Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$3,295,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 4,304 Sq. Ft.
  • Updated 11 hours ago
See This Home
Save This Home
See This Home
Save This Home
Stunning Turn-Key Luxury Home in one of the most sought after neighborhoods of Winter Park Experience unparalleled luxury in this breathtaking 4-bedroom, 6-bathroom estate built in 2020, offering over 4,300 square feet of exquisitely designed living space. Every bedroom is a private retreat with its own ensuite bath, and the home is adorned with designer finishes and exceptional craftsmanship throughout. Step into the expansive great room, a versatile space that seamlessly blends formal and casual living, featuring a glass-enclosed temperature-controlled wine room, a gas fireplace, and a chic dry bar. The chef's kitchen is a culinary dream, showcasing a massive quartz island, top-of-the-line Thermador 6-burner + griddle gas range with double ovens, a separate freezer and refrigerator, beverage fridge, and a spacious walk-in butler's pantry with a built-in convection microwave and warming drawer. The primary suite is a sanctuary of luxury, featuring dual spa-like baths, a stunning soaking tub, a steam shower, a smart toilet, custom-designed dressing rooms, and a hidden safe room. French doors lead to a private lanai with a seating area, an outdoor tub, and a serene open-air shower. Upstairs, a spacious 23' x 15' family room connects three additional bedroom suites, each with its own private bath. One of the bedrooms features a hidden passageway to a 12' x 17' bonus room, ideal as a playroom, private media space, or climate-controlled storage. Designed for seamless indoor-outdoor living, a 21' x 20' covered lanai with a gas fireplace and motorized screens extends from the kitchen and great room via folding glass doors. The 2 outdoor retreats include a sun-soaked pool deck, built-in grill, firepit, turf lawn, built-in trampoline, and basketball court. Additional highlights include a drop-zone off the 2-car garage for added convenience. Nestled on a charming brick-lined street, this home offers prime access to Park Avenue's premier dining and shopping, downtown Orlando, major hospitals, and Orlando International Airport (just 25 minutes away). A rare opportunity to own a turn-key masterpiece that offers the perfect balance of comfort, style, and exceptional entertainment spaces.

Full Property Details for 100 E Rockwood Way

General

  • Price: $3,295,000
  • Taxes: $32,423 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6276192
  • Updated: 2/4/2025
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 9
  • Interior Features: Built-in Features, Ceiling Fan(s), Dry Bar, Eating Space In Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s), Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Gas, Living Room, Outside
  • Appliances: Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground
  • Spa: Yes
  • Spa Description: In Ground

Exterior

  • Exterior Features: Irrigation System, Lighting, Outdoor Grill, Outdoor Shower, Rain Gutters, Sliding Doors
  • Deck/Patio: Covered, Front Porch, Rear Porch, Screened
  • Porch/Patio/Deck: Covered, Front Porch, Rear Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway, Garage Door Opener

Location

  • Area: 32789 - Winter Park
  • County: Orange
  • Development Name: 32789 - Winter Park
  • Subdivision: CHARMONT
  • Driving Directions: From Fairbanks Ave and S Pennsylvania Ave, travel South on S Pennsylvania Ave, which turns into E Lake Sue Ave. Turn right on Forrest Rd. Home will be on the corner of Forrest Rd and Rockwood Way.
  • Direction Faces: West

School Information

  • Elementary School: Audubon Park K8
  • Middle School: Audubon Park K-8
  • High School: Winter Park High

Community

  • Community Name: 32789 - Winter Park
  • Pet Restrictions: Please verify with City of Winter Park regarding any pet restrictions.

Heating & Cooling

  • Cooling Type: Central Air, Zoned
  • Heating Type: Central, Zoned

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Metal, Shingle
  • Windows: Insulated Windows
  • Stories/Levels: Two
  • Square Feet: 4,304
  • Sq. Ft. Source: Public Records
  • Year Built: 2020

Lot Features

  • Lot Size (Acres): 0.28
  • Lot Size (Sq. Ft.): 11,998
  • Lot Size: 11998
  • Lot Dimensions: 100 x 160
  • Frontage: Street Brick
  • Street/Road Desc.: Brick
  • Fencing (Description): Fenced

Financial Considerations

  • Tax Amount: $32,423.46
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: CHARMONT L/93 LOT 1 BLK A
  • Flood Zone Info: X
  • Disclosures/Reports: Flood Disclosure
  • APN: 72230125201010
  • Property ID: 72230125201010
  • Block/Lot/Section: A

Listed by Premier Sotheby's Intl. Realty

Quickly Find Out More

* Indicates a required field

Yes, I would like more information from Coldwell Banker. Please use and/or share my information with a Coldwell Banker agent to contact me about my real estate needs.

By clicking SUBMIT, I agree a Coldwell Banker Agent may contact me by phone or text message including by automated means about real estate services, and that I can access real estate services without providing my phone number. I acknowledge that I have read and agree to the Terms of Use and Privacy Policy.

We Value Your Privacy

Listing agents

— 100 E Rockwood Way —

  • Premier Sotheby's Intl. Realty

  • Premier Sotheby's Intl. Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 100 E Rockwood Way

School District:Orange County School District
RatingNameGradesDistance
8
Audubon Park School
1500 Falcon Dr, Orlando, FL 32803
PK-80.7 mi
7
Cornerstone Charter Academy K-8
5903 Randolph Ave, Belle Isle, FL 32809
K-87.2 mi
6
Cornerstone Charter Academy High School
5903 Randolph Ave, Belle Isle, FL 32809
9-127.2 mi
Disclaimer: School ratings provided by GreatSchools. Ratings are on a scale of 1-10. Learn more about GreatSchools ratings. School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 100 E Rockwood Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/04/2025
Listed
$3,295,000
31.8%
MLS
4/15/2022
Sold
$2,500,000
—
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 100 E Rockwood Way

Year
Property Taxes
Change
Tax Assessment
Change
2024
$32,423
3%
$2,113,705
3%
2023
$31,352
149%
$2,052,141
157%
2021
$12,578
-50%
$797,461
-51%
2022
$25,301
101%
$1,637,513
368%
2021
$12,578
120%
$350,000
—
2019
$5,710
2%
$350,000
4%
2018
$5,580
-1%
$337,000
—
2017
$5,656
—
$337,000
—
2016
$5,661
140%
$337,000
93%
2015
$2,358
-1%
$174,277
1%
2014
$2,377
3%
$172,894
1%
2013
$2,318
—
$170,339
—
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.

Estimate the Cost for 100 E Rockwood Way

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Premier Sotheby's Intl. Realty

Similar Properties near 100 E Rockwood Way

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1900 W Fawsett Rd, Winter Park, FL 32789 - Photo 1
$3,250,000

1900 W Fawsett Rd  Winter Park, FL 32789

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 5
    Total Baths
  • 4,600
    Sq. Ft.
Listed by Kelly Price & Company Llc
1426 Nottingham St, Orlando, FL 32803 - Photo 1
$3,200,000

1426 Nottingham St  Orlando, FL 32803

  • Single Family
  • Active
  • 4
    Beds
  • 5
    Total Baths
  • 3,837
    Sq. Ft.
Listed by Premier Sotheby's Intl. Realty
1730 Winchester Dr, Winter Park, FL 32789 - Photo 1
$3,295,000

1730 Winchester Dr  Winter Park, FL 32789

  • Single Family
  • Active
  • 5
    Beds
  • 6
    Total Baths
  • 4,080
    Sq. Ft.
Listed by Keller Williams Winter Park
10138 Chiltern Garden Dr, Orlando, FL 32827 - Photo 1
$3,295,000

10138 Chiltern Garden Dr  Orlando, FL 32827

  • Single Family
  • Active
  • 5
    Beds
  • 5
    Total Baths
  • 3,660
    Sq. Ft.
Listed by Lake Nona Realty Llc

Just Listed near 100 E Rockwood Way

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1161 Charming St, Maitland, FL 32751 - Photo 1 Just Listed
$599,000

1161 Charming St  Maitland, FL 32751

  • Townhouse
  • Active
  • Updated 4 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,477
    Sq. Ft.
Listed by Young Real Estate
260 Lookout Pl, Maitland, FL 32751 - Photo 1 Just Listed
$42,042

260 Lookout Pl  #107  Maitland, FL 32751

  • Commercial Lease
  • Active
Listed by American Horizons Realty
206 Tangerine Pl, Maitland, FL 32751 - Photo 1 Just Listed
$399,999

206 Tangerine Pl  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 1
    Total Bath
  • 928
    Sq. Ft.
Listed by Strickland Realty Group Inc
670 N Orlando Ave, Maitland, FL 32751 - Photo 1 Just Listed
$4,280

670 N Orlando Ave  #202  Maitland, FL 32751

  • Commercial Lease
  • Active
Listed by Sunshine Group Usa, Inc

Price Reduced near 100 E Rockwood Way

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1925 Blossom Ln, Maitland, FL 32751 - Photo 1 Price Reduced
-$16,000 (-2.94%)
$529,000

1925 Blossom Ln  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 1 day ago
  • 5
    Beds
  • 3
    Total Baths
  • 2,399
    Sq. Ft.
Listed by Russu Realty & Associates Pa
881 Town Cir, Maitland, FL 32751 - Photo 1 Price Reduced
-$10,000 (-3.64%)
$264,900

881 Town Cir  #129  Maitland, FL 32751

  • Condo
  • Active
  • Updated 11 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,565
    Sq. Ft.
Listed by Live Florida Now Llc
2672 Tuscarora Trail, Maitland, FL 32751 - Photo 1 Price Reduced
-$6,000 (-0.99%)
$599,000

2672 Tuscarora Trail  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,059
    Sq. Ft.
Listed by Exp Realty Llc
2161 Lake Howell Preserve Ct, Maitland, FL 32751 - Photo 1 Price Reduced
-$5,000 (-0.82%)
$605,000

2161 Lake Howell Preserve Ct  Maitland, FL 32751

  • Townhouse
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 4
    Total Baths
  • 2,188
    Sq. Ft.
Listed by Premium Properties Real Estate

Recent Sales near 100 E Rockwood Way

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1635 Highland Rd, Winter Park, FL 32789 - Photo 1 Sold
$3,000,000

1635 Highland Rd  Winter Park, FL 32789

  • Single Family
  • Closed
  • 5
    Beds
  • 6
    Total Baths
  • 4,325
    Sq. Ft.
Listed by Charles Rutenberg Realty Orlando
Sold by Royalty R E Boutique Inc
2916 Lake Shore Dr, Orlando, FL 32803 - Photo 1 Sold
$3,050,000

2916 Lake Shore Dr  Orlando, FL 32803

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 4,599
    Sq. Ft.
Listed by Mary Heidrich
Sold by Fannie Hillman & Associates
681 Virginia Dr, Winter Park, FL 32789 - Photo 1 Sold
$3,250,000

681 Virginia Dr  Winter Park, FL 32789

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 4,338
    Sq. Ft.
Listed by Park 26 Realty Llc
Sold by Fannie Hillman & Associates
465 Genius Dr, Winter Park, FL 32789 - Photo 1 Sold
$3,400,000

465 Genius Dr  Winter Park, FL 32789

  • Single Family
  • Closed
  • 5
    Beds
  • 6
    Total Baths
  • 6,215
    Sq. Ft.
Listed by Fannie Hillman & Associates
Sold by Premier Sotheby's Intl. Realty

100 E Rockwood Way, Winter Park, FL 32789 (MLS# O6276192) is a Single Family property with 4 bedrooms, 5 full bathrooms and 1 partial bathroom. 100 E Rockwood Way is currently listed for $3,295,000 and was received on February 04, 2025. Want to learn more about 100 E Rockwood Way? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

  • Home
  • Florida Real Estate
  • Winter Park Homes for Sale
Tour this property