Windsor Hills Resort townhomes

    WINDSOR HILLS RESORT

    Townhomes for Sale

    Considering Ownership?

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    The Perfect Balance for Vacation Rental Investors

    Discover the ideal middle ground in vacation rental investing with Windsor Hills Resort's luxurious townhomes, situated just minutes from Walt Disney World. These sought-after 3-bedroom, 3-bathroom properties offer investors the perfect blend of space and value, typically ranging from 1,500 to 1,700 square feet of thoughtfully designed living space.

    Windsor Hills townhomes are popular with vacationing families who want more space than a condo but at a more accessible price point than a full single-family home. Many feature private splash pools, which are a major selling point for vacation rental guests.

    With lower purchase prices and HOA fees compared to single-family homes, townhomes offer an excellent return on investment while still providing the resort amenities and prime location that make Windsor Hills one of Florida's top vacation communities.

    Free Income & Expense Report

    See exactly how much Windsor Hills vacation homes earn. Get real rental income data, expense breakdowns, and ROI projections — delivered straight to your inbox.

    Considering Ownership?Click Here for Free Income Report

    Windsor Hills Townhome Market

    Live active and sold data for Windsor Hills Resort townhomes.

    Figures are calculated live from current Windsor Hills Resort MLS data for this property type. Sold metrics cover closings in the last 180 days.

    Windsor Hills Townhomes for Sale

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    10 properties for sale in Windsor Hills Resort

    2530 Maneshaw Lane, Windsor Hills ResortFor Sale
    Private Pool
    1 / 26

    $419,000

    2530 Maneshaw Lane

    Kissimmee, FL 34747

    3 bd 3 ba 1,440 sqft

    MLS# O6421480

    Courtesy of Exp Realty Llc

    7683 Fitzclarence Street, Windsor Hills ResortFor Sale
    Private Pool
    1 / 58

    $395,000

    7683 Fitzclarence Street

    Kissimmee, FL 34747

    3 bd 3 ba 1,440 sqft

    MLS# O6421663

    Courtesy of Kressler Real Estate

    7677 Fitzclarence Street, Windsor Hills ResortFor Sale
    Private Pool
    1 / 45

    $414,900

    7677 Fitzclarence Street

    Kissimmee, FL 34747

    3 bd 3 ba 1,440 sqft

    MLS# S5152612

    Courtesy of Real Broker, Llc

    7654 Otterspool Street, Windsor Hills ResortFor Sale
    Private Pool
    1 / 77

    $394,000

    7654 Otterspool Street

    Kissimmee, FL 34747

    3 bd 3 ba 1,440 sqft

    MLS# O6417354

    Courtesy of La Rosa Realty Llc

    7667 Otterspool Street, Windsor Hills ResortFor Sale
    Private Pool
    1 / 29

    $449,000

    7667 Otterspool Street

    Kissimmee, FL 34747

    3 bd 3 ba 1,440 sqft

    MLS# S5151169

    Courtesy of Real Broker, Llc

    7674 Otterspool Street, Windsor Hills ResortFor Sale
    Private Pool
    1 / 62

    $425,000

    7674 Otterspool Street

    Kissimmee, FL 34747

    3 bd 3 ba 1,440 sqft

    MLS# O6413246

    Courtesy of La Rosa Realty Llc

    2545 Renshaw Street, Windsor Hills ResortFor Sale
    Private Pool
    1 / 31

    $419,000

    2545 Renshaw Street

    Kissimmee, FL 34747

    3 bd 3 ba 1,440 sqft

    MLS# O6404535

    Courtesy of Epic Florida Realty Llc

    2556 Renshaw Street, Windsor Hills ResortFor Sale
    Private Pool
    1 / 26

    $400,000

    2556 Renshaw Street

    Kissimmee, FL 34747

    3 bd 3 ba 1,440 sqft

    MLS# O6393304

    Courtesy of Luxe Properties Llc

    7681 Sir Kaufmann Court, Windsor Hills ResortFor Sale
    Private Pool
    1 / 38

    $410,000

    7681 Sir Kaufmann Court

    Kissimmee, FL 34747

    3 bd 3 ba 1,440 sqft

    MLS# O6371332

    Courtesy of Stockworth Realty Group

    7663 Sir Kaufmann Court, Windsor Hills ResortFor Sale
    Private Pool
    1 / 40

    $380,000

    7663 Sir Kaufmann Court

    Kissimmee, FL 34747

    3 bd 3 ba 1,440 sqft

    MLS# O6353629

    Courtesy of Blue Lighthouse Realty Inc

    Stellar MLS

    Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

    IDX information is provided exclusively 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. Data is deemed reliable but is not guaranteed by MLS GRID. Sold properties may have been listed or sold by various participants in the MLS.

    Townhome Highlights

    3-Bed, 3-Bath

    Spacious 1,500-1,700 sq ft townhomes with thoughtfully designed living areas across multiple floors.

    Private Splash Pools

    Many townhomes feature private splash pools — a huge draw for families booking vacation rentals.

    Excellent Value

    Lower entry price than single-family homes while still commanding strong nightly rental rates.

    Sleeps 8+

    Multiple bedrooms and baths make these ideal for families and small groups visiting Orlando.

    Floor Plans

    Windsor Hills Saddlebrook Interior Unit floor plan

    Model: Saddlebrook Interior Unit

    3 bedroom3 bath1,390 sq ft
    Windsor Hills Saddlebrook Exterior Unit floor plan

    Model: Saddlebrook Exterior Unit

    3 bedroom3 bath1,416 sq ft

    Let's Talk

    Ready to Find Your Dream Vacation Home?

    Contact Holiday Realty LLC today for a free consultation. We'll help you buy or sell your Windsor Hills Resort property.