Naples Homes under $250,000

2 Beds ⋅ 2 Baths ⋅ Fairways At Par Two SubDv.

Welcome to the good life in the 55+ Fairways at Par Two community. This first-floor residence offers comfort, convenience, and a true split bedroom floor plan, with each bedroom featuring its own private bathroom—ideal for guests, seasonal visitors, or rental flexibility. Renting is allowed immediately upon purchase, making this a smart option for both owners and investors. Bordering the community is the brand-new The GATE Golf Course, a nine-hole “pay-as-you-play” course with a driving range, restaurant, pro shop, and First Tee program for young golfers. With these new amenities and continued development, the area is positioned for strong future value and desirability Fairways at Par Two is known for its fun, friendly, and welcoming atmosphere. Residents enjoy an impressive calendar of activities—Bocce, Bingo, Dinners, Dances, Cards, Mah Jong, Exercise Class, Art Class, and so much more. It’s a community where it’s easy to get involved and even easier to make friends. Located just nine miles from Downtown Old Naples and 5th Ave South, you’ll have quick access to world-class dining, charming cafés, art studios, boutiques, and the iconic sugar-sand beaches. Everyday conveniences, shopping, and entertainment are all just 9 miles away. This is a comfortable home in a lively, growing community—perfect for full-time living, seasonal enjoyment, or investment.

4287 27th Court SW Unit 102, Naples

$232,000

2 Beds ⋅ 2 Baths ⋅ St Croix SubDv.

One or more photo(s) has been virtually staged, AI generated or rendered. Great second floor condo, light and bright. Recent upgrades include laminate floors, Ac replaced in 2022, newer water heater. The kitchen has white cabinetry, ample counter space, and a breakfast bar overlooking the spacious living and dining area. St croix community is gated and provides excellent resort-style amenities including a pool, clubhouse, lush landscaping, and lake views. Just step outside the community and you have everything in your fingertips; Seed to Table is a short walk for great shopping and dining. If you have kids, the Children's Museum and Sun and Fun Lagoon are right next door. The convenient location off Immokalee Road and Livingston makes navigating life easy. I-75 is less than a five-minute drive, taking you anywhere you need to be within minutes.

4630 Saint Croix Lane Unit 824, Naples

$219,900

1 Beds ⋅ 1 Baths ⋅ Positano Place SubDv.

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to this beautifully maintained TOP-FLOOR residence in the gated community of Positano Place at Naples. Offering a peaceful PRESERVE VIEW with NO NEIGHBORS ABOVE, this one-bedroom, one-bath Verona floor plan combines privacy, comfort, and convenience in a desirable Naples location. Located on the third and top floor with ELEVATOR ACCESS, the residence features a thoughtfully designed living space plus a spacious screened lanai, creating an inviting place to relax and enjoy the Southwest Florida lifestyle. The light-filled interior features nine-foot ceilings, crown molding, decorative architectural details, tile flooring, fresh interior paint, new bedroom carpet, and new blinds. The kitchen is appointed with granite countertops, upgraded cabinetry, stainless steel appliances, and a convenient pass-through design that opens to the main living area. A built-in granite desk provides a dedicated workspace while maximizing the home's living space. The spacious bedroom features a walk-in closet, while the bathroom offers a granite countertop, a garden tub and shower, and a separate vanity area. An in-unit washer and dryer provide additional everyday convenience. Additional highlights include a newer air-conditioning system, an assigned parking space, and IMPACT-RESISTANT WINDOWS COMING SOON. Positano Place offers an impressive collection of amenities, including a heated resort-style pool and spa, clubhouse, fitness center, business center, billiards and game room, bocce, shuffleboard, playground, BBQ areas, and a vehicle wash area. Centrally located off Livingston Road near Pine Ridge Road, Positano Place also provides convenient access to I-75, shopping, dining, healthcare, entertainment, and Southwest Florida's beautiful Gulf beaches. Whether you are searching for a full-time residence or a seasonal retreat, this home offers an appealing combination of privacy, amenities, and a desirable location from which to enjoy the exceptional lifestyle that makes Naples a premier destination.

12955 Positano Circle Unit 306, Naples

$247,000

2 Beds ⋅ 2 Baths ⋅ Winterpark SubDv.

Welcome to this spacious and beautifully updated second-floor end-unit condo in the desirable Winterpark community. Freshly painted throughout, this home features an upgraded kitchen and bathrooms, high ceilings, and exceptional storage, including an attic, a spacious laundry room, and an outdoor storage closet. Smart-home features add modern convenience, including Lutron Caséta lighting controls, a smart thermostat, and smart appliances, many of which can be conveniently controlled from your phone. Winterpark offers an outstanding resort-style lifestyle with a large community pool, multiple tennis courts, and a clubhouse for social gatherings, events, and neighborhood activities. The community is well maintained, with reasonable HOA fees. The location is hard to beat, with the beach just a 10-minute drive away and grocery stores and hardware stores within walking distance. You'll also be close to Downtown Naples, parks, fitness centers, boat ramps, NCH Baker Hospital, restaurants, shopping, and other everyday conveniences. A wonderful opportunity to enjoy the Naples lifestyle in a move-in-ready home with desirable updates, smart features, abundant storage, and the added privacy of an end-unit location.

4079 Northlight Drive Unit 2, Naples

$229,999

2 Beds ⋅ 2 Baths ⋅ Naples Keep SubDv.

Welcome to your serene Naples retreat in the highly desirable North Naples corridor! Located in the quiet, tree-lined community of Naples Keep at Palm River, this freshly painted 2-bedroom, 2-bathroom condo offers 1,064 sq. ft. of comfortable living space. Featuring a smart split-bedroom layout, inside laundry, and bright living and dining spaces, this home is designed for effortless everyday living or turnkey investment potential. Unwind on your private, screened patio facing tranquil green spaces and nature views, or enjoy sunny days at the community pool.

144 Cypress Way E Unit 707, Naples

$136,900

2 Beds ⋅ 2 Baths ⋅ Valley Stream Court SubDv.

First-floor 2-bedroom, 2-bath condo in a desirable and financially sound 55+ Naples community!** Enjoy easy ground-level living, a convenient central Naples location The kitchen features raised-panel cabinetry with generous storage, a coffered ceiling, French-door refrigerator with bottom freezer, and convection/microwave oven. Hardwood flooring runs throughout the main living areas. The comfortable living area includes a stylish electric wall fireplace and wall-mounted TV. Enjoy the enclosed lanai year-round, featuring insulated sliding windows for added comfort, along with manual hurricane shutters. The residence is further enhanced with high-impact hurricane windows, Most furnishings convey, offering a truly turnkey opportunity for a full-time resident, seasonal owner, or investor. Residents can enjoy the community pool, outdoor tables, grill area, and peaceful canal views, all just a short walk from the unit. Guest parking makes it easy to welcome family and friends. Ideally located near US-41, downtown Naples, Gulf beaches, Celebration Park, Sugden Regional Park, shopping, restaurants, Publix, CVS, Walgreens, and more. Approximately 10–15 minutes to downtown Naples and the beach, this home provides affordable access to the best of Southwest Florida living. The community permits up to three leases per year with a 30-day minimum. Purchasers may be under age 55; however, at least one occupant must meet the community’s age requirement.

200 Valley Stream Drive Unit 4B, Naples

$245,000

2 Beds ⋅ 2 Baths ⋅ St Croix SubDv.

***ST CROIX***NORTH NAPLES***CONDO W/ GARAGE***CLEAN AND WELL KEPT***NEW AC SYSTEM*** A rare opportunity to own a beautifully and meticulously maintained condo in the highly desirable gated community of St. Croix at Pelican Marsh. This residence offers a feature that sets it apart from many others in the community—a fully enclosed private garage, providing valuable storage, convenience, and protection for your vehicle. Recent improvements include a new garage door and a new A/C system, adding comfort, efficiency, and peace of mind. Inside, the home offers a bright and inviting open floor plan with volume ceilings, large tile flooring throughout the main living areas, granite countertops in both the kitchen and bathrooms, stainless steel appliances, and a freshly painted neutral interior. The desirable split-bedroom layout provides privacy for owners and guests, while the western exposure brings beautiful natural light into the home. Located west of I-75 in North Naples, St. Croix at Pelican Marsh offers a convenient lifestyle just minutes from Mercato, downtown Naples, world-class beaches, shopping, dining, and Southwest Florida International Airport. Residents enjoy access to a community pool, clubhouse, and beautifully maintained grounds. Whether a full-time residence, seasonal retreat, or investment property, this St. Croix condo offers an appealing combination a desirable North Naples location and a low-maintenance lifestyle.

4630 Saint Croix Lane Unit 834, Naples

$172,500

1 Beds ⋅ 1 Baths ⋅ Imperial Wilderness SubDv.

This home is the essence of resort-style living at an affordable price. Plus, it is a location where you also OWN the LAND! Thank you for viewing 531 Cheetah Drive in the Imperial Wilderness Condominium Association of Naples, FL. This community was never flooded. It is well-known for its outstanding maintenance, friendly residents, and strong sense of community. This 1Br/1Ba home is situated on the large lake and offers phenomenal water views from the entire rear of the home. In 2024 a new A/C was installed. Additionally, this unit was cleaned and checked in January of 2026. In 2025, a new dishwasher was installed. The home is being sold furnished and contains laminate, vinyl, and ceramic flooring. You will appreciate the numerous windows that not only provide tremendous views but allow ample sunlight to fill the rooms. If you’ve been considering owning a home and land in Naples, Florida, this could be the exact place for you! Don’t spend any more time suffering in the cold; live Florida Life now! The community of IWCA is brilliantly located. It is approximately 3 miles to shopping and restaurants, 11 miles to the Naples beaches, and 8 miles to the Marco Island beaches. Airport access is also easily attainable— a 45-minute drive (RSW). Maximizing the opportunity to affordably own property in Naples, FL, the HOA fee of $898. per quarter is exceptionally reasonable. That fee covers many of your needs: the advantage of a gated community, water, sewer, lawn care, basic cable, trash, recycling, and community amenities. Community amenities include 2 pools with spas, bocce, pickleball, pétanque, tennis, shuffleboard, billiards, ping pong, a library, clubhouse, 2 dog parks (1 pet, 40lb. max.), nature trail, and an extremely active events calendar— there are over 100 activities available per week! You can be as active or low key as you choose to be.

531 Cheetah Drive Unit 531, Naples

$229,000

2 Beds ⋅ 2 Baths ⋅ Reserve At Naples SubDv.

BEST VALUE IN THE RESERVE OF NAPLES! Beautifully maintained and thoughtfully updated, this light, bright first-floor 2-bedroom, 2-bath condo offers an excellent blend of comfort, style, and location in the heart of Central Naples. This move-in-ready residence features numerous recent improvements, including impact-resistant windows, a new tile roof, fresh interior paint, new ceiling fans, updated kitchen cabinetry, modern lighting fixtures, and a new washer and dryer. The well-appointed kitchen opens to the living and dining areas and features a convenient breakfast bar, creating a comfortable space for everyday living and entertaining. Both bathrooms have been meticulously maintained, adding to the home's move-in-ready appeal. A fireplace and a wine rack add character and charm to the living space. Step outside and enjoy your private outdoor area, complete with outdoor furniture and a shade feature, while taking advantage of the community's resort-style pool and spa, fitness center, tennis courts, and clubhouse. The beautifully maintained community also includes water, providing added convenience and value. Ideally located near Naples' beautiful white-sand Gulf beaches, premier shopping, dining, entertainment, golf, top-rated schools, hospitals, and healthcare facilities. With easy access to I-75, everything Naples has to offer is within convenient reach. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this condo offers a wonderful opportunity to enjoy the Southwest Florida lifestyle. Agents, please see confidential remarks.

1200 Reserve Way Unit 103, Naples

315 Saint Andrews Boulevard Unit D5, Naples

$214,900

3 Beds ⋅ 2 Baths ⋅ Vista Palms SubDv.

Ground-floor, three-bedroom, two-bath condo with a golf course view in Vista Palms, a registered 55-and-over community in the Lely Golf Estates area of Naples. You get 1,326 square feet on one level (per the Property Appraiser), with no stairs between your parking space and your front door. The split-bedroom plan gives the primary suite its own side of the home, and a large lanai adds everyday living space looking out over the course. There's a separate laundry room with washer and dryer, walk-in closets and laminate flooring. The home is vacant, unfurnished and ready for your own updates. The buildings are concrete block with elevators, and the unit comes with one carport space plus storage. Vista Palms has a community pool, clubhouse, billiards, shuffleboard and a barbecue area. The 2026 condo fee is $1,700 per quarter, and there is no special assessment. No pets. Rentals are allowed with a 60-day minimum and board approval. Gulf beaches, shopping, dining and golf are all a short drive away, and downtown Naples and Marco Island are both easy to reach.

315 Saint Andrews Boulevard Unit D5, Naples

$95,000

1 Beds ⋅ 1 Baths ⋅ Imperial Wilderness SubDv.

Thank you for viewing 469 Vanda Sanctuary in the Imperial Wilderness Condominium Association. IWCA is a gated 55+ community in beautiful Naples, FL that was never flooded; plus, YOU OWN the LAND! The lifestyle here is fun and active, and the neighborhood is extremely well-maintained. It is conveniently located approximately 2 miles to shopping and restaurants, 8 miles to Marco Island beaches, and 10 miles to Naples beaches. Very importantly, this very clean, tidy 1Br/1Ba home offers a lovely rear patio and 2 storage areas (both storage spaces have exterior access -- one also has an interior access). The A/C was replaced in 2021, the home has a metal roof, and the spacious living room features glass windows that provide plenty of natural light. This is a very affordable property in Naples, FL, and the HOA fee is quite reasonable: $898. per quarter--- the fee covers water, lawn care, basic cable, trash/recycling, and community amenities. Community amenities include the following: 2 pools with spas, bocce, pickleball, pétanque, tennis, shuffleboard, billiards, ping pong, a library, clubhouse, dog parks, and an extremely active events calendar! In this community, electric golf carts are permitted, and there is a pet restriction (1 pet, 40lb. max.).

469 Vanda Sanctuary, Naples

$245,000

1 Beds ⋅ 1 Baths ⋅ Crystal Lake Rv Resort SubDv.

One or more photo(s) has been virtually staged, AI generated or rendered. Crystal Lake Resort in North Naples, FL, known as one of the premier vacation communities in SW Florida, offers resort-style living and an easy, turnkey lifestyle. Walking through the front door, your eyes are immediately drawn to the incredible wide lake views. With one bedroom and a double sized living area that can be converted to a sleeping area, this home easily sleeps 6. Step outside onto the patio overlooking the tranquil water, where you can begin your day with the sunrise and finish your day with show-stopping SW Florida sunsets. This well-maintained home is offered turnkey furnished and is ready for immediate personal enjoyment or additional rental income. The home is complimented with an additional structure and can be used as a she-shed, additional storage or a workshop. Live your life on vacation every day - Crystal Lake Resort, a golf cart-friendly community, boasts two heated pools, three spas, and an active social calendar packed with clubs and events. Enjoy pickleball, tennis, bocce, shuffleboard, boating, fishing, billiards, and fitness programs. With an on-site storage lot, you can store your boat, trailer or RV safe and securely. Less than a mile away from shopping and dining with Founders Square and Pebblebrook Plaza right around the corner. The pristine Gulf beaches are just a 20 minute drive and RSW airport is just 30 minutes away - great for a quick weekend get away. Whether you’re looking for a low-maintenance seasonal escape or an income-producing opportunity through Crystal Lake’s rental program with on-site management, this is your chance to own a slice of paradise in one of Southwest Florida’s most sought-after vacation communities. Maximum residency of 10 months per calendar year applies in any configuration.

2105 Crystal Lake Drive, Naples

Naples Homes under $250,000

Newest Naples Homes under $250,000