Cypress Glen Homes with Pool Amenities

Welcome to Cypress Glen, a hidden gem nestled in the heart of Naples, Florida, within the stunning Collier County. This charming neighborhood is known for its serene atmosphere, lush landscapes, and an inviting sense of community. Cypress Glen boasts a perfect blend of natural beauty and modern living, making it an ideal destination for families, retirees, and everyone in between.

As you stroll through the tree-lined streets, you'll discover a variety of beautifully designed homes, many of which feature private pools, providing the ultimate oasis for relaxation and entertainment. Imagine soaking up the Florida sun in your own backyard paradise, hosting summer barbecues, or enjoying peaceful evenings under the stars. The homes in Cypress Glen are not just residences; they are retreats that allow you to embrace the laid-back lifestyle that Naples is famous for.

Cypress Glen is conveniently located near some of Naples' finest amenities, including world-class shopping, dining, and pristine beaches. Residents can enjoy easy access to the vibrant downtown area, where boutique shops and gourmet restaurants await. Additionally, the neighborhood is surrounded by lush parks and recreational facilities, perfect for outdoor enthusiasts and families seeking adventure.

With its friendly community vibe and exceptional pool amenities, Cypress Glen is more than just a neighborhood; it's a lifestyle. Whether you’re looking to buy your first home or seeking a tranquil retreat, Cypress Glen offers the perfect blend of comfort, convenience, and charm. Come and experience the magic of Naples living in this delightful community!

Newest Cypress Glen Homes with Pool Amenities

$289,000

2 Beds ⋅ 2 Baths ⋅ 226031715 MLS ⋅ Cypress Glen BLDG.

This is a special opportunity to own an absolutely delightful, immaculate entry-level condominium in one of the best locations in Naples! This lovely residence enjoys a lakeside location within Cypress Glen with no other homes or residences in sight. Freshly renovated main bath, gleaming LPV floors, updated neutral decor, beautifully furnished, refreshed guest bath, and an overall warm, coastal vibe describe this special property. Rarely available in this price range, this residence boasts a one-car garage and a deeded parking spot. Newer stainless appliances, air conditioner and water heater, plus a newer roof (2023) make this property move-in ready. Cypress Glen, with its beautiful clubhouse and pool, is less than 15 minutes to downtown Naples, and minutes to Mercato and sunny Naples beaches. This is the heart of Naples at a fantastic price, and it offers numerous A-rated public schools and private schools within minutes.

3245 Cypress Glen WAY Unit 504, Naples

$259,990

2 Beds ⋅ 2 Baths ⋅ 226018937 MLS ⋅ Cypress Glen BLDG.

Beautifully updated top-floor condo in the highly desirable Cypress Glen community! This spacious 2-bedroom, 2-bath residence offers 1,191 sq ft of bright, open living space with soaring vaulted ceilings and peaceful lake and pool views. Recent updates include luxury wood-look flooring throughout, granite countertops, updated kitchen fixtures, new microwave, upgraded lighting, remodeled tile showers/tub surrounds, fresh hardware, and a newer A/C (2022). The split-bedroom floor plan offers privacy and functionality, while the screened lanai with shutters provides the perfect place to relax and enjoy the view. Ideally located in the heart of Central Naples, this home is just 12 minutes from the beach, with quick access to shopping, dining, I-75, and premier destinations like Mercato and Waterside Shops. Cypress Glen offers resort-style amenities, assigned covered parking, and extra storage. Zoned for some of Naples’ top-rated schools, including Osceola Elementary, Pine Ridge Middle, and Barron Collier High School, adding exceptional value for families and future resale appeal. Perfect for year-round living, a seasonal retreat, or an investment opportunity.

3250 Cypress Glen WAY Unit 423, Naples

$345,000

3 Beds ⋅ 2 Baths ⋅ 226016943 MLS ⋅ Cypress Glen BLDG.

CYPRESS GLENTOP FLOOR CONDO3 BEDROOMS | 2 BATHs Welcome to this beautifully maintained top-floor condo in the desirable Cypress Glen community. This spacious 3-bedroom, 2-bath residence features vaulted ceilings and a bright, open layout filled with natural light. Enjoy peaceful lake and preserve views from your screened lanai—the perfect spot for morning coffee or relaxing at the end of the day. The generous primary suite offers direct lanai access and a private ensuite bath, creating a comfortable retreat. Additional highlights include an assigned carport space, elevator access to the third floor, and a recently replaced roof. Ideally located just minutes from shopping, dining, and everyday conveniences, with the Gulf beaches only a short drive away.

3250 Cypress Glen WAY Unit 424, Naples

Start Your Search

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.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Regional Multiple Listing Service of Minnesota. Real estate listings held by brokerage firms other this firm are marked with the Broker Reciprocity logo. Information Deemed Reliable But Not Guaranteed. Property locations as displayed on any map are best approximations only and exact locations should be independently verified.

Listing data © 2026 Regional Multiple Listing Service of Minnesota. All rights reserved. By searching, you agree to the EULA.