209 Highland Woods Drive, FL
Stellar MLS

$1,198,000

209 Highland Woods Drive

Safety Harbor, FL 34695

Active
4
Beds
4
Baths
3,168
Sq Ft
0.29
Acres
2000
Built
Private pool3-car garage$378/sqft360° tour
Single Family Residence

Property type

2000

Year built

12,615 sqft

Lot size

$378

Price / sq ft

$140/mo

HOA dues

1

Day on market

3

Garage spaces

X

Flood zone

About this home

Welcome to Highland Woods, one of Safety Harbor's most sought-after communities offering a great location and gated. The home is where luxury, comfort, and privacy come together in this exceptional pool home offering a three-way split floor plan, 4 bedrooms, a spacious bonus room, and 4 full bathrooms. From the moment you arrive, the home's impressive curb appeal shines with a beautifully landscaped homesite and an elegant brick-paver driveway. Step through the grand double-door entry into a stunning formal living and dining area, where expansive sliding glass doors frame picturesque views of the covered lanai, sparkling pool, and spa—creating the perfect backdrop for entertaining and everyday living. At the heart of the home is an oversized kitchen featuring abundant cabinetry, generous storage, and a sunny breakfast nook overlooking the pool and lanai. The kitchen flows seamlessly into the light-filled family room, where additional sliding glass doors provide easy indoor-outdoor living and access to the resort-style outdoor space. Designed with functionality in mind, the home's thoughtful layout offers two spacious secondary bedrooms on the side of the home, each featuring charming window seats and ample closet space, along with a shared full bath. A fourth bedroom is privately situated toward the rear of the home and enjoys convenient access to a full bath that also serves as a pool bath with direct exterior access. The luxurious primary suite is a true retreat, complete with a sitting area, private French door access to the lanai, and a stylish sliding barn door leading to the spa-inspired en suite bath. Here you'll find a deep soaking tub, walk-in shower, dual vanities, dedicated makeup vanity, and an oversized walk-in closet with custom built-in shelving. Additional highlights include a spacious laundry room, an oversized three-car side entry garage, and a versatile second-floor bonus room with its own full bath and walk-in shower. This flexible space is ideal as a media room, guest suite, home office, or potential fifth bedroom. Outside, enjoy Florida living at its finest with a covered brick-paver lanai, sparkling pool, relaxing spa, and private backyard surrounded by mature landscaping. The expansive outdoor living area provides the perfect setting for al fresco dining, entertaining, or simply enjoying the beautiful Florida weather year-round. Ideally located just minutes from charming downtown Safety Harbor, residents enjoy easy access to local shops, dining, community events, waterfront parks, and the natural beauty of Philippe Park. This remarkable home offers the space, flexibility, and lifestyle today's buyers are seeking. Schedule your private showing today and experience everything this exceptional Highland Woods residence has to offer. Other features include Solar fully paid off with average $50 a month electric bills and the home has back up generators that store the excess solar so that in power outages you have power, giving both a savings and convenience - Plantations shutters in various places, guest suites with additional split systems offering flexibilty for guests on the temperature of their rooms; Come check out this resort like living home today! Roof 2018, Solor 2020, AC 2021 WIFI speakers in home and on back deck.

Estimated monthly payment

Principal & interest$6,058
Property taxes$789
Home insurance (est.)$549
HOA dues$140

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history1 days on market

  1. Status: Active
    Jun 4, 2026
  2. Listed$1,198,000
    Jun 4, 2026
  3. Price increased$1,198,000

Virtual Tour

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
1
Subdivision
Highlands At Safety Harbor The
County
Pinellas
Year built
2000
Living area
3,168 sq ft
Price/sq ft
$378
Building area
4,312 sq ft (Public Records)
Lot size
12,615 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X (12103C0093H)
Garage
3 spaces
Pool
Private pool
Annual taxes
$9,462 (2025)
Parcel #
27-28-16-39353-000-0360
MLS #
TB8513515

Ask about this home

Have a question? Ask the broker directly.

Ryan Solberg answers personally — no call center, no spam. Your question goes straight to him.

Your question is private and goes only to Ryan — it is never published on this page.

Interior Details

Bedrooms
4
Full bathrooms
4
Flooring
Carpet, Tile
Appliances
Built-In Oven, Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer
Interior features
Ceiling Fans(s), High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Tray Ceiling(s), Walk-In Closet(s)
Laundry
Laundry Room
Stories / Levels
Two
Direction faces
East

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
3
Attached garage
Yes
Parking features
Driveway

HOA & Financial

HOA fee
$140 / Monthly
Monthly HOA
$140/mo
Total monthly fees
$140/mo
Total annual fees
$1,680
HOA name
Melrose Corporation
CDD
No
Homestead exemption
Yes
Min lease term
No Minimum
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
Confirm all restrictions with HOA

Exterior & Construction

Exterior features
Sidewalk, Sliding Doors
Construction materials
Block
Roof
Shingle
Foundation
Slab
Pool
Private pool
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Cable Connected, Electricity Connected, Sewer Connected, Water Connected

Community

Pets allowed
Yes

Schools

ElementarySafety Harbor Elementary-PNGreatSchools ↗
MiddleSafety Harbor Middle-PNGreatSchools ↗
High SchoolCountryside High-PNGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Living RoomFirst19.1x11.1
KitchenFirst16.9x18.2
Primary BedroomFirst13.7x18.2

Listing Details

Listing date
2026-06-04
On market date
2026-06-04
Original list price
$1,198,000
Occupant type
Owner
MLS area
34695 - Safety Harbor
Listing AOR
Suncoast Tampa
Status changed
2026-06-04
Tax legal description
HIGHLANDS AT SAFETY HARBOR, THE LOT 36

Flood risk

Minimal riskFEMA Zone XPanel 12103C0093H

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

Us Hwy 19 to 580 East toward Safety Harbor. Make a right onto Phillippe Pkwy and follow to Fairview St - make a right and take the first left onto Highland after going through gate. Home will be on your right.

More homes like this

MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

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.

Based on information submitted to the MLS GRID as of June 5, 2026 at 9:06 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA