Village of Hillsborough Homes for Sale

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Hillsborough is a Central Area village in Sumter County (ZIP 32163), about a mile from Brownwood Paddock Square. Its homes were built 2013–2015: Designer Homes, plus Patio Villas in the New Haven Villas and Ventura Villas sections. CDD bonds are still active, but the annual assessment is low — roughly $701 to $1,421 per home per year under District 10's schedules, reaching zero in 2043.

At a glance
Location Central Area
Nearest square Brownwood Paddock Square
Year built 2013–2015
Bond Low — active balance typical, scheduled to reach zero in 2043
Tax rate (typical) ~1.0% (2025)
County Unincorporated Sumter County
ZIP Code 32163

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What people like about the Village of Hillsborough

Hillsborough is a 2013–2015 village: county parcel records show 407 homes built in 2013, 381 in 2014, and 11 in 2015. Most of it is Designer Homes. Buyers who want a Patio Villa have two sections to look at, New Haven Villas and Ventura Villas — about 140 of the village's roughly 800 homes, on smaller lots than the Designer sections.

It sits in the middle of the Brownwood golf corridor. Mangrove Executive is about half a mile away, and Sweetgum Executive and Palmetto Executive are within about a mile — all three are 9-hole courses included with the amenity fee for walking play. Evans Prairie Country Club, a 27-hole championship club, is under a mile. Eisenhower Recreation Center, one of the regional centers, is just over half a mile away with a sports pool, pickleball, and platform tennis. Brownwood Paddock Square is about a mile to the west.

On cost: Hillsborough is in Sumter County, not Marion or Lake, so Sumter County property tax rates apply (typically ~1.0% effective rate). CDD bond balances are still active — the bonds are scheduled to reach zero in 2043 — but the annual assessment is low. District 10's per-unit schedules run roughly $701 to $1,421 per home per year. Bond payments are still a real annual cost on top of the amenity fee and property tax. Verify the exact remaining balance and annual assessment in writing for any specific home before making an offer.

Map & location

What's nearby in the Village of Hillsborough

Golf nearby

  • Mangrove Executive Golf Course — 9 holes, about half a mile away — included with amenity fee for walking play
  • Evans Prairie Country Club — 27-hole championship club in the Village of Collier, under a mile away — separate greens fees
  • Sweetgum Executive Golf Course — 9 holes, about three-quarters of a mile away — included with amenity fee for walking play
  • Palmetto Executive Golf Course — 9 holes, about a mile away — included with amenity fee for walking play

Recreation & entertainment

  • Eisenhower Recreation Center — regional recreation center just over half a mile away — sports pool, pickleball, platform tennis; open 7 AM–10 PM daily
  • Brownwood Paddock Square — nearest town square, about a mile away — country and Western horse-themed, free nightly entertainment, opened 2012

Shopping & services

  • Lake Deaton Plaza — Publix and Walgreens

What to check before you buy in the Village of Hillsborough

  • Bond status and remaining balance Hillsborough was built 2013–2015, so most homes still carry active CDD bond balances, scheduled to reach zero in 2043. The annual amount is low, though — District 10's schedules run roughly $701 to $1,421 per home per year. Bond payments are still a real annual line item on top of the amenity fee and property tax. Verify the exact remaining balance, annual assessment amount, and remaining term in writing for any specific home before making an offer — amounts vary home to home even within the same village. More on bonds →
  • Villa section or house section Patio Villas are in two sections, New Haven Villas and Ventura Villas — about 140 of the village's roughly 800 homes. Everything else is a Designer Home on a larger lot. If you want a villa, confirm the listing sits in one of those two sections; the county parcel record names the plat for any address.
  • Roof age Roof age and condition can affect insurance options, and requirements vary by insurer. Homes here were built in 2013–2015. Confirm the roof's installation date and material during inspection, and get an insurance quote before the inspection period ends.
  • HVAC age Florida systems work hard in sustained heat and humidity. Ask for the HVAC installation date and service records.

Village of Hillsborough FAQs

Where is the Village of Hillsborough located in The Villages?

Hillsborough is in the central area of The Villages, in Sumter County, ZIP 32163. It sits in the Brownwood Paddock Square corridor with Collier, Pinellas, Lake Deaton, Fernandina, Charlotte, and Gilchrist. Brownwood Paddock Square is about a mile away.

When were the homes in Hillsborough built?

Homes in Hillsborough were built between 2013 and 2015. County parcel records show 407 homes built in 2013, 381 in 2014, and 11 in 2015, so nearly every home here is a 2013 or 2014 build. The parcel record for a specific address shows its exact year.

What types of homes are in Hillsborough?

Designer Homes and Patio Villas. The villas are in two sections, New Haven Villas and Ventura Villas — about 140 of the roughly 800 homes. The rest are Designer Homes. Which floor plans are actually for sale changes week to week — call or text me at 352-780-1479 and I will send you what is listed.

What town square is closest to Hillsborough?

Brownwood Paddock Square is the closest — the country and Western horse-themed square opened in 2012, about a mile west of the village. Lake Sumter Landing Market Square is roughly five miles north.

What golf courses are nearest to Hillsborough?

Four courses are within about a mile. Mangrove Executive, Sweetgum Executive, and Palmetto Executive are 9-hole executive courses, included with the amenity fee for walking play. Evans Prairie Country Club is a 27-hole championship club with separate greens fees. Bonifay Country Club is about two miles away.

What is the bond situation in Hillsborough?

Hillsborough was built 2013–2015, so its CDD bonds are scheduled to reach zero in 2043. The annual assessment is low — roughly $701 to $1,421 per home per year under District 10's schedules. Bond payments are still a real annual carrying cost on top of the amenity fee and Sumter County property tax (~1.0%). Always verify the exact remaining balance and annual assessment in writing for any specific home before making an offer. For a full explanation of how bonds work in The Villages, see the cost of living page.

How does Hillsborough compare to other Brownwood corridor villages?

Hillsborough shares the same cluster with Fernandina, Lake Deaton, Charlotte, Collier, and Gilchrist — all Central Area, Sumter County, ZIP 32163 villages whose bonds are still active but on the low end of the scale. Charlotte, Collier, Fernandina, and Lake Deaton were built between 2010 and 2015, so the housing stock is close in age. Fernandina has the broadest home type range and dual rec center access. Lake Deaton has Lake Deaton Plaza dining nearby. Hillsborough's home mix is Designer Homes and Patio Villas. Ask me to compare the cluster villages based on your priorities before making a decision.

Looking at homes in the Village of Hillsborough?

I can pull the current bond balance on any home here, show you what's active, and give you a real read on whether this village fits your priorities.