The Walnut Hill Club at Chilesburg
Lexington, Kentucky · Fayette County
The Walnut Hill Club at Chilesburg is a well-established 55-and-over community about eight miles southeast of downtown Lexington, Kentucky, near the Kentucky Horse Park, Keeneland, Hamburg Pavilion, and the University of Kentucky. The community consists of 140 attached homes centered around a clubhouse with multipurpose gathering space, an outdoor pool, and a patio. This community's HOA structure is well-documented: The Walnut Hill Club at Chilesburg Owners Association is organized as a genuine Kentucky Non-Stock, Non-Profit corporation, managed by Sentry Management on behalf of an elected homeowner Board of Directors, with its own dedicated site (whc-ky.com) that references a formal Declaration of Covenants, Conditions and Restrictions. Both 55places.com and topretirements.com independently list it specifically as a '55+ Community'/'55+ Active Adult Community.'
Last researched 2026-09-18
- Price positioning
- Not publicly confirmed
- HOA
- Not publicly confirmed
- Community size
- 140 attached homes
- Home types
- attached
- Builder
- Ball Homes (per secondary sourcing; not independently confirmed to the primary-source level)
- Age policy
- Multi-source corroborated 55+ community: both 55places.com and topretirements.com specifically list it as a '55+ Community'/'55+ Active Adult Community,' though no direct recorded covenant text was independently located
Interested in The Walnut Hill Club at Chilesburg?
Connect with a local agent who understands the community, current homes, and buying process.
Overview
Independent Assessment
This community's HOA is well documented in public sources -- a formally incorporated Kentucky Non-Stock, Non-Profit corporation with third-party professional management (Sentry Management) and its own dedicated association website referencing a recorded Declaration of Covenants, Conditions and Restrictions. That structural transparency, combined with independent, consistent 55+ tagging from two separate national aggregators (55places.com and topretirements.com), supports its standing as a 55+ community. That said, the association's reference to its Declaration was found in general terms (governing the board's authority to impose standards and restrictions), but the specific age-restriction clause language from that Declaration was not independently reviewed -- a materially different level of confirmation than actually reading the deed-restriction text.
Who May Find This Community Appealing
The Walnut Hill Club at Chilesburg is likely to appeal to buyers who want a larger, more established 55+ community (140 homes, versus The Silks Club's 45) with a formally structured, professionally managed HOA, and who value proximity to Lexington's signature horse-country attractions -- the Kentucky Horse Park and Keeneland -- along with Hamburg Pavilion's shopping and dining and the University of Kentucky. Buyers who want the reassurance of a well-documented nonprofit HOA corporation with third-party management are a strong fit.
Homes & Prices
Homes, Builders & Development History
The Walnut Hill Club at Chilesburg consists of 140 attached homes, reported in secondary sourcing to have been built by Ball Homes between approximately 2006 and 2016; this builder attribution and date range were not independently confirmed to the primary-source level and should be verified with the Owners Association or a local agent. The community's clubhouse offers multipurpose gathering space for social events and activities, alongside a pool and patio.
Current Pricing & Market Positioning
A specific current pricing range for homes at The Walnut Hill Club at Chilesburg was not available. Buyers should request current comparable sales from a local Lexington agent, and should weigh this community's larger size (140 homes) and formally incorporated nonprofit HOA structure against The Silks Club's smaller, gated setting when comparing Lexington's tracked 55+ options.
New Construction vs. Resale Considerations
The Walnut Hill Club at Chilesburg is reported in secondary sourcing to have been built out roughly between 2006 and 2016 and is treated as an established resale-oriented community. Buyers should confirm current build-out status and whether any builder inventory remains directly with the Owners Association or a local agent.
Want current listings in this community?
Pricing changes fast. A connected local agent can send current active listings and recent comparable sales.
Fees
HOA Fees, Capital Contributions & Recurring Costs
The Walnut Hill Club at Chilesburg Owners Association is a Kentucky Non-Stock, Non-Profit corporation managed by Sentry Management, confirmed to cover landscaping, common-area maintenance, pest control, and snow removal. Buyers should request the complete current fee schedule, reserve fund status, and any special-assessment history directly from the Owners Association (3609 Walden Drive, Lexington, KY; (859) 268-1191), as the current dollar amount of the HOA fee was not confirmed.
Taxes, Insurance & Special Assessments
Homes at The Walnut Hill Club at Chilesburg are subject to Fayette County, Kentucky property tax administration. Fayette County's effective property tax rate is reported at approximately 0.83%, though rates specific to the City of Lexington (coterminous with Fayette County under Kentucky's merged government) have been reported as high as roughly 1.24% depending on the calculation source; buyers should confirm the current rate directly with the Fayette County Property Valuation Administrator (PVA). Kentucky's homestead exemption for homeowners 65 or older (or totally disabled) is worth $49,100 for the 2025-2026 assessment period, adjusted for inflation every two years. Kentucky fully exempts Social Security benefits from state income tax and excludes pension, IRA, and 401(k) distributions from state income tax up to $31,110 for 2024-2025 (rising to $41,110 for 2026 and after), with income above that threshold taxed at Kentucky's flat state income tax rate. Buyers should also request current homeowners-insurance quotes directly, as a confirmed insurance-cost range specific to this community was not found.
Amenities
Community Layout & Lifestyle
The Walnut Hill Club at Chilesburg sits in the spacious countryside southeast of downtown Lexington, within easy reach of the Kentucky Horse Park, Keeneland racecourse, Hamburg Pavilion's shopping and dining, and the University of Kentucky. The clubhouse hosts social events and activities in its multipurpose space, and the pool and patio provide additional gathering areas. A specific organized-activity calendar was not independently itemized; buyers should request current activity details directly from the Owners Association.
Location
Shopping, Healthcare & Airport Access
The Walnut Hill Club at Chilesburg is located roughly eight miles southeast of downtown Lexington, Kentucky, near the Kentucky Horse Park, Keeneland, Hamburg Pavilion, and the University of Kentucky. Exact drive times to specific destinations could not be independently confirmed; buyers should confirm these directly with a local agent.
Restrictions
Age Qualification & Material Ownership Restrictions
The Walnut Hill Club at Chilesburg is independently confirmed as a genuine for-sale HOA structure -- a Kentucky Non-Stock, Non-Profit corporation, not a rental or care facility -- and is consistently tagged as a '55+ Community'/'55+ Active Adult Community' by two separate national aggregators, 55places.com and topretirements.com. That consistent cross-aggregator agreement, combined with the community's confirmed formal HOA structure, is treated as a solid confirmation, though it stops short of a legally definitive one: the Owners Association's reference to its governing Declaration of Covenants, Conditions and Restrictions was found, but the specific age-restriction clause language from that recorded document was not independently reviewed. Buyers who need the exact declaration text and current age-verification procedure should request it directly from the Owners Association.
Pros & Tradeoffs
Tradeoffs & Limitations
Buyers should request the exact current fee schedule directly, as current pricing and the specific HOA fee amount at The Walnut Hill Club at Chilesburg were not confirmed, though the HOA is confirmed to cover landscaping, common-area maintenance, pest control, and snow removal. While the association's own site references a Declaration of Covenants, Conditions and Restrictions, the specific age-restriction clause text from that document was not reviewed -- buyers who need the precise legal language should request it directly from the Owners Association or a title company. Reported construction dates (roughly 2006-2016) come from secondary sourcing rather than a primary builder record and should be confirmed.
Comparison With Nearby Communities
The Walnut Hill Club at Chilesburg is a 140-home 55+ community in Lexington, considerably bigger than The Silks Club's 45 gated townhomes, and it is distinguished by its formally incorporated nonprofit HOA structure and third-party professional management. Both Walnut Hill Club and The Silks Club are multi-source-corroborated as 55+ communities without a direct counter-signal, in contrast to nearby Heritage Place, where a genuine, unresolved contradiction was found between 55+ aggregator tags and an all-ages characterization. Buyers deciding between Walnut Hill Club and The Silks Club should weigh community size and setting (established, larger, non-gated countryside community versus a smaller, gated community on a former estate) alongside their own preference for HOA structure and clubhouse style.
Listings
Current Listings
A connected local agent can provide current available listings at The Walnut Hill Club at Chilesburg, confirm the current HOA fee and coverage list, and confirm current age-verification practice directly with the Owners Association.
FAQs
Questions Buyers Should Verify
- The specific age-restriction clause text within the recorded Declaration of Covenants, Conditions and Restrictions
- Current pricing, given no confirmed range was found
- The current HOA fee amount
- The builder identity and exact construction date range (reported as Ball Homes, 2006-2016, in secondary sourcing only)
- Fayette County's current effective property tax rate applicable to this specific address
- Is The Walnut Hill Club at Chilesburg age-restricted?
- Both 55places.com and topretirements.com independently list it as a '55+ Community'/'55+ Active Adult Community,' and it is organized as a genuine Kentucky nonprofit HOA corporation. The specific age-restriction clause text from the recorded Declaration was not reviewed, so buyers should confirm the exact language with the Owners Association.
- How is the community's HOA organized?
- The Walnut Hill Club at Chilesburg Owners Association is a Kentucky Non-Stock, Non-Profit corporation, professionally managed by Sentry Management on behalf of an elected homeowner Board of Directors.
- What does the HOA fee cover?
- Landscaping, common-area maintenance, pest control, and snow removal, per the Owners Association. The current dollar amount was not confirmed; buyers should request it directly.
- How many homes are in the community and where is it located?
- 140 attached homes, located about eight miles southeast of downtown Lexington, near the Kentucky Horse Park, Keeneland, Hamburg Pavilion, and the University of Kentucky.
Sources
- Walnut Hill Club - Lexington — accessed 2026-09-18
- The Walnut Hill Club at Chilesburg - 55+ Community in Lexington, Kentucky | 55places — accessed 2026-09-18
- Lexington, Kentucky | Wikipedia — accessed 2026-09-18
Interested in The Walnut Hill Club at Chilesburg?
Connect with a local agent who understands the community, current homes, and buying process.