Middleton Real Estate

Middleton, Florida

Middleton is an exciting new planned community located adjacent to The Villages in Sumter County, Florida. Designed with families in mind, Middleton offers a fresh take on Florida living—combining the charm and convenience of a master-planned neighborhood with modern amenities, parks, and walkable schools. As a sister community to The Villages, Middleton brings a multigenerational appeal to Central Florida’s fastest-growing region.

Popular Property Types in Middleton

New construction single-family homes

Townhomes in family-friendly neighborhoods

Modern homes with energy-efficient features

Properties near parks, trails, and schools

Investment and rental-friendly opportunities

Life in Middleton is vibrant, community-driven, and thoughtfully designed. With access to A-rated charter schools, green spaces, playgrounds, and bike-friendly infrastructure, it’s perfect for families looking to put down roots. Plus, residents benefit from proximity to the amenities of The Villages, including shopping, healthcare, and entertainment—without being in a 55+ community themselves.

Why Buy in Middleton

Middleton offers the rare opportunity to own a brand-new home in a growing, multigenerational community near one of Florida’s most dynamic retirement destinations. With strong demand, thoughtful planning, and continued investment in the region, property values are poised for growth. Whether you're relocating, upgrading, or investing, Middleton is one of Central Florida’s most promising new addresses.

Let EMERALD Realty Brokerage help you find your new home in Middleton, Florida. Our team specializes in Central Florida’s emerging communities and will guide you through every step of the buying process. Contact us today to explore the latest listings and opportunities in Middleton!

7969 BYERS ST

$850,000

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Most Expensive

7969 BYERS ST

$850,000

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Least Expensive

7328 CATINAZZO COURT

$203900

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Middleton Listings Summary

Middleton - Town vs. County Stats

Avg Price in Middleton: $508,000 / County Avg $488,600

104%

Avg Taxes in Middleton: $6,800 / County Avg $3,200

211%

Avg Sq. Ft. in Middleton: 2,137 / County Avg 1,825

117%

Avg Price per/sqft in Middleton:$238 / County Avg $268

89%

Avg Year Built in Middleton: 2024 / County Avg 2005

101%

Avg Days on Website in Middleton: 102 / County Avg 104

98%

Middleton Real Estate Market Health

New Listings

Reductions

Foreclosures

Short Sales

Areas in Middleton FL
Okahumpka

Neighborhoods in Middleton FL
MIDDLETON PHASE 3
MIDDLETON UN #4
N/A

EMERALD Realty Brokerage

1990 Main Street Suite 750
Sarasota, FL 34236

Additional:

1825 Ponce De Leon BLVD, #491
Coral Gables, FL 33134

Should you require assistance in navigating our website or searching for real estate, please contact our offices at 941-740-5411.

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Copyright © MFRMLS.com All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated Last updated on September 13, 2026 6:29 AM UTC The listing information on this page last changed on Last updated on September 13, 2026 6:29 AM UTCd. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MFR MLS. All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Updated on September 13, 2026 6:29 AM UTC

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Copyright Southeast Florida Multiple Listing Service © 2026. Accuracy of listing information is not guaranteed. Listing information is provided for personal consumer, non-commercial use, solely to identify potential properties for potential purchase. All other use is strictly prohibited, is a violation of the terms of use, and may violate federal and state law. Data Last Updated: September 13, 2026 6:59 AM UTC

All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Multiple Listing Service. Real estate listings held by brokerage firms other than EMERALD Realty Brokerage may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. Copyright ©2026 All rights reserved. Last Updated: September 13, 2026 6:29 AM UTC Show More...