20

Fairview Shores, FL Homes for Sale with Pool

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  • /22

    $262,000

    • 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

    (689) 399-5336

    1500 Gay Rd Unit 20D, Winter Park, FL 32789
  • /23

    $259,500

    $16K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft

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

    ANOTHER PRICE REDUCTION! OWNER WILL CONSIDER ALL REASONABLE OFFERS!Highly Desirable Winter Park Lakefront Community on Skiable Lake Killarney. Enjoy Peaceful Water Views and Million-Dollar Sunsets on Lakefront Deck! Private Community Ramp, Heated Pool, Men's and Women's Saunas!Don't miss this! Beautifully Renovated 2 Bedroom 2 Bath End Unit. New Kitchen Cabinets and Quartz Counters,

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    (321) 450-8960

    1500 Gay Rd Unit 24B, Winter Park, FL 32789
  • /36

    $259,900

    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft

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

    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 include: Water Heater in

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    (321) 475-5617

    1500 Gay Rd Unit 17D, Winter Park, FL 32789
  • /61

    $289,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,201 Sq Ft

    1624 Baltimore Dr, Orlando, FL 32810

    Opportunity is knocking in the heart of Orlando. Perfectly positioned on a .23-acre lot, this 3-bedroom, 2-bath home with a private pool and carport offers incredible potential in a location that continues to grow in demand. Situated on a spacious homesite, the property provides the kind of footprint buyers are searching for—room to reimagine, redesign, and create something truly special. The

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    Diana Barber

    COLDWELL BANKER REALTY

    (321) 361-4224

    1624 Baltimore Dr, Orlando, FL 32810
  • /48

    $719,000

    • 4 Beds
    • 2 Baths
    • 1,877 Sq Ft

    2333 Westminster Ct, Winter Park, FL 32789

    Settled on a rare double lot in the heart of Winter Park, this 4-bedroom, 2-bath home delivers the Florida lifestyle you've been waiting for–without a single item on your to-do list. Resort style pool with Travertine pavers, renovated in 2025– brand new and ready for summer.Inside, a complete renovation in 2020 touched every corner of the home. Every major system has been replaced within the

    Ernest Middleton CHARLES RUTENBERG REALTY ORLANDO

    2333 Westminster Ct, Winter Park, FL 32789
  • /65

    $1,499,999

    New Construction $50K 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. 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 living, kitchen, and dining area

    Eric Trumble II CHARLES RUTENBERG REALTY ORLANDO

    1523 Miller Ave, Winter Park, FL 32789
  • /51

    $1,349,900

    $100K 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
  • /70

    $1,599,900

    New Construction $35K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,252 Sq Ft

    1510 Miller Ave, Winter Park, FL 32789

    New Construction – Carefully Curated by SGC Conctruction. Discover Modern Luxury in Winter Park's Latest Neighborhood, Winter Park Grove! Step into a world of refined living with this breathtaking new construction pool home, located in the vibrant heart of Winter Park. Just moments away from the eclectic energy of Park Avenue, this modern masterpiece seamlessly blends sophistication, style, and

    Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

    1510 Miller Ave, Winter Park, FL 32789
  • /55

    $1,399,900

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

    1540 Miller Ave, Winter Park, FL 32789

    Under Construction. NEW CONSTRUCTION!!! Welcome to Winter Park Grove — Winter Park’s newest community by SGC Construction! This stunning new Mid-Century Modern–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, this home combines

    Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

    1540 Miller Ave, Winter Park, FL 32789
  • /17

    $357,400

    $33K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    4235 Edgewater Dr, Orlando, FL 32804

    This solidly built College Park residence sits on an oversized fenced lot and delivers the Florida lifestyle you've been searching for. Step outside to your private in-ground pool, expansive outdoor patio, and lush yard — perfect for entertaining or unwinding year-round.Inside, fresh interior and exterior paint give the home a bright, move-in ready feel throughout. The open-concept kitchen

    Ken Sheldon SHELDON PROFESSIONALS INC

    4235 Edgewater Dr, Orlando, FL 32804
  • /41

    $399,999

    $39K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,736 Sq Ft

    1107 Alfred Dr, Orlando, FL 32810

    Rare 4 bed / 3 bath with a true in-law suite potential in Fairview Shores including a community Pool . This home offers 1,736 sq ft, a 4th bedroom, and a 3rd full bath, with a layout that provides real flexibility—whether you need space for multi-generational living, a private guest suite, or a home office with its own bathroom. The separation in the floor plan is what makes this one stand out,

    Terri Hays ELITE PROPERTIES GROUP OF LAKE , INC

    1107 Alfred Dr, Orlando, FL 32810
  • /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
  • /36

    $429,000

    • 4 Beds
    • 2 Baths
    • 1,628 Sq Ft

    1148 Courtland St, Orlando, FL 32804

    Welcome home to this charming ranch where timeless craftsmanship meets modern comfort. From the moment you step inside, you'll be drawn in by the rich, artistic woodwork that flows throughout — intricate details that speak to true artisan quality and give this home a one-of-a-kind character you simply can't find in new construction. The heart of the home shines with a fully updated kitchen,

    Anna Loftsson-Salmon CENTURY 21 CARIOTI

    1148 Courtland St, Orlando, FL 32804
  • /8

    $150,000

    $135K PRICE INCREASE
    • 2 Beds
    • 1 Bath
    • 832 Sq Ft

    4328 Edgewater Dr Unit C201, Orlando, FL 32804

    Lake Fairview Condominiums is located on Lake Fairview with boat dock and swimming pool. Great fishing, sailing, skiing or just boating across to Grills Lakeside Seafood Deck and Tiki Bar. If you prefer solid land you are minutes from College Park shopping district and downtown Winter Park. Great location at a very affordable price. The unit itself features new paint and flooring throughout and

    David Rose CHARLES RUTENBERG REALTY ORLANDO

    4328 Edgewater Dr Unit C201, Orlando, FL 32804
  • /24

    $482,000

    $43K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,080 Sq Ft

    3518 Fairway Ln, Orlando, FL 32804

    Tucked away on a quiet, dead-end street in the heart of **College Park**, this fully renovated **3 bedroom, 2 bathroom** home is truly turnkey. Situated on a .18-acre lot beneath a beautiful canopy of mature oak trees, the property features a **heated saltwater pool and spa**, expansive paver patio, screened covered porch, and a fully fenced backyard designed for everyday living and entertaining.

    Jen Dollar FOLIO REALTY LLC

    3518 Fairway Ln, Orlando, FL 32804
  • /26

    $189,500

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 222, Winter Park, FL 32789

    Lakefront access in Winter Park under $200K! One of the few condos at this price point offering direct access to Lake Killarney. This move-in ready 1-bedroom, 1-bath residence combines peaceful lakeside living with unbeatable proximity to Winter Park Village shopping, dining, and entertainment. The open-concept living and kitchen area features engineered wood flooring and abundant natural light,

    Christine Bouchard HOMESMART

    2500 Lee Rd Unit 222, Winter Park, FL 32789
  • /23

    $169,000

    $6K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 237, Winter Park, FL 32789

    BRING ALL OFFERS! Welcome to lakeside living! This cozy one-bedroom, one-bathroom condo offers a blend of amenities and convenience. This perfectly located condominium has low HOA FEES and has no assessment fees! Enjoy your days fishing, boating, or hanging out by the pool overlooking gorgeous Lake Killarney, a 240 acre spring-fed lake! Cherish living on the shores of Lake Killarney, complete

    Lydia Cassaro LPT REALTY LLC (DB)

    2500 Lee Rd Unit 237, Winter Park, FL 32789
  • /49

    $175,000

    $55K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 956 Sq Ft

    2500 Lee Rd Unit 208, Winter Park, FL 32789

    This charming two-bedroom, two-bathroom 2nd floor condo offers the perfect blend of comfort and convenience. Featuring tile and luxury vinyl plank flooring throughout, this home provides durability and style for modern living. The HVAC was replaced in 2020 and water, cable and internet are included in the monthly COA fee. Located in a picturesque community ON THE SHORES OF A SKI LAKE, residents

    Debbie Fussell KELLER WILLIAMS REALTY AT THE PARKS

    2500 Lee Rd Unit 208, 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

    $164,900

    • 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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