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416 MACGREGOR ROAD WINTER SPRINGS FL 32708 Sold 04/01/2026

Sold for $462,000
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416 MACGREGOR ROAD, WINTER SPRINGS, FL 32708 Sold 04/01/26

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 416 Macgregor Rd

3 Bedrooms
2/1 Bathrooms
2 Car Garage
2,565 Square Feet
1,962SF Living Area
Pool:
No
Water: None
Year Built 1989

Don't miss this home for sale in The Highlands! 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.

This lovely single family home was built in 1989 and features 3 bedrooms, and 2 full bathrooms plus 1 half bath. This home for sale is 2,565 square feet, with 1,962 sq ft being air conditioned living space. The home has a 2 car garage and does not have a private swimming pool, although there is a community pool in the complex for use by residents.

Directions to this property are as follows: 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.

Please contact your ZFC agent for more information about MLS# MFRO6379428 or any other homes for sale in Winter Springs or elsewhere in the Seminole County area.

Features & Amenities

Appliances

Dishwasher, Disposal, Microwave, Range, Refrigerator

Architecture

Contemporary

Cooling

Central Air

Heating

Central, Electric

Flooring

Carpet, Luxury Vinyl, Tile

Parking

Driveway, Garage Door Opener

Lot Size

4752

View

view

Construction Materials

Block, Brick, Frame

Interior Features

Cathedral Ceiling(s), Ceiling Fans(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)

Furnished

Unfurnished

Exterior Features

Sidewalk, Sliding Doors

Lot Features

City Limits, In County, Sidewalk, Paved

Patio And Porch Features

Covered, Patio, Rear Porch, Screened

Roof

Shingle

Utilities

B B/H S Internet Available, Electricity Connected, Public, Sewer Connected, Water Connected

Laundry

In Garage

Zoning

P U D

Year Built

1989

Pets Allowed

Cats O K, Dogs O K

Annual Real Estate Taxes

$5,743 (2025)

Legal Description

Lot 70 Highland Village 2 Pb 40 Pgs 40 & 41

Property Type

Single Family Home

HOA Fees

$475 /Annually

Other Association Fee

$404 /Annually

Association Amenities

Park, Playground, Pool

Community Features

Deed Restrictions, Park, Playground, Pool, Sidewalks, Street Lights

Direction Faces

South

MLS Number

MFRO6379428

Universal Property Id

U S-12117-N-34203053200000700-R-N

Days On Market

19

Community Name

Highland Village 2

Property Manager

The Highlands Homeowners Association 407-260-1011

416 Macgregor Rd Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 416 Macgregor Rd should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2025 which are $5,743 but will likely change when this home sells. These estimations are calculated from a list price of $470,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 416 Macgregor Rd

Address Sale Price Bed Bth Size Location Sale Date
416 MACGREGOR RD $Log in to view 3 2/1 2,565SF Highland Village 2 11/20/2025
440 MACGREGOR RD $Log in to view 3 2/0 2,489SF Highland Village 2 06/03/2025
316 DORNOCH CT $Log in to view 3 2/0 2,182SF Highland Village 2 07/07/2025
314 BALFOUR DR $Log in to view 3 2/0 3,199SF Avery Park 12/16/2025
778 GAINER WAY $Log in to view 3 2/1 3,185SF Winter Springs Village 06/06/2025
221 MORTON LN $Log in to view 3 2/1 3,101SF North Orlando Ranches Sec 06 10/24/2025
839 BENTLEY GREEN CIR $Log in to view 3 2/0 3,064SF Bentley Green 04/20/2026
672 SILVER CREEK DR $Log in to view 3 2/1 3,032SF North Orlando Ranches Sec 02a 01/30/2026
120 W TRADE WINDS RD $Log in to view 3 2/0 2,982SF North Orlando Ranches Sec 03 06/06/2025
1364 AUGUSTA NATIONAL BLVD $Log in to view 3 2/1 2,890SF Country Club Village 08/15/2025
1118 WINTER SPRINGS BLVD $Log in to view 3 2/0 2,877SF Tuscawilla Unit 06 10/24/2025
817 BIG BUCK CIR $Log in to view 3 2/0 2,859SF Oak Forest At Tuscawilla 06/20/2025

MLS# MFRO6379428 Listing History

02/03/2026 Listed for sale by COMPASS FLORIDA LLC with MLS# MFRO6379428 with a list price of $470,000.
04/01/2026 Sold For $462,000 by Crystal Adams with RE/MAX INNOVATION.

Seminole County Schools

Elementary School

Middle School

Unknown

High School

Unknown

Public Transportation

LYNX:

S.R. 434

LYNX:

S.R. 434

LYNX:

S.R. 434

LYNX:

S.R. 434

LYNX:

S.R. 434

This listing of 416 Macgregor Rd Winter Springs FL 32708 was last updated on 2026-04-02 09:44:03. Listing courtesy of COMPASS FLORIDA LLC.
MLS

Map of 416 Macgregor Rd Winter Springs FL 32708

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Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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