Sarasota's Premier Homes

4433 WINDERWOOD CIRCLE

ORLANDO , FL 32835

MLS#: O6353692

$824,900

Status: Active
Listing number: O6353692
Listing provided by: MAXLIFE REALTY LLC
Listing agent phone: None
Last update: a day ago
New on site 2 days ago
Browse Properties
WINDERWOOD - Residential

Property

Beds

4

Full Baths

3

1/2 Baths

None

Year Built

1989

Sq.Footage

2,745

This impeccably maintained and beautifully remodeled home is perfectly situated in the highly desirable Dr. Phillips area of Orlando. Just minutes from Universal Orlando, Walt Disney World, Restaurant Row, The Mall at Millenia, and the Orlando International Premium Outlets, this home offers the ideal blend of convenience and lifestyle in one of Central Florida’s most sought-after neighborhoods. Nestled within the quiet and private community of Winderwood, with only 49 homes positioned on a circle drive and no through traffic, residents enjoy a safe and welcoming environment enhanced by streetlights at Conroy Windermere Road and Dr. Phillips Boulevard. The home itself features soaring vaulted ceilings with three skylights, filling the interior with natural light and creating the bright and airy Florida atmosphere everyone desires. Situated high and dry on a spacious quarter-acre lot, this residence has been thoughtfully cared for and extensively updated. Recent improvements include a brand-new roof in 2024, new kitchen cabinets and flooring in 2025, a primary bathroom remodel in 2023, a laundry room remodel in 2023, fresh interior and exterior paint in 2025, a new water heater in 2025, and a resurfaced pool completed in 2025. With every detail addressed, the property is completely move-in ready and showcases modern finishes paired with lasting quality. Homes of this caliber in Dr. Phillips rarely come available and do not last long. Schedule your private showing today to experience the perfect combination of location, lifestyle, and luxury.

Features & Amenities

Interior

  • Other Interior Features

    Open Floorplan

  • Total Bedrooms

    4

  • Bathrooms

    3

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Central, Electric, Heat Pump

  • Pet friendly

    Cats OK, Dogs OK, Yes

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Construction Materials

    Stucco

  • Other Exterior Features

    Outdoor Grill

  • Parking

    Driveway, Garage Door Opener, On Street, Attached

  • Pool

    Yes

  • Pool Features

    Diving Board, Gunite, In Ground, Private

  • Waterfront YN

    NO

  • View

    City

Area & Lot

  • Lot Features

    Landscaped, Paved

  • Lot Size(acres)

    0.25

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

Price

  • Sales Price

    $824,900

  • Tax Amount

    4434.0

  • Sq. Footage

    2, 745

  • Price/SqFt

    $300

HOA

  • Association

    YES

  • Association Fee

    $418

  • Association Fee Frequency

    Annually

  • Association Fee Includes

    N/A

School District

  • Elementary School

    N/A

  • Middle School

    N/A

  • High School

    N/A

Property Features

  • Foundation Details

    Slab

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Septic Tank

  • Tax Lot

    27

  • Water Source

    Public

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

What is 3 + 4 ?


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

Middle School

High School

Listing Courtesy of Ryan Solberg , MAXLIFE REALTY LLC

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.
This impeccably maintained and beautifully remodeled home is perfectly situated in the highly desirable Dr. Phillips area of Orlando. Just minutes from Universal Orlando, Walt Disney World, Restaurant Row, The Mall at Millenia, and the Orlando International Premium Outlets, this home offers the ideal blend of convenience and lifestyle in one of Central Florida’s most sought-after neighborhoods. Nestled within the quiet and private community of Winderwood, with only 49 homes positioned on a circle drive and no through traffic, residents enjoy a safe and welcoming environment enhanced by streetlights at Conroy Windermere Road and Dr. Phillips Boulevard. The home itself features soaring vaulted ceilings with three skylights, filling the interior with natural light and creating the bright and airy Florida atmosphere everyone desires. Situated high and dry on a spacious quarter-acre lot, this residence has been thoughtfully cared for and extensively updated. Recent improvements include a brand-new roof in 2024, new kitchen cabinets and flooring in 2025, a primary bathroom remodel in 2023, a laundry room remodel in 2023, fresh interior and exterior paint in 2025, a new water heater in 2025, and a resurfaced pool completed in 2025. With every detail addressed, the property is completely move-in ready and showcases modern finishes paired with lasting quality. Homes of this caliber in Dr. Phillips rarely come available and do not last long. Schedule your private showing today to experience the perfect combination of location, lifestyle, and luxury.

4433 WINDERWOOD CIRCLE

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

Related Properties

New on site today
One or more photo(s) has been virtually staged. Priced below recent appraisal which came in at $915,000. Recent updates include: Roof 2019, AC main house 2020, AC for Bonus room 2021, new Anderson windows 2020/2021, new ductwork and insulation 2023, new pool pump, filter, pool vacuum and pool light 2023, washer, dryer, dishwasher, disposal and range hood, gas stove and refriderator 2022/2023, garage door 2022, water heater 2025. Home has a plug for a generator. Propane tank for gas fireplace is owned and has not been used recently. Propane tank for range is leased. Kitchen has granite counters, island and built in desk. Floor plan could work for an in-law suite set up. Primary bedroom has sliders out to beautifully landscaped backyard and pool. The 5th bedroom (possible in law suite) also has sliders out to the backyard. 2 of the secondary bedrooms have built-ins. Formal living and dining rooms too. Home has a 35 x 20 bonus room with brick floors and wet bar. 2 sets of french doors lead out to pool and backyard. Great floor plan for entertaining. Circular drive for additional parking. Call today to schedule your private showing.
#O6354263

ORLANDO

1216 BUCKWOOD DRIVE

5 Beds

3 Baths

4,096 Sq.Ft.

$875,000

MLS#: O6354263

New on site 1 day ago
One or more photo(s) has been virtually staged. Ready to Move In, Ready to Impress! Welcome to your new home in the Brix community! A beautifully designed 4-story townhome with style, space, and a rooftop retreat that’s built for living and entertaining. On the first floor, you’ll find a private bedroom with its own ensuite bath, perfect for guests, a home office, or a quiet escape, plus a roomy two-car garage for all your storage and parking needs. Head upstairs to the second floor, where everyday life gets a serious upgrade. The gourmet kitchen features striking grey-blue cabinets, sleek quartz countertops, a crisp white backsplash, and a full suite of included appliances. The open layout connects the kitchen to a cozy dining area and a sunlit great room, the perfect space to unwind, entertain, or do a little of both. The third floor offers privacy and comfort with a spacious primary suite, a secondary bedroom, and a walk-in laundry room that keeps everything within reach but out of sight. But what really sets this home apart? The private rooftop terrace on the fourth floor, already wired and prepped for a future summer kitchen, fireplace, and hot tub. Whether it’s brunch with friends or quiet nights under the stars, this rooftop is your personal escape. Thoughtfully selected interior finishes bring style and function together: Engineered hardwood stairs, Luxury vinyl plank flooring throughout the main living areas, Designer cabinetry and quartz surfaces that make every space feel custom. And don’t forget, there’s a model home on-site with a similar layout and design. Stop by for a tour and see what life at the top really looks like. Living in The Packing District means so much more than just having a beautiful home — it’s about embracing a dynamic, connected lifestyle. Start your day with a peaceful walk or bike ride along the scenic 1.5-mile trail, then grab a slice at the food hall or break a sweat at the brand-new YMCA. Meet up with friends for a competitive game of pickleball or tennis at the Orlando Tennis Center — all just steps from your door. And the amenities don’t stop there. The Packing District is growing into one of Orlando’s most exciting new communities, featuring a new Publix, rock climbing facility, Hotworx Studio, and the innovative 4Roots Farm Campus. With future office and retail spaces also in the works, everything you need — from wellness to convenience to recreation — is right at your fingertips.
#O6354014

ORLANDO

2138 WHITNEY MARSH ALLEY

3 Beds

3 Baths

3,005 Sq.Ft.

$680,000

MLS#: O6354014

New on site 1 day ago
Welcome to your dream home in the heart of Lake Nona’s highly sought-after Randal Park community! Discover the perfect blend of luxury, comfort, and convenience in this beautifully maintained 4-bedroom 2,1 bath home. Ideally located near Orlando’s top attractions — Disney, Universal, and other world-class theme parks — this home also has an easy access to the airport, major highways, Medical City, and top-rated Lake Nona schools. Even the beaches are less than an hour away! From the moment you arrive, you’ll be impressed by the home’s curb appeal — a lush green lawn, fresh exterior paint, new roof, and a welcoming covered front porch perfect for relaxing evenings or morning coffee. Step inside to find a bright, open floor plan with new flooring throughout, no carpet, and plantation shutters on every window. The home features Bosch high-efficiency air conditioning, providing quiet comfort and superior energy savings. The main floor provides a flexible layout — an open bedroom or office with a closet, a convenient half bath, and a spacious living, dining, and kitchen area designed for modern living. The heart of the home opens to a screened-in saltwater pool and spa, enhanced by a new solar battery heater system installed on the back of the roof, keeping the pool warm and inviting year-round. The large, paved patio and fenced oversized yard provides plenty of space for outdoor living, entertaining, or letting pets play freely — a rare find in newer construction homes at this price point. Upstairs, you’ll find a cozy loft perfect for a second living area, a laundry room, a full bath, and two comfortable bedrooms. The primary suite features a spacious en-suite bath with dual sinks, a walk-in shower, and a large walk-in closet. Built by David Weekley Homes, this property showcases quality craftsmanship and thoughtful design. Residents of Randal Park enjoy exceptional amenities — a resort-style pool, 24-hour fitness center, clubhouse, splash pad, playgrounds, dog parks, and scenic walking and biking trails. Experience the best of Central Florida living in this immaculate Lake Nona home — where every detail has been carefully considered for your comfort and enjoyment. Schedule your private showing today and make this exceptional home yours!
#S5136939

ORLANDO

10680 BILLINGS STREET

4 Beds

2 Baths

3,493 Sq.Ft.

$745,000

MLS#: S5136939

New on site 2 days ago
Welcome to The Brix, an exquisite 4-story townhome that lives more like a single-family home, featuring 3 bedrooms and 3.5 bathrooms, plus a stunning rooftop terrace! Enjoy open space park views from the back, offering a rare blend of privacy and natural beauty. The first floor offers a convenient bedroom and full bathroom, perfect for guests or a home office. On the second floor, the gourmet kitchen is a true showstopper, featuring white cabinetry that extends all the way to the ceiling, an eye-catching full-height backsplash, upgraded quartz countertops with elegant gold specks, high-end KitchenAid gas appliances, a spacious center island with breakfast bar, and a large walk-in pantry. Natural light pours in from every angle, highlighting the home's thoughtful design and picturesque views of the park just beyond your windows. Upstairs, the third floor hosts a luxurious primary suite with a generous walk-in closet, along with a second bedroom, full bathroom, and a well-placed laundry room. Capping it all off is the expansive rooftop terrace, prepped for an outdoor kitchen, fireplace, and hot tub, ideal for relaxing or entertaining with stunning views in every direction. The Brix is perfectly situated within close distance to popular amenities including scenic walking/biking trails, the Orlando Tennis Centre, and the YMCA. Schedule your private tour today and experience the elevated lifestyle at The Brix!
#O6353791

ORLANDO

2218 BRIX STREET

3 Beds

3 Baths

2,650 Sq.Ft.

$671,000

MLS#: O6353791

New on site 2 days ago
Modern Lakefront Home with Resort-Style Amenities | Lake Nona Area Welcome to your new home, a stunning lakefront residence offering a seamless blend of style, comfort, and tranquility in the heart of Orlando’s Lake Nona area, one of Orlando’s most desirable Lake Nona communities. This 2,470 sq ft single-story home, built in 2021, has 4 Bedrooms, 3 full Bathrooms, and 2 car garage and 1 flex room. This home features an open-concept design perfect for modern living. The elegant kitchen boasts 42-inch soft gray cabinets, quartz countertops, stainless steel appliances, and a large island overlooking the dining and living spaces filled with natural light. The spacious owner’s suite includes a walk-in closet, double vanity, and frameless glass shower, while the additional bedrooms provide comfort and privacy for family or guests. With tile flooring throughout the common areas, an epoxy-finished garage, and manicured landscaping, every detail of this home reflects pride of ownership. Step outside to a screened lanai with serene lake and conservation views, ideal for morning coffee or evening gatherings. Enjoy breathtaking water views, contemporary finishes, and access to resort-style amenities including a luxurious clubhouse, sparkling pool, fitness center, and scenic walking trails.Located minutes from Medical City, Lake Nona Town Center, top-rated schools, and major highways, the new Innovation high school is few minutes away, this property offers both elegance and convenience — the best of Florida living awaits.
#O6352241

ORLANDO

12043 FOUNDERS STREET

4 Beds

3 Baths

3,151 Sq.Ft.

$689,900

MLS#: O6352241

New on site 3 days ago
This lakefront Calabay Cove property has manicured grounds with gorgeous flower gardens in the front and a sparkling pool overlooking the serene waters of Lake Calabay. The 4/5-bedroom home is just as beautiful inside, with tile/wood floors, high ceilings, crown molding and large windows – which let in lots of natural light & showcase the water views. French doors in master bedroom, living room, family room and game room give you easy access to the pool and pergola areas. Just off the foyer, you’ll find the 5th bedroom or use as a dedicated home office, formal living room with French doors accessing the pool area and a formal dining area. At the rear of the floorplan, the family room is open to the kitchen and includes a wood burning fireplace and custom built-ins. The kitchen features shaker cabinetry, granite countertops, pro-style appliances, a center island and a breakfast nook. Just steps away, the backyard oasis includes a covered patio for entertaining, plus a completely screened-in pool & spa surrounded by a stone deck. Outside the enclosure, the pergola-covered patio is lined by another garden and provides a great spot to admire the lake. The back wing of the house has a BONUS recreation/game room with a dry bar and access to the patio and pergola. The spa-like master ensuite includes custom tilework, a double vanity, a soaking tub and a separate shower. Two guest rooms down the hall share an updated Jack & Jill bathroom with all the same high-end finishes found throughout the rest of the home. The laundry room off the 3-car garage also has granite countertops and tons of storage. Calabay Cove is a gated community with easy access to schools, parks, trailheads and highways. Plus, The Loop shopping mall, Publix and numerous dining options are all just 5 minutes from your front door. Less than 20 minutes to the theme parks, 25 minutes to the airport and 1 hr to the beach! Enjoy the most breathtaking sunrise and sunset from the pool and pergola areas. This lovely home's roof was replaced 10/22. Third car garage converted into a workshop with wall-mounted A/C. Pool table in game room remains with the property. Custom designed dinette set with bench also remain.
#L4956628

ORLANDO

4780 LAKE CALABAY DRIVE

5 Beds

3 Baths

4,479 Sq.Ft.

$920,000

MLS#: L4956628

New on site 3 days ago
Welcome to 3185 Timucua Circle - a move-in-ready 4-bedroom, 2-bath home that blends comfort, style, and peace of mind. Located in the highly sought-after neighborhood of Hunters Creek community, this property features a newer private pool with an updated kitchen with granite counters and numerous big-ticket items like a new roof in (2021) and new hurricane windows/shutters in 2024. Enjoy open-concept living, a fully fenced back yard, and the convenience of being just minutes from The Loop top rated schools, shopping, dining, and major highways including 417 and the Turnpike, minutes from many attractions. Do not miss this opportunity to own a truly turnkey home with lasting value and modern updates. Schedule your private showing today before it is to late
#S5136881

ORLANDO

3185 TIMUCUA CIRCLE

4 Beds

2 Baths

2,063 Sq.Ft.

$667,888

MLS#: S5136881

New on site 4 days ago
STUNNING REMODELED EXECUTIVE POOL HOME with 5 Bedrooms 3.5 Bathrooms + OFFICE + LOFT with 3,500+ square feet of living space in the David Weekley Build in Downtown Avalon Park, just steps away from Town Square & The Marketplace. Entering the foyer you are met with a Formal Dining & Formal Living Room opposite defined with columns and wallpaper accent walls. Walking into the great room you are met with soaring ceilings allowing plenty of natural light to fill the room all highlighting with a custom accent wall that includes a wood burning fireplace, vertical slats, floating entertainment shelving and a backlit TV mount. The kitchen has been completely transformed with quartz countertops, decorative tile backsplash, white cabinetry, stainless steel appliances with extended butler pantry area with a desk seat. There is room for a dinner table in the kitchen area with French Doors that open to the covered front lanai. The primary bedroom downstairs has been customized with framing and mirrored wall, with views of the conservation. The primary bathroom has a dual vanity, walk in shower, garden tub and an oversized walk in closet. Upstairs leads to a very large open loft that separates each side of the home: one side has two bedrooms separated by a bathroom that has been upgraded with a frameless glass shower with custom tiled walls and soap niche, and custom vanity; the other side has two bedrooms with a connected Jack & Jill Bathroom. There is a high ceiling covered back porch that leads to the paver pool deck and fenced in yard. The detached garage is oversized with a large parking driveway area. This home is absolutely MOVE IN READY. ROOF 2017, AC 2024, Water Heater 2024. Other upgrades include new garage door, epoxy garage flooring, lighting fixtures throughout, flooring throughout, hardware including door knobs and hinges, whole home drapery accent lighting, interior & exterior paint, wall paper and trim throughout. Avalon Park is a community with very desirable school zones. Community amenities include basketball courts, tennis courts, racquetball courts, playgrounds, sand volleyball court, splash pad, baseball and soccer fields, community center, walking and biking trails. HOA FEES INCLUDE CABLE & INTERNET. Ask for the Upgrade Sheet & make an appointment to see this home today!
#O6352373

ORLANDO

3984 AVALON PARK WEST BOULEVARD

5 Beds

3 Baths

4,579 Sq.Ft.

$799,900

MLS#: O6352373

New on site 4 days ago
Nestled within the highly desired Stoneybrook East Golfing Community, this exquisite and contemporary courtyard home combines elegance, functionality, and resort-style living. Offering 4 bedrooms, 4.5 baths, a loft, bonus room, and a private In-Law Suite/Pool Room, this residence is designed to impress from the moment you arrive. A brand new custom-paved driveway, upgraded exterior sconce lamps, and landscape illumination create a striking first impression, while the home’s conservation backdrop provides natural beauty and privacy. Step through the elegant entryway into a screened courtyard featuring a sparkling saltwater pool, spa, and upgraded quartz wet bar—a perfect setting for relaxation or entertaining. Inside, soaring ceilings and UV-protected windows fill the home with natural light while enhancing energy efficiency. The modern kitchen shines with new quartz counters, subway tile backsplash, and stainless-steel appliances, including a double oven and newer dishwasher. The open living area boasts a custom fireplace with floating mantel and stylish lighting throughout, seamlessly connecting to the outdoor spaces. The primary suite offers a luxurious retreat with tray ceilings, a jetted soaking tub, an oversized shower, and a custom walk-in closet. The In-Law Suite and family room both provide direct courtyard access through sectional panel slider doors. Additional upgrades include three new AC units (2019), a large-capacity hybrid water heater, new pool heater with updated salt cell and filter housing, and a central vacuum system. The 3-car garage includes new overhead storage racks and stays cool with the hybrid water heater system. Enjoy peaceful mornings on the screened rear lanai overlooking the fenced, manicured backyard, or take advantage of the community’s golf course, playgrounds, fitness center, and walking trails. Conveniently located near Avalon Park, UCF, Waterford Lakes, and top-rated schools, this home truly delivers the best of luxury, location, and lifestyle—completely move-in ready for its next owner!
#O6348499

ORLANDO

2006 AVENEL STREET

4 Beds

4 Baths

4,775 Sq.Ft.

$880,000

MLS#: O6348499

- property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

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