Santa Rosa at
Olde Cypress
A small enclave of detached homes surrounded by lakes and fairways in the heart of Olde Cypress.
A quiet golf-course neighborhood with only 27 homes.
Santa Rosa is one of Olde Cypress's smaller neighborhoods, with 27 detached single-family residences. Most homes sit along Monteverde Way, a cul-de-sac off Olde Cypress Drive, with one residence addressed on Olde Cypress Drive itself.
Its setting is a major part of the appeal. Lakes help shape the neighborhood, and homesites border the golf course property. Depending on the lot, views can take in water, fairways, landscaping or a combination of the three.
The homes were built from approximately 2000 through 2007. Their layouts and updates vary, so Santa Rosa is worth exploring one property at a time rather than judging every home by the same set of features.
Published living-area figures are approximate. Confirm individual property measurements, improvements and features through current property records and listings.
Individual homes with a strong connection to the outdoors.
Santa Rosa includes three- and four-bedroom residences, often with dens or studies. Floor plans differ, but many homes have spacious main living areas, attached garages and private outdoor spaces.
Swimming pools, spas and screened lanais are common features. The combination of a golf-course setting and nearby lakes can make the view from the lanai just as important as the home's interior.
Some properties have been extensively renovated, while others retain more of their original finishes. Buyers should pay attention to roof age, storm protection, pool systems and the quality of interior improvements.
Room to live comfortably.
Three- and four-bedroom homes, many with dens, provide space for guests, work and entertaining.
Golf and water outlooks.
Orientation, lake frontage, landscaping and fairway exposure all influence the feel of each property.
Made for Southwest Florida.
Private pools and covered lanais create spaces for relaxing and spending time with family and friends.
A quieter street within a private-club community.
Monteverde Way's cul-de-sac setting and small number of homes give Santa Rosa a residential feel, while the surrounding lakes and golf course help create a sense of openness.
Santa Rosa residents are part of Olde Cypress and The Club at Olde Cypress. The club offers golf, dining, fitness, swimming, tennis, pickleball and social activities, subject to membership privileges.
Social membership is required with residential ownership, while golf membership is a separate option under current club terms. Buyers should also review Santa Rosa's neighborhood association documents alongside the Olde Cypress master association requirements.
Low-Density Setting
Just 27 homes make Santa Rosa one of the smaller residential sections in Olde Cypress.
Club Amenities
Dining, fitness, racquet sports and social opportunities are available according to the owner's membership category.
North Naples Location
Shopping, restaurants, Immokalee Road and I-75 are accessible from the Olde Cypress entrance.
For more information about the club and surrounding community, explore the Olde Cypress community guide.
Buying or selling in a neighborhood with limited turnover.
With only 27 residences, Santa Rosa can go for extended periods without a home coming onto the market. A small number of recent sales can also make neighborhood averages misleading.
Buyers should compare the floor plan, lot position, golf and lake views, renovations, storm protection and condition of major systems. These differences can be significant even between homes of similar size.
For sellers, pricing should reflect Santa Rosa's limited sales history while considering carefully chosen comparable properties elsewhere in Olde Cypress when necessary.
What buyers should compare
Homesite exposure, renovations, roof and HVAC ages, storm protection, pool condition, association fees and club costs.
What sellers should understand
With few direct comparable sales, thoughtful adjustments for condition, view, floor plan and improvements are essential.
Let's talk about Santa Rosa.
Whether you're considering buying a home on Monteverde Way or preparing to sell one, George can help you evaluate the details that matter in this small neighborhood.
From golf and lake views to renovation history and recent comparable sales, you'll have a clearer picture of how an individual home fits the market.
