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5746 OXFORD MOOR BOULEVARD, WINDERMERE, FL - photo 1

$1,275,000

5746 OXFORD MOOR BOULEVARD

WINDERMERE, FL 34786

OXFORD MOOR 47/30

4Beds
3Baths
3,793Sq Ft
$336Price/Sq Ft

Highlights

HOA ~$183/mo
Carpet Flooring
Ceramic Tile Flooring
Tile Flooring
Dining Room
Living Room

About This Home

Picture your morning here. Coffee on the covered lanai, the pond fountain catching the early light, and an expansive lawn rolling toward the water, with over half an acre between you and the rest of the world. This is 5746 Oxford Moor Blvd, a nearly 3,800-square-foot Mediterranean-style executive home set on one of the finest pond-view lots in gated Oxford Moor. Behind the tile roof and manicured facade, the scale of the home reveals itself: 12-foot tray ceilings in the great room, family room, and dining room, crown molding throughout, and finishes chosen to impress. Four bedrooms sit on the main floor. Upstairs, a generous bonus room adapts to the way you live, at home as a media lounge, gym, or second living space, and beside it sits a dedicated wine room with its own cooling system, independent of the home's two HVAC units. For the wine connoisseur, it is a refined setting for an established collection, with ample room to let it grow. At the heart of the home, the gourmet kitchen makes a statement. Rich solid cherry cabinetry, exotic granite, a five-burner cooktop, a new double wall oven, and an oversized island with seating create a space as striking as it is functional, all open to a great room anchored by a built-in entertainment center and electric fireplace. Entertaining comes easy. Host a dinner party in the formal dining room, then carry the evening out to the lanai, where travertine pavers surround a heated saltwater pool and spa, resurfaced in 2025 with new tile and color-changing LED lights, all overlooking the pond and its lighted fountain. The summer kitchen is built for it, with a Viking grill, sink, warming drawer, mini fridge, and TV under cover. As the sun sets, professionally installed LED landscape lighting comes on automatically, casting a warm glow across the grounds well into the evening. When the day winds down, retreat to a 25-foot owner's suite tucked on its own wing, with a sitting area and bay windows framing the water and a spa-style bath featuring a garden tub, separate shower, and dual vanities. A three-way split floor plan keeps the remaining bedrooms private, and a dedicated first-floor office means working from home is a pleasure, not a compromise. The home has been cared for and thoughtfully updated. The pool and spa were resurfaced in 2025, a new pool cage screen went in during 2024, and a new 5-ton AC was installed the same year. A ChargePoint EV charger was added in 2026, the kitchen gained a new double wall oven in 2025 and a new refrigerator in 2024, a septic riser and new filter were installed in late 2024, and the roof was soft washed in 2026. An oversized side-entry three-car garage, whole-house water softener, central vacuum, and dedicated irrigation well round out the package. Then there is Windermere itself, one of Central Florida's most coveted communities, known for its canopy of mature oaks, chain-of-lakes lifestyle, and quiet, tree-lined streets. Inside Oxford Moor, an automatic gated entrance, tennis court, and playground surround a central pond that gives the neighborhood its calm, established feel. A-rated Windermere High and the prestigious Windermere Prep are within walking distance, and Disney, Universal, and Restaurant Row are all about 15 minutes away. Homes of this caliber in Oxford Moor are rarely available. Come see it in person and imagine the life waiting for you.

Map

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:4
  • •Bathrooms:3
  • •Full bathrooms:3
  • •Half bathrooms:0

Heating

  • •Has Heating:Central, Electric, Zoned

Cooling

  • •Has Cooling:Central Air, Zoned

Appliances

  • • Built-In Oven
  • • Cooktop
  • • Dishwasher
  • • Disposal
  • • Dryer

Interior area

  • •Total structure area:3,793 sqft
  • •Total interior livable area:3,793 sqft

Parking

  • •Parking features:Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side, Oversized
  • •Garage spaces:3
  • •Has attached garage:Yes

Lot

  • •Size:0.58 Acres

Details

  • •Parcel number:142327584700660

Type & style

  • •Home type:Residential
  • •Property subtype:Single Family Residence

Materials

  • • Block
  • • Stucco

Condition

  • •Year built:2005

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Contact agent

Price history

DateEventPrice
2026-07-27Listed for sale$1,275,000$336/sqft

Listing Agent

Kyle Madorin PA

UPWELL REALTY LLC

Brokerage Phone: 407-926-9960

License #261208560

Source: STELLAR MLS · MLS #O6427113

Data Powered by Home Junction, Inc.

Nearby

Schools

SUNSET PARK ELEMENTARY

Elementary · 2.0 mi

HORIZON WEST MIDDLE

High · 2.2 mi

WINDERMERE ELEMENTARY

Elementary · 2.5 mi

Supermarkets

ALDI

0.4 mi

Dining

chef jacques kitchem

0.1 mi

Fat Daddy's Bbq

0.7 mi

Player's Place Cafe

1.7 mi

Parks

Wickham Park

1.7 mi

Beaches

Conrad Beach

6.0 mi

West Beach

6.1 mi

East Beach

6.1 mi

Nearby amenity locations include data © OpenStreetMap contributors.