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Village of Hillsborough Homes for Sale

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  • /39

    $420,000

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    2104 Iveywood St, The Villages, FL 32163

    SHORT GOLFCART RIDE to BROWNWOOD TOWN SQUARE. NESTLED IN THE VILLAGE OF HILLSBOROUGH Discover your dream home in this stunning 3 bed, 2-bath At Ease Model home. This corner lot property offers Room for a Pool, perfect for those who enjoy outdoor leisure. Step inside to find luxurious vinyl plank flooring that seamlessly flows throughout the open-concept layout, accentuated by elegant crown

    Agent Photo

    Karen Kamperman

    KELLER WILLIAMS CORNERSTONE RE

    (352) 605-7386

    2104 Iveywood St, The Villages, FL 32163
  • /30

    $320,000

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft

    3756 Viscaya Ct, The Villages, FL 32163

    Welcome to this bright and inviting 2-bed, 2-bath Colony Patio Villa located in New Haven Villas of the desirable Village of Hillsborough. This charming home instantly feels like home with its open-concept design and abundant natural light. The east-facing, glass-enclosed lanai, complete with tile flooring and a ceiling fan, expands your living space—perfect for morning coffee or relaxing

    Sunny Parsons REALTY EXECUTIVES IN THE VILLAGES

    3756 Viscaya Ct, The Villages, FL 32163
  • /24

    $299,900 Open Sun 10AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft

    3780 Viscaya Ct, The Villages, FL 32163

    Welcome to 3780 Viscaya Court, in the vibrant Village of Hillsborough! Experience the ultimate in Florida living at The Villages in this charming 2-bedroom, 2-bath home, perfectly designed for comfort and convenience. Unwind in the spacious primary suite, complete with a private en suite bathroom and a generous walk-in closet. Enjoy the Florida sunshine on the enclosed front porch, ideal for

    Tim DiMaria NEXTHOME SALLY LOVE REAL ESTATE

    3780 Viscaya Ct, The Villages, FL 32163
  • /34

    $384,000

    • 3 Beds
    • 2 Baths
    • 1,501 Sq Ft

    3810 Cosmos Way, The Villages, FL 32163

    Nestled in the desirable Village of Hillsborough, this charming 3/2 Seabreeze home offers an oversized TWO-CAR + GOLF-CAR GARAGE, LARGE LANAI with a birdcage extension, REAR PRIVACY (NO KISSING LANAIS), a STUNNING KITCHEN, and a PRIME LOCATION just minutes from Brownwood Paddock Square. The front exterior features a large driveway leading to a beautifully landscaped entryway, complete with a

    Matt Roberts RE/MAX PREMIER REALTY LADY LK

    3810 Cosmos Way, The Villages, FL 32163
  • /49

    $639,000

    • 3 Beds
    • 2 Baths
    • 1,695 Sq Ft

    3507 Vail Ct, The Villages, FL 32163

    NO BOND! LOCATION, LOCATION, LOCATION! This 3 Bedroom, 2 Bathroom, 2 CAR GARAGE, BLOCK & STUCCO WYNDHAM model is located in the highly desirable Village of Hillsborough and will be sold TURNKEY with a NEWER GAS YAMAHA GOLF CART! It is genuinely a STUNNING LOW MAINTENANCE home at first glance, with Stacked Stone landscaped gardens, Swaying Palms, Painted Drive, and a Cozy front porch, to an

    Amanda Fincher REALTY EXECUTIVES IN THE VILLAGES

    3507 Vail Ct, The Villages, FL 32163

About Village of Hillsborough

The Village of Hillsborough in Wildwood features contemporary homes starting around $300,000, with styles such as Courtyard Villa and Cottage. These homes typically include two bedrooms and two bathrooms, while larger homes with three to four bedrooms, corner lots, and lake views can reach up to $800,000. Many homes come with high-end appliances, heated backyard pools, oversized lanais, and two-car garages with additional space for golf carts. The neighborhood is known for its neatly manicured front yards adorned with small palm trees and flowers. Hillsborough lacks sidewalks, but the streets are spacious enough for walking dogs and biking. The neighborhood boasts an adults-only pool at its recreation center, while nearby golf options include the 27-hole Evans Prairie Country Club and the nine-hole Palmetto and Mangrove Executive Golf Courses. Residents can shop at Aldi, Publix, and Lowe's on Sumter County Road 466A, or visit Brownwood Paddock Square, less than 2 miles away, for dining and specialty shops. Dining options include Fiesta Grande for Mexican cuisine and Prima Italian Steakhouse. For travel, State Route 44 and Florida’s Turnpike provide access to Orlando, about 55 miles away.

Frequently Asked Questions

Is Village of Hillsborough a good place to live?
Village of Hillsborough is a good place to live. Village of Hillsborough is considered very car-dependent and somewhat bikeable. Village of Hillsborough is a neighborhood with a crime score of 2, making it safer than the average neighborhood in the U.S. Village of Hillsborough has 1 park for recreational activities. It has a median age of 73. The average household income is $100,070 which is above the national average. College graduates make up 53.1% of residents. A majority of residents in Village of Hillsborough are home owners, with 4.6% of residents renting and 95.4% of residents owning their home. A local real estate agent serving Village of Hillsborough can help you decide if this neighborhood is the right one for you. Learn more on our Village of Hillsborough neighborhood guide.
Is Village of Hillsborough, FL a safe neighborhood?
Village of Hillsborough, FL is safer than the average neighborhood in the United States. It received a crime score of 2 out of 10.
How much do you need to make to afford a house in Village of Hillsborough?
The median home price in Village of Hillsborough is $582,450. If you put a 20% down payment of $116,500 and had a 30-year fixed mortgage with an interest rate of 6.81%, your estimated principal and interest payment would be $3,040 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $130K a year to afford the median home price in Village of Hillsborough. The average household income in Village of Hillsborough is $100K.
What are the best public schools in Village of Hillsborough?
The best public schools that serve Village of Hillsborough are:
What are the most popular zip codes in Village of Hillsborough, Wildwood, FL?
The most popular zip codes in Village of Hillsborough, Wildwood, FL include 34473, 34748, 34476, 34491 and 34481.
What are the most popular neighborhoods near Village of Hillsborough, Wildwood, FL?
The most popular neighborhoods near Village of Hillsborough, Wildwood, FL are Village of Dunedin, Village of Collier, Village of Fernandina, Village of Gilchrist and Village of Pinellas.

Home Trends in Village of Hillsborough, FL

Home Trends

Median Price (12 Mo)
$560,000
Median Single Family Price
$487,500
Average Price Per Sq Ft
$308
Number of Homes for Sale
5
Last 12 months Home Sales
27
Months of Supply
2.20
Median List Price
$582,450
Median Discount From 1st List Price
5%
Median Home Sale Price YoY Change
7%
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