Contact One Click Broker
Contacting One Click Broker
  • All fields are required.
Schedule A Showing
Schedule a Showing.
  • All fields are required.
Check this box to Register with us:
Submit an Offer Now!
Submit an Offer Now!
All fields are required.
Print Flyer
1202 Winding Cypress Court, KISSIMMEE, FL 34746
Active
  1. Image 1 of 41 For 1202 Winding Cypress Court
  2. Image 2 of 41 For 1202 Winding Cypress Court
  3. Image 3 of 41 For 1202 Winding Cypress Court
  4. Image 4 of 41 For 1202 Winding Cypress Court
  5. Image 5 of 41 For 1202 Winding Cypress Court
  6. Image 6 of 41 For 1202 Winding Cypress Court
  7. Image 7 of 41 For 1202 Winding Cypress Court
  8. Image 8 of 41 For 1202 Winding Cypress Court
  9. Image 9 of 41 For 1202 Winding Cypress Court
  10. Image 10 of 41 For 1202 Winding Cypress Court
  11. Image 11 of 41 For 1202 Winding Cypress Court
  12. Image 12 of 41 For 1202 Winding Cypress Court
  13. Image 13 of 41 For 1202 Winding Cypress Court
  14. Image 14 of 41 For 1202 Winding Cypress Court
  15. Image 15 of 41 For 1202 Winding Cypress Court
  16. Image 16 of 41 For 1202 Winding Cypress Court
  17. Image 17 of 41 For 1202 Winding Cypress Court
  18. Image 18 of 41 For 1202 Winding Cypress Court
  19. Image 19 of 41 For 1202 Winding Cypress Court
  20. Image 20 of 41 For 1202 Winding Cypress Court
  21. Image 21 of 41 For 1202 Winding Cypress Court
  22. Image 22 of 41 For 1202 Winding Cypress Court
  23. Image 23 of 41 For 1202 Winding Cypress Court
  24. Image 24 of 41 For 1202 Winding Cypress Court
  25. Image 25 of 41 For 1202 Winding Cypress Court
  26. Image 26 of 41 For 1202 Winding Cypress Court
  27. Image 27 of 41 For 1202 Winding Cypress Court
  28. Image 28 of 41 For 1202 Winding Cypress Court
  29. Image 29 of 41 For 1202 Winding Cypress Court
  30. Image 30 of 41 For 1202 Winding Cypress Court
  31. Image 31 of 41 For 1202 Winding Cypress Court
  32. Image 32 of 41 For 1202 Winding Cypress Court
  33. Image 33 of 41 For 1202 Winding Cypress Court
  34. Image 34 of 41 For 1202 Winding Cypress Court
  35. Image 35 of 41 For 1202 Winding Cypress Court
  36. Image 36 of 41 For 1202 Winding Cypress Court
  37. Image 37 of 41 For 1202 Winding Cypress Court
  38. Image 38 of 41 For 1202 Winding Cypress Court
  39. Image 39 of 41 For 1202 Winding Cypress Court
  40. Image 40 of 41 For 1202 Winding Cypress Court
  41. Image 41 of 41 For 1202 Winding Cypress Court
Property Photos
1202 Winding Cypress Court
Image Gallery
Would you like to sell your home before you purchase this one?
Priced at Only: $420,000
For more Information Call:
Address: 1202 Winding Cypress Court, KISSIMMEE, FL 34746
Property Location and Similar Properties
All
Similar
  1. Image 1 of 41 For 1202 Winding Cypress Court
  2. Image 2 of 41 For 1202 Winding Cypress Court
  3. Image 3 of 41 For 1202 Winding Cypress Court
  4. Image 4 of 41 For 1202 Winding Cypress Court
  5. Image 5 of 41 For 1202 Winding Cypress Court
  6. Image 6 of 41 For 1202 Winding Cypress Court
  7. Image 7 of 41 For 1202 Winding Cypress Court
  8. Image 8 of 41 For 1202 Winding Cypress Court
  9. Image 9 of 41 For 1202 Winding Cypress Court
  10. Image 10 of 41 For 1202 Winding Cypress Court
  11. Image 11 of 41 For 1202 Winding Cypress Court
  12. Image 12 of 41 For 1202 Winding Cypress Court
  13. Image 13 of 41 For 1202 Winding Cypress Court
  14. Image 14 of 41 For 1202 Winding Cypress Court
  15. Image 15 of 41 For 1202 Winding Cypress Court
  16. Image 16 of 41 For 1202 Winding Cypress Court
  17. Image 17 of 41 For 1202 Winding Cypress Court
  18. Image 18 of 41 For 1202 Winding Cypress Court
  19. Image 19 of 41 For 1202 Winding Cypress Court
  20. Image 20 of 41 For 1202 Winding Cypress Court
  21. Image 21 of 41 For 1202 Winding Cypress Court
  22. Image 22 of 41 For 1202 Winding Cypress Court
  23. Image 23 of 41 For 1202 Winding Cypress Court
  24. Image 24 of 41 For 1202 Winding Cypress Court
  25. Image 25 of 41 For 1202 Winding Cypress Court
  26. Image 26 of 41 For 1202 Winding Cypress Court
  27. Image 27 of 41 For 1202 Winding Cypress Court
  28. Image 28 of 41 For 1202 Winding Cypress Court
  29. Image 29 of 41 For 1202 Winding Cypress Court
  30. Image 30 of 41 For 1202 Winding Cypress Court
  31. Image 31 of 41 For 1202 Winding Cypress Court
  32. Image 32 of 41 For 1202 Winding Cypress Court
  33. Image 33 of 41 For 1202 Winding Cypress Court
  34. Image 34 of 41 For 1202 Winding Cypress Court
  35. Image 35 of 41 For 1202 Winding Cypress Court
  36. Image 36 of 41 For 1202 Winding Cypress Court
  37. Image 37 of 41 For 1202 Winding Cypress Court
  38. Image 38 of 41 For 1202 Winding Cypress Court
  39. Image 39 of 41 For 1202 Winding Cypress Court
  40. Image 40 of 41 For 1202 Winding Cypress Court
  41. Image 41 of 41 For 1202 Winding Cypress Court
Request More Information
  • All fields are required.
Virtual Tour
More Like This
  • MLS#: S5144891 ( Residential )
  • Street Address: 1202 Winding Cypress Court
  • Viewed: 47
  • Price: $420,000
  • Price sqft: $167
  • Waterfront: No
  • Year Built: 2003
  • Bldg sqft: 2509
  • Bedrooms: 4
  • Total Baths: 4
  • Full Baths: 3
  • 1/2 Baths: 1
  • Garage / Parking Spaces: 2
  • Days On Market: 12
  • Additional Information
  • Geolocation: 28.2727 / -81.465
  • County: OSCEOLA
  • City: KISSIMMEE
  • Zipcode: 34746
  • Subdivision: Cumbrian Lakes
  • Provided by: TEAM DONOVAN
  • Contact: James Donovan
  • 407-705-2616
  • mfrmls
  • DMCA Notice
  • Description
    Discover this stunning, fully furnished 4 bedroom, 3.5 bathroom retreat at 1202 Winding Cypress Ct, perfectly positioned in the prestigious gated community of Cumbrian Lakes. Designed for versatility, this home is an ideal fit for primary residents seeking peace, vacation buyers seeking a turnkey escape, or investors seeking a short term rental. The open interior flows seamlessly to a private, screened in oasis featuring a sparkling south facing pool and spa with a serene pond viewthe ultimate backdrop for Florida evenings. For added entertainment, the garage has been converted into a game room, ensuring fun for all ages right at home. Living in the Cumbrian Lakes means enjoying 120 acres of lush conservation land, four natural lakes, and a host of amenities, including a children's playground. This prime location offers the best of Central Florida, situated just minutes from the magic of Walt Disney World, Universal Studios, and SeaWorld. You are also well positioned near the vibrant dining and shopping of the US 192 corridor and The Loop, with easy access to Orlando International Airport. Whether you are looking for a lakeside sanctuary or a strategic investment near world class attractions, this property offers it all.
Payment Calculator
  •   Principal & Interest -
  •   Property Tax $
  •   Home Insurance $
  •   HOA Fees $
  •   Mortgage Insurance-
  •   Monthly -
Features
Building and Construction
  • Covered Spaces: 0.00
  • Exterior Features: Sidewalk
  • Flooring: Carpet, Tile
  • Living Area: 1830.00
  • Roof: Shingle
Garage and Parking
  • Garage Spaces: 2.00
  • Open Parking Spaces: 0.00
Eco-Communities
  • Pool Features: In Ground, Screen Enclosure
  • Water Source: Public
Utilities
  • Carport Spaces: 0.00
  • Cooling: Central Air
  • Heating: Central, Electric
  • Pets Allowed: Yes
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Cable Available, Electricity Available, Phone Available, Public, Water Available
Finance and Tax Information
  • Home Owners Association Fee Includes: Maintenance Grounds, Other, Recreational Facilities
  • Home Owners Association Fee: 175.00
  • Insurance Expense: 0.00
  • Net Operating Income: 0.00
  • Other Expense: 0.00
  • Tax Year: 2025
Other Features
  • Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Association Name: Sentry Management / Julie Antonides
  • Association Phone: 407-846-6323
  • Country: US
  • Furnished: Furnished
  • Interior Features: Ceiling Fans(s)
  • Legal Description: CUMBRIAN LAKES RESORT PHASE 2 PB 13 PG 79-100 LOT 112
  • Levels: One
  • Area Major: 34746 - Kissimmee (West of Town)
  • Occupant Type: Owner
  • Parcel Number: 36-25-28-1273-0001-1120
  • Views: 47
  • Zoning Code: KMPU
Similar Properties

Active
Details for 4603 Cumbrian Lakes Drive, KISSIMMEE, FL 34746
$449,500.00 ($149.83 / sqft )

4603 Cumbrian Lakes Drive Virtual Tour More Like This

*** Motivated Seller! Property has already appraised at $460k.*** BRAND NEW A/C unit installed October 2025.*** This 5 bedroom 3.5 bathroom fully furnished pool home is located in the gated community

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 4
  3. Approx. 3000 sqft
  1. MLSID: S5116342
  2. Provided by THE PROPERTY FIRM
  3. Contact Kathryn Shevlin
  4. mfrmls
  5. DMCA Notice
44 Pictures and Information
Active
Details for 947 Emerald Green Court, KISSIMMEE, FL 34746
$429,000.00 ($154.10 / sqft )

947 Emerald Green Court Virtual Tour More Like This

PRIME LOCATION FULLY FURNISHED PRICED TO SELL! Discover this 4 bedroom, 3.5 bathroom single family home in the highly sought after Crystal Cove Resort, a gated vacation community in Kissimmee. Wh

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 4
  3. Approx. 2784 sqft
  1. MLSID: S5120069
  2. Provided by LPT REALTY, LLC
  3. Contact Ana Pagotto
  4. mfrmls
  5. DMCA Notice
62 Pictures and Information
Active
Details for 4528 Stella Street, KISSIMMEE, FL 34746
$428,000.00 ($148.25 / sqft )

4528 Stella Street Virtual Tour Reduced More Like This

Welcome to this never rented, fully furnished 4 bedroom, 4 bathroom home in the highly desirable gated community of Bellavida. This turnkey property is perfect as a primary residence, vacation home, o

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 4
  3. Approx. 2887 sqft
  1. MLSID: S5137285
  2. Provided by TEAM DONOVAN
  3. Contact James Donovan
  4. mfrmls
  5. DMCA Notice
63 Pictures and Information
Active
Details for 4484 Philadelphia Circle, KISSIMMEE, FL 34746
$434,900.00 ($119.25 / sqft )

4484 Philadelphia Circle Virtual Tour More Like This

Beautiful two story home featuring 5 bedrooms and 3.5 bathrooms, offering plenty of space and comfort for the whole family. This property includes a two car garage and is located in a very quiet and w

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 4
  3. Approx. 3647 sqft
  1. MLSID: S5140609
  2. Provided by TOP SAVING REALTY
  3. Contact Sonya Dietsch
  4. mfrmls
  5. DMCA Notice
56 Pictures and Information
Active
Details for 2717 Eagle Cliff Drive, KISSIMMEE, FL 34746
$500,000.00 ($135.94 / sqft )

2717 Eagle Cliff Drive Virtual Tour More Like This

One or more photo(s) has been virtually staged. Experience ultimate privacy and resort style living in this stunning 4 bedroom, 3.5 bath home located on a rare, premium lot with NO rear neighbors and

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 4
  3. Approx. 3678 sqft
  1. MLSID: S5141957
  2. Provided by KELLER WILLIAMS REALTY AT THE LAKES
  3. Contact Tyler Landon
  4. mfrmls
  5. DMCA Notice
56 Pictures and Information
Active
Details for 4774 Cumbrian Lakes Drive, KISSIMMEE, FL 34746
$429,999.00 ($171.38 / sqft )

4774 Cumbrian Lakes Drive Virtual Tour More Like This

Welcome to this beautiful home located at 4774 Cumbrian Lakes Dr, Kissimmee, nestled inside the desirable gated community of Cumbrian Lakes with low HOA fees and a peaceful, private atmosphere. Thi

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 4
  3. Approx. 2509 sqft
  1. MLSID: S5145366
  2. Provided by MELENTREE REALTY LLC
  3. Contact Gabe Porfilio
  4. mfrmls
  5. DMCA Notice
40 Pictures and Information
Active
Details for 4733 Cumbriam Lakes Drive, KISSIMMEE, FL 34746
$499,000.00 ($173.51 / sqft )

4733 Cumbriam Lakes Drive Virtual Tour More Like This

Beautiful home located in the desirable Cumbrian Lakes community in Kissimmee. Spacious layout with great natural light, modern finishes, and a private backyard. Conveniently located near major highwa

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 4
  3. Approx. 2876 sqft
  1. MLSID: S5145397
  2. Provided by EXP REALTY LLC
  3. Contact Claudia Agudelo
  4. mfrmls
  5. DMCA Notice
36 Pictures and Information
Active
Details for 2660 Santosh Cove, KISSIMMEE, FL 34746
$450,000.00 ($170.46 / sqft )

2660 Santosh Cove Virtual Tour More Like This

Spectacular 4 Bedroom Home with Private Pool Turnkey Investment Opportunity! Step into this beautifully maintained 4 bedroom, 3.5 bath home located in the highly sought after gated community of Veran

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 4
  3. Approx. 2640 sqft
  1. MLSID: O6307690
  2. Provided by MIAMI TANGO INVESTMENTS REALTY
  3. Contact Moses Nae
  4. mfrmls
  5. DMCA Notice
28 Pictures and Information
Active
Details for 2298 The Oaks Boulevard, KISSIMMEE, FL 34746
$474,900.00 ($111.48 / sqft )

2298 The Oaks Boulevard Virtual Tour Reduced More Like This

Welcome to your dream home in The Oaks, one of Kissimmees most sought after golf communities. Surrounded by mature trees and pristine fairways, this beautifully upgraded 5 bedroom, 3.5 bathroom reside

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 4
  3. Approx. 4260 sqft
  1. MLSID: O6325623
  2. Provided by CINO INTERNATIONAL INC
  3. Contact Hao Jun Chang
  4. mfrmls
  5. DMCA Notice
29 Pictures and Information
Active
Details for 121 Las Fuentes Drive, KISSIMMEE, FL 34746
$490,000.00 ($170.91 / sqft )

121 Las Fuentes Drive Virtual Tour More Like This

RECENT PRICE REDUCTION!! SHORT TERM RENTAL ALLOWED!! Enjoy resort style living in this stunning two story pool home with 4 bedrooms and 4 bathrooms, each featuring a private en suite for added comfort

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 4
  3. Approx. 2867 sqft
  1. MLSID: O6343989
  2. Provided by NEWBERRY REALTY & DEV GRP INC.
  3. Contact Gylwerd Sevilla Oviedo
  4. mfrmls
  5. DMCA Notice
53 Pictures and Information
Nearby Subdivisions
Bass Lake Estates   Bella Isle Isles Of Bellalago   Bellalago   Bellalago Ph 03   Bellalago Ph 1x   Bellalago Ph 2n   Bellalago Ph 3   Bellalago Ph 3m   Bellalago Ph 4k   Bellalago Ph 4p   Bellalago Ph 5   Bellalago Ph 5j   Bellalago Ph 5j Sec 2   Bellalago Ph 5j Sec 3   Bellalago Ph 5j Section 2   Bellalago Ph 6h 6i   Bellalago Ph 7l   Bellalago Ph B2   Bellalago Ph5j Section 2   Bellalagoph 5j Sec 2   Bellavida   Bellavida Ph 01   Bellavida Ph 1   Bellavida Ph 2a   Bellavida Ph 2b   Bellavida Ph 2c   Bellavida Resort   Bobbie Jean Acres   Brighton Lakes   Brighton Lakes Ph 1   Brighton Lakes Ph 1 Parcel F   Brighton Lakes Ph 1 Parcels A    Brighton Lakes Ph 1 Prcl D   Brighton Lakes Ph 2 Prcl H   Brighton Lakes Ph 2 Prcl I   Brighton Lakes Ph I   Brighton Lk P1 Prcl G   Campbell Heights   Casa Bella   Chatham Park At Sausalito Ph 2   Chatham Park Ph 03   Concorde Estates   Concorde Estates Ph 1   Concorde Estates Ph 1b   Concorde Estates Ph 2   Concorde Estates Ph 2a   Concorde Estates Ph 2b   Cove At Storey Lake 4   Cove At Storey Lake 5   Cove At Storey Lake Ii   Cove At Storey Lake Iii   Covestorey Lake Ii   Covestorey Lake Iv   Covestorey Lk Ii   Covestorey Lk V   Crystal Cove Residence   Crystal Cove Resort   Cumbriam Lakes Dr   Cumbrian Lakes   Cumbrian Lakes Resort   Cumbrian Lakes Resort Ph 01   Cumbrian Lakes Resort Ph 1   Cumbrian Lakes Resort Ph 2   Cumbrian Lakes Resort Ph 3   Cypress Hammock   Cypress Hammock Ph 1   Cypress Hammock Ph 2   Cypress Shadows   Eagle Lake Ph 1   Eagle Lake Ph 2b   Eagle Lake Ph 3   Eagle Lake Ph 4a   Eagle Lake Ph 4b   Eagle Pointe   Eagle Pointe Ph 2   Eagle Pointe Ph 4   Eagle Pointeph 3   Eagles Nest At The Oaks   Evergreen Park   Fountains On Pleasant Hill Roa   Greenpoint Essential Bldg 1   Greenpoint Essential Hotel Con   Ham Brown Reserve Ph 1a 1b 1c    Harbor Shores   Hawks Run   Hidden Harbor   Indian Point Ph 1   Indian Point Ph 5   Indian Point Ph 6   Indian Point Ph 7   Indian Wells   Isles Of Bellalago   Isles Of Bellalago Ph 2   Knightsbridge 50s   Knightsbridge Ph 1   Lake Berkley Resort   Lake Berkley Resort Ph 02   Lake Berkley Resort Ph 2   Legacy Grand East Gate A Condo   Legacy Grand East Gate Condo   Liberty Village Ph 1   Liberty Village Ph 2   Liberty Vlg Ph 1   Lucaya Village Ph 2   Maingate Hotel Condo   Montego Bay   Na   Not Applicable   Oaks Ph 1 B1   Oaks Ph 1 B2   Orange Blossom Acres   Orangebranch Bay   Overoaks Rep 1   Pastures The   Pineridge Estates   Pleasant Hill Heights   Pleasant Hill Lakes   Pleasant Hill Trails   Seasons   Shingle Creek Reserve At The O   Shingle Crk Reserve Oaks Ph 3   Shingle Crk Reserveoaks Ph V   Shingle Crk Resrv At Oaks   Steeplechase   Storey Creek   Storey Creek Ph 1   Storey Creek Ph 2a   Storey Creek Ph 2a Pb 28 Pgs 1   Storey Creek Ph 2b   Storey Creek Ph 3a   Storey Creek Ph 3b 4   Storey Creek Ph 5   Storey Creek Ph 6   Storey Creek Ph6   Storey Lake   Storey Lake 4   Storey Lake Ii   Storey Lake Ii Cove   Storey Lake Iii   Storey Lake Ph 3   Storey Lake Ph I2   Storey Lake Tr K   Terra Verde   Terra Verde Ph 02   Terra Verde Ph 2   The Oaks   The Terraces At Storey Lake Co   Tohop Estates   Veranda Palms   Veranda Palms Ph 1c   Veranda Palms Ph 2a   Veranda Palms Ph 2b1   Veranda Palms Ph 2b22c   Verandahs   Whispering Oaks   Wilderness Ph 2 The   Wilderness Ph 3 The   Windmill Point   Windward Cay  
Skip to Main Content
  1. One Click Broker
  2. 800.557.8193
  3. Toll Free: 800.557.8193
  4. billing@brokeridxsites.com