Highland Oaks, FL homes for sale & real estate

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ABOUT THIS HOME
Highland Oaks, FL Homes for Sale
where classic character meets thoughtful modern upgrades in one of St. Pete’s most desirable locations. This inviting home features 2 bedrooms, 1 bathroom, updated flooring, modern lighting, and a beautifully redesigned kitchen with stainless steel appliances and bright, updated cabinetry. Multiple windows allow natural light to fill the interior, creating a warm, welcoming atmosphere while contributing to better energy efficiency. The property sits on an appealing lot with generous side yards on both sides of the home, offering excellent opportunities for outdoor living, gardening, storage, or future personalization. The back portion of the property functions as a convenient walk-thr

$271,500

2 beds1 bath728 sq ft

2100 Auburn St S, Saint Petersburg, FL 33712

Modern upgrades • Natural light • Energy efficiency

ABOUT THIS HOME
Highland Oaks, FL Homes for Sale
Cash-flowing investment property now available in a prime St. Petersburg location. This 3 bedroom, 1 bathroom concrete block home is less than one mile from the interstate, providing quick access to Downtown St. Pete, Tampa Bay, and Sarasota. Offering approximately 1,096 square feet of living space, the home features attractive stone accents inside and out, a fireplace, a split floor plan, and ample room to update and add value. The lot design includes an extended driveway and front entrance, creating reduced yard maintenance and additional parking. Auburn Street Community Park is just a short distance away, offering a basketball court, pavilion, and playground areas for outdoor enjoyment.

$218,000

3 beds1 bath1,096 sq ft

2011 Auburn St S, Saint Petersburg, FL 33712

Split floor plan • Additional parking • Extended driveway

ABOUT THIS HOME
Highland Oaks, FL Homes for Sale
Cute St Petersburg Bungalow- Super clean house with curb appeal. Open front porch ! Updated interior in the past 3 years, newer roof. Centrally located - No flood zone- Close to Schools and shopping.

$295,000

3 beds2 baths1,235 sq ft

3044 21st Ave S, Saint Petersburg, FL 33712

Close to schools • Newer roof • Centrally located

NEW CONSTRUCTION

ABOUT THIS HOME
Highland Oaks, FL Homes for Sale
One or more photo(s) has been virtually staged. Under Construction. Welcome to this beautifully crafted 4-bedroom, 2-bath new construction home, designed with comfort, style, and functionality in mind. From the charming front porch to the thoughtfully planned interior, this home offers everything you are looking for. Step inside to an inviting open floor plan that seamlessly blends the living, dining, and kitchen areas—perfect for entertaining and everyday living. The spacious kitchen features a large center island, ideal for meal prep or gathering with friends and family, and an adjoining dinette that provides the perfect spot for casual dining. Convenience is at your fingertips with

$429,000

4 beds2 baths2,000 sq ft

3012 19th Ave S, Saint Petersburg, FL 33712

Open floor plan • Large center island • Walk-in closet

ABOUT THIS HOME
Highland Oaks, FL Homes for Sale
Welcome to Audacious Auburn Street! This 2 bed 1 bath block home is prime for an update! With its bold and beautiful archways and coved ceilings this home has all the character and charm of old St. Pete and the audacity to show it! An additional patio and laundry area is located just off the kitchen and could easily be transformed into a dining area OR enclose the carport area and add a whole new master en suite. The potential is endless! Conveniently located to downtown St Pete, Beaches, Shopping, Dining, and 275. This home offers opportunity, convenience and income potential. Just add a new roof, paint and updated tile in the kitchen and bathroom and it wont take long to bring out it's s

$199,000

2 beds1 bath756 sq ft

2501 Auburn St S, Saint Petersburg, FL 33712

Additional patio • Bold archways • Laundry area

Property at 2456 25th Ave S, Saint Petersburg, FL 33712, 2 beds, 1 bath

$259,000

2 beds1 bath960 sq ft

2456 25th Ave S, Saint Petersburg, FL 33712

Property at 2035 28th St S, Saint Petersburg, FL 33712, 4 beds, 3 baths

$549,000

4 beds3 baths2,480 sq ft

2035 28th St S, Saint Petersburg, FL 33712

Property at 2459 25th Ave S, Saint Petersburg, FL 33712

$124,000

— beds— baths— sq ft

2459 25th Ave S, Saint Petersburg, FL 33712

Property at 2946 22nd Ave S, Saint Petersburg, FL 33712

$165,000

— beds— baths— sq ft

2946 22nd Ave S, Saint Petersburg, FL 33712

Property at 2830 18th Ave S, St. Petersburg, FL 33712

$695,000

— beds— baths— sq ft

2830 18th Ave S, St. Petersburg, FL 33712

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ABOUT THIS HOME
Highland Oaks, FL Homes for Sale
This new style of ranch home is designed for today’s lifestyle; an open floor plan combining a spacious living room/dining room with a large modern kitchen. The kitchen features all wood cabinets, new appliances, large island and granite countertops. There are three bedrooms and two baths off of the main area. The primary bedroom features a generous sized walk-in closet and a well-designed bath, complete with glassed-in shower, jacuzzi and spacious vanity area. The other two bedrooms are large and share a nicely styled bath. The attached oversized two car garage has a washer and dryer hookup, air conditioner handler and a hot water heater. The house and all the brushed metal appliance

$398,000

3 beds2 baths1,880 sq ft

2101 Queensboro Ave S, Saint Petersburg, FL 33712

Open floor plan • Glassed-in shower • Walk-in closet

3D WALKTHROUGH

ABOUT THIS HOME
Highland Oaks, FL Homes for Sale
* * Income-Generating Duplex in Prime St. Petersburg Location * * Units are currently vacant and ready for their new owner. Discover an exceptional investment opportunity at 1743 Yale St S, St. Petersburg, FL 33712. This fully renovated duplex comprises two separate units, offering a total of 5 bedrooms and 2 bathrooms. * * Front Unit: * * - * * Size: * * Approximately 1,180 sq. ft. - * * Layout: * * 3 bedrooms, 1 bathroom, full kitchen, living room, and dining area. - * * Features: * * Inside laundry with a washer and dryer. * * Rear Unit: * * - * * Size: * * Approximately 700 sq. ft. - * * Layout: * * 2 bedrooms, 1 bathroom, galley kitchen, and living room. *

$449,000

5 beds2 baths1,656 sq ft

1743 Yale St S, Saint Petersburg, FL 33712

New asphalt driveway • New flooring • New roof

ABOUT THIS HOME
Highland Oaks, FL Homes for Sale
Builder Special!!!! Great opportunity near the Art District, beaches, and Downtown with quick access to the highway.

$99,500

— beds— baths— sq ft

Upton Ct S, St. Petersburg, FL 33712

4,312 sq ft lot • Listed 352 days

Based on information submitted to the MLS GRID as of Mon Dec 22 2025. 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.

Average home prices near Highland Oaks, FL

Cities

Neighborhoods

Coquina Key homes for sale
$329,000
Lakewood Estates homes for sale
$355,000
Central Oak Park homes for sale
$455,000
Downtown St. Petersburg homes for sale
$975,000
Kenwood homes for sale
$423,750
Historic Kenwood homes for sale
$699,900
North Kenwood homes for sale
$513,000
Historic Uptown homes for sale
$724,900
Old Southeast homes for sale
$779,000
Greater Pinellas Point homes for sale
$477,000

Highland Oaks, FL real estate trends

All Home Types trends in Highland Oaks, FL

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$330,000

+18.8% YoY | Nov 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Nov 2025

Growth

% YoY

Highland Oaks, FL

$330,000

+18.8%

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