Naples Homes with Two Story Style

Welcome to Naples, Florida, a jewel on the Gulf Coast that perfectly blends the allure of coastal living with the sophistication of a vibrant community. Nestled in Collier County, Naples is renowned for its stunning white-sand beaches, world-class dining, and upscale shopping, making it a coveted destination for both residents and vacationers alike. With year-round sunshine and a rich cultural scene, Naples is not just a place to live; it's a lifestyle.

If you’re in search of a home that embodies elegance and spaciousness, look no further than the charming two-story homes that dot the picturesque neighborhoods of Naples. These residences offer the perfect blend of style and functionality, providing ample space for families and entertaining guests. With their soaring ceilings and open floor plans, two-story homes create an inviting atmosphere filled with natural light. Imagine enjoying your morning coffee on a sunlit balcony or hosting gatherings in expansive living areas that seamlessly connect to outdoor patios.

Many two-story homes in Naples are strategically located near top-rated schools, lush parks, and vibrant shopping districts, ensuring that everything you need is just a stone's throw away. Whether you’re captivated by the stunning views of the Gulf or the lush greenery of nearby golf courses, a two-story home in Naples offers a unique opportunity to embrace the best of Florida living.

Explore the charm of Naples today and discover your dream two-story home in this idyllic coastal paradise!

Newest Naples Homes with Two Story Style

$359,900

3 Beds ⋅ 2 Baths ⋅ 226032965 MLS

JUST LISTED! Check out this affordable 3/2 single family home with loft and 2 car garage on 1.14 acres in Golden Gate Estates! This is a perfect starter home with tons of potential! Home has a brand new AC and newer roof. There is plenty of room for you to build your dream pool, barn, or workshop, and to park your boat, RV, and toys! Located close to schools, stores, and Big Corkscrew Island Regional Park which boasts Collier County's biggest playground and an aquatic complex with pools, waterslides and splash pads. Sports enthusiasts will appreciate the pickleball courts, tennis courts, basketball courts, softball fields, and more!

3740 45th AVE NE, Naples

$295,000

2 Beds ⋅ 2 Baths ⋅ 226032182 MLS ⋅ Glades Country Club BLDG.

Experience refined living in The Glades Country Club, one of Naples’ premier bundled-golf communities. This elegantly updated first-floor residence offers 2 bedrooms and 2 baths, blending modern sophistication with serene comfort. Every detail has been curated—from the beautifully updated kitchen and baths to the all-tile flooring and soft, airy designer tones that create a tranquil, contemporary ambiance. The home is offered furnished, featuring tastefully selected pieces that complement the space with understated luxury. For effortless living, impact-resistant windows and sliders provide both security and peace of mind. Step onto the tiled, screened lanai, where mornings begin with gentle breezes and sweeping views of the 1st hole of the Pines golf course—a setting that feels like a private retreat.Just a short stroll away, the clubhouse, dining venue, and golf shop enhance the convenience and charm of the location. The Glades elevates resort-style living with an exceptional array of amenities, including: Ten sparkling pools. Two newly enhanced golf courses — the Pines (18-hole, par 70) and the Palmetto (18-hole, par 55 executive)12 state-of-the-art pickleball courts,6 Har-Tru tennis courts, Bocce and shuffleboard vibrant social calendar featuring karaoke, dinner dances, art studios, fitness classes, and book clubs. All of this is located just 10 minutes from downtown Naples, where world-class dining, shopping, and pristine beaches await. This residence offers a rare blend of luxury, lifestyle, and location—capturing the very best of Southwest Florida living. Outside freshly painted. A property of this caliber is one you won’t want to miss.

416 Teryl RD Unit 2363, Naples

$3,675,000

4 Beds ⋅ 5 Baths ⋅ 226032626 MLS

Stunning lake and golf course views set the stage for this beautifully updated residence in Marsala at Tiburón, part of the Ritz-Carlton Naples at Tiburon Golf Resort. With just under 4,500 square feet of refined living space, the home pairs an exceptional floor plan with sophisticated finishes and effortless indoor-outdoor living. At the heart of the home is a gorgeous updated kitchen with custom cabinetry, a dry bar with storage that connects the living room and kitchen, a pot filler, high-end appliances, a built-in desk, a gas cooktop, an oversized center island in Taj Mahal quartzite, and an additional beverage/wine refrigerator. It is an impressive space for both everyday living and entertaining. Thoughtful upgrades include a tankless water heater, central vacuum, generator, and Storm Smart electronic screens that protect outdoor furnishings. Impact windows and doors are found throughout, along with beautiful custom doors and hardwood floors. A temperature-controlled wine cellar that holds 550 bottles. The three-car garage includes a two-car bay extended an extra two feet and a spacious single-car garage with its own entrance. The layout offers four bedrooms, five full baths, and a den. The primary suite and one guest bedroom are on the main level. Upstairs, a large living area with fireplace and bar is joined by two additional guest bedrooms, each with its own bath. Expansive living areas open to the outdoor retreat, where a generous pool and spa with an extended deck overlook one of the community’s most picturesque lake and golf course views. A fully equipped updated summer kitchen with gas grill, sink, and refrigerator completes the setting for year-round entertaining. Golf memberships are immediately available but not required. Within The Ritz-Carlton Naples, Tiburón community, residents enjoy 36 holes of Greg Norman–designed championship golf, dining, fitness, spa and tennis facilities, concierge services, and a private beach shuttle. The home is just three miles from Vanderbilt Beach and about 1.5 miles from shopping and dining at Mercato—an outstanding combination of luxury, space, views, and location.

14484 MARSALA WAY, Naples

$929,900

3 Beds ⋅ 3 Baths ⋅ 226032903 MLS ⋅ Legacy BLDG.

This one is a WOW! RENOVATED and stunning END UNIT 2nd floor 3BR/Den/3BA/2 Car Garage with a PRIVATE ELEVATOR and absolutely stunning and endless lake & golf course views! This beautiful coach home has over 2,680 sq.ft. of living space, was built in 2007, has high ceilings, has been fully renovated, has hurricane impact glass windows & sliding doors, a new hot water heater, and over $70,000 in further upgrades this year alone. The 3rd bedroom is currently being used as an office and media room, and has a newly renovated full bathroom, and walk-in closet. The Den is currently being used as a private dining room. Many owners have their dining room set up in the Great/Family Room. The Legacy buildings have new roofs (2023) and at this time are all being newly painted outside with a new color scheme. The AC was replaced in 2019. Ownership in Legacy ncludes immediate membership to the award-winning Players Club & Spa which offers five-star resort amenities such as 13 tennis courts, 8 pickleball courts, two tropical resort-style walk-in pools, a gorgeous waterfall, plus a lap pool and Tiki bar by the pools, bocce, a full-service spa and fitness center, and multiple dining options. Golfers have access to 2 public golf courses and the opportunity for a private membership at The Classics Golf & Country Club in Lely. All this is close to Marco Island and their incredible beaches, as well as downtown Naples...5th Ave South and 3rd Street South!

6438 Legacy CIR Unit 304, Naples

$278,000

2 Beds ⋅ 2 Baths ⋅ 226030807 MLS ⋅ Haciendas BLDG.

Lakefront living feels effortless in this inviting two-bedroom, two-bathroom Naples condo, where a spacious floor plan and calming water views create an ideal everyday retreat. Neutral decor and tile flooring throughout provide a clean, cohesive backdrop ready for your personal style. The well-planned interior offers comfortable room for relaxing, dining, and entertaining, while an in-residence laundry area keeps household routines simple. Recent improvements add valuable peace of mind, including a complete plumbing re-pipe and a new metal roof completed in 2023. The renovated primary bathroom features a walk-in shower, updated cabinetry, and a new countertop. The guest bathroom also feels fresh with its new vanity and countertop. The updated kitchen features new cabinetry, stainless steel appliances and ample storage. Outside, the large screened lanai will become your favorite space due to the calming lake views. Settle in with coffee and watch the lake come to life, or unwind at sunset as the water provides a peaceful backdrop. Easy access to the community pool makes a quick swim or leisurely afternoon in the sun wonderfully convenient. The location rounds out the appeal with shopping and groceries nearby, including Seed to Table and Publix. Outdoor recreation awaits at Cocohatchee Creek Preserve and North Collier Regional Park. Interstate 75 is readily accessible, and Vanderbilt Beach is approximately ten minutes away, making spontaneous beach outings easy to arrange. This property is an excellent opportunity for a full time residence, a seasonal retreat, or a wonderful investment property.

151 Cypress WAY E Unit C103, Naples

$299,900

3 Beds ⋅ 3 Baths ⋅ 226032625 MLS ⋅ Timberwood Of Naples BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to this spacious 2-story condo in the Timberwood of Naples community featuring 3 bedrooms and 3 bathrooms with an open, functional floor plan. Fresh interior paint and new countertops in the kitchen and bathrooms add a refreshed feel throughout. The kitchen features a convenient breakfast bar with additional seating and opens to the main living area, while the enclosed patio provides extra space to relax and unwind. Enjoy community amenities including a pool, clubhouse, tennis courts, basketball, and recreational areas. Centrally located near shopping, dining, Naples Zoo, Freedom Park, and the beautiful Gulf beaches, this home offers comfort and convenience in the heart of Naples.

3438 Timberwood CIR, Naples

$2,795,000

3 Beds ⋅ 4.5 Baths ⋅ 226032205 MLS ⋅ Carlton Place BLDG.

Ultra private living awaits in Carlton Place, an intimate enclave of just 28 villas tucked along the fairways of Club Pelican Bay. This beautifully updated 3 bedroom plus den, 4.5 bath villa offers 2,815 square feet of spacious living with a full downstairs remodel showcasing timeless craftsmanship throughout. The stunning chef's kitchen features custom cabinetry, stone countertops, an oversized center island, and high end Wolf and Sub-Zero appliances, all opening to a sunny breakfast nook and generous living areas framed by crown molding and designer finishes. The showpiece den is a masterpiece of high end craftsmanship with a coffered ceiling, rich built-ins, and warm custom woodwork, perfect as a home office, library, or media room. Outside, your own private screened pool and sun-drenched courtyard are wrapped in privacy walls draped with bougainvillea, creating a serene retreat for entertaining or quiet relaxation. Upstairs, the spacious primary suite opens to a screened balcony, joined by two additional bedrooms and updated baths. As a resident of Pelican Bay, you'll enjoy nearly three miles of private beach with two beachfront restaurants, attended beach service, an attended fitness center, tennis, and miles of walking and biking paths, all minutes from the world-class shopping and dining of Waterside Shops, Mercato, and Artis Naples. Golf course views, complete privacy, and the Pelican Bay lifestyle in one exceptional home. Schedule your private showing today!

392 Carlton PL Unit 3, Naples

$11,995,000

5 Beds ⋅ 6.5 Baths ⋅ 226029006 MLS

This impressive West Indies–style estate, designed and built by London Bay in 2009, is ideally situated on a private cul-de-sac in one of Grey Oaks’ most exclusive neighborhoods. Set on approximately .85 acres, the expansive property showcases spectacular lake and golf course views and offers 8,423 square feet of air-conditioned living space. Filled with natural light, the thoughtfully designed floor plan features five bedrooms, six full baths and one half bath, along with a private study that could serve as a sixth bedroom. Three guest bedrooms enjoy direct access to private balconies. Spacious living areas include a great room, formal dining room, family room, butler’s pantry and dining nook. Refined finishes include Crema Maya marble flooring throughout the main living areas and kitchen, as well as bamboo wood flooring in the dining room and second-floor gallery. Multiple outdoor living destinations provide an exceptional setting for relaxing and entertaining, highlighted by a beautifully designed negative-edge pool and spa overlooking the expansive lake and golf course views. Additional features include a four-car air-conditioned garage, a generator, electric tankless water heaters, a Lutron lighting system, motorized storm shutters and screens, and newly refreshed landscaping in both the front and rear yards.

2129 Canna CT, Naples

$17,900,000

6 Beds ⋅ 9.5 Baths ⋅ 226031869 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. An extraordinary opportunity awaits at 12 Sabre Lane, where architectural excellence, exceptional boating access and the coveted Naples lifestyle come together. This rare Sabre Cay offering includes a 30-foot deeded boat slip, exclusive private beach access reserved for Sabre Cay residents, and Port Royal Club associate membership eligibility. Brand-new and ready for immediate enjoyment, this exceptional AVA new-construction estate, designed by MHK Architecture, offers six bedrooms, seven full baths and three half baths. Impeccable craftsmanship, soaring spaces and timeless coastal sophistication are evident throughout. Thoughtfully curated by Design West, the interiors are fully furnished and showcase refined elegance at every turn. Highlights include a dramatic temperature-controlled glass wine room, a beautifully appointed gourmet kitchen, and a luxurious main-level primary suite featuring dual spa-inspired baths and serene views. Designed for both grand entertaining and relaxed coastal living, the residence culminates in a spectacular rooftop oasis—an unforgettable setting for sunset cocktails, stargazing and evenings with family and friends. With private beach access, a deeded boat slip, exceptional design, and the opportunity to apply for Port Royal Club Associate Membership, 12 Sabre Lane presents a lifestyle rarely available in Naples. Move right in and begin living the Naples dream today. Opportunities of this caliber are rare and fleeting—seize it before it’s gone.

12 Sabre LN, Naples

$2,500,000

4 Beds ⋅ 4.5 Baths ⋅ 226032790 MLS

BRAND NEW REMODEL! 2015 built coastal gem along 91st; the closest street in Naples Park to Vanderbilt Beach with no neighbors to the south, a half mile to sandy white beaches & less than a mile to Mercato. This property was extensively remodeled since last listed - including wide plank white oak wood flooring throughout, new white shaker cabinetry with quartz, 4 remodeled bathrooms, and more! Enter to a 2 story foyer with 10 ft tray ceilings & grand room design backdropped w/ hurricane impact sliders to the pool. The spacious kitchen features NEW custom cabinets, new stainless appliances and extended built ins with wine fridge, adjacent dining room & easy access to the outdoors. Downstairs has an en-suite bed/bath, multiple storage closets & 2.5 car tandem garage w/ epoxy floor. Outside is an oversized screened patio with custom heated saltwater pool, waterfall spa, outdoor shower & POOL BATH and fully fenced yard. Upstairs is a second living room/loft, 2 guest rooms with en-suite baths, spacious closets, & Juliette balcony to the southwest sunsets. The upstairs master suite is massive with ample windows, natural light, sitting area, two walk-in closets & decedent spa bath w/ soaking tub - all updated in 2025! An upstairs adjacent laundry completes the space. This special home has pricey upgrades including 2 new AC units, coastal siding, impact windows/doors, metal roof, 2023 generator, whole home Kinetico water system, crown molding & more!

605 91st AVE N, Naples

$6,290,000

4 Beds ⋅ 4.5 Baths ⋅ 226032568 MLS

In the heart of Olde Naples, just three blocks from famed Fifth Avenue South and a short distance from the beach, this nearly new residence, constructed by Gulfstream Homes in 2025, captures the timeless charm of a classic Naples cottage while delivering the craftsmanship, sophistication and conveniences of a modern luxury home. Offered beautifully furnished, the residence feels distinctly at home among the enchanting streets of Olde Naples, with coastal architecture and thoughtful details creating an elegant sense of place from the moment you arrive. Inside, every square inch has been thoughtfully maximized for effortless resort-style living. The light-filled great room is wrapped in windows and opens seamlessly to the outdoor living areas, while warm wood flooring, detailed millwork and a beautifully crafted ceiling bring character and dimension. At the center of the home, a chef's kitchen pairs timeless cabinetry with an expansive island, gas cooking and Thermador appliances. A dedicated coffee bar and impressive butler's pantry elevate everyday living with an ice maker, second dishwasher and refrigerated beverage drawers. The adjoining dining area is designed equally for intimate dinners and lively gatherings, anchored by a dramatic bar feature wall with a full-size wine refrigerator and separate beverage refrigerator. Nearly every main living space is connected visually and physically to the home's sparkling pool and spa, creating the relaxed indoor-outdoor lifestyle for which Naples is celebrated. A bright, inviting sundeck extends along the side of the residence, and a charming side yard with a turf putting green adds another unexpected element of recreation. The first-floor primary suite is a serene, light-filled retreat, beautifully finished with a luxurious bath featuring a freestanding soaking tub, oversized shower and generous walk-in closet. Upstairs, guests enjoy an exceptional level of privacy with two beautifully appointed en-suite bedrooms, a second primary suite with a spa-inspired bath, dedicated den and a charming bunk room with accommodations for four. A second-floor washer and dryer adds thoughtful convenience for family and guests. Completing the residence is an oversized two-car garage with generous ceiling height and room for vehicle lifts, plus a full-home generator. With its combination of classic Olde Naples architecture, nearly new construction, sophisticated furnishings, and incredible location, this exceptional residence offers the rare opportunity to enjoy the character of a timeless coastal cottage without compromising the luxuries of a thoughtfully designed modern home.

844 8th ST S, Naples

$1,550,000

6 Beds ⋅ 5 Baths ⋅ 226031724 MLS

Welcome to 2858 Cinnamon Bay Circle, an extensively renovated Shiraz residence located on a preserve lot in the sought-after gated community of Riverstone in North Naples. Offering six bedrooms, five bathrooms, a spacious loft, a three-car garage, and over 4,100 square feet of beautifully updated living space, this exceptional move-in-ready home combines generous scale and extensive recent high-end improvements completed over the last five years. Inside, refined architectural details such as first-floor crown molding, dining-room board and batten siding , updated flooring, and a beautifully transformed staircase set an elegant, cohesive tone. At the heart of the home is a fully renovated kitchen with modern finishes that flows seamlessly into a family room anchored by custom built-in cabinetry and a cozy electric fireplace. All five bathrooms have been refined, highlighted by full renovations of the main-level guest bath and the luxurious primary suite. Exceptional versatility defines the layout, providing tailored spaces for family, guests, and dedicated home offices. Storage is optimized throughout with a custom mudroom, an updated laundry room featuring new cabinetry and folding counter, an under-stair pantry extension, and garage slat-wall and overhead storage systems. Additional interior enhancements include designer lighting, custom window treatments, a newer upstairs AC unit, added attic insulation, and a new water heater. The backyard serves as a private, year-round retreat completed in 2022, featuring a custom pool and spa with a striking lighted water feature, an expanded patio, and a built-in outdoor kitchen complete with a grill and beverage refrigerator. Lush custom landscaping enhances privacy, complemented by upgraded underground drainage, fresh exterior paint, updated outdoor lighting, and upgraded front doors with opaque-glass inserts. Residents of Riverstone enjoy an unparalleled resort lifestyle featuring a clubhouse, fitness center, lap and resort pools, water play area, tennis and pickleball courts, indoor/outdoor basketball, and playgrounds, making this property an extraordinary opportunity in one of North Naples’ premier neighborhoods.

2858 Cinnamon Bay CIR, Naples

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.