Recently Sold Homes in 32789

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  $540,000 Sold Mar 14, 2025

  • 1,267 Sq Ft
  • $426/SF

  • 2 Beds
  • 2 Baths
  • Built 1971

  100 S Interlachen Ave Unit 415, Winter Park, FL 32789

  Situated in a prime location, this condominium presents an excellent opportunity for customization and renovation. Sold as-is, this residence offers a spacious layout with ample potential to reimagine its interiors to suit modern living. Positioned within The Cloisters sought-after community, residents enjoy access to desirable amenities and a convenient setting near shopping, dining, and local

  Stellar Non-Member Agent Stellar Non-Member Office

  100 S Interlachen Ave Unit 415, Winter Park, FL 32789
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  $478,000 Sold Feb 28, 2025

  • 1,030 Sq Ft
  • $464/SF

  • 2 Beds
  • 2 Baths
  • Built 1955

  2877 Euston Rd, Winter Park, FL 32789

  FSBO

  Stellar Non-Member Agent Stellar Non-Member Office

  2877 Euston Rd, Winter Park, FL 32789
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  /2

  $586,500 Sold Feb 20, 2025

  • 1,456 Sq Ft
  • $403/SF

  • 3 Beds
  • 1 Bath
  • Built 1952

  2361 Mulbry Dr, Winter Park, FL 32789

  .

  Stellar Non-Member Agent Stellar Non-Member Office

  2361 Mulbry Dr, Winter Park, FL 32789
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  $1,379,900 Sold Feb 10, 2025

  • 3,252 Sq Ft
  • $424/SF
  • 38 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2025

  26 Stymie Place, Winter Park, FL 32789

  Under Construction. New Construction In College Park! Fantastic College Park location! Walk or bike to all the wonderful things on the "Drive". This modern take on the traditional farmhouse will delight you with the open floor plan and great use of space! There are 2 suites downstairs including the Primary, 2 more spacious suites upstairs and a huge bonus room that could be used as an office, gym

  Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

  26 Stymie Place, Winter Park, FL 32789
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  $505,000 Sold Feb 07, 2025

  • 1,165 Sq Ft
  • $433/SF
  • 0 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1952

  2341 Mulbry Dr, Winter Park, FL 32789

  Stunning Mid-Century Modern Home in Prime Winter Park LocationDiscover this exceptional 3-bedroom, 1-bath home, perfectly situated just one block from Baldwin Park and backing up to the serene Blue Jacket Park. Located in one of Winter Park’s most sought-after neighborhoods, this property offers unparalleled access to everything, with trendy shops, dining, and top-rated schools just

  Rachael Klinker DAHLIA REALTY GROUP

  2341 Mulbry Dr, Winter Park, FL 32789
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  $1,250,000 Sold Jan 17, 2025

  • Land
  • 0.36 Acre
  • $3,472,222 per Acre

  1819 Gipson Green Ln, Winter Park, FL 32789

  Sold data

  Stellar Non-Member Agent Stellar Non-Member Office

  1819 Gipson Green Ln, Winter Park, FL 32789
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  /2

  $107,000 Sold Jan 17, 2025

  • 638 Sq Ft
  • $168/SF
  • 2 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1966

  1695 Lee Rd Unit C109, Winter Park, FL 32789

  Great investment opportunity in the heart of Winter Park with long term tenant. This first floor one bedroom unit with walk in closet has a a nice open floorplan with inside laundry and spacious galley kitchen, dining room and nice patio! This community is located close to Winter Park Village, Rollins College and all major roadways. Do not miss your chance to own this great unit, call for your

  Martha Grasty RE/MAX ASSURED

  1695 Lee Rd Unit C109, Winter Park, FL 32789
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  /2

  $1,200,000 Sold Dec 13, 2024

  • Land
  • 0.27 Acre
  • $4,444,444 per Acre

  • 0 Days On Market

  250 W Reading Way, Winter Park, FL 32789

  Value is only in the land. Property being sold as-is.

  Brian Mitnik RE/MAX 200 REALTY

  250 W Reading Way, Winter Park, FL 32789
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  /2

  $499,000 Sold Dec 03, 2024

  • Land
  • 0.16 Acre
  • $3,118,750 per Acre

  • 15 Days On Market

  1560 Oneco Ave, Winter Park, FL 32789

  Welcome to the coveted Tree Streets of Winter Park! Situated in the highly desirable Lake Knowles Terrace neighborhood, minutes from Lake Howell Road and N. Lakemont Ave, this property combines prime location with endless potential. Surrounded by stunning custom homes, this is your chance to enjoy comfortable living now, while planning to build your dream home in the future. Don't miss out on

  Robert Larkan EXECUTIVE PROPERTIES

  1560 Oneco Ave, Winter Park, FL 32789
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  /2

  $2,500,000 Sold Nov 25, 2024

  • 3,762 Sq Ft
  • $665/SF
  • 0 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2016

  1700 Palm Ave, Winter Park, FL 32789

  Stunning Winter Park modern home on the tree streets.

  Christopher Christensen COMPASS FLORIDA LLC

  1700 Palm Ave, Winter Park, FL 32789
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  /2

  $975,000 Sold Nov 12, 2024

  • 1,143 Sq Ft
  • $853/SF

  • 2 Beds
  • 2 Baths
  • Built 1971

  106 S Interlachen Ave Unit 316, Winter Park, FL 32789

  Set within Winter Park's prestigious Cloisters, this refined third-floor condominium offers a rare blend of elegance and modern comforts in a location that combines natural beauty with prime convenience. Lovingly transformed with luxurious upgrades, this open-concept residence invites abundant natural light and showcases exquisite details throughout. Step into a world of sophistication with

  Stellar Non-Member Agent Stellar Non-Member Office

  106 S Interlachen Ave Unit 316, Winter Park, FL 32789
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  $740,000 Sold Nov 11, 2024

  • 2,747 Sq Ft
  • $269/SF
  • 0 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1953

  2258 Howard Dr, Winter Park, FL 32789

  Fabulous opportunity to own a 5 bedroom 3 bath home on a large .32 acres (13,814 square feet) in one of Winter Park’s most sought-after neighborhoods. Enjoy relaxing in your large pool plus screened enclosure. The split floorpan allows for idea family living with 2 of the bedrooms including ensuite bathrooms. All of Winter Park's exclusive dining and shopping nearby. This neighborhood is truly a

  Cindy Kuykendall FANNIE HILLMAN & ASSOCIATES

  2258 Howard Dr, Winter Park, FL 32789
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  $1,240,000 Sold Aug 25, 2025

  • 2,748 Sq Ft
  • $451/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2006

  3603 Ethan Ln, Orlando, FL 32814

  Discover this gorgeous two-story corner unit POOL home in the heart of Baldwin Park, offering nearly a quarter-acre of premium land, a rare find in this sought-after neighborhood! From the moment you step inside, you’ll appreciate the engineered hardwood flooring and crown molding flowing throughout, adding elegance and warmth to every space. The oversized master suite is a true retreat, complete

  Tal Busidan TAL BUSIDAN PA

  3603 Ethan Ln, Orlando, FL 32814
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  /2

  $560,000 Sold Aug 20, 2025

  • 1,420 Sq Ft
  • $394/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1957

  1901 Loch Berry Rd, Winter Park, FL 32792

  A rare opportunity in the heart of Winter Park—this property sits on an oversized 0.31-acre corner lot in one of the area’s most desirable neighborhoods. This lot has no rear neighbors offering even more privacy. The existing home is owner-occupied, functional, and will be sold AS-IS, though it will require repairs. The true value lies in the land, offering outstanding potential for renovation,

  Monica Tipirneni FOLIO REALTY LLC

  1901 Loch Berry Rd, Winter Park, FL 32792
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  /2

  $1,000,000 Sold Aug 06, 2025

  • 2,735 Sq Ft
  • $366/SF
  • 98 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  4184 Oak St, Orlando, FL 32814

  Welcome to 4184 Oak St, a gracious home nestled in the highly sought-after Baldwin Park community of Orlando! This beautifully maintained 3-bedroom, 2.5-bathroom traditional two-story home offers 2,735 square feet of thoughtfully designed interior space. It sits on a spacious 0.19-acre corner lot. A charming covered porch spans both street sides of the house, inviting you to relax and enjoy

  Kris Crosby FLORIDA ONE REAL ESTATE LLC

  4184 Oak St, Orlando, FL 32814
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  $769,000 Sold Aug 05, 2025

  • 3,377 Sq Ft
  • $228/SF
  • 43 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1923

  1621 Sunnyside Dr, Maitland, FL 32751

  Motivated seller. Bring me an offer. Amazing home on a double lot that can be sub-divided. this is an opportunity to live in one of the best neighborhoods in the Winter Park / Maitland area. The true value of this property lies in its expansive 100x135 sized lot, nestled among multi-million dollar homes. Whether you're looking to build your dream home or expand upon the existing structure, this

  Troy Eggleston OUTLET REALTY

  1621 Sunnyside Dr, Maitland, FL 32751
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  /2

  $905,000 Sold Jul 01, 2025

  • 2,428 Sq Ft
  • $373/SF
  • 2 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1971

  1441 Sunnyside Dr, Maitland, FL 32751

  Amazing opportunity to live in a ONE STORY home nestled between Winter Park and Maitland. This 4/2.5 is located in one of the best neighborhoods and just off of Park Avenue. Tons of natural light flows throughout the entire home. The cozy family room with beautiful built-ins opens up to the kitchen featuring light and bright cabinetry, granite countertops and a center island with room for

  Lisa Fleming FANNIE HILLMAN & ASSOCIATES

  1441 Sunnyside Dr, Maitland, FL 32751
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  /2

  $308,000 Sold Jun 24, 2025

  • 1,076 Sq Ft
  • $286/SF
  • 192 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1995

  Unlisted Address

  3.5% ASSUMABLE FHA LOAN to qualified buyers. Come check out this move-in ready, 3-bedroom, 2-bathroom home with a garage and completely UPDATED and ready for you to move in. The ROOF is only 4 years old! A/C only 4 years old! REPLUMMED in 2020! New WATER HEATER 2021! New FLOORING throughout in 2020! New GARAGE DOOR in 2020! Updated KITCHEN and BATHROOMS in 2020! New CEILING FANS 2020. Everything

  Duskie Smith LPT REALTY, LLC

  Unlisted Address
• 

  /2

  $290,000 Sold Jun 13, 2025

  • 1,122 Sq Ft
  • $258/SF
  • 464 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1954

  1908 Carrigan Ave, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Welcome to this stunning property with a natural color palette that creates a soothing ambiance throughout. The kitchen boasts a nice backsplash, adding a touch of elegance to this functional space. The master bedroom offers a spacious walk-in closet, providing ample storage for your wardrobe. With additional rooms for flexible living space, the

  GREGORY BLACKALL VERANDA REALTY GROUP

  1908 Carrigan Ave, Winter Park, FL 32792
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  /2

  $475,000 Sold Jun 06, 2025

  • 1,314 Sq Ft
  • $361/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1957

  407 S Lakemont Ave, Winter Park, FL 32792

  This adorable 3 bedroom, 1 bath mid-century modern bungalow is tucked into a highly coveted part of Winter Park. Thoughtfully updated with a newer kitchen and bathroom, plus recent upgrades including new windows, a newer A/C system, and a brand-new deck—this home is move-in ready and full of charm.Set on a spacious lot, the property offers exciting potential: expand the existing home, renovate

  Meseydi Machado TCA REALTY, LLC

  407 S Lakemont Ave, Winter Park, FL 32792
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  $860,000 Sold May 02, 2025

  • 2,276 Sq Ft
  • $378/SF
  • 104 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1951

  1001 Nottingham St, Orlando, FL 32803

  Exquisitely appointed 3 bed / 2 bath home, located in the highly desirable Orwin Manor neighborhood, combines timeless elegance with modern luxury. Inviting foyer greets you with a leaded glass door and marble floor, setting the tone for the rest of the home. The spacious living room features raised panel wainscoting, intricate wood detailing, crown moulding, a tray ceiling, recessed lighting,

  Jennifer Sloan KELLY PRICE & COMPANY LLC

  1001 Nottingham St, Orlando, FL 32803
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  /2

  $480,000 Sold Apr 25, 2025

  • 1,520 Sq Ft
  • $316/SF
  • 60 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  525 S Lakemont Ave, Winter Park, FL 32792

  Centrally located residence that features a family-friendly layout located in one of the most sought-after areas of the Orlando region, Winter Park. This upscale community is conveniently located just 5 to 10 minutes by car from downtown Orlando. The interior boasts three generously sized bedrooms, two full bathrooms, and an additional half bath in the utility area, all enhanced by elegant wood

  Augusto Rodriguez-Aponte MARK SPAIN REAL ESTATE

  525 S Lakemont Ave, Winter Park, FL 32792
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  /2

  $310,000 Sold Mar 25, 2025

  • 1,146 Sq Ft
  • $271/SF
  • 131 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1996

  997 Hamlet Ct, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Discover Your Serene Retreat in MaitlandWelcome to this beautifully renovated home, where modern comfort meets thoughtful design—all for under $350K. With a brand-new roof from 2022, new washer and dryer, and a six-year-old A/C, this home is ready for you to enjoy.The kitchen and bathrooms have been tastefully remodeled in 2024, offering a

  Dave Zembala ZEMBALA GROUP

  997 Hamlet Ct, Maitland, FL 32751
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  /2

  $399,900 Sold Mar 18, 2025

  • 1,381 Sq Ft
  • $290/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1957

  5055 Lake Howell Rd, Winter Park, FL 32792

  Beautifully renovated home located in the highly sought after Winter Park area. This 3/2 home has a circular driveway and showcases a modern landscape package. Renovations include: New Interior/exterior paint, newer roof, updated windows, a brand new sewer line, new flooring throughout, updated kitchen that includes wood cabinets, granite counter tops, back splash and stainless steel appliances.

  Alamgir Wali SPECTRUM PROPERTY GROUP LLC

  5055 Lake Howell Rd, Winter Park, FL 32792
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  /2

  $340,000 Sold Feb 27, 2025

  • 920 Sq Ft
  • $370/SF
  • 135 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1954

  1901 Magnolia Ave, Winter Park, FL 32792

  Welcome to 1901 Magnolia Ave, a charming, recently renovated, 2-bedroom, 1-bathroom, single-family home nestled on a double lot in the heart of Winter Park. Built in 1954, this home has been lovingly maintained featuring a newer roof (2023), new electric panels, a new water heater, fresh interior paint, a fully renovated bathroom and Florida Room, and more! The spacious double lot provides ample

  Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  1901 Magnolia Ave, Winter Park, FL 32792
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  $680,000 Sold Feb 25, 2025

  • 1,472 Sq Ft
  • $462/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 2004

  2976 Saint George St, Orlando, FL 32814

  Welcome to this delightful one-story Craftsman home in the highly sought-after Baldwin Park community! This 3-bedroom, 2-bathroom residence offers a perfect blend of character, comfort, and modern updates.Step inside to find beautiful hardwood floors in the dining and family rooms, enhancing the warm and inviting atmosphere. The spacious front porch is perfect for relaxing and enjoying the

  Kimberley Gernert BALDWIN PARK REALTY LLC

  2976 Saint George St, Orlando, FL 32814
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  /2

  $1,095,000 Sold Feb 19, 2025

  • 4,462 Sq Ft
  • $245/SF
  • 33 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2014

  5049 Lake Howell Rd, Winter Park, FL 32792

  If you live in Winter Park you have driven by this large newer Custom- Built Home with 4,462 sqft., convenient to Interlachen Country Club, Winter Park YMCA and Phelps Park. Popular Park Avenue is just a short drive or an easy 25-minute walk. This lovely home features 4 bedrooms, 4.5 bathrooms, plus office and flex room. You will love the open feel of vaulted and coffered ceilings when you enter.

  Greg Vazzana FANNIE HILLMAN & ASSOCIATES

  5049 Lake Howell Rd, Winter Park, FL 32792
• 

  /2

  $1,040,000 Sold Jan 08, 2025

  • 2,088 Sq Ft
  • $498/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  3601 Parkland Dr, Orlando, FL 32814

  Welcome to Baldwin Park living at its finest, where style, comfort, and thoughtful upgrades come together in this beautifully maintained 3-bedroom, 2.5-bathroom home. Enjoy peace of mind with recent enhancements, including a new roof, new first-floor A/C, plantation shutters, pool filter, premium vinyl flooring, and a newly added fence. Inside, the home impresses with its bright, open layout

  Jeff Witter RE/MAX TOWN & COUNTRY REALTY

  3601 Parkland Dr, Orlando, FL 32814
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  $525,000 Sold Dec 26, 2024

  • 2,278 Sq Ft
  • $230/SF
  • 94 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1957

  5111 Lake Howell Rd, Winter Park, FL 32792

  SELLER MOTIVATED! Welcome to this mid-century gem in Winter Park, perfectly located just a five-minute drive from Park Ave and within reach of top shopping, restaurants, and excellent schools. This 4-bedroom, 3-bath pool home sits on just over 0.3 acres and boasts over 2,200 square feet of living space. Enjoy suburban living with a huge backyard, a front yard with a fenced-in garden area, and

  Don Sprenkel 1ST CLASS REAL ESTATE LEGACY GROUP

  5111 Lake Howell Rd, Winter Park, FL 32792
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  $345,000 Sold Nov 04, 2024

  • 1,878 Sq Ft
  • $184/SF
  • 10 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1954

  1902 Magnolia Ave, Winter Park, FL 32792

  You cannot beat this location!! Ready for a new generation to love. This spacious 4 bedroom/2 bath home boasts almost 1900 sq ft in a prime location. The large primary bedroom has a walk-in closet and attached bath. Walk out the french doors to your private patio and enjoy your beautifully landscaped lot. The 3 additional bedrooms are good sized, and any could be used as an office, workout room,

  Renae Anderson ORLANDO PREMIUM PROPERTIES LLC

  1902 Magnolia Ave, Winter Park, FL 32792
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  $370,000 Sold Oct 03, 2024

  • 1,198 Sq Ft
  • $309/SF
  • 35 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1956

  1908 Magnolia Ave, Winter Park, FL 32792

  PER-FORECLOSURE - ACCEPTING OFFERS BETWEEN: $365,000 and $385,000. INSTANT EQUITY! PRICED $35,000 LESS THAN A JULY 2024 APPRAISAL!! Professionally refurbished home in the heart of Winter Park. Located on a quiet dead-end street this home is in a PRIME location just minutes to the Winter Park Village, Downtown Winter Park, Rollins Collins, and 436. Near major highways also allows you to get

  Jay Myers ORLANDO REALTY & PROPERTY MGNT

  1908 Magnolia Ave, Winter Park, FL 32792
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  $595,000 Sold Sep 26, 2024

  • 2,390 Sq Ft
  • $249/SF
  • 16 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1955

  433 S Lakemont Ave, Winter Park, FL 32792

  Amazing Winter Park Home! Baldwin Park Adjacent. Tastefully updated 4 bedroom, 2 bath home ( fourth bedroom would make a great home office!). Dream kitchen with a huge island with seating. Perfect for entertaining! Custom cabinetry, farm sink, spacious walk-in pantry with barn door and accent lighting. So many little details. Fantastic, open floor plan, the living room and dining room have a

  Christina Gabriele OLDE TOWN BROKERS INC

  433 S Lakemont Ave, Winter Park, FL 32792
• 

  /2

  $750,000 Sold Sep 12, 2024

  • 1,553 Sq Ft
  • $483/SF
  • 47 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1992

  1781 Sunnyside Dr, Maitland, FL 32751

  Discover the charm of 1781 Sunnyside Drive, nestled in a hidden gem of Maitland, right on the border with Winter Park. This home’s prime location offers an unparalleled lifestyle, perfect for those who appreciate the best of Central Florida living.Imagine living just a half-mile from the iconic Enzian Theater, where you can catch indie films and enjoy unique dining experiences. For the

  Raul Veitia BELMONT REALTY

  1781 Sunnyside Dr, Maitland, FL 32751
• 

  /2

  $780,000 Sold Sep 06, 2024

  • 2,124 Sq Ft
  • $367/SF
  • 222 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1958

  1902 Strathaven Rd, Winter Park, FL 32792

  This 4 bedroom, 3 bath Split Plan includes 2124 sqft of Living Area that has been Professionally Renovated in Winter Parks Kenilworth Shores, enjoying Private Keyed Access to Beautiful Lake Berry with Boat Ramp and Dock!Custom Master Suite Addition was Completed in 2022.....Creating a Private, Spa-Like Master Retreat with Large Bright Master Bedroom and a Huge Master Bath featuring a Free

  Bill Rigsby KELLER WILLIAMS WINTER PARK

  1902 Strathaven Rd, Winter Park, FL 32792
• 

  /2

  $305,000 Sold Aug 30, 2024

  • 1,146 Sq Ft
  • $266/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1994

  1021 Hamlet Dr, Maitland, FL 32751

  Come check out this 3-bedroom, 2-bath home conveniently located close to I-4 and downtown. Property is move-in ready and being sold due to lease restrictions in the community. Buyer is responsible for doing their own due diligence. ****The seller will only accept CASH or Conventional Offers****Minimum EMD is $5,000***Incomplete offers and offers that do not include ALL of the attachments in

  Hein Karman GRP

  1021 Hamlet Dr, Maitland, FL 32751
• 

  /2

  $625,000 Sold May 12, 2025

  • 2,110 Sq Ft
  • $296/SF
  • 31 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1969

  2555 Sweetwater Trail, Maitland, FL 32751

  ***

  Amy Moline EXP REALTY LLC

  2555 Sweetwater Trail, Maitland, FL 32751

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