416 MacGregor Rd
Description
The stunning kitchen is truly a chef’s delight, featuring brand-new appliances, ample cabinetry, generous countertop space, a breakfast...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.
Listing Agent
![Mario Zendeli]()
mario.zendeli@compass.comP: (407)-325-3893
Property Details for 416 MacGregor Road
Open Houses
Sunday, Feb 8th
1:00 PM - 3:00 PM
Public
Property Details for 416 MacGregor Road
| Status | Active |
|---|---|
| MLS # | O6379428 |
| Days on Market | 3 |
| Taxes | $5,743 / year |
| HOA Fees | $879 / year |
| Condo/Co-op Fees | - |
| Compass Type | Single Family |
| MLS Type | Residential / Single Family Residence |
| Year Built | 1989 |
| Lot Size | 0.11 AC / 4,752 SF |
| County | Seminole County |
Location
Building Information for 416 MacGregor Road
Payment Calculator
$2,843 per month
30 year fixed, 6.15% Interest
$2,291
$479
$73
Property Information for 416 MacGregor Road
- Building Area Source: Public Records
- Building Area Total: 2565.0
- Building Area Units: Square Feet
- Community Features: Deed Restrictions, Park, Playground, Pool, Sidewalks
- Direction Faces: South
- 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.
- Elementary School: Highlands Elementary
- Middle Or Junior School: South Seminole Middle
- High School: Winter Springs High
- Mls Major Change Type: New Listing
- Major Change Type: New Listing
- Listing Service: Full Service
- Road Frontage Type: Street Paved
- Senior Community: No
- Unit Number: No
- Street Number: 416
- Street Name: MACGREGOR
- Street Suffix: ROAD
- State: FL
- City: WINTER SPRINGS
- Attached Garage: Yes
- Carport: No
- Garage: Yes
- Parking Features: Driveway, Garage Door Opener
- Association Approval Required: No
- Association Fee Requirement: Required
- Association Name: The Highlands Homeowners Association
- Association Phone: 407-260-1011
- Association: Yes
- CDD: No
- Pet Restrictions: Buyer and Buyer Agent to Verify Any Pet Restrictions with HOA
- Tax Block: 0000
- Tax Book Number: 40-40
- Tax Legal Description: LOT 70 HIGHLAND VILLAGE 2 PB 40 PGS 40 & 41
- Tax Lot: 70
- Tax Year: 2025
- Virtual Tour URL Unbranded: https://www.propertypanorama.com/instaview/stellar/O6379428
- Additional Parcels: No
- Lot Features: City Lot, In County, Sidewalk
- Parcel Number: 34203053200000700
- Total Acreage: 0 to less than 1/4
- Water Access: No
- Water Extras: No
- Zoning: PUD
- Living Area: 1962
- Year Built Numeric: 1989
- Association Amenities: Park, Playground, Pool
- Flood Zone Code: X
- Homestead: No
- New Construction: No
- Public Survey Range: 30
- Public Survey Section: 34
- Sewer: Public Sewer
- Utilities: BB/HS Internet Available, Electricity Connected, Public, Sewer Connected, Street Lights, Water Connected
- Water Source: Public
- Construction Materials: Block, Brick, Wood Frame
- Exterior Features: Sidewalk, Sliding Doors
- Foundation Details: Slab
- Levels: Two
- Patio And Porch Features: Covered, Patio, Rear Porch, Screened
- Pool Private: No
- Pool: Community
- Pool Private: Yes
- Roof: Shingle
- Vegetation: Oak Trees, Trees/Landscaped
- Waterfront Feet Total: 0
- Number Of Stories: 2
- Bedrooms Total: 3
- Bathrooms Full: 2
- Additional Rooms: Family Room
- Appliances: Dishwasher, Disposal, Microwave, Range, Refrigerator
- Cooling: Central Air
- Fireplace: No
- Flooring: Carpet, Luxury Vinyl, Tile
- Heating: Central, Electric
- Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s)
- Laundry Features: In Garage
- Living Area Source: Public Records
- Living Area Units: Square Feet
- Room Count: 10.0
- Water View: No
- Bathrooms Half: 1
- Minimum Lease Period: 0
- Pets Allowed: Cats OK, Dogs OK
Property History for 416 MacGregor Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Feb 4, 2026 | Listed (Active) MFRMLS #O6379428 | $470,000 | — |
| Nov 20, 2025 | Sold (Public Record) Public Record #1922185508 | $330,000 | — |
| Nov 20, 2025 | Sold MFRMLS #O6347470 | $330,000 | — |
| Oct 27, 2025 | Pending MFRMLS #O6347470 | — | |
| Oct 20, 2025 | Price Change MFRMLS #O6347470 | $375,000 | — |
| Oct 7, 2025 | Price Change MFRMLS #O6347470 | $399,000 | — |
| Sep 27, 2025 | Listed (Active) MFRMLS #O6347470 | $414,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 02/04/2026 | Listed (Active) MFRMLS #O6379428 | $470,000 |
| 11/20/2025 | Sold (Public Record) Public Record #1922185508 | $330,000 |
| 11/20/2025 | Sold MFRMLS #O6347470 | $330,000 |
| 10/27/2025 | Pending MFRMLS #O6347470 | — |
| 10/20/2025 | Price Change MFRMLS #O6347470 | $375,000 |
| 10/07/2025 | Price Change MFRMLS #O6347470 | $399,000 |
| 09/27/2025 | Listed (Active) MFRMLS #O6347470 | $414,000 |
For completeness, Compass often displays two records for one sale: the MLS record and the public record.
Public Records for 416 MacGregor Road
Schools near 416 MacGregor Road
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 5 | |||
| Public - | 6 to 8 | |||
| Public - | 7 to 12 | |||
| Charter - | K to 8 |
Rating | School | Distance |
|---|---|---|
Highlands Elementary School PublicPK to 5 | ||
South Seminole Middle School Public6 to 8 | ||
Winter Springs High School Public7 to 12 | ||
Seminole Science Charter School CharterK to 8 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
Similar Homes
Similar Sold Homes
Explore Nearby Homes
- Casa Park Villas Homes for Sale
- Deer Run Homes for Sale
- Highlands Homes for Sale
- Hollowbrook West Homes for Sale
- Jesups Reserve Townhomes Homes for Sale
- Legacy Park Homes for Sale
- North Orlando Homes for Sale
- North Orlando Terrace Homes for Sale
- Parkstone Homes for Sale
- Sunrise Homes for Sale
- Tuscany Place Homes for Sale
- Tuscawilla Homes for Sale
- Tuska Ridge Homes for Sale
- Wedgewood Tennis Villas Homes for Sale
- Cabana Key Condominium Homes for Sale
- Winter Springs Homes for Sale
- Oviedo Homes for Sale
- Longwood Homes for Sale
- Casselberry Homes for Sale
- Lake Mary Homes for Sale
- Sanford Homes for Sale
- Altamonte Springs Homes for Sale
- Maitland Homes for Sale
- Winter Park Homes for Sale
- Geneva Homes for Sale
- Orlando Homes for Sale
- Chuluota Homes for Sale
- DeBary Homes for Sale
- Christmas Homes for Sale
- Apopka Homes for Sale
- 32792 Homes for Sale
- 32707 Homes for Sale
- 32719 Homes for Sale
- 32750 Homes for Sale
- 32765 Homes for Sale
- 32773 Homes for Sale
- 32746 Homes for Sale
- 32701 Homes for Sale
- 32730 Homes for Sale
- 32817 Homes for Sale
- 32751 Homes for Sale
- 32732 Homes for Sale
- 32789 Homes for Sale
- 32766 Homes for Sale
- 32779 Homes for Sale
No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.
The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 02/07/2026 02:08 PM
