2 Bedroom Homes for Sale in Olde Naples, Naples, FL

2 Beds ⋅ 2 Baths ⋅ 226036731 MLS ⋅ Olde Naples BLDG.

Discover the Best of Olde Naples Living at Bayside Villas! Enjoy the charm and convenience of Olde Naples in this spacious two-bedroom, two-bath end-unit condominium, ideally situated in the heart of it all. Located directly across from Naples Bay, Naples Landing Park with public boat ramp access, Crayton Cove, and the City Dock, you’ll be surrounded by waterfront attractions, wonderful restaurants, and art galleries. Just a short stroll away, you’ll find Cambier Park and the vibrant shops and dining of Fifth Avenue South. The beautiful beaches of Naples, along with the popular restaurants and boutiques of Third Street South, are less than a mile away. This inviting first-floor residence offers a comfortable and versatile layout, including a separate den and an enclosed lanai with sliding glass doors and screens that expands your living space. Both bathrooms have been tastefully renovated, adding to the appeal of this well-located home. A deeded carport is also included for your convenience. Whether you’re looking for a full-time residence, a seasonal getaway, or an opportunity to enjoy the relaxed coastal lifestyle, this delightful condominium at Bayside Villas offers an exceptional opportunity to experience all that Olde Naples has to offer!

1100 9th S St Unit C-103, Naples

$2,100,000

2 Beds ⋅ 2 Baths ⋅ 226038572 MLS ⋅ Olde Naples BLDG.

Live in the heart of Fifth Avenue South, where Naples' celebrated dining, upscale boutiques and vibrant downtown atmosphere are just outside your door. Perfectly positioned along one of the city's most recognized destinations, this turnkey furnished, two-bedroom, two-bath condominium offers a front-row perspective of the avenue below. The spacious, south-facing balcony is a highlight of the residence, offering a sun-filled setting to enjoy morning coffee, alfresco dining or an evening overlooking the activity along Fifth Avenue South. Inside, an updated kitchen features stone countertops and stainless-steel appliances, while renovated baths complement the furnished interiors. Two assigned parking spaces provide added convenience in this sought-after downtown location. Go downstairs to explore an array of restaurants, sidewalk cafes, galleries and boutiques or go approximately two blocks to Naples' Gulf beaches. The distinctive shopping and dining of Third Street South are also a short bicycle, golf cart or car ride away

365 5th S Ave Unit 305, Naples

$324,900

2 Beds ⋅ 1 Baths ⋅ 226038217 MLS ⋅ Olde Naples BLDG.

PRICED TO SELL! BEAUTIFULLY UPDATED FIRST-FLOOR END UNIT IN THE HEART OF OLDE NAPLES! Enjoy downtown living in this lovingly maintained 2-bedroom condo, ideally situated just steps from 5th Avenue South, Cambier Park, and the Gulf’s white sand beaches. Surrounded by multimillion-dollar residences, this inviting retreat pairs a coveted location with thoughtful upgrades, VERY LOW HOA FEES, and a newly improved price. The WEST-FACING END UNIT welcomes abundant natural light and beautiful sunset views, creating a bright, comfortable setting with added privacy. Extensively updated interiors showcase NEW FLOORING, upgraded ceiling fans and light fixtures, and new closet doors. The RENOVATED KITCHEN features QUARTZ COUNTERTOPS, a sleek tile backsplash, and STAINLESS STEEL APPLIANCES, bringing a fresh, modern finish to the heart of the home. Additional highlights include HVAC & WATER HEATER (2022), a METAL ROOF & GUTTERS (2024), and CUSTOM REMOVABLE FLOOD GATES. Fresh exterior paint and lush, beautifully maintained landscaping enhance the community’s welcoming atmosphere. Whether you envision a full-time residence, seasonal getaway, or investment opportunity, this beautifully updated condo offers exceptional value in one of Naples’ most desirable neighborhoods. Enjoy easy access to celebrated dining, boutique shopping, downtown attractions, and relaxing days at the beach, all from your own Olde Naples retreat.

975 9th S Ave Unit 11, Naples

$1,274,900

2 Beds ⋅ 2.5 Baths ⋅ 226038264 MLS ⋅ Olde Naples BLDG.

Rare opportunity to own a fully renovated, luxurious townhome in the heart of downtown Naples at an incredible value. Ideally located in the exclusive Naples Marina Villas, this residence offers a truly walkable lifestyle just steps from the Naples Boat Club, Tin City, Fifth Avenue South, Cambier Park, waterfront dining, boutique shopping, art galleries, marinas, and everything that makes downtown Naples one of the most desirable destinations in Florida. Opportunities to enjoy this level of convenience, lifestyle, and proximity to Naples' most coveted attractions at this price point are exceptionally rare. This spacious residence features two oversized primary suites, a spacious first floor den that can be used as a dedicated workspace/office or third bedroom, floor-to-ceiling impact glass, and four private balconies, perfect for enjoying Naples' year-round sunshine. A fully renovated up and upgraded kitchen features ample soft-close cabinetry, matching GE appliances and quartz counters with a waterfall edge. A private attached two-car garage is a highly sought-after and uncommon feature in Olde Naples, along with additional private and guest parking, which provides convenience rarely found in downtown living. The pet-friendly property also includes plenty of outdoor yard space, a new washer and dryer on the first floor, new HVAC and water heater as well as a newer roof on the building. Nestled within a quiet boutique community of only six residences, this impeccably maintained home offers the perfect combination of privacy and walkability. For investors, the property boasts a strong rental history and exceptional income-producing potential, allowing for both seasonal and long-term leasing opportunities. Memberships to the marina across the street for boat slip and pool access add even more lifestyle value. Whether you're seeking a full-time residence, the perfect seasonal retreat, or an investment property with strong income history, this downtown Naples gem delivers unmatched value, location, and flexibility.

995 9th S Ave Unit 4, Naples

$950,000

2 Beds ⋅ 2 Baths ⋅ 226038181 MLS ⋅ Olde Naples BLDG.

Live where Naples’ best beaches, restaurants, and vibrant downtown lifestyle are just steps from your door! Ideally located just two blocks from the sugar-sand beaches of the Gulf and the world-class dining and shopping of 5th Avenue South, this beautifully updated 2-bedroom, 2-bathroom condo puts you right in the heart of everything that makes Naples so special. Inside, an inviting bright and open-concept layout is complemented by sleek ceramic tile flooring, neutral paint throughout, a renovated kitchen featuring high-end appliances and two wine coolers, accent crown moldings, and two beautifully remodeled bathrooms. Located on the sunny southwest corner of the building, this residence offers a desirable combination of natural light, privacy, and a quieter setting. The enclosed lanai with western exposure provides the perfect place to unwind with an evening cocktail while enjoying spectacular Florida sunsets. Additional features include impact-resistant windows and sliders, privacy screens, oversized in-unit storage, a new washer, and a designated parking space conveniently located just outside the unit. The Colonnade Club offers a charming, intimate community with beautiful curb appeal and a private community pool, perfect for cooling off after a day at the beach. Additional amenities include a BBQ area, secured lobby, laundry facilities, bike storage, and extra storage space. The Association is financially sound and all required improvements have been made. Whether you're looking for the perfect seasonal getaway, or your own full-time slice of paradise in Old Naples, this condo offers an exceptional opportunity to embrace the quintessential Naples lifestyle. At The Colonnade Club you can leave the car behind. Enjoy a morning beach walk and grab a coffee, followed by a leisurely lunch on 3rd Street and sunset over the Gulf, before heading to 5th Avenue South for an evening of incredible dining, shows, and drinks. The very best of Naples is right at your doorstep!

666 3rd S St Unit 101, Naples

$399,000

2 Beds ⋅ 2 Baths ⋅ 226037729 MLS ⋅ Olde Naples BLDG.

Live the quintessential Olde Naples lifestyle in this renovated 2-bedroom, 2-bath residence at Town Manor, ideally located on prestigious 3rd Street South. Just one block from Naples’ iconic dining and shopping district, you’ll enjoy effortless access to celebrated restaurants including Campiello, The Continental, Tommy Bahama Restaurant & Bar, and Sea Salt, along with charming boutiques and cafes. Just two blocks from the sugar-white sands and turquoise waters of the Gulf, and only five blocks to the vibrant scene of Fifth Avenue South, this location offers an unmatched blend of beachside tranquility and world-class dining. Inside, the residence has been thoughtfully reimagined with a stunning kitchen featuring stone countertops, perfect for both entertaining and quiet evenings at home. Coastal-inspired wood-look flooring flows throughout, while abundant natural light fills every room, creating a bright and inviting atmosphere. Surrounded by multimillion-dollar estates—many ranging from $10 to $20 million—this property presents a rare opportunity to enjoy one of Naples’ most coveted neighborhoods at an exceptional value. Whether as a full-time residence, seasonal retreat, or investment, this is your chance to own a slice of paradise in the heart of Olde Naples.

1021 3rd S St Unit 110, Naples

$475,000

2 Beds ⋅ 2 Baths ⋅ 226037127 MLS ⋅ Olde Naples BLDG.

Welcome to the Neapolitan Club in the heart of Olde Naples, just three blocks to 5th Avenue South and minutes to the beach! This light-filled two-bedroom, two-bath corner residence has been recently remodeled, including a brand new A/C, and is offered turnkey furnished, making it truly move-in ready. The interior features new kitchen cabinetry, appliances, updated bathrooms, and clean coastal finishes throughout. The private corner lanai offers landscaped views, the perfect setting to relax and enjoy Naples’ sunshine and breezes. The Neapolitan Club offers a rare combination of flexibility and location, allowing monthly rentals and welcoming two pets, a rare pairing in this downtown price range. Whether you’re seeking a full-time residence, seasonal retreat, or income-producing property, this home offers versatility. Community amenities include a pool, assigned parking, and additional private storage. Ideally located near Cambier Park and within walking distance to pristine Gulf beaches, farmers markets, fine dining, and boutique shopping on 5th Avenue South and 3rd Street South, this property places you in the center of Olde Naples living. Location, lifestyle, and move-in-ready convenience, all in the heart of it.

900 8th S Ave Unit 102, Naples

$1,150,000

2 Beds ⋅ 2 Baths ⋅ 226034003 MLS ⋅ Olde Naples BLDG.

Just one block from 5th Avenue South and minutes from the beach, this recently updated two bedroom, two bathroom condominium offers an exceptional opportunity to experience the best of downtown Naples. Ideally positioned near the city’s renowned dining, shopping, entertainment, and pristine white-sand beaches, this residence places the very best of Naples right at your doorstep. Inside, the residence is bright, inviting and thoughtfully appointed, with an open, comfortable layout and stylish updates throughout. The living area extends to a private balcony overlooking the community pool, where desirable western exposure creates an idyllic setting for an evening cocktail and spectacular Florida sunsets. Two spacious bedrooms and two full baths provide a comfortable and welcoming retreat for both owners and guests. Begin the morning with coffee nearby, spend the afternoon by the pool or along the Gulf, and enjoy an elegant dinner on 5th Avenue South, all within effortless reach of home. Whether envisioned as a refined seasonal retreat or a sophisticated year-round residence, this exceptional property offers the quintessential downtown Naples lifestyle.

666 3rd S St Unit 202, Naples

$815,000

2 Beds ⋅ 2 Baths ⋅ 226035138 MLS ⋅ Olde Naples BLDG.

COME EARLY AND QUICK to see this gem of a condo nestled in Olde Naples. Surrounded by multi-million-dollar homes on Second Street South in Downtown Naples, this bright, sunny end unit, 2Bedroom/ 2 Bath (0), 55+ and co-op condo is on the 2nd floor of “Buttonwood by the Beach” and has been totally renovated and boasts top design fixtures and state of the art full-size appliances (Bosch & Sharp), plus glass enclosed modern bathrooms! This unit is a “steal” with most same sized condos in the surrounding neighborhoods of Downtown, Naples Square, Venetian Village or the Moorings regularly priced in the $1.5 to $2.0 million and up and is not far from the luxury estate homes of Port Royal by the Gulf. In a low-density building (with only 6 units), this is a perfect “pied a terre” for the busy executive, newly or semi-retired couple who “want to get away from it all” and live in an exciting but peaceful area! No need to join a Fitness Spa here, the condo is located on a peaceful tree lined street, only two blocks from the white sandy beach or a walk up to our famous Fifth Avenue, noted for some great shopping and fabulous gourmet restaurants! Third Street is where our posh locals and tourists go out shopping, dining, or to their Saturday morning Farmers Market! Also, within walking distance or cycling is Cambier Park, the center of our Sunday concerts, or the Jazz Club at the Norris Center…and the city Tennis Club! The Contemporary Art Center is on Park, and up on 41 North near Waterside Shoppes is “Artis Naples” or the former Philharmonic Hall. For those addicted to pickleball, Naples boasts one of the largest Sports Centers, with National competitions all year long, out along US 41 East. So come see your new home, steps away from everything exciting. Drop off your bags, grab your beach towel and run to the beach to catch the setting sun…a quick change and meet your friends for dinner on 5th…then you’ll know you’re in PARADISE! Full details on this fantastic fully renovated condo are available for pickup when you come by to see the unit, which also has a small outside porch; sturdy carport space with tall ceilings; large secure storage lockers and ample space for residents to put their beach gear and bicycles. All Welcome…and at only $815,000!

536 2nd S St Unit 536, Naples

$775,000

2 Beds ⋅ 2 Baths ⋅ 226035919 MLS ⋅ Olde Naples BLDG.

Rare opportunity to purchase adjoining units in Naples iconic Cove Inn!! Beautifully updated first floor units (these units sit substantially raised) overlooking expansive views of Naples bay! You have the option for personal use or put it in the rental program managed through the Cove Inn, making it completely hassle free. Unit 133 has never been rented, owner used exclusively for personal use. Pristine condition and furnished beautifully! The Cove Inn lobby area is also freshly remodeled/updated giving it a very light beachy feel. Highly desirable Old Naples location! New impact sliders scheduled for installation within the next couple months.

900 Broad S Ave Unit 133/134, Naples

$3,250,000

2 Beds ⋅ 2 Baths ⋅ 226034990 MLS ⋅ Olde Naples BLDG.

LOCATION LOCATION LOCATION !! This charming shabby chic cottage-style residence on a spacious .22-acre lot is in the X-500 ZONE as confirmed by the GIS FEMA MAP and located 4 BLOCKS from the BEACH, 5 blocks to 5th Ave, 2 blocks to the library, 7 blocks to the new Gulfshore Playhouse and presents an exceptional opportunity for INVESTORS and BUILDERS seeking a site for a thoughtfully designed Luxury residence WITH NO HOA RESTRICTIONS. NO FLOODING from hurricane Irma, Ian or Milton makes this a solid investment opportunity for its REDEVELOPMENT potential. Build a spacious DREAM home with seamless indoor-outdoor living, and architectural details that capture the COASTAL LIFESTYLE located at the heart of the Naples renown Cultural Center and Art District. ROOM FOR A POOL and it's walkable to almost everything! Whether developing for resale or creating a private personal retreat with seasonal income, this is your opportunity! Central Ave offers ample street parking for overflow guests, short walk to boutiques, restaurants, and entertainment with a hospital conveniently located approximately a quarter mile away. Bring your Architect, Builder, or renovation vision to explore both paths: new construction or an income-producing Coastal Retreat. Schedule your private showing today!

442 Central Ave, Naples

$1,225,000

2 Beds ⋅ 2 Baths ⋅ 226035097 MLS ⋅ Olde Naples BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. Beautifully renovated in 2026, this sophisticated end-unit residence offers exceptional privacy, abundant natural light and an enviable location in the heart of Olde Naples. Thoughtfully redesigned with a bright, open-concept floor plan, the home features wide-plank tile flooring and refined finishes throughout. The stunning kitchen takes center stage with an oversized island, sleek custom cabinetry, designer stone countertops and full-height backsplash, complemented by premium Thermador appliances. The spacious living area flows seamlessly into an extended glass-enclosed lanai with impact-rated sliders, creating additional year-round living space surrounded by tranquil tropical views. The generous primary suite features a custom-designed closet and beautifully renovated bath with a walk-in shower and contemporary finishes. A comfortable guest bedroom and updated bath provide an inviting retreat for visitors. Additional features include impact windows and doors, in-unit laundry, private garage, additional storage and extra parking. Set within an intimate six-residence building, this desirable end unit combines privacy and lush garden views with an exceptional Olde Naples location. **The residence has never flooded**, offering an additional point of distinction in this highly desirable downtown setting. Just steps from Cambier Park and a short stroll to the renowned shopping, dining and entertainment of Fifth Avenue South, this beautifully renovated residence offers an effortless downtown Naples lifestyle.

990 8th S St Unit 1C, Naples

2 Bedroom Homes for Sale in Olde Naples, Naples, FL

All 2 Bedroom Homes for Sale in Olde Naples, Naples, FL

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