David Ramirez
$2,250,000$2,350,0005 bd4 ba4,876 sqft$461 /sqft$14,499 /mo all-in ↓

2068 ROBERTS POINT DRIVE, WINDERMERE, FL, 34786

Active99 days on marketListed Apr 16, 2026MLS #O6397543

Reduced $100KPrivate poolSingle Family ResidenceWATERFORD POINTE PH 02 REP

About this home

2068 ROBERTS POINT DRIVE

Virtually Staged. Private Windermere Estate in Guard-Gated Waterford Pointe with Detached Guest Casita and Lake Access. A rare opportunity in one of Windermere’s most established guard-gated communities, this private estate offers the space, flexibility, and lifestyle today’s luxury buyers are actively seeking. Set on over an acre within Waterford Pointe, the property combines architectural presence, exceptional privacy, and resort-inspired living in a peaceful enclave known for estate-sized homes, mature landscaping, and private access to Lake Roberts. Designed around a dramatic courtyard pool, the home creates a true indoor-outdoor lifestyle experience, ideal for both grand entertaining and everyday living. The detached guest casita is a standout feature, offering exceptional flexibility for guests, private office use, wellness retreat, creative studio, or evolving lifestyle needs. Inside, soaring ceilings, polished marble tile flooring, detailed crown molding, and dramatic two-story living spaces create a sense of scale and elegance throughout. The thoughtfully updated chef’s kitchen is designed for gathering, featuring quartz countertops, an oversized island, premium KitchenAid and Bosch appliances, double ovens, wine refrigeration, and seamless connection to the expansive family room with custom built-ins and fireplace. The private first-floor primary suite serves as a true retreat, offering direct courtyard and pool access, a spacious custom walk-in closet, and a beautifully appointed bath with dual vanities, jetted soaking tub, and walk-in shower. A second first-floor suite provides ideal accommodations for guests or family. Upstairs, expansive, flexible living spaces include a large game room overlooking the courtyard, a dedicated office with custom built-ins, a private fitness room with balcony access, and additional secondary bedrooms thoughtfully arranged for privacy and functionality. Outdoor living is equally compelling, with a screened resort-style saltwater pool and heated spa with waterfall, covered summer kitchen, multiple entertaining spaces, and the privacy that only a homesite of this scale can provide. Waterford Pointe residents enjoy an exceptional lifestyle with private access to Lake Roberts, a waterfront clubhouse, tennis courts, playground, and beautifully tree-lined streets—all within one of Windermere’s most desirable gated communities. Additional highlights include a 4-car garage, a new whole-house generator, three HVAC systems, a newly painted exterior courtyard, and highly regarded local schools. For buyers seeking privacy, architectural character, flexible living, and established Windermere luxury—without the premium of direct lakefront pricing—this is a compelling opportunity. **Private tours available by appointment**

Facts & features

The home at a glance

5

Bedrooms

4

Bathrooms

4,876

Sqft

1.04 ac

Lot size

4

Garage

1999

Year built

Two

Levels

$461

Per sqft

Private poolFireplaceTrees/Woods viewPets allowed

Inside

FlooringBrick/Stone · Carpet · Ceramic Tile · Hardwood
AppliancesBuilt-In Oven · Convection Oven · Cooktop · Dishwasher · Disposal · Electric Water Heater · Microwave · Range Hood · Refrigerator · Water Filtration System · Whole House R.O. System · Wine Refrigerator
InteriorBuilt-in Features · Cathedral Ceiling(s) · Ceiling Fan(s) · Chair Rail · Crown Molding · Dry Bar · Eating Space In Kitchen · High Ceilings · Kitchen/Family Room Combo · Open Floorplan · Primary Bedroom Main Floor · Split Bedroom · Stone Counters · Thermostat · Tray Ceiling(s) · Walk-In Closet(s)
LaundryElectric Dryer Hookup · Laundry Room
CoolingCentral Air · Zoned
HeatingElectric · Heat Pump · Zoned

Outside & construction

RoofTile
ConstructionBlock · Stone · Stucco
FoundationSlab
ViewTrees/Woods
FacesEast
ParkingBoat · Circular Driveway · Driveway · Garage Door Opener · Garage Faces Side · Golf Cart Parking · Guest · Parking Pad
ExteriorBalcony · Courtyard · Fire Pit · French Doors · Irrigation System · Lighting · Outdoor Grill · Outdoor Kitchen · Private Entrance · Private Mailbox · Rain Gutters · Sidewalk

Community & fees

HOA fee$325/mo
Taxes (2025)$12,356/yr
PetsYes
CommunityCommunity Boat Ramp · Dock · Fishing · Lake · Water Access · Waterfront · Clubhouse · Deed Restrictions · Gated Community - Guard · Golf Carts OK · No Truck/RV/Motorcycle Parking · Park · Playground · Sidewalks · Tennis Court(s)

Utilities & systems

UtilitiesCable Available · Electricity Connected · Phone Available · Propane · Sprinkler Well · Street Lights · Underground Utilities · Water Connected
WaterPublic

The numbers

What it really costs

Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.

$14,499 /mo · 10% down Conventional, 30-yr fixed at 6%

Principal & interest$12,141
PMI (est., until 20% equity)$844
Property tax — 2025 actual bill$1,030
HOA fee — from the listing$325
Insurance (FL estimate)$160

The assumptions

Loan typeConventionalDown payment10% · $225,000Loan30-yr fixed at 6%Mortgage insuranceIncludedTaxesActual bill on recordInsuranceFlorida estimate

Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.

These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Run your own numbers

Loan type

FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.

Down payment10% · $225,000
Interest rate6.00%
Loan term

Estimated payment

$14,499/mo

Principal & interest$12,141
PMI (est., until 20% equity)$844
Property taxes (actual bill)$1,030
HOA / condo fee$325
Est. insurance$160

Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.

Value check

Is the price right?

The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.

List $2.3M
$1.4MedgeAI estimate $1,583,261 · range $1.5M$2.0M$2.3M

vs edgeAI estimate

+42.1%

$/sqft vs Windermere actives

$461 vs $348

Days on market

99 vs 32 typical

Where $461/sqft sits among the 239 Windermere actives

131
46 · this home
24
15
6
17
$225–376$376–527$527–678$678–829$829–979$979+

The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.

Where it sits

Inside Waterford Pointe

Map of 2068 ROBERTS POINT DRIVE inside its neighborhood boundary

Drive times from this address

Universal Orlando24 min
Downtown Orlando26 min
Walt Disney World30 min
Orlando Int’l Airport (MCO)42 min

Estimated driving times, typical traffic. Data © OpenStreetMap contributors.

Get to know Windermere. See the full Windermere guide →

Waterford Pointe — neighborhood snapshot

Population

699

Median age

43

Median income

$224,336

Median home value

$771,900

Avg household

3

Households w/ children

81%

For the school run

Orange County School District

ElementaryLake Whitney Elementary★★★★★
HighWest Orange High★★★★
MiddleSunridge Middle★★★★

School assignments and ratings via edgeAI — always verify with the district.

The numbers that matter

The Windermere market

Seller’s marketBalanced5.5 months of inventoryBuyer’s market

$839K$1.0M

Windermere median sold, yr/yr

96.4%

Sale-to-list ratio (12 mo)

114 of 239

Windermere actives have cut their price

Median sold price, Windermere, trailing 36 months (3-month rolling) · live MLS data.

This home is listed 178% above the WINDERMERE 34786 median. See the full Windermere market guide →

Paper trail

This home's history

CurrentPrice reduced to $2,250,000 $100K
Apr 16, 2026Listed at $2,350,000 · 99 days on market since
1999Built · WATERFORD POINTE PH 02 REP

Reality check

What actually sold near 2068 ROBERTS POINT DRIVE

Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.

12923 WATER POINT BOULEVARDSold · Mar ’26

$2,500,000

12923 WATER POINT BOULEVARD

5 bd · 4.5 ba · 5,005 sqft · $500/sqft · 135 DOM

3412 LILAS COURTSold · Aug ’25

$2,400,000

3412 LILAS COURT

4 bd · 5 ba · 4,712 sqft · $509/sqft · 96 DOM

3413 LILAS COURTSold · Jun ’26

$1,975,000

3413 LILAS COURT

4 bd · 4.5 ba · 5,084 sqft · $388/sqft · 0 DOM

Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.

Your home team

The pros in your corner

Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.

David Ramirez

Your agent

David Ramirez

Real Estate Agent · CENTURY 21 Edge

Tours, negotiation, and every question about 2068 ROBERTS POINT DRIVE — start here.

Andrew Acosta

Your lender

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Pre-approval, rates, and the real monthly number for 2068 ROBERTS POINT DRIVE — before you fall in love.

See it in person

Schedule a tour

Pick a day that works — this goes straight to David's phone and CRM.

Goes straight to David’s phone and CRM.

Straight answers

2068 ROBERTS POINT DRIVE FAQs

What would the monthly payment be for 2068 ROBERTS POINT DRIVE?+

With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $14,499/mo — principal and interest, the actual property-tax bill, the $325/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.

How much are the HOA fees at 2068 ROBERTS POINT DRIVE?+

The association fee works out to $325 per month. Ask us for the full association documents — they spell out exactly what the fee covers.

What are the property taxes on 2068 ROBERTS POINT DRIVE?+

The most recent tax bill on record (2025) was $12,356. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.

Are pets allowed at 2068 ROBERTS POINT DRIVE?+

The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.

How does the price compare to other homes in Windermere?+

At $2,250,000, this home is listed about 105% above the Windermere median of $1,099,500. The market section on this page shows how the area is trending.

Which schools are assigned to 2068 ROBERTS POINT DRIVE?+

Lake Whitney Elementary (elementary), West Orange High (high), Sunridge Middle (middle) — Orange County School District. Always verify school assignments with the district before relying on them.

The brief

Five things that matter here

01Positioned at the premium end

$2,250,000 runs 178% above the WINDERMERE 34786 median — but at 4,876 sqft it's also 52% larger than the typical Windermere listing.

02Your own pool

A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.

03Time on market is leverage

99 days on market against a Windermere median of 32 — sellers in this position are usually ready to negotiate.

04Strong assigned schools

Lake Whitney Elementary, West Orange High, Sunridge Middle — Lake Whitney Elementary rates 5 of 5. Always verify assignments with the district.

05The price has already moved

Listed at $2,350,000, now $2,250,000 — a $100K cut. The full history is in the market section below.

Listing courtesy of CENTURY 21 CARIOTI · David Dorman. MLS #O6397543.

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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.

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