409 Mac Gregor Rd, Winter Springs, FL 32708
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Property image
OFF MARKET

409 Mac Gregor Rd
Winter Springs, FL 32708

  • 3 Beds
  • 2 Baths
  • 1,453 sqft

$352,300

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $2,277/mo*
Refinance Your Home

$352,300

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $2,277/mo*
Refinance Your Home
3 Beds
2 Baths
1,453 sqft

Local Information

  • Map ViewExplore the area around 409 Mac Gregor Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Description

LOCATION LOCATION ! IN BEAUTIFUL HIGHLANDS SUBDIVISION OF WINTER SPRINGS. COMMUNITY FEATURES CLUBHOUSE WITH JR. OLYMPIC SIZE POOL ,TENNIS COURT, PICNIC AREA , FOUR PARKS AND NATURE TRAILS THRUOUT THE COMMUNITY. YOU WILL FALL IN LOVE WITH THIS WELL MAINTAINED THREE BEDROOM TWO BATH HOME WITH SO MANY BEAUTIFUL FEATURES. ENTER HOME THRU CHARMING PELLA CASTLE DOOR INTO SPACIOUS FOYER LEADING TO LARGE GREAT ROOM . KITCHEN FEATURES SPACIOUS EAT IN AREA , BREAKFAST BAR & ALL APPLIANCES . HOME HAS A SPLIT BEDROOM PLAN WITH MASTER OVERLOOKING BACKYARD AND LARGE SCREEN PORCH WITH SLATE FLOORING . COMPLETELY FENCED BACKYARD. NEW ROOF & GUTTERS NEW DELUXE MANNA-BLOCK PLUMBING SYSTEM ALL IN 2019. BOTH BATHS HAVE BEEN REMODELED WITH TASTEFUL DECORATIVE TILE. ALL NEW PELLA WINDOWS AND DOORS. ADT SECURITY SYSTEM IN HOME WITH CAMERAS, ALSO THERE IS A TERMITE BOND IN PLACE WHICH IS TRANSFERABLE. SO MANY NICE FEATURES TO DESCRIBE. BRING YOUR PARTICULAR BUYERS . HURRY WILL NOT LAST LONG!!
409 Mac Gregor Rd, Winter Springs, FL 32708 is a 3 bedroom, 2 bathroom, 1,453 sqft single-family home built in 1989. It last sold for $275,000 on Sep 16, 2020. It is currently off market. The Trulia Estimate is $352,300, with a rent estimate of $2,169/month.

Home Highlights

Parking
Garage
Outdoor
No Info
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 409 Mac Gregor Rd

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet, Slate
Interior Details
Types of Rooms: Walk In Closet
Appliances & Utilities
DishwasherDisposalMicrowaveRefrigerator

Exterior Features

Exterior Home Features
Roof: CompositionExterior: Stucco, Cement ConcreteFoundation Type: Footing
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1989Year Updated: 1989
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 4835 sqft

Price History for 409 Mac Gregor Rd

DatePriceEventSource
09/16/2020$275,000Sold
N/A
08/11/2020$275,000PendingAgent Provided
08/07/2020$275,000Listed For SaleAgent Provided

Market trends in Winter Springs

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$410K
$13.75KMoM
Sale-to-List Price
98.7%
0.1%MoM
Price per sq ft
$241
$0MoM
Available listings
198
10MoM
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Property Tax and Assessment

Year2025
Tax$1,918
Assessment$298,135
Home facts updated by county records

Comparable Sales for 409 Mac Gregor Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
309 Kirkcaldy Dr, Winter Springs, FL
0.17
Single-Family Home
$307,000
09/03/25
3
2
1,326
324 Dornoch Ct, Winter Springs, FL
0.10
Single-Family Home
$399,000
07/01/26
3
2
1,579
316 Dornoch Ct, Winter Springs, FL
0.09
Single-Family Home
$425,000
07/07/25
3
2
1,617
448 Mac Gregor Rd, Winter Springs, FL
0.15
Single-Family Home
$318,400
03/27/26
2
2
1,477
416 Mac Gregor Rd, Winter Springs, FL
0.04
Single-Family Home
$462,000
04/01/26
3
2.5
1,962
662 Nighthawk Cir, Winter Springs, FL
0.29
Single-Family Home
$270,000
11/26/25
3
3
1,583
625 Nighthawk Cir, Winter Springs, FL
0.36
Single-Family Home
$385,000
03/09/26
3
2
1,522
610 Huntly Ln, Winter Springs, FL
0.36
Single-Family Home
$337,000
07/31/25
3
2
1,131
121 N Fairfax Ave, Winter Springs, FL
0.44
Single-Family Home
$330,000
03/10/26
3
2
1,336
221 N Devon Ave, Winter Springs, FL
0.34
Single-Family Home
$335,000
10/31/25
4
2
1,604

Nearby homes

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Assigned Schools

These are the assigned schools for 409 Mac Gregor Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Winter Springs

At least 324 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 89 % Say car is needed

  • 87 % Say there are sidewalks

  • 85 % Say parking is easy

  • 76 % Say it's quiet

  • 76 % Say there's holiday spirit

  • 69 % Say kids play outside

  • 69 % Say yards are well-kept

  • 68 % Say people would walk alone at night

  • 66 % Say streets are well-lit

  • 55 % Say they plan to stay for at least 5 years

  • 54 % Say neighbors are friendly

  • 48 % Say it's walkable to grocery stores

  • 47 % Say there's wildlife

  • 46 % Say it's walkable to restaurants

  • 31 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Fnybound
    "Great area to raise a Family "
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  • Trulia User
    "Winter Springs is a beautiful and family-friendly community known for its peaceful neighborhoods, great schools, parks, and strong local connections. The city offers a perfect balance of nature and modern living, with walking trails, community events, and local businesses that make residents feel at home. Winter Springs continues to grow while maintaining its welcoming small-town atmosphere and community pride."
    0
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  • Jacinda.de_jesus
    "People here are usually very friendly. I’ve met a lot of nice neighbors while on walks and they always say hello, sometimes even hold full conversations about my dogs. My neighbors look out for me and I do the same for them. "
    0
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  • heisa pulgarin
    "Is a very safe and clean area to live in, very green and peaceful, if you’re looking for a place close to stores , and with variety this is the place , all the stores are around winter springs , schools,churches and grocery stores are literally minutes :)"
    0
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  • Ismel
    "Great neighborhood, very quiet place to live, is near to a lot of markets very secure, a dog friendly neighborhood "
    0
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  • Jayme Messana
    "Lots of parks; great neighborhood! Very friendly people in the area Some neighborhoods do not have sidewalks. But that is okay for us. Just be careful crossing streets of course. "
    0
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  • Trulia User
    "Neighborhood is quite well maintained and is safer than most locations. Stores are nearby , supermarkets etc.. "
    0
    Flag
  • Kbarontini
    "The people that complain about dogs being walked and owners not picking up after them. Also dogs urinatiing in the grass. Dogs must be on leash always. No where for them to run."
    1
    Flag
  • Jhxr74
    "There are many areas to walk dogs. We are happy that owners police the area when the dog does it's business."
    3
    Flag
  • Emelinda10
    "The area is very clean, great parks, easy traffic. Close to major stores. The whole are is new a lot of restaurants and green areas. "
    2
    Flag
  • Kimberly_Vach
    "It’s a great place to raise kids and the county is an A+ school district! You are far enough away for privacy, but close enough to be involved in whatever your family chooses."
    0
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  • Christine
    "Dogs are on leash at all times. When meeting other dogs, owners are good about asking for pet introductions."
    0
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  • Erica G.
    "My mother lives in the area and has been for the last 10yrs. We have always felt very safe and it’s always clean."
    2
    Flag
  • Tina B.
    "quarterly neighborhood parties, great schools, safe and good neighbors of all backgrounds get along "
    0
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  • Laxsurfer1117
    "I’ve lived here since I was a kid and I’m 28 now, never had any huge issues wherever I’ve lived. Overall winter springs is very community driven and that’s what makes it unique."
    1
    Flag
  • Bobbie V.
    "Winter springs, in general, is fine. Nothing really going on here, but it is not a bad place to live. My street and the area surrounding me are not great, but to be fair, I only the people living next to us (fairly social guy, myself) and they ARE nice and cool. I have heard so many bad things, the police are ALWAYS in and out of my neighborhood AND held my girlfriend up for questioning as she walked out of our back door because they thought I was somebody else. We’re trying to move out of here. TL;DR: Winter Springs: Nothing going on, Not an awful spot, stay off Lori Anne Ln and maybe the block or two around it."
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  • Darren J. W.
    "Living at the apartments is always going to be tricky but for the most part the leasing offices do an amazing job; when it comes to the people living there, just be aware that some care and some don’t. "
    0
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  • Angeltillis
    "The neighborhood is very family friendly and the public areas are beautiful. It is a very safe and nice neighborhood."
    0
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  • Nellieroth
    "You can walk your dog, seems like most people have a dog in this neighborhood, so don’t think you’ll have a problem feeling welcomed. "
    0
    Flag
  • Shelby S.
    "No dog park or large area for them to run and play. Not many other dogs in the neighborhood.. not many big back yards either"
    0
    Flag
  • Joelchoate5
    "I have lived in the neighborhood for 5 years And it's a nice place to raise your children It's generally a quiet and peaceful place"
    0
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  • Jrutherf32708
    "I have lived in Winter Springs / Tuskawilla area over 25 years. It’s been an excellent place to live and raise 3 children. We have never any problems with crime or neighbors. Great public schools here ; all “A” rated. I highly recommend this area !"
    0
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  • Abdul I.
    "Diversity and everyone is polite. People mind their own business but also friendly. Affordable rent and education in local school is relatively high standards. "
    0
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  • Robin M.
    "There are great spaces and wide sidewalks with lots of green area. Plus a huge dog park right in the middle of the town"
    5
    Flag
  • Kimberly P.
    "Close to 417 and main highways for easy travel. Near Orlando for attractions and fun. Schools are rated A. "
    1
    Flag
  • Miketabo
    "good, safe. the school system is great just have to travel to oviedo for shopping and restaurants. but it is very family friendly in winter springs"
    0
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  • Pam
    "Annual Family Picnic. Very neighborly neighborhood. Lots of children and activities for them through out the year. "
    0
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  • Cindysnead28
    "No sidewalks kids ride bikes in streets not safe the kids need to watch out for cars and trucks sidewalks are needed badl"
    0
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  • Shirley R.
    "I love this neighborhood it’s safe and secluded but still close enough to all the action. Great schools "
    0
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  • Arniearmadillo
    "Plenty of public transportation options and access to multiple highway options. Great restaurants and shopping options."
    0
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  • Signupzachary
    "Great place to raise a family or for new home owners. Close to a lot but also very quiet. The city is growing and has lot to offer but it’s also close to a main highway that can cause working in a different part of ORLANDO much easier "
    0
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  • Marie B.
    "Heavy traffic at peak hours but not outrageous. Not too bad. Traffic is thick around schools. Toll roads help. "
    0
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  • Colleen J.
    "Right off of numerous major roads, but also tucked back away from the chaos. Close to I4 making for a easy commute in multiple directions "
    0
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  • Nancyn425
    "Our neighbors care about each other and go out of their way to help each other. We make meals for each other, talk often, have get togethers for Halloween, 4th of July, Super Bowl, etc."
    0
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Homes for sale near 409 Mac Gregor Rd

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Off Market Homes Near 409 Mac Gregor Rd

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