4,737

Oyster Harbor Homes

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  • /50

    $1,549,000

    • 3 Beds
    • 3 Baths
    • 3,071 Sq Ft

    15745 Cortina St, Naples, FL 34114

    Discover luxury living and resort-style amenities in the highly sought-after gated community of Esplanade by the Islands. This recently completed Pallazio home 2024 is ideally situated on a quiet cul-de-sac and boasts 3,071 sq. ft. of elegant living space, featuring 3 spacious bedrooms, 3 full bathrooms, and a large den—designed to combine comfort, privacy, and flexibility. Enjoy breathtaking

    Agent Photo

    Chad Damitz

    Anchorpoint Real Estate, LLC

    (239) 396-7441

    15745 Cortina St, Naples, FL 34114
  • /33

    $5,000 per month

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft
    • House for Rent

    4695 Hawks Nest Way Unit H202, Naples, FL 34114

    AVAILABLE MARCH & APRIL 2026!!! ONE MONTH MINIMUM!!! This pristine 3 bedroom, 2 bath condo in FIDDLER'S CREEK is a beautiful seasonal rental in a resort style community just minutes from dinning, shopping, entertainment and night life, and the beautiful beaches of SW Florida. This is an ideal seasonal rental.

    Agent Photo

    Jack Breyman

    DomainRealty.com LLC

    (239) 423-3308

    4695 Hawks Nest Way Unit H202, Naples, FL 34114
  • /55

    $3,075,000 Sold Sep 19, 2025

    • 3,600 Sq Ft
    • $854/SF
    • 11 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2020

    3233 Tavolara Ln, Naples, FL 34114

    Located in prestigious Fiddler's Creek, this exceptional luxury residence offers expansive golf course views, professional landscaping, and delightful outdoor lighting. The charming French door entry opens to inviting 14-foot ceilings, a distinctive foyer, and stunning designer flooring. The exceptional living area opens through 10 ft impact glass doors to the breathtaking pool and summer kitchen

    Lura Jones Premier Sotheby's International Realty

    3233 Tavolara Ln, Naples, FL 34114
    • /46

      Est $995,373 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,901 Sq Ft

      3018 Aviamar Cir, Naples, FL 34114

      3018 Aviamar Cir, Naples, FL 34114
  • /71

    $850,000

    • 3 Beds
    • 3 Baths
    • 3,010 Sq Ft

    9077 Cherry Oaks Trail Unit 202, Naples, FL 34114

    Step into elegance and comfort with this expansive 3-bedroom + den, 3-bathroom end-unit condo located in the well-regarded Cherry Oaks neighborhood. Boasting over 3,000 sq. ft. of interior space, this residence offers the ultimate in resort-style living. Enjoy panoramic golf course and serene water views from your private, expansive lanai — perfect for entertaining or relaxing and enjoying every

    Agent Photo

    Brent Nevar

    John R. Wood Properties

    (239) 256-3544

    9077 Cherry Oaks Trail Unit 202, Naples, FL 34114
  • /18

    $10,000 per month

    • 3 Beds
    • 3 Baths
    • 2,275 Sq Ft
    • House for Rent

    15355 Turin Dr, Naples, FL 34114

    Discover your dream rental in this stunning brand new 3-bedroom, 3-bathroom house with a den, located in a desirable gated community between Marco Island and downtown Naples. With luxurious features and a serene water view, this property offers the perfect blend of comfort and style. The modern kitchen boasts state-of-the-art appliances and granite countertops, making it ideal for culinary

    Agent Photo

    Benjamin Boorom

    Coldwell Banker Realty

    (239) 423-5982

    15355 Turin Dr, Naples, FL 34114
  • /50

    $1,300,000 Sold Sep 15, 2025

    • 3,025 Sq Ft
    • $430/SF
    • 58 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2017

    9453 Carmini Ct, Naples, FL 34114

    Set on a tranquil lakefront homesite on a quiet cul-de-sac in the prestigious Lagomar neighborhood of Fiddler's Creek, this expansive two-story residence offers refined indoor-outdoor living with serene water views, surrounded by lush landscaping. Designed for relaxation and entertaining, this rarely available Napoli Grande home features three bedrooms plus a study and a flex room, three

    Michelle Thomas Premier Sotheby's International Realty

    9453 Carmini Ct, Naples, FL 34114
    • /41

      Est $3,036,852 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,000 Sq Ft

      3267 Tavolara Ln, Naples, FL 34114

      3267 Tavolara Ln, Naples, FL 34114
  • /44

    $1,120,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 3 Baths
    • 2,275 Sq Ft

    15236 Turin Dr, Naples, FL 34114

    MOVE-IN READY! LIGHTLY LIVED IN - LIKE NEW HOME WITH NO PUNCH LIST! Welcome to the modern Lazio model home, a masterfully designed three-bedroom, plus den, three-bath, pool home, set within the lifestyle-rich community of the Esplanade by the Islands. This elegant residence is move-in ready which includes the furniture, offers volume ceilings, clean lines and contemporary-upgraded finishes.

    Agent Photo

    Deb Gardiner

    Premiere Plus Realty Company

    (239) 667-6360

    15236 Turin Dr, Naples, FL 34114
  • /2

    $7,000 per month

    • 2 Beds
    • 2.5 Baths
    • 1,956 Sq Ft
    • Condo for Rent

    15336 Lucerna St, Naples, FL 34114

    Welcome to refined living in the distinguished Esplanade by the Islands community of Naples. This impeccably designed Marano model, offering 1,956 square feet of elegant interiors, is now available as a seasonal lease (three-month minimum) or as an annual residence at a preferred rate.The residence showcases an expansive open layout where the great room, chef’s kitchen, and formal dining

    Agent Photo

    James Gallagher

    John R Wood Properties

    (239) 396-5859

    15336 Lucerna St, Naples, FL 34114
  • /20

    $1,069,942 Sold Sep 12, 2025

    • 2,275 Sq Ft
    • $470/SF
    • 192 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2025

    15817 Derna St, Naples, FL 34114

    MLS#225024017 REPRESENTATIVE PHOTOS ADDED. New Construction - October Completion! Esplanade by the Islands offers a vibrant, resort-inspired lifestyle with endless ways to enjoy your days. Take advantage of a resort-style pool, state-of-the-art fitness and wellness center, The Spa at Esplanade, and sports courts for tennis, pickleball, and bocce ball. From wine tastings and culinary experiences

    Michelle Campbell Taylor Morrison Realty of FL

    15817 Derna St, Naples, FL 34114
    • /51

      Est $2,605,464 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,660 Sq Ft

      3235 Miyagi Ln, Naples, FL 34114

      3235 Miyagi Ln, Naples, FL 34114
  • /59

    $1,499,000

    • 3 Beds
    • 3 Baths
    • 2,538 Sq Ft

    3086 Aviamar Cir, Naples, FL 34114

    This Priceless Gem in Milbrook is an absolute stunner! This impeccably maintained, pool home can be your own! This very special and unique home offers 3 bedrooms and 3 baths, including a Casita so gorgeous, your guests will never want to leave! This gem has it all, a former model, built by Gulf Bay, with extreme attention to detail, featuring vaulted ceilings with wood accents, wood floors in

    Agent Photo

    Gregg Hanifin

    RE/MAX Alliance Group

    (239) 366-2730

    3086 Aviamar Cir, Naples, FL 34114
  • /17

    $3,500 per month

    • 2 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • Condo for Rent

    8385 Whisper Trace Way, Naples, FL 34114

    Welcome to your, completely tastefully furnished, waterfront Coach Home in beautiful, gated Fiddlers Creek, Whisper Trace LN. Naples, Florida! This 2 bedroom plus den, 2 bath Coach Home features two bedrooms, plus den, 2 bathrooms, freshly painted rooms, new flooring, new washer and dryer, high ceilings, new lighting,This inviting 5* community offers 10,000 sq ft. gym, two pools, two

    8385 Whisper Trace Way, Naples, FL 34114
  • /43

    $510,000 Sold Sep 10, 2025

    • 2,237 Sq Ft
    • $228/SF
    • 29 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2006

    9217 Museo Cir, Naples, FL 34114

    Enjoy nightly sunsets from this first-floor coach home. Three bedrooms with three full baths and over 2200 square feet of living. Luxury vinyl planks just installed in living area, entrance and laundry room. Upgraded carpets replaced in all 3 bedrooms. Interior of home just painted. Open and bright kitchen with ceiling height cabinets, floor to ceiling pantry and breakfast counter. Impact

    Michael Hansberry Premiere Plus Realty Company

    9217 Museo Cir, Naples, FL 34114
    • /50

      Est $592,900 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,883 Sq Ft

      3149 Aviamar Cir Unit 102, Naples, FL 34114

      3149 Aviamar Cir Unit 102, Naples, FL 34114
  • /49

    $580,000

    • 3 Beds
    • 2 Baths
    • 1,883 Sq Ft

    3161 Aviamar Cir Unit 101, Naples, FL 34114

    This opulent, turnkey, 3 bedroom, 2 bathroom end-unit, and former model home, is designer curated with high-end, coordinated furnishings throughout. As you enter through the chandelier adorned foyer, you are greeted by a stunning great room complete with ornate light fixtures, crown molding, chair-rail trim, and statement ceiling fretwork. The great room is further complemented by the

    Agent Photo

    Brent Nevar

    John R Wood Properties

    (239) 829-9367

    3161 Aviamar Cir Unit 101, Naples, FL 34114
  • /43

    $16,000 per month

    • 4 Beds
    • 6 Baths
    • 5,890 Sq Ft
    • House for Rent

    15587 Montello Ln, Naples, FL 34114

    Available for February and March of 2026. This Beautiful two story Beacon Model at Esplanade by the Islands. This home has two King master suites on the first floor plus guest room queen size bed with private bath. 4 full baths and 2 half bathrooms. Large kitchen with stainless steel appliances, quartz counter tops. Spacious living room and separate dining room. Enjoy swimming in the large pool

    Tina Carvalho Advantage Sales & Rentals Inc

    15587 Montello Ln, Naples, FL 34114
  • /45

    $1,400,000 Sold Sep 10, 2025

    • 3,000 Sq Ft
    • $467/SF
    • 168 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2024

    15383 Turin Dr, Naples, FL 34114

    The extraordinary Pallazio floor plan is available now in Esplanade by the Islands. One of the newest Taylor Morrison communities in Naples, this popular plan has it all. This home is open and inviting with a delightful glass double-door entry and interior foyer. Tray ceiling accents, crown molding, and gorgeous flooring in light wood design throughout. The spacious great room plan has a gorgeous

    Lura Jones Premier Sotheby's International Realty

    15383 Turin Dr, Naples, FL 34114
    • /50

      Est $1,105,809 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,018 Sq Ft

      2770 Aviamar Cir, Naples, FL 34114

      2770 Aviamar Cir, Naples, FL 34114
  • /48

    $995,000

    • 4 Beds
    • 2 Baths
    • 2,249 Sq Ft

    2862 Aviamar Cir, Naples, FL 34114

    Discover refined coastal elegance in this light-filled, impeccably-upgraded former model home nestled in the prestigious, award-winning Fiddler’s Creek community. Boasting 4 bedrooms and 2 baths, this exquisite residence offers a seamless blend of luxury, comfort, and tranquility. Step into the sophisticated great room, where custom crown molding, rich wainscoting, and coffered and tray ceilings

    Agent Photo

    Brent Nevar

    John R Wood Properties

    (239) 539-4288

    2862 Aviamar Cir, Naples, FL 34114
  • /42

    $3,500 per month

    • 3 Beds
    • 3 Baths
    • 2,400 Sq Ft
    • Condo for Rent

    9229 Museo Cir Unit Varenna, Naples, FL 34114

    Fiddler's Creek is a gated master-planned community in Naples, Florida, spanning over 3,900 acres with lush tropical landscaping. Established in 1994, it features 4,500 homes across various villages, each offering unique neighborhood characteristics. Residents enjoy resort-style amenities, including a 54,000-square-foot clubhouse, a state-of-the-art fitness center, a multi-pool complex, and six

    9229 Museo Cir Unit Varenna, Naples, FL 34114
  • /19

    $550,900 Sold Sep 05, 2025

    • 1,956 Sq Ft
    • $282/SF
    • 92 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2025

    15320 Lucerna St Unit 104, Naples, FL 34114

    New Construction - Ready Now! Built by America's Most Trusted Homebuilder. Welcome to the Marano at 15320 Lucerna Street Unit 104 in Esplanade by the Islands Coach Homes. Esplanade by the Islands Coach Homes offers an unparalleled lifestyle with resort-style amenities and wellness programs to inspire and invigorate. Whether you’re seeking active adventures or peaceful retreats, this community

    Michelle Campbell Taylor Morrison Realty of FL

    15320 Lucerna St Unit 104, Naples, FL 34114
    • /42

      Est $724,981 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,502 Sq Ft

      2595 Aviamar Cir Unit 101, Naples, FL 34114

      2595 Aviamar Cir Unit 101, Naples, FL 34114
  • /49

    $1,150,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 3 Baths
    • 2,275 Sq Ft

    15653 Triesta Ln, Naples, FL 34114

    Experience the Ultimate in Luxury Living in Esplanade by the Islands!Step into this stunningly fully "done" new coastal modern style Lazio model home, offering resort-style comfort and elegance in one of Naples’ most sought-after communities. This fully furnished, turnkey residence is move-in ready and on an established street with a water view. The owner has enhanced the property with

    Agent Photo

    Tara Vimbor

    Compass Florida LLC

    (239) 350-3478

    15653 Triesta Ln, Naples, FL 34114
  • /23

    $8,500 per month

    • 3 Beds
    • 2 Baths
    • 2,329 Sq Ft
    • House for Rent

    3960 Deer Crossing Ct Unit 6-204, Naples, FL 34114

    Fiddler's Creek Vacation Rental. Meticulously maintained 2nd floor coach home with a southern exposure boasts gorgeous lake and golf coarse views from your very own screened in balcony and you can also enjoy these stunning FL views from the primary bedroom. This coach home has 3 bedrooms +den, 2 bath, 2 car attached garage, paved driveway and extra guest parking right out front. This property

    Riley Duncan Realty One Group MVP

    3960 Deer Crossing Ct Unit 6-204, Naples, FL 34114
  • /50

    $1,295,000 Sold Sep 04, 2025

    • 2,283 Sq Ft
    • $567/SF
    • 7 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2019

    9596 Mussorie Ct, Naples, FL 34114

    Welcome to this exquisitely decorated, extensively upgraded and immaculately maintained residence, located in the Mussorie village of the highly regarded Fiddler's Creek community. An open floor plan offering three bedrooms plus a den, three baths, and a two-car garage, this exceptional Lazio residence combines high-end furnishings with thoughtful high-quality custom details for effortless luxury

    Michelle Thomas Premier Sotheby's International Realty

    9596 Mussorie Ct, Naples, FL 34114
    • /52

      Est $583,229 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,300 Sq Ft

      3123 Aviamar Cir Unit 104, Naples, FL 34114

      3123 Aviamar Cir Unit 104, Naples, FL 34114
  • /49

    $1,395,000

    • 3 Beds
    • 2.5 Baths
    • 2,512 Sq Ft

    2718 Callista Ct Unit 203, Naples, FL 34114

    Relish the embodiment of the Naples resort lifestyle! In a quiet neighborhood, this second-floor, lakefront, coach home has been lavishly remodeled to surpass the surrounding basic, ongoing new construction. Upgrades include beautiful wood flooring throughout most of the home, wood steps, wrought-iron staircase, quartz countertops, 42-inch white custom cabinets with soft-close drawers, JennAir

    Agent Photo

    Vito A Galatro

    Premier Sotheby's Int'l Realty

    (239) 260-4114

    2718 Callista Ct Unit 203, Naples, FL 34114
  • /14

    $3,000 per month

    • 3 Beds
    • 2 Baths
    • 2,166 Sq Ft
    • Condo for Rent

    3960 Deer Crossing Ct Unit 202, Naples, FL 34114

    Annual rental in Fiddler's Creek on Deer Crossing, upper unit! Three bedrooms and two full bathrooms. Just over 2,100 sq.ft. Use of the pool and Fiddler's Creek Club and Spa available with a 750.00 transfer fee paid by Tenant(s). This unit includes cable/wifi and water. Tenant(s) pay FPL, Florida Power and Light. One car garage. Located just minutes from Marco Island and the Isles of Capri.

    3960 Deer Crossing Ct Unit 202, Naples, FL 34114
  • /66

    $1,200,000 Sold Aug 28, 2025

    • 3,306 Sq Ft
    • $363/SF
    • 3 Beds
    • 4 Baths
    • Built 2013

    9307 Chiasso Cove Ct, Naples, FL 34114

    This exceptional 3 bedroom + den, 4 bathroom residence offers the perfect blend of refined design and practical comfort. Situated on a generous pie-shaped lot, this home boasts breathtaking water views, a private resort-style pool and spa, and an expansive under roof lanai area equipped with an outdoor kitchen, ideal for effortless entertaining and relaxation. Step inside to discover a

    Brent Nevar John R. Wood Properties

    9307 Chiasso Cove Ct, Naples, FL 34114
    • /42

      Est $757,602 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,029 Sq Ft

      9205 Museo Cir Unit 201, Naples, FL 34114

      9205 Museo Cir Unit 201, Naples, FL 34114
  • /45

    $775,000

    • 3 Beds
    • 2 Baths
    • 3,010 Sq Ft

    9022 Cascada Way Unit 201, Naples, FL 34114

    Experience elevated resort-style living in this exquisitely turnkey-furnished second-floor end-unit, located in the exclusive double-gated Cascada enclave within Fiddler's Creek. Spanning 3,010 square feet, this spacious coach home lives like a single family home and offers three bedrooms plus a study, three full baths, and an attached two-car garage—all thoughtfully designed for comfort,

    Michelle Thomas Premier Sotheby's International Realty

    9022 Cascada Way Unit 201, Naples, FL 34114
  • /44

    $7,000 per month

    • 2 Beds
    • 2 Baths
    • 1,673 Sq Ft
    • House for Rent

    3280 Miyagi Ln, Naples, FL 34114

    Available for the 2026 Season! Experience elevated coastal living in this stunning 2+Den/2 bath single-family home with tranquil lake views, a spacious 2-car garage, and a private spa retreat—no pool, just pure serenity. Located in the prestigious Fiddler’s Creek, residents enjoy access to 60+ weekly fitness classes—from water aerobics and spinning to Pilates, Tai Chi, and more—all led by expert,

    James Pilkington WeichertRealtors-ParadiseHomes

    3280 Miyagi Ln, Naples, FL 34114
  • /24

    $1,037,900 Sold Aug 27, 2025

    • 2,397 Sq Ft
    • $433/SF
    • 3 Beds
    • 3 Baths
    • Built 2025

    15784 Derna St, Naples, FL 34114

    Esplanade by the Islands offers a vibrant, resort-inspired lifestyle with endless ways to enjoy your days. Take advantage of a resort-style pool, state-of-the-art fitness and wellness center, The Spa at Esplanade, and sports courts for tennis, pickleball, and bocce ball. From wine tastings and culinary experiences to concerts, excursions, and a bark park, this Taylor Morrison community truly has

    Taylor Morrison

    15784 Derna St, Naples, FL 34114
    • /45

      Est $2,069,209 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,862 Sq Ft

      3177 Olympia Ln, Naples, FL 34114

      3177 Olympia Ln, Naples, FL 34114
  • /50

    $674,000 Open Sat 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,825 Sq Ft

    8540 Pepper Tree Way, Naples, FL 34114

    Dreaming of serene lake views, breathtaking sunrises and resort-style living? This beautifully furnished three-bedroom, two-bath home in Pepper Tree at Fiddler’s Creek offers it all, including a split-bedroom layout for privacy and a no-see-um screened lanai framing tranquil water vistas. Ideally near the award-winning Club & Spa and gatehouse, this residence combines peaceful outdoor living with

    Michelle Thomas Premier Sotheby's Int'l Realty

    8540 Pepper Tree Way, Naples, FL 34114
  • /37

    $10,500 per month

    • 3 Beds
    • 3 Baths
    • 3,000 Sq Ft
    • House for Rent

    9202 Museo Cir Unit 204, Naples, FL 34114

    Experience the perfect vacation retreat in the prestigious Varenna/Laguna Community, a luxurious resort-style enclave nestled within the coveted Fiddler's Creek! This elegantly decorated home features three spacious bedrooms, three full bathrooms, and a versatile den, complemented by a private elevator and an attached garage for added convenience and comfort. The gourmet kitchen features

    Aniledif Ayala Burger Premier Sotheby's Int'l Realty

    9202 Museo Cir Unit 204, Naples, FL 34114
  • /49

    $490,000 Sold Aug 25, 2025

    • 1,717 Sq Ft
    • $285/SF
    • 121 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2025

    15328 Lucerna St Unit 103, Naples, FL 34114

    New Construction - Ready Now! Built by America's Most Trusted Homebuilder. Esplanade by the Islands Coach Homes offers an unparalleled lifestyle with resort-style amenities and wellness programs to inspire and invigorate. Whether you’re seeking active adventures or peaceful retreats, this community delivers luxury and sophistication at every turn. Swim laps or lounge by the resort-style pool, sip

    Michelle Campbell Taylor Morrison Realty of FL

    15328 Lucerna St Unit 103, Naples, FL 34114
    • /15

      Est $1,144,765 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,018 Sq Ft

      2776 Amaranda Ct, Naples, FL 34114

      2776 Amaranda Ct, Naples, FL 34114

Showing Results 1 - 40, Page 1 of 18

Home Trends in Oyster Harbor, FL

Housing Trends

Median Sale Price
$995,000
Median Single Family Sale Price
$1,099,000
Median Townhouse Sale Price
$607,900
Median 2 Bedroom Sale Price
$501,250
Median 1 Bedroom Sale Price
$127,500
Average Price Per Sq Ft
$401
Number of Homes for Sale
140
Last 12 months Home Sales
333
Months of Supply
5.00
Median List Price
$993,964
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
5%
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