377 Shadowbay Boulevard, FL
Stellar MLS

$299,000

377 Shadowbay Boulevard

Longwood, FL 32779

Listing updated: June 8, 2026 at 8:48 PM ET

Active
3
Beds
2
Baths
1,396
Sq Ft
0.07
Acres
1984
Built
$214/sqft360° tour
Townhouse

Property type

1984

Year built

3,150 sqft

Lot size

$214

Price / sq ft

$310/mo

HOA dues

0

Days on market

2

Garage spaces

X

Flood zone

About this home

Short Sale. This charming 3-bedroom, 2-bathroom townhome in Longwood, FL, is a hidden gem that just needs a little TLC. Spanning 1,396 square feet across two stories, the home boasts impressive 15-foot ceilings that create a bright, airy environment filled with natural light from three spacious 8-foot windows and two sets of sliding glass doors. Nestled in the sought-after Seminole County, this residence is part of a community served by top-rated schools, including Sabal Point Elementary, Rock Lake Middle School, and Brantley High School—perfect for families prioritizing education. Picture yourself enjoying coffee on your private wooden deck or hosting family barbecues in the expansive backyard! Inside, the elegant porcelain tile and luxury vinyl plank flooring (updated in 2021) blend durability with style. Recent upgrades include new windows and pots, enhancing both aesthetics and energy efficiency. Outdoor enthusiasts will appreciate the proximity to Wekiva Springs State Park and Wekiva Island, offering nature trails, kayaking, and serene surroundings. The townhome is conveniently located near essential shopping, with two Publix supermarkets nearby, as well as Merrill Park and Westmonte Park, featuring an outdoor pool, playground, and sports courts. For commuters, easy access to a Sun Rail Station and Interstate 4 adds to the convenience of this well-rounded lifestyle. Don’t miss out on the opportunity to make this lovely townhouse your new home! Schedule your private tour today and start envisioning your future in this beautiful space. All offers are subject to third-party (lenders) approval. Property is being sold as a Short Sale. LIST PRICE NOT YET APPROVED.

Estimated monthly payment

Principal & interest$1,512
Property taxes$240
Home insurance (est.)$137
HOA dues$310

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history0 days on market

  1. Status: Active
    Jun 8, 2026
  2. Listed$299,000
    Jun 8, 2026
  3. Price increased$299,000

Facts & features

Property type
Residential
Sub type
Townhouse
Status
Active
Days on market
0
Subdivision
Shadowbay Unit 2 Ph 2
County
Seminole
Year built
1984
Living area
1,396 sq ft
Price/sq ft
$214
Lot size
3,150 sq ft
Lot category
0 to less than 1/4
Flood zone
X
Garage
2 spaces
Annual taxes
$2,885 (2025)
Parcel #
33-20-29-516-0000-1990
Zoning
R-3
MLS #
O6414941

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Interior Details

Bedrooms
3
Full bathrooms
2
Flooring
Ceramic Tile, Laminate, Luxury Vinyl, Tile
Appliances
Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
Interior features
Ceiling Fans(s), High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Thermostat
Laundry
In Garage
Stories / Levels
Two
Direction faces
North

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Driveway, Garage Door Opener

HOA & Financial

HOA fee
$310 / Monthly
Monthly HOA
$310/mo
Total monthly fees
$310/mo
Total annual fees
$3,720
HOA name
Lorie Fulkes
CDD
No
Homestead exemption
Yes
Min lease term
No Minimum
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No
Additional lease restrictions
Please refer to HOA Handbook

Exterior & Construction

Exterior features
Sidewalk
Construction materials
Block, Stucco
Roof
Shingle
Foundation
Block, Slab
Road surface
Asphalt, Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Cable Available, Cable Connected, Electricity Available, Electricity Connected, Public, Sewer Connected, Water Available, Water Connected

Community

Pets allowed
Yes

Schools

ElementaryASabal Point ElementaryGreatSchools ↗
MiddleARock Lake MiddleGreatSchools ↗
High SchoolALake Brantley HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Living RoomFirst
Dining RoomFirst
KitchenFirst
Primary BedroomFirst
Bedroom 2Second
Bedroom 3Second
Bathroom 2Second

Listing Details

Listing date
2026-06-08
On market date
2026-06-08
Original list price
$299,000
Occupant type
Owner
Special conditions
Short Sale
MLS area
32779 - Longwood/Wekiva Springs
Listing AOR
Orlando Regional
Status changed
2026-06-08
Tax legal description
LOT 199 SHADOWBAY UNIT 2 PH 2 PB 28 PGS 54 & 55

Flood risk

Minimal riskFEMA Zone X

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

take SR 434, Right on Wekiva Springs Road, Left on Montego Inlet Blvd, Right on N. Shadowbay Blvd

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of June 8, 2026 at 8:48 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA