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Island Pointe Homes for Sale

1075 Chase Drive, Winter Garden image
1075 Chase Drive, Winter Garden $625,000

Welcome to 1075 Chase Drive-located in downtown Winter Garden, just minutes from the charm and energy of Plant Street. This rare, newer-construction single-story home off...

  • 4 Beds
  • 2 Baths
  • Island Pointe Sub SubDv.
  • 34787 Zip Code
1005 Chase Drive, Winter Garden image
1005 Chase Drive, Winter Garden $599,999 ▼

One or more photo(s) has been virtually staged. This is the one in Winter Garden's Golf Cart District. SELLER BONUS: from now until July 31st, the seller will credit up t...

  • 4 Beds
  • 3 Baths
  • Island Pointe Sub SubDv.
  • 34787 Zip Code
1085 Chase Drive, Winter Garden image
1085 Chase Drive, Winter Garden $587,000 ▼

Virtually Staged. Welcome to ISLAND POINTE, one of Winter Garden’s most desirable communities, ideally located in the area's sought-after GOLF COURSE DISTRICT, just minut...

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

Island Pointe Homes for Sale

Winter Garden, FL 34787 | Non-Gated Single-Family Enclave Off N. Fullers Cross Road

Island Pointe is a small, non-gated single-family neighborhood of approximately 62 homes tucked off N. Fullers Cross Road in the northern section of Winter Garden, set just east of Lake Apopka and a short drive from historic Downtown Winter Garden. Homes were built across a long window roughly spanning 1993 through 2015, which gives the streetscape a varied mix of architectural styles rather than a single-builder uniformity. View Available Homes

✔ Information verified current as of May 2026

About Island Pointe Neighborhood

Island Pointe sits in the older northern portion of 34787, in the original Winter Garden grid north of historic downtown and east of Lake Apopka's southeastern shoreline. The single entrance is marked by a simple white sign with blue lettering on Island Pointe Drive, off N. Fullers Cross Road. Streets inside the community include Island Pointe Drive and Chase Drive, and homes are arranged on standard suburban lots with a mix of mature trees and open spaces.

The neighborhood is non-gated and modest in scale — approximately 62 single-family homes — with no community clubhouse, pool, or internal park. A centralized mail station near the entrance serves the community in place of individual mailboxes. Homes range from roughly 1,650 to 3,700 square feet, with two to five bedrooms and two-car garages typical. Construction dates span the early 1990s through the mid-2010s, so buyers will encounter a meaningful spread of finishes, roof ages, and HVAC vintages from one home to the next.

What Island Pointe trades in community amenities, it earns back in location. The neighborhood sits less than a mile from Newton Park on Lake Apopka and roughly a mile from Plant Street and historic downtown, which means residents have walking-to-short-driving access to a lakefront boat ramp, the West Orange Trail, and the brick-lined downtown core — without paying for the on-site amenity package (and the CDD bond) that comes with newer master-planned communities further south in 34787.

📊 Quick Facts
Property Style(s):Single-family detached homes (non-gated)
Home Sizes:Approximately 1,650 – 3,700 sq ft
Bedrooms:2 – 5
Bathrooms:2 – 3.5
Year Built:1993 – 2015 (verify per property)
HOA Fee:Contact us for current fee
CDD Fee:No
Total Homes:Approximately 62 single-family homes
Gated:No
Community Pool:No internal pool; Farnsworth Community Pool is the nearest public pool
🏡 What Makes Island Pointe Distinct
  • Older 34787 location, not a newer master-planned community: Island Pointe pre-dates the Horizon West-era CDD-funded developments, so there is no CDD bond on these homes.
  • Single entrance, small scale: Approximately 62 homes on one entrance off N. Fullers Cross Road makes for a quiet, low-traffic interior.
  • Walkable to Lake Apopka access: Newton Park's boat ramp, fishing pier, and Tanner Hall lawn sit roughly a mile south, on the lakefront.
  • Short drive to historic downtown: Plant Street, the Saturday Farmers Market, and the Garden Theatre are about a mile from the neighborhood.
  • Architectural variety: A 20-plus-year build-out window means the interior streetscape doesn't have the cookie-cutter uniformity of single-phase communities.

↑ Back to Top | View Available Homes →

Island Pointe Location & Connections

Island Pointe is in the northern section of 34787, between N. Fullers Cross Road and the southeastern shore of Lake Apopka. The neighborhood sits just east of a low-lying lake-edge area locally known as Gator Island and a short distance north of historic downtown. Commuters reach SR 429 (Daniel Webster Western Beltway) via Ocoee-Apopka Road or Plant Street, with Florida's Turnpike accessed at the SR 50 interchange a few miles south.

🏘️ Adjacent Neighborhoods & Areas
  • North: Magnolia Wood
  • South: Garden Heights (older established neighborhood; not currently tracked as a separate FNR community page)
  • East: Glenview Estates (older established neighborhood; not currently tracked as a separate FNR community page)
  • West: Lake Apopka shoreline and the Gator Island peninsula
  • Local roads & internal streets: N. Fullers Cross Road (primary access); Chase Drive is an internal street
  • Nearby amenities (not bordering): Newton Park (Lake Apopka boat launch and fishing pier), Farnsworth Community Pool, Oakland Park Amenity Center and Pool, Veterans Memorial Park, the West Orange Trail, Plant Street / Downtown Winter Garden, and Winter Garden Village at Fowler Groves
  • Regional highway access: SR 429 (Daniel Webster Western Beltway) and Florida's Turnpike
🚗 Detailed Commute Times

Drive times are approximate and depend on time of day and traffic conditions.

  • Plant Street / Downtown Winter Garden: approximately 5 minutes (about 1 mile)
  • Newton Park (Lake Apopka): approximately 5 minutes (about 1 mile)
  • Winter Garden Village at Fowler Groves: approximately 10-12 minutes
  • Downtown Orlando: approximately 25-30 minutes (about 17 miles via SR 408)
  • UCF Campus: approximately 40-45 minutes (about 30 miles)
  • Walt Disney World: approximately 25-30 minutes via SR 429
  • Universal Orlando: approximately 25 minutes
  • SeaWorld Orlando: approximately 25-30 minutes
  • Cocoa Beach: approximately 1 hour 15 minutes (about 70 miles)
  • Lake Nona Medical City: approximately 40-45 minutes
✈️ Airport Access
  • Orlando International Airport (MCO): approximately 35-40 minutes (about 25 miles via SR 429 and SR 528)
  • Orlando Sanford International Airport (SFB): approximately 45-55 minutes (about 35 miles)

↑ Back to Top | View Available Homes →

Island Pointe Amenities & Lifestyle

The Island Pointe lifestyle is defined by what's near the neighborhood rather than what's inside it. Residents trade on-site amenities for proximity to Lake Apopka's shoreline, the West Orange Trail, and the dense walkability of historic Downtown Winter Garden — three of the strongest lifestyle assets in 34787 within roughly a mile of the front gate.

Day-to-day, that translates into morning trail rides to downtown, Saturday mornings at the Winter Garden Farmers Market on Plant Street, weekday errands at Winter Garden Village at Fowler Groves, and lake access for fishing and boating at Newton Park's public ramp.

🏊 Neighborhood Amenities

Island Pointe is a non-gated single-family neighborhood with no internal community amenities. There is no clubhouse, no community pool, no playground, and no internal park or trail. A centralized mail station near the entrance serves the community.

Residents typically rely on nearby public amenities including Newton Park (Lake Apopka boat launch and fishing pier), Farnsworth Community Pool, Oakland Park Amenity Center and Pool, Veterans Memorial Park, and the West Orange Trail.

🛍️ Shopping & Services

Day-to-day shopping is anchored by Winter Garden Village at Fowler Groves, the 80-plus-store open-air center off Daniels Road, plus boutique retail along Plant Street in historic downtown. Grocery options on the northern end of 34787 include the Fountains West Publix near the SR 429 northern access.

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

🍽️ Restaurants

Plant Street is the dining center of gravity — Plant Street Market and Crooked Can Brewing anchor a food-hall scene a mile from the neighborhood, with sit-down restaurants, coffee shops, and the historic Edgewater Hotel's Tasting Room all within walking distance once downtown.

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

🎭 Arts & Culture

The Garden Theatre on Plant Street is the cultural anchor of downtown — a restored 1935 performing arts venue with year-round programming. The Winter Garden Heritage Museum, SOBO Art Gallery, and the National Register-listed Downtown Historic District are all within a short drive.

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

🏃 Health & Wellness

AdventHealth Winter Garden on Fowler Grove Boulevard is the closest hospital, roughly 10-12 minutes south. Health Central Hospital in Ocoee provides a secondary option, and fitness studios cluster around downtown and the Plant Street corridor.

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

🌳 Parks & Recreation

Newton Park is the closest meaningful park — about a mile south on the Lake Apopka shoreline, with a public boat ramp, fishing pier, children's playground, covered pavilion, and Tanner Hall event space. The West Orange Trail, a 22-mile paved multi-use trail, runs through Plant Street roughly two miles away. Veterans Memorial Park and Dr. Bradford Memorial Park are also within a short drive.

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

⚽ Sports & Athletics

Cycling along the West Orange Trail is the dominant local sport, with bike rentals available downtown. Lake Apopka — Florida's fourth-largest lake — supports bass fishing and recreational boating from Newton Park's ramp.

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

🎉 Fun Things to Do

The Winter Garden Farmers Market — voted Best in the USA — fills Plant Street every Saturday. Fridays on the Plaza brings free outdoor concerts in season, the Halloween Experience takes over October downtown, and Light Up Winter Garden anchors the holiday calendar.

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

🎓 Schools

Island Pointe is likely zoned for the following OCPS schools — verify with Orange County Public Schools before purchasing:

  • Elementary: Dillard Street Elementary (approximately 1 mile)
  • Middle: Lakeview Middle School (approximately 2.5 miles)
  • High: Ocoee High School (approximately 3 miles)

Note: School assignments are subject to change. Island Pointe sits at the northern edge of 34787, near the Ocoee boundary, so attendance zones here can differ from neighborhoods further south in Winter Garden. Always verify current zoning with OCPS using the address-specific lookup tool.

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

↑ Back to Top | View Available Homes →

How Island Pointe Compares

Island Pointe's value proposition is built around three trade-offs: it is older than the master-planned Horizon West communities to the south, it has no internal amenities or CDD bond, and it sits within a mile of historic downtown and Lake Apopka. Buyers shopping the broader 34787 market typically weigh it against newer amenity-driven neighborhoods further south or against Downtown Winter Garden's premium pricing.

Feature Island Pointe Newer Master-Planned (e.g., Hickory Hammock, Lakeview Reserve) Downtown Winter Garden
Typical Home Age 1993–2015 2010s–present 1920s–present (varied)
Gated No Often yes No
CDD Fee No Often yes No
Internal Amenities None Pool, clubhouse, playground typical None (public Newton Park, Plant Street)
Distance to Plant Street ~1 mile 3–6+ miles typical Walkable
Distance to Lake Apopka Access ~1 mile (Newton Park) 2–5+ miles typical Adjacent (Newton Park)

💡 Value Proposition: Island Pointe offers walking-to-short-driving access to Lake Apopka and historic downtown without a CDD bond, HOA-pool fees, or the premium per-square-foot pricing of Downtown Winter Garden itself. The trade is no internal amenities and an older housing stock with a wider age spread.

↑ Back to Top | View Available Homes →

Island Pointe HOA & CDD Information

Island Pointe Homeowners Association, Inc. governs the community. Because the neighborhood has no on-site amenities (no pool, clubhouse, or recreation facilities) and is non-gated, the HOA's role is primarily focused on common-area maintenance, deed-restriction enforcement, and the front entry/mail station rather than the larger amenity-package responsibilities found in newer master-planned communities. Island Pointe is not a CDD community, so buyers will not encounter a separate Community Development District bond on the tax bill.

💰 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
  • Entry signage and front-of-community landscaping
  • Centralized mail station maintenance
  • Common-area maintenance and minor landscaping
  • Architectural review and deed-restriction enforcement
  • HOA administration, insurance, and reserve funding

Exact coverage varies — confirm with the current HOA management company before purchasing.

↑ Back to Top | View Available Homes →

Frequently Asked Questions

What is the HOA fee for Island Pointe?
Please contact us for the current HOA fee, payment schedule, and HOA management company contact information. Because Island Pointe has no internal amenities, HOA fees here are typically lower than in newer master-planned communities with pools and clubhouses, but they still cover common-area maintenance, the entry feature, and architectural enforcement.
Is there a CDD fee in Island Pointe?
No. Island Pointe is not a Community Development District community. Buyers will not see a separate CDD bond assessment on the property tax bill, which is a meaningful difference from newer Horizon West-era developments south of SR 429.
Is Island Pointe gated?
No. Island Pointe is a non-gated single-family neighborhood with a single open entrance off N. Fullers Cross Road, marked by a white-and-blue community sign.
Does Island Pointe have a community pool, clubhouse, or park?
No. The neighborhood has no internal amenities — no pool, no clubhouse, no playground, and no community park. Nearby public options include Farnsworth Community Pool, Oakland Park Amenity Center and Pool, Newton Park on Lake Apopka, and Veterans Memorial Park.
What schools serve Island Pointe?
Island Pointe is likely zoned for Dillard Street Elementary, Lakeview Middle School, and Ocoee High School under current OCPS attendance zones. Because the neighborhood sits at the northern edge of 34787 near the Ocoee boundary, attendance zones here can differ from those serving Downtown Winter Garden or neighborhoods further south. Always verify current zoning with Orange County Public Schools using the address-specific lookup tool before purchasing.
When were homes in Island Pointe built?
Homes were built across a long window — approximately 1993 through 2015 — though the bulk of construction reportedly occurred in the early 2000s. This wide build-out range means buyers should expect significant variation in roof age, HVAC vintage, and finish level from one home to the next.
How close is Island Pointe to Lake Apopka and Downtown Winter Garden?
Both are roughly a mile away. Newton Park, the city's primary Lake Apopka access point with a boat ramp and fishing pier, is about a mile south, and Plant Street in historic downtown is a similar distance south. This proximity is the neighborhood's primary value proposition relative to newer communities further south in 34787.
How many homes are in Island Pointe?
Approximately 62 single-family homes, all accessed from a single entrance off N. Fullers Cross Road. The community's small scale is one of its defining characteristics.
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Realtor David MyersDavid Myers
Your Winter Garden
Neighborhood Expert
Call/Text: 407.801.3286
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Winter Garden Areas

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Downtown Winter Garden Area Neighborhoods

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Horizon West Area Neighborhoods

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Oakland Area Neighborhoods

  • Deer Island
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  • Hull Island
  • Johns Cove
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