Homes for Sale near Trinity Preparatory School

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  /26

  $199,999

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  500 Banyon Tree Cir Unit 104, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Welcome to this beautifully renovated 3-bedroom, 2-bathroom first-floor condominium located in the established Carrington Park community. Offering 1,428 square feet of thoughtfully designed living space, this home combines modern upgrades with everyday functionality. Step inside to find a fresh, clean interior featuring tile and NEW beautiful luxury

  Amy Turner KELLER WILLIAMS WINTER PARK

  500 Banyon Tree Cir Unit 104, Maitland, FL 32751
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  /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
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  /64

  $1,065,000

  • 4 Beds
  • 3 Baths
  • 3,050 Sq Ft

  1245 Wading Waters Cir, Aloma, FL 32792

  In the private gates of Hawks Crest, this exquisite Palermo II residence by Meritage Homes showcases over $300,000 in luxurious upgrades and an impeccable blend of elegance and modern comfort. Designed for effortless living and grand entertaining, the single-story floor plan offers an inviting open concept layout. A spacious living area centers around an electric fireplace and expansive glass

  Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

  1245 Wading Waters Cir, Aloma, FL 32792
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  /66

  $4,545,000

  • 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. 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 additional powder room. A 412-square-foot casita with a

  Lisa Mahjoub THE REAL ESTATE COLLECTION LLC

  1161 Valencia Ave, Winter Park, FL 32789
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  /2

  $899,000

  • Land
  • 4.69 Acres
  • $191,684 per Acre

  10336 Buck Rd, Orlando, FL 32817

  Beautiful 4.69 acre land including a 3/2 fixer upper home. Great for development at a great location! MUST SEE!

  Elaine Masood HEARTFELT REALTY HOMETEAM

  10336 Buck Rd, Orlando, FL 32817
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  /36

  $210,000

  • 2 Beds
  • 1 Bath
  • 871 Sq Ft

  1920 Summer Club Dr Unit 110, Oviedo, FL 32765

  One or more photo(s) has been virtually staged. For your consideration, a lovely, move-in ready two-bedroom, one bath condominium. This freshly painted home is located on the first floor (no steps!), and features a brand-new HVAC system, new LVP flooring, washer and dryer hook-ups, huge walk-in closets, and a separate storage closet. The location is perfect: close to an abundance of shopping,

  Jack Keller JACK KELLER INC

  1920 Summer Club Dr Unit 110, Oviedo, FL 32765
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  /12

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft

  3650 Oakdale Cir Unit 100, Oviedo, FL 32765

  This condo is occupied by tenants for steady income but can be vacated if requested by buyers. Welcome to this charming and meticulously maintained 3-bedroom, 2-bathroom home in the highly sought-after heart of Oviedo! HOA fee includes internet and basic cable. This property offers peaceful living just minutes from the University of Central Florida, top-rated Seminole County schools, major

  Moe Mossa SAVVY AVENUE, LLC

  3650 Oakdale Cir Unit 100, Oviedo, FL 32765
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  /24

  $309,900

  • 3 Beds
  • 2 Baths
  • 1,336 Sq Ft

  2927 Ahern Dr, Orlando, FL 32817

  Welcome to 2927 Ahern Drive, a beautifully updated 3-bedroom, 2-bath home nestled on an expansive 0.34-acre lot in East Orlando. This turnkey residence offers modern comfort, thoughtful updates, and a prime location just minutes from the University of Central Florida, major highways, and local shopping. Step inside to discover a bright, open floor plan with new luxury vinyl plank flooring,

  Matthew Hodge M HODGE REALTY LLC

  2927 Ahern Dr, Orlando, FL 32817
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  /27

  $397,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  309 Redwing Way, Casselberry, FL 32707

  WELCOME HOME to this charming single-family house, in the desirable Sterling Park community of Deer Run. This popular area is centrally located close to Winter Park, UCF, Full Sail and Rollins College. The home offers 3 bedrooms and 2 bathrooms, a large spacious eat-in kitchen, along with a sizable Great Room and vaulted ceilings! The Great Room includes a wood burning fireplace as a focal

  Tricia Ramsby BHHS FLORIDA REALTY

  309 Redwing Way, Casselberry, FL 32707
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  /34

  $469,900

  • 3 Beds
  • 2 Baths
  • 1,939 Sq Ft

  3054 Bluebrook Dr, Winter Park, FL 32792

  Step into your dream home located in the charming Winter Park, Florida. This stunning property boasts 3 bedrooms and 2 bathrooms, perfect for a growing family or those who love to entertain. As you enter, you are greeted by a cozy fireplace, ideal for chilly Florida evenings. The spacious living room flows seamlessly into the gourmet kitchen, complete with granite countertops and stainless steel

  Trisha Deokinandan ALORA REALTY GROUP INC

  3054 Bluebrook Dr, Winter Park, FL 32792
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  /2

  $135,000

  • 2 Beds
  • 1 Bath
  • 830 Sq Ft

  5885 Dahlia Dr Unit 30/215, Orlando, FL 32807

  This cozy 2-bedroom, 1-bathroom condo is situated in the tranquil Lake Barton Villas community, offering a blend of comfort and convenience. Ideal for first-time homebuyers or investors seeking a turnkey rental property.

  Rosa Rivera SKINNER REALTY, INC.

  5885 Dahlia Dr Unit 30/215, Orlando, FL 32807
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  /4

  $3,960,000

  • Land
  • 1.81 Acres
  • $2,187,845 per Acre

  0 Aloma Ave, Winter Park, FL 32789

  Entire 1.81 (+/-) acre platted subdivision for sale. Total of 7 lots in desirable 32789 city of Winter Park. Six lots are zoned for residential use and one is currently zoned for office use. Link to recorded plat and HOA information available upon request.

  Ruth Ryan RUTH PRITCHARD RYAN

  0 Aloma Ave, Winter Park, FL 32789
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  /18

  $400,000

  • 3 Beds
  • 2 Baths
  • 1,587 Sq Ft

  909 Augusta National Blvd Unit 1, Winter Springs, FL 32708

  Price improvement — excellent value in Winter Springs. This spacious 3BR/2BA home features a new roof (2025), low taxes, low-fee HOA, and 1,587 sq ft of comfortable living space. Conveniently located near top-rated schools, parks, shopping, dining, and major commuter routes. Showings by appointment only — schedule yours today.

  Kim Pollaro REAL BROKER, LLC

  909 Augusta National Blvd Unit 1, Winter Springs, FL 32708
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  /28

  $459,990

  • 3 Beds
  • 2 Baths
  • 1,671 Sq Ft

  1932 Houndslake Dr, Winter Park, FL 32792

  Newly renovated 3 Bedroom 2 Bath in a well establish community of Cedar Ridge. Conveniently located in Winter Park Seminole County. Pool home. The office can easily turn into a 4th bedroom if needed. New tile floors throughout. Open, airy and bright. Updated kitchen with quartz countertop. New stainless steel appliances. New roof 2024, new water heater 2024, whole house plumbing re-piped 2025,

  Trung Nguyen LA ROSA REALTY LLC

  1932 Houndslake Dr, Winter Park, FL 32792
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  /32

  $179,900

  • 2 Beds
  • 2 Baths
  • 953 Sq Ft

  224 Lewfield Cir Unit 224, Winter Park, FL 32792

  Welcome to easy, low-maintenance living in the heart of highly sought-after Winter Park! This charming 2-bedroom, 2-bath second-floor condo features a smart, functional layout and an unbeatable location just minutes from everything Central Florida has to offer. Major updates include a 2019 water heater, HOA-completed roofing and plumbing improvements (2019), plus a whole-home warranty for added

  Chris Creegan CREEGAN GROUP

  224 Lewfield Cir Unit 224, Winter Park, FL 32792
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  /8

  $800,000

  • Land
  • 0.19 Acre
  • $4,210,526 per Acre

  1760 Bryan Ave, Winter Park, FL 32789

  Discover a truly unique offering in the heart of Winter Park! This property, located at 1760 Bryan Avenue, is being offered along with the adjoining lots at 1770 and 1780 Bryan Avenue. While available together as a rare collection of three consecutive parcels, each lot is also being sold separately at individual prices, giving buyers the flexibility to purchase one, two, or all

  Nickolas McKee KELLER WILLIAMS WINTER PARK

  1760 Bryan Ave, Winter Park, FL 32789
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  /34

  $421,000

  • 3 Beds
  • 2 Baths
  • 1,446 Sq Ft

  209 Twelve League Cir, Casselberry, FL 32707

  SELLER OFFERING BUYER $5000 TOWARDS RATE BUY DOWN OR CLOSING COSTS! NEW KITCHEN. NEW BATHROOMS. NEW FLOORS. NEW AC. NEW APPLIANCES. PARTIALLY FENCED IN YARD. ROOF 2017. FIREPLACE. Pack your bags and move right into this renovated retreat with modern farmhouse touches- nestled in the serene Sterling Park neighborhood in Casselberry. Upon entering, you'll be greeted by an open and airy floor plan.

  Linda Jokbengboon COMPASS FLORIDA LLC

  209 Twelve League Cir, Casselberry, FL 32707
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  /19

  $89,900

  • Studio
  • 1 Bath
  • 549 Sq Ft

  3071 George Mason Ave Unit 5, Winter Park, FL 32792

  NEW PRICE!!! Charming Studio Condo Near UCF & Full Sail – Ideal Investment or Cozy Retreat!Welcome to this well-maintained ground-floor studio condo, offering 549 square feet of comfortable living space in a prime location near UCF and Full Sail University. Perfect for a student, professional, or investor, this move-in-ready unit features tile flooring throughout, making it clean and easy to

  Katherine Bordelon CASTLE & COTTAGE REALTY LLC

  3071 George Mason Ave Unit 5, Winter Park, FL 32792
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  /2

  $25,000

  • 3 Beds
  • 2 Baths

  8812 Ashton Ct Unit 20, Orlando, FL 32817

  Bring your imagination and tool belt! This 3 bed/2 bath, 1216 sq.ft. home is located in Colonial Village , a well maintained, professionally managed manufactured home community. This fixer upper has endless possibilities. Call to schedule your private tour!

  Tori Coil Colonial Village

  8812 Ashton Ct Unit 20, Orlando, FL 32817
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  /21

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,468 Sq Ft

  8213 Sun Spring Cir Unit 12, Orlando, FL 32825

  This residence combines modern finishes, functional layout, and excellent community amenities, making it an exceptional opportunity for both homeowners and investors. Upon entry, you will find ceramic tile flooring throughout and a tastefully updated kitchen featuring stone countertops and stainless steel appliances. The open-concept living and dining areas provide a comfortable and inviting

  Nicolas Rodriguez OUTLET REALTY

  8213 Sun Spring Cir Unit 12, Orlando, FL 32825
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  /32

  $449,900

  • 3 Beds
  • 3 Baths
  • 1,786 Sq Ft

  714 Denton Rd, Winter Park, FL 32792

  Welcome home to this charming 3-bedroom, 3-bathroom single-family residence nestled in the quiet, established neighborhood of Winter Park Estates. Boasting the highly desirable Winter Park school district, this location offers both prestige and tranquility, yet is conveniently located near major roads which make getting around town a snap! Nearby restaurants and entertainment include Aloma Bowl,

  Lauren Lester COLONIALTOWN REALTY

  714 Denton Rd, Winter Park, FL 32792
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  /39

  $465,000

  • 4 Beds
  • 2 Baths
  • 1,959 Sq Ft

  9205 Telfer Run, Orlando, FL 32817

  One or more photo(s) has been virtually staged. This 4 bedroom, 2 bath pool home sits on the shores of Lake Telfer, a peaceful lake perfect for paddleboarding, kayaking, fishing, and watching sunrises. Inside you’ll find soaring ceilings, formal dining and living areas with vinyl flooring and abundant natural light. The kitchen features an island, subway tile backsplash, pantry, and eat-in space

  Maria Van Warner FANNIE HILLMAN & ASSOCIATES

  9205 Telfer Run, Orlando, FL 32817
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  /26

  $365,000

  • 3 Beds
  • 2.5 Baths
  • 1,755 Sq Ft

  9218 Shepton St, Orlando, FL 32825

  Stunning Townhome in Desirable Somerset Chase Subdivision. Welcome to your dream home! Nestled in the highly sought-after Somerset Chase Subdivision, this beautiful townhome sits on a Double Premium Pond Front Lot with serene views and just steps away from the community pool. Offering nearly 1,800 sq. ft. of living space, this home is perfect for those seeking comfort, convenience, and a

  Jose Santana LPT REALTY, LLC

  9218 Shepton St, Orlando, FL 32825
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  /31

  $490,000

  • 4 Beds
  • 2.5 Baths
  • 2,090 Sq Ft

  7338 Azalea Cove Cir, Orlando, FL 32803

  NEW PRICE ALERT!!! Priced to Sell – Don’t Miss Out!Welcome to Azalea Cove Estates, where comfort, convenience, and value meet! This beautifully maintained two-story home offers everything your family needs and more — now at an even better price! 4 Spacious Bedrooms | 2.5 Bathrooms | 2-Car Garage Perfectly situated near Valencia College in the heart of Orlando, this home combines modern style

  Lucilma Roman LLC LA ROSA REALTY CW PROPERTIES L

  7338 Azalea Cove Cir, Orlando, FL 32803
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  /62

  $1,675,000

  • 2 Beds
  • 2 Baths
  • 1,511 Sq Ft

  315 E New England Ave Unit 7, Winter Park, FL 32789

  Located on the second floor of Villa Siena, this two-bedroom, two-bath residence offers 1,511 square feet of elegantly appointed living space with two balconies overlooking New England Avenue’s tree-lined brick streets in the heart of Winter Park. A split-bedroom layout ensures privacy, with wood flooring and tray ceilings defining the open-concept living and dining areas. The kitchen features

  Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  315 E New England Ave Unit 7, Winter Park, FL 32789
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  /30

  $475,000

  • 4 Beds
  • 2 Baths
  • 2,116 Sq Ft

  5653 Magnolia Bloom Terrace, Oviedo, FL 32765

  This spacious 4-bedroom, 2-bath home offers a thoughtfully designed split floor plan with the primary suite tucked privately on one side of the home and three additional bedrooms on the other. Upon entry, you’re greeted by a formal living and dining area. Perfect for entertaining or quiet gatherings.At the heart of the home sits the kitchen, featuring a gas stove, ample cabinetry, and a large

  Christina Frucci RE/MAX TOWN & COUNTRY REALTY

  5653 Magnolia Bloom Terrace, Oviedo, FL 32765
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  /23

  $315,000

  • 2 Beds
  • 2.5 Baths
  • 1,344 Sq Ft

  3858 Shaftbury Place, Oviedo, FL 32765

  Come see this beautiful townhome at 3858 Shaftbury Pl. Located just minutes from UCF in the Unincorporated part of Oviedo. Zoned for A-Rated schools. This 2 bedroom 2.5 bathroom townhome is well taken care of and move in ready. Both bedrooms are upstairs with a half bathroom downstairs. New water heater 2025. Roof was replaced in 2023. Walden Chase is a small gated townhome community close to

  Charlie Koepsell CHARLES RUTENBERG REALTY ORLANDO

  3858 Shaftbury Place, Oviedo, FL 32765
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  /30

  $3,100,000

  • 5 Beds
  • 4.5 Baths
  • 3,847 Sq Ft

  457 E New England Ave, Winter Park, FL 32789

  Nestled in the heart of downtown Winter Park, this beautifully maintained 1920s traditional residence captures the essence of Old Florida charm while offering the comfort of modern amenities. From the moment you arrive, the wraparound porch and circular drive create a welcoming first impression, setting the tone for the timeless character found throughout. Step inside to a gracious foyer accented

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  457 E New England Ave, Winter Park, FL 32789
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  /58

  $739,900

  • 4 Beds
  • 4 Baths
  • 3,186 Sq Ft

  1149 Eagles Watch Trail, Winter Springs, FL 32708

  Beautiful and spacious 4 bed 4 bath pool home in the sought after community of Eagles Point nestled in the heart of Winter Springs! Home sits on a one of a kind oversized lot with pond views in the front, side and conservation behind! This home has been well maintained and boasts a large open kitchen with shaker cabinets, stainless appliances, custom shutters, tile throughout common areas

  Thomas Marchetto OPTIMA REAL ESTATE

  1149 Eagles Watch Trail, Winter Springs, FL 32708
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  /52

  $534,900

  • 3 Beds
  • 2 Baths
  • 2,119 Sq Ft

  7325 Tiffany Dr, Orlando, FL 32807

  Rare Opportunity – Secluded 1.6-Acre Property with Endless Possibilities!Bring all reasonable offers! This one-of-a-kind single-family home sits on 1.6 acres of land, which extends beyond the chain-link fence in the backyard, offering privacy, space, and freedom with NO HOA!Recent upgrades include:New Roof – July 2025 and Fresh new privacy bushes and drip irrigation system– August

  Dania Valentine KEY REAL ESTATE & PROPERTY MANAGEMENT LLC

  7325 Tiffany Dr, Orlando, FL 32807
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  /67

  $460,000

  • 4 Beds
  • 2 Baths
  • 1,959 Sq Ft

  1779 Laurel Brook Loop Unit 1, Casselberry, FL 32707

  Welcome to 1779 Laurel Brook Loop, a beautifully updated home in a quiet gated Casselberry community offering sidewalks for strolls, a community pool, and playground. Zoned for sought-after Seminole County schools, this location provides everyday convenience with Publix, Walmart, dining, shopping, medical offices, and entertainment just minutes away, plus easy access to major roadways for smooth

  Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

  1779 Laurel Brook Loop Unit 1, Casselberry, FL 32707
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  /26

  $59,900

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft

  3913 Needle Palm Place Unit 298, Oviedo, FL 32765

  This cozy Palm Valley home is nicely updated with fresh flooring throughout the home. The large front lanai is perfect for entertaining guests, or relaxing in the beautiful Florida weather! The home has a bright living room area with a little built-in bar! The bedrooms are a great size and the built-ins in the kitchen make for a cute and cozy touch! Come see this home TODAY!

  Patrick Crocetta Hometown America, a Manufactured Home Dealer

  3913 Needle Palm Place Unit 298, Oviedo, FL 32765
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  /2

  $647,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,903 Sq Ft

  2698 Cavanaugh Dr, Orlando, FL 32817

  Under Construction. Discover the perfect blend of comfort and functionality in this stunning Vero plan home, featuring 9'4" first floor ceilings and an open-concept layout designed for modern living. With 4 spacious bedrooms, 2.5 baths, and a 3-car garage on a serene homesite with no rear neighbors, this home offers both privacy and comfort. The large Great Room flows seamlessly to a covered

  Stephen Wood RISEWELL HOMES FLORIDA LLC

  2698 Cavanaugh Dr, Orlando, FL 32817
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  /22

  $565,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,163 Sq Ft

  1951 Risby Aly, Orlando, FL 32803

  First-floor Extra Suite with private full bath for guest comfort. Open great room, dining area & kitchen designed for easy flow. Kitchen with stacked Brellin White cabinetry & glass-front uppers. Wall oven adds convenience for everyday cooking. Primary bath with dual sinks & glass shower enclosure.

  K. Hovnanian Homes Builder

  1951 Risby Aly, Orlando, FL 32803
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  /47

  $3,499,000

  • 5 Beds
  • 6 Baths
  • 4,143 Sq Ft

  516 Henkel Cir, Winter Park, FL 32789

  This beautiful Mediterranean style home offers a rare opportunity for prime waterfront living on Lake Mizell, part of the highly sought out after Winter Park Chain of Lakes. Situated on a 1.32 acre lot, the property is just a short walk or drive to Park Avenue’s restaurants, boutiques, and local attractions. The main home features three bedrooms and five bathrooms, each bedroom offering its own

  Morgan Seefried KELLER WILLIAMS WINTER PARK

  516 Henkel Cir, Winter Park, FL 32789
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  /36

  $1,349,950

  • 4 Beds
  • 4 Baths
  • 3,116 Sq Ft

  1429 Chapman Cir, Winter Park, FL 32789

  Exceptional Phil Kean-designed contemporary masterpiece in Winter Park's prestigious Windsong community. This sophisticated 4-bedroom, 4-bathroom residence seamlessly blends modern luxury with practical living across two thoughtfully planned levels.The striking exterior features geometric lines, stacked stone accents, and dramatic double entry doors, setting the tone for the remarkable

  Greg Martinez CORCORAN PREMIER REALTY

  1429 Chapman Cir, Winter Park, FL 32789
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  /14

  $2,679,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,520 Sq Ft

  426 Worthington Dr, Winter Park, FL 32789

  Under Construction. Designed with intention and built with precision, this brand-new LUIH Luxury home exemplifies the elegance and livability Winter Park is known for. Every inch of this residence has been curated for those who demand extraordinary design, flawless craftsmanship, and a lifestyle that feels both elevated and effortless. Step through the front door and into a grand two-story foyer

  Julie Christensen ONE LUXURY INTERNATIONAL LLC

  426 Worthington Dr, Winter Park, FL 32789
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  /84

  $5,895,000

  • 5 Beds
  • 9 Baths
  • 7,916 Sq Ft

  1400 Alabama Dr, Winter Park, FL 32789

  Extraordinary Waterfront Neoclassical Italian Estate situated on a prime .71-acre corner lot in one of Winter Park's most sought-after locations. This 7,916 SF property includes a main residence of over 7,100 SF, a detached guest house, and a poolside catering suite. The private covered boat dock is located just steps away, across the street, in the historic Kraft Azalea Garden, providing direct

  Rachel Peters THE AGENCY ORLANDO

  1400 Alabama Dr, Winter Park, FL 32789
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  /41

  $879,000

  • 2 Beds
  • 2 Baths
  • 1,143 Sq Ft

  100 S Interlachen Ave Unit 503, Winter Park, FL 32789

  Welcome to The Cloisters, one of Winter Park’s established lakefront communities, ideally between Park Avenue and Lake Osceola. This top-floor residence, rarely available in the building, offers a turnkey lifestyle with exceptional updates and peaceful water views. The home’s oversized screened balcony, complete with a custom awning, creates an uncommon open-air retreat that overlooks the

  Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  100 S Interlachen Ave Unit 503, Winter Park, FL 32789
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  /21

  $529,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,163 Sq Ft

  1824 Liphock Aly, Orlando, FL 32803

  First-floor Extra Suite with private bath for guests. Open kitchen, dining area & great room create central living space. Waterfall-edge central island offers prep & dining space in kitchen. Primary suite with detailed ceiling adds character. Primary spa bath with dual sinks & sleek finishes. Upstairs laundry room near bedrooms adds convenience.

  K. Hovnanian Homes Builder

  1824 Liphock Aly, Orlando, FL 32803

Showing Results 481 - 520, Page 13 of 18