416 MACGREGOR ROAD WINTER SPRINGS FL 32708 MLS #O6379428

416 MACGREGOR ROAD
WINTER SPRINGS, FL, 32708
$470,000
3 Beds
2.5 Baths
1,962 SqFt
0.11 Acres
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MLS #O6379428 image #0
Under contract-accepting backup offers. This home is a true MUST SEE!!! This beautifully renovated 3-bedroom, 2.5-bath with a loft, two-story home is located in the highly sought-after Highlands community of Winter Springs. This spacious and open floor plan offers a living room/dining room combo as well as a family room, all enhanced by soaring cathedral ceilings that flood the home with natural light.

The stunning kitchen is truly a chef’s delight, featuring brand-new appliances, ample cabinetry, generous countertop space, a breakfast bar, and an island—all perfectly positioned to overlook the family room, making it ideal for entertaining. The first-floor primary suite offers a private retreat, while upstairs you’ll find the additional bedrooms and an open loft that overlooks the main living areas. The loft includes a closet and can easily be converted into a fourth bedroom or home office.

This home has been thoughtfully updated from top to bottom with new roof (9/2025), new flooring, new fixtures, fresh interior paint, and a new roof, offering peace of mind for years to come. Sliding glass doors lead to a screened patio and a spacious backyard with no rear neighbors, providing added privacy and outdoor enjoyment.

Residents of The Highlands enjoy access to community amenities including a swimming pool, tennis courts, and a playground. Conveniently located near top-rated schools, shopping, dining, and major expressways, this open, bright, and move-in-ready home truly has it all.

Property Details

Price:
$470,000
MLS #:
O6379428
Status:
Pending
Beds:
3
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
HIGHLAND VILLAGE 2
Neighborhood:
32708casselberrrywinterspringstuscawilla
Listed Date:
Feb 4, 2026
Finished Sq Ft:
1,962
Total Sq Ft:
2,565
Lot Size:
4,752 sqft / 0.11 acres (approx)
Year Built:
1989
ContemporaryPoolPrimary Bedroom Main Floor32708 – Casselberrry/winter Springs / Tuscawilla32708casselberrrywinterspringstuscawillaHighland Village 2Highlands ElementarySouth Seminole MiddleWinter Springs HighBuyer And Buyer Agent To Verify Any Lease Restrictions With Hoa8-12 Months

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Schools

Elementary School:
Highlands Elementary
Middle School:
South Seminole Middle
High School:
Winter Springs High

Interior

Appliances
Dishwasher, Disposal, Microwave, Range, Refrigerator
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Luxury Vinyl, Tile
Heating
Central, Electric
Laundry Features
In Garage

Exterior

Architectural Style
Contemporary
Association Amenities
Park, Playground, Pool
Community Features
Deed Restrictions, Park, Playground, Pool, Sidewalks
Construction Materials
Block, Brick, Wood Frame
Exterior Features
Sidewalk, Sliding Doors
Parking Features
Driveway, Garage Door Opener
Roof
Shingle

Financial

HOA Fee
$475
HOA Fee 2
$404
HOA Frequency
Annually
HOA Name
The Highlands Homeowners Association
Tax Year
2025
Taxes
$5,743

Map

Community

Subdivisions in WINTER SPRINGS

Market Summary

Current real estate data for Single Family in WINTER SPRINGS as of Mar 19, 2026
130
Single Family Listed
78
Avg DOM
261
Avg $ / SqFt
$569,392
Avg List Price

Property Summary

    Located in the HIGHLAND VILLAGE 2 subdivision, 416 MACGREGOR ROAD WINTER SPRINGS FL is a Single Family for sale in WINTER SPRINGS, FL, 32708. It is listed for $470,000 and features 3 beds, 3 baths, and has approximately 1,962 square feet of living space, and was originally constructed in 1989. The current price per square foot is $240. The average price per square foot for Single Family listings in WINTER SPRINGS is $261. The average listing price for Single Family in WINTER SPRINGS is $569,392. To schedule a showing of MLS#o6379428 at 416 MACGREGOR ROAD in WINTER SPRINGS, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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416 MACGREGOR ROAD
WINTER SPRINGS, FL