Commanding an elevated position with tranquil views of Lake Mizell, this quintessential 1926 estate artfully fuses period elegance with refined, modern enhancements. Moments from the boutiques and restaurants of Park Avenue, the residence welcomes with a paver circular drive and a private, gated side entry leading to a detached two-car garage. A brick-clad front porch and mature landscaping frame the formal entry, setting a tone of architectural distinction. Inside, a gallery-style foyer showcases designer wallpaper and salvaged pew rail detailing from a New York City church. The formal living room offers a stately gas fireplace, bespoke built-ins, and a large fixed window framing the lake, ideally suited for a quiet reading nook. The adjacent sunroom, encased in fixed glass, captures the surrounding canopy and lake vistas in all seasons. A generous dining room with custom dry bar, underlit floating shelving, and beverage refrigeration provides an ideal setting for elegant entertaining. The gourmet kitchen is thoughtfully appointed with paneled appliances including refrigerator and freezer columns, refrigerator drawers and a microwave drawer. Additional features include natural gas cooking, double ovens, and a sun-drenched breakfast room opening to the rear terrace and lap pool. A Dutch door entry offers functional access for daily living, while the basement below presents an opportunity for climate-controlled wine storage. The upstairs primary suite exudes comfort and sophistication with its gas fireplace, walk-in closet illuminated by a lake-facing window, a private covered balcony, and a spa-inspired bath with dual vanities, soaking tub, steam shower and private water closet. Two additional guest rooms with a Jack and Jill bath complete the upper level. Extensive renovations include a newer roof, Andersen windows and doors, two HVAC systems, full re-piping and rewiring, fresh paint, lighting, a newly installed pool heater and Hardie board siding—all executed within the last five years. The walk-up attic and pristine basement offer rare additional storage. Refinished hardwood floors throughout provide a consistent, elegant backdrop. This residence is a compelling blend of character, craftsmanship and contemporary living.
Sold for $2,100,000
$2,100,000
104 CORTLAND AVENUE, WINTER PARK, FL 32789
4beds
3,182sqft
Single Family Residence
Built in 1926
0.28 Acres Lot
$2,082,000 Zestimate®
$660/sqft
$6,109 Estimated rent
Home value
$2,082,000
$1.89M - $2.29M
$6,109/mo
Zestimate® history
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List your homeWhat's special
Gas fireplaceRear terraceSun-drenched breakfast roomCustom dry barBrick-clad front porchGourmet kitchenSpa-inspired bath
Zillow last checked:
Listing updated:
Listed by:
Mick Night 407-629-4446,
PREMIER SOTHEBY'S INTL. REALTY 407-644-3295,
Drew Henner 407-406-0662,
PREMIER SOTHEBY'S INTL. REALTY
Bought with:
Lisa Fleming, 3024926
FANNIE HILLMAN & ASSOCIATES
Source: Stellar MLS,MLS#: O6307403
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Rooms
- Room types: Attic, Breakfast Room Separate, Florida Room, Dining Room, Living Room, Utility Room, Storage Rooms
Primary bedroom
- Features: En Suite Bathroom, Walk-In Closet(s)
- Level: Second
- Area: 352 Square Feet
- Dimensions: 16x22
Bedroom 2
- Features: Ceiling Fan(s), Jack & Jill Bathroom, Built-in Closet
- Level: Second
- Area: 168 Square Feet
- Dimensions: 14x12
Bedroom 3
- Features: Ceiling Fan(s), Jack & Jill Bathroom, Built-in Closet
- Level: Second
- Area: 168 Square Feet
- Dimensions: 14x12
Bedroom 4
- Features: Jack & Jill Bathroom, No Closet
- Level: First
- Area: 176 Square Feet
- Dimensions: 16x11
Primary bathroom
- Features: Built-In Shower Bench, Dual Sinks, Exhaust Fan, Multiple Shower Heads, Rain Shower Head, Steam Shower, Stone Counters, Tub with Separate Shower Stall, Water Closet/Priv Toilet, Window/Skylight in Bath, No Closet
- Level: Second
- Area: 120 Square Feet
- Dimensions: 15x8
Bathroom 2
- Features: Exhaust Fan, Jack & Jill Bathroom, Rain Shower Head, Shower No Tub, Single Vanity, Stone Counters, Window/Skylight in Bath, No Closet
- Level: Second
- Area: 40 Square Feet
- Dimensions: 8x5
Bathroom 3
- Features: Exhaust Fan, Jack & Jill Bathroom, Single Vanity, Stone Counters, Tub With Shower, Window/Skylight in Bath, No Closet
- Level: First
- Area: 64 Square Feet
- Dimensions: 8x8
Basement
- Features: No Closet
- Level: Basement
- Area: 264 Square Feet
- Dimensions: 12x22
Dinette
- Features: No Closet
- Level: First
- Area: 99 Square Feet
- Dimensions: 11x9
Dining room
- Features: Bar, No Closet
- Level: First
- Area: 195 Square Feet
- Dimensions: 15x13
Florida room
- Features: No Closet
- Level: First
- Area: 200 Square Feet
- Dimensions: 10x20
Foyer
- Features: No Closet
- Level: First
- Area: 240 Square Feet
- Dimensions: 15x16
Kitchen
- Features: Stone Counters, No Closet
- Level: First
- Area: 272 Square Feet
- Dimensions: 16x17
Laundry
- Features: Stone Counters, No Closet
- Level: Second
- Area: 84 Square Feet
- Dimensions: 14x6
Living room
- Features: No Closet
- Level: First
- Area: 448 Square Feet
- Dimensions: 16x28
Heating
- Central, Heat Pump, Zoned
Cooling
- Central Air, Zoned
Appliances
- Included: Bar Fridge, Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Gas Water Heater, Microwave, Refrigerator, Tankless Water Heater, Washer
- Laundry: Inside, Laundry Room, Upper Level
Features
- Built-in Features, Ceiling Fan(s), Crown Molding, Dry Bar, Eating Space In Kitchen, High Ceilings, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat
- Flooring: Marble, Tile, Hardwood
- Doors: French Doors
- Windows: Shades, Shutters, Thermal Windows, Window Treatments
- Basement: Partial
- Has fireplace: Yes
- Fireplace features: Gas, Living Room, Master Bedroom
Interior area
- Total structure area: 4,595
- Total interior livable area: 3,182 sqft
Property
Parking
- Total spaces: 2
- Parking features: Circular Driveway, Garage Door Opener, Garage Faces Rear
- Garage spaces: 2
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 22x22
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Front Porch, Patio, Porch
- Exterior features: Awning(s), Balcony, Irrigation System, Lighting, Rain Gutters, Sidewalk
- Has private pool: Yes
- Pool features: Gunite, Heated, In Ground, Lap
- Fencing: Fenced
- Has view: Yes
- View description: Water, Lake
- Has water view: Yes
- Water view: Water,Lake
- Body of water: LAKE MIZELL
Lot
- Size: 0.28 Acres
- Dimensions: 76 x 166 x 70 x 166
- Features: City Lot, Sidewalk
- Residential vegetation: Mature Landscaping, Oak Trees
Details
- Parcel number: 052230175202181
- Zoning: R-1A
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial,Traditional
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Crawlspace
- Roof: Built-Up,Shingle
Condition
- New construction: No
- Year built: 1926
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Street Lights, Underground Utilities, Water Connected
Community & HOA
Community
- Security: Security System Owned, Smoke Detector(s)
- Pet fee: $0 monthly
- Subdivision: CORTLAND PARK
HOA
- Has HOA: No
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $660/sqft
- Tax assessed value: $1,535,187
- Annual tax amount: $23,465
- Date on market: 5/15/2025
- Cumulative days on market: 36 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Brick
Price history
| Date | Event | Price |
|---|---|---|
| 7/7/2025 | Sold | $2,100,000-11.6%$660/sqft |
Source:  Stellar MLS #O6307403 Report a problem | ||
| 6/24/2025 | Pending sale | $2,375,000$746/sqft |
Source: Stellar MLS #O6307403 Report a problem | ||
| 5/15/2025 | Listed for sale | $2,375,000+109.6%$746/sqft |
Source: Stellar MLS #O6307403 Report a problem | ||
| 9/29/2020 | Sold | $1,133,000-1.4%$356/sqft |
Source: Public Record Report a problem | ||
| 8/27/2020 | Pending sale | $1,149,000$361/sqft |
Source: FANNIE HILLMAN & ASSOCIATES #O5874538 Report a problem | ||
| 8/23/2020 | Price change | $1,149,000-4.3%$361/sqft |
Source: FANNIE HILLMAN & ASSOCIATES #O5874538 Report a problem | ||
| 6/30/2020 | Listed for sale | $1,200,000+50%$377/sqft |
Source: FANNIE HILLMAN & ASSOCIATES #O5874538 Report a problem | ||
| 6/18/2018 | Sold | $800,000-7.9%$251/sqft |
Source: Public Record Report a problem | ||
| 3/5/2018 | Price change | $869,000-8.4%$273/sqft |
Source: FLORIDA ONE REAL ESTATE LLC #O5548519 Report a problem | ||
| 12/6/2017 | Listed for sale | $949,000$298/sqft |
Source: FLORIDA ONE REAL ESTATE LLC #O5548519 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $23,465 +9.8% | $1,466,053 +10% |
| 2023 | $21,378 +26% | $1,332,775 +21.7% |
| 2022 | $16,964 +8% | $1,095,442 +10% |
| 2021 | $15,707 +35.8% | $995,856 +38.2% |
| 2020 | $11,562 +2.4% | $720,774 +4.2% |
| 2019 | $11,291 +127% | $692,017 +103.6% |
| 2018 | $4,974 | $339,874 -36% |
| 2017 | $4,974 +1% | $531,303 +0.5% |
| 2016 | $4,926 +2.1% | $528,572 +3.3% |
| 2015 | $4,824 -3.1% | $511,757 +31% |
| 2014 | $4,980 +2.3% | $390,663 +11.9% |
| 2013 | $4,870 +1.1% | $349,072 +0% |
| 2012 | $4,816 +3% | $348,913 -0.9% |
| 2011 | $4,674 +5.2% | $351,976 -3.6% |
| 2010 | $4,443 | $365,192 -25.7% |
| 2009 | -- | $491,423 -4.3% |
| 2008 | $4,104 -1.6% | $513,286 -4.7% |
| 2007 | $4,169 -6.5% | $538,725 +9.9% |
| 2006 | $4,457 +0% | $489,996 +18.1% |
| 2005 | $4,457 +4.6% | $414,845 +21.3% |
| 2004 | $4,263 +5.6% | $342,072 +0.6% |
| 2003 | $4,036 +2.7% | $339,917 +1.4% |
| 2002 | $3,928 +0.4% | $335,085 +14.1% |
| 2001 | $3,911 +2.5% | $293,645 +3.2% |
| 2000 | $3,817 | $284,521 |
Find assessor info on the county website
Neighborhood: 32789
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Nearby schools
GreatSchools rating
- 4/10Brookshire Elementary SchoolGrades: PK-5Distance: 1.2 mi
- 7/10Glenridge Middle SchoolGrades: 6-8Distance: 1.4 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 1.2 mi
Schools provided by the listing agent
- Elementary: Brookshire Elem
- Middle: Glenridge Middle
- 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
$2,082,000
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Estimated market value
$2,082,000
- Florida
- Orange County
- Winter Park
- 32789
- 104 CORTLAND AVENUE
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