Waterside Pointe
Gated lakefront living with resort-style amenities and boating access on 220-acre Crystal Lake.
Live the MaxLife.
$487K
Median Price
$280K – $1.4M
247
Homes
$180–$1099
Monthly HOA
2008
Established
Waterside Pointe — What's Selling
Recent closed sales in and around Waterside Pointe, live from the Stellar MLS · about $231/sq ft · aggregates only, no addresses published.
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Background
A brief history
Waterside Pointe was established in 2008 as a master-planned gated community in Groveland, Lake County, developed by CalAtlantic Group. The community was built in phases between 2008 and 2019, evolving from the initial single-family home designs to include a mix of townhomes and larger estate homes. The development includes 247 total homes—195 single-family residences and 52 townhomes—positioned along the shores of 220-acre Crystal Lake, one of the region's largest recreational lakes.
The community was designed around a lifestyle-first philosophy, with significant investment in amenities and waterfront access rather than traditional golf or resort features common to other Lake County subdivisions. The gated concept and resort-style infrastructure attracted families, retirees, and boating enthusiasts seeking an affordable alternative to more established lakefront communities in Orange County.
The feel
What it's like to live here
Waterside Pointe embodies a peaceful, family-oriented lifestyle centered on lake living and outdoor recreation. The community is known for its well-maintained appearance, active HOA stewardship, and strong sense of neighborhood—residents regularly cite the friendly, quiet, and clean atmosphere as key draws. Homes range from 1,489 to 4,287 square feet, offering options for young families and downsizers alike, with both traditional two-story single-family homes and efficient townhome floor plans.
The waterfront is the heart of the community: Crystal Lake provides boat docks, a private ramp, and canal access that define the lifestyle here. The $40 million-plus community center—featuring a resort-style pool with waterslide tower, fitness center, clubhouse, six tennis courts, pickleball, basketball court, soccer field, and two parks—creates a country-club feel without country-club pricing. Golf carts are popular for neighborhood travel, and the gated entrance provides security and privacy. The median resident count of approximately 1,886 keeps the community vibrant without feeling crowded.
The details
What to expect
Architecture & Homes
Homes in Waterside Pointe range from 1,489 to 4,287 square feet, offering a mix of architectural styles typical of Central Florida communities built 2008–2019. Single-family homes include traditional one- and two-story designs with open floor plans, while townhomes offer more compact, efficient layouts. Most homes feature ceramic tile or wood-look flooring, open kitchens with island bars, and screened lanais overlooking the lake or community. Lot sizes vary, with waterfront and near-waterfront properties commanding higher prices. Price per square foot averages around $267, reflecting both the location and recent market conditions.
Amenities & Lifestyle
Waterside Pointe is anchored by its multi-million-dollar amenities center, which includes a resort-style swimming pool with a signature waterslide tower, spa/hot tub, state-of-the-art fitness center, and full-service clubhouse. The community offers six tennis courts, pickleball courts, basketball court, soccer field, two community parks, playground, and nature trails around Crystal Lake. Boat docks and a private ramp provide direct lake access for fishing, boating, and water sports. Walking and jogging trails are maintained throughout the community, and the gated entrance with 24-hour security enhances the sense of exclusivity and safety. Golf-cart friendly streets encourage neighborhood socializing.
Schools
Students living in Waterside Pointe attend Aurelia Cole Academy (K–8, approximately 3 miles away) for elementary and middle school, and South Lake High School (grades 9–12) for secondary education. Aurelia Cole Academy is highly regarded in Lake County and offers both traditional and magnet program tracks, including STEM, International Baccalaureate, and arts-focused curricula. South Lake High School serves Groveland and western Lake County and is rated as a solid performer by Florida Department of Education standards. The school district is Lake County Schools, which maintains stable funding and school-choice options.
Location & Access
Waterside Pointe is located in Groveland, Lake County, at the intersection of State Road 50 and Waterside Pointe Drive, west of Highway 27. The community sits approximately 45 minutes west of downtown Orlando, 30 minutes north of Kissimmee, and 15 minutes south of Leesburg. SR 50 provides direct highway access, making commutes to Orange County employment centers feasible for some professionals. Groveland itself is a rural-feeling small town but with access to shopping, dining, and services in nearby Clermont and Leesburg. The location appeals to those seeking small-town quiet while maintaining reasonable access to Orlando amenities.
Community
Amenities
- Resort-style swimming pool with waterslide tower
- Spa/hot tub
- State-of-the-art fitness center
- Full-service clubhouse
- Six tennis courts
- Pickleball courts
- Basketball court
- Soccer field
- Two community parks
- Playground/tot lot
- Nature trails
- Walking and jogging trails
- Boat docks and private ramp
- Lake and canal access
- 220-acre Crystal Lake
- Golf-cart friendly streets
- 24-hour gated security entrance
- Recreation center
Know Before You Buy
HOA rules worth knowing
- Homes must be maintained to HOA architectural standards
- Exterior paint colors subject to HOA approval
- Landscape maintenance required
- Boats must be registered and docked in designated areas
- Pet restrictions apply; verify breed and size limits with HOA
- Signage and commercial activity restrictions
- Vehicle parking regulations for guest and resident parking
- Rental restrictions; verify lease term minimums with HOA
- Pool and amenity access included with HOA membership
- Common area maintenance funded by monthly dues
Market Commentary
What the market is doing
Waterside Pointe represents strong value in Lake County's lakefront segment. Homes here range from $280K to $1.4M, with most sales clustering between $400K and $600K. Compared to waterfront properties in Orange County or premium subdivisions in Clermont, Waterside Pointe buyers get boating access and resort-caliber amenities at a fraction of the premium. I'm seeing steady buyer interest from two groups: families attracted to the schools and family amenities, and retirees who want lake lifestyle without the price tag of The Villages or Leesburg's established lakefront communities. Days-on-market average around 180–200 days—reasonable for a secondary market like Groveland. The HOA is active and well-funded, which supports property values. If you're selling here, price within 2–3% of recent comps and emphasize the water lifestyle; buyers will be motivated.
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Homes available in Waterside Pointe
12 homes currently listed in Waterside Pointe.
$329,000
10731 Libby Number 3 Rd
Clermont, FL 34715
2 bd · 1 ba · 1,530 sqft
Minni Flora Heights
MLS ID #G5109989
Listing provided by Stellar MLS
$2,150 /mo
16607 Luminary Loop
Clermont, FL 34714
3 bd · 3 ba · 1,463 sqft
The Sanctuary
MLS ID #O6402405
Listing provided by Stellar MLS
$349,000
114 Sandy Point Way
Clermont, FL 34714
3 bd · 2 ba · 1,502 sqft
High Grove Unit 1 Sub
MLS ID #G5113719
Listing provided by Stellar MLS
$406,150
16613 Caribbean Breeze Way #34714
Clermont, FL 34714
4 bd · 3 ba · 1,638 sqft
High Grove Unit 01 Lt 01 Pb 50 Pg 19-20
MLS ID #O6287676
Listing provided by Stellar MLS
$435,000
15725 Heron Hill St. St
Clermont, FL 34714
5 bd · 4 ba · 2,187 sqft
Orange Tree Ph 04 Lt 401 Being In 15-24-2
MLS ID #G5103678
Listing provided by Stellar MLS
$518,900
10642 Masters Dr
Clermont, FL 34711
4 bd · 3 ba · 2,682 sqft
Palisades Ph 02b
MLS ID #O6327198
Listing provided by Stellar MLS
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of June 13, 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA