Orange, FL Homes

• 

  

  

  /8

  Est $278,007 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  1000 Winderley Place Unit 146, Maitland, FL 32751

  1000 Winderley Place Unit 146, Maitland, FL 32751
• 

  

  

  /53

  $1,800,000

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

  255 W George Ave, Maitland, FL 32751

  Experience the blend of timeless elegance and modern luxury in this Maitland estate a block away from Lake Sybelia. Completely renovated in 2007, every detail of this home exudes sophistication. A spacious paver driveway leads to a two-car garage, framed by lush tropical landscaping, decorative stone accents, and a charming fountain, creating an inviting first impression. The grand foyer welcomes

  Peter Luu REAL BROKER, LLC

  255 W George Ave, Maitland, FL 32751
• 

  

  /2

  $425,000 Sold Apr 03, 2025

  • 1,706 Sq Ft
  • $249/SF
  • 45 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2019

  1910 Rogers Ave, Maitland, FL 32751

  This stunning 3-bedroom, 2-bathroom home, built in 2019, is a modern gem ready for you to call home! This home has an open-concept design featuring gray-tone tile floors, a gorgeous kitchen with shaker-style cabinets, upgraded stainless steel appliances, a large center island, and a closet pantry. The split-bedroom layout offers a serene primary suite with crown molding, a walk-in closet, and an

  Carly Gagne CHARLES RUTENBERG REALTY ORLANDO

  1910 Rogers Ave, Maitland, FL 32751
• 

  

  

  /29

  Est $246,493 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,111 Sq Ft

  1408 Lake Shadow Cir Unit 1301, Maitland, FL 32751

  1408 Lake Shadow Cir Unit 1301, Maitland, FL 32751
• 

  

  

  /26

  $550,000

  • 4 Beds
  • 3 Baths
  • 2,748 Sq Ft

  140 E Faith Terrace, Maitland, FL 32751

  NEW ROOF 2022 - NEW AC 2022 - NEW ELECTRICAL PANELS 2022 - REPLUMB 2022 - NEW SEPTIC 2025 - Seperate detached GUEST HOUSE offering built-in monthly income potential. Previously rented under market value at $900/month, the guesthouse is currently vacant and ready for a new tenant, a private space for adult children, or a comfortable in-law suite. Endless possibilities to maximize value and

  Gregory Roberts LPT REALTY LLC

  140 E Faith Terrace, Maitland, FL 32751
• 

  /2

  $300,000 Sold Apr 02, 2025

  • Land
  • 0.07 Acre
  • $4,285,714 per Acre

  • 256 Days On Market

  1750 Fennell St, Maitland, FL 32751

  Ideal property to build professional office suites in a developed area of Maitland Square. This 3,000 square foot lot could accommodate a 6,000 square foot office building. In the heart of Maitland Center, giving you access from both Fennell Street & Keller Road into the complex. Talk about location, just minutes to Maitland Blvd and I-4 Interchange. It is also conveniently located near the 414

  Jason Zinno RE/MAX ASSURED

  1750 Fennell St, Maitland, FL 32751
• 

  

  /11

  Est $235,813 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,111 Sq Ft

  1225 Lake Shadow Cir Unit 14207, Maitland, FL 32751

  1225 Lake Shadow Cir Unit 14207, Maitland, FL 32751
• 

  

  /34

  $479,900

  • 2 Beds
  • 2 Baths
  • 1,270 Sq Ft

  204 Quayside Cir Unit 501, Maitland, FL 32751

  What can I say, there is just something special about Lake Life! Come see what I mean by visiting this beautiful lakeview condo located at The Moorings on Lake Maitland. Experience the joy of the view, sit and relax and stay a while! Move-in ready with upgrades throughout. This is the one you have been waiting for! Imagine a daily meditation with coffee & lake views every morning. Nestled on

  Alie Gattis MAINFRAME REAL ESTATE

  204 Quayside Cir Unit 501, Maitland, FL 32751
• 

  /2

  $407,000 Sold Mar 31, 2025

  • 1,970 Sq Ft
  • $207/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1985

  1000 Winderley Place Unit 152, Maitland, FL 32751

  LAKEFRONT 3-BED / 2-BATH / 2-CAR GARAGE Condo in GATED COMMUNITY of SUNBAY CLUB! This condominium is by far the finest in the entire Sun Bay Community and feels/functions more like a townhouse: SINGLE-STORY / END-UNIT FLOORPLAN with volume ceilings and only one attached neighbor! The home’s layout offers PRISTINE VIEWS of LAKE DESTINY, a private 29-acre lake, from the living areas, owner’s

  Bill Miller RE/MAX CENTRAL REALTY

  1000 Winderley Place Unit 152, Maitland, FL 32751
• 

  

  /27

  Est $180,242 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 746 Sq Ft

  1275 Lake Shadow Cir Unit 13112, Maitland, FL 32751

  1275 Lake Shadow Cir Unit 13112, Maitland, FL 32751
• 

  

  /28

  $290,000

  • 3 Beds
  • 2.5 Baths
  • 1,565 Sq Ft

  824 Town Cir Unit 101, Maitland, FL 32751

  Move-in ready two story townhome. This beautifully updated 3 bd 2.5 ba townhome is located in the very well kept community of Park Lake Townhomes in Maitland. This unit has an updated kitchen with a nice open living and dining room, and an adjoining family room. There is also a guests half bathroom on the main floor. The master suite upstairs includes a private bathroom along with a sliding glass

  Matías Ugarte CHARLES RUTENBERG REALTY ORLANDO

  824 Town Cir Unit 101, Maitland, FL 32751
• 

  /2

  $1,575,000 Sold Mar 31, 2025

  • 3,957 Sq Ft
  • $398/SF
  • 4 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2014

  2131 Dyan Way, Maitland, FL 32751

  Tucked away in a quiet cul-de-sac in the heart of Dommerich, this breathtaking modern farmhouse, built by Keith Groninger in 2014, is set on a serene nature-preserve lot just blocks from A-rated Dommerich Elementary. With over 3,900 square feet of thoughtfully designed living space, this home offers 5 bedrooms (including a spacious oversized loft), 4 bathrooms, an office, a bonus room, and an

  Allison Hunter LUXE HUNTER REAL ESTATE

  2131 Dyan Way, Maitland, FL 32751
• 

  

  /38

  Est $319,827 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,538 Sq Ft

  1000 Winderley Place Unit 242, Maitland, FL 32751

  1000 Winderley Place Unit 242, Maitland, FL 32751
• 

  

  /31

  $224,900 Open Sat 11AM - 2PM

  • 3 Beds
  • 3 Baths
  • 1,328 Sq Ft

  607 Waverly Ln Unit 403, Maitland, FL 32751

  SELLER MOTIVATED, REDUCED! Rare opportunity for spacious condo with beautiful lake, pool and open space view condo in the desirable Park Lake community of Maitland. Close to major transportation routes, employment centers, Park Avenue/Winter Park, Alt. Spgs. and downtown Orlando. Freshly painted. 3/3 with TWO PRIMARY SUITES on 2nd floor with EN-SUITE bathrooms, one of which has a walk-in

  Michael Dabby DABBY REAL ESTATE ADVISORS, LLC

  607 Waverly Ln Unit 403, Maitland, FL 32751
• 

  /2

  $490,000 Sold Mar 31, 2025

  • 1,745 Sq Ft
  • $281/SF
  • 48 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1971

  349 Hickory Dr, Maitland, FL 32751

  PRICE REDUCED!! Welcome to this beautifully maintained 3-bedroom, 2-bathroom pool home offering the perfect combination of comfort, convenience and charm. This home is just minutes from the Altamonte Mall, Cranes Roost Park, dining, schools, and major highways-close to everything you need! Cozy up by the wood burning fireplace on chilly evening or enjoy gathering in the open-concept living and

  Robert Hamblin LPT REALTY, LLC

  349 Hickory Dr, Maitland, FL 32751
• 

  

  /43

  Est $310,928 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,538 Sq Ft

  1000 Winderley Place Unit 229, Maitland, FL 32751

  1000 Winderley Place Unit 229, Maitland, FL 32751
• 

  

  /20

  $429,000

  • 4 Beds
  • 4 Baths
  • 2,582 Sq Ft

  301 Clark St, Maitland, FL 32751

  MAJOR PRICE IMPROVEMENT!!Newly Renovated Home with Private In-Law attached 2/2 Apartment, quite a versatile space .Located just off Interstate 4, this beautifully renovated single-family home offers the perfect blend of modern comfort and unbeatable convenience. With downtown Orlando just minutes away and easy access to Florida’s stunning east coast beaches, this home is ideal for families,

  Jennifer Garrison GARRISON REALTY GROUP LLC

  301 Clark St, Maitland, FL 32751
• 

  /2

  $2,800,000 Sold Mar 28, 2025

  • Land
  • 1.55 Acres
  • $1,806,452 per Acre

  • 11 Days On Market

  125 Whitecaps Cir, Maitland, FL 32751

  Once-in-a-lifetime opportunity to own over 1.5 acres with .5 acre high and dry with approximately 110 ft waterfront on the Whitecaps Circle peninsula on the north shore of Lake Maitland! The property has southern exposure enjoying sunrise, sunsets and view of Dog Island. The lot includes front entrance gate, east side masonry wall, seawall, boathouse and dock, and all are all sold as-is.

  Lisa Gould KELLER WILLIAMS WINTER PARK

  125 Whitecaps Cir, Maitland, FL 32751
• 

  

  /24

  Est $240,180 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,111 Sq Ft

  1325 Lake Shadow Cir Unit 12208, Maitland, FL 32751

  1325 Lake Shadow Cir Unit 12208, Maitland, FL 32751
• 

  

  /22

  $355,000

  • 3 Beds
  • 2 Baths
  • 1,178 Sq Ft

  214 Cherrywood Dr, Maitland, FL 32751

  One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing.Welcome home to this charming property with a natural color palette that creates a warm and inviting atmosphere throughout. The kitchen features a nice backsplash that adds a touch of style, while the primary bathroom boasts good under sink storage for all your essentials. Step outside to the

  Karen Albright OPENDOOR BROKERAGE LLC

  214 Cherrywood Dr, Maitland, FL 32751
• 

  /2

  $3,200,000 Sold Mar 28, 2025

  • 3,014 Sq Ft
  • $1062/SF
  • 11 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1963

  127 Whitecaps Cir, Maitland, FL 32751

  One of a kind and once in a lifetime opportunity! A stunning lakefront peninsula with panoramic views off the north shore of Lake Maitland, the largest lake on the famed Winter Park Chain of Lakes, is now available. The estate is surrounded on 2 sides with approximately 300ft of lake frontage, 1.54 acres total and .7 acre dry. The home was designed by Nils Schweizer, a student and

  Lisa Gould KELLER WILLIAMS WINTER PARK

  127 Whitecaps Cir, Maitland, FL 32751
• 

  

  /59

  Est $242,808 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,111 Sq Ft

  1420 Lake Shadow Cir Unit 9208, Maitland, FL 32751

  1420 Lake Shadow Cir Unit 9208, Maitland, FL 32751
• 

  

  /27

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,908 Sq Ft

  1221 Thunder Trail Unit 1, Maitland, FL 32751

  Maitland home UNDER $500k! NEW roof in 2023 and HVAC 2019. Welcome home to this gardener's paradise in Maitland! This 3 bedroom, 2 bathroom, plus office home sits on a lush lot in a cul-de-sac. The open concept main space allows you to entertain large parties with visibility throughout. The expansive fireplace makes a statement alongside the vaulted ceilings. The backyard offers a swim spa and

  Jeanine Rule KELLER WILLIAMS WINTER PARK

  1221 Thunder Trail Unit 1, Maitland, FL 32751
• 

  /2

  $565,000 Sold Mar 27, 2025

  • 2,208 Sq Ft
  • $256/SF
  • 10 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1971

  2595 Sweetwater Trail, Maitland, FL 32751

  Great opportunity for a buyer who wants to make Dommerich Hills home. Built in 1971, this four-bedroom, 2.5-bath ranch home features a two-car side-entry garage and sits on a generous .38-acre corner lot with a beautiful oversized screened pool. The split floor plan, formal dining room conveniently off the kitchen and formal living room featuring a large bay window providing an abundance of

  Teresa Parker PREMIER SOTHEBYS INT'L REALTY

  2595 Sweetwater Trail, Maitland, FL 32751
• 

  

  /31

  Est $182,904 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 707 Sq Ft

  1275 Lake Shadow Cir Unit 13102, Maitland, FL 32751

  1275 Lake Shadow Cir Unit 13102, Maitland, FL 32751
• 

  

  /39

  $434,000

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

  2031 Eaton St, Maitland, FL 32751

  *2.99% Assumable Mortgage Rate Available* Welcome to 2031 Eaton Street, a modern haven just moments from the heart of Eatonville with no HOA! This renovated gem boasts 4 oversized bedrooms, 3 full bathrooms, and a sprawling 2518 square feet of living space on a 9,998 square foot double lot. Step inside to discover a spectacular open floor plan with new flooring throughout. Unwind by the

  Marcie Gumieny COMPASS FLORIDA LLC

  2031 Eaton St, Maitland, FL 32751
• 

  /2

  $800,000 Sold Mar 27, 2025

  • 2,000 Sq Ft
  • $400/SF
  • 31 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1964

  2270 Deloraine Trail, Maitland, FL 32751

  Welcome to 2270 Deloraine Trail, Maitland, FL, located in the established Dommerich - Highland Park Estates community.Professionally renovated by a local interior designer, this 4-bedroom, 2-bathroom pool home flawlessly combines warm modern design with thoughtful functionality. Situated on a corner lot, the home features a side-entry garage, enhancing curb appeal and convenience. The

  Abby Greenberg COMPASS FLORIDA LLC

  2270 Deloraine Trail, Maitland, FL 32751
• 

  

  /28

  Est $172,093 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  1400 Lake Shadow Cir Unit 10205, Maitland, FL 32751

  1400 Lake Shadow Cir Unit 10205, Maitland, FL 32751
• 

  

  /29

  $275,000

  • Land
  • 0.26 Acre
  • $1,057,692 per Acre

  1130 Mechanic St, Maitland, FL 32751

  This 0.26 acre cleared lot is ready for you to create the home of your dreams! Nestled among majestic oak trees, it provides a serene and private setting while maintaining easy access to everything you need. Enjoy the perfect blend of a peaceful, country-like atmosphere right in the heart of the city. Located less than a mile from Maitland Community Park, you'll have access to sports courts,

  Richard Palmano PALMANO GROUP RE BROKERAGE LLC

  1130 Mechanic St, Maitland, FL 32751
• 

  /2

  $310,000 Sold Mar 25, 2025

  • 1,162 Sq Ft
  • $267/SF
  • 23 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1970

  555 Ruffel St, Maitland, FL 32751

  Welcome to this beautifully renovated 3-bedroom, 2-bathroom home, where modern upgrades meet cozy charm. This home boasts a brand-new roof and new AC, ensuring peace of mind for years to come. Step inside to discover an open-concept layout with stylish finishes throughout. The fully updated kitchen features sleek quartz countertops, brand-new soft-close cabinetry, and stainless steel appliances,

  Nelson Folchini WRA BUSINESS & REAL ESTATE

  555 Ruffel St, Maitland, FL 32751
• 

  

  /10

  Est $247,196 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,111 Sq Ft

  1420 Lake Shadow Cir Unit 9307, Maitland, FL 32751

  1420 Lake Shadow Cir Unit 9307, Maitland, FL 32751
• 

  

  /21

  $229,998

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft

  1150 Lake Shadow Cir Unit 3304, Maitland, FL 32751

  Stunning and Bright Condo on the 3rd Floor in the Resort-Style Community of ViscontiThis beautifully updated condo features fresh designer paint throughout, newer flooring, energy-efficient LED lighting, brand-new ceiling fans, upgraded faucets, and more. The gourmet kitchen opens seamlessly to the living and dining room combo, leading to a screened-in patio with additional outdoor

  Silvia Beltran NONA LEGACY POWERED BY LA ROSA

  1150 Lake Shadow Cir Unit 3304, Maitland, FL 32751
• 

  /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
• 

  

  /34

  Est $229,180 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft

  1420 Lake Shadow Cir Unit 9303, Maitland, FL 32751

  1420 Lake Shadow Cir Unit 9303, Maitland, FL 32751
• 

  

  /25

  $197,000

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft

  404 Banyon Tree Cir Unit 200, Maitland, FL 32751

  Welcome to this spacious 1,612 sq. ft. condo, perfectly located for both convenience and lifestyle! Move-in ready, this home features a generously sized living room and dining area, ideal for entertaining or relaxing. Situated just minutes from Rollins College, UCF, and Full Sail University, it's an ideal spot for anyone looking to be close to campus life. Surrounded by ample dining and shopping

  Laura Rosario ALL REAL ESTATE & INVESTMENTS

  404 Banyon Tree Cir Unit 200, Maitland, FL 32751
• 

  /2

  $1,725,000 Sold Mar 24, 2025

  • 4,025 Sq Ft
  • $429/SF
  • 2 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1981

  470 Manor Rd, Maitland, FL 32751

  This stunning modern Mediterranean designed one-level home offers a spacious and open floorplan with vaulted ceilings, situated on a quiet street yet conveniently close to all that Maitland and Winter Park have to offer. The property features a generous 0.42 acre lot (109 wide x 170 deep) and boasts a 3-way split floorplan, a spacious foyer with views straight through to the pool. The kitchen has

  Brian Hyser THE AGENCY ORLANDO

  470 Manor Rd, Maitland, FL 32751
• 

  

  /52

  Est $241,805 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,111 Sq Ft

  1420 Lake Shadow Cir Unit 9201, Maitland, FL 32751

  1420 Lake Shadow Cir Unit 9201, Maitland, FL 32751
• 

  

  /23

  $825,000 Open Sat 1:30PM - 3:30PM

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

  245 W George Ave, Maitland, FL 32751

  One or more photo(s) has been virtually staged. LOCATION LOCATION, LOCATION Discover a refined family living in one of Maitland’s most prestigious neighborhoods, where timeless character meets modern elegance. This beautifully renovated pool home sits on an oversized lot just steps from Lake Sybelia, perfect for evening walks, morning jogs, or peaceful lakeside moments with the kids. Families

  Martha Leighton MIHOUSE REALTY LLC

  245 W George Ave, Maitland, FL 32751
• 

  /2

  $412,500 Sold Mar 24, 2025

  • 1,270 Sq Ft
  • $325/SF
  • 17 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  206 Quayside Cir Unit 404, Maitland, FL 32751

  Welcome to The Moorings. This 4th-floor condo in the rarely available Moorings community is located directly across from Lake Lily. This spacious 2-bedroom, 2-bathroom unit offers breathtaking views of Lake Maitland from the living room and screened-in balcony.Step inside to discover a bright and airy living area with updated flooring, perfect for entertaining or relaxing. The kitchen and

  Kris Kennedy COMPASS FLORIDA LLC

  206 Quayside Cir Unit 404, Maitland, FL 32751
• 

  

  /22

  Est $250,541 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,111 Sq Ft

  1440 Lake Shadow Cir Unit 8208, Maitland, FL 32751

  1440 Lake Shadow Cir Unit 8208, Maitland, FL 32751

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