Naples High School, FL homes for sale & real estate

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ABOUT THIS HOME
Naples High School, FL Homes for Sale
Premier waterfront residence at 1510 Chesapeake Ave with direct, no bridge boating access to Naples Bay and the Gulf via Gordon Pass. Set along one of the widest and most navigable canals in Oyster Bay and Royal Harbor, this custom built concrete block home offers a true boater’s lifestyle with distinctive lighthouse inspired architecture and a striking presence. A large double entrance circular driveway and herringbone brick paver entry create a strong first impression. Inside, the home offers three bedrooms plus a den, three and a half baths, soaring ceilings, custom millwork, hand applied trompe l’oeil detail, and abundant natural light that showcases every inch of the interi

$3,899,000

3 beds3.5 baths3,062 sq ft

1510 Chesapeake Ave, Naples, FL 34102

0.26 acre lot • 2 garage spots • Pool

ABOUT THIS HOME
Naples High School, FL Homes for Sale
DOCK SLIP INCLUDED – GULF ACCESS WITH NO BRIDGES – COMPLETELY RENOVATED! Located in Chesapeake Landings, this beautifully updated residence offers an exceptional waterfront lifestyle just minutes from the heart of Naples. With a dock slip included and direct Gulf access with no bridges, this property is a dream for boaters looking for quick and convenient access to open water. Boat dockage for vessels up to 22 feet is permitted, making it easy to enjoy the Naples boating lifestyle right from your community. Completely renovated from top to bottom, everything is new, creating a fresh, modern, and move-in-ready living space. The open-concept layout is bright and inviting, designed

$329,000

2 beds2 baths1,080 sq ft

1521 Chesapeake Ave Unit B2, Naples, FL 34102

Dock slip included • Waterfront lifestyle • Gulf access

3D WALKTHROUGH

ABOUT THIS HOME
Naples High School, FL Homes for Sale
One or more photo(s) has been virtually staged, AI generated or rendered. Discover coastal perfection in this bright and inviting 2-bedroom, 2-bathroom condo located in the highly sought-after Moorings neighborhood. Just a short stroll or quick bike ride from Moorings Private Beach Park, this residence offers convenient access to sugar-sand shores and breathtaking Gulf of America sunsets. Step inside to an open, light-filled layout perfect for relaxed Florida living. The spacious living, dining, and kitchen areas flow seamlessly, while the brand-new hurricane windows and the power hurricane shutters frame beautiful views of tropical landscaping and sunsets while providing superior storm pro

$449,000

2 beds2 baths1,378 sq ft

3300 Binnacle Dr #205, Naples, FL 34103

Hurricane windows • Sugar-sand shores • Tropical landscaping

3D WALKTHROUGH

ABOUT THIS HOME
Naples High School, FL Homes for Sale
This is the one buyers wait for—and rarely find. A bold take on modern coastal design, this residence delivers style, scale, and substance in a way that stands out the moment you walk in. Soaring ceilings, architectural detailing, and walls of natural light create a space that feels elevated, yet completely livable. The great room commands attention with its dramatic coffered ceiling and seamless flow into a designer kitchen built to impress. Clean-lined cabinetry, quartz surfaces, stainless steel appliances, and an oversized island set the stage for everything from casual mornings to full-scale entertaining. The primary suite doesn’t hold back. It’s a true retreat—f

$875,000

3 beds2 baths1,683 sq ft

3530 Hibiscus Ave, Naples, FL 34104

Soaring ceilings • Great room • Coffered ceiling

3D WALKTHROUGH

ABOUT THIS HOME
Naples High School, FL Homes for Sale
Remember when Naples felt like Naples? Before master-planned communities and endless new construction, there were neighborhoods like BROOKSIDE—authentic, established, and woven into the fabric of the community. This is the Naples lifestyle people move here for—morning walks through Baker Park, a bike ride to 5th Avenue South for coffee, lunch on Naples Bay, sunset at the beach, and dinner downtown without ever feeling far from home. You can renovate a home. You can build a new one. But you can't recreate a CORNER LOT just minutes from Downtown Naples. As the city continues to evolve, locations like this only become more desirable. Beautifully RENOVATED & refreshed with

$429,000

2 beds1.5 baths950 sq ft

2300 Estey Ave, Naples, FL 34104

Stunning kitchen • Fully fenced yard • 7,405 sq ft lot

Property at 615 Binnacle Dr, Naples, FL 34103, 5 beds, 5.5 baths

$5,450,000

5 beds5.5 baths5,515 sq ft

615 Binnacle Dr, Naples, FL 34103

Property at 2100 Gulf Shore Blvd N #111, Naples, FL 34102, 2 beds, 2 baths

$619,000

2 beds2 baths1,200 sq ft

2100 Gulf Shore Blvd N #111, Naples, FL 34102

Property at 955 Tivoli Ct, Naples, FL 34104, 4 beds, 3 baths

$1,099,000

4 beds3 baths2,445 sq ft

955 Tivoli Ct, Naples, FL 34104

Property at 1245 Solana Rd, Naples, FL 34103, 2 beds, 2 baths

$550,000

2 beds2 baths1,728 sq ft

1245 Solana Rd, Naples, FL 34103

Property at 4620 Arboretum Cir #201, Naples, FL 34112, 2 beds, 2 baths

$549,999

2 beds2 baths1,721 sq ft

4620 Arboretum Cir #201, Naples, FL 34112

Property at 2234 Aberdeen Ct, Naples, FL 34105, 3 beds, 3.5 baths

$3,900,000

3 beds3.5 baths3,309 sq ft

2234 Aberdeen Ct, Naples, FL 34105

Property at 1063 Shadowlawn Dr, Naples, FL 34104, 6 beds, 7 baths

$3,695,000

6 beds7 baths3,980 sq ft

1063 Shadowlawn Dr, Naples, FL 34104

Property at 4101 Gulf Shore Blvd N Unit 17N, Naples, FL 34103, 4 beds, 5 baths

$12,925,000

4 beds5 baths7,481 sq ft

4101 Gulf Shore Blvd N Unit 17N, Naples, FL 34103

Property at 600 Neapolitan Way #449, Naples, FL 34103, 2 beds, 2 baths

$365,000

2 beds2 baths864 sq ft

600 Neapolitan Way #449, Naples, FL 34103

Property at 989 Admiralty Parade E, Naples, FL 34102, 5 beds, 6.5 baths

$29,500,000

5 beds6.5 baths7,339 sq ft

989 Admiralty Parade E, Naples, FL 34102

Property at 3041 Sandpiper Bay Cir Unit H203, Naples, FL 34112, 2 beds, 2 baths

$299,000

2 beds2 baths1,200 sq ft

3041 Sandpiper Bay Cir Unit H203, Naples, FL 34112

Property at 4651 Gulf Shore Blvd N #101, Naples, FL 34103, 2 beds, 2 baths

$2,500,000

2 beds2 baths1,862 sq ft

4651 Gulf Shore Blvd N #101, Naples, FL 34103

Property at 2855 Van Buren Ave, Naples, FL 34112, 4 beds, 3 baths

$598,990

4 beds3 baths1,700 sq ft

2855 Van Buren Ave, Naples, FL 34112

Property at 4639 Robin Ave, Naples, FL 34104, 3 beds, 2 baths

$449,000

3 beds2 baths1,222 sq ft

4639 Robin Ave, Naples, FL 34104

Property at 421 12th Ave S Unit A4, Naples, FL 34102, 1 bed, 1 bath

$325,000

1 bed1 bath552 sq ft

421 12th Ave S Unit A4, Naples, FL 34102

Property at 1111 Central Ave #409, Naples, FL 34102, 2 beds, 2 baths

$1,549,000

2 beds2 baths1,476 sq ft

1111 Central Ave #409, Naples, FL 34102

Property at 3157 Carriage Cir, Naples, FL 34105, 3 beds, 2 baths

$575,000

3 beds2 baths1,893 sq ft

3157 Carriage Cir, Naples, FL 34105

Property at 1435 Blue Point Ave #1435, Naples, FL 34102, 2 beds, 2 baths

$749,900

2 beds2 baths1,111 sq ft

1435 Blue Point Ave #1435, Naples, FL 34102

Property at 850 Central Ave #311, Naples, FL 34102, 2 beds, 2 baths

$1,475,000

2 beds2 baths1,209 sq ft

850 Central Ave #311, Naples, FL 34102

Property at 4051 Gulf Shore Blvd N #1206, Naples, FL 34103, 2 beds, 2 baths

$1,895,000

2 beds2 baths2,431 sq ft

4051 Gulf Shore Blvd N #1206, Naples, FL 34103

Property at 104 Wilderness Dr Unit J239, Naples, FL 34105, 2 beds, 2 baths

$495,000

2 beds2 baths1,533 sq ft

104 Wilderness Dr Unit J239, Naples, FL 34105

Property at 840 Myrtle Ter, Naples, FL 34103, 3 beds, 3 baths

$1,799,000

3 beds3 baths1,838 sq ft

840 Myrtle Ter, Naples, FL 34103

Property at 3098 Pine Tree Dr, Naples, FL 34112, 4 beds, 3 baths

$750,000

4 beds3 baths2,261 sq ft

3098 Pine Tree Dr, Naples, FL 34112

Property at 4005 Gulf Shore Blvd N #903, Naples, FL 34103, 2 beds, 2 baths

$1,199,000

2 beds2 baths1,267 sq ft

4005 Gulf Shore Blvd N #903, Naples, FL 34103

Property at 1585 Mullet Ln, Naples, FL 34102, 4 beds, 3 baths

$4,995,000

4 beds3 baths3,200 sq ft

1585 Mullet Ln, Naples, FL 34102

Property at 573 Cape Florida Ln, Naples, FL 34104, 3 beds, 2 baths

$219,000

3 beds2 baths1,488 sq ft

573 Cape Florida Ln, Naples, FL 34104

Property at 4714 Arboretum Cir #102, Naples, FL 34112, 3 beds, 2.5 baths

$549,000

3 beds2.5 baths1,712 sq ft

4714 Arboretum Cir #102, Naples, FL 34112

Property at 1100 8th Ave S Unit 309C, Naples, FL 34102, 2 beds, 2 baths

$650,000

2 beds2 baths1,080 sq ft

1100 8th Ave S Unit 309C, Naples, FL 34102

Property at 421 12th Ave S Unit A3, Naples, FL 34102, 1 bed, 1 bath

$375,000

1 bed1 bath552 sq ft

421 12th Ave S Unit A3, Naples, FL 34102

Property at 3325 Airport Rd N Unit S5, Naples, FL 34105, 2 beds, 1 bath

$174,900

2 beds1 bath778 sq ft

3325 Airport Rd N Unit S5, Naples, FL 34105

Property at 29 High Point Cir E #107, Naples, FL 34103, 2 beds, 2 baths

$265,000

2 beds2 baths1,015 sq ft

29 High Point Cir E #107, Naples, FL 34103

Property at 400 Fox Haven Dr #4108, Naples, FL 34104, 2 beds, 2 baths

$345,000

2 beds2 baths1,068 sq ft

400 Fox Haven Dr #4108, Naples, FL 34104

Property at 1400 Rosemary Ln, Naples, FL 34103, 5 beds, 3 baths

$795,000

5 beds3 baths1,820 sq ft

1400 Rosemary Ln, Naples, FL 34103

Property at 106 Wilderness Dr #137, Naples, FL 34105, 3 beds, 2.5 baths

$949,000

3 beds2.5 baths3,516 sq ft

106 Wilderness Dr #137, Naples, FL 34105

Property at 3552 Hibiscus Ave, Naples, FL 34104, 3 beds, 2 baths

$875,000

3 beds2 baths1,588 sq ft

3552 Hibiscus Ave, Naples, FL 34104

Property at 1135 3rd Ave S #518, Naples, FL 34102, 2 beds, 2.5 baths

$1,995,000

2 beds2.5 baths1,883 sq ft

1135 3rd Ave S #518, Naples, FL 34102

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Based on information submitted to the MLS GRID as of Tue Sep 22 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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