Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$3,250,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 5,243 Sq. Ft.
  • Updated 22 hours ago
See This Home
Save This Home
See This Home
Save This Home
Grand Southern charm and architectural elegance define this stately residence in one of Winter Park's most desirable neighborhoods, set along a quiet brick-lined street just steps from Lake Chelton. Positioned on nearly half an acre, the home spans over 5,200 square feet, offering 5 bedrooms, 4.5 baths, a designated office, a large, versatile media/game room, a 3-car garage, and an expansive lanai with summer kitchen and resort style pool- all brought together in a smart well-planned layout ideal for effortless everyday living and exceptional entertaining. Step inside to a beautifully curated interior where rich architectural detail and livable design come together. Extensive custom millwork-seen in detailed moldings, trim work, and built-ins-adds depth and character throughout. The entry opens to gracious living and dining spaces, complemented by an impressive 550+ bottle temperature-controlled wine room. At the heart of the home, a beautifully appointed Kitchen, featuring white wood cabinetry, a six-burner gas range, an oversized quartz island, and a delightful breakfast nook that seamlessly connects to the family room featuring custom built-ins and fireplace-creating a natural gathering space. Tucked away, the first-floor primary suite offers a spacious sitting area, a beautifully customized closet with dressing area, and a luxurious bath with marble flooring, a large double-head walk-in shower, dual vanities, a free -standing tub, and built-in linen cabinetry-designed as a calming and private sanctuary. The first level also features a private guest bedroom with en-suite bath, creating an ideal setup for friends & family. A generously sized laundry room offers abundant cabinetry and exceptional storage, making everyday tasks feel effortless. Upstairs, three spacious bedrooms and two full baths provide comfortable accommodations, with two bedrooms opening through French doors to the front double balcony-perfect for enjoying peaceful treetop views. The back of the home unfolds around a beautiful pool and spa, with French doors from multiple rooms opening to the lanai and creating a natural indoor-outdoor connection. Retractable screens allow for year-round enjoyment of the well-appointed summer kitchen, making it ideal for both relaxed evenings and easy entertaining. Other notable highlights: a whole house natural gas generator, extensive brick paver driveway & motor court, automated driveway gate, integrated sound system, security cameras and new roof 2024. Lastly, this profound property offers top rated Winter Park schools and easy access to Park Ave, Downtown Orlando, Audubon Park Garden District and Baldwin Park.

Full Property Details for 141 Glenridge Way

General

  • Price: $3,250,000
  • Taxes: $40,155 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6393616
  • Updated: 3/27/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 12
  • Interior Features: Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s), Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Family Room, Gas
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Brick/Stone, Ceramic Tile, Marble, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Child Safety Fence, Gunite, In Ground, Pool Sweep

Exterior

  • Exterior Features: French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Sidewalk
  • 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: 3
  • Covered Spaces: 3
  • Parking Features: Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side, Ground Level

Location

  • Area: 32789 - Winter Park
  • County: Orange
  • Development Name: 32789 - Winter Park
  • Subdivision: CHARMONT
  • Driving Directions: W. Lake Sue to south on Forrest Road toward Lake Chelton Circle. Left on Glenridge, home on left. OR Winter Park Road to west on Glenridge, home on right.
  • Direction Faces: South

School Information

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

Community

  • Community Name: 32789 - Winter Park

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

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

Structural Information

  • Architectural Info: Traditional
  • Architectural Style: Traditional
  • Exterior Const.: Block, Brick, Stucco
  • Roof: Shingle
  • Windows: Shutters, Window Treatments
  • Stories/Levels: Two
  • Square Feet: 5,243
  • Sq. Ft. Source: Public Records
  • Year Built: 2008

Lot Features

  • Property View: Pool
  • Lot Size (Acres): 0.48
  • Lot Size (Sq. Ft.): 20,987
  • Lot Size: 20987
  • Lot Dimensions: 101 x 209 +-
  • Frontage: Street Brick
  • Street/Road Desc.: Brick
  • Fencing (Description): Other

Financial Considerations

  • Tax Amount: $40,155.42
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: CHARMONT L/93 THE W 34 FT OF LOT 17 & ALL LOT 18 BLK D
  • Flood Zone Info: X
  • APN: 72230125204171
  • Property ID: 72230125204171
  • Block/Lot/Section: D

Listed by Fannie Hillman & Associates

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agents

— 141 Glenridge Way —

  • Fannie Hillman & Associates

  • Fannie Hillman & Associates

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 141 Glenridge Way

School District:Orange County School District
NameGradesDistance
Audubon Park School
1500 Falcon Drive, Orlando, FL 32803
PK-80.9 mi
Winter Park High School
2100 Summerfield Road, Winter Park, FL 32792
9-121.6 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 141 Glenridge Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/27/2026
Listed
$3,250,000
62.91%
MLS
9/25/2020
Sold
$1,995,000
—
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 141 Glenridge Way

Year
Property Taxes
Change
Tax Assessment
Change
2024
$39,000
—
$2,596,016
3%
2024
$39,000
15%
$2,522,853
6%
2023
$33,876
29%
$2,368,923
42%
2021
$26,229
-9%
$1,662,988
-14%
2022
$28,977
10%
$1,939,547
24%
2021
$26,229
5%
$1,561,799
-1%
2019
$24,978
—
$1,570,037
2%
2018
$24,907
—
$1,543,271
2%
2017
$24,810
—
$1,517,153
3%
2016
$24,740
-2%
$1,472,767
1%
2015
$25,215
5%
$1,455,640
7%
2014
$23,931
9%
$1,358,481
9%
2013
$21,931
—
$1,251,261
—
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 141 Glenridge 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 Fannie Hillman & Associates

Similar Properties near 141 Glenridge Way

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

350 Northwind Rd, Maitland, FL 32751 - Photo 1
$3,299,000

350 Northwind Rd  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 10 days ago
  • 5
    Beds
  • 5
    Total Baths
  • 4,819
    Sq. Ft.
Listed by Sotera Living
1761 Legion Dr, Winter Park, FL 32789 - Photo 1
$3,295,000
Open House

1761 Legion Dr  Winter Park, FL 32789

  • Single Family
  • Active
  • Updated 1 day ago
  • 5
    Beds
  • 6
    Total Baths
  • 4,955
    Sq. Ft.
Listed by Scanlon Realty Group Llc and Kelly Price & Company Llc
2040 Randall Cir, Winter Park, FL 32789 - Photo 1 Price Reduced
-$100,000 (-2.9%)
$3,350,000

2040 Randall Cir  Winter Park, FL 32789

  • Single Family
  • Active
  • Updated 11 hours ago
  • 5
    Beds
  • 6
    Total Baths
  • 4,636
    Sq. Ft.
Listed by Premier Sotheby's Intl. Realty
948 Poinciana Ln, Winter Park, FL 32789 - Photo 1 Price Reduced
-$400,000 (-11.11%)
$3,199,000
Open House

948 Poinciana Ln  Winter Park, FL 32789

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,676
    Sq. Ft.
Listed by Kelly Price & Company Llc

Just Listed near 141 Glenridge Way

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

1106 Charming St, Maitland, FL 32751 - Photo 1 Just Listed
$495,000

1106 Charming St  Maitland, FL 32751

  • Townhouse
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,870
    Sq. Ft.
Listed by Flat Fee Mls Realty
2801 Waumpi Trail, Maitland, FL 32751 - Photo 1 Just Listed
$879,000

2801 Waumpi Trail  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 5 days ago
  • 5
    Beds
  • 3
    Total Baths
  • 2,836
    Sq. Ft.
Listed by Avanti Way Realty Llc
2525 Caper Ln, Maitland, FL 32751 - Photo 1 Just Listed
$119,000

2525 Caper Ln  #205  Maitland, FL 32751

  • Condo
  • Active
  • Updated 1 hour ago
  • 1
    Bed
  • 1
    Total Bath
  • 550
    Sq. Ft.
Listed by Lpt Realty, Llc
1140 S Orlando Ave, Maitland, FL 32751 - Photo 1 Just Listed
$479,900

1140 S Orlando Ave  #F8  Maitland, FL 32751

  • Condo
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 816
    Sq. Ft.
Listed by Hamilton Group Realty

Price Reduced near 141 Glenridge Way

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

351 White Oak Cir, Maitland, FL 32751 - Photo 1 Price Reduced
-$4,000 (-0.46%)
$865,000
Open House

351 White Oak Cir  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,305
    Sq. Ft.
Listed by Edward Johnston (407) 509-4600
204 Quayside Cir, Maitland, FL 32751 - Photo 1 Price Reduced
-$30,000 (-6.59%)
$425,000

204 Quayside Cir  #304  Maitland, FL 32751

  • Condo
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,270
    Sq. Ft.
Listed by Gallery Properties International
320 White Oak Cir, Maitland, FL 32751 - Photo 1 Price Reduced
-$20,000 (-2.3%)
$849,000
Open House

320 White Oak Cir  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,681
    Sq. Ft.
Listed by Overstreet Real Estate Inc
570 Dommerich Dr, Maitland, FL 32751 - Photo 1 Price Reduced
-$200,000 (-16.67%)
$1,000,000

570 Dommerich Dr  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,956
    Sq. Ft.
Listed by Bhhs Florida Realty

Recent Sales near 141 Glenridge Way

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

2171 Forrest Rd, Winter Park, FL 32789 - Photo 1 Sold
$3,485,000

2171 Forrest Rd  Winter Park, FL 32789

  • Single Family
  • Closed
  • 5
    Beds
  • 6
    Total Baths
  • 4,565
    Sq. Ft.
Listed by Premier Sotheby's Intl. Realty
Sold by Catherine Williams
1820 Glencoe Rd, Winter Park, FL 32789 - Photo 1 Sold
$3,600,000

1820 Glencoe Rd  Winter Park, FL 32789

  • Single Family
  • Closed
  • Updated 3 days ago
  • 5
    Beds
  • 7
    Total Baths
  • 4,055
    Sq. Ft.
Listed by Corcoran Premier Realty
Sold by Corcoran Premier Realty
1820 Englewood Rd, Winter Park, FL 32789 - Photo 1 Sold
$3,020,000

1820 Englewood Rd  Winter Park, FL 32789

  • Single Family
  • Closed
  • 5
    Beds
  • 6
    Total Baths
  • 4,263
    Sq. Ft.
Listed and Sold by Keller Williams Advantage Iii
1900 W Fawsett Rd, Winter Park, FL 32789 - Photo 1 Sold
$3,200,000

1900 W Fawsett Rd  Winter Park, FL 32789

  • Single Family
  • Closed
  • 4
    Beds
  • 5
    Total Baths
  • 4,600
    Sq. Ft.
Listed by Keller Williams Winter Park
Sold by Corcoran Premier Realty

141 Glenridge Way, Winter Park, FL 32789 (MLS# O6393616) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 141 Glenridge Way is currently listed for $3,250,000 and was received on March 27, 2026. Want to learn more about 141 Glenridge 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.

Tour this property