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Sold for $1,590,000
  • $1,590,000

    1166 OAKS BOULEVARD, WINTER PARK, FL 32789

    4beds
    2,860sqft
    Single Family Residence
    Built in 2018
    7,918 Square Feet Lot
    $1,593,200 Zestimate®
    $556/sqft
    $6,514 Estimated rent

    Home value

    $1,593,200

    $1.47M - $1.74M

    $6,514/mo

    Zestimate® history
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    What's special

    Peaceful sitting areaCozy private denFlooded with natural lightSoaring cathedral ceilingPrivate backyard oasisGleaming quartz countertopsOutdoor tv
    HUGE PRICE IMPROVEMENT-MOTIVATED SELLER-Discover this stunning, custom-built home nestled on a tranquil, tree-lined street just steps from all the charm of Winter Park’s renowned Park Avenue. Located in a peaceful neighborhood, this elegant residence combines sophisticated craftsmanship with luxury features throughout its expansive 2,860 square feet of thoughtfully designed living space. Relax on the charming front covered porch, the perfect spot to enjoy your morning coffee. Step inside to find meticulous attention to detail—from stunning wide white oak floors to exquisite custom millwork and soaring ceilings that create an airy, welcoming atmosphere. The chef-inspired kitchen is the heart of the home, featuring an abundance of custom solid-wood cabinets, gleaming quartz countertops, and a large island with seating for four. A generous walk-in pantry with custom shelving and top-of-the-line Thermador stainless steel appliances—including a 6-burner gas stove, double oven, and deep farm sink—make meal preparation and entertaining effortless. Adjacent to the kitchen, a charming dining area is perfect for memorable dinners, while the adjoining family room boasts a soaring cathedral ceiling, a natural gas fireplace with a custom stone mantel, and large windows that flood the space with natural light. A cozy private den offers an ideal retreat for work or relaxation. On the opposite side of the first floor, you'll find a guest suite with a private bath, two additional bedrooms with custom closets, a stylish full bath, and a laundry room with ample storage and a utility sink. The spacious mudroom, accessible from the two-car garage, provides practical storage with built-in cabinets and hooks. Upstairs, the luxurious primary suite features a spa-inspired bathroom with double sinks, custom Restoration Hardware cabinetry, elegant lighting, and a large walk-in shower. A peaceful sitting area and a walk-in closet with custom shelving create a perfect private retreat. Additionally, an upstairs loft offers versatile space ideal for a home office, gym, or additional quiet area. Outside, enjoy a private backyard oasis designed for relaxation and entertainment. Highlights include a “Michael Phelps Chilly Goat” hot/cold tub combo, outdoor TV, and speakers—creating your personal weekend paradise. Additional amenities include a large two-car garage, solid-core doors, crown molding, wide base moldings, dual tankless water heaters, fully-owned solar panels (reducing energy costs), a water softener and purifier, new exterior paint (2023), professionally installed closet shelving (2023), and professionally landscaped gardens. Flooded with natural light and warmth, this exceptional home offers a cozy yet elegant atmosphere. Zoned for top-tier schools—including Winter Park High School—and conveniently located near Lake Highland, Trinity Prep, the Winter Park YMCA, Racquet Club, and Interlachen Country Club, it’s ideal for a vibrant Florida lifestyle. Walkable to Winter Park’s renowned shopping and dining destination, don’t miss the opportunity to make this exquisite property your new home! AVAILABLE BY APPOINTMENT ONLY

    Zillow last checked:

    Listing updated:

    Listed by:

    Kevin Kelly 407-781-6238,

    FANNIE HILLMAN & ASSOCIATES 407-644-1234

    Bought with:

    Anne Rogers, 479577

    ANNE ROGERS REALTY GROUP INC

    Source: Stellar MLS,MLS#: O6341707MLS LogoOriginating MLS: Orlando Regional

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Rooms
    • Room types: Den/Library/Office, Family Room, Utility Room, Loft
    Primary bedroom
    • Features: En Suite Bathroom, Shower No Tub, Water Closet/Priv Toilet, Walk-In Closet(s)
    • Level: Second
    • Area: 238 Square Feet
    • Dimensions: 14x17
    Bedroom 1
    • Features: Ceiling Fan(s), Jack & Jill Bathroom, Tub With Shower, Built-in Closet
    • Level: First
    • Area: 121 Square Feet
    • Dimensions: 11x11
    Bedroom 2
    • Features: Ceiling Fan(s), Jack & Jill Bathroom, Tub With Shower, Built-in Closet
    • Level: First
    • Area: 156 Square Feet
    • Dimensions: 12x13
    Bedroom 3
    • Features: Ceiling Fan(s), En Suite Bathroom, Shower No Tub, Single Vanity, Built-in Closet
    • Level: First
    • Area: 140 Square Feet
    • Dimensions: 10x14
    Den
    • Level: First
    • Area: 140 Square Feet
    • Dimensions: 10x14
    Dining room
    • Level: First
    • Area: 132 Square Feet
    • Dimensions: 11x12
    Kitchen
    • Features: Kitchen Island, Stone Counters, Pantry
    • Level: First
    • Area: 154 Square Feet
    • Dimensions: 11x14
    Laundry
    • Level: First
    • Area: 54 Square Feet
    • Dimensions: 6x9
    Living room
    • Features: Ceiling Fan(s)
    • Level: First
    • Area: 252 Square Feet
    • Dimensions: 14x18
    Loft
    • Level: Second
    • Area: 108 Square Feet
    • Dimensions: 9x12
    Heating
    • Central
    Cooling
    • Central Air
    Appliances
    • Included: Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener
    • Laundry: Inside, Laundry Room
    Features
    • Cathedral Ceiling(s), Ceiling Fan(s), Crown Molding, High Ceilings, Kitchen/Family Room Combo, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s)
    • Flooring: Porcelain Tile, Hardwood
    • Windows: Blinds, Drapes, Rods, Shutters, Window Treatments
    • Has fireplace: Yes
    • Fireplace features: Family Room, Gas
    Interior area
    • Total structure area: 3,556
    • Total interior livable area: 2,860 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Driveway, Garage Faces Side
    • Attached garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Levels: Two
    • Stories: 2
    • Patio & porch: Covered, Front Porch
    • Exterior features: Irrigation System, Lighting, Private Mailbox, Rain Gutters, Sidewalk
    • Has spa: Yes
    • Spa features: Above Ground, Heated
    • Fencing: Masonry
    Lot
    • Size: 7,918 Square Feet
    • Features: Corner Lot, City Lot, Landscaped, Near Public Transit, Sidewalk
    • Residential vegetation: Trees/Landscaped
    Details
    • Parcel number: 062230210804010
    • Zoning: R-1A
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Custom
    • Property subtype: Single Family Residence
    Materials
    • Block, Stucco
    • Foundation: Slab
    • Roof: Shingle
    Condition
    • New construction: No
    • Year built: 2018

    Utilities & green energy

    • Electric: Photovoltaics Seller Owned
    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Electricity Connected, Natural Gas Connected, Propane, Sewer Connected, Street Lights

    Community & HOA

    Community
    • Security: Closed Circuit Camera(s), Fire Alarm, Security System, Smoke Detector(s)
    • Pet fee: $0 monthly
    • Subdivision: DIXIE TERRACE
    HOA
    • Has HOA: No
    Location
    • Region: Winter Park

    Financial & listing details

    • Price per square foot: $556/sqft
    • Tax assessed value: $1,552,740
    • Annual tax amount: $21,866
    • Date on market: 9/5/2025
    • Cumulative days on market: 153 days
    • Listing terms: Cash,Conventional
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Paved, Brick

    Price history

    DateEventPrice
    3/6/2026Sold$1,590,000$556/sqft
    Source: Stellar MLS #O6341707 Report a problem
    2/6/2026Pending sale$1,590,000$556/sqft
    Source: Stellar MLS #O6341707 Report a problem
    1/3/2026Price change$1,590,000-0.6%$556/sqft
    Source: Stellar MLS #O6341707 Report a problem
    1/2/2026Price change$1,600,000-3%$559/sqft
    Source: Stellar MLS #O6341707 Report a problem
    11/25/2025Price change$1,649,999-2.9%$577/sqft
    Source: Stellar MLS #O6341707 Report a problem
    9/17/2025Price change$1,699,999-5.5%$594/sqft
    Source: Stellar MLS #O6341707 Report a problem
    9/5/2025Listed for sale$1,799,000+2.9%$629/sqft
    Source: Stellar MLS #O6341707 Report a problem
    9/3/2025Listing removed--
    Source: Owner Report a problem
    8/21/2025Price change$1,749,000-0.6%$612/sqft
    Source: Owner Report a problem
    7/5/2025Price change$1,759,000-0.6%$615/sqft
    Source: Owner Report a problem
    6/7/2025Price change$1,769,000-0.6%$619/sqft
    Source: Owner Report a problem
    5/25/2025Price change$1,779,000-0.9%$622/sqft
    Source: Owner Report a problem
    4/27/2025Price change$1,795,000+5.6%$628/sqft
    Source: Owner Report a problem
    6/6/2023Pending sale$1,699,999$594/sqft
    Source: Stellar MLS #O6067141 Report a problem
    5/19/2023Price change$1,699,999-2.9%$594/sqft
    Source: Stellar MLS #O6067141 Report a problem
    1/18/2023Price change$1,750,000-2.8%$612/sqft
    Source: Stellar MLS #O6067141 Report a problem
    10/24/2022Listed for sale$1,800,000+414.3%$629/sqft
    Source: Stellar MLS #O6067141 Report a problem
    2/8/2017Sold$350,000-6.7%$122/sqft
    Source: Public Record Report a problem
    3/13/2016Listed for sale$375,000$131/sqft
    Source: LA ROSA REALTY, LLC #O5426389 Report a problem
    2/9/2016Listing removed$375,000$131/sqft
    Source: OLDE TOWN BROKERS INC #O5402821 Report a problem
    11/25/2015Price change$375,000-5.1%$131/sqft
    Source: OLDE TOWN BROKERS INC #O5402821 Report a problem
    7/16/2015Listed for sale$395,000+75.6%$138/sqft
    Source: OLDE TOWN BROKERS INC #O5402821 Report a problem
    9/2/2003Sold$225,000$79/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$21,275 +67.1%$1,407,590 +64.4%
    2023$12,731 +4.1%$855,962 +3%
    2022$12,229 +1%$831,031 +3%
    2021$12,105 -0.2%$806,826 +1.4%
    2020$12,133 -2.2%$795,686 -0.4%
    2019$12,400 +149.6%$799,119 +166.4%
    2018$4,967 $300,000 -6.3%
    2017$4,967 +120.6%$320,116 +0.6%
    2016$2,251 +2.2%$318,286 +14.1%
    2015$2,202 -3.1%$278,836 +52.4%
    2014$2,272 +2.5%$182,941 +11.2%
    2013$2,216 -0.5%$164,485 +0.2%
    2012$2,227 -10%$164,092 -7.5%
    2011$2,474 -26%$177,489 -8.8%
    2010$3,342 $194,540 -16.4%
    2009-- $232,802 -12.7%
    2008$4,372 -14.7%$266,786 -15.2%
    2007$5,124 -1%$314,783 +8.8%
    2006$5,176 +76.7%$289,389 +38.6%
    2005$2,930 +4.7%$208,819 +17.2%
    2004$2,797 +164.5%$178,206 +39.8%
    2003$1,058 +3.5%$127,511 +16.4%
    2002$1,022 +1%$109,506 +5.6%
    2001$1,012 +3.5%$103,668 +3.4%
    2000$978 $100,229
    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
    $1,593,200
    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
    $1,593,200