Sterling Oaks

List Price:  $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…

List Price:  $579,000

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 evening drinks. This tastefully turnkey furnished home features gorgeous tile flooring throughout, high ceilings,…

List Price:  $2,300

Enjoy resort style living and an active community, whether you are enjoying downtime from work or during retirement. This 2 bedroom, 2 bath plus den property boasts a beautiful lake preserve view and is conveniently located near all amenities. The unit is furnished. The community includes pickleball courts and leagues, bocce ball, restaurant, fitness center…

List Price:  $2,300

Elegantly updated 2 bedroom 2 bath plus den, 2nd floor condo. Meticulously cared for. Available June 2026 for annual lease. Located in Sterling Oaks, a premiere tennis community, tennis membership is separate, all other amenities included. 5 Pickleball courts, bocce ball, fitness room, sauna, Olympic size community pool with cabana bar.…

List Price:  $310,000

No stairs! In one of Naples desired tennis and pickleball guard-gated communities, arrives this two-bedroom, plus office or den, two-full bath masterpiece with an updated washer and dryer, covered parking directly in front of the unit and a calming, peaceful landscaped view with Northwestern exposure for picturesque sunsets all year long. An optional tennis…

List Price:  $559,000

Immaculate 3-Bedroom, 2-Bath Pool Home in Sterling Oaks with fresh new exterior paint! Offered turnkey furnished, this charming residence is ready for you to move in and enjoy the Florida lifestyle. Features include a new roof (2023), newer water heater, upgraded kitchen with granite countertops and stainless steel appliances, spacious living areas with diagonal tile,…

List Price:  $495,000

NOT IN A FLOOD ZONE X500. Close to the beautiful sandy beaches of Naples lies this 3 bedroom 2 bathroom single family home with a 2 car garage and private back yard. Upon entering you are wowed with cathedral ceilings and views of a paradise setting. semi open floor concept make it a great entertainment…

List Price:  $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…

List Price:  $6,500

Available January 2026 – 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 the…

List Price:  $6,000

***AVAILABLE June 2026 Annually OR Seasonally*** This condo is MOVE IN READY. ATTENTION tennis lovers!! Tastefully decorated 3 bedroom 2 bath second 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…

List Price:  $5,000

LUXURY RENTAL IN NAPLES! Discover this tastefully furnished, FIRST FLOOR, 2-bedroom + den, 2-bath condo in the amenity-rich Sterling Oaks community. This light-filled, south-facing unit boasts 12' white ceramic tile flooring throughout the living room, kitchen, hallways, and bathrooms, adding to its bright and airy feel year-round. The stunning kitchen features granite countertops, stainless…

List Price:  $10,000

Enjoy your season in this stunningly Renovated 3-Bedroom, 2 bathroom home on Tranquil Cul-de-Sac Location. This impeccably renovated residence offers an exceptional blend of modern elegance and comfortable living. With its inviting open floor plan and high ceilings, this property is designed for both relaxation and entertaining. As you step inside, you’ll…

List Price:  $9,500

RENTED FOR SEASON 2026! **FABULOUS POOL HOME!** 90 DAYS MINIMUM PREFERRED - 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…

List Price:  $2,200

Enjoy a month,3 months,a year or any combination at this lovely 2 plus den with plantation shutters, modern coastal theme and tasteful furnishings on the preserve/pond. Enjoy the sun rising as you enjoy your coffee on the lanai as well as the light filtering sunscreens if needed. Just a great condo, turnkey,…

List Price:  $319,900

Welcome to Sweetwater Bay in Sterling Oaks, an exclusive gated community offering a refined, resort-style lifestyle in the heart of North Naples. This second-floor residence presents 2 bedrooms plus a den, 2 bathrooms, and approximately 1,297 square feet of thoughtfully designed living space with an open and inviting floor plan ideal for both relaxed living and…

List Price:  $579,900

Experience refined Florida living in this beautifully updated 3-bedroom, 3-bath home with in-ground pool on a private screened lanai—an ideal retreat for both relaxation and entertaining. From the moment you enter, you’re welcomed by soaring 12' ceilings, elegant crown molding throughout, and an open layout that blends comfort with sophistication. The spacious master suite offers a…

List Price:  $314,000

Bathed in beautiful eastern morning light and overlooking peaceful garden views, this charming first-floor residence in Sweetwater Bay at Sterling Oaks offers a warm and inviting retreat in an exceptional North Naples location. With tranquil surroundings and convenient access to beaches, shopping and dining, this two-bedroom plus den, two-bath condominium blends comfort, value, and lifestyle…

List Price:  $279,000

LOWEST PRICED two bed plus den in Sterling Oaks. This beautifully updated second-floor residence offers 2 bedrooms plus a versatile den and 2 full baths — all just a one-minute stroll to the clubhouse and resort-style amenities. Freshly painted and move-in ready, the home features diagonal tile flooring throughout the main living areas and rich…

List Price:  $6,000

Available Seasonally! Enjoy the Naples lifestyle in this beautifully furnished 3-bedroom, 2-bath second-floor condo located just a 2-minute walk to the resort-style amenities of Sterling Oaks and a short drive to four of Naples’ gorgeous white-sand Gulf beaches. Offered turnkey furnished, this home is move-in ready and perfectly situated for seasonal living. Residents enjoy an exceptional…

List Price:  $6,500

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…

List Price:  $269,900

PRICE REDUCED AGAIN! Light and bright first-floor condo with stunning sunset views! Live your SWFL dream in this beautifully maintained 2-bedroom, 2-bath residence featuring a glass-enclosed lanai that seamlessly expands the living space. Enjoy tranquil views of the preserve and water, creating a peaceful and private setting to enjoy SWFL's famous sunsets. The kitchen is equipped…

List Price:  $412,900

Experience refined coastal living in this FULLY RENOVATED, turnkey coach home located within the prestigious, gated community of Sterling Oaks. This impeccably updated residence offers 2 bedrooms plus a den and 2 baths, showcasing a sophisticated modern design enhanced by a timeless white and coastal-blue palette. THE REMODELED KITCHEN features elegant quartz countertops, an ocean-blue…

List Price:  $279,900

INVESTOR ALERT! This is TENANT loaded, with excellent tenant!! MOTIVATED SELLER!! Welcome to Amazing Sterling Oaks! ALL NEW FLOORS Throughout!!!! NO CARPET! FIRST FLOOR 2 bedroom PLUS DEN! MOTIVATED SELLER! NEW A/C 5/2024!!! All NEW recessed LED ceiling lighting! Carport is right outside the front door! CLOSEST building to Resort…

List Price:  $680,000

Spectacular single family residence with 2 bedrooms plus convertible den/office and 2 baths, 2 car garage with epoxy floor, new AC (April 2025), room for a pool, lake front, nestled in the lovely Willow Bend at Sterling Oaks. A pet friendly and very active community with resort style amenities including tennis, pickle ball, bocce,…

List Price:  $4,800

Welcome to 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 and great…

List Price:  $399,000

Looking for that perfect North Naples location? Check out this immaculate, bright and well maintained second floor coach home with a beautiful south facing lake view - allowing one to see beautiful skies from morning to sunset. Located in amenity rich Sterling Oaks, this 2 bedroom and a den home offers…

List Price:  $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…

List Price:  $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…

List Price:  $6,500

AVAILABLE FOR SEASON 2027 AND APRIL THROUGH DECEMBER, 2026 ~ MULTIPLE MONTH DISCOUNTS OFFERED ~ 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 with Tile…

List Price:  $9,500

Book your seasonal months early before they’re gone! This turnkey, fully updated single-family pool and spa home is ready for you—just bring your clothes! Located in the highly sought-after community of Sterling Oaks, this 3-bedroom, 3-bath property offers ideal flexibility: the main house features 2 bedrooms and 2 full baths, while a separate guest suite…