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Cherrywood (Cherrywood Estates)

Ocala, Florida · Marion County

Legally age-restricted 55+resale

Cherrywood, more formally Cherrywood Estates, is a 700-home, legally age-restricted 55+ resale community in southwest Ocala, built between 1996 and 2003. It is not a gated community, which distinguishes it from its newer, gated sister development, Cherrywood Preserve, a separate active-construction community built by a different builder nearby. Cherrywood offers concrete-block single-family homes with a modest clubhouse-and-pool amenity package and no on-site golf course, positioning it as a straightforward, moderately priced option within Ocala's large 55+ inventory rather than a resort-scale destination.

Last researched 2026-09-16

Price positioning
Current resale listings average roughly $220,000; the far wider $100K-$800K range some sources cite could not be confirmed and likely blends in the separate, newer Cherrywood Preserve community
HOA
Reported roughly $270-$320/month by one source and a much wider $3-$380/month range by another (likely reflecting different fee tiers or sub-sections) - confirm the current fee directly with the HOA
Community size
700 homes, built 1996-2003 (independently confirmed)
Home types
detached
Builder
Original builder not independently confirmed; some current listings associate D.R. Horton or Highland Homes with the Cherrywood name, but that may describe the separate, newer Cherrywood Preserve rather than this community
Age policy
Legally age-restricted 55+ community (per multiple consistent secondary sources)

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Overview

Independent Assessment

Cherrywood's core identity was independently confirmed: 700 homes, built 1996-2003, legally age-restricted, resale-only, and not gated. A reported price range of $100,000-$800,000 could not be reconciled with current market data, which shows resale listings averaging closer to $220,000; the $800,000 ceiling almost certainly reflects new-construction pricing at Cherrywood Preserve, a distinct, newer, gated community built separately near Cherrywood Estates, rather than Cherrywood Estates itself. Buyers should confirm which Cherrywood community a specific listing belongs to before comparing prices, since the two share a name but differ meaningfully in age, gating, and price tier. HOA fee reporting is also inconsistent between sources (roughly $270-$320/month versus a much wider $3-$380/month range), which is presented as an open item rather than a reconciled figure.

Who May Find This Community Appealing

Buyers who want an established, moderately priced 55+ community in SW Ocala without golf-course carrying costs, and who are comfortable with an ungated neighborhood, are the best fit for Cherrywood Estates. It suits downsizers prioritizing value over amenity scale.

Homes & Prices

Homes, Builders & Development History

Cherrywood Estates was built out between 1996 and 2003 as a concrete-block, single-family 55+ community. No primary-source confirmation of the original builder was found; some current aggregator listings associate the Cherrywood name with D.R. Horton or Highland Homes, but that attribution more plausibly describes Cherrywood Preserve, a separate, newer, gated community built nearby under a different name pattern. Cherrywood Estates itself is fully built out and resale-only.

Current Pricing & Market Positioning

Current resale listings in Cherrywood Estates average roughly $220,000, with homes ranging from about 816 to 2,141 square feet. Nothing in the sources confirmed pricing up to $800,000 within this specific community; that figure likely reflects new-construction pricing at the separate Cherrywood Preserve development rather than resale activity in Cherrywood Estates.

New Construction vs. Resale Considerations

Cherrywood Estates is fully built out and resale-only, with homes now 23-30 years old. Buyers should budget for age-related system updates (roof, HVAC) consistent with a community of this age and request the HOA's reserve study before purchasing.

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Fees

HOA Fees, Capital Contributions & Recurring Costs

HOA fee reporting is inconsistent: one source cites roughly $270-$320/month, while a broader aggregator range spans $3-$380/month depending on the specific listing. The fee is reported to cover common-area maintenance, trash pickup, a clubhouse with a heated pool, and a cable package. Buyers should request the current fee and covered services directly from the Cherrywood HOA before making an offer, along with confirmation of whether any CDD assessment applies (none was identified in available sources for this community).

Taxes, Insurance & Special Assessments

Homes here are subject to Marion County property tax, with the standard Florida Homestead exemption removing $50,000 from assessed value and the Save Our Homes cap limiting annual increases to 3% for homesteaded owners. No CDD assessment was identified for Cherrywood Estates in available sources, consistent with its 1996-2003 construction era, but buyers should confirm this directly against the specific parcel's tax bill.

Amenities

Clubhouse with a heated poolTrash pickup and common-area maintenance included in HOACable TV package includedNo on-site golf coursePet-friendly, with fencing generally permitted

Community Layout & Lifestyle

Cherrywood Estates is an ungated, single-family neighborhood centered on a community clubhouse and pool rather than a resort-scale amenity campus. Its lifestyle profile is quieter and more low-key than Ocala's golf-anchored communities, appealing to buyers who want a straightforward 55+ address without a large activities calendar to manage.

Location

Shopping, Healthcare & Airport Access

Cherrywood Estates sits in southwest Ocala, Marion County, in the 34476 zip code, with convenient access to nearby shopping and restaurants along the SR 200 corridor. Buyers should confirm current travel times to hospitals or highways directly, since drive times were not independently measured.

Restrictions

Age Qualification & Material Ownership Restrictions

Cherrywood Estates is consistently described across multiple independent real estate and directory sources as a legally age-restricted 55+ community. The recorded HOPA deed language and current age-verification procedures were not independently verified from a primary source; buyers should confirm current occupancy-compliance requirements directly with the HOA before purchasing.

Pros & Tradeoffs

Tradeoffs & Limitations

Cherrywood Estates has no on-site golf and a modest amenity package compared with Ocala's larger master-planned communities. It is not gated, unlike many other Marion County 55+ communities in this price range. Its shared name with the newer, unrelated Cherrywood Preserve creates genuine confusion in online listings and pricing data, and buyers should verify which specific community a home belongs to.

Comparison With Nearby Communities

Within Ocala's affordable, non-golf 55+ tier, Cherrywood Estates is most comparable to Palm Cay and Quail Meadow — all offer modest amenity packages and lower price points than golf-anchored communities like Oak Run, Del Webb Stone Creek, or On Top of the World. Buyers specifically drawn to the Cherrywood name but wanting new construction and gated access should look separately at Cherrywood Preserve rather than assume it is the same community.

Listings

Current Listings

A connected local agent can provide current available homes, confirm whether a specific listing is in Cherrywood Estates or the separate Cherrywood Preserve, and pull the current HOA fee and covered services for the specific home.

FAQs

Questions Buyers Should Verify

  • Whether a specific listing is in Cherrywood Estates or the separate, newer Cherrywood Preserve community
  • Current HOA fee and exactly what it covers, confirmed directly with the HOA
  • Original builder of Cherrywood Estates from a primary source
  • Whether any CDD or special assessment applies to the specific parcel
Is Cherrywood in Ocala age-restricted?
Yes — Cherrywood Estates is consistently described as a legally age-restricted 55+ community across multiple independent sources, though the recorded HOPA deed language was not independently pulled.
Is Cherrywood the same as Cherrywood Preserve?
No. Cherrywood Estates is an established, ungated, resale-only community built 1996-2003. Cherrywood Preserve is a separate, newer, gated community built nearby, and pricing information for the two is often conflated in online listings.
Does Cherrywood Estates have a golf course?
No on-site golf course is reported for Cherrywood Estates.

Sources

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