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Covington Chase Homes for Sale

637 Grassy Stone Drive, Winter Garden image
637 Grassy Stone Drive, Winter Garden $800,000 ▼

Virtually Staged. Beautiful five-bedroom, three-bath pool home located in the highly sought-after Golf Cart District of Downtown Winter Garden. Situated on a spacious, fu...

  • 5 Beds
  • 3 Baths
  • Covington Chase Ph 2b SubDv.
  • 34787 Zip Code
925 Bainbridge Loop, Winter Garden image
925 Bainbridge Loop, Winter Garden $790,000 ▼

Virtually Staged. Welcome to Covington Chase, one of Winter Garden's most sought after communities, where this beautiful home now features a brand new AC system that was ...

  • 4 Beds
  • 4 Baths
  • Covington Park SubDv.
  • 34787 Zip Code
Home › Winter Garden › Covington Chase
📋 What's on This Page
  • About Covington Chase Neighborhood
  • Location & Connections
  • Neighborhood Amenities & Lifestyle
  • How Covington Chase Compares
  • HOA Information
  • Frequently Asked Questions
  • Available Homes

Covington Chase Homes for Sale

Winter Garden, FL 34787 | Non-Gated Ryan Homes & Taylor Morrison Community North of Plant Street

Covington Chase is a non-gated community of approximately 305 single-family homes built between 2007 and 2016 by Ryan Homes and Taylor Morrison, tucked off E Division Street in northern Winter Garden. The neighborhood sits between the West Orange Trail to the west and the SR 429 (Daniel Webster Western Beltway) corridor to the east, with on-site amenities anchored by a large community pool and covered playground. View Available Homes

✔ Information verified current as of May 12, 2026

About Covington Chase Neighborhood

Covington Chase occupies a quiet pocket in the older, established northern section of Winter Garden, accessed primarily off E Division Street with Silverdale Avenue and Hennis Road framing the immediate area. The community took shape over roughly a decade, with Ryan Homes and Taylor Morrison building approximately 305 single-family residences between 2007 and 2016 on lots laid out alongside mature trees and the wider streets typical of this older part of town.

Floor plans across the neighborhood range from around 1,515 to 3,269 square feet, with two to five bedrooms and two- or three-car garages. The mix of one- and two-story homes reflects the two builders' production lineups during that period, giving Covington Chase a varied streetscape rather than the uniform look of single-builder communities. Because development happened in the original Winter Garden grid rather than on raw farmland to the south, the neighborhood inherits a more traditional, established feel than newer master-planned communities along Daniels Road or the SR 50 corridor.

The community is non-gated, with HOA-maintained common areas anchored by a large swimming pool and an adjacent covered playground — the core gathering spots residents reference when describing day-to-day life here. The neighborhood backs to conservation land and private residences along its southern edge, with commercial and industrial parcels to the east near the SR 429 corridor, giving the interior streets a buffered, residential feel despite the proximity to those connector roads.

Covington Chase sits roughly two miles east of SR 429 access and about three miles north of SR 50 (West Colonial Drive), putting historic Plant Street, Newton Park on Lake Apopka, and the Winter Garden Village shopping center all within a short drive.

📊 Quick Facts
Property Style(s):Single-Family Homes (one- and two-story)
Home Sizes:Approximately 1,515 – 3,269 sq ft
Bedrooms:2 – 5
Garages:2- and 3-car
Year Built:2007 – 2016
Builders:Ryan Homes, Taylor Morrison
Total Homes:Approximately 305
Gated:No
HOA Fee:Mandatory — contact us for current fee
CDD Fee:Verify with HOA / county records
🏡 What Makes Covington Chase Distinctive
  • Two-builder mix on established streets. The Ryan Homes / Taylor Morrison combination produced a more varied streetscape than a single-builder community of the same vintage.
  • Older Winter Garden setting, not raw farmland. Covington Chase fits inside the older Winter Garden grid with mature trees and wider streets than many post-2010 master-planned communities.
  • Pool and covered playground as the social anchors. Amenities are practical rather than resort-scale — appropriate to the community's price point and size.
  • Conservation buffer to the south. Backing to private residences and conservation land insulates interior streets from through-traffic.
  • Plant Street and Newton Park reachable without using SR 50. Local roads connect to Downtown Winter Garden without depending on the busier east-west corridor.

↑ Back to Top | View Available Homes →

Covington Chase Location & Connections

Covington Chase is located in northern Winter Garden, off E Division Street with the West Orange Trail running along the western edge and the SR 429 (Daniel Webster Western Beltway) corridor a short distance east. The position above Plant Street places residents within roughly four miles of historic downtown and within close reach of the Lake Apopka shoreline at Newton Park.

🏘️ Adjacent Neighborhoods & Areas
  • North: Garden Heights neighborhood (area description — not currently linked from the Winter Garden hub; flagged for hub maintainer)
  • South: Private residences and conservation area
  • East: Commercial and industrial development along the SR 429 corridor
  • West: The West Orange Trail recreation corridor
  • Nearby neighborhoods within walking or short driving distance: Oakglen Estates and Courtlea Park, both established Winter Garden subdivisions.

Local streets framing the community include E Division Street, Silverdale Avenue, Hennis Road, and the Plant Street corridor a short distance south.

🚗 Detailed Commute Times
  • Downtown Winter Garden (Plant Street): Approximately 8 minutes (≈ 4 miles)
  • Winter Garden Village at Fowler Groves: Approximately 10 minutes (≈ 4 miles)
  • Downtown Orlando: Approximately 25–30 minutes via SR 429 and I-4 (≈ 15 miles)
  • UCF main campus: Approximately 45 minutes (≈ 30 miles)
  • Walt Disney World: Approximately 25 minutes via SR 429 (≈ 15 miles)
  • Universal Orlando: Approximately 25 minutes (≈ 15 miles)
  • SeaWorld Orlando: Approximately 30 minutes (≈ 18 miles)
  • Cocoa Beach: Approximately 75–85 minutes (≈ 70 miles) via the Florida Turnpike and SR 528
  • Lake Nona Medical City: Approximately 35–40 minutes (≈ 25 miles)
✈️ Airport Access
  • Orlando International Airport (MCO): Approximately 35–40 minutes (≈ 25 miles) via SR 429 and SR 417
  • Orlando Sanford International Airport (SFB): Approximately 45–50 minutes (≈ 35 miles) via SR 429

↑ Back to Top | View Available Homes →

Covington Chase Amenities & Lifestyle

Life in Covington Chase centers on the community pool and covered playground, with the broader Winter Garden lifestyle — Plant Street's restaurants and shops, the West Orange Trail, and Newton Park on Lake Apopka — all close enough to feel like a regular part of the week rather than a special outing. The northern Winter Garden setting trades resort-scale amenities for a more grounded, neighborhood feel with mature trees and wider streets than newer SR 50 corridor communities.

For families, the proximity to historic downtown matters: the area's museums, weekly Farmers Market, and Garden Theatre programming are a short drive south, and the West Orange Trail running along the community's western edge provides direct access to the longer regional trail network without driving anywhere.

🏊 Neighborhood Amenities

Amenities found within Covington Chase:

  • Community swimming pool
  • Covered playground adjacent to the pool area
  • Sidewalks and street lights throughout
  • HOA-maintained common areas
🛍️ Shopping & Services

Daily shopping needs are met by the Winter Garden Village open-air center about four miles south, along with the Plant Street boutique district downtown for specialty retail.

For comprehensive shopping information: View our Winter Garden Shopping Guide →

🍽️ Restaurants

Historic Plant Street is the dining anchor, with Plant Street Market and the Crooked Can Brewery as central food-hall destinations, plus independent restaurants along the brick-paved corridor.

For comprehensive restaurant information: View our Winter Garden Restaurants Guide →

🎭 Arts & Culture

The restored 1935 Garden Theatre on Plant Street is the cultural centerpiece, complemented by the Winter Garden Heritage Museum and Central Florida Railroad Museum nearby.

For comprehensive arts & culture information: View our Winter Garden Arts & Culture Guide →

🏃 Health & Wellness

The full-service AdventHealth Winter Garden on Fowler Grove Boulevard serves the area, with Health Central Hospital in neighboring Ocoee as a secondary option.

For comprehensive health & wellness information: View our Winter Garden Hospitals Guide →

🌳 Parks & Recreation

The West Orange Trail runs along Covington Chase's western edge, providing direct walking and cycling access. Newton Park on the Lake Apopka shoreline is the closest waterfront park, with a boat ramp and lake access. The Jessie Brock Community Center downtown adds recreation programming.

For comprehensive parks & recreation information: View our Winter Garden Parks & Recreation Guide →

⚽ Sports & Athletics

The private West Orange Country Club offers golf, tennis, and pickleball; public sports fields and city athletic programs round out the local options, with cycling and running on the West Orange Trail as the most accessible everyday athletic outlet.

For comprehensive sports & athletics information: View our Winter Garden Sports & Athletics Guide →

🎉 Fun Things to Do

Saturday mornings revolve around the Winter Garden Farmers Market; Fridays on the Plaza brings free weekly outdoor concerts to downtown; and the Garden Theatre programs shows year-round.

For comprehensive events & activities information: View our Winter Garden Events & Things To Do Guide →

🎓 Schools

Covington Chase is not explicitly mapped in the Winter Garden community school-zone reference. Based on its location in northern Winter Garden just north of Plant Street, the neighborhood is likely zoned for the following Orange County Public Schools — verify current zoning with OCPS before relying on these assignments:

  • Elementary: Dillard Street Elementary (likely — verify with OCPS)
  • Middle: SunRidge Middle School (likely — verify with OCPS)
  • High: West Orange High School (likely — verify with OCPS)

Private school families in the area frequently consider Foundation Academy across its three Winter Garden campuses.

Note: School assignments are subject to change. Always verify current zoning with the school district.

For comprehensive school information: View our Winter Garden Schools Guide →

↑ Back to Top | View Available Homes →

How Covington Chase Compares

Covington Chase occupies a specific niche in the Winter Garden market: an established 2007–2016-era community in the older northern grid, priced and amenitized differently from both the 1990s-era Plant Street walkable neighborhoods and the newer SR 50 / Daniels Road corridor master plans. The comparison below frames where Covington Chase falls relative to two reasonable alternatives.

Feature Covington Chase Courtlea Park Oakglen Estates
Home Age 2007 – 2016 Established (older) Established (older)
Builders Ryan Homes, Taylor Morrison Mixed (verify) Mixed (verify)
Gated No No (verify) No (verify)
Community Pool Yes Verify with HOA Verify with HOA
Playground Yes (covered) Verify with HOA Verify with HOA
Plant Street Proximity ~4 miles north <0.75 mile (bikeable) Verify distance
West Orange Trail Access Direct (western edge) <0.5 mile Verify distance
HOA Mandatory Verify with HOA Verify with HOA

💡 Value Proposition: Covington Chase offers newer construction (2007–2016) and a community pool / playground that the older Plant Street-walkable neighborhoods generally don't have, while staying within a short drive of Plant Street, Newton Park, and SR 429 access. The trade-off is being further from downtown than the established Courtlea / Park Place / Chapin Station tier.

↑ Back to Top | View Available Homes →

Covington Chase HOA & CDD Information

Covington Chase has a mandatory homeowners association that maintains the community pool, covered playground, common areas, and street-side landscaping. Specific fee amounts and the current management company change periodically, and CDD status should be verified against Orange County records before relying on assumptions either way.

💰 HOA Fees & Management Contact

HOA fees and management company information often change. Please contact us and we will be happy to provide you with the current HOA fee, payment schedule, and direct contact information for the HOA management company. We can also check for you to see if there are any current or upcoming special assessments.

📋 What HOA Fees Typically Cover
  • Community swimming pool maintenance and chemicals
  • Covered playground upkeep
  • Common area landscaping
  • Street-side and entrance landscaping
  • Street lighting in common areas
  • HOA management and administration
  • Reserve funds for future repairs
  • Architectural review and compliance

↑ Back to Top | View Available Homes →

Frequently Asked Questions

What is the HOA fee for Covington Chase?
Please contact us for the current HOA fee, payment schedule, and HOA management company contact information. The mandatory HOA covers the community pool, covered playground, common-area landscaping, and related neighborhood maintenance.
Is there a CDD fee in Covington Chase?
CDD status should be verified against current Orange County tax records before a purchase decision. We can pull current tax bills for any property you're considering — contact us and we'll send recent CDD and HOA assessment information.
Is Covington Chase a gated community?
No. Covington Chase is a non-gated community. Streets are publicly accessible, with HOA-maintained common areas including the pool and playground.
Who built the homes in Covington Chase?
Homes were built by Ryan Homes and Taylor Morrison between 2007 and 2016. The two-builder mix produced a varied streetscape with floor plans ranging from approximately 1,515 to 3,269 square feet, two to five bedrooms, and two- or three-car garages.
What schools serve Covington Chase?
Covington Chase is not explicitly listed in the standard Winter Garden school-zone references. Based on its northern Winter Garden location just north of Plant Street, homes here are likely zoned for Dillard Street Elementary, SunRidge Middle School, and West Orange High School — but current OCPS attendance zoning should be verified directly with Orange County Public Schools before relying on these assignments. Foundation Academy is the most prominent private school option in the area.
How close is Covington Chase to Downtown Winter Garden and Plant Street?
Approximately four miles north — about an 8-minute drive without traffic. Plant Street is the dining, shopping, and arts anchor of historic Downtown Winter Garden, with Plant Street Market, Crooked Can Brewery, the Garden Theatre, and the Saturday Farmers Market all in that corridor.
Does Covington Chase have direct access to the West Orange Trail?
Yes. The West Orange Trail runs along the community's western edge, providing direct walking and cycling access to the broader regional trail network that connects Winter Garden, Oakland, and Apopka.
How long does it take to get to the Orlando theme parks from Covington Chase?
Walt Disney World and Universal Orlando are each roughly 25 minutes (15 miles) via SR 429. SeaWorld Orlando is about 30 minutes. SR 429 access a short distance east of the community is the primary route for theme-park trips, with the Florida Turnpike connection further south.
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Realtor David MyersDavid Myers
Your Winter Garden
Neighborhood Expert
Call/Text: 407.801.3286
Winter Garden Home Buyers Guide

Winter Garden Areas

  • Downtown Winter Garden
  • Horizon West
  • Oakland
  • Winter Garden Village

Downtown Winter Garden Area Neighborhoods

  • Downtown Winter Garden
  • Brandy Creek
  • Chapin Station
  • Courtlea Oaks
  • Courtlea Park
  • Covington Chase
  • Crown Point Springs
  • Daniels Crossing
  • Fullers Crossing
  • Fullers Landing
  • Heritage Plant Street
  • Island Pointe
  • Kings Bay
  • Lake Cove Pointe
  • Lakeview Reserve
  • Lakeview Village Estates
  • Magnolia Wood
  • McAllister Landing
  • Oakglen Estates
  • Oaks at Brandy Lake
  • Park Place
  • Regal Pointe
  • Stanton Estates
  • Sterling Pointe
  • Timbercreek Pines
  • Traditions
  • Trails Winter Garden
  • Tuscany
  • Walkers Grove
  • Winter Oaks

Winter Garden Village Area Neighborhoods

  • Alexander Ridge
  • Amberleigh
  • Avalon Reserve
  • Avalon Ridge
  • Banana Bay Estates
  • Bay Isle
  • Belle Meade
  • Black Lake Park
  • Black Lake Preserve
  • Bradford Creek
  • Bronsons Landing
  • Canopy Oaks
  • Carriage Pointe
  • Cobblestone
  • Country Lakes
  • Cypress Reserve
  • Daniels Landing
  • Deerfield Place
  • Emerald Ridge
  • Estates Lakeview Preserve
  • Foxcrest
  • Glynwood
  • Grove Park
  • Grovehurst
  • Hickory Hammock
  • Johns Lake Pointe
  • Lake Roberts Landing
  • Lakeview Preserve
  • Orange Cove
  • The Orchard
  • Oxford Chase
  • Regency Oaks
  • Reserve Carriage Pointe
  • Roper Reserve
  • Sanctuary Twin Waters
  • Southern Pines
  • Stone Creek
  • Stoneybrook West
  • Sunset Lakes
  • Tilden Place
  • Twinwaters
  • Waterside
  • Westfield Lakes
  • Windermere Crossing
  • Windward Cay
  • Winter Grove
  • Wintermere Harbor
  • Wintermere Pointe
  • Woodbridge on Green

Horizon West Area Neighborhoods

  • Avalon Cove
  • Cove At Hamlin
  • Del Webb Oasis
  • Enclave at Hamlin
  • Encore at Ovation
  • Hamilton Gardens
  • Hamlin Pointe
  • Hamlin Reserve
  • Hamlin Ridge
  • Hawksmoor
  • Harvest at Ovation
  • Highland Ridge
  • Highlands Summerlake
  • Horizon Isle
  • Independence
  • Isles Of Lake Hancock
  • Lake Hancock Preserve
  • Lakeshore
  • Lakeside at Hamlin
  • Lake Star at Ovation
  • Lakeview Pointe
  • Latham Park
  • Mezzano
  • Northlake at Ovation
  • Orchard Hills
  • Orchard Park
  • Osprey Ranch
  • Overlook At Hamlin
  • Panther View
  • Parkview at Hamlin
  • Ravenna
  • Sanctuary at Hamlin
  • Serenade at Ovation
  • Silverleaf Oaks
  • Silverleaf Reserve
  • Storey Grove
  • Summerlake
  • Summerlake Groves
  • Tribute at Ovation
  • Waterleigh
  • Watermark
  • Westhaven Ovation
  • Wincey Groves
  • Winding Bay

Oakland Area Neighborhoods

  • Deer Island
  • Downtown Oakland
  • Hull Island
  • Johns Cove
  • Johns Landing
  • Lake Apopka Sound
  • Longleaf at Oakland
  • Oakland Hills
  • Oakland Park
  • Oakland Trails
  • Trailside Station
  • Tucker Oaks
  • Verde Park

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