Homes in ZIP Code 32789

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  /40

  $1,675,000 Open Sun 12PM - 3PM

  • 4 Beds
  • 5 Baths
  • 3,478 Sq Ft

  1350 Lyndale Blvd, Winter Park, FL 32789

  THIS HOUSE CHECKS ALL OF THE BOXES!!!Situated on a quiet one-way street in Winter Park and recently renovated is this 4 bed, 3 full 2 half bath home built with style and elegance. From the 10’ ceilings to Brazilian cherry floors, a gourmet kitchen, screened pool and generous bonus room above the oversized garage with tons of storage, this home has it all. The impressive gourmet

  Carol Wittman PALMANO GROUP RE BROKERAGE LLC

  1350 Lyndale Blvd, Winter Park, FL 32789
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  /16

  $2,700 per month

  • 3 Beds
  • 2 Baths
  • Condo for Rent

  2500 Euston Rd, Winter Park, FL 32789

  Property Id: 2001904This property has a wide range of options available for residents that are looking for a balance of price, quality and location!

  2500 Euston Rd, Winter Park, FL 32789
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  /2

  $425,000 Sold Jul 01, 2025

  • 1,032 Sq Ft
  • $412/SF
  • 112 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1950

  1550 Indiana Ave, Winter Park, FL 32789

  Discover the charm of this beautiful 3-bedroom home in the heart of Winter Park, one of the most desirable areas in Central Florida!• Bedrooms: 3 bedrooms, offering comfort and functionality. • Location: Situated on a serene street, providing the quintessential Winter Park lifestyle. • Roof: Recently replaced, ensuring long-term durability and peace of mind. •

  Ayrys Torres TALENT REALTY SOLUTIONS

  1550 Indiana Ave, Winter Park, FL 32789
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  /36

  Est $1,444,075 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,950 Sq Ft

  1405 Chapman Cir Unit OR, Winter Park, FL 32789

  1405 Chapman Cir Unit OR, Winter Park, FL 32789
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  /24

  $365,000

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft

  260 Killarney Bay Ct Unit 6-6, Winter Park, FL 32789

  Welcome to Killarney Bay! This beautifully updated 2-bedroom, 1-bathroom Second-floor condo offers an airy, modern feel with vaulted ceilings, luxury vinyl plank flooring, and abundant natural light throughout. The open-concept kitchen features white cabinetry, stainless steel appliances, a large island, and quartz countertops, perfect for cooking and entertaining. The spacious bathroom

  Kyle Smith CHARLES RUTENBERG REALTY ORLANDO

  260 Killarney Bay Ct Unit 6-6, Winter Park, FL 32789
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  /67

  $5,050 per month

  • 4 Beds
  • 3 Baths
  • 2,422 Sq Ft
  • House for Rent

  2627 Verona Trail, Winter Park, FL 32789

  Beautiful 4 bedroom/ 3 bath Pool home for rent in Winter Park Range, D/W, Disposal, Central Heat and A/C.

  Rick Sein REALSOURCE PROPERTY MANGNT LLC

  2627 Verona Trail, Winter Park, FL 32789
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  /2

  $805,000 Sold Jul 01, 2025

  • 1,813 Sq Ft
  • $444/SF
  • 143 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1958

  1795 Walker Ave, Winter Park, FL 32789

  *** IN-LAW SUITE *** The highlight of this 95% NEW CONSTRUCTION home is the IN-LAW SUITE, perfectly positioned at the rear with a PRIVATE ENTRANCE, two bedrooms, and a full bathroom. Whether used for family, guests, or as an income-producing rental, this suite offers flexibility and added value. The in-law suite is connected to the main residence via artificial grass breezeway. This meticulously

  Tiffany Pantozzi ALIGN REAL ESTATE LLC

  1795 Walker Ave, Winter Park, FL 32789
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  /55

  Est $1,108,621 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,193 Sq Ft

  1772 Mondrian Cir, Winter Park, FL 32789

  1772 Mondrian Cir, Winter Park, FL 32789
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  /60

  $1,470,000

  • 4 Beds
  • 3.5 Baths
  • 3,349 Sq Ft

  2401 Lafayette Ave, Winter Park, FL 32789

  Professional deep cleaning will be paid for by seller before closing! Experience the charm and elegance of Winter Park living in this beautifully designed 4-bedroom, 3.5-bath home offering 3,604 square feet of thoughtfully crafted space. Built in 2014, this residence combines timeless architectural character with modern functionality, all nestled on a quiet, tree-lined street in one of

  Nehad Darwish DIVINE ESTATES REALTY LLC

  2401 Lafayette Ave, Winter Park, FL 32789
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  /20

  $6,000 per month

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • House for Rent

  860 N Denning Dr, Winter Park, FL 32789

  AVAILABLE NOW !! 30 Day minimum! Fully furnished all utilities included and high speed internet !! You can't beat it!! NEW CONSTRUCTION Luxury Home north of Downtown Orlando in the heart of Winter Park steps from Winter Park Village near the Famous Park Ave where you'll find unlimited entertainment choices including dining, shopping, nightlife, axe throwing etc You WILL LOVE this custom home!! NO

  860 N Denning Dr, Winter Park, FL 32789
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  /2

  $1,650,000 Sold Jun 30, 2025

  • 3,379 Sq Ft
  • $488/SF
  • 15 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 2005

  2339 Lafayette Ave, Winter Park, FL 32789

  This Beautiful Winter Park Home is located between the "Vias" and "Tree Streets" for convenient access to highly coveted schools, Interlachen Country Club, Winter Park Racquet Club, YMCA and everything you love about Winter Park. Spacious and well proportioned rooms distinguish this beautiful home through its balance of both large, open spaces for casual indoor/outdoor entertaining and more

  Skip Kirst COLLADO REAL ESTATE

  2339 Lafayette Ave, Winter Park, FL 32789
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  /16

  Est $1,053,096 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,110 Sq Ft

  2400 Roxbury Rd, Winter Park, FL 32789

  2400 Roxbury Rd, Winter Park, FL 32789
• 

  

  /23

  $355,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,448 Sq Ft

  700 Melrose Ave Unit C22, Winter Park, FL 32789

  CLICK ON VIRTUAL TOUR to get an overview of the complex.Discover a RARE opportunity to own a 3 BEDROOM 2.5 BATH unit at beautiful Winter Park Gardens. One of only seven 3 BEDROOM units so infrequently available. Enjoy stunning floor to ceiling views of lush landscaping, walking paths, pond, and the expansive 8.1-acre gardens in your tropical sunroom. Located in a vibrant 55+ community that

  Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

  700 Melrose Ave Unit C22, Winter Park, FL 32789
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  /11

  $2,730 per month

  • 3 Beds
  • 2 Baths
  • 1,160 Sq Ft
  • House for Rent

  460 Cambridge Blvd Unit A, Winter Park, FL 32789

  Fully renovated 3-bedroom, 2-bath home in the heart of Winter Park—available for immediate move-in! This charming unit features an updated kitchen with stainless steel appliances, durable vinyl plank flooring throughout, and a full-sized washer and dryer for added convenience. Enjoy private parking and an oversized fenced backyard, perfect for entertaining or relaxing outdoors. Located near

  Amy Fouraker 4 ACRE REALTY LLC

  460 Cambridge Blvd Unit A, Winter Park, FL 32789
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  /2

  $217,500 Sold Jun 30, 2025

  • 913 Sq Ft
  • $238/SF
  • 35 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1967

  1250 S Denning Dr Unit 230, Winter Park, FL 32789

  Welcome to this beautifully maintained 2-bedroom, 2-bath condo in the serene community of Mead Gardens. This second-floor unit offers the ease of single-level living once inside, featuring an open-concept layout filled with natural light. The updated kitchen (2016) boasts stylish tile flooring that mimics hardwood, granite countertops, a farmhouse sink, and stainless-steel appliances, all

  Jenny Lake FANNIE HILLMAN & ASSOCIATES

  1250 S Denning Dr Unit 230, Winter Park, FL 32789
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  /19

  Est $2,663,145 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,205 Sq Ft

  350 Beloit Ave, Winter Park, FL 32789

  350 Beloit Ave, Winter Park, FL 32789
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  /47

  $1,395,000

  • 4 Beds
  • 3.5 Baths
  • 2,953 Sq Ft

  1420 Palmer Ave, Winter Park, FL 32789

  Luxurious Retreat in the Heart of Winter Park’s Premier Neighborhood – Minutes from Park Ave!Discover timeless elegance in this stunning 4-bedroom, 3.5-bathroom home offering 2,953 square feet of thoughtfully designed living space. Nestled on tree-lined streets in one of Winter Park’s most coveted areas, surrounded by multi-million-dollar estates and just moments from the Winter Park Chain of

  Amy Turner KELLER WILLIAMS WINTER PARK

  1420 Palmer Ave, Winter Park, FL 32789
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  /12

  $1,200 per month

  • 2 Beds
  • 1 Bath
  • 713 Sq Ft
  • Condo for Rent

  1360 Formosa Ave Unit 1360 Formosa, Winter Park, FL 32789

  Centrally located 2/1 apartment. Near Shopping, gas, churches, golf, I4 access, park and much more. Across the street is Orlando. Hardwood floors.

  1360 Formosa Ave Unit 1360 Formosa, Winter Park, FL 32789
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  /2

  $699,000 Sold Jun 30, 2025

  • 1,772 Sq Ft
  • $394/SF
  • 110 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  1632 Haven Dr, Orlando, FL 32803

  Welcome to your dream home in vibrant Wadeview Park! This exquisite new construction townhome by David Weekley Homes offers modern living with a touch of elegance, boasting 1,772 square feet of thoughtfully designed space. Perfect for families and professionals alike, this residence features 3 Spacious Bedrooms: Enjoy restful retreats in generously sized bedrooms, each designed with comfort and

  Robert St. Pierre WEEKLEY HOMES REALTY COMPANY

  1632 Haven Dr, Orlando, FL 32803
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  /46

  Est $997,429 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,085 Sq Ft

  1913 S Lakemont Ave, Winter Park, FL 32792

  1913 S Lakemont Ave, Winter Park, FL 32792
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  /48

  $1,499,000

  • 5 Beds
  • 4 Baths
  • 4,181 Sq Ft

  1327 Bridgeport Dr, Winter Park, FL 32789

  This 5 bedroom, 4 full bathroom one story refreshed ranch estate boasts nearly 4,200 sq ft and features 3 fireplaces, double primary suites, and sprawls out on an oversized .36 acre lot, overlooking an open air salt water & solar heated pool. Updates & upgrades include: full roof replacement with transferable warranty (2023), new windows with transferable warranty (2023), 4 newer ACs (2 are 2023

  Jennifer Christ RE/MAX TOWN & COUNTRY REALTY

  1327 Bridgeport Dr, Winter Park, FL 32789
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  /36

  $5,600 per month

  • 4 Beds
  • 2.5 Baths
  • 2,406 Sq Ft
  • House for Rent

  1580 Oakhurst Ave, Winter Park, FL 32789

  Prepare to be impressed by this beautiful two story home on a charming brick paved street in Winter Park! This 4 bed 2.5 bathroom home awaits you with recent interior and exterior paint updates, hard wood floors, granite countertops and upgraded stainless steel appliances. A grapefruit tree and lush landscaping create a serene setting to relax on your sprawling front porch. Upon entering you are

  Lisa Gould KELLER WILLIAMS WINTER PARK

  1580 Oakhurst Ave, Winter Park, FL 32789
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  /2

  $315,000 Sold Jun 30, 2025

  • 1,148 Sq Ft
  • $274/SF
  • 156 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1969

  690 Osceola Ave Unit 209, Winter Park, FL 32789

  Welcome to 690 Osceola Avenue, a lakefront complex in the heart of Winter Park. This sleek, modern residence offers the perfect blend of contemporary design and convenient urban living, just minutes (less than a mile) from the charming shops, restaurants and cultural attractions of Winter Park's renowned Park Avenue. This two-bedroom, two-bath condominium has a private screened balcony with

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  690 Osceola Ave Unit 209, Winter Park, FL 32789
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  /18

  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,813 Sq Ft

  1411 Miller Ave, Winter Park, FL 32789

  1411 Miller Ave, Winter Park, FL 32789
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  /55

  $1,514,950

  • 4 Beds
  • 4 Baths
  • 3,474 Sq Ft

  952 Moss Ln, Winter Park, FL 32789

  Discover the allure of 952 Moss Ln, a stunning residence in the heart of Winter Park that seamlessly blends elegance and modern comfort. This captivating 4-bedroom, 3-bathroom home exudes warmth and sophistication, creating an inviting haven for discerning buyers. Sunlight floods every room, highlighting the home’s refined details and creating a luminous, welcoming atmosphere. Step inside to find

  Terry Connors THE SHOP REAL ESTATE CO.

  952 Moss Ln, Winter Park, FL 32789
• 

  

  /23

  $1,700 per month

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • Condo for Rent

  1331 Harmon Ave Unit 1333 Harmon Ave, Winter Park, FL 32789

  Updated and adorable condo/ townhome with hardwood floors and travertine floors, 2 bedrooms, 1.5 bath with 2 patios, storage, fans, and beautiful natural light through large windows.

  1331 Harmon Ave Unit 1333 Harmon Ave, Winter Park, FL 32789
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  /2

  $228,000 Sold Jun 27, 2025

  • 736 Sq Ft
  • $310/SF
  • 16 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1948

  1979 Staunton Ave, Winter Park, FL 32789

  This cozy 1-bedroom, 1-bath bungalow is your ticket into one of Winter Park’s most desirable neighborhoods—just steps from beautiful Lake Killarney and surrounded by some of the city’s best dining, shopping, and entertainment. Whether you’re looking for a charming personal retreat, a smart investment, or a renovation project with serious upside, this property delivers with its unbeatable location

  Michael Kara CORBELO LLC

  1979 Staunton Ave, Winter Park, FL 32789
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  /39

  Est $1,579,950 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,345 Sq Ft

  1007 S Pennsylvania Ave, Winter Park, FL 32789

  1007 S Pennsylvania Ave, Winter Park, FL 32789
• 

  

  /59

  $1,495,000

  • 3 Beds
  • 3 Baths
  • 2,351 Sq Ft

  1741 Palmer Ave, Winter Park, FL 32789

  Welcome home to this one-of-a-kind, single-story Tuscan-style retreat nestled on an oversized lot in the heart of highly coveted Winter Park. From the moment you arrive, the round circular paver driveway and beautifully landscaped exterior set the tone for the warmth and elegance that awaits inside. Enter through custom wrought-iron gates into a private covered and screened in courtyard lanai,

  Albin Hubscher CENTRAL FLORIDA PRIME REAL ESTATE LLC

  1741 Palmer Ave, Winter Park, FL 32789
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  /26

  $2,600 per month

  • 2 Beds
  • 2 Baths
  • 1,375 Sq Ft
  • House for Rent

  1513 Harmon Ave, Winter Park, FL 32789

  New Kitchen Updates completing SOON!!!! This fantastic 2/2 plus office Orwin Manor home features hardwood flooring throughout with tile in kitchen and Florida Room/Sunroom areas. Florida Room/sunroom is perfect light and bright area for home office/workspace/flex/fitness room. Great Room is a generous space for larger modular or L-couch layout. Newer interior paint throughout. Primary suite is

  Vincent Scarlatos CORCORAN PREMIER REALTY

  1513 Harmon Ave, Winter Park, FL 32789
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  /2

  $672,000 Sold Jun 27, 2025

  • 1,350 Sq Ft
  • $498/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1982

  300 Carolina Ave Unit 304, Winter Park, FL 32789

  Welcome to Park West — an exclusive, gated enclave ideally situated just moments from the vibrant heart of downtown Winter Park. This impeccably maintained 3-bedroom, 2-bathroom residence with a versatile den offers an exceptional combination of elegance, comfort, and convenience. The den, currently utilized as a private home office, can easily serve as a third bedroom to accommodate your

  Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

  300 Carolina Ave Unit 304, Winter Park, FL 32789
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  /17

  Est $327,438 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,160 Sq Ft

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

  520 Killarney Bay Ct Unit 2, Winter Park, FL 32789
• 

  

  /18

  $349,800

  • 1 Bed
  • 1 Bath
  • 823 Sq Ft

  1308 S Pennsylvania Ave Unit 3, Winter Park, FL 32789

  PRICE IMPROVEMENT! WINTER PARK FOR UNDER 350k!!! Sip coffee or tea overlooking lush Mead Gardens from your private deck. Unwind beneath vaulted ceilings and skylights, and enjoy life just moments from Rollins College and the vibrant shops and restaurants of Park Avenue. This spacious one-bedroom, one-bath gem features a stylishly updated kitchen with sleek stone counters and a sophisticated tile

  Michelle Richardson KELLER WILLIAMS CLASSIC

  1308 S Pennsylvania Ave Unit 3, Winter Park, FL 32789
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  /10

  $1,500 per month

  • 2 Beds
  • 1 Bath
  • 1,078 Sq Ft
  • Condo for Rent

  1695 Lee Rd Unit C-214, Winter Park, FL 32789

  This is a 2/2 on a second floor this unit has stackable W/D. This ample unit also has new appliance and a balcony. .

  1695 Lee Rd Unit C-214, Winter Park, FL 32789
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  /2

  $3,100,000 Sold Jun 27, 2025

  • 4,260 Sq Ft
  • $728/SF
  • 45 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 2025

  731 Williams Dr, Winter Park, FL 32789

  Introducing a stunning brand-new custom home by Butler Ridge Development, located in the highly desirable Park Grove neighborhood—strolling distance to Winter Park’s famed Park Avenue. This home offers timeless elegance, modern luxury, and walkable access to top-tier dining, shopping, and culture. From the inviting circular drive and professionally designed landscaping by Joe Knight, including a

  Nancy Bagby FANNIE HILLMAN & ASSOCIATES

  731 Williams Dr, Winter Park, FL 32789
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  /30

  Est $747,783 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,637 Sq Ft

  1835 Jessica Ct, Winter Park, FL 32789

  1835 Jessica Ct, Winter Park, FL 32789
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  /62

  $1,575,000

  • 5 Beds
  • 8 Baths
  • 3,626 Sq Ft

  1742 Barcelona Way, Winter Park, FL 32789

  OPPORTUNITY AWAITS – PURE POTENTIAL IN WINTER PARK’S SEVILLA NEIGHBORHOOD! Rare, Tudor-style estate sits on an oversized 0.44 acre lot (19,217 SF) at the end of a quiet cul-de-sac and offers elevated views of Lake Sue. Originally built in the 1970’s, this well-built, concrete block home, offers a very spacious interior layout with 5-bedrooms, 5 full baths, 2 half baths, formal living & dining

  Kelly Price KELLY PRICE & COMPANY LLC

  1742 Barcelona Way, Winter Park, FL 32789
• 

  

  /18

  $4,340 per month

  • 3 Beds
  • 2 Baths
  • 1,570 Sq Ft
  • House for Rent

  332 N Phelps Ave, Winter Park, FL 32789

  Discover the allure of this Winter Park retreat! Nestled in a prime location, this delightful 3 bedroom, 2 bathroom abode boasts a sunlit open floor plan that invites comfort and relaxation. Adorned with warm wood flooring and custom millwork, the home exudes charm at every turn. The heart of this residence is its inviting kitchen, complete with ample counter space, abundant storage, and a

  David Drawdy KELLER WILLIAMS REALTY AT THE PARKS

  332 N Phelps Ave, Winter Park, FL 32789
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  /2

  $1,025,000 Sold Jun 27, 2025

  • 2,546 Sq Ft
  • $403/SF
  • 55 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2019

  2680 Oglesby Ave, Winter Park, FL 32789

  Welcome to your Winter Park dream home—a modern farmhouse masterpiece blending timeless design with contemporary comforts. Built in 2019, this single-family home offers four spacious bedrooms, two and a half baths, and luxurious finishes you'll cherish for years.Nestled between the highly coveted areas and school zones of College Park and Winter Park, this property is an opportunity you

  Kris Kennedy COMPASS FLORIDA LLC

  2680 Oglesby Ave, Winter Park, FL 32789
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  /3

  Est $2,167,303 Not Listed For Sale

  150 Whipple Ave, Winter Park, FL 32789

  150 Whipple Ave, Winter Park, FL 32789

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