$799,000

5954 Cypress Hill Rd Winter Garden, FL 34787

Estimated payment $5,057/month

Total Views 605
4 Beds
3.5 Baths
2,997 Sq Ft
$267 Price per Sq Ft

Highlights

  • Very Popular Property
  • Dock made with concrete
  • Heated In Ground Pool
  • Keenes Crossing Elementary School Rated A-
  • Fitness Center
  • Main Floor Primary Bedroom

About This Home

Stunning 4-Bedroom, 3.5-Bath Home with Private Pool – Your Dream Oasis Awaits!
Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom home, perfectly designed for both comfort and entertaining. Nestled in the Signature Lakes community, this spacious property boasts an ideal blend of modern upgrades and timeless elegance. Rare find with two-car detached garage and 1 space carport. Gorgeous pool-jaquzzi screened-in area, and cozy front porch area.
Step inside to find an open-concept living area filled with natural light, high ceilings, and premium finishes throughout. Beautiful kitchen features granite countertops, stainless steel appliances, a large center island, and ample cabinetry—perfect for hosting or everyday meals.
The primary suite located on the first floor is a true retreat, complete with a walk-in closet and a luxurious en-suite bath with double vanities, a soaking tub, and a separate walk-in shower. Three additional generously sized bedrooms and three and a half bathrooms provide plenty of space for family or guests. Step outside to your private backyard paradise featuring a sparkling pool, a covered patio area, and lush landscaping—perfect for summer gatherings or quiet relaxation.

Additional features include:

A dedicated home office or flex space

Upstairs bonus room or second living area

Two-car garage with extra storage

Laundry room with built-in cabinets

Zoned HVAC and smart home features

Located near top-rated schools, parks, shopping, and dining, this home truly has it all.

Schedule your private tour today and see why this home won't last long!

Listing Agent

Valentina Vakhova

LA ROSA REALTY KISSIMMEE Brokerage Phone: 407-930-3530 License #3303106 Listed on: 08/04/2025

LA ROSA REALTY KISSIMMEE

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $5,952

Year Built

  • Built in 2017

Lot Details

  • 0.25 Acre Lot
  • East Facing Home
  • Property is zoned P-D

HOA Fees

  • $186 Monthly HOA Fees

Parking

  • 2 Car Attached Garage
  • 1 Carport Space

Home Design

  • Slab Foundation
  • Frame Construction
  • Shingle Roof
  • Block Exterior
  • Stucco

Interior Spaces

  • 2,997 Sq Ft Home
  • 2-Story Property
  • High Ceiling
  • Ceiling Fan
  • Great Room
  • Family Room Off Kitchen
  • Living Room
  • Dining Room
  • Bonus Room
  • Pest Guard System

Kitchen

  • Built-In Oven
  • Cooktop with Range Hood
  • Microwave
  • Dishwasher
  • Stone Countertops
  • Disposal

Flooring

  • Carpet
  • Ceramic Tile

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Primary Bedroom on Main
  • Walk-In Closet

Laundry

  • Laundry Room
  • Dryer
  • Washer

Eco-Friendly Details

  • Reclaimed Water Irrigation System

Pool

  • Heated In Ground Pool
  • Heated Spa
  • In Ground Spa
  • Gunite Pool
  • Pool Lighting

Outdoor Features

  • Dock made with concrete
  • Dock made with wood
  • Open Dock
  • Rain Gutters

Schools

  • Independence Elementary School
  • Bridgewater Middle School
  • Windermere High School

Utilities

  • Central Air
  • Heat Pump System
  • Heating System Uses Natural Gas
  • Thermostat
  • Natural Gas Connected
  • Gas Water Heater
  • High Speed Internet
  • Cable TV Available

Listing and Financial Details

Community Details

Overview

  • Association fees include cable TV, pool, internet, ground maintenance, recreational facilities
  • First Residential/Tyler Parsons Association, Phone Number (407) 654-7479
  • Visit Association Website
  • Signature Lakes Ph 3B 4, 3B 5 & Subdivision
  • Association Owns Recreation Facilities
  • The community has rules related to deed restrictions

Recreation

  • Tennis Courts
  • Community Playground
  • Fitness Center
  • Community Pool

Home Details

Home Type

Single Family

Est. Annual Taxes

$5,952

Year Built

Built in 2017

Lot Details

0

HOA Fees

$186 per month

Parking

2

Listing Details

  • HOA Fee Includes: Cable TV, Pool, Internet, Maintenance Grounds, Recreational Facilities
  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Construction Materials: Block, Stucco, Frame
  • Fireplace: No
  • Living Area: 2997
  • Lot Size Acres: 0.25
  • New Construction: No
  • Year Built: 2017
  • Building Area Total: 3901
  • Lot Size Sq Ft: 10708
  • Directions to Property: Take FL-535 N/S Apopka Vineland Rd Take Winter Garden Vineland Rd to Summerport Village Pkwy in Horizon West Take Bridgewater Crossings Blvd to Cypress Hill Rd
  • Status: Active
  • Ownership: Fee Simple
  • Available for Lease YN: 1
  • Escrow State: FL
  • List Office Head Office Key Nume: 523954023
  • Minimum Lease: 8-12 Months
  • RATIO Current Price By Calculate: 266.60
  • Total Acreage: 1/4 to less than 1/2
  • Unit Number YN: 0
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 0
  • MFR_DockDescription: Dock - Concrete,Dock - Open,Dock - Wood
  • MFR_DockYN: 1
  • MFR_CommunityAssociationWaterFeatures: Lake,Public Boat Ramp,Water Access
  • Attribution Contact: 407-930-3530
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Living Area Units: Square Feet
  • Flooring: Carpet, Ceramic Tile
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Interior Amenities: Ceiling Fans(s), High Ceilings, Kitchen/Family Room Combo, Pest Guard System, Primary Bedroom Main Floor, Stone Counters, Thermostat, Walk-In Closet(s)
  • Appliances Included: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer
  • Foundation Details: Slab
  • Total Bedrooms: 4
  • Levels: Two
  • Other Equipment: Irrigation Equipment
  • Spa Features: Heated, In Ground
  • Spa Yn: Yes
  • Stories: 2
  • Street Number Modifier: 5954
  • Living Area Meters: 278.43
  • Room Count: 10

Exterior Features

  • Direction Faces: East
  • Pool Features: Gunite, Heated, In Ground, Lighting
  • Exterior Features: Rain Gutters, Sprinkler Metered
  • Roof: Shingle
  • Pool Private: Yes
  • Waterfront: No
  • Road Surface Type: Asphalt
  • Water Extras YN: 0
  • Water View YN: 0
  • Waterfront Feet Total: 0
  • Flood Zone Date: 2021-09-24
  • Flood Zone Panel: 12095C0380H

Garage/Parking

  • Attached Garage: Yes
  • Carport Spaces: 1
  • Carport Y N: No
  • Garage Spaces: 2
  • Garage Yn: Yes

Utilities

  • Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Fiber Optics, Fire Hydrant, Natural Gas Connected, Sewer Connected, Sprinkler Meter, Sprinkler Recycled, Water Connected
  • Cooling: Central Air
  • Heating: Natural Gas, Heat Pump
  • Laundry Features: Electric Dryer Hookup
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Association Recreation - Owned, Deed Restrictions, Fitness Center, Playground, Pool, Sidewalks, Tennis Court(s)
  • Association Fee: 186
  • Association Fee Frequency: Monthly
  • Association Name: First Residential/Tyler Parsons
  • Phone: 407-654-7479
  • Association: Yes
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 0
  • Pet Restrictions: Buyer to check with HOA
  • Association Fee Requirement: Required
  • Association Email: tyler.parsons@fsresiential.com
  • Association URL: https://www.fsresidential.com/florida/

Fee Information

  • Total Annual Fees: 2232.00
  • Total Monthly Fees: 186.00
  • Monthly HOA Amount: 186.00

Schools

  • Elementary School: Independence Elementary
  • High School: Windermere High School
  • Middle Or Junior School: Bridgewater Middle

Lot Info

  • Zoning: P-D
  • Parcel Number: 16-23-27-8135-01-845
  • Additional Parcels: No
  • Flood Zone Code: x
  • Homestead YN: 1
  • Lot Size Square Meters: 995

Green Features

  • Green Verification Count: 0

Rental Info

  • Pets Allowed: Yes
  • Lease Restrictions YN: 1
  • Additional Lease Restrictions: Buyer to check with HOA

Tax Info

  • Tax Annual Amount: 5952.48
  • Tax Block: 000
  • Tax Book Number: 000
  • Tax Lot: 1845

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $5,952 $644,640 $110,000 $534,640
2024 $5,540 $621,440 $110,000 $511,440
2023 $5,540 $368,280 $0 $0
2022 $5,332 $357,553 $0 $0
2021 $5,271 $347,139 $0 $0
2020 $5,019 $342,346 $0 $0
2019 $5,170 $334,649 $0 $0
2018 $5,129 $328,409 $0 $0
2017 $1,347 $55,000 $55,000 $0
2016 $1,388 $70,000 $70,000 $0
2015 $1,263 $60,000 $60,000 $0
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
08/04/2025 08/04/25 For Sale $799,000 +5.1% $267 / Sq Ft
08/23/2024 08/23/24 Sold $760,000 +0.1% $261 / Sq Ft
07/27/2024 07/27/24 Pending -- -- --
07/26/2024 07/26/24 For Sale $759,000 +104.0% $261 / Sq Ft
08/17/2018 08/17/18 Off Market $371,990 -- --
05/04/2017 05/04/17 Sold $371,990 -3.1% $128 / Sq Ft
04/12/2017 04/12/17 Pending -- -- --
04/03/2017 04/03/17 For Sale $383,735 -- $132 / Sq Ft
Source: Stellar MLS

Purchase History

Date Type Sale Price Title Company
Warranty Deed $760,000 Title Forward
Special Warranty Deed $372,000 North American Title Company
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Previous Owner $241,628 VA
Previous Owner $258,250 VA
Source: Public Records

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Source: Stellar MLS

MLS Number: O6332193

Stellar MLS

APN: 16-2327-8135-01-845