11942 SHELTERING PINE DRIVE, ORLANDO, FL, 32836
Active2 days on marketListed Jul 21, 2026MLS #O6422347
About this home
11942 SHELTERING PINE DRIVE
Never listed before, this beautifully maintained residence is located in Grande Pines, an intimate community of only sixty homes just 1 mile from Disney, Windermere, and Winter Garden — offering the rare opportunity to enjoy nightly fireworks from the comfort of your own backyard. This exceptional 5-bedroom, 3.5-bath home blends modern convenience with the timeless appeal of a traditional family home. Thoughtfully cared for by one owner, the property features a split 3-car garage and a classic two-staircase design that enhances both flow and privacy. One staircase leads to three spacious secondary bedrooms, while the second provides a private entry to the upstairs primary suite — a layout reminiscent of traditional homes where separation and quiet retreat were key elements of design. Inside, generous room sizes, walk-in closets, and designer window treatments evoke the warmth and character of a traditional home, while the true chef’s kitchen — complete with abundant cabinetry, stone counters, and double ovens — offers both charm and functionality. A flexible downstairs room (bedroom #5) serves perfectly as an office, playroom, craft room, or additional bedroom. Storage is abundant throughout, including extensive under-stair storage, linen closets in every bathroom and bonus room, which reflects the practical, built-in organization needed for busy family life. Situated on a premium lot beside protected community space that will never be developed, the home offers a sweeping yard, peaceful views, and a private pool and spa overlooking a serene water vista. Recent upgrades include two new A/C units (2019), a fully rescreened pool enclosure (2020), new roof (2023), freshly painted pool decking and enclosure (2024), not to mention the whole house water softener and surround sound! Located within Windermere’s top-rated school district and close to major highways, fine dining, and premier shopping, this home offers the perfect blend of traditional comfort, modern luxury, and the exclusivity of living in Grande Pines.
Facts & features
The home at a glance
5
Bedrooms
3.5
Bathrooms
3,851
Sqft
0.19 ac
Lot size
3
Garage
2007
Year built
Two
Levels
$244
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.
$6,170 /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
$6,170/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
−21.9%
$/sqft vs Orlando actives
$244 vs $239
Days on market
2 vs 34 typical
Where $244/sqft sits among the 400 Orlando 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.
The investor lens
Two ways this home pays
This home sits inside Lakeside Village, a community zoned to allow true short-term rentals — so it can earn as a nightly rental or a traditional lease. Here’s how the two paths compare.
Short-term rental
Zoned & eligible
Projected nightly rate, occupancy and annual revenue for this exact home.
Long-term rental
$2,000/mo median
Live Orlando rental listing data — this home’s rate depends on size, condition and furnishing.
Where it sits
Inside Lakeside Village
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Lakeside Village is a short-term-rental community. See the full guide →
Lakeside Village — neighborhood snapshot
Population
19,390
Median age
36
Median income
$123,605
Median home value
$489,452
Avg household
3
Households w/ children
2,897
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Orlando market
$400K → $405K
Orlando median sold, yr/yr
97.0%
Sale-to-list ratio (12 mo)
147 of 400
Orlando actives have cut their price
Median sold price, Orlando, trailing 36 months (3-month rolling) · live MLS data.
Paper trail
This home's history
Reality check
What actually sold near 11942 SHELTERING PINE DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jul ’26$830,000
8513 NATIVE PINE WAY · same community
5 bd · 4 ba · 3,386 sqft · $245/sqft · 19 DOM
Sold · May ’26$1,300,000
8375 BOWDEN WAY
4 bd · 3.5 ba · 3,809 sqft · $341/sqft · 158 DOM
Sold · Sep ’25$1,475,000
8475 EAGLES LOOP CIRCLE
5 bd · 5 ba · 3,983 sqft · $370/sqft · 81 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
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 11942 SHELTERING PINE DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 11942 SHELTERING PINE 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.
Straight answers
11942 SHELTERING PINE DRIVE FAQs
What would the monthly payment be for 11942 SHELTERING PINE DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $6,170/mo — principal and interest, the actual property-tax bill, the $101/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 11942 SHELTERING PINE DRIVE?+
The association fee works out to $101 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 11942 SHELTERING PINE DRIVE?+
The most recent tax bill on record (2025) was $5,882. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Can 11942 SHELTERING PINE DRIVE be rented short-term?+
Yes — this home sits inside Lakeside Village, a community zoned to allow short-term rentals. Nightly-rental income could change the math on this purchase entirely; request a free rental income analysis and our team will prepare projections for this exact home.
Are pets allowed at 11942 SHELTERING PINE 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 Orlando?+
At $939,000, this home is listed about 141% above the Orlando median of $390,000. The market section on this page shows how the area is trending.
Which schools are assigned to 11942 SHELTERING PINE DRIVE?+
Bay Lake Elementary (elementary), Horizon West Middle (middle), Windermere High (high) — Orange County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Zoned for nightly rentals
Lakeside Village is one of the communities zoned to allow true short-term rentals — nightly income could change the math on this purchase entirely. Ask for the free rental analysis below.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Fresh on the market
Only 2 days on market in a Orlando market that averages 34 — if it fits, move quickly.
04Strong assigned schools
Bay Lake Elementary, Horizon West Middle, Windermere High — Bay Lake Elementary rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of FATHOM REALTY FL LLC · Kristy Kennedy. MLS #O6422347.
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.
Never miss a listing
New Orlando homes, in your inbox
Like 11942 SHELTERING PINE DRIVE but not quite? A daily digest of every new listing in Orlando — straight from the MLS, hours after it goes live. Unsubscribe anytime.
Just watching this one home? Ask David to ping you on any price or status change →