You want the location. You want a clear plan to get it.
Longwood homes under $300K in 2026: Homes under $300K in Longwood are mostly condos, townhomes, and smaller or older single-family homes, and well-priced ones draw strong interest. Buyers do best with a pre-approval in hand and alerts for new listings. Ray and Kelly Nadeau of Certainly Sold help buyers find and compete for them. Call (407) 544-4704.
By Ray Nadeau · Licensed Florida Broker BK3344407 | Kelly Nadeau · Licensed Florida Broker BK3344334 · Certainly Sold · Last updated: October 21, 2026
Homes under $300K in Longwood draw steady buyer interest.
Longwood sits in the heart of Seminole County with access to everything — at a price point that's genuinely hard to find this close to Lake Mary and Altamonte Springs.
Longwood sits between Lake Mary and Altamonte Springs — minutes from the 434 corridor, I-4, and SR-417. Commuting anywhere in Central Florida from Longwood is genuinely easy.
Longwood is zoned for Seminole County public schools — A-rated by the Florida Department of Education. At under $300K you're getting school district access that buyers in other counties pay a significant premium for.
As affordability pressure pushes buyers out of Lake Mary and Altamonte Springs, Longwood absorbs that demand. Buying under $300K here means buying before that appreciation fully arrives.
Know what you're walking into — it makes you faster and smarter when the right listing appears.
These Longwood areas give you the best shot at finding a home in this price range right now.
Older sections near SR-434 and Wekiva Springs Road. Most consistent sub-$300K inventory in Longwood — established streets with good bones.
1970s–1980s neighborhood with larger lots. Occasional homes hit under $300K here — they go fast when they do.
Good access to I-4 and the 434. Homes in this range appear regularly and appeal to commuters heading into Lake Mary or Orlando.
Near the spring and recreation areas. Some of the most established neighborhoods in Longwood — occasionally dip below $300K.
Closer to Altamonte Springs. Entry-level homes appear at this price point — fast access to SR-436 and I-4.
Quiet residential streets with good lot sizes. Homes here at under $300K tend to need work but offer strong value for buyers willing to update.

Licensed Florida Broker BK3344407 · NMLS #1027617 & #1027618 · Lake Mary, FL · Independent brokerage.
We know Longwood street by street. We'll tell you which neighborhoods to target, which to skip, and how to write an offer that wins without overpaying.
Search live MLS listings or call Ray directly — we'll set up instant alerts and get you pre-approved so you're ready the moment the right home hits.
In-house mortgage pre-approval through Smart-N-Loans · Ray Nadeau NMLS #1027617
Certainly Sold provides real estate brokerage services in the State of Florida. Florida Broker Lic. #BK3344407. Equal Housing Opportunity.
Mortgage financing services are offered through Equity Smart Home Loans, CA NMLS #856170, DRE #01906808, 1499 Huntington Dr Suite 500, South Pasadena, CA 91030 (Florida license MBR-2341). Ray Nadeau, Mortgage Loan Originator, NMLS #1027617. All loan programs, terms, eligibility and approvals are subject to borrower qualification, property qualification, underwriting guidelines, condominium project requirements, lender requirements, and program availability. Not all borrowers, properties, or condominium projects will qualify. Nothing on this website constitutes a commitment to lend or a guarantee of financing.
Real estate brokerage services and mortgage financing services are separate services. Consumers are not required to use Equity Smart Home Loans or any particular mortgage lender as a condition of listing, selling, purchasing, or otherwise using Certainly Sold's real estate brokerage services. Consumers are free to choose the lender and other settlement service providers of their choice.
Condominium financing availability may depend on borrower qualifications, property characteristics, condominium project eligibility, association financials, insurance coverage, reserves, special assessments, litigation, occupancy, and individual lender/program requirements. References to alternative or specialized financing options do not mean every borrower, property, or condominium project will qualify.
Any property value, condo value, comparative market analysis, or saleability review provided through this website is for informational purposes only and is not an appraisal. No representation or guarantee is made regarding a property's market value, eventual sales price, financing availability, or successful closing.