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Woodside Terrace

Sarasota, Florida · Sarasota County

Legally age-restricted 55+resale

Woodside Terrace is a small, legally age-restricted 55+ community of 59 condos and attached villas in Sarasota, built between 1981 and 1989. It offers a clubhouse, heated pool, and shaded walking paths in a close-knit setting near Siesta Key and area golf clubs, but its small scale and a reported HOA fee range on the higher end warrant closer scrutiny than at a larger association.

Last researched 2026-09-16

Price positioning
Roughly $200,000s–$300,000s reported previously — request current comparable sales
HOA
Reported at roughly $1,277–$1,824/month — unusually high for a community this size; independently reconfirm before relying on it
Community size
59 homes (condos and attached villas)
Home types
attached, condominium
Builder
Built 1981–1989 (specific builder not independently confirmed)
Age policy
Legally age-restricted 55+; consistently reported across independent sources

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Overview

Independent Assessment

Woodside Terrace's age-restricted status, unit count, and 1981–1989 construction years are consistently corroborated across multiple independent sources. A reported HOA fee range ($1,277–$1,824/month) that is notably high for a 59-unit community of this age and amenity level was found, alongside a relatively low average annual property tax figure ($2,586.82) cited by the same source — the two data points sit awkwardly together and neither has been fully reconciled or independently confirmed. Buyers should treat the HOA figure with real skepticism and request the association's actual, current, itemized budget directly.

Who May Find This Community Appealing

Buyers who want a small, close-knit, legally age-restricted 55+ community near Siesta Key and area golf clubs — and who are willing to do careful due diligence on a small association's finances — may find Woodside Terrace appealing.

Homes & Prices

Homes, Builders & Development History

Woodside Terrace was built between 1981 and 1989 as a 59-unit community of two-story condo buildings (roughly 1,128 square feet, two bedrooms/two bathrooms) and single-story attached villas (roughly 1,340 square feet, two bedrooms/two bathrooms with cathedral ceilings and Florida rooms). The specific builder could not be independently confirmed from a primary source.

Current Pricing & Market Positioning

Previously reported pricing put Woodside Terrace in the $200,000s to $300,000s range. Given the unresolved HOA fee question described above, buyers should evaluate the true all-in monthly cost rather than judging affordability from list price alone, and should request current comparable sales directly.

New Construction vs. Resale Considerations

Woodside Terrace has been fully built out and resale-only for decades, so buyers should expect no builder warranty and should prioritize a home inspection focused on roof condition and major-system age given the construction vintage.

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Fees

HOA Fees, Capital Contributions & Recurring Costs

Secondary sources report HOA fees in a notably high range of approximately $1,277 to $1,824 per month, alongside a reported average annual property tax of $2,586.82 — figures that sit awkwardly together for a community this size and age. Neither figure has been independently confirmed against a primary source, and the HOA figure specifically needs direct verification with the association before a buyer relies on it. Reported reserve-fund adequacy should also be confirmed directly given the community's small scale.

Taxes, Insurance & Special Assessments

Homes here are subject to Sarasota County real estate tax; buyers should confirm the current millage rate and assessed value directly with the Sarasota County Property Appraiser rather than relying on the previously reported average annual figure of $2,586.82, which remains unverified as current. Given 1981–1989 construction, confirm roof and major-system replacement history and get a current, unit-specific insurance quote.

Amenities

Community clubhouse for parties, events, and social activitiesHeated pool and patio with lounge seatingShaded walking and biking paths inside and outside the community

Community Layout & Lifestyle

Woodside Terrace is a compact, socially close-knit community centered on its clubhouse and pool, with shaded walking and biking paths connecting the grounds. Its small scale (59 units) means a more intimate social dynamic than larger Sarasota 55+ communities, at the cost of a smaller amenity footprint and less buffer against special assessments.

Location

Shopping, Healthcare & Airport Access

Woodside Terrace is centrally located in Sarasota with proximity to Siesta Key, area golf clubs, grocery stores, medical facilities, shopping, and dining; Siesta Key Beach is reported to be roughly 10 to 15 minutes away.

Restrictions

Age Qualification & Material Ownership Restrictions

Woodside Terrace is consistently and independently described as a 55+ community across multiple real estate sources, with no source suggesting otherwise. HOPA certification documentation has not been independently pulled; buyers should confirm current certification and occupancy-compliance status directly with the association before purchasing.

Pros & Tradeoffs

Tradeoffs & Limitations

At 59 homes, Woodside Terrace is a small association, which means both greater social intimacy and greater exposure to special assessments if reserves are underfunded — buyers should review the reserve study carefully. A reported HOA fee range that is unusually high for a community this size and age was also found; buyers must get the association's actual, current, itemized fee schedule before assuming affordability. Given 1981–1989 construction, buyers should also confirm major-system replacement history for the specific unit.

Comparison With Nearby Communities

Within established Sarasota, Woodside Terrace is most often compared with its similarly named neighbors, Woodside Village East and Woodside Village West, and with other small, legally age-restricted communities. Despite the shared 'Woodside' branding, Woodside Terrace is a separate homeowners association with its own unit count, construction years, and finances from Woodside Village East and West — buyers should not assume shared HOA management or fee structure across the three.

Listings

Current Listings

A connected local agent can provide current available homes, recent comparable sales, and — critically for this community — the association's actual, current, itemized HOA fee schedule and reserve-fund study.

FAQs

Questions Buyers Should Verify

  • The association's actual, current itemized HOA fee — reported at $1,277-1,824/month, unusually high for a community this size and age
  • Current reserve-fund adequacy, given the community's small (59-unit) scale
  • Current Sarasota County real estate tax rate and the home's assessed value
  • Current pricing and comparable sales for the specific unit type under consideration
  • Current HOPA certification and occupancy-compliance status directly with the association
Is Woodside Terrace the same community as Woodside Village East or West?
No. Despite the shared 'Woodside' branding, Woodside Terrace is a separate homeowners association with its own unit count (59), construction years (1981-1989), and finances, distinct from Woodside Village East and Woodside Village West.
Is Woodside Terrace age-restricted?
Yes — it is consistently reported across independent sources as a 55+ community. Buyers should confirm current certification directly with the association, since HOPA certification documentation was not independently pulled.
How much is the HOA fee?
Secondary sources report a high range of roughly $1,277 to $1,824 per month, which has not been independently confirmed. Get the association's actual, current, itemized fee schedule before relying on this figure.
How many homes are in Woodside Terrace?
59 total units, a mix of two-story condo buildings and single-story attached villas, built between 1981 and 1989.

Sources

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