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$462,000
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Property Description
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.
Full Property Details
Full Property Details for 416 MacGregor Rd
General
- Sold For: $462,000
- HOA FEE: $40/month
- HOA FEE FREQ.: Annually
- Taxes: $5,743 (2025)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6379428
- Added to Site: 58 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 10
- Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s)
- Appliances: Dishwasher, Disposal, Microwave, Range, Refrigerator
- Furnishings: Unfurnished
- Flooring: Carpet, Luxury Vinyl, Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: In Garage
Additional Information
- Shared Amenities: Park, Playground, Pool
Exterior
- Exterior Features: Sidewalk, Sliding Doors
- Deck/Patio: Covered, Patio, Rear Porch, Screened
- Porch/Patio/Deck: Covered, Patio, Rear Porch, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway, Garage Door Opener
Location
- Area: 32708 - Casselberrry/Winter Springs / Tuscawilla
- County: Seminole
- Development Name: 32708 - Casselberrry/Winter Springs / Tuscawilla
- Subdivision: HIGHLAND VILLAGE 2
- Driving Directions: From I-4 east, turn right onto State Road 434. Travel approximately 3 miles towards Winter Springs. Turn left on Sheoah. Right on Third St, Left on MacGregor.
- Direction Faces: South
School Information
- Elementary School: Highlands Elementary
- Middle School: South Seminole Middle
- High School: Winter Springs High
Community
- Community Name: 32708 - Casselberrry/Winter Springs / Tuscawilla
- Community Features: Deed Restrictions, Park, Playground, Pool, Sidewalks
- Optional Amenities: Park, Playground, Pool
- Association: Yes
- Assoc. Name: The Highlands Homeowners Association
- Pet Restrictions: Buyer and Buyer Agent to Verify Any Pet Restrictions with HOA
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Electricity Connected, Public, Sewer Connected, Street Lights, Water Connected
Structural Information
- Architectural Info: Contemporary
- Architectural Style: Contemporary
- Exterior Const.: Block, Brick, Wood Frame
- Roof: Shingle
- Stories/Levels: Two
- Square Feet: 1,962
- Sq. Ft. Source: Public Records
- Living Area: 1,962 Sq. Ft.
- Year Built: 1989
Lot Features
- Lot Size (Acres): 0.11
- Lot Size (Sq. Ft.): 4,752
- Lot Size: 4752
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
Financial Considerations
- Association Fee: $475
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Required
- Tax Amount: $5,743
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LOT 70 HIGHLAND VILLAGE 2 PB 40 PGS 40 & 41
- Flood Zone Info: X
- APN: 34203053200000700
- Property ID: 34203053200000700
Listed by Compass Florida Llc
Sold by Re/Max Innovation
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Schools
Schools serving 416 MacGregor Rd
School District:Seminole County School District
| Name | Grades | Distance |
|---|---|---|
Highlands Elementary School, Winter Springs, FL 1600 Shepard Road, Winter Springs, FL 32708 | K-5 | 0.8 mi |
Seminole Academy Of Digital Learning 450 Technology Park, Lake Mary, FL 32746 | 6-8 | 3.7 mi |
Winter Springs High School 130 Tuskawilla Road, Winter Springs, FL 32708 | 9-12 | 2.8 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 416 MacGregor Rd
Date
Details
Price
Change
Source
4/01/2026
Sold
$462,000
-1.7%
MLS
2/04/2026
Listed
$470,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
416 Macgregor Road, Winter Springs, FL 32708 (MLS# O6379428) is a Single Family property that was sold at $462,000 on April 01, 2026. Want to learn more about 416 Macgregor Road? Do you have questions about finding other Single Family real estate for sale in Winter Springs? You can browse all Winter Springs real estate or contact a Coldwell Banker agent to request more information.

