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Sold for $2,500,000
  • $2,500,000

    1506 Chestnut Ave, Winter Park, FL 32789

    5beds
    3,545sqft
    Single Family Residence
    Built in 2021
    9,061 Square Feet Lot
    $2,471,200 Zestimate®
    $705/sqft
    $7,303 Estimated rent

    Home value

    $2,471,200

    $2.25M - $2.72M

    $7,303/mo

    Zestimate® history
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    What's special

    Private oasisLarge windowsSpa-like bathroomCozy living spaceTop-of-the-line appliancesCreative hubFully equipped cabana house
    In one of Winter Parks desired neighborhoods, this exquisite Bates Custom Homes house is a three-year-old modern farmhouse that offers the ideal blend of style, luxury and comfort. With five spacious bedrooms, a creative hub and 4.5 beautifully appointed baths, this home is designed for relaxed living and elegant entertaining. The primary suite is downstairs and boasts large windows and a spa-like bath with dual vanities, a soaking tub, a walk-in shower and a custom walk-in closet. An additional four bedrooms are upstairs. The heart of the home is the open-concept kitchen, featuring top-of-the-line appliances like Wolf and Sub-Zero, that make cooking a pleasure. Adjacent to the kitchen, you'll find a light-filled eating area and cozy living space, ideal for family gatherings while turning the surround sound on listening to your favorite tunes or watching your favorite movie. A thoughtfully designed office provides the space for remote work or study. Step outside to your own private oasis, where a charming veranda overlooks a sparkling heated pool and spa, and a fully equipped cabana house. Complete with a fireplace, outdoor kitchen and bath, this space is ideal for year-round entertaining. The expansive backyard is a peaceful retreat, with lush landscaping providing privacy and tranquility. Additional features include a large, functional laundry room with a dedicated dog-washing station making it convenient for the pet owner. There is also an extra washer and dryer upstairs. This home is a masterpiece, combining modern sophistication with comfort and practicality.

    Zillow last checked:

    Listing updated:

    Listed by:

    Alison Mosley 407-304-6458,

    PREMIER SOTHEBY'S INTL. REALTY 407-644-3295

    Bought with:

    Alison Mosley, 639130

    PREMIER SOTHEBY'S INTL. REALTY

    Source: Stellar MLS,MLS#: O6272231MLS LogoOriginating MLS: Orlando Regional

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 6
    • Full bathrooms: 4
    • 1/2 bathrooms: 2
    Primary bedroom
    • Features: Walk-In Closet(s)
    • Level: First
    • Dimensions: 13x19
    Bedroom 1
    • Features: Walk-In Closet(s)
    • Level: Second
    • Dimensions: 12.2x13
    Bedroom 2
    • Features: Walk-In Closet(s)
    • Level: Second
    • Dimensions: 12.4x13
    Bedroom 3
    • Features: Walk-In Closet(s)
    • Level: Second
    • Dimensions: 12.4x13
    Bedroom 4
    • Features: Walk-In Closet(s)
    • Level: Second
    • Dimensions: 12.4x13
    Den
    • Level: First
    • Dimensions: 11.8x13
    Kitchen
    • Level: First
    • Dimensions: 10x17
    Living room
    • Level: First
    • Dimensions: 18.8x19
    Heating
    • Electric, Natural Gas
    Cooling
    • Central Air
    Appliances
    • Included: Bar Fridge, Oven, Cooktop, Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Range Hood, Refrigerator, Trash Compactor, Washer, Wine Refrigerator
    • Laundry: Inside, Laundry Room
    Features
    • Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Sauna, Solid Wood Cabinets, Split Bedroom, Thermostat, Walk-In Closet(s), Wet Bar
    • Flooring: Hardwood
    • Doors: Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Sliding Doors
    • Windows: Window Treatments
    • Has fireplace: Yes
    Interior area
    • Total structure area: 5,131
    • Total interior livable area: 3,545 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Garage - Attached
    • Attached garage spaces: 2
    Features
    • Levels: Two
    • Stories: 2
    • Exterior features: Dog Run, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Sidewalk, Storage
    • Has private pool: Yes
    • Pool features: Heated, In Ground
    • Has spa: Yes
    • Spa features: Heated
    • Fencing: Fenced
    Lot
    • Size: 9,061 Square Feet
    • Features: City Lot, Sidewalk
    Details
    • Additional structures: Cabana
    • Parcel number: 322130453602181
    • Zoning: WP-R-1A
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Stucco
    • Foundation: Block, Slab
    • Roof: Metal,Shingle
    Condition
    • New construction: No
    • Year built: 2021
    Details
    • Builder name: Bates Custom Homes

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Cable Available, Cable Connected, Propane, Street Lights, Underground Utilities

    Community & HOA

    Community
    • Security: Fire Alarm, Security System Owned, Smoke Detector(s)
    • Pet fee: $0 monthly
    • Subdivision: LAKE KNOWLES TERRACE
    HOA
    • Has HOA: No
    Location
    • Region: Winter Park

    Financial & listing details

    • Price per square foot: $705/sqft
    • Tax assessed value: $1,534,638
    • Annual tax amount: $18,908
    • Date on market: 1/17/2025
    • Cumulative days on market: 3 days
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Road surface type: Brick

    Price history

    DateEventPrice
    2/28/2025Sold$2,500,000+0.2%$705/sqft
    Source: Stellar MLS #O6272231 Report a problem
    1/21/2025Pending sale$2,495,000$704/sqft
    Source: Stellar MLS #O6272231 Report a problem
    1/17/2025Listed for sale$2,495,000+831%$704/sqft
    Source: Stellar MLS #O6272231 Report a problem
    9/11/2019Listing removed$1,795$1/sqft
    Source: HAMPTON & HAMPTON MGMT LEASING #O5802742 Report a problem
    8/1/2019Listed for rent$1,795+4.1%$1/sqft
    Source: Hampton & Hampton Management & Leasing Inc. (SH 3297) Report a problem
    2/10/2015Listing removed$1,725
    Source: Hampton & Hampton Management & Leasing Inc. Report a problem
    2/6/2015Listed for rent$1,725
    Source: Hampton & Hampton Management & Leasing Inc. Report a problem
    3/12/2003Sold$268,000+114.4%$76/sqft
    Source: Public Record Report a problem
    9/29/1998Sold$125,000$35/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$18,981 +3.4%$1,259,538 +3%
    2023$18,356 +3.5%$1,222,852 +3%
    2022$17,733 +221.2%$1,187,235 +239.2%
    2021$5,520 +3.7%$350,000 +7.9%
    2020$5,325 +3.5%$324,309 +10%
    2019$5,147 +3.5%$294,826 +10%
    2018$4,971 $268,024 -6.4%
    2017$4,971 +12.8%$286,361 +0.7%
    2016$4,408 +4.7%$284,272 +7.9%
    2015$4,211 +21.6%$263,573 +24.9%
    2014$3,462 +18.7%$211,030 +26.8%
    2013$2,917 +49.2%$166,422 +11.9%
    2012$1,955 -12.7%$148,664 -9.5%
    2011$2,240 -13%$164,293 -12.8%
    2010$2,574 $188,332 -18.2%
    2009-- $230,359 -17.2%
    2008$2,411 -4.9%$278,314 -15.8%
    2007$2,537 -6.3%$330,584 +21.2%
    2006$2,708 +0.2%$272,662 +16.1%
    2005$2,703 +4.8%$234,858 +41.2%
    2004$2,579 +56.1%$166,292 +4.8%
    2003$1,652 +3.1%$158,735 +20.2%
    2002$1,602 +0.7%$132,042 +8.7%
    2001$1,591 +3%$121,443 +2.7%
    2000$1,545 $118,238
    Find assessor info on the county website

    Neighborhood: 32789

    Nearby schools

    GreatSchools rating
    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
    $2,471,200
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $2,471,200