Maitland, FL Homes

/38
$369,000
- 3 Beds
- 2.5 Baths
- 1,751 Sq Ft
1321 Benevolent St, Maitland, FL 32751

BELOW APPRAISAL + SELLER OFFERING INTEREST RATE BUY-DOWN with acceptable offer. /// Why settle for "standard" when you can own a designer-caliber home in Maitland with a lower monthly payment? Priced at $369,000—well below the recent $384K appraisal—this high-end unit offers instant equity. *LIFESTYLE & LOCATION /// RECLAIM YOUR TIME: Just 10 minutes to Downtown Orlando or Winter Park. PET

Shirley Jones COLDWELL BANKER REALTY

1321 Benevolent St, Maitland, FL 32751
/15
$999 Per Month
- 1 Bed
- 1 Bath
- 550 Sq Ft
- Condo for Rent
2517 Caper Ln Unit 2517 Caper Lane, Maitland, FL 32751

2517 Caper Ln Unit 2517 Caper Lane, Maitland, FL 32751
/2
$335,000 Sold Oct 03, 2025

180 N Lakewood Cir, Maitland, FL 32751
- 3 Beds
- 2 Baths
- 1,050 Sq Ft
- Built 1971
Last Sold Summary
- 22% Below List Price
- $319/SF
- 301 Days On Market
Current Estimated Value $318,912

Last Listing Agent Todd Norwood BESPOKE REAL ESTATE

180 N Lakewood Cir, Maitland, FL 32751

/2
Est $303,247 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
- 3% Below List Price
- $265/SF
- 3 Days On Market
- Last Sold Price $313,000
- Aug 30, 2024
Last Listing Agent Morgan Sloan SLOAN PROPERTIES INC

/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
/4
$1,850 Per Month
- 2 Beds
- 2 Baths
- 1,111 Sq Ft
- Condo for Rent
1475 Lake Shadow Cir Unit 6107, Maitland, FL 32751

Available June 1st, a lovely 2/2 unit includes a 1-car garage and is situated within the secure, gated Visconti Community. This home is a wonderful place for those who value a peaceful retreat without sacrificing the energy of the city, offering a bright and welcoming atmosphere to come home to at the end of the day. Ideally located for quick access to I-4 and the 408, this home is just minutes

Valentina Naumenko MILA REALTY

1475 Lake Shadow Cir Unit 6107, Maitland, FL 32751
/2
$1,350,000 Sold Oct 01, 2025

2047 Howell Branch Rd, Maitland, FL 32751
- 4 Beds
- 2 Baths
- 2,960 Sq Ft
- Built 1986
Last Sold Summary
- 10% Below List Price
- $456/SF
- 28 Days On Market
Current Estimated Value $1,305,176

Last Listing Agent Shelby Smith KELLY PRICE & COMPANY LLC

2047 Howell Branch Rd, Maitland, FL 32751

/40
Est $244,869 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
- 11% Below List Price
- $207/SF
- 14 Days On Market
- Last Sold Price $275,000
- Oct 16, 2023
Last Listing Agent Debbie Ellis EXP Realty LLC

/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
/21
$1,300 Per Month
- 1 Bed
- 1 Bath
- 672 Sq Ft
- Condo for Rent
1125 Lake Shadow Cir Unit 5106, Maitland, FL 32751

Beautiful 1 bedroom,1 bath condo of Visconti of approximately 672 square feet. The community offers, Two resort-style swimming pools and spa, State of the art fitness center Basketball, tennis, sand volleyball courts and Car wash center. Floring, New appliances. Vinyl floring in Ready. Don't miss this opportunity, Call today for more Details.

Manuel Minier MAGNUS REALTY GROUP LLC

1125 Lake Shadow Cir Unit 5106, 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 $920,598

Last Listing Agent Brian Teach COLDWELL BANKER REALTY

2106 Tuscarora Trail, Maitland, FL 32751

/31
Est $262,943 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
- 4% Above List Price
- $180/SF
- 46 Days On Market
- Last Sold Price $252,000
- Oct 20, 2023
Last Listing Agent Mark Fuller EXIT BEACH 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
/19
$1,625 Per Month
- 2 Beds
- 2 Baths
- 1,111 Sq Ft
- Condo for Rent
1100 Lake Shadow Cir Unit 2302, Maitland, FL 32751

Stunning - renovated 2 bed condo in resort style community of Visconti. Featuring all new designer paint, plush carpeting, LED lighting and ceiling fans. large open floorpan with outside balcony, a gourmet kitchen with full appliance package and washer and dryer. Free water, sewer and valet trash. Community offers its residents 2 swimming pools overlooking Lake Shadow, Gym, Tennis - and basket

Andreas Kunert KUNERT REALTY INC

1100 Lake Shadow Cir Unit 2302, 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 $908,432

Last Listing Agent Mark Adams KELLER WILLIAMS REALTY AT THE PARKS

1619 Druid Rd, Maitland, FL 32751

/38
Est $261,821 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
- 22% Above List Price
- $153/SF
- 48 Days On Market
- Last Sold Price $215,000
- Nov 02, 2023
Last Listing Agent Amanda Binns STRICKLAND REALTY GROUP INC

/45
$1,049,000
- 4 Beds
- 3 Baths
- 2,300 Sq Ft
921 N Thistle Ln, Maitland, FL 32751

Fully renovated pool home in the heart of Dommerich featuring a rare dual-primary layout and a 2019-built owner’s suite addition—designed for modern living and effortless maintenance. Originally built in 1967 and completely reimagined in 2019, the home blends timeless character with major system upgrades including roof, HVAC, plumbing, electrical, windows, and doors—providing peace of mind rarely

Garrett McGinnis VISTA NATIONAL MANAGEMENT INC

921 N Thistle Ln, Maitland, FL 32751
/21
$1,550 Per Month
- 2 Beds
- 2 Baths
- 1,048 Sq Ft
- Condo for Rent
1225 Lake Shadow Cir Unit 14305, Maitland, FL 32751

Stunning 2 bed 2 bath condo on third floor in resort style community of Visconti. This stylish unit features designer paint, plush new carpeting, 2 master suites, LED lighting and a gourmet kitchen with direct access to laundry room with full size washer and dryer hook ups. Community offers its residents 2 swimming pools overlooking Lake Shadow, Fitness gym, Tennis - and basket ball court and

Andreas Kunert KUNERT REALTY INC

1225 Lake Shadow Cir Unit 14305, 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 $662,502

Last Listing Agent Skip Kirst COLLADO REAL ESTATE

1100 Willowbrook Trail, Maitland, FL 32751

/19
Est $345,579 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
- 2% Above List Price
- $172/SF
- 5 Days On Market
- Last Sold Price $340,000
- Sep 28, 2023
Last Listing Agent Keishawn Thomas KELLER WILLIAMS REALTY AT THE PARKS

/38
$344,900
- 2 Beds
- 2 Baths
- 1,403 Sq Ft
353 W Lake Faith Dr Unit 116, Maitland, FL 32751

Discover lakeside living at its finest in this beautifully updated 2nd-floor, private lakefront condo in the highly sought-after Lake Faith Villas in Maitland. Offering 1,400+ sq ft, this spacious 2 bed, 2 bath home features stylish parquet flooring throughout, a modernized kitchen and updated baths, newer appliances, HVAC, water heater, and updated electrical wiring for peace of mind. Enjoy

Travis Cepregi KELLER WILLIAMS WINTER PARK

353 W Lake Faith Dr Unit 116, Maitland, FL 32751
/14
$3,995 Per Month
- 4 Beds
- 3 Baths
- 2,813 Sq Ft
- House for Rent
2441 Deloraine Trail, Maitland, FL 32751

Welcome to 2441 Deloraine Trail in Maitland — a spacious and beautifully maintained 4-bedroom, 3-bath home offering 2,813 square feet of comfortable living space in one of Central Florida’s most desirable areas.This unfurnished home features hard surface flooring throughout with no carpet, creating a clean, modern feel that’s both stylish and easy to maintain. The thoughtfully designed split

Shawn Beard RE/MAX 200 REALTY

2441 Deloraine Trail, 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 $452,223

Last Listing Agent Barry Macchione REMAX EXPERTS

1970 Michael Tiago Cir, Maitland, FL 32751

/29
Est $199,431 Not Listed For Sale

1375 Lake Shadow Cir Unit 11301, Maitland, FL 32751
- 2 Beds
- 1 Bath
- 898 Sq Ft
- Built 2000
1375 Lake Shadow Cir Unit 11301, Maitland, FL 32751

Last Sold Summary
- 11% Below List Price
- $248/SF
- 124 Days On Market
- Last Sold Price $223,000
- Jul 18, 2024
Last Listing Agent Vanessa Scotland, PA SERHANT

/35
$649,900
- 3 Beds
- 3 Baths
- 2,236 Sq Ft
140 Wigwam Place, Maitland, FL 32751

One or more photo(s) has been virtually staged. Tucked away on a cul-de-sac in beautiful Maitland, this 3-bedroom, 3-bath home with a bonus room offers space, comfort, and privacy on a generous 1/3-acre lot. With 2,236 square feet of living space and a 2-car garage, the home features an updated kitchen and upgraded bathrooms, blending modern touches with everyday functionality. Enjoy cozy

Blake Bolton LPT REALTY, LLC

140 Wigwam Place, Maitland, FL 32751
/10
$1,200 Per Month
- 1 Bed
- 1 Bath
- 540 Sq Ft
- House for Rent
301 Clark St, Maitland, FL 32751

Cozy and private 1-bedroom, 1-bath rental located at Maitland. This comfortable unit features a small living area and a functional kitchen equipped with a stove and microwave, ideal for convenient everyday living.The rent includes water, electricity, and internet, offering a simple and hassle-free living experience. Conveniently located with quick access to nearby shopping, dining, and major

Laury Cruz Penalo De Gomez MY REALTY GROUP, LLC.

301 Clark St, 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
Current Estimated Value $247,212

Last Listing Agent Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

1140 S Orlando Ave Unit J2, Maitland, FL 32751

/34
Est $310,088 Not Listed For Sale

810 Town Cir Unit 158, Maitland, FL 32751
- 3 Beds
- 2.5 Baths
- 1,565 Sq Ft
- Built 1975
810 Town Cir Unit 158, Maitland, FL 32751

Last Sold Summary
- 18% Below List Price
- $243/SF
- 7 Days On Market
- Last Sold Price $380,000
- Jan 23, 2024
Last Listing Agent Morgan Seefried KELLER WILLIAMS WINTER PARK

/62
$999,999
- 3 Beds
- 3 Baths
- 3,049 Sq Ft
755 Woodside Rd, Maitland, FL 32751

This is the one you've been waiting for- a SLEEK MODERN HOME, where EVERY MAJOR SYSTEM AND FINISH has been REPLACED, REFRESHED and ELEVATED to perfection and minutes from Winter Park without the WP price tag! Located at 755 Woodside Road in the community of Forest Brook in Maitland with 3,054 Sq Ft. of living space, in a quiet CUL-DE- SAC, this 3 BEDROOM 3 FULL BATHROOM POOL home with 2 Car

Diane Heiken EMPIRE NETWORK REALTY

755 Woodside Rd, Maitland, FL 32751
/11
$2,000 Per Month
- 2 Beds
- 1 Bath
- 920 Sq Ft
- Condo for Rent
821 Mulberry St Unit D, Maitland, FL 32751

Come and Rent this cozy 2-bedroom, 1-bathroom apartment. Strategically situated just minutes from downtown Orlando, Winter Park, andAltamonte Springs, it is the perfect balance between comfort and convenience. Fully furnished, the comfortable home is ready to be occupiedand enjoyed straight away. With electricity and internet already installed, you'll have everything you need to get

Kevin Rickard RICKARD AND ASSOCIATES REAL ES

821 Mulberry St Unit D, 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 $1,186,813

Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

960 Brightwater Cir, Maitland, FL 32751

/33
Est $273,727 Not Listed For Sale

800 Town Cir Unit 153, Maitland, FL 32751
- 3 Beds
- 2.5 Baths
- 1,565 Sq Ft
- Built 1975
800 Town Cir Unit 153, Maitland, FL 32751

Last Sold Summary
- 17% Below List Price
- $211/SF
- 54 Days On Market
- Last Sold Price $330,000
- Sep 22, 2023
Last Listing Agent Tom Graves FUN HOMES

/33
$482,000
- 2 Beds
- 2 Baths
- 1,270 Sq Ft
204 Quayside Cir Unit 201, Maitland, FL 32751

Updated 2 bedroom 2 bathroom located on the second floor of sought after Moorings Lakefront Community with spectacular views of Lake Maitland of the Winter Park Chain of Lakes. The condo offers a large screened-in balcony overlooking Lake Maitland. The open floorpan offers a split plan with a generous size master retreat with a private door to the balcony and a secondary ensuite. The updated

Angel Reyes COLDWELL BANKER REALTY

204 Quayside Cir Unit 201, Maitland, FL 32751
/2
$600,000 Sold Apr 09, 2026

2462 Markingham Rd, Maitland, FL 32751
- 4 Beds
- 2 Baths
- 2,400 Sq Ft
- Built 1968
Last Sold Summary
- 4% Below List Price
- $250/SF
- 19 Days On Market
Current Estimated Value $611,084

Last Listing Agent Steven Kwong CHARLES RUTENBERG REALTY ORLANDO

2462 Markingham Rd, Maitland, FL 32751

/11
Not Listed For Sale

0 Lake Howell Rd Unit MFRO6116578, Maitland, FL 32751
0 Lake Howell Rd Unit MFRO6116578, Maitland, FL 32751

Last Sold Summary
- 6 Days On Market
- Last Sold Price $196,000
- Jun 27, 2023
Last Listing Agent Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE REALTY

/42
$524,999
- 4 Beds
- 3 Baths
- 2,344 Sq Ft
1776 Bobtail Dr, Maitland, FL 32751

Welcome to 1776 Bobtail Drive — the kind of home that doesn’t just check boxes... it creates emotion, urgency, and that unmistakable “we need this one” reaction the moment your buyers walk through the door. From the very first glance, the curb appeal sets the stage with a warm, polished presence that immediately stands out from the competition. Inside, you’re welcomed by a light-filled,

Anthony Scaraggi THE FLORIDA PROPERTY SHOP SALE

1776 Bobtail Dr, Maitland, FL 32751
/2
$475,000 Sold Apr 24, 2026

1140 S Orlando Ave Unit C2, Maitland, FL 32751
- 2 Beds
- 2 Baths
- 1,224 Sq Ft
- Built 1964
Last Sold Summary
- 5% Below List Price
- $388/SF
- 15 Days On Market
Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

1140 S Orlando Ave Unit C2, Maitland, FL 32751

/19
Est $412,087 Not Listed For Sale

517 W Faith Terrace, Maitland, FL 32751
- 4 Beds
- 2 Baths
- 1,540 Sq Ft
- Built 1963
517 W Faith Terrace, Maitland, FL 32751

Last Sold Summary
- 10% Above List Price
- $243/SF
- 47 Days On Market
- Last Sold Price $374,500
- Jul 10, 2023
Last Listing Agent Becki Douglas MAINFRAME REAL ESTATE

/25
$120,000
- 1 Bed
- 1 Bath
- 658 Sq Ft
416 Banyon Tree Cir Unit 206, Maitland, FL 32751

Discover this beautifully maintained 1-bedroom, 1-bath condo in the highly desirable Banyan Tree Condominium of Maitland. Located on the second floor, this unit boasts abundant natural light, a functional layout, and low-maintenance living—perfect for families, first-time buyers, or savvy investors seeking rental income. Enjoy affordable HOA fees ($255.86/month) covering building insurance, pool,

Yuleana Gil Abreu NEXUS INTERNATIONAL REALTY

416 Banyon Tree Cir Unit 206, 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 $221,034

Last Listing Agent Jeralia Kolb REAL LIVING R E SOLUTIONS

3006 Legacy Villas Dr, Maitland, FL 32751

Showing Results 201 - 240, Page 6 of 18

Florida Orange County Maitland

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Maitland, FL Homes

Real Estate & Homes