by Global Lifestyle Properties

See Home Value
$1,590,000
● House - Off Market

1166 OAKS BOULEVARD

WINTER PARK, FL 32789
bedrooms
4 Beds
bathrooms
3 Baths, 1 Half Bath
square feet
2,860 Ft²
$9,630
Est. Monthly
1.20%
Cap Rate

About This Property

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
Unit Size
2,860 Ft²
Days on Market
182 days
Land Size
0.18 acres
Price per sqft
$556
Property Type
House
Property Taxes
$1,822
HOA Dues
-
Year Built
2018

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Last updated: 8 months ago (Stellar MLS #O6341707)

Price History

Date / Event Date Event Price
Mar 6, 2026 Sold
Sold
Feb 10, 2026 In contract -
In contract
Jan 4, 2026 Price Decreased $1,590,000
↓ $10K (0.6%)
Price Decreased
Jan 2, 2026 Price Decreased $1,600,000
↓ $50K (3%)
Price Decreased
Nov 26, 2025 Price Decreased $1,649,999
↓ $50K (2.9%)
Price Decreased
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Property Highlights

Garage
Air Conditioning
Fireplace

Building Info

Overview

    General

  • Year Built: 2018
  • Effective Year Built: 2018
  • Building Count: 1
  • Bedroom Count: 3
  • Bathroom Count: 3
  • Full Bathrooms: 2
  • Partial Bathrooms: 3
  • Building Condition: 1
  • Building Quality: 7
  • Construction Type: 0
  • Building Style: 0
  • Exterior Walls Type: 7
  • Interior Walls Type: 3
  • Roof Shape Type: 7
  • Roof Cover Type: 3
  • Floor Count: 200
  • Living Units: 1
  • Floor Cover: 9
  • Basement Type: 0
  • Basement Area: 0
  • Garage Type: 1
  • Garage Square Area: 529
  • Parking Space Count: 1
  • Patio Type: 59
  • Porch Type: 126
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 7,918
  • Total Building Area: 3,508
  • Gross Building Area: 3,508
  • Building Area: 2,685
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 1
  • Heating: 4
  • Heated Square Feet: 2,685
  • Heating Fuel Type: 2

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: DIXIE TERRACE
  • Land Acres: 0000000182
  • Standard Land Use Code: 1001
  • County Land Use Code: 0105
  • State Land Use Code: 01
  • Legal Description 1: DIXIE TERRACE L/133 LOT 1 BLK D

Neighborhood

  • School District Name: Orange County School District
  • Census Tract: 015801

Zoning

  • Zoning: R-1A

Geography

  • Assessors Map Reference: 203
  • Subdivision Tract Number: 2108
  • Parcel: 06-22-30-2108-04-010
  • Block: D
  • Lot: 1
  • Meridian: SEC 06 TWN 22S RNG 30E
  • Municipality: WINTER PARK
  • Latitude: 28.6091
  • Longitude: -81.3594

    Address

  • Full Address: 1166 Oaks Blvd
  • Address - House Number: 1166
  • Address - Street Name: Oaks
  • Address - Suffix Type: Blvd
  • State: FL
  • City Name: Winter Park
  • Carrier Code: C025
  • 4-Digit Zip Code: 2429
  • Zip Code: 32789

Valuation

    Tax

  • Total Area: 2,980
  • Tax Year: 2023
  • Tax Amount: $1,273,143
  • Tax Rate Code Area: 06-WP

    Appraisal Valuation

  • Standard Deviation: 0.1706
  • Valuation Date: Jan 03, 2024
  • Confidence Score: 78
  • Final Value: 1,559,579
  • High Value: 1,825,702
  • Low Value: 1,293,455

    Market Valuation

  • Market Total Value: $1,274,851
  • Market Land Value: $390,000
  • Market Improvement Value: $884,851

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $855,962

    Sales

  • Current Sale Contract Date: Jul 12, 2023
  • Current Sale Recording Date: Jul 13, 2023
  • Current Sale Price:
  • Current Sale Document Type: 71
  • Current Sale Input Document Number: 392495
  • Previous Sale Recording Date: Feb 08, 2017
  • Previous Sale Contract Date: Jan 31, 2017
  • Previous Sale Amount: $350,000
  • Previous Sale Document Type: 71
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Winter Park


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Frequently Asked Questions

When was property at 1166 Oaks Boulevard built and last sold?
The property at 1166 Oaks Boulevard was built in 2018 and last sold on Jul 12, 2023 for $1,635,000.
How much is this home worth?
The estimated value of the home located at 1166 Oaks Boulevard is $1,614,599.
What are some comparable homes to 1166 Oaks Boulevard?
There are currently no comparable homes to 1166 Oaks Boulevard.