
14500 BRIDGEWATER CROSSINGS BOULEVARD, WINDERMERE, FL, 34786
Active2 days on marketListed Oct 22, 2026MLS #O6449184
Come see it
Upcoming open houses
Sat, Oct 24
11:00 AM – 2:00 PM
Sun, Oct 25
12:00 PM – 3:00 PM
About this home
14500 BRIDGEWATER CROSSINGS BOULEVARD
Morning coffee at Foxtail, an evening walk for Kelly’s Homemade Ice Cream, and a move-in-ready home waiting when you get back. At 14500 Bridgewater Crossings Boulevard, that can be your everyday routine. Located in Windermere’s Summerport community, this 4-bedroom, 2.5-bath townhome combines a convenient neighborhood setting with fresh interior paint throughout, new luxury vinyl plank flooring upstairs, and no carpet anywhere in the home. A main-floor primary suite is a standout feature, offering the convenience of having your bedroom and private bathroom downstairs, with three additional bedrooms, a full bathroom, and a loft upstairs. Whether you need room for guests, a dedicated home office, or a second gathering space, the layout gives you options. Downstairs, the living and dining areas, kitchen, and guest half bath keep everyday activities on the main level. A courtyard provides an outdoor spot for plants, coffee outside, or unwinding at the end of the day, while a covered walkway connects the home to the two-car garage. And the neighborhood gives you plenty of reasons to step outside. Walk across the street for your favorite coffee or a scoop of ice cream, enjoy nearby Summerport Park, and appreciate the convenience of having Keene’s Crossing Elementary close by. Summerport’s community pool, clubhouse, fitness center, tennis courts, playgrounds, and walking paths make it easy to fit recreation into your routine without planning an entire day around it. Beyond the neighborhood, Publix at Cornerstone at Summerport keeps grocery runs convenient, while Winter Garden Village and Hamlin offer nearby shopping, restaurants, and entertainment. Walt Disney World is also within easy reach, whether your plans call for a full park day or a spontaneous evening out. With fresh updates already completed, a main-floor primary suite, and neighborhood favorites just a walk away, this home is ready for you to settle in and start enjoying everything beyond the front door. Schedule your private showing today.
Facts & features
The home at a glance
4
Bedrooms
2.5
Bathrooms
1,706
Sqft
0.07 ac
Lot size
2006
Year built
Two
Levels
$234
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.
$3,812 /mo · 3.5% down FHA, 30-yr fixed at 7.5%
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
$3,812/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.
Can I afford this home? → See what you can comfortably afford from your income, debts and savings.
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
+1.7%
$/sqft vs Windermere actives
$234 vs $351
Days on market
2 vs 71 typical
Where $234/sqft sits among the 224 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
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Windermere. See the full Windermere guide →
WINDERMERE 34786 — neighborhood snapshot
Population
43,700
Median age
37.9
Median income
$131,409
Median home value
$621,300
Avg household
2.9
Households w/ children
6,277
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Windermere market
$875K → $850K
Windermere median sold, yr/yr
96.5%
Sale-to-list ratio (12 mo)
113 of 224
Windermere actives have cut their price
Median sold price, Windermere, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 42% below the WINDERMERE 34786 median. See the full Windermere market guide →
Paper trail
This home's history
Reality check
What actually sold near 14500 BRIDGEWATER CROSSINGS BOULEVARD
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Nov ’25$400,000
14466 BRIDGEWATER CROSSINGS BOULEVARD · same community
4 bd · 2.5 ba · 1,642 sqft · $244/sqft · 87 DOM
Sold · Aug ’26$410,000
14506 BRIDGEWATER CROSSINGS BOULEVARD · same community
4 bd · 2.5 ba · 1,628 sqft · $252/sqft · 20 DOM
Sold · Apr ’26$438,000
15693 SIGNATURE DRIVE
3 bd · 2 ba · 1,720 sqft · $255/sqft · 41 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
John Carpenter
CFO/Broker · CENTURY 21 Edge
Tours, negotiation, and every question about 14500 BRIDGEWATER CROSSINGS BOULEVARD — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 14500 BRIDGEWATER CROSSINGS BOULEVARD — before you fall in love.
See it in person
Schedule a tour
Live availability from John's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
14500 BRIDGEWATER CROSSINGS BOULEVARD FAQs
What would the monthly payment be for 14500 BRIDGEWATER CROSSINGS BOULEVARD?+
With 3.5% down on a 30-year FHA loan at 7.5%, the all-in payment lands around $3,812/mo — principal and interest, the actual property-tax bill, the $201/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 14500 BRIDGEWATER CROSSINGS BOULEVARD?+
The association fee works out to $201 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 14500 BRIDGEWATER CROSSINGS BOULEVARD?+
The most recent tax bill on record (2025) was $6,338. 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 14500 BRIDGEWATER CROSSINGS 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 Windermere?+
At $400,000, this home is listed about 67% below the Windermere median of $1,204,500. The market section on this page shows how the area is trending.
Which schools are assigned to 14500 BRIDGEWATER CROSSINGS BOULEVARD?+
Keenes Crossing Elementary (elementary), Bridgewater Middle (middle), Windermere High (high) — Orange County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Under the WINDERMERE 34786 market on paper
$400,000 is 42% below the WINDERMERE 34786 median of $684,500, and at $234/sqft it sits under the Windermere average of $474.
02Fresh on the market
Only 2 days on market in a Windermere market that averages 71 — if it fits, move quickly.
03Strong assigned schools
Keenes Crossing Elementary, Bridgewater Middle, Windermere High — Keenes Crossing Elementary rates 5 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of NOVA REAL ESTATE SERVICES INC · Tiffany Hall, Pa. MLS #O6449184.
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 Windermere homes, in your inbox
Like 14500 BRIDGEWATER CROSSINGS BOULEVARD but not quite? A daily digest of every new listing in Windermere — straight from the MLS, hours after it goes live. Unsubscribe anytime.
Just watching this one home? Ask John to ping you on any price or status change →


