Maitland, FL Homes

/35
$385,000
- 3 Beds
- 2.5 Baths
- 1,751 Sq Ft
1321 Benevolent St, Maitland, FL 32751

Appraisal was received this week and is attached. RECLAIM YOUR TIME: Stop sacrificing your sleep and evenings to the I-4 commute. Located in the gated community of Montacino, this 3-bedroom, 2.5-bath (one owner) townhome sits at a convenient midpoint between Downtown Orlando and Sanford—approximately 15 minutes to each—offering everyday convenience for work and play. Snowbirds will appreciate the

Shirley Jones COLDWELL BANKER REALTY

1321 Benevolent St, Maitland, FL 32751
/2
$3,400 per month
- 3 Beds
- 2 Baths
- 1,789 Sq Ft
- House for Rent
2120 Derbyshire Rd, Maitland, FL 32751

AVAILABLE MAY 1!This all-inclusively priced rental home located in the highly desirable area of English Estates that abuts Dommerich! This 3 bedroom 2 bathroom home is recently updated with flooring, kitchen that includes stainless steel appliances and granite countertops, newer vanity and bathrooms, & newer roof! This house features a landscaped backyard, and large pool

2120 Derbyshire Rd, Maitland, FL 32751
/2
$960,000 Sold Sep 02, 2025

2106 Tuscarora Trail, Maitland, FL 32751
- 4 Beds
- 3 Baths
- 2,949 Sq Ft
- Built 1961
Last Sold Summary
- 2% Below List Price
- $326/SF
- 65 Days On Market
Current Estimated Value $923,749

Last Listing Agent Brian Teach COLDWELL BANKER REALTY

2106 Tuscarora Trail, Maitland, FL 32751

/34
Est $257,805 Not Listed For Sale

852 Park Lake Cir Unit 49, Maitland, FL 32751
- 3 Beds
- 3 Baths
- 1,496 Sq Ft
- Built 1972
852 Park Lake Cir Unit 49, Maitland, FL 32751

Last Sold Summary
- 11% Below List Price
- $193/SF
- 43 Days On Market
Last Sold Price $289,000

Last Listing Agent Eddie Cooper MAINFRAME REAL ESTATE

/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
/35
$1,850 per month
- 1 Bed
- 1 Bath
- 612 Sq Ft
- Condo for Rent
1140 S Orlando Ave Unit Exeter E2, Maitland, FL 32751

Live the lakefront lifestyle in this beautifully updated 1-bedroom condo located in the iconic mid-century modern community of Lake Maitland Terrace. Freshly painted and completely refreshed, this residence features brand-new appliances, a brand-new air conditioning system, and stunning new wood flooring throughout the main living areas. The bedroom offers sleek, modern concrete flooring—adding

1140 S Orlando Ave Unit Exeter E2, Maitland, FL 32751
/2
$900,000 Sold Mar 03, 2026

1619 Druid Rd, Maitland, FL 32751
- 5 Beds
- 4 Baths
- 3,769 Sq Ft
- Built 1958
Last Sold Summary
- 5% Below List Price
- $239/SF
- 30 Days On Market
Current Estimated Value $921,569

Last Listing Agent Mark Adams KELLER WILLIAMS REALTY AT THE PARKS

1619 Druid Rd, Maitland, FL 32751

/2
Est $175,747 Not Listed For Sale

1275 Lake Shadow Cir Unit 13107, Maitland, FL 32751
- 1 Bed
- 1 Bath
- 672 Sq Ft
- Built 2000
1275 Lake Shadow Cir Unit 13107, Maitland, FL 32751

Last Sold Summary
- 8% Above List Price
- $241/SF
- 7 Days On Market
Last Sold Price $162,000

Last Listing Agent Angel O'Brien RIGHT REALTY CONNECTION, INC.

/9
$3,990,900
- Land
- 7.82 Acres
- $510,345 per Acre
1250 N Maitland Ave, Maitland, FL 32751

Exceptional opportunity for commercial developers, residential builders, or those seeking a private estate within the City of Maitland, Orange County. This rare offering includes approximately ±8 acres of usable land comprising multiple contiguous parcels and rights-of-way. The property is designated as a Traditional Neighborhood and zoned RS-2. A previously submitted Planned Development

Armando Gonzalez AG REALTY SERVICES LLC

1250 N Maitland Ave, Maitland, FL 32751
/2
$1,300 per month
- 1 Bed
- 1 Bath
- 750 Sq Ft
- Condo for Rent
2520 Caper Ln Unit 102, Maitland, FL 32751

Lovely downstairs condo located right off of Howell branch close to the intersection of Highway 436 convenient to shopping totally remodeled a few few years back new kitchen cabinets, countertops, stainless steel appliances, new gray paint vinyl flooring with carpet in the bedroom bathroom remodeled new AC hot water tank should be ready to move into by April 1 rent is $1300 month deposit is

2520 Caper Ln Unit 102, Maitland, FL 32751
/2
$650,000 Sold Feb 13, 2026

1100 Willowbrook Trail, Maitland, FL 32751
- 4 Beds
- 3 Baths
- 2,964 Sq Ft
- Built 1966
Last Sold Summary
- 23% Below List Price
- $219/SF
- 103 Days On Market
Current Estimated Value $694,743

Last Listing Agent Skip Kirst COLLADO REAL ESTATE

1100 Willowbrook Trail, Maitland, FL 32751

/51
Est $272,048 Not Listed For Sale

903 Town Cir Unit 194, Maitland, FL 32751
- 3 Beds
- 2.5 Baths
- 1,565 Sq Ft
- Built 1979
903 Town Cir Unit 194, Maitland, FL 32751

Last Sold Summary
- 11% Below List Price
- $195/SF
- 105 Days On Market
Last Sold Price $305,000

Last Listing Agent Reeta Gulati RE REALTY

/34
$1,800,000 New Construction
- 4 Beds
- 4.5 Baths
- 3,567 Sq Ft
1130 Mechanic St, Maitland, FL 32751

Pre-Construction. To be built. Come build your dream home on this exceptional homesite in the heart of Maitland.This stunning new construction single-family residence will feature 4 bedrooms, 4.5 bathrooms, and 3,567 square feet of thoughtfully designed living space across two stories, showcasing sleek modern finishes and open-concept living ideal for today’s lifestyle. Set on a 0.26-acre

Richard Palmano PALMANO GROUP RE BROKERAGE LLC

1130 Mechanic St, Maitland, FL 32751
/2
$465,000 Sold Jul 25, 2025

1970 Michael Tiago Cir, Maitland, FL 32751
- 4 Beds
- 2.5 Baths
- 2,365 Sq Ft
- Built 2012
Last Sold Summary
- 2% Below List Price
- $197/SF
- 10 Days On Market
Current Estimated Value $452,134

Last Listing Agent Barry Macchione REMAX EXPERTS

1970 Michael Tiago Cir, Maitland, FL 32751

/29
Est $376,784 Not Listed For Sale

1840 Rogers Ave, Maitland, FL 32751
- 3 Beds
- 2 Baths
- 1,458 Sq Ft
- Built 2024
1840 Rogers Ave, Maitland, FL 32751

Last Sold Summary
- 1% Below List Price
- $261/SF
- 3 Days On Market
Last Sold Price $380,000

Last Listing Agent Mario Zendeli COMPASS FLORIDA LLC

/45
$255,000
- 2 Beds
- 2.5 Baths
- 1,456 Sq Ft
335 W Lake Faith Dr Unit S, Maitland, FL 32751

SELLER MOTIVATED. Welcome to Tranquility and Relaxation in this quiet meticulously maintained Gated Condominium Community- Lake Faith Villas. This beautiful community rests on the shores of Lake Faith in Maitland and is truly a Hidden Gem. This tastefully updated 2 bedroom 2.5 bath 2- Story END UNIT is nestled in a prime location within the community featuring an Updated Spacious Kitchen with

Nicholas Wild GATE PROPERTIES & MANAGEMENT INC

335 W Lake Faith Dr Unit S, Maitland, FL 32751
/2
$255,000 Sold Sep 29, 2025

1140 S Orlando Ave Unit J2, Maitland, FL 32751
- 1 Bed
- 1 Bath
- 816 Sq Ft
- Built 1969
Last Sold Summary
- $312/SF
- 0 Days On Market
Last Listing Agent Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

1140 S Orlando Ave Unit J2, Maitland, FL 32751

/2
Est $514,841 Not Listed For Sale

229 Quayside Cir Unit C, Maitland, FL 32751
- 3 Beds
- 2.5 Baths
- 1,652 Sq Ft
- Built 1985
229 Quayside Cir Unit C, Maitland, FL 32751

Last Sold Summary
- 6% Below List Price
- $333/SF
- 92 Days On Market
Last Sold Price $550,000

Last Listing Agent MaryAnne Branner PREMIER SOTHEBY'S INTL. REALTY

/47
$539,900 Pending
- 3 Beds
- 2 Baths
- 2,426 Sq Ft
135 Roosevelt Place, Maitland, FL 32751

Under contract-accepting backup offers. This charming home boasts a wealth of valuable upgrades and improvements, making it an enticing opportunity for anyone seeking a move-in ready property The roof was replaced in 2024, ensuring long-lasting durability. A significant renovation in 2024 Both Bathrooms FULLY REMODELED, New AC inside and outside, all new baseboards too much to list. Extra Large

Angel Rivera LA ROSA REALTY LLC

135 Roosevelt Place, Maitland, FL 32751
/2
$1,200,000 Sold Jul 14, 2025

960 Brightwater Cir, Maitland, FL 32751
- 4 Beds
- 3.5 Baths
- 3,870 Sq Ft
- Built 1996
Last Sold Summary
- 2% Below List Price
- $310/SF
- 14 Days On Market
Current Estimated Value $1,195,093

Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

960 Brightwater Cir, Maitland, FL 32751

/12
Est $394,500 Not Listed For Sale

1920 Rogers Ave, Maitland, FL 32751
- 3 Beds
- 2 Baths
- 1,559 Sq Ft
- Built 2023
1920 Rogers Ave, Maitland, FL 32751

Last Sold Summary
- 7% Above List Price
- $237/SF
- 32 Days On Market
Last Sold Price $369,000

Last Listing Agent Keishawn Thomas KELLER WILLIAMS REALTY AT THE PARKS

/36
$945,000
- 2 Beds
- 2.5 Baths
- 1,459 Sq Ft
219 Quayside Cir Unit B9, Maitland, FL 32751

Every so often, a property comes along that redefines what lake living can be, and this is that home. Thoughtfully reimagined from top to bottom, this two-bedroom, two-and-a-half-bath residence blends refined design with the effortless lifestyle of the Winter Park Chain of Lakes. Go inside to discover a fully renovated interior anchored by a showstopping 14-foot Cambria quartz waterfall island,

Chad Isenhart PREMIER SOTHEBY'S INTL. REALTY

219 Quayside Cir Unit B9, Maitland, FL 32751
/2
$930,000 Sold Apr 28, 2025

400 W Trotters Dr, Maitland, FL 32751
- 4 Beds
- 4 Baths
- 3,189 Sq Ft
- Built 1960
Last Sold Summary
- 28% Below List Price
- $292/SF
- 122 Days On Market
Current Estimated Value $932,941

Last Listing Agent Sylvester Harding SIERRA REALTY GROUP LLC

400 W Trotters Dr, Maitland, FL 32751

/65
Est $252,304 Not Listed For Sale

804 Park Lake Cir Unit 3, Maitland, FL 32751
- 3 Beds
- 3 Baths
- 1,575 Sq Ft
- Built 1972
804 Park Lake Cir Unit 3, Maitland, FL 32751

Last Sold Summary
- 8% Below List Price
- $175/SF
- 52 Days On Market
Last Sold Price $275,000

Last Listing Agent Amber Finch FINCH REAL ESTATE COMPANY

/31
$400,000 Pending
- 3 Beds
- 2 Baths
- 1,234 Sq Ft
314 Banyan Dr, Maitland, FL 32751

Experience Modern Florida Living at Its Finest Step inside this fully remodeled 3-bedroom, 2-bathroom residence and discover a seamless blend of sophistication, comfort, and everyday functionality. With a spacious 2-car garage, a welcoming front porch, and a large screened-in patio, this home offers the ideal balance of indoor elegance and outdoor tranquility. From the moment you enter, natural

Ivanhoe Alvarez LOKATION

314 Banyan Dr, Maitland, FL 32751
/2
$448,000 Sold Apr 11, 2025

1925 Poinsetta Ln, Maitland, FL 32751
- 3 Beds
- 2 Baths
- 1,629 Sq Ft
- Built 1970
Last Sold Summary
- $275/SF
- 5 Days On Market
Current Estimated Value $438,588

Last Listing Agent Jason Moulton SHAHRAM SONDI + CO.

1925 Poinsetta Ln, Maitland, FL 32751

/2
Est $315,777 Not Listed For Sale

466 Citrus Ln, Maitland, FL 32751
- 2 Beds
- 2 Baths
- 1,182 Sq Ft
- Built 1983
466 Citrus Ln, Maitland, FL 32751

Last Sold Summary
- 1% Above List Price
- $265/SF
- 3 Days On Market
Last Sold Price $313,000

Last Listing Agent Morgan Sloan SLOAN PROPERTIES INC

/42
$175,000
- 1 Bed
- 1 Bath
- 672 Sq Ft
1125 Lake Shadow Cir Unit 5308, Maitland, FL 32751

Welcome to Visconti – Affordable, Active, and Connected LivingThis top-floor one-bedroom condo offers the perfect entry into homeownership for young professionals, first-time buyers, or couples seeking convenience and community. Bright and open with soaring ceilings and abundant natural light, the layout flows seamlessly from living and dining into a private screened patio overlooking

Sam Sylvain LA ROSA REALTY CW PROPERTIES L

1125 Lake Shadow Cir Unit 5308, Maitland, FL 32751
/2
$220,000 Sold Nov 19, 2025

3006 Legacy Villas Dr, Maitland, FL 32751
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Built 2000
Last Sold Summary
- 17% Below List Price
- $172/SF
- 73 Days On Market
Current Estimated Value $221,336

Last Listing Agent Jeralia Kolb REAL LIVING R E SOLUTIONS

3006 Legacy Villas Dr, Maitland, FL 32751

/40
Est $237,758 Not Listed For Sale

608 Waverly Ln Unit 408-B, Maitland, FL 32751
- 3 Beds
- 3 Baths
- 1,328 Sq Ft
- Built 1980
608 Waverly Ln Unit 408-B, Maitland, FL 32751

Last Sold Summary
- 14% Below List Price
- $207/SF
- 14 Days On Market
Last Sold Price $275,000

Last Listing Agent Debbie Ellis EXP Realty LLC

/65
$1,000,000
- 4 Beds
- 3 Baths
- 2,956 Sq Ft
570 Dommerich Dr, Maitland, FL 32751

One or more photo(s) has been virtually staged. ONE OF A KIND for Dommerich Estates, this LAKE VIEW Home is designed for soaking in unforgettable sunsets and unwinding after a long day. Located directly across the street from the neighborhood lake lot, you will enjoy unobstructed views of the water, easy access to the boat ramp and fishing dock or launch your canoe or kayak for a peaceful paddle

Shirley Welch BHHS FLORIDA REALTY

570 Dommerich Dr, Maitland, FL 32751
/2
$670,000 Sold May 02, 2025

1821 Mohican Trail, Maitland, FL 32751
- 4 Beds
- 3 Baths
- 2,180 Sq Ft
- Built 1959
Last Sold Summary
- 1% Above List Price
- $307/SF
- 2 Days On Market
Current Estimated Value $688,708

Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

1821 Mohican Trail, Maitland, FL 32751

/31
Est $264,052 Not Listed For Sale

277 W Lake Faith Dr Unit 149, Maitland, FL 32751
- 2 Beds
- 2 Baths
- 1,403 Sq Ft
- Built 1974
277 W Lake Faith Dr Unit 149, Maitland, FL 32751

Last Sold Summary
- 5% Above List Price
- $180/SF
- 46 Days On Market
Last Sold Price $252,000

Last Listing Agent Mark Fuller EXIT BEACH REALTY

/21
$425,000
- 2 Beds
- 2 Baths
- 1,270 Sq Ft
204 Quayside Cir Unit 304, Maitland, FL 32751

SELLER PAYING CONCESSIONS OF 6 MONTH HOA FEES. Something is very special about Lakefront Living! Come visit this beautiful Lakefront Condo located at The Moorings On Lake Maitland, part of the Winter Park chain of lakes. Enjoy the Florida lifestyle in a carefree home with lake front amenities. Imagine Entertaining Family & Friends at the Pool or Heated Spa and the Clubhouse of the Moorings on

Beatrice Palladino GALLERY PROPERTIES INTERNATIONAL

204 Quayside Cir Unit 304, Maitland, FL 32751
/2
$525,000 Sold Jun 26, 2025

510 W Faith Terrace, Maitland, FL 32751
- 3 Beds
- 2 Baths
- 1,672 Sq Ft
- Built 1960
Last Sold Summary
- $314/SF
- 7 Days On Market
Current Estimated Value $492,378

Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

510 W Faith Terrace, Maitland, FL 32751

/38
Est $258,445 Not Listed For Sale

235 W Lake Faith Dr Unit 212, Maitland, FL 32751
- 2 Beds
- 2 Baths
- 1,403 Sq Ft
- Built 1974
235 W Lake Faith Dr Unit 212, Maitland, FL 32751

Last Sold Summary
- 20% Above List Price
- $153/SF
- 48 Days On Market
Last Sold Price $215,000

Last Listing Agent Amanda Binns STRICKLAND REALTY GROUP INC

/53
$1,700,000
- 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
$525,000 Sold Jan 22, 2026

1220 Winston Rd, Maitland, FL 32751
- 4 Beds
- 2 Baths
- 1,724 Sq Ft
- Built 1964
Last Sold Summary
- 5% Above List Price
- $305/SF
- 3 Days On Market
Current Estimated Value $498,441

Last Listing Agent Kristine McKinley RE/MAX TOWN & COUNTRY REALTY

1220 Winston Rd, Maitland, FL 32751

/19
Est $341,899 Not Listed For Sale

215 Eaton St, Maitland, FL 32751
- 3 Beds
- 2 Baths
- 1,982 Sq Ft
- Built 2023
215 Eaton St, Maitland, FL 32751

Last Sold Summary
- 1% Above List Price
- $172/SF
- 5 Days On Market
Last Sold Price $340,000

Last Listing Agent Keishawn Thomas KELLER WILLIAMS REALTY AT THE PARKS

/31
$495,000
- 2 Beds
- 2 Baths
- 1,270 Sq Ft
204 Quayside Cir Unit 504, Maitland, FL 32751

Wake up to shimmering lake views and end your day with breathtaking Florida sunsets in this beautifully maintained 2 bedroom, 2 bathroom condo residence. The moment you step off the elevator and enter, you are welcomed by a bright open concept living space filled with natural light and oversized new glass sliding doors leading to your private enclosed patio. The kitchen features upgraded

Allison Hunter LUXE HUNTER REAL ESTATE

204 Quayside Cir Unit 504, Maitland, FL 32751

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