187

Homes for Sale in 32789

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  • /17

    $7,250,000

    New Construction $300K PRICE INCREASE
    • 5 Beds
    • 5.5 Baths
    • 5,905 Sq Ft

    40 Palmer Ave, Winter Park, FL 32789

    Under Construction. Opportunities like this rarely present themself, just a eight-minute walk from the iconic shops, restaurants, and cafés of Park Avenue, 40 Palmer represents a rare convergence of architectural significance, uncompromising craftsmanship, and premier Winter Park location. Built by Vimaro Homes, this extraordinary new construction estate is a statement piece that redefines what

    Julie Christensen ONE LUXURY INTERNATIONAL LLC

    40 Palmer Ave, Winter Park, FL 32789
  • /9

    $1,595,000

    • 3 Beds
    • 2 Baths
    • 2,012 Sq Ft

    1113 Via Del Mar, Winter Park, FL 32789

    Exceptional opportunity in the heart of Winter Park — a truly premier and irreplaceablehomesite offering rare scale, privacy, and extraordinary future build potential. The primaryvalue is in the land, presenting an unparalleled canvas for a custom luxury residence, withvirtually no comparable vacant land available in the immediate vicinity. Set on a tranquil smalllake that

    David Barany BAY HILL REALTY LLC

    1113 Via Del Mar, Winter Park, FL 32789
  • /55

    $475,000

    $75K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,428 Sq Ft

    630 Killarney Bay Ct Unit 3, Winter Park, FL 32789

    Lakefront townhome in desirable Killarney Bay directly on Lake Killarney, offering 2 bedrooms, 2.5 baths, and a one-car carport. This spacious residence features an open living and dining area that flows to a screened porch, perfect for relaxing and enjoying tranquil lake views in a well-maintained complex. Both bedrooms are upstairs for privacy, each with its own bath. A convenient half bath is

    Anthony Consalvo FLORIDA ONE REAL ESTATE LLC

    630 Killarney Bay Ct Unit 3, Winter Park, FL 32789
  • /50

    $1,380,000

    $95K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,170 Sq Ft

    1751 Goodrich Ave, Winter Park, FL 32789

    Welcome to 1751 Goodrich Ave, a beautifully designed residence in the heart of Winter Park! This 4-bedroom, 3.5-bath home showcases thoughtful contemporary architecture with 10' ceilings on both floors, and an open-concept layout that effortlessly blends style and function. With large double paned windows throughout, this home is drenched with an abundance of natural light. High-end finishes

    Stephanie Baldner EXP REALTY LLC

    1751 Goodrich Ave, Winter Park, FL 32789
  • /20

    $695,000

    $55K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,317 Sq Ft

    432 W Swoope Ave, Winter Park, FL 32789

    A short stroll to Park Avenue in 5 minutes. Beautiful townhome, move in ready. Spacious and open floor plan with 4 bedrooms and 3.5 baths.

    Thomas Bonner COLDWELL BANKER REALTY

    432 W Swoope Ave, Winter Park, FL 32789
  • /27

    $284,900

    $45K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 482 Sq Ft

    311 E Morse Blvd Unit 7-19, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. One or more photos have been virtually staged. Welcome to an exceptional opportunity to own a beautifully maintained, move-in ready third-floor corner residence in Whispering Waters—one of Winter Park's most sought-after 55+ communities. Perfectly positioned adjacent to Lake Osceola and just steps from iconic Park Avenue, this rare offering places

    Mathew Kelly TURN-KEY MOVES REALTY

    311 E Morse Blvd Unit 7-19, Winter Park, FL 32789
  • /12

    $1,750,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,350 Sq Ft

    1840 Anzle Ave, Winter Park, FL 32789

    Under Construction. NEW CONSTRUCTION – Under Construction. Welcome to Winter Park! This stunning modern residence is meticulously designed and ideally located near everything. This beautifully crafted home features 4 bedrooms, 2.5 bathrooms, and 2,350 square feet of living space, plus an additional 1,247 square feet of terraces and lanai. The open-concept kitchen showcases quartz countertops,

    Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENT

    1840 Anzle Ave, Winter Park, FL 32789
  • /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
  • /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
  • /7

    $459,900

    $39K PRICE DROP
    • Land
    • 9,147 Sq Ft
    • $2,190,000 per Acre

    3601 Midiron Dr, Winter Park, FL 32789

    Ready to build your dream home or invest in one of Winter Park’s most desirable locations? This oversized, one-of-a-kind lot is ideally situated just across from Dubsdread Golf Course and only minutes from Park Avenue, Winter Park Village, dining, shopping, and entertainment. Enjoy convenient access to major roads while still being nestled in a highly sought-after neighborhood. Located within a

    Juliana Usquiano EMPIRE NETWORK REALTY

    3601 Midiron Dr, Winter Park, FL 32789
  • /7

    $899,000

    $100K PRICE DROP
    • Land
    • 8,276 Sq Ft
    • $4,731,579 per Acre

    731 Midget Dr, Winter Park, FL 32789

    Rare corner lot with stunning views of Lake Midget, located in the heart of Winter Park within an area of modern new-construction homes. This build-ready property offers an exceptional opportunity to create a custom residence in one of the city’s most desirable neighborhoods. Just minutes from Park Avenue and Winter Park Village, with easy access to premier dining, shopping, and

    Juliana Usquiano EMPIRE NETWORK REALTY

    731 Midget Dr, Winter Park, FL 32789
  • /27

    $108,000

    $22K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 881 Sq Ft

    1695 Lee Rd Unit E204, Winter Park, FL 32789

    Welcome to this lovely open-concept 2 bedroom, 1 bathroom condo, perfectly situated in a fantastic area close to plenty of shopping, dining, and everyday conveniences. Ideal for first-time buyers, downsizing, or investors looking for a solid opportunity! This property highlights an open-concept bright interior with great natural light living and dining area. Two spacious bedrooms with 1 bathroom.

    Brandy Ray LOKATION

    1695 Lee Rd Unit E204, Winter Park, FL 32789
  • /29

    $899,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,086 Sq Ft

    560 Ololu Dr, Winter Park, FL 32789

    Nestled on the shores of private, skiable Lake Killarney, this beautifully updated and absolutely adorable 2-bedroom, 2-bath home offers a rare opportunity to enjoy true lakefront living without the upkeep of a large estate. Perfect as a full-time residence, a weekend lake escape, a snowbird retreat, or even an income-producing short-term rental (as previously used by the current owners), this

    Tiffany Yates COMPASS FLORIDA LLC

    560 Ololu Dr, Winter Park, FL 32789
  • /22

    $290,000

    $8K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 710 Sq Ft

    151 N Orlando Ave Unit 115, Winter Park, FL 32789

    Welcome to Lake Killarney Living ... Where Winter Park charm meets everyday convenience. Furniture negotiable, offering added flexibility for buyers or investors. Discover this beautifully appointed 2-bedroom, 1-bath condo in the highly sought-after Lake Killarney Condo Community, perfectly positioned just steps from Winter Park Village, dining, shopping, and the peaceful waters of Lake

    Chris Creegan CREEGAN GROUP

    151 N Orlando Ave Unit 115, Winter Park, FL 32789
  • /59

    $2,195,000

    $100K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,691 Sq Ft

    1885 Temple Dr, Winter Park, FL 32789

    Located in highly desirable Lugano Terrace just steps from the shores of Lake Knowles, this stunning all new interiors, 5-bedroom, 3.5-bath brick home effortlessly blends timeless charm with extensive modern updates. Set on a beautifully oversized landscaped lot with a roundabout driveway. Winter Park’s most sought-after neighborhoods adjacent to the Vias, Winter Park Racquet Club and Dommerich

    Jennifer Sloan COMPASS FLORIDA LLC

    1885 Temple Dr, Winter Park, FL 32789
  • /30

    $630,000

    $195K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,472 Sq Ft

    2612 Roxbury Rd, Winter Park, FL 32789

    SELLER MOTIVATED!! Potential of an extra one percent for closing costs, just ask your agent!!Come view this NEXTGEN Home FULLY MODERNIZED 5-bedroom, 3-bathroom home offering flexibility, and comfort that Includes an Attached 2 Bed/1 Bath IN- LAW SUITE!! Step inside to an open and airy layout featuring Luxury plank flooring, fresh neutral paint, and large windows that fill the home with

    Laura Mcadams EXP REALTY LLC

    2612 Roxbury Rd, Winter Park, FL 32789
  • /34

    $1,389,500

    New Construction $241K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 2,812 Sq Ft

    607 Ellen Dr, Winter Park, FL 32789

    GORGEOUS NEW CONSTRUCTION IN WINTER PARK!Discover sophisticated modern living at 607 Ellen Drive — a brand-new construction masterpiece by the acclaimed Lazarus Homes, perfectly positioned in the heart of Winter Park. At this new price, it's simply unmatched value for new construction in this location. This impeccably designed 2,812-square-foot residence showcases striking contemporary

    Kelly Price KELLY PRICE & COMPANY LLC

    607 Ellen Dr, Winter Park, FL 32789
  • /89

    $8,950,000

    • 7 Beds
    • 11 Baths
    • 11,255 Sq Ft

    1120 Preserve Point Dr, Winter Park, FL 32789

    In the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean estate is a private oasis. With over 11,000 square feet of living area and a beautifully landscaped lakefront lot, this residence offers an exceptional blend of elegance, charm and privacy rarely found in Winter Park. The home features seven spacious bedrooms and nine full and two half baths.

    Hal George PREMIER SOTHEBY'S INTL. REALTY

    1120 Preserve Point Dr, Winter Park, FL 32789
  • /6

    $3,650,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,719 Sq Ft

    207 E Kings Way, Winter Park, FL 32789

    Under Construction. Step into a world where the timeless charm of Old Winter Park meets the pinnacle of modern luxury designed by Winter Park Design and masterfully crafted by renowned builder Vimaro Homes. Nestled on one of Winter Park’s most coveted tree-lined streets, this stately home immediately commands attention with its double-entry driveway, framed by manicured landscaping and a sense of

    Julie Christensen ONE LUXURY INTERNATIONAL LLC

    207 E Kings Way, Winter Park, FL 32789
  • /38

    $3,235,000

    New Construction $260K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 3,863 Sq Ft

    1821 Englewood Rd, Winter Park, FL 32789

    This stunning new contemporary residence, a five-bedroom, five-and-a-half bath home by the renowned Rex-Tibbs Development, a custom builder for over 40 years, continues to set the standard for luxury living. Perfectly situated on a premium, quiet, charming brick street, the home blends clean architectural lines with timeless finishes and thoughtful design details. An elegant foyer immediately

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    1821 Englewood Rd, Winter Park, FL 32789
  • /25

    $279,000

    $110K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 570 Sq Ft

    311 E Morse Blvd Unit 7-11, Winter Park, FL 32789

    Charming Downtown Winter Park Pied-à-Terre – Steps from Park Avenue!Welcome to Whispering Waters, a beautifully maintained mid-century community nestled on the shores of Lake Osceola. This light-filled corner studio offers a rare opportunity to own a piece of Winter Park’s most coveted location—just steps from Park Avenue, Central Park, and all the cultural charm the city has to

    Mary Colton FANNIE HILLMAN & ASSOCIATES

    311 E Morse Blvd Unit 7-11, Winter Park, FL 32789
  • /12

    $4,500,000

    $499K PRICE DROP
    • Land
    • 20,908 Sq Ft
    • $9,375,000 per Acre

    503 N Interlachen Ave, Winter Park, FL 32789

    RARE 0.48 ACRE VACANT LOT IN DOWNTOWN WINTER PARK - OFFERED AT $4,500,000! Zoned R-3, this multi-family, prime piece of land is ready for development. Luxury townhomes or condos, nothing but pure potential. Located near the intersection of N. Interlachen Avenue and Canton Avenue, this parcel is just 1-block to Park Avenue's boutique shops, award-winning restaurants, and esteemed businesses.

    Kelly Price KELLY PRICE & COMPANY LLC

    503 N Interlachen Ave, Winter Park, FL 32789
  • /64

    $3,975,000

    New Construction $775K PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 3,850 Sq Ft

    1150 Via Salerno, Winter Park, FL 32789

    In the heart of Winter Park, 1150 Via Salerno is a newly completed Mediterranean-minimalist residence that blends architectural refinement with organic warmth. Now offered at a compelling new price, the home presents a rare opportunity to experience architecturally distinctive new construction in the Vias neighborhood. Conceived, developed & designed by Steve & Jodie Konold of Scout & Co., the

    Padgett McCormick KELLY PRICE & COMPANY LLC

    1150 Via Salerno, Winter Park, FL 32789
  • /5

    $1,395,000

    $195K PRICE INCREASE
    • Land
    • 13,503 Sq Ft
    • $4,500,000 per Acre

    1560 Lakehurst Ave, Winter Park, FL 32789

    AMAZING opportunity to build your new home in this phenomenal neighborhood! The existing home is a tear-down and the value of the property lies in the expansive 13,441 sf (.31 Acre) lot. With this tremendous 100 ft wide lot, the property affords any new buyer ample space to build their dream home. Plus, the locale is ideal...Tucked away on a charming, quiet brick street, the property is an easy

    Dawn Romance FANNIE HILLMAN & ASSOCIATES

    1560 Lakehurst Ave, Winter Park, FL 32789
  • /2

    $205,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,149 Sq Ft

    1695 Lee Rd Unit C202, Winter Park, FL 32789

    This property located in a peaceful community IN WINTER PARK. and easy access to FL I-4 , short drive distance to Rollins College, UCF, Valencia college, Hospitals, shopping center, restaurants and Orlando Theme Park. This unit located on the second floor, it has 3 bedrooms 2, bathrooms, open floor plan. The community amenities include a large pool with lounge chairs, playground and gazebo. This

    Hoover Yap PRIMESTATE REALTY, INC.

    1695 Lee Rd Unit C202, Winter Park, FL 32789
  • /26

    $370,000

    • 3 Beds
    • 2 Baths
    • 1,283 Sq Ft

    780 Baffie Ave, Winter Park, FL 32789

    Great opportunity to live in Winter Park in the Dubsdread Golf Community. This 3 bedroom, 2 bath home is situated on a deep lot (50 x 140) with 1283 sq. ft., Bamboo hardwood floors in several rooms, split bedroom floor plan, large kitchen with tile floors, and oak cabinets, and the dining room has a tongue and groove wood ceiling. The primary bedroom has Bamboo floors, tongue and groove wood

    Melissa Woodman FANNIE HILLMAN & ASSOCIATES

    780 Baffie Ave, Winter Park, FL 32789
  • /2

    $2,450,000

    • 5 Beds
    • 5.5 Baths
    • 4,010 Sq Ft

    1771 Taylor Ave, Winter Park, FL 32789

    Custom Winter Park home completed in 2019 by FG Schaub Custom Home Builder. Contemporary Florida living awaits in this newly built home, boasting a spacious open floor plan spanning over 4,000 square feet with five bedrooms and five-and-a-half baths. Delight in the stunning gourmet kitchen, gas cooktop, oversized island and an extended walk-in pantry with cabinets. Distinctive features include

    Michelle Hochfelder PREMIER SOTHEBY'S INTL. REALTY

    1771 Taylor Ave, Winter Park, FL 32789

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