Waterside Homes for Sale

5 Beds ⋅ 8 Baths ⋅ Waterside Ii SubDv. ⋅ 32746 Zip Code

Virtually Staged. Completed in 2024, this striking contemporary estate offers 8,658 SQUARE FEET on NEARLY ONE ACRE in Lake Mary, with five bedrooms, seven full and one half baths, a detached guest house and a floor plan designed almost entirely on ONE LEVEL. The arrival makes an immediate statement. A symmetrical façade, soaring entry and reflecting pools lead to oversized contemporary doors and interiors defined by dramatic ceiling heights, abundant natural light and extensive CUSTOM WOODWORK AND MILLWORK. Wood-clad walls, architectural partitions, illuminated built-ins, large-format flooring and carefully selected stone bring warmth and dimension to the home’s clean contemporary architecture. PLEASE NOTE: Renovations are currently in progress. All images are AI-generated/3D renderings provided for illustrative purposes only and represent the anticipated design and finishes. Some pictures are virtually staged. The main living and entertaining spaces flow seamlessly through the first floor, including a formal dining room and a large contemporary kitchen designed for both everyday use and entertaining. Nearly every principal space—including the bedroom suites—remains on the MAIN LEVEL, with only a versatile flex room upstairs. Outside, the home transitions into a PRIVATE RESORT SETTING. An expansive POOL AND SPA are surrounded by covered and open-air entertaining areas, while the oversized SUMMER KITCHEN features extensive cabinetry, stone countertops and multiple preparation and serving areas designed to accommodate large gatherings. A DETACHED GUEST HOUSE adds another level of privacy and flexibility for visitors, extended family or longer stays. With 8,658 SQ. FT., NEARLY ONE ACRE, PREDOMINANTLY SINGLE-STORY LIVING AND A DETACHED GUEST HOUSE, 3857 S Stillwood Lane delivers something increasingly difficult to find: substantial scale without sacrificing functionality. Modern architecture. Exceptional entertaining. And a home designed to be as practical to live in as it is impressive to experience.

3857 S Stillwood Lane, Lake Mary

Start Your Search

Seminole County › Lake Mary › Waterside

Waterside, Lake Mary

Waterside is a neighborhood in east Lake Mary, in the 32746 zip code, built mostly in the 2010s. Homes are block and stucco, predominantly single story. Most homes fall between about 3,300 and 5,400 square feet under air, the median lot is about an acre, and a three car garage is standard.

Homes here carry an HOA, billed annually, typically around $1,000. Confirm the figure on a specific parcel before relying on it.

What the homes are

Built Mostly built in the 2010s, with homes from 2014 to 2024.
Construction Block and stucco. Tile roofs are near universal.
Size Most homes fall between about 3,300 and 5,400 square feet under air.
Bedrooms Four bedrooms is the most common plan, then five, then three.
Garage A three car garage is standard.
Lot The median lot is about an acre.
HOA Billed annually, typically around $1,000. Confirm on a specific parcel before relying on it.

Where Waterside is

Waterside, centered at 28.755356, -81.303407. Drag to explore.

Street level, inside the neighborhood. Drag to look around.

Drive times below are measured on the road network from the center of Waterside, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.

Driving to	Time	Miles
Downtown Orlando	29 min	20.7
Orlando International Airport	35 min	32.2
Winter Park	29 min	17.8
Heathrow and Lake Mary offices	17 min	5.7

Public schools nearby

Elevation High School 6 min, 1.7 mi
Lake Mary Elementary School 5 min, 1.4 mi
Wicklow Elementary School 7 min, 3.4 mi
PSI High 9 min, 2.9 mi

Private schools nearby

Trinity Simone Chrisitan Preparatory academy 3 min, 0.7 mi
Lake Mary Bilingual Academy 6 min, 2.1 mi

Parks and recreation

Groveview Park 4 min, 1.2 mi
2nd & Crystal Lake Park 3 min, 1.2 mi
Estella Park 6 min, 1.9 mi
Crystal Gardens Stormwater Park 3 min, 1.3 mi

Groceries and errands

De Guzman Food 3 min, 1.1 mi
Fancy Fruit & Produce in Lake Mary, Sanford 3 min, 1.0 mi
ALDI 5 min, 1.4 mi
Publix Super Market at Lake Mary Pointe 5 min, 2.0 mi

Useful local links

Nearest is not the same as zoned. The schools above are the closest ones to Waterside by distance. School attendance zones are set by the district, change from year to year, and can differ street to street inside one neighborhood. Confirm the assignment for a specific address with Seminole County Public Schools before it matters to a decision.

Places and drive times from Google, checked 9 September 2026. Businesses open and close; if something here has changed, tell me and I will correct it.

This page tracks what homes in Waterside actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 1 verified closed sales in the Stellar MLS feed, not from public estimates. Every figure is a net-of-concessions number, which is explained at the bottom. Updated October 2026.

Read this one loosely. Fewer than eight homes closed here in the last year, so every median on this page rests on a small sample and can swing on a single sale.

What homes sold for in Waterside

$2,400,000Median sale price

$448Median per square foot

88 daysMedian days to contract

1Homes sold in 12 months

How buyers paid

Conventional 1 sale100%

Cash was 0% of purchases. A high cash share means a seller has buyers who do not depend on an appraisal, and a buyer using a loan is competing against offers that can close faster.

Questions about a specific home in Waterside, or want to know what yours would sell for?
Call or text Brenden Rendo at 407-616-9019 or send a message.

About this data. Source is the Stellar MLS feed for Waterside in Lake Mary, Seminole County, covering closed sales from 13 October 2025 through 8 October 2026, refreshed monthly and current as of October 2026. Prices are net of seller concessions, so they reflect what the seller actually received rather than the headline number. Data believed accurate but not guaranteed; listings and closings change daily.