
1540 GRANDVIEW BOULEVARD, KISSIMMEE, FL, 34744
Active218 days on marketListed Mar 6, 2026MLS #S5143565
About this home
1540 GRANDVIEW BOULEVARD
Virtually Staged. IF YOU HAVE BEEN WAITING, NOW IS THE TIME! BACK ON THE MARKET * REGAL OAK SHORES * CUSTOM BUILT BRICK HOME * 1.44 Acres +/- * NO HOA * NEW ROOF * CIRCLE DRIVEWAY * DUAL PRIMARY SUITES * COVERED PAVILIONS * COPPER GUTTERS/DOWNSPOUTS * This custom one-owner 4 bedroom, 4.5 bath estate with dual primary suites offers the perfect blend of privacy, space, and resort-style living beneath a gorgeous canopy of mature oak trees. The impressive 267’ x 236’ lot features a circular driveway, additional parking pads, RV parking and a side-entry 3-car garage. Plenty of space for gardening or enjoying the outdoors. A welcoming front porch leads to double solid wood entry doors with transom windows, opening to a light-filled foyer with decorative tile and a hardwood staircase, custom wood trim and wood doors throughout the home. The home features a formal living room, formal dining room with French doors to the front porch, and a private office/library & spiral staircase. The spacious family room showcases a grand brick wood-burning fireplace and French doors that open to the lanai, creating seamless indoor-outdoor living. The kitchen is designed for gathering with a large center island with cooktop and sink, double ovens, extensive custom cabinetry, and a pass-through window to the lanai—perfect for entertaining. The flexible floor plan includes a main-level primary suite with reading nook and French doors, plus a second upstairs primary suite with ensuite bath, ideal for guests or multigenerational living. Two additional large flex rooms with endless possibilities for a home theater, game room, gym, or studio. Step outside to your private backyard retreat featuring a resort style screened pool and spa with diving board, brick paver deck, expansive covered lanai, outdoor kitchen, and two covered pavilions—all surrounded by beautifully irrigated landscaping from a deep well. Additional highlights include city water, septic system, interior laundry with built-in ironing board and laundry chute, bar area with sink, wine rack, refrigerator and vintage record/cassette player, two water heaters, and a new roof (2023) with copper flashing. A rare opportunity to own a spacious custom home on acreage with no HOA—perfect for entertaining, multigenerational living, or simply enjoying your own private retreat. Enjoy the quick proximity to the Orlando International Airport, area lakes, attractions, beaches, shopping, restaurants, and popular travel routes.
Facts & features
The home at a glance
4
Bedrooms
4.5
Bathrooms
5,207
Sqft
1.44 ac
Lot size
3
Garage
1981
Year built
Two
Levels
$173
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 — not generic estimates.
$5,934 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
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
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$5,934/mo
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.
vs edgeAI estimate
−5.9%
$/sqft vs Kissimmee actives
$173 vs $207
Days on market
218 vs 90 typical
Where $173/sqft sits among the 400 Kissimmee 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 Regal Oak Shores
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Kissimmee. See the full Kissimmee guide →
Regal Oak Shores — neighborhood snapshot
Population
1,321
Median age
39
Median income
$136,012
Median home value
$419,200
Avg household
3
Households w/ children
183
For the school run
Osceola County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Kissimmee market
$365K → $350K
Kissimmee median sold, yr/yr
97.3%
Sale-to-list ratio (12 mo)
200 of 400
Kissimmee actives have cut their price
Median sold price, Kissimmee, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 148% above the KISSIMMEE 34744 median. See the full Kissimmee market guide →
Paper trail
This home's history
Reality check
What actually sold near 1540 GRANDVIEW BOULEVARD
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Apr ’26$489,000
1691 GRANDVIEW BOULEVARD · same community
4 bd · 2 ba · 2,011 sqft · $243/sqft · 16 DOM
Sold · Feb ’26$625,000
1521 GRANDVIEW BOULEVARD
5 bd · 3 ba · 3,617 sqft · $173/sqft · 0 DOM
Sold · Dec ’25$571,990
2017 WALNUT CREEK DRIVE
4 bd · 3.5 ba · 2,787 sqft · $205/sqft · 28 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
Donna Layton
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 1540 GRANDVIEW BOULEVARD — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1540 GRANDVIEW BOULEVARD — before you fall in love.
See it in person
Schedule a tour
Live availability from Donna's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
1540 GRANDVIEW BOULEVARD FAQs
What would the monthly payment be for 1540 GRANDVIEW BOULEVARD?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $5,934/mo — principal and interest, the actual property-tax bill 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.
What are the property taxes on 1540 GRANDVIEW BOULEVARD?+
The most recent tax bill on record (2025) was $7,032. 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 1540 GRANDVIEW BOULEVARD?+
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 Kissimmee?+
At $899,000, this home is listed about 138% above the Kissimmee median of $377,000. The market section on this page shows how the area is trending.
Which schools are assigned to 1540 GRANDVIEW BOULEVARD?+
Neptune Middle School (middle), Osceola High School (high), Partin Settlement Elementary School (elementary) — Osceola County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Positioned at the premium end
$899,000 runs 148% above the KISSIMMEE 34744 median — but at 5,207 sqft it's also nearly 3 times the size of the typical Kissimmee 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
218 days on market against a Kissimmee median of 90 — sellers in this position are usually ready to negotiate.
04The price has already moved
Listed at $999,900, now $899,000 — a $101K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of EAST PARK REALTY LLC · Racquel Schroeder. MLS #S5143565.
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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