH APRIL 2027!!! This pristine 3 bedroom, 2 bath condo in STERLING OAKS is a beautiful SEASONAL rental in a resort style community. Just 20 minutes from dinning, shopping, entertainment and night life, and the beautiful beaches of SW Florida.

Active
1420 Sweetwater Cv  102 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1279Sq Ft
  • 2003Year Built
$5,000

STERLING OAKS! NAPLES, FL! NEED I SAY MORE? Enjoy a month, 3 months or any unique combination to spend quality time at a sweet 2 plus den boasting plantation shutters, new stainless-steel appliances, a modern coastal theme and tasteful furnishings on the preserve/pond. Enjoy the sun rising as you enjoy your morning coffee on the…

Active
14907 Sterling Oaks Dr   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1760Sq Ft
  • 2003Year Built
$4,100

Pickleball in the morning, tennis in the afternoon, and cocktails by the pool at sunset—welcome to Sterling Oaks! This beautifully maintained 3-bedroom, 3-bath retreat offers the perfect blend of comfort, convenience, and resort-style living in one of North Naples' most active and sought-after communities. Designed for easy Florida living, the home features vaulted ceilings, an open and…

Active
1117 Sweetwater Ln  2104 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1193Sq Ft
  • 1995Year Built
$2,500

First Floor! UNFURNISHED ANNUAL lease only!! 1st floor end unit Condo in the beautiful gated community of Sterling Oaks available December 5, 2026 at $2500 UNFURNISHED. Rennovated ! See photos! Two bedrooms plus den. Two bathrooms. Master bedroom has walk in closet. Beautiful, bright, quiet with views of sunset over pond with fountain to be enjoyed…

Active
1335 Sweetwater Cv  101 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1381Sq Ft
  • 2002Year Built
$2,395

ATTENTION tennis lovers!! Available December 2026 Annually! This tastefully decorated 3-bedroom 2 bath first floor condo is waiting for you. Sweetwater Bay is nestled in the highly sought after community of Sterling Oaks, a gated resort community set on more than 100 acres of lush nature preserves, complete with walking and jogging trails. As…

No results found

Search Options
  • 10 per page
  • 25 per page
  • 50 per page
  • 100 per page
  • View All
  • Sort by
  • Lower Price
  • Higher Price
  • Fewest Beds
  • Most Beds
  • Fewest Baths
  • Most Baths
  • Smaller Area
  • Larger Area
  • Newer Built
  • Older Built

Wordpress IDX Plugin