335 Kirkcaldy Dr, photo 1
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Overview

3 bd2 ba1,178 sqftSingle Family
TypeSingle Family
HOA$36/mo
Built1984
Lot4,672 sqft
Living area1,178 sqft
Price / sqft$276

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

About this home

Built-in FeaturesCeiling Fans(s)High CeilingsLiving Room/Dining Room ComboOpen FloorplanPrimary Bedroom Main FloorSplit BedroomStone Counters

335 Kirkcaldy Dr is a 1984-built home in Highland Village 1, Winter Springs. Inside you'll find 3 bedrooms, 2 bathrooms, and 1,178 square feet of living space. Listed at $324,900 (about $276/sqft), 158 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $36 monthly.

From the listing

Seller is offering to contribute towards the buyer's closing cost up to $5,000. Welcome home to this cozy 3-bedroom, 2-bath bungalow-style home located in the resort-like Highlands community, offering 1,178 sq. ft. of living space. This home features vaulted ceilings, ceramic tile throughout, fresh interior paint, and a newly renovated kitchen with granite countertops, solid wood shaker-style cabinets, and black appliances. Major updates include a 2025 water heater and a new electrical panel inside and outside. The generously sized primary bedroom includes a built-in California Closets system, providing stylish and highly functional custom storage. The secondary and third bedrooms are also well-sized—perfect for guests, family, or easily converted into a home office. Washer and dryer are included in the sale. Enjoy the covered and screened lanai overlooking a charming New Orleans-style courtyard with pavers, a firepit, and a lamp post. The oversized, fully fenced, and cleared backyard offers plenty of space to relax, entertain, or garden, providing a strong sense of privacy. The Highlands is a highly sought-after, established community with low HOA fees and beautiful mature trees throughout. Amenities include an Olympic-size community pool, walking trails, playground, tennis court, volleyball court, and a clubhouse. Ideally situated just off State Road 434 Florida and Tuskawilla Road, this home offers quick access to Winter Springs Town Center for shopping and dining, and is just a short stroll from Torcaso Park—a lively neighborhood park featuring basketball courts, soccer and football fields, playgrounds for all ages, a splash pad, sand play areas, and picnic pavilions, perfect for both active days and relaxed family outings.

The essentials

Built
1984
Price / sqft
$276
On market
158 days
Annual tax
$3,693
HOA
$36/mo
Flood zone
X · Low risk
Lot
4,672 sqft
Type
Single Family Residence

At a glance

Single family
Built 1984
Community pool
Shared amenity
4,672 sqft lot
Lot size
1,178 sqft
Living area

Payment

Est. monthly payment
$2,200/mo
Down payment (20%)
$64,980
Property taxes
$308/mo
HOA
$36/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1984
Lot
4,672 sqft
Cooling
Central Air
Heating
Central, Electric
Parking
-
Days on Market
158
Built-in Features
Ceiling Fans(s)
High Ceilings
Living Room/Dining Room Combo
Open Floorplan
Primary Bedroom Main Floor
Split Bedroom
Stone Counters
Walk-in Closet(s)
Clubhouse
Deed Restrictions
Playground
Pool
Sidewalks
Tennis Court(s)
Dishwasher
Disposal
Dryer
Electric Water Heater
Microwave
Range
Refrigerator
Washer
Elementary
Highlands Elementary
Middle
South Seminole 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)
$3,693
Parcel #
34-20-30-524-0000-0180

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
Highland Village 1
County
Seminole
MLS Area
32708 - Casselberrry/Winter Springs / Tuscawilla
Lot Size
4,672 sqft
City Limits
HOA
$36/mo
Highlands Homeowners' Association Inc

Price history

Date
Event
Price
9/17/2026
Price change
Source: Stellar MLS #O6400818
$324,900-1.5%
$276/sqft
-
Price change
Source: Stellar MLS #O6400818
$329,900-2.9%
$280/sqft
5/5/2026
Listed for sale
Source: Stellar MLS #O6400818
$339,900
$289/sqft

Neighborhood

335 Kirkcaldy Dr
Winter Springs, FL, 32708 · 32708 - Casselberrry/Winter Springs / Tuscawilla

Market insights

Offer Insights

Choose an offer strength

List price: $324,900
$322,500 – $324,900
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 158 after a $15,000 cut.

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
$2,201/mo
Principal & interest$1,694
Property taxes$308
Insurance$162
HOA$36
Down payment20% · $64,980
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

$324,900

$276 per sq ft

Beds and baths

3 beds, 2 baths

Size

1,178 sq ft

Time on market

158 days

Year built

1984

Monthly payment

About $2,200/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $3,693 annual tax bill, insurance, and the $36/mo HOA fee.

HOA fee

$36/mo

Managed by Highlands Homeowners' Association Inc.

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 byMILLENIUM REALTY GROUPListing agent: Irina CarpListing data from Stellar MLS, MLS# O6400818.

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