421 Cobblestone Pointe Dr, Winter Garden, FL 34787
SOLD
OCT 10, 2025

421 Cobblestone Pointe Dr
Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 2,159 sqft (on 0.38 acres)

$538,700

Last Sold: Oct 10, 2025
4% below list $559K
$250/sqft
Est. Refi. Payment $3,732/mo*
Refinance Your Home

$538,700

Last Sold: Oct 10, 2025
4% below list $559K
$250/sqft
Est. Refi. Payment $3,732/mo*
Refinance Your Home
3 Beds
2 Baths
2,159 sqft
(on 0.38 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

One or more photo(s) has been virtually staged. LOCATION!!! LOCATION!! LOCATION!! Welcome home to your NEW upgraded 3-bedroom, 2-bathroom home on an OVERSIZED lot just under ½ acre-the largest in the neighborhood. You will LOVE keeping a super clean house with TILE in every room. Conveniently next to the Winter Garden Village with access to Target, Best Buy, Lowe's, Ulta, LA Fitness, and much more.Home features a freshly painted exterior (Aug 2025), all-new high-efficiency, solar-tinted, double-pane vinyl windows (May 2025). Inside, you'll find premium faux wood plank tile flooring and custom baseboards throughout (2021), a fully renovated common bathroom (2025), and a remodeled primary bathroom (2021), both with high-end toilets and fixtures. The kitchen is equipped with appliances less than 2 years old, and the laundry room was upgraded with a sink and custom millwork in 2021. The high-efficiency SEER-rated HVAC system with Variable Frequency Drive was installed in 2021. Enjoy outdoor living with a hurricane-hardened PVC fence featuring steel-embedded concrete posts, a large aluminum swing gate, and a separate man gate. Additional features include Grobe and Moen faucets, a full ADT security system with 2 cameras (service ready to reactivate), a new Ring doorbell (May 2025), and added attic access. Ideally situated near the Turnpike, 429, 408, and West Colonial-this home offers space, style, and unmatched location. Don't miss this opportunity!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 10, 2025

Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Patio
View
No Info
HOA
$115/Monthly
Price/Sqft
$250/sqft
Listed
180+ days ago

Home Details for 421 Cobblestone Pointe Dr

Interior Features

Interior Details
Number of Rooms: 5Types of Rooms: Primary Bedroom, Dining Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2159 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Phone Available, Public, Street Lights, Underground Utilities, Water ConnectedAppliances: Convection Oven, Disposal, Electric Water Heater, Microwave, RefrigeratorDisposalLaundry: Laundry RoomMicrowaveRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Double Pane Windows, ENERGY STAR Qualified Windows, RodsFlooring: TileCommon Walls: Corner Unit
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Tile
View
No View

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Patio, Rear PorchFencing: Stone, VinylVegetation: Fruit TreesExterior: Garden, Lighting, Other, Private Mailbox, SidewalkFoundation: SlabGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Door Opener
Frontage
Road Frontage: Street Dead-EndRoad Surface Type: AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 11

Property Information

Year Built
Year Built: 2007
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: StuccoNot a New ConstructionNo Additional Parcels
Property Information
Condition: CompletedParcel Number: 262227166000010

Price & Status

Price
List Price: $559,000Price Per Sqft: $250/sqft
Status Change & Dates
Off Market Date: Fri Sep 26 2025

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER GARDENCommunity: COBBLESTONE OF WINTER GARDEN
School Information
Elementary School: Maxey ElemJr High / Middle School: SunRidge MiddleHigh School: West Orange High

Building

Building Area
Building Area: 2832 Square Feet

Community

Community Features: Deed Restrictions, Gated Community - No Guard, SidewalksNot Senior Community

HOA

HOA Fee Includes: OtherHOA Name: Aspire Community Management/ MauriceHOA Phone: 407-614-6144Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $115/Monthly

Lot Information

Lot Area: 0.38 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6342570Back On Market Date: Mon Sep 22 2025Showing Considerations: Pet(s) on PremisesShowing Requirements: Appointment Only, Call Agent 2, Gate Code Required, ShowingTimeUniversal Property Id: US-12095-N-262227166000010-R-N

Additional Information

HOA Amenities: Gated
Last check for updates: about 2 hours ago
Listed by Erica Diaz, (407) 897-5400
HOMEVEST REALTY, (407) 897-5400
Paul Duhon, (407) 446-4127
HOMEVEST REALTY, (407) 897-5400
Bought with: Jared Jones, PA, (407) 906-5000, EXP REALTY LLC, (407) 375-9142
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6342570
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. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Price History for 421 Cobblestone Pointe Dr

DatePriceEventSource
10/10/2025$538,700Sold
Stellar MLS #O6342570
09/29/2025$559,000PendingStellar MLS #O6342570
09/22/2025$559,000PendingToActiveStellar MLS #O6342570
09/18/2025$559,000PendingStellar MLS #O6342570
09/10/2025$559,000Listed For SaleStellar MLS #O6342570
11/09/2007$306,300Sold
N/A
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Property Tax and Assessment

Year2024
Tax$2,203
Assessment$427,900
Home facts updated by county records

Comparable Sales for 421 Cobblestone Pointe Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
224 Black Springs Ln, Winter Garden, FL
0.06
Single-Family Home
$485,000
04/27/26
3
2
1,916
218 Black Springs Ln, Winter Garden, FL
0.06
Single-Family Home
$539,000
08/14/25
4
2
2,238
242 Black Springs Ln, Winter Garden, FL
0.07
Single-Family Home
$495,000
05/12/26
3
2
1,909
350 Black Springs Ln, Winter Garden, FL
0.23
Single-Family Home
$545,000
05/21/25
3
2
1,924
309 Black Springs Ln, Winter Garden, FL
0.15
Single-Family Home
$540,000
08/22/25
3
2.5
2,529
714 Home Grove Dr, Winter Garden, FL
0.26
Single-Family Home
$525,000
09/18/25
4
2
1,992
615 Groves End Ln, Winter Garden, FL
0.14
Single-Family Home
$539,000
11/05/25
4
2.5
2,523
570 Cascading Creek Ln, Winter Garden, FL
0.49
Single-Family Home
$545,000
07/31/25
3
2
2,365
414 Wrangler Rd, Winter Garden, FL
0.43
Single-Family Home
$675,000
11/03/25
3
2
1,995

Assigned Schools

These are the assigned schools for 421 Cobblestone Pointe Dr.
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 Garden

At least 510 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 88 % Say there are sidewalks

  • 86 % Say car is needed

  • 83 % Say parking is easy

  • 81 % Say there's holiday spirit

  • 78 % Say kids play outside

  • 76 % Say it's quiet

  • 75 % Say streets are well-lit

  • 74 % Say people would walk alone at night

  • 72 % Say yards are well-kept

  • 60 % Say they plan to stay for at least 5 years

  • 54 % Say neighbors are friendly

  • 54 % Say there's wildlife

  • 50 % Say it's walkable to grocery stores

  • 46 % Say it's walkable to restaurants

  • 43 % Say there are community events

Learn more about our methodology.
  • Ypgs9v7hpd
    "It is a nice area and the schools are nice. It is good area to raise children away from the tourists area and the city ."
    0
    Flag
  • Ypgs9v7hpd
    "The only thing that is unique about this neighborhood is the people that are friendly and the kids get along great. The only downside of living here in Wintergarden is it’s not enough places to go out to eat and it is not enough places for kids to hang out or teenagers to hang out and the closest place for teenagers to hang out is at the Wintergarden Grove area where you have to take off the exit 9, which I think that’s a bit too far for them to hang out when they can remain closer, it would be better if they had a place to hang out within the neighborhood. Also, Price is over here for a living is very high so if you’re not making a decent amount of money, it is expensive even the apartments that are surrounding it. It’s expensive.."
    0
    Flag
  • Emilye Chasen
    "Downtown events occur all the time. Christmas, Halloween, 4th of July etc. Santa comes down my street"
    1
    Flag
  • Ypgs9v7hpd
    "I’ve living here for the last 3 yrs. It’s nice area, people are nice. It’s nice area to raise your family there."
    0
    Flag
  • Heather Kotyk
    "I work near the airport and the commute using the turnpike and I4 is about 25-30 minutes. Traffic is usually manageable and continuously is moving "
    0
    Flag
  • Erin
    "There are many families in the neighborhood, a great playground and an A rated school nearby. There’s also a grocery store and pharmacy conveniently within a mile. "
    0
    Flag
  • Maria Rojas
    "Great place to have a family, lots of parks and activities for kids. Amazing schools and the community is very united. Most communities have hoa "
    0
    Flag
  • Rosa Aguilar
    "There’s lots of places, activities, parks, trails to take kids. There’s also lots of churches with daycare and city programs for children to take part in."
    0
    Flag
  • Andres.toro
    "Mostly all good schools. A lot of parks (and a few others upcoming) and services are increasing in availability. "
    0
    Flag
  • Logan Mahalek
    "The historic area of downtown winter garden boasts local shops and restaurants and also hosts a farmers market every weekend. There is also plenty of name brands within 15 minutes "
    0
    Flag
  • Cfbranf3rd
    "I’m don’t have a commute, as I’m retired. I’m in Cypress Reserve, and Avalon Road can be a nightmare at school drop off/pick up times."
    0
    Flag
  • Kelly
    "Beautiful, safe & friendly area. Winter Garden is a great place to raise a family! This is a very active area with tons of activities. Lots of wildlife & opportunities to get in touch with nature. Big, beautiful Florida birds and animals all around. Great restaurants too! "
    0
    Flag
  • Geisha
    "In Winter Garden for the area's of Horizon West, Hamlin, Summerlake, Waterleight, The Grove is amazing is like living in a perfect community bubble completely recomend"
    0
    Flag
  • Catherine Law
    "There is a private lake side park and a bbq area. Dogs poop trash and bags available. Dogs need to be on leash all the time. No many houses are fenced. "
    0
    Flag
  • Dawnddavidson1
    "Great little town if you live in the north side near old Winter Garden. Quaint small town feel with plenty to do. Surrounding area is overdeveloped like everywhere in central Florida. Schools could be better. Real estate is inflated, but the town is desirable. Everything you need is close; no need to go to Orlando for much. "
    0
    Flag
  • Vanessaasantini
    "Wonderful , Safe, beatiful, peaceful, very good, clean, good school, nice and bog city Close to supermarket, gas station "
    2
    Flag
  • Aj2636
    "Halloween costume parties for kids. Community Easter egg hunts. Santa Claus visits on a fire truck. Community watch parties for football games. A soccer field, tennis courts, pickleball courts and basketball courts that allow the neighborhood to enjoy each other’s company. During COVID, we had live music performances in the park."
    0
    Flag
  • Rosa Aguilar
    "This is such a great area for children. Between the splash pad, the museums, the festivals, the nature parks, and close proximity to all theme parks you are never without something to do."
    1
    Flag
  • Cara Conley
    "The area is established and offers. Great amenities within 15 minutes. Clean and safe and welcoming."
    1
    Flag
  • Isaac Peterson
    "Very friendly and helpful neighbors, and the schools are awesome. Very safe "
    2
    Flag
  • Aj2636
    "I’ve lived here for 11 years. It’s close to shopping. The neighborhood feels comfortable with homes far apart from each other. Nice lakes nearby that most neighborhoods have access to. Hospital close-by for emergencies."
    1
    Flag
  • Felton.amanda
    "I lived here for 10 years and just now moving this month. The neighborhood is safe not a lot of crime just a few thieves here and there that steal packages from ppls door steps occasionally."
    1
    Flag
  • Dismiki24
    "Lots of dogs in our neighborhood but many don’t pick up after their dogs. There is a dog park nearby "
    0
    Flag
  • Jason M.
    "We see people walk their dogs all the time. The neighborhood has dog stations for easy to dispose of waste. "
    0
    Flag
  • Megan E.
    "You will love it! Lots of dog owners and very kind. Lots of doggy poop bag stations as we all know! Great dog parks and trails to go on lovely long walks. "
    13
    Flag
  • Zimmiac
    "Everything is very nice ,and the persons are very nice ,very quite area and the schools are good also,parks and events as well very nice"
    0
    Flag
  • Lil D.
    "The people and shops are great. Love all the bike tails as well. Every Saturday they have the farmers market and quite enjoyable to go to and walk around. "
    0
    Flag
  • John D. H.
    "average, plenty of bus access, no major traffic issues. normal boring vanilla winter garden. lahdeedah"
    0
    Flag
  • Hollister M.
    "Lots of dogs. Most people are very polite about their dogs. People with cats do not keep them indoors and they roam the streets a lot. Most people pick up after their dogs and keep them on leashes."
    0
    Flag
  • Jim
    "It’s an amazing place to love. Doesn’t feel like living in Florida. I love living the country and still being close to Disney"
    6
    Flag
  • Cathy
    "Great it is safe and very homey the people are friendly and irs all clean. Very close to shopping places to eat and nice bars "
    5
    Flag
  • Jonathancrespo21
    "We have a neighborhood Facebook page open to everyone and we use this to communicate with each other regularly. We participate in food drives, raise money for special causes, and even sponsor dinners for our local police, firefighters, and nurses."
    0
    Flag
  • Chuckfink
    "Farmers market every Saturday. Monthly events downtown, car shows, Christmas party, local community theater. Things to do almost every week."
    0
    Flag
  • Tony S.
    "I work 8 miles from my home. I am fortunate to live near my work. Disney is a huge employer in the area."
    0
    Flag
  • Valerie
    "Weekend Farmers Market. Beautiful downtown area. Older historic feeling. Very convenient with shops food and stores. Best city I've lived in since being here in Florida."
    0
    Flag
  • jay j
    "People love dogs. They are loving animals that make everyone happy when they see them. Most people now a days have dogs"
    0
    Flag
  • Nicola O.
    "Some neighbors don’t clean up after their pets or leave their pets on the balcony barking all night long, but there is a lot of open grass fields and dog stations all throughout. "
    0
    Flag
  • Candy H.
    "Winter Garden Farmer’s Market and shows going on at the Garden Theatre, along with more dog friendly mom and pop places."
    0
    Flag
  • Ryanm1995
    "They will love this neighborhood. Bright open space to walk around. We also have a lot of friendly dog in our neighborhood. "
    0
    Flag

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Homes for sale near 421 Cobblestone Pointe Dr

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Off Market Homes Near 421 Cobblestone Pointe Dr

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421 Cobblestone Pointe Dr, Winter Garden, FL 34787 is a 3 bedroom, 2 bathroom, 2,159 sqft single-family home built in 2007. This property is not currently available for sale. 421 Cobblestone Pointe Dr was last sold on Oct 10, 2025 for $538,700 (4% lower than the asking price of $559,000). The current Trulia Estimate for 421 Cobblestone Pointe Dr is $534,900.