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Overview

5 bd4 ba3,660 sqft3 car garageSingle Family
TypeSingle Family
HOA$575/yr
Built2000
Lot10,639 sqft
Living area3,660 sqft
Price / sqft$214
Garage3 car

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

Ceiling Fans(s)Primary Bedroom Main FloorSolid Wood CabinetsSplit BedroomStone CountersThermostatWalk-in Closet(s)Window Treatments

337 Twelve Oaks Dr is a 2000-built home in Winding Hollow Unit 5, Winter Springs. Inside you'll find 5 bedrooms, 4 bathrooms, and 3,660 square feet of living space. Listed at $785,000 (about $214/sqft), 10 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $575 annually.

From the listing

WELCOME HOME to 337 Twelve Oaks Drive! This stunning Wisteria II Model offers 5 bedrooms, 3.5 bathrooms, and 3,660 square feet of beautifully maintained living space, perfectly positioned on an oversized .25-acre premium waterfront lot in the sought-after Winding Hollow community of Winter Springs. From the moment you arrive, you'll appreciate the lush landscaping, exceptional curb appeal, and pride of ownership throughout this immaculate home. Inside, an abundance of thoughtful upgrades and elegant finishes create the perfect blend of comfort, style, and functionality. The renovated gourmet kitchen is truly the heart of the home, featuring floor-to-ceiling custom cabinetry, quartz countertops, a large center island, stainless steel appliance package, stylish tile backsplash, and a water filtration system. The spacious kitchen opens beautifully to the expansive family room, creating an ideal space for everyday living and entertaining. Additional upgrades include all-new windows and doors, beautiful wood-plank ceramic tile flooring, plantation shutters, and newer attic insulation, providing both style and improved energy efficiency. The first floor features a spacious primary suite, a versatile den/office, formal living room, formal dining room, and a huge family room with serene views of the private pool, expansive patio, and tranquil pond. The primary suite provides a peaceful retreat with plenty of space and privacy. Upstairs, you'll find three additional generously sized bedrooms, each offering large closets, along with two full bathrooms and an impressive 17' x 24' game room—perfect for a media room, playroom, home gym, or additional entertaining space. The three-car garage provides abundant storage and parking, and features a custom garage floor coating for a polished, durable finish. Step outside and experience your own private oasis. The sparkling pool, spacious patio, lush landscaping, and peaceful waterfront setting create the perfect backdrop for relaxing mornings, afternoon swims, and memorable gatherings with family and friends. Located in desirable Winding Hollow, this home offers an exceptional Winter Springs lifestyle with walking trails, community park areas, close proximity to top-rated Seminole County schools, shopping, Winter Springs Town Center, restaurants, Central Winds Park, the Seminole Trail, and more. With its premium waterfront setting, private pool, spacious floor plan, three-car garage, extensive upgrades, and beautifully appointed living spaces, 337 Twelve Oaks Drive is more than just a home—it’s a lifestyle!

The essentials

Built
2000
Price / sqft
$214
On market
24 days
Annual tax
$9,512
HOA
$575/yr
Flood zone
X · Low risk
Lot
10,639 sqft
Type
Single Family Residence

At a glance

Single family
Built 2000
Waterfront
Pond
Private pool
In Ground
3 car garage
0.25 acres
Lot size

Payment

Est. monthly payment
$5,327/mo
Down payment (20%)
$157,000
Property taxes
$793/mo
HOA
$575/yr
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
2000
Lot
10,639 sqft
Cooling
Central Air
Heating
Heat Pump
Parking
-
Pool
In Ground, Screen Enclosure
Waterfront
Pond
Days on Market
24
Ceiling Fans(s)
Primary Bedroom Main Floor
Solid Wood Cabinets
Split Bedroom
Stone Counters
Thermostat
Walk-in Closet(s)
Window Treatments
Rain Gutters
Sidewalk
Street Lights
Dishwasher
Disposal
Range
Refrigerator
Water Filtration System
Elementary
Layer Elementary
Middle
Indian Trails Middle
High
Winter Springs High

Districts can re-zone, so verify directly with the district before relying on these.

Homestead exemption on file Flood Zone X
Annual Tax (2025)
$9,512
Parcel #
01-21-30-5NY-0000-3580

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Winding Hollow Unit 5
County
Seminole
MLS Area
32708 - Casselberrry/Winter Springs / Tuscawilla
Lot Size
10,639 sqft
LandscapedOversized LotPaved
HOA
$575/yr
Premier Association Management LLC

Price history

Date
Event
Price
9/15/2026
Listed for sale
Source: Stellar MLS #O6440935
$785,000
$214/sqft

Neighborhood

337 Twelve Oaks Dr
Winter Springs, FL, 32708 · 32708 - Casselberrry/Winter Springs / Tuscawilla

Market insights

Offer Insights

Choose an offer strength

List price: $785,000
$780,000 – $785,000
99.5% – 100% of listTops out right at the list price
80% of listList price
99 of the last 197 home closings in 32708 landed at this number or higher (50%). The median one sat 20 days before it went under contract, and this one is on day 24.

Sample: 197 closed home sales in 32708 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$5,327/mo
Principal & interest$4,094
Property taxes$793
Insurance$393
HOA$48
Down payment20% · $157,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA is the fee reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$785,000

$214 per sq ft

Beds and baths

5 beds, 4 baths

Size

3,660 sq ft

Time on market

24 days

Year built

2000

Monthly payment

About $5,327/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $9,512 annual tax bill, insurance, and the $575/yr HOA fee.

HOA fee

$575/yr

Managed by Premier Association Management LLC.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

Have another question?

Brokered byWATSON REALTY CORPListing agent: Virginia BellhornListing data from Stellar MLS, MLS# O6440935.

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