Welcome to your private slice of paradise—a beautifully renovated home with a brand new 2024 pied-à-terre guest retreat, nestled just steps from the iconic Kraft Azalea Garden on the shores of Lake Maitland, and walking distance to the renowned boutiques and dining of Park Avenue. Positioned on a beautiful 0.30-acre lot, this residence is enveloped with manicured landscaping, meandering brick pathways, and outdoor living spaces designed for effortless entertaining. This home captivates with exceptional curb appeal—complete with vibrant florals, a stately new blue front door, and architectural charm. The total square footage is 3784sf with the main home 5 bedrooms/4 bathrooms and 3304sf; the guest retreat is 1 bedroom/1 bathroom with 480sf. Recent updates include new flooring, fresh interior and exterior paint, a renovated kitchen, three new bathroom renovations, almost all new windows, and numerous decorative touches like new crown molding and plantation shutters. The heart of the home features a spacious open-concept layout ideal for entertaining. The living room with an updated gas fireplace flows into the kitchen, which boasts new Bosch appliances, bar seating, a walk-in pantry, and a charming picture window with garden views. The elegant dining space, with 11-foot ceilings and a wall of windows, frames the picturesque backyard. The first floor offers three bedrooms and two full bathrooms, including an en-suite, as well as an office. The second floor includes two large bedroom suites with high ceilings and a laundry room. The upstairs luxurious primary suite impresses with a tray ceiling, cozy fireplace, dual walk-in closets, and a renovated bathroom with granite dual vanities, a freestanding soaking tub, and an oversized walk-in shower. The secondary suite includes its own walk-in closet, spacious bath with double vanities, and a large climate-controlled storage area for ultimate flexibility. Features include French doors, hardwood floors, custom built-ins, crown molding, and plantation shutters throughout. But the crown jewel of the property is the brand-new 2024 detached pied-à-terre—a versatile studio suite with a full bedroom and bathroom, a refreshment area, and a private balcony with tranquil views, ideal as a guest house, executive office, fitness studio, or artist’s retreat. Outdoor living is a dream with a screened brick patio beneath a beamed ceiling, a charming open-air terrace, an enchanting fountain, and complete privacy thanks to a 6-foot concrete wall surrounding the grounds. With ample space to add a custom pool, the possibilities are endless. Located just steps from the 5-acre Kraft Azalea Garden with lakefront trails and a fishing dock, and a short stroll to Park Avenue to enjoy a scenic boat tour or one of the many museums—this is a truly exceptional offering in one of Winter Park’s most sought-after enclaves.
Sold for $1,450,000
$1,450,000
1299 HARDING STREET, WINTER PARK, FL 32789
6beds
3,784sqft
Single Family Residence
Built in 1951
0.3 Acres Lot
$1,440,900 Zestimate®
$383/sqft
$7,693 Estimated rent
Home value
$1,440,900
$1.31M - $1.58M
$7,693/mo
Zestimate® history
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List your homeWhat's special
Cozy fireplaceWall of windowsPicturesque backyardCustom built-insCharming open-air terraceFrench doorsMeandering brick pathways
Zillow last checked:
Listing updated:
Listed by:
Nancy Bagby 407-620-8868,
FANNIE HILLMAN & ASSOCIATES 407-644-1234
Bought with:
Mick Night, 525290
PREMIER SOTHEBY'S INTL. REALTY
John Pinel, 3024450
PREMIER SOTHEBY'S INTL. REALTY
Source: Stellar MLS,MLS#: O6298410
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 5
- Full bathrooms: 5
Rooms
- Room types: Dining Room, Living Room, Garage Apartment, Utility Room
Other
- Description: Room5
- Features: Walk-In Closet(s)
- Level: Second
- Area: 500 Square Feet
- Dimensions: 25x20
Primary bedroom
- Description: Room4
- Features: Walk-In Closet(s)
- Level: First
- Area: 168 Square Feet
- Dimensions: 14x12
Bedroom 3
- Description: Room6
- Features: Built-in Closet
- Level: First
- Area: 156 Square Feet
- Dimensions: 13x12
Bedroom 4
- Description: Room7
- Features: Built-in Closet
- Level: First
- Area: 96 Square Feet
- Dimensions: 12x8
Bedroom 5
- Description: Room8
- Features: Walk-In Closet(s)
- Level: Second
- Area: 204 Square Feet
- Dimensions: 17x12
Dining room
- Description: Room2
- Level: First
- Area: 198 Square Feet
- Dimensions: 18x11
Other
- Description: Room10
- Features: Built-in Closet
- Level: Second
- Area: 399 Square Feet
- Dimensions: 21x19
Kitchen
- Description: Room3
- Level: First
- Area: 182 Square Feet
- Dimensions: 14x13
Living room
- Description: Room1
- Level: First
- Area: 520 Square Feet
- Dimensions: 26x20
Office
- Description: Room9
- Features: No Closet
- Level: First
- Area: 140 Square Feet
- Dimensions: 14x10
Heating
- Central, Electric
Cooling
- Central Air, Ductless
Appliances
- Included: Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Microwave, Range Hood, Refrigerator
- Laundry: Inside, Laundry Room, Upper Level
Features
- Built-in Features, Ceiling Fan(s), Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Solid Surface Counters, Split Bedroom, Stone Counters, Walk-In Closet(s)
- Flooring: Carpet, Luxury Vinyl, Porcelain Tile, Tile, Hardwood
- Doors: French Doors
- Windows: Double Pane Windows, Shutters
- Has fireplace: Yes
- Fireplace features: Gas, Living Room
Interior area
- Total structure area: 4,326
- Total interior livable area: 3,784 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage Door Opener
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Deck, Front Porch, Patio, Rear Porch, Screened
- Exterior features: Irrigation System, Lighting, Private Mailbox, Rain Gutters
- Fencing: Masonry
Lot
- Size: 0.3 Acres
- Dimensions: 90 x 165 x 72 x 160
- Features: City Lot, Landscaped
- Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Details
- Additional structures: Guest House
- Parcel number: 312130422004270
- Zoning: WP-R-1AA
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1951
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Electricity Connected, Natural Gas Available, Phone Available, Propane, Public, Sewer Connected, Street Lights, Underground Utilities, Water Connected
Community & HOA
Community
- Features: Park, Sidewalks
- Security: Security System, Security System Owned
- Pet fee: $0 monthly
- Subdivision: J KRONENBERGER
HOA
- Has HOA: No
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $383/sqft
- Tax assessed value: $1,256,945
- Annual tax amount: $12,111
- Date on market: 4/10/2025
- Cumulative days on market: 89 days
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Brick
Price history
| Date | Event | Price |
|---|---|---|
| 8/7/2025 | Sold | $1,450,000-22.4%$383/sqft |
Source:  Stellar MLS #O6298410 Report a problem | ||
| 7/14/2025 | Pending sale | $1,869,000$494/sqft |
Source: Stellar MLS #O6298410 Report a problem | ||
| 6/30/2025 | Price change | $1,869,000-1.6%$494/sqft |
Source: Stellar MLS #O6298410 Report a problem | ||
| 5/30/2025 | Price change | $1,899,999-5%$502/sqft |
Source: Stellar MLS #O6298410 Report a problem | ||
| 5/4/2025 | Price change | $1,999,999-4.7%$529/sqft |
Source: Stellar MLS #O6298410 Report a problem | ||
| 4/25/2025 | Price change | $2,099,000-6.7%$555/sqft |
Source: Stellar MLS #O6298410 Report a problem | ||
| 4/14/2025 | Price change | $2,249,000-9.7%$594/sqft |
Source: Stellar MLS #O6298410 Report a problem | ||
| 4/10/2025 | Listed for sale | $2,490,000+131.6%$658/sqft |
Source: Stellar MLS #O6298410 Report a problem | ||
| 11/17/2020 | Sold | $1,075,000-1.8%$284/sqft |
Source: Public Record Report a problem | ||
| 10/5/2020 | Pending sale | $1,095,000$289/sqft |
Source: FANNIE HILLMAN & ASSOCIATES #O5895581 Report a problem | ||
| 9/29/2020 | Listed for sale | $1,095,000+204.2%$289/sqft |
Source: FANNIE HILLMAN & ASSOCIATES #O5895581 Report a problem | ||
| 7/16/1998 | Sold | $360,000$95/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $12,458 +3.7% | $826,437 +3% |
| 2023 | $12,017 +5.2% | $802,366 +3% |
| 2022 | $11,425 +1% | $778,996 +3% |
| 2021 | $11,308 -9.6% | $756,307 -3% |
| 2020 | $12,505 +1% | $779,525 +2.7% |
| 2019 | $12,383 +108.7% | $758,982 +91% |
| 2018 | $5,933 | $397,324 -47.1% |
| 2017 | $5,933 +0.9% | $751,741 +1% |
| 2016 | $5,879 +2.1% | $744,560 +10.9% |
| 2015 | $5,758 -3.2% | $671,144 +16.7% |
| 2014 | $5,946 +2.2% | $575,337 +8.5% |
| 2013 | $5,817 +1.1% | $530,044 -0.6% |
| 2012 | $5,754 +3% | $533,487 -1.6% |
| 2011 | $5,588 +5.1% | $541,890 -8% |
| 2010 | $5,316 | $589,312 -4.5% |
| 2009 | -- | $617,393 -9.6% |
| 2008 | $4,906 -0.7% | $683,228 -3.7% |
| 2007 | $4,942 -6.5% | $709,294 +7.6% |
| 2006 | $5,287 0% | $659,128 +14.6% |
| 2005 | $5,289 +4.5% | $575,013 +56.4% |
| 2004 | $5,060 +5.6% | $367,747 +6.9% |
| 2003 | $4,792 +2.7% | $343,962 +15.2% |
| 2002 | $4,667 +0.4% | $298,542 +4.7% |
| 2001 | $4,648 +2.2% | $285,041 +2.8% |
| 2000 | $4,548 | $277,270 |
Find assessor info on the county website
Neighborhood: 32789
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Nearby schools
GreatSchools rating
- 7/10Lakemont Elementary SchoolGrades: K-5Distance: 0.9 mi
- 6/10Maitland Middle SchoolGrades: 6-8Distance: 1.7 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 2.2 mi
Schools provided by the listing agent
- Elementary: Lakemont Elem
- Middle: Maitland 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
$1,440,900
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Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$1,440,900
- Florida
- Orange County
- Winter Park
- 32789
- 1299 HARDING STREET
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