Cypress Glen market snapshot
Homes, condos and townhomes. Source: Naples MLS listing data, updated October 27, 2026. Information deemed reliable but not guaranteed.
About Cypress Glen
Cypress Glen is an established condominium community in Naples, conveniently located off Pine Ridge Road near Airport-Pulling Road. The neighborhood is made up of several individual condominium associations and offers a mix of low-rise condominium and attached residential designs surrounded by lakes, mature landscaping and maintained common areas. Its central location provides convenient access to shopping, dining, healthcare, I-75, Downtown Naples and Gulf beaches without the larger scale or extensive amenity structure of a master-planned resort community.
Residences generally offer two- and three-bedroom configurations, with screened lanais and a variety of parking arrangements that may include carports or garages depending on the property. Some residences are located in multi-story condominium buildings with elevator access, while others provide a more townhome-style residential experience. Because Cypress Glen includes multiple condominium associations and building types, buyers should pay attention to the specific section, floor plan, parking arrangement, association structure and amenities associated with the residence they are considering.
Cypress Glen’s appeal is straightforward: lower-maintenance condominium living, community swimming and recreational facilities, an established residential setting and a highly convenient Naples location. Rather than supporting an extensive country club or resort complex, residents have access to amenities associated with their particular condominium section and the broader Cypress Glen community, making it a practical option for buyers who value convenience and simpler condominium ownership.
Why People Like the Cypress Glen Community
- Central Naples Location: Pine Ridge Road and Airport-Pulling Road provide convenient access to shopping, dining, healthcare, I-75 and destinations throughout Naples.
- Lower-Maintenance Living: Condominium ownership shifts many exterior and common-area maintenance responsibilities to the applicable association.
- Multiple Residential Designs: Different Cypress Glen sections offer varying building styles, floor plans, parking arrangements and residential settings.
- Community Swimming: Pool facilities provide convenient recreation within the neighborhood without the expense or maintenance of a private pool.
- Established Landscaping: Mature trees, lakes and maintained common areas give Cypress Glen a more established residential character.
- No Mandatory Club Membership: There is no golf or country club membership associated with ownership, keeping the community structure relatively straightforward.
What You Need to Know About Living in Cypress Glen
- There Are Multiple Condominium Associations: Cypress Glen is not governed as one uniform condominium. Buyers should identify the specific association applicable to the residence and review its individual financials and governing documents.
- Amenities Can Differ by Section: Pool, clubhouse, fitness and other facilities are not necessarily identical throughout Cypress Glen. Buyers should verify exactly which amenities accompany the property they are considering.
- Parking Varies: Depending on the residence, parking may include a garage, carport or other assigned arrangement. This can be an important difference when comparing properties within the community.
- Condominium Financials Matter: Buyers should review the applicable association’s budget, reserves, insurance, assessments and maintenance responsibilities as part of their due diligence.
- Residences Vary in Condition: Individual homes range from more original interiors to renovated properties. Hurricane protection, mechanical systems, appliances and interior improvements should be evaluated individually.
- Rental and Pet Rules Should Be Verified: Leasing and pet provisions can depend on the applicable condominium association, so buyers should review the current documents for the specific residence rather than assuming one set of rules applies throughout Cypress Glen.
Current listings
Cypress Glen Homes for Sale
See the newest homes for sale in Cypress Glen, updated throughout the day from the Naples MLS. Want a private showing or an honest read on value? Call Renee Hahn at (239) 287-2576.
The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Accuracy of this information is not warranted or guaranteed. Information should be independently verified if any person intends to engage in a transaction in reliance upon it.
Cypress Glen Amenities
Cypress Glen offers a relatively streamlined collection of recreational amenities, with community swimming pools, clubhouse or community gathering space, outdoor grilling areas and landscaped common areas available within portions of the community. Certain sections also offer additional facilities, including fitness and recreational spaces.
Because Cypress Glen consists of multiple condominium associations, amenities are not necessarily shared uniformly by every residence. The facilities available to an owner can depend on the particular condominium section in which the property is located, making it important for buyers to confirm amenity access for the specific residence they are considering.
There is no golf course or mandatory private-club membership. Instead, Cypress Glen focuses on convenient condominium living with useful recreational facilities and easy access to the broader Naples lifestyle.
What Is Near Cypress Glen?
Downtown Naples (5th Avenue South): 5.4 miles
Closest beach: Clam Pass Park, 3.3 miles
RSW Airport: 22.1 miles
Nearby golf: Kensington Golf & Country Club, 0.3 miles
Notable shopping & dining nearby: Galleria Shoppes at Vanderbilt, 2.5 miles
Closest park: Vineyards Community Park, 2.3 miles
(Distances are approximate straight-line distances.)
Cypress Glen Floor Plans
Floor plans are provided as a complimentary resource to help you understand the layouts available in Cypress Glen. Plans and specifications can change, so confirm details for any specific home.
View Cypress Glen floor plans (PDF)
Where Is Cypress Glen?
Cypress Glen FAQ
Where is Cypress Glen located?
Cypress Glen is in Naples, off Pine Ridge Road near Airport-Pulling Road. Shopping, dining, healthcare, I-75, Downtown Naples and Gulf beaches are all convenient.
What types of homes are in Cypress Glen?
Cypress Glen is an established condominium community with low-rise condos and attached, townhome-style residences, generally two and three bedrooms with screened lanais. Parking varies by residence and may include a carport or garage, and some buildings have elevators.
Is there an HOA in Cypress Glen?
Cypress Glen is made up of several individual condominium associations rather than one uniform condo, and there is no golf or mandatory club membership. Each association's financials, rental and pet rules should be reviewed for the specific residence.
What amenities does Cypress Glen offer?
Amenities include community pools, clubhouse or gathering space, outdoor grilling areas and landscaped common areas within portions of the community, with fitness and recreation spaces in certain sections. Access depends on the section, so it is worth confirming which facilities go with a given home.
Why does the section matter when buying in Cypress Glen?
Because each section has its own condominium association, amenities, parking arrangements, fees and rules can differ from one part of Cypress Glen to another. Identifying the specific association is a key step when comparing homes.
Last updated October 2026 by Renee Hahn, Your Naples Expert. Community details, fees and amenities can change, so confirm specifics for any home you are considering.
