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$389,950 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 2,063 Sq. Ft.
  • Updated 7 days ago
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Welcome to 2819 Maguire Drive, a beautifully maintained 4-bedroom, 2-bathroom residence located in the desirable gated community of Cypress Reserve in Kissimmee. Offering over 2,000 square feet of thoughtfully designed living space, this single-story home combines comfort, functionality, and an exceptional location. Upon entering, you'll be greeted by soaring vaulted ceilings, an open-concept floor plan, and abundant natural light that creates an inviting and spacious atmosphere. The well-appointed kitchen serves as the heart of the home, featuring a center island, 42-inch cabinetry, Corian countertops, ample pantry storage, and modern appliances, making it ideal for both everyday living and entertaining. The spacious primary suite provides a private retreat with a recently renovated en-suite bathroom highlighted by a large walk-in shower and dual walk-in closets, offering exceptional storage and convenience. Three additional bedrooms provide flexibility for family, guests, a home office, or hobby space. Step outside to the screened lanai and enjoy peaceful water views overlooking the community pond. The backyard offers mature landscaping and fruit trees, creating a relaxing outdoor setting perfect for morning coffee or evening gatherings. Additional highlights include a two-car attached garage, interior laundry room, updated HVAC system 2017, and a roof replacement completed in recent years 2018. Residents of Cypress Reserve enjoy access to outstanding community amenities, including a resort-style swimming pool, tennis courts, playground, park areas, and beautifully maintained common grounds. Ideally situated near The Loop shopping and entertainment district, this home offers convenient access to major highways, Orlando International Airport, world-famous attractions, dining, shopping, and top-rated recreational destinations. Whether you're seeking a primary residence, a second home, or an investment opportunity, 2819 Maguire Drive delivers the perfect blend of location, lifestyle, and value.

Full Property Details for 2819 Maguire Dr

General

  • Price: $389,950
  • HOA FEE: $100/month
  • Taxes: $6,508 (2025)
  • Status: Pending
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6413988
  • Updated: 7/4/2026
  • Added to Site: 32 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 9
  • Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), High Ceilings, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, Pest Guard System, Primary Bedroom Main Floor, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer, Water Softener
  • Furnishings: Unfurnished
  • Flooring: Ceramic Tile, Engineered Hardwood, Laminate

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Shared Amenities: Gated, Park, Playground, Pool, Recreation Facilities, Tennis Court(s)
  • Pool Description: Other
  • Security/Safety: Gated Community, Security System Owned, Smoke Detector(s)

Exterior

  • Exterior Features: Garden, Irrigation System, Rain Gutters, Sidewalk, Sliding Doors
  • Deck/Patio: Covered, Enclosed, Rear Porch, Screened
  • Porch/Patio/Deck: Covered, Enclosed, Rear Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34741 - Kissimmee (Downtown East)
  • County: Osceola
  • Development Name: 34741 - Kissimmee (Downtown East)
  • Subdivision: CYPRESS RESERVE PH 01
  • Driving Directions: Heading from FL-417, Take Exit 10, Head South onto John Young Parkway South, Turn RIGHT onto Flora Blvd, Turn LEFT onto Cypress Reserve Blvd.
  • Direction Faces: West

School Information

  • Elementary School: Floral Ridge Elementary
  • Middle School: Kissimmee Middle
  • High School: Osceola County School for Arts

Community

  • Community Name: 34741 - Kissimmee (Downtown East)
  • Community Features: Playground, Pool, Sidewalks, Tennis Court(s)
  • Optional Amenities: Gated, Park, Playground, Pool, Recreation Facilities, Tennis Court(s)
  • Association: Yes
  • Assoc. Name: Empire Management Group, Inc
  • Assoc. Fees Include: Community Pool, Manager, Pool Maintenance, Private Road, Recreational Facilities
  • Pet Restrictions: Check with HOA

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric, Heat Pump

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Electricity Connected, Public

Structural Information

  • Architectural Info: Florida
  • Architectural Style: Florida
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Windows: Blinds
  • Stories/Levels: One
  • Square Feet: 2,063
  • Sq. Ft. Source: Public Records
  • Year Built: 2004

Lot Features

  • Property View: Water
  • Lot Size (Acres): 0.18
  • Lot Size (Sq. Ft.): 7,841
  • Lot Size: 7841
  • Frontage: Private Road, Deeded Easement
  • Street/Road Desc.: Asphalt, Paved

Water Features

  • Water View: Yes

Financial Considerations

  • Association Fee: $100
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $6,508.62
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: CYPRESS RESERVE PHASE 1 PB 16 PGS 108-111 LOT 117
  • Flood Zone Info: X
  • APN: 82529128100011170
  • Property ID: 82529128100011170
  • Block/Lot/Section: 1

Listed by Urbanista Brokers

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— 2819 Maguire Dr —

  • Urbanista Brokers

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NMLS#: 1598647

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Be ready to buy your new home!

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NMLS#: 1598647

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Schools serving 2819 Maguire Dr

School District:Osceola County School District
NameGradesDistance
Flora Ridge Elementary School
2900 Dyer Boulevard, Kissimmee, FL 34741
PK-50.2 mi
Kissimmee Middle School
2410 Dyer Boulevard, Kissimmee, FL 34741
6-80.9 mi
Osceola High School
420 South Thacker Avenue, Kissimmee, FL 34741
9-123 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2819 Maguire Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/10/2026
Listed
$389,950
-2.49%
MLS
4/28/2023
Sold
$399,900
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2819 Maguire Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,509
8%
$343,200
3%
2024
$6,029
193%
$332,400
129%
2023
$2,058
6%
$145,142
6%
2021
$1,948
-2%
$136,811
-3%
2022
$1,980
2%
$140,915
4%
2021
$1,948
3%
$134,923
4%
2018
$1,891
1%
$129,431
2%
2017
$1,875
2%
$126,769
2%
2016
$1,840
-3%
$124,162
-6%
2019
$1,893
2%
$131,890
7%
2015
$1,858
1%
$123,299
1%
2014
$1,847
1%
$122,321
1%
2013
$1,826
—
$120,514
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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2819 Maguire Drive, Kissimmee, FL 34741 (MLS# O6413988) is a Single Family property with 4 bedrooms and 2 full bathrooms. 2819 Maguire Drive is currently listed for $389,950 and was received on June 10, 2026. Want to learn more about 2819 Maguire Drive? Do you have questions about finding other Single Family real estate for sale in Kissimmee? You can browse all Kissimmee real estate or contact a Coldwell Banker agent to request more information.

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