Homes for sale under $500k in Fairview Shores, FL

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ABOUT THIS HOME
Homes for sale under $500k in Fairview Shores, FL
Discover the possibilities at 1008 Hunter Ave, a charming home with incredible upside located in a desirable Orlando neighborhood. This property offers a solid foundation and generous layout, ready for your personal touch. While it could use some updating, it’s a rare chance to transform a well-built home into the modern retreat you’ve envisioned. What truly sets this property apart is the seller’s unique services — the current owner is a licensed contractor who’s ready to collaborate with the buyer on custom remodeling or upgrades after the sale. Whether you’re dreaming of a sleek new kitchen, updated bathrooms, or an open-concept living area, you’

$499,000

3 beds2 baths1,604 sq ft

1008 Hunter Ave, Orlando, FL 32804

Spacious yard • Solid foundation • Generous layout

3D WALKTHROUGH

ABOUT THIS HOME
Homes for sale under $500k in Fairview Shores, FL
No HOA! Fully Renovated Home with Deeded Lake Access to Lake Killarney in Prime Winter Park Location! Welcome to this move-in ready gem nestled in one of Winter Park’s most coveted neighborhoods. This solid concrete block home has been thoughtfully updated with timeless finishes, featuring a brand-new kitchen with freshly painted cabinetry, quartz countertops, stainless steel appliances and a custom paver driveway. The layout is filled with natural light, showcasing refinished flooring and modern bathrooms with stylish upgrades. Key improvements include: new roof and AC (2019), re-piping (2005) and energy-efficient windows (2010). Enjoy the charming front porch, lush landscaping and u

$499,000

3 beds2 baths1,354 sq ft

259 Blossom Ln, Winter Park, FL 32789

Renovated home • Charming front porch • Natural light

ABOUT THIS HOME
Homes for sale under $500k in Fairview Shores, FL
BUILD YOUR DREAM HOME IN WINTER PARK! Nestled directly across from the historic Dubsdread Golf Course, this property offers a unique chance to invest in one of Orlando’s most sought-after neighborhoods. Situated on a generous 150' x 60' lot along Midiron Drive—a street experiencing a transformation with homes reaching over a million-dollar mark—making this property perfect for redevelopment. Living here places you at the heart of Orlando’s vibrant lifestyle. Enjoy close proximity to Winter Park Village, Advent Health, UCF Downtown Campus, and the Dr. Phillips Center for the Performing Arts. A plethora of shopping and dining options are just minutes away. Schedule yo

$459,000

2 beds1 bath954 sq ft

3601 Midiron Dr, Winter Park, FL 32789

Generous lot • Adventhealth • Midiron drive

3D WALKTHROUGH

ABOUT THIS HOME
Homes for sale under $500k in Fairview Shores, FL
Welcome to this fully remodeled, move in ready home perfectly situated on a spacious corner lot in Winter Park, just blocks from the Dubsdread Golf Course and close to the shops, restaurants, and charm of College Park and downtown Winter Park. Every inch of this 3 bedroom, 2 bath home has been thoughtfully updated to blend modern comfort with timeless style. Step inside to find a bright, open layout with beautiful tile flooring throughout for a clean, cohesive look. The spacious living and dining areas flow seamlessly together, creating an inviting space that’s ideal for entertaining or relaxing at home. The updated kitchen is a showstopper, featuring shaker cabinets, quartz counterto

$445,000

3 beds2 baths1,456 sq ft

740 Baffie Ave, Winter Park, FL 32789

Modern barn door • Spacious corner lot • Farmhouse sink

ABOUT THIS HOME
Homes for sale under $500k in Fairview Shores, FL
LOCATION, LOCATION, LOCATION! This recently renovated home is located in the heart of College Park and is conveniently situated just steps away from the beautiful Dubsdread golf course. This property is ideal for indoor/outdoor entertaining. Inside, you’ll find a bright and open living space with comfortable bedrooms. The kitchen boast of newer cabinets and granite countertops, new Roof in 2022! newer AC, newer floors and the windows were replaced in 2017. The outdoor area provides room to unwind or entertain, surrounded by mature landscaping. Whether you’re a first-time buyer, downsizing, or looking for a great investment opportunity, this home combines location, comfort, and

$445,000

2 beds1 bath909 sq ft

34 Stymie Pl, Orlando, FL 32804

Newer cabinets • Recently renovated • Granite countertops

Property at 5619 Pinerock Rd, Orlando, FL 32810, 3 beds, 2 baths

$435,000

3 beds2 baths1,974 sq ft

5619 Pinerock Rd, Orlando, FL 32810

Property at 740 Naples Dr, Orlando, FL 32804, 3 beds, 2 baths

$429,000

3 beds2 baths1,208 sq ft

740 Naples Dr, Orlando, FL 32804

Property at 2580 Euston Rd, Winter Park, FL 32789, 3 beds, 2 baths

$425,000

3 beds2 baths1,158 sq ft

2580 Euston Rd, Winter Park, FL 32789

Property at 1007 Early Ave, Winter Park, FL 32789, 3 beds, 2 baths

$425,000

3 beds2 baths1,721 sq ft

1007 Early Ave, Winter Park, FL 32789

Property at 2604 Annandale Ave, Orlando, FL 32810, 4 beds, 2.5 baths

$420,000

4 beds2.5 baths1,665 sq ft

2604 Annandale Ave, Orlando, FL 32810

Property at 240 Killarney Bay Ct #4, Winter Park, FL 32789, 2 beds, 2.5 baths

$399,000

2 beds2.5 baths1,536 sq ft

240 Killarney Bay Ct #4, Winter Park, FL 32789

Property at 5238 2nd St, Orlando, FL 32810, 5 beds, 4 baths

$398,900

5 beds4 baths1,398 sq ft

5238 2nd St, Orlando, FL 32810

Property at 2211 Beatrice Dr, Orlando, FL 32810, 4 beds, 2 baths

$390,000

4 beds2 baths1,594 sq ft

2211 Beatrice Dr, Orlando, FL 32810

Property at 5527 Imperial Ave, Orlando, FL 32810, 4 beds, 2 baths

$380,000

4 beds2 baths1,949 sq ft

5527 Imperial Ave, Orlando, FL 32810

Property at 1438 Lantry Ct, Orlando, FL 32804, 3 beds, 2 baths

$379,900

3 beds2 baths1,107 sq ft

1438 Lantry Ct, Orlando, FL 32804

Property at 1870 Highness Ct, Orlando, FL 32810, 4 beds, 3 baths

$374,800

4 beds3 baths1,960 sq ft

1870 Highness Ct, Orlando, FL 32810

Property at 4235 Edgewater Dr, Orlando, FL 32804, 3 beds, 2 baths

$369,900

3 beds2 baths1,500 sq ft

4235 Edgewater Dr, Orlando, FL 32804

Property at 150 Killarney Bay Ct #5, Winter Park, FL 32789, 2 beds, 2 baths

$355,000

2 beds2 baths1,140 sq ft

150 Killarney Bay Ct #5, Winter Park, FL 32789

Property at 4427 Fairview Ave, Orlando, FL 32804, 3 beds, 2 baths

$355,000

3 beds2 baths1,260 sq ft

4427 Fairview Ave, Orlando, FL 32804

Property at 5643 Satel Dr, Orlando, FL 32810, 3 beds, 2 baths

$350,000

3 beds2 baths1,450 sq ft

5643 Satel Dr, Orlando, FL 32810

Property at 5242 Andrus Ave, Orlando, FL 32810, 3 beds, 2 baths

$347,900

3 beds2 baths998 sq ft

5242 Andrus Ave, Orlando, FL 32810

Property at 5312 Goddard Ave, Orlando, FL 32810, 3 beds, 3 baths

$344,500

3 beds3 baths1,537 sq ft

5312 Goddard Ave, Orlando, FL 32810

Property at 520 Killarney Bay Ct #2, Winter Park, FL 32789, 2 beds, 2 baths

$339,000

2 beds2 baths1,160 sq ft

520 Killarney Bay Ct #2, Winter Park, FL 32789

Property at 5711 Eggleston Ave, Orlando, FL 32810, 3 beds, 2 baths

$339,000

3 beds2 baths1,553 sq ft

5711 Eggleston Ave, Orlando, FL 32810

Property at 5533 Satel Dr, Orlando, FL 32810, 3 beds, 2 baths

$325,000

3 beds2 baths1,566 sq ft

5533 Satel Dr, Orlando, FL 32810

Property at 2704 Annandale Ave, Orlando, FL 32810, 4 beds, 2 baths

$320,000

4 beds2 baths1,196 sq ft

2704 Annandale Ave, Orlando, FL 32810

Property at 1108 Henry Balch Dr, Orlando, FL 32810, 3 beds, 2 baths

$319,900

3 beds2 baths975 sq ft

1108 Henry Balch Dr, Orlando, FL 32810

Property at 1098 Leeway Ct, Orlando, FL 32810, 3 beds, 2 baths

$319,900

3 beds2 baths1,165 sq ft

1098 Leeway Ct, Orlando, FL 32810

Property at 2208 Mosher Dr, Orlando, FL 32810, 3 beds, 2 baths

$319,900

3 beds2 baths1,080 sq ft

2208 Mosher Dr, Orlando, FL 32810

Property at 916 Timor Ave, Orlando, FL 32804, 2 beds, 1 bath

$315,000

2 beds1 bath910 sq ft

916 Timor Ave, Orlando, FL 32804

Property at 1098 Henry Balch Dr, Orlando, FL 32810, 3 beds, 2 baths

$309,900

3 beds2 baths1,658 sq ft

1098 Henry Balch Dr, Orlando, FL 32810

Property at 655 Katherine Ave, Orlando, FL 32810, 3 beds, 2 baths

$299,999

3 beds2 baths1,373 sq ft

655 Katherine Ave, Orlando, FL 32810

Property at 151 N Orlando Ave #118, Winter Park, FL 32789, 2 beds, 1 bath

$299,999

2 beds1 bath710 sq ft

151 N Orlando Ave #118, Winter Park, FL 32789

Property at 1714 Mosher Dr, Orlando, FL 32810, 3 beds, 2 baths

$295,000

3 beds2 baths1,100 sq ft

1714 Mosher Dr, Orlando, FL 32810

Property at 5614 Carris Ct, Orlando, FL 32810, 3 beds, 1.5 baths

$290,000

3 beds1.5 baths1,022 sq ft

5614 Carris Ct, Orlando, FL 32810

Property at 5654 Pinerock Rd, Orlando, FL 32810, 3 beds, 2 baths

$279,999

3 beds2 baths1,052 sq ft

5654 Pinerock Rd, Orlando, FL 32810

Property at 4801 Andrus Ave, Orlando, FL 32804, 2 beds, 1 bath

$275,000

2 beds1 bath1,029 sq ft

4801 Andrus Ave, Orlando, FL 32804

Property at 1500 Gay Rd Unit 24B, Winter Park, FL 32789, 2 beds, 2 baths

$275,000

2 beds2 baths1,026 sq ft

1500 Gay Rd Unit 24B, Winter Park, FL 32789

Property at 501 Katherine Ave, Orlando, FL 32810, 4 beds, 1 bath

$270,000

4 beds1 bath1,248 sq ft

501 Katherine Ave, Orlando, FL 32810

Property at 2009 Cornell Ave, Winter Park, FL 32789, 2 beds, 1 bath

$269,000

2 beds1 bath762 sq ft

2009 Cornell Ave, Winter Park, FL 32789

Property at 151 N Orlando Ave #101, Winter Park, FL 32789, 2 beds, 1 bath

$260,000

2 beds1 bath804 sq ft

151 N Orlando Ave #101, Winter Park, FL 32789

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Based on information submitted to the MLS GRID as of Mon Dec 01 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.

Homes for sale under $500k in Fairview Shores

There are currently 52 homes for sale under $500k in Fairview Shores. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Fairview Shores stay on the market for 74 days and receive 1 offers. Popular neighborhoods include College Park, Palomar, Rosemont, and Kingswood Manor. This map is refreshed with the newest listings in Fairview Shores every 15 minutes.

In the past month, 8 homes have been sold in Fairview Shores. In addition to houses in Fairview Shores, there was also 1 condo, 1 townhouse, and 3 multi-family units for sale in Fairview Shores last month. Find your dream home in Fairview Shores using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Fairview Shores are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Fairview Shores. Our Fairview Shores real estate stats and trends will give you more information about home buying and selling trends in Fairview Shores. If you're looking to sell your home in the Fairview Shores area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Fairview Shores with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Homes for sale under $500k in Fairview Shores, FL

Homes for sale under $500k in Fairview Shores

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