19

Fairview Shores, FL Homes for Sale with Pool

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  • /22

    $258,000

    $4K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft

    1500 Gay Rd Unit 20D, Winter Park, FL 32789

    LAKEFRONT COMMUNITY WITH SPECTACULAR SUNSETS OVER BEAUTIFUL LAKE KILLARNEY. LOCATED IN THE CHARMING AND ELLEGANT NEIGHBORHOOD OF WINTER PARK, IN A FULLY REVITALIZED AREA.CONVENIENT TO I-4, PARK AVENUE, FARMER'S MARKETS, TRADER JOE'S, AS WELL AS A MOVIE THEATER, BOUTIQUE SHOPS, RENOWNED RESTAURANTS AND A NATIONALLY RATED ART FESTIVAL - ALL WITHIN A SHORT WALKING DISTANCE.BRIGHT SUN-FILLED

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    1500 Gay Rd Unit 20D, Winter Park, FL 32789
  • /38

    $249,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft

    1500 Gay Rd Unit 17D, Winter Park, FL 32789

    MAJOR PRICE ADJUSTMENT!Fantastic Winter Park Location on Lake Killarney. This 2 Bedroom 2 Bath Upstairs Unit has Lake and Pool Views. Spacious Living Spaces and Generously-sized Bedrooms. Unique Updated Kitchen has Sub Zero Refrigerator, Bosch Dishwasher, Solid Surface Counters, unbelievable amount of Storage with Corner Cabinets, Drawers, pull-out Shelving and 3 Tiers of Lighting! Updates

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    1500 Gay Rd Unit 17D, Winter Park, FL 32789
  • /28

    $199,900

    • 2 Beds
    • 1 Bath
    • 851 Sq Ft

    2500 Lee Rd Unit 220, Winter Park, FL 32789

    **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 2500 Lee Road, Unit 220, in Winter Park, a beautifully maintained condominium offering stylish, low-maintenance living in one of Central Florida's most convenient locations. Inside, the condo features 2 bedrooms

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    2500 Lee Rd Unit 220, Winter Park, FL 32789
  • /15

    $175,000

    • 1 Bed
    • 1 Bath
    • 732 Sq Ft

    1500 Gay Rd Unit 4D, Winter Park, FL 32789

    Lakefront Community! Enjoy Glorious Sunsets, Cocktails on the Deck and the Peace of Water and the Amazing Joy of Nature! All this near the heart of Winter Park and walking distance to all kinds of Shopping!One of few 1 Bedrooms and an Upstairs End Unit! Enjoy Spacious Room Sizes for easy Furniture Placement, Compact Kitchen, Bright Master Bedroom with additional Built-in Closets, Vanity and

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    1500 Gay Rd Unit 4D, Winter Park, FL 32789
  • /30

    $345,000

    $30K PRICE DROP Pre-Foreclosure
    • 3 Beds
    • 1.5 Baths
    • 1,330 Sq Ft

    5626 Stull Ave, Orlando, FL 32810

    Welcome to this charming Orlando pool home offering comfort, convenience, and Florida living at its best. This well-maintained residence features 3 bedrooms and 1.5 bathrooms with a functional floor plan designed for everyday living.Step inside to find bright living spaces filled with natural light and a welcoming atmosphere. The spacious kitchen and dining areas provide the perfect setting

    James Rouadi CARLISLE REALTY, LLC

    5626 Stull Ave, Orlando, FL 32810
  • /34

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,723 Sq Ft

    2361 Roxbury Rd, Winter Park, FL 32789

    Nested on a spacious, tree lined lot just steps from Lake Killarney, 2361 Roxbury Road offers a rare opportunity to create your dream home in one of Winter Park’s most convenient locations. Ideally situated just off Fairbanks Avenue with quick access to I-4 , this 3 bedroom, 2 bath residence features 1723 square feet of living space, solid plaster walls and mid century character. Built in 1951,

    Arden Magee ANNE ROGERS REALTY GROUP INC

    2361 Roxbury Rd, Winter Park, FL 32789
  • /44

    $840,000

    $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,017 Sq Ft

    338 Blue Heron Dr, Winter Park, FL 32789

    Step into timeless style and modern comfort in this stunning 3-bedroom, 3-bathroom Mid-Century Modern home nestled in the heart of Winter Park. Designed with character and functionality in mind, this unique residence features abundant natural light, clean architectural lines, and a striking pass-through fireplace that creates the perfect ambiance between living spaces. Enjoy true Florida living

    Samuel Kingsford STOCKWORTH REALTY GROUP

    338 Blue Heron Dr, Winter Park, FL 32789
  • /90

    $369,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,458 Sq Ft

    1534 Leeway Ave, Orlando, FL 32810

    PRICE IMPROVEMENT! Welcome to 1534 Leeway Avenue, Orlando, FL 32810, located in the highly desirable Kingswood Manor community! This beautifully maintained 3-bedroom, 2-bath home with a flexible bonus room offers comfort, character, and modern updates in a prime Central Florida location.One of the home’s most charming features is its beautiful original polished terrazzo flooring, carefully

    Nohora Gomez COLDWELL BANKER REALTY

    1534 Leeway Ave, Orlando, FL 32810
  • /36

    $1,419,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,984 Sq Ft

    1546 Miller Ave, Winter Park, FL 32789

    Under Construction. Under Construction. NEW CONSTRUCTION!!! Welcome to Winter Park Grove — Winter Park’s newest community by one of the areas finest builders. This stunning new farmhouse-inspired home is designed to impress with its architectural flair, meticulous craftsmanship, and luxurious finishes. Perfectly located near all the shopping, dining, and entertainment Winter Park is famous for,

    Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

    1546 Miller Ave, Winter Park, FL 32789
  • /29

    $240,000

    • 3 Beds
    • 1 Bath
    • 1,432 Sq Ft

    1208 Beatrice Dr, Orlando, FL 32810

    "Calling All Investors or Contractors" A Fantastic Opportunity Has Arisen In The Highly Sought After Kingswood Manor One Of Orlando's First Planned Neighborhoods. Location, Location, Location! A well-established area of Orlando. This 3 bedroom, 1 bath with an additional closed in carport adding a larger living space. Also a started room on the back of the home that has not been finished. Home was

    Sean Reilly KELLER WILLIAMS REALTY AT THE PARKS

    1208 Beatrice Dr, Orlando, FL 32810
  • /65

    $1,449,999

    New Construction $100K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,164 Sq Ft

    1523 Miller Ave, Winter Park, FL 32789

    BRAND NEW CONSTRUCTION COMPLETED APRIL 2026, MOVE-IN READY. 2-year builders' warranty! This 3,164 sqft home at 1523 Miller Ave, Winter Park, FL 32789 combines modern design, high-end finishes, and an unbeatable central location. Featuring 5 bedrooms, 4 full bathrooms, and a private salt-water pool, the home is designed for both everyday comfort and effortless entertaining. The open L-shaped

    Eric Trumble II CHARLES RUTENBERG REALTY ORLANDO

    1523 Miller Ave, Winter Park, FL 32789
  • /28

    $569,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,709 Sq Ft

    2803 Riddle Dr, Winter Park, FL 32789

    Life in Winter Park is about more than just where you live—it's about how you live. At 2803 Riddle Drive, that lifestyle comes together with an inviting open floor plan, a private full fenced backyard with a pool designed for year-round enjoyment, and a location that's just minutes from everything that makes Winter Park one of Central Florida's most desirable communities.The heart of the home

    Allie George CORCORAN PREMIER REALTY

    2803 Riddle Dr, Winter Park, FL 32789
  • /82

    $549,000

    $16K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,649 Sq Ft

    5542 Kingswood Dr, Orlando, FL 32810

    Welcome to this stunning 4-bedroom 2 bathroom move in ready home in the heart of Orlando in the sought-after community of Kingswood Manor Only minutes from Advent Hospital, Winter Park Shopping Village and Maitland business Center. As you arrive this home boast curb appeal with large oak trees and mature landscaping creating a relaxing shaded atmosphere on your front porch. As you enter you enter

    Andrea Labod COLDWELL BANKER REALTY

    5542 Kingswood Dr, Orlando, FL 32810
  • /57

    $1,250,000

    $200K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,223 Sq Ft

    1649 Harmon Ave, Winter Park, FL 32789

    Discover Orwin Manor, one of Winter Park’s established neighborhoods centrally located within an easy distance to the Orange Avenue WP corridor and minutes to downtown Orlando. Transitional architecture with modern leaning influences, this home is designed for ease of living. This four-bedroom 3.5-bath home stretches across nearly 3,200 square feet and features open kitchen to dining and living

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    1649 Harmon Ave, Winter Park, FL 32789
  • /23

    $254,900

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 956 Sq Ft

    2500 Lee Rd Unit 104, Winter Park, FL 32789

    Beautifully renovated and move-in ready 2-bedroom, 2-bath condominium offers thoughtful upgrades and a seamless open layout in one of Winter Park's most desirable lakefront communities. The heart of the home is the fully renovated kitchen (2025), featuring custom, soft close cabinetry with a built-in refrigerator surround, matching energy-efficient appliances, quartzite countertops, a light

    Stephen Hachey REALTY OF RIVERVIEW LLC

    2500 Lee Rd Unit 104, Winter Park, FL 32789
  • /26

    $244,900

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft

    1500 Gay Rd Unit 3C, Winter Park, FL 32789

    New Price/Seller Motivated! WINTER PARK LOCATION ALERT with AMAZING WALKABILITY to SO MANY shopping and dining options! Across from the newly renovated WP Shopping Village that includes top-rated restaurants, a movie theater, boutiques, grocery store and more! This 2bedroom/2 bathroom attractive second-story unit offers an updated kitchen and bathrooms with solid countertops. All solid flooring

    Heather Frazee FANNIE HILLMAN & ASSOCIATES

    1500 Gay Rd Unit 3C, Winter Park, FL 32789
  • /26

    $184,900

    $14K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 222, Winter Park, FL 32789

    Lakefront Lifestyle in Winter Park—Under $200K! Live the resort life for less! This stunning, move-in ready retreat in the heart of Winter Park offers rare, direct access to the 239-acre, spring-fed Lake Killarney. Enjoy exclusive resident-only amenities, including a private boat launch, boat slips, an updated dock, and a tranquil lakefront gazebo. Perfectly located just minutes from the

    Christine Bouchard HOMESMART

    2500 Lee Rd Unit 222, Winter Park, FL 32789
  • /52

    $224,999

    $35K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 956 Sq Ft

    2500 Lee Rd Unit 202, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. MILLIONAIRE LIFESTYLE HIDDEN GEM • LAKE ACCESS • 2 BED / 2 BATH CONDO ON LAKE KILLARNEY • PRIME WINTER PARK LOCATION • LOW HOA Outstanding Opportunity to live the Florida Lifestyle in your private walkable Lakefront Enclave. Includes Direct Lake Access, Private Dock, Loungers and seating, Picnic areas and landscaping, Boat Slip, and a Private Pool &

    Alison Maltby THE ANDERSON GROUP & CO PL

    2500 Lee Rd Unit 202, Winter Park, FL 32789
  • /26

    $149,000

    $16K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 232, Winter Park, FL 32789

    LAKEFRONT living just steps from the shore of 239-acre, spring-fed Lake Killarney! Welcome to Lakeside Manor and this charming second-floor end-unit condo offering partial lake views, private lake access, and an ideal blend of comfort and convenience.This 1-bedroom, 1-bath unit features a bright and inviting layout with luxury vinyl plank flooring throughout the main living areas,

    Wendy Rodriguez COLDWELL BANKER REALTY

    2500 Lee Rd Unit 232, Winter Park, FL 32789
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