
440 ROB ROY DRIVE, CLERMONT, FL, 34711
Active35 days on marketListed Jun 18, 2026MLS #O6417663
About this home
440 ROB ROY DRIVE
Welcome to 440 Rob Roy, where modern updates, generous living space, and the Florida lifestyle come together in one exceptional home. Located in the desirable Highlander Estates community, this beautifully updated 5-bedroom, 3-bathroom pool home offers nearly 2,800 square feet of thoughtfully designed living space and a rare opportunity to own a truly move-in-ready retreat in the heart of Clermont. From the moment you arrive, you’ll appreciate the inviting curb appeal enhanced by fresh exterior paint and mature landscaping. Inside, the home has been refreshed from top to bottom with new luxury vinyl plank flooring, fresh interior paint, updated lighting, modern ceiling fans, and stylish finishes that create a bright, clean, contemporary feel throughout. Designed for both comfortable living and effortless entertaining, the spacious floor plan features multiple living and dining areas that provide flexibility for growing families, multigenerational living, remote work, or hosting guests. At the center of the home is the beautifully updated kitchen, offering modern finishes, abundant workspace, and an open layout that naturally brings family and friends together. The private primary suite provides a relaxing retreat, while four additional bedrooms and three full bathrooms has plenty of space for family, guests, hobbies, or home office needs. Updated bathrooms add a fresh, modern touch throughout the home. Beyond the cosmetic improvements, major updates provide valuable peace of mind, including a brand-new AC system installed in 2026, a second AC unit replaced in 2019, new roof in 2018, allowing you to focus on enjoying your new home rather than future maintenance expenses. Step outside to your own private backyard oasis. The screened lanai, sparkling pool, and relaxing spa create the perfect setting for year-round outdoor living. Whether enjoying morning coffee, cooling off on warm afternoons, entertaining friends, or relaxing under the stars, this outdoor retreat was designed to be enjoyed in every season. Adding to the home’s appeal is the sense of privacy and comfort that Highlander Estates is known for. Whether you’re gathering with loved ones, hosting celebrations, working from home, or simply enjoying a quiet evening by the pool, this home offers the space and flexibility to support every stage of life. It’s a place where lasting memories are made and where everyday living feels just a little more extraordinary. Location is equally impressive. Just minutes from Historic Downtown Clermont, you’ll enjoy convenient access to charming boutiques, local restaurants, breweries, farmers markets, waterfront activities, and year-round community events. Lake Minneola, the Clermont Chain of Lakes, scenic trails, parks, and recreational amenities are all nearby. Shopping, medical facilities, golf courses, top-rated schools, the South Lake Trail, US-27, State Road 50, the Florida Turnpike, Walt Disney World, Orlando International Airport, and the future Olympus Sports Complex are all within easy reach. Combining extensive updates, major mechanical improvements, spacious living areas, and an exceptional location, this beautifully renovated Highlander Estates pool home delivers the perfect blend of comfort, style, and convenience. Schedule your private showing at 440 Rob Roy today! ***SPECIAL FINANCE INCENTIVE: Buyer can receive up to $2,500 towards Rate Buy Down or Closing Costs when using the Sellers Preferred Lender to purchase.***
Facts & features
The home at a glance
5
Bedrooms
3
Bathrooms
2,794
Sqft
0.19 ac
Lot size
2
Garage
2003
Year built
Two
Levels
$188
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
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.
$3,747 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$3,747/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. 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.
vs edgeAI estimate
−24.2%
$/sqft vs Clermont actives
$188 vs $222
Days on market
35 vs 33 typical
Where $188/sqft sits among the 400 Clermont actives
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 Clermont
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Clermont. See the full Clermont guide →
The numbers that matter
The Clermont market
$443K → $450K
Clermont median sold, yr/yr
97.8%
Sale-to-list ratio (12 mo)
194 of 400
Clermont actives have cut their price
Median sold price, Clermont, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 13% above the Clermont median. See the full Clermont market guide →
Paper trail
This home's history
Reality check
What actually sold near 440 ROB ROY DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Aug ’25$499,000
294 HUNT STREET
5 bd · 3 ba · 2,802 sqft · $178/sqft · 27 DOM
Sold · Sep ’25$505,000
238 HUNT STREET
5 bd · 3 ba · 2,805 sqft · $180/sqft · 27 DOM
Sold · Jun ’26$570,000
1331 BRIARHAVEN LANE
4 bd · 3 ba · 2,806 sqft · $203/sqft · 115 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.

Your agent
Eric Chery
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 440 ROB ROY DRIVE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 440 ROB ROY DRIVE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Eric's phone and CRM.
Straight answers
440 ROB ROY DRIVE FAQs
What would the monthly payment be for 440 ROB ROY DRIVE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,747/mo — principal and interest, the actual property-tax bill, the $48/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 440 ROB ROY DRIVE?+
The association fee works out to $48 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 440 ROB ROY DRIVE?+
The most recent tax bill on record (2025) was $2,597. 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 440 ROB ROY DRIVE?+
The listing reports pets: Breed Restrictions, Cats OK, Dogs OK. 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 Clermont?+
At $524,990, this home is listed about 13% above the Clermont median of $466,500. The market section on this page shows how the area is trending.
The brief
Three things that matter here
01Positioned at the premium end
$524,990 runs 13% above the Clermont median — but at 2,794 sqft it's also 35% larger than the typical Clermont listing.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03The price has already moved
Listed at $550,000, now $524,990 — a $25K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of LIVE MVRK LLC · Jared Dunn. MLS #O6417663.
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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