Skip main navigation
Sold for $460,000
  • $460,000

    1550 REGAL OAK DRIVE, KISSIMMEE, FL 34744

    4beds
    2,312sqft
    Single Family Residence
    Built in 1983
    0.34 Acres Lot
    $453,800 Zestimate®
    $199/sqft
    $3,055 Estimated rent

    Home value

    $453,800

    $431,000 - $476,000

    $3,055/mo

    Zestimate® history
    Loading
    Loading...

    Owner options

    List your home for rent

    $3,055/mo

    Rent Zestimate®

    Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.

    Learn more

    $3,055/mo

    Rent Zestimate®

    Refinance and save

    $3,068/mo

    Est. payment

    Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.

    See today's rates

    $3,068/mo

    Est. payment

    Explore your selling options

    Work with a Zillow partner agent

    Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.

    Get started

    List with your own agent

    Get your home in front of millions of buyers by listing it on Zillow.

    Learn how to do it

    Sell it yourself

    Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).

    List your home

    What's special

    Private poolResurfaced saltwater poolMature oak treesSoffit replacementSealed brick exteriorOversized homesitesOversized lot
    Welcome to one of the best opportunities in Regal Oak Shores, one of Kissimmee's most established communities, where oversized homesites, mature oak trees, and timeless charm create a setting that is increasingly difficult to find. This beautifully maintained 4 bedroom, 2 bathroom pool home sits on a spacious .34 acre lot and offers over 2,300 square feet of comfortable living space filled with natural light. Designed for both everyday living and entertaining, the home features an updated kitchen, two stunning wood burning brick fireplaces, ceramic tile throughout, and a resurfaced saltwater pool completed in 2026 with warranty. The seller is paying off the solar panel system at closing, allowing the new owner to enjoy exceptionally low to nearly zero electric bills while benefiting from additional major upgrades including a 2016 roof, 2018 HVAC system, 2019 hybrid water heater, 2018 drain field replacement, 2019 Hardie Board siding, sealed brick exterior, new pool pump, saltwater system, updated garage door opener and springs, and soffit replacement, providing years of peace of mind. Ideally located just minutes from the Florida Turnpike, Orlando International Airport, Lake Nona Medical City, shopping, restaurants, hospitals, and Central Florida's world famous attractions including Disney and Universal, this home combines location, value, energy efficiency, and lifestyle in one exceptional package. Homes in Regal Oak Shores with this level of upgrades, a private pool, oversized lot, and no HOA rarely become available, making this a unique opportunity you do not want to miss.

    Zillow last checked:

    Listing updated:

    Listed by:

    Maria Santacruz 407-552-8213,

    KELLER WILLIAMS LEGACY REALTY 407-855-2222

    Bought with:

    Kristin Mcintosh, PA, 3472603

    EXP REALTY LLC

    Kathryn West, 3353945

    EXP REALTY LLC

    Source: Stellar MLS,MLS#: S5150034MLS LogoOriginating MLS: Osceola

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 2
    • Full bathrooms: 2
    Primary bedroom
    • Features: Walk-In Closet(s)
    • Level: First
    • Area: 204 Square Feet
    • Dimensions: 12x17
    Kitchen
    • Level: First
    • Area: 204 Square Feet
    • Dimensions: 17x12
    Living room
    • Level: First
    • Area: 210 Square Feet
    • Dimensions: 14x15
    Heating
    • Central
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Range
    • Laundry: Laundry Room
    Features
    • Ceiling Fan(s)
    • Flooring: Ceramic Tile
    • Has fireplace: Yes
    • Fireplace features: Living Room, Stone, Wood Burning
    Interior area
    • Total structure area: 2,795
    • Total interior livable area: 2,312 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Garage - Attached
    • Attached garage spaces: 2
    Features
    • Levels: One
    • Stories: 1
    • Exterior features: Sidewalk
    • Has private pool: Yes
    • Pool features: In Ground, Lighting, Salt Water
    Lot
    • Size: 0.34 Acres
    Details
    • Parcel number: 022629479100010200
    • Zoning: ORS1
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Cement Siding, Stone
    • Foundation: Slab
    • Roof: Shingle
    Condition
    • New construction: No
    • Year built: 1983

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Public
    • Utilities for property: Private, Public

    Community & HOA

    Community
    • Pet fee: $0 monthly
    • Subdivision: REGAL OAK SHORES UNIT 4
    HOA
    • Has HOA: No
    Location
    • Region: Kissimmee

    Financial & listing details

    • Price per square foot: $199/sqft
    • Tax assessed value: $392,900
    • Annual tax amount: $3,426
    • Date on market: 5/15/2026
    • Cumulative days on market: 52 days
    • Listing terms: Cash,Conventional,FHA,VA Loan
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Road surface type: Asphalt

    Price history

    DateEventPrice
    8/13/2026Sold$460,000$199/sqft
    Source: Stellar MLS #S5150034 Report a problem
    8/11/2026Listed for sale$460,000$199/sqft
    Source: Stellar MLS #S5150034 Report a problem
    7/8/2026Contingent$460,000$199/sqft
    Source: Stellar MLS #S5150034 Report a problem
    7/7/2026Pending sale$460,000$199/sqft
    Source: Stellar MLS #S5150034 Report a problem
    6/29/2026Price change$460,000-2.1%$199/sqft
    Source: Stellar MLS #S5150034 Report a problem
    6/9/2026Price change$470,000-2.1%$203/sqft
    Source: Stellar MLS #S5150034 Report a problem
    5/15/2026Listed for sale$480,000+84.6%$208/sqft
    Source: Stellar MLS #S5150034 Report a problem
    5/19/2017Sold$260,000-3.1%$112/sqft
    Source: Public Record Report a problem
    9/10/2016Listed for sale$268,300+7.8%$116/sqft
    Source: LATITUDE 28 REAL ESTATE BROKER #S4835990 Report a problem
    4/28/2016Listing removed$249,000$108/sqft
    Source: LATITUDE 28 REAL ESTATE BROKER #S4820644 Report a problem
    3/8/2016Listed for sale$249,000+60.6%$108/sqft
    Source: LATITUDE 28 REAL ESTATE BROKER #S4820644 Report a problem
    4/13/2015Sold$155,000-18%$67/sqft
    Source: Public Record Report a problem
    4/7/2015Pending sale$189,080-14.2%$82/sqft
    Source: CARRINGTON REAL ESTATE SERVICE #S4807089 Report a problem
    11/14/2014Listed for sale$220,480$95/sqft
    Source: Carrington Real Estate Service #S4807089 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$3,426 +5.4%$392,900 +3.5%
    2024$3,250 +2.2%$379,500 +6%
    2023$3,180 +4.4%$358,100 +20.4%
    2022$3,046 +0.8%$297,500 +16.7%
    2021$3,021 +1.7%$255,000 +5.8%
    2020$2,970 +1.5%$241,000 +5.2%
    2019$2,925 $229,100 +15%
    2018$2,925 +3.6%$199,157 -4%
    2017$2,823 -17.5%$207,500 +22.7%
    2016$3,423 +12.5%$169,100 +7.8%
    2015$3,042 +64.6%$156,900 +19.8%
    2014$1,848 $130,992 +1.5%
    2013-- $129,057 +1.7%
    2012-- $126,900 -4.9%
    2011-- $133,500 -5%
    2010-- $140,500 -17%
    2009-- $169,300 -30.5%
    2008-- $243,600 -3%
    2007-- $251,200 +15.1%
    2006-- $218,200 +28.4%
    2005-- $169,900 +17.6%
    2004-- $144,500
    2003-- $144,500 +8.2%
    2002$1,771 +2%$133,522 +1.6%
    2001$1,736 +1.5%$131,419 +3%
    2000$1,710 $127,591
    Find assessor info on the county website

    Neighborhood: 34744

    Nearby schools

    GreatSchools rating
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $453,800
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $453,800