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Longwood, FL Homes for Sale under $400,000

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  • /19

    $345,000

    • 3 Beds
    • 2.5 Baths
    • 1,682 Sq Ft

    358 Winchester Ct, Longwood, FL 32779

    Renovated 3-bedroom, 2.5-bath townhome in Governor’s Point with kitchen and primary bath updated in 2025, vaulted ceilings, cozy fireplace, and new upstairs flooring. All bathrooms feature new vanities. Stainless appliances, 2021 roof, NEW AC, gated front patio, and screened back porch.HOA includes exterior maintenance, irrigation, water, pest control, termite bond, cable, internet, and

    Agent Photo

    Lisa Ratanasirintrawoot

    CHARLES RUTENBERG REALTY ORLANDO

    (321) 399-1608

    358 Winchester Ct, Longwood, FL 32779
  • /22

    $375,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    364 Howard Blvd, Longwood, FL 32750

    Welcome to this charming 3-bedroom, 2-bath home tucked away at the end of a quiet dead-end street in Longwood. Surrounded by a treed conservation area with no backyard or side neighbors, this retreat offers rare privacy while staying close to Lake Mary Blvd shopping, the YMCA, and top-rated Seminole County schools. Inside, the open floor plan with vaulted ceilings makes the 1,400 sq. ft. layout

    Justin Adams EXP REALTY LLC

    364 Howard Blvd, Longwood, FL 32750
  • /43

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,399 Sq Ft

    2681 Azalea Dr, Longwood, FL 32779

    Enjoy the best of Longwood living in this charming 3-bedroom, 2-bath home on a spacious quarter-acre lot in the desirable Lake Brantley area. With optional Lake Brantley access available for a yearly fee, you can soak up the last days of summer with boating, fishing, paddleboarding, and endless lakeside fun.Inside, the home features a welcoming living room that flows into a combined

    Natalie Rosario FATHOM REALTY FL LLC

    2681 Azalea Dr, Longwood, FL 32779
  • /18

    $360,000

    • 3 Beds
    • 2 Baths
    • 1,396 Sq Ft

    2745 Night Hawk Ct, Longwood, FL 32779

    Don’t miss out on this opportunity to own a 3 bedroom, 2 bath townhouse in Shadowbay Club. This move-in ready home offers an updated eat-in kitchen, dining room, spacious living room with soaring ceilings, primary bedroom on first floor with updated bath and walk-in closet, guest bedrooms and bath on second floor, fenced in rear patio, 2-car garage, Carpet only in bedrooms. Community features

    Susan Aloisio SOUTHERN REALTY ENTERPRISES

    2745 Night Hawk Ct, Longwood, FL 32779
  • /88

    $365,000

    • 3 Beds
    • 2 Baths
    • 1,537 Sq Ft

    641 E Church Ave, Longwood, FL 32750

    Ready to save money on gas, your utility bills and home maintenance ? Welcome home to 641 E Church Avenue in beautiful Longwood Florida!Located in historic Longwood, your next home features a new energy efficient HVAC system, a recently replaced roof and a new fence for privacy in your back yard. Since everything has been updated and remodeled for style and comfort, this home is the

    Christina Rordam FLORIDA REALTY INVESTMENTS

    641 E Church Ave, Longwood, FL 32750
  • /20

    $385,000

    • 3 Beds
    • 2.5 Baths
    • 1,488 Sq Ft

    117 Myrtle St, Longwood, FL 32750

    LOCATION, LOCATION, LOCATION !!!Welcome home to this stylish and newly built 3-bedroom, 2.5-bath townhouse with a 2-car garage. Thoughtfully designed with comfort and convenience in mind, this home offers the perfect blend of modern features and everyday functionality.Located in the vibrant heart of Longwood City, you’ll enjoy walkable access to SunRail, quick connections to I-4

    Nadia Burza CHARLES RUTENBERG REALTY ORLANDO

    117 Myrtle St, Longwood, FL 32750
  • /30

    $379,900

    • 3 Beds
    • 2.5 Baths
    • 1,488 Sq Ft

    193 E Warren Ave, Longwood, FL 32750

    Pristine 2023-Built Townhome in Monterey Community – Minutes to SunRail & Historic Longwood! Welcome to this virtually new, 3-bedroom, 2.5-bathroom townhome nestled in the sought-after Monterey community. Boasting a 2-car garage and a sleek, open-concept layout, this residence offers both style and functionality. Main Level: Featuring luxury vinyl plank flooring throughout, a generous living

    Dave Bowen LPT REALTY, LLC

    193 E Warren Ave, Longwood, FL 32750
  • /20

    $365,000

    • 4 Beds
    • 2 Baths
    • 1,533 Sq Ft

    710 East Ct, Longwood, FL 32750

    Solar Panels paid off! Located on a quiet cul-de-sac neighborhood, this home allows you to park cars plus your boat or RV. Great home for First Time Homebuyer in a A+ school district. As you walk in to the house, the home has a split-floor plan with master bedroom on one end. This 4 bedrooms and 2 bathrooms property has not carpet at all just Ceramic Tile on the whole house. Seller will pay for

    Samir Naim NAIM REAL ESTATE LLC

    710 East Ct, Longwood, FL 32750
  • /12

    $345,000

    • 3 Beds
    • 1.5 Baths
    • 1,564 Sq Ft

    289 E Maine Ave, Longwood, FL 32750

    Freshly painted home on a large corner lot with updated landscaping. Offers 1,564 sq. ft. of living space with wood floors in main living areas, a spacious bonus room, and plenty of natural light. Move-in ready with great curb appeal!

    Sinan Zakaria LISTED SIMPLY

    289 E Maine Ave, Longwood, FL 32750
  • /53

    $305,000

    • 2 Beds
    • 2 Baths
    • 1,427 Sq Ft

    193 Durham Place, Longwood, FL 32779

    Welcome to your beautiful remodeled condo in the highly desirable Wekiva Hunt club right across the street from Wekiva Island, the fun part of Wekiva Springs. Located on the second floor and overlooking the scenic golf course, this charming home of the perfect blend of comfort style and tranquility tucked away in a peaceful courtyard. It includes a one car garage with attic storage, a rare find.

    Greg Owen EASY REALTY

    193 Durham Place, Longwood, FL 32779
  • /16

    $335,000

    • 5 Beds
    • 2 Baths
    • 1,880 Sq Ft

    1140 Hamilton Ave, Longwood, FL 32750

    Charming 5-bedroom, 2-bathroom two-story home located in the desirable Longdale neighborhood. This spacious 1,880 sq ft residence offers a versatile floor plan with a large eat-in kitchen, living and dining combos, and a decorative fireplace for cozy evenings. Enjoy the convenience of a covered car carport and indoor laundry with washer/dryer hookups. The primary bedroom is located upstairs,

    Denise San Miguel REALTY LYNK INC

    1140 Hamilton Ave, Longwood, FL 32750
  • /9

    $345,000

    • Land
    • 1.09 Acres
    • $316,514 per Acre

    1766 Markham Glen Cir, Longwood, FL 32779

    Build your dream custom estate on the last available lot in Markham Glen! Nestled on a wooded 1-acre homesite at the end of a quiet cul-de-sac, this property offers ultimate privacy amid a canopy of oaks and pines. Markham Glen is an enclave of upscale homes on large lots, featuring its own private tennis court and a warm community atmosphereHere you’ll enjoy the best of both worlds – a

    Steven Koleno BEYCOME OF FLORIDA LLC

    1766 Markham Glen Cir, Longwood, FL 32779
  • /59

    $332,000

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft

    1510 Pelican St, Longwood, FL 32750

    3-bed, 2-bath residence nestled on a serene, tree-lined street in one of Longwood’s DESIRABLE neighborhoods. This home offers the perfect balance of easy maintenance, comfort and timeless charm, featuring hardwood flooring throughout and a spacious, open layout ideal for both everyday living and entertaining. Sitting on an oversized lot with mature trees and lush landscaping, the expansive

    Mona Cherkaoui WORLD PROPERTIES GROUP

    1510 Pelican St, Longwood, FL 32750
  • /12

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,491 Sq Ft

    942 Malden Ct, Longwood, FL 32750

    Lovely 3 bedroom/2 bath townhome and oversized 2 car garage with garage door opener. A large privacy fenced backyard with deck. Ceiling fans, plant shelves, vinyl plank and tile flooring, spacious eat in kitchen and formal dining area. 2 sets of sliding glass doors. Split floor plans with large closets provides privacy for everyone and plenty of space for family gatherings, plus an outside

    Corinna Allman EXP REALTY LLC

    942 Malden Ct, Longwood, FL 32750
  • /34

    $335,000

    • 3 Beds
    • 1 Bath
    • 1,160 Sq Ft

    1246 S Oleander St, Longwood, FL 32750

    "This beautifully updated 3-bedroom, 1-bath home is move-in ready and full of modern charm. Step inside to discover brand-new flooring throughout, creating a fresh and cohesive feel in every room. The renovated kitchen features stylish finishes, updated cabinetry, and ample counter space—ideal for home cooking or entertaining. The bathroom has also been thoughtfully updated with contemporary

    Gabriela Lauria VOLKE REAL ESTATE LLC

    1246 S Oleander St, Longwood, FL 32750
  • /32

    $399,500 Open Sun 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft

    1200 Ridge Rd, Longwood, FL 32750

    Don't Miss this Opportunity! Wonderful Ranch-Style Home Located in the Sought-After Myrtle Lake Hills Community in Longwood. This 3 Bedroom/2 Bath Single-Story Home has been Lovingly Cared For and is Ready for its Next Owner. The Entrance Foyer Opens to a Spacious Living Room with Stone Faced Wood Burning Fireplace. Adjacent to the Living Room is the Dining Area with French Doors Leading to an

    Maria Shreve RE/MAX TOWN CENTRE

    1200 Ridge Rd, Longwood, FL 32750
  • /20

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft

    1515 Pelican St, Longwood, FL 32750

    Welcome to your oasis! This beautifully updated 3-bedroom, 2-bath pool home is a gem located on a desirable corner lot. Enter and discover a modern, open-concept living space enhanced by fresh new carpet and stylish finishes throughout. Updated kitchen and baths were recently remodeled with contemporary fixtures and ample storage. Relax and enjoy your morning coffee while taking in serene pond

    Joyce Sanders FLORIDA REAL ESTATE PROPERTIES LLC

    1515 Pelican St, Longwood, FL 32750
  • /20

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,283 Sq Ft

    2040 E Triangle Dr, Longwood, FL 32779

    **NEW PRICE REDUCTION!** Now priced below market value. Charming, Updated 3-Bedroom Home Near Lake Brantley!Don’t miss this beautifully maintained and affordable 3-bedroom, 2-bathroom gem, perfectly located just minutes from the highly desirable Lake Brantley! With a 3-year-old roof, granite countertops, and updated flooring throughout, this home blends modern upgrades with cozy

    Brenda Feliciani CHARLES RUTENBERG REALTY ORLANDO

    2040 E Triangle Dr, Longwood, FL 32779
  • /28

    $383,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,488 Sq Ft

    185 E Warren Ave, Longwood, FL 32750

    Discover comfort and convenience at 185 E Warren Avenue in beautiful Longwood, FL! Built in 2023 this charming corner unit 3-bedroom, 2.5-bath townhome offers a well-designed layout with plenty of natural light and space to make your own. The inviting living and dining areas flow seamlessly, perfect for both everyday living and entertaining guests. You'll love the tastefully updated master

    Alden Harlac ALTIS REALTY

    185 E Warren Ave, Longwood, FL 32750
  • /32

    $400,000

    • 3 Beds
    • 2 Baths
    • 1,293 Sq Ft

    314 Bonnie Trail, Longwood, FL 32750

    Charming & Updated Home in Highland Hills – Move-In Ready & Full of Value!Welcome to this beautifully updated 3-bedroom, 2-bathroom gem in the highly desirable Highland Hills neighborhood of Longwood. This is your chance to own a move-in-ready home in one of Seminole County’s top-rated school zones—with no HOA!Step inside to a spacious split floor plan featuring soaring ceilings, abundant

    Karen O'Neil COLDWELL BANKER RESIDENTIAL RE

    314 Bonnie Trail, Longwood, FL 32750
  • /47

    $369,500

    • 4 Beds
    • 2 Baths
    • 1,985 Sq Ft

    364 E Church Ave, Longwood, FL 32750

    This recently renovated 4-bedroom, 2-bath home in Downtown Longwood, Florida, is an exceptional property offering numerous upgrades and modern features with permits and city inspections completed for all renovations. Located within a short distance to the SunRail station and historic Downtown Longwood shops, it combines convenience and charm. Key Features and Renovations: Complete interior and

    Vincent Paige, Pa COLDWELL BANKER REALTY

    364 E Church Ave, Longwood, FL 32750
  • /47

    $400,000

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft

    600 Fallsmead Cir, Longwood, FL 32750

    One or more photo(s) has been virtually staged. Quaint Lake View Home nestled on a quiet cul-de-sac within the sought-after Landings Community. The home offers picturesque lake views from the rear yard and a beautiful Pond from the front. Great floor plan provides an exceptional blend of comfort and style. The home features a vaulted-ceiling master suite complete with a luxurious en-suite

    Margaret Baumann WATSON REALTY CORP

    600 Fallsmead Cir, Longwood, FL 32750
  • /23

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,687 Sq Ft

    1651 Kenlyn Dr, Longwood, FL 32779

    This beautiful home is ready to be loved by new owners! Featuring 3 bedrooms, 2 bathrooms, and a spacious open floor plan, this home is perfect for everything - from staying in with family to hosting guests. The recent upgrades include kitchen countertops, new light fixtures and mirror in hall bathroom, new Luxury Vinyl floors, fresh interior paint and new ceiling fans in all the bedrooms. Along

    Corinna Allman EXP REALTY LLC

    1651 Kenlyn Dr, Longwood, FL 32779
  • /47

    $375,000

    • 4 Beds
    • 2 Baths
    • 1,556 Sq Ft

    2350 Pleasant Dr, Longwood, FL 32779

    Welcome to your dream home in the serene and charming Brantley Isles! This captivating 4-bedroom, 2-bathroom home is perfectly situated on a tranquil, tree-lined street and just steps away from the stunning Lake Brantley. Step inside to discover a home that's been thoughtfully upgraded throughout. Luxury vinyl plank flooring flows seamlessly through the living areas, while plush carpet graces the

    Jamie Stolinas Crame CENTURY 21 CARIOTI

    2350 Pleasant Dr, Longwood, FL 32779
  • /10

    $399,000

    • Land
    • 0.46 Acre
    • $867,391 per Acre

    261 E Church Ave, Longwood, FL 32750

    Perfectly located vacant lot just seconds from the Longwood Sun Rail Station. NO HOA! The lot is approximately a 1/4 mile from Seminole Hospital, Longwood Police Station and Rider Park. This lot has a and land use of Infill & Mixed Use (IMU) and is NED (Neighborhood Edge) allows townhomes.

    Phil Bellmany CALVARY REAL ESTATE GROUP LLC

    261 E Church Ave, Longwood, FL 32750
  • /12

    $319,990

    • Land
    • 0.25 Acre
    • $1,279,960 per Acre

    1198 Bella Vista Cir, Longwood, FL 32779

    Situated in a peaceful and established resort-style Bella Vista community, this vacant residential lot offers tranquility and convenience—a huge custom home buildable lot surrounded by great schools. Just minutes away from major highways, this location provides easy access to all your daily needs. Buy it now and keep watching as the value grows, or build your custom home on this north-facing

    Raghu Bodhanapu OLYMPUS EXECUTIVE REALTY INC

    1198 Bella Vista Cir, Longwood, FL 32779
  • /28

    $325,000 Pre-Foreclosure

    • 3 Beds
    • 2 Baths
    • 1,527 Sq Ft

    840 Hillary Ct Unit 4, Longwood, FL 32750

    One or more photo(s) has been virtually staged. Welcome to 840 Hillary Ct! This charming one-story townhome offers ease of living and is ideally situated at the crosspoint of two sought-after cities—Lake Mary and Longwood. Step inside and you’ll be greeted by soaring ceilings and an open, split floor plan designed with both comfort and functionality in mind. The spacious master suite is tucked

    Jennifer Christ RE/MAX TOWN & COUNTRY REALTY

    840 Hillary Ct Unit 4, Longwood, FL 32750
  • /30

    $350,000

    • 3 Beds
    • 3 Baths
    • 1,533 Sq Ft

    426 Longwood Cir, Longwood, FL 32750

    Short Sale. Short sale. Beautiful 3 Bedroom, 3 Bathroom Pool Home in Longwood – Perfect for First-Time Buyers or Investors! Welcome to your new home or next investment opportunity in the heart of Longwood! This spacious and well-maintained 3-bedroom, 3-bathroom pool home offers the perfect blend of comfort, convenience, and potential. Whether you’re a first-time homebuyer looking to settle down

    Todd Norwood BESPOKE REAL ESTATE

    426 Longwood Cir, Longwood, FL 32750
  • /7

    $300,000

    • 2 Beds
    • 2 Baths
    • 1,592 Sq Ft

    116 Wild Holly Ln, Longwood, FL 32779

    Short Sale. This townhome offers incredible potential, featuring a versatile separate office that could easily serve as a third bedroom or bonus room. With great bones and a spacious, open-concept layout, it’s a perfect opportunity to create your dream space. Soaring ceilings provide a bright and airy feel, and the kitchen has a functional layout with good flow, ready for your personal updates.

    Troy Funk Realty One Group Sunshine

    116 Wild Holly Ln, Longwood, FL 32779
  • /2

    $327,600

    • 2 Beds
    • 2 Baths
    • 1,592 Sq Ft

    113 Red Cedar Dr, Longwood, FL 32779

    Auction Property. This 1974 built 2 bedroom, 2 bath townhouse residence sits on an approximately 5,288 square foot lot withapproximately 1,592 square feet of living space. Auction Property. AUCTION/OCCUPIED.Property is sold “as is” with NO property disclosures, NO inspection reports, NO interior photos, NO leasein place, NO access- The seller does not represent or guarantee occupancy

    Jamarr Zellner REALHOME SERVICE & SOLUTIONS INC

    113 Red Cedar Dr, Longwood, FL 32779
  • /44

    $305,000

    • 3 Beds
    • 2.5 Baths
    • 1,409 Sq Ft

    1703 Orrington Payne Place, Casselberry, FL 32707

    Welcome to easy living in the beautiful gated pool community of The Parke at Hanover! This move-in-ready, 2-story townhome combines style, comfort, and convenience in one impressive space. From the moment you arrive, the charming brick-paver front porch and driveway set the tone for a warm, inviting home. Step inside to an open-plan layout that’s perfect for both relaxing and entertaining. The

    Benondre Cerezo COLDWELL BANKER REALTY

    1703 Orrington Payne Place, Casselberry, FL 32707

Home Trends in Longwood, FL

Housing Trends

Median Sale Price
$469,900
Median Single Family Sale Price
$489,500
Median Townhouse Sale Price
$354,950
Median 2 Bedroom Sale Price
$216,500
Median 1 Bedroom Sale Price
$130,000
Average Price Per Sq Ft
$244
Number of Homes for Sale
182
Last 12 months Home Sales
741
Months of Supply
2.90
Median List Price
$485,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
4%
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