The Oaks Boulevard, Kissimmee, FL

Everything we know about The Oaks Boulevard in Kissimmee: what is for sale, what has sold, what the homes are like and which communities the street runs through — from the MLS record and county parcel data, refreshed nightly.

180 homes sit on The Oaks Boulevard in Kissimmee, FL (ZIP 34746), built 1996–2005, a typical 2,254 sq ft with 4 bedrooms. 6 are for sale right now from $345,000 to $555,000. 6 closed in the last 12 months at a median of $422,500. Homes that sold since 2023 went for a median $420,600.

For sale on The Oaks Boulevard now

2321 The Oaks Boulevard, home for sale on The Oaks Boulevard
$555,000
5 bd · 3.5 ba · 3,592 sq ft · built 2002
2321 The Oaks Boulevard
Listing courtesy of PROFESSIONAL REAL ESTATE TEAM
1524 The Oaks Boulevard, home for sale on The Oaks Boulevard
$534,900
4 bd · 2.5 ba · 2,829 sq ft · built 1997
1524 The Oaks Boulevard
Listing courtesy of PREMIER SOTHEBYS INT'L REALTY
2106 The Oaks Boulevard, home for sale on The Oaks Boulevard
$419,995
4 bd · 2 ba · 2,045 sq ft · built 2004
2106 The Oaks Boulevard
Listing courtesy of CENTRIC REALTY SERVICES LLC
2114 The Oaks Boulevard, home for sale on The Oaks Boulevard
$400,000
3 bd · 2 ba · 2,609 sq ft · built 2003
2114 The Oaks Boulevard
Listing courtesy of SOVEREIGN REAL ESTATE GROUP
1953 The Oaks Boulevard, home for sale on The Oaks Boulevard
$375,000
4 bd · 2 ba · 2,038 sq ft · built 2003
1953 The Oaks Boulevard
Listing courtesy of OMG REALTY & MGMT OF FL LLC
1944 The Oaks Boulevard, home for sale on The Oaks Boulevard
$345,000
4 bd · 2 ba · 2,288 sq ft · built 2003
1944 The Oaks Boulevard
Listing courtesy of PRESTIGE REALTY GROUP LLC

Recent sales on The Oaks Boulevard

AddressSoldClosedBeds / bathsSq ft
2460 The Oaks Boulevard$545,0002026-08-075 / 3.03,416
2172 The Oaks Boulevard$380,0002026-05-224 / 2.02,151
2181 The Oaks Boulevard$415,0002026-01-154 / 2.02,017
2081 The Oaks Boulevard$430,0002025-12-194 / 3.53,486
2141 The Oaks Boulevard$340,0002025-12-193 / 2.01,839
2260 The Oaks Boulevard$451,0002025-10-245 / 4.03,546

The homes on The Oaks Boulevard

180 single-family. Built by decade: 1990s 57, 2000s 123.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
2460 The Oaks Boulevard$545,0002026-08-0720033,416
2172 The Oaks Boulevard$380,0002026-05-2220032,151
2181 The Oaks Boulevard$415,0002026-01-1520022,017
2081 The Oaks Boulevard$430,0002025-12-1920043,486
2141 The Oaks Boulevard$340,0002025-12-1920051,839
2260 The Oaks Boulevard$451,0002025-10-2420023,546
1560 The Oaks Boulevard$395,0002025-09-2619961,538
2165 The Oaks Boulevard$355,0002025-08-2520032,720
2221 The Oaks Boulevard$340,0002025-07-1020032,006
1530 The Oaks Boulevard$465,0002025-07-0719982,226
1590 The Oaks Boulevard$360,0002025-07-0219961,538
2281 The Oaks Boulevard$460,0002025-05-1720032,036
1665 The Oaks Boulevard$457,0002024-06-0519972,249
1524 The Oaks Boulevard$520,0002024-04-1219972,829
2499 The Oaks Boulevard$400,0002024-04-0520012,604
2176 The Oaks Boulevard$499,0002024-02-2920033,563
2094 The Oaks Boulevard$300,0002024-01-0220041,874
1625 The Oaks Boulevard$425,0002023-07-1019972,303
1897 The Oaks Boulevard$500,0002023-06-3019982,829
1999 The Oaks Boulevard$370,0002023-06-2820031,808

Communities along The Oaks Boulevard

How to read this

Home counts, build years, sizes and last sales come from the county parcel record joined to MLS history; listings and 12-month closings from the live MLS feeds as of October 14, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 2,917 homes for sale in Kissimmee, homes for sale in 34746.

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Common questions

How many homes are on The Oaks Boulevard in Kissimmee?

180 homes in the parcel and MLS record, built between 1996 and 2005.

Are there homes for sale on The Oaks Boulevard?

6 listed right now, from $345,000.

What do homes on The Oaks Boulevard sell for?

The median closing over the last 12 months was $422,500.