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Summerport Homes for Sale

4642 River Gem Avenue, Windermere image
4642 River Gem Avenue, Windermere $825,000

Discover refined living in one of Windermere's most sought-after communities. This exceptional 5-bedroom, 5-bath residence in Summerport perfectly blends timeless eleganc...

  • 5 Beds
  • 5 Baths
  • Summerport Ph 05 SubDv.
  • 34786 Zip Code
4415 Blue Major Drive, Windermere image
4415 Blue Major Drive, Windermere $810,000 ▼

This beautiful MOVE-IN-READY two-story home is located in the highly desired community of Summerport in Windermere! The Wow factor begins the moment the front door opens ...

  • 5 Beds
  • 3 Baths
  • Summerport Ph 05 SubDv.
  • 34786 Zip Code
5413 Walsh Pond Court, Windermere image
5413 Walsh Pond Court, Windermere $798,000 ▼

Discover the charm of this water front, 4 bedroom 3.5 bath home located in the desirable Summerport community. This unique property is nestled in the cul de sac for compl...

  • 4 Beds
  • 4 Baths
  • Edens Hammock SubDv.
  • 34786 Zip Code
4309 Saltmarsh Sparrow Drive, Windermere image
4309 Saltmarsh Sparrow Drive, Windermere $760,000 ▼

Check out 4309 Saltmarsh Sparrow Dr, a residence featuring a partial flooring replacement that enhances its overall presentation. The kitchen is equipped with all stainle...

  • 5 Beds
  • 5 Baths
  • Stillwater Xings Prcl Sc-13 Ph SubDv.
  • 34786 Zip Code
14255 Sonco Avenue, Windermere image
14255 Sonco Avenue, Windermere $749,900 ▼

Short Sale. Super Rare Opportunity! Tucked away in one of Windermere’s most desirable areas is the beautiful home on over 1 half acre homesite on a corner lot with no rea...

  • 4 Beds
  • 3 Baths
  • Summerport SubDv.
  • 34786 Zip Code
13786 Summer Harbor Court, Windermere image
13786 Summer Harbor Court, Windermere $625,000

Virtually Staged. Why wait to build when the value of time to settle your family is now? You won't get this one wrong! Location, Location, Location. PLUS, Experience the...

  • 4 Beds
  • 3 Baths
  • Summerport Trl SubDv.
  • 34786 Zip Code
14217 Bridgewater Crossings Boulevard, Windermere image
14217 Bridgewater Crossings Boulevard, Windermere $600,000

**BUYER INCENTIVE AVAILABLE!! Preferred Lender is offering a COMPLIMENTARY TEMPORARY RATE BUY DOWN for qualified buyers on new loan locks completed on or before 6/30/26!!...

  • 4 Beds
  • 3 Baths
  • Summerport SubDv.
  • 34786 Zip Code
13450 Sunkiss Loop, Windermere image
13450 Sunkiss Loop, Windermere $564,900 ▼

This 5-bedroom, 2.5-bathroom two-story home offers a spacious and highly functional layout, perfect for large households or those needing extra space. The main level feat...

  • 5 Beds
  • 3 Baths
  • Summerport Ph 03 SubDv.
  • 34786 Zip Code
4627 Blue Major Drive, Windermere image
4627 Blue Major Drive, Windermere $559,000 ▼

Welcome to your new forever home in Summerport! This beautifully designed 4-bedroom, 3-bath home offers 2,411 square feet of spacious living with stunning golf course vie...

  • 4 Beds
  • 3 Baths
  • Summerport Ph 5 SubDv.
  • 34786 Zip Code
13845 Bridgewater Crossings Blvd, Windermere image
13845 Bridgewater Crossings Blvd, Windermere $474,900 ▼

Welcome to this beautifully maintained home in the highly desirable community of Summerport Trail in Windermere. This spacious residence offers a functional open floor pl...

  • 3 Beds
  • 3 Baths
  • Summerport Trail Ph 2 SubDv.
  • 34786 Zip Code
13006 Sunkiss Loop, Windermere image
13006 Sunkiss Loop, Windermere — - $399,900

!!! RARE FIND PROPERTY !!! This house is better than you think... Welcome to this well maintained ONE STORY 2-bedroom, 2-bath, 2-car garage townhome located in the sought...

  • 2 Beds
  • 2 Baths
  • Summerport Ph 03 SubDv.
  • 34786 Zip Code
5579 Somersby Road, Windermere image
5579 Somersby Road, Windermere — N/A $395,000

Virtually Staged. This one has it all! Welcome home to this beautifully updated townhome in the highly sought-after Summerport community, where charm, comfort, and pictur...

  • 3 Beds
  • 3 Baths
  • Tennyson Pk/Summerport SubDv.
  • 34786 Zip Code
5451 Kumquat Loop, Windermere image
5451 Kumquat Loop, Windermere — 5451 $384,900

Very rarly does the end unit, one story townhomes come on the market! For anyone who doesn't want stairs, or master bedroom up - check this one out. Last 4 of these one s...

  • 2 Beds
  • 2 Baths
  • Summerport Ph 03 SubDv.
  • 34786 Zip Code
Home › Windermere › Summerport
📋 What's on This Page
  • About Summerport Neighborhood
  • Location & Connections
  • Neighborhood Amenities & Lifestyle
  • How Summerport Compares
  • HOA Information
  • Frequently Asked Questions
  • Available Homes

Summerport Homes for Sale

Windermere, FL 34786 | The 34786 ZIP Code's Largest Master-Planned Community

Summerport is the largest master-planned community in the Windermere 34786 area, sitting along the CR 535 corridor in southwest Windermere with the Cornerstone at Summerport shopping center, Orlando Health Medical Pavilion Summerport, and Keene's Crossing Elementary all anchored inside or immediately adjacent to the master plan. View Available Homes

✔ Information verified current as of May 2026

About Summerport Neighborhood

Summerport sits in the southwestern corner of Windermere along Summerport Village Parkway, with CR 535 (Winter Garden Vineland Road) forming the eastern spine of the community. The master plan was developed in phases beginning in the early 2000s and continued through approximately 2016, producing roughly 1,200 single-family homes and townhomes across multiple sub-neighborhoods, all sharing a central amenity package and ringed by a series of small ponds and lakes.

The defining architectural difference between Summerport and the newer master-planned communities in adjacent Horizon West is age and scale. Summerport homes were built before the Disney-corridor land rush of the late 2010s, which means lots tend to be modestly larger, mature landscaping has filled in, and the streetscape feels more settled than communities a few miles south. Builders included Centex, Pulte, Ryland, and other production builders of the period, with floor plans ranging from townhomes around 1,500 square feet to single-family homes in the 2,000–3,500 square foot range.

What separates Summerport from most master plans in 34786 is the integration of commercial and civic uses inside the boundary: Cornerstone at Summerport sits at the eastern edge of the plan with Publix, restaurants, and services, and Orlando Health Medical Pavilion Summerport is on CR 535 within walking distance of most homes. Keene's Crossing Elementary is physically inside Summerport at 5240 Keenes Pheasant Drive — children in much of the community walk to school. Few Central Florida master plans put the grocery store, the doctor, and the elementary school inside their own boundary.

📊 Quick Facts
Property Style(s):Single-family homes and townhomes
Home Sizes:Approximately 1,500–3,500 sq ft (verify by listing)
Year Built:Approximately 2003–2016
HOA Fee:Contact us for current fee — multiple sub-association structures
CDD Fee:No (verify with Orange County tax records)
Total Homes:Approximately 1,200
🏊 What Makes Summerport Special
  • Largest master plan in 34786. Roughly 1,200 homes and a full amenity package — clubhouse, pool, fitness, parks, trails — included in the HOA.
  • Walkable to school. Keene's Crossing Elementary sits inside the community at 5240 Keenes Pheasant Drive.
  • Walkable to grocery and medical. Cornerstone at Summerport (with Publix) and Orlando Health Medical Pavilion Summerport are inside or adjacent to the master plan along CR 535.
  • Walsh Pond beach and dock. A community sandy beach with dock access for fishing and waterfront use.
  • Disney corridor without CDD fees. Summerport pre-dates the CDD-funded master plans of Horizon West to the south, which can save homeowners thousands per year in assessments.

↑ Back to Top | View Available Homes →

Summerport Location & Connections

Summerport occupies the southwest corner of Windermere 34786, bounded by Winter Garden Vineland Road (CR 535) on the east and Summerport Village Parkway running through the interior. The 429 Expressway is a short drive north and provides the fastest route to downtown Winter Garden, the Florida Turnpike, and the broader Orlando metro. The Disney property line is roughly four miles south.

🏘️ Adjacent Neighborhoods & Areas
  • Lakeside — adjacent neighborhood within walking distance, similar era of construction
  • Lakes of Windermere — adjacent older master-planned community with neighborhood lakes
  • Windermere Trails — short drive, family-focused master plan with trail system
  • Merrick Landing — small townhome community off Summerport Village Parkway
  • Horizon West (south, across the Disney corridor) — newer CDD-funded master plans including villages such as Hamlin and Bridgewater
🚗 Detailed Commute Times
  • Walt Disney World: approximately 10–15 minutes (4–6 miles via CR 535)
  • Disney Springs: approximately 15–20 minutes
  • Universal Orlando: approximately 20–25 minutes via I-4
  • SeaWorld Orlando: approximately 18–22 minutes
  • Downtown Orlando: approximately 25–30 minutes via the 408
  • Downtown Winter Garden: approximately 12–15 minutes via the 429
  • UCF Campus: approximately 35–45 minutes
  • Cocoa Beach: approximately 60–75 minutes via the 528
  • Lake Nona Medical City: approximately 30–40 minutes
✈️ Airport Access
  • Orlando International Airport (MCO): approximately 25–30 minutes via the 528
  • Orlando Sanford International Airport (SFB): approximately 50–55 minutes via the 429 and I-4

↑ Back to Top | View Available Homes →

Summerport Amenities & Lifestyle

Summerport's draw is the combination of resort-style HOA amenities and walkable proximity to daily-life essentials. A central clubhouse, pool, and fitness center anchor the community alongside multiple parks distributed across the master plan, miles of sidewalks and trails, and a sandy beach with dock at Walsh Pond. Because Cornerstone at Summerport, the medical pavilion, and Keene's Crossing Elementary all sit inside or immediately adjacent to the boundary, residents handle most of the week — groceries, doctor visits, school drop-off, an after-work run on the trails — without driving more than a mile.

🏊 Neighborhood Amenities

Amenities found within Summerport itself:

  • Community clubhouse for events and gatherings
  • Resort-style community pool
  • Fitness center
  • Multiple parks distributed across the master plan, with playgrounds
  • Tennis courts
  • Basketball court
  • Sand volleyball court
  • Sandy beach area and dock at Walsh Pond
  • Miles of internal sidewalks and walking/biking paths
  • Multiple ponds and small lakes throughout the community
🛍️ Shopping & Services

Cornerstone at Summerport sits along CR 535 inside the Summerport master plan, anchored by Publix and home to restaurants, services, and everyday retail. Winter Garden Village is roughly 10 minutes north for full-scale outdoor shopping with 80+ stores.

For comprehensive shopping information: View our Windermere Shopping Guide →

🍽️ Restaurants

Casual neighborhood dining is available at Cornerstone at Summerport, with additional family-friendly options a short drive away at The Grove at Isleworth and along the Sand Lake Road Restaurant Row corridor.

For comprehensive restaurant information: View our Windermere Restaurants Guide →

🎭 Arts & Culture

The Dr. Phillips Center for the Performing Arts in downtown Orlando is the closest major performing arts venue. Downtown Windermere hosts the Windermere Fine Art Show and other Town Square events.

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

🏃 Health & Wellness

Orlando Health Medical Pavilion Summerport sits on CR 535 within walking distance of much of the community, providing imaging, labs, and primary care. Orlando Health Horizon West Hospital is the nearest full-service hospital with ER and inpatient services.

For comprehensive health & wellness information: View our Windermere Health & Wellness Guide →

🌳 Parks & Recreation

Inside Summerport, residents have access to multiple community parks, the Walsh Pond beach and dock, and miles of trails. Nearby destinations include Tibet-Butler Preserve on CR 535 with 3.6 miles of nature trails, R.D. Keene Park on the Butler Chain, and the West Orange Trail for longer rides north into Winter Garden.

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

⚽ Sports & Athletics

Summerport itself includes tennis, basketball, and sand volleyball courts. Nearby, residents have access to the Butler Chain of Lakes for water skiing and bass fishing, LA Fitness Signature, Orangetheory, and boutique studios in the area, and public golf at courses including West Orange Country Club.

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

🎉 Fun Things to Do

Summerport's location puts Walt Disney World roughly 10–15 minutes south, with Disney fireworks visible from select areas. Downtown Windermere hosts the Friday morning Farmers Market and monthly Food Truck Night at Town Square.

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

🎓 Schools

Summerport is served by Orange County Public Schools:

  • Elementary: Keene's Crossing Elementary (located inside Summerport at 5240 Keenes Pheasant Drive)
  • Middle: Bridgewater Middle School
  • High: Windermere High School

Note: School assignments are subject to change. Always verify current zoning with Orange County Public Schools by parcel address. Private school options in the area include Windermere Preparatory School.

For comprehensive school information: View our Windermere Schools Guide →

↑ Back to Top | View Available Homes →

How Summerport Compares

The clearest value comparison for Summerport is against the newer master-planned communities in Horizon West directly to the south. Both areas offer similar Disney proximity and similar amenity packages, but the financial and lifestyle profiles differ.

Feature Summerport Horizon West (newer master plans) Lakes of Windermere
Era of Construction 2003–2016 2015–present 1990s–early 2000s
CDD Fee No (verify) Typically yes ($2,000–$4,000+/yr) No
Disney Drive Time ~10–15 min ~5–15 min ~12–18 min
Grocery Inside Master Plan Yes (Cornerstone at Summerport) Varies by village No
Elementary School Inside Plan Yes (Keene's Crossing) Varies by village No
Mature Landscaping Yes Limited Yes

💡 Value Proposition: Summerport offers Horizon West–level Disney proximity and amenity scale without the CDD assessments that newer master plans carry, plus the integration of grocery, medical, and elementary school inside the community boundary that very few Central Florida master plans match.

↑ Back to Top | View Available Homes →

Summerport HOA & CDD Information

Summerport is governed by a master HOA that maintains the central amenities — clubhouse, pool, fitness, parks, trails, the Walsh Pond beach and dock, and common landscaping. Several sub-associations exist within the master plan covering specific townhome and single-family sections, so HOA fees can vary depending on which part of Summerport a particular home sits in. The master plan does not currently carry a Community Development District (CDD) assessment, which is the most significant financial differentiator between Summerport and the newer master-planned communities directly south in Horizon West.

💰 HOA Fees & Management Contact

HOA fees and management company information often change, and Summerport has multiple sub-association structures that affect what a specific home pays. Please contact us and we will be happy to provide you with the current HOA fee for the specific home or sub-section you're considering, the 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 Cover
  • Maintenance of the clubhouse, pool, and fitness center
  • Upkeep of community parks, playgrounds, and the Walsh Pond beach/dock
  • Sidewalks, walking trails, and street lighting in common areas
  • Common-area landscaping and pond maintenance
  • Tennis, basketball, and volleyball courts
  • Reserve funding for amenity replacement and major repairs
  • Sub-association fees (where applicable) may include additional services such as exterior maintenance for townhome sections

↑ Back to Top | View Available Homes →

Frequently Asked Questions

What is the HOA fee for Summerport?
Please contact us for the current HOA fee, payment schedule, and HOA management company contact information. Summerport has multiple sub-association structures within the master plan, so single-family homes and townhomes can have different fee profiles. Master HOA fees cover the central amenity package — clubhouse, pool, fitness center, parks, trails, and the Walsh Pond beach and dock.
Is there a CDD fee in Summerport?
No, Summerport does not have Community Development District (CDD) fees. This is a meaningful financial difference compared to the newer master-planned communities in Horizon West directly to the south, which typically carry CDD assessments of $2,000 to $4,000 or more per year. Please verify with Orange County tax records before relying on this for a specific purchase.
What schools serve Summerport?
Summerport is served by Orange County Public Schools. Keene's Crossing Elementary is located inside the community at 5240 Keenes Pheasant Drive, allowing many children to walk to school. Middle school is Bridgewater Middle School and high school is Windermere High School. Private school options nearby include Windermere Preparatory School. School assignments can change, so always verify current zoning with OCPS by parcel address.
How close is Summerport to Walt Disney World?
Walt Disney World property is roughly 4–6 miles south of Summerport via CR 535, putting drive times at approximately 10–15 minutes depending on the park. This proximity makes Summerport a practical choice for Disney cast members and families who use the parks frequently as annual passholders.
What amenities does Summerport offer?
Summerport's amenity package includes a community clubhouse, resort-style pool, fitness center, multiple parks with playgrounds, tennis courts, a basketball court, sand volleyball court, miles of internal walking and biking paths, and a sandy beach area with dock at Walsh Pond. Cornerstone at Summerport (with Publix and restaurants) and Orlando Health Medical Pavilion Summerport sit inside or adjacent to the community along CR 535.
Are there waterfront homes in Summerport?
Yes. Select homes in Summerport sit on Lake Speer with private dock potential, and many additional homes throughout the community offer water or conservation views overlooking the smaller ponds and lakes inside the master plan. The community also provides a sandy beach with shared dock access at Walsh Pond available to all residents.
How big is Summerport compared to other Windermere master plans?
Summerport is the largest master-planned community in the Windermere 34786 area, with approximately 1,200 single-family homes and townhomes. By comparison, Lakes of Windermere and Windermere Trails are notably smaller. Only the Horizon West villages immediately to the south rival or exceed Summerport in scale, and those are technically a different ZIP code.
What types of homes are available in Summerport?
Summerport includes both single-family homes and townhomes built across roughly 13 years of development (approximately 2003 through 2016) by production builders including Centex, Pulte, and Ryland. Floor plans range from townhomes around 1,500 square feet to single-family homes in the 2,000–3,500 square foot range. Verify specific home details by listing.
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