4 PINE ST, WINDERMERE, FL, 34786
Sold1201 days on marketListed Apr 6, 2023Sold Apr 26, 2023MLS #O6101971
About this home
4 PINE ST
Sophistication and elegance abound in this custom lakefront home on the Butler Chain of Lakes. Its location on a peninsula in downtown Windermere doesn't get any better. The open floorplan allows for spectacular views of the lake from 11 rooms in the home. At just over 5000 sq. ft. with 5 bedrooms, 4.5 baths, library, and game room this home has what you've been searching for. The kitchen is a chef's dream with top-end appliances, sleek countertops, a built-in oven & microwave as well as a gas range with an additional oven. The great room offers stunning lake views and a gas fireplace. The game room is well equipped with a bar, ice maker, sink and fridge as well. From the living area go through your french doors to the screened-in patio with outdoor kitchen and grill area and then on to the stunning stone terrace. Look across the manicured lawn down to your private beach with over 100 ft of crisp, white sand. The private boathouse includes a jet ski dock and boat lift. With the back of the home facing west over the lake, you are treated to breathtaking sunsets each day. This location is on one of only two paved roads in Windermere. The interior looks as you'd expect given that the home has been owned and meticulously cared for by a custom home builder. Pine Street is old-school Windermere at its very finest. Look no further, this is it.
Facts & features
The home at a glance
5
Bedrooms
4.5
Bathrooms
5,015
Sqft
2.22 ac
Lot size
3
Garage
1998
Year built
Two
Levels
$658
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
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.
$/sqft vs Windermere actives
$658 vs $347
Days on market
1201 vs 32 typical
Where $658/sqft sits among the 236 Windermere 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 Windermere
Get to know Windermere. See the full Windermere guide →
The numbers that matter
The Windermere market
$839K → $1.0M
Windermere median sold, yr/yr
96.4%
Sale-to-list ratio (12 mo)
116 of 236
Windermere actives have cut their price
Median sold price, Windermere, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 200% above the Windermere median. See the full Windermere market guide →
Paper trail
This home's history
Reality check
What actually sold near 4 PINE ST
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Mar ’26$2,250,000
409 W 2ND AVENUE · same community
5 bd · 4.5 ba · 4,688 sqft · $480/sqft · 270 DOM
Sold · Oct ’25$2,350,000
1003 OAKDALE STREET · same community
6 bd · 5.5 ba · 4,599 sqft · $511/sqft · 234 DOM
Sold · Apr ’26$2,171,470
1020 OAKDALE STREET · same community
5 bd · 4.5 ba · 3,994 sqft · $544/sqft · 107 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
Iain Robinson
Broker Associate · CENTURY 21 Edge
Tours, negotiation, and every question about 4 PINE ST — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 4 PINE ST — before you fall in love.
Selling nearby?
What's your home worth today?
This sale is one data point — your home is another. Get a data-driven estimate built from real closed sales like this one, in about a minute.
The brief
Three things that matter here
01Positioned at the premium end
$3,300,000 runs 200% above the Windermere median — but at 5,015 sqft it's also 57% larger than the typical Windermere listing.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03Time on market is leverage
1201 days on market against a Windermere median of 32 — sellers in this position are usually ready to negotiate.
Keep looking
Similar homes nearby
Listing courtesy of REAL BROKER, LLC · Nicholas Taylor. MLS #O6101971.
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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