Sarasota's Premier Homes

5954 CYPRESS HILL ROAD

WINTER GARDEN , FL 34787

MLS#: O6333342

$4,300

Status: Active
Listing number: O6333342
Listing provided by: LA ROSA REALTY KISSIMMEE
Listing agent phone: None
Last update: 19 hours ago
New on site 1 day ago
Browse Properties
SIGNATURE LAKES PH 3B-4, 3B-5 & - Residential Lease

Property

Beds

4

Full Baths

3

1/2 Baths

1

Year Built

2017

Sq.Footage

2,997

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!

Features & Amenities

Interior

  • Other Interior Features

    High Ceilings, Stone Counters, Walk-In Closet(s)

  • Total Bedrooms

    4

  • Bathrooms

    3

  • 1/2 Bathrooms

    1

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Natural Gas, Heat Pump

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Other Exterior Features

    Rain Gutters, Dock

  • Parking

    Attached

  • Pool

    Yes

  • Pool Features

    Gunite, Heated, In Ground, Private

  • Waterfront YN

    NO

Area & Lot

  • Lot Size(acres)

    0.25

  • Property Type

    Residential Lease

  • Property Sub Type

    Single Family Residence

Price

  • Sales Price

    $4,300

  • Sq. Footage

    2, 997

  • Price/SqFt

    $1

HOA

  • Association

    YES

  • Association Fee Frequency

    N/A

  • Association Fee Includes

    N/A

School District

  • Elementary School

    Independence Elementary

  • Middle School

    Bridgewater Middle

  • High School

    Windermere High School

Property Features

  • Stories

    2

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Water Source

    Public

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA fees:

$

Total loan payment:

$

Total interest amount:

$

Location

County

Orange

Elementary School

Independence Elementary

Middle School

Bridgewater Middle

High School

Windermere High School

Listing Courtesy of Valentina Vakhova , LA ROSA REALTY KISSIMMEE

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent MichaelGraf

Business Coach | Executive Sales Associate | Realtor®

MichaelGraf

Call Michael today to schedule a private showing.

(941) 315-6980

michael@thegrafgroupvip.com


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
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!

5954 CYPRESS HILL ROAD

Message successfully sent.

What would you like to know?

Related Properties

New on site today
Beautiful POOL home that looks like a model. One floor, 4 bedrooms and 3 baths in an immaculate condition with many upgrades, 42" cabinets, stainless steel appliances, brick pavers driveway, high ceiling, real hard wood floors, skylight, screened patio, and on a tree line lot and many more. Lawncare and pool maintenance included. Easy access to highway and close to shopping/dining. Great schools. In addition to its convenient location within close proximity to Fowler's Grove shopping, the popular downtown Winter Garden area and within walking/biking distance to top local schools. Westfield Lakes community offers two community docks, two playgrounds, tennis courts and is locally known for its beautiful lakes and mature trees. This home is a must see! Schedule a private showing today....Appointment ONLY
#O6335695

WINTER GARDEN

12462 WESTFIELD LAKES CIRCLE

4 Beds

3 Baths

3,462 Sq.Ft.

$4,100

MLS#: O6335695

New on site 1 day ago
Charming Craftsman Bungalow in the Heart of Downtown Winter Garden! Welcome to 40 West Smith Street, the perfect home in the perfect location! This beautiful and classic 3-bedroom, 2-bath Craftsman bungalow offers 2,225 square feet of bright, spacious, and inviting living space right in the heart of historic downtown Winter Garden. Step inside and fall in love with the home's timeless charm, featuring abundant natural light, generously sized bedrooms, and a functional mudroom that flows seamlessly from the kitchen perfect for everyday convenience. Outside, enjoy your own private deck and patio ideal for relaxing, entertaining, or dining under the stars. The home is nestled in a vibrant, golf-cart-friendly community, just steps from the very best of Winter Garden living. Walk to: Local shops, restaurants, and cafes A charming bookstore, community theater, and local museums The nationally acclaimed Winter Garden Farmers Market (every Saturday) Live music at the plaza every Friday night Plant street Market the local indoor & outdoor artisan market and home of the award winning Crooked Can Brewery Love the outdoors? You're just minutes from: Tucker Ranch Recreation & Nature Complex Newton Park on Lake Apopka The scenic West Orange Trail perfect for biking, jogging, or a peaceful stroll Plus, enjoy convenient and easy access to: Winter Garden Village over 90 shops and restaurants Major highways for an easy drive to Orlando theme parks, the airport, downtown Orlando, and even the Space Coast and beaches This is small-town charm with big-time convenience a rare opportunity to live in one of Central Florida's most desirable communities. Schedule your showing today and make 40 West Smith Street your new home! Available Sept 1st, First month and security at signing. Lawn, landscaping and off street parking included. 1 year lease. 1st month rent and security due at signing. Landscaping/lawn plus off street parking included with rent. Renter responsible for utilities and pet fees. No smoking allowed.
#O6335176

WINTER GARDEN

40 W SMITH STREET

4 Beds

2 Baths

2,225 Sq.Ft.

$3,500

MLS#: O6335176

New on site 1 day ago
Gated community with a back yard fenced no neighbor in a big lot single house, upgrade decoration with granite countertop and tile floor throughout the first floor, one open room with bathroom upstairs, the rest of bedrooms and bathrooms downstairs.
#O6335444

WINTER GARDEN

14531 WABASSO LOOP

5 Beds

4 Baths

3,455 Sq.Ft.

$4,200

MLS#: O6335444

New on site 2 days ago
Welcome to this beautifully maintained four-bedroom, two-and-a-half-bath two-story home with an extra bonus room, perfectly situated in a sought-after gated community featuring a clubhouse, sparkling pool, basketball court, and lush landscaping. Step inside to find all ceramic tile floors, modern cabinetry, stylish fixtures, and updated appliances. The open layout offers an abundance of space, while the high and dry level lot provides peace of mind and a lovely backdrop of green space. A charming gazebo in the backyard makes the perfect spot for outdoor relaxation. Upstairs, the primary suite boasts a sunken tub, separate shower, and plenty of room to unwind. The bonus room offers flexible space for an office, playroom, or media room. Located in Winter Garden, Florida, you’ll be just minutes from vibrant shops, restaurants, and scenic bike trails—all while enjoying the serenity of a welcoming neighborhood.
#O6334842

WINTER GARDEN

545 FIRST CAPE CORAL DRIVE

4 Beds

2 Baths

2,788 Sq.Ft.

$3,700

MLS#: O6334842

New on site 3 days ago
Beautiful House for Rent – Storey Grove, Winter Garden, FL Live in one of Winter Garden’s most desirable communities! This spacious and modern home in Storey Grove offers: 4 Bedrooms • 4 Bathrooms Open concept living with a bright, airy layout Modern kitchen with premium finishes 2-car garage and private backyard Access to community amenities (parks, trails, and more) Close to top-rated schools, shopping, dining, and major highways for easy commuting. Contact today to schedule your private tour!
#O6334788

WINTER GARDEN

11150 GREAT ROCK STREET

4 Beds

4 Baths

3,607 Sq.Ft.

$4,000

MLS#: O6334788

New on site 4 days ago
Lake home - Fully Furnished home for rent just minutes from Disney. Enjoy comfort and convenience in this beautifully furnished home with gorgeous water view , perfectly located close to the magic of Disney yet set in a quiet area away from the hustle and bustle. With no rear neighbors, you’ll have complete privacy and a peaceful atmosphere. The spacious loft is perfect for relaxing or entertaining, and there’s an additional bonus room that can be used as a home office, craft room, or play area. The fenced backyard offers a private retreat for quiet mornings or weekend barbecues, and the serene pond views provide a calm end to your day. This home also features ample storage space and a large garage, ensuring all your needs are met. Conveniently located near attractions, shops, and restaurants, it’s ready for you to move in and start enjoying right away.
#O6334348

WINTER GARDEN

11168 ROBERT FROST DRIVE

5 Beds

3 Baths

4,424 Sq.Ft.

$4,950

MLS#: O6334348

Now available for rent in the sought-after Orchard Park community! This spacious and energy-efficient 4-bedroom, 3.5-bath two-story home offers the perfect blend of comfort, style, and convenience. Built in 2019, it features an open floor plan with 9'4" ceilings, wood laminate flooring, ceramic tile in common areas, and plush carpet in the bedrooms. The modern kitchen boasts stainless steel appliances, granite countertops, 42" wood cabinets, and an oversized island—ideal for family living and entertaining. Enjoy the flexibility of two bedroom suites and a 2-car garage. Community perks include a pool, dog park, and softball field. Lawn care and irrigation are included in rent. Located just minutes from A-rated schools (Keene’s Crossing Elementary, Bridgewater Middle, Windermere High), Downtown Winter Garden Historic District, Horizon West, and major Orlando attractions like Disney and Universal. This is an exceptional rental opportunity for families who value location, schools, and quality living. Rent includes HOA fees and lawn maintenance.
#O6332995

WINTER GARDEN

13764 PEACH ORCHARD WAY

4 Beds

3 Baths

2,680 Sq.Ft.

$3,700

MLS#: O6332995

Now available for rent in beautiful Winter Garden! Fall in love with this stunning and spacious 5-bedroom, 3-bathroom home located in a gated community with a warm, welcoming neighborhood feel. This home is designed to impress, offering four bedrooms upstairs and a versatile downstairs bedroom perfect for guests or a home office. The master suite is a true retreat, featuring a soaking tub, separate shower stall, and plenty of space to unwind. Upstairs, you'll find not one but two generous lofts ideal for a home gym, theater room, playroom, or extra living space to fit your lifestyle. The layout includes a formal living and dining room, plus a large family room with sliding doors that open to your very own private pool oasis, complete with two pavered sitting areas, perfect for relaxing or entertaining. The home also features a beautiful open floor plan, wooden staircase with dual entry, and stainless steel appliances. With charming details, space to grow, and a location that's both peaceful and convenient, this home offers everything you've been looking for. Come experience comfort, style, and Florida living at its best this one won't last long!
#S5132029

WINTER GARDEN

2205 WINTERMERE POINTE DRIVE

5 Beds

3 Baths

4,785 Sq.Ft.

$3,995

MLS#: S5132029

A gorgeous brand-new home located in the highly desirable area Horizon West in Winter Garden. This 4-bedrooms, 3 bath , 2 car garage. Very modern with light colors , this nice home offers an open space concept which features a bright, open floorplan and kitchen with plenty of upgrades such as beautiful 42-inch bright color shaker cabinets; quartz counter tops in kitchen with a large island for entertaining; stainless steel appliances including, refrigerator, range, dishwasher, microwave, washer and dryer. This home utilizes energy efficient construction. Nice backyard with a large lanai back to the conservation area and lake, you can enjoy the view!! Must see!!
#O6333727

WINTER GARDEN

17582 LAKE STAR ROAD

4 Beds

3 Baths

3,696 Sq.Ft.

$4,850

MLS#: O6333727

Rental Inquiry

Rental Inquiry

Send a message

Message successfully sent.

Your message

- property

Send a message

Message successfully sent.

Your message

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to receive some additional information on this specific property or similar properties?

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here