Homes for Sale near Maitland Middle School

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  /65

  $995,000

  Open Sun 1PM - 3PM $155K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,431 Sq Ft

  1800 Magnolia Ave, Winter Park, FL 32789

  Virtually Staged. PRICE IMPROVEMENT! NO HOA! Experience refined living in this renovated custom designed home on a corner lot in one of the area’s most peaceful and private neighborhoods. Tucked away at the end of a quiet dead-end street, this residence offers an exceptional blend of craftsmanship, sophistication, and modern comfort. With soaring 10-foot ceilings throughout and a stately

  

  Kathy Summers

  FLORIDA REALTY INVESTMENTS

  (321) 306-4359

  1800 Magnolia Ave, Winter Park, FL 32789
• 

  Explore Maitland Middle School

• 

  

  

  /54

  $824,000

  $51K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 3,000 Sq Ft

  1501 Druid Isle Rd, Maitland, FL 32751

  Lease option considered. LAKESIDE LIVING in Maitland, Florida! Nestled canal front with direct access to Lake Charity, this vintage block home is built like a fortress with all the modern luxuries of today. A unique home for those who desire authenticity in both design and quality. A side entry garage leads to a courtyard like entrance with a marble path and asian influenced landscape. Double

  

  Autumn Makin

  LAKEFIELD REALTY GROUP LLC

  (689) 260-6048

  1501 Druid Isle Rd, Maitland, FL 32751
• 

  

  

  /30

  $216,000

  • 2 Beds
  • 1.5 Baths
  • 1,432 Sq Ft

  814 Park Lake Cir Unit 8, Maitland, FL 32751

  A beautiful affordable condo in Maitland. 2 bedrooms and 1 1⁄2 baths with a 1 car garage. The kitchen has been updated with white cabinets and new counter tops. The appliances have been updated. There is a large dining room and separate living room. The utility room is on the 1st floor with an updated barn door for access. The 1st floor has wood flooring while the second floor has carpeting. The

  

  Warren Gagne

  NEXTHOME NEIGHBORHOOD REALTY

  (321) 757-2668

  814 Park Lake Cir Unit 8, Maitland, FL 32751
• 

  

  

  /48

  $639,900

  Open Sun 1PM - 3PM $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,287 Sq Ft

  1830 Edwin Blvd, Winter Park, FL 32789

  Virtually Staged. Beautifully RENOVATED and MOVE-IN READY/TURN-KEY home in the heart of Winter Park. From the moment you enter, you’re welcomed by an open, airy layout with VAULTED CEILINGS that make the home feel spacious and inviting. Beautiful TILE flooring throughout creates a seamless flow from room to room, while abundant natural light pours in through DOUBLE-PANED WINDOWS (2018) and German

  

  Nydia Marrero

  ZEN LIVING HOMES LLC

  (689) 210-5554

  1830 Edwin Blvd, Winter Park, FL 32789
• 

  

  

  /26

  $399,900

  • 4 Beds
  • 2 Baths
  • 1,979 Sq Ft

  3949 Cool Water Ct, Winter Park, FL 32792

  Located on a quiet cul-de-sac in Winter Park, this home has the kind of layout and lot that are hard to find at this price point. Vaulted ceilings open up the main living area, and built-in display niches along the wall give the space character you won't find in newer construction. The kitchen has a breakfast bar peninsula and connects to a sunny dining space with a pendant light overhead. The

  

  Regan Jackson

  ACME REAL ESTATE FLORIDA LLC

  (689) 263-9594

  3949 Cool Water Ct, Winter Park, FL 32792
• 

  

  /41

  $2,495,000

  $155K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 4,011 Sq Ft

  1130 Park North Place, Winter Park, FL 32789

  Half-acre lot just steps from Park Avenue shopping and dining, tucked on a quiet cul-de-sac in the heart of Winter Park.This traditional two-story home offers a well-designed floorplan for both everyday living and entertaining. From the moment you enter, the home feels warm and inviting. The main level features a spacious primary suite along with connected living spaces that flow easily from

  

  Jennifer King

  CORCORAN PREMIER REALTY

  (321) 257-9480

  1130 Park North Place, Winter Park, FL 32789
• 

  

  /20

  $449,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,743 Sq Ft

  206 Moseley Ave, Eatonville, FL 32751

  Inside, the home opens into a bright and airy open-concept living space highlighted by high tray ceilings, recessed lighting, oversized glossy tile flooring, and an abundance of natural light. The seamless flow between the living, dining, and kitchen areas creates the perfect setting for both entertaining and everyday luxury living.

  

  Brianna Grant

  SYCHAR REALTY

  (321) 478-2126

  206 Moseley Ave, Eatonville, FL 32751
• 

  

  /37

  $325,000

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft

  1140 S Orlando Ave Unit I14, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Where Maitland's pristine waters meet a modern lifestyle! This luxury condominium in the coveted Lake Maitland Terrace community offers a rare blend of elegance and convenience on the shores of Lake Maitland within the famed Winter Park Chain of Lakes. Nestled among lush green spaces, this impeccably maintained mid-century modern complex boasts easy

  Michele Ostrander CHARLES RUTENBERG REALTY ORLANDO

  1140 S Orlando Ave Unit I14, Maitland, FL 32751
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  /66

  $2,295,000

  $100K PRICE DROP

  • 4 Beds
  • 5.5 Baths
  • 4,392 Sq Ft

  1760 Legion Dr, Winter Park, FL 32789

  Winter Park 1964 Charmer! This wonderful ranch is located just minutes to Downtown Orlando as well as Park Ave. With over 4300 sq ft of living space, this, 4 bed/5.5 bath home is in the prime location. Upon entering you'll notice just how light and bright this home shows, to your right you will find a home office space. Rich dark wood, custom cabinetry and dramatic lighting provide the perfect

  Steven Looper CHARLES RUTENBERG REALTY ORLANDO

  1760 Legion Dr, Winter Park, FL 32789
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  /80

  $415,000

  • 3 Beds
  • 2.5 Baths
  • 1,751 Sq Ft

  1295 Blessing St, Maitland, FL 32751

  Nestled within the exclusive gated lakeside community of Montacino, this impeccably maintained Spanish/Mediterranean-inspired townhome offers refined living surrounded by serene natural beauty. The sought-after two-story Barclay model features an elegant open-concept design, seamlessly blending the spacious great room, dining area, and well-appointed kitchen—thoughtfully designed for both

  Adrian Jiminez MARKET CONNECT REALTY LLC

  1295 Blessing St, Maitland, FL 32751
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  /42

  $598,000

  $26K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,620 Sq Ft

  1822 Yorkshire Dr, Winter Park, FL 32792

  Virtually Staged. PRICE REDUCTION...priced to move! Charming three-bedroom, three-bath one-story home features a split floor plan with two primary suites, ideal for multigenerational living or guest flexibility, in a prime Winter Park location. In the desirable Park Manor subdivision, this beautifully designed split floor plan home offers comfort and privacy, perfect for modern living. Enjoy the

  MaryAnne Branner PREMIER SOTHEBY'S INTL. REALTY

  1822 Yorkshire Dr, Winter Park, FL 32792
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  /35

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,879 Sq Ft

  4743 Lake Sharp Dr, Orlando, FL 32817

  Welcome to this beautiful updated property offering comfort, functionality, and an incredible Florida lifestyle! This move-in-ready open concept home features numerous major upgrades, giving peace of mind for years to come.Enjoy a new AC (2025), new water heater (2025), roof replaced in 2021, and the home was replumbed in 2021. The property also includes new windows, tile flooring throughout,

  Monica Cuervo LPT REALTY, LLC

  4743 Lake Sharp Dr, Orlando, FL 32817
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  /20

  $479,900

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,376 Sq Ft

  501 Heritage Blvd, Winter Park, FL 32792

  Welcome to this beautifully remodeled, move-in-ready home in the highly sought-after Winter Park area. This single-story residence features 4 bedrooms and 2 bathrooms, offering a bright, open floor plan with modern finishes designed for both comfort and functionality. A standout feature of this property is its commitment to sustainable living and energy efficiency. Highlights include: - Newer

  Bernardo Carrasquel B EXP REALTY LLC

  501 Heritage Blvd, Winter Park, FL 32792
• 

  

  /51

  $2,800,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,553 Sq Ft

  541 W Canton Ave, Winter Park, FL 32789

  Timeless elegance meets boutique craftsmanship at 541 W Canton Ave., an exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Near Winter Park’s iconic Park Avenue, this French Quarter-inspired residence blends historic charm and rich character with elevated modern living and a refined sense of calm. From its dormer windows and custom-carved wood

  Bianca Rey PREMIER SOTHEBY'S INTL. REALTY

  541 W Canton Ave, Winter Park, FL 32789
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  /12

  $265,000

  $35K PRICE DROP

  • Land
  • 11,761 Sq Ft
  • $981,481 per Acre

  0 Mechanic St, Maitland, FL 32751

  Unlock the Potential of Your Dream Property in Maitland, Florida!Discover a prime opportunity to build your vision in the heart of Maitland, a charming and thriving community just minutes from downtown Orlando. This vacant land offers a blank canvas for your dream home or investment property. Nestled in a highly desirable area, you'll enjoy easy access to top-rated schools, tranquil parks,

  Cheree Graham KELLER WILLIAMS REALTY AT THE PARKS

  0 Mechanic St, Maitland, FL 32751
• 

  

  /71

  $3,100,000

  • 6 Beds
  • 4.5 Baths
  • 5,355 Sq Ft

  1166 N Lake Sybelia Dr, Maitland, FL 32751

  Welcome to luxury lakefront living at its absolute finest in the heart of Maitland, Florida. Nestled along the pristine shores of Lake Sybelia, this extraordinary three-story estate offers an unparalleled combination of elegance, comfort, and breathtaking waterfront views. Boasting 5,355 square feet of thoughtfully designed living space, this stunning residence features six spacious bedrooms,

  Joseph Sipp KELLER WILLIAMS WINTER PARK

  1166 N Lake Sybelia Dr, Maitland, FL 32751
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  /76

  $6,495,000

  New Construction $705K PRICE DROP

  • 5 Beds
  • 6.5 Baths
  • 5,939 Sq Ft

  550 Palmer Ave, Winter Park, FL 32789

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

  John McDade FANNIE HILLMAN & ASSOCIATES

  550 Palmer Ave, Winter Park, FL 32789
• 

  

  /8

  $1,925,000

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,618 Sq Ft

  906 Enclave Place, Winter Park, FL 32792

  Under Construction. This modern farmhouse designed home is under construction proposed completion March 2027. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and

  Laura Earl CORCORAN PREMIER REALTY

  906 Enclave Place, Winter Park, FL 32792
• 

  

  /29

  $1,850,000

  $75K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,653 Sq Ft

  721 Pansy Ave, Winter Park, FL 32789

  Ideally on a quiet residential street just near Park Avenue, this custom-built transitional residence offers the best of Winter Park living, accessible, refined and thoughtfully designed from the ground up. Built in 2018 by Carlos Posada, the home delivers 2,653 square feet of living space across two floors, with an additional 365 square feet walk-up attic, four bedrooms and four full baths. From

  Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  721 Pansy Ave, Winter Park, FL 32789
• 

  

  /3

  $2,235,000

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,150 Sq Ft

  926 Enclave Place, Winter Park, FL 32792

  Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and designed with intention, The Enclave offers a rare opportunity to enjoy a

  Laura Earl CORCORAN PREMIER REALTY

  926 Enclave Place, Winter Park, FL 32792
• 

  

  /4

  $2,050,000

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,813 Sq Ft

  930 Enclave Place, Winter Park, FL 32792

  Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and designed with intention, The Enclave offers a rare opportunity to enjoy a

  Matthew Burks CORCORAN PREMIER REALTY

  930 Enclave Place, Winter Park, FL 32792
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  /17

  $650,000

  $65K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,689 Sq Ft

  1770 Algonquin Trail, Maitland, FL 32751

  Welcome to 1770 Algonquin Trail — where modern upgrades, thoughtful renovations, and Florida lifestyle come together in one move-in ready package. Situated on a beautiful lot with lake access, this completely updated 4-bedroom, 2-bathroom home delivers the kind of upgrades buyers don’t want to spend years tackling themselves. Inside, the home has been transformed with a stunning renovated kitchen

  Ashley Fulford CHARLES RUTENBERG REALTY ORLANDO

  1770 Algonquin Trail, Maitland, FL 32751
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  /8

  $849,000

  $49K PRICE INCREASE

  • 4 Beds
  • 2 Baths
  • 1,617 Sq Ft

  1780 Bryan Ave, Winter Park, FL 32789

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

  Nickolas McKee KELLER WILLIAMS WINTER PARK

  1780 Bryan Ave, Winter Park, FL 32789
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  /38

  $1,155,000

  $85K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 4,149 Sq Ft

  51 Oakleigh Ln, Maitland, FL 32751

  Come see 51 Oakleigh Ln, a functional residence arranged for everyday practicality. A comfortable living space features a fireplace. The kitchen includes an accent backsplash and all stainless steel appliances. The primary bedroom has a walk in closet, and its bathroom features double sinks and a separate tub and shower. Outside, a patio connects to an in ground pool within a fenced in backyard.

  Karen Albright OPENDOOR BROKERAGE LLC

  51 Oakleigh Ln, Maitland, FL 32751
• 

  

  /70

  $2,395,000

  • 5 Beds
  • 3 Baths
  • 3,456 Sq Ft

  530 Lake Catherine Dr, Maitland, FL 32751

  An incredible opportunity in one of Maitland’s exclusive communities offers stunning lakefront views of Lake Catherine and Lake Eulalia. With one of only three private docks on Lake Catherine, this is a rare and special property. A charming brick street winds along the lake and leads to this timeless residence, uniquely positioned with frontage on two lakes. This elegant two-story home features

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  530 Lake Catherine Dr, Maitland, FL 32751
• 

  

  /22

  $675,000

  • 3 Beds
  • 3 Baths
  • 1,935 Sq Ft

  245 Orange Place, Maitland, FL 32751

  Location, location!! Discover a rare opportunity to own an income-producing triplex in the heart of Maitland, just steps from the iconic Enzian Theater and vibrant Downtown Maitland. With all exterior siding replaced in 2026 on all three units, newer roofs installed in 2026 and 2021, and updated kitchens already completed, this property offers an exceptional turnkey investment with major

  Jessica Lee ONE LUXURY INTERNATIONAL LLC

  245 Orange Place, Maitland, FL 32751
• 

  

  /60

  $1,100,000

  • 5 Beds
  • 4 Baths
  • 3,270 Sq Ft

  987 Brightwater Cir, Maitland, FL 32751

  Your dream home awaits. Welcome to this exquisitely Renovated 4/4 PLUS OFFICE PLUS BONUS ROOM POOL HOME. Located in the gorgeous guard gated enclave of Maitland Club. From the moment you enter, soaring ceilings and an elegant 3-way split floor plan create a sense of openness and refined comfort. At the heart of the home lies a beautiful updated kitchen, complete with a spacious center island,

  Gale Milgrim KELLER WILLIAMS WINTER PARK

  987 Brightwater Cir, Maitland, FL 32751
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  /32

  $1,825,000

  $370K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,754 Sq Ft

  1111 Audubon Way, Maitland, FL 32751

  Welcome to a rare opportunity on the shores of Lake Sybelia, one of Maitland’s most desirable recreational lakes. This custom, one-owner home offers 3,754 square feet of thoughtfully designed living space that has been well-maintained with potential for cosmetic enhancements. A brick-paved horseshoe driveway and inviting front porch set the tone. Inside, rich wood floors, vaulted wood ceilings in

  Melissa Shipp KELLER WILLIAMS ADVANTAGE REALTY

  1111 Audubon Way, Maitland, FL 32751
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  /53

  $2,225,000

  $70K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,691 Sq Ft

  1885 Temple Dr, Winter Park, FL 32789

  Located in highly desirable Lugano Terrace just steps from the shores of Lake Knowles, this stunning all new interiors, 5-bedroom, 3.5-bath brick home effortlessly blends timeless charm with extensive modern updates. Set on a beautifully oversized landscaped lot with a roundabout driveway. Winter Park’s most sought-after neighborhoods adjacent to the Vias, Winter Park Racquet Club and Dommerich

  Jennifer Sloan COMPASS FLORIDA LLC

  1885 Temple Dr, Winter Park, FL 32789
• 

  

  /25

  $420,000

  New Construction $39K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,625 Sq Ft

  200 Moseley Ave, Maitland, FL 32751

  Every detail of this home was thoughtfully curated to offer timeless beauty, upscale finishes, and modern functionality. This exceptional property blends contemporary design with everyday comfort, creating the perfect living experiences. The oversized walk-in shower creates a true resort-style experience with floor-to-ceiling marble-inspired tile, frameless glass enclosure, rainfall showerhead,

  Brianna Grant SYCHAR REALTY

  200 Moseley Ave, Maitland, FL 32751
• 

  

  /36

  $377,880

  • 3 Beds
  • 2 Baths
  • 1,128 Sq Ft

  2973 Sanbina St, Winter Park, FL 32789

  Welcome to an incredible opportunity to own a home in one of Central Florida’s most desirable zip codes — Winter Park 32789 — for under $400,000! Surrounded by million-dollar neighborhoods, this 3-bedroom, 2-bath home offers outstanding value, endless potential, and a prime location close to shopping, dining, parks, and everything Winter Park has to offer.Located in a highly sought-after

  Nicholas Musashe SUN PROPERTIES, INC.

  2973 Sanbina St, Winter Park, FL 32789
• 

  

  /39

  $339,000

  $6K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,739 Sq Ft

  249 W Lake Faith Dr Unit 205, Maitland, FL 32751

  Virtually Staged. Tucked away in this delightful lakefront community this beautifully renovated condo offers so much! Situated on the first floor, the condo overlooks the charming grounds and a peek of Lake Faith from the living areas and porch. Inside is a treat for sure with a large open living and dining room layout that is light and bright. The unit has a luxury vinyl plank flooring

  Dawn Romance FANNIE HILLMAN & ASSOCIATES

  249 W Lake Faith Dr Unit 205, Maitland, FL 32751
• 

  

  /50

  $995,000

  $454K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 4,144 Sq Ft

  791 Sequoia Trail, Maitland, FL 32751

  Discover a rare opportunity in Dommerich Woods, a distinguished and established Maitland neighborhood celebrated for its rich heritage. Situated on .33 acre of lushly landscaped grounds, this remarkable property welcomes with paver drive and enjoys a tranquil setting along apeaceful creek connecting Lake Minnehaha and Lake of the Woods - creating an atmosphere of natural elegance and

  David Van Wormer VANWORMER REALTY & DEVELOPMENT

  791 Sequoia Trail, Maitland, FL 32751
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  /77

  $1,499,000

  Open Sun 2PM - 4PM

  • 5 Beds
  • 4 Baths
  • 4,814 Sq Ft

  255 W George Ave, Maitland, FL 32751

  A premier street offering a perfect walkable lifestyle to Maitland’s vibrant downtown corridor, known for its community events, restaurants, Lake Lily Park, the beloved independent Enzian Theater, and within view of Lake Sybelia. This custom home was completely rebuilt in 2007, adding significant square footage and incorporating a timeless transitional design. 5 bedrooms, 4 baths stretching

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  255 W George Ave, Maitland, FL 32751
• 

  

  /31

  $719,000

  • 4 Beds
  • 3 Baths
  • 2,676 Sq Ft

  1511 E Horatio Ave, Maitland, FL 32751

  Welcome to your dream home located in the heart of Maitland, FL. This stunning 4-bedroom, 3-bathroom residence is a perfect blend of modern comfort and timeless elegance. Lease Purchase available with a downpayment. Total Living Area 2760 Sq Ft. As you step inside, you'll be greeted by an inviting foyer that leads to a spacious open-concept living area, featuring high ceilings and abundant

  Gustavo Vargas FLORIDA REALTY INVESTMENTS

  1511 E Horatio Ave, Maitland, FL 32751
• 

  

  /35

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,759 Sq Ft

  9050 Stockton Ct, Orlando, FL 32817

  Welcome to 9050 Stockton Court, Orlando, FL 32817! Nestled on a quiet cul-de-sac, this well-maintained 3-bedroom, 2-bathroom home offers 1,759 square feet of living space and sits on an oversized 0.26-acre lot, providing plenty of room to enjoy both indoor and outdoor living. Designed with comfort and functionality in mind, this single-story residence features a spacious layout with generously

  Milton James COLDWELL BANKER REALTY

  9050 Stockton Ct, Orlando, FL 32817
• 

  

  /36

  $3,095,000

  • 3 Beds
  • 5 Baths
  • 4,425 Sq Ft

  1724 Pine Ave, Winter Park, FL 32789

  Beautifully renovated and thoughtfully designed, this exceptional residence is nestled in the heart of Winter Park’s sought-after Tree Streets neighborhood. Privately behind entry gates, the home welcomes you with a picturesque front courtyard highlighted by a tranquil water feature, setting the tone for the sophisticated living experience that awaits. Expansive walls of glass and disappearing

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1724 Pine Ave, Winter Park, FL 32789
• 

  

  /25

  $210,000

  • 1 Bed
  • 1 Bath
  • 612 Sq Ft

  1140 S Orlando Ave Unit E11, Maitland, FL 32751

  Rare Opportunity for Lakeside Living!This beautifully maintained 1-bedroom, 1-bath, 612 sq. ft. condo is nestled in the highly sought-after Lake Maitland Terrace community—perfectly positioned on Lake Maitland, the largest lake in the Winter Park Chain of Lakes. Enjoy the ultimate lakefront lifestyle with fishing, kayaking, canoeing, and water-skiing just steps from your door. The community

  Dan Haggerty NEXTHOME BEST RESULTS REAL ESTATE

  1140 S Orlando Ave Unit E11, Maitland, FL 32751
• 

  

  /44

  $729,000

  $30K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,066 Sq Ft

  1761 Tippicanoe Trail, Maitland, FL 32751

  Welcome to 1761 Tippicanoe Trail, a beautifully maintained home nestled on a quiet, tree-lined street in one of Maitland’s most desirable neighborhoods. This inviting residence blends timeless charm with thoughtful updates, offering comfort, style, and an exceptional location. Step inside to find warm and welcoming living spaces filled with natural light, spacious gathering areas, and a

  Jeff Clark COLDWELL BANKER REALTY

  1761 Tippicanoe Trail, Maitland, FL 32751
• 

  

  /46

  $1,799,000

  $101K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,727 Sq Ft

  1840 Bryan Ave, Winter Park, FL 32789

  This custom 2014-built Winter Park residence is stretched over a double lot with a backyard resort style retreat yet close to all Winter Park offers. A home with function and flexibility with a separate guest house, office or studio based on your needs. This thoughtfully designed home is sophisticated with casual comfort and showcases four bedrooms, 3.5 baths and nearly 3,800 square feet,

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  1840 Bryan Ave, Winter Park, FL 32789

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