$1,649,999

1166 Oaks Boulevard, Winter Park, FL 32789

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$1,649,999

(50,000) 11/25/2025

1166 Oaks Boulevard Winter Park, FL 32789

For Sale MLS# O6341707

4 beds 4 baths 2,860 sq ft Single Family

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Data current as of 17/12/2025 00:00:49

Details for 1166 Oaks Boulevard

MLS# O6341707

Description for 1166 Oaks Boulevard, Winter Park, FL, 32789


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

Listing Information


Property Type: Residential, Single Family Residence

Status: Active

Bedrooms: 4

Bathrooms: 4

Lot Size: 0.18 Acres

Square Feet: 2,860 sq ft

Year Built: 2018

Garage: Yes

Stories: 2 Story

Construction: Block,Stucco

Subdivision: Dixie Terrace

Foundation: Slab

County: Orange

School Information


Elementary: Lakemont Elem

Middle: Maitland Middle

High: Winter Park High

Room Information


Main Floor

Kitchen: 14x11

Den: 14x10

Bedroom 3: 14x10

Bedroom 2: 13x12

Bedroom 1: 11x11

Laundry: 9x6

Living Room: 18x14

Dining Room: 12x11

Upper Floor

Loft: 12x9

Primary Bedroom: 17x14

Bathrooms

Full Baths: 3

1/2 Baths: 1

Additonal Room Information

Laundry: Inside, Laundry Room

Interior Features


Appliances: Convection Oven, Built-In Oven, Washer, Refrigerator, Cooktop, Dishwasher, Disposal, Dryer, Tankless Water Heater, Range Hood, Water Softener

Flooring: Porcelain Tile,Wood

Doors/Windows: Blinds, Window Treatments, Drapes, Shutters, Rods

Fireplaces: Family Room, Gas

Additional Interior Features: Ceiling Fan(s), Loft, Walk-In Closet(s), Split Bedrooms, Window Treatments, Kitchen/Family Room Combo, Upper Level Primary, Crown Molding, High Ceilings, Cathedral Ceiling(s), Built-in Features, Solid Surface Counters, Wood Cabinets

Utilities


Water: Public

Sewer: Public Sewer

Other Utilities: Electricity Connected,Natural Gas Connected,Propane,Sewer Connected

Cooling: Ceiling Fan(s), Central Air

Heating: Central

Exterior / Lot Features


Attached Garage: Attached Garage

Garage Spaces: 2

Parking Description: Garage Faces Side, driveway

Roof: Shingle

Fencing: Masonry

Additional Exterior/Lot Features: Rain Gutters, Sprinkler/Irrigation, Lighting, Covered, Front Porch, Corner Lot, Landscaped, Near Public Transit, City Lot

Community Features


Community Features: Street Lights, Sidewalks

Security Features: Security System, Fire Alarm, Closed Circuit Camera(s), Smoke Detector(s)

Driving Directions


Park Ave North, then left onto Oaks Boulevard, property on corner lot.

Financial Considerations


Terms: Cash,Conventional

Tax/Property ID: 06-22-30-2108-04-010

Tax Amount: 21866

Tax Year: 2025

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Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.

Sales History

Date Price Change
Currently not available.

Tax Summary

Tax Year Estimated Market Value Total Tax
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Data powered by ATTOM Data Solutions. Copyright© 2025. Information deemed reliable but not guaranteed.

Schools nearby 1166 Oaks Boulevard

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Data powered by ATTOM Data Solutions. Copyright© 2025. Information deemed reliable but not guaranteed.

The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.

SchoolDigger ® Rating

The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.

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