188

Homes for Sale in 32789

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  • /8

    $849,000

    $49K PRICE INCREASE
    • 4 Beds
    • 2 Baths
    • 1,617 Sq Ft

    1780 Bryan Ave, Winter Park, FL 32789

    Build your dream home in one of Winter Park’s most desirable locations. This 66.6’ x 127’ homesite at 1780 Bryan Avenue offers a rare opportunity to secure the last remaining lot of three consecutive new construction parcels. Surrounded by newly built luxury residences, the property provides a clean slate for custom design while maintaining strong future value.The lot’s generous dimensions

    Nickolas McKee KELLER WILLIAMS WINTER PARK

    1780 Bryan Ave, Winter Park, FL 32789
  • /27

    $114,000

    $16K 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

    $925,000

    $24K 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

    $298,000

    • 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
  • /53

    $2,225,000

    $70K 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
  • /9

    $699,000

    • Land
    • 13,939 Sq Ft
    • $2,184,375 per Acre

    763 Overspin Dr, Winter Park, FL 32789

    Ideally located near Dubsdread Golf Course, this property sits amid the charming, oak-canopied neighborhoods of Winter Park and College Park. Enjoy convenient access to boutique shopping, popular attractions, I-4, and top-rated neighborhood schools: Princeton Elementary, College Park Middle, and Edgewater High. The 100' wide x 140' deep lot is zoned R-1A. To divide the property into two buildable

    Jill Miles Sunshine Realty & Vacation Rentals, LLC

    763 Overspin Dr, Winter Park, FL 32789
  • /45

    $3,390,000

    New Construction $505K PRICE DROP
    • 5 Beds
    • 7 Baths
    • 4,520 Sq Ft

    1751 Glencoe Rd, Winter Park, FL 32789

    Nestled just moments from the boutiques and cafés on Park Avenue, this newly completed masterpiece redefines Winter Park luxury living. Perfectly positioned on an expansive 0.30-acre lot, this residence captures attention from the moment you arrive, with its striking architectural details, a sweeping driveway, and detached garage that together set a tone of timeless sophistication. Inside,

    Julie Christensen ONE LUXURY INTERNATIONAL LLC

    1751 Glencoe Rd, 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
  • /76

    $6,495,000

    New Construction $705K PRICE DROP
    • 5 Beds
    • 6.5 Baths
    • 5,939 Sq Ft

    550 Palmer Ave, Winter Park, FL 32789

    Exquisite new construction with 5 Bedrooms 6.5 Baths and a 3 car garage, in the Heart of Winter Park perfectly positioned on an oversized lot just steps from Park Avenue’s renowned shops, fine dining, and the iconic Winter Park 9-hole golf course, this extraordinary custom residence is a showcase of timeless design and modern luxury. Conceived by acclaimed architect Dan Delong of Origins

    John McDade FANNIE HILLMAN & ASSOCIATES

    550 Palmer Ave, Winter Park, FL 32789
  • /34

    $1,449,900

    New Construction $180K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 2,812 Sq Ft

    607 Ellen Dr, Winter Park, FL 32789

    NEW PRICE!!! Discover sophisticated modern living at 607 Ellen Drive, a stunning new construction home by the acclaimed Lazarus Homes in the heart of Winter Park. This impeccably designed 2,812-square-foot residence showcases contemporary architecture with clean lines, high ceilings, and an abundance of natural light throughout. The open floor plan seamlessly connects living spaces, creating an

    Kelly Price KELLY PRICE & COMPANY LLC

    607 Ellen Dr, 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
  • /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

    $299,000

    $90K 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
  • /65

    $3,995,000

    $655K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,181 Sq Ft

    1161 Valencia Ave, Winter Park, FL 32789

    Conveniently situated near the Winter Park Country Club, this contemporary masterpiece, built by premier builder Z Properties, offers the ideal mix of style, comfort, and modern living. Meticulously maintained with great inspection. Completed in 2021, the residence has 4,181 square feet of thoughtfully designed living space, including four bedrooms each with a private ensuite bath and an

    Lisa Mahjoub THE REAL ESTATE COLLECTION LLC

    1161 Valencia Ave, Winter Park, FL 32789
  • /32

    $470,000

    $80K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,718 Sq Ft

    240 Orange Terrace Dr, Winter Park, FL 32789

    MOVE IN READY - FENCED IN YARD - NO HOA, PRIME WINTER PARK LOCATION, CLOSE TO I-4! Nestled in the heart of Winter Park near Lake Killarney, this beautifully updated 4-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and style. Just minutes from Fairbanks and I-4, you’ll enjoy quick access to top shopping, dining, and all that Winter Park has to offer.Fully renovated in

    Susan Pinnock A+ REALTY PROFESSIONALS, INC

    240 Orange Terrace Dr, 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

    JUST LISTED - RARE 0.48 ACRE VACANT LOT IN DOWNTOWN WINTER PARK - OFFERED AT $4,999,000!!! 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

    Kelly Price KELLY PRICE & COMPANY LLC

    503 N Interlachen Ave, Winter Park, FL 32789
  • /26

    $315,000

    $55K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft

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

    Tucked away in the hidden gem of Killarney Bay, this move-in ready condo offers the perfect blend of privacy, style, and unbeatable location. Just one block from Winter Park Village and only a mile from Park Avenue, you’ll enjoy walkable access to some of the area’s best dining, shopping, and entertainment. Located on the first floor, this beautifully renovated 2-bed, 2-bath home features an open

    Brandon Geers COMPASS FLORIDA LLC

    150 Killarney Bay Ct Unit 5, Winter Park, FL 32789
  • /59

    $1,390,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 3,253 Sq Ft

    501 Lakeview Ave, Winter Park, FL 32789

    MOVE-IN READY! Construction Completed! Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting façade you’ll find an airy two-story layout featuring four bedrooms and 4 1⁄2 baths, including a full en-suite guest retreat on the main level. Three additional bedrooms share the upper floor with a bright loft that

    Marie Ledbetter COLDWELL BANKER REALTY

    501 Lakeview Ave, Winter Park, FL 32789
  • /62

    $4,195,000

    New Construction $555K 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 w/ organic warmth. Now offered at a newly adjusted price, the home presents a compelling opportunity to experience design-forward new construction in the Vias neighborhood. Developed and designed by Steve & Jodie Warrick Konold of Scout & Co., the 3,850-sf

    Padgett McCormick KELLY PRICE & COMPANY LLC

    1150 Via Salerno, Winter Park, FL 32789
  • /54

    $1,890,000

    $405K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,307 Sq Ft

    2614 Parkland Dr, Winter Park, FL 32789

    Fully remodeled! One of the most competitively priced homes featuring over 3,300 SF, in the 32789 zip code, and in the K-8 Audubon Park School District. The K-8 Audubon Park School District is a small pocket, and ranked one of the best district's in the state. Fully remodeled luxury pool homes in the highly sought-after Audubon K-8 and Winter Park school district with over 3,300 square feet of

    Ryan Gaston JW GASTON LLC

    2614 Parkland Dr, 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
  • /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
  • /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

    $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
  • /27

    $700,000

    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft

    865 S Pennsylvania Ave, Winter Park, FL 32789

    LOCATION, LOCATION, LOCATION...Desirable Winter Park "College Quarter" Historic District...Come take a tour of this wonderfully updated Bungalow with lots of windows for natural light, original hardwood floors, beautiful crown molding, and high ceilings. Did I mention the location, Walk to Park Ave, Rollins College, Hannibal Square, Mead Gardens, and Lake Virginia. Looking to "House Hack" then

    Jose Vega LPT REALTY, LLC

    865 S Pennsylvania 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

Showing Results 161 - 188, Page 5 of 5

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