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.
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3Bedrooms
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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…
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3Bedrooms
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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…
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3Bedrooms
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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…
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3Bedrooms
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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…
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3Bedrooms
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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…
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3Bedrooms
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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,…
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3Bedrooms
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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…
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2Bedrooms
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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…
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2Bedrooms
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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…
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2Bedrooms
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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…
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2Bedrooms
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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…
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3Bedrooms
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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…
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2Bedrooms
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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…
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2Bedrooms
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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…
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2Bedrooms
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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…
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3Bedrooms
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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…
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3Bedrooms
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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…
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2Bedrooms
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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…
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3Bedrooms
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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…
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3Bedrooms
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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…
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3Bedrooms
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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.
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2Bedrooms
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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…
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3Bedrooms
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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…
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2Bedrooms
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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…
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3Bedrooms
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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…
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