Recently Sold Homes near Maitland Middle School

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  /2

  $1,625,000 Sold Jun 12, 2025

  • 4,227 Sq Ft
  • $384/SF
  • 95 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 2003

  1470 Place Picardy, Winter Park, FL 32789

  Elegant 5-Bedroom Estate in the Heart of Winter Park. Nestled on a picturesque double lot in the highly sought-after Via’s, this stunning 5-bedroom, 4 full bath, 2 half bath traditional home offers over 4,200 sq. ft. of refined living space. With timeless architectural details, modern upgrades, and an unbeatable location just minutes from Park Avenue’s shops and restaurants, this home is a rare

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1470 Place Picardy, Winter Park, FL 32789
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  /2

  $849,900 Sold Jun 10, 2025

  • 1,776 Sq Ft
  • $479/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  1791 Spruce Ave, Winter Park, FL 32789

  Welcome to this stunning, fully renovated 3-bedroom, 2-bath residence nestled in the highly sought-after Winter Park community. Thismeticulously upgraded home blends style, comfort, and functionality in an open-concept layout that includes spacious living, dining and kitchen areas adorned with elegant wood flooring and crown molding throughout. The custom-designed kitchen is a chef’s dream,

  Betsy Breton-Garcia KELLER WILLIAMS WINTER PARK

  1791 Spruce Ave, Winter Park, FL 32789
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  /2

  $250,000 Sold Jun 10, 2025

  • 1,056 Sq Ft
  • $237/SF
  • 13 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1966

  520 Ruffel St, Maitland, FL 32751

  Great investment opportunity or live in it. Ruffer is a dead end street with very light traffic. This 3 bedroom 1 1/2 bath home has a new roof , exterior paint. A 4-point inspection was done and all repairs found were done. Exterior newly painted. Home is currently tenant occupied. Lease expires 4/30/25. Current lease is $1,415. Property is well kept. Tenant wants to stay. Easy access to

  Marian Coaxum KELLER WILLIAMS REALTY AT THE PARKS

  520 Ruffel St, Maitland, FL 32751
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  /2

  $945,000 Sold Jun 10, 2025

  • 2,682 Sq Ft
  • $352/SF
  • 30 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1963

  2527 Mohawk Trail, Maitland, FL 32751

  Welcome to this gorgeous renovated and extended 4 bedroom pool home in the prestigious Dommerich neighborhood. As you enter, you will be greeted by an open floor plan with 10 feet ceilings. The newer kitchen boasts a gas stainless steel cooktop with beautiful new quartzite countertops, new tile backsplash and a large quartz island, perfect for preparing meals and entertaining. The open area opens

  Nathalie Steinberg COLDWELL BANKER RESIDENTIAL RE

  2527 Mohawk Trail, Maitland, FL 32751
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  /2

  $987,500 Sold Jun 10, 2025

  • 2,220 Sq Ft
  • $445/SF
  • 101 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1959

  1585 Chestnut Ave, Winter Park, FL 32789

  Charming Spanish-Style Bungalow with Private Oasis in the Heart of Winter Park. Step into the elegance of Old Florida with this exquisite Spanish-style bungalow, nestled in Winter Park. Offering the perfect blend of historic charm and modern luxury, this 4-bedroom, 2.5-bath retreat is a hidden gem surrounded by lush, mature landscaping, creating a private sanctuary just minutes from the best

  Ashley Landers KELLER WILLIAMS WINTER PARK

  1585 Chestnut Ave, Winter Park, FL 32789
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  /2

  $1,820,000 Sold Jun 07, 2025

  • 3,524 Sq Ft
  • $516/SF
  • 8 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1964

  251 W Trotters Dr, Maitland, FL 32751

  Stunning Lakefront Pool Home on the Winter Park Chain of LakesWelcome to your private oasis on the highly sought-after Winter Park Chain of Lakes. This beautifully updated home is nestled on a full acre along the tranquil shores of Lake Nina, ideally located between Lake Maitland and Lake Minnehaha. Nearly every room in the home offers panoramic lake views and spectacular sunsets, creating a

  Audra Wilks KELLER WILLIAMS WINTER PARK

  251 W Trotters Dr, Maitland, FL 32751
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  /2

  $565,000 Sold Jun 06, 2025

  • 2,205 Sq Ft
  • $256/SF
  • 2 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1985

  8554 Amber Oak Dr, Orlando, FL 32817

  Step into this beautifully crafted custom-built 4-bedroom, 2.5-bathroom home nestled in the highly sought-after Forest Lakes neighborhood—a picturesque, tree-lined community of just 42 homes with no HOA and zoned for acclaimed Winter Park/Maitland schools. Recent upgrades provide peace of mind and modern comfort, including a new roof (2024), new water heater (2024), new solar panels (2024), and a

  Rick Bosley KELLER WILLIAMS ADVANTAGE REALTY

  8554 Amber Oak Dr, Orlando, FL 32817
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  /52

  $480,000 Sold Jun 05, 2025

  • 2,256 Sq Ft
  • $213/SF
  • 28 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1954

  4887 Seminole Ave, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Location, Location, Location!!!! Winter Park Florida: Large 4 Bedroom 3 Bath Home with Double Lot. This property has many upgrades such as: Stainless Steel Appliances including Gas Range and water heater, Updated Kitchen Cabinets, Exotic Granit Counter Tops, Large Living room with wood burning Fireplace and cathedral ceilings, Upgraded Flooring no

  Timothy Oster CHARLES RUTENBERG REALTY ORLANDO

  4887 Seminole Ave, Winter Park, FL 32792
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  /2

  $271,000 Sold Jun 05, 2025

  • 960 Sq Ft
  • $282/SF
  • 99 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1968

  1821 Rogers Ave, Maitland, FL 32751

  Welcome Home!!! Don't lose this opportunity and schedule your showing... This home features 3 bedrooms, 1 bathroom, and an open floor plan with living room, dining room, and kitchen. The kitchen offers beautiful cabinets, stainless steel appliances and granite countertops. Besides been completely remodel it have brand new windows throughout the house and brand-new stucco. Enjoy a big backyard

  Jessica Quiceno JJ SUNSHINE REALTY CORP

  1821 Rogers Ave, Maitland, FL 32751
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  /2

  $950,000 Sold Jun 02, 2025

  • 2,603 Sq Ft
  • $365/SF

  • 4 Beds
  • 2.5 Baths
  • Built 1972

  9021 Lake Hope Dr, Maitland, FL 32751

  Sold Data Only

  Stellar Non-Member Agent Stellar Non-Member Office

  9021 Lake Hope Dr, Maitland, FL 32751
• 

  /2

  $700,000 Sold Jun 02, 2025

  • 2,618 Sq Ft
  • $267/SF
  • 22 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1957

  1641 E Horatio Ave, Maitland, FL 32751

  Welcome to this beautifully updated Maitland home in the coveted Dommerich Estates neighborhood. This home is the best value in Maitland with an assumable 2.75 Percent interest rate available! The spacious 4 Bedroom, 3 Bathroom layout features a hard-to-find split floor plan plus an abundance of storage and space that is rare in mid-century homes. The oversized half-acre homesite provides ample

  Erin Baker FANNIE HILLMAN & ASSOCIATES

  1641 E Horatio Ave, Maitland, FL 32751
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  /2

  $370,000 Sold Jun 01, 2025

  • 1,409 Sq Ft
  • $263/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  2805 Bongart Rd, Winter Park, FL 32792

  Welcome to this charming 3-bedroom, 2-bathroom single-story home, perfectly located in highly sought-after Winter Park. Situated on a beautiful corner lot, this property offers the ultimate in convenience and charm, with the added bonus of NO HOA! Ideal for first-time homebuyers or investors, this home boasts low-maintenance tile and laminate flooring throughout. The spacious living room is the

  Jamie Stolinas Crame CENTURY 21 CARIOTI

  2805 Bongart Rd, Winter Park, FL 32792
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  /2

  $1,002,000 Sold May 31, 2025

  • 2,295 Sq Ft
  • $437/SF
  • 4 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1989

  1265 Park Pointe Ln, Winter Park, FL 32789

  Welcome home to this beautifully upgraded gem nestled in the heart of Winter Park. This move-in-ready home sits on a quiet street, offering easy access to major highways, top-rated schools, upscale dining, shopping, and Central Florida’s best attractions.No detail has been overlooked in this full renovation. The custom kitchen is a chef’s dream—featuring quartz countertops, an oversized island

  Frances Speights KELLER WILLIAMS ADVANTAGE III

  1265 Park Pointe Ln, Winter Park, FL 32789
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  /2

  $526,000 Sold May 30, 2025

  • 1,680 Sq Ft
  • $313/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  Unlisted Address

  Lakefront Maitland Home in the Desirable Lake Eulalia Heights Community!Experience lakefront living at its finest in this charming home located in a peaceful and sought-after Maitland neighborhood. Recent upgrades include a new roof and a new dock ideal for relaxing or entertaining by the water. Enjoy serene lake views from the spacious, open porch perfect for your morning coffee or evening

  Veronica Figueroa EXP REALTY LLC

  Unlisted Address
• 

  /2

  $520,000 Sold May 30, 2025

  • 943 Sq Ft
  • $551/SF
  • 41 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1956

  2507 Lafayette Ave, Winter Park, FL 32789

  ***Premier Land Opportunity on Lafayette Avenue, Winter Park, FL**Take advantage of an exceptional opportunity to own a prime piece of land in the highly desirable area of Winter Park, FL. This 7,734 sq. ft. lot on Lafayette Avenue offers an unparalleled chance to build the custom home of your dreams in one of Central Florida's most sought-after neighborhoods.With generous dimensions and

  William Grim, III RE/MAX ASSURED

  2507 Lafayette Ave, Winter Park, FL 32789
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  /2

  $1,550,000 Sold May 30, 2025

  • Land
  • 0.3 Acre
  • $5,166,667 per Acre

  • 42 Days On Market

  1181 Via Capri, Winter Park, FL 32789

  This is your chance to create the home of your dreams in one of Winter Park’s most sought-after neighborhoods. Situated on an oversized 80 x 180 lot (0.30 acres), this property offers ample space and endless potential. The existing structure has already been removed, making way for a seamless building process.Enjoy a walkable lifestyle with the Winter Park Racquet Club just steps away and the

  Maria Van Warner FANNIE HILLMAN & ASSOCIATES

  1181 Via Capri, Winter Park, FL 32789
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  /2

  $243,800 Sold May 30, 2025

  • 960 Sq Ft
  • $254/SF
  • 24 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1984

  255 Sandlewood Trail, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Dreams Do Come True! FHA, VA, and DPA approved, making it a smart choice for a wide range of buyers. Welcome to your next home in the heart of 32789—Winter Park’s hidden gem, Sandlewood Creek! This rare townhome-style condo offers unbeatable value in a prime location with NO neighbors above or below and a LOW HOA.Step inside and enjoy nearly 1,000

  Freddie Crespo INVESTOR'S REAL ESTATE LLC

  255 Sandlewood Trail, Winter Park, FL 32789
• 

  /2

  $979,000 Sold May 30, 2025

  • 2,455 Sq Ft
  • $399/SF
  • 3 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1964

  1621 Chippewa Trail, Maitland, FL 32751

  Welcome to this stunning move-in ready pool home in the highly sought after Dommerich neighborhood, known for its top-rated schools and wonderful community. Nestled on an over-sized corner lot in a quiet cul-de-sac, this beautifully maintained home boasts 4 bedrooms, 2 full bathrooms, plus a convenient half bath. The lush landscaping professionally designed by a certified Landscape Designer,

  Donna Bryant COLDWELL BANKER RESIDENTIAL RE

  1621 Chippewa Trail, Maitland, FL 32751
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  /2

  $450,000 Sold May 29, 2025

  • 1,672 Sq Ft
  • $269/SF
  • 26 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1956

  1807 Yorkshire Dr, Winter Park, FL 32792

  Ready to demo and BUILD NEW or completely reimagine your dream home in beautiful Winter Park??!! Look no further - this is a large .23 acre lot. Minutes to top Winter Park schools, the WP YMCA, Winter Park Racquet Club, Interlachen Country Club, shopping, dining and other conveniences and surrounded by beautiful mid-century and luxury homes. This home has 3 bedrooms plus 2 bonus rooms that would

  Carla Stanton MAINFRAME REAL ESTATE

  1807 Yorkshire Dr, Winter Park, FL 32792
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  /2

  $4,599,000 Sold May 28, 2025

  • 3,660 Sq Ft
  • $1,257/SF
  • 0 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 1951

  985 Lincoln Cir, Winter Park, FL 32789

  Welcome to Lincoln! This new construction single family home has been meticulously crafted and constructed by Wooten Built, a locally established, award-winning developer and luxury home Builder. Location! Location! Location! Lincoln Circle is a quiet street next to Park Avenue restaurants and shopping. Easily walk to Winter Park shops, restaurants, and the Winter Park Golf Course. This bespoke

  Clay Wooten UNITED REAL ESTATE PREFERRED

  985 Lincoln Cir, Winter Park, FL 32789
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  /2

  $498,000 Sold May 28, 2025

  • 1,740 Sq Ft
  • $286/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1961

  808 Denton Rd, Winter Park, FL 32792

  Step into a slice of mid-century magic, your private oasis awaits. On an oversized corner lot with no rear neighbors, this one-of-a-kind mid-century gem is more than just a home, it’s an experience. With classic architectural charm, lush landscaping and thoughtful updates, you’ll feel like you’ve stepped back in time without sacrificing modern-day comforts. Enjoy the tranquility of nature with

  Julie Vega-Dominguez PREMIER SOTHEBY'S INTL. REALTY

  808 Denton Rd, Winter Park, FL 32792
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  /31

  $410,000 Sold May 28, 2025

  • 1,751 Sq Ft
  • $234/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2006

  1342 Benevolent St, Maitland, FL 32751

  Welcome to turnkey, modern living in the gated community of Montacino (Enclave at Maitland)!This upscale townhome has been beautifully renovated, with a stylish kitchen offering newer top-of-the-line GE Café appliances (2022) including an induction range, a brand-new dishwasher, and gorgeous white quartz countertops, plus neutral wood-like LVP flooring for durability (up the stairway and

  MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  1342 Benevolent St, Maitland, FL 32751
• 

  /2

  $1,375,000 Sold May 28, 2025

  • 2,481 Sq Ft
  • $554/SF
  • 4 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1951

  1633 Pine Ave, Winter Park, FL 32789

  This home is a charming and meticulously maintained single-story family home nestled on a quiet street located on an expansive beautifully landscaped lot. As you enter, you're greeted by a private office with French doors to the left, and to the right, a cozy family room featuring a decorative fireplace. The open concept living and dining areas overlook the backyard, creating a perfect flow for

  Jenny Lake FANNIE HILLMAN & ASSOCIATES

  1633 Pine Ave, Winter Park, FL 32789
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  /22

  $397,500 Sold May 28, 2025

  • 1,327 Sq Ft
  • $300/SF
  • 82 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  927 Mare Bello Dr, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. LOCATION, LOCATION! Welcome to 927 Mare Bello Drive in Winter Park, Florida's highly desirable Eastbrook neighborhood. This peaceful and family-friendly community is renowned for its quiet streets and welcoming atmosphere. TOP-RATED SCHOOLS: Families will appreciate access to excellent educational institutions, including Winter Park High School.

  Susana Moor LA ROSA REALTY KISSIMMEE

  927 Mare Bello Dr, Winter Park, FL 32792
• 

  /2

  $4,750,000 Sold May 27, 2025

  • 4,913 Sq Ft
  • $967/SF
  • 0 Days On Market

  • 4 Beds
  • 5.5 Baths
  • Built 1925

  984 Mayfield Ave, Winter Park, FL 32789

  Welcome home to a gated estate on one of the most desired streets in Winter Park, on a half-acre with a separate guesthouse & walk in wine cellar and tasting room, & a short distance to Park Avenue, Kraft Azalea Gardens and Winter Park Racquet Club. Timeless elegance and flawless artistry blend perfectly with modern comfort and function in this one-of-a-kind custom home originally designed for

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  984 Mayfield Ave, Winter Park, FL 32789
• 

  /2

  $575,000 Sold May 27, 2025

  • 972 Sq Ft
  • $592/SF
  • 24 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1952

  1230 N Denning Dr, Winter Park, FL 32789

  This charming “old Florida” bungalow in the heart of Winter Park offers the perfect blend of comfort and convenience, nestled in a prime location on a brick lined street just moments from world-class shopping and dining on famous Park Avenue. In addition, it is a short walk to both The Winter Park Village and Whole Foods. The warm and inviting interior of this home exudes character with original

  Ed Klein FANNIE HILLMAN & ASSOCIATES

  1230 N Denning Dr, Winter Park, FL 32789
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  /2

  $1,089,000 Sold May 23, 2025

  • 3,051 Sq Ft
  • $357/SF
  • 1 Day On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2006

  123 Tangelo Ct, Maitland, FL 32751

  Maitland Mediterranean home with lake access to Lake Maitland and the WP chain of lakes. This well maintained home has 4 bedrooms and 3.5 baths with over 3000 square feet of living area. Spacious gourmet kitchen with separate eat-in area. Stainless appliances, granite countertops with bar seating opening out to the family room. French doors lead out to a covered patio overlooking the private

  Hal George PREMIER SOTHEBY'S INTL. REALTY

  123 Tangelo Ct, Maitland, FL 32751
• 

  /2

  $390,000 Sold May 23, 2025

  • 952 Sq Ft
  • $410/SF
  • 43 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1964

  1000 S Orlando Ave Unit 4, Maitland, FL 32751

  This charming move in ready furnished (furniture valued at approx. $7,500) first-floor unit is situated in the highly desirable Maitland Harbour condominium complex, nestled in the heart of Maitland. This intimate and picturesque community is ideally located on Lake Maitland and offers access to the entire Winter Park Chain of Lakes. Recently fully remodeled, the unit features stylish décor,

  Sue Grafton FANNIE HILLMAN & ASSOCIATES

  1000 S Orlando Ave Unit 4, Maitland, FL 32751
• 

  /2

  $3,600,000 Sold May 21, 2025

  • 4,314 Sq Ft
  • $834/SF
  • 24 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1935

  851 Georgia Ave, Winter Park, FL 32789

  Nestled on a sprawling 0.89-acre estate, this luxurious home offers the perfect balance of privacy and convenience, just moments from the vibrant downtown Winter Park. A rare gem, this 1935 James Gamble Rogers masterpiece blends Old World charm with European influences, creating an inviting, character-rich ambiance. The main home features 3 bedrooms, 2 1/2 bathrooms, and 3,908 square feet of

  Nancy Bagby FANNIE HILLMAN & ASSOCIATES

  851 Georgia Ave, Winter Park, FL 32789
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  /20

  $539,000 Sold May 19, 2025

  • 2,016 Sq Ft
  • $267/SF
  • 4 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1987

  8242 Helena Dr, Orlando, FL 32817

  No HOA! If you are looking for your new home in a stylish, move-in ready, well-kept property in the Orlando area this is the one. This beautiful home offers sunken living room, double sided fireplace, an open space between kitchen and family room great for family time or gathering with friends, amazing views from the kitchen and family room to the amazing in-ground pool. with a cover large

  Sylvia Marchese TRANSCONTINENTAL REALTY GROUP,

  8242 Helena Dr, Orlando, FL 32817
• 

  /2

  $470,000 Sold May 16, 2025

  • 2,109 Sq Ft
  • $223/SF
  • 4 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1984

  8343 Helena Dr, Orlando, FL 32817

  One or more photo(s) has been virtually staged. Modern Pool Home with Winter Park Schools – No HOA!Looking for a stylish, move-in-ready pool home in a great Orlando location without the hassle of an HOA? This updated 4-bedroom, 2.5-bath beauty checks all the boxes—plus, it’s zoned for highly rated Winter Park schools!Inside, you’ll find a freshly painted interior and a super functional layout

  Sue Smith RE/MAX TOWN & COUNTRY REALTY

  8343 Helena Dr, Orlando, FL 32817
• 

  /2

  $3,845,000 Sold May 16, 2025

  • 4,188 Sq Ft
  • $918/SF
  • 4 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1979

  2020 Venetian Way, Winter Park, FL 32789

  Lake Maitland Custom built home.

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  2020 Venetian Way, Winter Park, FL 32789
• 

  

  /48

  $820,000 Sold May 15, 2025

  • 2,581 Sq Ft
  • $318/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2002

  220 Minnehaha Rd, Maitland, FL 32751

  Charming 3-Bedroom Pool Home in the Heart of Downtown MaitlandWelcome to this wonderful one-story home, built in 2002 and nestled on one of Maitland’s premier streets. With over 2,500 square feet of living space, this spacious residence features 3 bedrooms, 2.5 bathrooms, wide open living areas, and an oversized two-car garage—perfect for storage, hobbies, or extra space.Enjoy the ultimate in

  Jennifer King CORCORAN PREMIER REALTY

  220 Minnehaha Rd, Maitland, FL 32751
• 

  

  /36

  $1,200,000 Sold May 15, 2025

  • 3,879 Sq Ft
  • $309/SF
  • 13 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1996

  142 Stone Hill Dr, Maitland, FL 32751

  One or more photo(s) has been virtually staged. This meticulously maintained home in the desirable Stonehill community offers an exceptional layout with thoughtful upgrades throughout. The freshly painted exterior and recently replaced tile roof give it standout curb appeal. Inside, the grand foyer, with soaring ceilings, leads into a formal living room with French doors overlooking the sparkling

  Maria Van Warner FANNIE HILLMAN & ASSOCIATES

  142 Stone Hill Dr, Maitland, FL 32751
• 

  /2

  $560,000 Sold May 14, 2025

  • 1,920 Sq Ft
  • $292/SF
  • 3 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1964

  2609 Chinook Trail, Maitland, FL 32751

  Nestled under majestic oaks you'll find this wonderful 4 bed 2 bth Pool home just waiting for your personal touches in this popular Dommerich community. This home features a great layout with recent upgrades to include interior and exterior paint, new electrical panel, new water heater and new vinyl fence. Roof was replaced in 2020, over-sized side entry garage and a garden center for your

  Tracey Dempsey CARTHEN REALTY INC

  2609 Chinook Trail, Maitland, FL 32751
• 

  /2

  $1,500,000 Sold May 14, 2025

  • 3,297 Sq Ft
  • $455/SF
  • 7 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2002

  1741 Pine Ave, Winter Park, FL 32789

  Nestled in the heart of Winter Park, this stunning 4-bedroom, 3-bathroom pool home offers the perfect balance of elegance and convenience. Just minutes from shopping, fantastic dining, popular Phelps Park, the YMCA, the renowned Interlachen Country Club, and the lively Park Avenue, this location has it all.As you approach, a charming front porch shaded by majestic oak trees welcomes you home.

  Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

  1741 Pine Ave, Winter Park, FL 32789
• 

  /2

  $399,900 Sold May 13, 2025

  • 1,752 Sq Ft
  • $228/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2006

  1267 Blessing St, Maitland, FL 32751

  Prime location in the gated community of Montecino! This beautifully updated 3-bedroom, 2.5-bath townhouse offers a bright and modern layout with new laminate flooring throughout the first floor. The fully renovated kitchen features granite countertops, a stylish backsplash, and newer stainless steel appliances, all overlooking the open porch and peaceful green space—ideal for relaxing or

  Betsy Breton-Garcia KELLER WILLIAMS WINTER PARK

  1267 Blessing St, Maitland, FL 32751
• 

  

  /30

  $468,000 Sold May 10, 2025

  • 1,231 Sq Ft
  • $380/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1991

  651 Robinhood Dr, Maitland, FL 32751

  Tucked away in one of Maitland's hidden gem neighborhoods, this charming home blends convenience and comfort effortlessly. Just a short stroll away, you'll find favorites like Publix, Kappy's Subs, and the Brightline station, while Luke’s Kitchen, Lake Lilly Farmer’s Market, and vibrant Winter Park are mere minutes from your doorstep. Easy access to I-4 ensures your daily commute or weekend

  Heather Unger, PA ACME REAL ESTATE FLORIDA LLC

  651 Robinhood Dr, Maitland, FL 32751
• 

  

  /40

  $1,000,000 Sold May 09, 2025

  • 3,862 Sq Ft
  • $259/SF
  • 68 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1979

  1606 The Oaks Dr, Maitland, FL 32751

  Reduced $200K to help with remodeling if desired!! One owner custom built modern contemporary nestled in a secluded area in The Oaks of Maitland! Spacious home offers a soaring vaulted cedar beamed ceiling in family room with wet bar and floor to ceiling wood burning stone fireplace. Located on a cul-de-sac lot with a circular paved driveway and oversized side entry garage, the backyard

  Cheryl Gray RIDER REALTY, LLC

  1606 The Oaks Dr, Maitland, FL 32751
• 

  /2

  $654,000 Sold May 09, 2025

  • 1,668 Sq Ft
  • $392/SF
  • 53 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  1630 Haven Dr, Orlando, FL 32803

  Welcome to your dream home in vibrant Ivanhoe Park! This exquisite new construction townhome by David Weekley Homes offers modern living with a touch of elegance, boasting 1,668 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

  1630 Haven Dr, Orlando, FL 32803

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