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.
Sold for $3,100,000
$3,100,000
141 GLENRIDGE WAY, WINTER PARK, FL 32789
5beds
5,243sqft
Single Family Residence
Built in 2008
0.48 Acres Lot
$3,100,200 Zestimate®
$591/sqft
$7,766 Estimated rent
Home value
$3,100,200
$2.85M - $3.35M
$7,766/mo
Zestimate® history
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List your homeWhat's special
Resort style poolDesignated officeDelightful breakfast nookExtensive custom millworkPeaceful treetop viewsOversized quartz islandFree-standing tub
Zillow last checked:
Listing updated:
Listed by:
Mary Colton 407-222-7388,
FANNIE HILLMAN & ASSOCIATES 407-644-1234,
Lisa Shear 407-721-9375,
FANNIE HILLMAN & ASSOCIATES
Bought with:
Richard Palmano, 3120608
PALMANO GROUP RE BROKERAGE LLC
Source: Stellar MLS,MLS#: O6393616
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Rooms
- Room types: Den/Library/Office, Family Room, Dining Room, Living Room, Utility Room, Media Room, Storage Rooms
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 570 Square Feet
- Dimensions: 30x19
Bedroom 2
- Features: En Suite Bathroom, Built-in Closet
- Level: First
- Area: 224 Square Feet
- Dimensions: 14x16
Bedroom 3
- Features: Ceiling Fan(s), Walk-In Closet(s)
- Level: Second
- Area: 182 Square Feet
- Dimensions: 14x13
Bedroom 4
- Features: Built-In Shelving, Walk-In Closet(s)
- Level: Second
- Area: 182 Square Feet
- Dimensions: 14x13
Bedroom 5
- Features: Ceiling Fan(s), Built-in Closet
- Level: Second
- Area: 195 Square Feet
- Dimensions: 15x13
Dining room
- Level: First
- Area: 208 Square Feet
- Dimensions: 16x13
Family room
- Features: Built-In Shelving
- Level: First
- Area: 360 Square Feet
- Dimensions: 18x20
Kitchen
- Features: Granite Counters
- Level: First
- Area: 280 Square Feet
- Dimensions: 20x14
Laundry
- Level: First
- Area: 135 Square Feet
- Dimensions: 15x9
Living room
- Level: First
- Area: 304 Square Feet
- Dimensions: 16x19
Media room
- Features: Walk-In Closet(s)
- Level: First
- Area: 644 Square Feet
- Dimensions: 28x23
Office
- Features: No Closet
- Level: First
- Area: 156 Square Feet
- Dimensions: 13x12
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
- Laundry: Inside, Laundry Room
Features
- Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s)
- Flooring: Brick/Stone, Ceramic Tile, Marble, Hardwood
- Doors: French Doors, Outdoor Grill, Outdoor Kitchen, Outdoor Shower
- Windows: Window Treatments
- Has fireplace: Yes
- Fireplace features: Family Room, Gas
Interior area
- Total structure area: 7,714
- Total interior livable area: 5,243 sqft
Property
Parking
- Total spaces: 3
- Parking features: Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side, Ground Level
- Attached garage spaces: 3
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Front Porch, Rear Porch, Screened
- Exterior features: Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Sidewalk
- Has private pool: Yes
- Pool features: Child Safety Fence, Gunite, In Ground, Pool Sweep
- Fencing: Other
- Has view: Yes
- View description: Pool
Lot
- Size: 0.48 Acres
- Dimensions: 101 x 209 +-
- Features: City Lot, Sidewalk
- Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Details
- Parcel number: 072230125204171
- Zoning: R-1AA
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Block, Brick, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 2008
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available
Community & HOA
Community
- Pet fee: $0 monthly
- Subdivision: CHARMONT
HOA
- Has HOA: No
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $591/sqft
- Tax assessed value: $2,522,853
- Annual tax amount: $40,155
- Date on market: 3/27/2026
- Cumulative days on market: 49 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Road surface type: Brick
Price history
| Date | Event | Price |
|---|---|---|
| 7/6/2026 | Sold | $3,100,000-4.6%$591/sqft |
Source:  Stellar MLS #O6393616 Report a problem | ||
| 5/16/2026 | Pending sale | $3,250,000$620/sqft |
Source: Stellar MLS #O6393616 Report a problem | ||
| 3/27/2026 | Listed for sale | $3,250,000+62.9%$620/sqft |
Source: Stellar MLS #O6393616 Report a problem | ||
| 10/5/2020 | Sold | $1,995,000$381/sqft |
Source: Public Record Report a problem | ||
| 9/8/2020 | Pending sale | $1,995,000$381/sqft |
Source: KELLER WILLIAMS WINTER PARK #O5835095 Report a problem | ||
| 8/17/2020 | Price change | $1,995,000-2.6%$381/sqft |
Source: KELLER WILLIAMS WINTER PARK #O5835095 Report a problem | ||
| 4/6/2020 | Price change | $2,049,000-2.2%$391/sqft |
Source: KELLER WILLIAMS WINTER PARK #O5835095 Report a problem | ||
| 3/23/2020 | Listed for sale | $2,095,000$400/sqft |
Source: KELLER WILLIAMS WINTER PARK #O5835095 Report a problem | ||
| 2/5/2020 | Pending sale | $2,095,000$400/sqft |
Source: KELLER WILLIAMS WINTER PARK #O5835095 Report a problem | ||
| 1/7/2020 | Listed for sale | $2,095,000+12.3%$400/sqft |
Source: KELLER WILLIAMS WINTER PARK #O5835095 Report a problem | ||
| 7/18/2016 | Sold | $1,865,000-3.1%$356/sqft |
Source: Public Record Report a problem | ||
| 6/22/2016 | Pending sale | $1,925,000$367/sqft |
Source: KELLY PRICE & COMPANY LLC #O5439663 Report a problem | ||
| 5/12/2016 | Listed for sale | $1,925,000+30.1%$367/sqft |
Source: KELLY PRICE & COMPANY LLC #O5439663 Report a problem | ||
| 9/21/2012 | Sold | $1,480,000-6.6%$282/sqft |
Source: Stellar MLS #O5109895 Report a problem | ||
| 7/12/2012 | Listed for sale | $1,585,000+244.6%$302/sqft |
Source: Fannie Hillman + Associates Report a problem | ||
| 5/11/2004 | Sold | $460,000+14.3%$88/sqft |
Source: Public Record Report a problem | ||
| 1/29/2002 | Sold | $402,500$77/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $39,000 +15.1% | $2,522,853 +25.4% |
| 2023 | $33,876 +16.9% | $2,012,216 +10% |
| 2022 | $28,977 +10.5% | $1,829,287 +10% |
| 2021 | $26,229 +7.4% | $1,662,988 +6.5% |
| 2020 | $24,423 -2.2% | $1,561,799 -0.5% |
| 2019 | $24,978 +0.3% | $1,570,037 +1.7% |
| 2018 | $24,907 | $1,543,271 +1.7% |
| 2017 | $24,907 +0.4% | $1,517,153 +3% |
| 2016 | $24,810 +0.3% | $1,472,767 +1.2% |
| 2015 | $24,740 +3.4% | $1,455,640 +7.2% |
| 2014 | $23,931 +9.1% | $1,358,481 +8.6% |
| 2013 | $21,931 +14% | $1,251,261 +11% |
| 2012 | $19,240 -9.7% | $1,127,300 -9% |
| 2011 | $21,300 +0.2% | $1,239,468 -2.8% |
| 2010 | $21,250 | $1,275,574 -17.4% |
| 2009 | -- | $1,544,088 +452.7% |
| 2008 | $4,578 -6.3% | $279,360 -6.9% |
| 2007 | $4,884 -4.4% | $300,000 +5% |
| 2006 | $5,108 -34.6% | $285,600 -32.5% |
| 2005 | $7,816 +11.5% | $423,025 +10.2% |
| 2004 | $7,009 +8.5% | $383,950 +4.9% |
| 2003 | $6,462 | $366,142 +14.7% |
| 2002 | -- | $319,114 +4.5% |
| 2001 | -- | $305,517 +17.2% |
| 2000 | -- | $260,693 |
Find assessor info on the county website
Neighborhood: 32789
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Nearby schools
GreatSchools rating
- 10/10AUDUBON PARK SCHOOLGrades: PK-8Distance: 0.9 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 1.5 mi
Schools provided by the listing agent
- Elementary: Audubon Park K8
- Middle: Audubon Park K-8
- High: Winter Park High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$3,100,200
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Estimated market value
$3,100,200
- Florida
- Orange County
- Winter Park
- 32789
- 141 GLENRIDGE WAY
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