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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Active
1511 Whispering Oaks Cir   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1564Sq Ft
  • 2006Year Built
$1,200,000

Discover a stunning 3-bedroom, 2-bathroom private residence that has undergone a complete transformation, exuding a sophisticated and contemporary vibe. Every corner of this home has been meticulously designed with avant-garde elements in mind, ensuring a seamless blend of style and functionality. Step inside to find modern finishes and thoughtful touches throughout, creating a fully furnished…

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1335 Old Oak Ln   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 2061Sq Ft
  • 1997Year Built
$750,000

Spectacular Single family residence with 2 Bedrooms plus convertible Den/Office and 2 Baths, 2 Car Garage with epoxy floor, Room for a pool, Lake front, nestled in the lovely Willow Bend at Sterling Oaks Community which is a pet friendly, very active community with tennis, pickle ball, bocce, pool with spa, sauna, exercise room, shaded…

Active
1424 Serenity Cir   Naples
  • 4Bedrooms
  • 3Bathrooms
  • 2800Sq Ft
  • 2004Year Built
$749,900

PRICED $25,000 BELOW MARKET VALUE! Never flooded with no damage from Hurricanes Ian, Helene and Milton! This immaculate residence features 4 bedrooms plus a Den which could easily serve as 5th BEDROOM and is located in the desirable community of Sterling Oaks! This home offers newer roof (2022) and exterior paint, as well as ample…

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1717 Sanctuary Pointe Ct   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1913Sq Ft
  • 2004Year Built
$695,000

New Roof! Charming 3-Bedroom Home in Sterling Oaks - located in North Naples, Florida. This stunning single-family residence offers 1,913 square feet of meticulously maintained living space, perfect for families and entertainers alike. Spacious and inviting, with ample room for relaxation and comfort, this home offers a seamless flow from the living room to the…

Active
1704 Sanctuary Pointe Ct   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1906Sq Ft
  • 2004Year Built
$685,000

Unique opportunity in this beautifully updated 3-bedroom, 2-bathroom home offering 1,906 sq/ft of luxury. Nestled on a quiet cul-de-sac with breathtaking Southern views of the natural preserve from this premium homesite. The 12-foot volume ceilings with crown molding creates a grand, airy feel throughout. The heart of the home boasts sleek, solid wood cabinets and…

Active
1057 Silverstrand Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1777Sq Ft
  • 2004Year Built
$685,000

Welcome to one of the most exclusive Gated communities in Sought after North Naples! Sterling Oaks is the Tennis Capital! Offering a spectacular tennis club set amid 100 acres of breathtaking nature preserves. This extremely sought after 3 bed 2 bath POOL Ranch Home is yours to own and enjoy! Featuring a bright and open…

Active
15063 Sterling Oaks Dr   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1730Sq Ft
  • 2002Year Built
$655,000

A stunning 3-bedroom + loft/den, 3-bath home with 2 cars garage in a fantastic Sterling Oaks gated community. Fully remodeled with a stunning kitchen and bathrooms. Move-in ready. Location, location, location! Maintenance-free living. This peaceful, quiet, private villa boasts abundant natural light, enhancing its calming ambiance. It features first-floor living with 3 bedrooms on the…

Active
1242 Silverstrand Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1862Sq Ft
  • 1995Year Built
$652,000

Close to everything great in Naples! Amazing layout, value, and community. World class club house with Olympic size pool, tiki hut, pickleball, tennis, fitness center restaurant, hot tub, games, billiards, guard gate, pets of all sizes with approval. Self contained community! Enjoy your cozy 3 bedroom 2 bathroom ranch style…

Active
1784 Sanctuary Pointe Ct   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1799Sq Ft
  • 2004Year Built
$639,900

Well Maintained 3 BR, 3 Full Bath Home with Private & Intimate Pool on Screened Lanai. 12' Ceilings in Great Room area & Master Suite. Large Master BR with dual sinks, Large Walk In Closet & deep soaking tub. Tile Roof Replaced in 2020, HVAC with Parts & Labor Warranty installed in 2021. Stainless LG…

Active
1671 Sanctuary Pointe Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1906Sq Ft
  • 2004Year Built
$579,000

Location, Location, Location, don't miss this 3 bedroom, 2 bath one story home right off US 41/Tamiami Trail in the heart of North Naples! This Sterling Oaks home features NEW ROOF in March of 2024, Impact windows and doors, open floor plan, high ceilings, tile floors throughout except in 2 bedrooms, oversized screened in lanai…

Active
14927 Sterling Oaks Dr   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1736Sq Ft
  • 2004Year Built
$577,000

This three bedroom plus large loft/media room (possible 4th bedroom plus a den) detached villa offers three full baths, two car garage and an extended screened lanai plus a fenced in yard and is in a fantastic location in Naples in a gated resort style community with a wonderful school district. BRAND NEW ROOF NOVEMBER…

Active
15143 Sterling Oaks Dr   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1795Sq Ft
  • 2003Year Built
$560,000

Nestled in Wildcat Cove in Sterling Oaks with a view of the lush, protected preserve, this beautifully maintained two-story home offers both privacy and peace of mind. On the first floor, the master suite is a luxurious retreat, complemented by two additional rooms—one thoughtfully staged as a home office ideal for work or creative pursuits.…

Active
14955 Sterling Oaks Dr   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1730Sq Ft
  • 2003Year Built
$554,000

Enjoy the resort style amenities and the relaxed Florida lifestyle when you purchase this fantastic three bedroom three bath villa in Sterling Oaks. Three bedrooms and two baths on the main floor plus a spacious loft/media room with full bath on the second floor. Newer carpet in the bedrooms and loft area, new light fixtures…

Active
1285 Sweetwater Cv  2101 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1621Sq Ft
  • 2004Year Built
$499,900

"Live Life Beautifully In Southwest Florida" in this light & bright 1st floor condo with garage in Sterling Oaks. Nestled near a quiet creek on the north end of the community, this condo is being offered furnished with minor exclusions (see confidential remarks). This 2 bedroom plus a den 2 bath condo has…

Active
15112 Sterling Oaks Dr   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1392Sq Ft
  • 2000Year Built
$499,900

NEW AC, NEWER ROOF, WATERFRONT, GREAT AMENITIES! Very rarely available lake front villa in Wildcat Cove at Sterling Oaks. Enjoy the wide lake and fountain views from your extended screened lanai. Great views of water from living room and master bedroom as well. Two bedrooms plus a den, two baths. This villa also has a…

Active
1150 Sweetwater Ln  1207 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1703Sq Ft
  • 2004Year Built
$489,000

Turnkey furnished and ready to go! Beautiful second floor coach home overlooking the water and fountain from the lanai, family room and primary bedroom. This home also has a garage and is being sold tastefully turnkey furnished, just bring your suitcase and start enjoying this wonderful home. NEW AC, newer roof, granite counter tops in…

Active
1182 Sweetwater Ln  1801 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1621Sq Ft
  • 2003Year Built
$475,000

Enjoy the Naples lifestyle the way it was meant to be in this fantastic first floor end unit Coach Home with a one car attached garage. This home has "premium exposure" and overlooks the pond and fountain and offers southern exposure with some beautiful westerly sunset views as well. Two spacious bedrooms and two baths…

Active
1159 Silverstrand Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1583Sq Ft
  • 1995Year Built
$475,000

Discover the potential of 1159 Silverstrand Dr located in the sought after, gated community of Sterling Oaks. This one-owner, 3br/2ba, 2 car garage home offers an open living area, split bedroom floor plan with just under 1600sf, and features a kitchen with granite countertops, tile and laminate flooring, high ceilings, plantation shutters, sliders off…

Active
14806 Sterling Oaks Dr   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1240Sq Ft
  • 1997Year Built
$435,000

SUNSATIONAL STEAL AT STERLING OAKS!! MOTIVATED SELLER! Your decision to "SAY YES" to this absolutely picture perfect, stunning, fully upgraded, easy maintenance attached villa with tranquil, expansive VIEWS OF THE ECO-PRESERVE will be a SURE THING!! Features of this beautiful home include engineered wood and porcelain floors throughout, fully remodeled kitchen in warm modern tones,…

Active
1285 Sweetwater Cv  2102 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1385Sq Ft
  • 2004Year Built
$385,000

Beautiful cottage style two bedroom plus den two bath first floor coach home that offers resort amenities in a fantastic Naples location within minutes drive to four white sandy gulf beaches. Enjoy the spacious kitchen area that overlooks the dining and family room areas making it perfect for entertaining guests or enjoying family time. The…

Active
1360 Sweetwater Cv  104 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1381Sq Ft
  • 2003Year Built
$367,500

DO NOT MISS THIS ONE! This spotless and sunny 3 bedroom, first floor, lovely end unit condo is light, bright and spacious. The roof, exterior painting, air conditioner and hot water heater are new within the last 3 years and the stainless-steel GE appliances are less than 2 months old. The unit is tastefully…

Active
1370 Sweetwater Cv  101 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1381Sq Ft
  • 2004Year Built
$365,000

This first floor 3-bedroom unit is walking distance to the Pool, restaurant and clubhouse. All bedrooms are large with plenty of closet space. This is a gated community in North Naples. Enjoy resort style amenities which include a Florida style clubhouse, a fitness center with locker rooms and sauna, a cabana, bar for lunch and beverages, bocce, pickle…

Active
1300 Sweetwater Cv  6201 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1198Sq Ft
  • 1998Year Built
$359,900

Discover your dream home in this beautifully bright condo featuring luxury vinyl flooring and upgraded bathrooms. This upgraded coach home in the stunning Sterling Oaks community of North Naples is a must-see! Enjoy 100 acres of Audubon Preserve trails perfect for biking, walking, and soaking in the breathtaking beauty of SWFL’s natural landscape. Residents benefit from…

Active
1405 Sweetwater Cv  204 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1381Sq Ft
  • 2004Year Built
$355,000

Experience Southwest Florida living at its finest! Exceptional move-in ready condo that has been meticulously maintained. This turnkey furnished condo features three bedrooms, two bathrooms, and a desirable split floor plan with 1381 square feet of living space. Upon entry, you're greeted by high ceilings and tile flooring throughout the common areas. The kitchen offers…

Active
1133 Sweetwater Ln  3201 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1193Sq Ft
  • 1996Year Built
$345,000

Enjoy fantastic sunsets from this three bedroom two bath second floor end unit that is being offered turnkey furnished. Western exposure overlooking pond and nature preserve with native birds to watch while you sip your morning coffee or evening beverages. This condo is a very short walk to the amenities which are included with your…

Active
1133 Sweetwater Ln  3103 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1054Sq Ft
  • 1996Year Built
$299,900

Welcome to your future home, the stunning first-floor condo located in the highly sought-after gated community of Sterling Oaks in Naples. This turnkey 2-bedroom, 2-bathroom residence offers the perfect blend of comfort and convenience. Step inside to find a beautifully furnished living space with modern finishes and an open floor plan. The spacious living room…

Active
1579 Whispering Oaks Cir   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1820Sq Ft
  • 1998Year Built
$11,000

Seasonal lease now available in North Naples Gated Community of Sterling Oaks. House with 3 Bedroom plus Den, 3 full baths, includes large pool and hot tub with screened cage. House was fully renovated 4 years ago and includes a large great room with high cathedral ceilings. House has King, Queen, and 2 twin beds.…

Active
1595 Whispering Oaks Cir   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1907Sq Ft
  • 1997Year Built
$9,500

This TURN KEY single family, POOL HOME AWAITS YOU All you need is yourself and your clothes. Long term and short term availability. Pricing; Off season rent $4500 months of May-July Oct $7500, Nov $7500, Dec $9500, Jan $9500, Feb $9500, March $9500 and April $6500. This fully UPDATED single family POOL/SPA home features 3beds/3full…

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

AVAILABLE DECEMBER 2024 AND JANUARY 2025! 30 DAYS MINIMUM - RENTED FEBRUARY THROUGH APRIL 2025 **FABULOUS POOL HOME!**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…

Active
14819 Sterling Oaks Dr   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1730Sq Ft
  • 2003Year Built
$7,500

AVAILABLE FEB '25. Everything you have been looking for awaits at this newly updated, clean, bright and elegant home in Sterling Oaks. Spacious floorplan with 2 floors of living space, 3 bedrooms and 3 bathrooms. Updated all-white kitchen with new countertops and stainless steel appliances. Private lanai off the main living area faces the lake…

Active
14907 Sterling Oaks Dr   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1760Sq Ft
  • 2003Year Built
$7,500

AVAILABLE FOR SEASON 2025 ~3 MONTHS MINIMUM, 4 MONTHS + PREFERRED. SINGLE FAMILY HOME ACROSS THE STREET FROM THE SUBDIVISION POOL! Enjoy your winter vacation in this fabulous, meticulously clean 3 Bedroom,3 Bath home! Beautifully decorated and well appointed, vaulted ceilings lend to an open and comfortable living space. Bedrooms are ALL located on the…

Active
1345 Sweetwater Cv  203 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1279Sq Ft
  • 2002Year Built
$5,500

FURNISHED Seasonal condo in Sweetwater Bay at Sterling Oaks. This is where you will find this second floor fully furnished and turnkey 2 bedroom plus den, 2 bath condo. Upon entry your greeted with an open great room floor plan that opens onto a cozy screened lanai with bonus storage. Tiled living areas, volume ceilings…

Active
1117 Sweetwater Ln  2201 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1193Sq Ft
  • 1995Year Built
$5,000

Have a vacation like no other. This beautiful two bedroom plus den two bath condo in Sterling Oaks has all the resort amenities one would want to make your stay just perfect here in Naples Florida. Quartz counter tops and shaker style cabinets in the open kitchen, new furniture throughout and gorgeous western sunset views…

Active
1101 Sweetwater Ln  1204 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1193Sq Ft
  • 1995Year Built
$5,000

Amazing views, beautiful floorplan, brand new kitchen and bathrooms. This 2 bedroom plus den condo is ready for December 2024 through January 2025 and the 2026 season. Morning coffee on the lanai boasts scenic views of the natural habitat. Kitchen was remodeled with new cabinets, quartz countertops, appliances and open floor plan. Den offers sleep…

Active
1680 Sanctuary Pointe Ct   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1888Sq Ft
  • 2004Year Built
$5,000

AVAILABLE from December 2024. 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 entertainment. Quick access to I-75. Enjoy the many amenities Sterling Oaks has to offer including…

Active
1093 Silverstrand Dr   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1562Sq Ft
  • 1995Year Built
$4,900

Season 2025 jan through March booked but April 2025 and onward open. Simply adorable! Available Now also for Annual! Cozy, furnished 2 bedroom, plus a den, single-family home with garage is located in the community of Sterling Oaks. Main bedroom has a king bed and guest bedroom has a queen bed. Spacious screened in patio…

Active
1101 Sweetwater Ln Nw 1102 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1054Sq Ft
  • 1995Year Built
$4,800

Tennis Lovers! This is a must see this 1st floor condo right on a pond with natural grasses and nature at it's best. Observe birds or whatever might be wading in this nature setting and amazing sunsets from your western exposure lanai! Sterling Oaks has location, location, location! In a superb area of north Naples…

Active
1447 Serenity Cir   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 2467Sq Ft
  • 2003Year Built
$4,800

AVAILABLE 5/1/2025 to 12/30/2025 for $4800 Per Month. One Month Minimum. Not available January 1 to April 30, 2026! Spacious open floor plan 3 bedroom, plus den 2 bath, 2 car garage lakefront Estate Home in prestigious Deer Creek in gated community.This St. Croix floor plan is ideally situated on the lake with the largest…

Active
1478 Serenity Cir   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2687Sq Ft
  • 2004Year Built
$4,000

Welcome to your new home! This stunning Martinique floor plan offers almost 2700 sq ft of luxurious living space under air. The expansive master bedroom features two walk-in closets leading to a beautiful master bath complete with a walk-in shower, separate soaking tub, and split vanities. The spacious chef's kitchen boasts ample cabinet and counter…

Active
1370 Sweetwater Cv   102 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1379Sq Ft
  • 2004Year Built
$3,200

Attention nature lovers and tennis players! This property is in the Sterling Oaks community, within a 100-acre Audobon Preserve, perfect for biking and walking. You have the option to join the exclusive tennis club here as a seasonal visitor if you want to access some of the best tennis in Naples, with 12 professionally groomed…

Active
15071 Sterling Oaks Dr   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1730Sq Ft
  • 2003Year Built
$3,000

A beautiful 3 bedroom/3 bath rental in a fantastic location! Natural light throughout in this peaceful turnkey villa. This beautiful home offers first floor living with two bedrooms and a den on the first floor as well as second floor privacy with a full bath for visiting family and guests! New low maintenance tiled flooring…

Active
1370 Sweetwater Cv  101 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1381Sq Ft
  • 2004Year Built
$2,700

This first floor 3-bedroom unit is walking distance to the Pool, restaurant and clubhouse. All bedrooms are large with plenty of closet space. This is a gated community in North Naples. Enjoy resort amenities which include a Florida style clubhouse, a fitness center with locker rooms and sauna, a cabana, bar for lunch and…

Active
1246 Sweetwater Ln  1603 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1385Sq Ft
  • 2003Year Built
$2,450

Tennis anyone? Sterling Oaks is an exclusive community & tennis club set amid 100 acres of breathtaking nature preserves in North Naples, Florida. This 1st floor 2 bed (both have walk in closets), den and 2 bath unit condo (1385sf) has been well taken care of by the owners. Unit is complete with large kitchen,…

Active
1290 Sweetwater Cv  5203 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1690Sq Ft
  • 1Year Built
$2,450

Welcome to your VACATION PARADISE! This location truly cannot be beat! Moments to paradise beaches, 20 minutes to the airport (RSW), Golf greens near by, 15 minutes to famous 5th Avenue, fine dining and shopping near by! Sterling Oaks offers you a beautiful, fully furnished 2 bedroom, 2 bath condo inside the gates of amenities…

Active
1380 Sweetwater Cv  202 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1279Sq Ft
  • 2006Year Built
$2,300

FULLY FURNISHED, NO PETS. Water & Sewer & Internet & TV cable is including. Prime location in North Naples, just minutes to the beaches, parks & shopping. It's one of the best tennis communities in SWFL. Heated junior Olympic-size pool & fitness center. Granite kitchen counters , lake view. AVALBIL FROM JAUNERY 1st 2025.

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